Windham, CT Homes

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  /35

  $350,000 Pending

  • 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
• 

  

  

  /12

  $1,950 per month

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

  48 Wrights Crossing Rd, Pomfret Center, CT 06259

  Welcome to the River's Edge Guest Suites located in northeastern Connecticut. This Tranquil Retreat Suite 1, over 700 sq.ft, The suite has a private large bedroom, full bath, fully appointed kitchen and large living room. The private entrance overlooks the beautiful Mashamoquet River just steps away! Enjoy the waterfalls, firepit & trails on the property, plus nearby outdoor recreational

  48 Wrights Crossing Rd, Pomfret Center, CT 06259
• 

  $265,000 Sold Aug 27, 2025

  • 1,316 Sq Ft
  • $201/SF
  • 18 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  29 Cheney Rd, Pomfret Center, CT 06259

  Tucked away in the desirable town of Pomfret, CT, this charming single-family home offers the perfect blend of privacy, space, and convenience. Set on a generously sized yard, the property is surrounded by natural beauty, offering a peaceful, secluded atmosphere while still being close to local amenities. A spacious back deck provides an ideal spot for outdoor relaxation or entertaining. The home

  Kyle Seyboth Century 21 Limitless

  29 Cheney Rd, Pomfret Center, CT 06259
• 

  Est $506,179 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
• 

  

  

  /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
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  /29

  $2,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,078 Sq Ft
  • House for Rent

  805 Mashamoquet Rd, Pomfret Center, CT 06259

  Charming 2-bedroom, 1.5-bath single-family home available for lease! This home offers classic charm with hardwood floors on the main level, a maintenance free yard, and the convenience of a generator for those stormy nights. Enjoy off-street parking and a prime location on Route 44 for easy travel access. No pets. No smoking. Applicants responsible for application fee.

  Tanya McDermott Berkshire Hathaway NE Prop.

  805 Mashamoquet Rd, Pomfret Center, CT 06259
• 

  $485,000 Sold Aug 27, 2025

  • 1,722 Sq Ft
  • $282/SF
  • 237 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1950

  64 Tatnic Rd, Brooklyn, CT 06234

  Nestled on over 2 acres, this charming 4-bedroom, 2-bath Cape-style home is a perfect blend of comfort, functionality, and rural charm. The heart of the home features a spacious, open-concept kitchen and dining area with wood cabinetry, granite countertops, tile flooring, and skylight allowing the natural light in and creating an inviting atmosphere for everyday living and entertaining. Step

  Tina Lajoie William Raveis Real Estate

  64 Tatnic Rd, Brooklyn, CT 06234
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  /50

  Est $416,798 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft

  109 Boston Turnpike, Eastford, CT 06259

  109 Boston Turnpike, Eastford, CT 06259
• 

  

  /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
• 

  

  /12

  $1,950 per month

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

  48 Wrights Crossing Rd, Pomfret Center, CT 06259

  Welcome to the River's Edge Guest Suites located in northeastern Connecticut. This Tranquil Retreat Suite 1, over 700 sq.ft, The suite has a private large bedroom, full bath, fully appointed kitchen and large living room. The private entrance overlooks the beautiful Mashamoquet River just steps away! Enjoy the waterfalls, firepit & trails on the property, plus nearby outdoor recreational

  48 Wrights Crossing Rd, Pomfret Center, CT 06259
• 

  $173,250 Sold Aug 22, 2025

  • Land
  • 22 Acres
  • $8,058 per Acre

  • 323 Days On Market

  00 Sarah Pearl Rd, Hampton, CT 06247

  Prime Development Opportunity: 21.5 Acres on Sarah Pearl Road, Hampton, Connecticut Overview: Presenting a rare opportunity to own 21.5 acres of pristine forested land located on Sarah Pearl Road in the picturesque town of Hampton, Connecticut. This parcel of land is perfectly positioned for development, offering both natural beauty and potential for future growth. Property Details: Size: 21.5

  Peter Plourde Berkshire Hathaway NE Prop.

