Windham Homes for Sale

Welcome to Windham, Maine – a picturesque town nestled in the heart of Cumberland County, where charm meets natural beauty. Known for its stunning lakes, lush forests, and friendly community, Windham offers a perfect blend of suburban tranquility and easy access to urban amenities. With a rich history dating back to the 18th century, this vibrant town has blossomed into a sought-after destination for families, retirees, and outdoor enthusiasts alike.

Windham boasts a variety of recreational opportunities, from hiking and biking trails to fishing and boating on the pristine Sebago Lake. The town's parks and green spaces, such as the scenic Highland Lake and the expansive Windham Town Common, provide residents with ample opportunities to connect with nature and enjoy outdoor activities year-round. In addition to its natural allure, Windham features a thriving local economy, excellent schools, and a strong sense of community spirit.

For those looking to call Windham home, the real estate market offers a diverse array of homes for sale, catering to various tastes and budgets. From charming historic houses to modern family homes, there’s something for everyone. Whether you’re seeking a cozy retreat or a spacious residence, Windham’s real estate options are sure to impress.

Explore the possibilities of living in this enchanting town, where you can enjoy a laid-back lifestyle while being just a short drive away from Portland’s vibrant cultural scene. Discover your dream home in Windham today and experience the perfect blend of comfort, community, and the great outdoors!

Newest Windham Homes for Sale

$535,000

4 Beds ⋅ 2 Baths

Welcome home to this spacious 4-bedroom, 1.5-bath residence with over 2,000 square feet of living space and plenty of room to accommodate today's lifestyle. With traditional living spaces, a comfortable layout, and generous room sizes, this home provides an inviting backdrop for both everyday living and entertaining. The main living areas give a classic feel with plenty of flexibility for formal gatherings, relaxed evenings, a home office, or additional living space. Four well-proportioned bedrooms provide room for family, guests, hobbies, or work-from-home needs, while the 1.5 baths add convenience to the thoughtful floor plan. One of the highlights of the property is the expansive backyard. Step out onto the back deck and enjoy views of the pool and spacious yard, creating a wonderful setting for summer entertaining, outdoor meals, weekend gatherings, or quiet afternoons at home. The generous outdoor space offers endless possibilities for recreation, gardening, and enjoying time outdoors. Conveniently located near local shopping and dining, this home makes it easy to enjoy nearby amenities while still offering a private and spacious retreat. If you're looking for a home with room to grow, inviting traditional living spaces, and an exceptional backyard setting, this property is ready to welcome you home.

15 Gromble Way, Windham

Listing courtesy of Maine Real Estate Co.

$1,425,000

5 Beds ⋅ 3 Baths

Set on more than 100 feet of private sandy beach frontage on Little Sebago Lake, this completely renovated lake house offers a turn-key opportunity that rarely comes to market. The main home features five bedrooms and three full bathrooms, including a primary suite on the first floor. The stunning living room boasts cathedral ceilings with exposed beams, solar powered skylights, a floor-to-ceiling stone fireplace, and unobstructed views of the lake. Inside the kitchen you'll find all new stainless steel appliances including a gas range with a chef's hood, expansive cabinetry, and oversized windows. Outside, the 24x36 two car garage contains a work area and even more finished space above with a private deck overlooking the water. Entertaining here is effortless- the private dock and float provide boat, paddleboard, and swimming access just steps from the house, and sunsets can be enjoyed from the sprawling stone firepit. No detail was overlooked in this tasteful renovation; a new waterproof basement, drilled well, heat pumps, electrical, and roof are just some of the upgrades that make this home so special. This lakefront sanctuary is your opportunity to create memories in one of Maine's most exceptional settings.

112 Sabbady Point Rd, Windham

Listing courtesy of Legacy Properties Sotheby's International Realty.

