Windham Homes under $400,000

Welcome to Windham, Maine – a charming town nestled in the heart of Cumberland County, where picturesque landscapes meet a vibrant community spirit. Known for its stunning lakes, lush forests, and friendly atmosphere, Windham is an ideal place for families, outdoor enthusiasts, and anyone looking to enjoy the best of Maine living. With easy access to Portland, just a short drive away, residents can relish the tranquility of suburban life while being close to urban amenities and cultural attractions.

Windham boasts a variety of recreational activities, from hiking and fishing to boating on the serene Sebago Lake. The town is home to several parks and nature reserves, making it perfect for those who enjoy spending time outdoors. Additionally, Windham's growing local economy and excellent school system make it a desirable location for families and professionals alike.

For those seeking their dream home without breaking the bank, Windham offers an impressive selection of properties under $400,000. Whether you’re looking for a cozy single-family home or a charming townhouse, the market here is diverse and inviting. Many of these homes feature spacious yards, modern amenities, and the warmth of New England architecture, providing an excellent opportunity for first-time buyers or those looking to downsize.

With its blend of natural beauty, community spirit, and affordable housing options, Windham, ME, is not just a place to live; it’s a place to thrive. Come discover the perfect home in this enchanting town, and experience the welcoming lifestyle that Windham has to offer!

Newest Windham Homes under $400,000

$335,000

3 Beds ⋅ 1 Baths

Offering the ease of single-level living, this 3-bedroom, 1-bath Ranch in Windham makes smart use of its footprint with a straightforward, functional layout. A ramped entrance adds convenient access, while hardwood flooring and natural light bring warmth to the interior. The kitchen serves as the main gathering space, with ample cabinetry and room for everyday dining. Three bedrooms are complemented by a separate room, creating flexibility for a living room/den, home office, hobby room, workout space, or additional storage depending on your needs. Outside, the fenced-in backyard provides a defined area for gardening, recreation, or relaxing outdoors. A detached two-car garage adds valuable parking and storage, while the basement offers additional utility and storage space. Conveniently located in Windham, the home is close to local shopping, dining, recreation, and nearby lakes and outdoor destinations. With single-level living, flexible bonus space, a fenced yard, ramped entry, and a two-car garage, this Ranch offers practical living in a convenient location.

120 Main St, Windham

Listing courtesy of Keller Williams Realty. scottandsunny@kw.com

$300,000

3 Beds ⋅ 1 Baths

At Windham Hill Woods, this 3-bedroom, 1-bath condo offers a comfortable place to settle in and enjoy all that Windham has to offer. The main living spaces invite you to relax at home, while the top-floor loft adds flexibility for a home office, reading nook, creative space, or whatever fits your day. Step outside onto the cozy back deck with your morning coffee or unwind there after an afternoon out. The association's pool, tennis courts, and basketball courts offer more ways to enjoy your time close to home. Two assigned parking spaces make coming and going simple, and pets are allowed. Beyond the neighborhood, Windham offers a mix of local shops, dining, and outdoor recreation. Highland Lake is about 10 minutes away, so a lakeside outing can be part of an ordinary day. Whether you're spending time on the deck, making use of the loft, or heading out to explore, this condo gives you room to make Windham living your own.

7 Meagans Way Unit 1, Windham

Listing courtesy of Keller Williams Realty. scottandsunny@kw.com

$399,900

2 Beds ⋅ 1 Baths

Welcome to this charming ranch tucked away on a spacious lot with a quaint private backyard. Enjoy the bright sunroom, cozy living room and eat in kitchen. The spacious two-car detached garage offers a finished room and extra storage, while the outdoor shed provides even more flexibility. A wonderful one floor home with plenty of charm, privacy, and space to enjoy!

156 Albion Rd, Windham

Listing courtesy of Swan Real Estate.

$389,500

3 Beds ⋅ 1 Baths

Charming ranch-style home with an open kitchen, dining area, and spacious living room. Features three generously sized bedrooms plus a bonus mudroom. The basement offers a 572 sq foot finished family room with a woodstove and a walk-in storage closet. Step out back through the enclosed screened porch and deck to enjoy a private rear yard. Very well landscaped with stone walkways and numerous plantings. Located in a highly desirable neighborhood known for its charm and close proximity to Dundee Pond recreational area. On demand generator included. Offer deadline Tuesday the 22nd at 5 PM. Please allow 24 hours for a response.

