Windham County CT Homes for Sale

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  /27

  $285,000

  • 2 Beds
  • 1 Bath
  • 1,125 Sq Ft

  28 Oak Dr, Woodstock Valley, CT 06282

  LAKE LIFE IN WOODSTOCK. This charming year-round home in Woodstock, CT, offers a unique opportunity to embrace a peaceful lake lifestyle. Built in 1955, the residence sits on a generous 1.1-acre multi-tiered lot, providing ample privacy and seasonal lake views. KEY FEATURES: Deeded Beach Rights: Enjoy direct access to Bungee Lake with deeded beach rights, including access to association beaches

  Donna Copeland William Raveis Real Estate

  28 Oak Dr, Woodstock Valley, CT 06282
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  /28

  $400,000

  • 4 Beds
  • 1.5 Baths
  • 1,582 Sq Ft

  171 David Cir, Putnam, CT 06260

  Welcome to this warm and inviting four bedroom one and a half bath, raised ranch, proudly cared for by its original owners for more than half a century. Set on a beautifully landscaped lot, this home radiates pride of ownership. Step inside to discover updated flooring throughout the main living areas (2024). Replacement windows with a lifetime warranty fill the space with natural light and offer

  Valerie MacNeil Kazantzis Real Estate, LLC

  171 David Cir, Putnam, CT 06260
• 

  

  

  /40

  $749,000

  • 2 Beds
  • 2 Baths
  • 1,855 Sq Ft

  60 Indian Spring Rd, Woodstock, CT 06281

  This lakefront year-round property is available on the desirable Witches Woods Lake, a 70-acre private lake in the quiet corner of northeast Connecticut. This quiet lake allows boating, swimming, kayaking, and offers an approximate 2.5-mile walking loop around the lake. The summer enjoyment of this home is endless, with stunning views of sunrises and sunsets from the wall of windows overlooking

  Lindsey L. Niarhakos RE/MAX One

  60 Indian Spring Rd, Woodstock, CT 06281
• 

  

  

  /20

  $369,999

  • 2 Beds
  • 2 Baths
  • 1,908 Sq Ft

  80 Ventura Dr, Brooklyn, CT 06234

  Welcome to this nicely maintained 2-bedroom, 2-full-bath raised ranch offering comfort, space, and convenience! Located in a desirable neighborhood with city water and sewer, this home features an open main level with a spacious living room, an eat-in kitchen, and two generously sized bedrooms. The finished walk-out lower level provides a perfect extra space-ideal for a family room, home office,

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  80 Ventura Dr, Brooklyn, CT 06234
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  /33

  $399,000

  • Land
  • 23 Acres
  • $17,393 per Acre

  612 Cook Hill Rd, Killingly, CT 06239

  Pristine High Vista Land: As you drive through the gated entrance up the winding drive, take in the flora and fauna. This magnificent building lot lends itself to an abundance of opportunities such as solar and wind power to comfortably live off grid. Located in the corner of CT-RI-MA (the Quiet Corner) of Northeast CT. Perfect location for the kings castle. This Mashentuck mountain top is 600ft

  Ron Sweet Kazantzis Real Estate, LLC

  612 Cook Hill Rd, Killingly, CT 06239
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  /18

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft

  552 Squaw Rock Rd, Moosup, CT 06354

  Private, set back from road, wooded 6+ acre lot with great views from rear deck and balcony off of primary bedroom! LARGE updated white kitchen with granite counters and appliances included, with dining area. LVP floors throughout first floor. First floor bedroom, full bath with jetted tub, separate shower & double sinks. Fpd living room that currently houses a stove (sold as is). Interior is

  Michelle Pivin Kazantzis Real Estate, LLC

  552 Squaw Rock Rd, Moosup, CT 06354
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  /28

  $289,900

  • 3 Beds
  • 1 Bath
  • 1,350 Sq Ft

  34 Pleasant St, Plainfield, CT 06374

  NOTE: Units are priced to sell! These newly renovated units will not last!

