6,026

Windham, CT Homes

Section Image Section Image
  • /40

    $650,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,190 Sq Ft

    156 Ballamahack Rd, Windham, CT 06280

    Who says you can't have it all?! Do not miss this rare and fully equipped horse property set on over 26 private acres in rural Connecticut. This versatile estate offers everything needed for a working farm, peaceful retreat, or unbeatable event space. Your home is a 2190sqft, 4-bedroom, 2-bath home with a first-floor primary suite, a warm rustic dining room, and a flexible bonus room for an

    Agent Photo

    Stephen Daly

    LPT Realty

    (860) 750-8672

    156 Ballamahack Rd, Windham, CT 06280
  • /35

    $1,085 - $1,795 per month

    Colonial Townhouse Apartments

    Studio - 2 Beds

    29 Foster Dr, Willimantic, CT 06226

    Come experience the newly re-done Colonial Townhouse Apartments! Lots of improvements have been made to the property to make us energy efficient with a modern appearance. This includes new windows, new siding, new EV chargers, fresh signage, and upgraded apartments. You'll get the most value for your money around! Located on the WRTD bus line for easy access to all the area has to offer.

    29 Foster Dr, Willimantic, CT 06226
  • 29 Kathleen Dr Unit 1B, Willimantic, CT 06226

    $205,000 Sold Sep 15, 2025

    • 1,245 Sq Ft
    • $165/SF
    • 3 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1987

    29 Kathleen Dr Unit 1B, Willimantic, CT 06226

    Beautifully Updated Condo in Elm Tree Village! Nestled in a well-maintained community, this thoughtfully refreshed 2-bedroom, 11/2-bath condo offers effortless living with a 1car attached garage and a fully finished basement-a rare find for added lifestyle flexibility. Large windows gently flood the space with natural light, while recent updates bring a fresh, welcoming feel throughout. Step

    Leslie Tapia-Bernal Northwest CT Realty

    29 Kathleen Dr Unit 1B, Willimantic, CT 06226
  • /9

    $84,900

    • Land
    • 1.1 Acres
    • $77,182 per Acre

    38 Elm St, Willimantic, CT 06226

    1.1 Acre Commercial Lot - B3 Zoned - Great Opportunity in Willimantic! Lot Size: 1.1 Acres Zoning: B3 - Business District Access: Deeded easement via Family Dollar and Elm Street. Don't miss this unique opportunity to own a 1.1-acre level commercial lot tucked just off Main Street in Willimantic. Located directly behind Family Dollar, this parcel offers convenient access via a recorded easement,

    Agent Photo

    Tammy Lucier

    eXp Realty

    (860) 979-5391

    38 Elm St, Willimantic, CT 06226
  • /9

    $1,600 per month

    • 2 Beds
    • 1 Bath
    • 723 Sq Ft
    • House for Rent

    11 Crystal Rd, North Windham, CT 06256

    All newly remodeled and painted Cape Cod bungalow style home with new wood laminate floors, first floor bedroom, lower level basement with walk out,location off Boston Post Road, easy commute to main Routes, highways, etc. Short distance to shopping, parks, and recreation

    Robert Ferrigno Ferrigno-Willimantic REALTORS

    11 Crystal Rd, North Windham, CT 06256
  • 19 Impala Dr, Willimantic, CT 06226

    $310,000 Sold Sep 12, 2025

    • 2,257 Sq Ft
    • $137/SF
    • 49 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1966

    19 Impala Dr, Willimantic, CT 06226

    WELCOME to 19 Impala Drive, the IDEAL home for multiple generational living. This delightful colonial offers newly finished hardwood floors, New Furnace (less than 5 years old) and a well maintained opportunity to create your forever dream home!!! Location within a few minutes of shopping, minutes to Uconn & ECSU, near public transit and with convenient highway access. Featuring beautiful wood

    Robyn Letourneau Berkshire Hathaway NE Prop.

