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$574,900
3 Beds ⋅ 2 Baths
Perched along the shore of Highland Lake, this exceptional four season waterfront home offers the perfect combination of comfort, recreation, and convenience. Whether you envision quiet weekends by the lake, hosting family and friends all summer long, or generating seasonal rental income, this property delivers an unmatched lakefront lifestyle in one of Southern Maine's most desirable and accessible locations. Shopping, restaurants, golf, skiing, and year round outdoor adventure throughout Greater Portland and the Sebago Lakes Region are all within reach. With 50 feet of water frontage and a newly installed dock system, this property is designed for making the most of Maine summers! The large level lot creates the perfect outdoor living experience, complete with a spacious lawn for games and gatherings, a lakeside fire pit, an outdoor shower, and an expansive deck positioned for morning coffee, outdoor dining, and endless water views. This light filled home features 3 bedrooms, 1.5 baths, and office/bonus room. Additional finished lower level space offers room for guests, recreation, or entertaining space. Numerous recent improvements include a new roof, updated windows and window treatments, water filtration system, and a professionally installed TC Hafford basement system. An over sized two car garage adds more versatility with room for boats, kayaks, snowmobiles, or the ultimate game room setup complete with ping pong or pool table potential, enhancing the home's appeal as a sought after Airbnb or short-term rental opportunity. Don't miss your opportunity to enjoy this amazing year round home, and enjoy the beauty every season in Maine has to offer.

80 Vista Dr, Windham

Listing courtesy of Portside Real Estate Group.

$1,199,000
5 Baths
Luxury, Serenity, and Versatility Near Highland Lake Immerse yourself in a masterfully executed, 'down-to-the-studs' remodel (completed 2023) marrying organic warmth with modern sophistication. Infused with rich wood tones, textured accent walls, and a curated, boho-chic palette, this striking 6BR/5BA estate feels less like a house and more like a private sanctuary. Designed for seamless entertaining, the open layout boasts bespoke details at every turn. The chef's kitchen features Brazilian quartzite, handmade custom cabinetry, and designer fixtures. Gathering spaces are abundant, with two distinct living areas inviting you to cozy up by a wood stove or a new propane fireplace. The main residence offers rare dual first-floor primary suites--one flanking each side of the home. Luxury details include custom tile showers, built-in nightstands, and powered blinds regulating the sun-drenched rooms. For hosting, a speakeasy-style bar serves as the perfect retreat, while 3 separate laundry locations offer ultimate convenience. Flexible Guest Wing / Income Suite: Accessed via an indoor breezeway or a private outdoor entrance, the space above the 3-car garage features 2 bedrooms, 2 bathrooms, and a full second kitchen. This brilliant layout is perfect for multi-generational living, or entirely closed off as a premium rental income suite. Outdoor Oasis & Lifestyle: Sited on a generous, tranquil lot, the property echoes the privacy of the wooded road leading to it. Step onto multiple 'treehouse' decks to take in the canopy, or explore the greenhouse shed and cedar spa awaiting your creative touches. Additional interior flex rooms easily accommodate a fitness studio, remote offices, a theater, or a playroom. Best of all, this private retreat includes deeded right-of-way access down the road to beautiful Highland Lake for swimming, kayaking, and summer recreation. Photos are beautiful, but the texture, scale, and soul of this remarkable home must be exper

44 Johnson Rd, Windham

Listing courtesy of Beacon Realty.

$594,900
2 Baths
41 Lotts Dr, Windham, ME - Owner-Occupy Opportunity with Income Potential Live in one unit and let the other help pay your mortgage. This well-maintained 2-unit property offers a spacious 3-bedroom unit that will be delivered vacant at closing, paired with a 2-bedroom apartment currently leased to great tenants at $2,200/month. The 3-bedroom unit features single-level living with an open kitchen, dining, and living area, along with a convenient mud room and brand new in-unit washer and dryer included. Updated finishes throughout, including granite countertops and stainless steel appliances, create a clean, modern feel. Market rent for the 3-bedroom unit is estimated at $2,750/month. The second unit offers a well-designed layout with consistent rental appeal and in-place income, and also includes its own new in-unit washer and dryer. Tenants pay utilities, helping keep expenses low, and off-street parking adds convenience. Ideally located right off the rotary with easy access to I-95, Gorham, Westbrook, Gray, and Cumberland. Just 20-25 minutes to downtown Portland, ~20 minutes to the Jetport, and under 2 hours to Boston. Close to North Windham amenities and Sebago Lake, with easy access to I-95. Financing-friendly, including MSHA, FHA, and conventional loans. A great opportunity for owner-occupants or investors seeking strong rental potential in a high-demand location.

