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5705 Commerce Road, Oswego

You need to check out this incredibly rare property that does not become available too often. 14.5 acres located right on the Fox River near Downtown Oswego, with its own private lake. This property has over 700' of river frontage! Amenities on this expansive property include: huge wrapping driveway that allows for extensive privacy off the main road, basketball court, playground, private lake, river frontage, 2 large sheds that can be upgraded/renovated to more livable spaces (currently just used as storage), and the best part is a massive free-standing 12,000 sq ft building equipped with elevator/full commerical kitchen (appliances/hood system/commercial dishwashing station all included)/massive event space and separate large dining space/12 dorm rooms with 4 bunk beds in each room sleeping 8 comfortably per room/laundry room/designated office spaces/designated AV room/6 bathrooms/plenty of storage/tons of furniture, supplies, dishes, cookware, tables, chairs, ect. The property also has RV hook-ups. This property has pleasant surprises around every corner, that you simply need to check out for yourself. It was being used as a spiritual retreat, but the possibilities are honestly endless for what you can do with such a unique lot: summer camp, RV park, spiritual retreat, spa retreat, tree/plant nursery, senior care facility, get a simple re-zoning and building a beautiful waterfront estate; my personal favorite idea would be to turn this into a stunning wedding reception venue since it already has the commerical kitchen for catering, large space for ceremony, dining space, dance floor, bathrooms...all of it is ready to go! Call listing agent to schedule a showing.

12491440 MLS ⋅ ACTIVE Status

You need to check out this incredibly rare property that does not become available too often. 14.5 acres located right on the Fox River near Downtown Oswego, with its own private lake. This property has over 700' of river frontage! Amenities on this expansive property include: huge wrapping driveway that allows for extensive privacy off the main road, basketball court, playground, private lake, river frontage, 2 large sheds that can be upgraded/renovated to more livable spaces (currently just used as storage), and the best part is a massive free-standing 12,000 sq ft building equipped with elevator/full commerical kitchen (appliances/hood system/commercial dishwashing station all included)/massive event space and separate large dining space/12 dorm rooms with 4 bunk beds in each room sleeping 8 comfortably per room/laundry room/designated office spaces/designated AV room/6 bathrooms/plenty of storage/tons of furniture, supplies, dishes, cookware, tables, chairs, ect. The property also has RV hook-ups. This property has pleasant surprises around every corner, that you simply need to check out for yourself. It was being used as a spiritual retreat, but the possibilities are honestly endless for what you can do with such a unique lot: summer camp, RV park, spiritual retreat, spa retreat, tree/plant nursery, senior care facility, get a simple re-zoning and building a beautiful waterfront estate; my personal favorite idea would be to turn this into a stunning wedding reception venue since it already has the commerical kitchen for catering, large space for ceremony, dining space, dance floor, bathrooms...all of it is ready to go! Call listing agent to schedule a showing.

1626 State Route 31, Oswego

$1,895,000

Extraordinary Riverfront Retreat on Nearly 3 acres along the Fox River in Oswego. Frank Lloyd Wright-inspired architecture with extensive DESIGNER RENOVATIONS, LUXURY UPGRADES & MAJOR MECHANICAL IMPROVEMENTS. The home delivers the ultimate lifestyle - Walls of glass blending indoor/outdoor space, private boat launch, riverwalk, and two fire pit areas. Chef's kitchen: Custom RekMaker Cabinetry, JennAir appliances, double ovens/dishwashers/sinks, oversized island, built-in grill, commercial hood, adjoining wet bar. NanaWall Glass Wall Easily Opens dining room to the outdoors and a two-level patio Brickpaver patio - ideal for entertaining 75+ guests. Primary suite offers panoramic river views and a spa bath with steam shower, rain shower & soaking tub. A FIRST-FLOOR BEDROOM & ENSUITE FULL BATH are ideal for guests, a private office, and Generational Living. Lower level: radiant heated floors, rec room, wet bar, wine room, fitness room, full bath, hidden room, garage access. Radiant Heated 6 CAR GARAGE With New Boiler, Control4 Smart Home Automation, Sonos Audio, Kohler whole-house generator. New Architectural Roof. New HVAC. Newer tankless water heater. THE RIVERWOOD ESTATE is more than an exceptional home, it's a private riverfront legacy property where generations gather, celebrations become traditions, and memories are made for years to come. Welcome Home!

5 Beds ⋅ 6 Baths ⋅ 12753973 MLS ⋅ ACTIVE Status

Extraordinary Riverfront Retreat on Nearly 3 acres along the Fox River in Oswego. Frank Lloyd Wright-inspired architecture with extensive DESIGNER RENOVATIONS, LUXURY UPGRADES & MAJOR MECHANICAL IMPROVEMENTS. The home delivers the ultimate lifestyle - Walls of glass blending indoor/outdoor space, private boat launch, riverwalk, and two fire pit areas. Chef's kitchen: Custom RekMaker Cabinetry, JennAir appliances, double ovens/dishwashers/sinks, oversized island, built-in grill, commercial hood, adjoining wet bar. NanaWall Glass Wall Easily Opens dining room to the outdoors and a two-level patio Brickpaver patio - ideal for entertaining 75+ guests. Primary suite offers panoramic river views and a spa bath with steam shower, rain shower & soaking tub. A FIRST-FLOOR BEDROOM & ENSUITE FULL BATH are ideal for guests, a private office, and Generational Living. Lower level: radiant heated floors, rec room, wet bar, wine room, fitness room, full bath, hidden room, garage access. Radiant Heated 6 CAR GARAGE With New Boiler, Control4 Smart Home Automation, Sonos Audio, Kohler whole-house generator. New Architectural Roof. New HVAC. Newer tankless water heater. THE RIVERWOOD ESTATE is more than an exceptional home, it's a private riverfront legacy property where generations gather, celebrations become traditions, and memories are made for years to come. Welcome Home!

88 Riverwood Drive, Oswego

$1,848,000

12663744 MLS ⋅ ACTIVE Status

6398 Ridge Road, Oswego

$1,750,000

12402553 MLS ⋅ ACTIVE Status

0000 Riverwood Drive, Oswego

$1,750,000

What a great parcel right behind Walgreens and McDonalds. In-line with the Jewel-Osco Center. Orchard Road Corridor has lots of exciting things happening. The new Whitetail Golf Dome has opened adjacent to this property. The new Redwood rental homes is across Orchard Road. The proposed Cricket Stadium has been approved just North of this land. New retail Businesses have been opening up. Lots of opportunities to developers.

12029409 MLS ⋅ ACTIVE Status

What a great parcel right behind Walgreens and McDonalds. In-line with the Jewel-Osco Center. Orchard Road Corridor has lots of exciting things happening. The new Whitetail Golf Dome has opened adjacent to this property. The new Redwood rental homes is across Orchard Road. The proposed Cricket Stadium has been approved just North of this land. New retail Businesses have been opening up. Lots of opportunities to developers.

LOT 10 SW Station Drive, Oswego

$1,595,000

INVESTMENT AND DEVELOPMENT OPPORTUNITY ON THE FOX RIVER! This 5.43-acre parcel is zoned B-2 Commercial and located within the Downtown Oswego TIF District-just one block from Village Hall and immediately north of the Route 34/Route 31 bridge. With panoramic views of the Fox River, Hudson Crossing Park, and Downtown Oswego, the property offers strong potential for a boutique hotel, restaurant, intimate banquet facility, or rooftop riverfront venue. The location is positioned to benefit from several major demand drivers, including the planned CRICKET STADIUM just a few miles away, nearby WEDDING VENUES regional soccer tournaments at STEWART PARK, Downtown Oswego events, and continued growth throughout the area. EXTENSIVE PRELIMINARY DUE DILIGENCE HAS ALREADY BEEN COMPLETED: * Preliminary Engineering * Topographic Survey * Soil Erosion Plan * IHPA Archaeological Survey and Release * Phase I Environmental Study * IEPA Permit * Village Engineering Review Documents * U.S. Army Corps of Engineers Wetlands Determination * Stormwater Management Analysis * IDOT Highway Permit The addition of Route 31 sidewalks will further strengthen pedestrian access and connectivity. A rare opportunity to bring a destination hospitality, dining, or entertainment concept to one of Oswego's most visible riverfront locations. Location, location, location!

12663512 MLS ⋅ ACTIVE Status

INVESTMENT AND DEVELOPMENT OPPORTUNITY ON THE FOX RIVER! This 5.43-acre parcel is zoned B-2 Commercial and located within the Downtown Oswego TIF District-just one block from Village Hall and immediately north of the Route 34/Route 31 bridge. With panoramic views of the Fox River, Hudson Crossing Park, and Downtown Oswego, the property offers strong potential for a boutique hotel, restaurant, intimate banquet facility, or rooftop riverfront venue. The location is positioned to benefit from several major demand drivers, including the planned CRICKET STADIUM just a few miles away, nearby WEDDING VENUES regional soccer tournaments at STEWART PARK, Downtown Oswego events, and continued growth throughout the area. EXTENSIVE PRELIMINARY DUE DILIGENCE HAS ALREADY BEEN COMPLETED: * Preliminary Engineering * Topographic Survey * Soil Erosion Plan * IHPA Archaeological Survey and Release * Phase I Environmental Study * IEPA Permit * Village Engineering Review Documents * U.S. Army Corps of Engineers Wetlands Determination * Stormwater Management Analysis * IDOT Highway Permit The addition of Route 31 sidewalks will further strengthen pedestrian access and connectivity. A rare opportunity to bring a destination hospitality, dining, or entertainment concept to one of Oswego's most visible riverfront locations. Location, location, location!

