Windham, CT Homes

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  /35

  $350,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,958 Sq Ft

  201 Main St, Hampton, CT 06247

  Best Offers due 7/7, Monday @ 7pm. Welcome to the heart of Hampton! Add together a beautiful country lot with perennial gardens, a charming 1949 Cape Home, a fully equipped in-law unit, plus an old horse run-in on 2.2 acres and you have the perfect blend of generational small-town character and modern convenience. The main home has 3 bedrooms and 1 full bath, and connects directly to the in-law

  

  Stephen Daly

  LPT Realty

  (860) 854-7908

  201 Main St, Hampton, CT 06247
• 

  

  

  /9

  $1,350 - $1,650 per month

  Ashford Hills

  1 - 2 Beds

  95 Varga Rd, Ashford, CT 06278

  Conveniently located, but full of quiet country charm, Ashford Hills offers one, two, and three-bedroom apartments, perfect to match any lifestyle! Located just six miles from the University of Connecticut right off route 44.Ashford Hills is an apartment community located in Windham County and the 06278 ZIP Code. This area is served by the Mansfield attendance zone.

  95 Varga Rd, Ashford, CT 06278
• 

  $465,000 Sold Jul 30, 2025

  • 2,142 Sq Ft
  • $217/SF
  • 34 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  209 Cemetery Rd, Canterbury, CT 06331

  Welcome to 209 Cemetery Road, Canterbury, CT - a beautifully maintained colonial offering a perfect blend of quality craftsmanship and everyday comfort on an expansive 2.4-acre lot. A mahogany wood front porch sets the tone, offering a warm welcome and peaceful views of the yard, including a fruit-bearing pear tree. Step inside to over 2,100 sq ft of well-appointed living space featuring 3

  stephanie howard Berkshire Hathaway NE Prop.

  209 Cemetery Rd, Canterbury, CT 06331
• 

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,002 Sq Ft

  72 Ashford Rd, Eastford, CT 06242

  72 Ashford Rd, Eastford, CT 06242
• 

  

  

  /40

  $650,000

  • 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

  

  Stephen Daly

  LPT Realty

  (860) 750-8672

  156 Ballamahack Rd, Windham, CT 06280
• 

  

  /39

  $3,200 per month

  • 3 Beds
  • 1.5 Baths
  • 1,296 Sq Ft
  • House for Rent

  15 N Brook St, Hampton, CT 06247

  Welcome to this beautifully constructed newly built single family home on 4.26 acres in the amazing Hampton, CT!! With a beautiful pond and 2 fields, it's ideal for nature lovers! As you enter, you are greeted by a bright and airy open concept living area, perfect for entertaining and everyday living! This 3 bedroom home has so much to offer including Central air, incredible cathedral ceilings, a

  Krystal Delorge Countryside Realty

  15 N Brook St, Hampton, CT 06247
• 

  $206,573 Sold Jul 30, 2025

  • 759 Sq Ft
  • $272/SF
  • 106 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1910

  108 Knox Ave, Danielson, CT 06239

  Welcome to 108 Knox Ave, Killingly, CT! This charming ranch-style cottage offers 2 beds, 1 full bath, and sits on a 1.20-acre lot. Enjoy a large private lot with easy access to I-395 and Route 6, close to the Rhode Island and Massachusetts borders and near Natchaug State Forest. This cozy home features a lighted enclosed porch, multiple sheds for storage, a 6-car private driveway, and main-level

  Jessica Boswell LPT Realty

  108 Knox Ave, Danielson, CT 06239
• 

  Est $405,072 Not Listed For Sale

  365 Riverside Dr, North Grosvenordale, CT 06255

  365 Riverside Dr, North Grosvenordale, CT 06255
• 

  

  /31

  $494,900

  • 3 Beds
  • 3 Baths
  • 2,464 Sq Ft

  31 Cherry Hill Rd, Brooklyn, CT 06234

  This is the one to see! Welcome to this expansive and meticulously maintained raised ranch in the heart of Brooklyn, CT. This stunning home boasts an open floor plan flooded with natural light from large windows and enhanced by soaring vaulted ceilings. Gleaming hardwood floors flow throughout the main living spaces, showcasing beautiful finishes that elevate every room. Central air throughout

  

  Nathan Cholewa

  Kazantzis Real Estate, LLC

  (860) 431-3428

  31 Cherry Hill Rd, Brooklyn, CT 06234
• 

  

  /35

  $1,065 - $1,775 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
• 

  $429,125 Sold Jul 29, 2025

  • 1,557 Sq Ft
  • $276/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  20 Windy Hill Rd, Hampton, CT 06247

  Charming updated Cape nestled on 2.06 acres of lush, park-like grounds. Enjoy peaceful outdoor living with meticulously landscaped gardens, waterfall fish pond, stamped stone patio, Trex deck, and a gazebo with electric. Inside, the home features a granite eat-in kitchen with stainless steel appliances, custom display shelves, and a matching cabinet. Pantry, Sunny double windows offer scenic

  Mary Collins Berkshire Hathaway NE Prop.

