Montgomery Real Estate

Welcome to Montgomery, a charming town nestled in the heart of Illinois. Known for its small-town charm and friendly community, Montgomery offers residents a peaceful and serene place to call home.

Located in Kendall County, Montgomery boasts a rich history and a strong sense of community. With tree-lined streets, beautiful parks, and a quaint downtown area, this town provides a perfect blend of suburban living and rural tranquility.

Residents of Montgomery enjoy easy access to a variety of amenities, including local shops, restaurants, and recreational facilities. The town is also known for its top-rated schools, making it an ideal place for families to settle down and put down roots.

Nature lovers will appreciate the abundance of outdoor activities available in Montgomery, from hiking and biking trails to scenic parks and nature preserves. The Fox River runs through the town, offering opportunities for fishing, boating, and kayaking.

Whether you're looking to raise a family, retire, or simply enjoy a slower pace of life, Montgomery has something for everyone. Come explore all that this charming town has to offer and discover why so many are proud to call Montgomery home.

Newest Listings in Montgomery

$440,000

4 Beds ⋅ 3 Baths ⋅ 12803251 MLS ⋅ NEW Status

Welcome Home to Montgomery! Imagine coming home to a space that offers room to grow, gather, and make lasting memories. This beautiful two-story home features 4 spacious bedrooms, 2.5 baths, and a wonderful blend of comfort, style, and functionality. Step inside to find a formal dining room perfect for hosting special occasions, along with a formal living room currently serving as a home office. The bright and inviting family room is sure to impress, featuring hardwood floor, a stunning two-story ceiling and a dramatic wall of windows that fills the space with natural light. The open flow continues into the breakfast room, where sliding glass doors lead to the patio and fully fenced backyard-perfect for outdoor entertaining, summer evenings, or simply relaxing. At the heart of the home, the well-appointed kitchen offers beautiful granite countertops, tile backsplash, and stainless-steel appliances, as well as a large walk-in pantry closet, making everyday cooking and entertaining a pleasure. A convenient first-floor laundry room with direct access to the garage adds to the home's thoughtful design. Upstairs, retreat to the spacious primary suite, where a vaulted ceiling and large walk-in closet create a comfortable private escape. The spa-inspired primary bath features double sinks, a relaxing soaking tub, and a separate shower. Three additional generously sized bedrooms, two with their own walk-in closets, and a full hall bath provide plenty of room for family, guests, or additional workspace. The full unfinished basement offers abundant storage and endless possibilities to create the recreation room, game room, or additional living space you've always envisioned. Enjoy all that Montgomery has to offer, with dining, shopping, and everyday conveniences nearby, plus easy access to I-88 for commuting. With its spacious layout, inviting living spaces, and room to make it your own, this home is ready for its next chapter. Make this Montgomery gem yours!

1736 Wick Way, Montgomery

$354,900

4 Beds ⋅ 4 Baths ⋅ 12807150 MLS ⋅ NEW Status

Welcome to this charming home featuring direct water views along the scenic Fox River. Enjoy the views from your back deck or sit along side it on the brick paver patio with firepit. Completely remodeled in 2025, this property offers a fresh, modern interior paired with a fantastic riverside location, 4 season back porch, breakfast nook. The comfortable layout includes 4 bedrooms and 2 bathrooms, providing ample space for everyday living. Roof was done in 2022. Situated in School District 129 and conveniently located close to local amenities, this home delivers peaceful waterfront living with modern updates throughout.

455 N River Street, Montgomery

$250,000

2 Beds ⋅ 2 Baths ⋅ 12740241 MLS ⋅ NEW Status ⋅ Blackberry Crossing BLDG.

Montgomery

$349,900

3 Beds ⋅ 1 Baths ⋅ 12806986 MLS ⋅ NEW Status

Fully updated inside and out, this turn-key Boulder Hill ranch delivers designer finishes, major mechanical upgrades, and an incredible backyard retreat! High-end Cali Bamboo flooring, 8" baseboards, recessed lighting, and new interior doors set the tone throughout. The front living room greets you with an elegant bow window and a custom navy board-and-batten accent wall. At the center of the home sits the massive family room, featuring custom wainscoting, a cozy wood-burning brick fireplace, and a dedicated ductless mini-split system. From here, step right into the bright sunroom overlooking the yard. The eat-in kitchen boasts quartz countertops, a marble herringbone backsplash, stainless steel appliances, and abundant cabinetry with ample space for a full dining set. All three bedrooms feature upgraded millwork, and the full bath is finished with travertine tile, mosaic niches, and a jetted soaking tub. The dedicated laundry room includes a space-saving stacked washer/dryer setup and a brand-new tankless water heater. The outdoor entertaining space is truly second to none: an expansive stamped-concrete patio flows directly to a custom 14' stone fire pit, framed by ambient bistro lighting set in whiskey-barrel planters, dedicated natural gas hookup for grilling, matching wrap-around walkways, and a fully fenced yard. Located within highly rated Oswego District 308. Key Upgrades: * Roof (2023) * Tankless Water Heater (2026) * Ductless Mini-Split in Family Room (10/2026) * High-Efficiency Amana Furnace & Central A/C * Seamless Gutters with Stainless Steel Leaf Guards * Stamped-Concrete Patio, Fire Pit & Walkways

