1,376

Windham, CT Homes in ZIP Code 06280

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

    $1,835 - $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
  • 244,278,286R Indian Hollow Rd, Windham, CT 06280

    $366,000 Sold Aug 28, 2025

    • Land
    • 65 Acres
    • $5,607 per Acre
    • 29 Days On Market

    244,278,286R Indian Hollow Rd, Windham, CT 06280

    65 Acres of Prime Land - A Rare Opportunity! Three expansive land lots totaling 65 acres are now available as one combined offering. Nestled in a peaceful and private setting, this remarkable parcels of land offers endless potential.Currently used for hunting, the property features a mix of wooded terrain and open space-ideal for outdoor recreation, wildlife enthusiasts, or those seeking a

    Amber Alcazar Coldwell Banker Realty

    244,278,286R Indian Hollow Rd, Windham, CT 06280
  • /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
  • /17

    $2,300 per month

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft
    • House for Rent

    236 Station Rd, Windham, CT 06280

    Privacy and a very special setting amidst protected land are the key ingredients of this rental opportunity. Originally built in 1857, this second floor apartment has just been renovated with a new full bathroom and a new half bathroom, renewed floors and carpeting and new windows. 3 bedrooms, living room, kitchen, plus storage. 2 sleeping porches with great views are ready to be enjoyed.

    Bill Champagne William Raveis Real Estate

    236 Station Rd, Windham, CT 06280
  • 301 Brick Top Rd, Windham, CT 06280

    $210,000 Sold Aug 21, 2025

    • 1,077 Sq Ft
    • $195/SF
    • 55 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1948

    301 Brick Top Rd, Windham, CT 06280

    Recently remodeled and ready for its next owner! This 2-bedroom, 1-bath ranch has a lot to offer. On the list is a brand new kitchen and appliances, brand new spacious bathroom with a stand-up cabinet shower, new flooring throughout, many replacement windows and lots of fresh paint inside and out. The open-concept floor plan flows from a spacious living room into a sunny dining area off the

    Anne Newmyer Simply Sold Real Estate

    301 Brick Top Rd, Windham, CT 06280
  • /24

    $379,900

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    47 Insalaco Dr, Windham, CT 06280

    Welcome to your beautifully renovated home at 47 Insalaco Drive! This stunning residence features modern updates throughout, including sleek quartz countertops in the kitchen and bathrooms. The spacious floor plan offers comfort and versatility, perfect for family living and entertaining. Enjoy over 2 acres of tranquil outdoor space, ideal for outdoor activities, gardening, or future expansion.

    Karan Garewal Winwin Realty

    47 Insalaco Dr, Windham, CT 06280
  • /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
  • 42 Sycamore Terrace, Windham, CT 06280

    $360,000 Sold Aug 12, 2025

    • 1,807 Sq Ft
    • $199/SF
    • 62 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1966

    42 Sycamore Terrace, Windham, CT 06280

    Nestled at the end of a quiet cul-de-sac, this beautifully maintained Cape-style home offers the perfect blend of privacy, comfort, and convenience. Boasting 3 spacious bedrooms, 2 full bathrooms, and an attached two-car garage, this property is thoughtfully designed to suit a variety of lifestyles. Step inside and discover an abundance of recent upgrades, including a brand-new architectural

    Stacey Silvia Lock and Key Realty, Inc

    42 Sycamore Terrace, Windham, CT 06280
  • /40

    $439,900 Pending

    • 3 Beds
    • 3.5 Baths
    • 2,389 Sq Ft

    80 Tuckie Rd, Windham, CT 06280

    Beautiful Contemporary on 2.06 acres of professionally landscaped grounds. Home is set back off the road allowing for privacy and space. Walk thru the front door and there is a first floor bedroom and full bath for single floor living if that is what you need. As you continue on it opens up to an open floor plan with soaring vaulted ceilings, skylights and large windows which bring in amazing

    Lisa Pekala Century 21 Clemens Group

    80 Tuckie Rd, Windham, CT 06280
  • 39 Windham Center Rd, Windham, CT 06280

    $325,000 Sold Jul 30, 2025

    • 2,383 Sq Ft
    • $136/SF
    • 30 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1769

    39 Windham Center Rd, Windham, CT 06280

    Welcome home! Charming colonial located in historic district in Windham County. Main floor consists of four bedrooms, one full bathroom, laundry area, and bonus room/office/den. Large living area with built in shelving. All four bedrooms located on upper level with additional full bathroom. Outside boasts patio area surrounded by young Rose of Sharon. Detached three bay garages with automatic

