Homes for Sale near Housatonic Valley Regional High School

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  /31

  $695,000

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  10 Surdan Mountain Rd, Sharon, CT 06069

  Introducing: The Perch. Situated gracefully on a gentle hillside, this modern retreat offers the perfect balance of tranquility and convenience. Just ten minutes from the Sharon Market and a morning latte at Le Gamin, yet surrounded by sweeping countryside views, the home is a sanctuary for those who seek peace without compromising access to daily pleasures. Step inside to find a thoughtfully

  Lenore Mallett William Pitt Sotheby's Int'l

  10 Surdan Mountain Rd, Sharon, CT 06069
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  /40

  $799,900

  • 3 Beds
  • 3 Baths
  • 3,159 Sq Ft

  15 Cemetery Hill Rd, West Cornwall, CT 06796

  Spacious Cornwall Farmhouse on a private 3.03 acre site. This country retreat is perfect for entertaining with well conceived interconnection of indoor and outdoor spaces including a covered front porch, expansive wrap around deck with retractable awning and a custom design heated gunite swimming pool with native field stone terrace surround. The gently rolling topography, mature perennial

  Tyler O'Hazo William Pitt Sotheby's Int'l

  15 Cemetery Hill Rd, West Cornwall, CT 06796
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  /22

  $1,045,000

  • 3 Beds
  • 3 Baths
  • 2,113 Sq Ft

  21 Perry St, Lakeville, CT 06039

  Step into a world where timeless farmhouse architecture meets modern sophistication. This fully renovated residence offers a rare blend of in-town convenience and country serenity, complete with a private pool for refined indoor-outdoor living. Every detail has been meticulously curated to elevate comfort and style, from sunlit living spaces to thoughtfully restored character elements that honor

  Jusztina Paksai Elyse Harney Real Estate

  21 Perry St, Lakeville, CT 06039
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  /38

  $8,875,000

  • 6 Beds
  • 8 Baths
  • 8,334 Sq Ft

  406 Wells Hill Rd, Lakeville, CT 06039

  Perched on more than seventy acres of rolling meadows and sculpted gardens, Linden Hill Farm stands as one of the most distinguished country estates in the region. A tree-lined allee of Linden trees leads to the Georgian Revival residence, built in 1929, where timeless architecture is seamlessly paired with modern luxury. The six-bedroom main residence opens with a dramatic double-height entrance

  Elyse Morris Elyse Harney Real Estate

  406 Wells Hill Rd, Lakeville, CT 06039
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  /32

  $1,975,000

  • 3 Beds
  • 2.5 Baths
  • 2,728 Sq Ft

  30 Knibloe Hill Rd, Sharon, CT 06069

  Renovated Sharon Farmhouse with Brook Views | Knibloe Hill Road, CT - This newly renovated farmhouse graces one of Litchfield County's most coveted addresses, overlooking a peaceful babbling brook in Sharon, Connecticut. The thoughtfully reimagined residence combines classic charm with contemporary refinements throughout its light-filled spaces. A welcoming front porch leads to an elegant

  William Melnick Elyse Harney Real Estate

  30 Knibloe Hill Rd, Sharon, CT 06069
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  /40

  $3,495,000

  • 5 Beds
  • 6.5 Baths
  • 4,916 Sq Ft

  299 Main St, Salisbury, CT 06068

  This 18th century American Georgian stands as one of Lakeville's finest historic properties, gracing over 5 pristine acres alongside Burton Brook. The distinguished residence perfectly balances preserved period authenticity with thoughtful modern updates, earning recognition in Luxe magazine and The Friends of the American Georgian Group-NYC tour. Original doorways, decorative trim, and historic

  Thomas Callahan Elyse Harney Real Estate

  299 Main St, Salisbury, CT 06068
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  /30

  $2,448,000

  • 4 Beds
  • 6 Baths
  • 3,727 Sq Ft

  152 East St, Sharon, CT 06069

  Set on 12.48 picturesque acres in Sharon, this exceptional retreat includes an additional buildable lot with majestic mountain views. A stunning great room anchors the home, showcasing gleaming oak floors, expansive windows, and a magnificent brick fireplace with custom wood mantel. The open-concept kitchen includes stainless steel appliances and a skylit breakfast nook, while the adjacent