  20 Windy Hill Rd, Hampton, CT 06247
• 

  Est $170,000 Not Listed For Sale

  55 Coomer Hill Rd, Killingly, CT 06239

  55 Coomer Hill Rd, Killingly, CT 06239
• 

  

  /21

  $250,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  30 Mcdermott Ave, Willimantic, CT 06226

  Don't miss your opportunity to own this charming ranch located in a quiet neighborhood ! This well-maintained home is the perfect blend of comfort and convenience. Featuring updated flooring, GRANITE countertops, a NEW FURNACE, and a NEWER ROOF replaced within the last five years, this home offers peace of mind and move-in-ready condition. Enjoy single-level living with a functional layout, ideal

  

  Amber Jones

  KW Legacy Partners

  (860) 813-3487

  30 Mcdermott Ave, Willimantic, CT 06226
• 

  

  /7

  $1,350 per month

  • 1 Bed
  • 1 Bath
  • 2,770 Sq Ft
  • Apartment for Rent

  319 Valley St Unit 4, Willimantic, CT 06226

  Total renovation, new kitchen, bath, floors, painted walls throughout, approx 692 SF living space, available , walking distance to downtown, stores, etc. one parking space with this unit, mini splits heating and air conditioning

  Robert Ferrigno Ferrigno-Willimantic REALTORS

  319 Valley St Unit 4, Willimantic, CT 06226
• 

  $627,500 Sold Jul 29, 2025

  • 2,668 Sq Ft
  • $235/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2000

  407 Starkweather Rd, Plainfield, CT 06374

  Featured in 'In Her Garden' Magazine - Summer 2023 this truly enchanting country Cape, is a gardener's paradise nestled on 6 serene and private acres. Surrounded by rolling hills, meandering walking trails, and show-stopping gardens, this property offers peace, beauty, and craftsmanship at every turn. Meticulously maintained, the home features 3 bedrooms, 2 full bathrooms, as well as a

  Nathan Cholewa Kazantzis Real Estate, LLC

  407 Starkweather Rd, Plainfield, CT 06374
• 

  Est $41,115 Not Listed For Sale

  37 Weeks Rd, Eastford, CT 06242

  37 Weeks Rd, Eastford, CT 06242
• 

  

  /37

  $425,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,352 Sq Ft

  53 Windham Rd, Hampton, CT 06247

  Welcome to your private oasis! Set on nearly 5 acres, with half of the pond to yourself, this beautifully updated 4-bedroom, 3-bath home offers 2,352 square feet of comfortable living space with pond views. The open floor plan on the main level is perfect for entertaining, and recent upgrades include new flooring, a brand new deck and new master patio, and upgraded septic tanks just to name a few

  

  Stephanie Rush

  RE/MAX Legends

  (860) 891-6092

  53 Windham Rd, Hampton, CT 06247
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  /14

  $1,950 - $2,700 per month

  Woodlawn Apartments

  3 Beds

  80 Bicknell Rd, Ashford, CT 06278

  Can you hear the "birds chirping and woodpeckers pecking" in your current home? Woodlawn Apartments consists of 12 charming buildings on 11 beautiful acres. Our residents enjoy the peace and quiet of nature in a convenient location, along with a caring management and maintenance staff. Only five miles from UConn. Also, call us about our nearby Wood Edge Apartments in Mansfield Center 4 miles from

  80 Bicknell Rd, Ashford, CT 06278
• 

  $50,000 Sold Jul 29, 2025

  • 672 Sq Ft
  • $74/SF
  • 81 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1971

  36 Fairway Dr, Windham, CT 06256

  2 Bed, 1 Bath Mobile home located in the Country Club Estates Mobile Home Park. Desirable community close to many recreational, shopping, and dining options. This home is waiting to be loved by its next owner. Home being sold in as is condition. All buyers are subject to park approval.

