Windham CT Real Estate

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125 Mountain Street Windham CT 06226

MLS Number 24158358

  • Multi Family Multi-Family For Sale
  • Square Feet 2,781
  • Acreage 0.76
  • Bedrooms 5
  • Bathroom 3

Investors take notice! This home is a money maker. Whether you decide to owner-occupy this spacious home while rental income helps with the mortgage, or rent out both units, you can't go wrong. The living areas provide warm spaces perfect for relaxing or gathering with friends and family. The kitchens offer ample cabinet and counter space, making everyday cooking convenient and enjoyable. The large yard space can be enjoyed year round. The lot may also have the potential to be subdivided to add another home. All information should be verified with the town. Don't miss this opportunity!

Listed by Lisa Antrum of KW Legacy Partners

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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 Carey Street Windham CT 06226

Windham, CT14 Carey Street

Price$299,900

Est. Mortgage: $/month

Open House

MLS Number 24187426

  • Multi Family Multi-Family For Sale
  • Next Open House: Wed 07/1 2:00 pm. to 4:00 pm.
  • Square Feet 2,700
  • Acreage 0.27
  • Bedrooms 6

Excellent opportunity to own a spacious 2-family home with great flexibility for investors or owner-occupants. The first unit offers 2 bedrooms and 1 full bath, while the second unit features a generous 4-bedroom, 2-bath layout, providing plenty of space for larger households or strong rental potential. A 2-car garage adds valuable parking and storage, making this property even more attractive. Whether you're looking to expand your investment portfolio, live in one unit and rent the other, or accommodate extended living arrangements, this multi-family home offers versatility, functionality, and long-term value.

Listed by Amy P. Rio of Better Homes and Gardens Real Estate Executive Real Estate

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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: 6.49% last updated on Jun 25, 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$250,000

Est. Mortgage: $/month

MLS Number 24152527

  • Single Family
  • Square Feet 1,160
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1890

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.

Listed by Kristen Kaskela of Berkshire Hathaway NE Prop.

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$
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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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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220 Plains Road Windham CT 06280

MLS Number 24180936

  • Land
  • Acreage 25.7
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning R3

Wonderful potential development opportunity. Road frontage on 2 roads, approximately 1350' of frontage on Plains Rd., and approximately 450' of frontage on Anna Maria Ln., and existing cul-du-sac subdivision. Possible 7-8 lots subdivision to be created.

Listed by Rick Nassiff of KW Legacy Partners

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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 Walnut Street Windham CT 06226

MLS Number 24159602

  • Single Family
  • Square Feet 1,078
  • Bedrooms 4
  • Bathroom 1
  • Year Built 1915

Charming Antique Colonial - Prime Windham Location Step back in time and experience the warmth and character of this classic 1915 Antique Colonial, beautifully situated on a desirable corner lot in Windham. This inviting home offers four spacious bedrooms and one full bath, along with a generously sized living room perfect for relaxing or entertaining. The bright eat-in kitchen provides a welcoming space for gatherings and everyday living. Enjoy peaceful mornings or cozy seasonal evenings in the sun-filled three-season room, complete with stairs leading directly out to the backyard. The property is surrounded by a charming white picket fence, enhancing its timeless New England appeal. A standout feature is the impressive two-story garage with access from two streets, offering exceptional convenience, storage, or potential workshop space. The full walk-out lower level adds additional functionality and flexibility. Ideally located close to local colleges, this property presents an excellent opportunity for investors, owner-occupants, or those seeking rental potential. Enjoy nearby delicious eateries, unique shops, and easy commuting access to surrounding towns and major routes. This is a truly charming and classic New England home that must be seen to be fully appreciated.

Listed by Lisa M. Therecka of Therecka & Associates LLC

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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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28 Circle Drive Windham CT 06256

MLS Number 24171622

  • Single Family
  • Square Feet 1,152
  • Bedrooms 3
  • Bathroom 2
  • Year Built 2001

Completely remodeled 3-bedroom, 2-bath mobile home in North Windham! This move-in-ready home has been thoughtfully updated throughout and features a brand-new roof, new appliances, and modern finishes from top to bottom. The interior offers a bright and functional layout with updated flooring, refreshed kitchen and bathrooms, and comfortable living space. With recent upgrades throughout, this home provides a great opportunity for affordable, low-maintenance living. Conveniently located close to shopping, restaurants, and local amenities.

