Homes for Sale near Housatonic Valley Regional High School

• 

  

  

  /39

  $2,745,000

  • 6 Beds
  • 3 Baths
  • 4,380 Sq Ft

  12 Popple Swamp Rd, Cornwall Bridge, CT 06754

  A rare and storied offering, the Colonel Dwight Wellington Pierce Farmstead is a distinguished circa 1830 Greek Revival residence listed on the State Registry of Historic Places. Perched on a rise with views of mountains, conserved land, and state forest, it blends heritage, natural beauty, and modern comfort. Spanning over 4,300 square feet, the main house features original moldings, wide-plank

  William Melnick Elyse Harney Real Estate

  12 Popple Swamp Rd, Cornwall Bridge, CT 06754
• 

  

  

  /19

  $450,000

  • Land
  • 19.01 Acres
  • $23,672 per Acre

  50 Popple Swamp Rd, Cornwall, CT 06754

  Tucked away off a peaceful country road in the charming hamlet of Cornwall Bridge, Connecticut, this secluded 19-acre parcel offers a rare opportunity to create a private haven in one of Litchfield County's most unspoiled corners. Gently wooded with 100-year-old pine trees and rich with natural character, the land provides the perfect canvas for your dream home-whether it's a custom-designed

  DeWayne A. Powell William Pitt Sotheby's Int'l

  50 Popple Swamp Rd, Cornwall, CT 06754
• 

  

  

  /39

  $1,125,000

  • 4 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  53 Upland Meadow Rd, Salisbury, CT 06068

  Welcome to Peony Hill. A Hilltop Haven in Lakeville Perched at the crest of a long, private drive this Lakeville retreat is where timeless sophistication meets everyday comfort. Fully renovated in 2020 with no detail overlooked, the home is equal parts refined and relaxed-a quiet triumph of thoughtful design and modern convenience. Step into the heart of the home: a stunning new kitchen outfitted

  Lenore Mallett William Pitt Sotheby's Int'l

  53 Upland Meadow Rd, Salisbury, CT 06068
• 

  

  

  /23

  $1,125,000

  • 3 Beds
  • 2.5 Baths
  • 2,565 Sq Ft

  3 W Mountain Rd, Sharon, CT 06069

  Welcome to 3 West Mountain Road, a meticulously renovated 3-bedroom, 2.5-bath home nestled just minutes from the charming Village of Sharon, CT. Spanning 1,995 square feet, this thoughtfully updated residence offers a rare blend of timeless craftsmanship and modern comfort-ideal for those seeking a peaceful full-time home or a stylish weekend escape in Litchfield County. Inside, custom white oak

  John Panzer Elyse Harney Real Estate

  3 W Mountain Rd, Sharon, CT 06069
• 

  

  

  /39

  $1,995,000

  • 5 Beds
  • 2.5 Baths
  • 3,425 Sq Ft

  56 Sharon Rd, Lakeville, CT 06039

  This distinguished 1880s Victorian residence in the heart of Lakeville village offers a masterful blend of period craftsmanship and contemporary luxury on 2.5 private acres. Located moments from both the town green and Lakeville Lake, this meticulously restored 5-bedroom estate presents refined living in one of Litchfield County's most sought-after locations. The welcoming wrap-around covered

  Elyse Morris Elyse Harney Real Estate

  56 Sharon Rd, Lakeville, CT 06039
• 

  

  /7

  $500,000

  • Land
  • 9.18 Acres
  • $54,466 per Acre

  10 Red Mountain Rd, Salisbury, CT 06039

  Nestled on a private road amid Salisbury's picturesque landscape, this 9.18-acre parcel presents a rare opportunity to craft your own secluded retreat. Enveloped by nature and bordered by open space, the land features rolling topography that offers both privacy and breathtaking views. Underground utilities are already in place, providing a seamless path from dream to development. Picture your

  John Harney William Pitt Sotheby's Int'l

  10 Red Mountain Rd, Salisbury, CT 06039
• 

  

