89

Windham, ME Homes for Sale

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  • /57

    $829,500

    $90K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    32 Pennywhistle Dr, Windham, ME 04062

    This stunning home is bathed in natural light and beautifully appointed. It was purchased 1 year ago as an unfinished new build 3 bed/1 bath home, that is now transformed into a light, bright 3 bedroom 3 bath (plumbed for a 4th bath in the unfinished high ceilinged daylight basement) with a new sunny primary suite, library, laundry and mudroom.Enter the front door to a 2 story foyer and

    John Hatcher Keller Williams Realty

    32 Pennywhistle Dr, Windham, ME 04062
  • /74

    $839,000

    $80K PRICE DROP
    • 3 Baths
    • 2,746 Sq Ft

    27 Independence Dr, Windham, ME 04062

    4.26 ACRES (potentially sub-dividable) WITH INCOME PRODUCING EFFICIENCY APARTMENT! Built in 2003, the main house offers nearly 2800sqft, 4+ bedrooms, 2.5 baths, a spacious loft with pool table, and a fully finished basement. High-quality Andersen windows fill the home with natural light, while warm wood finishes and generous living spaces create an inviting, comfortable atmosphere. Savor the

    Scott Richard Coldwell Banker Team Real Estate

    27 Independence Dr, Windham, ME 04062
  • /7

    $155,000

    • Land
    • 1.82 Acres
    • $85,165 per Acre

    132 Roosevelt Trail, Windham, ME 04062

    Ideal Commercial Lot. 1.82 acre lot with many possible uses such as professional office, retail sales, day care, warehousing, wireless tower, medical office, residential, convenience, recreation facility and more.

    Suphi Turker Keller Williams Realty

    132 Roosevelt Trail, Windham, ME 04062
  • /15

    $699,000

    Open Fri 11AM - 1PM
    • 2 Beds
    • 2.5 Baths
    • 1,832 Sq Ft

    25 Daybreak Ln Unit 8, Windham, ME 04062

    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

    Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

    25 Daybreak Ln Unit 8, Windham, ME 04062
  • /13

    $157,000

    • Land
    • 1.3 Acres
    • $120,769 per Acre

    48 Johnson Rd, Windham, ME 04062

    Minutes from Portland and North Windham sits this great rectangle roomy 1.3 lot to build your new home upon. Just over 140 feet of road frontage. Come home from a busy day and throw the kayak in the lake for awhile. Note right of way surveyed to encompass the whole side of the peninsula. Area of newer homes. Great investment or to build now! SOIL TESTED SURVEYED

    Stephen Welsh Plowman Realty Group

    48 Johnson Rd, Windham, ME 04062
  • /47

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 2,981 Sq Ft

    24 Leonards Way, Windham, ME 04062

    Enjoy the perfect balance of a quiet lifestyle near the water and local grocery stores, with an effortless commute. Located on a peaceful street just 15 mins to downtown Portland and minutes to Westbrook, this custom home is just 5 mins to Gambo trails & kayak launch. The open main level features a propane fireplace, chef's kitchen with quartz counters and gas range, and a dining area opening to

    Brittany Copp Portside Real Estate Group

    24 Leonards Way, Windham, ME 04062
  • /30

    $379,000

    Open Sun 10:30AM - 12PM
    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    62 Ward Rd, Windham, ME 04062

    Welcome home to this beautifully renovated 3 bedroom Cape, where modern style meets convenience. Completely updated in 2023, this move-in ready home offers the perfect blend of comfort, functionality, and peace of mind; all in a convenient Windham location with easy access to shopping, dining, schools, and commuting routes. Step inside to discover a bright, open main living area that flows