  Elyse Morris Elyse Harney Real Estate

  152 East St, Sharon, CT 06069
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  /27

  $925,000

  • 2 Beds
  • 2 Baths
  • 1,784 Sq Ft

  163 Dublin Rd, Falls Village, CT 06031

  Set on a quiet road in Falls Village, Connecticut, this enchanting 1790s Irish-inspired farmhouse offers magnificent western views to Falls Mountain and beyond. Recently renovated by a nationally recognized decorating editor and landscaped by an acclaimed garden designer, this timeless Litchfield County property seamlessly blends historic character with sophisticated modern touches. The

  Thomas Callahan Elyse Harney Real Estate

  163 Dublin Rd, Falls Village, CT 06031
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  /34

  $679,000

  • 2 Beds
  • 2.5 Baths
  • 2,299 Sq Ft

  19 Ryan Ave, Canaan, CT 06018

  This stunning 2,299 sq ft log cabin-inspired Beaver Mountain home on 4.42 private acres in North Canaan has been meticulously cared for by its original owners. Built in 2005, this exceptional property showcases rustic charm with modern comfort while delivering breathtaking panoramic views across the rolling Litchfield Hills. Featuring 2 bedrooms, den, loft, 2.5 baths, soaring timber details, and

  Phil Fox William Pitt Sotheby's Int'l

  19 Ryan Ave, Canaan, CT 06018
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  /40

  $8,000,000

  • 6 Beds
  • 9 Baths
  • 8,933 Sq Ft

  33 Nodine Pasture Rd, Kent, CT 06757

  West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

  Jill Sloane Brown Harris Stevens

  33 Nodine Pasture Rd, Kent, CT 06757
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  /40

  $2,195,000

  • 3 Beds
  • 2.5 Baths
  • 2,840 Sq Ft

  15 Herrick Rd, Sharon, CT 06069

  Contemporary elegance on one of Sharon's most prestigious addresses. A classic pea stone driveway leads to this newly renovated and glamorous 3 BDR/3+ Bath country home in a stunning natural setting with interiors designed by the NY-based firm Majordomo Lifestyle Architecture. Sleek sophistication abounds with gracious vaulted ceilings in the living room, anchored by a striking stone fireplace.

  Diana Bisselle William Pitt Sotheby's Int'l

  15 Herrick Rd, Sharon, CT 06069
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  /40

  $849,900

  • 3 Beds
  • 2.5 Baths
  • 2,725 Sq Ft

  68 Johnson Rd, Falls Village, CT 06031

  Perched Above It All - Mountain-Top Estate in Falls Village, CT!!! Discover an entertainer's paradise just minutes from the famed Lime Rock Park Race Track! Perfectly sited atop its own mountain, this 3BR, 2.5BA home offers sweeping views of rolling hills and unmatched privacy. Auto enthusiasts will love the 5-car attached garage and 30x50 pole barn with RV parking-ideal for showcasing a car

  Jared Tedesco Litchfield County Real Estate

  68 Johnson Rd, Falls Village, CT 06031
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  /40

  $3,375,000

  • 4 Beds
  • 4.5 Baths
  • 5,287 Sq Ft

  34 Knibloe Hill Rd, Sharon, CT 06069

  Sharon Home + 2-BR Guest House on 60+ Acres - Set on 60 pristine acres in the Litchfield Hills, this 2020 modern masterpiece commands spectacular far-reaching views across serene farmland and natural woodlands. Private walking trails weave through the property, creating an enduring retreat in one of Northwest Connecticut's most prestigious locations. Expansive windows forge a seamless connection