  /22

  $2,300,000

  • 3 Beds
  • 2.5 Baths
  • 2,720 Sq Ft

  278 and 282 Farnum Rd, Salisbury, CT 06039

  SALMON KILL VALLEY - 147 ACRES Rarely does such a versatile and visually stunning property come to market. Located in a prime agricultural area with a history of productive use, this land offers a unique blend of farmland, open pastures, and wooded sections, all enriched by the Salmon Kill, a year-round stream. Spanning 147 acres of breathtaking terrain, this rare offering creates the perfect

  Elvia Gignoux William Pitt Sotheby's Int'l

  278 and 282 Farnum Rd, Salisbury, CT 06039
• 

  

  /35

  $1,050,000

  • 2 Beds
  • 2.5 Baths
  • 4,773 Sq Ft

  308 Main St, Lakeville, CT 06039

  Prime Opportunity in the Heart of Downtown Lakeville/Salisbury. A rare chance to own a distinguished Federal-era residence, seamlessly transformed into a versatile commercial space while maintaining the possibility of restoring it to a stately private home. Nestled in the vibrant center of Lakeville, this property blends historic charm with endless potential. Brimming with timeless character, the

  Evan Cooper Elyse Harney Real Estate

  308 Main St, Lakeville, CT 06039
• 

  

  /29

  $1,995,000

  • 4 Beds
  • 3.5 Baths
  • 3,105 Sq Ft

  200 Sharon Mountain Rd, Sharon, CT 06069

  Set on 7 private acres directly across from protected conservation land, this beautifully renovated home offers peaceful wooded views, exceptional privacy, and modern comfort in a prime Sharon location. Completed in 2024, the full-scale renovation brought new life and elegance to the property-earning it a recent feature in Litchfield County Magazine for its thoughtful craftsmanship and refined

  Elyse Morris Elyse Harney Real Estate

  200 Sharon Mountain Rd, Sharon, CT 06069
• 

  

  /27

  $408,000

  • 2 Beds
  • 1 Bath
  • 994 Sq Ft

  47 E Main St, Salisbury, CT 06068

  The key to this Hidden Charm is location, privately tucked away in a cozy area with in town access and bike path access, you have the option to venture to all the amenities offered close at hand. A cozy single level 2 bed, 1 bath, home on .67 acres has much for the owner with a vision. See the upside potential, resale value, and or rental value. Nestled in a desirable area of Salisbury, Ct. enjoy

  Roberta Green Elyse Harney Real Estate

  47 E Main St, Salisbury, CT 06068
• 

  

  /14

  $427,500

  • Land
  • 10.29 Acres
  • $41,545 per Acre

  77 Belgo Rd, Salisbury, CT 06039

  OWNER SAYS SELL! Tranquil 10.29-Acre, Shovel-Ready Building Site in the Heart of Lakeville. Discover a rarely available, serene parcel of wooded, subdividable land. Tucked away in a picturesque setting on Upper Farm Road, this gently sloping property offers the ideal canvas for your dream home-whether it's a charming cabin in the woods or a cutting-edge, energy-efficient Passive House. This

  DeWayne A. Powell William Pitt Sotheby's Int'l

  77 Belgo Rd, Salisbury, CT 06039
• 

  

  /40

  $3,170,000

  • 3 Beds
  • 3 Baths
  • 2,632 Sq Ft

  20 Kirk Rd, West Cornwall, CT 06796

  Welcome to "River Bend," a private oasis nestled along the picturesque Housatonic River. This fully renovated property provides a perfect blend of comfort, luxury, and natural beauty. Rebuilt from the ground up with meticulous attention to detail, the home showcases oak flooring, updated fixtures, and vaulted or elevated ceilings in every room, creating a warm and spacious atmosphere throughout.

  Tracy Macgowan Elyse Harney Real Estate

  20 Kirk Rd, West Cornwall, CT 06796
• 

  

  /23

  $405,000

  • 2 Beds
  • 2.5 Baths
  • 1,387 Sq Ft

  87 Canaan Rd Unit 2F, Salisbury, CT 06068

  Introducing: Florence. Welcome to the sought-after Lion's Head complex, where ease and elegance come together. As you enter this thoughtfully designed unit, a central staircase defines the space. To the left, the cozy living room features a wood-burning fireplace and custom built-ins-perfect for curling up on cool evenings. The kitchen is practical and open, connecting seamlessly to the living

