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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
$649,999
3 Beds ⋅ 2 Baths
Welcome to 51 Gambo Road in Windham, where peaceful waterfront living meets everyday convenience. Set along 144 feet of privately owned Presumpscot River frontage, this unique property offers a rare opportunity to enjoy nature right outside your door while remaining close to shopping, dining, walking trails, golf, beaches, fishing, kayaking, and canoeing. This 3 bedroom 2 bathroom home offers over 2400 total square feet and has seen numerous thoughtful renovations, including a newly renovated kitchen, bathroom, and basement. Enjoy your mornings on the screened-in front porch, then spend your afternoons by the river before unwinding in the hot tub or sauna. An outdoor patio and fire pit create the perfect setting for evenings with friends and family. Private riverfront, modern updates, endless recreation, and unmatched tranquility. Come experience 51 Gambo Road, and discover a home that feels like a getaway, without giving up the convenience of being close to most everything!

51 Gambo Rd, Windham

Listing courtesy of Landing Real Estate.

16 Birdsong Ln, Windham
$498,500
3 Beds ⋅ 3 Baths
**SELLER CONCESSIONS OFFERED.** 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 ****Be sure to see interior tour video!- https://youtu.be/T_KmdYtGVFM

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.

107 Pope Rd, Windham
$619,900
3 Beds ⋅ 3 Baths
Spacious, private, and beautifully updated, this unique home offers the perfect blend of character, comfort, and convenience. Located just 15 minutes from Portland and approximately one mile from Windham schools, the property is tucked into a thoughtfully landscaped setting with plenty of space for gardening, entertaining on the patio, and enjoying the yard. The home's passive solar design, vaulted ceilings, exposed beams, and abundant natural light create a warm and inviting atmosphere. The recently updated kitchen, new flooring, and new heat pumps add modern comfort while complementing the home's distinctive architectural character. The remodeled primary suite is a true retreat, featuring a kitchenette, stacking washer/dryer, full bath, spacious walk-in closet, and private porch. A first-floor office offers flexibility and could easily serve as a bedroom, depending on your needs. Well cared for and with many updates, this special property offers privacy and space while keeping you close to schools, shopping, recreation, and all that Portland has to offer. Come see all this unique Windham home has to offer!

107 Pope Rd, Windham

Listing courtesy of Redfin Corporation.

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.

16 Pheasant Ridge Dr, Windham
$629,000
4 Beds ⋅ 3 Baths
NEW PRICE—NOW OFFERED AT $629,000! If you have been waiting for the right combination of space, privacy, location, and value in Windham, this home is it! Come and check it out! First time on the market by its original owner, this 2006 Colonial offers four bedrooms, 2½ baths, a bonus room, an attached two-car garage, and 1.17 wooded acres. With hardwood flooring, a versatile floor plan, and plenty of room to spread out, the home is move-in ready and well suited to today's lifestyles. The kitchen is open to the dining room and a comfortable den with a pellet stove, creating a warm and inviting everyday living space. A separate living room gives you even more flexibility for entertaining, relaxing, or simply enjoying some quiet time. Upstairs, the primary bedroom includes its own full bath. Three additional bedrooms and a bonus room offer options for a home office, playroom, exercise room, hobby space, or whatever best fits your needs. The attached two-car garage provides direct entry to the main level, as well as convenient separate access to the second floor. Practical Maine features include hot-water baseboard heat, two oil tanks, a pellet stove, and a whole-house generator for added comfort and peace of mind. The private backyard is surrounded by woods and offers space to garden, entertain, play, or unwind. Enjoy summer barbecues on the spacious deck or relax in the hot tub at the end of the day. The location makes it easy to get just about anywhere. Routes 302 and 202 are nearby, with convenient access to North Windham's shopping and amenities, Sebago Lake, I-95, and Portland. Four bedrooms, multiple living spaces, a bonus room, a two-car garage, a generator, and a private wooded setting—now offered at $629,000. Come take another look and see how much this Windham home has to offer!

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.

