Windham County CT Homes for Sale

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  /28

  $250,000

  • 4 Beds
  • 1 Bath
  • 1,425 Sq Ft

  27 Ash Ave, Willimantic, CT 06226

  Welcome to 27 Ash Ave - a charming older home offering generous space, character, a sprawling yard, and excellent potential!! The main level features large, bright living areas, beautiful kitchen, and a convenient first-floor bedroom and bath. A ramp from the back deck provides easy access to the beautiful double lot-ideal for entertaining, gardening, or simply enjoying the outdoors. With just a

  

  Amber Jones

  KW Legacy Partners

  (860) 743-1124

  27 Ash Ave, Willimantic, CT 06226
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  /18

  $149,000

  • Land
  • 1.01 Acres
  • $147,525 per Acre

  66 Bates Ave, Putnam, CT 06260

  Prime location in Putnam, CT. You'll appreciate the easy access to local shops, dining, and major routes - combining small town charm with everyday convenience. Approved site plans for two duplexes containing 2 side by side units each on this 1.01 acre lot. Ideal for a multigenerational compound or an owner occupant looking build and live on site while generating rental income. Rough driveway

  

  Valerie MacNeil

  Kazantzis Real Estate, LLC

  (860) 300-2164

  66 Bates Ave, Putnam, CT 06260
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  /41

  $819,000

  • 3 Beds
  • 3 Baths
  • 2,338 Sq Ft

  309 E Putnam Rd, Putnam, CT 06260

  Equestrian property in beautiful east Putnam, CT. This 2338 sf cape sits on 53 acres! Trails for horseback riding, ATV/dirt bikes, & hunting. There's a private shooting range & start of a hunting cabin that could potentially be used as an Airbnb when finished. The timber framed horse barn has 4 stalls w/materials for a 5th, plus plenty of room for hay/tack, & has heat, water and electricity.

  

  Valerie MacNeil

  Kazantzis Real Estate, LLC

  (860) 744-5196

  309 E Putnam Rd, Putnam, CT 06260
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  /16

  $325,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  7 Shelby Cir, Dayville, CT 06241

  Welcome home to this charming 3-bedroom, 1-bath ranch situated on a desirable corner lot. Step inside to find freshly painted interiors and stainless steel appliances that complement the bright, inviting kitchen. The home features public water and sewer, electric baseboard heating, and a new roof installed in 2015, and new water heater 2022. Enjoy outdoor living on the deck overlooking the

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 321-0694

  7 Shelby Cir, Dayville, CT 06241
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  /10

  $225,000

  • Land
  • 3.72 Acres
  • $60,484 per Acre

  80 Averill Rd, Pomfret, CT 06259

  Approved, shovel ready Commercial Building Site. Part of a 15.9 acre 3 Lot approved subdivision. This is Lot #3.04 the entrance is on Averill Rd It has 3.72 Acres. Just off US Route 44.Shared driveway access with Commercial Property owned by Centerville Bank. Zoned Village Commercial. Ideal for Retail Centers & Strip Malls. Drive-Thru, Restaurants, Cafe', Chains, Grocery Stores & Convenience

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  (860) 791-1920

  80 Averill Rd, Pomfret, CT 06259
• 

  

  /40

  $550,000

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

  815 Mashamoquet Rd, Pomfret Center, CT 06259

  Motivated seller! Bring an offer! 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

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 345-5906

  815 Mashamoquet Rd, Pomfret Center, CT 06259
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  /30

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,448 Sq Ft

  230 Cemetery Rd, Plainfield, CT 06374

  Welcome to this Charming and updated 3-bedroom, 1.5-bath split-level home offering comfort and convenience. With well-designed living space, this home has been thoughtfully improved with a newer roof, solar panels, refreshed deck, new doors, floors, bathroom and kitchen updates and so much more!!! Windows replaced in 2023 with a lifetime transferrable warranty. Well pump update in 2020 and a

  

