Windham County CT Houses for Sale

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  /40

  $739,900

  • 2 Beds
  • 2.5 Baths
  • 2,447 Sq Ft

  349 S Bigelow Rd, Hampton, CT 06247

  Beautiful Post and Beam design home, Tranquil setting nestled on 25+ acres with pond,babbling brook, and hiking trails nature at it best. This home has a unique design spoiling you with Private Hot tub, sauna, and solarium leading to outdoor patio with fireplace overlooking the pond side. Dramatic open layout with Swedish style stucco fireplace. This design offers the ability to have 2 or 3

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 831-4269

  349 S Bigelow Rd, Hampton, CT 06247
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  /40

  $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

  Executive Real Estate Inc.

  (860) 979-5631

  310 S Bigelow Rd, Hampton, CT 06247
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  /40

  $525,000

  • 4 Beds
  • 2.5 Baths
  • 1,656 Sq Ft

  815 Mashamoquet Rd, Pomfret Center, CT 06259

  This 4-bedroom, 2.5-bath ranch has been extensively updated inside and out, offering a bright and welcoming layout. The kitchen features new cabinetry, granite countertops, and breakfast bar seating-ideal for cooking and entertaining. The private primary suite includes a walk-in closet and a beautifully finished bath with a double vanity, while three additional bedrooms and a full bath are

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 809-5749

  815 Mashamoquet Rd, Pomfret Center, CT 06259
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  /40

  $850,000

  • 3 Beds
  • 2 Baths
  • 2,316 Sq Ft

  483 North Rd, Ashford, CT 06278

  Exceptional Currier and Ives type setting in peaceful Ashford CT. Set on 25 acres that preliminary work was done showing 4 lots and leaving the house with over 5 acres. This property has a Barn with three oversized stalls and pastures; property absolutely designed for horses. This home has been tenderly updated to maintain all that historic feeling of this 225-year-old home while having all of

  

  Dan Keune

  Campbell-Keune Realty Inc

  (860) 813-3662

  483 North Rd, Ashford, CT 06278
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  /40

  $500,000

  • 3 Beds
  • 2 Baths
  • 2,378 Sq Ft

  113A Paine Rd, Pomfret Center, CT 06259

  Quiet peaceful paradise awaits you on your private 10+acres overlooking 100 acres of open town designated space. Beautiful water views and sunrises can be seen from your back screened porch or ceiling to floor wall of windows. Contemporary flair as you walk into family room with floor to ceiling widows, shelving, and plenty of closet space & storage, perfect for a studio or craft room. The Hall

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  (860) 846-7128

  113A Paine Rd, Pomfret Center, CT 06259
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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
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  /40

  $650,000

  • 3 Beds
  • 2.5 Baths
  • 2,316 Sq Ft

  483 North Rd, Ashford, CT 06278

  Exceptional Currier and Ives type setting in peaceful Ashford CT. This property has a Barn with three oversized stalls and pastures; property absolutely designed for horses. This home has been tenderly updated to maintain all that historic feeling of this 225-year-old home while having all of the modern conveniences needed for today's living. 1st floor has a large dining room with a fireplace and

  

  Dan Keune

  Campbell-Keune Realty Inc

  (860) 553-9384

  483 North Rd, Ashford, CT 06278
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  /40

  $575,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,420 Sq Ft

  173 Mason Rd, Brooklyn, CT 06234

  Perched on a hilltop in the scenic countryside of Brooklyn, this stylish custom Cape offers beautiful sunrise views from the inviting front porch. The freshly painted, open-concept interior features a living room with a wood-burning fireplace (new flue), gleaming hardwood floors, and a ceiling fan. The dining area showcases refinished hardwoods and sliders leading to an expansive deck-ideal for

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  (860) 864-5807

  173 Mason Rd, Brooklyn, CT 06234
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  /40

  $549,900

  • 5 Beds
  • 3.5 Baths
  • 4,172 Sq Ft

  4 Perrin Rd, Woodstock, CT 06281

  House was withdrwan due to bad winter weather only. Historic elegance meets modern comfort in the Ebenezer Stoddard House (c. 1800), a former inn offering 4,172 sq ft, 5 bedrooms, and 3.5 baths on 1.2 acres in Woodstock's sought-after Quiet Corner. Original charm shines through wide-plank floors, exposed beams, multiple fireplaces, 2 stair cases , while recent updates include a modernized kitchen

  

  Divya Kataria

  Berkshire Hathaway NE Prop.

