45

Windham, ME Homes for Sale with Acreage

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  • /76

    $820,000

    Open Sun 11AM - 1PM
    • 5 Beds
    • 3.5 Baths
    • 3,780 Sq Ft

    11 Merrill Rd, Westbrook, ME 04092

    Rare opportunity to own a versatile property offering exceptional living space, extensive garage space, and income potential in a convenient Westbrook location. The main residence features 4 bedrooms and flexible living areas including a large great room designed to accommodate a variety of lifestyles. The upper level includes 3 bedrooms, while the lower level offers a 4th bedroom along with a

    Agent Photo

    Jacqueline Nedwell

    Town & Shore Real Estate

    11 Merrill Rd, Westbrook, ME 04092
  • /60

    $735,000

    • 3 Beds
    • 3 Baths
    • 2,520 Sq Ft

    25 Jeffrey Woods Rd, Windham, ME 04062

    If space is what you are looking for, 25 Jeffrey Woods is the property for you. Whether you need to store things in the full basement, have a workshop in the massive garage, build trails on your 12 wooded acres or house visitors in the attached suite, 25 Jeffrey Woods has the room you need. Whether its the floors, trim or cabinets this house is elegantly finished in natural wood tones which give

    Bennett Wade Real Broker

    25 Jeffrey Woods Rd, Windham, ME 04062
  • /21

    $479,000

    New Construction $5K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    6 Dolley Farm Rd Unit 3, 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 3, Windham, ME 04062
  • /41

    $1,645,000

    $145K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,602 Sq Ft

    20 Freeman Ct, Windham, ME 04062

    Located at the end of a quiet cul-de-sac, this exceptional estate combines refined design, extensive recent renovations, and exclusive access to the crystal-clear waters of Maine's premier Sebago Lake -- widely regarded as one of New England's top freshwater destinations for boating, recreation, and year-round beauty. Offering 4,602 square feet of finished living space, this estate features 4

    Corinne Holt Holt Realty

    20 Freeman Ct, Windham, ME 04062
  • /17

    $180,000

    • Land
    • 1.6 Acres
    • $112,500 per Acre

    68 Sky Dr, Windham, ME 04062

    The perfect spot to build your dream home in Windham! This 1.6-acre parcel offers a spacious, open lot with a peaceful pond. Sky Drive is a quiet, private road where you'll enjoy privacy and tranquility while still being just minutes from downtown North Windham and the Maine Turnpike. Enjoy the best of Maine living with nearby Sebago Lake and Little Sebago Lake, known for exceptional boating,

    Hannah Richard Locations Real Estate Group LLC

    68 Sky Dr, Windham, ME 04062
  • /98

    $1,149,000

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

    15 Worcester Dr, Raymond, ME 04071

    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 large 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
  • /11

    $1,995,000

    $255K PRICE DROP
    • Land
    • 5.91 Acres
    • $337,563 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
  • /109

    $1,250,000

    $145K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,856 Sq Ft

    108 Highland Cliff Rd, Windham, ME 04062

    Welcome to this newly constructed masterpiece in Windham, Maine. Situated on a private, wooded lot, this home blends timeless craftsmanship with modern luxury. Wrapped in durable, low-maintenance LP SmartSide siding, this home is built to withstand Maine's changing seasons while maintaining a stunning aesthetic. The home features premium hydronic radiant heat underfoot, supplemented by

    Shawn Boulet Meservier & Associates

    108 Highland Cliff Rd, Windham, ME 04062
  • /9

    $499,999

    • Land
    • 2 Acres
    • $250,000 per Acre

    Lot 44 -A, Windham, ME 04062

    Attention builders, developers, and investors this is the kind of opportunity that rarely hits the market in Windham. Located in an area seeing continued residential growth and new construction activity, this 2-acre wooded parcel offers incredible potential in one of Southern Maine's most in-demand communities. Surrounded by established homes and ongoing development, the location speaks for