$585,000

3 Beds ⋅ 3 Baths

This home feels tucked away from it all without being far from anything. Set off a private road with mature trees, classic stone walls, and thoughtfully landscaped grounds, it offers a sense of privacy that can be hard to find. Inside, the layout is open, bright, and easy to live in, with a first-floor kitchen, dining, and living area that feels connected and comfortable. A mudroom and separate office or playroom add flexibility, while the daylight walkout basement offers even more space and future potential. Upstairs, the primary suite features its own bath and walk-in closet, complemented by two additional bedrooms, a second full bath, and a separate laundry space. Outside, the large front porch, back deck, and fire pit area make it easy to relax. Peaceful and private, yet still close to town and the turnpike, this home offers a rare balance of seclusion and convenience.

74 Tavern Hl, Windham

Listing courtesy of A Team Realty.

$450,000

3 Beds ⋅ 1 Baths

Tucked away just one block from the shores of Highland Lake sits 2 Abbadaba, a home reimagined from the studs up with an unwavering commitment to quality and longevity. Though its structure carries decades of history, a total 2023 rebuild effectively gave this residence a brand-new life. Every wall was opened and major systems replaced, including brand-new wiring, plumbing, insulation, windows, doors, and heating. Stepping inside through the mudroom entry, high-end touches shine—from custom tongue-and-groove pine on the ceiling to durable LVP flooring throughout. The main level flows naturally from a bright living area into a kitchen featuring white shaker cabinets, solid granite countertops, and modern appliances. A full custom bathroom and a flexible spare room complete the ground floor. Upstairs, three cozy bedrooms make clever use of the classic sloped roofline. Outdoors, a detached two-car garage provides abundant storage for lake gear. Walk just down the street to public access on Highland Lake, a 640-acre haven for boating and fishing. Perfect as a year-round home, summer retreat, or short-term rental, this total rebuild offers modern peace of mind in a prime location. Do not wait! Open House Saturday 09-12-2026 from 11am - 12:30pm.

2 Abbadaba Rd, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. (207)749-4699

$475,000

3 Beds ⋅ 2 Baths

Welcome to this well-cared-for Cape in a park-like setting, with year-round water views of Highland Lake from the front deck. Enjoy your morning coffee watching the local bald eagles and listening for the loons, and in the evening gather around the fire pit in the flat back yard surrounded by hardwoods that show their colors in the fall. An extensive trail system starts right at the back property line so you can walk, snowshoe, or cross-country ski from your own yard. Inside you will find a spacious mudroom, a kitchen with granite counters, a breakfast nook, and updated appliances, and sun-filled dining and living rooms. A dedicated first-floor office is ready for remote work. Upstairs are three bedrooms and a second-floor laundry, with fresh paint and new carpet throughout. the big-ticket items have already been taken care of: new roof, new attic insulation installed by an Efficiency Maine certified vendor, a new high-efficiency propane boiler and a hybrid electric/heat pump water heater all keeping your heating and hot water costs down. Highland Lake is minutes away for kayaking, paddle boarding, ice skating and ice fishing, and the oversized shed is perfect to store all of those toys. This property offers privacy and plenty of open yard to garden, entertain, and play. Just 3.1 miles to shopping in Windham Center and an easy commute to Portland. Don't miss this one! Open Houses Saturday 9/12 10:00am-12:noon. Sunday 9/13 1:30-3:00pm.

96 Percy Hawkes Rd, Windham

Listing courtesy of RE/MAX Shoreline.

$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.