    Katrina Gulowsen On The Move Realty, LLC

    39 Windham Center Rd, Windham, CT 06280
  • /39

    $369,900 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,712 Sq Ft

    41 Jennings Ln, Windham, CT 06280

    Welcome to this beautifully maintained raised ranch nestled on a meticulously landscaped lot-offering exceptional curb appeal and plenty of space for outdoor entertaining. The oversized front, side, and backyard areas, along with the long, wide paved driveway and ample parking, provide the perfect setting for hosting family and friends. Inside, enjoy a bright and open floor plan featuring 3

    Sheri Shvonski List N Show LLC

    41 Jennings Ln, Windham, CT 06280
  • 12 Chena Dr, Windham, CT 06280

    $300,000 Sold Jul 11, 2025

    • 1,480 Sq Ft
    • $203/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1969

    12 Chena Dr, Windham, CT 06280

    Charming 3 bedroom Ranch with newer kitchen , bath and roof, Large two car garage located on a cul-de-sac. Beautiful Hardwood floors thru out. full walk out basement all set on a large lot

    Ted Jarrett Berkshire Hathaway NE Prop.

    12 Chena Dr, Windham, CT 06280
  • /40

    $389,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,691 Sq Ft

    65 Anna Maria Ln, Windham, CT 06280

    Welcome to this well-maintained 3-bedroom, 3-bathroom Cape nestled on a peaceful cul-de-sac in a desirable, family-friendly neighborhood. This home offers the perfect blend of comfort and functionality with an open floor plan, spacious rooms, and thoughtful updates throughout. The main level features a sunlit kitchen with granite countertops that flows seamlessly into the dining area and living

    Kristen Merrill Countryside Realty

    65 Anna Maria Ln, Windham, CT 06280
  • 9 Earl Dr, Windham, CT 06280

    $490,000 Sold Jul 10, 2025

    • 2,540 Sq Ft
    • $193/SF
    • 23 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1963

    9 Earl Dr, Windham, CT 06280

    Located on a quiet cul-de-sac of quality homes. This spacious colonial offers 4 bedrooms and 2 full baths. The open floorplan is great for entertaining. The kitchen has ample counters, an island and plenty of storage. The charming brick floored breezeway connects the kitchen to the garage and to the 3 season sunroom with a serene view of Potash brook. Wonderful rear deck with large backyard. This

    Rick Loranger Coldwell Banker Realty

    9 Earl Dr, Windham, CT 06280
  • /8

    $430,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,792 Sq Ft

    7 Autumn Ridge, Windham, CT 06280

    Beautiful Custom Colonial To Be Built on 1.81 Acre Level Lot!

    Cathyann Schulte Countryside Realty

    7 Autumn Ridge, Windham, CT 06280
  • 241 Ballamahack Rd, Windham, CT 06280

    $340,000 Sold Jun 13, 2025

    • 1,878 Sq Ft
    • $181/SF
    • 42 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1954

    241 Ballamahack Rd, Windham, CT 06280

    Welcome to this charming Cape Cod-style home set on 1.39 peaceful acres in. This beautifully maintained property boasts a brand-new kitchen with modern finishes, along with a bright bay window that floods the space with natural light. Step outside to enjoy the enclosed seasonal in-ground pool-perfect for relaxing and entertaining during the warmer months, all while offering added privacy and

    Sonja Perpignan ERA Key Realty Services

    241 Ballamahack Rd, Windham, CT 06280
  • /36

    $335,000

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    122 Lovers Ln, Windham, CT 06280

    Nestled on a just over 2 acre lot in Windham, this refreshed home offers a tranquil retreat surrounded by nature. Step inside to discover a welcoming interior, spanning 1,736 square feet, with 4 bedrooms and 2 full bathrooms. The property boasts modern comforts while retaining its charming character. Beyond the thoughtfully placed living spaces, the true highlight of this property is its

    Michael Hernandez Signature Realty LLC

    122 Lovers Ln, Windham, CT 06280
  • 64 Parish Hill Rd, North Windham, CT 06256

    $375,000 Sold Jun 12, 2025

    • 1,260 Sq Ft
    • $298/SF
    • 10 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1951

    64 Parish Hill Rd, North Windham, CT 06256

    Welcome to Parish Hill Road in N. Windham - a rare opportunity to own a home that has been lovingly cared for by its original owner! This charming Cape style home features 3 spacious bedrooms, including a desirable first-floor primary bedroom, and a full bathroom conveniently located on the main floor. Offering 1,260 square feet of living space, this 1951-built gem sits on a sprawling 8.39-acre

    Melinda Walencewicz eXp Realty

    64 Parish Hill Rd, North Windham, CT 06256
  • /2

    $295,000

    • 3 Beds
    • 2.5 Baths
    • 2,248 Sq Ft

    Unlisted Address

    Raised Ranch on 1 acre lot. Three beds, three full baths, partially finished lower level basement. Home is being sold in "as is" condition. Home Inspections are for informational purposes only. Home will require work!

