Colonial Homes for Sale in Windham County CT

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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

  

  Amy Rio

  Better Homes and Gardens Real Estate Executive Real Estate

  (860) 979-5631

  310 S Bigelow Rd, Hampton, CT 06247
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  /10

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  85 Soap St, Dayville, CT 06241

  Spacious Colonial home with 2160 sq. ft and a 2 car garage. Built in 2006, this home offers comfortable living space, scenic surroundings, and a convenient location close to local shopping, restaurants, and commuting routes. This home features hardwood flooring throughout much of the main living areas and a functional layout designed for everyday living and entertaining. The kitchen includes an

  

  Christine Costa

  Kazantzis Real Estate, LLC

  (860) 737-9677

  85 Soap St, Dayville, CT 06241
• 

  

  

  /40

  $995,000

  • 3 Beds
  • 2 Baths
  • 2,537 Sq Ft

  246 Heritage Rd, Putnam, CT 06260

  A Rare Equestrian Retreat with Timeless New England Charm. Step into a setting that feels like a page out of Old Sturbridge Village. Set on 26 breathtaking acres, you will find rolling pastures, beautiful views, and privacy. The entire perimeter is framed by historic stone walls and quality fencing, creating both a striking visual boundary and a functional layout for serious equestrian use. The

  

  Tina Lajoie

  Signature Properties of N.E.

  (860) 497-7100

  246 Heritage Rd, Putnam, CT 06260
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  /25

  $330,000

  • 3 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  654 N Main St, Danielson, CT 06239

  Welcome to this beautifully refreshed New England home. Offering a blend of classic charm and modern updates, this property provides a warm and inviting setting both inside and out. Step inside to a bright, open interior featuring updated flooring, fresh finishes, and abundant natural light. The main living spaces flow seamlessly, including a comfortable living room and a dedicated dining area

  

  Ben Emerick

  Flagship Real Estate Advisors

  (860) 362-2982

  654 N Main St, Danielson, CT 06239
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  /40

  $699,900 Open Sat 12PM - 1:30PM

  • 4 Beds
  • 2.5 Baths
  • 2,301 Sq Ft

  38 Madison Ave, Thompson, CT 06277

  Modern Luxury meets timeless design on a Cul-De-Sac in Thompson, CT! 38 Madison Ave was custom-built home in 2020 and set on nearly 2 private acres, this masterpiece redefines move-in ready. Located in a subdivision with underground utilities, this home offers an impeccable blend of curb appeal and sophisticated design. The Exquisite Interior Design boosts the heart of the home a chef's dream

  

  Lora Savage

  XSell Realty, LLC

  (860) 318-9138

  38 Madison Ave, Thompson, CT 06277
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  /14

  $799,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  36 Olde Meadow Rd, Woodstock, CT 06281

  TO BE CONSTRUCTED | Starting at $799,900 Welcome to Eastwood Estates, where luxury living meets the natural beauty and tranquility of Woodstock. Set on a picturesque 1.92-acre homesite bordering protected open space and framed by classic New England stone walls, this offering provides a rare opportunity to build a custom home in one of the area's most desirable neighborhoods. Partner with an

  

  Tina Lajoie

  Signature Properties of N.E.

  (860) 431-3441

  36 Olde Meadow Rd, Woodstock, CT 06281
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  /40

  $429,000

  • 4 Beds
  • 2 Baths
  • 2,375 Sq Ft

  55 Mechanics St, Putnam, CT 06260

  Step into timeless elegance in this remarkable 1922 Antique Colonial Victorian, gracefully set in the heart of Putnam, Connecticut. Rich in historic charm yet thoughtfully updated for modern living, this distinguished residence immediately captivates with its absolutely stunning grand staircase-a true architectural centerpiece that sets the tone for the home's enduring sophistication. The main

  Lisa Therecka Therecka & Associates LLC

  55 Mechanics St, Putnam, CT 06260
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  /34

  $749,900

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  234 Pole Bridge Rd, Woodstock, CT 06281

  Here's your chance to own you personal private oasis! Nestled way back away off the beaten path, this property comes with over 25 acres, multiple level clearings with ample opportunity, heart shaped pond, abundance of wildlife, amazing sunsets, etc. This truly is a property of a lifetime! If you want privacy and love the outdoors, this is a dream come true. At the same time, it's perfect for

  Matthew Huberdault Byrnes Real Estate Company

  234 Pole Bridge Rd, Woodstock, CT 06281
• 

  

  /40

  $729,900

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

  792 Wrights Crossing Rd, Pomfret Center, CT 06259

  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 estate. Step

  Brenda Chubbuck Berkshire Hathaway NE Prop.

