Windham ME Real Estate & Homes for Sale

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Beds:
4
Baths:
3.00
Sq.Ft.:
2,366
Status:
Active
MLS#:
1665509
Type:
Single Family
Lot size:
0.84 Acres
Year built:
2021
A broker reciprocity listing Courtesy: Portside Real Estate Group 207-619-7571
View additional info

ADDITIONAL INFORMATION

Welcome to 25 Leonards Way! Set on a beautifully maintained 0.84-acre lot in one of Windham's sought-after established neighborhoods, this exceptional property offers the perfect blend of elevated finishes, everyday comfort, & an unbeatable location. Built in 2021, this beautifully kept 4-bedroom, 2.5-bath home offers nearly 2,400 square feet of thoughtfully designed living space with high-end finishes & quality craftsmanship throughout. Step inside to discover hardwood flooring, abundant storage, and inviting spaces designed for both entertaining and everyday living. At the heart of the home is an entertainer's dream kitchen featuring beautiful stone countertops, a stylish tile backsplash, ample prep space, & seamless flow into a generously sized dining area perfect for hosting dinner parties or casual evenings with family and friends. The warm & inviting living room is anchored by a gas fireplace, creating the perfect atmosphere year-round. Upstairs, the home continues to impress with a convenient second-floor laundry room and a beautifully updated primary suite featuring a brand-new custom glass & tile shower designed to create a spa-like retreat & walk-in closet. Recent updates include a brand-new heat pump system providing efficient comfort and air conditioning for summer months. Outside, enjoy a spacious back deck, a brand-new patio, & refreshed landscaping with garden beds, fresh mulch, mature trees, & a beautifully maintained yard creating a private outdoor retreat. The oversized finished two-car garage features a custom wood interior finish and exceptional storage capacity. A full daylight walkout basement is already framed, offering easy potential for future finished living space. Greatest luxury of all is the location, 15 min to Portland 7perfectly positioned between Maine's coastline, ski mountains, & Lakes Region. New school being built in Windham as well. Sophisticated & perfectly located this is truly a must see! 3 bed septic design in disclosure.

Beds:
1
Baths:
1.00
Sq.Ft.:
880
Status:
Active
MLS#:
1664762
Type:
Single Family
Lot size:
0.56 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Pine Tree Realty of Maine 207-893-8006
View additional info

ADDITIONAL INFORMATION

SELLER TO CONTRIBUTE TO BUYERS CLOSING COSTS AND/OR POINTS WITH AN ACCEPTABLE OFFER! Why pay rent or buy a tiny condo when you can own your own home and land? This turnkey, sun-drenched 1-bedroom home is the perfect starting point for buyers looking to build immediate equity. The home is updated, neat, clean, and incredibly efficient thanks to a newer heating system and a spacious downstairs laundry room. Move right in and enjoy a large open backyard, a paved driveway with an oversized 1+ car garage, and two good sized storage sheds with electricity for all your needs. Even better? This property gives you immense room to grow. With a two-bedroom septic system already on site and flexible Residential (RM) zoning, you can plan a future expansion or even use the the home for a business. Located in an incredibly convenient spot, you are just a short drive from North Windham, the Sebago Lakes Region, Greater Portland, and Auburn. Stop paying a landlord and start your homeownership journey here!

Beds:
4
Baths:
3.00
Sq.Ft.:
4,602
Status:
Active
MLS#:
1663400
Type:
Single Family
Subdivision:
Windemere Homeowners
Lot size:
2.23 Acres
Year built:
1990
A broker reciprocity listing Courtesy: Holt Realty 207-841-6823
View additional info

ADDITIONAL INFORMATION

Sebago Lake Lifestyle with 700' of gated private beach frontage and an exceptional estate located at the end of a quiet cul-de-sac. Refined design, extensive recent renovations, new roof, 5 bay garage & exclusive access to Maine's premier Sebago Lake - 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 of over 1,000 sq ft gross living area, 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.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,016
Status:
Active
MLS#:
1663172
Type:
Single Family
Subdivision:
NO
Lot size:
0.28 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Judy George Realty 207-319-2445
View additional info