  Erica Molochnick RbRE, LLC

  36 Fairway Dr, Windham, CT 06256
• 

  Not Listed For Sale

  • 8 Beds
  • 5.5 Baths
  • 3,450 Sq Ft

  2 Front St, Brooklyn, CT 06234

  2 Front St, Brooklyn, CT 06234
• 

  

  /40

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,979 Sq Ft

  69 N Bedlam Rd, Chaplin, CT 06235

  Welcome to your Quintessential New England Equestrian Trial Riders Dream property! Featuring a lovingly preserved and updated antique Cape Cod home, a 40x50' newer five-stall barn with heated tack room and workshop located on a country road with almost 6 private acres of picturesque fenced pasture land adjacent to over 200 acres of preserved forest land and trails. Mansfield Hollow State Park is

  

  Tammy Lucier

  eXp Realty

  (860) 553-9423

  69 N Bedlam Rd, Chaplin, CT 06235
• 

  

  /13

  $2,400 per month

  • 4 Beds
  • 1 Bath
  • 1,442 Sq Ft
  • House for Rent

  103 Ridgewood Rd, Willimantic, CT 06226

  Move-in ready cape-style house just a short walk from the ECSU campus! This recently updated rental features brand-new vinyl flooring and fresh paint throughout, offering a clean, modern look. Located in a quiet residential neighborhood, this home offers comfortable living with plenty of natural light, ample storage, and off-street parking. Whether you're a student, faculty member, or

  Jacob Essig William Pitt Sotheby's Int'l

  103 Ridgewood Rd, Willimantic, CT 06226
• 

  $430,000 Sold Jul 28, 2025

  • 1,919 Sq Ft
  • $224/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1830

  324 Connecticut 169, Woodstock, CT 06281

  Charming Antique Cape in Desirable South Woodstock Step into timeless charm with this beautifully updated 1,919 sq ft antique Cape nestled in the heart of sought-after South Woodstock. This 3-bedroom - 1 on the first floor, 2 full bath home offers a perfect blend of historic character and modern convenience. Inside, you'll find two cozy fireplaces with wood stove inserts, a thoughtfully remodeled

  Diane White CR Premier Properties

  324 Connecticut 169, Woodstock, CT 06281
• 

  

  /17

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 744 Sq Ft

  67 Breezy Ln, Thompson, CT 06277

  67 Breezy Ln, Thompson, CT 06277
• 

  

  /39

  $450,000 Under Contract

  • 4 Beds
  • 1.5 Baths
  • 1,412 Sq Ft

  47 Little Bungee Hill Rd, Woodstock Valley, CT 06282

  Welcome home to this charming 1,412 sq ft ranch just a stone's throw from sparkling Lake Bunggee! Inside, an airy open floor plan unites a sun-splashed living room with a stylish kitchen and dining area-granite counters, generous cabinetry, and sight-lines that make entertaining a breeze. Three comfortable bedrooms plus a flexible fourth (ideal for an office, playroom, or guest room) share 1 1/2

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 980-4978

  47 Little Bungee Hill Rd, Woodstock Valley, CT 06282
• 

  

  /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
• 

  $170,000 Sold Jul 25, 2025

  • 1,984 Sq Ft
  • $86/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1795

  96 Mansfield Rd, Ashford, CT 06278

  Charming 1795 Antique Colonial nestled on nearly 2 acres, with the picturesque Mount Hope River flowing through the backyard-perfect for trout fishing right at home! This historic home showcases wide plank floors, stunning original fireplaces, beautiful exposed ceiling beams, and thermopane windows throughout. While it does need some TLC, the character and potential are truly unmatched. Cash or

  Heather Bassett Team Bassett Realty LLC

  96 Mansfield Rd, Ashford, CT 06278
• 

  Est $119,779 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 765 Sq Ft

  270 S Windham Rd Unit 67, Willimantic, CT 06226

  270 S Windham Rd Unit 67, Willimantic, CT 06226
• 

  

  /40

  $850,000

  • 3 Beds
  • 3.5 Baths
  • 2,502 Sq Ft

  187 Chaplin Rd, Eastford, CT 06242

  Rustic Luxury in Connecticut's Quiet Corner Nestled in the hills , this stunning custom log home blends rustic charm with modern comforts. Impeccably maintained, recent updates include a new roof, fresh exterior stain, and new garage doors (2023). Inside, the grand great room features soaring ceilings, exposed beams, and a floor-to-ceiling stone fireplace. The open-concept kitchen boasts custom

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 530-5708

  187 Chaplin Rd, Eastford, CT 06242
• 

  

  /9

  $1,950 per month

  • 2 Beds
  • 1 Bath
  • 1,356 Sq Ft
  • House for Rent

  76 Island Rd, Dayville, CT 06241

  Alexander's Lake first floor rental, 1200 sq ft with 1 car garage. Kitchen, Living room, 2 bedrooms, bathroom and laundry room. Gas fireplace. Heat and hot water included. Oct1-May 31. Credit checks and background checks prior to showing. NO Pets

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  76 Island Rd, Dayville, CT 06241
• 

