Windham CT Real Estate

253 Brick Top Road Windham CT 06280

MLS Number 24140956

  • Land
  • Acreage 56.4
  • MLS Status Active
  • Other Amenities Golf, Waterfront
  • Zoning R2

64+/- acres on Route 14, the largest parcel available in Willimantic with access to public water and sewer. Three parcels sell together, 253 Brick Top 56.40 acres, 303R Brick Top 5.75 acres, 267 Brick Top 1.64 acres. Allowed uses: schools, museums, clubs, daycare, nursing homes, camping areas, private clubs and recreational facilities, commercial kennels, boarding facilities Several existing structures in varying condition, value is in the land

Listed by David Mieczynski of National Realty Advisors LLC

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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120 North Street Windham CT 06226

MLS Number 24177946

  • Multi Family Multi-Family For Sale
  • Square Feet 3,389
  • Acreage 0.26
  • Bedrooms 10
  • Bathroom 5

Income producing multi family property offering a strong opportunity for investors or owner occupants alike. One unit is currently not leased, providing immediate leasing potential or flexibility for owner occupancy. Property presents the opportunity to generate rental income with additional upside potential over time. Detached garage offers added utility with potential for storage, workshop space, or future supplemental income opportunities. Conveniently located near Eastern Connecticut State University, downtown Willimantic, shopping, dining, and major commuter routes. Great opportunity to add a multifamily asset to an investment portfolio.

Listed by Michelle Mandel of Carl Guild & Associates

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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33 Machine Shop Hill Road Windham CT 06266

MLS Number 24200058

  • Single Family
  • Square Feet 2,548
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1850

Historic 1850 Charm with Modern Updates & In-Law Living! Step inside this beautifully remodeled 1850 home, thoughtfully updated for today's lifestyle while maintaining the character and charm that makes an older home so special. The main living portion of the home offers 3 spacious bedrooms, 2.5 baths, and a dedicated office space. The heart of the home features a bright and inviting open-concept kitchen, dining room, and living room, providing a comfortable layout for everyday living and entertaining. Main-level laundry adds even more convenience. The separate in-law living area offers first-floor living with 1 bedroom, 1 full bath, its own laundry area, and comfortable living space-ideal for extended family, guests, or multigenerational living. Major improvements include a new roof and new furnace, along with extensive interior renovations throughout. Outside, enjoy a large deck perfect for relaxing, entertaining, or summer gatherings. The property also features 2 detached garages, one that is oversized with heat, providing plenty of room for vehicles, storage, a workshop, or hobbies. It's a must see!!!

Listed by Michele Geragotelis of RE/MAX Bell Park Realty

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$
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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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56 Sundale Drive Windham CT 06280

Windham, CT56 Sundale Drive

Price$519,000

Est. Mortgage: $/month

MLS Number 24200078

  • Single Family
  • Square Feet 2,142
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1971

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

Listed by Melissa DiPiazza of RE/MAX One

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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415 Jerusalem Road Windham CT 06280

Windham, CT415 Jerusalem Road

Price$489,900

Est. Mortgage: $/month

MLS Number 24195334

  • Single Family
  • Square Feet 2,856
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1968

Pristine property with one floor living and enough room for all! Beautiful updated kitchen with breakfast bar, granite counters and access to the back deck perfect for all your gatherings by the pool or firepit. Amazing primary bedroom suite with hardwood floors, cathedral ceiling, sitting area, walk-in closet, full bath with whirlpool tub and access to your own private office. The remaining three bedrooms share a bathroom. A cozy den connects the primary bedroom to the large living room with fireplace and pellet stove insert. Bring your ideas to the lower level with its finished space with a half bath. The three car garage is heated and offers plenty of space for any projects. Close to an acre this beautifully landscaped lot offers vibrant colors and a peaceful setting.

Listed by Rick J. Loranger of Coldwell Banker Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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260 Summit Street Windham CT 06226

MLS Number 24185574

  • Multi Family Multi-Family For Sale
  • Square Feet 2,939
  • Acreage 0.13
  • Bedrooms 9
  • Bathroom 4

Opportunity awaits with this multi-family property in Willimantic. Featuring multiple residential units with a mix of layouts, this property offers flexibility for both investors and owner-occupants seeking rental income. Conveniently located near Eastern Connecticut State University, shopping, restaurants, parks, public transportation, and major commuter routes. Separate living spaces provide privacy for occupants while the property's central location adds to its long-term appeal. Whether you're looking to expand your investment portfolio or offset your housing costs with rental income, this property presents a versatile opportunity in a convenient location.

Listed by Michelle Mandel of Carl Guild & Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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187 Tuckie Road Windham CT 06256

Windham, CT187 Tuckie Road

Price$390,000

Est. Mortgage: $/month

MLS Number 24192900

  • Single Family
  • Square Feet 2,158
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1967

Welcome to your own retreat! Perfectly positioned on a gorgeous, level 1 acre lot surrounded by mature trees, this beautifully maintained Cape offers the peaceful lifestyle you've been dreaming of. From the moment you arrive, you'll picture slow mornings spent on the charming front porch w/a cup of coffee and your favorite book, soaking in the quiet beauty that surrounds you. Out back, you'll fall in love w/the expansive backyard. An incredible space for entertaining, backyard bbq's, gatherings, gardening or simply enjoying the serenity of your own private oasis. Inside, you'll find over 2,100 square feet of warm, inviting living space featuring 3 spacious bedrooms + 2 full bathrooms designed for comfortable everyday living. The open concept layout seamlessly connects the kitchen, complete with stainless steel appliances, a center island and ample seating, to the dining area and cozy family room with a beautiful brick fireplace, creating the perfect space for gathering with family and friends. The flexible floor plan includes a convenient 1st floor bedroom w/sliders that lead to your back deck + gleaming hardwood floors flow throughout much of the home. A 2nd fireplace creates an add'l cozy living space, perfect for relaxing after a long day. The partially finished LL is where the possibilities truly come to life. Whether you've been dreaming of a home office, media room, fitness studio or playroom, this versatile space is is a blank canvas ready to fit your lifestyle.