  Tina Lajoie

  William Raveis Real Estate

  (860) 419-2726

  230 Cemetery Rd, Plainfield, CT 06374
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  /12

  $800,000

  • Land
  • 153 Acres
  • $5,229 per Acre

  Lot 0 Kozey Rd, Eastford, CT 06242

  Tranquil 153-Acre Parcel Abutting Natchaug & Yale Forests - A Rare Opportunity in Nature's Embrace Discover a breathtaking 153-acre parcel of unspoiled land offering unmatched peace, privacy, and natural beauty. Nestled in the quiet corner of the Last Green Valley in Connecticut's countryside, this extraordinary property directly borders both Natchaug State Forest, Yale Forest and the Old

  

  Elizabeth Scranton

  Kazantzis Real Estate, LLC

  (860) 846-3950

  Lot 0 Kozey Rd, Eastford, CT 06242
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  /5

  $225,000

  • Land
  • 3.86 Acres
  • $58,290 per Acre

  00 Mashamoquet Rd, Pomfret, CT 06259

  Approved, shovel ready Commercial Building Site. Part of a 15.9 acre 3 Lot approved subdivision. This is Lot #3.02 It has 3.86 acres. Boarders the popular Airline State Park Trail in Back. It is directly on US Route 44. Just after the Commercial Property owned by Centerville Bank. Zoned Village Commercial. Ideal for Retail Centers & Strip Malls. Drive-Thru, Restaurants, Cafe', Chains, Grocery

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  (860) 579-6685

  00 Mashamoquet Rd, Pomfret, CT 06259
• 

  

  /30

  $449,000

  • 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

  

  Sharon Watson Stokland

  List N Show LLC

  (860) 792-3716

  102 Krapf Rd, Ashford, CT 06278
• 

  

  /34

  $315,000 New Construction

  • 1 Bed
  • 1.5 Baths
  • 1,167 Sq Ft

  6 Nahaco Hill Ln, Eastford, CT 06242

  Brand New Construction- Move in ready! Welcome to Nahaco Hills, a private community of 24 single family ranch homes with no age restrictions. This stunning new home is ready for its new owners! Step into bright, open-concept living filled with natural light and luxury vinyl plank floors throughout. The vaulted living room features a spacious storage closet and access to a composite deck, perfect

  

  Valerie MacNeil

  Kazantzis Real Estate, LLC

  (860) 718-4364

  6 Nahaco Hill Ln, Eastford, CT 06242
• 

  

  /19

  $895,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  36 Olde Meadow Rd, Woodstock, CT 06281

  TO BE CONSTRUCTED: Welcome to Eastwood Estates - Luxury Living in the Heart of Woodstock! Discover the elegance and tranquility of Eastwood Estates. If you're looking for privacy, this 1.92 acre lot borders open space with lovely stone walls. Modern Farmhouse home design is stunning with timeless curb appeal. Some exterior features: white clapboard siding, gabled dormers, and a welcoming covered

  

  Tina Lajoie

  William Raveis Real Estate

  (860) 407-5265

  36 Olde Meadow Rd, Woodstock, CT 06281
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  /24

  $459,900 New Construction

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

  14 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 December 2025! 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

  14 South St, Brooklyn, CT 06234
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  /40

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,979 Sq Ft

  69 N Bedlam Rd, Chaplin, CT 06235

  Opportunity knocking again! Prior buyer's financing fell through. Welcome to your New England Equestrian Trial Riders Dream property! Featuring a lovingly preserved and updated antique Cape Cod home, a 40x50' newer five-stall barn with heated tack room and workshop located on a country road with almost 6 private acres of picturesque fenced pasture land adjacent to over 200 acres of preserved land

  Tammy Lucier eXp Realty

  69 N Bedlam Rd, Chaplin, CT 06235
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  /10

  $50,000

  • Land
  • 0.71 Acre
  • $70,423 per Acre

  251 Park Rd, Putnam, CT 06260

  Seller financing is available on all of our properties. Low down payments, low monthly payments and no credit check. Everyone qualifies.Incredible opportunity awaits you with this great property in a sweet town. Nestled in a serene setting, this spacious parcel offers the perfect canvas for your dream home or investment project. Enjoy the charm of small-town living with easy access to

  LandCentral LandCentral LandCentral

  251 Park Rd, Putnam, CT 06260
• 

  

  /19

  $289,999

  • 6 Beds
  • 2 Baths
  • 1,904 Sq Ft

  144 Prospect Ave, Danielson, CT 06239

  PRICED DROPPED NOW SELLER IS BASICALLY GIVING IT AWAY GET IN THERE TODAY TO BE HOME FOR THE HOLIDAYS THERE IS STILL TIME!! Location is ideal just minutes from major highways, schools etc. Motivated Seller book your private tour today. Welcome to this great 2 family with many many updates. Brand new roof. Great commuter location. This family style setting 2 units side by side with 3 bedrooms 1

  KAREN MILHEM Media Realty Group, Inc.