5.43 B-3 Commercial Acres State Route 31, Oswego

$1,399,000

14.4-Acre Creekfront Estate in Oswego with Plainfield Annexation Potential! This custom all-brick 5-bedroom, 3.5-bath home offers 4,800+ sq ft, two main-floor primary suites, an oversized 4-car garage and a 30x40 pole barn. The property is eligible for annexation into the Village of Plainfield. With annexation and rezoning, uses such as horses, a home-based business or an event/wedding venue may be possible (buyer to verify with the Village). The land is currently farmed, offering potential rental income, and continued farming may qualify it for a reduced farmland tax assessment. A peaceful creek borders the property, giving you true country privacy just minutes from Oswego and Plainfield shopping and dining. Inside, the great room features skylights and a floor-to-ceiling stone fireplace. The kitchen offers updated appliances, a granite island and a pantry. Both main-level primary suites have private baths, ideal for multi-generational living: one is a retreat with soaking tub, separate shower, double vanity and walk-in closet, and the other is designed for accessibility. Upstairs are 3 more bedrooms, a full bath, a his-and-hers office and a finished bonus room over the garage. Take in creek and countryside views from the sunroom. The Alpha Drainage System keeps the basement dry, and the roof, HVAC and gutters are newer. Central vac, long private drive, and a pole barn ready for equipment, vehicles, hobbies or storage. Acreage like this near Oswego and Plainfield is rare. Schedule your private showing today!

5 Beds ⋅ 4 Baths ⋅ 12764386 MLS ⋅ NEW Status

14.4-Acre Creekfront Estate in Oswego with Plainfield Annexation Potential! This custom all-brick 5-bedroom, 3.5-bath home offers 4,800+ sq ft, two main-floor primary suites, an oversized 4-car garage and a 30x40 pole barn. The property is eligible for annexation into the Village of Plainfield. With annexation and rezoning, uses such as horses, a home-based business or an event/wedding venue may be possible (buyer to verify with the Village). The land is currently farmed, offering potential rental income, and continued farming may qualify it for a reduced farmland tax assessment. A peaceful creek borders the property, giving you true country privacy just minutes from Oswego and Plainfield shopping and dining. Inside, the great room features skylights and a floor-to-ceiling stone fireplace. The kitchen offers updated appliances, a granite island and a pantry. Both main-level primary suites have private baths, ideal for multi-generational living: one is a retreat with soaking tub, separate shower, double vanity and walk-in closet, and the other is designed for accessibility. Upstairs are 3 more bedrooms, a full bath, a his-and-hers office and a finished bonus room over the garage. Take in creek and countryside views from the sunroom. The Alpha Drainage System keeps the basement dry, and the roof, HVAC and gutters are newer. Central vac, long private drive, and a pole barn ready for equipment, vehicles, hobbies or storage. Acreage like this near Oswego and Plainfield is rare. Schedule your private showing today!

1502 Cherry Road, Oswego

$1,350,000

3 Beds ⋅ 2 Baths ⋅ 12756443 MLS ⋅ NEW Status

1451 Johnson Road, Oswego

$1,350,000

3 Beds ⋅ 2 Baths ⋅ 12756395 MLS ⋅ NEW Status

1451 Johnson Road, Oswego

$1,250,000

12538979 MLS ⋅ ACTIVE Status

1300 Orchard Road, Oswego

$1,200,000

Some homes you see. This one, you feel the moment you step inside. This extraordinary 7-bedroom, 6-bath waterfront estate brings extensive renovations, exceptional craftsmanship, and true resort-style living together on a truly remarkable property. Set along Waubonsie Creek, this expansive home offers incredible flexibility for everyday living, entertaining, multi-generational needs, and guests. The main level has been beautifully transformed with new oak hardwood flooring, fresh paint, updated lighting and plumbing fixtures, and impeccable trim work throughout. At the heart of the home is a completely renovated kitchen, thoughtfully redesigned with wall-to-ceiling custom cabinetry, integrated lighting, quartz countertops, double ovens, and a spacious eat-in area overlooking the pool. Direct access to the screened-in porch creates a seamless connection between indoor and outdoor living. Formal living and dining spaces provide an elegant backdrop for entertaining, while the dramatic two-story family room fills with natural light and centers around a striking masonry fireplace, framing views of the yard and pool beyond. Down the hall, a second fireplace warms the library, creating an inviting retreat for quiet mornings or evening conversation. The first-floor primary suite is a private sanctuary, crowned by soaring coffered, 10-foot ceilings. The completely renovated spa-inspired bath is where the home truly indulges - an oversized walk-in shower, a stand-alone soaking tub, heated floors, and custom tile, sinks, and vanity come together for a retreat that rivals any five-star escape. A custom lower staircase and all-new carpeting further elevate the home's impressive interior. A brand-new mudroom, designed specifically with poolside living in mind, offers direct access to the pool along with custom benches, built-in drawers for pool towels, a new dog wash, new tile and lighting, and an oversized pantry closet. Upstairs, five bedrooms provide exceptional space and versatility, many crowned with soaring vaulted ceilings. One features a private en-suite bath and walk-in closet, while another includes a custom built-in bunk bed, ideal for children, grandkids, or overnight guests. The remaining bedrooms are complemented by a beautifully updated shared full bathroom, including a newly renovated hall bathroom. The walk-out lower level expands the possibilities even further. A separate suite with a bedroom, full closet, and full bath offers outstanding potential for multi-generational living, an in-law arrangement, or extended-stay guests. The spacious recreation area gathers around the home's third masonry fireplace, with abundant storage and a renovated wine room featuring new wine shelving and custom tile. Outside, the property becomes a private oasis with an in-ground pool, large screened-in porch, dog run, waterfront setting, and expansive grounds designed for both relaxation and entertaining. Car enthusiasts will appreciate the home's exceptional five-car garage capacity. The three-car side-load garage features brand-new epoxy flooring, while the walk-out lower level provides an additional two-car tandem garage, creating tremendous flexibility for vehicles, recreational equipment, storage, or workshop space. A turnaround driveway adds everyday convenience. Additional highlights include Pella windows, several new appliances, and extensive updates throughout the home. The village is also installing a new parkway walkway in front of the property that will connect to a larger path system, adding even more appeal for those who enjoy walking, biking, and the outdoors. The home was converted to the new 2" city water in September in August (with the well kept intact to serve the pool and irrigation needs). This is more than a home. It is a waterfront estate designed for the way you want to live, with exceptional entertaining possibilities, resort-style outdoor living, and thoughtful craftsmanship at every turn. Schedule today

7 Beds ⋅ 6 Baths ⋅ 12750633 MLS ⋅ ACTIVE Status

Some homes you see. This one, you feel the moment you step inside. This extraordinary 7-bedroom, 6-bath waterfront estate brings extensive renovations, exceptional craftsmanship, and true resort-style living together on a truly remarkable property. Set along Waubonsie Creek, this expansive home offers incredible flexibility for everyday living, entertaining, multi-generational needs, and guests. The main level has been beautifully transformed with new oak hardwood flooring, fresh paint, updated lighting and plumbing fixtures, and impeccable trim work throughout. At the heart of the home is a completely renovated kitchen, thoughtfully redesigned with wall-to-ceiling custom cabinetry, integrated lighting, quartz countertops, double ovens, and a spacious eat-in area overlooking the pool. Direct access to the screened-in porch creates a seamless connection between indoor and outdoor living. Formal living and dining spaces provide an elegant backdrop for entertaining, while the dramatic two-story family room fills with natural light and centers around a striking masonry fireplace, framing views of the yard and pool beyond. Down the hall, a second fireplace warms the library, creating an inviting retreat for quiet mornings or evening conversation. The first-floor primary suite is a private sanctuary, crowned by soaring coffered, 10-foot ceilings. The completely renovated spa-inspired bath is where the home truly indulges - an oversized walk-in shower, a stand-alone soaking tub, heated floors, and custom tile, sinks, and vanity come together for a retreat that rivals any five-star escape. A custom lower staircase and all-new carpeting further elevate the home's impressive interior. A brand-new mudroom, designed specifically with poolside living in mind, offers direct access to the pool along with custom benches, built-in drawers for pool towels, a new dog wash, new tile and lighting, and an oversized pantry closet. Upstairs, five bedrooms provide exceptional space and versatility, many crowned with soaring vaulted ceilings. One features a private en-suite bath and walk-in closet, while another includes a custom built-in bunk bed, ideal for children, grandkids, or overnight guests. The remaining bedrooms are complemented by a beautifully updated shared full bathroom, including a newly renovated hall bathroom. The walk-out lower level expands the possibilities even further. A separate suite with a bedroom, full closet, and full bath offers outstanding potential for multi-generational living, an in-law arrangement, or extended-stay guests. The spacious recreation area gathers around the home's third masonry fireplace, with abundant storage and a renovated wine room featuring new wine shelving and custom tile. Outside, the property becomes a private oasis with an in-ground pool, large screened-in porch, dog run, waterfront setting, and expansive grounds designed for both relaxation and entertaining. Car enthusiasts will appreciate the home's exceptional five-car garage capacity. The three-car side-load garage features brand-new epoxy flooring, while the walk-out lower level provides an additional two-car tandem garage, creating tremendous flexibility for vehicles, recreational equipment, storage, or workshop space. A turnaround driveway adds everyday convenience. Additional highlights include Pella windows, several new appliances, and extensive updates throughout the home. The village is also installing a new parkway walkway in front of the property that will connect to a larger path system, adding even more appeal for those who enjoy walking, biking, and the outdoors. The home was converted to the new 2" city water in September in August (with the well kept intact to serve the pool and irrigation needs). This is more than a home. It is a waterfront estate designed for the way you want to live, with exceptional entertaining possibilities, resort-style outdoor living, and thoughtful craftsmanship at every turn. Schedule today

