$553,343Average Value$331Average Price per Sq Ft73Homes For Sale
Windham offers secluded living near Portland
Around 10 miles from Portland, Windham is a quiet pocket of wooded Maine countryside known for its lakeside recreation and spacious properties. The town is part of Maine’s Lakes Region, with the expansive Sebago Lake drawing anglers and boaters from across the region. And while Portland is a short drive away, you don’t have to leave the community for supermarkets, local restaurants and convenient amenities.
Windham has a wide variety of homes, including modern traditional builds.
Spacious properties and a diverse housing scene
Mature spruce and pine trees shade the area’s streets and lots, offering an established, natural feel and privacy between neighbors. The market ranges from early 1900s log cabins and mid-century lakefront cottages to spacious Colonial Revivals and brand-new homes. Most lakefront properties feature private docks, and it's common to find homes on lot sizes of an acre or more. “Windham is a little quieter than Portland, but it’s still commutable,” says Ashley Fearon, a local broker with A Team Realty. Surrounding North Windham’s business district, residential pockets have a more suburban feel with smaller lots. Home prices here are similar to the rest of Cumberland County, and houses tend to sell within a few weeks of being listed. Single-family homes start in the low $200,000s and can reach around $1.8 million, with price tags depending on square footage, condition and water access. There’s also a small selection of condos and townhouses in the area, which range from the mid-$200,000s to the upper $900,000s.
From a bird's-eye view, the mountaintops of NH can be seen from Sebago Lake in Windham, ME.
Outdoor recreation and lake access nearby
“Boating and fishing and swimming, all that stuff is part of the fabric of what people do in town,” says Roger Cropley, Windham’s Communications Director . Sebago Lake is one of the largest lakes in the region and serves as a hot spot among outdoor lovers year-round. During a day at the lake, you can:
Take the ferry to Frye Island and enjoy a round of nine at the Frye Island Golf Club
Swim or sunbathe on the beach at Sebago Lake State Park
Launch a boat from Jordan Bay and fish for salmon and trout
Go for a hike in the Sebago Lake Land Reserve
In the winter, people trade their canoes and paddles for ice skates and snowshoes. The town is also a popular snowmobile destination, with about 15 trails managed by the Windham Drifters Snowmobile Club. More recreation can be found on the banks of the Pleasant River on Windham’s west end, with Shaw Park and the Hawkes-Towpath Preserve offering athletic fields and wooded trails. “You’re also just about 40 minutes away from Pleasant Mountain, a popular skiing area,” Fearon says.
Small community schools close to home
Residents are served by the highly rated Windham Raymod School District. Three of the town’s four schools share a campus, making pickups and drop offs straightforward for families with multiple students. Windham High School partners with the JMG High School Program, a nonprofit offering classes focused on career development and academic advancement. The Windham Public Library hosts a wide variety of programs and events, from yoga classes and movie showings to craft workshops and teen game nights.
Manchester Elementary School is part of the Windham Raymod School District.
Windham High School serves local students.
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Shopping and dining in North Windham
U.S. Route 302 passes through Windham and serves as the town’s main commercial corridor. While most of the community is residential, North Windham has a small town center with supermarkets, hardware stores and locally owned eateries. Stockhouse Restaurant is a casual spot serving steak and pub fare, while Chute’s Family Restaurant is known for its brunch and old-school diner feel. “Pat’s Pizza is one of the local favorites,” says Fearon. With pies, subs and draft beer, the eatery has been serving the area for over 25 years. For groceries, you can swing by Walmart or Hannaford, and the Windham Mall features a bookstore, chain eateries and a movie theater.
North Windham is the go-to side of town for shopping and dining.
The area has restaurants, supermarkets and hardware stores.
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Living in Windham year-round
While some homeowners in the area live here seasonally, the majority are year-round residents. The town is accustomed to winter storms and icy conditions, which don’t typically result in school or government building closures. However, if you are new to the region, there are some things you should know about winter living in southern Maine.
Snowfall can happen well into spring, and buyers should take snow removal and heating costs into consideration. Owners are responsible for clearing their own driveways.
