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180 Highland Cliff Rd, Windham
$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.

1 Derringer Dr, Windham
$450,000
This is an incredible opportunity for a multitude of business uses. The C-1 Zoning allows for many commercial uses. High visibility and directly located in front of a 30 unit residential townhouse development with an adjacent 24 occupied residential units. Lot 2 is also available. Lot((s) are available for sale, for ground lease, or, Seller will consider a build to suit.

1 Derringer Dr, Windham

Listing courtesy of Kre Brokerage Group.

2 Vintage Dr, Windham
$350,000
This is an incredible opportunity for a multitude of business uses. The C-1 Zoning allows for many commercial uses. High visibility and directly located in front of a 30 unit residential townhouse development with an adjacent 24 occupied residential units. Lot 1 is also available. Lot((s) are available for sale, for ground lease, or, Seller will consider a build to suit.

2 Vintage Dr, Windham

Listing courtesy of Kre Brokerage Group.

2 Vintage Dr, Windham
$350,000
This is an incredible opportunity for a multitude of business uses. The C-1 Zoning allows for many commercial uses. High visibility and directly located in front of a 30 unit residential townhouse development with an adjacent 24 occupied residential units. Lot 1 is also available. Lot((s) are available for sale, for ground lease, or, Seller will consider a build to suit.

2 Vintage Dr, Windham

Listing courtesy of Kre Brokerage Group.

1 Derringer Dr, Windham
$450,000
This is an incredible opportunity for a multitude of business uses. The C-1 Zoning allows for many commercial uses. High visibility and directly located in front of a 30 unit residential townhouse development with an adjacent 24 occupied residential units. Lot 2 is also available. Lot((s) are available for sale, for ground lease, or, Seller will consider a build to suit.

1 Derringer Dr, Windham

Listing courtesy of Kre Brokerage Group.

14 Abenaki Dr, Windham
$599,000
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!

14 Abenaki Dr, Windham

Listing courtesy of EXP Realty.

229 Tandberg Trl, Windham
$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.

51 Gambo Rd, Windham
$629,999
3 Beds ⋅ 2 Baths
Welcome to 51 Gambo Road in Windham, where peaceful waterfront living meets modern updates and everyday convenience. Offering 144 feet of privately owned Presumpscot River frontage, this unique property combines the beauty of nature with easy access to shopping, dining, golf, walking trails, beaches, fishing, kayaking, and canoeing. With 3 bedrooms, 2 bathrooms, and over 2,400 square feet of total living space, this home offers plenty of room to relax and entertain. Numerous recent updates include a new roof, new siding, a renovated kitchen and a recently finished basement. The finished walkout basement features a brand new spa inspired bathroom, creating the perfect space to unwind. Step right outside the basement to enjoy your own private relaxation area complete with a hot tub and sauna. Additional features include a standby propane generator for added peace of mind, a screened in front porch for enjoying your morning coffee, and an outdoor patio and fire pit perfect for gathering with family and friends. Spend your days enjoying the river, take in the peaceful surroundings, and end your evenings relaxing in the hot tub or sauna. With its private waterfront setting, thoughtful updates, and inviting indoor and outdoor spaces, 51 Gambo Road offers a lifestyle that feels like a getaway without sacrificing the convenience of being close to everything Windham has to offer. Come experience this special property and discover the possibilities of waterfront living!

51 Gambo Rd, Windham

Listing courtesy of Landing Real Estate.

16 Birdsong Ln, Windham
$474,000
3 Beds ⋅ 3 Baths
Brand New Home with ROW access to Highland Lake! Experience Maine living in this move-in-ready custom home set on .47 acres. Offering 1,664 sq. ft., 3 bedrooms, and 2.5 baths. The thoughtfully designed floor plan features a first-floor primary suite with walk-in closet and en-suite bath with tiled shower. The beautifully appointed kitchen showcases an oversized island with quartz countertops, while first-floor laundry adds everyday convenience. All three Bedrooms have walk-in closets for plenty of storage. Step outside to an extra-large deck, perfect for entertaining, summer gatherings, and relaxing while enjoying the Maine outdoors. Modern craftsmanship, refined finishes, and easy access to Highland Lake create the perfect setting for elevated four-season lake living. Taxes shown are land only, TBD, call town of Windham. **Directions are tricky with GPS- Be sure to come down Albion Rd to Swan Rd, Vista Dr, to Birdsong- other routes will take you on rough roads.