    Carly Chasse Portside Real Estate Group

    62 Ward Rd, Windham, ME 04062
  • /20

    $155,000

    • Land
    • 1.17 Acres
    • $132,479 per Acre

    0 Mimi Ln Unit 1676682, Windham, ME 04062

    Private 1.17-Acre Building Lot in Desirable Windham, MaineDiscover the perfect opportunity to build your dream home on this beautiful 1.17-acre parcel, tucked away on a quiet dead-end road in desirable Windham, Maine. Offering a wonderful balance of privacy, space, and convenience, this property provides the peaceful setting you've been looking for without sacrificing access to everyday

    Jeffrey Mateja Keller Williams Realty

    0 Mimi Ln Unit 1676682, Windham, ME 04062
  • /29

    $489,000

    $36K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,560 Sq Ft

    1 Marzilli Way, Windham, ME 04062

    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.

    David Banks RE/MAX By The Bay

    1 Marzilli Way, Windham, ME 04062
  • /30

    $339,900

    $9K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 798 Sq Ft

    549 Roosevelt Trail, Windham, ME 04062

    New Price! Investor, builder, developers, home buyers! Exceptional opportunity on highly popular Roosevelt Trail with flexible Residential (RM) zoning, offering potential for limited business use, a home occupation, or multi-unit development. This neat, clean, and sun-drenched property sits on a spacious 0.56-acre lot with 137 feet of prime road frontage. An asset for immediate expansion or

    Todd Harvey Pine Tree Realty of Maine

    549 Roosevelt Trail, Windham, ME 04062
  • /40

    $450,000

    • 2 Beds
    • 2 Baths
    • 1,356 Sq Ft

    4 Misty Dr, Gray, ME 04039

    Fresh air, scenic surroundings, and a privately positioned property, paired with easy access to life's conveniences. This cute, structurally solid 2-bedroom, 2-bath ranch is a creative canvas primed for a present-day glow-up! Cozy character & nature views abound inside. You'll adore chatting while cooking in the kitchen & dining area. Seamlessly situated with a lofty ceiling and abundant natural

    Bridget King Jason Miller King + Miller Real Estate

    4 Misty Dr, Gray, ME 04039
  • /40

    $349,900

    Open Sun 10AM - 11:30AM
    • 2 Beds
    • 1.5 Baths
    • 1,088 Sq Ft

    23 Meagans Way Unit 12, Windham, ME 04062

    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

    Peter Mason PO-GO REALTY

    23 Meagans Way Unit 12, Windham, ME 04062
  • /65

    $1,595,000

    New Construction $405K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    20 Ladyslipper Dr, Windham, ME 04062

    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

    Judy George Judy George Realty

    20 Ladyslipper Dr, Windham, ME 04062
  • /2

    $474,000

    • 3 Beds
    • 2.5 Baths
    • 1,540 Sq Ft

    2 Dale Ln Unit 1, Windham, ME 04062

    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

    Marie Flaherty The Flaherty Group

    2 Dale Ln Unit 1, Windham, ME 04062
  • /58

    $385,000

    Open Sun 11AM - 2PM $50K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 632 Sq Ft

    12 Shore Rd, Windham, ME 04062

    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

    Aaron Spiller Rockstar Real Estate

    12 Shore Rd, Windham, ME 04062
  • /49

    $2,200,000

    Coming Soon
    • 5 Beds
    • 5 Baths
    • 4,924 Sq Ft

    274 Pope Rd, Windham, ME 04062

    This beautifully renovated Federal-style home, known as the historic Peter White House, seamlessly blends 1809 heritage with modern luxury. Redesigned by renowned architect John Calvin Stevens in the early 20th century, this landmark estate sits on 11+ pastoral acres in prestigious Windham Hill offering endless possibilities.The recent renovation honors the home's storied past while

    Sandra Wendland Legacy Properties Sotheby's International Realty

    274 Pope Rd, Windham, ME 04062
  • /55

    $539,000

    • 3 Beds
    • 2 Baths
    • 2,052 Sq Ft

    11 Twoey Dr, Windham, ME 04062

    Easy single-level living awaits in this inviting 3-bedroom, 2-bath home. The open-concept layout creates a comfortable flow for everyday living and entertaining, with direct access to a spacious deck featuring a pergola, perfect for summer BBQs, outdoor dining, or relaxing. The lower level adds even more versatility with an incredible media room, plus additional space ideal for a private home

