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232 North St, Windham
$290,000
4 Beds ⋅ 2 Baths ⋅ 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

73 Holbrook Ave, Windham
$290,000
3 Beds ⋅ 1 Baths ⋅ 24126775 MLS
Move-in ready 1,300 sq. ft. home offering 3 bedrooms, kitchen with granite countertops, stainless steel appliances, plenty of counter space, new floors, freshly painted, brand new gutters, and a large fenced-in level yard. 2 bedrooms on the lower level and a full bath. 2nd floor offers 1 large bedroom. The open-concept living room flows into the kitchen, and the first-floor laundry adds ease to everyday living. The primary bedroom is located on the main level and features vaulted ceilings and a brand-new floor. Enjoy the outdoors with a private fenced yard, perfect for gardening, entertaining, or relaxing. The property also includes a one-car garage and plenty of parking. City water and sewer. 74 Holbrook is located just minutes from everything, shopping centers, grocery stores, Hospital, Public Transportation, Eastern CT University, UCONN, and the gym!! Easy access to major highways with an easy commute to RI and MA. Schedule your tour today!

73 Holbrook Ave, Windham

41 Hilltop Dr Unit 48, Windham
$285,000
2 Beds ⋅ 2 Baths ⋅ 24190954 MLS ⋅ Oak Forest Village BLDG.
Welcome to Oak Forest Village! This well-maintained 2-bedroom, 2-bath detached condo offers comfortable one-level living in a quiet, well-kept community and is ready for a new owner. The main floor features a bright living room, dining area, and a kitchen with center island seating, all filled with natural light. Enjoy the private deck overlooking a peaceful wooded setting, perfect for relaxing and enjoying the outdoors. The attached garage provides added convenience, and the detached design offers the feel of a single-family home with the benefits of condo living. The walk-out lower level offers abundant storage space and room for a workshop, home gym, or other uses. Move right in and make it your own. Conveniently located near UConn, ECSU, Windham Hospital, shopping, dining, golf courses, and the Airline State Park Trail. Property is being sold AS-IS.

41 Hilltop Dr Unit 48, Windham

5 Kathleen Dr, Windham
$281,000
2 Beds ⋅ 2 Baths ⋅ 24151037 MLS
*Seller requests all Highest & Best Offers by 8:00 a.m. on Monday, 2/2/26* Move-in ready split-level home offering comfort, space, and convenience. Located in a neighborhood setting, this well-maintained property features a bright and open main level with a spacious living room highlighted by a vaulted ceiling. The upper kitchen and dining area also offer vaulted ceilings, abundant natural light, and sliders leading to an inviting upper deck. The upper level is an open loft-style overlooking the living room. The upper level also features two generously sized bedrooms and a full bath. The finished lower level adds valuable living space with a large family room, laundry area, and an additional full bath. Set on a nice, level lot, the home includes a great yard and a storage shed, providing plenty of outdoor enjoyment and storage. Conveniently located near local amenities including ECSU, shopping, dining, and Route 6, this property blends comfort and practicality in a welcoming setting.

5 Kathleen Dr, Windham

360 South St, Windham
$275,000
2 Beds ⋅ 1 Baths ⋅ 24194095 MLS
Some homes just feel welcoming from the moment you arrive-and this is one of them. Nestled on a beautiful corner lot, this lovingly maintained home has been the heart of countless neighborhood gatherings, from summer cookouts to evenings spent relaxing on the oversized wooden swing, built for making memories with family and friends. Perfect for first-time homebuyers or anyone looking for a home that's truly move-in ready, you'll appreciate how meticulously cared for every room has been. It's sparkling clean, filled with pride of ownership, and ready for its next chapter. The spacious lower level offers exciting possibilities with high ceilings and full-size windows, making it ideal for a future family room, home office, gym, playroom, or guest space. Expand your living area whenever you're ready. Located in the heart of Willimantic, you'll enjoy a lively downtown filled with local restaurants, shops, parks, community events, and the energy of Eastern Connecticut State University. Don't miss one of the town's most beloved traditions-the annual Fourth of July Boom Box Parade, a celebration unlike any other. If you've been searching for an affordable home with character, room to grow, and a true sense of community, this is one you won't want to miss. Come see why so many wonderful memories were made here-and imagine the ones you'll create next.

