Montgomery Real Estate

Welcome to Montgomery, Illinois – a charming village that beautifully blends small-town warmth with modern conveniences. Nestled along the banks of the Fox River, Montgomery is part of the vibrant Chicago metropolitan area, making it an ideal location for those seeking a peaceful retreat without sacrificing access to urban amenities.

With a rich history dating back to the 1830s, Montgomery boasts a unique character that is evident in its well-preserved architecture and community spirit. The village is known for its friendly neighborhoods, where residents enjoy a strong sense of belonging and camaraderie. The local parks, such as the expansive Montgomery Park, offer recreational opportunities for families, while the scenic riverfront is perfect for leisurely strolls or picnics on sunny days.

Education is a cornerstone of the community, with highly-rated schools that prioritize student success and well-rounded development. Families appreciate the excellent educational institutions that serve the area, ensuring that children receive a quality education close to home.

Montgomery also features a burgeoning local economy, with a mix of small businesses and larger retail centers that cater to every need. From quaint shops to delicious dining options, residents have a plethora of choices right at their doorstep.

For those who love the outdoors, the nearby Fox River Trail provides miles of scenic pathways for biking, running, and walking, allowing residents to immerse themselves in nature while staying active.

In Montgomery, you’ll find a welcoming community, rich history, and an abundance of amenities that make it a wonderful place to call home. Whether you’re looking to settle down or invest in real estate, Montgomery is a hidden gem waiting to be discovered!

Newest Listings in Montgomery

$420,000

4 Beds ⋅ 3 Baths ⋅ 12709453 MLS ⋅ NEW Status

Welcome to 2913 Shetland Lane Located in Foxmoor Subdivision this Spacious 4 Bedroom 2 1/2 Bath Home has a Spacious floor plan, full unfinished basement that hosts a Finished Den/Flex room, Storage and a Open space that is open to ideas! Kitchen has been updated with Newer Stainless Steel appliances and Quartz Countertops, First Floor has Beautiful Pergo Life Proof Flooring Throughout, and 1st floor laundry with ample space. Retreat out to your Spacious Yard with a Cozy Deck for all your entertaining and has a Vegetable Garden for that Green Thumb! Conveniently Located to all Amenities!

2913 Shetland Lane, Montgomery

$300,000

2 Beds ⋅ 3 Baths ⋅ 12722505 MLS ⋅ NEW Status ⋅ Montgomery Crossings BLDG.

Updated and ready for new owners! This beautiful 2 story, 2 Bedroom, 2 1/2 Bath Half duplex features spacious living & dining rooms with new carpet and fresh paint. The eat-in kitchen includes gorgeous new quartz counter tops, white cabinetry and stainless steel appliances (newer dishwasher/microwave/stove) & pantry. Sliding glass doors open to a paver brick patio and fenced yard for your outdoor enjoyment. 1st floor mudroom/laundry with washer & dryer. Generous sized bedrooms all with fresh paint and new carpet. Master bedroom has a private full bath (with new flooring) & 2 walk in closets. 2 car deep garage w/workbench, has been freshly painted floor and driveway has just been seal coated! New roof in 2019, new AC in 2026, water heater 2018. Blackberry park with pond and walking path is located around the corner. Popular 308 School District. NO HOA FEES!!! Welcome Home!

2469 Hillsboro Lane, Montgomery

$341,000

3 Beds ⋅ 3 Baths ⋅ 12722482 MLS ⋅ NEW Status

Sleek and stylish 3-story end-unit townhome boasting over 1,800 sq. ft. of living space in a desirable Montgomery location! Abundant windows throughout fill the home with natural light, creating a bright and inviting atmosphere. The open and flowing layout is perfect for both everyday living and entertaining. Upgraded LVP flooring on both the upper and lower levels enhances the home with modern style and durability. The huge eat-in kitchen is a chef's dream featuring upgraded 42" espresso cabinetry, granite-look countertops, stainless steel appliances, pantry, and access to a private deck - ideal for relaxing or entertaining guests. The home also features brand-new roof and siding replacements completed this year, adding tremendous value and peace of mind. The second level offers a spacious primary suite with dual closets and a private full bath, along with two additional generously sized bedrooms offering ample closet space and a full hall bath. The finished English basement provides flexible additional living space perfect for a family room, workout area, media room, or home office. Recent major improvements include special assessments already paid, making this a truly move-in ready and low-maintenance opportunity. Enjoy maintenance-free living just minutes away from the Oswego shopping centers along Route 34/Ogden Avenue, with convenient access to shopping, dining, entertainment, parks, and major roadways. Welcome Home!

