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63 Beacon Rd, Windham
$390,000
4 Beds ⋅ 1 Baths ⋅ 24179460 MLS
Welcome to your own private oasis! This beautifully maintained, sunny, move in ready home perfectly showcases true pride of ownership. Step inside to discover a bright and airy open floor plan on the main level. At the heart of the home is an updated kitchen, complete with newer granite countertops and appliances. The living space extends to the lower level, where you will find an additional finished 600+ Sq.Ft. featuring a spacious family room, perfect for a home office, or additional living space. Continuing outside onto the gorgeous, meticulously landscaped lot. Surrounded by lush lawns, vibrant plants, and flourishing garden spaces, this yard is a nature lover's dream. Relax on the shaded porch or step out onto the open deck, both of which offer peaceful views of your private backyard retreat. The centerpiece of this outdoor haven is a beautiful, privately set in ground pool with a newer lining, pump, and stairs, promising endless summer fun and relaxation. Adding to your peace of mind will be a brand new septic system, ensuring worry free living for years to come. Situated in a convenient location, this property offers a short commute to Eastern Connecticut State University, making it as practical as it is charming. Schedule your viewing today and prepare to fall in love!

63 Beacon Rd, Windham

21 Lewiston Ave, Windham
$385,000
8 Beds ⋅ 3 Baths ⋅ 24166161 MLS
Discover the perfect blend of owner-occupant comfort and income-generating potential at 21 Lewiston Ave. This versatile property is an ideal house hack opportunity, offering Unit 1 in true move-in condition-perfect for an end user looking to offset their living expenses or an investor seeking to maximize cash flow from day one. Unit 1 has been thoughtfully maintained and is essentially turnkey, allowing for immediate occupancy without the need for renovations or updates. Whether you choose to live in the unit yourself or place a tenant at market rent, the flexibility here is unmatched. The layout is functional and inviting, appealing to a wide range of tenants and ensuring strong, consistent demand. This property presents a rare chance to create a "cash cow" scenario: live affordably while rental income from additional units helps cover your mortgage-or fully lease the building and enjoy steady passive income. With minimal upfront work required, you can focus on optimizing rents and building equity from the start. Additional highlights include solid mechanicals, a well-kept interior, and the kind of low-maintenance condition that both homeowners and tenants appreciate. Opportunities like this-where a property is both livable and income-producing without heavy lifting-don't come around often.

21 Lewiston Ave, Windham

4 Jerusalem Rd, Windham
$379,000
3 Beds ⋅ 2 Baths ⋅ 24138219 MLS
Welcome to this Classic Cape styled home in Windham, CT-where timeless charm meets everyday convenience. Set on a flat ad spacious l in an HIGHLY DESIRED location, this 3-bed, 2-full-bath home offers an easy, flexible layout for today's living. The main level features a sun-filled living room with hardwood floors and a well-appointed updated kitchen with plenty of storage and prep space, perfect for weeknight dinners or weekend hosting. Designated space for a dining room table. A gorgeous sun room off the kitchen. The first-floor primary bedroom is super spacious with a large walk in closet and vaulted ceilings. Large family room on the lower level of the home. Upstairs, you'll find two additional bedrooms with large windows and a second full bath. New Tesla charger installed that is compatible for electric cars. A Buderus Furnace and Newer Stainless Heat Flo Water Heater . Located on Nearly Two Park Like Acres. Lined with Quaint Stone Walls Along The Properties Entrance. Outside you will find a suana, a newly fenced in portion of the yard perfect for those who have pets and a shipping container used for additional storage. Outside, the level yard creates a true extension of your living space-great for gardens, play, and a turn around driveway!

4 Jerusalem Rd, Windham

27 Aspen Pl, Windham
$375,000
5 Beds ⋅ 3 Baths ⋅ 24141219 MLS
Welcome to 27 Aspen Place, a well maintained raised ranch built in 2005, offering comfort, space, and convenience. This home features 5 spacious bedrooms, including a Primary Bedroom with a full bath, and an additional full bath on the main level. The finished lower level offers 540 sq ft of expanded living space with 2 bedrooms and a full bath. Gleaming hardwood floors flow throughout the home, adding warmth and character. Nestled in a neighborhood setting, this property provides the perfect balance of a small neighborhood and accessibility. Located walking distance to ECSU, medical facilities, shopping, dining and more. Enjoy the ease of nearby amenities and easy access to Route 6. Don't miss your chance to make this move-in ready gem your own!