41 Lotts Dr, Windham

Listing courtesy of Dream Home Realty LLC.

$499,000
2 Beds ⋅ 3 Baths
Rare Sebago Lakefront Property! Don't miss this rare opportunity to own a beachfront home on the shores of stunning Sebago Lake with approximately 300 feet of private, sandy shoreline. This exceptional property offers breathtaking sunsets and panoramic views of Sebago Lake and Mount Washington. The home offers an updated kitchen with brand-new stainless steel appliances, modern cabinets and solid surface counter tops. Refreshed bathrooms feature modern vanities, fixtures, walk-in shower and tub/shower enclosure. Two large bedrooms with ensuite baths provide plenty of space, comfort and convenience. Additional interior improvements include new flooring, fresh paint, and updated lighting throughout, creating a comfortable blend of modern finishes and classic lakeside charm. Enjoy easy access to private community amenities including tennis, basketball, and pickleball courts, along with an expansive dock and a deeded mooring, ideal for boating, swimming, kayaking, and fishing. Year-round enjoyment continues through the winter months with ice fishing, snowshoeing, snowmobiling and peaceful lakefront living. Conveniently located near Windham Center, Point Sebago Golf Resort, area ski resorts, and just a short drive to Portland's Old Port and the Maine coastline. This property is well suited for year-round residence, seasonal getaways, or investment opportunity. Strong association finances have kept fees flat for the past three years and cover more than most associations, including exterior building maintenance, roofs, siding, water, septic, trash removal, plowing/shoveling, lawn care, dock, and tennis court, with no added assessments for over 10 years. Come experience all that this Sebago Lake community has to offer!

1112 Roosevelt Trl Unit 8, Windham

Listing courtesy of Keller Williams Realty.

$275,000
Rare opportunity to build your dream home/getaway destination or private sanctuary away from it all, yet with conveniences of daily living still nearby. Nestled on a quiet street near the Pleasant River, with sloping hills, mature trees & majestic natural beauty as far as the eye can see, this buildeable Lot of just under 3 Acres, sits in the heart of Town and promises not only the wholesome peace & serenity of rural living, but views of the most breathtaking long sunsets, making it the ideal place to call 'home'. With soil tests, surveys, septic/ house plans & delineations now completed & driveways almost in - Summer in sweet Lakes Region awaits! Driveway for Lot to come off driveway of 37 Cook Rd./not accessible via the private property dirt road located after the stop sign/mailboxes at the end of the paved portion of Cook Road

Cook Rd, Windham

Listing courtesy of Keller Williams Realty.

$535,000
3 Beds ⋅ 3 Baths
This brand new Maple 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 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!

5 Shepherd Ln Unit 11, Windham

Listing courtesy of RE/MAX By The Bay.

$479,000
3 Beds ⋅ 3 Baths
New model completed and available for sale! Come see why so may have chosen Dolley Farm Condominiums for their new home! Windham's NEWEST condominium community offering modern design in a peaceful, thoughtfully planned setting. The Sunrise style townhouse features a well-designed open floor plan ideal for today's lifestyle. The spacious kitchen includes a center island and pantry and flows seamlessly into the dining and living areas--perfect for everyday living and entertaining. A rear patio extends your living space outdoors, ideal for summer meals, grilling, or relaxing with a good book. Upstairs, the primary suite offers a private retreat with an ensuite bath. Two additional bedrooms and a second full bath provide flexibility for guests or family. A second-floor flex space creates the perfect spot for a desk, reading nook, or study area, and the second-level laundry room adds everyday convenience. The full unfinished basement offers generous storage and the opportunity to create additional finished space for a future family room, gym, or flex area. Dolley Farm offers two distinct floor plans -- the Harvest and the Sunrise -- allowing buyers to choose the layout that best fits their needs. With completed units available, you can settle in and enjoy the season right away. Ideally located with easy access to Windham Center, Westbrook, and Portland, Dolley Farm combines neighborhood living with everyday convenience in one of Southern Maine's most desirable communities. Several other units to choose from. Common area pavilion and playground, and a short distance to Shaw Park and the Sebago to Sea trail. Pet friendly!