  (860) 410-4201

  4 Perrin Rd, Woodstock, CT 06281
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  /26

  $300,000

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  74 Riverside Dr, Thompson, CT 06277

  Cozy, sunny, ranch in North Grosvenordale offering easy one-floor living in Connecticut's Quiet Corner. Detached garage, manageable yard, and a layout that lives comfortably from day one. Walk-up attic and walk-out basement offer potential expansion. Great commuter location with simple living and long-term potential. Easy to show and ready to go!

  Audrey Martinez LAER Realty Partners

  74 Riverside Dr, Thompson, CT 06277
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  /40

  $449,000

  • 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
• 

  

  /19

  $475,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,696 Sq Ft

  22 South St, Brooklyn, CT 06234

  Construction has begun on this New Contemporary Raised Ranch on a Beautiful Wooded Lot. Check out those Pics & Virtual Reality Tour. There is still time to make some choices!! Estimated Completion Date is Late July 2026! Four Bedrooms & 3 Full Bathrooms. Central AC. Two Car Garage. Vaulted Ceilings. Luxury Plank Flooring, Custom Kitchen w/ Granite Counters & Center Island. Spacious Vaulted

  Bill Heenan William Raveis Real Estate

  22 South St, Brooklyn, CT 06234
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  /25

  $397,000

  • 2 Beds
  • 2 Baths
  • 1,252 Sq Ft

  75 Elmwood Hill Rd, Thompson, CT 06277

  Tucked away in a private country setting, this expansive 2-bedroom, 2-bath home offers space, comfort, and a true retreat-like feel. The open-concept design is highlighted by cathedral ceilings with wood beams, rich hardwood flooring, and a cozy fireplace that anchors the main living and dining area. Updated kitchen with white cabinets and stone countertops. A sun-drenched four-season room

  Jimmy Edwards Redfin Corporation

  75 Elmwood Hill Rd, Thompson, CT 06277
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  /23

  $295,000 Open House 4/11

  • 4 Beds
  • 1.5 Baths
  • 1,644 Sq Ft

  124 S Main St, Brooklyn, CT 06234

  Charming bungalow-style home offering 4 bedrooms and 1.5 baths with 1,644 square feet of living space. Fully renovated in 2009, this home features a surprisingly spacious layout with a large living room and a generously sized eat-in kitchen. Don't let the exterior fool you-there's more space inside than meets the eye. A great opportunity for those looking for space and value in a well-maintained

  Heather Ash Spadola RE/MAX One

  124 S Main St, Brooklyn, CT 06234
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  /18

  $499,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,366 Sq Ft

  247 Green Hollow Rd, Danielson, CT 06239

  A true RANCH style NEW construction. Nestled on a beautiful country corner lot featuring HIGH efficiency and energy savings for many years. Top notch products used throughout the entire home. 3/4" RED OAK hardwood flooring in the main areas, carpet of your choice in the bedrooms (or upgrade to hardwood). Propane heat paired with on demand hot water heater. CENTRAL A/C. Granite countertops. Walk

  Mark Tetreault, II RE/MAX Bell Park Realty

  247 Green Hollow Rd, Danielson, CT 06239
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  /38

  $375,000

  • 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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  /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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  /19

  $349,900 Open Wed 4PM - 6PM

  • 3 Beds
  • 2 Baths
  • 1,815 Sq Ft

  22 Westford Rd, Eastford, CT 06242

  A rare opportunity to own a piece of early New England history, this circa 1780 antique Cape is set in Eastford's quiet village setting, surrounded by open fields and timeless charm. Sited on nearly an acre with classic stone walls, this 3-bedroom, 2-bath home offers over 1800 square feet of character-filled living space. Original details include wide plank floors, exposed masonry, and multiple

  Robin Delaney Robin Delaney Real Estate

  22 Westford Rd, Eastford, CT 06242
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  /40

  $275,000

  • 2 Beds
  • 1 Bath
  • 904 Sq Ft

  11 Mountain Laurel Ln, Chaplin, CT 06235

  What an opportunity with this home. Cape that sits on 3.85 acres sits up on a hill with great views. Great opportunity for expansion, 2nd floor is not finished so home could be 4 bedrooms with 2 full bath. Main level offers two bedrooms with a full bath. Living room with wood stove to help keep the heating costs down. Large kitchen with eat in area that can hold a large table, sliders to back

  Jeanne Crum Home Selling Team

  11 Mountain Laurel Ln, Chaplin, CT 06235
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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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  /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
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  /22

  $769,900 New Construction

  • 3 Beds
  • 2 Baths
  • 2,032 Sq Ft

  80 Aldrich Rd, Putnam, CT 06260

  *Pictures are similar to built* Discover the convenience of one-level living in this beautifully crafted new to-be-built construction ranch offering 2,032 square feet of thoughtfully designed space. Featuring 3 bedrooms and 2 full baths, this home blends comfort and style with an open-concept kitchen, dining, and living area - perfect for entertaining or everyday living. A stunning four-season