27 Aspen Pl, Windham

41 Jennings Ln, Windham
$369,900
3 Beds ⋅ 2 Baths ⋅ 24116091 MLS
Welcome to this beautifully maintained raised ranch nestled on a meticulously landscaped lot-offering exceptional curb appeal and plenty of space for outdoor entertaining. The oversized front, side, and backyard areas, along with the long, wide paved driveway and ample parking, provide the perfect setting for hosting family and friends. Inside, enjoy a bright and open floor plan featuring 3 bedrooms, 1 full bath, and a convenient half bath in the primary suite. A bonus 4-season sunroom just off the kitchen adds an additional 256SF of versatile living space, ideal for year-round enjoyment. The lower-level family room includes a built-in Murphy bed, perfect for guests or flexible use. The town assessor card lists 480SF of finished basement and the sunroom as 256SF, but doesn't add these two spaces to the total SF, which is listed as 1232 on the card. Step out onto the deck from the sunroom and take in the serene setting. The rear property line extends beyond the manicured lawn into a wooded area-see attached map for details. Freshly painted and move-in ready, this home offers space, comfort, and privacy in a beautiful setting. Don't miss this opportunity! SELLER IS MOTIVATED

41 Jennings Ln, Windham

394 Jerusalem Rd, Windham
$368,000
5 Beds ⋅ 4 Baths ⋅ 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

176 Bush Hill Rd, Windham
$362,000
3 Beds ⋅ 2 Baths ⋅ 24123365 MLS
Your dream home has arrived! This 3-bedroom, 2-bath raised ranch with an oversized 1-car garage combines modern comfort, energy efficiency, and incredible outdoor living. Step inside to an open floor plan where a spacious living room flows into the stunning kitchen and dining area, complete with custom cabinetry, stainless steel appliances, granite countertops, tiled floors, and sliding glass doors that lead to your deck. The laundry is tucked conveniently off the kitchen. The primary suite boasts double closets and a private bath with shower, while two additional bedrooms and a full tiled guest bath complete the main level. Get ready to entertain! The huge backyard is your private retreat with trails, a 16x22 shed, a firepit, cement patio with gazebo, hot tub, and a built-on deck leading to the pool. Every detail is designed for fun, relaxation, and gatherings. Recent upgrades include central air with a heat pump for heating and cooling, new laminate flooring, and a roof just 5 years young. Solar panels add efficiency, and you'll love the choice of heating with oil, wood stove, or heat pump.

176 Bush Hill Rd, Windham

231 Back Rd, Windham
$361,000
3 Beds ⋅ 2 Baths ⋅ 24136277 MLS
The fraise, "They don't make'em like this anymore" comes to mind as you walk into this classic country cape. Great bones and a thoughtful design in every way. The eat-in kitchen, dining room and living room are large, open and perfect for gatherings. The back hallway leads you to a full bathroom with privacy away from the common areas, along with a bedroom and a big den. So big it could be used as a fourth bedroom. Up the beautiful center staircase, you'll find 2 more generous size bedrooms and another full bathroom. With the immense amount of closets and other storage areas, this home will leave you wanting very little. Make and appointment and come see it to picture yourself enjoying cold nights cuddled up by either fireplace.

231 Back Rd, Windham

99 Bellevue St, Windham
$357,000
5 Beds ⋅ 2 Baths ⋅ 24178511 MLS
Wonderful opportunity to own this charming Craftsman-style home in the desirable Hill Section of Willimantic. Built circa 1932, this well-maintained home is filled with timeless character and original details including beautiful natural woodwork, lovely wood doors, glass door knobs, built-ins, and classic architectural charm throughout. The remodeled kitchen features beautiful cabinetry, granite countertops, and ample workspace, blending modern convenience with the home's original warmth and character. Recently renovated full bathrooms on both the first and second floors offer added comfort and functionality. The flexible floor plan includes a bright sunroom/home office on the main level, ideal for remote work, hobbies, or additional living space. Most of the home features energy-efficient replacement windows. The second floor includes a partially finished walk-in storage room with excellent potential for future expansion into additional living area, studio space, or a bonus room. A large full basement and detached storage shed provide abundant storage options. Additional features include a 2-car under garage and established setting conveniently located close to Eastern Connecticut State University, downtown dining, shopping, and entertainment, with easy access to Route 6 and just minutes to University of Connecticut. A rare opportunity to own a home full of charm, character, and future potential. BOM see agent to Agent remarks.