  00 Sarah Pearl Rd, Hampton, CT 06247
• 

  Est $567,054 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,388 Sq Ft

  180 Boston Turnpike, Pomfret Center, CT 06259

  180 Boston Turnpike, Pomfret Center, CT 06259
• 

  

  /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
• 

  

  /40

  $3,000 per month

  • 4 Beds
  • 2 Baths
  • 2,022 Sq Ft
  • House for Rent

  169 Brayman Hollow Rd, Pomfret Center, CT 06259

  Welcome to 169 Brayman Hollow Rd in Pomfret CT! Tired of home searching in this volatile market? Stop searching and consider renting a single-family home. This stunning antique farmhouse has been updated over the years with modern mechanicals and aesthetic features. Four bedrooms, 2 full baths, living room, den, eat-in modern kitchen, dining room, laundry room on main floor, walk up attic for

  Brenda Chubbuck CR Premier Properties

  169 Brayman Hollow Rd, Pomfret Center, CT 06259
• 

  $441,000 Sold Aug 20, 2025

  • 1,189 Sq Ft
  • $371/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2021

  35 Tripp Hollow Rd, Brooklyn, CT 06234

  Do not miss out on the opportunity to own this beautifully constructed raised ranch just built in 2021. This house features 3 bedrooms, 2.5 bathrooms and a 2 car garage. The lot is over 2 acres and offers plenty of privacy in a cozy rural setting. Very convenient location, just minutes away from restaurants, shopping plaza, and Route 6 for commuting. A few other tasteful features include granite

  Joseph Bonneau eXp Realty

  35 Tripp Hollow Rd, Brooklyn, CT 06234
• 

  Est $621,471 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,996 Sq Ft

  128 Orchard Hill Rd, Pomfret Center, CT 06259

  128 Orchard Hill Rd, Pomfret Center, CT 06259
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  /39

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,081 Sq Ft

  209 Main St, Hampton, CT 06247

  Built in 1880 by the Jewitt family-founders of Jewitt City-this home exudes warmth and history at every turn. The barn-turned-studio features beautiful Marvin windows that flood the space with natural light. The upper level offers a bright, open area perfect for a home office, creative studio, or a quiet place to read and unwind. Below, you'll find a cozy seating area complete with a wood stove

  Elizabeth Zimmer Berkshire Hathaway NE Prop.

  209 Main St, Hampton, CT 06247
• 

  $442,000 Sold Aug 11, 2025

  • 1,754 Sq Ft
  • $252/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  132 Wade Rd, Pomfret Center, CT 06259

  So much Privacy with this adorable Cape! Over 16 acres of seclusion! Glassed in Sunroom with Center Hot Tub for relaxation. Open living between Kitchen, Dining Room and Living Room, Wide Hardwood Floors, Breezeway, 3 Bedrooms, 2 full baths. Wood, coal and oil furnace! Two Bay Attached Garage. Minutes from Rt 44 for Easy Commute. Privacy! Privacy! Privacy!

  Rachel Sposato Berkshire Hathaway NE Prop.

  132 Wade Rd, Pomfret Center, CT 06259
• 

  Est $475,998 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 2,126 Sq Ft

  159 Hartford Rd, Brooklyn, CT 06234

  159 Hartford Rd, Brooklyn, CT 06234
• 

  

  /39

  $530,000

  • 3 Beds
  • 2.5 Baths
  • 2,507 Sq Ft

  253 Mashamoquet Rd, Pomfret Center, CT 06259

  This entire precious Antique home has been renewed! Luxury upgrades and fixtures enhance a harmonious layout for modern living and entertaining. The front of the home offers a stately, formal pillar entrance from the gorgeous stone walkways with a side entrance that is just as beautiful. Step inside. Wood beams and a stone fireplace area and hearth adorn your living/dining area which flows into

  Gabrielle Renaud Coldwell Banker Realty

  253 Mashamoquet Rd, Pomfret Center, CT 06259
• 

  $325,000 Sold Aug 11, 2025

  • 1,332 Sq Ft
  • $244/SF
  • 20 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  483 Providence Turnpike, Hampton, CT 06247

