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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

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

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

25 Kitty Ln, Windham
$158,000
3 Beds ⋅ 2 Baths ⋅ 24164339 MLS
Move right into this bright & spacious 3BR, 2 bth home ideally located on a cul-de-sac. Newer roof (1 yr) & hot water heater (2 yrs). Brand New W&D! Featuring an open floor plan. Large LR offers a gas FP & flows seamlessly into the dining area. New laminate flooring in the LR, DR, hall, & primary bath adds a fresh, modern touch. Primary suite includes new carpeting, a WIC, full bath with dual sinks, jetted tub, & separate shower. Two additional bedrooms are generously sized. The kitchen is filled with natural light, offering ample counter space, abundant cabinetry, and a cozy breakfast nook. A convenient laundry area is located just off the kitchen, with a side door leading to a 26x12 three-season room (312 SF), perfect for additional living space. Large new deck. Storage shed provides extra space. Contingent on: 1.Park approval; 2. Seller finding suitable housing. PLEASE NOTE: There is not an HOA, the monthly fee is a land lease. This setting offers plenty of privacy with the treed/privacy bushes on side border and other beautiful landscaping. With both sun & shade, the new deck offers plenty of privacy & respite at the end of your day, and/or enjoy your morning coffee here. There is a dog park!! Park includes water, sewer, trash pick up, road maintenance. Park rules & regs apply. For updated park rules & residence application, get in touch with Stonegate Manor. Don't miss this opportunity to make this home your own

25 Kitty Ln, 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

37 Spring View Ln, Windham
$223,000
3 Beds ⋅ 1 Baths ⋅ 24180411 MLS
Opportunity awaits at this ranch-style home tucked away on a cul-de-sac in a convenient Willimantic location. Ready for renovation and personal updates, this property offers excellent potential for investors, contractors, or buyers looking to build sweat equity. The functional floor plan features a comfortable living area, three bedrooms, one full bath, and a layout that provides flexibility for a variety of needs and design ideas. The full basement offers abundant storage space. Situated on a level lot, the outdoor space provides room for gardening, recreation, or future improvements. The cul-de-sac setting helps limit through traffic while maintaining convenient access to nearby amenities. Located just minutes from downtown Willimantic, you'll enjoy easy access to local dining, shopping, entertainment, community events, and everyday services. Eastern Connecticut State University is nearby, while the University of Connecticut is approximately 15 minutes away. Commuters will appreciate the convenient access to Route 6 and connections to surrounding towns. Whether you're searching for your next renovation project, an investment opportunity, or a property to personalize and make your own, this home offers a solid starting point and plenty of potential. Estate sale. Property is being sold in as-is condition.

37 Spring View Ln, Windham

119 Quercus Ave, Windham
$237,000
3 Beds ⋅ 2 Baths ⋅ 24152527 MLS
Tucked into The Oaks, one of Willimantic's most beloved neighborhoods, this 1890s Cape Cod is a home that feels instantly welcoming. Built by the Willimantic Linen Company, it reflects a simpler time, beginning with a covered front porch and a thoughtfully scaled interior that feels comfortable and inviting. The 1,160 square foot home offers three bedrooms and a cozy living room featuring the home's original central fireplace, a natural gathering spot on cooler New England days. Hardwood flooring runs through much of the home, while select areas feature original wide plank floors secured with square nails, authentic details that add warmth and character. Out back, a deck overlooks a sweet, manageable yard that is easy to enjoy and easy to care for. A detached one car garage and an additional shed provide practical storage. Set along tree lined streets surrounded by charming Victorian style cottages, this home offers a wonderful opportunity to settle into a neighborhood with real history and a strong sense of peace. Property to be sold in as-is condition.

119 Quercus Ave, 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

41 Lauter Ave, Windham
$315,000
3 Beds ⋅ 2 Baths ⋅ 24185984 MLS
Coming Soon - Don't Miss This One! Completely remodeled from top to bottom, this beautifully updated 3-bedroom, 2 full bathroom ranch is the one you've been waiting for! Every detail has been thoughtfully renovated, offering today's buyers the perfect blend of style, comfort, and peace of mind. Extensive improvements in 2019 include an energy-efficient tankless natural gas heating and hot water system, newer roof, windows, siding, updated plumbing, and 200-amp electrical service, providing modern efficiency and long-term value. The finished lower-level includes a full bath room and a spacious family room offering flexible living space ideal for entertaining, relaxing, working from home, or a playroom. Perfectly situated just minutes from shopping, restaurants, medical facilities, and everyday conveniences, this move-in-ready home combines quality updates with an unbeatable location. More photos coming Thursday! Showings begin Friday, July 17. Homes with this level of renovation and value are in high demand-don't miss your opportunity to be among the first to tour this exceptional property! Ring Doorbell Audio and Video surveillance!