  $397,000 Sold Jul 25, 2025

  • 1,356 Sq Ft
  • $293/SF
  • 18 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2025

  248 Rukstella Rd, Brooklyn, CT 06234

  BRAND NEW BEAUTIFUL 2025 Cape on 3.73 PRIVATE ACRES sits way back off dead end road. Gorgeous GRANITE Counters, island and STAINLESS APPLIANCES open to dining/ large living room with bright windows and SLIDER leading to HUGE 10 x 24 Deck to enjoy your Summer evenings. Large Office/ Den on main level, utility room and FULL bathroom. NEW carpet on stairs and 2 SPACIOUS bedrooms with plenty of

  Christine Johnson RE/MAX One

  248 Rukstella Rd, Brooklyn, CT 06234
• 

  Est $466,188 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,690 Sq Ft

  44 Kennerson Reservoir Rd, Eastford, CT 06242

  44 Kennerson Reservoir Rd, Eastford, CT 06242
• 

  

  /3

  $239,900

  • 1 Bed
  • 1 Bath
  • 540 Sq Ft

  189 Chaplin Rd, Eastford, CT 06242

  Charming 1-Bedroom Cottage - Low-Maintenance Living This cozy 1-bedroom, 1-bath cottage offers simple and efficient living in a peaceful setting. With 540 square feet of space, it's the perfect option for a minimalist lifestyle, weekend getaway, or investment property. Inside, you'll find a comfortable layout with an open living area, full kitchen, and a nicely sized bedroom. Electric heat

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 916-6048

  189 Chaplin Rd, Eastford, CT 06242
• 

  

  /25

  $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
• 

  

  /38

  $677,000 Sold Jul 25, 2025

  • 2,132 Sq Ft
  • $318/SF
  • 9 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1978

  696 Connecticut 197, Woodstock, CT 06281

  Scenic Retreat Property with Stunning Landscaping - Discover this beautifully maintained horse property set on 19.9 acres of lush, landscaped grounds. Enjoy mature trees, colorful gardens, and peaceful outdoor spaces, perfect for relaxing or entertaining. The charming 2-bedroom, 2.5-bathroom home offers modern comforts, stunning craftsmanship, open living spaces with oversized windows and

  The Schlesman Realty Group ERA Key Realty Services

  696 Connecticut 197, Woodstock, CT 06281
• 

  Est $859,131 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,614 Sq Ft

  145 Laurel Hill Dr, Woodstock Valley, CT 06282

  145 Laurel Hill Dr, Woodstock Valley, CT 06282
• 

  

  /40

  $539,900 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,545 Sq Ft

  135 Goodwin Rd, Canterbury, CT 06331

  Welcome to this inviting 4-bedroom, 2.5-bath home built in 2022-perfect for families looking for comfort, space, and modern convenience. Situated on 2.21 acres and offering 2,545 square feet of living space, 9' ceilings, this newer build features a spacious layout, a large kitchen with stainless steel appliances, and energy-efficient solar panels that help keep utility costs low. The bright, open

  

  Kristopher Tramont

  Real Broker CT, LLC

  (860) 530-4871

  135 Goodwin Rd, Canterbury, CT 06331
• 

  

  /18

  $2,200 per month

  • 3 Beds
  • 2 Baths
  • 1,048 Sq Ft
  • House for Rent

  280 Scotland Rd, Windham, CT 06280

  This single family rental is what you've been waiting for! Minutes away from the Windham Center you'll find this 3 bedroom 2 bath colonial. This renovated 1900 home has beautiful hardwood floors throughout. The 3 upstairs bedrooms are generously sized to fit any family's needs or a single person that wants the extra space for an office and a guest bedroom. Along with the bedrooms there is 1 of

  Mallorie Dorflinger Coldwell Banker Realty

  280 Scotland Rd, Windham, CT 06280
• 

  $325,000 Sold Jul 25, 2025

  • 1,296 Sq Ft
  • $251/SF
  • 8 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1982

  1534 Route 171, Woodstock Valley, CT 06282

  LOCATION, LOCATION! Right on Mass line and. Close to RI sits this PRIVATE COUNTRY CAPE on 5 ACRES! OVERSIZED 1 car garage (18 x 24) w/ attached breezeway w/ laundry room next to BRIGHT open appliance kitchen w/ BRAND NEW GRANITE counters, skylight for natural light in dining area leads to large 12 x 18 deck for entertaining. HARDWOOD floors in spacious living room w/ wood stove for second source

  Christine Johnson RE/MAX One

  1534 Route 171, Woodstock Valley, CT 06282
• 

  Est $450,000 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  50 Airport Rd, Danielson, CT 06239

  50 Airport Rd, Danielson, CT 06239

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