  ** Seller will credit buyer up to 5K towards staircase replacement. (they are very steep)** Discover this charming 1930s custom cottage, influenced by Swiss design, nestled in the serene countryside and featuring numerous modern updates. The inviting home showcases hardwood floors, built-in cabinets and a wealth of architectural accents. Conveniently located near I-395, this property spans 1.83

  Noelle Merle Hometown National Realty

  483 Providence Turnpike, Hampton, CT 06247
• 

  Est $543,165 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,943 Sq Ft

  33 Estabrooks Rd, Hampton, CT 06247

  33 Estabrooks Rd, Hampton, CT 06247
• 

  

  /36

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 3,222 Sq Ft

  115 Babbitt Hill Rd, Pomfret Center, CT 06259

  This beautiful 3222 sq. ft. Colonial offers everything you could want and more, set on a beautifully manicured lot in a quiet and desirable location. Inside you'll find a spacious layout with 4 bedrooms, 2.5 baths, hardwood floors o the main level, and central air throughout. The inviting living room features a cozy fireplace, while the large kitchen is a true chef's dream with abundant

  Pat Malek First Choice Realty

  115 Babbitt Hill Rd, Pomfret Center, CT 06259
• 

  $285,000 Sold Aug 04, 2025

  • 736 Sq Ft
  • $387/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  161 Laurel Hill Rd, Brooklyn, CT 06234

  Need a forever get away!?! Here it is, 161 Laurel Hill Rd in Brooklyn CT. This adorable 736 sq ft bungalow with Bush Hill Brook in your backyard offers 7.48 acres, a wood burning fireplace, 2 beds, 1 bath and an endless supply of relaxation! Seller is motivated, bring all offers!!

  Patrick Precourt Dorrance Realty

  161 Laurel Hill Rd, Brooklyn, CT 06234
• 

  Est $418,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  196 Preston Rd, Brooklyn, CT 06234

  196 Preston Rd, Brooklyn, CT 06234
• 

  

  /22

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 1,776 Sq Ft

  815 Mashamoquet Rd, Pomfret Center, CT 06259

  Beautifully renovated Ranch in Pomfret on 3 acres. From top, to bottom, this home has been updated and remodeled to a 4 bedroom, 2 and a half bath, bright home. From the 2 car attached garage, is the mudroom, which has access to the new deck. Into the kitchen, with new cabinets, granite counters, and bar seating. The primary bedroom is privately located in the rear of the house, with a new full

  Richard Loomis RE/MAX Bell Park Realty

  815 Mashamoquet Rd, Pomfret Center, CT 06259
• 

  $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 $401,000 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,480 Sq Ft

  184 Tripp Hollow Rd, Brooklyn, CT 06234

  184 Tripp Hollow Rd, Brooklyn, CT 06234
• 

  

  /16

  $696,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,609 Sq Ft

  7 Hyde Rd, Brooklyn, CT 06234

  Welcome to 7 Hyde Rd. Luxury Living awaits in this stunning new construction home in the Brooklyn Village District. Custom 4 bedroom, 2-1/2 bath home with a 2-car garage. Smart Home Technologies, stylish Cafe appliance package, central air conditioning, tankless water heater, propane heating system, impressive hardwood floors and custom staircase. This home features an inviting open-concept

  Randy Duquette The Neighborhood Realty Group

  7 Hyde Rd, Brooklyn, CT 06234
• 

  $453,655 Sold Jul 24, 2025

  • 1,989 Sq Ft
  • $228/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1800

  255 Killingly Rd, Pomfret Center, CT 06259

  Warm and inviting, this charming antique New England farmhouse blends 1800s character with modern conveniences. Set on 2.9 beautifully landscaped acres with scenic lighting and the peaceful sounds of Mashamoquet Brook, it's ideal for entertaining. Enjoy summers by the 16x32 propane-heated above-ground pool, relax under the covered patio with stunning stone fireplace, or gather in the large

  Mary Collins Berkshire Hathaway NE Prop.