3663 Wolf Road, Oswego

$1,150,000

Rare opportunity to acquire a long-term, single-tenant NNN dental office investment located in Oswego's rapidly growing commercial corridor. Positioned on a 1.37 Acre site with high visibility, this all-brick medical asset consists of 3,950 SF of finished dental office space plus an additional 1,950 SF unfinished lower level, totaling approximately 6,000 SF. The 3,950 SF main level was purpose built for efficient patient flow and includes a spacious reception area with vaulted ceilings, 8 operatories with rear delivery and nitrous oxide lines, training/conference room, Dr's Office, lab space, sterilization room, x-ray room, 2 restrooms, and a staff break room. The property has long been occupied by Kendall Pointe Dental, operating under D1 Support, LLC, an affiliated practice within the DecisionOne Dental Partners network. DecisionOne Dental Partners is a growing regional dental support organization with a substantial Illinois footprint, providing investors exposure to an established healthcare operator within the defensive medical office sector. Tenant has been in place since 2016 and recently executed a 5-year lease extension through September 30, 2031, providing investors with reliable cash flow and long-term occupancy stability. Lease structure provides a favorable expense profile with tenant responsibility for real estate taxes, utilities, janitorial, landscaping, snow removal, refuse, HVAC servicing, and interior maintenance obligations. Building has been very well maintained, benefiting from significant recent capital improvements including a new roof installed in 2024 and mechanical system replacements completed in 2023. Positioned near major commuter corridors including US Route 30 and US Route 34, the property benefits from strong suburban demographics, established residential density, and continued population growth throughout Kendall County. Healthcare real estate continues to demonstrate long-term resiliency, making this offering an attractive opportunity for private investors, 1031 exchange buyers, and medical office investors seeking stable tenancy and reduced management intensity.

12659374 MLS ⋅ ACTIVE Status

Rare opportunity to acquire a long-term, single-tenant NNN dental office investment located in Oswego's rapidly growing commercial corridor. Positioned on a 1.37 Acre site with high visibility, this all-brick medical asset consists of 3,950 SF of finished dental office space plus an additional 1,950 SF unfinished lower level, totaling approximately 6,000 SF. The 3,950 SF main level was purpose built for efficient patient flow and includes a spacious reception area with vaulted ceilings, 8 operatories with rear delivery and nitrous oxide lines, training/conference room, Dr's Office, lab space, sterilization room, x-ray room, 2 restrooms, and a staff break room. The property has long been occupied by Kendall Pointe Dental, operating under D1 Support, LLC, an affiliated practice within the DecisionOne Dental Partners network. DecisionOne Dental Partners is a growing regional dental support organization with a substantial Illinois footprint, providing investors exposure to an established healthcare operator within the defensive medical office sector. Tenant has been in place since 2016 and recently executed a 5-year lease extension through September 30, 2031, providing investors with reliable cash flow and long-term occupancy stability. Lease structure provides a favorable expense profile with tenant responsibility for real estate taxes, utilities, janitorial, landscaping, snow removal, refuse, HVAC servicing, and interior maintenance obligations. Building has been very well maintained, benefiting from significant recent capital improvements including a new roof installed in 2024 and mechanical system replacements completed in 2023. Positioned near major commuter corridors including US Route 30 and US Route 34, the property benefits from strong suburban demographics, established residential density, and continued population growth throughout Kendall County. Healthcare real estate continues to demonstrate long-term resiliency, making this offering an attractive opportunity for private investors, 1031 exchange buyers, and medical office investors seeking stable tenancy and reduced management intensity.

1991 Wiesbrook Road, Oswego

$1,150,000

Welcome to the historic Gaylord House & Gardens, a truly extraordinary estate where timeless character, modern comfort, and endless possibilities come together on just over 5 picturesque acres. Originally built in 1865, this property is rich in local history and offers a rare opportunity to own a one-of-a-kind country retreat with unmatched charm, ample acreage, and exceptional special use potential. Every detail of this remarkable home showcases timeless craftsmanship and thoughtful livability. With 5 bedrooms and 4.5 bathrooms, the home offers a generous and well balanced layout designed to accommodate comfortable living and entertaining. Original woodwork, hardwood flooring, and stunning architectural details have been beautifully preserved throughout. Multiple living spaces create a warm and inviting atmosphere, highlighted by two wood burning fireplaces, a finished attic, walkout basement, private elevator, wine cellar, and screened in patio. A thoughtfully integrated 2008 addition expands the home while honoring its original character and architectural integrity. The vintage 1901 piano located in the dining room is also included with the sale, adding yet another touch of timeless elegance. Outside, the scenic grounds are surrounded by mature trees, open green space, and protective security fencing that lines the property, offering both beauty and privacy while creating an ideal setting for pets and children. The property features a large barn ideal for gatherings or events, a chicken barn, two workshops, a machine shed, and two spacious pastures, making it perfectly suited for horses, hobby farming, entertaining, or recreational use. Electric service is available to all exterior structures. Whether you are envisioning a private estate, boutique event venue, bed and breakfast, or peaceful countryside homestead, this property offers incredible potential. The property is zoned R3 SU, offering additional flexibility and opportunity for a variety of uses. Known as the Gaylord House & Gardens, this exceptional property combines historic significance with the serenity of country living while remaining conveniently close to shopping, dining, and everyday amenities. The opportunity to own an estate of this caliber and one of Kendall County's most distinctive landmark properties is truly once in a lifetime. Experience the beauty, presence and endless potential by scheduling your private showing today.

5 Beds ⋅ 5 Baths ⋅ 12644617 MLS ⋅ ACTIVE Status

Welcome to the historic Gaylord House & Gardens, a truly extraordinary estate where timeless character, modern comfort, and endless possibilities come together on just over 5 picturesque acres. Originally built in 1865, this property is rich in local history and offers a rare opportunity to own a one-of-a-kind country retreat with unmatched charm, ample acreage, and exceptional special use potential. Every detail of this remarkable home showcases timeless craftsmanship and thoughtful livability. With 5 bedrooms and 4.5 bathrooms, the home offers a generous and well balanced layout designed to accommodate comfortable living and entertaining. Original woodwork, hardwood flooring, and stunning architectural details have been beautifully preserved throughout. Multiple living spaces create a warm and inviting atmosphere, highlighted by two wood burning fireplaces, a finished attic, walkout basement, private elevator, wine cellar, and screened in patio. A thoughtfully integrated 2008 addition expands the home while honoring its original character and architectural integrity. The vintage 1901 piano located in the dining room is also included with the sale, adding yet another touch of timeless elegance. Outside, the scenic grounds are surrounded by mature trees, open green space, and protective security fencing that lines the property, offering both beauty and privacy while creating an ideal setting for pets and children. The property features a large barn ideal for gatherings or events, a chicken barn, two workshops, a machine shed, and two spacious pastures, making it perfectly suited for horses, hobby farming, entertaining, or recreational use. Electric service is available to all exterior structures. Whether you are envisioning a private estate, boutique event venue, bed and breakfast, or peaceful countryside homestead, this property offers incredible potential. The property is zoned R3 SU, offering additional flexibility and opportunity for a variety of uses. Known as the Gaylord House & Gardens, this exceptional property combines historic significance with the serenity of country living while remaining conveniently close to shopping, dining, and everyday amenities. The opportunity to own an estate of this caliber and one of Kendall County's most distinctive landmark properties is truly once in a lifetime. Experience the beauty, presence and endless potential by scheduling your private showing today.

1542 Plainfield Road, Oswego

$1,139,528

Ready to build your Business on Orchard Road in Fast Growing Oswego. There are 1 to 3 Retail Lots available on the East side of Orchard Road and north of the Lewis Stoplight. Redwood Apartments are being built as we speak behind this location as well as all the way to the north to Mill Road. This is for Lots 1, 2 & 3. ALL THREE LOTS. Please note you will have to put in your own access road. There are three Retail Lots available Price is $8.00psf ( PER SQUARE FOOT) Lot 3 is 1.18 or 51,400sf x $8.00psf = $411,206.40; Lot 2 is 1.33 acres or 57,934 sf x $8.00 = $463,478.40.00; Lot 1 is .76 acre or 33,105sf x $8.00psf = $264,844.00.00. All Three Lots for $1,139,528.00. There is a stub road coming off or Lewis, that means lot 1 & 2 do not have direct access and will need access from lot 3. At $8.00 per square foot this is a great deal for Retail on Orchard Road.