  792 Wrights Crossing Rd, Pomfret Center, CT 06259
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  /40

  $679,000

  • 3 Beds
  • 2 Baths
  • 2,669 Sq Ft

  402 Perrin Rd, Woodstock, CT 06281

  Welcome to this charming 2.7-acre property, where functionality meets potential. Perfectly suited for horse enthusiasts, this small yet mighty property provides endless possibilities-whether you're looking to house your own horses, run a boarding business, or provide training. The beautifully remodeled antique home exudes warmth and character, featuring a cozy living room with a wood stove, a

  Kelly Ryan William Raveis Real Estate

  402 Perrin Rd, Woodstock, CT 06281
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  /40

  $515,000 Open Sun 11AM - 1PM

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

  18 Bob White Way, Moosup, CT 06354

  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 silently waiting for you! Set back on a long and private lighted 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 generously

  Lorraine Bandoni CrossRoads Real Estate Group

  18 Bob White Way, Moosup, CT 06354
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  /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
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  /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
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  /39

  $599,900

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  34 Courtney Ln, Sterling, CT 06377

  Set at the end of a quiet cul-de-sac in Sterling, this 3-bedroom, 2.5-bath colonial offers over 2,000 square feet of comfortable living space with the added bonus of a finished walkout basement. The main level features an expansive living room with a cozy propane fireplace, flowing seamlessly into the dining area and kitchen-creating an open, connected layout that's perfect for everyday living

  Sheena Ruggirello Real Broker CT, LLC

  34 Courtney Ln, Sterling, CT 06377
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  /37

  $585,000

  • 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 Putnam CT Colonial offers 3,626 total sq ft of space, privacy, and rare multi-generational living potential just 1 hour from Boston, Hartford, and Providence with easy access to I-395. The main level features a fireplaced living room with hardwood floors and wood stove insert, a versatile den ideal for home gym or office use, a dedicated office, and

  Shiloh Therrien The Neighborhood Realty Group

  436 Providence Pike, Putnam, CT 06260
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  /39

  $534,000

  • 4 Beds
  • 3 Baths
  • 2,150 Sq Ft

  101 Child Hill Rd, Woodstock, CT 06281

  Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land. Just down the hill from historic Woodstock Hill and the Academy, this setting is as scenic as it is convenient. Inside, wide plank floors and distinctive windows frame beautiful country views, while the front entry showcases

  Kristen Kaskela Berkshire Hathaway NE Prop.

  101 Child Hill Rd, Woodstock, CT 06281
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  /38

  $575,000

  • 5 Beds
  • 4.5 Baths
  • 2,888 Sq Ft

  41 Margaret Henry Rd, Danielson, CT 06239

  Oversized Colonial offering exceptional space, flexibility, and income potential. This well-appointed home features a spacious layout with generous living areas, ideal for both everyday living and entertaining. A separate in-law apartment provides the perfect setup for extended family, guests, or additional rental income, offering privacy and versatility. The main residence showcases classic

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  41 Margaret Henry Rd, Danielson, CT 06239
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  /38

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft

  747 Allen Hill Rd, Brooklyn, CT 06234

  ***Highest and best offer due Tuesday April 21st at 5PM** .Built in 2016 and proudly maintained by its original owner, this well-appointed Colonial offers a perfect blend of comfort, functionality, and modern efficiency in a desirable Brooklyn setting. Featuring 3 bedrooms and 2.5 baths, the home is thoughtfully designed for everyday living and effortless entertaining. The main level offers a

