Windham Real Estate

Welcome to Windham, Connecticut – a charming town nestled in the heart of Windham County, where history, nature, and community come together to create a vibrant living experience. Known for its rich heritage and picturesque landscapes, Windham is a hidden gem that offers a perfect blend of small-town charm and modern amenities.

As you stroll through the town, you’ll be captivated by its historic architecture and welcoming atmosphere. The downtown area is dotted with quaint shops, local eateries, and cultural landmarks that reflect the town’s diverse heritage. Whether you’re indulging in a delicious meal at a family-owned restaurant or exploring the unique boutiques, Windham has something for everyone.

Nature enthusiasts will find solace in Windham’s beautiful parks and recreational areas. With miles of scenic trails, lush green spaces, and tranquil lakes, outdoor adventures await at every turn. Enjoy a leisurely hike, a picnic with friends, or simply unwind in the serene surroundings – Windham is a haven for those who appreciate the great outdoors.

Education is a cornerstone of the community, with highly-rated schools and a commitment to fostering a nurturing environment for families. The town’s strong sense of community is felt through numerous events and gatherings, where residents come together to celebrate local culture and build lasting connections.

Windham is not just a place to live; it’s a place to thrive. With its rich history, vibrant community, and stunning natural beauty, Windham, Connecticut, is the perfect backdrop for your next chapter. Come and discover the warmth and charm that make Windham a wonderful place to call home!

Newest Listings in Windham

$269,900

3 Beds ⋅ 1 Baths ⋅ 24210071 MLS

Solid one level home, updated windows, vinyl siding, upgraded to natural gas heat, hardwood floors, potential to finish the basement, utility shed on the lot, all set on a beautiful corner lot off of a quiet cul-du-sac. (note: Town records show the address as Lauter Ave, the street sign is labeled Phillip Lauter Ave.) Oil tank in basement is no longer used, offered with the tank as-is.

149 Lauter Ave, Windham

$349,900

5 Beds ⋅ 2 Baths ⋅ 24210038 MLS

Spacious two-family home offering 5 bedrooms, 2 baths, a large basement, detached garage, covered front porch, and flexible space throughout. Great opportunity for an owner-occupant or investor. Unit 1 offers approximately 1,453 sq. ft. with 3 bedrooms and 1 full bath. The first floor features a large bedroom, spacious living room, kitchen, and full bath, with two additional bedrooms upstairs. The unit also has access to an approximately 1,201 sq. ft. unfinished basement with washer and dryer and plenty of storage space. Unit 2 offers approximately 1,026 sq. ft. with 2 bedrooms and a 3/4 bath. It includes a living room, kitchen, large bedroom with balcony, second bedroom, and approximately 216 sq. ft. of additional attic/storage space on the third floor. The property also includes a 462 sq. ft. detached garage and off-street parking. Convenient opportunity to live in one unit while renting the other, or add a two-family property to your investment portfolio. Furniture shown in the photos can be included with the sale at no additional cost.

19 Bellevue St, Windham

$315,000

4 Beds ⋅ 2 Baths ⋅ 24207636 MLS

Investors and owner-occupants, take notice! This well-maintained two-family home is ideally situated on a quiet dead-end street and offers an excellent opportunity for both rental income and owner occupancy. One unit is currently unoccupied, providing flexibility for a buyer looking to move in while generating rental income from the second unit. Each spacious unit features 2 bedrooms, 1 full bath, and approximately 1,000 square feet of living space, with comfortable layouts and strong rental appeal. Separate utilities simplify ownership and management, while basement laundry hookups provide added convenience for tenants. Set on nearly half an acre, the property offers plenty of outdoor space, a welcoming front porch, and an abundance of off-street parking. Conveniently located near shopping, dining, schools, and major routes, this property combines a peaceful setting with easy access to everyday amenities. Whether you're looking to expand your investment portfolio or take advantage of an owner-occupied opportunity, this versatile two-family property is ready to deliver flexibility, space, and potential.

11 Type Rd, Windham

$189,000

3 Beds ⋅ 2 Baths ⋅ 24208017 MLS

Welcome to 38 Wilson Street in Willimantic, offering a spacious 7-bedroom, 2-bathroom layout on approximately 0.17 acres. Built in 1910, this property provides ample room for comfortable living, guests, or flexible use. The home's established character and convenient, easy access to local shopping, dining, schools, parks, and everyday amenities. A versatile opportunity for buyers seeking generous bedroom space and a property with potential.

38 Wilson St, Windham

$304,900

3 Beds ⋅ 1 Baths ⋅ 24201525 MLS

A delightful gem of a home, this Cape is set in the heart of Willimantic. This home offers easy access to town, shopping, and commuting routes. A charming, move-in-ready opportunity is updated and ready for its next owner, with an open-air plan and unique, tasteful finishing touches throughout. Fresh, modern updates within the last 4 years include: kitchen with granite counters and new stainless appliances (oven/range, microwave, range hood, refrigerator, dishwasher), first-floor bath, carpet in the upstairs bedrooms, newer vinyl siding, windows, roof, and furnace, 3-zone heat for comfort and efficiency. First-floor primary bedroom - easy single-level living, first-floor laundry in the expansive four-season sunroom, sunroom opens to a deck overlooking a very private backyard with stone walls, 3 bedrooms, 1 full bath, 6 rooms total, original wood panel interior doors; updated insulated exterior doors. Added features include, connected Bluetooth speaker in the shower, electric fireplace insert and, under-house 1-car garage plus private driveway (4 parking spaces) and Solar - schedule your tour today!