49 Eastfield Road, Montgomery

$384,034

4 Beds ⋅ 3 Baths ⋅ 12806618 MLS ⋅ NEW Status

Discover the space to live, gather, and make lasting memories in the desirable Foxmoor community! Offering 4 bedrooms, 2.5 bathrooms, and 2,175 square feet, this inviting Montgomery home combines comfortable living with a versatile floor plan designed for everyday life and effortless entertaining. Step inside to a welcoming tiled foyer that leads to a beautiful living room that can also serve as a formal dining room, depending on your needs. The generously sized family room, complete with a beautiful fireplace, creates a warm and inviting setting for cozy evenings and memorable gatherings. The kitchen opens to a convenient dining area, perfect for everyday meals and casual entertaining. Upstairs, the primary bedroom features its own private en-suite bathroom, while three additional bedrooms offer flexibility for guests, a home office, or growing households. One particularly impressive oversized bedroom is a true standout, offering endless possibilities! Whether used as a shared bedroom, a spacious media room, a teenager's retreat, or even an alternative primary bedroom, this exceptional space can easily adapt to your lifestyle. PLUS, enjoy the convenience of second-floor laundry! Outside, a wonderful fenced-in backyard offers plenty of room to relax, play, and entertain, while the concrete patio is ideal for morning coffee, summer barbecues, and evenings under the stars. Notable improvements include a roof replaced in 2023, a replacement garage door, and select replacement windows in two bedrooms, the primary bathroom, and dining room. The dishwasher, washer, and dryer are approximately five years old. Conveniently located near parks, shopping, dining, and recreation, with easy access to Route 30, this home offers the perfect blend of neighborhood charm and everyday convenience. And with no HOA, there's even more to love! Spacious, versatile, and full of possibilities, this Foxmoor home is ready for its next chapter. Schedule your private showing today!

1836 Cambridge Lane, Montgomery

$339,700

3 Beds ⋅ 2 Baths ⋅ 12799449 MLS ⋅ NEW Status

Lovingly cared for 3-bedroom, 1.5-bathroom house in Montgomery. Quiet, corner, fenced lot. Roof and siding both less than 10 years old. This property offers 1,332 square feet of living space. Primary bedroom has it's own powder room. Large living room, attached 2 car garage, laundry room, luxury vinyl plank flooring, white shaker kitchen cabinets, quartz countertops and stainless appliances. Fantastic location close to all types of amenities! Move in ready! Two new windows for the living room are currently on order! please view the 360 tour and schedule your private showing today!

139 Braeburn Road, Montgomery

$450,000

3 Beds ⋅ 3 Baths ⋅ 12767755 MLS ⋅ NEW Status

RARE RANCH HOME with a FULL BASEMENT! This spacious 4-bedroom, 3-full-bath brick-front ranch offers an impressive amount of living space, a fully fenced yard, and a versatile finished lower level. The main floor features 3 bedrooms, including a private primary suite with a beautifully remodeled bath featuring a deep soaking tub, separate walk-in shower, double vanity, and Carrara marble countertops. Convenient first-floor laundry includes the washer and dryer plus built-in cabinetry for additional storage. The living space nearly doubles in the expansive finished basement with brand-new plush carpeting and a flexible layout. The lower level includes a private 4th bedroom, dedicated workout room, large recreation/family room, full bathroom, and kitchenette, dual-basin sink, cabinetry, and countertops, perfect for extended living, guests, or entertaining. Outside, enjoy a spacious, landscaped, fully fenced yard with a stamped concrete walkway and large patio ready for summer gatherings. Major updates include a new roof in 2024, A/C in 2016, fence in 2019, and basement carpeting, sump pump, and ejector pump in 2025. Located in the highly desired Yorkville School District, this ranch is just minutes from Raging Waves Waterpark, the new Costco, shopping, dining, and more. If you've been waiting for a ranch with space, a finished basement, and a great location, this is the one!