$545,000

3 Beds ⋅ 2 Baths

Seller financing incentive available! With an acceptable offer, seller is willing to contribute up to two points toward a buyer's interest rate buydown. Set on 2.5 acres in a peaceful Windham setting, this three-bedroom, two-full-bath home offers privacy, space, and everyday convenience while remaining close to everything the area has to offer. Built in 2006, the home features a comfortable and functional layout with an open-concept kitchen and dining area flowing into the living room, creating an easy space for everyday living and gathering. A welcoming sitting room provides an additional place to relax, while first-floor laundry adds to the home's practical layout. Outside, there's plenty of space to enjoy the property throughout Maine's seasons. Spend summer days by the pool and cooler evenings relaxing in the hot tub, which conveys with the property. Keep chickens in the existing coop, or take advantage of the additional outbuilding for storage, hobbies, equipment, or projects. Mature raspberry and blackberry bushes offer seasonal berries right from the yard, while a beautiful magnolia tree, lilacs, and an Oriental apple tree add established character and seasonal color to the property. With 2.5 acres and only two neighboring homes along the road, the property offers a sense of privacy without feeling isolated. Located just off Falmouth Road, the home strikes a great balance between a quieter setting and convenient access to town. Windham's shopping, restaurants, and everyday amenities are just a short drive away, while Portland is also within easy reach. With acreage, privacy, a pool, hot tub, useful outbuildings, and a convenient location, this property offers plenty of opportunity to make it your own.

7 Mancini Rd, Windham

Listing courtesy of Landing Real Estate.

$629,900

3 Beds ⋅ 3 Baths

Large ranch with so much to provide. Over 3200 sq ft of finished living space. Kitchen is open to the living room and dining area, great layout for entertaining. Kitchen Includes new cabinets, granite countertop and appliances. New plumbing fixtures, cabinet and countertop in the first floor bathroom with laundry shoot. Epoxy floor recently installed in basement. Massive 780 sq ft primary suite features jetted tub, separate shower and 2 large walk-in closets. Large laundry room with wrap-around work counter. Relax and enjoy your favorite drink in the comfort of the screened porch. Two large rock walls enhance the beauty of this property located only a few minutes to North Windham's business district. This property sits on nearly 2 acres, plenty of room to savor the outdoors. For those with an entrepreneurial spirit, you can set up your business in the basement with your advertising sign on Rte 302. Property is located in Windham's C-3 zoning (see town ordinance for the types of businesses allowed). The opportunities are extensive. Member of selling LLC holds a Maine Associate Brokers license.

5 Foster Flds, Windham

Listing courtesy of Regency Realty Group.

$325,000

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.

$579,000

4 Beds ⋅ 3 Baths

Historic circa-1900 farmhouse on 4 acres of fields and forest in a desirable rural Windham location, adjacent to Bumbleroot Organic Farm and minutes to Westbrook and Gorham. Filled with vintage character and potential, the home features abundant custom cabinetry in the kitchen, dining, and office spaces; a separate bedroom suite with soaking tub and walk-in closet; and a sunroom overlooking a fenced garden, open field, and woods. A 1,200-square-foot post-and-beam barn provides outstanding possibilities for a workshop, studio, storage, animals, or hobby use. A rare chance to restore, reimagine, and make this remarkable property your own.

180 Highland Cliff Rd, Windham

Listing courtesy of A Team Realty.

$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.

$625,000

3 Beds ⋅ 3 Baths

Beautiful contemporary cape with 1st floor primary suite! At the end of a cul-de-sac, in a quiet neighborhood, with the 5-acre community common space along the backside of the property, 14 Abenaki Drive is a peaceful retreat. Everyday conveniences and four-season recreation are close at hand. North Windham's shops, groceries, restaurants, and attractions like Seacoast Adventure are a short drive away, while Dundee Park's river beach, Lippman Park's trails and playground, and the Mountain Division Trail invite easy walks, bikes, and paddles. Sebago Lake and Little Sebago are nearby for swimming and boating, and Portland is only about twenty minutes down the road. North and South travel are at your doorstep! Enjoy small-town Maine charm and city access, gorgeous mornings and star filled nights from the deck off the dining room, or sweet summer days in the private back yard. If you are cozy to home, or delight in travel, this solidly built home will become your paradise. Check out the unique, 10 ft ceilings in the daylight walk-out basement. Find plenty of storage space. This house has it all. See it soon! OPEN HOUSE Sunday 9/6/2026 from 11:00 am - 1:00 pm

14 Abenaki Dr, Windham

Listing courtesy of EXP Realty.

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