    Carissa Morneault Realty of Maine

    Lot 44 -A, Windham, ME 04062
  • /13

    $314,900

    New Construction
    • 1 Bed
    • 1 Bath
    • 766 Sq Ft

    10 Stillwater Dr Unit 1128, Windham, ME 04092

    The Highland offers a peaceful retreat designed for simple, modern living. With 766 square feet of thoughtfully designed space, this one-bedroom, one-bathroom residence blends comfort, style, and convenience in a layout that feels both open and inviting.Inside, contemporary finishes meet everyday functionality with granite countertops, stainless steel appliances, and an in-unit washer and

    Amy Foley Signature Homes Real Estate Group, LLC

    10 Stillwater Dr Unit 1128, Windham, ME 04092
  • /78

    $918,500

    • 4 Beds
    • 2.5 Baths
    • 2,746 Sq Ft

    27 Independence Dr, Windham, ME 04062

    Escape to this stunning Maine Cedar Log Home! Built in 2003, this impeccably maintained property 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 heart of the home

    Scott Richard Coldwell Banker Team Real Estate

    27 Independence Dr, Windham, ME 04062
  • /32

    $462,000

    • 3 Beds
    • 1 Bath
    • 1,388 Sq Ft

    106 Highland Cliff Rd, Windham, ME 04062

    Tucked on a quiet 1.9-acre lot, this 3-bedroom, 1-bath split-entry home has room to spread out. The main level features an open kitchen that flows into the living room, with hardwood flooring, along with two bedrooms and a full bath. Downstairs, you'll find a third bedroom and a finished bonus room that can easily serve as a home office, gym, playroom, or guest space. A partial wrap-around deck

    Alicia Frechette Ramsey Pulkkinen A Team Realty

    106 Highland Cliff Rd, Windham, ME 04062
  • /3

    $399,900

    $29K PRICE DROP
    • Land
    • 3.7 Acres
    • $108,081 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
  • /54

    $849,900

    New Construction $25K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,856 Sq Ft

    23 Pennywhistle Dr, Windham, ME 04062

    Welcome to 23 Pennywhistle Drive, a beautifully designed contemporary farmhouse located in one of Windham's most desirable neighborhoods. Built in 2022 and thoughtfully crafted with both comfort and style in mind, this stunning home offers over 2,400 square feet of beautifully finished living space on a private 1+ acre lot. Inside, you'll find a bright and inviting open-concept layout filled with

    Daneel Dafni Better Homes & Gardens Real Estate/The Masiello Group

    23 Pennywhistle Dr, Windham, ME 04062
  • /7

    $85,000

    $35K PRICE DROP
    • Land
    • 1.97 Acres
    • $43,147 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.

    Liam McCusker NextHome NorthEast Realty

    8 Beaulieu Dr, Windham, ME 04062
  • /100

    $1,250,000

    • 5 Baths
    • 4,580 Sq Ft

    44 Johnson Rd, Windham, ME 04062

    Luxury Meets Serenity: Your Gateway to Highland Lake! Enveloped by a private, wooded forest, this modern architectural masterpiece (skillfully redesigned in 2023-2026) offers an unparalleled blend of premium design and total lifestyle versatility. Designed to function seamlessly as a single-family estate, a luxury multi-family w/ income producing apartment, or a multi-generational compound. The

    Laura Burden Beacon Realty

    44 Johnson Rd, Windham, ME 04062
  • /57

    $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.

    Justin Robbins Excellence Realty

    14 Emerson Dr, Windham, ME 04062
  • /10

    $998,900

    • Land
    • 35.97 Acres
    • $27,770 per Acre

    Lot #10 Goose Pond Rd, Windham, ME 04062

    Discover a rare opportunity to own 35.97± acres of private, wooded land ideally positioned near the Windham, Falmouth, and Cumberland lines. Tucked into one of Southern Maine's most desirable and rapidly growing areas, this unique parcel offers exceptional privacy, natural beauty, and proximity to Portland, I-95, and surrounding higher-end communities. The land features mature woods, natural

    Belinda Desmond Keller Williams Realty

    Lot #10 Goose Pond Rd, Windham, ME 04062
  • /13

    $349,900

    New Construction
    • 2 Beds
    • 2 Baths
    • 991 Sq Ft

    10 Stillwater Dr Unit 1126, Windham, ME 04092

    Offering 991 square feet of bright, open-concept living, this thoughtfully designed two-bedroom, two-bathroom residence blends modern style with everyday functionality. The spacious primary suite features a private en-suite bath, creating a peaceful retreat to unwind and recharge. Inside, you'll find timeless shaker-style cabinetry, granite countertops, stainless steel appliances, and an in-unit

