38

Windham, ME Homes for Sale with Acreage

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  • /78

    $899,000

    • 4 Beds
    • 5 Baths
    • 3,496 Sq Ft

    20 Motorcycle Dr, Windham, ME 04062

    Welcome to 20 Motorcycle Drive—an exceptional custom colonial farmhouse nestled on 7.6 private acres at the end of a quiet dead-end road. This 4-bedroom, 3-bathroom home offers 3496 square feet above grade and 1120 below grade of thoughtfully designed living space, perfect for those seeking comfort, functionality, and a peaceful rural lifestyle. Inside, you'll find a spacious layout featuring a

    Agent Photo

    Nicholas Dambrie

    Keller Williams Realty

    (207) 606-7264

    20 Motorcycle Dr, Windham, ME 04062
  • /73

    $1,095,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 4,520 Sq Ft

    11 Oxford Rd, Windham, ME 04062

    Enjoy shared access to one of Maine's most sought-after lakes. This stunning property includes access to Sebago Lake with three sections of private beaches exclusively for residents. You can moor your boat or join the waitlist for a dock space.Tucked away on 4.93 acres in a quiet, desirable neighborhood, this renovated home offers over 4,100 square feet above ground plus 400 square feet of

    Bailey Pate Maine Real Estate Co

    11 Oxford Rd, Windham, ME 04062
  • /74

    $1,099,000

    • 3 Beds
    • 3.5 Baths
    • 4,568 Sq Ft

    16 Gin Mill Ln, Windham, ME 04062

    Endless possibilities to tailor the layout to your needs! The seller is offering a custom home package through their company, White Dog Building, to help bring your vision to life at this serene and beautiful Mill Pond setting! Enjoy year-round stillness and tranquility on 2.5 acres with 285ft of owned water frontage, ideal for a dock and swimming, with additional access to an association beach

    Stacy Salvo Portside Real Estate Group

    16 Gin Mill Ln, Windham, ME 04062
  • /68

    $1,060,000

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    594 River Rd, Windham, ME 04062

    Dont miss this rare large waterfront property set aside the Presumpscot River as it flows from Big Sebago to the Sea. This large property offers +-844 feet of roadfront and +-742 feet of river frontage (per town) plus an Island! What a great place to send the kids as the girl scouts used to do when they used the property years ago. A two bedroom cottage with well and septic, a couple storage

    stephen welsh Maine Real Estate Experts

    594 River Rd, Windham, ME 04062
  • /51

    $1,139,000

    • 4 Beds
    • 2.5 Baths
    • 3,299 Sq Ft

    65 Sky Dr, Windham, ME 04062

    A like-new custom home, meticulously designed, that makes an unforgettable statement in one of the most sought-after Lakes Region neighborhoods. Located just minutes from the charm of downtown Windham, this stunning property is ideally positioned just a mile away from all the conveniences of the town center, and offers the best of both worlds—seclusion and accessibility. You'll enjoy the peaceful

    Bruce Davis Engel & Volkers Casco Bay

    65 Sky Dr, Windham, ME 04062
  • /70

    $595,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,001 Sq Ft

    10 Riverside Ridge Rd, Windham, ME 04062

    OPEN HOUSE - Saturday, 6/7, 11am-1pm. Don't miss this beautifully maintained home nestled on a spacious and attractively landscaped lot in a highly convenient location. This property offers a perfect blend of comfort, functionality, and outdoor enjoyment. Large, open-concept kitchen and living room ideal for entertaining and everyday living. The kitchen features oversized island with granite

    Matthew DiBiase Landing Real Estate

    10 Riverside Ridge Rd, Windham, ME 04062
  • /70

    $635,000

    • 4 Beds
    • 2.5 Baths
    • 2,195 Sq Ft

    33 Webb Rd, Windham, ME 04062

    Beautifully maintained Colonial on a spacious and private lot offers the perfect blend of comfort, style, and convenience. Inviting open-concept layout filled with natural light. First-floor primary bedroom features a full en-suite bath, offering convenience and privacy, while the second-floor laundry adds everyday practicality. Enjoy outdoor living at its finest with a spacious backyard complete

    Matthew DiBiase Landing Real Estate

    33 Webb Rd, Windham, ME 04062
  • /88

    $1,495,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 4.5 Baths
    • 4,463 Sq Ft

    18 Woldbrook Dr, Windham, ME 04062

    Lakeside luxury meets everyday comfort in this custom-built home designed for living, relaxing, and entertaining—all just a stone's throw (or golf cart ride) from Sebago Lake.Set in one of the area's premier communities, this spacious 5-bedroom, 4.5-bath home offers a perfect blend of elegance and practicality, with a layout that flows beautifully from one inviting space to the next.The grand

    Callan Cassidy Waypoint Brokers Collective

    18 Woldbrook Dr, Windham, ME 04062
  • /44

    $689,000

    • 3 Beds
    • 2 Baths
    • 2,331 Sq Ft

    29 Montgomery Rd, Windham, ME 04062

    An actual ''House of Seven Gables'' is now for sale in Windham. This home shows very well and has 1,000 SF on the second floor of the garage that could be finished for an ADU or many other living spaces. The lot is mostly lawn and there is an above ground pool, a large deck and a pond down by the brook.

