$543,609Average Value$329Average Price per Sq Ft54Homes 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
Krista Lombardi,
an experienced agent in this area.
On average, homes in Windham, ME sell after 30 days on the market compared to the national average of 57 days. The median sale price for homes in Windham, ME over the last 12 months is $515,000, up 6% from the median home sale price over the previous 12 months.
Timeless charm meets lakeside living at this beautifully restored 1920 bungalow just steps from Big Sebago Lake. Rich in character and thoughtfully updated, this 2-bedroom, 2.5-bath home offers nearly 2,000 square feet of inviting living space with original details blended seamlessly with modern comfort. The warm and welcoming interior features a classic wood-burning fireplace, two comfortable
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
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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
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This is a rare opportunity to experience luxury lakefront living in this extraordinary, furnished waterfront residence on pristine Sebago Lake. Take in spectacular Mt. Washington views, breathtaking sunsets, abundant natural light and 113 feet of private shoreline.This area of Sebago's Jordan Bay is closest to the airport, the arts, world class restaurants and the ocean. Also just five minutes
Enjoy 700' of gated private Sebago Lake frontage with this exceptional estate located at the end of a quiet cul-de-sac. 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
Timeless charm meets lakeside living at this beautifully restored 1920 bungalow just steps from Big Sebago Lake. Rich in character and thoughtfully updated, this 2-bedroom, 2.5-bath home offers nearly 2,000 square feet of inviting living space with original details blended seamlessly with modern comfort. The warm and welcoming interior features a classic wood-burning fireplace, two comfortable
LAKESIDE LIVING: Discover the perfect blend of privacy, natural beauty, and convenience with this serene, buildable lot featuring two separate deeded access points. Nestled in a peaceful, quiet setting, this property offers a rare opportunity to create your dream home or lakehouse retreat. Much of the groundwork has already been completed--an existing well is in place, the driveway has been
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,
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.
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Property Id: 2008558**Winter Rental at Baxter Woods - Windham, Maine**Available October 1, 2026 through May 30, 2027, with flexible start and end dates available.Welcome to Baxter Woods! This beautifully furnished 2-bedroom, 1.5 bath condo provides a comfortable and convenient place to call home during the fall, winter, and spring months.The main level features a spacious
2 Bedroom apartment, appx. 750sqft. Located in WINDHAM, MAINE ??Full kitchen with dishwasher. While all units feature private porches, this particular residence offers a top-floor side porch with peaceful wooded views, creating an added sense of privacy and seclusion. Onsite storage, laundry facility, trash disposal and parking for 2 vehicles plus guest parking.Onsite
A haven of modern comfort and serenity, this home was built in 2021 with over 2000 square feet of living space and nestled in a sunny and quiet neighborhood. As you enter, you'll be greeted by the open-concept layout that creates a spacious feel, with the living area flowing effortlessly into the kitchen and dining space with plenty of natural light. Step onto the deck, where you can relax in the
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Lease to Own our 2 bedroom, 2 bath home in Windham - with lake access and deeded dock on Sabago Lake. Enjoy year-round water views from the large deck, an open main floor layout ideal for entertaining, a spacious bonus room, and an upstairs primary suite with en-suite bath. This home also features a generous lot and an oversized two-car garage with abundant storage, and an unfinished workshop
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