1476 Manning Avenue, Montgomery

$344,900

4 Beds ⋅ 2 Baths ⋅ 12720987 MLS ⋅ NEW Status

Cherished by the same family for more than 50 years, this lovingly maintained home is truly move-in ready. It's often said that "Mrs. Clean lives here," but in this case, it's absolutely true. From the immaculate condition to the thoughtful updates, pride of ownership is evident throughout.Inside, you'll find an abundance of closet space, including a spacious fourth bedroom featuring a brand-new walk-in closet. The nearly 500-square-foot rear addition (completed in 1987) adds exceptional living space with a comfortable family room, second full bathroom, and utility room.The updated kitchen boasts beautiful new cabinetry, while fresh paint, new flooring (in floored, not carperted areas) and new light fixtures throughout the home create a bright, modern feel. Outside, enjoy the fully fenced backyard with two convenient access points, a spacious deck, fire pit, and storage shed-perfect for relaxing or entertaining.The oversized two-car garage includes an automatic opener with the convenience of operating it from inside the home.With countless updates, exceptional care, and room to enjoy both inside and out, this is a home that truly stands apart. Please note that the original home has fuse panel but is not overwhelmed as the sellers state that the breaker panel which was put on with the addition handles the addition and the A/C.

24 Marnel Road, Montgomery

$329,000

4 Beds ⋅ 2 Baths ⋅ 12703347 MLS ⋅ NEW Status

WOW!! 1680sqft split level home on .67 acre lot in Boulder Hill with the right to build out a pole barn a pool and more. Kendall county zoning says YES!! 10,000sqft of additonal build out space on the property. Please confirm info with the county. Perfect for someone who needs the extra room. 4 bedroom one and a half bath. Oswegoland Park District Civic Center walking distance. Home has been loved for many years and is now looking for a new family to enjoy it as much as the current family has. Come by and take a look.

31 Circle Drive, Montgomery

$199,000

2 Beds ⋅ 1 Baths ⋅ 12720356 MLS ⋅ ACTIVE Status

INVESTOR SPECIAL - Calling all investors and rehabbers. Being sold AS-IS.

1330 Gates Street, Montgomery

$385,000

4 Beds ⋅ 3 Baths ⋅ 12690019 MLS ⋅ ACTIVE Status

Welcome to Lakewood Creek! The pond views will win you over. This 4-bedroom, 2.1-bath home offers an ideal combination of space, functionality, and scenic views in Oswego School District 308. Step inside to find plenty of room for everyday living and entertaining with a large family room, separate living room, formal dining room, and an eat-in kitchen area. Upstairs, you'll find four generously sized bedrooms, including a private primary suite with its own full bath, plus an additional full hall bath. The full basement provides endless possibilities for future living space, storage, a home gym, recreation area, or simply abundant storage. Outside, enjoy peaceful pond views from the backyard, providing the perfect backdrop for relaxing, entertaining, or enjoying your morning coffee. Additional highlights include a newer roof and leased solar panels. Located in Lakewood Creek community with clubhouse and pool and within Oswego School District 308, this home is conveniently situated near parks, schools, shopping, dining, and more. Solar Panels are currently being leased. Don't miss your opportunity to own this spacious home with beautiful water views.

2268 Stacy Circle, Montgomery

$459,900

4 Beds ⋅ 4 Baths ⋅ 12715995 MLS ⋅ ACTIVE Status

Welcome home to one of Blackberry Crossing's most exceptional properties, perfectly situated on a premium corner lot overlooking a peaceful pond. Set on one of the larger lots in the neighborhood-this beautifully updated residence offers an incredible combination of space, privacy, and breathtaking views that are rarely available. Step inside to a bright, open floor plan designed for the way today's families live. The beautifully updated kitchen serves as the heart of the home, featuring quartz countertops, stainless steel appliances, abundant cabinetry, and a spacious island that flows effortlessly into the inviting family room with a cozy fireplace-creating the perfect space for everyday living and entertaining. A dedicated first-floor office provides the ideal work-from-home setup or a quiet retreat for studying, reading, or managing household projects. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with a walk-in closet and private en-suite bath. The expansive loft offers exceptional flexibility and can easily serve as a second family room, media room, playroom, office, or homework space. The finished basement expands your living space even further with a custom kitchen area, an expansive recreation room, and an additional half bath-making it the perfect place to host game days, movie nights, holiday gatherings, or simply spend time with family and friends. Outside is where this home truly shines. The oversized backyard provides room to spread out, entertain, and enjoy the outdoors in a way that few homes in the neighborhood can offer. Relax on the stamped concrete patio while taking in peaceful pond views, host unforgettable summer gatherings, watch the kids play, or simply unwind while enjoying the outdoor space. This is outdoor living at its best. Thoughtful updates throughout the home-including a newer roof, furnace, air conditioner, water heater, flooring, a whole house water filtration system, solar, and modern finishes-provide peace of mind and allow you to move right in and start enjoying everything this exceptional home has to offer. Located in highly acclaimed Oswego School District 308 and just minutes from parks, walking trails, shopping, dining, and major commuter routes, this home offers an incredible combination of location, flexible living space, and an unmatched homesite. Opportunities to own a property with a dedicated office, spacious loft, finished basement, premium pond views, and one of the largest lots in Blackberry Crossing are exceptionally rare. Schedule your private showing today and experience everything this remarkable home has to offer.