27 Motorcycle Dr, Windham
$639,900
4 Beds ⋅ 3 Baths
Immaculately maintained and impressively spacious, this oversized ranch offers more than meets the eye. Boasting a footprint of nearly 2800 square feet, the daylight walkout basement with its 9 foot ceilings offers incredible potential to double the home's finished living space, with some framing already in place. Gleaming hardwood floors flow throughout much of the living space, while the thoughtfully designed layout includes an extra-large primary bedroom with ensuite, three additional roomy bedrooms, a generous open-concept kitchen and dining area, a spacious living room, and a separate laundry room--providing plenty of space for everyday living and entertaining. Whether you are sipping coffee on the farmers porch, or grilling burgers on the rear deck, there is also plenty of outdoor space to enjoy. Set on nearly two acres along a private dirt road, the property offers a peaceful setting surrounded by nature, while still being conveniently located near Sebago Lake and the North Windham business district with its restaurants, shopping, and amenities. Numerous upgrades and functional improvements add comfort and peace of mind, including a whole-house water filtration system, radiant heated garage floors, a built-in air exchange system, and a new boiler installed in 2025. With its exceptional condition, expansive footprint, and tremendous potential for additional finished space, this home offers a rare combination of space, privacy, convenience, and quality.

27 Motorcycle Dr, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty.

23 Meagans Way Unit 12, Windham
$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.

2 Shepherd Ln Unit 1, Windham
$510,000
3 Beds ⋅ 3 Baths
This brand new Cottonwood Colonial 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 functional mudroom and a great back deck. Upstairs includes a primary suite with walk-in closet, two additional bedrooms, a second full bathroom, and laundry hook-ups. 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. Make your dream of owning a brand new home come true!

2 Shepherd Ln Unit 1, Windham

Listing courtesy of RE/MAX By The Bay.

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.

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.

5 Cliff Dr, Windham
$569,000
4 Beds ⋅ 2 Baths
Opportunity meets versatility at 5 Cliff Drive in Windham. Set on a spacious 1.84-acre lot, in The C3 Zone, this property offers more than 2,000 square feet of living space, a flexible floor plan, and is set up with an ADU (check with the town for specifics) with a tenant already in place. The upper level offers generous living spaces and plenty of opportunity for a new owner to make it their own. While ready for some updating and personal touches, the property's layout, setting, and additional spaces provide an excellent foundation for creating something truly special. A standout feature is the walkout lower-level with a kitchenette and its own bathroom and entrance coupled with separation from the main living areas, this space offers tremendous flexibility for future possibilities; multigenerational living, extended-stay guests, or supplemental income. There's even more potential to explore. Above the attached garage is additional unfinished space that may offer an opportunity for future expansion--perhaps a home office, studio, bonus room, or additional finished space, subject to necessary approvals. For folks looking for a property they can improve and grow into over time, the possibilities here are particularly appealing. Outside, nearly two acres provide room to enjoy the Maine seasons, complemented by established outdoor spaces, stonework, a large deck and patio areas. The attached heated garage and additional outbuilding add valuable storage and functionality. Conveniently located near Windham's shopping, dining, recreation, and everyday amenities, 5 Cliff Drive presents an exciting opportunity for a buyer who sees the possibilities. With acreage, flexible living space, expansion potential, Commercial possibilities, and room to add value, this is a property ready for its new owner!

5 Cliff Dr, Windham

Listing courtesy of Rockstar Real Estate.

29 Lake Ave, Windham
$499,900
3 Beds ⋅ 1 Baths
Offered for the first time in over 30 years, this charming 3 bedroom, 1 bathroom home with 1,331 square feet of living space sits on a private 0.41 acre lot tucked away on a quiet dead end road. Surrounded by mature greenery, fruit trees, and flowering shrubs, the setting provides a peaceful retreat with classic curb appeal highlighted by a red cedar shake exterior and a circular style paved driveway offering ample parking. Inside, the bright living area features original hardwood floors, abundant natural light, and a cozy brick fireplace that adds warmth and character. The home extends its living space outdoors with an expansive elevated rear deck spanning the width of the house, ideal for dining and entertaining, along with a covered lower level walkout patio perfect for relaxing in the shade. The finished lower level includes a spacious recreation room with wood paneling, ideal for a game room or home theater, and comes complete with a pool table. A dedicated workshop area offers built in benches, cabinetry, and pegboard storage, making it perfect for hobbies or projects. Enjoy deeded lake access just across the road via a shared right of way, offering easy opportunities for swimming, boating, and enjoying summer days by the water. This estate sale is being sold as is, presenting a wonderful opportunity to make this well loved home your own.

29 Lake Ave, Windham

Listing courtesy of Redfin Corporation.