6 Dolley Farm Rd Unit 3, Windham

Listing courtesy of The Flaherty Group.

$180,000
The perfect spot to build your dream home in Windham! This 1.6-acre parcel offers a spacious, open lot with a peaceful pond. Sky Drive is a quiet, private road where you'll enjoy privacy and tranquility while still being just minutes from downtown North Windham and the Maine Turnpike. Enjoy the best of Maine living with nearby Sebago Lake and Little Sebago Lake, known for exceptional boating, fishing, and swimming. Plus, Portland is only a 35-minute drive away. Property boundaries are clearly marked with visible pins. An incredible opportunity to build in Windham!

68 Sky Dr, Windham

Listing courtesy of Locations Real Estate Group LLC.

$535,000
3 Beds ⋅ 3 Baths
This brand new Maple 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 den or office, a functional mudroom entry, and a great back deck. Upstairs features three bedrooms, including a primary suite, plus laundry closet and 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!

5 Shepherd Ln Unit 11, Windham

Listing courtesy of RE/MAX By The Bay.

$1,800,000
Developable site. Three lots totaling over 16 acres, being sold together, on highly traveled Roosevelt Trail (Route 302). This prime location offers excellent visibility and accessibility just minutes from the Lakes Regionâ€'ideal for capturing both local and seasonal traffic. Zoned C-3, the land allows for a wide range of light commercial and mixed-use development including retail, office, contractor services, and residential options. Mostly level with strong road frontage, this is a rare opportunity to invest in a high-growth area with flexibility and scale.

30, 32, 34 Roosevelt, Windham

Listing courtesy of Keller Williams Realty.

$469,000
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.

$699,000
2 Beds ⋅ 3 Baths
Welcome to The Cove at Highland Lake! The first of its kind Gated 55+ Lakefront Community nestled on the pristine shores of Highland Lake. Framing is complete at 25 Daybreak Lane! Truly our most decades long and spaciously flexible option, the WINDHAM homes provide both first and second floor primary suite options. Multi-generational, Companion, and Guest-Friendly, owners of these units can opt for stacked or side-by-side laundry on one or both floors of living. This inner unit features two full baths, a functionality first open concept kitchen, a front porch and back deck for sipping in the scenic surrounds, 18ft cathedral ceilings, and not one but two bonus spaces, fit for an office, spare bed, hobbying, or entertaining! This unit also has the option to finish its full-daylight walkout basement for an additional 500 SF of living area. Community Amenities to Include: tennis & pickleball courts, two-level clubhouse with fitness center, full kitchen and function space, plus private access to the over 50 acre parcel with over 6000 feet of nature trails, more than 500 feet of manicured lake front to carry in kayaks, canoes and paddleboards, plus a community maintained dock. Located just 10 miles from downtown Portland, residents will enjoy unbeatable proximity to top rated health care and hospitals, as well as Maine's finest dining and entertainment options. Boating, skiing, golf, shopping, dining, sports & activity clubs... The way 55+ life should be, and you can have it all in The Cove at Highland Lake! Reserve now & for a limited time you may customize your home's finishes!