99 Bellevue St, Windham

12 George St, Windham
$355,000
3 Beds ⋅ 1 Baths ⋅ 24171775 MLS
Well maintained ranch in move-in condition. This 3-bedroom 1-bath property offers single level living comfort and convenience. the living room features a wood burning fireplace for those cold New England nights. The large eat-in kitchen is equipped with newer stainless appliances. All 3 bedrooms have double closets. the lower level, with ample shelving and storage, is the perfect area for the true craftsman or DIYer. The one car attached garage is connected to the house by a breezeway, out of the rain when bringing in the groceries. The stone patio is the perfect entertaining spot in the large fenced in back yard. A shed, with an overhead door, is fully insulated for possible heating to be added. If you're starting fresh or want to downsize without compromise, this is truly a turnkey home that you can make your own.

12 George St, Windham

176 Windham Rd, Windham
$350,000
8 Beds ⋅ 3 Baths ⋅ 24117978 MLS
Located near the South Windham border of Willimantic, this beautifully maintained 3-family Victorian home is a rare find perfect for investors seeking immediate rental income or owner-occupants looking to live on-site while collecting rent. Nestled in a quiet neighborhood filled with majestic historic homes and directly across from a scenic park, the property offers the perfect combination of location, charm, and functionality. Each of the three spacious, sun-filled apartments features gleaming hardwood floors, large windows, and in-unit laundry. The first and second-floor units boast open floor plans with 3 bedrooms, spacious kitchen, dining room, living room, and a private covered porch or deck-ideal for outdoor enjoyment. The third-floor apartment offers a bright, open layout with a large bedroom, a second flexible room (great for an office or guest space), a sunny kitchen with cross-ventilation, and two oversized storage closets. All three units are currently leased, providing immediate cash flow for investors, & utilities are broken up by apartment. Off-street parking accommodates two small to mid-sized cars per unit, and two interior staircases make access easy for tenants and moving. Whether you're looking for a fully rented investment property or the perfect opportunity to live in one unit while the other two offset your mortgage, this home offers historic charm, modern convenience, and strong rental appeal in one of Willimantic's most desirable neighborho

176 Windham Rd, Windham

21 Russ Rd, Windham
$340,000
4 Beds ⋅ 1 Baths ⋅ 24168002 MLS
Welcome to this beautifully presented 4bedroom Cape-style home on a generous lot - an entertainer's dream and a peaceful everyday retreat. Inside, gleaming hardwood floors and abundant natural light flow through an open, thoughtfully updated interior. The kitchen shines with stunning new cabinetry, granite countertops, a stylish backsplash and stainless steel appliances - perfect for casual meals or hosting friends. The bathroom has been carefully finished with sparkling fixtures and chic shower tile surrounds. The main floor offers two generously sized bedrooms for convenient first-floor living, while two more well-proportioned bedrooms occupy the second level. Comfort and efficiency are assured with a brand-new furnace, full-service central air, energy-efficient windows, a very new roof and a new hot water heater. Move in and enjoy modern luxury - there's literally nothing left to do but settle in and entertain.

21 Russ Rd, Windham

384 Prospect St, Windham
$337,000
6 Beds ⋅ 3 Baths ⋅ 24115954 MLS
Charming Victorian Home in the Heart of the Hill Section - Just Steps from ECSU This beautifully crafted Victorian residence offers over 3,000 sq ft of living space and is conveniently located near the entrance of Eastern Connecticut State University. Featuring a spacious chef's kitchen, an inviting front porch, and a covered back porch perfect for relaxing or entertaining. Inside, you'll find a stunning formal dining room, a generous living room with a cozy gas fireplace, and a grand entryway highlighted by a regal staircase. The home includes 6 bedrooms and 3.5 bathrooms, providing ample space. While the property requires some TLC-including yard maintenance and repairs to one bedroom affected by a contained fire-it presents a fantastic opportunity to restore and personalize a classic home. Solar panels and their lease will transfer to the new owner at closing.