  Skyla Gagnon RE/MAX Bell Park Realty

  747 Allen Hill Rd, Brooklyn, CT 06234
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  /31

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 2,299 Sq Ft

  64 Whip Poor Will Dr, Moosup, CT 06354

  Warm, welcoming, and clearly loved, this 4-bedroom, 2.5-bath home offers comfort and privacy that instantly makes you feel at home. From the moment you step inside, gleaming hardwood floors, crown molding, and tray ceilings add character and warmth throughout the living spaces. The bright kitchen features granite countertops, stainless appliances, and abundant cabinetry, opening to a large living

  Kendra Bonette Coldwell Banker Realty

  64 Whip Poor Will Dr, Moosup, CT 06354
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  /32

  $539,000 Open Sun 11AM - 1PM

  • 5 Beds
  • 3.5 Baths
  • 3,615 Sq Ft

  18 Bates Rd, Chaplin, CT 06235

  Step into history with this beautifully updated antique Colonial, originally built in 1785, offering timeless charm with modern updates throughout. A standout feature is the fully equipped in-law suite, complete with its own kitchen, living room, bedroom, full bathroom, and washer/dryer- perfect for multigenerational living, guests, or potential rental income. The property also features a new

  Jocelyn Loukas Coldwell Banker Realty

  18 Bates Rd, Chaplin, CT 06235
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  /38

  $375,000 Open Sat 11AM - 12:30PM

  • 2 Beds
  • 1.5 Baths
  • 864 Sq Ft

  70 Hawkins Rd, Woodstock Valley, CT 06282

  Welcome to this charming 2-bedroom, 1.5-bath home that offers the perfect blend of comfort and convenience. Ideal for empty nesters, downsizers, or anyone looking for a fantastic condo alternative, this home provides the privacy of single-family living without the hassle HOA. Step inside and enjoy a warm and inviting layout with comfortable living spaces that make the home feel instantly

  Joyce Teixeira Dream Living Realty, LLC

  70 Hawkins Rd, Woodstock Valley, CT 06282
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  /31

  $359,900

  • 2 Beds
  • 2 Baths
  • 1,643 Sq Ft

  45 Breaults Landing Rd, Thompson, CT 06277

  Water views and sunset skies come standard in this 1,643 sq ft 2-bedroom, 2-bath home overlooking Quaddick Lake with deeded water privileges. The primary suite features vaulted ceilings, a skylight, and beautiful lake views, creating a bright, airy space. A flexible loft area adds versatility for a variety of uses. The open concept main level offers a functional layout for both everyday living

  Christine Johnson RE/MAX One

  45 Breaults Landing Rd, Thompson, CT 06277
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  /40

  $312,500

  • 3 Beds
  • 1.5 Baths
  • 1,640 Sq Ft

  1250 Route 171, Woodstock, CT 06281

  Welcome to this charming colonial with stenciled details that add character & style! This delightful antique property is the perfect fixer upper and features 3 bedrooms, 1 and a 1/2 bathrooms, and a clapboard exterior. Situated on a 0.9 acre lot, this home boasts a garden in the side yard and a large backyard, perfect for outdoor enjoyment. Additionally, a shed provides convenient storage for

  Kara Mazzola First Choice Realty

  1250 Route 171, Woodstock, CT 06281
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  /32

  $259,900

  • 4 Beds
  • 1.5 Baths
  • 2,758 Sq Ft

  26 Plains Rd, Windham, CT 06280

  *** Dutch Colonial Style Home Brimming with History and Potential *** This home is the former parsonage for St. Paul's Episcopal Church, with many antique features reminiscent of its time - gambrel style roof, colonial American style woodwork, wide plank floors, field stone foundation and walk ways, and accretive architecture. The home is sprawling with over 2700 Sqft, 4 bedrooms, 1 1/2 baths,

  Christy Lofstrom Driscoll ERA Blanchard & Rossetto

  26 Plains Rd, Windham, CT 06280
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  /32

  $485,000 Open Sat 11AM - 12:30PM

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  83 Dodge Rd, Woodstock, CT 06281

  Set in the charming town of Woodstock and minutes from the Massachusetts line, this 3-bedroom, 2.5-bath home offers space, flexibility, and a layout ideal for both everyday living .The home includes two primary suites- rare find! Inside, you'll find a spacious living room with vaulted ceilings and a propane fireplace, creating a warm and inviting focal point. The large kitchen features abundant