41 Lauter Ave, Windham

19 Zoldak Dr, Windham
$470,000
4 Beds ⋅ 3 Baths ⋅ 24185158 MLS
A Wonderful opportunity to own a BRAND NEW and quality constructed home in Windham, located on a newer cul-de-sac street on 2.77 acres of land. The home will soon ready for a new owner to move right in and enjoy. This is a spacious FOUR bedroom and THREE FULL bath, Contemporary Raised Ranch, consisting of 1890 square feet of living space. The home has an open concept with vaulted ceilings and hardwood floors in the upper living area and kitchen. The kitchen is fully applianced, with granite counter tops and a center island. The four bedrooms are spacious and the home has the flexibility for the primary bedroom to be on either the upper of lower level. There is a huge two-car garage, exterior deck, energy efficient warm air heat, central air, and much more. Do not miss the opportunity to own beautiful brand new home!!!.

19 Zoldak Dr, Windham

33 Jennings Ln, Windham
$432,000
4 Beds ⋅ 2 Baths ⋅ 24190853 MLS
Completely renovated from top to bottom, this move-in ready raised ranch sits on 2 private acres and offers the perfect blend of modern farmhouse design, quality craftsmanship, and today's most desirable upgrades. With approximately 2,000 square feet of beautifully finished living space, this home features 4 bedrooms, plus an office/recreation room, 2 full bathrooms, and a finished walkout lower level with a spacious entertainment room. The heart of the home is the stunning designer kitchen, thoughtfully remodeled with quartz countertops, a timeless tiled backsplash, brand-new stainless-steel appliances, and an expansive peninsula offering additional seating, prep space, and effortless entertaining. A dedicated coffee bar adds both charm and functionality, while the abundance of countertop space and cabinetry provides exceptional storage. The kitchen flows seamlessly into the dining area, where French doors open to the insulated four-season porch, creating the perfect place to enjoy your morning coffee while overlooking the private backyard. Large windows throughout the home fill every room with an abundance of natural light. Just off the kitchen, you'll find a beautifully renovated mudroom that connects the home to the attached two-car garage, offering a stylish and practical transition between the garage and the main living area.

33 Jennings Ln, 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

81 Chestnut St, Windham
$320,000
3 Beds ⋅ 2 Baths ⋅ 24180787 MLS
Step into timeless elegance with this beautiful Colonial home, nestled in the historic Hill section of town. Built in 1918, this character-filled residence showcases the original charm and craftsmanship that make historic homes so special. From the moment you enter, you'll appreciate the stunning original woodwork, period lighting fixtures, welcoming entryway, and classic fireplace. Large windows throughout the home fill every room with natural light, highlighting the beautiful hardwood floors and architectural details. The main level features a spacious living room, formal dining room, kitchen, full bathroom, and a convenient first-floor bedroom. Upstairs, you'll find two to three additional bedrooms, a second full bathroom, and a large family room offering flexible living space for today's lifestyle. Enjoy relaxing on the covered front porch or take advantage of the home's original sleeping porch, a unique feature that adds to its historic appeal. Many of the home's mechanical systems have been updated, providing peace of mind while preserving its vintage character. Ideally located within walking distance to downtown, you'll have easy access to local restaurants, galleries, shops, and community events. This is a rare opportunity to own a home filled with charm, character, and history.

81 Chestnut St, Windham

26 Plains Rd, Windham
$190,000
4 Beds ⋅ 2 Baths ⋅ 24164604 MLS
*** Dutch Colonial Style Home Brimming with History and Potential *** This home is the former parsonage for St. Paul's Episcopal Church, with many antique features reminiscent of its time - gambrel style roof, colonial American style woodwork, wide plank floors, field stone foundation and walk ways, and accretive architecture. The home is sprawling with over 2700 Sqft, 4 bedrooms, 1 1/2 baths, large mud/laundry room, spacious eat-in kitchen, and large, lower level workshop area with natural lighting. It is steps away from historic Windham Center and Town Green, and is surrounded by other beautiful antiques homes. Per town record New gas line (2020), new stainless steel chimney liner (2020), new oil hot air furnace (2019), and oil tank (2015). Cash, conventional or rehab loans only. Home is in a historic district, rules and regulations can be found at the Town of Windham website. ***This is an estate sale, subject to probate court approval. Buyer to do due-diligence. Being sold in AS-IS/WHERE-IS including personal property ***

26 Plains Rd, Windham

156 Brick Top Rd, Windham
$308,000
3 Beds ⋅ 2 Baths ⋅ 24181829 MLS
Welcome home to this charming 3-bedroom, 2 full bath colonial set on a picturesque 1.68-acre lot offering privacy, space, and tranquility. The bright and inviting kitchen feature a new dishwasher and beautiful french doors that open to an expansive private deck - Perfect for outdoor entertaining or relaxing while enjoying the wooded views. A sun filled dining room with a bay window flows seamlessly into the spacious living room, highlighted by a cozy wood stove that is perfect for those chilly evenings. Convenient first floor laundry adds to the home's functionality. Upstairs you will find three comfortable bedrooms, along with an oversized closet for additional storage! The detached 2 car garage/barn offers a versatile space for projects, a workshop, or simply additional storage to suit your needs. Major updates include brand new roofs on the both the house and garage, providing peace of mind for years to come. Don't miss out on the opportunity to own this wonderful property filled with character and comfort!