2466 Prescott Drive, Montgomery

$315,000

3 Beds ⋅ 2 Baths ⋅ 12701155 MLS ⋅ ACTIVE Status

Welcome to this beautifully maintained, move-in ready ranch-style home! Offering 3 spacious bedrooms, 1.5 bathrooms, and a wide 2-car attached garage, this home is designed with comfort and functionality in mind. The inviting floor plan provides a great flow between living spaces, making it perfect for both everyday living and entertaining. Enjoy fresh paint throughout, stainless steel appliances, and the peace of mind of a newer roof installed in 2023. Step outside to a fully fenced backyard, ideal for pets, play, or relaxing outdoors. Located in the highly sought-after Oswego School District 308, this home offers an incredible opportunity in a desirable location. Best of all, it's ready for all types of financing, making homeownership more accessible than ever. Don't miss your chance to make this wonderful home yours!

42 Circle Dr W, Montgomery

$265,000

3 Beds ⋅ 2 Baths ⋅ 12707533 MLS ⋅ ACTIVE Status ⋅ Seasons Ridge BLDG.

Montgomery

$489,700

4 Beds ⋅ 3 Baths ⋅ 12715400 MLS ⋅ ACTIVE Status

Welcome to 2109 Chad Lane, a spacious and versatile Montgomery home offering 3,960 square feet of finished living space, a three-car garage, major exterior updates, and a finished basement well suited for guests, recreation, work-from-home needs, or multigenerational living. The main level is designed for both everyday living and entertaining. A flexible front room can serve as a formal living room, office, library, music room, or playroom. The separate dining room provides dedicated space for holidays and gatherings. The kitchen opens to the living room and bright sunroom, creating a comfortable central area where family and guests can stay connected. A private den offers a quiet workspace, while the laundry room provides convenient access to the attached garage. All major appliances are included. Upstairs, the oversized primary suite offers space for a sitting or dressing area and includes a private bath with a Jacuzzi tub and separate shower. Three additional bedrooms share a second full bathroom, providing room for family, guests, or additional offices. The hallway-accessible attic has been upgraded with reflective radiant-barrier material designed to help reduce heat transfer. The finished lower level adds 1,333 square feet of highly flexible living space. It includes a theater room, an additional bedroom or flex room, an adjoining recreation/living area with a unique 360-degree rotating television mount, a dedicated exercise room, and a large storage room. This level works well as a guest retreat, teen space, home-office suite, entertainment area, or multigenerational arrangement. The home is officially listed as four bedrooms; use of the basement room as a bedroom is subject to applicable permitting and egress requirements. Theater electronics are not included. Outside, enjoy a brick-paver patio for grilling, dining, and entertaining. Side fencing from neighboring properties provides partial enclosure, with the potential to complete the yard subject to applicable requirements. The professionally maintained landscaping was recently refreshed, and the driveway was professionally seal-coated. Additional highlights include a three-car attached garage with heavy-duty stainless-steel-and-wood shelving, 2.5 bathrooms, a sunroom, multiple living areas, and abundant storage. Major exterior improvements completed in 2025 include new siding, roof, and gutters. Located approximately five minutes from Raging Waves Waterpark and convenient to shopping, dining, schools, and recreation, 2109 Chad Lane offers the space and flexibility to fit a wide range of lifestyles. With 2,627 square feet above grade and 1,333 finished below, this home delivers the room buyers are searching for-without giving up dedicated work, storage, fitness, guest, or entertainment space. Schedule your private showing and see how this flexible floor plan can work for you. Owner offering a one year HWA Diamond warranty.

2109 Chad Lane, Montgomery

$239,900

2 Beds ⋅ 2 Baths ⋅ 12717407 MLS ⋅ ACTIVE Status

**Welcome to The Gardens** Discover your new home in this delightful ranch-style residence, thoughtfully designed for those aged 55 and older. This inviting two-bedroom, one and a half bath property features 2 fully fenced yard, providing a perfect blend of privacy and outdoor space. As you step inside, you'll be greeted by a warm and welcoming atmosphere. Two bedrooms, a large living room and an extra den/family room offers ample space for relaxation or entertaining, complete with a huge walk-in closet for all your storage needs. Picture yourself enjoying sunny afternoons on your front and back patios, accessible through sliding glass doors from the master bedroom, and kitchen - inviting the outdoors in. Convenience is key in this prime Montgomery location! You'll find shopping, restaurants, and transit just moments away making it easy to embrace an active lifestyle. Recent updates make this home even more appealing: Freshly painted, new light fixtures, new garbage disposal, thermostat and a new roof ensure peace of mind. Embrace a new chapter of your life at The Gardens-where comfort meets convenience. Schedule your tour today! Sold "as-is".By-laws, Rules & reg and subdivision requirements are in Documents.

119 Garden Drive, Montgomery

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