ADDITIONAL INFORMATION

New construction on Little Sebago Lake is a once-in-a-decade event. And this is that event. A sun drenched contemporary three-story residence modeled after a Maine Home + Design award winning home and sited on a private dead-end road shared by just six year-round properties. This home faces DUE WEST, so that every room on the waterside catches the full arc of sunset through the floor-to-ceiling glass. The colors were selected to blend in the surrounding woods and is custom shingled in cedar. Rare public water from the Portland Water District from May-October plus a drilled well for winter months. The 38-foot-deep garage serves for convenient storage and is 10 feet tall. There is opportunity to finish part ! Plumbing is in the garage with a mechanical room, plus parking for 3 cars. An EV charging was added. Inside, new hardwood floors run throughout. The kitchen anchors the open-concept main level with a ten-foot quartz island with double waterfall features. Subzero fridge and Viking induction range plus a double pantry. Central HVAC and a propane fireplace keep the home comfortable year-round. Two decks extend the living space toward the water -- one for morning, one for the long western light. The primary suite has a private door leading to the 3rd floor deck, where you may relax and soak in the views and sounds of the lake. At the water's edge, an original boathouse and a second storage screened structure remain from the property's earlier life, and both can make wonderful bunk or playhouses, fishing shacks or storage for all the recreational needs. For a individual who values waterfront access and flexibility, these buildings represent options that would NOT be permitted today. Water is 8 ft. deep at the dock! Little Sebago is one of southern Maine's finest lakes with over 6 miles of water to explore and enjoy. 30 minutes to the Portland Jetport/Amtrak station, 2 hours to Logan Airport. less than 1 hour to local ski mountains create end

Beds:
3
Baths:
2.00
Sq.Ft.:
1,632
Status:
Active
MLS#:
1662780
Type:
Single Family
Subdivision:
Shepherd Lane
Year built:
2026
A broker reciprocity listing Courtesy: RE/MAX By The Bay 207-773-2345
View additional info

ADDITIONAL INFORMATION

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!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,632
Status:
Active
MLS#:
1662464
Type:
Condo
Subdivision:
Shepherd Lane
Year built:
1969
A broker reciprocity listing Courtesy: RE/MAX By The Bay 207-773-2345
View additional info

ADDITIONAL INFORMATION

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!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,352
Status:
Active
MLS#:
1662462
Type:
Condo
Subdivision:
Shepherd Lane
Year built:
2026
A broker reciprocity listing Courtesy: RE/MAX By The Bay 207-773-2345
View additional info

ADDITIONAL INFORMATION

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!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,832
Status:
Active
MLS#:
1660895
Type:
Condo
Lot size:
36 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Verani Realty 888-723-0306
View additional info

ADDITIONAL INFORMATION

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!

Open House:

Sunday, 10/4 6:00-8:00AM

More Open House Info >

Beds:
1
Baths:
1.00
Sq.Ft.:
632
Status:
Active
MLS#:
1659036
Type:
Single Family
Subdivision:
Shore Road Association
Lot size:
0.22 Acres
Year built:
1930
A broker reciprocity listing Courtesy: Rockstar Real Estate 207-317-1338
View additional info

ADDITIONAL INFORMATION

Nestled along the peaceful shores of Pettingill Pond, 12 Shore Road in Windham, Maine has the perfect blend of classic lakeside charm and modern comfort. This inviting property boasts stunning water views, direct access to the pond, and a serene setting ideal for both year-round living and seasonal escapes. Inside, you'll find a bright and welcoming layout with large windows that fill the home with natural light and showcase the surrounding beauty. The open-concept living and dining areas create an easy flow for entertaining, while the kitchen provides ample space for preparing meals after a day on the water. Need more space, you will be pleased to find that this property also has a bunkhouse, perfect for overnight guests. Step outside to enjoy your private slice of Maine's natural beauty--whether it's morning coffee overlooking the water, afternoons spent boating or swimming, or evenings around the firepit under the stars. The property offers convenient pond access, making it easy to embrace the full waterfront lifestyle. Located just a short drive from local shops, restaurants, and all of Windhams amenities. This home combines tranquility with accessibility. Whether you're looking for a permanent residence, a vacation getaway, or an investment opportunity, 12 Shore Road is a rare chance to own a piece of Maine's sought-after waterfront living.

Beds:
6
Baths:
4.00
Sq.Ft.:
2,940
Status:
Active
MLS#:
1655807
Type:
Single Family
Lot size:
1.56 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Krainin Real Estate 207-655-3811
View additional info

ADDITIONAL INFORMATION

Rare Investment Opportunity Near Sebago Lake - Multi-Unit Property with Huge Potential or make it your home with an inlaw. 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.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,540
Status:
Active
MLS#:
1681074
Type:
Condo
Subdivision:
Dolley Farm Condominium Association
Lot size:
30.82 Acres
Year built:
2026
A broker reciprocity listing Courtesy: The Flaherty Group 207-221-8585
View additional info

ADDITIONAL INFORMATION

"Come see why so many have chosen Dolley Farm Condominiums for their new home! 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, while a rear patio extends your living space outdoors. 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. With completed units available, you can settle in and enjoy now! Pet friendly!"