  Elyse Morris Elyse Harney Real Estate

  34 Knibloe Hill Rd, Sharon, CT 06069
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  /40

  $2,395,000

  • 4 Beds
  • 2.5 Baths
  • 3,392 Sq Ft

  14 Straight Rd, Kent, CT 06757

  Private Estate with Panoramic Views in Coveted Kent Hollow. Tucked at the end of a quiet country lane, this rare 15+ acre estate offers stunning views, complete privacy, and timeless New England charm. Perfectly perched to overlook the beauty of Kent Hollow, the property blends refined living with the tranquility of nature. The 4-bedroom, 4 bath (2 Full, 2 Half) main residence is designed for

  Pels Matthews W. Raveis Lifestyles Realty

  14 Straight Rd, Kent, CT 06757
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  /18

  $459,900

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft

  441 Segar Mountain Rd, South Kent, CT 06785

  This spacious ranch style house has a new roof, new vinyl siding, some new windows and new deck plus covered front porch. Remodeled eat in kitchen has white shaker style cabinets with granite counter tops, hardwood flooring and stainless steel appliances. Living room has bay window, hardwood floors and fireplace. Two good size bedrooms plus two fully remodeled bathrooms. Formal dining room. There

  Barry Mackiewicz A-Gold Action Realty

  441 Segar Mountain Rd, South Kent, CT 06785
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  /30

  $450,000

  • 2 Beds
  • 2.5 Baths
  • 1,382 Sq Ft

  87 Canaan Rd Unit 2G, Salisbury, CT 06068

  Introducing: Your Retreat at Lion's Head. Escape to an exceptional residence in the highly sought-after Lion's Head community. Perfectly situated just moments from the heart of Salisbury, this beautifully renovated home offers modern comfort with the ease of condo living. All within a community with a generously sized pool and tennis court. Step inside to a sun-filled living room anchored by a

  Elvia Gignoux William Pitt Sotheby's Int'l

  87 Canaan Rd Unit 2G, Salisbury, CT 06068
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  /31

  $1,095,000

  • 3 Beds
  • 3 Baths
  • 2,682 Sq Ft

  23 Johnson Rd, West Cornwall, CT 06796

  Historic 4BR Farmhouse on 10.35 Acres - Set on 10.35 pastoral acres bordering protected State of Connecticut land, this beautifully maintained antique farmhouse combines historic character with thoughtful modern updates. Rolling fields, vibrant perennial gardens, and a peaceful meandering stream create an idyllic Litchfield County setting that promises enduring privacy and unspoiled natural

  William Melnick Elyse Harney Real Estate

  23 Johnson Rd, West Cornwall, CT 06796
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  /40

  $1,975,000

  • 3 Beds
  • 2.5 Baths
  • 3,552 Sq Ft

  26 Preston Ln, Salisbury, CT 06068

  Shangra-Lodge, part of the allure where days spent approaches perfection. This newly constructed modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. Rooms are light filled and have seamless vantage points to take in the natural beauty of the out-of-doors. Fresh timbered beams, two story windows,

  Brenda McLean William Pitt Sotheby's Int'l

  26 Preston Ln, Salisbury, CT 06068
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  /31

  $1,045,000

  • 4 Beds
  • 3.5 Baths
  • 3,167 Sq Ft

  267 Main St, Salisbury, CT 06068

  This beautiful Queen Anne Victorian sits prominently above the village of Lakeville on just over an acre. The home has been impeccably updated and maintained with the highest care and quality. You enter the front parlor with coffered ceiling, a bay window and lovely stained glass window. The spacious formal dining room has double doors opening to the screened porch, giving you the option to dine

  Mimi Harson William Pitt Sotheby's Int'l

  267 Main St, Salisbury, CT 06068
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  /37

  $1,095,000

  • 4 Beds
  • 3.5 Baths
  • 3,360 Sq Ft

  40 Valley Rd, Lakeville, CT 06039

  Step into nearly three centuries of New England history with this enchanting 1745 Antique Colonial gracefully positioned on 1+/- acres straddling the towns of Lakeville and Sharon. This elegant 4 BDR home has been thoughtfully expanded and lovingly updated for contemporary living while preserving its authentic colonial charm and character. A recently renovated cozy kitchen boasts high-end

