38

Windham, ME Homes for Sale with Acreage

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  • /29

    $614,999

    • 3 Beds
    • 2.5 Baths
    • 3,099 Sq Ft

    20 Bittersweet Way, Windham, ME 04062

    Tucked away in desirable Sebago Heights, this beautifully designed home offers the perfect balance of privacy, space, and convenience—just minutes to Sebago Lake and an easy commute to Portland. Inside, you'll find 3 spacious bedrooms plus a finished attic that offers incredible flexibility and could easily be converted into a 4th bedroom, home office, or bonus space. The main living area

    Agent Photo

    Ashley Fearon

    A Team Realty

    (207) 690-5511

    20 Bittersweet Way, Windham, ME 04062
  • /7

    $370,000

    • Land
    • 2.42 Acres
    • $152,893 per Acre

    lot #8 Bedrock Terrace, Windham, ME 04062

    Prime commercial opportunity just outside of North Windham! This 2.42-acre lot is ready for development and offers endless potential in a highly desirable Enterprise Development District. The open, flat terrain provides easy buildability, featuring public water, Phase 3 power, and paved road access for convenience and functionality. Zoned for a wide range of uses — including automotive

    Agent Photo

    Ashley Fearon

    A Team Realty

    (207) 817-2770

    lot #8 Bedrock Terrace, Windham, ME 04062
  • /21

    $620,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,582 Sq Ft

    30 Motorcycle Dr, Windham, ME 04062

    Welcome to this thoughtfully designed new construction home set on a private 3.89-acre wooded lot, offering the perfect balance of peaceful surroundings and close proximity to town. With 1,582 square feet of living space, this 3-bedroom, 2.5-bath home features a bright, open, and sunny layout ideal for modern living. The main level offers an open-concept living area, a well-appointed kitchen, and

    Agent Photo

    Nicholas Dambrie

    Keller Williams Realty

    (207) 218-0410

    30 Motorcycle Dr, Windham, ME 04062
  • /52

    $950,000

    • 5 Beds
    • 2.5 Baths
    • 3,680 Sq Ft

    93 River Rd, Windham, ME 04062

    Welcome to the Parson Smith Homestead, a historically preserved 1764 home located on 124 acres of hayfields, forest, and river frontage. Formerly a house museum, it is a textbook example of colonial architecture. Featuring an interior finished in stages that depicts 4 distinct architectural periods; Georgian, Federal, Greek Revival, and Victorian. The grand staircase is flanked by formal parlors

    Frank Hennings Coldwell Banker Realty

    93 River Rd, Windham, ME 04062
  • /66

    $767,000

    • 3 Beds
    • 2.5 Baths
    • 2,831 Sq Ft

    99 Land of Nod Rd, Windham, ME 04062

    Move in ready & neat as a pin! A 'must see' on the list!...This 2003, custom built, well maintained, colonial home has been enjoyed by the same couple since it was built! Located in a pastoral, residential neighborhood setting yet close to shopping & services, in Windham & greater Portland. 20mins to turnpike access or hop onto nearby USrt302 to head to points west! The home offers 3 bedrooms,

    Mark Moody Better Homes & Gardens Real Estate/The Masiello Group

    99 Land of Nod Rd, Windham, ME 04062
  • /9

    $180,000

    • Land
    • 2 Acres
    • $90,000 per Acre

    000 Falmouth Rd, Windham, ME 04062

    Are you ready to build your dream home in Windham? This is the place for you! Abutting two other large wooded parcels, this two acre property has been soil and wetland tested and has a well identified build site. Buy soon so that you'll be ready to break ground when the snow melts

    Bennett Wade Keller Williams Realty

    000 Falmouth Rd, Windham, ME 04062
  • /11

    $2,250,000

    • Land
    • 5.91 Acres
    • $380,711 per Acre

    0 Turning Leaf Dr Unit 1640377, Windham, ME 04062

    •Approved State and Town for a 9,018± SF commercial building, including DEP, DOT, and Portland Water District•DEP & DOT permits approved in 2023 for the 2 building concept•Commercial District 1 Zoning suitable for a variety of uses•Rare parcel of land in one of Maine's fastest growing communities•Easy access to I-95 and other major corridors•Growing community with strong

    Michael Anderson Malone Commercial Brokers, Inc.

