Windham CT Real Estate

r=9-20
115 Chapman Street Windham CT 06226

MLS Number 24207512

  • Multi Family Multi-Family For Sale
  • Square Feet 3,300
  • Acreage 0.27
  • Bedrooms 6
  • Bathroom 3

Very well maintained 3 family in vibrant Willimantic. 3 Units plus a 3-car garage (extra cash flow) and 2 building lots (lots of space for parking outdoor activities). Roof replaced in 2023 and the property needs nothing. Unit 1 is a 1-bedroom. Tenant pays all utilities and rent is $1100. Unit 2 is vacant and is a 2 (maybe 3) bedroom. Owner pays gas heat. The unit has electric hot water heater (installed 2021) (electric paid by tenant). Rent is $1400. Unit 3 is a 3 bedroom. Owner pays gas heat. Electric hot water heater (installed 2021) (electric paid by tenant. Rent is $1300. 1 bay of garage is rented at $100/month. This is a great opportunity to live in a well maintained property and have your tenants help pay your mortgage. Or add this well maintained property to your investment portfolio.

Listed by Carol Wanat of Rockoff 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

207 Summit Street Windham CT 06226

MLS Number 24195071

  • Single Family
  • Square Feet 2,318
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1892

Step into a truly one-of-a-kind home where history, character, and creativity come together. Originally built circa 1892 as the historic Hilltop Hose Company No. 3 Firehouse, this remarkable property has been thoughtfully transformed into an eclectic single-family residence while honoring its architectural roots. The 1,000-square-foot first floor offers an expansive open layout with soaring ceilings, creating an impressive space for everyday living and entertaining. Nearly as spacious, the versatile third-floor retreat includes a full bathroom, extensive built-in storage, counter space, and a private balcony-making it ideal as a generous primary suite, guest room, living area, home office, creative studio, or flexible multigenerational living space. Distinctive Art Deco-inspired design elements add personality throughout, creating a home unlike any other. The composite and stone patio, landscaped yard, and the refreshing shade of mature trees make it an ideal spot to enjoy your morning coffee or unwind at the end of the day. The impressive stone foundation basement boasts high ceilings, a laundry area with utility sink, and clean storage space. Conveniently located near Eastern Connecticut State University, downtown Willimantic's restaurants, shops, entertainment, and local events, with easy access to Route 6 and a short drive to UConn. A rare opportunity to own a distinctive property where historic charm and modern comfort blend into an unforgettable place to call home.

Listed by Sue Esposito of Home Selling Team

$
$
%
$/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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

15 Cracow Avenue Windham CT 06280

Windham, CT15 Cracow Avenue

Price$350,000

Est. Mortgage: $/month

MLS Number 24181488

  • Single Family
  • Square Feet 1,228
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1972

Move-in ready, single-level living meets your own private backyard retreat at 15 Cracow Avenue. This well-maintained 3-bedroom, 2-full-bath ranch offers the convenience buyers are searching for, with all three bedrooms and both full bathrooms located on the main living level. Inside, an open and inviting layout is highlighted by hardwood flooring, a wood-burning fireplace, and an updated kitchen featuring quartz countertops and newer cabinetry. Replacement windows throughout add to the home's comfort and efficiency, while several major improvements have already been taken care of-including a brand-new roof, upgraded electrical panel, and brand-new whole-house water filtration system. Outside, the fully fenced backyard is designed to be enjoyed. The in-ground pool creates the perfect setting for summer afternoons, weekend gatherings, or simply relaxing at home, and buyers can enjoy added peace of mind with a brand-new pool pump and filter already installed.

Listed by AJ Davis of Better Homes and Gardens Real Estate Executive 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

14 Tunxis Lane Windham CT 06226

Windham, CT14 Tunxis Lane

Price$324,900

Est. Mortgage: $/month

MLS Number 24203041

  • Single Family
  • Square Feet 804
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1978

Welcome to 14 Tunxis Lane! This well-maintained 3-bedroom, 1-bathroom home is move-in ready and offers a wonderful opportunity for its next owner. Recent improvements include newer windows, a new front entry door, and refreshed landscaping, enhancing both curb appeal and functionality. Situated near a quiet cul-de-sac, the property offers a peaceful and private setting with a spacious back and side yard - a rare find in this area. The home has been thoughtfully maintained over the years and provides a comfortable layout with plenty of opportunity to personalize and make it your own. The lower level offers additional space and potential for a future second bathroom, providing an opportunity to expand the home's functionality and value. Whether you're a first-time buyer, downsizing, or simply looking for a well-cared-for home in a private setting, 14 Tunxis Lane is a rare opportunity you won't want to miss!

