Windham County CT Homes for Sale

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  $39,900

  • Land
  • 4.2 Acres
  • $9,500 per Acre

  46 North Rd, Windham, CT 06280

  Great opportunity to own a lot of record at a great price, approx. 3.9-4.2 acres. Offered as raw land. No formal survey available, all soil testing and surveying to be done by the potential owner. Great location, North Rd. is Route 14, across from the Windham Center School.

  

  Rick Nassiff

  KW Legacy Partners

  46 North Rd, Windham, CT 06280
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  /8

  $594,900

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  0 Ference Rd, Ashford, CT 06278

  To Be Built in Ashford Meadow Estates is this stunning Custom Modern Farmhouse Ranch with Optional In-Law design. 4, 1 acre lots to choose from in Ashford's Newest 6 lot subdivision featuring picturesque land in Eastern CT's quiet corner, Bold & Elegant with striking exterior finish options like timber frame porch accents, board & batten siding, metal roof accents & black Andersen windows. An

  Mark Massaro Coldwell Banker Realty

  0 Ference Rd, Ashford, CT 06278
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  /6

  $699,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,334 Sq Ft

  20 Hnath Rd, Ashford, CT 06278

  Stunning Custom Modern Farmhouse to Be Built in Ashford Meadow Estates, Ashfords Newest 6 lot subdivision featuring picturesque land in Eastern CT's quiet corner. Bold & Elegant with striking exterior finish options like timber frame porch accents, board & batten siding, metal roof accents & black Andersen windows. An interior designers dream! This open-concept floor plan with 9-foot ceilings

  Mark Massaro Coldwell Banker Realty

  20 Hnath Rd, Ashford, CT 06278
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  /40

  $599,000

  $26K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,768 Sq Ft

  244 Paine Rd, Pomfret, CT 06259

  Discover the best of country living on 2.35 private acres in desirable Pomfret, where a quality-built custom Colonial offers space, comfort, and a peaceful lifestyle. Built by Woodstock Builders Association, the home welcomes you with a bright front living room featuring refinished hardwood floors and French doors leading to the dining room. The updated kitchen offers quartz countertops, a cozy

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  244 Paine Rd, Pomfret, CT 06259
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  /40

  $625,000

  $44K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,603 Sq Ft

  177 James Rd, Ashford, CT 06278

  Discover a truly one-of-a-kind Ashford retreat set on 26 private acres with extensive mature perennial gardens, and approximately 965 feet of stone-wall lined road frontage. Offering exceptional possibilities as a secluded estate, family compound, or potential subdivision opportunity, this remarkable property combines craftsmanship, natural beauty, and versatility. The custom Red Oak

  Noah King Home Selling Team

  177 James Rd, Ashford, CT 06278
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  $430,000

  $50K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,926 Sq Ft

  22 Circle Dr, Ashford, CT 06278

  Welcome to Lake Chaffee living at its finest! This truly unique ranch/split-level home has been thoughtfully updated from top to bottom and offers a rare combination of space, style, and functionality. Inside, you'll find three generously sized bedrooms, including an enormous primary bedroom that serves as a true retreat. The home's oversized bathroom provides ample space and comfort, along with

  Amy Therrien The Neighborhood Realty Group

  22 Circle Dr, Ashford, CT 06278
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  /13

  $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 New England

  36 Olde Meadow Rd, Woodstock, CT 06281
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  /28

  $419,000

  • 2 Beds
  • 2 Baths
  • 1,471 Sq Ft

  19 Henry Dr Unit 19, Plainfield, CT 06354

  Moosup River Estates is a 55 and over community of stand alone condos along the Moosup River. This unit was thoughtfully completed, and is now ready for it next owner to enjoy low maintenance living. 1471sqft of indoor finished living space, plus a pretty front porch, and a 12x15 patio. The main living area is open concept. In the kitchen area, find a comfortable breakfast bar, walk in pantry

  Lynn Converse RE/MAX Bell Park Realty

  19 Henry Dr Unit 19, Plainfield, CT 06354
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  /40

  $2,495,000

  $355K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,723 Sq Ft

  158 W Quasset Rd, Woodstock, CT 06281

  Extraordinary Waterfront Estate. Set on an exceptional 5.5-acre private lot with 265 feet of shoreline frontage, this completely rebuilt luxury residence offers a rare opportunity to own one of Woodstock's premier lakefront properties. Arrive via a long, newly paved private driveway that winds through a tranquil setting before revealing this stunning waterfront retreat. Offering 3,971 square