11919763 MLS ⋅ ACTIVE Status

Ready to build your Business on Orchard Road in Fast Growing Oswego. There are 1 to 3 Retail Lots available on the East side of Orchard Road and north of the Lewis Stoplight. Redwood Apartments are being built as we speak behind this location as well as all the way to the north to Mill Road. This is for Lots 1, 2 & 3. ALL THREE LOTS. Please note you will have to put in your own access road. There are three Retail Lots available Price is $8.00psf ( PER SQUARE FOOT) Lot 3 is 1.18 or 51,400sf x $8.00psf = $411,206.40; Lot 2 is 1.33 acres or 57,934 sf x $8.00 = $463,478.40.00; Lot 1 is .76 acre or 33,105sf x $8.00psf = $264,844.00.00. All Three Lots for $1,139,528.00. There is a stub road coming off or Lewis, that means lot 1 & 2 do not have direct access and will need access from lot 3. At $8.00 per square foot this is a great deal for Retail on Orchard Road.

123 Orchard Road, Oswego

$1,100,000

Location, Location, Location! Exceptional 7.43-acre riverfront parcel in unincorporated Kendall County, directly adjacent to the Village of Oswego boundary, this rare opportunity offers natural beauty and prime convenience-walk to downtown Oswego's shopping, dining, and parks. Ideal location for a new upscale residential development as portrayed in listing images!

12455839 MLS ⋅ ACTIVE Status

Location, Location, Location! Exceptional 7.43-acre riverfront parcel in unincorporated Kendall County, directly adjacent to the Village of Oswego boundary, this rare opportunity offers natural beauty and prime convenience-walk to downtown Oswego's shopping, dining, and parks. Ideal location for a new upscale residential development as portrayed in listing images!

7.43 Acres Vacant Land State Route 31, Oswego

$1,099,000

Welcome to 14 Abbeyfeale Drive, an extraordinary executive estate nestled on 2.2 beautifully landscaped acres in one of Oswego's most prestigious settings. Offering over-the-top quality, exceptional craftsmanship, and luxurious amenities throughout, this stunning move-in-ready residence features 5 bedrooms, a private office, 4 full bathrooms, a deep-pour finished basement, and an oversized 4-car garage. From the moment you enter, the grand two-story foyer with its elegant chandelier sets the tone for the sophistication found throughout the home. Rich premium walnut hardwood flooring spans the main level, complemented by solid wood paneled doors, custom millwork, and detailed trim surrounding every door and window. Picturesque windows adorned with plantation shutters flood the home with natural light while showcasing breathtaking views of the surrounding property. Designed for both everyday living and entertaining, the custom chef's kitchen is a true showpiece featuring high-end finishes, abundant workspace, and a large center island complete with a prep sink. The adjacent family room offers built-in shelving, a grand fireplace, and spectacular views of the backyard oasis. The thoughtfully designed main level includes a first-floor bedroom and full bathroom, ideal for guests or multi-generational living. Two separate staircases lead to the second floor, including a discreet secondary staircase equipped with a chairlift for added accessibility. Upstairs, you'll find four generously sized bedrooms, including a luxurious primary suite that serves as a private retreat. The owner's suite features a cozy fireplace sitting area, spacious walk-in closet, and spa-inspired bathroom with heated floors. Every bathroom in the home, except the basement bath, offers the comfort of heated flooring. One secondary bedroom also provides convenient access to additional attic storage. The finished deep-pour basement expands the living space with a dedicated theater room, large office or potential guest suite, full bathroom, recreation area, television lounge, expansive utility room, and an oversized storage room with built-in shelving. Step outside and discover your own private resort. The meticulously maintained grounds feature professional landscaping, a paver patio with fire pit, expansive wood deck, outdoor speaker system, and a dedicated area to practice your golf swing. Sports enthusiasts will appreciate the private pickleball court, while the expansive yard offers endless opportunities for recreation and relaxation. With oversized bedrooms, exceptional attention to detail, premium finishes, and an unmatched blend of luxury and functionality, 14 Abbeyfeale Drive presents a rare opportunity to own one of Oswego's finest executive homes.

5 Beds ⋅ 4 Baths ⋅ 12684348 MLS ⋅ ACTIVE Status

Welcome to 14 Abbeyfeale Drive, an extraordinary executive estate nestled on 2.2 beautifully landscaped acres in one of Oswego's most prestigious settings. Offering over-the-top quality, exceptional craftsmanship, and luxurious amenities throughout, this stunning move-in-ready residence features 5 bedrooms, a private office, 4 full bathrooms, a deep-pour finished basement, and an oversized 4-car garage. From the moment you enter, the grand two-story foyer with its elegant chandelier sets the tone for the sophistication found throughout the home. Rich premium walnut hardwood flooring spans the main level, complemented by solid wood paneled doors, custom millwork, and detailed trim surrounding every door and window. Picturesque windows adorned with plantation shutters flood the home with natural light while showcasing breathtaking views of the surrounding property. Designed for both everyday living and entertaining, the custom chef's kitchen is a true showpiece featuring high-end finishes, abundant workspace, and a large center island complete with a prep sink. The adjacent family room offers built-in shelving, a grand fireplace, and spectacular views of the backyard oasis. The thoughtfully designed main level includes a first-floor bedroom and full bathroom, ideal for guests or multi-generational living. Two separate staircases lead to the second floor, including a discreet secondary staircase equipped with a chairlift for added accessibility. Upstairs, you'll find four generously sized bedrooms, including a luxurious primary suite that serves as a private retreat. The owner's suite features a cozy fireplace sitting area, spacious walk-in closet, and spa-inspired bathroom with heated floors. Every bathroom in the home, except the basement bath, offers the comfort of heated flooring. One secondary bedroom also provides convenient access to additional attic storage. The finished deep-pour basement expands the living space with a dedicated theater room, large office or potential guest suite, full bathroom, recreation area, television lounge, expansive utility room, and an oversized storage room with built-in shelving. Step outside and discover your own private resort. The meticulously maintained grounds feature professional landscaping, a paver patio with fire pit, expansive wood deck, outdoor speaker system, and a dedicated area to practice your golf swing. Sports enthusiasts will appreciate the private pickleball court, while the expansive yard offers endless opportunities for recreation and relaxation. With oversized bedrooms, exceptional attention to detail, premium finishes, and an unmatched blend of luxury and functionality, 14 Abbeyfeale Drive presents a rare opportunity to own one of Oswego's finest executive homes.

14 Abbeyfeale Drive, Oswego

$999,900

Welcome to 5085 Half Round Road, a custom-built two-story home in Old Reserve Hills offering an incredible combination of space, privacy, and entertaining amenities. Built in 2006 and situated on over an acre, this impressive home features approximately 6,171 square feet of finished living space-along with an in-ground pool, deck, and 3-car garage. The extensively remodeled main level is highlighted by a show-stopping kitchen featuring white custom cabinetry, granite countertops, stainless steel appliances, a custom range hood, and two islands providing abundant prep space, storage, seating, and room to gather. Hardwood floors flow throughout the first floor, and the spacious living room with fireplace creates a warm centerpiece for the home. A first-floor laundry room adds everyday convenience. The home has been freshly painted and features all-new carpeting along with new lighting and ceiling fans throughout. With 4 bedrooms, 3 full and 2 half baths, two additional flex rooms, and a large bonus room above the garage, there is no shortage of space for home offices, playrooms, hobbies, guests, or additional recreation. The second-floor bedroom layout includes a Jack-and-Jill bath as well as an additional bedroom with its own private en-suite bath. The 1,868-square-foot finished basement takes entertaining to another level. Designed as a true extension of the home, this expansive space features a custom full bar with custom bar top, multiple areas for gathering and recreation, and a separate storage room. Outside, enjoy your own private retreat with a fenced in inground heated pool, stamped concrete patio with gazebo, spacious deck, electric dog fence and over an acre of property offering plenty of room to entertain, relax, and enjoy the outdoors. The pool heater was replaced in 2025, and the sprinkler system has been refreshed with new heads and piping. Additional updates include a roof replaced in 2021, water heaters replaced in 2018, new capacitors on the A/C systems(2016/2020), Furnace 2024

4 Beds ⋅ 5 Baths ⋅ 12764065 MLS ⋅ NEW Status

Welcome to 5085 Half Round Road, a custom-built two-story home in Old Reserve Hills offering an incredible combination of space, privacy, and entertaining amenities. Built in 2006 and situated on over an acre, this impressive home features approximately 6,171 square feet of finished living space-along with an in-ground pool, deck, and 3-car garage. The extensively remodeled main level is highlighted by a show-stopping kitchen featuring white custom cabinetry, granite countertops, stainless steel appliances, a custom range hood, and two islands providing abundant prep space, storage, seating, and room to gather. Hardwood floors flow throughout the first floor, and the spacious living room with fireplace creates a warm centerpiece for the home. A first-floor laundry room adds everyday convenience. The home has been freshly painted and features all-new carpeting along with new lighting and ceiling fans throughout. With 4 bedrooms, 3 full and 2 half baths, two additional flex rooms, and a large bonus room above the garage, there is no shortage of space for home offices, playrooms, hobbies, guests, or additional recreation. The second-floor bedroom layout includes a Jack-and-Jill bath as well as an additional bedroom with its own private en-suite bath. The 1,868-square-foot finished basement takes entertaining to another level. Designed as a true extension of the home, this expansive space features a custom full bar with custom bar top, multiple areas for gathering and recreation, and a separate storage room. Outside, enjoy your own private retreat with a fenced in inground heated pool, stamped concrete patio with gazebo, spacious deck, electric dog fence and over an acre of property offering plenty of room to entertain, relax, and enjoy the outdoors. The pool heater was replaced in 2025, and the sprinkler system has been refreshed with new heads and piping. Additional updates include a roof replaced in 2021, water heaters replaced in 2018, new capacitors on the A/C systems(2016/2020), Furnace 2024