  144 Prospect Ave, Danielson, CT 06239
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  /5

  $75,000

  • Land
  • 1.47 Acres
  • $51,020 per Acre

  0 Plainfield Pike, Plainfield, CT 06374

  1.47 acres of vacant land conveniently located! Driveway has been dug out and crush stone laid. Your opportunity awaits! Site plan was done in the past by an Engineer. Previously approved building lot, expired 3/20/23.Driveway work done in 2023. Last Perc test done in 2004.

  Skyla Gagnon RE/MAX Bell Park Realty

  0 Plainfield Pike, Plainfield, CT 06374
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  /40

  $975,000

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

  180 Jericho Rd, Pomfret Center, CT 06259

  A one of a kind stunning Contemporary Ranch custom built by the current owners! Set on a level 17 acre lot that has been partially cleared for recreational activities & built-in heated pool. This home is a private, quiet sanctuary for you and yours! The exterior has aggregate bricks that sparkle in the sun, limestone sills/steps, & vinyl siding in sides/back. The home was designed with an open

  Armand Colello Executive Real Estate Inc.

  180 Jericho Rd, Pomfret Center, CT 06259
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  /37

  $1,700,000

  • 7 Beds
  • 5 Baths
  • 4,283 Sq Ft

  90-94 & 93 Upton Rd, Ashford, CT 06278

  Welcome to one of the most extraordinary and locally adored estates in Eastern Connecticut-nearly 300 acres of rolling fields, woodlands, and historic charm offered as a single, unmatched property. Privately set along a quiet, town-maintained dirt road, this expansive estate combines 93 and 90-94 Upton Road into a rare opportunity for legacy ownership. The centerpiece is a breathtaking

  Nicole Gleason CR Premier Properties

  90-94 & 93 Upton Rd, Ashford, CT 06278
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  /19

  $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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  /35

  $459,900

  • 3 Beds
  • 2 Baths
  • 2,414 Sq Ft

  87 S Brook Rd, Hampton, CT 06247

  Discover the perfect blend of space, privacy, and potential in this young home offering over 2,400 square feet of flexible living. While the town card lists three bedrooms, this home features two additional flex rooms ideal for guest space, home offices, playrooms, hobby rooms or additional bedrooms - whatever suits your needs. Enjoy a massive family/living room that's perfect for entertaining, a

  Amy Therrien The Neighborhood Realty Group

  87 S Brook Rd, Hampton, CT 06247
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  /4

  $134,900

  • 3 Beds
  • 2 Baths
  • 1,141 Sq Ft

  5 Woods Way Unit WOOD005, Windham, CT 06256

  Welcome to Stonegate Manor, an all-age active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, beautiful, 2025 3 bed, 2 bath home for sale featuring 1141.52 sq ft of beautifully designed living space. Located in North Windham. Step inside to find an open-concept floor plan, hardwood floors, high ceilings and natural light. The kitchen boasts

  Jude Gray Stonegate Manor

  5 Woods Way Unit WOOD005, Windham, CT 06256
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  /34

  $647,000

  • 3 Beds
  • 3 Baths
  • 2,546 Sq Ft

  48 Wrights Crossing Rd, Pomfret Center, CT 06259

  A rare investment opportunity in Pomfret Center, 48 Wrights Crossing Road blends historic New England architecture with reliable modern systems and strong income potential. This fully remodeled three-family residence offers three stylish, furnished apartments ideal for flexible leasing or owner-occupancy with rental income. Major updates include a newer roof, HVAC, plumbing, electrical, and

  Jennie Kesselman Berkshire Hathaway NE Prop.