  Skyla Gagnon RE/MAX Bell Park Realty

  158 W Quasset Rd, Woodstock, CT 06281
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  /39

  $880,000

  • 4 Beds
  • 5 Baths
  • 5,087 Sq Ft

  48 Grey Fox Landing, Woodstock, CT 06281

  Welcome to this exceptional custom-built ranch, perfectly situated at the end of a peaceful cul-de-sac in South Woodstock. Offering a great blend of luxury, comfort, and versatility, this impressive home boasts 2,822 square feet of beautifully designed main-level living space, with over 5000 square feet of total finished living area including the private in-law apartment above the garage and the

  Lynn Converse RE/MAX Bell Park Realty

  48 Grey Fox Landing, Woodstock, CT 06281
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  /2

  $329,000

  Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,254 Sq Ft

  17 Horizon Ave, Willimantic, CT 06226

  Very nice 3-bedroom, 2-bath home tucked at the end of a quiet cul-de-sac in Willimantic and it's ready for its next owner today. Gleaming hardwood floors flow throughout the main living areas, anchored by a cozy fireplace in the living room that makes this home feel like home the moment you walk in. The remodeled kitchen features updated appliances, and it is turnkey just unpack and start

  Jason Saphire www.HomeZu.com

  17 Horizon Ave, Willimantic, CT 06226
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  $89,900

  • Land
  • 6.27 Acres
  • $14,338 per Acre

  0 Drain St, Hampton, CT 06247

  This lot was created in 2005. Perc tests are 20 years old and might change based on where the home is desired to be located on the property.

  Mae Lyons Stonehouse Real Estate Co., LLC

  0 Drain St, Hampton, CT 06247
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  /4

  $499,900

  • Land
  • 11.15 Acres
  • $44,834 per Acre

  117 Riverside Dr, North Grosvenordl, CT 06255

  Great opportunity awaits on this 11 acre multi use property that runs along the airline trail. Some of the many potential uses would be townhouses, duplex's, multi families and single family homes. Gravel is on site. City sewer and 3 phase power. This property is located near 395 which is great for easy commuting into Massachusetts. .

  Cary Marcoux RE/MAX Bell Park Realty

  117 Riverside Dr, North Grosvenordl, CT 06255
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  $220,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  37 Spring View Ln, Willimantic, CT 06226

  Opportunity awaits at this ranch-style home tucked away on a cul-de-sac in a convenient Willimantic location. Ready for renovation and personal updates, this property offers excellent potential for investors, contractors, or buyers looking to build sweat equity. The functional floor plan features a comfortable living area, three bedrooms, one full bath, and a layout that provides flexibility for

  Sue Esposito Home Selling Team

  37 Spring View Ln, Willimantic, CT 06226
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  /2

  $1,295,000

  • Land
  • 12.8 Acres
  • $101,172 per Acre

  99 Azud Rd, Thompson, CT 06277

  Fully approved and shovel ready for 60 Multi Family Units! Affordable project can be developed in phases. Public sewer available, private well and 3 Phase Power. Close to the airline trail for hiking and cycling. Conveniently located restaurants and shopping. Close proximity to the casinos, Worcester, Providence, Boston and the Rhode Island and Ct Shoreline.

  Cary Marcoux RE/MAX Bell Park Realty

  99 Azud Rd, Thompson, CT 06277
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  $449,900

  • 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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  /19

  $329,000

  $21K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,894 Sq Ft

  133 Route 198, Woodstock Valley, CT 06282

  This sprawling country style ranch home has plenty of space! Over 1800 sq.ft of living space all on one level. Street card states 2 bedrooms but the house is arranged and used as a 3-4 bedroom. Cozy eat in kitchen with built in dining area. Formal living room has a stone fireplace and hardwood flooring. Formal dining room. Family room is huge but currently used as the seller's primary bedroom,

