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264 South St, Windham
$250,000
2 Beds ⋅ 2 Baths ⋅ 24179978 MLS
This charming 3 bed, 2 bath ranch offers a perfect blend of comfort and convenience. Home features newer siding, newer windows, updated electrical and updated plumbing. Energy conscious buyers will appreciate the solar panels, helping to offset the utility costs and improve efficiency. Outside, the beautifully landscaped property offers many perennial flowers and plantings. The backyard has 2 large outbuildings, providing space for workshops, hobbies, equipment or recreation vehicles. Whether you're a first time homebuyer, looking to downsize or searching for a low maintenance property, this is the one! Situated on the outskirts of the city. Public water and public sewer. Home sold as is.

264 South St, Windham
429 Jerusalem Rd, Windham
$250,000
3 Beds ⋅ 1 Baths ⋅ 24168272 MLS
SO MUCH POTENTIAL - set on a quiet road, this easy one-level ranch offers a solid starting point with wood floors, a fireplace, and a layout that just makes sense. A LARGE detached garage with a breezeway connects right to the home. Vinyl siding, most windows have been replaced. Beautiful yard with a shed, offering space to enjoy, expand, or create your own outdoor retreat. Ideal for cash buyers or a rehab loan-bring your vision and make it something special. Home is not suitable for gov't loans. Offers will be due Sunday 4/26 by 6pm.

429 Jerusalem Rd, Windham
7 Turner St, Windham
$250,000
5 Beds ⋅ 2 Baths ⋅ 24166659 MLS
Fully occupied two family for sale in Willimantic. Full unfinished basement and walk up unfinished attic. each floor long term residents. close to Main Street and university. sale is "as is" condition. inspections for knowledge only. back yard with off street parking. must give days notice for all showings.

7 Turner St, Windham
15 Chapman St, Windham
$250,000
3 Beds ⋅ 3 Baths ⋅ 24144269 MLS
This well-maintained brick ranch offers comfort, convenience, and endless potential. Featuring a newer boiler and a newer roof, 3 spacious bedrooms, 2 full bathrooms, and an additional half bath, this home provides a functional layout filled with natural light throughout. The large basement is partially finished and ready for your personal touch-ideal for creating extra living space, a home gym, or a recreation room. Enjoy the ease of covered parking with the attached carport and the unbeatable location, just minutes from major routes and highways to make commuting a breeze. This charming property truly combines durability, charm, and opportunity all in one!

15 Chapman St, Windham
10 North Rd, Windham
$249,000
2 Beds ⋅ 2 Baths ⋅ 24128966 MLS
Welcome to 10 North Road in the heart of historic Windham Center! This charming 2-bedroom, 1.5-bath home blends timeless character with tasteful updates, offering both comfort and convenience. Step inside to find a light-filled living space and an additional room on the first floor that's perfect for a home office, den, or guest space. The thoughtfully updated kitchen and fresh paint throughout make the home move-in ready while preserving its classic New England charm. Outside, enjoy a peaceful backyard and the convenience of a detached garage-ideal for a workshop, studio, or extra storage. Situated right in the center of Windham's historic district, you'll love the sense of community and the easy access to local shops, dining, and commuting routes.

10 North Rd, Windham
69 Lynwood Dr, Windham
$245,000
3 Beds ⋅ 1 Baths ⋅ 24156157 MLS
Nicely updated cape in a great neighborhood, Currently rented until 08/2026. 3-4 bedrooms, with 1- 2 bedrooms on first floor (one of the downstairs bedrooms was converted to a dining area) and two more upstairs. Nothing to do, turnkey investment with tenants in place.

69 Lynwood Dr, Windham
291 Mansfield Ave, Windham
$245,000
4 Beds ⋅ 1 Baths ⋅ 24156170 MLS
Nicely appointed, and well maintained 4 bedroom home. Currently leased until 07/2026. Turnkey investment property, tenants in place. Nothing to do!

291 Mansfield Ave, Windham
15 Bristol St, Windham
$245,000
3 Beds ⋅ 1 Baths ⋅ 24148674 MLS
Looking for your First home? Move right into this well-maintained 3 bedroom, 1 bath cape offering 1170 sq feet of comfortable living space located on a dead end street making this a quiet no traffic neighborhood. Recently stained exterior (2024) and a charming farmers porch adds great curb appeal, while solar panels provide energy efficiency and savings. Inside you'll find hardwood floors throughout the first floor, replacement windows, and a bright Dining room and a first floor primary bedroom. The home Features an efficient 2 zone baseboard oil heating system. Bathroom includes a accessible tub, ideal for easy living, A brand- new refrigerator is included in the updated kitchen. Outside, enjoy a convenient shed with electricity for storage or hobbies and a deck overlooking a good sized back yard