Listed by Meghan Wininger of Real Broker CT,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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207 Summit Street Windham CT 06226

MLS Number 24195071

  • Single Family
  • Square Feet 2,318
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1892

Step into a truly one-of-a-kind home where history, character, and creativity come together. Originally built circa 1892 as the historic Hilltop Hose Company No. 3 Firehouse, this remarkable property has been thoughtfully transformed into an eclectic single-family residence while honoring its architectural roots. The 1,000-square-foot first floor offers an expansive open layout with soaring ceilings, creating an impressive space for everyday living and entertaining. Nearly as spacious, the versatile third-floor retreat includes a full bathroom, extensive built-in storage, counter space, and a private balcony-making it ideal as a generous primary suite, guest room, living area, home office, creative studio, or flexible multigenerational living space. Distinctive Art Deco-inspired design elements add personality throughout, creating a home unlike any other. The composite and stone patio, landscaped yard, and the refreshing shade of mature trees make it an ideal spot to enjoy your morning coffee or unwind at the end of the day. The impressive stone foundation basement boasts high ceilings, a laundry area with utility sink, and clean storage space. Conveniently located near Eastern Connecticut State University, downtown Willimantic's restaurants, shops, entertainment, and local events, with easy access to Route 6 and a short drive to UConn. A rare opportunity to own a distinctive property where historic charm and modern comfort blend into an unforgettable place to call home.

Listed by Sue Esposito of Home Selling Team

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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371 Prospect Street Windham CT 06226

Windham, CT371 Prospect Street

Price$362,500

Est. Mortgage: $/month

MLS Number 24200868

  • Single Family
  • Square Feet 2,181
  • Bedrooms 6
  • Bathroom 2
  • Year Built 1908

Whether you're looking for abundant living space, room for extended household members, or an investment opportunity, this spacious 5-bedroom, 2-bath home offers exceptional flexibility in a prime Windham location. The home features generously sized bedrooms, updated bathrooms, and a versatile floor plan that can easily adapt to a variety of needs. A possible sixth bedroom on the first floor provides even more options for a home office, guest room, or additional living space. Previously utilized as a 6-bedroom rental, the home offers an abundance of space and functionality. A detached 2-car garage and expansive driveway provide ample parking, while the generous .41-acre lot offers a surprisingly spacious yard with plenty of room to enjoy the outdoors. Located just steps from Eastern Connecticut State University and close to shopping, dining, and major commuter routes, this property combines space, convenience, and versatility in one unique package. Whether you're searching for a spacious primary residence or a property with strong income potential, this home is full of opportunity.

Listed by Jason Boice of eXp Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 Cracow Avenue Windham CT 06280

Windham, CT15 Cracow Avenue

Price$350,000

Est. Mortgage: $/month

MLS Number 24181488

  • Single Family
  • Square Feet 1,228
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1972

Welcome to 15 Cracow Ave in Windham, a beautifully updated 3-bedroom, 2-full-bath ranch offering the perfect blend of single-level living, modern finishes, and outdoor lifestyle. Step inside to an inviting open floor plan where the completely remodeled kitchen flows seamlessly into the dining area and spacious living room. The kitchen has been tastefully upgraded with quartz countertops, soft-close cabinetry, and a clean modern design, creating an ideal setup for everyday living and entertaining. The large living room is centered around a charming wood-burning fireplace, while the dining room features a new chandelier and slider leading out to a new Trex deck overlooking the private backyard. The home also offers a true primary suite with its own full bathroom, giving the layout the comfort and functionality today's buyers are looking for. The lower level adds even more usable space with a full basement, complete with a pool table that conveys with the property. Major system updates provide added peace of mind, including a brand-new roof, updated 200 AMP electrical service with new panel and breakers, a quality Weil-McLain boiler, newer hot water heater, and a new well water filtration system, and new pool pump and filter 2026.

Listed by AJ Davis of Better Homes and Gardens Real Estate Executive Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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130 Windham Road Windham CT 06226

MLS Number 24198372

  • Single Family
  • Square Feet 2,379
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1800

If you're looking for a spacious investment property or a home where you can add your own personal touches, this could be the one! Ideally located close to Eastern Connecticut State University, this 4-bedroom Colonial offers excellent potential as a housing investment, especially with a separate in-law apartment. The home features generously sized rooms, beautiful wood floors, some updated windows, and a cozy wood stove. Outside, enjoy a beautifully landscaped, fully fenced-in yard, a huge screened-in back porch-perfect for relaxing or entertaining-and a detached one-car garage. With its desirable location, flexible living space, and plenty of potential, this property is a wonderful opportunity for investors, owner-occupants, or anyone looking to create a home that truly reflects their style.

Listed by Lisa L. Perry and Rene Cummings of CR Premier Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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14 Tunxis Lane Windham CT 06226

Windham, CT14 Tunxis Lane

Price$324,900

Est. Mortgage: $/month

Coming Soon

MLS Number 24203041

  • Single Family
  • Square Feet 804
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1978

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

Listed by Justin Marino of Marino Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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