    19 Impala Dr, Willimantic, CT 06226
  • /21

    $289,000

    • 6 Beds
    • 2 Baths
    • 1,736 Sq Ft

    96 South St, Willimantic, CT 06226

    Welcome to 96 South Street in Willimantic-a solid investment opportunity with tenants already in place through February and April 2026. This well-maintained 2-family property offers reliable rental income from day one. Recent improvements include: New windows and flooring on the first floor. Updated electrical and mechanical systems. 1-year-old roof for peace of mind and reduced maintenance

    Agent Photo

    Amber Jones

    KW Legacy Partners

    (860) 791-3791

    96 South St, Willimantic, CT 06226
  • /35

    $1,835 - $2,220 per month

    Wyndham Park

    2 Beds

    140 Plains Rd, Windham, CT 06280

    104 townhomes located on 25 park-like acres

    140 Plains Rd, Windham, CT 06280
  • 77 Plains Rd, Windham, CT 06280

    $259,900 Sold Sep 12, 2025

    • 1,624 Sq Ft
    • $160/SF
    • 11 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1984

    77 Plains Rd, Windham, CT 06280

    BEST AND FINAL TUESDAY 7/15 5PM. Investors Take Notice! Endless potential awaits in this 3-bedroom, 1.5-bath home with an attached 2-car garage. Whether you're looking to renovate, flip, or hold as a rental, this property offers unlimited possibilities. Bring your vision and transform this space into something truly special! Estate is subject to probate approval, and property just came out of

    Lisa Barstow Simply Sold Real Estate

    77 Plains Rd, Windham, CT 06280
  • /17

    $15,900 Pending

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    33 Long Dr, Windham, CT 06256

    HOME NEEDS SOME TLC, BUT HAS LOADS OF POTENTIAL, 2 BEDROOMS WITH A DINING ROOM AND ENCLOSED PORCH, PAVED DRIVEWAY, CLOSE TO ALL AMENTIES. COME AND TAKE A LOOK TODAY.

    Agent Photo

    Laurie Hayes-Hagstrom

    On The Move Realty, LLC

    (860) 846-3264

    33 Long Dr, Windham, CT 06256
  • /3

    $1,750 per month

    • 3 Beds
    • 1.5 Baths
    • 912 Sq Ft
    • House for Rent

    49 Gem Dr, Willimantic, CT 06226

    3 bedroom duplex in Willimantic, CT, off street parking, one year lease, rental refer required with positive credit score. No pets. tenant responsibility for all utilities and provide rental insurance to owner. Washer/dryer hookup available.

    Kathy Dubay I.M.A. Realty LLC

    49 Gem Dr, Willimantic, CT 06226
  • 73 Trapella Rd, Willimantic, CT 06226

    $237,500 Sold Sep 11, 2025

    • 724 Sq Ft
    • $328/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1942

    73 Trapella Rd, Willimantic, CT 06226

    This 2 bed 1 bath ranch with a fenced in back yard will surely surprise you with its roomy interior! This home provides an open kitchen/dining with new appliances, tile flooring and a slider out onto your covered porch that overlooks your manageable fenced in back yard spacious living room. The well natural lit living room has built in storage cabinets and book shelves, wood floors and a ceiling

    Chris Grant Christopher F. Grant Broker

    73 Trapella Rd, Willimantic, CT 06226
  • /19

    $299,000 Pending

    • 6 Beds
    • 2 Baths
    • 1,932 Sq Ft

    100 South St, Willimantic, CT 06226

    Discover 100 South Street in Willimantic-a great opportunity to own a fully occupied 2-family home with solid rental income and key updates already done. The first floor unit hasbeen remodeled, including fresh flooring and paint, and a brand-new furnace. The property also features a 2-year-old roof, offering long-term durability and reduced future expenses. With great tenants already in place,