25 Daybreak Ln Unit 8, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. crystal.chandonnet@verani.com
$494,900
3 Beds ⋅ 2 Baths
Welcome to 6 Shepherd Lane, offering a blend of classic charm and modern convenience. This sun-drenched Cape-style residence features 3 bedrooms, 2 full baths, and over 1,600 square feet of thoughtfully designed living space, set in a peaceful neighborhood just minutes from local amenities. Step onto the inviting farmer's porch and into a bright, open-concept first floor where the living, dining, and kitchen areas flow seamlessly together. The kitchen features quartz countertops, a center island with excellent drawer storage, and new appliances. The first floor also offers a flexible den or office, a full bath, laundry hookup, and a functional mudroom entry. Upstairs includes three bedrooms, including a spacious primary with a walk-in closet, along with 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. Make your dream of owning a brand new home come true!

6 Shepherd Ln Unit 3, Windham

Listing courtesy of RE/MAX By The Bay.

$679,000
3 Beds ⋅ 3 Baths
This lovely new Windham property offers the perfect blend of privacy, comfort, and convenience. Inside you'll find an open concept layout with 9 foot ceilings creating a bright and airy atmosphere, with true hardwood oak flooring extending throughout the entire first floor and stairwell for added warmth and character. The home offers 3 bedrooms and 3 bathrooms, including a spacious primary suite, plus an oversized bonus room upstairs with the potential to easily function as a true 4th bedroom. Whether used for guests, a home office, playroom, media space, or additional sleeping quarters, the flexibility of this room adds incredible value and versatility to the home. Light fills each room as the home is set on a generous yard with plenty of space to enjoy from the inside out. Find the peacefulness of Maine living while still being incredibly connected, just minutes to the center of Windham for shopping, dining, and daily essentials, with Freeport and Portland only a short drive away for expanded amenities, restaurants, and the coast. For those who love the outdoors, you're surrounded by some of Maine's best nearby hikes and lakes. This is a move that will feel as good as it looks

9 Dusty Rhoades Ln, Windham

Listing courtesy of Salt Real Estate Co.

$525,000
The business currently at the location is not for sale, just the building and the grounds. The current tenant has a lease expiring on 7-1-2027 which will be transferred to the new owner. The monthly lease payment is $2500, triple net. Situated in a high traffic area with unmatched visibility. Make this location the home for your new business or franchise.

14 Heathwood Dr, Windham

Listing courtesy of Big Bear Real Estate Company.

$1,485,000
4 Beds ⋅ 3 Baths
Enjoy 700' of gated private Sebago Lake frontage with this exceptional estate located at the end of a quiet cul-de-sac. Refined design, extensive recent renovations, and exclusive access to the crystal-clear waters of Maine's premier Sebago Lake -- widely regarded as one of New England's top freshwater destinations for boating, recreation, and year-round beauty. Offering 4,602 square feet of finished living space, this estate features 4 bedrooms including a primary bedroom suite and walk-in closet, 2.5 baths, a 5-bay garage, set on over 2 acres providing privacy in every direction. The first-floor renovation creates an open-concept layout designed for effortless entertaining and everyday living. A stunning custom kitchen appointed with premium fixtures, Calacatta Brazil true white quartzite paired with contrasting black quartzite countertops, and waterfall-edge detailing that creates a sleek modern look. New flooring, recessed lighting, and an integrated sound system elevate the entire main living area. Additional recent improvements include a new 7,000+ sq ft roof, remodeled and updated baths, 15-zone irrigation system, new hot water heater, and a freshly resealed driveway. Multiple outdoor living spaces include a raised stone porch seating area, a large porch with a wooden trellis which is directly accessed from the first floor of the home, and a charming foot bridge overlooking a cascading stone fountain. A perfect way to let the world fade away as you relax in your own private backyard oasis after a day on the lake. Windemere Estates residents enjoy private Sebago Lake frontage with three beach areas, tennis courts, beach volleyball, gazebo, private boat launch, and a residents-only dock (boat slips available by tenure). Additionally, this estate is among a select few in the community to include its own mooring. Privacy, modern sophistication, and Maine lake living all come together at this must-see property. Shown by appointment only

20 Freeman Ct, Windham

Listing courtesy of Holt Realty.

