Windham, ME Homes for Sale with Acreage

Welcome to 315 River Road in Windham, a well-maintained gambrel-style home offering space, flexibility, and privacy on 4.7 acres. This 3-bedroom, 3-bath home features a true primary suite along with recently updated bathrooms and hardwood flooring. Heat pumps provide efficient heating and cooling, and a whole-house generator offers added peace of mind year-round. The layout offers functional and

Chris Gerrity Maine Real Estate Experts

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

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

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

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

Well-maintained 4-bedroom, 2.5-bath home located on just under 2 acres in desirable Windham. Situated at the end of a private way and surrounded by trees, the property offers a quiet, natural setting with frequent wildlife sightings. Built in 2023, the home has been carefully maintained by the current owners and features tasteful finishes throughout.Offering a balance of rural living and

Garret Getch EXP Realty

Set on a private 2.23 acre lot and tucked back from the road, this spacious 5 Bedroom 2 bath multi-level home is freshly updated and move in ready. The upper level features a mudroom entry, four large bedrooms and a full bath. Walk down the stairs to the lower level which has a new kitchen, family room, living/dining area, second full bath, fifth bedroom or home office, and laundry room. Step

Elizabeth Marks The Real Estate Store

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

Really nice opportunity to live in a spacious old home on the river with century old character and charm on a large private lot. Conveniently located in the Little Falls area of South Windham. 'Good Bones' is what this house offers while there are a number of repairs needed inside and out. Unique property has not been offered to the market for 50+ years. Exact acreage is uncertain, no survey

Justin Douglass Albert Neal Real Estate Company

Looking for land in Windham? Look no further! Check out this beautiful 1.6 acre parcel ready for your next build. A wonderful, open lot with a pond. Located on a quiet, private road only a few minutes to town and the Maine Turnpike. Tucked away, yet close to everything you need. Close to Sebago Lake and Little Sebago Lake for some of Maine's best boating, fishing and swimming. Only a 35 minute

Hannah Richard Locations Real Estate Group LLC

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

•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.

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

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

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

Discover a rare opportunity to own approximately 35± acres of private, wooded land featuring natural stream corridors that flow toward Forest Lake, in one of Southern Maine's most desirable and rapidly growing areas. Ideally located between Windham, Falmouth, and Cumberland, this expansive parcel offers exceptional privacy while remaining just 15 minutes from Portland and minutes to I-95. Set

Belinda Desmond Keller Williams Realty

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

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

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

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

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

This 3-bedroom, 1 bathroom home features many recent updates, including a newer furnace, roof, vinyl siding, windows, decks, and appliances--giving peace of mind and modern convenience. Enjoy the outdoors from the updated decks overlooking Black Brook, perfect for relaxing and taking in the natural surroundings.Located across the street from Black Brook Preserve, featuring over 100 acres of

Nancy Rousselle Coldwell Banker Realty

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

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

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

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

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

Welcome to The Cove at Highland Lake! A first of its kind 55+ Lakefront Community nestled on the pristine shores of Highland Lake. 29 Daybreak is framed and weather tight making it perfect for mid-2026 delivery! The YORK floor plan offers true one level, low barrier living with unique split driveway layout. At 1280 SF +/-, this popular 2 Bedroom 2 Bathroom home is an excellent option for those

Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

Welcome to The Cove at Highland Lake! The first of its kind Gated 55+ Lakefront Community nestled on the pristine shores of Highland Lake. The PORTLAND is the perfect blend of one-level-living meets plenty of room for guests and storage. At 1958 SF +/-, this 2 Bedroom 2.5 Bathroom attached condo with generous finished basement is an excellent option for those looking to ''rightsize'' into

Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

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 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 seamlessly into the dining

Marie Flaherty The Flaherty Group