Listed by Justin Marino of Marino 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

130 Windham Road Windham CT 06226

MLS Number 24198372

  • Single Family
  • Square Feet 2,379
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1800

If you're looking for a spacious investment property or a home where you can add your own personal touches, this could be the one! Ideally located close to Eastern Connecticut State University, this 4-bedroom Colonial offers excellent potential as a housing investment, especially with a separate in-law apartment. The home features generously sized rooms, beautiful wood floors, some updated windows, and a cozy wood stove. Outside, enjoy a beautifully landscaped, fully fenced-in yard, a huge screened-in back porch-perfect for relaxing or entertaining-and a detached one-car garage. With its desirable location, flexible living space, and plenty of potential, this property is a wonderful opportunity for investors, owner-occupants, or anyone looking to create a home that truly reflects their style.

Listed by Lisa L. Perry and Rene Cummings of CR Premier Properties

$
$
%
$/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

134 Lauter Avenue Windham CT 06226

MLS Number 24203882

  • Single Family
  • Square Feet 1,488
  • Bedrooms 5
  • Bathroom 2
  • Year Built 1956

Charming One-Level Living Ranch Welcome to this delightful ranch-style home, perfectly situated on a serene, private lot adorned with beautiful fruit trees and a garden area. This residence offers the convenience of one-level living with a host of appealing updates. The main level features a modernized kitchen that flows seamlessly into a bright and airy living room, accentuated by abundant natural light. Three comfortable bedrooms and a full bath complete this level, providing ample space for comfortable living. Descend to the lower level, where you'll find a fully equipped in-law suite. This versatile space includes a full bath, kitchen, two additional bedrooms, and a cozy living area, all accessible via a private entrance - The roof has been updated just five years ago, ensuring peace of mind for years to come. Enjoy the convenience of walking to nearby restaurants, parks, and Eastern Connecticut State University, with UCONN only a short drive away. Don't miss the opportunity to make this welcoming home your own!

Listed by Jeanne L. Crum of Home Selling Team

$
$
%
$/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

349 Mansfield Avenue Windham CT 06226

MLS Number 24201525

  • Single Family
  • Square Feet 1,336
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1951

A delightful gem of a home, this Cape is set in the heart of Willimantic. This home offers easy access to town, shopping, and commuting routes. A charming, move-in-ready opportunity is updated and ready for its next owner, with an open-air plan and unique, tasteful finishing touches throughout. Fresh, modern updates within the last 4 years include: kitchen with granite counters and new stainless appliances (oven/range, microwave, range hood, refrigerator, dishwasher), first-floor bath, carpet in the upstairs bedrooms, newer vinyl siding, windows, roof, and furnace, 3-zone heat for comfort and efficiency. First-floor primary bedroom - easy single-level living, first-floor laundry in the expansive four-season sunroom, sunroom opens to a deck overlooking a very private backyard with stone walls, 3 bedrooms, 1 full bath, 6 rooms total, original wood panel interior doors; updated insulated exterior doors. Added features include, connected Bluetooth speaker in the shower, electric fireplace insert and, under-house 1-car garage plus private driveway (4 parking spaces) and Solar - schedule your tour today!

Listed by Paul Cutler of Keller Williams Realty Gr.Worc

$
$
%
$/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

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

$
$
%
$/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

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

$
$
%
$/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

143 Southridge Drive Windham CT 06226

MLS Number 24206582

  • Single Family
  • Square Feet 1,535
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1971

Pride of ownership shines throughout this beautifully updated 3-bedroom, 1.1 bath ranch, ideally situated in a convenient neighborhood setting. The bright, freshly painted interior features gleaming hardwood floors, newer carpeting in all three bedrooms, freshly painted doors with updated hardware, custom window treatments, and stylish new lighting throughout. The updated kitchen offers newer tile flooring, refreshed countertops, a double sink, stainless steel appliances, plus a brand-new dishwasher and range hood (July 2026), making it as functional as it is attractive. Major improvements provide peace of mind, including a new roof (October 2024), central air conditioning, newer windows, and newer gutters with leaf guards. The heated lower level adds approximately 575 square feet of finished living space and includes a convenient half bath, creating the perfect space for a family room, home office, guest area, recreation room, or flexible everyday living. A separate laundry area is equipped with a newer washer and dryer. Step outside to enjoy a private backyard bordered by mature woods, offering a peaceful retreat for relaxing or entertaining. A storage shed provides additional space for lawn equipment, gardening tools, and seasonal storage, adding even more functionality to the property. Conveniently located near Routes 6 and 32, this home provides easy access to UConn, Eastern Connecticut State University, shopping, dining, and a variety of everyday amenities.

Listed by Doreen Amata and Gene Arganese of Coldwell Banker 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

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

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.