  Robin Smith RE/MAX Bell Park Realty

  133 Route 198, Woodstock Valley, CT 06282
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  $465,000

  • 3 Beds
  • 2 Baths
  • 1,405 Sq Ft

  234 N Society Rd, Canterbury, CT 06331

  This stunning three bedroom, two bathroom contemporary home perfectly blends modern design with a peaceful country setting. Complete with solar panels and sitting on 2 level acres this place is perfect for homesteaders of all kinds. There is a large barn with power and a separate well, a designated and fully fenced raised bed garden, ready for your summer plantings. There are 2 apple trees,2 pear

  Veronica Lutzen Coldwell Banker Realty

  234 N Society Rd, Canterbury, CT 06331
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  $595,000

  • Land
  • 100 Acres
  • $5,950 per Acre

  259 Quarry Rd, Woodstock, CT 06281

  Discover the possibilities on this exceptional 100-acre parcel on Quarry Road in scenic Woodstock, Connecticut. Boasting approximately 1,900 feet of road frontage, this expansive property offers a rare combination of privacy, natural beauty, and development potential. The current owner has already cleared three beautiful potential building sites, each positioned to take advantage of the

  

  Carol Ryniewicz

  CR Premier Properties

  259 Quarry Rd, Woodstock, CT 06281
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  /40

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 2,393 Sq Ft

  46 Cemetery Rd, Canterbury, CT 06331

  Exceptional opportunity to own a private country estate featuring a well-maintained Cape-style log home set on 41.83 acres of beautiful land. This charming residence offers 3 bedrooms and 2 full bathrooms, with a comfortable floor plan that includes a spacious family room and a recreation room in the lower level, providing plenty of space for relaxation, entertainment, and hobbies. Enjoy your

  Kevin Brignole Spaulding Realty Group, LLC

  46 Cemetery Rd, Canterbury, CT 06331
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  /36

  $395,000

  $20K PRICE DROP

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

  177 Slater Hill Rd, Dayville, CT 06241

  Back on Market - Change of Plans for Relocation Prospect! Opportunity Knocks! Circa 1870 Colonial farmhouse blending vintage character with thoughtful updates, offering 2,062 sqft, 4 bedrooms & 2 full baths on 3.53 picturesque acres of rolling farmland. Inside, rustic charm meets everyday comfort with vinyl & wood plank flooring, an eat-in kitchen & formal dining room. An humongous 3-season room

  Sharon Pelletier Hope Real Estate Group, Inc.

  177 Slater Hill Rd, Dayville, CT 06241
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  $579,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,970 Sq Ft

  186 Brickyard Rd, Woodstock, CT 06281

  Enjoy the beautiful landscaping of this custom oversized ranch. Located on 6 acres, Recently cleared, private back yard perfect for entertaining, recreation and maybe a chicken or two. Double deck off the kitchen, that leads to above ground pool. This is your perfect summer spot! Kitchen with breakfast nook updated cabinets and stainless appliances, tile... Dining room follows kitchen to a one

  Amy Vinal Pine Knoll Real Estate

  186 Brickyard Rd, Woodstock, CT 06281
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  $499,900

  $60K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,547 Sq Ft

  21 Bailey Hill Rd, Danielson, CT 06239

  Welcome home to this well-maintained, one-owner Cape offering 3 bedrooms, 2 full baths and 1,547 sq ft of comfortable living on a peaceful 1.84-acre lot. Bright, inviting rooms and classic Cape character create an easy, livable layout ideal for everyday life. Enjoy country privacy with the convenience of being just one mile from the Rhode Island line - plenty of space for gardening, play, or

  Christine Meschino Start Realty

  21 Bailey Hill Rd, Danielson, CT 06239
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  /40

  $525,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft

  30 Grant Hill Rd, Brooklyn, CT 06234

  Custom passive solar Contemporary set on 5+ private acres surrounded by natural beauty and peaceful scenery. A 5-year-young sunroom with tile flooring offers flexible space for relaxing, gardening, or enjoying year-round views of the landscape. Step outside to the spacious deck, ideal for outdoor dining or quiet mornings overlooking the tranquil setting. The inviting living room features a newer

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  30 Grant Hill Rd, Brooklyn, CT 06234
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  /9

  $34,900

  • Land
  • 1.95 Acres
  • $17,897 per Acre

  77-R Windham Center Rd, Windham, CT 06280

  Delightful lot of record, a rear lot that will convey with a right of way over 79 Windham Rd. A great opportunity at a great price. This lot offers wonderful privacy, in a central location, close to shopping, schools, recreation and more!