5085 Half Round Road, Oswego

$999,000

Attention nature lovers, beautiful 5 bedroom, 4.1 bath home with finished lookout basement and oversized 3 car garage nestled among a wooded back drop of mature trees and open space that offers both tranquility and privacy. This home boasts of its many upgrades including hardwood floors, custom ceilings, beams, trim and moldings. As you enter the home you are immediately greeted by a 2 story foyer with a unique chandelier, formal dining room with bump out for a hutch, spacious living room, 1st floor office, mud room with sink, freezer and 4 built in cubbies ,2 story family room with gas log fireplace, gourmet kitchen with 9 ft island w/granite countertops, walk in pantry with custom glass door, artisan hand crafted tiles, double oven, convection /air fryer/ microwave ,cook top and mini beverage fridge, spacious primary suite with sitting room that overlooks the woods, luxury bath with heated bubble tub, separate rain shower with wall jets, huge walk-in closet and secondary walk-in closet, additional bedrooms are all generously sized and bedroom 4 has a private bath, double French doors to a second floor bonus room, the deep pour, lookout basement features a full bath that adjoins a 5th bedroom as well as an open rec room with luxury plank vinyl flooring throughout, High eff furnace, humidifier, active radon system, water softener, hardwater filter, reverse osmosis and sulfur treatment system and more! Additional lot 45 is also available. This home will not disappoint and is ready for immediate occupancy!

4 Beds ⋅ 5 Baths ⋅ 12692205 MLS ⋅ ACTIVE Status

Attention nature lovers, beautiful 5 bedroom, 4.1 bath home with finished lookout basement and oversized 3 car garage nestled among a wooded back drop of mature trees and open space that offers both tranquility and privacy. This home boasts of its many upgrades including hardwood floors, custom ceilings, beams, trim and moldings. As you enter the home you are immediately greeted by a 2 story foyer with a unique chandelier, formal dining room with bump out for a hutch, spacious living room, 1st floor office, mud room with sink, freezer and 4 built in cubbies ,2 story family room with gas log fireplace, gourmet kitchen with 9 ft island w/granite countertops, walk in pantry with custom glass door, artisan hand crafted tiles, double oven, convection /air fryer/ microwave ,cook top and mini beverage fridge, spacious primary suite with sitting room that overlooks the woods, luxury bath with heated bubble tub, separate rain shower with wall jets, huge walk-in closet and secondary walk-in closet, additional bedrooms are all generously sized and bedroom 4 has a private bath, double French doors to a second floor bonus room, the deep pour, lookout basement features a full bath that adjoins a 5th bedroom as well as an open rec room with luxury plank vinyl flooring throughout, High eff furnace, humidifier, active radon system, water softener, hardwater filter, reverse osmosis and sulfur treatment system and more! Additional lot 45 is also available. This home will not disappoint and is ready for immediate occupancy!

7206 Fitkins Drive, Oswego

$925,000

ENDLESS OPPORTUNITIES on 2.27 acres in Oswego! This beautifully renovated farmhouse combines character with modern updates & tons of usable space! House with over 3100 SF PLUS 1400+ SF barn, & 600 SF shed with electricity. Create your own backyard oasis by adding a pool, hot tub, or cold plunge adjacent to the large wood deck, paver patio with pergola and built-in firepit. The barn could be used for a workshop, car collection, gardening, hobbies, or home business or storage. Or create a bonus rec room/guest space in the barn which already has water, electric & heat! The farmhouse is ready for move in! Many renovation projects since 2016, the custom kitchen was completely gutted and remodeled in 2022 featuring a massive quartz island/breakfast bar, custom cabinetry wrapped around the perimeter with farmhouse sink, stainless steel appliances including a Wolf range & double ovens. Hardwood flooring, fresh paint, white trim throughout much of the home, custom two-panel doors and mostly 10-foot ceilings enhance the main level. Flexible living spaces include formal living and dining rooms, a private office, inviting family room with fireplace and sunroom overlooking the property. The main level also features remodeled powder room & laundry rooms, refreshed staircase & upstairs hallway with distinctive tin ceiling and millwork details. Upstairs, the private primary suite features a large closet and en-suite bath. Three additional bedrooms are complemented by a beautifully remodeled hall bath with dual vanities, 48-inch shower with seat, deep soaking tub, heated floors and lighted mirrors. The clean, unfinished basement has been painted, sealed and waterproofed with a perimeter French drain and offers radiant heat and excellent storage. Additional improvements include updated electrical and plumbing, new well (2017), tankless water heater and water filtration system, furnace and A/C (2013), and new roofs on both the house and barn (2018). The barn spans over two levels with exposed beams, electricity, gas line, water hookup, high-efficiency furnace, lift, a partially finished main-level bonus room. Outside, enjoy 2.27 picturesque acres with mature trees, custom covered front porch with recessed lighting and cedar posts, and a widened asphalt driveway. All of this is conveniently located near the Route 34/Douglas shopping corridor, Fox Bend Golf Course and vibrant Downtown Oswego.

4 Beds ⋅ 3 Baths ⋅ 12699328 MLS ⋅ PRICE CHANGE Status

ENDLESS OPPORTUNITIES on 2.27 acres in Oswego! This beautifully renovated farmhouse combines character with modern updates & tons of usable space! House with over 3100 SF PLUS 1400+ SF barn, & 600 SF shed with electricity. Create your own backyard oasis by adding a pool, hot tub, or cold plunge adjacent to the large wood deck, paver patio with pergola and built-in firepit. The barn could be used for a workshop, car collection, gardening, hobbies, or home business or storage. Or create a bonus rec room/guest space in the barn which already has water, electric & heat! The farmhouse is ready for move in! Many renovation projects since 2016, the custom kitchen was completely gutted and remodeled in 2022 featuring a massive quartz island/breakfast bar, custom cabinetry wrapped around the perimeter with farmhouse sink, stainless steel appliances including a Wolf range & double ovens. Hardwood flooring, fresh paint, white trim throughout much of the home, custom two-panel doors and mostly 10-foot ceilings enhance the main level. Flexible living spaces include formal living and dining rooms, a private office, inviting family room with fireplace and sunroom overlooking the property. The main level also features remodeled powder room & laundry rooms, refreshed staircase & upstairs hallway with distinctive tin ceiling and millwork details. Upstairs, the private primary suite features a large closet and en-suite bath. Three additional bedrooms are complemented by a beautifully remodeled hall bath with dual vanities, 48-inch shower with seat, deep soaking tub, heated floors and lighted mirrors. The clean, unfinished basement has been painted, sealed and waterproofed with a perimeter French drain and offers radiant heat and excellent storage. Additional improvements include updated electrical and plumbing, new well (2017), tankless water heater and water filtration system, furnace and A/C (2013), and new roofs on both the house and barn (2018). The barn spans over two levels with exposed beams, electricity, gas line, water hookup, high-efficiency furnace, lift, a partially finished main-level bonus room. Outside, enjoy 2.27 picturesque acres with mature trees, custom covered front porch with recessed lighting and cedar posts, and a widened asphalt driveway. All of this is conveniently located near the Route 34/Douglas shopping corridor, Fox Bend Golf Course and vibrant Downtown Oswego.

3614 Wolf Road, Oswego

$875,000

Welcome to this exceptional custom-built two-story home situated on a beautiful 3.5-acre corner lot, offering the perfect combination of privacy, comfort, and space to enjoy both indoor and outdoor living. With approximately 2,400 square feet of above-grade living space plus a fully finished basement, this thoughtfully designed five-bedroom, three-and-a-half-bath residence provides flexibility for a variety of lifestyles. The inviting eat-in kitchen is the heart of the home and features a center island, breakfast nook, pantry, and a full complement of new appliances. Whether preparing everyday meals or entertaining guests, this space offers abundant storage, generous workspace, and an open, welcoming atmosphere. Just off the kitchen, the convenient laundry room includes a second pantry for even more storage, while a nearby half bath adds everyday functionality. A see-through fireplace creates a warm and inviting connection between the kitchen and the spacious family room, where soaring vaulted ceilings and a dramatic wall of eight west-facing windows fill the home with natural light and showcase beautiful backyard views. The adjoining dining room provides an elegant setting for holiday gatherings, family celebrations, and dinner parties. The main-level primary suite offers a peaceful retreat complete with a private en-suite bathroom. Upstairs, you'll find three generously sized bedrooms and a full bath, providing comfortable accommodations with separation from the main living areas. The fully finished basement expands the home's living space with an additional bedroom featuring an egress window, a full bathroom, a dedicated weight room, and flexible space that can be used for recreation, hobbies, media, or guests. Step outside to discover an outdoor setting designed for relaxation and entertainment. The spacious patio overlooks the beautifully maintained backyard and features a built-in swimming pool and an in-ground trampoline, creating the perfect space for enjoying warm summer days, hosting gatherings, or simply relaxing while taking in the peaceful surroundings. The expansive 3.5-acre corner lot offers room to roam, garden, play, or simply enjoy the privacy of country-style living. Adding even more value is the impressive 30-by-40-foot outbuilding complete with electricity, making it ideal for a workshop, hobby space, equipment storage, recreational vehicles, or countless other possibilities. This custom home combines quality craftsmanship, generous living spaces, abundant storage, and exceptional outdoor amenities in a setting that is both peaceful and practical. From the soaring ceilings and abundant natural light to the finished basement, backyard oasis, and versatile outbuilding, every detail has been thoughtfully designed to maximize comfort and functionality. This rare property offers the opportunity to enjoy spacious living on acreage while creating lasting memories for years to come. Schedule your private showing today and experience everything this remarkable property has to offer. Asking price $875,000.