  Elvia Gignoux William Pitt Sotheby's Int'l

  87 Canaan Rd Unit 2F, Salisbury, CT 06068
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  /32

  $795,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 2,240 Sq Ft

  341 Housatonic River Rd, Salisbury, CT 06068

  The Boyle house, circa 1886, is a charming Salisbury Ct antique with close proximity to the Housatonic River. This well sited colonial is light filled and charming. The main floor has a large and gracious living room with fireplace which leads to a formal dining room also with fireplace, a powder room and sunny kitchen; each room features original wide board floors. Separated from the main

  Mary Taylor William Pitt Sotheby's Int'l

  341 Housatonic River Rd, Salisbury, CT 06068
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  /4

  $350,000

  • Land
  • 12.18 Acres
  • $28,736 per Acre

  00 Old Homestead Ln, Kent, CT 06757

  Build your dream home at 17 Old Homestead Ln, South Kent in St. John's Peak. Set in the bucolic foothills of the Litchfield Hills, St Johns Peak is one of Connecticut's most bucolic enclaves. Enjoy unmatched tranquility and natural wonder on this sprawling and park-like 12+ acre property. Enjoy the beloved downtown of Kent to absorb the culture and natural beauty of Litchfield Hills and

  Jaime Richichi William Pitt Sotheby's Int'l

  00 Old Homestead Ln, Kent, CT 06757
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  /40

  $3,999,000

  • 8 Beds
  • 9 Baths
  • 8,072 Sq Ft

  1 Great Elm Dr, Sharon, CT 06069

  Enjoy estate living with the convenience and ease of a shared community. Amenities include a 70ft heated pool, tennis and separate paddle/pickle courts. Owned by a noteworthy family for over 100 years, this is a rare opportunity to reside in one of Sharon's most treasured properties. The home encompasses the majority of the original mansion and was thoroughly renovated in 2013 with tasteful

  Pels Matthews W. Raveis Lifestyles Realty

  1 Great Elm Dr, Sharon, CT 06069
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  /3

  $275,000

  • Land
  • 19.69 Acres
  • $13,966 per Acre

  0 Aspen Hill Dr, Falls Village, CT 06031

  Rare Dual Parcel Offering With Pond Views, Mountain Vistas & Estate Potential - An exceptional opportunity to own two adjoining parcels in Litchfield County, combining privacy, natural beauty, and development flexibility. Lot 10 features a former logging road, easily reopened to create a driveway to a scenic home site overlooking a peaceful pond and the surrounding mountain views. Lot 9 offers

  William Melnick Elyse Harney Real Estate

  0 Aspen Hill Dr, Falls Village, CT 06031
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  /32

  $795,000

  • 3 Beds
  • 2 Baths
  • 2,409 Sq Ft

  185 Route 63, Falls Village, CT 06031

  Enchanting Riverside Retreat in Falls Village Nestled along the banks of the Hollenbeck River, this contemporary home at 185 Route 63 offers a serene sanctuary where nature and architecture become one. With approximately a quarter-mile of river frontage, a large pond and extensive walking trails that meander through fields and woodlands this 18-acre property is a haven for tranquility and outdoor

  John Harney William Pitt Sotheby's Int'l

  185 Route 63, Falls Village, CT 06031
• 

  

  /3

  $350,000

  • Land
  • 24.32 Acres
  • $14,391 per Acre

  45 Aspen Hill Dr, Canaan, CT 06031

  Sunset Views - A partially cleared 24-acre parcel with a designated driveway area and a defined building envelope that captures western views of the valley and surrounding mountain range. With additional clearing, expansive views are possible. Utilities, including Eversource and cable/internet, are available at the road. The property is approved for a 5-bedroom septic system. Offering exceptional

  William Melnick Elyse Harney Real Estate

  45 Aspen Hill Dr, Canaan, CT 06031
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  /30

  $725,000

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

  17 Rhynus Rd, Sharon, CT 06069

  This well kept Sharon, CT home is one for the ages! From the stylish interior to the beautiful grounds, this property will grow on you and never disappoint. It's the perfect blend of tranquility and convenience - nestled in a serene setting and offering a peaceful retreat with the ease of being a short stroll from the local town amenities - shops, groceries, restaurants, even hiking. The