384 Prospect St, Windham

174 Mansfield Ave, Windham
$335,000
6 Beds ⋅ 2 Baths ⋅ 24159510 MLS
Well maintained Colonial farm house perfect for investors or owner occupied. This home offers 6 Bedrooms and 2 Full baths. The formal dining room is currently being used as a bedroom space but can be easily opened back up for a dining or social living space. The third floor adds an additional 700+ living space. The home has recently refinished hardwood floors throughout. The spacious kitchen has a convenient walk in pantry space. There is a full bath on the first and second floors with a convenient first floor laundry. recent updates to this home include roof, windows, furnace, kitchen cabinets. The exterior of the home has a covered wrap around porch and a detached 1 car garage and plenty of parking. The home is currently rented for 3,200.00 per month with a lease ending 5/31. This home is walking distance to ECSU.

174 Mansfield Ave, Windham

96 Mcdermott Ave, Windham
$335,000
4 Beds ⋅ 2 Baths ⋅ 24157893 MLS
*Highest & Best Offer Deadline on Tuesday, 3/10/26, 10:00 am.* This beautifully updated and wellmaintained home offers a flexible layout in a convenient neighborhood setting. The main level features comfortable living spaces and three bedrooms with a full bath, while the finished lower level includes a spacious additional room that works perfectly as a fourth bedroom, family room, or multipurpose space, along with a second full bath. You'll love the remodeled kitchen with granite counters, stainless appliances and tile floor - featuring an island and dining space, along with sliders to the expansive deck where you can enjoy outdoor living overlooking a nicely sized yard ideal for relaxation or gatherings. The 1-car garage offers shelter from the weather and great storage. Located close to town conveniences, shopping, medical facilities, dining, and entertainment, this home combines comfort with everyday practicality.

96 Mcdermott Ave, Windham

64 Chestnut St, Windham
$332,500
3 Beds ⋅ 2 Baths ⋅ 24183909 MLS
Located in the Historic Hill section of romantic Willimantic, this charming Craftsman-era bungalow offers the perfect blend of historic character and modern convenience, just minutes from downtown shops, restaurants, and local attractions. Before you even step inside, beautifully maintained gardens welcome you to the expansive front porch-an ideal spot to relax and enjoy the neighborhood's timeless charm. Inside, natural light fills the home, highlighting the sparkling hardwood floors, original turn-of-the-century woodwork, and classic architectural details that reflect the craftsmanship of a bygone era. The main level features a light and bright floor plan, including a fully remodeled kitchen, an updated half bath, and a dedicated first-floor office-perfect for working from home, studying, or creating a private retreat. Upstairs, you'll find three generously sized bedrooms and a tastefully remodeled full bath, providing comfortable living space while preserving the home's historic appeal. Rich in character and enhanced with thoughtful updates, this special Historic Hill home offers a rare opportunity to enjoy the best of Willimantic's past and present in a convenient location close to downtown.

64 Chestnut St, Windham

165 Ballamahack Rd, Windham
$331,000
3 Beds ⋅ 2 Baths ⋅ 24153556 MLS
**FINAL AND BEST OFFERS DUE WEDNESDAY 2/18/26 BY 5PM** Welcome to this beautiful home set on over an acre of land, offering privacy, space, and endless possibilities for outdoor enjoyment, expansion, or future improvements. This property combines modern finishes with classic charm, making it truly move-in ready. The home features a stunning kitchen complete with stainless steel appliances and elegant quartz countertops, perfect for everyday living and entertaining. Throughout the home, you'll find gleaming hardwood floors that add warmth and character, along with updated vinyl replacement windows that improve energy efficiency and natural light. Exterior also includes an asphalt shingle roof, providing durability and peace of mind for years to come. The bathrooms have been thoughtfully updated and offer a modern, spacious feel with beautiful tile work and stylish finishes, creating a clean and luxurious atmosphere. Situated on a generous 1+ acre lot, this property offers endless opportunities for outdoor living, gardening, recreation, or potential future use depending on buyer needs. Conveniently located while still offering a private setting, this is a fantastic opportunity to own a turnkey home with room to grow.

165 Ballamahack Rd, Windham

9 Highland View Dr, Windham
$326,000
3 Beds ⋅ 1 Baths ⋅ 24153938 MLS
Perfect first home, or downsize, with the big updates already done. This move-in ready property offers peace of mind for first-time buyers looking to avoid costly repairs and enjoy homeownership from day one. Three Bedrooms, open layout, pellet stove, garage with attic storage, an open breezeway, and Hard Wood Floors! Off street parking, Paved driveway. Recent improvements include a brand-new roof with durable 50-year shingles, with transferable warranty. The home also features a basement drainage system with sump pump providing added protection and confidence during wet seasons. Boiler with holding tank is new with an amazing install! Other major upgrades add exceptional value, with a new 1,000-gallon septic tank installed in 2020 per Health Department records, a septic inspection completed May 2024, and a recent tank pump-out in February 2026. These are the upgrades buyers want-but rarely find-already completed. Ideal for buyers seeking an affordable home with updated systems, this property allows you to focus on decorating and settling in rather than worrying about major expenses. A smart opportunity for anyone looking for a low-maintenance, budget-friendly home with long-term reliability. All in a popular neighborhood!