4 Beds ⋅ 4 Baths ⋅ 12701760 MLS ⋅ ACTIVE Status

Welcome to this exceptional custom-built two-story home situated on a beautiful 3.5-acre corner lot, offering the perfect combination of privacy, comfort, and space to enjoy both indoor and outdoor living. With approximately 2,400 square feet of above-grade living space plus a fully finished basement, this thoughtfully designed five-bedroom, three-and-a-half-bath residence provides flexibility for a variety of lifestyles. The inviting eat-in kitchen is the heart of the home and features a center island, breakfast nook, pantry, and a full complement of new appliances. Whether preparing everyday meals or entertaining guests, this space offers abundant storage, generous workspace, and an open, welcoming atmosphere. Just off the kitchen, the convenient laundry room includes a second pantry for even more storage, while a nearby half bath adds everyday functionality. A see-through fireplace creates a warm and inviting connection between the kitchen and the spacious family room, where soaring vaulted ceilings and a dramatic wall of eight west-facing windows fill the home with natural light and showcase beautiful backyard views. The adjoining dining room provides an elegant setting for holiday gatherings, family celebrations, and dinner parties. The main-level primary suite offers a peaceful retreat complete with a private en-suite bathroom. Upstairs, you'll find three generously sized bedrooms and a full bath, providing comfortable accommodations with separation from the main living areas. The fully finished basement expands the home's living space with an additional bedroom featuring an egress window, a full bathroom, a dedicated weight room, and flexible space that can be used for recreation, hobbies, media, or guests. Step outside to discover an outdoor setting designed for relaxation and entertainment. The spacious patio overlooks the beautifully maintained backyard and features a built-in swimming pool and an in-ground trampoline, creating the perfect space for enjoying warm summer days, hosting gatherings, or simply relaxing while taking in the peaceful surroundings. The expansive 3.5-acre corner lot offers room to roam, garden, play, or simply enjoy the privacy of country-style living. Adding even more value is the impressive 30-by-40-foot outbuilding complete with electricity, making it ideal for a workshop, hobby space, equipment storage, recreational vehicles, or countless other possibilities. This custom home combines quality craftsmanship, generous living spaces, abundant storage, and exceptional outdoor amenities in a setting that is both peaceful and practical. From the soaring ceilings and abundant natural light to the finished basement, backyard oasis, and versatile outbuilding, every detail has been thoughtfully designed to maximize comfort and functionality. This rare property offers the opportunity to enjoy spacious living on acreage while creating lasting memories for years to come. Schedule your private showing today and experience everything this remarkable property has to offer. Asking price $875,000.

3 Settlers Lane, Oswego

$799,990

Over two acres of wooded grounds. The Fox River at the edge of your yard. A custom home with over 4,200 square feet of finished living space - and a floor plan built for the way people live. Set back from Route 71 on a tree-lined lot in unincorporated Oswego, this 4-bedroom, 4-full-bath home delivers space and character that's increasingly hard to find - without sacrificing convenience. Downtown Oswego and the Orchard Road corridor are minutes away, putting dining, shopping, and everyday errands within easy reach. Step through the foyer and the home opens immediately into a beautiful living room anchored by a stunning stone fireplace - the kind of space that sets the tone for everything that follows. The living room flows naturally into the dining room, creating an effortless connection between the two that's ideal for entertaining. From there, the kitchen takes over: rich cherry cabinetry, granite countertops, stainless appliances, a beverage fridge, and a breakfast nook that makes everyday mornings feel easy. Toward the back of the home, the family room offers its own distinct gathering space - a second fireplace, generous square footage, and views of the screened porch just beyond. Step through the screened porch onto the large deck - your front-row seat to the trees and the Fox River valley. Whether it's a quiet morning with coffee or an evening with friends, this outdoor space earns its keep. The main level also includes a dedicated home office, a full bathroom, and a main-level laundry room - everything you need without ever going upstairs. Upstairs, the primary bedroom is a generous 16' x 19' with a walk-in closet and a private balcony overlooking the backyard and the wooded lot - a rare feature that makes the room feel connected to everything that makes this property special. Three additional bedrooms and a hall bath round out the upper level. The walk-out lower level is a destination of its own - a large recreation room, a secondary family room warmed by a fireplace, a generous bar, and a full bath. Whether it's game night or a casual hang, this level delivers. A new roof in 2023 means one less thing to think about. Four full bathrooms mean no one waits. This is a home for someone who wants room to breathe. For move-up buyers who've outgrown subdivision living. For those who want river access without giving up proximity to town. For anyone who understands that a wooded lot and a custom floor plan are worth more than square footage alone. 5425 Route 71. Space, character, and the Fox River - all in one place.

4 Beds ⋅ 4 Baths ⋅ 12746555 MLS ⋅ NEW Status

Over two acres of wooded grounds. The Fox River at the edge of your yard. A custom home with over 4,200 square feet of finished living space - and a floor plan built for the way people live. Set back from Route 71 on a tree-lined lot in unincorporated Oswego, this 4-bedroom, 4-full-bath home delivers space and character that's increasingly hard to find - without sacrificing convenience. Downtown Oswego and the Orchard Road corridor are minutes away, putting dining, shopping, and everyday errands within easy reach. Step through the foyer and the home opens immediately into a beautiful living room anchored by a stunning stone fireplace - the kind of space that sets the tone for everything that follows. The living room flows naturally into the dining room, creating an effortless connection between the two that's ideal for entertaining. From there, the kitchen takes over: rich cherry cabinetry, granite countertops, stainless appliances, a beverage fridge, and a breakfast nook that makes everyday mornings feel easy. Toward the back of the home, the family room offers its own distinct gathering space - a second fireplace, generous square footage, and views of the screened porch just beyond. Step through the screened porch onto the large deck - your front-row seat to the trees and the Fox River valley. Whether it's a quiet morning with coffee or an evening with friends, this outdoor space earns its keep. The main level also includes a dedicated home office, a full bathroom, and a main-level laundry room - everything you need without ever going upstairs. Upstairs, the primary bedroom is a generous 16' x 19' with a walk-in closet and a private balcony overlooking the backyard and the wooded lot - a rare feature that makes the room feel connected to everything that makes this property special. Three additional bedrooms and a hall bath round out the upper level. The walk-out lower level is a destination of its own - a large recreation room, a secondary family room warmed by a fireplace, a generous bar, and a full bath. Whether it's game night or a casual hang, this level delivers. A new roof in 2023 means one less thing to think about. Four full bathrooms mean no one waits. This is a home for someone who wants room to breathe. For move-up buyers who've outgrown subdivision living. For those who want river access without giving up proximity to town. For anyone who understands that a wooded lot and a custom floor plan are worth more than square footage alone. 5425 Route 71. Space, character, and the Fox River - all in one place.

5425 Route 71, Oswego

$761,000

Beautiful NEW model home in Deerpath Trails. Stop by to tour a fabulous NEW design that includes everything you are looking for in a proposed custom home. Before you even step foot in this beautiful home, enjoy a fantastic wrap around porch (accessible from both the front door and sliding glass doors off the dining room!). Study (or possibly a first floor guest bedroom with full bath) with custom details right off the foyer. Dining room with beautiful trim features connected to kitchen with spacious butler pantry. Kitchen includes Brakur custom cabinetry, large island and updated appliances. Kitchen opens to a two story family room with fireplace. Upstairs is a large master suite (stand alone tub, dual vanities, tiled shower and spacious walk in closet), bedrooms two and three with a jack & jill bath, bedroom four near to a full hallway bathroom and a second floor laundry. Three car tandem garage, siding, landscaping/sod and a concrete patio complete the exterior. Pricing is subject to change based on current cost estimates. This is a model home and and other lots are available for a new build. This is a custom-built home - all details, upgrades, room dimensions, and allowances noted in the listing are estimates. Please refer to the builder marketing folder for current new construction pricing. The builder contract will include final pricing and specifications for the custom build. Pictures and architectural drawings included in the listing are from previously built homes.

