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: 6.11% last updated on Feb 5, 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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121 Highland View Drive Windham CT 06266

Windham, CT121 Highland View Drive

Price$468,500

Est. Mortgage: $/month

MLS Number 24133450

  • Single Family
  • Square Feet 1,200
  • Bedrooms 3
  • Bathroom 2
  • Year Built 2025

As of 1/21/2026 Under Construction, close to being finished, end of February, expected completion. Weekend and late afternoon showings available. Split Level home, with an open kitchen/dining/living area. Primary bedroom suite with a full bath and walk in closet on one side of the house, with 2 more bedrooms, and a full bath on the other side. Lower level will come complete with a large flex room, and a half bath. Also includes a 2 car garage, and rear deck. All set on a flat lot in an existing subdivision. Still time to pick colors and finishes *This is to be built photos are from similar builds recently completed*

Listed by Timothy Morse of Alliance Realty LLC

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$/month over payments
Federal 30-year interest rate: 6.11% last updated on Feb 5, 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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55 Tuckie Road Windham CT 06280

Windham, CT55 Tuckie Road

Price$450,000

Est. Mortgage: $/month

MLS Number 24148105

  • Single Family
  • Square Feet 2,136
  • Bedrooms 3
  • Bathroom 3
  • Year Built 2005

Colonial style home ready for a new owner. Many recent updates have been completed. New kitchen with stainless steel appliances, new flooring, bathrooms have been updated, freshly painted. This home wonderful for entertaining and enjoyment. Kitchen w/eat in area, living room, dining room. Master bedroom with full bathroom and additional bedrooms and bathroom on second level. Large bonus room which is perfect for home office, game room, craft room. This is a MUST see !!!

Listed by Mary Beth E. Malin of Brunet and Company Real Estate

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$/month over payments
Federal 30-year interest rate: 6.11% last updated on Feb 5, 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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129 Valley Street Windham CT 06226

MLS Number 24138836

  • Multi Family Multi-Family For Sale
  • Square Feet 3,963
  • Acreage 0.25
  • Bedrooms 7
  • Bathroom 4

Mixed-use investment property with multiple income streams and strong value-add potential. The property is zoned B-1A and currently configured with two occupied residential units generating income, plus two additional gutted residential units with plumbing in place, ready for build-out. The property also includes a commercial storefront with a separate entrance, offering flexibility for a variety of permitted uses. B-1A zoning may allow for additional residential units, subject to municipal approvals. Additional income opportunities include four dedicated storage spaces, ideal for ECSU students or nearby tenants, two garage bays, and an on-site parking lot, all of which convey with the property. Current NOI is approximately $38,291, with substantial upside through completion of the two remaining residential units. Property is being sold as-is. Rent roll and financials available upon request.

Listed by Kyle West of eXp Realty

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$/month over payments
Federal 30-year interest rate: 6.11% last updated on Feb 5, 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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34 North Windham Road Windham CT 06280

MLS Number 24145043

  • Single Family
  • Square Feet 1,294
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1930

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!

Listed by Marco Epifani of The Hive Real Estate LLC

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$/month over payments
Federal 30-year interest rate: 6.11% last updated on Feb 5, 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$325,000

Est. Mortgage: $/month

MLS Number 24142678

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

Welcome to this inviting 3-bedroom, 2-bath ranch featuring a 1-car garage and a fantastic layout perfect for comfortable everyday living. Placed right along side the Natchaug River used for fishing and kayaking! Step inside to find a bright, open floor plan with warm natural light and easy flow throughout. Outside, the property truly shines. Enjoy summer days in your beautiful inground pool (with its brand new pool liner), complete with plenty of space for lounging, entertaining, and relaxing. The large, fenced in backyard offers room to play, garden, or simply unwind in your own private outdoor oasis. Complete with a brand new deck right off the kitchen. Ideally situated on the right side of town, this home places you close to everything you need while still offering peace and privacy. A wonderful blend of convenience, charm, and outdoor enjoyment-don't miss the chance to make this home your own!

Listed by Julienne Jaber of KW Legacy Partners

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$/month over payments
Federal 30-year interest rate: 6.11% last updated on Feb 5, 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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11 Woodland Drive Windham CT 06280

MLS Number 24146179

  • Single Family
  • Square Feet 1,277
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1957

New Photos Coming Soon! Welcome to 11 Woodland Drive in Windham, Connecticut. This home has all the charm and character one would find in rural Windham County. The exterior of this property boasts a lovely manicured yard with landscaped bushes, perennial flowers and vegetables, fruit trees, and native plants. The interior of this home has three bedrooms and a large laundry room that can be repurposed back to a fourth bedroom. The bedrooms upstairs have built-ins and crawl space storage in the attic area. The basement has loads of potential to be turned into an entertaining space. There is a newer bulkhead and upgraded plumbing extending into the street. This is a great home with plenty of space and character.

Listed by Sharon L. Stokland of List N Show LLC

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$/month over payments
Federal 30-year interest rate: 6.11% last updated on Feb 5, 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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26 Maple Avenue Windham CT 06226

MLS Number 24093816

  • Multi Family Multi-Family For Sale
  • Square Feet 3,419
  • Acreage 0.1
  • Bedrooms 7
  • Bathroom 3

Turnkey Three-Family Investment Opportunity: This fully leased three-family property is an excellent opportunity for investors or owner-occupants seeking strong rental income and long-term potential. Currently generating $4,340 in monthly income, all tenants are responsible for their own utilities, keeping operating costs low. The property is easy to maintain and features a new roof for added peace of mind. There's also potential to expand the second-floor unit into the already-finished third floor, creating additional bedrooms and living space. Don't miss this chance to invest in a solid, income-producing asset with room to grow.

Listed by Heather Meehan and Frank Villazante of Meehan & Daughters Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 6.11% last updated on Feb 5, 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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50 Selden Street Windham CT 06226

MLS Number 24151056

  • Single Family
  • Square Feet 2,540
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1910

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!

Listed by Patrizia Puccia of KW Legacy Partners

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$
%
$/month over payments
Federal 30-year interest rate: 6.11% last updated on Feb 5, 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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165 Ballamahack Road Windham CT 06280

Windham, CT165 Ballamahack Road

Price$299,900

Est. Mortgage: $/month

Coming Soon

MLS Number 24153556

  • Single Family
  • Square Feet 1,382
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1953

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.

Listed by Anthony La Penna of Exceptional Real Estate LLC

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$
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$/month over payments
Federal 30-year interest rate: 6.11% last updated on Feb 5, 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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119 Quercus Avenue Windham CT 06226

Windham, CT119 Quercus Avenue

Price$299,000

Est. Mortgage: $/month

Open House

MLS Number 24152527

  • Single Family
  • Next Open House: Sat 02/21 11:00 am. to 12:30 pm.
  • Square Feet 1,160
  • Bedrooms 3
  • Bathroom 2

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 place.

Listed by Kristen Kaskela of Berkshire Hathaway NE Prop.

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$
%
$/month over payments
Federal 30-year interest rate: 6.11% last updated on Feb 5, 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 Bristol Street Windham CT 06226

MLS Number 24148674

  • Single Family
  • Square Feet 1,170
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1940

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

Listed by Theodore Jarrett of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.11% last updated on Feb 5, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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