    Susan Lelansky Better Homes and Gardens Real Estate/The Masiello Group

    11 Twoey Dr, Windham, ME 04062
  • /13

    $275,000

    • Land
    • 6,098 Sq Ft
    • $1,964,286 per Acre

    58 Lower Beach Rd, Windham, ME 04062

    Imagine building the home you've always wanted just steps from Highland Lake.Tucked into Windham's sought-after Highland Lake community, 58 Lower Beach Road offers a rare opportunity to create something entirely your own in a setting where lake life becomes part of everyday life. Located just one lot back from the water with points of access to Highland Lake, this is your chance to build

    Andrea Page Keller Williams Realty

    58 Lower Beach Rd, Windham, ME 04062
  • /23

    $575,000

    $50K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,363 Sq Ft

    7 Hall Rd, Windham, ME 04062

    Welcome to this beautifully private and tucked-away retreat, gracefully situated on 1.29 acres of peaceful countryside. Offering 3 spacious bedrooms, 1.5 bathrooms, and a 1-car garage, this charming home provides the perfect blend of comfort, privacy, and convenience. Surrounded by the beauty of a serene rural setting, you can enjoy the tranquility of nature while remaining just moments from

    Kristal Fecteau Coldwell Banker Team Real Estate

    7 Hall Rd, Windham, ME 04062
  • /20

    $520,000

    • 3 Beds
    • 1.5 Baths
    • 1,164 Sq Ft

    104 Harvest Hill Rd, Windham, ME 04062

    Welcome to this adorable Colonial offering 3 bedrooms, 1.5 baths and a bright, open concept with 9' high ceilings. Recent updates include all new windows and doors, flooring on 1st level and 2nd floor hallway and a Vermont Casting woodstove for an additional source of heat. Enjoy the seasonal views of the Western Mountains and amazing sunsets from your front windows or sitting outside in your

    Jason Saphire www.HomeZu.com

    104 Harvest Hill Rd, Windham, ME 04062
  • /14

    $135,000

    $65K PRICE DROP
    • Land
    • 2.11 Acres
    • $63,981 per Acre

    30 Marshall Valley Rd, Windham, ME 04062

    Location, Location, Location!! Welcome to 30 Marshall Valley Road. This 2.11 Acre Buildable Lot has everything from privacy with a country setting, to a babbling brook in the back of the Lot. All perfectly Set off of Highland Cliff Road in Windham!! The Seller has removed the build package from the MLS, and opened the lot up to any sale, any Builder (bring your own Builder), any Developer, or

    William Noone Getty Real Estate Services, LLC

    30 Marshall Valley Rd, Windham, ME 04062
  • /6

    $225,000

    • Land
    • 22,215 Sq Ft
    • $441,176 per Acre

    227 Tandberg Trail, Windham, ME 04062

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

    Jayden Gaudreau American Real Estate

    227 Tandberg Trail, Windham, ME 04062
  • /5

    $299,900

    $25K PRICE DROP
    • Land
    • 34,412 Sq Ft
    • $379,620 per Acre

    1042 Roosevelt Trail, Windham, ME 04062

    This .79 +/- acre lot has deeded rights to pass and repass on foot by the right of way from the County Road to Sebago Lake, and to pass and repass on foot along the shore of said Sebago Lake.The site offers an opportunity to build a spacious new home set back from the road along with an in-home business use and/or accessory apartmentAlternatively, this site offers an opportunity

