Windham Homes for Sale

Welcome to Windham, Connecticut – a hidden gem nestled in the heart of Windham County! With its rich history, vibrant community, and picturesque landscapes, Windham offers an inviting atmosphere for families, young professionals, and retirees alike. Known for its charming small-town feel, this city boasts a delightful blend of modern conveniences and historical charm, making it an ideal place to call home.

Windham is steeped in history, with roots dating back to the 17th century. The city is home to a variety of cultural attractions, including the Windham Textile and History Museum, which showcases the region's industrial heritage. Nature enthusiasts will appreciate the stunning parks and trails, such as the scenic Mansfield Hollow State Park, perfect for hiking, fishing, and enjoying the great outdoors.

When it comes to real estate, Windham offers a diverse array of homes for sale that cater to a variety of lifestyles and budgets. From charming single-family homes with character to modern townhouses and spacious condos, there’s something for everyone. The local real estate market is thriving, making it an excellent time to explore your options and find the perfect property.

With affordable housing options and a welcoming community, Windham is not just a place to live; it's a place to thrive. Whether you’re looking to settle down or invest, take advantage of the homes for sale in this delightful city and discover the warmth and charm that Windham has to offer. Your dream home awaits!

Newest Windham Homes for Sale

$289,000

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24194880 MLS

Pride of ownership shines throughout this beautifully updated 3-bedroom, 1.1 bath ranch, ideally situated in a convenient neighborhood setting. The bright, freshly painted interior features gleaming hardwood floors, newer carpeting in all three bedrooms, freshly painted doors with updated hardware, custom window treatments, and stylish new lighting throughout. The updated kitchen offers newer tile flooring, refreshed countertops, a double sink, stainless steel appliances, plus a brand-new dishwasher and range hood (July 2026), making it as functional as it is attractive. Major improvements provide peace of mind, including a new roof (October 2024), central air conditioning, newer windows, and newer gutters with leaf guards. The heated lower level adds approximately 575 square feet of finished living space and includes a convenient half bath, creating the perfect space for a family room, home office, guest area, recreation room, or flexible everyday living. A separate laundry area is equipped with a newer washer and dryer. Step outside to enjoy a private backyard bordered by mature woods, offering a peaceful retreat for relaxing or entertaining. A storage shed provides additional space for lawn equipment, gardening tools, and seasonal storage, adding even more functionality to the property. Conveniently located near Routes 6 and 32, this home provides easy access to UConn, Eastern Connecticut State University, shopping, dining, and a variety of everyday amenities.

143 Southridge Dr, Windham

$365,000

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24195071 MLS

Step into a truly one-of-a-kind home where history, character, and creativity come together. Originally built circa 1892 as the historic Hilltop Hose Company No. 3 Firehouse, this remarkable property has been thoughtfully transformed into an eclectic single-family residence while honoring its architectural roots. The 1,000-square-foot first floor offers an expansive open layout with soaring ceilings, creating an impressive space for everyday living and entertaining. Nearly as spacious, the versatile third-floor retreat includes a full bathroom, extensive built-in storage, counter space, and a private balcony-making it ideal as a generous primary suite, guest room, living area, home office, creative studio, or flexible multigenerational living space. Distinctive Art Deco-inspired design elements add personality throughout, creating a home unlike any other. The composite and stone patio, landscaped yard, and the refreshing shade of mature trees make it an ideal spot to enjoy your morning coffee or unwind at the end of the day. The impressive stone foundation basement boasts high ceilings, a laundry area with utility sink, and clean storage space. Conveniently located near Eastern Connecticut State University, downtown Willimantic's restaurants, shops, entertainment, and local events, with easy access to Route 6 and a short drive to UConn. A rare opportunity to own a distinctive property where historic charm and modern comfort blend into an unforgettable place to call home.

207 Summit St, Windham

$115,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189539 MLS

Welcome to this well-maintained 2008 mobile home located in the desirable Stonegate Manor community. This inviting home offers a bright, open floor plan filled with natural light, creating a warm and welcoming atmosphere throughout. The spacious kitchen flows seamlessly into the living room, making it perfect for everyday living and entertaining. Offering three bedrooms and two full baths, this home provides plenty of space for family and guests. The primary suite features a large walk-in closet and a private bath. Step outside to enjoy the nice deck overlooking the backyard, an ideal spot for morning coffee, outdoor dining, or simply relaxing. There's also space for gardening or creating your own outdoor retreat. Conveniently located close to shopping, parks, and other local amenities, this home combines comfort, convenience, and value. Park approval is required. Don't miss this wonderful opportunity to make Stonegate Manor your new home!

37 Pond Way, Windham

$299,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24192959 MLS

Ranch-style home offering the convenience of one-level living just outside the city. Features include hardwood floors, a freshly painted interior, an inviting sunroom with skylights, and a stunning stone fireplace. The level, landscaped yard is fenced in and perfect for outdoor enjoyment. Recent updates include new flooring in the foyer, kitchen, and hallway, plus newly updated bathroom and a new water heater! A partially finished lower level provides extra living space. Conveniently located near Routes 6, 32, and 66 with easy access to Hartford, New London, Worcester, Eastern Connecticut State University, and UConn.

39 Selden St, Windham

$309,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192676 MLS

Affordable & Move-in ready 4-bedroom, 1.5-bath Cape offering over 1,300 sq. ft. of comfortable living space, with potential to add more sqft in the semi-finished basement. Conveniently located near shopping, dining, and everyday amenities, as well as Eastern Connecticut State University and the University of Connecticut. Eligible for USDA financing, making homeownership more accessible for qualified buyers. Why rent when you can own? Schedule your showing today!