$1,060,000
2 Beds ⋅ 1 Baths
This large, cherished property has been lovingly preserved by the same family for decades, dating back to its early use by the Girl Scouts for camping and swimming. Encompassing just over 28 acres, the land offers exceptional privacy and includes a rare island in the river where children once camped. One of the property's most distinctive features is the river flowing from Sebago Lake, known for its sandy gravel bottom--ideal for wading, swimming, boating, and exploration. Fish often swim right up to visitors. Locals describe approximately seven miles of wild river corridor stretching in one direction to Dundee Dam and in the other beneath the historic covered bridge through North Gorham Pond to Gambo Falls, with additional access to the Pleasant River. The property is heavily wooded with towering century-old pine trees, filling the air with a pleasant pine scent in summer. There also appears to be potential for substantial gravel deposits. The existing 780± square foot cottage was built in the early 2000s by Woodcrafters of Maine and features a living room with wood stove, kitchen, bedroom, and bath on the first floor, plus a large second-floor space suitable for a bedroom, loft, or office. The home has a dug well and a two-bedroom septic system. Additional structures include a tool garage and a music studio. With approximately 844 feet of road frontage and about 743 feet of river frontage per town records, including the island, the property offers rare flexibility for a private estate, compound, campground, or potential subdivision, subject to approvals. Conveniently located just upstream from the historic covered bridge, with quick access to North Windham shopping, Portland, nearby towns, healthcare, and the interstate.

594 River Road Rd, Windham

Listing courtesy of Plowman Realty Group.

$494,900
3 Beds ⋅ 2 Baths
Welcome to 6 Shepherd Lane, offering a blend of classic charm and modern convenience. This sun-drenched Cape-style residence features 3 bedrooms, 2 full baths, and over 1,600 square feet of thoughtfully designed living space, set in a peaceful neighborhood just minutes from local amenities. Step onto the inviting farmer's porch and into a bright, open-concept first floor where the living, dining, and kitchen areas flow seamlessly together. The kitchen features quartz countertops, a center island with excellent drawer storage, and new appliances. The first floor also offers a flexible den or office, a full bath, laundry hookup, and a functional mudroom entry. Upstairs includes three bedrooms, including a spacious primary with a walk-in closet, along with 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. Make your dream of owning a brand new home come true!

6 Shepherd Ln Unit 3, Windham

Listing courtesy of RE/MAX By The Bay.

$3,750,000

3-4 Mallison Falls Rd, Windham

Listing courtesy of Keller Williams Realty.

$399,900
2 Beds ⋅ 1 Baths
✨ Valuable Updates + Equity Potential = Smart Buy in Windham! MORE UPDATES! Not a new home -- but packed with brand-new updates where it counts! This move-in ready Cape features a new furnace, new kitchen, new bath, and beautifully refinished hardwood floors, giving you modern comfort without the renovation hassle. Want room to grow your value? The unfinished second floor offers built-in equity potential -- add bedrooms, another bath, or create the primary suite of your dreams. Plus, a large dry basement provides even more opportunity to finish additional living space, a gym, office, or media room. 💡 ✔️ Sunny yard ✔️ Detached 2-car garage ✔️ Close to shops, dining & lakes ✔️ Only 20 minutes to Portland Move in now. Add value later. Smart buying starts at 10 Abby Road in Windham!

10 Abby Rd, Windham

Listing courtesy of Dream Home Realty LLC.

$484,000
3 Beds ⋅ 3 Baths
Now Building!! Be in this Spring. Dolley Farm, Windham's NEWEST condominium community offering modern design in a peaceful, thoughtfully planned setting with shared open space and a neighborhood playground. The Sunrise style townhouse features a well-designed open floor plan ideal for today's lifestyle. The spacious kitchen includes a center island and pantry and flows seamlessly into the dining and living areas--perfect for everyday living and entertaining. A rear patio extends your living space outdoors, ideal for summer meals, grilling, or relaxing with a good book. Upstairs, the primary suite offers a private retreat with an en-suite bath. Two additional bedrooms and a second full bath provide flexibility for guests or family. A second-floor flex space creates the perfect spot for a desk, reading nook, or study area, and the second-level laundry room adds everyday convenience. The full unfinished basement offers generous storage and the opportunity to create additional finished space for a future family room, gym, or flex area. Dolley Farm offers two distinct floor plans -- the Harvest and the Sunrise -- allowing buyers to choose the layout that best fits their needs. With early summer occupancy available, you can settle in and enjoy the season right away. Ideally located with easy access to Windham Center, Westbrook, and Portland, Dolley Farm combines neighborhood living with everyday convenience in one of Southern Maine's most desirable communities. Several other units to choose from currently under construction.