1 Morgan Ln, Windham
$529,000
3 Beds ⋅ 3 Baths
Welcome to 1 Morgan Ln, a charming 3-bedroom, 2-bath home set on nearly 2 private acres in Windham. The home is thoughtfully laid out for convenient first-floor living, offering ease and functionality for everyday life. Enjoy the space and privacy of a generous lot while still being conveniently located for an easy commute to Portland and surrounding areas. A wonderful opportunity to enjoy peaceful living with the convenience of nearby amenities.

1 Morgan Ln, Windham

Listing courtesy of Tim Dunham Realty. 207-729-7297
12 Natalie Ln, Windham
$719,000
3 Beds ⋅ 2 Baths
Sprawling contemporary ranch home situated on a private 1.8 lush green lot which is impeccably landscaped. Over 2000 sq feet of living space including a sunny living room with gas fireplace and cathedral ceiling. Wonderfully planned out kitchen with pantry, center island and dining area, large flex space room with a wood stove, primary suite with full bath, 2 additional bedrooms and another full bath with laundry area. FHW propane radiant floor heat makes the floors warm in the winter. Solar panels supplement hot water for efficiency. Attached oversized two car garage and detached one car garage. Backyard oasis with covered patio area. The rear yard garden shed offers additional storage. Rarely does a property this private in such a wonderful setting become available. ABSOLUTE MUST SEE!

12 Natalie Ln, Windham

Listing courtesy of Portside Real Estate Group.

1 Marigold Ln, Windham
$489,000
3 Beds ⋅ 2 Baths
Full of classic New England charm, this 3-bedroom home offers generous living space and a flexible floor plan on a .46 acre corner lot. The updated kitchen features a large center island, new appliances, ample cabinet space, and an inviting layout for everyday living. Original hardwood floors, fireplaces, built-ins, exposed beams, and other period details add warmth and character throughout. Recent improvements include all new windows, updated electrical, freshly paved driveway and new leach field, providing peace of mind while preserving the home's historic appeal. Multiple living and dining areas provide room to gather, work, or relax, and the attached two-car garage adds everyday convenience. Located close to shopping, restaurants, and outdoor recreation, this home offers the space, character, and flexibility to suit a variety of lifestyles.

1 Marigold Ln, Windham

Listing courtesy of RE/MAX By The Bay.

78 Lakeside Dr, Windham
$599,000
3 Beds ⋅ 2 Baths
NEW CONSTRUCTION TO BE BUILT: Experience the best of lakeside living with this stunning new construction opportunity. This thoughtfully designed 3-bedroom, 2-bath home offers modern finishes, open-concept living, and the rare chance to personalize the home to fit your lifestyle. Nestled in a peaceful, scenic setting, the property includes two deeded access points to the lake, making it easy to enjoy swimming, kayaking, fishing, or simply taking in the tranquil waterfront surroundings. Surrounded by nature and nearby trails, this location offers the perfect balance of outdoor recreation and everyday comfort. The home can be customized, with additional options available such as a garage, daylight basement, expanded living space, and other upgrades to create your ideal home. Enjoy the serenity of lake life while remaining just 20 minutes from Portland, offering convenient access to shopping, dining, entertainment, and major commuting routes. Whether you're looking for a year-round residence or a peaceful retreat, this modern new construction home is a unique opportunity to build the lifestyle you've been dreaming of.

78 Lakeside Dr, Windham

Listing courtesy of Engel & Volkers Portsmouth.

47 Running Brook Rd, Windham
$469,999
3 Beds ⋅ 1 Baths
Welcome to 47 Running Brook Road, a beautifully renovated three-bedroom ranch offering move-in-ready comfort, an oversized wooded lot, and deeded access to approximately 1,500 feet of shared Collins Pond shoreline and park area. Inside, the main level has been thoughtfully transformed with an open and inviting layout, refinished hardwood floors, fresh paint, new doors and trim, and updated lighting throughout. The completely remodeled kitchen features new cabinetry, granite countertops, a farmhouse sink, tile backsplash, stainless appliances, and modern black hardware. The renovated full bath includes a tiled shower, double vanity, new fixtures, and updated plumbing. All three bedrooms are generously sized, and the spacious living room offers plenty of room to relax around the woodstove. The finished lower-level recreation room provides additional flexible living space, while the unfinished portion of the basement offers excellent storage and utility space. Major improvements completed since 2025 include Anderson windows, new exterior doors, a new oil boiler, a new heat pump water heater, a new chimney liner and cap, updated outlets and switches, new flooring, refreshed landscaping, fencing, and extensive tree clearing. Outside, enjoy a private backyard setting with multiple deck areas, a gazebo, storage shed, and a gorgeous, wooded section of the lot. Deeded rights provide access to the shared Collins Pond park area, where residents can enjoy kayaking, paddleboarding, fishing, swimming, and the lake lifestyle without the cost and maintenance of direct waterfront ownership. With extensive renovations, updated systems, flexible living space, and deeded pond access, this home offers a rare combination of comfort, recreation, and peace of mind.