    Larry Eliason Butts Commercial Brokers

    1042 Roosevelt Trail, Windham, ME 04062
  • /2

    $235,000

    • Land
    • 1.84 Acres
    • $127,717 per Acre

    39 Cook Rd, Windham, ME 04062

    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

    Cristina Eugen Keller Williams Realty

    39 Cook Rd, Windham, ME 04062
  • /50

    $730,000

    • 3 Beds
    • 2 Baths
    • 2,006 Sq Ft

    12 Natalie Ln, Windham, ME 04062

    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

    Timothy Crosta Portside Real Estate Group

    12 Natalie Ln, Windham, ME 04062
  • /6

    $79,900

    • Land
    • 1.97 Acres
    • $40,558 per Acre

    8 Beaulieu Dr, Windham, ME 04062

    Lovely almost 2-acre lot in a great location.Surveyed and town approved. Beaulieu Drive needs to be improved by the buyer to Minor Road Standard. Road plans are available

    Richard Yost NextHome NorthEast Realty

    8 Beaulieu Dr, Windham, ME 04062
  • /49

    $714,000

    $11K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,507 Sq Ft

    21 Land of Nod Rd, Windham, ME 04062

    We call it 'The Tree House'--a ranch built bigger and bolder. Set on nearly 10 private acres, this beautifully renovated home is wide, solid, and built to impress: hardwood floors, solid wood doors, statement glass hardware, a true primary suite, and a kitchen with a gas range made for real cooking. This multi-level layout offers a finished lower level, which adds a bonus room and kitchenette,

    Jessica Falcone Legacy Properties Sotheby's International Realty

    21 Land of Nod Rd, Windham, ME 04062
  • /32

    $294,000

    Open Sat 10AM - 11:30AM $5K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,250 Sq Ft

    26 Whites Bridge Rd, Windham, ME 04062

    Welcome to this beautifully maintained and inviting two-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

    Tiffany Libby Pamela Starnes Signature Homes Real Estate Group

    26 Whites Bridge Rd, Windham, ME 04062
  • /37

    $523,999

    $16K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,052 Sq Ft

    214 Tandberg Trail, Windham, ME 04062

    Welcome to this beautifully maintained, move-in ready home in a highly desirable Windham location. Set back from the road with a spacious driveway, oversized two-car garage, and private backyard, this property combines comfort, privacy, and convenience.The recently renovated kitchen flows seamlessly into the updated living room, creating a bright and inviting space for everyday living and

    Jhon Florez Gracia Maine Real Estate Co

    214 Tandberg Trail, Windham, ME 04062
  • /62

    $949,000

    • 6 Beds
    • 3.5 Baths
    • 3,555 Sq Ft

    35 Woldbrook Dr, Windham, ME 04062

    Just a short ~0.3-mile walk or less than a one-minute drive to Windemere's private sandy beach on Sebago Lake, this exceptional custom Colonial offers the perfect blend of luxury, craftsmanship, and the Maine lake lifestyle. Welcome to Windemere, one of Sebago Lake's most sought-after private lakefront communities.Offering 3,555 square feet of beautifully finished living space, this

    Luke Hayward Portside Real Estate Group

    35 Woldbrook Dr, Windham, ME 04062
  • /5

    $749,900

    • Land
    • 8.85 Acres
    • $84,734 per Acre

    0 Hall Rd, Windham, ME 04062

    Build your dream home--or explore the potential for future development--on this exceptional 8.85-acre parcel in desirable Windham. Situated on a paved, town-maintained side street, this expansive property offers a rare combination of privacy, convenience, and natural beauty. With over 400 feet of owned frontage along the scenic Pleasant River, you'll enjoy a picturesque setting perfect for

    Lauren Kelley Dream Home Realty LLC

    0 Hall Rd, Windham, ME 04062
  • /32

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 1,736 Sq Ft

    11 Belvedere Dr, Windham, ME 04062

    Well maintained and thoughtfully designed, this Colonial offers a functional layout, quality finishes, and room to grow. The main floor features an open living area with a spacious kitchen offering a large island, granite countertops, and stainless steel appliances. The living room is anchored by a gas fireplace and the adjacent dining room opens directly to the elevated back deck, making it easy