15 Bristol St, Windham
27 Ash Ave, Windham
$242,000
4 Beds ⋅ 1 Baths ⋅ 24142590 MLS
Welcome to 27 Ash Ave - a charming older home offering generous space, character, a sprawling yard, and excellent potential!! The main level features large, bright living areas, beautiful kitchen, and a convenient first-floor bedroom and bath. A ramp from the back deck provides easy access to the beautiful double lot-ideal for entertaining, gardening, or simply enjoying the outdoors. With just a little love and vision, this property could be the perfect home or a smart investment opportunity. The property also includes a barn with abundant storage or garage/workshop potential. Located on a peaceful, low-traffic road close to shopping, restaurants, entertainment, and convenient to both UConn and Eastern Connecticut State University... This is a fantastic opportunity to make this home your own.

27 Ash Ave, Windham
84 Machine Shop Hill Rd, Windham
$240,000
2 Beds ⋅ 2 Baths ⋅ 24125689 MLS
Take a look at this large ranch loaded with all the right features for a great price. There is a large living room, formal dining room, den, bedroom/office, sunroom with cath ceilings, fully finished walk out lower level containing a bedroom area, family room and 1/2 bath. Two car attached garage, patio and private rear yard.

84 Machine Shop Hill Rd, Windham
209 Church St, Windham
$240,000
4 Beds ⋅ 2 Baths ⋅ 24116372 MLS
Now at an improved price! Come tour this wonderful and iconic Victorian home, nearly all interior woodwork has been preserved in its original, natural wood state. About the build date, the town records show 1879, but per the Willimantic Victorian Neighborhood Association, this home was built in 1888. This home is spacious, has replacement windows and a newer boiler and hot water heater, On the first floor there is a roomy main foyer, a breathtaking natural wood Queen Anne fireplace in the main parlor, plus a separate living room, laundry, eat in kitchen, formal dining room, full bath and two separate enclosed porches, one a wrap around porch. The second floor has 4 bedrooms and a full bath. The primary bedroom has an attached spacious additional room that can be either a walk in closet or be converted to an attached bathroom suite. The walk up attic is great for either storage or expansion play space for your crew. Enjoy a step into the past lifestyle of the beautiful hill section of Willimantic, a community of kind and caring people and one of the largest concentrations of Victorian homes in the USA.

209 Church 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
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
50 Selden St, Windham
$235,000
4 Beds ⋅ 2 Baths ⋅ 24151056 MLS
Discover the opportunity to make this classic Colonial-style single-family home your own. Featuring 4 generously sized bedrooms and 2 full bathrooms, this property offers spacious rooms filled with natural light and a layout ready for your personal touch. Situated just minutes from Eastern Connecticut State University and the local hospital, this home is conveniently located near schools, shopping, and dining-perfect for those who want both accessibility and a peaceful residential setting. With its solid structure and timeless charm, this property is ideal for investors, renovators, or homeowners eager to add value and create their dream home. Bring your vision and transform this promising Colonial into something truly special!

50 Selden St, Windham
8 Howard Dr, Windham
$235,000
2 Beds ⋅ 1 Baths ⋅ 24146276 MLS
This charming two-bedroom home is full of potential and ready for its next owner to make it shine. Set on a generous lot, the property features a beautiful backyard perfect for relaxing or entertaining, complete with a large deck that extends your living space outdoors. A detached garage and additional shed provide ample storage and workspace options. While the home could use a little TLC, it has been well cared for and remains in great overall shape-making it an excellent opportunity for buyers looking to add value and personalize their space. Whether you're a first-time buyer, investor, or renovator, this property offers solid bones, outdoor appeal, and endless possibilities.

8 Howard Dr, Windham
147 Orchard Hill Ln, Windham
$232,000
3 Beds ⋅ 1 Baths ⋅ 24170683 MLS
Well-maintained 3-bedroom ranch located on a quiet dead-end street. This 960 sq. ft. home offers convenient one-level living with an eat-in kitchen, spacious living area, and a full unfinished basement providing ample storage and future potential. Situated on a level lot, the property features a fenced backyard, mature shade trees that enhance curb appeal, and a wooded backdrop beyond the rear fence for added privacy. Ample off-street parking. Lovingly cared for over many years and ready for its next owner to add their own updates and personal touches.

147 Orchard Hill Ln, Windham
7 Ardman Dr, Windham
$230,000
4 Beds ⋅ 1 Baths ⋅ 24156137 MLS
Currently Rented until 08/2026. Turnkey investment property, tenant in place, close to Eastern Ct State U. Clean Four bedroom home at the end of the road, lot backs up to ECSU. Full kitchen, Full bath, Living room, and two bedrooms on the main level, with two more bedrooms upstairs.