26 Dolley Farm Rd Unit 12, Windham

Listing courtesy of The Flaherty Group.

$434,900
3 Beds ⋅ 2 Baths
Well maintained classic Cape on a large lot. 1st floor consists of a nice kitchen area, large living room. 1 bedroom on 1st floor and a full bath for convenience. Second floor has 2 full sized bedrooms and a full bath. Hardwood floors. Great location. Seller willing to buy down the mortgage rate on this home. One Year American Home Shield Warranty included from Seller.

39 Pipeline Rd, Windham

Listing courtesy of Cameron Prestige LLC.

$1,060,000
Rare opportunity to own a large surveyed waterfront parcel in Windham's Farm District offering a unique combination of rural character, natural resources, and recreation potential. The property features approximately 844 feet of road frontage and extensive river frontage including a private island, creating a rare setting for those seeking privacy, outdoor recreation, or rural land investment. A camp, well, septic system, and power already brought into the property allow immediate use while planning future possibilities. The land is covered with large mature pine trees, creating a beautiful forest setting with potential timber value while also preserving the natural character of the property. The parcel is located within Windham's Farm District, which is intended to protect farmland, woodlands, open space, wildlife habitat, and scenic areas while allowing compatible rural residential and agricultural uses. Permitted uses in this district include single-family and two-family homes, agriculture, forestry, farm enterprises, campgrounds (commercial or personal), riding stables, nurseries, sawmills, and mineral extraction, among other rural land uses. The property is believed to contain a substantial gravel deposit, which may offer additional resource value. Mineral extraction is a permitted use within the Farm District subject to local regulations and approvals. The river itself offers miles of recreation, running from Dundee Dam past the historic covered bridge through North Gorham Pond to Gambo Falls and out to the Pleasant River, making this location ideal for boating, kayaking, fishing, and wildlife viewing.With 844 feet of road frontage, river frontage with island ownership, existing utilities, mature forest, and flexible rural zoning, this property presents a rare opportunity for a private waterfront retreat, campground concept, agricultural use, or rural investment property.

594 River Road Rd, Windham

Listing courtesy of Plowman Realty Group.

$135,999
Why settle for a small in-town lot when you can enjoy space and privacy just minutes from Portland? This beautiful 1.2-acre parcel in Windham offers the best of both worlds--peaceful surroundings with convenient access to everything you need. The property features a level, wooded setting with mature pine trees, giving it natural character and a serene feel. Even better, it includes lake access, perfect for unwinding after a long day--whether it's an evening paddle or a quick trip to cool off.Mancini has been over to confirm soils. Located just minutes from intown Portland and an easy drive to Gray, Westbrook, and Falmouth, with quick access to the interstate and major shopping in North Windham. Come experience the lifestyle this property offers--you won't want to miss it.

53 Johnson Rd, Windham

Listing courtesy of Plowman Realty Group.

$998,900
Discover a rare opportunity to own 35.97± acres of private, wooded land ideally positioned near the Windham, Falmouth, and Cumberland lines. Tucked into one of Southern Maine's most desirable and rapidly growing areas, this unique parcel offers exceptional privacy, natural beauty, and proximity to Portland, I-95, and surrounding higher-end communities. The land features mature woods, natural stream corridors, existing trails, and a peaceful setting surrounded by conservation land and outdoor recreation opportunities. A 10-acre town-owned parcel located within the surrounding boundaries creates a unique natural buffer and enhances the sense of privacy and seclusion. This property may appeal to buyers seeking a private estate setting, recreational retreat, long-term land investment, or future strategic opportunity. Survey recently completed reflecting 35.97± acres. Access is currently under review and buyers are encouraged to perform their own due diligence regarding access rights, insurability, intended use, development potential, and municipal approvals. Shown by appointment only.

