Windham Condos for Sale

Windham Condos for Sale

Welcome to Windham, Maine – a vibrant community nestled in the heart of Cumberland County, where the beauty of nature meets the charm of suburban living. Known for its picturesque landscapes, Windham is a haven for outdoor enthusiasts, offering an array of recreational activities year-round. From the serene shores of Sebago Lake to the lush trails of the Windham Town Forest, residents enjoy a lifestyle that embraces both adventure and tranquility.

Windham is not just about its stunning scenery; it also boasts a strong sense of community, with friendly neighbors and a variety of local events that bring people together. The town features a delightful mix of quaint shops, delicious eateries, and essential services, making it a convenient place to call home. With easy access to Portland, just a short drive away, Windham offers the perfect balance of suburban peace and urban excitement.

If you're considering making Windham your home, you'll be thrilled to explore the selection of condos for sale in this charming town. These condos provide a perfect blend of comfort and modern living, ideal for those seeking low-maintenance lifestyles without sacrificing space or style. With various options available, you can find a cozy retreat with stunning views, contemporary amenities, and proximity to local attractions.

Whether you're a first-time buyer, looking to downsize, or seeking a vacation home, Windham's condos offer an excellent opportunity to embrace the beauty and community spirit of this wonderful Maine town. Come discover your new home in Windham, where every day feels like a getaway!

Newest Windham Condos for Sale

$474,000
3 Beds 3 Baths
New model completed and available for sale! Come see why so may have chosen Dolley Farm Condominiums for their new home! Windham's NEWEST condominium community offering modern design in a peaceful, thoughtfully planned setting. 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 and living areas--perfect for everyday living and entertaining. A rear patio extends your living space outdoors, ideal for summer meals, grilling, or relaxing with a good book. Upstairs, the primary suite offers a private retreat with an ensuite bath. Two additional bedrooms and a second full bath provide flexibility for guests or family. A second-floor flex space creates the perfect spot for a desk, reading nook, or study area, and the second-level laundry room adds everyday convenience. The full unfinished basement offers generous storage and the opportunity to create additional finished space for a future family room, gym, or flex area. Dolley Farm offers two distinct floor plans -- the Harvest and the Sunrise -- allowing buyers to choose the layout that best fits their needs. With completed units available, you can settle in and enjoy the season right away. Ideally located with easy access to Windham Center, Westbrook, and Portland, Dolley Farm combines neighborhood living with everyday convenience in one of Southern Maine's most desirable communities. Several other units to choose from. Common area pavilion and playground, and a short distance to Shaw Park and the Sebago to Sea trail. Pet friendly!

2 Dolley Farm Rd Unit 1, Windham

Listing courtesy of The Flaherty Group.

$347,900
2 Beds 2 Baths
Welcome home to Windham Hill Woods, where comfort, convenience, and community come together! This beautifully maintained 2-bedroom, 1.5-bath townhouse offers bright, inviting living spaces and a versatile third-floor loft that's perfect for a home office, guest space, workout room, or cozy retreat. The open layout creates an easy flow for everyday living, while the private back deck provides the ideal spot to unwind and enjoy the peaceful surroundings. The full basement offers plenty of extra storage, giving you all the space you need to stay organized. Best of all, the association takes care of lawn maintenance, snow removal, and exterior upkeep, allowing you to enjoy a truly low-maintenance lifestyle. Windham Hill Woods is known for its outstanding amenities and welcoming community. Spend summer days at the in-ground pool, gather with neighbors in the community garden or gazebo, and enjoy the basketball and pickle ball courts just steps from your door. Conveniently located just minutes from North Windham's shopping, dining, and everyday conveniences, with easy access to the Sebago Lakes Region and only about 25 minutes to Portland, this home offers the perfect balance of recreation, relaxation, and accessibility. Whether you're looking for your first home, a place to simplify your lifestyle, or a move-in-ready property in one of Windham's most desirable communities, this townhouse is one you won't want to miss!

22 Turkey Trail, Unit 22, Windham

Listing courtesy of Dream Home Realty LLC.

$499,000
2 Beds 3 Baths
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 surface counter tops. Refreshed bathrooms feature modern vanities, fixtures, walk-in shower and tub/shower enclosure. Two large bedrooms with ensuite baths provide plenty of space, comfort and convenience. Additional interior improvements include new flooring, fresh paint, and updated lighting throughout, creating a comfortable blend of modern finishes and classic lakeside charm. Enjoy easy access to private community amenities including tennis, basketball, and pickleball courts, along with an expansive dock and a deeded mooring, ideal for boating, swimming, kayaking, and fishing. Year-round enjoyment continues through the winter months with ice fishing, snowshoeing, snowmobiling and peaceful lakefront living. Conveniently located near Windham Center, Point Sebago Golf Resort, area ski resorts, and just a short drive to Portland's Old Port and the Maine coastline. This property is well suited for year-round residence, seasonal getaways, or investment opportunity. Strong association finances have kept fees flat for the past three years and cover more than most associations, including exterior building maintenance, roofs, siding, water, septic, trash removal, plowing/shoveling, lawn care, dock, and tennis court, with no added assessments for over 10 years. Come experience all that this Sebago Lake community has to offer!

1112 Roosevelt Trl Unit 8, Windham

Listing courtesy of Keller Williams Realty.

$479,000
3 Beds 3 Baths
New model completed and available for sale! Come see why so may have chosen Dolley Farm Condominiums for their new home! Windham's NEWEST condominium community offering modern design in a peaceful, thoughtfully planned setting. 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 and living areas--perfect for everyday living and entertaining. A rear patio extends your living space outdoors, ideal for summer meals, grilling, or relaxing with a good book. Upstairs, the primary suite offers a private retreat with an ensuite bath. Two additional bedrooms and a second full bath provide flexibility for guests or family. A second-floor flex space creates the perfect spot for a desk, reading nook, or study area, and the second-level laundry room adds everyday convenience. The full unfinished basement offers generous storage and the opportunity to create additional finished space for a future family room, gym, or flex area. Dolley Farm offers two distinct floor plans -- the Harvest and the Sunrise -- allowing buyers to choose the layout that best fits their needs. With completed units available, you can settle in and enjoy the season right away. Ideally located with easy access to Windham Center, Westbrook, and Portland, Dolley Farm combines neighborhood living with everyday convenience in one of Southern Maine's most desirable communities. Several other units to choose from. Common area pavilion and playground, and a short distance to Shaw Park and the Sebago to Sea trail. Pet friendly!

6 Dolley Farm Rd Unit 3, Windham

Listing courtesy of The Flaherty Group.

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