  255 Killingly Rd, Pomfret Center, CT 06259
• 

  Est $327,500 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,632 Sq Ft

  196 Main St, Hampton, CT 06247

  196 Main St, Hampton, CT 06247
• 

  

  /38

  $459,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,423 Sq Ft

  180 Tripp Hollow Rd, Brooklyn, CT 06234

  Brand new raised ranch is complete and ready for occupancy! Excellent Brooklyn location. Great 5.75 acre rear lot, with lots of privacy and room to enjoy the outdoors. Main level features a bright open kitchen, dining and great room area with vaulted ceiling. Custom kitchen with island and farmer's sink, dining area with large window looking out to private wooded yard, sliders to back deck.

  Barbara Diaz RE/MAX Bell Park Realty

  180 Tripp Hollow Rd, Brooklyn, CT 06234
• 

  $650,000 Sold Jul 23, 2025

  • 2,176 Sq Ft
  • $299/SF
  • 66 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  128 Spaulding Rd, Brooklyn, CT 06234

  Down a quiet country road, past stone walls and open fields, you'll find a hidden gem waiting to welcome you home. Set on 5.4 private acres, this post-and-beam Cape blends timeless charm with thoughtful updates. Step through the front door into a soaring two-story foyer, where light pours through floor-to-ceiling windows and stunning ash wood floors guide you into the heart of the home. The

  Kristen Kaskela Berkshire Hathaway NE Prop.

  128 Spaulding Rd, Brooklyn, CT 06234
• 

  Est $384,358 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  220 Windham Rd, Brooklyn, CT 06234

  220 Windham Rd, Brooklyn, CT 06234
• 

  

  /40

  $579,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,548 Sq Ft

  409 Pomfret Rd, Brooklyn, CT 06234

  The farm property you've been dreaming of is here! Nestled on 5.74 acres along scenic Route 169, this 4-bedroom, 2.5-bath home blends classic country charm with everyday comfort. Step inside the welcoming foyer to find a convenient half bath, main-floor laundry, and a bright eat-in kitchen. Just off the kitchen is a flexible room ideal for a dining room, a reading nook, or whatever fits your

  Ambre Theroux Berkshire Hathaway NE Prop.

  409 Pomfret Rd, Brooklyn, CT 06234
• 

  $325,000 Sold Jul 17, 2025

  • 1,120 Sq Ft
  • $290/SF
  • 7 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1963

  31 Mason Hill Rd, Brooklyn, CT 06234

  Situated on a dead-end street, this home offers the ultimate in peace and hassle free living. The inviting covered porch with extra large windows (6 foot high) is the perfect spot to unwind, enjoy the sounds of birds and stay connected to nature. This property has been lovingly cared for by its owners for more than five decades and is a true testament to enduring quality and personal pride. From

  Joseph Rivers Larrow's Real Estate

  31 Mason Hill Rd, Brooklyn, CT 06234
• 

  Est $317,000 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,092 Sq Ft

  11 Bigelow Rd, Hampton, CT 06247

  11 Bigelow Rd, Hampton, CT 06247
• 

  

  /40

  $865,000 Pending

  • 4 Beds
  • 6 Baths
  • 3,753 Sq Ft

  42 Hyde Rd, Brooklyn, CT 06234

  Timeless New England Charm Meets Modern Luxury! Step into a piece of history with this stunning, completely renovated 1870s home, seamlessly blending period character with modern amenities. Boasting four spacious bedrooms, each with its own en-suite full bath featuring custom tiled walk-in showers with glass doors, plus two additional half baths, this home offers comfort, convenience, and

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  42 Hyde Rd, Brooklyn, CT 06234
• 

  $650,000 Sold Jul 14, 2025

  • 2,317 Sq Ft
  • $281/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1972

  170 Pomfret Rd, Brooklyn, CT 06234

  Charming Antique Cape on Scenic Route 169 Discover timeless New England charm in this beautifully maintained 3-bedroom, 2.5-bath antique Cape, ideally located off scenic Route 169 in picturesque Brooklyn. Set on a breathtaking parcel surrounded by classic stone walls, mature plantings, and sweeping open land, this property offers a rare blend of historic character and modern comfort. Step inside

  Cary Marcoux RE/MAX Bell Park Realty

  170 Pomfret Rd, Brooklyn, CT 06234
• 

  Est $499,775 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,912 Sq Ft

  60 Pomfret Rd, Eastford, CT 06242

  60 Pomfret Rd, Eastford, CT 06242

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