    Tom Noonan Allied Real Estate

    29 Montgomery Rd, Windham, ME 04062
  • /9

    $140,400

    • Land
    • 1.43 Acres
    • $98,182 per Acre

    14 Vista Dr, Windham, ME 04062

    1.4 acres with 1152 Sf shop/barn/garage waiting for your development ideas Near Highland Lake, 15 minutes from Portland, come see it today!

    Bryce Hamilton Coldwell Banker Realty

    14 Vista Dr, Windham, ME 04062
  • /64

    $396,000

    • 3 Beds
    • 1.5 Baths
    • 2,240 Sq Ft

    514 Gray Rd, Windham, ME 04062

    3 bedroom ranch with 2 car garage and two storage sheds. Partially finished full walkout basement. Great location close to schools, shopping and Portland.

    Peter Forbes Pine Tree Realty of Maine

    514 Gray Rd, Windham, ME 04062
  • /32

    $450,000

    • 2 Beds
    • 2 Baths
    • 964 Sq Ft

    11 Loon Ln, Windham, ME 04062

    Discover the perfect blend of comfort, convenience, and carefree living in this stunning 2-bedroom, 2-bath condo, ideally situated in Windham's premier 55+ association. Skip the hassles of new construction—this beautifully maintained, like-new unit offers an efficient open floor plan designed for easy, maintenance-free living. Step inside to find a bright and sunny kitchen featuring a spacious

    Alicia Frech Ramsey Pulkkinen A Team Realty

    11 Loon Ln, Windham, ME 04062
  • /9

    $179,000

    • Land
    • 1.14 Acres
    • $157,018 per Acre

    18 Pine Dr, Windham, ME 04062

    Buildable Lot with Lake Access Just 15 Minutes from PortlandLooking for lake access without the long drive? This is it. Located just over the Falmouth line and minutes from Portland, this wooded and level lot offers immediate access to Highland Lake and is ready for your dream home—or home with ADU. According to the Town of Windham, the lot is grandfathered and buildable, making this a rare

    Tom Landry Benchmark Real Estate

    18 Pine Dr, Windham, ME 04062
  • /8

    $200,000

    • Land
    • 1.60 Acres
    • $125,000 per Acre

    68 Sky Dr, Windham, ME 04062

    Discover the perfect blend of privacy and convenience with this 1.6-acre parcel of land. This lot offers the tranquility of nature while being just minutes away from local amenities. Boundaries defined with visible pins. Minutes from North Windham for shopping, dining and entertainment. Close to nearby lakes for boating, fishing and swimming. Under 10 minutes to I-95.*Town has not officially

    Hannah Richard Locations Real Estate Group LLC

    68 Sky Dr, Windham, ME 04062
  • /79

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 3,039 Sq Ft

    9 Strawberry Ln, Windham, ME 04062

    Spend your days during all four of Maine's vibrant seasons relaxing in your new home overlooking the Elizabeth Farms Pond. This spacious property on Strawberry Lane boasts 3 large bedrooms, including a substantial primary suite with a walk-in closet, full bathroom and a loft which would make the ideal office, reading nook or craft area. Among the bedrooms and common bathroom on the 2nd floor,

    Katie Brooke Vitalius Real Estate Group, LLC

    9 Strawberry Ln, Windham, ME 04062
  • /14

    $200,000

    • Land
    • 2.11 Acres
    • $94,787 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. (Build Package Coming Soon). Sale is contingent on the Buyer coming to terms and entering into a

    William Noone Getty Real Estate Services, LLC

    30 Marshall Valley Rd, Windham, ME 04062
  • /60

    $2,100,000

    • 3 Beds
    • 2.5 Baths
    • 1,984 Sq Ft

    7 Passby Point Rd, Windham, ME 04062

    Having one of the most exquisite views on Little Sebago Lake, this property has it all! Over 200' of open frontage. Ideal for entertaining, the gorgeous stone patio includes a gas fire pit & plenty of room for your guests to enjoy tremendous sunsets. The sellers have even hosted several weddings at this beautiful location. The interior of the home has been completely updated from top to bottom