360 South St, Windham

46 Station Rd, Windham
$275,000
4 Beds ⋅ 2 Baths ⋅ 24183752 MLS
Welcome to 46 Station Rd, North Windham, CT. Enjoy comfortable everyday living in this 4-bedroom, 2-bath home. Bordered by a stone fence, this Cape Cod-style home would not look out of place in a storybook. Imagine sharing meals in the inviting dining room. A well-laid-out kitchen with convenient pantry storage makes meal prep a snap. Many rooms feature authentic wood flooring, and there's room for everyone to find a cozy nook. A partially finished, walkout basement has full bath and sitting area. Outside, delightful garden areas offer seasonal delights. For added energy efficiency, solar panels harness the sunlight. The detached one-car garage with room for a workshop/hobby space includes power, lighting, and a 30-amp RV outlet. And should the need ever arise, the Generac generator and generator-ready plug are standing by. Conveniently located near shopping, bus-line, and the Air-Line Trail, and within 10 miles of the University of Connecticut and Eastern Connecticut State University. Whether lounging on the tree-shaded stone terrace. Or a quick dip in the above-ground pool, the next chapter of your story can be written here. Make your move today.

46 Station Rd, Windham

104 Fairview St, Windham
$275,000
2 Beds ⋅ 2 Baths ⋅ 24180685 MLS
Welcome to 104 Fairview Street, Windham, CT! This beautifully maintained Cape is ready for its next owner. Filled with natural light and featuring updated windows, this inviting home offers 2 bedrooms, 2 full bathrooms, a spacious living room, dining area, and a functional kitchen designed for comfortable everyday living. Step outside and enjoy the spacious backyard, perfect for entertaining, gardening, relaxing, or simply enjoying the outdoors. With plenty of parking and a convenient location, this property offers both comfort and practicality. The full basement provides excellent storage and endless potential to create a family room, or a possible 3rd bedroom, home gym, playroom, media room, guest space, home office, or any additional living area that fits your needs. Located near parks, walking trails, local attractions, restaurants, shopping, and everyday conveniences, you'll enjoy everything this vibrant area has to offer. Move-in ready and exceptionally cared for, 104 Fairview Street welcomes you home. Don't miss this opportunity to own a home with space, flexibility, natural light, and a location you'll love.

104 Fairview St, Windham

66 Gifford Ave, Windham
$275,000
2 Beds ⋅ 1 Baths ⋅ 24175215 MLS
There's something special about a home that instantly feels warm and welcoming, and this charming ranch in Windham does exactly that. From the moment you walk inside, sunlight pours through the living room, reflecting beautifully off the hardwood floors and creating a space that simply feels like home. The open layout makes everyday living easy, with a cozy dining area that flows naturally into the eat-in kitchen featuring stainless steel appliances, abundant cabinetry, and plenty of room to cook, gather, and make memories. Both bedrooms offer hardwood flooring, ceiling fans, and generous closet space, creating comfortable retreats at the end of the day. Downstairs, the unfinished basement is ready for your imagination whether you envision a home gym, workshop, recreation room, or additional living space. Outside is where this home truly shines. Relax beneath the covered patio with your morning coffee, listen to the sounds of nature, and enjoy the privacy of the peaceful backyard with various fruit trees. Thoughtfully updated with new kitchen appliances, kitchen flooring, fresh paint, professionally cleaned vents, a new furnace motor, and new water heater, this home offers both comfort and peace of mind! Whether you're just starting out, downsizing, or looking for a place to truly make your own, this inviting ranch is ready to welcome its next chapter.

66 Gifford Ave, Windham

359 Plains Rd, Windham
$275,000
3 Beds ⋅ 2 Baths ⋅ 24065151 MLS
Welcome to this charming and spacious 3-bedroom, 2-bath Colonial nestled in a peaceful Windham neighborhood. Recently remodeled and freshly painted throughout, this home blends modern updates with classic charm.The heart of the home features a large, updated country kitchen perfect for family gatherings and culinary adventures. Enjoy gleaming hardwood floors throughout the living and dining areas, and a cozy home office nook ideal for remote work or creative pursuits. The lower level has a full bath and additional living space to suit your needs. Outside, a detached one-car garage and elegant stone walls add to the property's curb appeal. Plus, extra parking at the bottom of the driveway ensures convenience for you and your guests.Set on a wooded lot, this home give you a privacy and tranquility, creating a true retreat in a serene setting. Don't miss the opportunity to make this lovely home your own!