  Benjamin Carbone Lamacchia Realty

  34 Pleasant St, Plainfield, CT 06374
• 

  

  /40

  $443,000

  • 2 Beds
  • 2.5 Baths
  • 1,430 Sq Ft

  4 Bluebird Ln Unit 4, Dayville, CT 06241

  Welcome to Eagle Ridge Estates, a quiet, well-maintained community. This beautifully designed 2 bedroom, 2.5 bath ranch style condo offers refined comfort, flexible space, and open concept living. The living room features vaulted ceilings, a custom gas fireplace that serves as a warm focal point and hardwood floors. The kitchen includes updated appliances, abundant cabinets, granite countertops,

  Valerie MacNeil Kazantzis Real Estate, LLC

  4 Bluebird Ln Unit 4, Dayville, CT 06241
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  /40

  $299,000

  • 6 Beds
  • 2 Baths
  • 2,981 Sq Ft

  87 North St, Willimantic, CT 06226

  TWO HOUSES ON ONE PROPERTY! This unique investment opportunity at 87-89 North Street in Willimantic, CT, presents a compelling proposition for investors. The property comprises TWO single-family homes situated on a single lot, each with its own driveway and access to a large garage located conveniently on the front house's driveway. The rear house, a charming 1,224 square-foot dwelling,

  Toni Iandoli William Pitt Sotheby's Int'l

  87 North St, Willimantic, CT 06226
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  /40

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 4,538 Sq Ft

  89 John Perry Rd, Eastford, CT 06242

  Welcome to the Benjamin Bosworth House, affectionately known locally as "The Castle." This extraordinary Federal-style home, Circa 1796, blends timeless craftsmanship with historic character. Set on 3 private acres, this 4,538 sq ft estate features 4 bedrooms, 2.5 baths, and 11 fireplaces across a thoughtfully designed layout. Notable architectural details include hand-carved mantels, doors, and

  Mary Collins Berkshire Hathaway NE Prop.

  89 John Perry Rd, Eastford, CT 06242
• 

  

  /40

  $725,000

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

  310 S Bigelow Rd, Hampton, CT 06247

  Welcome to this beautiful Colonial home built in 1738 with a 3 story addition added in 1987. This home has been well maintained and carefully updated. A perfect blend of antique charm and today's modern conveniences. The first floor offers a large modern eat in kitchen, formal dining room with a fireplace, large living room with a fireplace, den/sitting room with a fireplace, study, laundry room

  Mark Benard Brunet and Company Real Estate

  310 S Bigelow Rd, Hampton, CT 06247
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  /25

  $279,900

  • 3 Beds
  • 1.5 Baths
  • 1,429 Sq Ft

  34 Pleasant St Unit 8, Plainfield, CT 06374

  NOTE: Units are priced to sell! These newly renovated units will not last!

  Benjamin Carbone Lamacchia Realty

  34 Pleasant St Unit 8, Plainfield, CT 06374
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  /25

  $249,900

  • 3 Beds
  • 1.5 Baths
  • 1,259 Sq Ft

  34 Pleasant St Unit 7, Plainfield, CT 06374

  NOTE: Units are priced to sell! These newly renovated units will not last! Located within 5 minutes of the Amazon and Uline facilities.

  Benjamin Carbone Lamacchia Realty

  34 Pleasant St Unit 7, Plainfield, CT 06374
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  /24

  $229,900

  • 2 Beds
  • 1 Bath
  • 1,215 Sq Ft

  34 Pleasant St Unit 6, Plainfield, CT 06374

  NOTE: Units are priced to sell! These newly renovated units will not last!

  Benjamin Carbone Lamacchia Realty

  34 Pleasant St Unit 6, Plainfield, CT 06374
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  /24

  $254,900

  • 2 Beds
  • 1 Bath
  • 1,343 Sq Ft

  34 Pleasant St Unit 5, Plainfield, CT 06374

  NOTE: Units are priced to sell! These newly renovated units will not last!

  Benjamin Carbone Lamacchia Realty

  34 Pleasant St Unit 5, Plainfield, CT 06374
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  /25

  $284,900

  • 3 Beds
  • 1 Bath
  • 1,314 Sq Ft

  34 Pleasant St Unit 4, Plainfield, CT 06374

  NOTE: Units are priced to sell! These newly renovated units will not last!

