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33 Machine Shop Hill Rd, Windham
$519,900
4 Beds ⋅ 4 Baths ⋅ 24215433 MLS
Beautifully Remodeled Home with Modern Updates & Separate In-Law Living! Welcome to this beautifully renovated home offering the perfect combination of modern comfort, spacious living, and versatility! Thoughtfully updated throughout, this home features an inviting layout designed for today's lifestyle. The main living area offers 3 spacious bedrooms, 2.5 bathrooms, and a dedicated home office. The bright, open-concept kitchen, dining, and living areas create a seamless flow, perfect for everyday living and entertaining. Convenient main-level laundry adds to the home's functionality. A separate in-law living area provides an excellent opportunity for multigenerational living, extended family, or guests. This private space features 1 bedroom, 1 full bathroom, its own laundry area, and a comfortable living space, all conveniently located on the first floor. Extensive renovations throughout, including a new roof and new furnace, offer added value and peace of mind. Step outside to enjoy the spacious deck, ideal for outdoor entertaining, relaxing, or hosting summer gatherings. The property also features two detached garages, including an oversized heated garage offering exceptional space for vehicles, storage, a workshop, or hobbies. With its beautifully updated interior, flexible living arrangements, and impressive garage space, this property offers something for everyone. Move-in ready and full of possibilities-schedule your private showing today!

33 Machine Shop Hill Rd, Windham

15 Cracow Ave, Windham
$324,999
3 Beds ⋅ 2 Baths ⋅ 24214512 MLS
Imagine summer mornings with coffee on the new Trex deck, afternoons spent by your in-ground pool, and evenings launching a kayak right into the river behind your backyard. At 15 Cracow Ave, that lifestyle comes together with the comfort of an updated 3-bedroom, 2-bath ranch where many of the big-ticket improvements have already been taken care of. Inside, the open floor plan was made for gathering. The remodeled kitchen features quartz countertops and soft-close cabinetry and opens directly into the dining area and spacious living room, where a wood-burning fireplace becomes the centerpiece on cooler New England nights. Down the hall, the true primary suite gives you something rarely found at this price point-a private full bathroom with double vanities-along with two additional bedrooms and a second full bath.

15 Cracow Ave, Windham

129 Walnut St, Windham
$217,500
4 Beds ⋅ 1 Baths ⋅ 24213182 MLS
Charming Antique Colonial - Prime Windham Location Step back in time and experience the warmth and character of this classic 1915 Antique Colonial, beautifully situated on a desirable corner lot in Windham. This inviting home offers four spacious bedrooms and one full bath, along with a generously sized living room perfect for relaxing or entertaining. The bright eat-in kitchen provides a welcoming space for gatherings and everyday living. Enjoy peaceful mornings or cozy seasonal evenings in the sun-filled three-season room, complete with stairs leading directly out to the backyard. The property is surrounded by a charming white picket fence, enhancing its timeless New England appeal. A standout feature is the impressive two-story garage with access from two streets, offering exceptional convenience, storage, or potential workshop space. The full walk-out lower level adds additional functionality and flexibility. Ideally located close to local colleges, this property presents an excellent opportunity for investors, owner-occupants, or those seeking rental potential. Enjoy nearby delicious eateries, unique shops, and easy commuting access to surrounding towns and major routes. This is a truly charming and classic New England home that must be seen to be fully appreciated.

129 Walnut St, Windham

21 Haley Ln, Windham
$84,900
2 Beds ⋅ 2 Baths ⋅ 24212872 MLS
Welcome home to comfort, convenience, and move-in-ready appeal! This lovingly maintained two-bedroom, two-bathroom home, built in 2003, offers thoughtful updates and an inviting setting for everyday living. Updated laminate flooring, tile floors in both bathrooms, and select updated lighting fixtures create a fresh, welcoming feel. All appliances are included, along with the washer and dryer, making your transition that much easier. Enjoy morning coffee on the deck or settle in for a relaxing evening outdoors. With its well-cared-for interior and appealing updates, this home is ready for your personal touches and next chapter. Discover the possibilities and picture yourself at home! Schedule your private showing today.