    Amy Foley Signature Homes Real Estate Group, LLC

    10 Stillwater Dr Unit 1126, Windham, ME 04092
  • /25

    $149,000

    $10K PRICE DROP
    • Land
    • 1.26 Acres
    • $118,254 per Acre

    53 Johnson Rd, Windham, ME 04062

    Why settle for a small in-town lot when you can enjoy space and privacy just minutes from Portland? This beautiful 1.2-acre parcel in Windham offers the best of both worlds--peaceful surroundings with convenient access to everything you need. The property features a level, wooded setting with mature pine trees, giving it natural character and a serene feel. Even better, it includes lake access,

    Stephen Welsh Plowman Realty Group

    53 Johnson Rd, Windham, ME 04062
  • /2

    $189,900

    • Land
    • 1.84 Acres
    • $103,207 per Acre

    40 Highland Cliff Rd, Windham, ME 04062

    Back line on a small trout brook with trees, most of the lot is beautiful fields. Nice level loamy lot.

    Reggie Butts Butts Commercial Brokers

    40 Highland Cliff Rd, Windham, ME 04062
  • /43

    $1,060,000

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    594 River Rd, Windham, ME 04062

    This large, cherished property has been lovingly preserved by the same family for decades, dating back to its early use by the Girl Scouts for camping and swimming. Encompassing just over 28 acres, the land offers exceptional privacy and includes a rare island in the river where children once camped. One of the property's most distinctive features is the river flowing from Sebago Lake, known for

    Stephen Welsh Plowman Realty Group

    594 River Rd, Windham, ME 04062
  • /13

    $349,900

    New Construction
    • 2 Beds
    • 2 Baths
    • 991 Sq Ft

    10 Stillwater Dr Unit 3133, Windham, ME 04092

    This third floor unit features 9' ceilings and offers 991 square feet of bright, open-concept living. This thoughtfully designed two-bedroom, two-bathroom residence blends modern style with everyday functionality. The spacious primary suite features a private en-suite bath, creating a peaceful retreat to unwind and recharge. Inside, you'll find timeless shaker-style cabinetry, granite

    Amy Foley Signature Homes Real Estate Group, LLC

    10 Stillwater Dr Unit 3133, Windham, ME 04092
  • /16

    $385,000

    • 2 Beds
    • 2 Baths
    • 964 Sq Ft

    10 Conifer Dr, Windham, ME 04062

    Ideal 55+ community in Windham, features, 2 bedrooms, 2 full baths, 1 car garage with storage above, public water, natural gas on demand heating system, heat/ac pump for cooling comfort. Sit and relax on the lovely side patio or front porch. Conveniently located 15 minutes to Portland, easy access to lakes, recreation, and all amenities. OPEN HOUSE 6/27- 11-1PM

    Diane Leblanc Plowman Realty Group

    10 Conifer Dr, Windham, ME 04062
  • /2

    $275,000

    • Land
    • 2.96 Acres
    • $92,905 per Acre

    0 Cook, 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

    0 Cook, Windham, ME 04062
  • /21

    $599,000

    • 2 Beds
    • 1 Bath
    • 1,058 Sq Ft

    22 Dow Ln, Windham, ME 04062

    ''AMAZING WATERFRONT & SUPERIOR PRIVACY'' This is your chance to own this spectacular waterfront property on Highland Lake with nearly 400' of water frontage on a perfectly private 2.8 Acre setting located conveniently to everything! Take advantage of this chance to have your very own peacefully private oasis on the lake that features a year round home, large sunroom, deck overlooking the lake,

    Bruce Ludka Maine Realty 2000

    22 Dow Ln, Windham, ME 04062
  • /2

    $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
  • /12

    $699,000

    New Construction
    • 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
  • /29

    $479,000

    New Construction $10K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    12 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

    12 Dolley Farm Rd Unit 6, Windham, ME 04062
  • /62

    $574,900

    • 4 Beds
    • 2.5 Baths
    • 2,056 Sq Ft

    31 Brand Rd, Windham, ME 04062

    Come visit this oversized cape in a lovely part of town! This home offers ample space, a bonus room above the garage with little work to make it complete and beautiful frontage on Pleasant River to toss in a kayak right out your back door. Many desirable features including direct basement access from the garage, a full rear dormer on the second floor, a master suite, a formal dining room and

    Bonnie Kent Dan Anderson Real Estate, Inc.