16 Birdsong Ln, Windham

Listing courtesy of RE/MAX Coastal.

6 Barbara Win Ln, Windham
$786,000
3 Beds ⋅ 3 Baths
Stunning Private Estate Home with In-Law Suite - 2 Acres of Privacy. Welcome to this exceptional property offering the perfect blend of luxury living and versatile space. Nestled on a generous 2-acre lot, this home features a gourmet kitchen ideal for entertaining, three spacious bedrooms, and a private 1-bedroom in-law apartment/unit completely separate from the main house. Highlights: Master Suite - Expansive primary bedroom with full private bath and a spacious walk-in closet Gourmet Kitchen - Designed for the home chef and perfect for gatherings Separate 1-Bedroom In-Law Unit / Apartment - Ideal for guests, multigenerational living, or rental income Daylight Finished Basement - Bright, usable living space with natural light Two 2-Car Garages (one attached) - Both fully heated one with radiant floor heat and the other has a Modine heating system for year-round comfort Backyard Patio - Perfect for outdoor entertaining and relaxation 2 Acres - Private setting with room to enjoy nature and outdoor activities This rare offering combines comfort, functionality, and privacy in one outstanding package. The separate in-law unit, dual heated garages, and finished daylight basement provide flexibility few homes can match. Don't miss this unique opportunity! Contact us today to schedule your private showing.

6 Barbara Win Ln, Windham

Listing courtesy of EXP Realty.

705 Roosevelt Trl, Windham
$579,000
2 Baths
Two Family building situated on a 0.69 acre lot. Sewer to be connected at Towns expense in the near future. Many development options for this site.

705 Roosevelt Trl, Windham

Listing courtesy of Allied Real Estate.

12 Birchwood Ave, Windham
$425,000
2 Beds ⋅ 1 Baths

12 Birchwood Ave, Windham

Listing courtesy of Century 21 North East.

2 Victoria Ln, Windham
$775,000
4 Beds ⋅ 3 Baths
Welcome to this beautifully maintained Colonial nestled in a family-friendly neighborhood! From the moment you arrive, you'll appreciate the inviting curb appeal, well-landscaped grounds, freshly painted exterior, Trex front porch, and stamped concrete walkway. The open-concept main level offers an ideal layout for everyday living and entertaining. The living room features a cozy fireplace with Brazilian teak hardwood floors and flows seamlessly into the dining area and spacious kitchen, complete with plenty of workspace. A charming coffee bar adds an extra touch of convenience. The large mudroom provides excellent storage and space. Upstairs, the primary suite offers hardwood flooring and a private bath, while additional bedrooms provide plenty of space for family and guests. Step outside to enjoy the newer deck, overlooking a wonderfully private backyard--perfect for relaxing, entertaining, or enjoying your morning coffee. Thoughtfully cared for and move-in ready, this home offers the space, comfort, and privacy you've been looking for in a desirable Windham location. A must-see!