22 Sabatus Ln, Windham

Listing courtesy of Pine Tree Realty of Maine.

$335,000

2 Beds ⋅ 2 Baths

*NOW $15,000 in BUILDER INCENTIVES AVAILABLE* Own for $2400 per month*! Ready in November! This third floor unit features 9' ceilings and offers 991 square feet of bright, open-concept living. This thoughtfully designed two-bedroom, two-bathroom residence blends modern style with everyday functionality. The spacious primary suite features a private en-suite bath, creating a peaceful retreat to unwind and recharge. Inside, you'll find timeless shaker-style cabinetry, granite countertops, stainless steel appliances, and an in-unit washer and dryer -- all curated to make daily living feel seamless. Large windows fill the home with natural light, creating an airy atmosphere that feels both welcoming and refined. Inspired by the expansive beauty of Sebago Lake -- Windham's most iconic natural landmark -- The Sebago unit is the largest home available at Windham Village, designed for those who appreciate space, comfort, and effortless living. Shared amenities include, a gym, co-working space, community room, dog wash, storage lockers and more! *Estimated Principal, Interest, Est taxes & PMI; 5 year fixed, 30 year term, 3% down, 6.827% APR, subject to approval.

10 Stillwater Dr Unit 3134, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$299,000

1 Beds ⋅ 1 Baths

Great little cottage in a fantastic location! In the heart of the lakes region in Windham with views and a ROW to Pettingill Pond, across 302 from The Deckhouse Restaurant and Seacoast Adventure and just a 3 minute drive to Richardsons boat yard in Standish. A 20 minute commute to Portland and a 6 minute drive to the Raymond boat launch on Sebago Lake make this the ultimate home base for all things Maine without breaking the bank. Renovated in 2021 down to the studs with new wiring, plumbing, insulation, sheetrock, heat pump, propane Rinnai heater, and granite kitchen countertops, this gem is ready for you to come and enjoy!

8 Pettingill Rd, Windham

Listing courtesy of Meservier & Associates.

$349,900

2 Beds ⋅ 1 Baths

OPEN HOUSE, Saturday 10AM-12PM! Highland Lake doesn't close for the winter. Swim and paddle in July, skate and ice fish in January! At 15 Orchard Rd the lake is yours by deeded right, a short walk down the road. No launch fees, no hunting for parking, no waterfront tax bill. Just a towel, or a sled, and five minutes. The property was originally three lots, so there's room here most homes in this neighborhood don't have — garden, play, park the boat, spread out. Inside: hardwood floors and a kitchen freshly updated with new counters, backsplash, sink, and faucet. Woodstoves in both the kitchen and living room, plus a fireplace and multiple heat sources, so Maine winters are something to enjoy rather than endure. A first-floor bedroom keeps daily life easy, and several additional rooms flex into an office, hobby space, or a landing spot for guests. Septic is designed for three bedrooms; town records currently list the property as a 2-bedroom. Out back, a large shed handles storage with room left for a workbench. Easy commute to Portland. Four seasons of lake living, and a house that's warm through all of them.

15 Orchard Rd, Windham

Listing courtesy of Dream Home Realty LLC.

$375,000

3 Beds ⋅ 1 Baths

RECENT PRICE IMPROVEMENT! Welcome to 229 Tandberg Trail, where comfort, convenience, and opportunity come together in Maine's beautiful Lakes Region. This inviting ranch-style home offers easy one-level living in a desirable neighborhood, just minutes from shopping, restaurants, schools, lakes, parks, walking trails, and other everyday conveniences. Inside, you'll be greeted by a spacious open-concept living room, dining area, and kitchen, highlighted by soaring cathedral ceilings that create a bright and welcoming atmosphere. The layout is comfortable, functional, and move in ready! Outside, the generous yard offers plenty of room to relax, entertain, garden, or simply enjoy the outdoors. Adding a privacy fence could further enhance the backyard, creating an even more secluded outdoor retreat. Whether you're searching for your first home, looking to simplify your lifestyle, or seeking a property in one of Southern Maine's most sought-after areas, this home offers an excellent opportunity to make it your own. Some of the photos for this listing have been virtually staged. This home features a new heating system,hot water heater & 200-amp breaker panel-all new August 2026! The property card identifies the home as a 1.5- bath property. The toilet in the half bath was removed by the seller; however,the existing plumbing remains in place, allowing for a toilet to be reinstalled.Open house on Saturday Sept 26th 10-12pm

229 Tandberg Trl, Windham

Listing courtesy of Plowman Realty Group.

