14

Windham County CT Houses for Sale with Private Pool

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  • /37

    $700,000

    • 5 Beds
    • 4 Baths
    • 3,610 Sq Ft

    310 S Bigelow Rd, Hampton, CT 06247

    Step into the enchanting story of this 1738 Colonial, where historic soul meets a graceful 1987 three-story addition. Lovingly preserved and thoughtfully refined, this home is a beautiful marriage of antique character and contemporary luxury. The main level radiates warmth, centered around a spacious chef's kitchen designed for gathering. Imagine hosting dinners in the formal dining room or

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 979-5631

    310 S Bigelow Rd, Hampton, CT 06247
  • /39

    $435,000

    • 4 Beds
    • 2 Baths
    • 2,760 Sq Ft

    102 Krapf Rd, Ashford, CT 06278

    Welcome to 102 Krapf Road in Ashford, CT. This custom post-and-beam residence features 250-year-old beams, cathedral ceilings, and skylights. It is located on over three acres of land and includes an above-ground pool, hot tub, gazebo, and a brick grill for outdoor entertaining. This property is conveniently located near I-84, Route 44, and a reasonable drive from the UConn Storrs campus. Some of

    Agent Photo

    Sharon Watson Stokland

    List N Show LLC

    (860) 792-3716

    102 Krapf Rd, Ashford, CT 06278
  • /40

    $887,000

    • 4 Beds
    • 3.5 Baths
    • 3,040 Sq Ft

    158 Allen Hill Rd, Brooklyn, CT 06234

    One-of-a-kind luxury home designed straight out of a Pottery Barn magazine, set on 2.44 private acres and built for a true million-dollar lifestyle - just 15 minutes to top-performing private schools Pomfret School and Rectory School. This versatile estate fits all needs - a growing family, private resort-style retreat, first-floor living, or in-law setup. The heart of the home is a chef's dream

    Lisa Raiche Town & Shore Realty

    158 Allen Hill Rd, Brooklyn, CT 06234
  • /31

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 1,426 Sq Ft

    9 Meehan Rd, Woodstock, CT 06281

    ***OFFERS DUE MONDAY 4/13 BY 5PM***Country charm abounds throughout this 3 bed, 1.5 bath ranch in desirable Woodstock! This property has been lovingly maintained and thoughtfully enhanced over the years, resulting in a home that is not only beautiful to look at, but cost efficient to live in as well. This home offers something for everyone; a huge kitchen with tons of cabinet and counter space,

    Danielle Kiser LPT Realty

    9 Meehan Rd, Woodstock, CT 06281
  • /35

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    251 Wauregan Rd, Brooklyn, CT 06234

    Classic Colonial charm meets modern comfort in this beautifully maintained home in Brooklyn, CT, offering three levels of sun filled living! The main level features a warm and inviting layout, including a spacious kitchen with rich cherry cabinets, stainless steel appliances, stylish backsplash, a large island, and a dining area with sliders leading out to the deck-perfect for indoor-outdoor

    Heather Armbruster Lamacchia Realty

    251 Wauregan Rd, Brooklyn, CT 06234
  • /39

    $515,000

    • 5 Beds
    • 2.5 Baths
    • 3,249 Sq Ft

    18 Bob White Way, Moosup, CT 06354

    NEW TO THE MARKET! Spacious & private 5 Bedroom, 2 1/2 bath Colonial sitting on close to 1 1/2 acres and located off of a quiet country road is ready and quietly waiting for you! Set back on a long and private driveway, this home offers you the peace and serenity you are looking for. From the inviting farmers porch to the large primary suite, there is just so much to love about this home! The

    Lorraine Bandoni CrossRoads Real Estate Group

    18 Bob White Way, Moosup, CT 06354
  • /37

    $589,000

    • 3 Beds
    • 3.5 Baths
    • 2,646 Sq Ft

    436 Providence Pike, Putnam, CT 06260

    Set back from the road on 2 private acres, this 2,646 sq ft Colonial offers space, flexibility, and potential for an accessory dwelling unit (ADU) or in-law setup in the lower level. The main level features a spacious living room with hardwood floors and fireplace with wood stove insert, Den with tile flooring (ideal for gym, rec room, or future sunroom), a dedicated office, and a half bath. The