Beds:
3
Baths:
3.00
Sq.Ft.:
1,540
Status:
Active
MLS#:
1661344
Type:
Condo
Lot size:
30.82 Acres
Year built:
2026
A broker reciprocity listing Courtesy: The Flaherty Group 207-221-8585
View additional info

ADDITIONAL INFORMATION

Move in Ready! Come see why so many have chosen Dolley Farm Condominiums for their new home! 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, while a rear patio extends your living space outdoors. 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. With completed units available, you can settle in and enjoy now! Pet friendly and short walk to Sebago to Sea trail and Shaw Park!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,550
Status:
Active
MLS#:
1661164
Type:
Condo
Lot size:
30.82 Acres
Year built:
2026
A broker reciprocity listing Courtesy: The Flaherty Group 207-221-8585
View additional info

ADDITIONAL INFORMATION

Come see why so many have chosen Dolley Farm Condominiums for their new home! The Harvest 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, while a rear patio extends your living space outdoors. 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. With completed units available, you can settle in and enjoy now! Pet friendly and short walk to Sebago to Sea trail and Shaw Park!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,314
Status:
Active
MLS#:
1626361
Type:
Condo
Subdivision:
The Cove at Highland Lake
Lot size:
36 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Verani Realty 888-723-0306
View additional info

ADDITIONAL INFORMATION

NEW CONSTRUCTION CONDO NOW AVAILABLE FOR 2026 OCCUPANCY - MUST SEE ONE OF A KIND DEVELOPMENT! Welcome to The Cove at Highland Lake: where low maintenance lake-life meets Portland-proximate convenience! The Freeport floorplan, our largest single level 2 Bed/2 Bath floor plan comes standard with 1340+/- sq ft, a large open concept living area with a spacious kitchen, soft-close cabinetry, Energy Efficient LED Lighting & Appliances. 22 Daybreak features a floor to ceiling Gas Fireplace feature, Upgraded Cafe Appliance Package, Light & Bright Granite and Quartz Countertops, Finished Basement with an additional bed and full bath, and 9Ft ceiling height! Custom tiled showers, spa like bath fixtures, and cathedral ceilings ensure your condo is well appointed and beaming with natural light. 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!

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Andrea D. Conner, License DB922721, Xome Inc., License AC90602770, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.



Windham Real Estate

Windham is located in Maine. Windham, Maine has a population of 18,343. Windham is more family-centric than the surrounding county with 31.21% of the households containing married families with children. The county average for households married with children is 30.7%.

The median household income in Windham, Maine is $86,794. The median household income for the surrounding county is $80,679 compared to the national median of $69,021. The median age of people living in Windham is 40.7 years.

Windham Weather

The average high temperature in July is 79.4 degrees, with an average low temperature in January of 10.8 degrees. The average rainfall is approximately 49.3 inches per year, with 74.3 inches of snow per year.

Windham Map

Windham Real Estate Market Conditions

  • Median sales price

    N/A
  • # Active listings

    122
    30-day change

Windham Schools and Demographics

Education near Windham, ME

City County
High School Graduates 97.2 95.67
College Degree - 2 year 13.66 8.86
College Degree - 4 year 38.51 49.81
Graduate Degree 6.71 13.65
Expenditures per Student 17,788 17,788
Students per Teacher 11.4 11.4

Elementary Schools near Windham, ME

Grades Students P/T Ratio ZIP
Congin School PK - 04 425 14.1 04092
Fiddlehead School of Arts & Science PK - 03 79 8.1 04039
Great Falls Elementary School KG - 05 490 14 04038
Mabel I Wilson School KG - 03 537 12.4 04021
Narragansett Elementary School KG - 05 230 12.5 04038
Oxford-Cumberland Canal School KG - 04 316 12.8 04092
Russell School KG - 02 270 12.6 04039
Saccarappa School KG - 04 326 12 04092
Village Elementary School-Gorham KG - 05 440 13.3 04038
Windham Primary School KG - 03 776 14.5 04062

Middle Schools near Windham, ME

Grades Students P/T Ratio ZIP
Gorham Middle School 06 - 08 641 13.4 04038
Gray-New Gloucester Middle School 05 - 08 649 13.1 04039
Greely Middle School 06 - 08 521 10.5 04021
Greely Middle School 4-5 04 - 05 317 12.9 04021
Manchester School 04 - 05 402 14.9 04062
Westbrook Middle School 05 - 08 750 13.6 04092
Windham Middle School 06 - 08 587 13.8 04062

High Schools near Windham, ME

Grades Students P/T Ratio ZIP
Gorham High School 09 - 12 840 13.8 04038
Gray-New Gloucester High School 09 - 12 517 11.8 04039
Greely High School 09 - 12 652 10.7 04021
Westbrook High School 09 - 12 718 12.5 04092
Windham High School 09 - 12 1,023 12.5 04062

Ungraded Schools near Windham, ME

Grades Students P/T Ratio ZIP
Westbrook Regional Technology Center UG - UG 0 0 04092

Demographics near Windham, ME

City County
Neighborhood Type Suburban
Population 18,343 300,776
Population Density 394 360
Median Age 40.7 41.9
People per Household 2.5 2.3
Median Household Income 86,794 80,679
Average Income per Capita 40,662 45,704

Real estate near Windham