  Benjamin Carbone Lamacchia Realty

  34 Pleasant St Unit 4, Plainfield, CT 06374
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  /23

  $239,900

  • 2 Beds
  • 1 Bath
  • 1,188 Sq Ft

  34 Pleasant St Unit 3, Plainfield, CT 06374

  NOTE: Units are priced to sell! These newly renovated units will not last!

  Benjamin Carbone Lamacchia Realty

  34 Pleasant St Unit 3, Plainfield, CT 06374
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  /6

  $22,000

  • Land
  • 1.05 Acres
  • $20,952 per Acre

  40 S Prospect St, Putnam, CT 06260

  Buildable Lot! 1.05 Acres in Windham, CT - R-7 Zoning = Mobile, Modular, or Multi-Family Allowed - Power at Street - No HOA - Road Access! Located minutes from downtown Putnam and just under an hour to Hartford, Worcester, and Providence-offering rural charm with urban convenience. Daily essentials like schools, groceries, gas, restaurants, and healthcare are within 10 minutes. Gently sloped

  Derek Greene Derek Greene

  40 S Prospect St, Putnam, CT 06260
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  /26

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  80 John MacK Rd, Hampton, CT 06247

  Beautiful 2 year old log home on almost 20 ACRES in pleasant rural, private location. Large front porch for your favorite rocking chairs, or enjoy a cookout on your private back deck. Plenty of wildlife to observe as you enjoy almost 20 acres of open and lightly wooded land. The open floor plan welcomes you with a warm wood stove. Kitchen/Dining and living room offer great entertaining space and

  Cathy Duprey Duprey Real Estate, LLC

  80 John MacK Rd, Hampton, CT 06247
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  /19

  $140,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  20 Connecticut Dr, Plainfield, CT 06374

  Cute Ranch style home with nice vaulted ceilings, large double sliders on the front to let in loads of natural light! 2 bedrooms, 2 bathrooms, 2 very nicely sized walk in closets. Property on Lot Lease through Summertime Properties, LLC $450 PER/Month.

  Justin Cote Compass Connecticut, LLC

  20 Connecticut Dr, Plainfield, CT 06374
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  /37

  $674,000

  • 2 Beds
  • 2 Baths
  • 1,338 Sq Ft

  72 Lake View Dr, Woodstock, CT 06281

  ***MOTIVATED SELLER***Welcome to your summer getaway or year-round oasis. This 2-bedroom 2- bathroom updated lake front retreat will have you feeling right at home no matter what season. Enjoy sunset cruises on your pontoon boat, the stunning views and colors in the fall and let's not forget ice fishing in the winter. This home has been completely renovated inside and out. Entering on the main

  Alexcia Merritt RE/MAX Bell Park Realty

  72 Lake View Dr, Woodstock, CT 06281
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  /40

  $449,900

  • 3 Beds
  • 1.5 Baths
  • 2,440 Sq Ft

  23 Hell Hollow Rd, Sterling, CT 06354

  Vacation at home. Fantastic home with amazing backyard. Open dining/living room combination with breakfast bar that leads out to a Trex deck that overlooks the pool, large patio area with fire pit, and horseshoe pit. First floor laundry in updated bathroom. Walkout finished lower level has massive family room, guest room, and 1/2 bath. Solar installed 3 years ago so many years of great savings

  Alexis Devlin Coldwell Banker Realty

  23 Hell Hollow Rd, Sterling, CT 06354
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  /12

  $249,900

  • Land
  • 12 Acres
  • $21,178 per Acre

  634 Parcel A 5 Mile River Rd, Putnam, CT 06260

  Discover the beauty and serenity of this remarkable 11.8-acre parcel in scenic East Putnam. Highlighted by a stunning 2-acre pond, this property features over 1,300 feet of road frontage and offers a unique blend of natural beauty and thoughtful environmental stewardship. The pond and surrounding wetland ecosystem have been meticulously restored to a healthy, thriving habitat, including invasive

  Jared Meehan RE/MAX Bell Park Realty

  634 Parcel A 5 Mile River Rd, Putnam, CT 06260
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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.

  80 Averill Rd, Pomfret, CT 06259
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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.