    Shiloh Therrien The Neighborhood Realty Group

    436 Providence Pike, Putnam, CT 06260
  • /40

    $499,900

    • 5 Beds
    • 2.5 Baths
    • 2,887 Sq Ft

    13 Bates Rd, Chaplin, CT 06235

    Spacious farmhouse living at its best! This charming 5-bedroom, 2 full bath, and 1 half bath home sits on an expansive 11 acres, offering endless possibilities for privacy, recreation, or hobby farming. Inside, you'll find hardwood flooring throughout and two cozy fireplaces that add warmth and character. The versatile layout includes two additional family rooms that could easily serve as extra

    Kristen Merrill Countryside Realty

    13 Bates Rd, Chaplin, CT 06235
  • /35

    $299,900

    • 4 Beds
    • 2 Baths
    • 2,540 Sq Ft

    50 Selden St, Willimantic, CT 06226

    Discover the opportunity to make this classic Colonial-style single-family home your own. Featuring 4 generously sized bedrooms and 2 full bathrooms, this property offers spacious rooms filled with natural light and a layout ready for your personal touch. Situated just minutes from Eastern Connecticut State University and the local hospital, this home is conveniently located near schools,

    Patrizia Puccia KW Legacy Partners

    50 Selden St, Willimantic, CT 06226
  • /19

    $244,900

    • 6 Beds
    • 1.5 Baths
    • 1,701 Sq Ft

    22 Grove St, Sterling, CT 06377

    Spacious 6-Bedroom Home in Sterling, CT Welcome to this generously sized 6-bedroom, 1.5-bath home ideally located in the quiet town of Sterling, CT. Set directly next to a neighborhood park, this property offers a rare combination of space, privacy, and outdoor enjoyment-perfect for those seeking room to grow or invest. Inside, you'll find a flexible layout with ample living space, large

    Tyler Amann Social & Co Realty

    22 Grove St, Sterling, CT 06377
  • /15

    $824,900

    • 3 Beds
    • 3.5 Baths
    • 3,460 Sq Ft

    180 Jericho Rd, Pomfret Center, CT 06259

    Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $8,249 back in closing cost credits OR $3,563 per month at an exceptional financing rate of 5.05% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits Set on a private, level 17-acre lot, this custom contemporary ranch offers exceptional

    Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

    180 Jericho Rd, Pomfret Center, CT 06259
  • /37

    $699,000

    • 3 Beds
    • 1.5 Baths
    • 2,232 Sq Ft

    204 Paine Rd, Pomfret, CT 06259

    First time offered in over 50 years, this c.1820 home has been updated and very well maintained with craftsmanship and charm. Rich and warm with wood and natural light, comfortable kitchen, large dining room, and a wood burning fireplace in the living room. The original Cape portion of the house has 3 rooms and a half bath on the 2nd level. The primary bedroom is on the main floor. With over

    Lynn Converse RE/MAX Bell Park Realty

    204 Paine Rd, Pomfret, CT 06259
  • /40

    $2,500,000

    • 5 Beds
    • 5.5 Baths
    • 7,772 Sq Ft

    357 Wrights Crossing Rd, Pomfret Center, CT 06259

    Reimagined in the early 1900s and surrounded by natural beauty, this extraordinary 41-acre estate offers unmatched privacy, timeless architecture, and refined craftsmanship. The 7,772 sq ft stone residence, crowned with a slate roof, is framed by rolling fields, mature trees, and manicured gardens. Inside, hand-carved moldings, elegant fireplaces, and artisan details reflect a level of quality

    Kristen Kaskela Berkshire Hathaway NE Prop.

    357 Wrights Crossing Rd, Pomfret Center, CT 06259
  • /19

    $729,900 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,231 Sq Ft

    792 Wrights Crossing Rd, Pomfret Center, CT 06259

    COMING SOON...Nestled on a scenic knoll along the prestigious Wrights Crossing Road, this custom colonial presents a rare chance to reside on a highly sought-after street where opportunities to buy are few and far between. From the moment you arrive, the professionally landscaped grounds-featuring blooming magnolias, cherry trees, and vibrant rhododendrons-set a tranquil tone for this exceptional

    Brenda Chubbuck Berkshire Hathaway NE Prop.

    792 Wrights Crossing Rd, Pomfret Center, CT 06259
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