    Claire Zegouros Maine Real Estate Experts

    7 Passby Point Rd, Windham, ME 04062
  • /71

    $609,999

    • 3 Beds
    • 2.5 Baths
    • 2,772 Sq Ft

    27 Motorcycle Dr, Windham, ME 04062

    Spacious and beautiful large ranch home set in a peaceful rural location. This 3-bedroom, 2.5-bathroom property offers a perfect blend of modern comfort and timeless charm. Inside, you'll find a thoughtful mix of wood, luxury vinyl plank (LVP), and tile flooring, creating a warm and inviting atmosphere throughout. The home features an open and updated kitchen and new appliances, ideal for both

    Michael Cloutier Coldwell Banker Realty

    27 Motorcycle Dr, Windham, ME 04062
  • /7

    $115,000

    • Land
    • 1.97 Acres
    • $58,376 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
  • /7

    $189,900

    • Land
    • 6 Acres
    • $31,650 per Acre

    90 Smith Rd, Windham, ME 04062

    Here is your opportunity to build or bring your home to a large 6 acre lot. This lot is newly created form a larger lot split from 88 Smith road which is also for sale. Driveway is grubbed out and ready for your plans. Property has recently been subdivided to create the parcel. Soils have been done and septic plan is attached.

    Michael Jacobson Kre Brokerage Group

    90 Smith Rd, Windham, ME 04062
  • /49

    $619,000

    • 4 Beds
    • 3.5 Baths
    • 3,030 Sq Ft

    18 Marshall Valley Rd, Windham, ME 04062

    Welcome to 18 Marshall Valley Rd! An entertainers dream, this home has it all with space for everyone! Step inside to the light filled foyer and well designed first floor. Just upstairs you'll find 3 bedrooms including a master with on-suite bathroom and walk in closet. In addition to the 2nd floor bedrooms there's an office and additional full bathroom with laundry hook-up. A fourth bedroom,

    Brandon Robb Samantha Mckague Real Broker

    18 Marshall Valley Rd, Windham, ME 04062
  • /19

    $174,000

    • Land
    • 4.57 Acres
    • $38,074 per Acre

    163A Highland Cliff Rd, Windham, ME 04062

    Rare opportunity to build your dream home on 4.5 acres in one of Windham's most sought-after rural neighborhoods. This parcel has 340 feet of frontage on scenic Highland Cliff Road. Enjoy a rural lifestyle within easy walking distance of Bumbleroot Organic Farm's Saturday markets, but less than 10 minutes to Westbrook, less than 15 minutes to the Turnpike, and only 25 minutes to downtown

    Andrea Elder-Bruns Getty Real Estate Services, LLC

    163A Highland Cliff Rd, Windham, ME 04062
  • /21

    $100,000

    • Land
    • 2.36 Acres
    • $42,373 per Acre

    135 River Rd, Windham, ME 04062

    Unlock the potential of this back lot, with ROW to River Road in order to build your dream home. Situated near the Windham / Westbrook line, this is an opportunity to build in a wooded private setting yet convenient to Portland, Westbrook, Windham, Gorham and all that the region has to offer. Lot is located behind 137 River Road. Buyers encouraged to consult Town of Windham to explore the

    Aaron Chadbourne Demetria Real Estate

    135 River 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
  • /75

    $639,900

    • 4 Beds
    • 4 Baths
    • 2,888 Sq Ft

    7 Dogleg Dr, Windham, ME 04062

    MOTIVATED SELLER!!! Location, Location, Location! Welcome to this Multi-Generational home built in 2017. This sprawling Ranch is located on a peaceful dead end road with only one other home and it abuts conservation land with trails for walking, horse riding and occasional snowmobiling out your front door. You will be welcomed by a front farmer's porch and then you will walk into a large

    Carol Fox Maine Real Estate Experts

    7 Dogleg Dr, Windham, ME 04062
  • /30

    $165,000

    • Land
    • 1.26 Acres
    • $130,952 per Acre

    53 Johnson Rd, Windham, ME 04062

    Why build on a tiny intown or subdivision lot when you can escape a couple minutes from intown Portland to this new wooded lot, just off route 302 on Johnson Road, laid out by Wayne Wood. The lot not only offers a pleasant wooded build window, but offers water access into sandy Highland Lake. There is also a ROW off Environmental over to the rear of the lot and the sellers additional lands. The

    stephen welsh Maine Real Estate Experts

    53 Johnson Rd, Windham, ME 04062
  • /22

    $175,000

    • Land
    • 1.20 Acres
    • $145,833 per Acre

    51 Johnson Rd, Windham, ME 04062

    Why build on a tiny intown or subdivision lot when you can escape a couple minutes north of Portland to this new wooded lot just off 302 on Johnson Road, laid out by Wayne Wood. The lot not only offers a pleasant wooded build window but offers water access into sandy Highland Lake. The seller is also offering another smaller lot adjacent to this one.