4 Beds ⋅ 4 Baths ⋅ 12655786 MLS ⋅ ACTIVE Status

Beautiful NEW model home in Deerpath Trails. Stop by to tour a fabulous NEW design that includes everything you are looking for in a proposed custom home. Before you even step foot in this beautiful home, enjoy a fantastic wrap around porch (accessible from both the front door and sliding glass doors off the dining room!). Study (or possibly a first floor guest bedroom with full bath) with custom details right off the foyer. Dining room with beautiful trim features connected to kitchen with spacious butler pantry. Kitchen includes Brakur custom cabinetry, large island and updated appliances. Kitchen opens to a two story family room with fireplace. Upstairs is a large master suite (stand alone tub, dual vanities, tiled shower and spacious walk in closet), bedrooms two and three with a jack & jill bath, bedroom four near to a full hallway bathroom and a second floor laundry. Three car tandem garage, siding, landscaping/sod and a concrete patio complete the exterior. Pricing is subject to change based on current cost estimates. This is a model home and and other lots are available for a new build. This is a custom-built home - all details, upgrades, room dimensions, and allowances noted in the listing are estimates. Please refer to the builder marketing folder for current new construction pricing. The builder contract will include final pricing and specifications for the custom build. Pictures and architectural drawings included in the listing are from previously built homes.

483 Deerfield Drive, Oswego

$733,555

*Below Market Interest Rate Available for Qualified Buyers* Welcome to 418 Tanya Lane, a stunning new construction home that combines style, space, and modern comfort in the heart of Oswego, IL. This impressive 4-bedroom, 2.5-bathroom residence spans 3,145 square feet, offering abundant space across 2 stories for everything from everyday relaxation to memorable gatherings. Step inside to a welcoming ambiance filled with natural light, and you'll be immediately captivated by the thoughtful design and upscale finishes throughout. At the heart of the home is a chef's dream kitchen, outfitted with GE stainless steel appliances, a butler's pantry, and designed to make cooking a joy, whether it's for daily meals or special occasions. The open layout connects seamlessly to spacious living areas, making entertaining as effortless as it is enjoyable. Finishing the first floor in a separate home office. Each bedroom offers a private retreat, providing ample space to unwind and recharge. The bathrooms bring a touch of luxury to daily routines with their elegant design, creating a tranquil escape right at home. Rounding out this home is a 9 foot lookout basement with a rough-in for a future bathroom. Located in a vibrant Oswego neighborhood, this home provides easy access to top amenities, parks, schools, and more, balancing peaceful suburban life with urban conveniences. *Photos are of a model home, not subject home* Broker must be present at clients' first visit to any community. Lot 61

4 Beds ⋅ 3 Baths ⋅ 12748565 MLS ⋅ PRICE CHANGE Status

*Below Market Interest Rate Available for Qualified Buyers* Welcome to 418 Tanya Lane, a stunning new construction home that combines style, space, and modern comfort in the heart of Oswego, IL. This impressive 4-bedroom, 2.5-bathroom residence spans 3,145 square feet, offering abundant space across 2 stories for everything from everyday relaxation to memorable gatherings. Step inside to a welcoming ambiance filled with natural light, and you'll be immediately captivated by the thoughtful design and upscale finishes throughout. At the heart of the home is a chef's dream kitchen, outfitted with GE stainless steel appliances, a butler's pantry, and designed to make cooking a joy, whether it's for daily meals or special occasions. The open layout connects seamlessly to spacious living areas, making entertaining as effortless as it is enjoyable. Finishing the first floor in a separate home office. Each bedroom offers a private retreat, providing ample space to unwind and recharge. The bathrooms bring a touch of luxury to daily routines with their elegant design, creating a tranquil escape right at home. Rounding out this home is a 9 foot lookout basement with a rough-in for a future bathroom. Located in a vibrant Oswego neighborhood, this home provides easy access to top amenities, parks, schools, and more, balancing peaceful suburban life with urban conveniences. *Photos are of a model home, not subject home* Broker must be present at clients' first visit to any community. Lot 61

418 Tanya Lane, Oswego

$733,085

*Below Market Interest Rate Available for Qualified Buyers* Welcome to 103 Arnold Avenue, a stunning new construction home that combines style, space, and modern comfort in the heart of Oswego, IL. This impressive 4-bedroom, 2.5-bathroom residence spans 3,145 square feet, offering abundant space across 2 stories for everything from everyday relaxation to memorable gatherings. Step inside to a welcoming ambiance filled with natural light, and you'll be immediately captivated by the thoughtful design and upscale finishes throughout. At the heart of the home is a chef's dream kitchen, outfitted with GE stainless steel appliances, a butler's pantry, and designed to make cooking a joy, whether it's for daily meals or special occasions. The open layout connects seamlessly to spacious living areas, making entertaining as effortless as it is enjoyable. Finishing the first floor in a separate home office. Each bedroom offers a private retreat, providing ample space to unwind and recharge. The bathrooms bring a touch of luxury to daily routines with their elegant design, creating a tranquil escape right at home. Rounding out this home is a full basement. Located in a vibrant Oswego neighborhood, this home provides easy access to top amenities, parks, schools, and more, balancing peaceful suburban life with urban conveniences. *Photos are of a model home, not subject home* Broker must be present at clients' first visit to any community. Lot 159

4 Beds ⋅ 3 Baths ⋅ 12760316 MLS ⋅ NEW Status

*Below Market Interest Rate Available for Qualified Buyers* Welcome to 103 Arnold Avenue, a stunning new construction home that combines style, space, and modern comfort in the heart of Oswego, IL. This impressive 4-bedroom, 2.5-bathroom residence spans 3,145 square feet, offering abundant space across 2 stories for everything from everyday relaxation to memorable gatherings. Step inside to a welcoming ambiance filled with natural light, and you'll be immediately captivated by the thoughtful design and upscale finishes throughout. At the heart of the home is a chef's dream kitchen, outfitted with GE stainless steel appliances, a butler's pantry, and designed to make cooking a joy, whether it's for daily meals or special occasions. The open layout connects seamlessly to spacious living areas, making entertaining as effortless as it is enjoyable. Finishing the first floor in a separate home office. Each bedroom offers a private retreat, providing ample space to unwind and recharge. The bathrooms bring a touch of luxury to daily routines with their elegant design, creating a tranquil escape right at home. Rounding out this home is a full basement. Located in a vibrant Oswego neighborhood, this home provides easy access to top amenities, parks, schools, and more, balancing peaceful suburban life with urban conveniences. *Photos are of a model home, not subject home* Broker must be present at clients' first visit to any community. Lot 159

103 Arnold Avenue, Oswego

$725,500

Exceptional 5-bedroom, 4.1 bath home with 4 Car Garage in the sought-after Deerpath Trails neighborhood. Quality Built, Beautiful Craftsmanship, quality finishes, gleaming hardwood floors, crown moldings, architectural ceilings, Decorative Columns, French Plantation Shutter Blinds all over the house, soft close kitchen cabinets are just a few of the many remarkable attributes of this special residence. Guests will be welcomed into the home through the grand two-story foyer which adjoins the formal living and dining rooms. An open floor plan boasts a dramatic vaulted two-story family room with a stunning floor to ceiling fireplace with a triple mantle. The fully equipped kitchen features maple cabinets, granite countertops, ceramic back splash, stainless steel appliances, walk-in pantry, and an adjoining breakfast area, truly the heart of the home! Tucked away on the first level is a private den / office/bedroom with French doors, coffered ceiling, and wainscoting. Four generously sized bedrooms include an impressive primary suite with a large walk-in closet equipped with organizers, and a spa-like bath. Additional living space is available in the expertly finished Bright look out English basement, boasting an expansive recreation room, exercise area, fifth bedroom, full bathroom, and spacious walk-in closet. Nice weather is upon us, and you'll love entertaining or just relaxing on the new Trex deck overlooking the lovely landscaped and fully fenced rear yard. Enjoy the convenience of the sprinkler system. Wonderful 4 car garage with one tandem bay, Great neighborhood close to shopping, entertainment, restaurants and all major roads for easy access. Super opportunity to make this your beautiful new home. Experience the ultimate suburban lifestyle in this peaceful community, with convenient access to schools, parks, ponds, walking trails, and everything Oswego has to offer!

4 Beds ⋅ 5 Baths ⋅ 12663342 MLS ⋅ PRICE CHANGE Status

Exceptional 5-bedroom, 4.1 bath home with 4 Car Garage in the sought-after Deerpath Trails neighborhood. Quality Built, Beautiful Craftsmanship, quality finishes, gleaming hardwood floors, crown moldings, architectural ceilings, Decorative Columns, French Plantation Shutter Blinds all over the house, soft close kitchen cabinets are just a few of the many remarkable attributes of this special residence. Guests will be welcomed into the home through the grand two-story foyer which adjoins the formal living and dining rooms. An open floor plan boasts a dramatic vaulted two-story family room with a stunning floor to ceiling fireplace with a triple mantle. The fully equipped kitchen features maple cabinets, granite countertops, ceramic back splash, stainless steel appliances, walk-in pantry, and an adjoining breakfast area, truly the heart of the home! Tucked away on the first level is a private den / office/bedroom with French doors, coffered ceiling, and wainscoting. Four generously sized bedrooms include an impressive primary suite with a large walk-in closet equipped with organizers, and a spa-like bath. Additional living space is available in the expertly finished Bright look out English basement, boasting an expansive recreation room, exercise area, fifth bedroom, full bathroom, and spacious walk-in closet. Nice weather is upon us, and you'll love entertaining or just relaxing on the new Trex deck overlooking the lovely landscaped and fully fenced rear yard. Enjoy the convenience of the sprinkler system. Wonderful 4 car garage with one tandem bay, Great neighborhood close to shopping, entertainment, restaurants and all major roads for easy access. Super opportunity to make this your beautiful new home. Experience the ultimate suburban lifestyle in this peaceful community, with convenient access to schools, parks, ponds, walking trails, and everything Oswego has to offer!