  Skyla Gagnon RE/MAX Bell Park Realty

  83 Dodge Rd, Woodstock, CT 06281
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  /32

  $360,000 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 1.5 Baths
  • 1,517 Sq Ft

  143 Prospect St, Moosup, CT 06354

  Welcome to 143 Prospect St., Plainfield, CT-a beautifully updated turn-of-the-century home where classic charm meets modern comfort. The inviting wraparound porch provides a warm and welcoming first impression. Inside, the home has been beautifully renovated to suit today's lifestyle while preserving its original warmth and character. Rich hardwood floors run throughout, and energy-efficient

  Jennifer Mahr RE/MAX Bell Park Realty

  143 Prospect St, Moosup, CT 06354
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  /39

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 2,123 Sq Ft

  1 Library Rd, Canterbury, CT 06331

  Welcome to 1 Library Road, a beautifully updated antique Colonial nestled in the heart of Canterbury's Historic District. Built circa 1807, this classic home combines historic charm with modern improvements on a generous 1.15-acre corner lot just steps from the Canterbury Center Historic District and village green, which features fine 18th- and early 19th-century architecture and cultural

  Kristopher Tramont Real Broker CT, LLC

  1 Library Rd, Canterbury, CT 06331
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  /36

  $739,900

  • 4 Beds
  • 2 Baths
  • 2,699 Sq Ft

  43 Fox Hill Rd, Pomfret Center, CT 06259

  Welcome to a countryside retreat. Tranquil and picturesque, this 8.6 acre property offers a blend of timeless character and modern comforts. The house renovation in 1998 included a two story addition, however the charm of the original house remained. 1800's wood trim surrounds the doors and windows, wainscotting in the dining room, and exposed wood stairways add to the beauty of the house.

  Lynn Converse RE/MAX Bell Park Realty

  43 Fox Hill Rd, Pomfret Center, CT 06259
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  /33

  $665,000

  • 3 Beds
  • 3 Baths
  • 2,250 Sq Ft

  239 Barlow Cemetery Rd, Woodstock, CT 06281

  Enjoy this beautiful, like-new, well-cared for 2250 square foot 3 bedroom, 3 full bath home in picturesque Woodstock setting. Private but yet convenient to major routes. Home features hardwood floors on main level with an open floor plan. Eat in Kitchen has stainless steel appliances, granite countertops, tile backsplash and a gas range. Kitchen also features Cubitac white shaker style cabinets.

  Brad Favreau RE/MAX Bell Park Realty

  239 Barlow Cemetery Rd, Woodstock, CT 06281
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  /27

  $289,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  30 Mortimer Rd, Moosup, CT 06354

  Welcome to this classic Colonial offering comfortable living spaces along with a sunroom, enclosed porch, and back yard nearby to Moosup Pond. With a full bath on each floor and two upper level bedrooms, this home is a wonderful opportunity to make your own! Subject to seller finding suitable housing. Subject to successful transfer of solar lease to purchaser

  Danielle Duquette The Neighborhood Realty Group

  30 Mortimer Rd, Moosup, CT 06354
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  /40

  $599,900

  • 4 Beds
  • 3.5 Baths
  • 2,944 Sq Ft

  369 Thompson Rd, Thompson, CT 06277

  In the heart of Thompson Hill, step into history with the Jeremiah Olney House owned by the famous banker Jeremiah Olney in 1860, with its significant Greek Revival and Italianate features. This stunning 4-bed, 3.5-bath colonial farmhouse sits on nearly an acre of picturesque land and has been completely renovated. Overflowing with character, this home blends classic charm with modern

  Sheena Ruggirello Real Broker CT, LLC

  369 Thompson Rd, Thompson, CT 06277
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  /39

  $450,000

  • 4 Beds
  • 2.5 Baths
  • 2,062 Sq Ft

  499 Hartford Rd, Brooklyn, CT 06234

  Tucked off the road for added privacy, this contemporary colonial delivers space, light and versatility in a setting that still keeps you close to everything. Offering 4 bedrooms, 2.5 baths and a 2 car garage, the layout is both functional and inviting. Step into a tiled entry with a two story foyer that opens to a dramatic living room with cathedral ceilings, hardwood floors and an open balcony