    stephen welsh Maine Real Estate Experts

    51 Johnson Rd, Windham, ME 04062
  • /5

    $239,900

    • Land
    • 10 Acres
    • $22,891 per Acre

    0 Meredith Dr, Windham, ME 04062

    Rare opportunity for a very private 10.48 acre buildable parcel only minutes from schools and town, yet surrounded by non-buildable land. Access to the lot is via existing easement through an newly established subdivision but this lot is not part of the subdivision and has no deed restrictions. Watch the deer and listen to the water flowing from your future back porch as this lot has Black Brook

    Jason Saphire www.HomeZu.com

    0 Meredith Dr, Windham, ME 04062
  • /2

    $200,000

    • Land
    • 5 Acres
    • $36,765 per Acre

    10/1/B01 Chute Rd, Windham, ME 04062

    Wooded private lot , private driveway to be built. Complete plans and DEP and Army Corp permits issued . Private driveway to be built by new owner

    Wayne Nelsen The Maine Real Estate Group

    10/1/B01 Chute Rd, Windham, ME 04062
  • /24

    $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
  • /37

    $674,900 New Construction

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

    4 Daybreak Ln Unit 4, Windham, ME 04062

    Welcome home to 4 Daybreak Lane! The Cove at Highland Lake is the first of its kind Gated Lakefront Community nestled on the pristine shores of Highland Lake in Windham/Falmouth Maine. The YORK floorplan offers true one level living in a spacious 1,280 SF 2 bed 2 bath layout. NO detail was spared in this home, with quartz countertops, luxury vinyl plank floors, custom soft close cabinetry with

    Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

    4 Daybreak Ln Unit 4, Windham, ME 04062
  • /22

    $599,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,281 Sq Ft

    25 Driftwood Ln Unit 25, 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 25, Windham, ME 04062
  • /14

    $599,000 New Construction

    • 1 Bed
    • 1.5 Baths
    • 1,058 Sq Ft

    7 Daybreak Ln Unit 7, 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. Site work has officially begun with the first homes being delivered as early as late fall 2024! The PORTLAND is economically sized, but maximal in function! At 1058 SF +/-, this 1 Bedroom 1.5 Bathroom single level attached condo is an excellent option for

    Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

    7 Daybreak Ln Unit 7, Windham, ME 04062
  • /13

    $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
  • /30

    $424,999 New Construction

    • 2 Beds
    • 2 Baths
    • 964 Sq Ft

    46 Conifer Dr, Windham, ME 04062

    Windham's newest 55 plus condominium community featuring, a full walkout basement, public water, natural gas on demand heating, sidewalks, farmer's porch and back deck. There are optional choices for flooring and counter tops. Community Gardens directly across the street, with walking trails soon to come! Come sit and relax in this super convenient community 15 minutes from Portland and South

    Mitchell Holman Century 21 North East

    46 Conifer Dr, Windham, ME 04062
  • /23

    $719,000 New Construction

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

    18 Daybreak Ln Unit 18, Windham, ME 04062

    NEW CONSTRUCTION CONDOS - 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 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 18, Windham, ME 04062
  • /15

    $559,000 New Construction

    • 1 Bed
    • 1.5 Baths
    • 1,058 Sq Ft

    8 Daybreak Ln Unit 8, Windham, ME 04062

    NEW CONSTRUCTION - MUST SEE DEVELOPMENT! Welcome to The Cove at Highland Lake! The first of its kind Gated Lakefront Community nestled on the pristine shores of Highland Lake. Site work has officially begun with 8 Daybreak Lane being among the first homes to be delivered as early as spring 2025! At 1058 SF +/-, the PORTLAND is an excellent option for those looking to ''rightsize'' their home

    Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

    8 Daybreak Ln Unit 8, Windham, ME 04062
  • /39

    $660,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 2,118 Sq Ft

    80 Woodland Rd, Windham, ME 04062

    Privacy galore, perfect for entertaining, and just a few minutes from everything in Windham. This custom crafted home has been meticulously maintained and continually updated. The open concept kitchen has plenty of seating and opens through a newly finished sunroom to the large decks and patio with a gazebo, granite high-top bar, extra covered canopy seating, and stone patio with a built in

    Matt Trudel Five Star Realty

    80 Woodland Rd, Windham, ME 04062

Home Trends in Windham, ME

Housing Trends

Median Sale Price
$493,000
Median Single Family Sale Price
$535,000
Median 2 Bedroom Sale Price
$382,500
Median 1 Bedroom Sale Price
$579,000
Average Price Per Sq Ft
$323
Number of Homes for Sale
44
Last 12 months Home Sales
251
Months of Supply
2.10
Median List Price
$525,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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