Windham CT Real Estate

r=19-30
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. Property is being sold as-is.

Listed by Kyle West of eXp Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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

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: 6.95% last updated on Sep 17, 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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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

29 Kathleen Drive Windham CT 06226

MLS Number 24199231

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 998
  • Year Built 1987

Welcome to this well maintained 2 bedroom, 1.5 bathroom condo in the peaceful Elm Tree Village community. With a living room that flows into the dining area, this home features a functional layout designed for easy living. The private deck is perfect for relaxing and enjoying the weather. There is also an attached garage and a basement offering ample storage space. Come add your touches and make it your own!

Listed by Shacara Cook of KW Legacy Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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

29 Kathleen Drive Windham CT 06226

Windham, CT29 Kathleen Drive

Price$199,900

Est. Mortgage: $/month

MLS Number 24197730

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,492
  • Year Built 1987

Wake up with the sunrise and end your day with sunsets in this easy-living light-filled condo in a fantastic location! Welcome to Elm Tree Village, where this well-kept two-bedroom, 1.5-bath townhouse offers comfortable, low-maintenance living in a convenient Windham location. The main level features a bright, inviting living space with an easy-flowing layout for everyday living and entertaining. Upstairs, you'll find two bedrooms and a full bath, while the finished basement adds valuable additional space - perfect for a family room, home office, or gym. Central air provides added comfort throughout the warmer months, and natural gas heat offers efficient heating when temperatures drop. Community amenities include tennis courts and outdoor picnic areas, providing additional ways to enjoy the property beyond your front door. Conveniently located near Eastern Connecticut State University, shopping, dining, and highways, this townhouse offers a great combination of space, comfort, and accessibility.

Listed by Steph Rush of RE/MAX Legends

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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

28 Lovers Lane Windham CT 06280

Windham, CT28 Lovers Lane

Price$199,000

Est. Mortgage: $/month

MLS Number 24205506

  • Single Family
  • Square Feet 1,000
  • Bedrooms 2
  • Bathroom 1
  • Year Built 1952

Welcome to 28 Lovers Ln in Windham! This inviting home offers comfortable living spaces and plenty of potential to make it your own. Enjoy a functional layout with bright rooms, generous living areas, and a setting that provides both convenience and privacy. The property offers outdoor space for relaxing, entertaining, or enjoying the changing New England seasons. Conveniently located near local shopping, dining, schools, parks, and major routes, this home provides easy access to everyday amenities while maintaining a peaceful residential feel. A wonderful opportunity to enjoy all that Windham has to offer-schedule your showing today!

Listed by Thomas Mele of Social & Co Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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

15 Bellevue Street Windham CT 06226

MLS Number 24201064

  • Single Family
  • Square Feet 1,807
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1880

Bring your vision to this four-bedroom home in Willimantic's Hill Section. With approximately 1,807 square feet of living space, the property features generously sized rooms, tall windows, original woodwork, and period details throughout. With thoughtful updates, this home has the potential to showcase its original character while being tailored to its next owner. Conveniently located near downtown Willimantic, Eastern Connecticut State University, shopping, dining, and major routes. Property is being sold as-is. Also available is 11 Bellevue Street, located behind the property, creating the possibility of a package purchase.

Listed by Michelle Mandel of Carl Guild & Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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

38 Wilson Street Windham CT 06226

Windham, CT38 Wilson Street

Price$189,000

Est. Mortgage: $/month

MLS Number 24208017

  • Single Family
  • Square Feet 1,152
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1910

Welcome to 38 Wilson Street in Willimantic, offering a spacious 7-bedroom, 2-bathroom layout on approximately 0.17 acres. Built in 1910, this property provides ample room for comfortable living, guests, or flexible use. The home's established character and convenient, easy access to local shopping, dining, schools, parks, and everyday amenities. A versatile opportunity for buyers seeking generous bedroom space and a property with potential.

Listed by Thomas Mele of Social & Co Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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

11 Bellevue Street Windham CT 06226

MLS Number 24201036

  • Single Family
  • Square Feet 1,948
  • Bedrooms 6
  • Bathroom 2
  • Year Built 1910

Bring your vision to this six-bedroom home in Willimantic's Hill Section. With approximately 1,948 square feet of living space, the property features generously sized rooms, hardwood flooring, tall windows, original woodwork, and period details throughout. A brand-new roof has already been installed, providing a great start for future improvements. With thoughtful updates, this home has the potential to showcase its original character while being tailored to its next owner. Conveniently located near downtown Willimantic, Eastern Connecticut State University, shopping, dining, and major routes. Property is being sold as-is. Also available is 15 Bellevue Street, located at the front of the property, creating the possibility of a package purchase.

Listed by Michelle Mandel of Carl Guild & Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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

28 Circle Drive Windham CT 06256

MLS Number 24171622

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

*** Highest and Best due 12pm Monday 8/10/2026 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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

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: 6.95% last updated on Sep 17, 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

6 Circle Drive Windham CT 06256

MLS Number 24202840

  • Single Family
  • Square Feet 1,620
  • Bedrooms 3
  • Bathroom 2
  • Year Built 2002

Welcome to 6 Circle Drive, a spacious 3-bedroom, 2-full-bath mobile home located in North Windham's Stonegate Manor mobile home park. Situated on a corner lot, this home features a large kitchen, generously sized bedrooms, and decent closet space throughout. The primary bedroom includes an en-suite bath with a relaxing jacuzzi soaking tub. Enjoy approximately 340 sq. ft. of side decking, perfect for outdoor entertaining or relaxing. Conveniently located near shopping plazas, restaurants, and other local amenities. A great opportunity for comfortable, and practical living!

Listed by Franchesca M. Pescatello of Prue Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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

The data relating to real estate for sale on this website appears in part through the SmartMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SmartMLS through a licensing agreement. Listing information is from various brokers who participate in the SmartMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.