21 Haley Ln, Windham

75 Mullen Hill Rd, Windham
$319,900
3 Beds ⋅ 2 Baths ⋅ 24189966 MLS
This lovely home has been thoughtfully updated and well maintained over the years. Recent improvements include a brand-new 40-year roof, beautifully refinished hardwood floors, and fresh paint through the majority of the home. Additional updates include Anderson windows, newer interior and exterior light fixtures, a brand-new beautiful black granite slab for the fireplace, a hatchway, dual oil tanks, rounded archways, and solid six-panel doors. The kitchen features custom-made solid wood cabinetry, including convenient pull-out pantry drawers, along with a newer countertop. The full baths have also been updated, including a second-floor bath with a valuted ceiling, as well as two new toilets. The basement has been freshly sealed, with the walls and floor treated with Drylok for added protection. The exterior was freshly painted including the spacious 14' x 21' deck and is ready for outdoor entertaining. Outside, the property offers a beautiful, open and level lot along with a substantial 12' x 16' outbuilding, providing plenty of space for storage, hobbies, a workshop, or other possibilities. Inside, you'll find spacious bedrooms, with skylights on the second floor bringing in an abundance of natural light. With its classic Cape charm, numerous updates, flexible living space, and generous outdoor areas, this home offers a wonderful combination of character, comfort, and functionality.

75 Mullen Hill Rd, Windham

154 Manners Ave, Windham
$288,000
3 Beds ⋅ 1 Baths ⋅ 24210578 MLS
Welcome to this well-cared-for home, where thoughtful updates and a comfortable layout create an inviting place to call home. The spacious eat-in kitchen provides plenty of room for meals and entertaining and flows naturally into the living area. The home offers three bedrooms and a well-maintained bathroom. A full walkout basement provides excellent potential space, whether you need a recreation room, home office or workshop. Outside, you'll find a private deck, paved driveway, an a carport for convenient parking and outdoor enjoyment. The roof was newly installed in September 2026, providing an important recent improvement for the next owner. With its comfortable floor plan, outdoor amenities, and opportunity to expand, this home offers plenty of room to make it your own. Situated in a peaceful and desirable part of town, the property is also conveniently located near UConn and Eastern Connecticut State University.

154 Manners Ave, Windham

19 Bellevue St, 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

11 Type Rd, 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. Highest and Best by 8pm Friday 10/10/2026.

11 Type Rd, Windham

349 Mansfield Ave, Windham
$299,900
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

29 James Dr, Windham
$82,900
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

3 Bristol St, 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

14 Tunxis Ln, Windham
$295,000
3 Beds ⋅ 1 Baths ⋅ 24203041 MLS
Welcome to 14 Tunxis Lane! This well-maintained 3-bedroom, 1-bathroom home is move-in ready and offers a wonderful opportunity for its next owner. Recent improvements include newer windows, a new front entry door, and refreshed landscaping, enhancing both curb appeal and functionality. Situated near a quiet cul-de-sac, the property offers a peaceful and private setting with a spacious back and side yard - a rare find in this area. The home has been thoughtfully maintained over the years and provides a comfortable layout with plenty of opportunity to personalize and make it your own. The lower level offers additional space and potential for a future second bathroom, providing an opportunity to expand the home's functionality and value. Whether you're a first-time buyer, downsizing, or simply looking for a well-cared-for home in a private setting, 14 Tunxis Lane is a rare opportunity you won't want to miss!

14 Tunxis Ln, Windham

86 Chestnut St, Windham
$290,000
4 Beds ⋅ 2 Baths ⋅ 24201649 MLS
INVESTOR OPPORTUNITY IN WILLIMANTIC! Bring your vision to 86 Chestnut Street, an approximately 1,560 SF multifamily property. Originally built in 1887, the property offers timeless architectural character and charm rarely found in newer construction. Conveniently located near downtown Willimantic, Eastern Connecticut State University, shops, restaurants, services, and major area routes. Offered AS-IS, providing an opportunity to renovate and customize to your investment strategy. The property's character, layout, location, and value-add potential make this an excellent opportunity for an investor or owner-occupant. Cash or conventional financing only. No government financing. Buyer to conduct their own due diligence regarding condition, zoning, intended use, and renovation potential.