Lot #10 Goose Pond, Windham

Listing courtesy of Keller Williams Realty.

$499,999
Attention builders, developers, and investors this is the kind of opportunity that rarely hits the market in Windham. Located in an area seeing continued residential growth and new construction activity, this 2-acre wooded parcel offers incredible potential in one of Southern Maine's most in-demand communities. Surrounded by established homes and ongoing development, the location speaks for itself. With approximately 207 feet of road frontage and a strong footprint for future plans, this property presents an excellent opportunity for a spec build, custom home project, or long-term land investment. Windham continues to attract buyers looking for more space while remaining within reach of Portland, the Lakes Region, shopping, restaurants, and major commuter routes making inventory in this area increasingly valuable. The lot offers privacy, mature trees, and flexibility while still being positioned in a highly desirable growth corridor. Investors and builders looking to secure land in a rapidly developing market will immediately recognize the upside potential here.

Lot 44 -A, Windham

Listing courtesy of Realty of Maine.

$524,900
3 Beds ⋅ 2 Baths
BACK ON THE MARKET BY NO FAULT OF SELLER! Well-maintained and move-in ready, this bright and inviting home is set on a quiet, private lot just minutes from town. Tucked back from the road and surrounded by a natural tree buffer, it offers a great balance of privacy and convenience. Inside, you'll find an open-concept kitchen, living, and dining area, with oversized windows and a clean, updated feel throughout. The second floor features a large primary bedroom with a walk-in closet, plus a second bedroom and full bath. The first floor offers a spacious third bedroom, an additional full bathroom, and convenient laundry. A sliding glass door leads to a large deck, perfect for relaxing or entertaining. The backyard provides plenty of space for outdoor enjoyment, as well as room for expansion with a garage or ADU. Enjoy a peaceful setting while being just minutes from shopping, dining, and the beautiful Lakes Region.

516 Falmouth Rd, Windham

Listing courtesy of Maine Real Estate Experts.

$559,000
4 Baths
BACK ON THE MARKET! Rare Investment Opportunity Near Sebago Lake - Multi-Unit Property with Huge Potential. Opportunity awaits. This unique property offers incredible potential for investors, contractors, or buyers looking to create value. Located just a short walk to association access on beautiful Sebago Lake, the property features multiple units and flexible living space with the possibility for rental income or multi-generational use. While the property does REQUIRE updates and improvements, the location and potential make it a rare opportunity in the Windham/Sebago Lake area. Enjoy the benefits of lake access while being conveniently located near local amenities, restaurants, and year-round recreation. Whether you're looking for an investment project, seasonal retreat, or property with income potential, this is a chance to bring your vision to life in one of Southern Maine's most desirable lake regions.

96 Mineral Spring Rd, Windham

Listing courtesy of Krainin Real Estate.

$680,000
3 Beds ⋅ 3 Baths
Welcome to 315 River Road in Windham, a well-maintained gambrel-style home offering space, flexibility, and privacy on 4.7 acres. This 3-bedroom, 3-bath home features a true primary suite along with recently updated bathrooms and hardwood flooring. Heat pumps provide efficient heating and cooling, and a whole-house generator offers added peace of mind year-round. The layout offers functional and flexible living space with over 3,000 square feet, including a partially finished basement ideal for a home office, gym, or additional living area. An attached 2-car garage adds convenience and storage. The exterior is equally impressive with a beautifully landscaped and well-maintained yard, open space, and a private setting that still feels accessible. Conveniently located just minutes to North Windham with an easy commute to Westbrook and Portland, this property offers the balance of privacy and proximity that today's buyers are looking for.

315 River Rd, Windham

Listing courtesy of Maine Real Estate Experts. 207415-2918
$450,000
Discover the potential of this 4.59-acre parcel, perfectly situated in an area zoned for enterprise development—offering endless possibilities for commercial, industrial, or mixed-use projects. This prime location provides excellent accessibility and visibility, ideal for future growth. The lot is cleared and ready for your vision. Don't miss this chance to create something extraordinary in a thriving area!

Lot 10 Enterprise, Windham

Listing courtesy of A Team Realty.

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