  Diana Bisselle William Pitt Sotheby's Int'l

  40 Valley Rd, Lakeville, CT 06039
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  /8

  $275,000

  • Land
  • 9.33 Acres
  • $29,475 per Acre

  153 White Hollow Rd, Lakeville, CT 06039

  This 9.33 acre lot has had engineering done to support a 3 bedroom home and possibly larger. Set off a lovely country road, this property is just waiting for your dream house.

  Mimi Harson William Pitt Sotheby's Int'l

  153 White Hollow Rd, Lakeville, CT 06039
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  /38

  $2,200,000

  • 4 Beds
  • 4 Baths
  • 4,199 Sq Ft

  130 Sharon Mountain Rd, Sharon, CT 06069

  "Nid D'Alcyon," French for Kingfisher Nest is a truly charming home with a rich history. This beautiful 4 bedroom Antique property, dating back to circa 1745, is located on one of Sharon's most scenic roads and tells a captivating story of life, travel, and love. The home is nestled within stunning gardens, surrounded by a gorgeous pond, mature trees, and perennial flowers, creating a serene and

  Elisa Waysenson Bain Real Estate

  130 Sharon Mountain Rd, Sharon, CT 06069
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  /31

  $7,500,000

  • 9 Beds
  • 8 Baths
  • 12,057 Sq Ft

  138 Amenia Rd, Sharon, CT 06069

  Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original

  Dan Kessler Compass Connecticut, LLC

  138 Amenia Rd, Sharon, CT 06069
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  /17

  $599,000

  • 2 Beds
  • 2 Baths
  • 2,228 Sq Ft

  36 Kellogg Rd, Falls Village, CT 06031

  Tucked between two small farms, across the street from a flower farm, this 1.85-acre property with its own pond offers country living just minutes away from downtown Falls Village. Significantly updated, the two-bedroom, two full bath house has: all new appliances, new countertops, sink and faucet in the kitchen; a completely renovated downstairs with bunk beds and its own

  Cynthia Hochswender Christie's International Real Estate

  36 Kellogg Rd, Falls Village, CT 06031
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  /6

  $635,000

  • Land
  • 35.46 Acres
  • $17,906 per Acre

  0 Swaller Hill Rd Unit 24117863, Sharon, CT 06796

  This listing is a combination of two lots: Lots #3 and #4. #4 has never been offered before and is only available combined with #3. Lot #4 is 10.1 acres and #3 is 25.36 acres. Both are approved lots. Together, this is a very exciting opportunity. Spectacular views and complete privacy surrounded by thousands of acres of state forest.

  David Bain Bain Real Estate

  0 Swaller Hill Rd Unit 24117863, Sharon, CT 06796
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  /12

  $1,095,000

  • Land
  • 61 Acres
  • $17,951 per Acre

  0 Swaller Hill Rd Unit 24065338, Sharon, CT 06796

  This listing is a combination of three legal lots: Lot # 1, 26.72 acres, Lot #3, 25.36 acres, and Lot #4, 10.1 acres, totaling 62.18 acres. This beautiful parcel is surrounded by thousands of acres of state forest. Spectacular views, cleared pastures, woods and total privacy. Driveway is roughed in and drivable.

  David Bain Bain Real Estate

  0 Swaller Hill Rd Unit 24065338, Sharon, CT 06796
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  /10

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft

  80 N Main St Unit 4A1, Kent, CT 06757

  Wonderful first floor, corner condo in downtown Kent. This unit comes with two separate garages right next to the unit with 2 extra parking spaces that no other unit has and creating very easy access to unit. North side looks out to pastures of butting properties. Exceptional setting.

