Windham CT Real Estate

120 North Street Windham CT 06226

MLS Number 24204552

  • 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. One of the parties to the LLC has an active real estate license.

Listed by Michelle Mandel of Carl Guild & Associates

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 15, 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 Pleasant Street Windham CT 06226

MLS Number 24204645

  • Multi Family Multi-Family For Sale
  • Square Feet 2,674
  • Acreage 0.53
  • Bedrooms 5
  • Bathroom 3

3 Family well maintained for sale in Willimantic with extra large lot size, .53 ac. and extra large out building for garage, storage and workbench area with power. 2 units on first floor with one unit on second floor. close and convenient to Main Street and bus line. Historical home been in family for generations. see agent remarks

Listed by Kathy Dubay of I.M.A. Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 15, 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. One of the parties to the LLC has an active real estate license.

Listed by Michelle Mandel of Carl Guild & Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 15, 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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19 Bellevue Street Windham CT 06226

MLS Number 24210038

  • Multi Family Multi-Family For Sale
  • Square Feet 2,678
  • Acreage 0.14
  • Bedrooms 5
  • Bathroom 2

Spacious two-family home offering 5 bedrooms, 2 baths, a large basement, detached garage, covered front porch, and flexible space throughout. Great opportunity for an owner-occupant or investor. Unit 1 offers approximately 1,453 sq. ft. with 3 bedrooms and 1 full bath. The first floor features a large bedroom, spacious living room, kitchen, and full bath, with two additional bedrooms upstairs. The unit also has access to an approximately 1,201 sq. ft. unfinished basement with washer and dryer and plenty of storage space. Unit 2 offers approximately 1,026 sq. ft. with 2 bedrooms and a 3/4 bath. It includes a living room, kitchen, large bedroom with balcony, second bedroom, and approximately 216 sq. ft. of additional attic/storage space on the third floor. The property also includes a 462 sq. ft. detached garage and off-street parking. Convenient opportunity to live in one unit while renting the other, or add a two-family property to your investment portfolio. Furniture shown in the photos can be included with the sale at no additional cost.

Listed by Kris J. Lippi of Get Listed Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 15, 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

MLS Number 24187426

  • Multi Family Multi-Family For Sale
  • Square Feet 2,700
  • Acreage 0.27
  • Bedrooms 6
  • Bathroom 3

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

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 15, 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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86 Chestnut Street Windham CT 06226

MLS Number 24201649

  • Multi Family Multi-Family For Sale
  • Square Feet 1,560
  • Acreage 0.16
  • Bedrooms 4
  • Bathroom 2

INVESTOR OPPORTUNITY IN WILLIMANTIC! Bring your vision to 86 Chestnut Street, an approximately 1,560 SF multifamily property. Originally built in 1887, the property offers timeless architectural character and charm rarely found in newer construction. Conveniently located near downtown Willimantic, Eastern Connecticut State University, shops, restaurants, services, and major area routes. Offered AS-IS, providing an opportunity to renovate and customize to your investment strategy. The property's character, layout, location, and value-add potential make this an excellent opportunity for an investor or owner-occupant. Cash or conventional financing only. No government financing. Buyer to conduct their own due diligence regarding condition, zoning, intended use, and renovation potential.

Listed by Marcus Hamilton of CENTURY 21 Shutters & Sails

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 15, 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: 7.4% last updated on Oct 15, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 15, 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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90 Serwan Avenue Windham CT 06226

Windham, CT90 Serwan Avenue

Price$49,000

Est. Mortgage: $/month

MLS Number 24160418

  • Land
  • Acreage 0.29
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning R4

This nice residential lot sits on the edge of Mansfield and Windham. This property offers an opportunity to secure residential land in an established neighborhood with essential utilities accessible. Zoning: R-4 (Residential) Utilities: Public water and public sewer are available in the street; electricity and cable are also accessible at the site. Taxes are $109 (2025). Situated in a residential setting, this lot is within walking distance to ECSU and just minutes from the vibrant amenities of downtown Willimantic as well as ja 15 minute drive to UConn. Mansfield Hollow State Park and major retailers are short distances away with easy access to major commuting routes including Storrs Road, Route 6, 32, and 66. Agent and Owner related.

Listed by Sharon L. Stokland of List N Show LLC

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 15, 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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42 Gordon Avenue Windham CT 06226

Windham, CT42 Gordon Avenue

Rental Price$2,495

For Rent

MLS Number 24208889

  • Rental
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,606
  • MLS Status Active

Beautiful, completely renovated Raised Ranch style single family home for rent! This 3-bedroom, 1-bathroom home features fresh paint throughout, LED lighting throughout, stainless steel appliances including a microwave hood and dishwasher, and elegant quartz countertops. The home offers a big backyard and a huge new deck, accessible through a sliding door - perfect for grilling, summer games, or relaxing with a cup of tea on cool afternoons. There's also a full walkout basement (unfinished) for extra storage. Washer and dryer included. Spacious driveway with new paving. Central heat and AC, with an energy-efficient unit only 2 years old. Centrally located, just 12-13 minutes driving to UConn and 1 minute driving to Eastern Connecticut State University - perfect for those who work, live, or study at either campus. Owner requires responsible tenants with a minimum credit score of 620. No pets preferred; maximum one cat allowed. Owner is a licensed real estate broker in Connecticut

Listed by Angela Espinoza of CT Homes Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 15, 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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139 South Street Windham CT 06226
For Rent

MLS Number 24191643

  • Rental
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,848
  • MLS Status Active

Welcome home to stylish, effortless living in this turn-key, 4-bedroom, 1.5-bath Windham rental, perfectly designed for comfort and immediate move-in. This inviting home features a chic, thoughtfully refreshed layout that beautifully balances style with everyday functionality. Situated in a convenient location, the property is just steps away from Windham's vibrant local dining scene, cozy coffee shops, everyday shopping, and major commuter routes. Best of all, you will enjoy exceptional university proximity, located just minutes from Eastern Connecticut State University (ECSU) and a short, easy drive to the University of Connecticut (UConn) main campus in Storrs. Reach out today for a private showing!

Listed by Alison Anton of RE/MAX One

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 15, 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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736 Main Street Windham CT 06226
For Rent

MLS Number 24207378

  • Rental
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 5,750
  • MLS Status Active

Charming First-Floor 3-Bedroom Apartment in the Heart of Willimantic Welcome home to this inviting first-floor 3-bedroom apartment located in the heart of Willimantic. Offering comfortable one-level living and a convenient location, this apartment is a great opportunity for anyone looking to be close to local restaurants, shops, and Eastern Connecticut State University. The apartment features a bright and comfortable living space with classic character and practical finishes throughout. The first-floor location provides easy, convenient access without the need to navigate stairs, making everyday living simple and accessible. The well-equipped kitchen offers plenty of functionality for everyday cooking and dining, while three bedrooms provide flexibility for a variety of living arrangements, including a home office or guest room. Located on Main Street, you'll be just steps from Willimantic's vibrant downtown, local dining, coffee shops, and neighborhood amenities. Eastern Connecticut State University is only a few blocks away, and UConn's main campus is approximately a 15-minute drive. A convenient first-floor location, spacious 3-bedroom layout, and central Willimantic setting make this apartment a wonderful place to call home.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 15, 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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