  David Mallison William Pitt Sotheby's Int'l

  17 Rhynus Rd, Sharon, CT 06069
• 

  

  /40

  $4,295,000

  • 4 Beds
  • 5 Baths
  • 4,838 Sq Ft

  39 Bunker Hill Rd, Salisbury, CT 06068

  Architectural Mountain View Estate on 39+ Acres and Infinity Pool Magnificent architectural gem showcases breathtaking Berkshire Mountain panoramas from nearly every room. Original hand-hewn beams and soaring ceilings with sophisticated entertaining spaces designed to maximize the spectacular sunrise vistas that define this exceptional Litchfield County estate. The thoughtfully designed main

  Elyse Morris Elyse Harney Real Estate

  39 Bunker Hill Rd, Salisbury, CT 06068
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  /7

  $150,000

  • Land
  • 10.59 Acres
  • $14,164 per Acre

  0 Railroad St, Cornwall, CT 06796

  Price reduction! Bring all offers. Discover the perfect canvas for your dream home in the heart of West Cornwall. This exceptional 10-acre parcel of land presents a rare opportunity to create a personalized retreat amidst the natural beauty of Connecticut. The property includes a designated building site and an approved septic plan, setting the stage for a seamless transition from vision to

  David Hurlburt William Pitt Sotheby's Int'l

  0 Railroad St, Cornwall, CT 06796
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  /9

  $399,999

  • Land
  • 20.15 Acres
  • $19,851 per Acre

  0 Stonewall Unit 39, Kent, CT 06757

  Desirable acreage within the scenic St Johns Peak in Kent! Under ground utilities, private road located at the end of culdesac

  Diane Carroll The Washington Agency

  0 Stonewall Unit 39, Kent, CT 06757
• 

  

  /35

  $3,225,000

  • 4 Beds
  • 2.5 Baths
  • 4,320 Sq Ft

  120 Lime Rock Rd, Salisbury, CT 06039

  Meticulously designed modern farmhouse set on 10.70 acres along one of Litchfield County's picaresque roads, featuring stunning views over protected land. This 2,880 sq ft light-filled home showcases natural materials and timeless architecture with an open floor plan organized around a commanding two-sided granite curbstone fireplace that unites the living room and chef's kitchen. The residence

  Tracy Macgowan Elyse Harney Real Estate

  120 Lime Rock Rd, Salisbury, CT 06039
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  /6

  $185,000

  • Land
  • 6.31 Acres
  • $29,319 per Acre

  4 Westwoods Road 2 Rd, Sharon, CT 06069

  A charming brook tumbles through this easy and slightly elevated wooded parcel with considerable road frontage in the quiet Westwoods Neighborhood. Located across from a large beaver pond to which the property's brook flows and where wildlife abounds, the setting is perfect to build one's dream house and enjoy all of what nature has in store in the North West Corner of Connecticut. This parcel

  Chris Garrity Bain Real Estate

  4 Westwoods Road 2 Rd, Sharon, CT 06069
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  /39

  $3,680,000

  • 5 Beds
  • 8 Baths
  • 5,005 Sq Ft

  65 Hammertown Rd, Salisbury, CT 06068

  The post-and-beam residence showcases soaring ceilings and expansive windows that frame the spectacular landscape while highlighting the architectural character throughout. Natural materials-including local woods, native stone, and artisanal steel elements-create a sophisticated dialogue between interior spaces and the surrounding countryside. The heart of the main level features a grand Great

  Elyse Morris Elyse Harney Real Estate

  65 Hammertown Rd, Salisbury, CT 06068
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  /12

  $2,150,000

  • Land
  • 57.86 Acres
  • $37,159 per Acre

  0 Under Mountain Rd, Salisbury, CT 06068

  'The Secret Field' - High Open Pasture with Views Set Way Back From Road. Property is a Mix of Light Woods & Open Grassland with Wonderful Eastern & Southern Views. Small Stream. 5 Min to the Village of Salisbury CT. Abuts Major Estates & Larger Parcels.

