Montgomery Homes under $500,000

Welcome to Montgomery, Illinois – a charming village that beautifully combines small-town warmth with modern conveniences. Nestled along the Fox River, Montgomery is a vibrant community that offers a rich tapestry of history, culture, and recreational opportunities. With its picturesque parks, friendly neighborhoods, and a strong sense of community, it’s no wonder that Montgomery is a sought-after destination for families and individuals alike.

One of the standout features of Montgomery is its affordability. For those seeking to plant roots in this delightful area, there are a variety of homes available for under $500,000. Whether you're a first-time homebuyer, looking to downsize, or searching for a family-friendly abode, Montgomery's real estate market has something for everyone. From charming single-family homes with spacious yards to modern townhouses with contemporary finishes, you can find a property that suits your lifestyle and budget.

Montgomery is also known for its excellent schools, making it an ideal place for families. With a range of educational options, including public, private, and charter schools, parents can feel confident in their children's education. Additionally, the village boasts a myriad of recreational activities, including parks, walking trails, and community events that foster a strong sense of belonging.

In Montgomery, you’ll find not just a house, but a place to call home. With its affordable housing options, welcoming community, and abundant amenities, Montgomery, Illinois, is the perfect backdrop for your next chapter. Come explore all that this delightful village has to offer!

Newest Montgomery Homes under $500,000

$329,000

3 Beds ⋅ 1 Baths ⋅ 12772760 MLS ⋅ NEW Status

Welcome to the Broadway home, a well-maintained all-brick ranch located directly across from Austin Park and just minutes from the Fox River Trail. Offering comfort, character, and thoughtful updates throughout, this 3-bedroom, 1-bath home is filled with inviting spaces and timeless charm. Inside, you'll find beautifully refinished original hardwood floors, fresh interior paint, and a bright, functional layout. The kitchen features granite countertops, recessed lighting, LVP flooring, LG and Samsung appliances, and a convenient under-cabinet beverage refrigerator added in 2026. Just beyond the main living area, the three-season room offers the perfect spot to relax, entertain, or enjoy views of the backyard. The full basement is partially finished, providing additional flexible space with plenty of potential for future use. Outside, enjoy a fully fenced yard, concrete patio for entertaining, storage shed, and one-car garage. Recent improvements include a new water heater in 2026, along with a new roof, soffit, fascia, gutters, exterior lighting, washer and dryer, and active radon mitigation system completed in 2023. Additional updates include kitchen appliances from 2019, air conditioning from 2018, and a renovated bathroom completed in 2016. A fireplace, classic brick construction, spacious outdoor area, and convenient location near parks and trails add even more appeal. With its combination of character, practical updates, and versatile living space, this home is ready for its next owner to make it their own.

1324 S Broadway Road, Montgomery

$299,900

3 Beds ⋅ 2 Baths ⋅ 12777407 MLS ⋅ NEW Status

Welcome to 123 James St in Montgomery! This inviting ranch offers 4 bedrooms, 2 full baths, a finished basement, and a spacious 2-car garage. The main level features a comfortable, easy-flow layout with plenty of room to make the home your own. The large finished basement adds even more living space, a second full bath, and a flexible room that can work well as a bedroom, office, workout area, or guest space. There is also plenty of room for holiday parties, family get-togethers, movie nights, or simply relaxing together. Conveniently located near the Fox River, walking and biking trails, parks, and West Aurora School District 129. A comfortable home with space to enjoy, grow, and create memories for years to come. Please note: Some listing photos have been digitally enhanced and/or virtually staged for visual presentation.

123 James Street, Montgomery

$400,000

5 Beds ⋅ 3 Baths ⋅ 12775396 MLS ⋅ NEW Status

Welcome to 2789 Avalaon Ln in Montgomery, now with new carpet and paint. Pull up out front and it already makes sense with a deep 2 car garage, a shed alongside, and a layout that just looks like it works. Step inside and the first thing you feel is the space. Nine-foot ceilings run the entire main level, and the kitchen and family room open up even more from there. The kitchen has hardwood floors, stainless steel appliances, and two pantry closets, with a window that looks right out to the fully fenced backyard. The family room flows in naturally, making this the kind of main level where everyone ends up in the same room without planning it. A formal dining room and potential office or living room round out the main floor. Upstairs, the primary suite is private and finished with a private en-suite bathroom. Three, potentially four, more bedrooms and a guest bathroom round out the upstairs. The bonus room above the garage could be used as a 5th bedroom, or a bonus living area if needed. The finished basement adds flexible living space ready to grow with you. Outside, the deck and paver patio extend the living area into the fully fenced backyard. New roof and finished basement since 2021. Plus, this home is less than 1 block away from Lakewood Creek Elementary school. Come check out this home today!