7 Ardman Dr, Windham
366 Ash St Unit APT 2, Windham
$225,000
2 Beds ⋅ 2 Baths ⋅ 24119298 MLS
Move right in to this seldom available townhouse style condo in Windham Oaks with open efficient floor plan. Kitchen overlooks the living room. Spacious second floor bedrooms and a bathroom with double sinks. Private lower level. Abundant storage space. This condo is convenient to shopping, downtown, Eastern Connecticut State University and the University of Connecticut.

366 Ash St Unit APT 2, 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
24 Schoolhouse Ln, Windham
$220,000
3 Beds ⋅ 1 Baths ⋅ 24161594 MLS
**MULTIPLE OFFERS IN HAND-HIGHEST AND BEST BY 7PM 3/25/26. Adorable, updated Cape Cod in Windham, CT. This move-in ready home offers 3 bedrooms and 1 full bath, with efficient comfort from a mini-split heating and cooling system. A brand-new roof provides peace of mind, and the low-maintenance yard is perfect for easy living. Situated just down the road from Eastern Connecticut State University, this home combines convenience with affordability-own for less than typical rent in today's market. Don't miss your chance to own a cozy, updated home in a great location.

24 Schoolhouse Ln, Windham
59 Chestnut St, Windham
$220,000
8 Beds ⋅ 3 Baths ⋅ 24130662 MLS
Fantastic investment opportunity in the desirable Willimantic neighborhood! This spacious 3-family home offers a total of 8 bedrooms and 3 full bathrooms, making it an excellent option for both owner-occupants and investors. Each unit is filled with natural light thanks to the abundance of windows, creating bright and welcoming living spaces. The property is well laid out, providing comfort and functionality for tenants. A detached garage offers added storage or parking options, while multiple off-street parking spots provide extra convenience for residents and guests. Located in a great area, the home is close to local amenities, schools, shops, and restaurants, as well as major routes for easy commuting. With its size, location, and potential rental income, this property is a rare find in today's market. Don't miss out on the chance to own a multi-family home in the heart of Willimantic with strong appeal and lasting value. As-is sale. Cash buyers desired. Won't qualify for financing.

59 Chestnut St, Windham
118 Windham Center Rd, Windham
$215,000
3 Beds ⋅ 2 Baths ⋅ 24190447 MLS
This home was built in 1740. Still has many original features yet it needs work. Should you be looking for spacious rooms, fireplace in LR and on each bedroom upstairs that work, then take a look at it. The kitchen is in the back ell. It is a huge kitchen with your open design in place. It has many crannies, closets, special nooks and really will charm you for its age. There are fireplaces in the bedrooms upstairs and in the living room that work. First floor has a bedroom on the North side of the house. So is you are ready for a challenge come and take a look. The grounds are lovely with two barns close to the house, pond behind the barns and level beautiful land. The large land parcel could very possibly be subdivided with another house lot to the southern side of the parcel. Stones walls adorn several areas in the property. Many possibilities. It is offered at a realistic price. Come and take a look. Limited showing times, please ask your agent. This property to be contracted with the seller finding suitable housing arrangements prior to closing. Property to be sold "as is". Inspections are welcomed for informational purposes only

118 Windham Center Rd, Windham
366 Ash St Unit 1, Windham
$215,000
2 Beds ⋅ 2 Baths ⋅ 24189211 MLS ⋅ Windham Oaks BLDG.
End unit condo in one of the most sought-after complexes in Nice. Features include a modern kitchen with granite countertops, tile backsplash, and ample cabinet storage. The open-concept living and dining area boasts vaulted ceilings and an abundance of natural light from large windows. Main-level half bath for convenience. Upstairs, the spacious primary bedroom offers vaulted ceilings, a skylight, and plenty of sunlight. Full bathroom with tub and shower combo. Enjoy a prime location-just a short walk to town, with access to parks, dining, shopping, and more. Lower level can be finished for additional living space.

366 Ash St Unit 1, Windham
235 S Windham Rd, Windham
$212,500
2 Beds ⋅ 1 Baths ⋅ 24149873 MLS
Bring your vision for this charming 2-bedroom, 1 bath Ranch in South Windham, set on an expansive 6.2-acre lot with plenty of room to enjoy privacy and outdoor space. Built in 1948 and offering 950+ sq ft of comfortable one-level living, this home features vinyl siding, a classic gable roof with asphalt shingles, and a simple, functional layout that is easy to maintain. A full unfinished basement with 800+ sq ft provides excellent storage and flexible space for hobbies, a workshop, or future finishing. The home is serviced by a private well and septic. The septic system does need to be replaced, 2 inspection reports & soil testing results are available in the additional documents. The house has a newer forced hot air furnace. A great opportunity for anyone looking for acreage, breathing room, and a peaceful setting while still being part of the Windham community. **Sold As-is** Buyers advised to do their own due diligence on septic replacement.