  Graham Klemm Klemm Real Estate Inc

  0 Under Mountain Rd, Salisbury, CT 06068
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  /18

  $895,000

  • Land
  • 40.16 Acres
  • $22,286 per Acre

  0 Spooner Hill Rd Unit 24077524, Kent, CT 06785

  Beautiful land! Discover a rare opportunity to own over 40 acres of pristine land in the picturesque Litchfield Hills, just waiting for your vision. This expansive property features beautiful old stone walls, lush woodlands, and a combination of level and gently rolling terrain-perfect for a variety of uses. Imagine building your dream estate, starting a gentleman's farm, or creating an

  Patricia Guarantano William Pitt Sotheby's Int'l

  0 Spooner Hill Rd Unit 24077524, Kent, CT 06785
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  /5

  $340,000

  • Land
  • 5.5 Acres
  • $61,818 per Acre

  00 Upper Kent Hollow Rd, Kent, CT 06757

  Approximately 5.5 acres in south Kent. This is a top location abutting major estates and just minutes to the state beach at Lake Waramaug and the Lake Waramaug County Club (beach, tennis, golf, clubhouse dining). This property is equi-distant between the charming villages of Kent, New Preston and Washington. Bring your architect and build your dream. 1 hour 45 minutes to NYC. Offer is subject to

  Stacey Matthews W. Raveis Lifestyles Realty

  00 Upper Kent Hollow Rd, Kent, CT 06757
• 

  

  /40

  $5,450,000

  • 5 Beds
  • 7 Baths
  • 6,261 Sq Ft

  11 Valley Rd, Lakeville, CT 06039

  Sprawling Lakeville Compound On 21+ Acres - This idyllic gathering place boasts a 5-bedroom, 7-bath 6,261 sq. ft. Main House and a 3-bedroom, 2-bath, 1,987 sq. ft. Guest House overlooking a Heated 55-ft. Gunite Pool. The Main House was designed by renowned architect Alan Wanzenberg and landscaped by award-winning designer Susan Child. This compound offers peaceful seclusion and convenient access

  Elyse Morris Elyse Harney Real Estate

  11 Valley Rd, Lakeville, CT 06039
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  /26

  $379,000

  • Land
  • 2.04 Acres
  • $185,784 per Acre

  14 Red Mountain Rd Unit 20, Lakeville, CT 06039

  Build Your Dream Home on Red Mountain Road Embrace the opportunity to own a magnificent 2-acre building lot nestled amidst the pastoral beauty of Red Mountain Road. This prime parcel of land is surrounded by high-end properties, offering a canvas for your architectural aspirations with sweeping views of the Taconic Range and Canaan Mountain. Imagine waking up to breathtaking sunrises and

  John Harney William Pitt Sotheby's Int'l

  14 Red Mountain Rd Unit 20, Lakeville, CT 06039
• 

  

  /24

  $1,999,000

  • 4 Beds
  • 4.5 Baths
  • 3,838 Sq Ft

  8 Mudgetown Rd, Sharon, CT 06069

  1st Time on Market in 40+ Years. Truly Wonderful 4 Bedroom, 4.5 Bath Totally Chic Period Home with Additions. Property is 12+ Acres & Encompasses Both Sides of a Lesser-Known Coveted Town Road. Less than 1-Minute to Mudge Pond Lake & the Town Beach. The Famous "Twin Oaks" Sharon Land Trust Field is Just Down the Street. Lots to be Discovered here including a Jaw-Dropping Great Room with Fireplace

  Graham Klemm Klemm Real Estate Inc

  8 Mudgetown Rd, Sharon, CT 06069
• 

  

  /12

  $425,000

  • Land
  • 14.87 Acres
  • $28,581 per Acre

  0 W Woods Rd Unit 1 24061899, Kent, CT 06757

  This nearly 15 acres of quiet woods, nestled between National Audubon lands to the north and NW Land Conservancy to the south, assures ultimate privacy while only minutes from the center of Sharon, CT. Located on a quiet gravel town road, a gently sloping driveway winds its way to a lovely, flat clearing with stonewalls, large native trees offering a natural building site. Sloping easily to the

  Chris Garrity Bain Real Estate

  0 W Woods Rd Unit 1 24061899, Kent, CT 06757
• 

  