2 Victoria Ln, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

483 Falmouth Rd, Windham
$575,000
3 Beds ⋅ 2 Baths
If you've been searching for a prime location and space to entertain, you've found it! Welcome to your own backyard oasis in one of Windham's most desirable areas. Designed for hosting and everyday living, this 3-bedroom, 2-bathroom home features an above ground pool, hot tub, tiki bar, and expansive fenced in outdoor space ready for gatherings all year long. The large concrete pad currently used for grilling, is easily converted to a basketball court providing plenty of room for recreation. A second outbuilding has been transformed into an insulated, heated home gym giving you a dedicated workout space just steps from the house. Inside, you'll find floor to ceiling updates including a large kitchen, oversized living room with sliding glass doors to the backyard, spacious bedrooms, and the private primary bedroom with en-suite bath. The finished lower level adds even more living and entertainment space with your own movie theater, and two bonus rooms currently used for air hockey and poker nights. The spacious two-car garage gives you ample room for vehicles, gear, and storage, and provides direct entry to the living area, and the bar and hot tub. Whether you're enjoying summer by the pool, working out from home, movie nights, football Sundays, or simply looking for more space without sacrificing location, this property delivers a lifestyle that's surely hard to find. Conveniently located for easy access to Portland, Sebago, and the Lakes Region, it's an ideal investment or year-round home for work, play, and everything in between.

483 Falmouth Rd, Windham

Listing courtesy of EXP Realty.

98 Vista Dr, Windham
$799,950
4 Beds ⋅ 3 Baths
Rare 4-season Highland Lake offering—a newly built, turnkey 4-bedroom waterfront home with 3 full baths and beautiful lake views. Live year-round with exceptional energy efficiency/performance, a solar system and low-maintenance exterior for stress-free living. Skylights, tongue and groove pine accents and exposed beams add character to the interior. The lake becomes part of everyday life, whether you're cooking breakfast, reading on the covered porch, or waking up to the sparkle of the water from your bedroom. From the excitement of your own waterfrontage, go for a swim, paddle, boat ride or ice fish. Cozy up by the wood stove on cool fall nights. A gradual sandy entry leads to 43 feet of privately owned waterfront with space for a dock and boat, plus an additional 40 feet of shared sandy waterfront access—all just 15 minutes from Portland. Open House Sunday, 10/4, 1-3 PM.

98 Vista Dr, Windham

Listing courtesy of Keller Williams Realty.

23 Tate Ln, Windham
$599,000
4 Beds ⋅ 2 Baths
Set near the end of a quiet cul-de-sac, 23 Tate Lane offers approximately 2,400 square feet of flexible living space on 1.16 acres in a remarkably convenient Windham location. The Cape-style home features four bedrooms, two full baths and an attached two-car garage with direct entry. Inside, the sunny eat-in kitchen connects naturally with comfortable living and dining spaces. One of the home's standout features is the expansive, light-filled bonus room above the garage--ideal as a family room, game room, home office, fitness space or guest area. First-floor laundry, a newer heating system and a full unfinished basement with abundant storage add everyday practicality. Outside, a spacious composite deck overlooks the large, open backyard, where a seasonal stream and small bridge add character to the setting. There is plenty of room to entertain, garden, play or simply relax and enjoy the view. Located nearly across the street from Windham High School and its athletic fields, the property is also just minutes from shopping, restaurants, schools and everyday conveniences. With generous living space, a versatile floor plan and a location that makes daily life easier, 23 Tate Lane is ready for its next chapter.

23 Tate Ln, Windham

Listing courtesy of Keller Williams Realty.

10 Stillwater Dr Unit 2129, Windham
$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.

18 Daybreak Ln Unit 13, Windham
$689,000
2 Beds ⋅ 2 Baths
NEW CONSTRUCTION CONDOS - MUST SEE LAKEFRONT DEVELOPMENT! Welcome to The Cove at Highland Lake: where low maintenance lake-life meets Portland-proximate convenience! The Freeport model, our largest single level 2 Bed/2 Bath floor plan comes standard with 1340+/- sq ft of living area, a large open concept living area with a spacious kitchen, soft-close cabinetry, Energy Efficient LED Lighting & Appliances. Buyers may add Gas Fireplace, up to 1000SF Finished Basement with 9Ft ceiling height, and a long list of other custom elements! Cathedral ceilings and skylights ensure your condo is beaming with natural light. Appointed with two large bedrooms including an 18 x 12 (approximate) Primary Suite with double vanity bath and a walk-in closet. The Freeport also boasts a large front porch and an oversized single stall attached garage with extra room for storage. Community Amenities to Include: Tennis & Pickle Ball court, two-level clubhouse with fitness center, full kitchen and function/meeting space, private access to the 53 acre parcel with over 6000 feet of nature trails, 585 feet of lake front to carry in kayaks, canoes and paddle boards, plus a community maintained dock. Located JUST 10 MILES from Downtown Portland, residents will enjoy UNBEATABLE proximity to top rated health care and hospitals, Maine's finest dining and endless entertainment options. Have you ever imagined a life immersed in nature full of boating, skiing, golf, shopping, dining, sports & activity clubs, and LOW MAINTENANCE? The way 55+ life should be can be found here in The Cove at Highland Lake! Reserve now and for a limited time you may choose your homes finishes.