235 S Windham Rd, Windham
Windham
$210,000
3 Beds ⋅ 1 Baths ⋅ 24119227 MLS
This charming 3-bedroom ranch, located on a corner lot, puts you close to everything the town has to offer. Inside, you'll find hardwood floors. Comfortable single-level layout, all complemented by a convenient 1-car garage.

Windham
29 Kathleen Dr Unit APT 5E, Windham
$205,000
2 Beds ⋅ 2 Baths ⋅ 24130776 MLS ⋅ Elm Tree Village BLDG.
Step inside this immaculate townhouse-style condo and immediately feel the care and attention to detail! The open living and dining area features sliders to a private deck and a welcoming fireplace operated by a simple wall switch. The kitchen is enhanced with upgraded stainless appliances - gas stove, refrigerator, dishwasher, microwave - plus a partial butcher block countertop. Gas heat with a new furnace (10/18/24) ensures comfort. Central AC is also in this townhouse! A convenient half bath is on the main floor. Upstairs, the primary bedroom offers a double closet and ceiling fan; a second bedroom (currently used as a den) and a full bath complete the upper level. A full unfinished basement adds storage and workspace with a workbench (conveys) and a washer/dryer is also only a few years old. Water & sewer are included in the condo dues. An attached garage with automatic door opener provides ease and security, complementing this spotless, better-than-new townhouse. Located at the end of a quiet cul-de-sac in Elm Tree Village, a 35-unit community creates a quiet and tranquil atmosphere. Just 1.3 miles to Eastern CT State University and 7.9 miles to UConn as well as many area employers. Thoughtful upgrades, pristine condition, and a very reasonable price make this condo a rare find - nothing to do but move in and enjoy!

29 Kathleen Dr Unit APT 5E, Windham
19 Boston Post Rd, Windham
$197,000
5 Beds ⋅ 3 Baths ⋅ 24171132 MLS
Older-style Cape offering 1,480sf of living space with 5 bedrooms and 2.1 bathrooms. Features include a covered front porch, hardwood floors in the living and dining room, and an eat-in kitchen. The first floor offers a primary bedroom with a full bathroom, while the upper level includes four additional bedrooms. Exterior highlights include a fenced-in rear yard, a large shed, and plenty of off-street parking. Property is cosmetically challenged and will require updates, but offers strong potential for the right buyer. Conveniently located near shopping, dining, and everyday amenities.

19 Boston Post Rd, Windham
21 Anthony St, Windham
$195,000
4 Beds ⋅ 1 Baths ⋅ 24123974 MLS
Investor Opportunity! Spacious 4-bedroom single-family home located just minutes from UConn campus - an ideal setup for college rentals or a buy-and-hold investment. The property sits on a large lot with potential for an Accessory Dwelling Unit (ADU), creating an additional rental income stream. Featuring ample living space, classic 1900s charm, and close proximity to shopping, dining, and transportation, this home is perfectly positioned for strong rental demand. Priced aggressively to sell - don't miss this chance to add a high-demand rental to your portfolio. Showings available by appointment only on Wednesdays and Saturdays. Contact today to schedule your tour!

21 Anthony 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
39 Pleasant View Ave, Windham
$180,100
2 Beds ⋅ 1 Baths ⋅ 24157282 MLS
Neighborhood setting, Cape Cod style 5 rms, 2 Brs, lots of possibilities, suburban location on a cul-de-sac in a quiet neighborhood. This 2-bedroom, 1-bath home sits on a 0.23 acre wooded lot with wonderful potential. With a little paint, flooring, some remodeling and appliances, this will be a great home or investment; USDA Property-Seller, United States Department of Agriculture, Rural Development, will need 5 days to review all offers before acceptance; AS IS WHERE IS WITHOUT WARRANTIES, contingencies are at sellers discretion; Please verify all property info with Town of Willimantic and perform inspections before making offers; Hold harmless to be signed before any showing, no inspection or financing contingencies, utilities are disconnected and cannot be turned on prior to closing, Sale is by QuitClaim Deed - pLS READ AGENT TO AGENT REMARKS RE: BIDDING, ETC

39 Pleasant View Ave, Windham

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated:

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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