  Georgi Morin S.C.E. Real Estate

  80 Aldrich Rd, Putnam, CT 06260
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  /34

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,754 Sq Ft

  170 Smith Rd, Woodstock, CT 06281

  Set on 4.3 private acres along a quiet country road, this well-located Woodstock property offers peaceful, nature-filled surroundings with exceptional privacy and 872 feet of road frontage. The home features 1,754 square feet of living space with 3 bedrooms and 2 full baths, designed for comfortable everyday living. A standout feature is the newer in-law apartment on the lower level, complete

  John Downs Berkshire Hathaway NE Prop.

  170 Smith Rd, Woodstock, CT 06281
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  /2

  $449,999 New Construction

  • 2 Beds
  • 2 Baths
  • 1,310 Sq Ft

  167 Old Tatnic Hill Rd Unit Lot 8-6, Brooklyn, CT 06234

  Welcome to Brooklyn's newest subdivision! Six beautiful lots in a peaceful, quiet country setting. This lovely ranch style home is on a front lot, with a spacious yard, and a private driveway. Bright, open floorplan features a custom kitchen with granite counters, an island, and a door to the back deck, a large dining area and living room, and first floor laundry. Also on the main level is the

  Barbara Diaz RE/MAX Bell Park Realty

  167 Old Tatnic Hill Rd Unit Lot 8-6, Brooklyn, CT 06234
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  /40

  $325,000

  • 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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  /29

  $285,000

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  119 Quercus Ave, Willimantic, CT 06226

  Tucked into The Oaks, one of Willimantic's most beloved neighborhoods, this 1890s Cape Cod is a home that feels instantly welcoming. Built by the Willimantic Linen Company, it reflects a simpler time, beginning with a covered front porch and a thoughtfully scaled interior that feels comfortable and inviting. The 1,160 square foot home offers three bedrooms and a cozy living room featuring the

  Kristen Kaskela Berkshire Hathaway NE Prop.

  119 Quercus Ave, Willimantic, CT 06226
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  /32

  $329,900 Open Sat 11AM - 1PM

  • 2 Beds
  • 2.5 Baths
  • 1,068 Sq Ft

  224 Westford Rd Unit 224, Eastford, CT 06242

  Tucked into a peaceful country setting, this pristine single-family home offers the best of both worlds-low-maintenance condo-style living with the privacy you've been looking for. Enjoy serene views of open fields right from your back deck and main living area, creating the perfect backdrop for relaxing or entertaining. With 1,068 square feet of thoughtfully designed space, this move-in ready

  Diane White Berkshire Hathaway NE Prop.

  224 Westford Rd Unit 224, Eastford, CT 06242
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  /37

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,423 Sq Ft

  170 Windham Center Rd, Windham, CT 06280

  OFFER DEADLINE MON 5:00PM. Tucked into the countryside of South Windham, this move-in-ready 1,423-square-foot home offers a wonderful blend of country living and modern practical updates. Completely refreshed from top to bottom-including the peace of mind of all new plumbing-the house sits on a beautiful, level lot featuring quiet water views, giving you a sense of rural escape while staying just

  Brenda Chubbuck Berkshire Hathaway NE Prop.

  170 Windham Center Rd, Windham, CT 06280
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  /37

  $679,000

  • 2 Beds
  • 2.5 Baths
  • 1,578 Sq Ft

  133 Fitts Rd, Ashford, CT 06278

  This beautifully crafted post-and-beam home blends timeless character with modern functionality. Designed with sustainability in mind, the home features solar power and rich hardwood floors throughout. The open-concept living and dining area creates an inviting space for everyday living and entertaining, anchored by a cozy fireplace-perfect for colder evenings. A private library or study on the

  Kerri Mullen CR Premier Properties

  133 Fitts Rd, Ashford, CT 06278
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  /37

  $275,000

  • 1 Bed
  • 1 Bath
  • 936 Sq Ft

  113 Ashford Rd Unit 113, Eastford, CT 06242

  Welcome to 113 Ashford rd! Looking to live simply and inexpensively? Look no further than this 2023 2x6 construction built home. Located in the quiet corner of CT with an easy commute to UCONN, this three year old home is move in ready and features an open floor plan, granite countertops, a front porch and a rear patio. This home is surrounded by Yale Forests and has only 12 homes in the

