Windham CT Real Estate

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45 Whittemore Street Windham CT 06226

Windham, CT45 Whittemore Street

Price$374,900

Est. Mortgage: $/month

MLS Number 24184708

  • Single Family
  • Square Feet 1,718
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1967

Welcome home to this lovingly maintained 3-bedroom, 2-bath Ranch set on nearly half an acre in Willimantic. A welcoming slate-tiled foyer leads into a spacious living room that flows seamlessly into the dining area, creating a bright and inviting space filled with natural light. The eat-in kitchen features warm wood cabinetry, granite countertops, and ample workspace for meal preparation. Step outside to the composite deck overlooking the fenced backyard, perfect for relaxing, entertaining, gardening, or play. The home offers a primary suite with a private bath and two additional bedrooms. Laundry is currently located in the third bedroom but can easily be relocated to the basement, where washer and dryer hookups already exist. The walkout lower level is unfinished and offers endless possibilities for future expansion, including additional living space, a home office, gym, or potential in-law setup. Additional features include a spacious two-car garage with storage, central air, a boiler and heat pumps for efficient heating and cooling, and solar panels. Move right in and make it your own!

Listed by Nadia Kachwaha 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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64 Chestnut Street Windham CT 06226

MLS Number 24183909

  • Single Family
  • Square Feet 1,494
  • Co List Office Name Home Selling Team
  • Bedrooms 3
  • Bathroom 2

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.

Listed by Stephen Galinat and John F. Fulton 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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156 Brick Top Road Windham CT 06280

Windham, CT156 Brick Top Road

Price$330,000

Est. Mortgage: $/month

MLS Number 24181829

  • Single Family
  • Square Feet 1,440
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1936

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!

Listed by Patricia Scarpa of Marino Realty LLC

$
$
%
$/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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17 Horizon Avenue Windham CT 06226

MLS Number 24180652

  • Single Family
  • Square Feet 1,254
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1990

Very nice 3-bedroom, 2-bath home tucked at the end of a quiet cul-de-sac in Willimantic and it's ready for its next owner today. Gleaming hardwood floors flow throughout the main living areas, anchored by a cozy fireplace in the living room that makes this home feel like home the moment you walk in. The remodeled kitchen features updated appliances, and it is turnkey just unpack and start cooking. 2-car garage, and the partially finished basement offers flexible space ideal for a home office, rec room, or gym. Step outside to a private backyard retreat complete with a deck and lower patio - perfect for entertaining or unwinding after a long day. Commuters and students will love the location: easy access to Route 6 and walking distance to Eastern Connecticut State University. Highlights: Hardwood floors throughout 2-car garage with walkup attic storage Fireplace Remodeled kitchen Partially finished basement Private deck & patio Cul-de-sac lot Walk to ECSU Quick Route 6 access

Listed by Jason Saphire of www.HomeZu.com

$
$
%
$/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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194 Ivan Hill Street Windham CT 06226

MLS Number 24180102

  • Single Family
  • Square Feet 2,036
  • Bedrooms 5
  • Bathroom 2
  • Year Built 1950

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

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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11 Type Road Windham CT 06266

MLS Number 24181796

  • Multi Family Multi-Family For Sale
  • Square Feet 1,890
  • Co List Office Name Home Selling Team
  • Acreage 0.42
  • Bedrooms 4

Investors and owner-occupants take notice! Well-maintained fully rented, with tenants in place, two-family home situated on a quiet dead-end street. Each unit offers 2 bedrooms, 1 full bath, and approximately 1,000 square feet of living space, providing spacious layouts and strong rental appeal. Separate utilities make management simple, while laundry hookups in the basement add convenience for tenants. Situated on nearly a half-acre lot, the property offers plenty of outdoor space, Large front porch and an abundance of off-street parking. Conveniently located close to shopping, dining, schools, and major routes. Whether you're looking to expand your investment portfolio or secure a future owner-occupied opportunity, this versatile multi-family property is not to be missed.

Listed by Stephen Galinat and John F. Fulton 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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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

$
$
%
$/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: Thu 07/2 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. Sold as is where is. Needs work

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

$
$
%
$/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

$
$
%
$/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.

$
$
%
$/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

$
$
%
$/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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25 Godfrey Street Windham CT 06226

MLS Number 24184613

  • Single Family
  • Square Feet 1,468
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1940

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**

Listed by Amber M. Everin of eRealty Advisors,Inc.

$
$
%
$/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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