9 Highland View Dr, Windham

34 N Windham Rd, Windham
$325,000
4 Beds ⋅ 2 Baths ⋅ 24145043 MLS
*** huge price drop! Charming 4-Bedroom Colonial on 1.76 Acres in Windham! Welcome to 34 N Windham Rd, a lovingly maintained 1930 colonial set on a spacious 1.76-acre parcel offering privacy, outdoor space, and classic New England character. This home features 4 bedrooms and 2 full baths across 1,294 sq ft of comfortable living space - perfect for families, first-time buyers, or anyone seeking room to grow. Step inside to discover a warm and inviting layout with abundant natural light, traditional architectural details, and a flow that's ideal for everyday living. The oversized living room and dining area create great gathering spaces, while the well-proportioned bedrooms provide flexibility for a home office or hobby spaces. The kitchen offers functional workspace with easy access to the backyard - a blank canvas for gardening, entertaining, or simply relaxing in your private setting. Highlights include: * 4 generous bedrooms * 2 full bathrooms * Expansive 1.76-acre lot with great outdoor potential * Classic colonial charm throughout * Convenient Windham location close to shopping, dining, parks, and commuter routes Whether you're hosting summer barbecues, expanding your garden, or dreaming of future updates, this property delivers both space and opportunity. Don't miss your chance to own a piece of Windham history with modern living potential!

34 N Windham Rd, Windham

295 Jackson St, Windham
$323,000
6 Beds ⋅ 2 Baths ⋅ 24137503 MLS
Say Happy Centennial to 295 Jackson St! Being lovingly cared for by current owners for 22 years, they have spared no expenses. She just gets better with age. Whether you are starting your investment portfolio, or looking to round it out, this 2 family home is for you. Close to Willimantic's vibrant Main St, shopping & amenities; everything you need is within minutes. If that wasn't enough, ECSU, Windham HS and Windham Tech are all within less than a mile and a half. Added benefit: On collegiate bus routes and only 10 minutes from UCONN. Each unit features 3 bedrooms and 1 bath, beautiful woodwork & embellishments; built-ins and plenty of pantry/cabinet space. Not one, but two separate driveways; one for each unit. Separate furnaces, hot water heaters, oil tanks and upgraded electrical panels. Recently repainted exterior, energy efficient triple pane windows, new roof including chimney & cap, large basement with both a shared space which you can access the large backyard, with individual storage areas, each with it's own washer/dryer hookups.

295 Jackson St, Windham

170 Windham Center Rd, Windham
$321,600
3 Beds ⋅ 1 Baths ⋅ 24161495 MLS
OFFER DEADLINE MON 5:00PM. Tucked into the countryside of South Windham, this move-in-ready 1,423-square-foot home offers a wonderful blend of country living and modern practical updates. Completely refreshed from top to bottom-including the peace of mind of all new plumbing-the house sits on a beautiful, level lot featuring quiet water views, giving you a sense of rural escape while staying just a short drive from local shopping and restaurants. The heart of the home is the bright, updated kitchen, which features durable granite countertops, all-new appliances, and a cozy breakfast nook framed by an oversized bay window. New, high-quality composite flooring flows throughout the main level for a seamless look that is both stylish and easy to maintain. The comfortable layout includes a convenient main-floor bedroom and a remodeled bathroom that features handy laundry access to simplify your daily routine. The living room has also been fully updated and is anchored by its own large bay window that fills the space with natural light. Upstairs, the primary bedroom feels airy and bright with its vaulted ceiling and classic Palladian window, while a third well-appointed bedroom completes the second floor. From the new roof, fresh finishes, to the tranquil outdoor setting, every part of this property has been handled with care to create a welcoming, turnkey home. This is a fantastic opportunity to own a fully updated sanctuary in a great location-schedule your private tour toda

170 Windham Center Rd, Windham

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