18 Daybreak Ln Unit 13, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. crystal.chandonnet@verani.com
16 Pheasant Ridge Dr, Windham
$599,900
4 Beds ⋅ 3 Baths
A wooded backyard, room to spread out, and a deck with a hot tub. There's plenty to enjoy at this Windham Colonial, offered at $599,900. Built in 2006 and offered for the first time by its original owner, the home sits on 1.17 acres and includes 4 bedrooms, 2.5 baths, a bonus room, and an attached two-car garage. The kitchen opens to the dining room and a comfortable den with a pellet stove, keeping cooking, conversation, and relaxing connected. A separate living room offers another spot to gather or settle in with a book. Hardwood flooring adds warmth, while the layout gives you options for arranging the spaces to suit your everyday life. Upstairs, the primary bedroom has its own full bath, with three additional bedrooms and a bonus room providing space for a home office, hobbies, exercise, or guests. The garage offers direct entry to the main level and separate access to the second floor, great for company or the in-laws. Outside, woods surround the backyard, with room for gardening, outdoor dining, and enjoying the setting. Spend an evening on the spacious deck or unwind in the hot tub. Hot-water baseboard heat, two oil tanks, and a whole-house generator round out the home's practical features. Routes 302 and 202 are nearby, with convenient access to North Windham shopping and amenities, Sebago Lake, I-95 access and close to Portland. Come see how the indoor space and wooded setting come together in this Private Windham Colonial.

16 Pheasant Ridge Dr, Windham

Listing courtesy of Maine Real Estate Experts. YvonneSellsMaine@gmail.com
12 Getaway Rd, Windham
$435,000
1 Beds ⋅ 1 Baths
If you've been searching for a true, easy-living Maine camp feel with modern comfort, you've found it! 12 Getaway Road in Windham checks every box. Nestled right on the quiet Little Duck Pond, this charming, updated cottage offers peaceful waterfront living with the unbeatable convenience of an easy-access Windham location. Inside, the fresh space centers around the amazing views and a beautiful stone fireplace. This cottage has been beautifully updated with a new kitchen, bath, flooring and pine shiplap throughout. Enjoy this private, quaint cottage on a clean 35 +/- acre pond that is home to largemouth bass, perch, pickerel, etc. Kayak, paddle, swim or launch your motorized boat right from your front yard.

12 Getaway Rd, Windham

Listing courtesy of Dream Home Realty LLC.