Montgomery

$239,900

3 Beds ⋅ 2 Baths ⋅ 12806271 MLS ⋅ NEW Status

Welcome to The Gardens! Discover your new home in this charming ranch-style residence located in a desirable 55+ community. This well-maintained 3-bedroom, 1.5-bath home features two fully fenced outdoor patio areas, providing privacy and inviting spaces for relaxing or entertaining. Recent updates include fresh interior paint, new light fixtures, a brand-new roof (2026), freshly painted, new garbage disposal, and a new thermostat. The convenient location offers easy access to shopping, restaurants, public transportation, and everyday amenities. This property is being sold As-Is. Please refer to the document tab for applicable bylaws, rules, regulations, and subdivision requirements.

119 Garden Drive Unit #119, Montgomery

$414,900

4 Beds ⋅ 3 Baths ⋅ 12805812 MLS ⋅ NEW Status

Welcome to this beautiful 4-bedroom, 2.1-bath home situated on a desirable corner lot in the sought-after Lakewood Creek West community of Montgomery! Featuring a 2-car garage and a huge unfinished basement with bathroom rough-in, this home offers the perfect combination of space, style, and functionality. Step inside to discover a bright, open-concept floor plan with 9-foot ceilings, white six-panel doors and trim, and gorgeous hand-scraped engineered wood flooring. The spacious kitchen features 42-inch cabinets, stainless steel appliances, a walk-in pantry, and an abundance of counter space, opening to a huge, light-filled eating area perfect for everyday living and entertaining. The spacious primary suite is a true retreat, complete with vaulted ceilings, a large walk-in closet, and a private bath featuring a soaking tub, separate shower, and double sinks. Multiple walk-in closets throughout provide plenty of storage. Enjoy the outdoors in the fully fenced backyard, one of the largest in the area, offering endless possibilities for entertaining, relaxing, and play! Major updates include a NEW ROOF (2023), newer fence (2022), and newer upstairs windows (2023). Conveniently located near shopping, restaurants, and within highly rated District 308, this home truly has it all. Don't miss your opportunity to make this wonderful home yours!

2896 Adam Avenue, Montgomery

$360,000

4 Beds ⋅ 3 Baths ⋅ 12793959 MLS ⋅ NEW Status

Welcome to this spacious raised ranch in Boulder Hill! Offering plenty of room to spread out, this home features a functional layout with space for everyday living, entertaining, and relaxing. Step outside to enjoy the large deck overlooking the above-ground pool, perfect for summer gatherings, outdoor dining, and making memories with family and friends. A tandem two-car garage adds convenience and extra storage. With four bedrooms, 2.5 baths, and great outdoor entertaining space, this home offers a wonderful opportunity to enjoy comfortable living in the Boulder Hill community. Don't miss your chance to make this home your own!

6 Old Post Road, Montgomery

$479,990

4 Beds ⋅ 3 Baths ⋅ 12803664 MLS ⋅ ACTIVE Status

Discover yourself at 1010 Emerald Dr in Montgomery, IL, a new Bellamy home in our Marquis Pointe community. LIMITED TIME SPECIAL INTEREST RATE! This new home will be ready for a winter move-in! This home backs to a wooded bike & walk path and includes a 2-car garage, beautiful stone on the front of the home and a fully sodded yard. The Bellamy plan offers 2051 square feet of living space with 4 bedrooms, 2.5 baths, 9-foot ceilings on first level, and a full walkout basement. As you step through the front door, you'll find a private study-perfect for working from home, a playroom, or a reading nook. Entertaining will be easy in this open-concept kitchen and family room layout with a large island and an overhang for stools and 36-inch designer cabinetry with soft close doors and drawers. Additionally, the kitchen features a walk-in pantry for extra storage, modern stainless-steel appliances, quartz countertops, and luxury vinyl plank flooring. Upstairs, you will find your private getaway with your extra-large primary bedroom and en-suite bathroom with a raised height dual sink, quartz top vanity, and walk-in shower with spacious walk-in closet. Convenient laundry room on the second level, 3 additional bedrooms with a full second bath and a linen closet complete the second floor. Our Chicago home includes our America's Smart Home Technology. Photos are of a similar home. Actual home built may vary.

1010 Emerald Drive, Montgomery

$305,000

3 Beds ⋅ 2 Baths ⋅ 12794315 MLS ⋅ ACTIVE Status

**UPDATED CORNER TOWNHOME WITH NO HOA!** This 3-bedroom, 1.5-bath home features wood laminte floors, floor-to-ceiling built-in bookshelves, and a renovated kitchen with granite countertops and stainless steel appliances. Spacious dining and living areas offer great flow, with the living room overlooking a fully fenced backyard with a large entertaining patio. Upstairs features three generously sized bedrooms, a remodeled full bath with dual sinks, and convenient second-floor laundry. **1-car attached garage completes the package!** Move-in ready with desirable updates all done in the last 10 years. Just around the corner from Lakewood Creek Elementary school and just minutes to parks, shopping and more!

2450 Hillsboro Lane, Montgomery

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Montgomery Real Estate

Newest Listings in Montgomery

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