349 Mansfield Ave, Windham

$489,000

5 Beds ⋅ 3 Baths ⋅ 24204645 MLS

3 Family well maintained for sale in Willimantic with extra large lot size, .53 ac. and extra large out building for garage, storage and workbench area with power. 2 units on first floor with one unit on second floor. close and convenient to Main Street and bus line. Historical home been in family for generations. see agent remarks

28 Pleasant St, Windham

$70,000

2 Beds ⋅ 2 Baths ⋅ 24203883 MLS

One level living in this mobile home located in Stone Gate Manor. Home offers large, covered deck, nice shed for storage and backs up to woods. Home has a nice open floor plan with a large living room open into the eat in kitchen with lots of good cabinet space. Laundry off kitchen, Primary bedroom has private full bath with shower stall and garden tub, walk in closet. On the other side of Mobile home the second bedroom and another full bath so it is like having two primary bedrooms. Located close to shopping and highways for easy access. Park approval needed

30 Haley Ln, Windham

$199,000

2 Beds ⋅ 1 Baths ⋅ 24205506 MLS

Welcome to 28 Lovers Ln in Windham! This inviting home offers comfortable living spaces and plenty of potential to make it your own. Enjoy a functional layout with bright rooms, generous living areas, and a setting that provides both convenience and privacy. The property offers outdoor space for relaxing, entertaining, or enjoying the changing New England seasons. Conveniently located near local shopping, dining, schools, parks, and major routes, this home provides easy access to everyday amenities while maintaining a peaceful residential feel. A wonderful opportunity to enjoy all that Windham has to offer-schedule your showing today!

28 Lovers Ln, Windham

$84,900

2 Beds ⋅ 2 Baths ⋅ 24204985 MLS

Welcome to this well-maintained 2-bedroom, 2-full-bath mobile home located in Stonegate Manor, offering a comfortable and functional floor plan. The primary bedroom features a private full bath and walk-in closet, while the two bedrooms are thoughtfully situated at opposite ends of the home for added privacy. The fully applianced kitchen includes a convenient snack bar, with a dedicated laundry area down the hall. Enjoy the added comfort of Central Air Conditioning throughout the home. A newer roof (2021) and updated windows adds peace of mind, while the 12x12 roofed deck provides a great space for relaxing. A storage shed adds additional convenience. While the home retains some original finishes, it has been well cared for, is clean, and move-in ready. Conveniently located near shopping, restaurants, gas stations, and other everyday amenities, this home offers comfortable living in a convenient location. Park approval is required. Monthly park fee is $769

29 James Dr, Windham

$285,000

3 Beds ⋅ 1 Baths ⋅ 24204890 MLS

Welcome to 3 Bristol St! Tucked away in a quiet Windham neighborhood, this well cared for home is a gardeners dream! Surrounded by established perennial gardens and fruit trees, the property offers a peaceful, tranquil setting while remaining just minutes from downtown and University areas. The flexible floor plan provides plenty of options, including an office that could easily be another bedroom or flex space. The inviting country kitchen features a center island and beautiful wide plank flooring, creating a warm and comfortable gathering space. Outdoor enthusiasts and gardeners will love the established landscaping, fruit trees, and the opportunity to keep the chickens. The chicken coop can be included with the sale. Recent improvements include a split-ductless heating and air conditioning system, REEM water heater, newer windows, updated flooring, crown moldings and a sewer line connection. Available for immediate occupancy!

3 Bristol St, Windham

$135,000

3 Beds ⋅ 2 Baths ⋅ 24204778 MLS

This Cute, Clean and Spacious, 3-bedroom, 2 bath home in the Stonegate Manor has 1152 Square Feet of Living Space. Appliances convey. There is an 8x10 Shed that conveys as well. Updates are as follows.... Roof is only 2 years old, and hot water heater only 3-4 years old. New flooring and subflooring in primary bedroom/bath. 2 pets are allowed per park regulations. Park has No age requirement! This home abuts the woods with a Walking Trail leading to the Willimantic Reservoir and surrounding Natchaug River and Mansfield Hollow watershed system. Close to Route 6, Airport, shopping, restaurants and more. Public water and public sewer.

57 Circle Dr, Windham

$634,900

10 Beds ⋅ 5 Baths ⋅ 24204552 MLS

Income producing multi family property offering a strong opportunity for investors or owner occupants alike. One unit is currently not leased, providing immediate leasing potential or flexibility for owner occupancy. Property presents the opportunity to generate rental income with additional upside potential over time. Detached garage offers added utility with potential for storage, workshop space, or future supplemental income opportunities. Conveniently located near Eastern Connecticut State University, downtown Willimantic, shopping, dining, and major commuter routes. Great opportunity to add a multifamily asset to an investment portfolio.

120 North St, Windham

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