Listed by Arielle Ruffin of Choice Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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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760 Main Street Windham CT 06226

Windham, CT760 Main Street

Price$157,900

Est. Mortgage: $/month

MLS Number 24172978

  • Land
  • Acreage 0.17
  • Co List Office Name Lyman Real Estate
  • MLS Status Active
  • Other Amenities Waterfront

Highly visible main street location in the middle of Willimantic's dining, retail, historic district, and municipal office area. Public water, sewer & gas, 57 ft road frontage, 12,500 traffic count with .17 of an acre in the B1 zone.

Listed by Maxwell Lyman and Ron Lyman of Lyman Real Estate

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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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137 Boulevard Road Windham CT 06256

Windham, CT137 Boulevard Road

Price$149,999

Est. Mortgage: $/month

MLS Number 24177129

  • Single Family
  • Square Feet 1,204
  • Co List Office Name Countryside Realty
  • Bedrooms 3
  • Bathroom 1

Tucked away on .63 private acres, this unique property offers endless possibilities for those seeking peace, privacy, and room to roam. The two-bedroom mobile home sits on its own land surrounded by nature. Enjoy open space conveniently located while still offering a secluded feel, this property is ideal for outdoor enthusiasts, investors, or anyone looking to escape the hustle and bustle.

Listed by Antonio Incontro and Cathyann M. Schulte of Countryside Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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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38 Long Drive Windham CT 06256

MLS Number 24183878

  • Single Family
  • Square Feet 1,296
  • Bedrooms 3
  • Bathroom 2
  • Year Built 2007

Beautifully maintained 2007 Mobile Home located in desirable Country Club Estates! This inviting home offers a bright, open floor plan featuring a spacious kitchen with abundant cabinetry and counter space, a dining area, and a large living room filled with natural light. The private primary bedroom includes its own full bath, while two additional bedrooms and another full bathroom provide plenty of space for family, guests, or a home office. Enjoy relaxing outdoors on the nice deck overlooking a spacious yard with room for gardens, and take advantage of the shed for extra storage. Located in a peaceful, quiet park with a low monthly park fee of just $595. Numerous updates have already been completed, making this move-in ready home a must-see!

Listed by Jeanne L. Crum of Home Selling Team

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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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5 Jessie Lane Windham CT 06256

Windham, CT5 Jessie Lane

Price$90,000

Est. Mortgage: $/month

MLS Number 24184995

  • Single Family
  • Square Feet 924
  • Bedrooms 2
  • Bathroom 2
  • Year Built 2000

This clean and bright unit has a nice open floor plan The kitchen comes fully applianced and has lots of cabinets and counter space. Plenty of room for your table. Open concept to living room, all with nice flooring. The primary bedroom and full bath with soaking tub and shower are on one side, with the second bedroom and full bath on the other side. Laundry is conveniently placed. There is a convenient ramp leading to the small porch. The outside shed is perfect for your storage needs. Very affordable living and no money down financing may be available.

Listed by Catherine E. Duprey of Duprey Real Estate,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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 Long Drive Windham CT 06256

MLS Number 24183062

  • Single Family
  • Square Feet 624
  • Bedrooms 2
  • Bathroom 1
  • Year Built 1972

Welcome to Country Club Estates! This beautifully maintained 2-bedroom, 1-bath mobile home is truly move-in ready and showcases pride of ownership throughout. The home offers a bright and inviting interior, comfortable living spaces, and has been meticulously cared for inside and out. Enjoy the well-manicured yard featuring attractive landscaping, established gardens, and a covered deck-perfect for relaxing, entertaining, or enjoying your morning coffee. Conveniently located within the community and close to local amenities, this home is an excellent opportunity for affordable, low-maintenance living. Don't miss your chance to make it yours!

Listed by Alexis John of RE/MAX One

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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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