86 Chestnut St, Windham

11 Bellevue St, Windham
$159,999
6 Beds ⋅ 2 Baths ⋅ 24201036 MLS
Bring your vision to this six-bedroom home in Willimantic's Hill Section. With approximately 1,948 square feet of living space, the property features generously sized rooms, hardwood flooring, tall windows, original woodwork, and period details throughout. A brand-new roof has already been installed, providing a great start for future improvements. With thoughtful updates, this home has the potential to showcase its original character while being tailored to its next owner. Conveniently located near downtown Willimantic, Eastern Connecticut State University, shopping, dining, and major routes. Property is being sold as-is. Also available is 15 Bellevue Street, located at the front of the property, creating the possibility of a package purchase. One of the parties to the LLC has an active real estate license.

11 Bellevue St, Windham

56 Sundale Dr, Windham
$519,000
4 Beds ⋅ 3 Baths ⋅ 24200078 MLS
Welcome home to your own private retreat! Set on 1.09 beautifully landscaped acres in a quiet neighborhood, this well built and thoughtfully maintained home offers 4 bedrooms, 2.5 bathrooms, an attached 2 car garage, an inground pool and a private tennis court. Lovingly maintained and ready for your own personal touches, this home offers an incredible opportunity to make it truly your own. The main level features a streamlined kitchen with Corian countertops and a cozy dining area overlooking the patio and pool. Enjoy your morning coffee in the inviting den, complete with a fireplace, custom paneling and built in bookcases. A main level bedroom, half bathroom, formal dining room and spacious living room provide plenty of flexibility for everyday living and entertaining. Upstairs, you will find two additional bedrooms, a full bathroom and a spacious primary suite with its own private bathroom. The finished lower level offers even more living space with a large entertainment area, bar, office, utility area and cedar lined walk in closet. Major updates include a new roof in 2022, windows and driveway in 2020, chimney liner in 2023, pool pump in 2023, resurfaced tennis court in 2022 and sump pump in 2020. Additional features include 200 amp electrical service, a Buderus furnace, attic fan and well expansion tank. Conveniently located approximately 18 minutes from UConn, 17 miles from Norwich and 34 miles from Hartford, this peaceful property offers space, privacy and amenitie

56 Sundale Dr, Windham

29 Kathleen Dr Unit 3B, Windham
$199,900
2 Beds ⋅ 2 Baths ⋅ 24197730 MLS ⋅ Elm Tree Village BLDG.
FRESH PAINT TO COME! Seller will be painting downstairs bathroom and living room with neutral tones! Welcome to 29 Kathleen Drive, Unit 3B, a spacious two-bedroom townhouse-style condo offering a flexible layout, finished lower level, and comfortable everyday living. This is one of the few units with a Finished Basement! The main level features an inviting living area with an easy flow for everyday living, while central air keeps the home comfortable through the warmer months. Upstairs are two well-sized bedrooms and a full bath, and the finished lower level adds valuable flexibility for a family room, home office, gym, playroom, or hobby space. With 1.5 baths, natural gas heat, and the convenience of condo living, this home offers a practical layout with room to spread out. Set within the established Elm Tree Village community, residents can also enjoy shared outdoor amenities including tennis courts and picnic areas. Conveniently located near Eastern Connecticut State University, shopping, dining, and major routes, this is an easy-to-manage home with versatile living space and a location that keeps everyday essentials close by.

29 Kathleen Dr Unit 3B, Windham

207 Summit St, Windham
$349,900
3 Beds ⋅ 2 Baths ⋅ 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

29 Kathleen Dr Unit 5C, Windham
$210,000
2 Beds ⋅ 2 Baths ⋅ 24190308 MLS ⋅ Elm Tree Village BLDG.
Move-in ready 2-bedroom, 1.5-bath townhouse-style condo offering comfortable, low-maintenance living in a desirable community. The main level features a spacious living room, a kitchen with updated appliances, designated dining area and a convenient half bath. Upstairs are two generously sized bedrooms and a full bathroom. The full basement provides abundant storage, washer and dryer hookups, and potential for additional finished living space. Major mechanical updates include a new heating system, central air conditioning, and water heater, all replaced within the past year. Additional highlights include an attached one-car garage, driveway parking for two vehicles, and access to community tennis courts. Conveniently located near shopping, restaurants, and major routes while offering a quiet residential setting. A great opportunity for owner-occupants or investors alike.

29 Kathleen Dr Unit 5C, Windham

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