    0 Turning Leaf Dr Unit 1640377, Windham, ME 04062
  • /82

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 2,832 Sq Ft

    17 Inland Farm Rd, Windham, ME 04062

    Welcome to this recently updated Custom Colonial which Radiates Classic Architectural Charm, Warmth & Easy Living Elegance on a beautifully landscaped private lot nestled into a private neighborhood, JUST MINUTES FROM THE FALMOUTH TOWN LINE, SEBAGO LAKE & RICHARDSONS MARINA, close to town shopping & entertainment, Lakes Region amenities, & easy commuting to Greater Portland & the Jetport. You

    Daniel McLellan Plowman Realty Group

    17 Inland Farm Rd, Windham, ME 04062
  • /15

    $300,000

    • 2 Beds
    • 1 Bath
    • 1,297 Sq Ft

    16 Davis Ave, Windham, ME 04062

    Welcome to 16 Davis Ave. This affordable 2 bedroom home is ready for your updates! The home sits on a quiet private road, with a large back yard. Conveniently located to Portland, the Turnpike and the Sebago Lakes region making it easy to get to work or play.

    James McAleney Cottage & Co Real Estate

    16 Davis Ave, Windham, ME 04062
  • /23

    $599,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,284 Sq Ft

    25 Driftwood Ln Unit 19, Windham, ME 04062

    Still a limited time to pick your finishes in this luxury new construction condo! Welcome to The Cove at Highland Lake! A first of its kind 55+ Lakefront Community nestled on the pristine shores of Highland Lake. Rough mechanicals and drywall are now complete at 25 Driftwood (Unit 20 on Site Map) making this unit perfect for Quick Spring Delivery! The YORK offers true one level, low barrier

    Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

    25 Driftwood Ln Unit 19, Windham, ME 04062
  • /7

    $115,000

    • Land
    • 1.26 Acres
    • $91,270 per Acre

    2 Candlewyck Rd, Windham, ME 04062

    Beautiful land in the same family for multiple generations! A genuine slice of pure Maine to build your dreams upon, yet only 25 minutes to Portland. Ideal location to lakes, mountains, bars and eateries and entertainment! If you've been having a challenge finding a genuine buildable lot - without wetland or complications - then look no further. Located in a popular neighborhood. Gentle treed

    Deborah Meek Keller Williams Realty

    2 Candlewyck Rd, Windham, ME 04062
  • /22

    $469,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    Windham, ME 04062

    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 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

    Marie Flaherty The Flaherty Group

    Windham, ME 04062
  • /3

    $429,000

    • Land
    • 3.7 Acres
    • $115,946 per Acre

    99 Enterprise Dr, Windham, ME 04062

    The parcel has water stubbed at the road and a gravel curb cut already installed. Ideal location for manufacturing, private warehousing and high bay boat storage.

    Larry Eliason Butts Commercial Brokers

    99 Enterprise Dr, Windham, ME 04062
  • /25

    $879,000 New Construction

    • 3 Beds
    • 3 Baths
    • 2,314 Sq Ft

    22 Daybreak Ln Unit 11, Windham, ME 04062

    NEW CONSTRUCTION CONDO NOW AVAILABLE FOR SUMMER 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

    Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

    22 Daybreak Ln Unit 11, Windham, ME 04062
  • /7

    $90,000

    • Land
    • 1.97 Acres
    • $45,685 per Acre

    8 Beaulieu Dr, Windham, ME 04062

    Buildable lot in great location-- surveyed and town approved. Great location that is close to everything. Beaulieu Drive must be improved to build upon this lot. Road plans and an estimate are in the disclosures.