47 Running Brook Rd, Windham

Listing courtesy of Keller Williams Realty.

605 River Rd, Windham
$849,900
3 Beds ⋅ 3 Baths
Nestled on an extraordinary 16-acre estate in the heart of Windham, this one-of-a-kind farmhouse masterfully blends timeless New England charm with exceptional modern amenities. Surrounded by breathtaking stone walls, spectacular perennial gardens, and stunning custom hardscaping, the property offers an unparalleled setting of beauty, privacy, and tranquility. At the heart of the home is a dream chef's kitchen, thoughtfully designed for both everyday living and entertaining. Featuring gleaming granite countertops, stainless steel appliances, and a coveted Wolf gas range, this impressive space is as functional as it is beautiful. The home offers three spacious bedrooms and two-and-a-half baths, with inviting living spaces that embrace the surrounding landscape. Relax year-round in the passive solar sunroom, unwind on the spacious screened porch, or entertain on the deck before soaking in the hot tub beneath the stars. Additional highlights include a three-car garage, a garden shed, and an expansive third-floor attic with incredible potential to create additional finished living space, whether you envision a home office, studio, guest suite, or recreation room. Every inch of this remarkable property reflects thoughtful craftsmanship and pride of ownership. From the magnificent gardens to the picturesque stonework and peaceful acreage, this is a rare opportunity to own a truly exceptional country estate--offering the perfect balance of elegance, comfort, and natural beauty, just minutes from all that Windham has to offer. This home has even been pre-inspected for the buyer's convenience. Seller Concessions Available. For a video walk-thru go to YouTube and enter the property address.

605 River Rd, Windham

Listing courtesy of Keller Williams Realty.

14 Family Cir Unit 2, Windham
$399,900
2 Beds ⋅ 1 Baths
Don't miss this opportunity to own a year-round, two-bedroom cottage on beautiful Sebago Lake! Located in a five-member association, this property includes its own deep-water boat slip, making it ideal for boating enthusiasts. The renovation has already begun, as shown in the photos, giving the next owner a head start on creating their perfect lakeside retreat. The seller has decided to move on before completing the project, creating an excellent opportunity to add your own style and finishing touches. Enjoy the level common waterfront area featuring picnic tables, a fire pit, and plenty of space to relax and gather with family and friends. With a reduced list price, this cottage offers outstanding value and endless potential. Bring your vision and make this Sebago Lake getaway your own!

14 Family Cir Unit 2, Windham

Listing courtesy of Real Estate 2000 ME/NH.

26 Whites Bridge Rd Unit 26, Windham
$289,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully maintained and inviting three-bedroom condo, ideally located in the heart of Windham. Enjoy the convenience of being just minutes from shopping, restaurants, and everyday amenities while tucked away in a peaceful setting. The first floor features an open-concept layout with a spacious living room, kitchen, and dining area--perfect for both everyday living and entertaining. Just off the dining area, step onto the newer deck, an ideal spot to enjoy your morning coffee, dine outdoors, or unwind after a long day. Upstairs, you'll find two generously sized bedrooms with cathedral ceilings that create a bright and airy feel, along with a full bathroom. The finished walk-out basement offers valuable additional living space that can easily serve as a third bedroom, home office, fitness room, or family room, with direct access to the private backyard. Conveniently located near Sebago Lake and just a short drive to Portland, this move-in-ready condo offers the perfect blend of comfort, functionality, and location. Don't miss your opportunity to make this wonderful property your new home! Open house Sunday, September 26th from 11 am - 12:30 pm!

26 Whites Bridge Rd Unit 26, Windham

Listing courtesy of Signature Homes Real Estate Group.

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