274 Pope Rd, Windham
$2,200,000
5 Beds ⋅ 5 Baths
This beautifully renovated Federal-style home, known as the historic Peter White House, seamlessly blends 1809 heritage with modern luxury. Redesigned by renowned architect John Calvin Stevens in the early 20th century, this landmark estate sits on 11+ pastoral acres in prestigious Windham Hill offering endless possibilities. The recent renovation honors the home's storied past while delivering a sophisticated modern interior. The show stopping kitchen features top-of-the-line Subzero, Fisher Paykel & Wolf appliances with white leathered Brazilian countertops. Maple and pine floors, abundant natural light, and a crisp white palette create an airy, palatial farmhouse ambiance throughout. This complete lifestyle property offers a 5 bedroom, 2 full bath plus 2 powder room home with living and family rooms, library/office, loft, dining room, mudroom, screened porch and partially finished basement, plus a newly renovated studio apartment with full bath and kitchenette in the carriage house that's perfect for guests or income generation. The expansive grounds include open fields, small animal barn, fruit trees, old sugar shack turned wood storage, charming playhouse, and private sauna fitted with a cold-plunge clawfoot tub overlooking a magnificent field that was formerly an airstrip. There's even a spacious garage to house at least 4 vehicles or your small farm equipment. Surrounded by towering pines and maples, this private sanctuary provides rural tranquility while remaining convenient to Portland and in-town amenities and schools. Experience Maine's magic in every season with spring blossoms, summer serenity, brilliant autumn foliage, and winter wonderland snowscapes. Perfect for those seeking the complete New England estate experience. whether a multi-generational family, entrepreneur, or anyone drawn to distinctive historic properties with exceptional land and modern sophistication.

274 Pope Rd, Windham

Listing courtesy of Legacy Properties Sotheby's International Realty.

58 Lower Beach Rd, Windham
$250,000
Imagine building the home you've always wanted just steps from Highland Lake. Tucked into Windham's sought-after Highland Lake community, 58 Lower Beach Road offers a rare opportunity to create something entirely your own in a setting where lake life becomes part of everyday life. Located just one lot back from the water with points of access to Highland Lake, this is your chance to build near one of southern Maine's treasured lakes without settling for someone else's vision of what a lake home should be. Picture summer mornings heading to the lake, afternoons spent swimming, paddling and boating, and quiet Maine evenings returning home from the water. Here, the dream isn't simply owning a house, it's creating a lifestyle around the place you want to be. And the location makes it even better. Enjoy the natural beauty and recreation of Highland Lake while remaining close to everything Windham has to offer and within easy reach of Greater Portland. It's the kind of setting that lets you feel away from it all without actually being far away. Bring your own vision and builder or explore the property's separately offered build package for an opportunity to take much of the guesswork out of creating your new home. 58 Lower Beach Road isn't simply a piece of land. It's an opportunity to finally build the lake lifestyle you've been imagining. Shared water access to Highland Lake. The exact location, extent, and amount of shared water frontage are currently being confirmed by the attorney. **Also offered as a to-be-built home package -- see MLS #1676599 for additional details. **

58 Lower Beach Rd, Windham

Listing courtesy of Keller Williams Realty.

58 Lower Beach Rd, Windham
$1,199,000
3 Beds ⋅ 5 Baths
The lake house, elevated. Discover a striking new construction opportunity just one lot back from Highland Lake in Windham with rights of way to the lake. Shared water access to Highland Lake, The exact location, extent, and amount of shared water frontage are currently being confirmed by the attorney. This thoughtfully designed and town-approved 3,036-square-foot residence offers 3 bedrooms, 4.5 baths, a dedicated office, three levels of living and a secluded 800+ square-foot rooftop deck designed to bring a fresh perspective to Maine lake life. Contemporary architecture meets warm, natural design with clean lines, expansive windows and thoughtfully planned spaces for everyday living and entertaining. Inside, the proposed home features bright, open living areas, a sophisticated kitchen and a warm neutral palette complemented by natural wood tones and dramatic black-framed windows. Architectural renderings showcase the vision for a home that feels modern and refined without sacrificing comfort. The showstopper awaits on the third floor. Designed as an entertainer's dream, this level extends the living experience outdoors with an expansive rooftop retreat. Conceptual renderings envision covered and open-air spaces for dining, lounging and entertaining, creating an incredible destination for hosting friends, relaxing after a day on the lake or simply enjoying Maine's changing seasons. Located in the Highland Lake community, the property offers the opportunity to enjoy lake-area recreation while remaining convenient to Windham's shopping, dining and amenities and within easy reach of Greater Portland. With construction yet to begin, buyers may have the opportunity to participate in certain selections and finishes, subject to builder specifications, allowances and construction timelines. 3,036 SF. 3 bedrooms. 4.5 baths. Home office. An extraordinary third-floor entertaining space. One incredible opportunity to create your new home near Highland Lake.