    Dustin Bulley NextHome NorthEast Realty

    8 Beaulieu Dr, Windham, ME 04062
  • /26

    $600,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,866 Sq Ft

    4 Patriot Dr, Windham, ME 04062

    4 Patriot Drive is more than just a renovation; it's a place to call home! This 3-bedroom, 2.5-bathroom haven has been thoughtfully updated from top to bottom, featuring a gorgeous updated kitchen and pristine finishes that allow you to move in and relax immediately. Set on nearly two acres at the end of a peaceful cul-de-sac, the property offers endless room for gardening, play, or simply

    Rick Dow Keller Williams Realty

    4 Patriot Dr, Windham, ME 04062
  • /15

    $550,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    30 Marshall Valley Rd, Windham, ME 04062

    Build Your Dream Home With One Of Maines's Premier Builders!! Welcome To 30 Marshall Valley Road. This ''Similar To Be Built'' 1620 sqft.+/-, 3 bedroom,1.5 bath ranch with oversized 30'x24' 2 car garage is perfectly set on a private 2.11 acre+/- lot. Enjoy all of the luxury of a new build by being able to choose your own colors and amenities, flooring, countertops and kitchen design!! (See

    William Noone Getty Real Estate Services, LLC

    30 Marshall Valley Rd, Windham, ME 04062
  • /3

    $695,000

    • Land
    • 3.82 Acres
    • $181,937 per Acre

    55 Page Rd, Windham, ME 04062

    Commercial Zone 1 acreage with a Ranch style building with two garages and a shed.

    Tom Noonan Allied Real Estate

    55 Page Rd, Windham, ME 04062
  • /2

    $525,000

    • Land
    • 49.7 Acres
    • $10,563 per Acre

    Lot 4 Highland Cliff Rd, Windham, ME 04062

    Welcome To Lot 4 Highland Cliff Road. This Beautiful 49.7 +/- Acre Parcel Has A Lot Of Options. Located in Windham off of the very popular Highland Cliff Road, Property is partially through the subdivision process as Phase 2 of the Canada Hill Subdivision, but very developable as a new subdivision (Talk to the planning board), or even just a very private spacious single lot. There is also an

    William Noone Getty Real Estate Services, LLC

    Lot 4 Highland Cliff Rd, Windham, ME 04062
  • /22

    $545,000

    • 2 Baths
    • 1,408 Sq Ft

    324 Roosevelt Trail, Windham, ME 04062

    Great opportunity for contractor, Landscaper or investor. One could also live in one unit or rent both for income and create other opportunities with acreage and location. Currently 2 one bedroom apartments and an oversized garage. Lots of land for storage or expansion. Property is located in Farm Zone

    Michael Jacobson Kre Brokerage Group

    324 Roosevelt Trail, Windham, ME 04062
  • /60

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 1,862 Sq Ft

    15 Worcester Dr, Raymond, ME 04071

    Spectacular whole log home on one of Little Sebago's largest and most private lots. Soaring vaulted ceilings with hand hewn logs, skylights and an open floor plan. Woodstove for those chilly fall or winter nights. Huge covered farmers porch and a fenced in back yard for your furry friends. Over 200 feet of desirable sandy frontage on Little Sebago Lake

    Karen Tufts Coldwell Banker Team Real Estate

    15 Worcester Dr, Raymond, ME 04071
  • /29

    $499,000

    • 3 Beds
    • 1 Bath
    • 1,304 Sq Ft

    18 Cook Rd, Windham, ME 04062

    Move in ready at its finest! Set on a private lot, in a great location, this home is ready for new owners. With an efficient layout, this home will be low maintenance for years to come. Schedule your showing today!

    Malachi Winslow Keller Williams Realty

    18 Cook Rd, Windham, ME 04062
  • /58

    $834,900

    • 4 Beds
    • 2.5 Baths
    • 3,128 Sq Ft

    29 Victoria Ln, Windham, ME 04062

    This beautifully designed sprawling ranch offers a functional and inviting layout. The primary suite is privately situated at one end of the home, featuring dual sinks and separate his-and-her closets for comfort and convenience. At the heart of the home, the kitchen, dining, living room, and a versatile bonus room create an open flow, perfect for both everyday living and entertaining. The

    Debra Bateman RE/MAX Shoreline

    29 Victoria Ln, Windham, ME 04062
  • /41

    $830,000

    • 4 Beds
    • 2.5 Baths
    • 3,049 Sq Ft

    18 Victoria Ln, Windham, ME 04062

    Welcome to 18 Victoria Lane — an immaculately maintained home offering generous living space, modern amenities, and exceptional convenience to Windham, Portland, the Lakes Region, and Maine's beautiful coastline. Step inside to a bright, inviting first floor featuring a spacious living room, a beautifully updated kitchen with granite countertops and newer appliances, a private laundry room, and

    Colin McKeith Oberg Insurance & Real Estate Agency, Inc.