156 Brick Top Rd, 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

194 Ivan Hill St, Windham
$300,000
5 Beds ⋅ 2 Baths ⋅ 24180102 MLS
Welcome home to this spacious and well-maintained ranch offering 5 bedrooms and 2 full baths in one of the area's most desirable neighborhoods. The bright and inviting kitchen features a new tile floor, granite-topped island, and opens seamlessly to the comfortable living room with beautiful hardwood floors and abundant natural light. The main level includes three generously sized bedrooms and a full bath, while the finished lower level provides exceptional additional living space with a large family room, two more bedrooms, a second full bath, and a convenient laundry area. Need extra storage or future expansion potential? The walk-up attic offers plenty of storage space and could be finished to create even more living area. Outside, enjoy the level yard and patio area-perfect for relaxing, entertaining, or enjoying the outdoors. Located within walking distance to town, you'll love the convenience of nearby restaurants, galleries, parks, and local attractions. This versatile home combines space, comfort, and an unbeatable location-don't miss the opportunity to make it yours! Lower Level Perfect For In Law

194 Ivan Hill St, 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

25 Godfrey St, Windham
$239,900
4 Beds ⋅ 2 Baths ⋅ 24184613 MLS
Welcome home to this charming 4-bedroom, 1.5-bath Colonial, offering timeless character and modern updates. The updated kitchen features granite countertops and stainless steel appliances, while beautiful hardwood floors run throughout the home. A first-floor office provides the perfect space for working from home. Recent improvements include first-floor replacement windows 2020, a new roof and some sheathing 2020, garage roof 2025, furnace 2020, some newer plumbing, 100 amp panel, and a beautifully renovated first-floor half bath. Throughout the home, you'll appreciate the original woodwork and craftsmanship that showcase the quality and charm of a bygone era-details that are rarely found in today's homes. The full walk-up attic offers abundant storage or the potential to be finished for additional living space. Outside, you'll find a detached 2-car garage situated on an oversized double lot, providing plenty of room for outdoor activities, gardening, or future possibilities. Conveniently located, this home is full of potential. With a little sweat equity, you can make it truly shine while building instant value. **Property will not qualify for government financing due to exterior peeling paint**

25 Godfrey St, Windham

272 Prospect St, Windham
$420,750
5 Beds ⋅ 3 Baths ⋅ 24179602 MLS
Step back in time in this majestic REMODELED 5-Bedroom Queen Anne-style Victorian home complete with wrap-around porch, gorgeous stone pathway gardens, soaring ceilings, hardwood floors, original woodwork, AND a beautifully remodeled kitchen!! The George Tiffany House circa 1890 offers plenty of rich history and architectural character and is on the National Registery of Historic Places. The interior has been lovingly updated/restored over the past 3 years, while preserving the special character of this gorgeous home. All antique windows have been reglazed and have storm windows for energy efficiency. Steam radiator heat with natural gas boiler. The huge walk-up partially-finished attic could be easily completed and made into a wonderful artist space or rec/game area. And for those who are looking for a workshop...There are TWO large connected rooms in the basement with tall ceilings for your woodworking or hobby pleasure, in addition to other storage space accessible from both inside the home and though the back garage bay. Excellent location to ECSU and restaurants and amenities downtown. Come see what this beautiful home has to offer!! Additional photos to follow.

272 Prospect St, Windham

43 Hilltop Dr Unit 43, Windham
$300,000
3 Beds ⋅ 2 Baths ⋅ 24178737 MLS
This charming 3bedroom home blends fresh updates with future possibilities. The remodeled kitchen and new flooring (main level) create a bright, modern feel from the moment you walk in. Enjoy morning coffee on the deck, easy parking with the attached garage, and the freedom to design the lower level into whatever space you've been dreaming of. A home that fits your life today-and tomorrow. There is a powder room on the main floor and a full bath (tub/shower combo) on the upper floor. Furnace was replaced in 2022. Perfect location in the Oak Forest Village; convenient to UCONN, ECSU, Windham Hospital, Golf Courses, Shopping and Airline North State Park Trail. Charles H. Barrows STEM Academy is just down the road.

43 Hilltop Dr Unit 43, Windham

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