  David Bain Bain Real Estate

  80 N Main St Unit 4A1, Kent, CT 06757
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  /24

  $720,000

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  190 Cornwall Bridge Rd, Sharon, CT 06069

  Set high on 2 private acres with views of the surrounding countryside, this beautifully sited home offers the perfect blend of seclusion and convenience-just minutes from the village of Sharon. This 3-bedroom, 2.5-bath Residence features a spacious open-concept layout that seamlessly connects the kitchen, living room, and dining area-perfect for everyday living and entertaining. A flexible family

  Evan Cooper Elyse Harney Real Estate

  190 Cornwall Bridge Rd, Sharon, CT 06069
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  /25

  $630,000

  • 4 Beds
  • 2.5 Baths
  • 2,469 Sq Ft

  132 S Kent Rd, South Kent, CT 06785

  Don't miss this exceptional opportunity in desirable South Kent. This four-bedroom Colonial offers beautiful views and a spacious, light-filled layout. The main level features an inviting kitchen with an island, seamlessly connected to the living and dining room anchored by a cozy fireplace. Two sets of French doors lead to a sunroom addition, perfect for relaxing or entertaining. The main level

  Steve Pener William Pitt Sotheby's Int'l

  132 S Kent Rd, South Kent, CT 06785
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  /20

  $850,000

  • Land
  • 28.49 Acres
  • $29,835 per Acre

  0 Lime Rock Rd Unit 24116442, Salisbury, CT 06039

  Scenic 28+ Acre Parcel with Mountain Views in Salisbury, CT. Unparalleled long-range mountain views and unspoiled natural beauty await on this exceptional 28.49-acre parcel in the heart of Salisbury, CT. Located just minutes from Lime Rock Park and only 25 minutes to the Wassaic train station, this rare offering combines privacy, convenience and possibility. With 276 feet of road frontage, access

  Tracy Macgowan Elyse Harney Real Estate

  0 Lime Rock Rd Unit 24116442, Salisbury, CT 06039
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  /22

  $499,000

  • 4 Beds
  • 4 Baths
  • 1,680 Sq Ft

  39 Hospital Hill Rd, Sharon, CT 06069

  Wonderful opportunity to purchase an investment property in the desirable town of Sharon, CT. Side-by-side duplex located right in the heart of town within easy walking distance to shops, restaurants, library, medical facilities, and summer music on the town green. Each unit consists of two bedroom, one and a half baths, updated appliances, a washer and dryer in the basement, and new floors in

  Amy Longley William Pitt Sotheby's Int'l

  39 Hospital Hill Rd, Sharon, CT 06069
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  /26

  $699,000

  • 4 Beds
  • 3 Baths
  • 2,750 Sq Ft

  26 Granite Ave, Canaan, CT 06018

  Welcome to a circa 1882 Victorian home nestled on a picturesque street in the heart of Canaan, CT. This exceptional INVESTMENT property set on 1.32 acres, offers a rare blend of historic elegance and contemporary living. The main residence boasts 4 bedrooms and 3 full baths. Step inside to discover three gracious first-floor parlors, adorned with original architectural details. These versatile

  Christopher Virtuoso KW Legacy Partners

  26 Granite Ave, Canaan, CT 06018
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  /36

  $875,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 2,784 Sq Ft

  28 White Hollow Rd, Lakeville, CT 06039

  Discover timeless charm at 28 White Hollow Road, a stunning 1850 antique home in the heart of Lakeville, CT. This 2,784 sq ft residence, set on a just over 1 acre lot along the serene Salmon Kill River, offers 4 bedrooms and 3 bathrooms, blending historic elegance with modern comforts. Enter through a short hallway into an open living and dining area, featuring exquisite wainscoting, intricate

  Lynn Attella Marrin Santore Realty LLC

  28 White Hollow Rd, Lakeville, CT 06039
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  /40

  $869,788

  • 3 Beds
  • 2 Baths
  • 2,043 Sq Ft

  255 Dibble Hill Rd, West Cornwall, CT 06796

  Located in the picturesque New England town of West Cornwall, Connecticut, this meticulously maintained home offers a blend of rural charm and convenient access to local attractions and metropolitan areas. Situated on 18 acres, the property presents a unique opportunity for year-round living or a part-time retreat. The 3-bedroom, 2-bath home is less than 10 minutes from Mohawk Mountain Ski Area,

  Sandra Kerr Berkshire Hathaway NE Prop.