Road conditions can impact travel and commute times in the winter months, especially along Route 302, the town’s primary thoroughfare.
Power outages are to be expected during heavy winter storms, but tend to be short-lived.
Daylight hours in the winter months can be a surprise to newcomers, with many days in December and January with less than 9 hours of sunlight.
Driving to Portland and other nearby towns
Downtown Portland is around 10 miles southeast of Windham, with Route 302 providing the most direct route. Interstate 95 can take drivers to nearby cities like Boston and Bangor. For long distance travel, Portland International Jetport is around 13 miles away.
Written By
Jillian Pillow
Photography Contributed By
Jeff Tippett
Video By
Daniel Willingham
Interested in learning more about homes in this area?
Reach out to
Jocelyn O'Rourke-Shane,
an experienced agent in this area.
On average, homes in Windham, ME sell after 31 days on the market compared to the national average of 55 days. The median sale price for homes in Windham, ME over the last 12 months is $518,700, up 3% from the median home sale price over the previous 12 months.
OPEN HOUSE, Saturday 10AM-12PM! Highland Lake doesn't close for the winter. Swim and paddle in July, skate and ice fish in January! At 15 Orchard Rd the lake is yours by deeded right, a short walk down the road. No launch fees, no hunting for parking, no waterfront tax bill. Just a towel, or a sled, and five minutes. The property was originally three lots, so there's room here most homes in this
Open House Saturday 9/12/26 from 10:00am - 11:30am Move right into this beautifully remodeled home offering the perfect combination of modern updates, comfortable living space, and a convenient location just minutes from shopping, dining, everyday amenities, and Maine's beautiful Lakes Region. Whether you're searching for extra space, room to entertain, or a home that's ready to enjoy from day
Bill BergeronFontaine Family-The Real Estate Leader
Built in 2019 and thoughtfully designed for today's lifestyle, this move-in ready Colonial offers the perfect balance of modern comfort, privacy, and convenience. Situated on a private 1.17-acre lot in the desirable Riverside Ridge neighborhood, this home provides a peaceful setting while remaining just minutes from shopping, restaurants, schools, the Maine Turnpike, and a short drive to the
Summer's not over yet - there's still time to enjoy this newer home in the heart of the Lakes Region! Offering easy access to Little Sebago Lake at the nearby boat launch, and just a quick drive to North Windham amenities, this home was built for low-maintenance, efficient living - including four heat pumps for heating and cooling, and a fire suppression system that may help reduce homeowners
Set near the end of a quiet cul-de-sac, 23 Tate Lane offers approximately 2,400 square feet of flexible living space on 1.16 acres in a remarkably convenient Windham location. The Cape-style home features four bedrooms, two full baths and an attached two-car garage with direct entry.Inside, the sunny eat-in kitchen connects naturally with comfortable living and dining spaces. One of the
Welcome to 1 Morgan Ln, a charming 3-bedroom, 2-bath home set on nearly 2 private acres in Windham. The home is thoughtfully laid out for convenient first-floor living, offering ease and functionality for everyday life. Enjoy the space and privacy of a generous lot while still being conveniently located for an easy commute to Portland and surrounding areas. A wonderful opportunity to enjoy
A year-round brook, your own private waterfalls, and a true Maine homestead on over 2 magical acres -- just 30 minutes to Portland.Some properties you tour. This one you fall for. Set on over two private acres along year-round Colley Wright Brook -- with over 300 feet of owned water frontage and your very own waterfalls -- this is the rare retreat where the land itself tells the story. Gather
This is an incredible opportunity for a multitude of business uses. The C-1 Zoning allows for many commercial uses. High visibility and directly located in front of a 30 unit residential townhouse development with an adjacent 24 occupied residential units. Lot 2 is also available. Lot((s) are available for sale, for ground lease, or, Seller will consider a build to suit.