  00 Mashamoquet Rd, Pomfret, CT 06259
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  /37

  $559,000

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

  101 Child Hill Rd, Woodstock, CT 06281

  Welcome to this beautiful & idyllic colonial, sitting off of Woodstock Hill! The views are outstanding! This home is known as the " White House" by the locals and in walking distance to the Academy!Drive up the long paved driveway and walk up the stairs to an expansive NEW TREX decking overlooking the countryside. Step inside the remodeled kitchen where you have an inset window seat, with higher

  Skyla Gagnon RE/MAX Bell Park Realty

  101 Child Hill Rd, Woodstock, CT 06281
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  /36

  $575,000

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

  104 Pulpit Rock Rd, Woodstock, CT 06281

  This 4 Bedroom 2.5 bath meticulously maintained Colonial style home offers a seamless blend of classic charm and modern comfort creating an inviting and functional living environment. High ceilings and abundant natural light illuminate the rich engineered wood floors and detailed crown molding throughout. Enjoy this beautiful kitchen featuring custom Brunarhans cabinetry and granite countertops,

  Belinda Culp Berkshire Hathaway NE Prop.

  104 Pulpit Rock Rd, Woodstock, CT 06281
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  /13

  $149,000

  • Land
  • 2.97 Acres
  • $50,168 per Acre

  597 E Thompson Rd Unit Lot 10C, Thompson, CT 06277

  Prime 2.97-Acre Lot with underground utilities & Approved Plans in beautiful Thompson, CT. Discover the perfect blend of privacy, convenience, and readiness with this approximately 2.97-acre parcel in the peaceful town of Thompson, Connecticut. This exceptional lot comes equipped with underground electric already in place, within an approved subdivision plan, and engineered septic plans in

  The Schlesman Realty Group ERA Key Realty Services

  597 E Thompson Rd Unit Lot 10C, Thompson, CT 06277
• 

  

  /3

  $85,000

  • Land
  • 1.87 Acres
  • $45,455 per Acre

  18 Ledge Hill Rd, Sterling, CT 06377

  Land was approved for a 3 bedroom home in 2004 - please do your due diligence with the town. Beautiful country lot that is high and dry to build your dream home. 4.5 Miles to 395 and close to RI line. 617Ft of road frontage.

  Christine Johnson RE/MAX One

  18 Ledge Hill Rd, Sterling, CT 06377
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  /39

  $1,986,000

  • 4 Beds
  • 3.5 Baths
  • 5,104 Sq Ft

  175 Pulpit Rock Rd, Woodstock, CT 06281

  A once-in-a-generation opportunity. Please visit this stunning Georgian estate situated on 55 hilltop acres in desirable Woodstock, CT. Enjoy breathtaking long views all the way to Rhode Island! A few of the exceptional assets offered include an elegant in-law apartment, a large 6 stall horse barn with office, an inviting in-ground pool, and 25 acres of fenced open pasture. As you approach the

  John Downs Berkshire Hathaway NE Prop.

  175 Pulpit Rock Rd, Woodstock, CT 06281
• 

  

  /13

  $330,000

  • 5 Beds
  • 2 Baths
  • 2,200 Sq Ft

  9 Ann St, Willimantic, CT 06226

  2 family house on a quiet street. First floor is a 2 bed 1 bath with hardwood floors throughout. Direct access to their side of the basement. Front foyer, eat in kitchen, living room. Second unit is the 2nd floor & 3rd floor and open, perfect for owner occupied multifamily. 2 bedrooms on the upper level with new carpet. Kitchen, dining room, living room, bathroom and 1 bedroom on the second floor

  david breau eXp Realty

  9 Ann St, Willimantic, CT 06226
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  /7

  $1,100,000

  • Land
  • 22 Acres
  • $49,796 per Acre

  36 Plainfield Pike, Plainfield, CT 06374

  Strategically located just 650 feet off I-395, this 22+ acre site offers outstanding visibility with potential signage exposure directly from the highway. Over 750 feet of frontage and access to city water, sewer, and natural gas, the property presents a prime opportunity for development. Ideal for retail, hotel, gas station, storage, or other commercial uses. Industrial Sector: Plainfield is

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  36 Plainfield Pike, Plainfield, CT 06374
• 

  