    31 Brand Rd, Windham, ME 04062
  • /7

    $785,000

    $14K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    014-17-J01 Mimi Ln, Windham, ME 04062

    Welcome to your opportunity to build a stunning modern farmhouse in the heart of Windham. This thoughtfully designed new construction package blends timeless charm with clean, modern finishes, offering both style and functionality across 2,600 square feet of beautifully crafted living space. This farmhouse style home features 4 spacious bedrooms, 2.5 bathrooms, and a2 car garage, designed with

    Jennifer Sumrall The Maine Real Estate Experience

    014-17-J01 Mimi Ln, Windham, ME 04062
  • /17

    $162,500

    $10K PRICE DROP
    • Land
    • 1.17 Acres
    • $138,889 per Acre

    014-17-J01 Mimi Ln, Windham, ME 04062

    Tucked away on a quiet dead end road, this beautiful 1.17-acre parcel offers the perfect blend of privacy and convenience in the heart of Windham. With no association fees and situated on a private road, this is your opportunity to create the lifestyle you've been dreaming of, without the restrictions. Enjoy the peaceful setting while being just minutes from shopping, dining, and everyday

    Jennifer Sumrall The Maine Real Estate Experience

    014-17-J01 Mimi Ln, Windham, ME 04062
  • /42

    $619,000

    $30K PRICE DROP
    • 2 Baths
    • 2,710 Sq Ft

    305 Gray Rd, Windham, ME 04062

    Gorgeous Duplex in Windham Offering Strong Rental Income! This well maintained property features long-term tenants. Rich in character, the home showcases beautiful exposed beams and warm wood features throughout, blending charm with functionality. Recent updates include a new roof, new back deck and stairs, and an oversized shed that conveys with the property for additional storage, currently

    Jennifer Sumrall The Maine Real Estate Experience

    305 Gray Rd, Windham, ME 04062
  • /14

    $139,000

    $61K PRICE DROP
    • Land
    • 2.11 Acres
    • $65,877 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
  • /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
  • /21

    $350,000

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 878 Sq Ft

    402 Roosevelt Trail, Windham, ME 04062

    402 Roosevelt Trail offers the perfect blend of recent updates, convenience, and space to enjoy Maine living. Situated on a generous 1.42-acre lot, this property features a spacious, fully fenced backyard--ideal for entertaining, pets, or simply relaxing in your own private outdoor setting.Significant improvements completed by the previous owner in 2024 include a new roof, new leach field,

    Amato Polselli Benchmark Real Estate

    402 Roosevelt Trail, 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
  • /52

    $775,000

    • 4 Beds
    • 2.5 Baths
    • 2,494 Sq Ft

    58 Thrush Terrace, Windham, ME 04062

    Stunning Colonial set at the end of a quiet cul-de-sac, nestled along a tranquil pond and perfectly positioned for privacy. Situated on a lot larger than most in the neighborhood, this property offers exceptional outdoor space. Inside, the home features an open layout with beautiful hardwood flooring. The kitchen with center island flows into the dining area and family room with fireplace,

    Alicia Frechette Ramsey Pulkkinen A Team Realty

    58 Thrush Terrace, 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
  • /59

    $599,000

    $50K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 2,940 Sq Ft

    96 Mineral Spring Rd, Windham, ME 04062

    BACK ON THE MARKET! 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

    Jackie Griffeth Krainin Real Estate

    96 Mineral Spring Rd, Windham, ME 04062

Showing Results 1 - 40, Page 1 of 2

Home Price Trends

Median Sale Price
$517,500
Median Single Family Sale Price
$557,424
Median 2 Bedroom Sale Price
$399,950
Median 1 Bedroom Sale Price
$380,950
Average Price Per Sq Ft
$329
Number of Homes for Sale
51
Last 12 months Home Sales
275
Months of Supply
2.20
Median List Price
$540,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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