  48 Wrights Crossing Rd, Pomfret Center, CT 06259
• 

  

  /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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  /2

  $249,900

  • Land
  • 0.8 Acre
  • $312,375 per Acre

  35 S Main St, Brooklyn, CT 06234

  Bring your ideas for this commercial lot, centrally located in a high traffic area located right off route 6. Was previously approved for a 4800 sq.ft. retail/office building with two cutouts as an entrance/exit. Several options for commercial use such as retail shopping, office space, farmers market, restaurant, and more in the zoning regulations.

  Andrew Kausch Kazantzis Real Estate, LLC

  35 S Main St, Brooklyn, CT 06234
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  /24

  $379,900

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  123 Ashford Rd Unit 1, Eastford, CT 06242

  BEAUTIFUL COUNTRY Stand Alone CONDO in a 8 LOT subdivision with WRAP AROUND farmers porch. OPEN FLOOR plan with TILED flooring throughout. CHERRY cabinets, STAINLESS appliances (conveying) and GRANITE counters open to SPACIOUS living room w/ LARGE bright windows. 1 st floor bedroom and full bathroom w/ GLASS shower, GRANITE vanity and washer & dryer area (conveying). HARDWOOD stairs lead to upper

  Christine Johnson RE/MAX One

  123 Ashford Rd Unit 1, Eastford, CT 06242
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  /25

  $549,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft

  153 Bluebird Ln, Brooklyn, CT 06234

  *151 RT-205 Brooklyn CT* will get you close to subdivision. Brooklyn's FINEST subdivision now offers this one of a kind RANCH style home. The luxurious build is like no other, high end products are used throughout. Attention to detail through each step, put together by local luxury builder. 3 bed, 2 baths, MAIN floor laundry! The cathedral ceiling runs front to back in the living/dining area,

  Mark Tetreault, II RE/MAX Bell Park Realty

  153 Bluebird Ln, Brooklyn, CT 06234
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  /34

  $440,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft

  10 School Street Extension, Plainfield, CT 06374

  Beautiful new-construction raised ranch located on a quiet dead-end street overlooking the river. This bright and modern home features an open floor plan with a stunning kitchen complete with granite countertops, stainless steel appliances, and plenty of cabinet space. The main level offers three large bedrooms, including a spacious primary suite with its own full bath. The finished lower level

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  10 School Street Extension, Plainfield, CT 06374
• 

  

  /30

  $38,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  3 Terrace Dr, Plainfield, CT 06374

  Halfway done renovating. Stills needs some things: Wiring Insulation Drywall Ceilings Kitchen Skirting installed. Very large lot, off street parking fits 3 cars. Must be approved by park. Very quite and peaceful area.

  Steven Koleno BEYCOME OF FLORIDA LLC

  3 Terrace Dr, Plainfield, CT 06374
• 

  /2

  $139,000

  • Land
  • 12.1 Acres
  • $11,488 per Acre

  0 Hampton Rd Unit 170523717, Chaplin, CT 06235

  12.1 acre lot with frontage on Route 6 and Cross Road. Button Ball Brook runs through property. Could be a great home site, or potential commercial development with zone change. Rolling hills of gravel, mostly wooded.

  David Mieczynski National Realty Advisors LLC

  0 Hampton Rd Unit 170523717, Chaplin, CT 06235
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  /40

  $545,000

  • 3 Beds
  • 2 Baths
  • 1,930 Sq Ft

  414 Canterbury Rd, Brooklyn, CT 06234

  New Price Improvement. Motivated Seller! Come visit and fall in love with the possibilities. This property must be seen to be fully appreciated. Prepare to be enchanted & immersed in nature. Here is your opportunity to own property on Blackwell Brook. This sprawling ranch sits on 6.18 acres. Built to last & adorned with shelves & built in's.The main bedroom has it's own full bathroom, built in

  Jennifer Metivier Diversified Real Estate, LLC

  414 Canterbury Rd, Brooklyn, CT 06234
• 

  

  /40

  $569,000

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft

  23 Little Bungee Hill Rd, Woodstock Valley, CT 06282

  The pictures really tell the story with this one. Down a quiet road on a 1.22 acre lot within sight of Lake Bunggee, this 2160 sq ft, 4 Br, 2 Ba home has been rebuilt from the floor joists up. Rich with custom touches and all new electrical, plumbing, insulation, roofing, etc. Pull up the double wide driveway (paved in 2023) to a two car garage (575 sq ft, plus loft), where you'll never get