    Agent Photo

    Amber Jones

    KW Legacy Partners

    (860) 831-4634

    100 South St, Willimantic, CT 06226
  • /24

    $1,575 - $1,750 per month

    Ivy Garden Apartments

    2 Beds

    84 Ash St, Willimantic, CT 06226

    Ivy Gardens is a gorgeous Townhouse-style community located in the heart of Willimantic, close to ECSU and UConn. Our rent pricing includes heat, hot water, assigned parking and visitors parking which is through out the community. We also have laundry on-site and feature some units with private laundry centers. Ivy Gardens features on-site management and maintenance, as well as emergency

    84 Ash St, Willimantic, CT 06226
  • 65 Hewitt St, Willimantic, CT 06226

    $271,000 Sold Sep 11, 2025

    • 1,170 Sq Ft
    • $232/SF
    • 77 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1953

    65 Hewitt St, Willimantic, CT 06226

    Charming 3-bedroom cape in the hill section of Willimantic. This home has been lovingly maintained and is ready for you to move in. With hardwood floors throughout, a fireplace and a much sought after first floor bedroom, you will be central to many amenities. Less than one mile to ECSU, 8 miles to UConn. The one car garage and lovely yard complete the package.

    Ellen Mott Berkshire Hathaway NE Prop.

    65 Hewitt St, Willimantic, CT 06226
  • /7

    $309,000

    • 7 Beds
    • 3 Baths
    • 3,419 Sq Ft

    26 Maple Ave, Willimantic, CT 06226

    Turnkey Three-Family Investment Opportunity: This fully leased three-family property is an excellent opportunity for investors or owner-occupants seeking strong rental income and long-term potential. Currently generating $4,340 in monthly income, all tenants are responsible for their own utilities, keeping operating costs low. The property is easy to maintain and features a new roof for added

    Agent Photo

    Heather Meehan

    Meehan & Daughters Real Estate

    (860) 813-3914

    26 Maple Ave, Willimantic, CT 06226
  • /4

    $1,500 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    82 Boston Post Rd Unit B1, North Windham, CT 06256

    This cozy one-bedroom apartment is located on the first floor and offers easy access to nearby shopping, dining, and local amenities. The unit features a comfortable living space, a separate bedroom, a full kitchen, and a private bathroom. All utilities are included, making it a convenient and affordable choice. Perfect for anyone seeking low-maintenance living in a well-situated location.

    Reese Griffin Kazantzis Real Estate, LLC

    82 Boston Post Rd Unit B1, North Windham, CT 06256
  • 31 James Dr, North Windham, CT 06256

    $50,000 Sold Sep 10, 2025

    • 924 Sq Ft
    • $54/SF
    • 101 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1985

    31 James Dr, North Windham, CT 06256

    If financing, use appropriate lender, listing agent has more info. Welcome to 31 James Dr, a cute and quaint mobile home nestled in a peaceful community near the Windham Airport. This delightful residence offers 2 comfortable bedrooms and 1 beautifully updated bathroom, all within a cozy 924 sq ft of living space. Step inside to discover a home that has been thoughtfully updated in recent years.

    Brandon Cramer KW Legacy Partners

    31 James Dr, North Windham, CT 06256
  • /40

    $335,000

    • 6 Beds
    • 3 Baths
    • 3,274 Sq Ft

    384 Prospect St, Willimantic, CT 06226

    Charming Victorian Home in the Heart of the Hill Section - Just Steps from ECSU This beautifully crafted Victorian residence offers over 3,000 sq ft of living space and is conveniently located near the entrance of Eastern Connecticut State University. Featuring a spacious chef's kitchen, an inviting front porch, and a covered back porch perfect for relaxing or entertaining. Inside, you'll find a

    Agent Photo

    Heather Meehan

    Meehan & Daughters Real Estate

    (860) 321-1528

    384 Prospect St, Willimantic, CT 06226
  • /30

    $3,700 per month

    • 4 Beds
    • 2 Baths
    • 1,804 Sq Ft
    • House for Rent

    135 Bass Rd, Windham, CT 06280

    This furnished property features 4 bedrooms and 2 bathrooms within a spacious 1,804 square feet. The living room offers ample space for relaxation and entertainment, while the kitchen is well equipped for meal preparation with all new appliances. Each bathroom includes a tub and or shower combination for convenience. Exterior amenities include a lawn and a pond, enhancing the outdoor experience.