  /39

  $7,300,000

  • 4 Beds
  • 4 Baths
  • 6,216 Sq Ft

  10 N Beaver Dam Rd, Salisbury, CT 06068

  Clarion Farm is an iconic French Country Estate & Horse Property in Salisbury, CT. It is a serenely private retreat with a 4-bedroom main house, a Studio on 16.25 acres, and a Horse Property on 30.72 acres for a total of 47 acres only a few minutes from the village of Salisbury and 15 minutes into Great Barrington. This exquisite property seamlessly blends tranquility with sophistication,

  Elyse Morris Elyse Harney Real Estate

  10 N Beaver Dam Rd, Salisbury, CT 06068
• 

  

  /31

  $1,895,000

  • Land
  • 17.94 Acres
  • $105,630 per Acre

  73 Upper Kent Hollow Rd, Kent, CT 06757

  The most exquisite building lot in Litchfield County! Stunning 300 degree views of seemingly endless rolling mountains in every direction. Enjoy both Sunrise and Sunsets on this completely private 18+/- acres. The rough driveway is installed and it's easy to traverse. The site is full cleared, blasted, scraped and flattened with retaining walls installed to make it ready to start building.

  Stacey Matthews W. Raveis Lifestyles Realty

  73 Upper Kent Hollow Rd, Kent, CT 06757
• 

  

  /40

  $2,695,000

  • 3 Beds
  • 3 Baths
  • 2,796 Sq Ft

  89 Under Mountain Rd, Falls Village, CT 06031

  This stunning, Architecturally Designed Modern home was newly constructed in 2022 boasts being an energy-efficient passive house with an Energy Recovery System. No detail has been overlooked! Every decision was made with great thought and with the highest quality craftsmanship. This home is located on 58+ acres, with its own private hiking trails, a brook at the edge of the property, a mountain

  Liza Reiss Elyse Harney Real Estate

  89 Under Mountain Rd, Falls Village, CT 06031
• 

  

  /40

  $8,000,000

  • 4 Beds
  • 5.5 Baths
  • 5,400 Sq Ft

  23 Mauwee Brook Rd, Kent, CT 06757

  "The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to

  Kathryn Clair William Pitt Sotheby's Int'l

  23 Mauwee Brook Rd, Kent, CT 06757
• 

  

  /37

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,463 Sq Ft

  62 Railroad St, Falls Village, CT 06031

  "The Conductor's House" The northern 1/3 of this home is the local, authentic conductor's house built by the original Housatonic Railroad Company in 1874. The southern 2/3 of the home was added on in 2003, and both sections have been fully renovated in the Modern Farmhouse motif to blend the wonderful history with contemporary elements and style. Just about every surface has been altered with

  David Mallison William Pitt Sotheby's Int'l

  62 Railroad St, Falls Village, CT 06031
• 

  

  /10

  $249,000

  • Land
  • 5.06 Acres
  • $49,209 per Acre

  120 Westwoods Road 1 Unit Lot 5, Sharon, CT 06069

  Welcome to your private sanctuary in Sharon, CT! This exceptional 5.06-acre lot, nestled within an approved subdivision, offers unparalleled privacy and natural beauty, abutting the lavishly wooded 1,147 acre Sharon Audubon Center. Surrounded by lush woodlands and rolling hills, this parcel provides the perfect backdrop for your dream home or weekend retreat. Located in a desirable subdivision,

  Melissa Young Berkshire Hathaway NE Prop.

  120 Westwoods Road 1 Unit Lot 5, Sharon, CT 06069
• 

  

  /7

  $215,000

  • Land
  • 5 Acres
  • $43,000 per Acre

  198-3 Beebe Hill Rd, Canaan, CT 06031

  This affordable 5 acre lot is mostly open field on a gently sloping hillside, with gorgeous, panoramic views of a nearby mountain ridge from the south southwest to the south southeast. There's a new, approved perc test. The lot has plenty of exposure in the right direction for solar electric and/or hot water panels, and there are a few potential build sites. Plenty of room for outbuildings,

  David Mallison William Pitt Sotheby's Int'l

  198-3 Beebe Hill Rd, Canaan, CT 06031

Showing Results 81 - 120, Page 3 of 4