58 Lower Beach Rd, Windham

Listing courtesy of Keller Williams Realty.

227 Tandberg Trl, Windham
$225,000
Discover a great opportunity to own land in a convenient Windham location, just minutes from the town center, shopping, dining, and local amenities.

227 Tandberg Trl, Windham

Listing courtesy of The Maine Agency.

15 Alpine Dr, Windham
$899,999
3 Beds ⋅ 3 Baths
Welcome to 15 Alpine Drive, Windham--where modern living, incredible amenities, and exceptional garage space come together in one impressive property. Thoughtfully designed for everyday comfort and entertaining, this home is filled with the upgrades and little details you've been looking for.The kitchen features quartz countertops, glass tile backsplash, custom soft-close hickory cabinetry, Kohler cast-iron farmhouse sink, and hand-blown glass island lighting. Enjoy on-demand hot water, Daikin heat pump cooling, dimmable LED lighting, whole-house fire sprinklers, and extensive smart-home technology. Ethernet is wired throughout, along with integrated Sonos audio in multiple rooms, garage, deck, and pavilion.Outside is your own private retreat! The approximately 150'x100' fenced backyard features a 16'x37' heated inground pool with Roman end and LED lighting, 6-person Vita Spa hot tub, and 28' custom pavilion with power and lighting. Hunter WiFi-controlled multi-zone irrigation and rear gate access toward neighborhood ATV/snowmobile trails add even more convenience.Car enthusiasts, hobbyists, and anyone needing serious space will love the HEATED 32'x40' garage with 12' ceilings, three 10' doors, 9,000-lb Rotary automotive lift, sink, extensive overhead lighting, generator wiring, Ethernet, and multiple 120V/240V receptacles.Pool, pavilion, hot tub, smart-home features, privacy, trails, and an incredible heated garage--all the little things you've been looking for are already here. Why build when your dream home is right here? Windhams private community crossridge is waiting!

15 Alpine Dr, Windham

Listing courtesy of Elevate Maine Realty.

23 Meagans Way Unit 12, Windham
$329,900
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.

25 Abby Rd, Windham
$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.

Lot 2 Betty, Windham
$1,100,000
4 Beds ⋅ 4 Baths
Welcome to the final opportunity to own a brand-new home in Edgewood Estates, one of Windham's most sought-after communities. More than a neighborhood, Edgewood Estates is a thoughtfully crafted enclave where timeless architecture, generous homesites, and Maine's natural beauty come together to create a place where life's next chapter begins. One of the most exceptional advantages of purchasing during the construction process is the opportunity to work alongside your own dedicated Design & Construction Liaison. Rather than simply selecting from a standard list of finishes, you'll have the ability to thoughtfully personalize your home to reflect your vision, style, and the way you live. From design selections and scheduling to ongoing communication and coordination, your Design & Construction Liaison serves as your trusted guide throughout the building journey, creating a seamless, organized, and enjoyable experience from contract to completion. Crafted with an unwavering commitment to quality, timeless design, and enduring craftsmanship, this exceptional home offers an effortless blend of elegance, comfort, and modern living. Thoughtfully designed for the way you live today and the memories you'll create for years to come, its open, inviting spaces are made for gathering, celebrating, and enjoying the moments that matter most. Perfectly positioned just minutes from Windham's vibrant town center, Sebago Lake, shopping, dining, exceptional schools, and year-round recreation, Edgewood Estates offers the rare balance of peaceful surroundings and everyday convenience. When this home is complete, Edgewood Estates will be complete. This is more than the final home to be built and it is the final opportunity to become part of a community that will never be offered again.

Lot 2 Betty, Windham

Listing courtesy of Keller Williams Realty.

7 Birdsong Ln, Windham
$98,700
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.

12 Stillwater Dr Unit 1137, Windham
$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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