30 Russ Rd, Windham

$399,900

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192242 MLS

Timeless New England charm meets modern-day opportunity in this impressive 5-bedroom, 3.5-bath antique Colonial, where historic character and spacious living come together on a picturesque setting. Rich in original details, this one-of-a-kind home showcases wide-plank hardwood floors, stunning decorative fireplaces with ornate mantels, oversized windows, and classic architectural craftsmanship throughout. The spacious country kitchen offers ample room for gathering and opens to multiple living and entertaining spaces, including a formal dining room, inviting family room, and generously sized bedrooms filled with natural light. A flexible floor plan provides endless possibilities for today's lifestyle, whether you're looking for space for a home office, guest quarters, or multi-generational living. Outside, the property continues to impress with a welcoming covered front porch, expansive yard, and an oversized detached 2-car garage/barn offering exceptional storage, workshop space, or hobby potential. Surrounded by mature trees and timeless New England scenery, this remarkable property delivers the perfect balance of privacy, history, and functionality. Whether you're drawn to the craftsmanship of a bygone era or looking for a home with room to grow, this exceptional antique Colonial is ready for its next chapter. Schedule your private showing today and experience the character and possibilities this unique property has to offer.

394 Jerusalem Rd, Windham

$499,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191550 MLS

Experience exceptional craftsmanship in this magnificent timber frame home, thoughtfully designed with quality, comfort, and energy efficiency in mind. The stunning great room features soaring ceilings and an open-concept layout that flows seamlessly into the dining area and custom kitchen, creating an ideal space for everyday living and entertaining. A cozy propane stove adds warmth and ambiance during the winter months. Constructed with Structural Insulated Panels (SIPs) and built with meticulous attention to detail, this home offers outstanding energy performance. Additional features include radiant oil-fired underfloor heating, indirect hot water, an energy recovery ventilator (ERV), quarter-sawn wood flooring, and beautifully crafted custom kitchen cabinetry. Situated on a level, open cul-de-sac lot, the property offers both privacy and space to enjoy the outdoors. An attached screened gazebo provides the perfect setting for relaxing, dining, or entertaining while enjoying the fresh air in comfort. This is an ideal home for the discerning buyer, with quality and efficiency that is at the edge of building technology.

6 Autumn Rdg, Windham

$289,500

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191945 MLS

Unique property! 1920s Dutch Colonial with many new upgrades. Small private lot that is easy to maintain. Front and rear porches. Adjacent to Amer ican Legion Field and close to Jillson Square. Come take a look! Kitchen cabinet doors are currently off, and are being given a fresh coat of white paint. They will be installed prior to closing.

Windham

$299,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190236 MLS

Located in the highly desirable Upper Hills neighborhood of Willimantic, just a short distance to Eastern Connecticut State University, this charming Colonial blends timeless character with an unbeatable location. Offering over 2,000 square feet of living space, this home features four spacious bedrooms, one and a half bathrooms, soaring ceilings, original hardwood floors throughout and a classic wood-burning fireplace that creates a warm and inviting atmosphere. The oversized rooms provide exceptional flexibility. Outside, enjoy relaxing on the covered front porch or entertaining on the beautiful bluestone paver patio. Additional highlights include newer replacement windows, a one-car detached garage and mature landscaping that enhances the home's curb appeal. This property presents an excellent opportunity seeking a home with income potential. Conveniently located near Eastern Connecticut State University, shopping, restaurants, parks and major commuter routes, this is a rare opportunity to own a classic Colonial in one of Willimantic's most sought-after neighborhoods.

232 North St, Windham

$269,000

5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190067 MLS

Do you need an IN-LAW apartment? A Home business? May even be a possible 2 family. It's Possible with this home. Check the Town Hall for all possibilities. VERY LARGE single-family home with 5 bedrooms and 1 1/2 bathrooms. Nice yard, HUGE Dining room, Large Kitchen, a dramatic entrance to the second level!!! Two separate decks, bay windows with lots of natural light. Property needs some work, but the elbow grease will make you TONS of equity. Come look and make an offer!!!

1008 Windham Rd, Windham

$45,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24183488 MLS

This is a well maintained, 1972, 2 Bedroom Bath and a half unit that has numerous updates that include updated kitchen and full bath, and replacement windows. There is enclosed porch, central air and large storage shed. There are some furnishings that can be included. Close to shopping, medical facilities and outdoor attractions. Park residence approval is required. the lot is $769 a month. This is a "1971 Lamplighter mobile/manufactured home. Bearing ID # 4-1080 being 12 feet by 60 feet. This unit is on leased land located at 17 Wayne Drive in North. Windham CT. For information on park rules, regulations and residency application inquire at Stonegate park.

17 Wayne Dr, Windham

$59,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24183062 MLS

Welcome to Country Club Estates! This beautifully maintained 2-bedroom, 1-bath mobile home is truly move-in ready and showcases pride of ownership throughout. The home offers a bright and inviting interior, comfortable living spaces, and has been meticulously cared for inside and out. Enjoy the well-manicured yard featuring attractive landscaping, established gardens, and a covered deck-perfect for relaxing, entertaining, or enjoying your morning coffee. Conveniently located within the community and close to local amenities, this home is an excellent opportunity for affordable, low-maintenance living. Don't miss your chance to make it yours!

26 Long Dr, Windham

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