    18 Victoria Ln, Windham, ME 04062
  • /28

    $289,900

    • 1 Bed
    • 1 Bath
    • 2,674 Sq Ft

    66 James Way, Windham, ME 04062

    Versatile Quonset Hut-Style Building - Live & Work Opportunity. Discover a unique chance to combine home and business under one roof! This 2,000 sq. ft. Quonset hut-style building offers the perfect setup for contractors, landscapers, machine shops, manufacturing, grow operations, or countless other uses. The building features radiant floor heat, excellent insulation, and bright lighting

    Fred Andrews Spectrum Real Estate

    66 James Way, Windham, ME 04062
  • /51

    $765,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    1 Friendly Way (On Land of Nod ), Windham, ME 04062

    Welcome to 1 Friendly Way — South Windham's newly built, luxury modern-style bungalow located on Land of Nod Road, a quiet street just five minutes from Highland Lake and approximately two miles from the public boat launch on the Falmouth side. This 2,016 sq. ft. floor plan offers a first-floor open concept layout with a gas fireplace and real oak hardwood flooring, along with a beautiful

    Sandra Reid Coldwell Banker Realty

    1 Friendly Way (On Land of Nod ), Windham, ME 04062
  • /13

    $665,000

    • 4 Beds
    • 2 Baths
    • 3,444 Sq Ft

    14 Emerson Dr, Windham, ME 04062

    Unique opportunity to own this 2005 built Contemporary located on Collins Pond with over 200 feet of water frontage.Boasting a Single Family home with attached apartment and over 3,000 square feet of finished space the possibilities are endless. Property is currently occupied and being sold at auction site with no access. No Trespassing, do not disturb the occupants.

    Justin Robbins Excellence Realty

    14 Emerson Dr, Windham, ME 04062
  • /22

    $469,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    6 Dolley Farm Rd Unit 6, Windham, ME 04062

    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 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

    Marie Flaherty The Flaherty Group

    6 Dolley Farm Rd Unit 6, Windham, ME 04062
  • /58

    $449,999

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft

    5 Cardinal Ln, Windham, ME 04062

    Welcome to 5 Cardinal Lane! If location is what you're looking for this property has it. Quick and easy to all Portland has available for your enjoyment. This property has a beautiful yard with plenty of room for entertainment! The off-street location allows for lots of play space. This location is easy to the Jetport and the turnpike. The snowmobile trail is accessible right from your driveway!

    Anne Daigle Coldwell Banker Realty

    5 Cardinal Ln, Windham, ME 04062
  • /14

    $699,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,339 Sq Ft

    1 Daybreak Ln Unit 1, Windham, ME 04062

    Quick Delivery Available for late fall 2025! New Construction Lakefront Condo Community underway NOW! Welcome to The Cove at Highland Lake: where low maintenance lake-life meets Portland-proximate convenience! The Freeport model, our largest single level 2 Bed/2 Bath floor plan comes standard with 1340+/- sq ft of living area, a large open concept living area with a spacious kitchen, soft-close

    Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

    1 Daybreak Ln Unit 1, Windham, ME 04062
  • /5

    $120,000

    • Land
    • 1.16 Acres
    • $103,448 per Acre

    1 Candlewyck Rd, Windham, ME 04062

    A genuine slice of pure Maine to build your dreams upon! Having difficulty finding a genuine buildable lot - without wetland or complications - then look no further. One of two lots for sale in a popular Highland Lake Community. Gentle treed slope providing natural privacy would suit a walk-out basement - quiet and picturesque ideal for nature lovers and dog lovers. Walk miles on the lake roads

    Deborah Meek Keller Williams Realty

    1 Candlewyck Rd, Windham, ME 04062
  • /16

    $950,000

    • Land
    • 2.61 Acres
    • $363,985 per Acre

    Lot #1 Chamberlain Dr, Windham, ME 04062

    Seize this incredible opportunity to acquire 2.61 acre surveyed parcel of prime land, is perfectly suited for residential or commercial development. Located just off Route 302 and Tandberg Trail, this highly visible and accessible property offers zoning flexibility with the potential to construct 60- 64 residential units, mixed use or retail/ flex commercial buildings in a growing area with