  /3

  $65,000

  • Land
  • 6 Acres
  • $11,344 per Acre

  0 Reilly Rd, Hampton, CT 06247

  Discover this stunning parcel of land in the heart of Hampton, CT, offering extensive frontage on both Reilly Road and Windham Road. Defined by classic New England stone walls, the property is nestled in a serene and private setting-your own peaceful oasis-yet remains conveniently close to major routes and everyday essentials. Whether you're looking to build your dream home or invest in a quiet

  Andrew Bruce Lamacchia Realty

  0 Reilly Rd, Hampton, CT 06247
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  /5

  $85,000

  • Land
  • 1.47 Acres
  • $57,823 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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  /35

  $459,900

  • 3 Beds
  • 2 Baths
  • 1,423 Sq Ft

  180 Tripp Hollow Rd, Brooklyn, CT 06234

  Brand new raised ranch is complete and ready for occupancy! Excellent Brooklyn location. Great 5.75 acre rear lot, with lots of privacy and room to enjoy the outdoors. Main level features a bright open kitchen, dining and great room area with vaulted ceiling. Custom kitchen with island and farmer's sink, dining area with large window looking out to private wooded yard, sliders to back deck.

  Barbara Diaz RE/MAX Bell Park Realty

  180 Tripp Hollow Rd, Brooklyn, CT 06234
• 

  

  /31

  $454,900

  • 3 Beds
  • 2 Baths
  • 1,423 Sq Ft

  178 Tripp Hollow Rd, Brooklyn, CT 06234

  Brand new raised ranch in Brooklyn is complete, and ready for occupancy! Lovely 2.53 acre rear lot, with lots of privacy and room to enjoy the outdoors. Main level features a bright open kitchen, dining and great room area with vaulted ceiling. Custom kitchen with island and farmer's sink, dining area with large window looking out to private wooded yard, sliders to back deck. Primary bedroom has

  Barbara Diaz RE/MAX Bell Park Realty

  178 Tripp Hollow Rd, Brooklyn, CT 06234
• 

  

  /18

  $127,500

  • 2 Beds
  • 1 Bath
  • 790 Sq Ft

  270 S Windham Rd Unit 63, Willimantic, CT 06226

  Welcome to 270 S Windham Road in Willimantic, CT! This beautifully updated first-level condo offers the perfect blend of comfort and convenience. Ideal for first-time buyers, downsizers, or investors, this well-maintained unit features modern finishes and a thoughtfully designed layout. Step inside to discover a bright, freshly painted living space with newer flooring and stylish updated

  Mary Mercer Executive Real Estate Inc.

  270 S Windham Rd Unit 63, Willimantic, CT 06226
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  /32

  $499,000

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

  56 Laurel Hill Dr, Woodstock Valley, CT 06282

  Just in time for the warm weather! This charming 3-bedroom home is waiting for you to add your personal touches! Nestled in a quiet corner of Northeast CT on beautiful Lake Bunggee, this double lot property offers comfort, space and the perks of lake life. The home features 3 bedrooms, a finished walk-out basement, a 2-car garage and an attached sunroom--perfect for relaxing or entertaining with

  Vivian Kozey CR Premier Properties

  56 Laurel Hill Dr, Woodstock Valley, CT 06282
• 

  

  /29

  $475,000

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

  11 Stone House Dr, Moosup, CT 06354

  Built in 2017, this beautifully maintained home offers comfort and timeless style in an extremely desirable neighborhoods. Three spacious bedrooms, including the primary suite on the main level with huge walk in closet. Two additional bedrooms are located on the upper level great for family and guests. This home has a tremendous amount of quality finishes with a gormet kitchen that opens up to

  Nicole Garbutt RE/MAX Bell Park Realty

  11 Stone House Dr, Moosup, CT 06354
• 

  

  /4

  $90,000

  • Land
  • 3.36 Acres
  • $26,786 per Acre

  0 S Brook Rd Unit lot 4 24090331, Hampton, CT 06247

  Discover the perfect spot to build your dream home in the heart of quiet, picturesque Hampton. Surrounded by mature trees and classic New England Scenery, this 3.5 acre lot offers a serene, wooded setting with plenty of privacy. Approved building lot for septic and well. Owner of property is Ct Realtor

  Lisa Labadia Houlihan Lawrence WD

  0 S Brook Rd Unit lot 4 24090331, Hampton, CT 06247

Showing Results 161 - 200, Page 5 of 8