  Kara Mazzola First Choice Realty

  499 Hartford Rd, Brooklyn, CT 06234
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  /20

  $349,900

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft

  181 Snake Meadow Rd, Moosup, CT 06354

  This house has been TOTALLY brought back to life! New Roof, Windows, Siding, Doors, Flooring, Paint, Heating System, Oil Tank, Well Tank, Stainless Steel Appliances, Lighting, Two New Bathrooms, Kitchen and More! It also has a BRAND NEW SEPTIC on the way to be installed before closing. Come take a peek before it's gone.

  Derek Greene Derek Greene

  181 Snake Meadow Rd, Moosup, CT 06354
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  /40

  $469,900 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft

  365 Canterbury Rd, Brooklyn, CT 06234

  There's something special about coming down scenic Route 169... and this home captures it beautifully. Just south of the Brooklyn Fairgrounds, you'll find a place where life slows down a bit in the best possible way. Picture yourself on the front porch swing, coffee in hand, watching the antique cars roll by on a Sunday morning and sharing a wave with neighbors who still take the time to say

  Gene Larrow Larrow's Real Estate

  365 Canterbury Rd, Brooklyn, CT 06234
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  /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
• 

  /2

  $719,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,534 Sq Ft

  771 Brook Rd, Hampton, CT 06247

  Beautiful new construction Colonial offering over 2,500 sq ft of thoughtfully designed living space in a peaceful country setting. This home features 9-foot ceilings, an applianced kitchen with granite countertops and center island, and an open layout ideal for both everyday living and entertaining. Offering 3 bedrooms, 2.5 baths, plus a second-floor bonus room perfect for a home office,

  Cary Marcoux RE/MAX Bell Park Realty

  771 Brook Rd, Hampton, CT 06247
• 

  

  /3

  $719,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,534 Sq Ft

  769 Brook Rd, Hampton, CT 06247

  Stunning new construction Colonial set on over 2 private acres in a serene country location. This 2,500+ sq ft home offers 9-foot ceilings, a bright open floor plan, and a beautiful applianced kitchen with granite countertops and center island-perfect for entertaining. The home features 3 bedrooms, 2.5 baths, and a versatile second-floor bonus room ideal for a home office, gym, or additional

  Cary Marcoux RE/MAX Bell Park Realty

  769 Brook Rd, Hampton, CT 06247
• 

  /2

  $765,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,020 Sq Ft

  106 Church St, Brooklyn, CT 06234

  Approved building lot on desirable street, property is on a shared driveway. TO BE BUILT: A 2,020 sqft., 3 bedroom, 2.5 bath colonial style home sits on a beautiful 2.6 acre lot. The kitchen features a tile backsplash, oversized island, stainless steel range hood, pantry cabinet, and quartz countertops. The living room flows from the kitchen creating an open feel. Hardwood flooring throughout the

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  106 Church St, Brooklyn, CT 06234
• 

  

  /40

  $680,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 3.5 Baths
  • 3,780 Sq Ft

  1 Maple Ln, Thompson, CT 06277

  From its elegant curb appeal to its expansive, thoughtfully designed interior, this home offers a lifestyle of comfort, space, and distinction. Set on a beautifully manicured corner lot, steps from prestigious Thompson Hill, this meticulously maintained, low-maintenance home provides exceptional indoor and outdoor living. The rear features a new oversized composite deck with electric awning and

  Tracie Gagnon Berkshire Hathaway NE Prop.

  1 Maple Ln, Thompson, CT 06277
• 

  

  /15

  $265,000

  • 4 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  48 Main St, North Grosvenordale, CT 06255

  Welcome to 48 Main St! This charming home is full of opportunity and ready for its next chapter. Offering plenty of potential, this is a great chance for buyers looking to build equity, investors seeking their next addition, or anyone excited to make a home their own. With a convenient location close to local amenities, shopping, and major routes, this property combines value, possibility, and

  Patrick Precourt Meridian Realty Group LLC

  48 Main St, North Grosvenordale, CT 06255

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