    135 Bass Rd, Windham, CT 06280
  • 60 Impala Dr, Willimantic, CT 06226

    $308,000 Sold Sep 08, 2025

    • 1,609 Sq Ft
    • $191/SF
    • 75 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1965

    60 Impala Dr, Willimantic, CT 06226

    WELCOME TO 60 IMPALA DRIVE!! THIS WELL MAINTAINED HOME IN A QUIET NEIGHBORHOOD WITH CLOSENESS TO STORES, RESTAURANTS, SCHOOLS AND PLAYGROUNDS. THIS HOME HAS BEEN UPDATED IN THE LAST 8 YEARS WITH THE MUCH NEEDED FURNACE, OIL TANK, HOT WATER HEATER, ELECTRICAL PANEL, AND PLUMBING. THE HOME WAS ALSO PAINTED IN AND OUT AND ENJOYED BY THE FAMILY FOR THE LAST FEW YEARS. A FULLY APPLIANCED KITCHEN WITH

    Jackie Lovett William Raveis Real Estate

    60 Impala Dr, Willimantic, CT 06226
    • Unlisted Address

      Est $617,082 Not Listed For Sale

      • 15 Beds
      • 6 Baths
      • 3,900 Sq Ft

      Unlisted Address

      Unlisted Address
  • /33

    $355,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,242 Sq Ft

    222 Back Rd, Windham, CT 06280

    Open house cancelled, offer accepted. Set on an idyllic 2+ acres, 222 Back Rd is truly a "better than new" home! Back Roads = Best Roads! Sited in a bucolic locale, but a mere 10 minutes to ECSU and bustling downtown Willimantic & 20 minutes to UConn, this 3 years young property features low maintenance vinyl siding, a roof still under warranty, and a high efficiency tankless heating system.

    Tommy Connors Redfin Corporation

    222 Back Rd, Windham, CT 06280
  • /24

    $2,800 per month

    • 3 Beds
    • 1 Bath
    • 1,198 Sq Ft
    • House for Rent

    19 Larrow Dr, North Windham, CT 06256

    Welcome to 19 Larrow Drive - a charming furnished, 3 bedroom home offering comfortable ranch-style living in a lovely North Windham neighborhood. This corner lot property features a spacious living area, eat-in kitchen, one full bathroom with large shower stall, convenient mudroom with access to the deck and level backyard. There is a washer and dryer located in the lower level laundry area. It

    Tracey Lizza Coldwell Banker Realty

    19 Larrow Dr, North Windham, CT 06256
  • 29 Kathleen Dr Unit 9D, Willimantic, CT 06226

    $160,000 Sold Sep 05, 2025

    • 1,035 Sq Ft
    • $155/SF
    • 102 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1987

    29 Kathleen Dr Unit 9D, Willimantic, CT 06226

    ** Multiple Offers - Seller is requesting final offers by Tuesday August 5, 2025 at 5:00pm** Welcome to Elm Tree Village, located in the heart of Willimantic, CT. If you're looking for a cozy & comfortable living space, this 1st floor, 2-bedroom ranch-style condo is perfect for you. With 1035 square feet of living space, this unit offers an open floor plan, a cozy corner fireplace, plenty of

