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$445,000
3 Beds ⋅ 2 Baths
This brand new home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a full bathroom, a functional mudroom entry, and a great back deck. Upstairs includes three bedrooms, and a second full bath. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!

8 Shepherd Ln Unit 4, Windham

Listing courtesy of RE/MAX By The Bay.

$439,900
3 Beds ⋅ 1 Baths
Beautifully renovated 3-bedroom ranch with modern updates. Welcome to this charming ranch offering comfortable one-level living on a large lot. The home features a brand-new kitchen with new vinyl plank flooring, an updated bathroom with new tile flooring. New ceilings throughout and beautifully refinished hardwood floors. The spacious primary bedroom includes a slider leading to the new deck, while the newly hydroseeded lawn creates a fresh inviting outdoor space. A large oversized detached two-car garage provides plenty of room for vehicles, storage, hobbies or a workshop. An attached breezeway offers a convenient connection to the home. Additional improvements includes a new roof, siding, exterior doors, garage doors, sealed driveway, wiring in the garage, new electrical panel in basement. A new furnace will be installed prior to closing with two new heating zones. The seller is also offering a $3,500 credit toward appliances for the new kitchen. Enjoy an easy walk to the river and Dundee Park, featuring public beach access a sandy beach, play area and seasonal community events. Sebago Lake and Windham town center are just minutes away offering convenient access to a variety of shopping, restaurants and everyday amenities. Portland is approximately 20 minutes from the property making it an easy to enjoy nearby city conveniences...Come take a look and see everything this property has to offer. A wonderful opportunity to own a thoughtfully renovated home in a great setting.

20 Reba Ln, Windham

Listing courtesy of Greater Portland Realty.

$415,000
3 Beds ⋅ 2 Baths
Indoor and outdoor living at it's best! Come see this great little cottage with water access on the shores of Pettingill Pond. This 3 bedroom 2 bath year round home has been thoughtfully updated and remodeled for ease of living. It features a thoughtfully designed new kitchen with modern features and artistic touches which leads to a giant deck perfect for entertaining. The 2 updated bathrooms and unique layout provides for separate and cozy spaces perfect for when guests arrive or house sharing. Every space feels fresh and ready for its new owner. Major improvements including a new roof and exterior stain have been completed recently so you can just bring your kayak and paddle and get on the water without the worry.

5 Shore Rd, Windham

Listing courtesy of RE/MAX Coastal.

$415,000
3 Beds ⋅ 1 Baths
Welcome home to this beautifully maintained 3-bedroom, 1-bath home with a two-car garage, ideally located with convenient access to Windham, Gorham, Portland and surrounding areas. Move-in ready and thoughtfully cared for, this home offers a wonderful combination of comfort, extensive improvements and pride of ownership. Major improvements completed in 2025 include new 1/2-inch foam board and 7/16-inch OSB, new vinyl siding, Matthews Brothers Sanford Series double-hung windows, new exterior doors with storm doors, blown-in insulation in the walls and attic, new seamless gutters on both the house and garage, and a new roof featuring ice and water shield. A new large capacity 200 amp electrical panel was also installed, along with a positive drainage system in the basement. Inside, you'll find a warm and inviting home with fresh paint throughout, a spacious living room, three comfortable bedrooms and a nicely appointed kitchen and bath. Step outside and enjoy the beautiful backyard, rear deck and newer 12' x 20' shed, providing plenty of additional storage for lawn equipment, recreational gear and more. One feature that really sets this home apart is the recessed RGB LED Wi-Fi soffit lighting. Customize the exterior lighting for holidays and special occasions, or simply create attractive accent lighting that showcases the home year-round. Additional improvements over the years include kitchen and bathroom renovations, living room flooring, chimney repointing, a replacement oil tank, garage roofing and vinyl siding, and the rear deck. With extensive recent improvements, added insulation, newer windows and doors, updated electrical, a two-car garage, great outdoor space and a convenient location, this is a home where much of the work has already been done. Move in, settle down and simply enjoy being home.

127 Main St, Windham

Listing courtesy of LAER.

$415,000
3 Beds ⋅ 1 Baths
Tucked on a quiet 1.9-acre lot, this 3-bedroom, 1-bath split-entry home has room to spread out. The main level features an open kitchen that flows into the living room, with hardwood flooring, along with two bedrooms and a full bath. Downstairs, you'll find a third bedroom and a finished bonus room that can easily serve as a home office, gym, playroom, or guest space. A partial wrap-around deck provides a private spot to relax and take in the surroundings, while the lot offers plenty of room to enjoy the outdoors. Despite its peaceful setting, the home is just a short drive to North Windham for shopping and everyday errands, with Portland also within easy reach.