  Alan Berman Signature Properties of NewEng

  23 Little Bungee Hill Rd, Woodstock Valley, CT 06282
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  /24

  $435,000

  • 3 Beds
  • 2 Baths
  • 1,832 Sq Ft

  11 Stone House Dr, Plainfield, CT 06374

  In the Highland Court subdivision off of High Street, you'll find this lovely Cape Cod (a one-owner home built in 2017). Gorgeous new homes are currently under construction in this limited cul-de-sac neighborhood. The home offers a flexible floorplan. On the upper level, you'll find 2 generously-sized bedrooms and a full bath. On the main level, you'll find a beautiful dining room adjacent to the

  Joan Casey RE/MAX Legends

  11 Stone House Dr, Plainfield, CT 06374
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  /32

  $475,000

  • 3 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  56 Laurel Hill Dr, Woodstock Valley, CT 06282

  Charming 3-Bedroom Home on Double Lot - Lake Bunggee Waterfront Access! Discover the potential of this charming 3-bedroom home nestled in the heart of Connecticut's Quiet Corner, just steps from beautiful Lake Bunggee. Set on a spacious double lot, this property is waiting for your personal touches-bring your tools and imagination to make it your own! Enjoy lake life year-round with a walk-out

  Vivian Kozey CR Premier Properties

  56 Laurel Hill Dr, Woodstock Valley, CT 06282
• 

  

  /40

  $599,900

  • 5 Beds
  • 4 Baths
  • 24,256 Sq Ft

  26 Main St, Thompson, CT 06255

  Fully approved 40 unit apartment project! Here is your opportunity to repurpose the former St. Joseph's school into much needed housing. This project is building permit ready with complete drawings, zoning approval, tax/assessor approval, along with environmental documentation being complete as well. This 24,000 brick/masonry building has great bones having been bult just in 1959. Sitting on 2.44

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  26 Main St, Thompson, CT 06255
• 

  

  /6

  $409,000

  • Land
  • 45 Acres
  • $9,089 per Acre

  Unlisted Address

  Do not miss out on the opportunity to own 45 acres in Killingly! Nestled along rural Cook Hill Rd, this stunning lot offers privacy and convenience. This raw classic New England land offers beautiful mature trees, stone walls, and a small stream. Convenient location just minutes away from i395, Route 6, shopping plazas, restaurants, and convenience stores. Come explore the endless opportunities

  Joseph Bonneau eXp Realty

  Unlisted Address
• 

  /2

  $75,000

  • Land
  • 8.5 Acres
  • $8,824 per Acre

  43 Fall Brook Rd, Danielson, CT 06239

  lovely 8.5 acre lot buildable, raw land

  Ned Murtha Coastal Properties Group

  43 Fall Brook Rd, Danielson, CT 06239
• 

  /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
• 

  

  /24

  $354,900

  • 5 Beds
  • 3.5 Baths
  • 2,496 Sq Ft

  385 Hampton Rd, Chaplin, CT 06235

  Set on a private 25-acre lot, this spacious Colonial-style home offers the perfect blend of flexibility, comfort, and convenience. The main level features a bright living room with a fireplace, hardwood floors, a large kitchen, 3 bedrooms, and 2 full bathrooms, including a primary suite with its own bath. The attached in-law unit provides an ideal setup for extended family or guests, offering its

  Jolanta Rojek eXp Realty

  385 Hampton Rd, Chaplin, CT 06235
• 

  /2

  $180,000

  • Land
  • 17.36 Acres
  • $10,369 per Acre

  0 Boston Turnpike, Eastford, CT 06242

  17.3 wooded acres in a rural Eastford location right on Route 244. The property features a stone wall and ample space to build your dream home. Quiet setting, convenient to nearby towns and amenities. A great opportunity to build in a peaceful country area.

  Nicole Gleason CR Premier Properties

  0 Boston Turnpike, Eastford, CT 06242

Showing Results 1 - 40, Page 1 of 7