    The Bowes Team RE/MAX on the Bay

    29 Kathleen Dr Unit 9D, Willimantic, CT 06226
  • /30

    $269,000 Under Contract

    • 4 Beds
    • 1.5 Baths
    • 2,032 Sq Ft

    289 Church St, Willimantic, CT 06226

    Opportunity knocks! Sited on a corner lot in a prime location just a half-mile from Eastern and a short stroll from the many dining and nightlife options in downtown Willimantic, this handsome brick tudor is a rare find. Dripping with original charm, this home offers the perfect balance of move-in readiness and the potential to build equity. With 4BR and 1.5 baths, plus an additional ~400sqf of

    Tommy Connors Redfin Corporation

    289 Church St, Willimantic, CT 06226
  • /7

    $1,600 per month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • House for Rent

    202 Scotland Rd, Windham, CT 06280

    Cozy, private, and quiet renovated one bedroom home with office. Washer and dryer hook-ups. Oil heat. Cable and telephone ready. Spacious yard. Ideal for single who wants extra space. Convenient to Eastern Connecticut State University, University of Connecticut, and shopping. Utilities extra. No pets or smoking, please.

    202 Scotland Rd, Windham, CT 06280
  • 20 Greystone St, Willimantic, CT 06226

    $265,000 Sold Sep 04, 2025

    • 1,344 Sq Ft
    • $197/SF
    • 55 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1910

    20 Greystone St, Willimantic, CT 06226

    Fully renovated 3 bedroom, 1 1/2 Bathrooms on a level lot. Updated plumbing, electrical, insulation, furnace, water heater, roof, appliances, kitchen, all new windows and framed in basement ready for completion to add additional bedrooms or space. All public utilities. Dont miss your chance to see this move in ready home !

    Frank Fonteyn Prestige Realty Group

    20 Greystone St, Willimantic, CT 06226
  • /33

    $244,900 Pending

    • 3 Beds
    • 1 Bath
    • 1,156 Sq Ft

    34 S Windham Rd, Willimantic, CT 06226

    Welcome to 34 South Windham Road! Whether you're a first-time homebuyer or looking to downsize, this charming, well-maintained home is move-in ready and full of thoughtful updates. Step inside to find new flooring in the living room and bedrooms, a fresh coat of paint throughout, a new roof and boiler, and a recently updated rug in the spacious downstairs extra room. The lower level features a

    Stephen Girouard CENTURY 21 Shutters & Sails

    34 S Windham Rd, Willimantic, CT 06226
  • /7

    $1,550 per month

    • 2 Beds
    • 1 Bath
    • 2,770 Sq Ft
    • House for Rent

    319 Valley St Unit 3, Willimantic, CT 06226

    Total renovated 4 rooms, upper levels, fresh painted, newer kitchen, bath, heating / air conditioning, close proximity to ECSU, and Uconn, highways, main routes

    Robert Ferrigno Ferrigno-Willimantic REALTORS

    319 Valley St Unit 3, Willimantic, CT 06226
  • 36 Lebanon Ave, Willimantic, CT 06226

    $300,000 Sold Sep 04, 2025

    • 2,594 Sq Ft
    • $116/SF
    • 69 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1920

    36 Lebanon Ave, Willimantic, CT 06226

    Three family home in a quiet convenient location close to downtown Willimantic and the Willimantic Footbridge. Tenants have occupied this home for over 15 years with month to month leases. Vinyl sided home with first and second floor front and rear covered porches. First floor has access to a laundry and a rear patio. Flat yard with plenty of off street parking. Basement has an additional full

    Deb Chabot RE/MAX One

    36 Lebanon Ave, Willimantic, CT 06226

Showing Results 1 - 40, Page 1 of 18

Home Trends in Windham, CT

Housing Trends

Median Sale Price
$310,000
Median Single Family Sale Price
$325,000
Average Price Per Sq Ft
$219
Number of Homes for Sale
6
Last 12 months Home Sales
31
Months of Supply
2.30
Median List Price
$320,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
7%
How to Buy a Home How to Finance a Home How to Sell a Home