  

  Rick Nassiff

  KW Legacy Partners

  77-R Windham Center Rd, Windham, CT 06280
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  /39

  $584,900

  $10K PRICE DROP

  • 4 Beds
  • 2.5 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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  /10

  $249,900

  • Land
  • 25.7 Acres
  • $9,724 per Acre

  220 Plains Rd, Windham, CT 06280

  Wonderful potential development opportunity. Road frontage on 2 roads, approximately 1350' of frontage on Plains Rd., and approximately 450' of frontage on Anna Maria Ln., and existing cul-du-sac subdivision. Possible 7-8 lots subdivision to be created.

  

  Rick Nassiff

  KW Legacy Partners

  220 Plains Rd, Windham, CT 06280
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  /10

  $44,900

  • Land
  • 2.29 Acres
  • $19,607 per Acre

  79 Windham Center Rd, Windham, CT 06280

  Nice level lot in a great location, frontage on Windham Center Rd. (RT 203), to the left of #73 Windham Center Rd. This lot will convey with a right of way over it to provide access to the lot behind it at 77-R Windham Center Rd. Close to shopping, schools, and downtown Willimantic, offers the potential to make for the perfect pace for you to build the home of your dreams at an affordable price.

  

  Rick Nassiff

  KW Legacy Partners

  79 Windham Center Rd, Windham, CT 06280
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  /6

  $150,000

  • Land
  • 4.25 Acres
  • $35,294 per Acre

  406 Sabin St, Putnam, CT 06260

  Rare opportunity to acquire a potential residential development site located within a Qualified Opportunity Zone in Putnam. Previously approved subdivision plans in 2008 along with updated conceptual plans completed in 2022 provide valuable groundwork for future development. The property was designed for a proposed 12-unit subdivision with city water and sewer available, offering excellent future

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  406 Sabin St, Putnam, CT 06260
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  /16

  $75,000

  • Land
  • 2 Acres
  • $37,500 per Acre

  00 Hartford Turnpike, Eastford, CT 06242

  2-Acre Parcel Available in Eastford Bring your vision to life on this versatile 2-acre parcel in Eastford. Whether you're dreaming of a custom home, a business location, a farm, a mini-farm, or a combination of residential and commercial use, this property offers outstanding potential. Situated on a well-traveled road, the location provides excellent visibility for a business while still offering

  Heather Meehan Meehan & Daughters Real Estate

  00 Hartford Turnpike, Eastford, CT 06242
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  /11

  $425,000

  $54K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,870 Sq Ft

  871 Brook Rd, Hampton, CT 06247

  Spacious, Bright 3 Bedroom, 3 Bath Ranch on 2.72 Acres in the heart of scenic Hampton. Open floor plan living Room, Dining Room & kitchen is perfect for entertaining. Finished lower level is good for 4th Bedroom, Office, Gym or Family Room. Convenient Location. This great home is just waiting for your imagination & Vision. Showing will start on June 1st, with confirm appointment

  Meera Banta BHGRE Shore & Country

  871 Brook Rd, Hampton, CT 06247
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  /40

  $2,950,000

  • 4 Beds
  • 5 Baths
  • 4,442 Sq Ft

  282 & 260 Searles Rd, Pomfret, CT 06259

  A rare and refined country estate offering privacy, luxury, and elegance on over 53 acres in scenic Pomfret. This extraordinary 4,442 sq ft custom, Tennessee fieldstone home includes 4 bedrooms and 5 baths-including a private in-law apartment/second primary suite with its own entrance. An additional 16+ acre building lot provides development potential. Surrounded by forest and adjacent to 175

  John Downs Berkshire Hathaway NE Prop.

  282 & 260 Searles Rd, Pomfret, CT 06259
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  /40

  $1,450,000

  • 4 Beds
  • 5.5 Baths
  • 6,394 Sq Ft

  1374 Route 171, Woodstock Valley, CT 06282

  Set on 10.3 private acres in desirable Woodstock Valley, "Blue Heron Glade" offers a rare blend of privacy, natural beauty, and thoughtfully designed living spaces in Connecticut's Quiet Corner. A long private driveway with a charming cobblestone bridge leads to this exceptional property surrounded by stone walls, abundant wildlife, and a large pond frequented by blue herons. The main residence

  Kristen Kaskela Berkshire Hathaway NE Prop.