Beautiful contemporary cape with 1st floor primary suite! At the end of a cul-de-sac, in a quiet neighborhood, with the 5-acre community common space along the backside of the property, 14 Abenaki Drive is a peaceful retreat. Everyday conveniences and four-season recreation are close at hand. North Windham's shops, groceries, restaurants, and attractions like Seacoast Adventure are a short drive
If you've been searching for a true, easy-living Maine camp feel with modern comfort, you've found it!12 Getaway Road in Windham checks every box. Nestled right on the quiet Little Duck Pond, this charming, updated cottage offers peaceful waterfront living with the unbeatable convenience of an easy-access Windham location.Inside, the fresh space centers around the amazing views
OPEN HOUSE, Saturday 10AM-12PM! Highland Lake doesn't close for the winter. Swim and paddle in July, skate and ice fish in January! At 15 Orchard Rd the lake is yours by deeded right, a short walk down the road. No launch fees, no hunting for parking, no waterfront tax bill. Just a towel, or a sled, and five minutes. The property was originally three lots, so there's room here most homes in this
This is an incredible opportunity for a multitude of business uses. The C-1 Zoning allows for many commercial uses. High visibility and directly located in front of a 30 unit residential townhouse development with an adjacent 24 occupied residential units. Lot 1 is also available. Lot((s) are available for sale, for ground lease, or, Seller will consider a build to suit.
109'+- of waterfrontage on Little Sebago Lake, including a dock and shallow entry from a sandy beach for the ultimate summertime fun and relaxation. Vintage seasonal cottage is solidly built with true lumber and furnished. Heated; septic system; no running water; ample parking. Live in as a camp, renovate, or build new. Seller is a builder and available to build your next dream home! Under 3
Open House Saturday 9/12/26 from 10:00am - 11:30am Move right into this beautifully remodeled home offering the perfect combination of modern updates, comfortable living space, and a convenient location just minutes from shopping, dining, everyday amenities, and Maine's beautiful Lakes Region. Whether you're searching for extra space, room to entertain, or a home that's ready to enjoy from day
Bill BergeronFontaine Family-The Real Estate Leader
Welcome to one of Gardiner's established condominium communities, where historic character and modern living come together beautifully. This thoughtfully restored architectural style honors the building's rich heritage while offering the comfort and convenience of contemporary living. The flowing layout features oversized windows that fill the rooms with natural light, with generously sized rooms
Clayton LarochelleFontaine Family-The Real Estate Leader
Brand new ADU available for rent. Owner is on the property in house next door. Located in Windham ME. 2 Bedrooms, 1 Bathroom, washer & dryer included. Heat pumps for heat in the winter & a/c in the summer. Privately located, yet close to all necessary amenities.
1st floor unit located in quiet community with park like surroundings, easy access to RT 302. Laundry facility on site. Off street parking in a private lot.Walking distance to restaurants and 5 min drive to the Windham shopping plaza.
Newly renovated 3br, 2ba, 1,400 sq ft unit with garage space on a quiet street. 7 miles to Portland. Washer/dryer, dishwasher, stainless steel appliances. Pets considered.
Property Id: 2248977 Large 3 bed, 1 bath town house style apartment. First floor is open concept with barn board walls and exposed chimney. Newly redone kitchen. New paint and floors throughout. Washer/dryer hookup. Large yard. Off street parking is available for 2 registered vehicles.
Property Id: 2839259 This 2-bedroom, 1-bath rental sits right across from Windham High School, with plenty of common yard space to enjoy perfect for relaxing outside. Heat, water, and trash are all included in the rent, and the building offers coin-operated laundry on-site, so there's no need to leave home for laundry day. Additional storage is available in the shed, and the driveway has
Welcome to Angler’s Road Town home Apartments! We are currently offering two bedroom townhouse-style apartments. Each two-story unit has its own separate driveway and entrance as well as a private deck for outdoor entertaining. Our floor plans are designed for modern living with an open living room and kitchen area, a distinct master bedroom with ample closet space, a full basement, as well
Welcome to Smith Road in Windham, Maine. This charming apartment features 2 bedrooms and 1.5 baths, with a full basement for extra storage. Enjoy the convenience of washer and dryer hookups. An updated kitchen with newer appliances including a dishwasher for easy clean-up. Stay cozy with a new natural gas boiler for your heat and hot water. Take advantage of the large yard and private deck for
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