Windham, ME Homes for Sale under $500,000

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

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

Welcome to 25 Forbes Ln! This charming 3-bedroom, 2-bath single-family home offers comfort, functionality, and recent updates throughout. Enjoy a spacious layout, bright living areas, and thoughtful improvements that make this home move-in ready. Conveniently located near local amenities while offering a peaceful residential setting.

Magnifique Butoto The Maine Real Estate Experience

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

Welcome home to this bright and cheerful 2-bedroom, 1.5-bath townhouse-style condo--an ideal opportunity for first-time buyers looking for comfort, value, and convenience. Move right in and enjoy an updated kitchen with granite countertops and stainless steel appliances, along with fresh finishes throughout that make the space feel modern and inviting. The recently added first-floor half bath is

Susan Sinnett RE/MAX Shoreline

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

Rare Sebago Lakefront Property! Don't miss this rare opportunity to own a beachfront home on the shores of stunning Sebago Lake with approximately 300 feet of private, sandy shoreline. This exceptional property offers breathtaking sunsets and panoramic views of Sebago Lake and Mount Washington. The home offers an updated kitchen with brand-new stainless steel appliances, modern cabinets and solid

Brian DuBois Keller Williams Realty

Offered for the first time ever, this lovingly maintained one-family owned home is a rare opportunity in the heart of South Windham. Situated on a beautifully landscaped lot featuring mature lilac trees, established perennial gardens, and plenty of outdoor space to enjoy, this property combines timeless charm with an unbeatable location. Inside, you'll find spacious bedrooms, inviting living

Robert Edgerley FIV Realty Co Maine, LLC

Charming & Updated Home with Potential on Roosevelt Trail! Move right into this neat, clean, and sun-drenched single-family home. There is a two bedroom septic system which is valuable for expansion. Boasting a bright, open floor plan and numerous recent updates--including a modernized heating system--this property is turnkey. Relax on the covered front porch or enjoy the enclosed back porch

Todd Harvey Pine Tree Realty of Maine

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

Nestled along the peaceful shores of Pettingill Pond, 12 Shore Road in Windham, Maine has the perfect blend of classic lakeside charm and modern comfort. This inviting property boasts stunning water views, direct access to the pond, and a serene setting ideal for both year-round living and seasonal escapes. Inside, you'll find a bright and welcoming layout with large windows that fill the home

Aaron Spiller Rockstar Real Estate

Tucked away near beautiful Highland Lake, this super cute cottage offers the perfect blend of charm, comfort, and convenience. Enjoy deeded right-of-way access to the lake while coming home to a bright open-concept living space. Efficient heating is provided by a heat pump and Rinnai heater, keeping the home cozy year-round. Step outside to a lovely backyard oasis featuring a nice sized yard.

Matthew DiBiase Landing Real Estate

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

Larry Eliason Butts Commercial Brokers

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

✨ Valuable Updates + Equity Potential = Smart Buy in Windham! MORE UPDATES! Not a new home -- but packed with brand-new updates where it counts! This move-in ready Cape features a new furnace, new kitchen, new bath, and beautifully refinished hardwood floors, giving you modern comfort without the renovation hassle. Want room to grow your value? The unfinished second floor offers built-in

Patricia Gallant Dream Home Realty LLC

Move in ready, three years young, 3 bed 2.5 bath home with beautiful kitchen, large deck with nice yard in an incredible convenient location. This home is spotless and freshly painted. Just six units total in the entire association so you get all the upside of condo living without that big association feel.

Richard Yost NextHome NorthEast Realty

Great opportunity for a home builder to construct several homes. Large 9.4-acre tract with 908'+/- frontage meets the dimensional standard for up to four dwelling lots each requiring minimum 200' frontage and 1.84 acres. 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.

Michael Rogers EXP Realty

Discover 100 feet of private water frontage on Collins Pond with this beautifully remodeled single-level living home. Featuring a spacious one-bedroom 1.5 bath layout, seamlessly integrating the kitchen, living room, and dining area into an open concept design. Step into the stunning new kitchen, complete with granite countertops, new cabinets, new appliances, and updated flooring that flows

Brittney Barr Landing Real Estate

Well maintained classic Cape on a large lot. 1st floor consists of a nice kitchen area, large living room. 1 bedroom on 1st floor and a full bath for convenience. Second floor has 2 full sized bedrooms and a full bath. Hardwood floors. Great location. Seller willing to buy down the mortgage rate on this home. One Year American Home Shield Warranty included from Seller.

William Mandell Cameron Prestige LLC

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

Welcome to Gardiner's newest condominiums! This architectural style has been meticulously restored, honoring its rich heritage while embracing contemporary living. You will enjoy its flowing layout with oversized windows that bathe the rooms with natural light. Premium finishes include gleaming wood floors, granite countertops, oversized closets, laundry room, and generous kitchen with abundant

Geri Doyle Rizzo Mattson