Refine Search
Map
Sort by
$749,900
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 relaxing and enjoying the outdoors. Conveniently located near local schools, popular running and walking trails, shopping, and some of the area's favorite restaurants, this property offers easy access to all that Windham has to offer. The generous acreage may offer subdivision potential, subject to town approvals and applicable ordinances, making it an attractive opportunity for builders, investors, or those looking to create a family compound. Whether you're envisioning a private waterfront retreat or considering future development possibilities, this unique property is full of potential.

Hall Rd, Windham

Listing courtesy of Dream Home Realty LLC.

$155,000
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.

132 Roosevelt Trl, Windham

Listing courtesy of Keller Williams Realty.

$79,900
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

8 Beaulieu Dr, Windham

Listing courtesy of Maine Values Real Estate.

$495,000
Large 9.4 +/-acre tract with 908' frontage meets the dimensional standards for up to four dwelling 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 with 200' frontage in Tavern Hill recently sold for just over half the list price.

Tavern Hl, Windham

Listing courtesy of EXP Realty.

$189,900
Back line on a small trout brook with trees, most of the lot is beautiful fields. Nice level loamy lot.

40 Highland Cliff Rd, Windham

Listing courtesy of Butts Commercial Brokers.

$39,000
AFFORDABLE WATER ACCESS ! This lot is Non Buildable, however can accommodate a camper or single wide trailer. It has an Easement Deed with Consolidated Communications to have a small equipment building on the property. Consolidated Communications pays all annual taxes. The property has ROW access to Highland Lake.

1 Vista Dr, Windham

Listing courtesy of Cumberland County Realty.

$275,000
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 peace & serenity of rural living, but views of the most breathtaking long sunsets, making it the ideal place to call 'home'. With soil tests, surveys, septic/ house plans & delineations now completed & driveways almost in - Summer in sweet Lakes Region awaits! Driveway for Lot to come off driveway of 37 Cook Rd./not accessible via the private property dirt road located after the stop sign/mailboxes at the end of the paved portion of Cook Road

Cook Rd, Windham

Listing courtesy of Keller Williams Realty.

$180,000
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, fishing, and swimming. Plus, Portland is only a 35-minute drive away. Property boundaries are clearly marked with visible pins. An incredible opportunity to build in Windham!

68 Sky Dr, Windham

Listing courtesy of Locations Real Estate Group LLC.

$1,060,000
Rare opportunity to own a large surveyed waterfront parcel in Windham's Farm District offering a unique combination of rural character, natural resources, and recreation potential. The property features approximately 844 feet of road frontage and extensive river frontage including a private island, creating a rare setting for those seeking privacy, outdoor recreation, or rural land investment. A camp, well, septic system, and power already brought into the property allow immediate use while planning future possibilities. The land is covered with large mature pine trees, creating a beautiful forest setting with potential timber value while also preserving the natural character of the property. The parcel is located within Windham's Farm District, which is intended to protect farmland, woodlands, open space, wildlife habitat, and scenic areas while allowing compatible rural residential and agricultural uses. Permitted uses in this district include single-family and two-family homes, agriculture, forestry, farm enterprises, campgrounds (commercial or personal), riding stables, nurseries, sawmills, and mineral extraction, among other rural land uses. The property is believed to contain a substantial gravel deposit, which may offer additional resource value. Mineral extraction is a permitted use within the Farm District subject to local regulations and approvals. The river itself offers miles of recreation, running from Dundee Dam past the historic covered bridge through North Gorham Pond to Gambo Falls and out to the Pleasant River, making this location ideal for boating, kayaking, fishing, and wildlife viewing.With 844 feet of road frontage, river frontage with island ownership, existing utilities, mature forest, and flexible rural zoning, this property presents a rare opportunity for a private waterfront retreat, campground concept, agricultural use, or rural investment property.

594 River Road Rd, Windham

Listing courtesy of Plowman Realty Group.

$135,999
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, perfect for unwinding after a long day--whether it's an evening paddle or a quick trip to cool off.Mancini has been over to confirm soils. Located just minutes from intown Portland and an easy drive to Gray, Westbrook, and Falmouth, with quick access to the interstate and major shopping in North Windham. Come experience the lifestyle this property offers--you won't want to miss it.