  1374 Route 171, Woodstock Valley, CT 06282
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  /40

  $699,900

  • 3 Beds
  • 2 Baths
  • 2,282 Sq Ft

  17 Blackwells Landing, Brooklyn, CT 06234

  Welcome to 17 Blackwells Landing in the charming town of Brooklyn, Connecticut-where privacy, space, and classic New England living come together. Set on just over 12.5 picturesque acres, this beautifully maintained home offers nearly 2,300 square feet of living space with tasteful updates throughout, creating a perfect balance of comfort and modern appeal. Inside, you'll find spacious living

  Andrew Hogan Brian Buonaiuto

  17 Blackwells Landing, Brooklyn, CT 06234
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  /34

  $239,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 3,243 Sq Ft

  259 Ference Rd, Ashford, CT 06278

  Rare value-add and redevelopment opportunity situated on 3.5 acres with over 3,200 square feet of existing space. Currently configured as a mixed-use commercial property, this expansive parcel offers strong potential for multifamily conversion, redevelopment, expansion, mixed-use investment, income-producing use, or possible additional building opportunities, subject to buyer due diligence and

  Michelle Gutierrez Social & Co Realty

  259 Ference Rd, Ashford, CT 06278
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  /23

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  222 Tower Hill Rd, Chaplin, CT 06235

  Beautifully set on 4.02 scenic acres in Chaplin, Connecticut, this charming 3-bedroom, 2-bath home offers the perfect blend of character, privacy, and versatility. Featuring approximately 1,600 square feet, the home showcases soaring vaulted ceilings, stunning exposed beams, and an inviting open-concept kitchen, dining, and living area filled with natural light. The finished lower level offers a

  Lisa Therecka Therecka & Associates LLC

  222 Tower Hill Rd, Chaplin, CT 06235
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  /28

  $390,000

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,685 Sq Ft

  70 Red Cedar Rd, Woodstock Valley, CT 06282

  Nestled in the serene landscape with views of Bunggee Lake, this Cape-style residence offers a quintessential lake living experience with 5 sssociation beaches within walking distance. Built in 1992, this home spans 1,685 square feet on a generous .3-acre lot, providing ample space for comfortable living. As you step inside, you're greeted by the warmth of all wide plank wood flooring throughout

  Keely Smith Real Broker CT, LLC

  70 Red Cedar Rd, Woodstock Valley, CT 06282
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  /2

  $49,900

  • Land
  • 32,670 Sq Ft
  • $66,533 per Acre

  463 Mashamoquet Rd, Pomfret, CT 06259

  Raw land, situated at the corner of a state route and residential road. This desirable site in the heart of the quiet corner could be your next retreat!! The zoning RR is suitable for many rural residential uses. The .75 acre lot located on route 44 has a lovely babbling brook running along the side. Positioned parallel to the airline trail, this could be the BEST private camping site offering

  Robyn Letourneau Berkshire Hathaway NE Prop.

  463 Mashamoquet Rd, Pomfret, CT 06259
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  /34

  $644,777

  $5K PRICE DROP

  • 10 Beds
  • 5 Baths
  • 3,389 Sq Ft

  120 North St, Willimantic, CT 06226

  Income producing multi family property offering a strong opportunity for investors or owner occupants alike. One unit is currently not leased, providing immediate leasing potential or flexibility for owner occupancy. Property presents the opportunity to generate rental income with additional upside potential over time. Detached garage offers added utility with potential for storage, workshop

  Michelle Mandel Carl Guild & Associates

  120 North St, Willimantic, CT 06226
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  /4

  $74,900

  $10K PRICE DROP

  • Land
  • 21,780 Sq Ft
  • $149,800 per Acre

  0 Baxter Rd Unit 24177023, Woodstock, CT 06281

  Build your dream home near the lake! This unique offering includes two adjoining parcels being sold together for a combined total of approximately 0.7 acres. The primary 0.5-acre parcel features a beautiful cleared and level homesite with open grassy space, ideal for new construction. Previous perc testing and a site development plan in 2008 outlines proposed home placement, septic system, and

  Donna Bertram Signature Properties of N.E.

  0 Baxter Rd Unit 24177023, Woodstock, CT 06281

Showing Results 121 - 160, Page 4 of 8