$335,000

2 Beds ⋅ 2 Baths

Take advantage of this limited time 'Fall Special' at $335,000 (regularly $349,900) PLUS $15,000 in Builder Incentives Available for a limited time. Stop paying rent! Own for $2400 per month*! Offering 991 square feet of bright, open-concept living, this thoughtfully designed two-bedroom, two-bathroom residence blends modern style with everyday functionality. The spacious primary suite features a private en-suite bath, creating a peaceful retreat to unwind and recharge. Inside, you'll find timeless shaker-style cabinetry, granite countertops, stainless steel appliances, and an in-unit washer and dryer -- all curated to make daily living feel seamless. Large windows fill the home with natural light, creating an airy atmosphere that feels both welcoming and refined. Inspired by the expansive beauty of Sebago Lake -- Windham's most iconic natural landmark -- The Sebago style unit is the largest unit available at Windham Village, designed for those who appreciate space, comfort, and effortless living. Shared amenities include, a gym, co-working space, community room, dog wash, storage lockers and more! *Estimated Principal, Interest, Est taxes & PMI; 5 year fixed, 30 year term, 3% down, 6.827% APR, subject to approval.

10 Stillwater Dr Unit 2129, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$339,900

2 Beds ⋅ 2 Baths

Welcome to Windham Hill Woods, a well-established and desirable condominium community offering an exceptional combination of convenience, amenities and value. Ideally located on the south side of downtown Windham, this townhouse-style condo provides easy access to shopping, dining and area amenities while helping you avoid much of the traffic congestion found farther north. Inside, the thoughtfully designed floor plan offers comfortable living across three levels. The first floor features a granite kitchen, inviting living room with hardwood flooring, convenient half bath and a sliding glass door leading to your private deck overlooking the wooded edge. Upstairs, you'll find a spacious primary bedroom, second bedroom and full bathroom. Continue to the third-floor loft, an especially versatile space that works beautifully as a home office, reading area, hobby space or flex room. A full basement provides excellent storage and includes the convenience of an in-unit washer and dryer. The $300 monthly association fee includes water and sewer, adding to the overall value and ease of ownership. Windham Hill Woods offers an in-ground pool, pickleball court, sidewalks and generous open space. The association is also pet friendly, making this an inviting community for a variety of lifestyles. Whether you're looking to simplify your lifestyle, make your first home purchase or find a convenient Maine getaway, 23 Meagans Way offers the space, amenities and location to make condo living easy and enjoyable.

23 Meagans Way Unit 12, Windham

Listing courtesy of PO-GO REALTY.

$390,000

4 Beds ⋅ 2 Baths

Located in one of Windham Center's established neighborhoods, this 4-bedroom, 2-bath Cape offers comfortable living in a location that's hard to beat. The classic floor plan includes a convenient breezeway connecting the home to the attached two-car garage, while the private 0.35-acre lot provides space to relax, garden, or entertain outdoors. Enjoy being just minutes from North Windham's shopping, restaurants, grocery stores, and everyday conveniences, with easy access to Sebago Lake for boating, swimming, fishing, and year-round recreation. Nearby parks, trails, golf courses, and outdoor attractions make it easy to enjoy the best of Maine's Lakes Region, while Portland is an easy commute for work, dining, and entertainment. Whether you're looking for your next home or a place to enjoy everything Windham has to offer, 25 Abby Road combines neighborhood living with an exceptional location.

25 Abby Rd, Windham

Listing courtesy of Meservier & Associates.

$299,900

1 Beds ⋅ 1 Baths

**$15,000 in Builder Incentives Available!!**.Stop paying rent! Own for $2100 per month*! The Highland offers a peaceful retreat designed for simple, modern living. With 766 square feet of thoughtfully designed space, this one-bedroom, one-bathroom residence blends comfort, style, and convenience in a layout that feels both open and inviting. Inside, contemporary finishes meet everyday functionality with granite countertops, stainless steel appliances, and an in-unit washer and dryer. Large windows allow natural light to pour throughout the home, creating a bright and welcoming atmosphere perfect for relaxing or entertaining. Shared amenities include, a gym, co-working space, community room, dog wash, storage lockers and more! Builder incentives available! *Estimated Principal, Interest, Est taxes & PMI; 5 year fixed, 30 year term, 3% down, 6.781% APR, subject to approval.

12 Stillwater Dr Unit 1137, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

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