53 Johnson Rd, Windham

Listing courtesy of Plowman Realty Group.

$998,900
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 stream corridors, existing trails, and a peaceful setting surrounded by conservation land and outdoor recreation opportunities. A 10-acre town-owned parcel located within the surrounding boundaries creates a unique natural buffer and enhances the sense of privacy and seclusion. This property may appeal to buyers seeking a private estate setting, recreational retreat, long-term land investment, or future strategic opportunity. Survey recently completed reflecting 35.97± acres. Access is currently under review and buyers are encouraged to perform their own due diligence regarding access rights, insurability, intended use, development potential, and municipal approvals. Shown by appointment only.

Lot #10 Goose Pond, Windham

Listing courtesy of Keller Williams Realty.

$499,999
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 itself. With approximately 207 feet of road frontage and a strong footprint for future plans, this property presents an excellent opportunity for a spec build, custom home project, or long-term land investment. Windham continues to attract buyers looking for more space while remaining within reach of Portland, the Lakes Region, shopping, restaurants, and major commuter routes making inventory in this area increasingly valuable. The lot offers privacy, mature trees, and flexibility while still being positioned in a highly desirable growth corridor. Investors and builders looking to secure land in a rapidly developing market will immediately recognize the upside potential here.

Lot 44 -A, Windham

Listing courtesy of Realty of Maine.

$162,000
LAKESIDE LIVING: Bring your dream home to life on this exceptional, buildable lot offering privacy, natural beauty, and two separate deeded access points. Whether you're envisioning a year-round residence or the perfect lakefront getaway, this property is ready for your vision--with a custom building package available to simplify the process from start to finish. Much of the preparation has already been completed, including an existing well, a roughed-in driveway, and thoughtfully cleared building areas that maximize the property's potential while preserving its peaceful, wooded setting. Enjoy beautiful lake views and an ideal homesite ready for construction. Just steps from the end of your driveway, you'll have access to Forest Lake, a clean, private lake perfect for kayaking, boating, fishing, swimming, or simply relaxing by the water. Outdoor enthusiasts will also appreciate the nearby trail systems offering four-season recreation, including hiking, biking, snowmobiling, and more. Located just 20 minutes from Portland, this property offers the perfect balance of tranquility and convenience, with easy access to shopping, dining, and everyday amenities. This is a rare opportunity to own a ready-to-build lakeside property with the flexibility to create a home tailored to your lifestyle. Ask about the custom building package available and start planning your dream home today!

78 Lakeside Dr, Windham

Listing courtesy of Engel & Volkers Portsmouth.

$135,000
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 just raw land. This Lot is a Must See!!

30 Marshall Valley Rd, Windham

Listing courtesy of Getty Real Estate Services, LLC.

$325,000
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 apartment Alternatively, this site offers an opportunity to develop a 2,000 +/- Sq. Ft. medical arts building with town approval.

1042 Roosevelt Trl, Windham

Listing courtesy of Butts Commercial Brokers.

$235,000
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 peace & serenity of rural living, but views of the most breathtaking long sunsets, making it the ideal place to call 'home'. With soil tests, surveys, septic/ house plans & delineations now completed & driveways almost in - Summer in sweet Lakes Region awaits! Driveway for Lot to come off driveway of 37 Cook Rd./not accessible via the private property dirt road located after the stop sign/mailboxes at the end of the paved portion of Cook Road

39 Cook Rd, Windham

Listing courtesy of Keller Williams Realty.

$399,900
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.

99 Enterprise Dr, Windham

Listing courtesy of Butts Commercial Brokers.

$1,995,000
•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 demand for commercial services, making this site well-positioned for both local businesses and regional operators •Situated in a growing commercial area of Windham, just minutes from Windham's busy Route 302 corridor with retail, dining, and service amenities •Great accessibility from nearby major routes, including Windham's busy Route 302 corridor, which serves as the commercial hub for the Lakes Region

Turning Leaf Dr, Windham

Listing courtesy of Malone Commercial Brokers, Inc..

$525,000
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 option to buy the 1.03 Acre Lot abutting this parcel in the Canada Hill Subdivision. Please call Broker for more info. This Property is a must see!!

Lot 4 Highland Cliff, Windham

Listing courtesy of Getty Real Estate Services, LLC.

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.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Privacy Policy

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.