Windham CT Real Estate

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21 Jack Henry Drive Windham CT 06280

MLS Number 24207870

  • Single Family
  • Square Feet 1,472
  • Bedrooms 3
  • Bathroom 3
  • Year Built 2011

Welcome to this beautiful Colonial home, offering the perfect blend of classic charm, comfort, and space. Step inside to find gleaming hardwood floors and generously sized living areas filled with warmth and character. Spacious bedrooms provide plenty of room to relax and unwind, while the expansive living spaces offer a versatile layout ideal for both everyday living and entertaining. At the heart of the home is a beautiful, inviting kitchen featuring ample cabinetry, generous counter space, and plenty of room for gathering and entertaining. Whether preparing everyday meals or hosting family and friends, this welcoming space flows seamlessly with the rest of the home. Situated on an impressive lot of over two acres, the property offers exceptional privacy and an abundance of outdoor space to enjoy. Whether hosting summer gatherings, creating your own backyard retreat, or simply enjoying the peaceful surroundings, this expansive property provides endless possibilities. With its spacious interior, beautiful hardwood floors, inviting kitchen, and private setting, this Colonial is a wonderful place to call home.

Listed by Terence Dominick and Samuel Sylvia of Exceptional Real Estate LLC

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$/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.

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187 Tuckie Road Windham CT 06256

Windham, CT187 Tuckie Road

Price$380,000

Est. Mortgage: $/month

MLS Number 24192900

  • Single Family
  • Square Feet 2,158
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1967

Welcome to your own retreat! Perfectly positioned on a gorgeous, level 1 acre lot surrounded by mature trees, this beautifully maintained Cape offers the peaceful lifestyle you've been dreaming of. From the moment you arrive, you'll picture slow mornings spent on the charming front porch w/a cup of coffee and your favorite book, soaking in the quiet beauty that surrounds you. Out back, you'll fall in love w/the expansive backyard. An incredible space for entertaining, backyard bbq's, gatherings, gardening or simply enjoying the serenity of your own private oasis. Inside, you'll find over 2,100 square feet of warm, inviting living space featuring 3 spacious bedrooms + 2 full bathrooms designed for comfortable everyday living. The open concept layout seamlessly connects the kitchen, complete with stainless steel appliances, a center island and ample seating, to the dining area and cozy family room with a beautiful brick fireplace, creating the perfect space for gathering with family and friends. The flexible floor plan includes a convenient 1st floor bedroom w/sliders that lead to your back deck + gleaming hardwood floors flow throughout much of the home. A 2nd fireplace creates an add'l cozy living space, perfect for relaxing after a long day. The partially finished LL is where the possibilities truly come to life. Whether you've been dreaming of a home office, media room, fitness studio or playroom, this versatile space is is a blank canvas ready to fit your lifestyle.

Listed by Meghan Wininger of Real Broker CT,LLC

$
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$/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.

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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

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$
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$/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.

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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

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$/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.

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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

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$
%
$/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.

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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.

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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.

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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.

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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.

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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

$
$
%
$/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.

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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

$
$
%
$/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.

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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.

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