359 Plains Rd, Windham

289 Church St, Windham
$269,000
4 Beds ⋅ 2 Baths ⋅ 24133844 MLS
Opportunity knocks! Sited on a corner lot in a prime location just a half-mile from Eastern and a short stroll from the many dining and nightlife options in downtown Willimanti, this handsome brick tudor is a rare find. Dripping with original charm, this home offers the perfect balance of move-in readiness and the potential to build equity. With 4BR and 1.5 baths, plus an additional ~400sqf of semifinished, heated space in the basement (not reflected in listing sqf), there's plenty of space of owner occupants and investors alike! The timeless floorplan is complemented by windows in all the right places & original hardwood flooring throughout. Front to back living room is anchored by a wood burning fireplace flanked by custom built-ins. This space leads to a lovely covered porch overlooking a well sized yard - the perfect place to enjoy a cup of coffee or al fresco dining. Cheery kitchen is well-sized with excellent storage and counter space & awaits your finishing touches. Full size dining room w crown molding & built-in hutch. Upstairs, the primary has a walk-in closet and shares an updated (new tub/surround!) with 3 other BRs, all with hardwood floors. Semi finished basement offers a family room / den in basement, laundry, and excellent storage. Central air, efficient gas heat, and replacement windows. 2 new storm doors. With a little polish, this one will shine - an exceptional entry point into a vibrant community!

289 Church St, Windham

76 S Windham Rd, Windham
$260,000
3 Beds ⋅ 2 Baths ⋅ 24140806 MLS
Nestled on a beautiful and secluded lot, this 3-bedroom, 2-bath home is a rare combination of privacy, tranquility, and potential. Tucked away from the bustle yet still convenient to local amenities, it provides the perfect backdrop for creating your dream retreat. Inside, the home features a spacious layout filled with natural light, generous living areas and flexible spaces ready for your updates and personal touch. With a little TLC, you can restore this residence to its full charm, transforming it into a warm and welcoming haven for everyday living or a peaceful weekend getaway. Imagine morning coffee on an updated deck overlooking mature trees, or gardens and outdoor living spaces you create to enjoy the serene surroundings. Whether you're a first-time owner, an investor looking for a value-add property, or simply seeking a quiet place , this property presents a rare opportunity to blend your vision with a beautiful setting. Bring your ideas, your plans, and your imagination to unlock the true potential of this hidden gem!

76 S Windham Rd, Windham

29 Kathleen Dr Unit 5A, Windham
$255,000
3 Beds ⋅ 3 Baths ⋅ 24164286 MLS ⋅ Elm Tree Village BLDG.
This beautifully maintained end-unit condo offers the perfect blend of comfort and convenience. The highlight of the layout is a desirable first-floor primary suite, providing easy main-level living without sacrificing space. Upstairs, you'll find two additional generously sized bedrooms, perfect for family or a home office. The home is in very good condition and includes: ample storage in the full, unfinished basement with washer/dryer hookups. A private garage plus driveway space provides two convenient parking spots. Amenities - Stay active with on-site tennis courts. This move-in-ready home combines the ease of condo living with the space and privacy of a much larger residence. **FINAL AND BEST OFFERS DUE BY APRIL 8 AT 4PM**

29 Kathleen Dr Unit 5A, Windham

257 Walnut St, Windham
$250,000
4 Beds ⋅ 2 Baths ⋅ 24187966 MLS
Historic Hill Colonial with Timeless Charm & Endless Potential Nestled on a desirable corner lot in the Historic Hill section of town, this stately Colonial is filled with classic character and ready for its next chapter. A detached two-car garage and beautiful architectural details make this home a rare opportunity. The welcoming kitchen features a charming built-in breakfast nook and convenient desk area, while the formal dining room showcases a beautiful built-in hutch, perfect for entertaining. The spacious living room is centered around a cozy fireplace and flows into a stunning sunroom filled with natural light, creating the perfect place to relax year-round. Hardwood floors lie beneath the carpeting throughout much of the home, preserving its original beauty. A convenient half bath is located just off the kitchen. Upstairs, you'll find three generously sized bedrooms, all with hardwood floors, including a spacious primary bedroom with a large walk-in closet. A full bath completes the second floor. The finished third floor offers a versatile fourth bedroom, home office, artist's studio, or creative retreat. Enjoy the convenience of being within walking distance to downtown, local parks, shops, restaurants, and Eastern Connecticut State University. While this home could benefit from some updating, it offers incredible bones, timeless craftsmanship, and the opportunity to restore a truly stunning Historic Hill gem to its full glory.

257 Walnut St, Windham

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