    Valerie Yankus Property Shoppe, LLC

    Unlisted Address
  • 29 Horn Rd, Windham, CT 06280

    $360,000 Sold Jun 03, 2025

    • 1,512 Sq Ft
    • $238/SF
    • 3 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1974

    29 Horn Rd, Windham, CT 06280

    *****We have received multiple offers on this listing. The sellers have requested highest and best offers by Monday 4/21 at 7:00pm.***** This Raised Ranch is in excellent condition, and has much to offer. Gleaming hardwood floors throughout, fireplaces with inserts on both levels, brand new carpeting in the LL family room, newer appliances, a Generac Whole house generator ($13K), and a Mitsubishi

    Douglas Murphy Weichert,REALTORS-Four Corners

    29 Horn Rd, Windham, CT 06280
  • /40

    $350,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,158 Sq Ft

    187 Tuckie Rd, North Windham, CT 06256

    Welcome to 187 Tuckie Rd! A meticulously maintained 3 bedroom 2 bath cape set on a beautifully private 1 acre lot surrounded by mature trees. As you enter you will love the open layout perfect for entertaining and everyday life! The kitchen features stainless appliances and island with seating which opens to the dining area and den with a brick fireplace. The first floor bedroom is spacious,

    Lauren Iraeta KW Legacy Partners

    187 Tuckie Rd, North Windham, CT 06256
  • 11 Lovers Ln, Windham, CT 06280

    $284,000 Sold May 13, 2025

    • 1,416 Sq Ft
    • $201/SF
    • 168 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1945

    11 Lovers Ln, Windham, CT 06280

    PRICE IMPROVEMENT! We've heard the feedback and made adjustments. Take advantage of this great opportunity. Welcome home to 11 Lovers Lane! Come take a look at this beautiful home located in Windham, CT. You get the comfort of that country living while close enough to Willimantic where you benefit from city living, and amenities such as restaurants and shopping. On the main level you will find

    Rolando Navarro KW Legacy Partners

    11 Lovers Ln, Windham, CT 06280
  • /29

    $245,000 Pending

    • 4 Beds
    • 1.5 Baths
    • 1,621 Sq Ft

    67 North Rd, Windham, CT 06280

    Discover the charm of 67 North Road, a captivating four-bedroom, one-and-a-half-bathroom home full of character. Constructed in the 1850s, this historic gem is nestled in the quaint Historic District of Windham Center. With its prime location just off of Route 203 and Route 14, your daily commute to major highways is effortless. This property presents the opportunity for those with a vision,

    Franchesca Pescatello Prue Realty LLC

    67 North Rd, Windham, CT 06280
  • 24 Brick Top Ln, Windham, CT 06280

    $410,000 Sold May 12, 2025

    • 1,930 Sq Ft
    • $212/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1997

    24 Brick Top Ln, Windham, CT 06280

    Stunning 4 bedroom home with private setting and gorgeous outdoor space. This beautiful 4 bedroom, 2 1/2 bathroom home nestled on over an acre in a private setting includes a spacious open floor plan perfect for both relaxing and entertaining. Enjoy cooking in the updated kitchen with a view overlooking the private backyard and fully screened in gazebo. Hardwood floors throughout the main floor.

    Heather Yoreo Coldwell Banker Realty

    24 Brick Top Ln, Windham, CT 06280
  • /17

    $259,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,624 Sq Ft

    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
  • 56 Sundale Dr, Windham, CT 06280

    $499,000 Sold May 12, 2025

    • 2,142 Sq Ft
    • $233/SF
    • 105 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1971

    56 Sundale Dr, Windham, CT 06280

    This is the home that you've been waiting for! Well built in 1971, responsibly maintained and beautifully landscaped- 4 bedrooms, 2 & 1/2 baths, streamlined kitchen with Corian countertops that opens up to a cozy dinette overlooking the patio, in-ground swimming pool and tennis court! Perhaps you'd rather drink your morning coffee in the comfortable den surrounded by the fireplace, custom

    Betsy Diquattro Johnston & Associates Real Estate, LLC

    56 Sundale Dr, Windham, CT 06280
  • /39

    $339,900 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,590 Sq Ft

    157 Scotland Rd, Windham, CT 06280

    Scenic and spacious, this charming 3-bedroom, 2.5-bath home, with 400 sqft of finished basement, sits on just under an acre along a country road-offering the perfect blend of privacy and convenience. Inside, you'll find a well-designed living space, featuring a functional layout and thoughtful upgrades including brand-new PEX plumbing and an energy-efficient heat pump for year-round comfort. The

    Josh Bodian Evermark Property Group

    157 Scotland Rd, Windham, CT 06280

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home