2789 Avalon Lane, Montgomery

$430,000

3 Beds ⋅ 3 Baths ⋅ 12764439 MLS ⋅ NEW Status

1749 Newport Lane, Montgomery

$484,500

4 Beds ⋅ 3 Baths ⋅ 12771863 MLS ⋅ NEW Status

Space, updates, and the backyard everyone wants! This beautiful 2-story corner-lot home in Blackberry Crossing West offers almost 3,200 sqft of living space, 4 bedrooms, 2.5 baths, a loft, attached 2-car garage, and a fully fenced yard with a stunning hardscaped patio, LED lighting, and space already wired for a hot tub. The main level features hardwood floors, formal living and dining areas, and an open kitchen with a large island overlooking the family room with a gas fireplace. Upstairs offers spacious bedrooms, including a large primary suite with vaulted ceilings, walk-in closet, and private bath. Recent updates include roof, furnace, smart washer and dryer, solar, water filtration systems, smart garage opener with camera, new toilets, ceiling lights, and ceiling fans. A must-see home with space to live, entertain, and enjoy!

3165 Riley Road, Montgomery

$329,500

5 Beds ⋅ 3 Baths ⋅ 12774579 MLS ⋅ ACTIVE Status

Surprisingly spacious, this inviting tri-level offers three levels of comfortable living in a well-established neighborhood surrounded by mature trees. Originally built as the builder's model home, the property features a desirable main-level primary bedroom with full bath and convenient main-floor laundry. Hardwood floors welcome you inside and continue upstairs to three additional bedrooms. The bright kitchen offers generous counter and cabinet space, a pantry, and a skylight that fills the room with natural light. A spacious family room opens to the paver patio and fenced backyard, creating a wonderful setting for relaxing, entertaining, or enjoying the outdoors. Beyond the 1,883 square feet on the main and upper levels, the finished lower level provides even more living space with a recreation room, fifth bedroom, and crawlspace for additional storage. A backyard shed adds even more functionality. With five bedrooms, three full baths, multiple living areas, and a private backyard shaded by mature oak trees, this home offers much more space than you might expect. Move-in ready and waiting for its next owner! Owner is offering a credit for landscaping.

49 Briarcliff Road, Montgomery

$425,000

4 Beds ⋅ 3 Baths ⋅ 12758336 MLS ⋅ ACTIVE Status

Welcome to this beautiful 4 bedroom home on a premium cul-de-sac lot. From the moment you arrive, striking curb appeal and professionally landscaped grounds create an impressive first impression. Step inside to a dramatic two-story foyer and an inviting open-concept floor plan designed for effortless everyday living and entertaining. The perfectly appointed kitchen features an oversized island, abundant cabinetry, and sliding glass doors that seamlessly connect the indoor living space to the fully fenced backyard. The expansive family room is filled with natural light, showcasing soaring ceilings and a cozy fireplace as its focal point. The open flow between the kitchen, dining, and family room creates an ideal gathering space. The spacious master suite offers a private retreat, complete with a luxurious en-suite bath featuring dual vanity, a whirlpool tub, and separate shower. The basement provides valuable additional living space, complete with roughed-in plumbing for future possibilities. Step outside to your own private oasis featuring a brick paver patio, charming pergola, mature trees, and exceptional privacy-the perfect setting for relaxing or entertaining. Numerous recent updates provide added peace of mind, including a newer roof, gutters and downspouts, HVAC, refrigerator, and dishwasher, all approximately one year old. Ideally located near parks, schools, restaurants, and the Metra Park & Ride, this exceptional home combines beautiful living spaces, desirable updates, and a prime location. A truly special opportunity to enjoy comfort, style, and convenience in one remarkable home.

2405 Simon Court, Montgomery

$375,000

4 Beds ⋅ 2 Baths ⋅ 12771542 MLS ⋅ ACTIVE Status

Beautifully updated and lovingly maintained Cape Cod-style home featuring 4 bedrooms and 2 full baths! The current remodel was completed in 2023, with a second-floor addition added in 2001, creating a spacious and functional floor plan. The inviting kitchen features white cabinetry, quartz countertops, breakfast bar, stainless steel appliances, and LVP flooring flowing seamlessly into the living room with a stylish built-in electric fireplace. The oversized laundry room offers abundant cabinetry, generous countertop space, designer ceramic tile, and washer and dryer. A main-floor bedroom and full bath provide added flexibility, while the utility room features a newer furnace (2026) and water heater (2025); A/C was replaced in 2021. Upstairs you'll find three additional bedrooms, including an oversized and charming primary suite with dormer windows and private bath. While there is no basement, storage is plentiful with generous closet space throughout, plus an attached 11/2-car heated garage with exterior doors providing access to the backyard or driveway. Enjoy the extra-large concrete patio, perfect for entertaining, a spacious 11x16 shed with new siding and roof (2023), and an additional shed for even more storage. Exterior updates include front windows (2019), rear windows (2001), and siding, gutters, soffit, fascia, and rear roof (2023). Located in a no-HOA community with nearby parks, a lake, and community center with pool. Move-in ready and waiting for you to enjoy!