385 Andover Drive, Oswego

$718,900

2 Story. To be built. VISIT MODEL at 674 Cumberland Lane, Oswego to tour models. Build your dream home in Deerpath Trails, a premier community located minutes from downtown Oswego and all the area shopping and dining has to offer. Impressive standard features include - gourmet kitchens with quartz counters, 36" cabinets with crown molding, island (per plan), luxury vinyl plank flooring (per plan) and separate pantry. Baths feature ceramic tiled floors, painted cabinetry, primary bath boasts raised vanity with double bowled sink. So many other included features such as 9' ceilings (per plan) recessed lighting, lighting allowance, white painted two panel doors with custom trim, high efficiency furnace, trey ceilings (per plan), full basement and more! Landscape package and architectural shingles included, and you can customize the exterior to make your home your own. Craftsmanship at its finest! We have been building for over 30 years. We build to suit your needs. Stop in today! Photos are of model home and may include options not included in advertised base price. See builder for all options available.

4 Beds ⋅ 4 Baths ⋅ 12484147 MLS ⋅ ACTIVE Status

2 Story. To be built. VISIT MODEL at 674 Cumberland Lane, Oswego to tour models. Build your dream home in Deerpath Trails, a premier community located minutes from downtown Oswego and all the area shopping and dining has to offer. Impressive standard features include - gourmet kitchens with quartz counters, 36" cabinets with crown molding, island (per plan), luxury vinyl plank flooring (per plan) and separate pantry. Baths feature ceramic tiled floors, painted cabinetry, primary bath boasts raised vanity with double bowled sink. So many other included features such as 9' ceilings (per plan) recessed lighting, lighting allowance, white painted two panel doors with custom trim, high efficiency furnace, trey ceilings (per plan), full basement and more! Landscape package and architectural shingles included, and you can customize the exterior to make your home your own. Craftsmanship at its finest! We have been building for over 30 years. We build to suit your needs. Stop in today! Photos are of model home and may include options not included in advertised base price. See builder for all options available.

676 Cumberland Lane, Oswego

$715,000

This exceptional ranch style single family home is nestled in an upscale neighborhood on a fully landscaped, aprox 1 acre lot, offering an ideal blend of luxary and classic design. The exterior makes a striking impression with its timeless brick front,rich cedar sides, and an attached 3 car garage.The backyard features a spacious patio and deck perfect for outdoor entertaining. Inside hardwood floors flow throughout the main level,which host 3 bedrooms including a master suite with a spacious walk in closet and bath with heated tile floors. The gourmet kitchen stands out with upgraded cabinets adding warmth and sophistication to the heart of the home. Convenience is maximized with a 1st floor laundry room while the full finished basement expands the living space with 2 additonal bedrooms a full bath and a second laundry room ensuring a refined and cozy living experience across both levels

3 Beds ⋅ 3 Baths ⋅ 12738539 MLS ⋅ ACTIVE Status

This exceptional ranch style single family home is nestled in an upscale neighborhood on a fully landscaped, aprox 1 acre lot, offering an ideal blend of luxary and classic design. The exterior makes a striking impression with its timeless brick front,rich cedar sides, and an attached 3 car garage.The backyard features a spacious patio and deck perfect for outdoor entertaining. Inside hardwood floors flow throughout the main level,which host 3 bedrooms including a master suite with a spacious walk in closet and bath with heated tile floors. The gourmet kitchen stands out with upgraded cabinets adding warmth and sophistication to the heart of the home. Convenience is maximized with a 1st floor laundry room while the full finished basement expands the living space with 2 additonal bedrooms a full bath and a second laundry room ensuring a refined and cozy living experience across both levels

5325 Goldenrod Drive, Oswego

$715,000

Beautiful TO BE BUILT home in Deerpath Trails subdivision includes a proposed design of an open concept first floor and four generous sized bedrooms on the second floor. Enter the home from the front porch to a beautiful foyer with a dining room to the right and a private office space to the left of the entryway. Kitchen includes Brakur custom cabinetry, large island, granite/quartz allowance and appliance allowance. Butlers pantry from the kitchen to the dining rooms connects the flow of the first floor. Large family room with fireplace and natural light. Mud room from the garage includes custom built lockers. Laundry room is conveniently located on the second floor. En suite or jack in jill baths are available. Master suite includes vaulted ceilings, walk in closet, dual vanity, shower and tub allowances. All designs and cost estimates are subject to final drawings and builder pricing. Q1 2027 delivery! This is a custom-built home - all details, upgrades, room dimensions, and allowances noted in the listing are estimates. Please refer to the builder marketing folder for current new construction pricing. The builder contract will include final pricing and specifications for the custom build. Pictures and architectural drawings included in the listing are from previously built homes.

4 Beds ⋅ 4 Baths ⋅ 12657677 MLS ⋅ ACTIVE Status

Beautiful TO BE BUILT home in Deerpath Trails subdivision includes a proposed design of an open concept first floor and four generous sized bedrooms on the second floor. Enter the home from the front porch to a beautiful foyer with a dining room to the right and a private office space to the left of the entryway. Kitchen includes Brakur custom cabinetry, large island, granite/quartz allowance and appliance allowance. Butlers pantry from the kitchen to the dining rooms connects the flow of the first floor. Large family room with fireplace and natural light. Mud room from the garage includes custom built lockers. Laundry room is conveniently located on the second floor. En suite or jack in jill baths are available. Master suite includes vaulted ceilings, walk in closet, dual vanity, shower and tub allowances. All designs and cost estimates are subject to final drawings and builder pricing. Q1 2027 delivery! This is a custom-built home - all details, upgrades, room dimensions, and allowances noted in the listing are estimates. Please refer to the builder marketing folder for current new construction pricing. The builder contract will include final pricing and specifications for the custom build. Pictures and architectural drawings included in the listing are from previously built homes.

677 Cumberland Lane, Oswego

$695,000

Located within the sought-after custom home community of Deerpath Trails, this exceptional home offers an impressive combination of space, functionality, and fine finishes. A four-car garage provides ample parking and storage, while the deep-pour basement offers an additional full bedroom and an abundance of unfinished space ready to be customized to suit your needs. The open-concept main level features an array of beautiful details, including wainscoting in the dining room and crown molding throughout the split-entry living and dining areas. Tucked away at the back of the first floor, the spacious den/office provides a quiet and private workspace. The expansive kitchen is designed for both everyday living and entertaining, featuring a large eating area, oversized island, and abundant cabinetry and storage. Glass sliding doors lead directly to the freshly stained deck and granite patio, creating an easy transition between indoor and outdoor living. The kitchen also connects seamlessly to the dining room through a fully appointed butler's pantry. A generous laundry and mudroom offers exceptional functionality with extensive storage and space for keeping everyday essentials organized. Upstairs, you'll find three full bathrooms along with a versatile bonus room-perfect for movie nights, cheering on your favorite sports team, a playroom, or settling in for a good binge-watch. The spacious primary suite features a comfortable sitting area, while the luxurious primary bath offers dual sinks and an ample walk-in closet. With its generous living spaces, thoughtful layout, extensive storage, and room to customize, this Deerpath Trails home offers an exceptional opportunity to make a truly special property your own. New roof in 2019 and so much more. For a full list, see Additional Information.

4 Beds ⋅ 4 Baths ⋅ 12652938 MLS ⋅ NEW Status

Located within the sought-after custom home community of Deerpath Trails, this exceptional home offers an impressive combination of space, functionality, and fine finishes. A four-car garage provides ample parking and storage, while the deep-pour basement offers an additional full bedroom and an abundance of unfinished space ready to be customized to suit your needs. The open-concept main level features an array of beautiful details, including wainscoting in the dining room and crown molding throughout the split-entry living and dining areas. Tucked away at the back of the first floor, the spacious den/office provides a quiet and private workspace. The expansive kitchen is designed for both everyday living and entertaining, featuring a large eating area, oversized island, and abundant cabinetry and storage. Glass sliding doors lead directly to the freshly stained deck and granite patio, creating an easy transition between indoor and outdoor living. The kitchen also connects seamlessly to the dining room through a fully appointed butler's pantry. A generous laundry and mudroom offers exceptional functionality with extensive storage and space for keeping everyday essentials organized. Upstairs, you'll find three full bathrooms along with a versatile bonus room-perfect for movie nights, cheering on your favorite sports team, a playroom, or settling in for a good binge-watch. The spacious primary suite features a comfortable sitting area, while the luxurious primary bath offers dual sinks and an ample walk-in closet. With its generous living spaces, thoughtful layout, extensive storage, and room to customize, this Deerpath Trails home offers an exceptional opportunity to make a truly special property your own. New roof in 2019 and so much more. For a full list, see Additional Information.

402 Deerfield Drive, Oswego