    Marc Fishman Keller Williams Realty

    Lot #1 Chamberlain Dr, Windham, ME 04062
  • /14

    $175,000

    • Land
    • 2.11 Acres
    • $82,938 per Acre

    30 Marshall Valley Rd, Windham, ME 04062

    Location, Location, Location!! Welcome to 30 Marshall Valley Road. This 2.11 Acre Lot has everything from privacy, and a country setting to a babbling brook in the back of the Lot. All perfectly Set off of Highland Cliff Road in Windham!! Build your dream home with one of Maine's premiere Builders. (See MLS #1633184 Residential for a similar to be built build package). Many designs and floorplans

    William Noone Getty Real Estate Services, LLC

    30 Marshall Valley Rd, Windham, ME 04062
  • /32

    $545,000

    • 3 Beds
    • 2 Baths
    • 2,162 Sq Ft

    34 Trails End Rd, Windham, ME 04062

    Many uses possible for this home. Second floor of garage would make a great apartment or in-law . also the daylight basement has a separate entrance and could have many uses.Zoning allows for many uses.

    Tom Noonan Allied Real Estate

    34 Trails End Rd, Windham, ME 04062
  • /65

    $470,000

    • 2 Beds
    • 2 Baths
    • 2,703 Sq Ft

    26 Marshall Valley Rd, Windham, ME 04062

    Great Opportunity, Motivated Sellers, In An Amazing Windham Location!! Welcome to 26 Marshall Valley Road. This 2 bedroom, 2 bath split level cape has a ton of charm. The open concept living room with wood wrapped beams, and a wood stove, along with the formal dining room both have spacious cathedral ceilings. Next you go to the well lit kitchen with island and granite tops throughout, that leads

    William Noone Getty Real Estate Services, LLC

    26 Marshall Valley Rd, Windham, ME 04062
  • /22

    $769,000 New Construction

    • 2 Beds
    • 2 Baths
    • 2,339 Sq Ft

    18 Daybreak Ln Unit 13, Windham, ME 04062

    NEW CONSTRUCTION CONDOS - MUST SEE LAKEFRONT DEVELOPMENT! Welcome to The Cove at Highland Lake: where low maintenance lake-life meets Portland-proximate convenience! The Freeport model, our largest single level 2 Bed/2 Bath floor plan comes standard with 1340+/- sq ft of living area, a large open concept living area with a spacious kitchen, soft-close cabinetry, Energy Efficient LED Lighting &

    Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

    18 Daybreak Ln Unit 13, Windham, ME 04062
  • /55

    $387,400

    • 3 Beds
    • 1 Bath
    • 1,720 Sq Ft

    65 Batchelder Rd, Windham, ME 04062

    Cozy 3-Bedroom Ranch on 1.97 Acres with Incredible Views and Total PrivacyTucked at the very end of a private road, this secluded 3-bedroom, 1-bath ranch (built in 1994) and offers the kind of privacy that's hard to find — while still being close to everything. Inside, you'll find an open concept living room, kitchen, and dining area with a cathedral ceiling that makes the space feel bright

    Steve Levine American Real Estate

    65 Batchelder Rd, Windham, ME 04062
  • /12

    $799,000 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,832 Sq Ft

    23 Daybreak Ln Unit 23, 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 nearly complete at 23 Daybreak Lane! Truly our most decades long and spaciously flexible option, the WINDHAM homes offer both first and second floor primary suite options. Multi-generational, Companion, and Guest Friendly, owners of these units can

    Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

    23 Daybreak Ln Unit 23, Windham, ME 04062

Home Trends in Windham, ME

Housing Trends

Median Sale Price
$515,000
Median Single Family Sale Price
$546,750
Median Townhouse Sale Price
$625,000
Median 2 Bedroom Sale Price
$389,500
Median 1 Bedroom Sale Price
$775,434
Average Price Per Sq Ft
$318
Number of Homes for Sale
36
Last 12 months Home Sales
293
Months of Supply
1.50
Median List Price
$525,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
8%
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