  Kathy Geryk Coldwell Banker Realty

  113 Ashford Rd Unit 113, Eastford, CT 06242
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  /36

  $517,900

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

  724 Cook Hill Rd, Danielson, CT 06239

  HIGHEST AND BEST OFFERS ARE DUE BY 3:00 PM 03/31/2026 Back on market due to buyer financing falling through. 3 bedroom, 2 bath contemporary ranch with NEW ROOF, open layout, and numerous updates. A paved driveway and stamped concrete walkway lead to a farmer's porch. Inside, the open floor plan features a spacious living room with electric fireplace and sun filled windows, flowing into a tiled

  Kara Mazzola First Choice Realty

  724 Cook Hill Rd, Danielson, CT 06239
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  /36

  $279,999

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  259 Church St, Putnam, CT 06260

  Recently refreshed and priced aggressively for a fast sale, this move-in ready property is an incredible opportunity for both homeowners and investors. The home features light updates throughout, offering a clean, functional space while still leaving room to add value over time. Inside, you'll find a practical layout with comfortable living areas, updated finishes, and plenty of natural light.

  Marco Epifani The Hive Real Estate LLC

  259 Church St, Putnam, CT 06260
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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

  $499,999

  • 3 Beds
  • 2.5 Baths
  • 1,518 Sq Ft

  310 Roseland Park Rd, Woodstock, CT 06281

  Nestled in a peaceful country setting come see what this home has to offer. This inviting 3 bedroom, 2 bath home sits on 5.7 beautiful acres, offering privacy, space, and thoughtful updates throughout. The home features 3 bedrooms, including a newly added master bathroom, providing added comfort and convenience. This home offers two convienent options for heating, with electric and a wood burning

  Tessa Stacy Brunet and Company Real Estate

  310 Roseland Park Rd, Woodstock, CT 06281
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  /2

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,105 Sq Ft

  22 Jolley Rd, Plainfield, CT 06374

  You will love this charming home featuring a large, updated kitchen with granite countertops, stainless steel appliances, and ample space for a dining area, plus easy access to the expansive backyard play area. The living room offers beautiful hardwood floors, a cozy pellet stove, and a bright picture window that fills the space with natural light. There are three nicely sized bedrooms, all with

  Andrew Whitehead The Neighborhood Realty Group

  22 Jolley Rd, Plainfield, CT 06374
• 

  /2

  $369,900 Open Sat 12PM - 1:30PM

  • 3 Beds
  • 1 Bath
  • 1,118 Sq Ft

  94 Little Pond Rd, Woodstock, CT 06281

  Welcome home to this beautifully maintained 3-bedroom, 1-bath residence nestled on a generous half-acre lot. Perfectly situated for privacy and room to roam, the expansive yard offers endless possibilities-whether you dream of a lush garden, a fire-pit or gathering spot. Step inside and be greeted by warm hardwood floors that flow seamlessly throughout the entire home, creating a bright, cohesive

  Jessica Deojay RE/MAX Bell Park Realty

  94 Little Pond Rd, Woodstock, CT 06281
• 

  

  /20

  $289,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  47 Texas Heights Rd, Plainfield, CT 06374

  RANCH HOME! Bring your vision and make this 3-bedroom, 1-bath ranch your own! Situated on a corner lot, this 960 sq ft home offers great potential with a full basement for added space or storage. Enclosed porch. With some repairs and updates, this property could shine again-ideal for investors, DIY enthusiasts, or first-time buyers looking for a project. Features a dirt driveway and solid bones

  Doug Taber Taber Realty, LLC

  47 Texas Heights Rd, Plainfield, CT 06374
• 

  

  /40

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  291 Dow Rd, Plainfield, CT 06374

  Well-maintained raised ranch set on a peaceful, wooded lot in Plainfield. This home was fully renovated in 2021 including a new roof. This 3-bedroom, 1.5-bath home offers a flexible and functional layout. The main level features a bright living room with large windows & a mini-split for comfort year round, an updated kitchen with stainless steel appliances, and a dining area with access to the

  Tina Luft Kazantzis Real Estate, LLC

  291 Dow Rd, Plainfield, CT 06374
• 

  

  /31

  $409,000

  • 2 Beds
  • 2 Baths
  • 1,638 Sq Ft

  7 Bonneville St, Danielson, CT 06239

  *HIGHEST AND BEST OFFERS BY 3/31 AT 7 PM. Welcome to this charming 2-bedroom, 2-full bath ranch, perfectly tucked away at the end of a quiet street while remaining minutes from the area's shopping, dining, and highway access. The heart of the home features an expansive open-concept living area anchored by a cozy fireplace-perfect for crisp evenings. Step into the light-filled sunroom to enjoy

  Vivian Kozey CR Premier Properties

  7 Bonneville St, Danielson, CT 06239
• 

  

  /32

  $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

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