106 Highland Cliff Rd, Windham

Listing courtesy of A Team Realty.

$399,000
3 Beds ⋅ 1 Baths
Welcome to 38 Lantern Lane, a three bedroom Cape in a quiet Windham neighborhood near Highland Lake. The kitchen was fully updated in 2022. Granite counters, a deep stainless farmhouse sink, subway tile backsplash, and new stainless appliances. The butcher block island adds counter space and can be moved. The kitchen and dining area are connected to each other and flow through to the living room, where there is a propane fireplace. Hardwood floors run throughout. The home has been well maintained. The roofing has been replaced, the interior is freshly painted, and there is a generator with hookup for the winter storms. The lot is sunny with woods along the back, and the garden beds are framed and fenced. The covered farmer's porch runs across the front of the house and is a quiet place to sit and take in the nature that surrounds the property. There are walking trails and a playground near the East Windham Fire Station, biking trails nearby, and I-95 at exit 53 is about ten minutes away. Loons, owls, and deer are just some of the sights and sounds of nature that surround the property. Showings start August 7.

38 Lantern Ln, Windham

Listing courtesy of EXP Realty.

$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.

$350,000
2 Beds ⋅ 2 Baths
Welcome to Windham Hill Woods, one of Windham's most desirable associations. Complete with underground pool, pickleball court, basketball court, playground, gazebo, community garden and sprawling open spaces for pets and recreation. This 2 bedroom, 1.5 bathroom townhouse is bright, warm, and offers bonus spaces to use as you wish. Equipped with a full unfinished basement and a great back deck and backyard area, you'll also find a lofted flex space above the primary bedroom.

24 Turkey Trail, Unit 26, Windham

Listing courtesy of Portside Real Estate Group.

$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.

$345,000
2 Beds ⋅ 1 Baths
Welcome to this charming and updated two-bedroom home in a convenient Windham location! Offering a great combination of comfort, functionality, and affordability, this property is an excellent opportunity for first-time buyers, downsizers, or anyone looking to enjoy all that Windham has to offer. The home features two comfortable bedrooms plus a large bonus room that provides plenty of flexibility for a home office, playroom, guest space, gym, or additional living area. Numerous updates throughout make this home move-in ready while still offering room to make it your own. Outside, enjoy a large backyard with plenty of space for entertaining, gardening, pets, or simply relaxing. Conveniently located close to Windham's shops, restaurants, schools, recreation, and everyday amenities, with easy access to the surrounding Lakes Region and Greater Portland. Affordable, updated, spacious, and conveniently located--this Windham gem is ready to welcome you home!

28 Page Rd, Windham

Listing courtesy of A Team Realty.

$335,000
2 Beds ⋅ 2 Baths
*$10,000 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 1125, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$335,000
2 Beds ⋅ 2 Baths
Offering 935 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.

16 Stillwater Dr Unit 1164, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$335,000
2 Beds ⋅ 2 Baths
*BUILDER INCENTIVES AVAILABLE* Own for $2400 per month*! 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 3133, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$335,000
2 Beds ⋅ 2 Baths
**Builder Incentives Available**.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 1126, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$279,900
4 Beds ⋅ 2 Baths
Spacious old home on the river with century old character and charm on a large private lot. Conveniently located in the Little Falls area of South Windham. Unique property has not been offered to the market for 50+ years. Great bones, good candidate for sweat equity or a flip.

42 Main St, Windham

Listing courtesy of Albert Neal Real Estate Company.

$120,000
Build your dream home near the water at 7 Birdsong Lane in Windham! This wooded .64 acre lot includes deeded access to Highland Lake through a shared right of way. Enjoy swimming, paddling, fishing and lake life without the cost of direct waterfront ownership. Much of the preliminary work has already been completed, including a survey, DEP letter of verification and septic design. The property offers approximately 150' of road frontage, southern exposure and topography that may lend itself to a daylight-basement design. Conveniently located near North Windham's shopping, restaurants and services, with Sebago Lake and abundant year-round recreation nearby. Portland and the Jetport are within commuting distance, while North Conway, the White Mountains and Mount Washington region offer excellent opportunities for hiking, skiing, sightseeing and outlet shopping. Bring your plans and explore the possibilities. Buyers should review available documents and confirm their intended use with Town of Windham.

7 Birdsong Ln, Windham

Listing courtesy of Trek Realty LLC.

$34,000
AFFORDABLE WATER ACCESS ! This lot is Non Buildable, however can accommodate a camper or single wide trailer. It has an Easement Deed with Consolidated Communications to have a small equipment building on the property. Consolidated Communications pays all annual taxes. The property has ROW access to Highland Lake.

1 Vista Dr, Windham

Listing courtesy of Cumberland County Realty.

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