37 S Bereman Road, Montgomery

$285,000

2 Beds ⋅ 3 Baths ⋅ 12737205 MLS ⋅ ACTIVE Status

Welcome to an end-unit townhome that delivers the space, style, natural light, and updates today's buyers are looking for! Step inside and prepare to be impressed by the dramatic 2-story family room, featuring soaring floor-to-ceiling windows that flood the space with natural sunlight and create an incredible sense of openness. A fireplace with gas start and wood-burning capability adds warmth and character, making this the perfect gathering space for cozy evenings or entertaining. The second-floor walkway overlooks the family room, allowing the architectural details and abundance of natural light to truly shine. And here's the standout feature: TWO spacious en-suite bedrooms! The luxurious primary suite offers a gorgeous oversized walk-in shower with a modern subway tile surround, double sinks, and a convenient walk-through to a large walk-in closet. The generously sized secondary suite includes its own private bathroom with double sinks and a shower/tub combination perfect for guests, family members, or creating a private retreat. The spacious kitchen offers an abundance of cabinetry, plenty of workspace, and a pantry closet for additional storage. A dedicated dining area flows seamlessly to the back patio, creating an ideal setting for everyday meals or effortless indoor-outdoor entertaining. A conveniently located half bath sits just down the hall from the kitchen on the way to the attached 2-car garage. Upstairs convenience continues with a dedicated laundry room, keeping everything right where you need it. The 2-car garage offers excellent storage space and features durable epoxy-coated floors. Recent updates provide added peace of mind, including **HVAC (2024), some family room windows (2025), roof (2026), all kitchen appliances (2023), and washer/dryer (2022).** Beautifully designed, thoughtfully updated, and ready for you to call home!**

1902 Waverly Way, Montgomery

$269,900

2 Beds ⋅ 2 Baths ⋅ 12774118 MLS ⋅ ACTIVE Status

Wow-this move-in ready, meticulously maintained ranch seamlessly combines comfort, style, and an unbeatable location! The main level boasts a lovely, light-filled living room, two comfortable bedrooms, a full bath, and a nicely updated kitchen equipped with sleek quartz countertops and stainless steel appliances. Downstairs, the finished basement expands your living space with a third bedroom and a second full bathroom, making it ideal for guests, a home office, or a private suite. Complete with a 1-car garage and situated just steps from top-rated schools, neighborhood parks, and the beautiful Fox River, this home has it all-schedule your private showing today!

124 Riverside Drive, Montgomery

$399,900

3 Beds ⋅ 2 Baths ⋅ 12773159 MLS ⋅ ACTIVE Status

WOW!! DON'T PASS THIS DEAL UP!! Best deal in Montgomery's Arbor Ridge Subdivision. Pride of ownership shines throughout this well maintained one-owner home. The seller built this house new and it was their forever home. No expense was ever spared in building this house as well as maintaining it and it shows. This ranch house is a 3-bedroom, 2-bath rare find, and it is finally hitting the market. From the moment you walk in, you'll feel the care that's gone into this property. The current owners have invested in all the big-ticket items recently so you don't have to: BRAND NEW in the past few years is a new roof, gutters and downspouts, and first-floor windows, a new furnace and a/c (2022), a new water heater (2023), and just installed this year a new sump pump with a backup pump. To top it off the seller is even including a 12 month home warranty for your peace of mind. This is the kind of well-cared-for, move-in-ready home that doesn't come along often in Arbor Ridge. Solid bones, major systems updated, and a location that keeps buyers coming back for this desirable Montgomery neighborhood. Don't wait on this one - homes like this in Arbor Ridge don't last long, and especially at this price! Seller wants this sold and is motivated. Call today to schedule your private showing.

1364 Sycamore Lane, Montgomery

$309,900

3 Beds ⋅ 3 Baths ⋅ 12766945 MLS ⋅ ACTIVE Status

Beautifully updated and move-in ready, this stylish townhome combines modern finishes, custom features, smart home technology, and a picturesque setting directly across from a park, pond, and walking trails. The beautifully appointed kitchen is designed to impress, featuring custom white soft-close cabinetry, sparkling white quartz countertops, a deep sink with motion-sensor faucet, and a custom pantry for additional storage. LG ThinQ Wi-Fi appliances, including an InstaView (knocking) refrigerator, dishwasher, and over-the-range microwave, add both convenience and smart home functionality. The spacious primary suite has views of the pond and features an updated en-suite bath with a new vanity, sink, fixtures, tub, and surround. The custom walk-in closet offers built-in shelving and cedar lining, creating a beautiful and highly functional space for storage. Throughout the home, you'll find new light fixtures, black two-panel interior doors, updated laminate flooring, and fresh professional paint. A versatile second-floor loft and convenient second-floor laundry add to the home's thoughtful design. The two-car garage, Ring doorbell camera, and Wi-Fi digital door lock provide additional convenience. With its combination of stylish updates, custom details, smart-home features, and an enviable location overlooking the pond and park, this home is truly move-in ready and ready to be enjoyed.

3044 Troon Drive, Montgomery

Start Your Search

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.