    Daniel Weber Nicholas Laverriere Keller Williams Realty

    11 Belvedere Dr, Windham, ME 04062
  • /31

    $549,000

    $50K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,216 Sq Ft

    1112 Roosevelt Trail Unit 16, Windham, ME 04062

    Some properties sell a house. This one sells a lifestyle. Set on the shores of Sebago Lake with your own boat mooring, sandy beach access, and sweeping views of the water and mountains beyond, this condominium offers four seasons of the good life -- boating and swimming in summer, ice fishing and snowshoeing in winter, and quiet lakefront mornings year-round. Inside, hardwood floors and lake

    David Banks RE/MAX By The Bay

    1112 Roosevelt Trail Unit 16, Windham, ME 04062
  • /40

    $459,900

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,426 Sq Ft

    14 Voyager Ln Unit 14, Windham, ME 04062

    Move in ready, three years young, 3 bed 2.5 bath home with beautiful kitchen, large deck with nice yard in an incredible convenient location. This home is spotless and freshly painted. Just six units total in the entire association so you get all the upside of condo living without that big association feel.

    Richard Yost NextHome NorthEast Realty

    14 Voyager Ln Unit 14, Windham, ME 04062
  • /43

    $1,199,000

    • 3 Beds
    • 5 Baths
    • 3,036 Sq Ft

    58 Lower Beach Rd, Windham, ME 04062

    The lake house, elevated. Discover a striking new construction opportunity just one lot back from Highland Lake in Windham with rights of way to the lake. Shared water access to Highland Lake, The exact location, extent, and amount of shared water frontage are currently being confirmed by the attorney. This thoughtfully designed and town-approved 3,036-square-foot residence offers 3 bedrooms, 4.5

    Andrea Page Keller Williams Realty

    58 Lower Beach Rd, Windham, ME 04062
  • /19

    $650,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    78 Lakeside Dr, Windham, ME 04062

    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

    Ciara Sanfino Engel & Volkers Portsmouth

    78 Lakeside Dr, Windham, ME 04062
  • /14

    $445,000

    $50K PRICE DROP
    • Land
    • 9.4 Acres
    • $47,340 per Acre

    0 Tavern Hill, Windham, ME 04062

    Large 9.4 +/-acre tract with 908' frontage meets the dimensional standards for up to four lots, each requiring minimum 200' frontage and 1.84 acres.Great opportunity for a home builder to construct several homes or a buyer to build his/her home and split off the remainder for multiple lots.Tavern Hill is a private road with a homeowners association.A nearly six acre lot

    Michael Rogers EXP Realty

    0 Tavern Hill, Windham, ME 04062
  • /28

    $1,100,000

    • 4 Beds
    • 4 Baths
    • 3,300 Sq Ft

    Lot 2 Betty Ln, Windham, ME 04062

    Welcome to the final opportunity to own a brand-new home in Edgewood Estates, one of Windham's most sought-after communities. More than a neighborhood, Edgewood Estates is a thoughtfully crafted enclave where timeless architecture, generous homesites, and Maine's natural beauty come together to create a place where life's next chapter begins.One of the most exceptional advantages of

    Andrea Page Keller Williams Realty

    Lot 2 Betty Ln, Windham, ME 04062
  • /35

    $525,000

    • 3 Beds
    • 1 Bath
    • 1,731 Sq Ft

    29 Lake Ave, Windham, ME 04062

    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

    Austin Hanthorn Redfin Corporation

    29 Lake Ave, Windham, ME 04062
  • /44

    $649,900

    Open Sat 11AM - 1PM Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,772 Sq Ft

    27 Motorcycle Dr, Windham, ME 04062

    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 it's 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

    Janisa Geyer Berkshire Hathaway HomeServices Verani Realty

    27 Motorcycle Dr, Windham, ME 04062

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