  255 Dibble Hill Rd, West Cornwall, CT 06796
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  /26

  $1,750,000

  • 4 Beds
  • 3 Baths
  • 3,078 Sq Ft

  37 Lower Barrack Rd, Falls Village, CT 06031

  Extraordinary Property with 99+/- Acres in 10 Parcels The details of this Falls Village home are so fabulous! There are 5 fireplaces and a Scandinavian tile stove in the Main House, a Library filled with bookshelves, large Kitchen with a 4-oven AGA stove plus supplementary electric range, attached Greenhouse, large Deck overlooking the Brook, Dining Room, Study, 4 Bedrooms, 3 Full Baths, higher

  Juliet Moore Elyse Harney Real Estate

  37 Lower Barrack Rd, Falls Village, CT 06031
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  /30

  $2,000,000

  • 5 Beds
  • 4.5 Baths
  • 7,099 Sq Ft

  6 Claudia Ln, Sharon, CT 06069

  A Regal Sanctuary. Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within. Boasting expansive

  Alan O'Doherty William Pitt Sotheby's Int'l

  6 Claudia Ln, Sharon, CT 06069
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  /40

  $1,875,000

  • 4 Beds
  • 5 Baths
  • 5,890 Sq Ft

  16 Westmount Rd, Salisbury, CT 06068

  Set on 10 private acres just five minutes from downtown Salisbury, this spacious 4-bedroom, 3 full, 2 half bath home offers over 5,000 square feet of elegant living space. Perfect for entertaining, it features a formal living room with fireplace, an oversized kitchen with walk-in pantry, and a flexible layout including a primary suite with en-suite bath and walk-in closet. A highlight is the

  Tracy Macgowan Elyse Harney Real Estate

  16 Westmount Rd, Salisbury, CT 06068
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  /7

  $85,000

  • Land
  • 9.7 Acres
  • $8,763 per Acre

  471 U S 7, Sharon, CT 06069

  9.7 Acres of stunning Connecticut woodland with Stone Walls and a beautiful stream. Frontage on US Route 7 and abuts the Housatonic State Forest. Contains historic charcoal burning site from Revolutionary War era iron industry.

  Derek Eisenberg Continental Real Estate

  471 U S 7, Sharon, CT 06069
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  /22

  $895,000

  • 4 Beds
  • 3 Baths
  • 2,579 Sq Ft

  12 Lucas Rd, Sharon, CT 06069

  Location Location! Hip 4 Bedroom Modern with Pool Located on a Chic Country Road 6 Min to Village. Flat, Useable Land with Stately Trees Set in an Area of Fine Homes. 4 Bedrooms, 3 Full Bath Main House Includes Fabulous Great Room; Living Room with Fireplace; Wrap Around Deck; Pool & Cabana. 2-Car Attached Garage.

  Graham Klemm Klemm Real Estate Inc

  12 Lucas Rd, Sharon, CT 06069
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  /31

  $3,995,000

  • 6 Beds
  • 5.5 Baths
  • 6,121 Sq Ft

  79 Hilltop Rd, Sharon, CT 06069

  1880's perfection, a true rare find in the heart of Sharon, CT. Magnificent seven bedroom, 5.5 bath estate, beautifully preserved and situated on a sprawling 4-acre lot with a pool. Large eat-in kitchen with massive center island. Screen porch overlooking the pool with beautiful hilltop views. 79 Hilltop masterfully combines historic charm with modern luxury, offering you the best of both

  Carolyn Morrison William Pitt Sotheby's Int'l

  79 Hilltop Rd, Sharon, CT 06069

Showing Results 41 - 80, Page 2 of 4