42

Homes for Sale in 06069

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  • /26

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 1,248 Sq Ft

    32 Calkinstown Rd, Sharon, CT 06069

    Enchanting circa-1850 cedar-shingled cottage tucked into a lush, beautifully landscaped setting along one of Sharon's picturesque country roads. Surrounded by mature specimen trees, layered perennial gardens, stone walls and pathways, and a meandering brook, the property offers a wonderful sense of privacy and the feeling of a secluded garden retreat. Inside, the home is warm and inviting, with

    Julie Einhorn Compass Connecticut, LLC

    32 Calkinstown Rd, Sharon, CT 06069
  • /26

    $1,650,000

    • 4 Beds
    • 3.5 Baths
    • 3,240 Sq Ft

    22 Whitford Rd, Sharon, CT 06069

    Set along a quiet country road on 8.5 private acres, this standout Sharon colonial offers a rare blend of timeless character and idyllic pastoral surroundings. A winding driveway leads past a picturesque pond to a gracious 4-bedroom, 3.5-bath residence surrounded by sweeping lawns and complete woodland privacy. The main level features a welcoming foyer with classic period millwork, a formal

    Tanner Sneed Elyse Harney Real Estate

    22 Whitford Rd, Sharon, CT 06069
  • /6

    $185,000

    • Land
    • 6.3 Acres
    • $29,365 per Acre

    0 Westwoods Rd Unit 2, 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

    0 Westwoods Rd Unit 2, Sharon, CT 06069
  • /22

    $1,950,000

    • 3 Beds
    • 3.5 Baths
    • 2,986 Sq Ft

    12 Red Rock Rd, Sharon, CT 06069

    Set along a quiet country road, this exquisitely renovated Nantucket-shingle-style home offers a serene sanctuary framed by lawns, vibrant wildflower meadows, and sweeping views of the surrounding hills. Fragrant flowers line the stone steps leading to the front door where a gracious foyer awaits. This fairy-tale-esque entrance opens into a spacious kitchen with high-end appliances and wide-plank

    Diana Bisselle William Pitt Sotheby's Int'l

    12 Red Rock Rd, Sharon, CT 06069
  • /40

    $789,000

    Open Sun 1:30PM - 3PM
    • 3 Beds
    • 3 Baths
    • 2,595 Sq Ft

    16 Rhynus Rd, Sharon, CT 06069

    Surrounded by rolling farmland and open meadows, 16 Rhynus Road offers a peaceful country setting in beautiful Sharon, Connecticut. Set on 1.07 acres, the 3-bedroom, 3-bath main home offers 2,595 sqft, an in-ground pool and a separate cottage with dedicated parking. Hardwood floors run throughout, including antique hardwood floors in the original portion of the home. A large bay window fills the

    Ashley Pushee eXp Realty

    16 Rhynus Rd, Sharon, CT 06069
  • /35

    $785,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    16 River Rd, Sharon, CT 06069

    Picture starting your morning watching the sun rise over the water and ending your day with peaceful river views from almost every room in your home. Set on 2 acres along the majestic Housatonic river near Cornwall Bridge, 16 River Road has been completely transformed by a major renovation in 2024 into a modern waterfront sanctuary, while keeping its timeless antique character intact. Inside,

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

    16 River Rd, Sharon, CT 06069
  • /28

    $1,495,000

    • 3 Beds
    • 3 Baths
    • 2,106 Sq Ft

    29 Morey Rd, Sharon, CT 06069

    Authentic c1966 Mid-Century Modern. Fully re-Built & Super Fab 3 Bedroom, 3 Bath Restored Modernist Set Near the End of a Quiet Country Road. Open Floor-Plan Living Features an Updated Kitchen Enveloped by Glass-Clad Living & Dining Area with Vaulted Ceiling & Fireplace. Large Main Level Primary with Updated Bath, Large Walk-in Closet & Access Outside. Prime Guest Bedroom with En-Suite Bath + 3rd

    Graham Klemm Klemm Real Estate Inc

    29 Morey Rd, Sharon, CT 06069
  • /34

    $719,000

    • 3 Beds
    • 2.5 Baths
    • 1,861 Sq Ft

    497 Cornwall Bridge Rd, Sharon, CT 06069

    YOUR PRIVATE RETREAT AWAITS - RENOVATED, MOVE-IN READY & COMPLETE WITH AN ABOVE GROUND POOL! Welcome to this beautifully renovated 3 bedroom, 2.5 bath home offering the perfect combination of modern updates, comfort, and outdoor living. From the moment you arrive, you'll appreciate the fresh new siding and the attention given to updating this property throughout. Step inside to discover a

    Arlene Gonzalez The Gonzalez Property Group

    497 Cornwall Bridge Rd, Sharon, CT 06069
  • /40

    $635,000

    Open House 9/26
    • 3 Beds
    • 2.5 Baths
    • 3,360 Sq Ft

    190 Cornwall Bridge Rd, Sharon, CT 06069

    Set on two private acres just minutes from the village of Sharon, this inviting Colonial offers a wonderful blend of country privacy and everyday convenience. The main level features a spacious open-concept kitchen, living room, and dining area, complemented by a separate family room or home office. A whole-house media surround sound system enhances the living spaces throughout and an attached

    Whitney Malagrino Berkshire Hathaway NE Prop.

    190 Cornwall Bridge Rd, Sharon, CT 06069
  • /40

    $5,250,000

    • 2 Beds
    • 2 Baths
    • 1,972 Sq Ft

    Unlisted Address

    The rarest luxury is seldom the land itself. It is the time already devoted to revealing its full potential. Set amidst protected land along the coveted Kent-Sharon border, RockOak offers the uncommon advantage of beginning years ahead on the construction of a legacy estate. The completed retreat allows the property to be enjoyed immediately, while the future estate evolves. Overlooking the

    Pels Matthews W. Raveis Lifestyles Realty

    Unlisted Address
  • /35

    $525,000

    • 4 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    120 Sharon Valley Rd, Sharon, CT 06069

    An exceptional opportunity to own a move-in-ready four-bedroom home just around the corner from the heart of Sharon, offering the Litchfield County lifestyle at a price point increasingly difficult to find. Set on approximately three-quarters of an acre of level land, 120 Sharon Valley Road combines comfortable everyday living with an incredibly convenient location near Sharon's village center,

    AJ Davis Better Homes and Gardens Real Estate Executive Real Estate

    120 Sharon Valley Rd, Sharon, CT 06069
  • /25

    $519,000

    $30K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,559 Sq Ft

    70 Gay St, Sharon, CT 06069

    Welcome to 70 Gay St! Just minutes from Sharon's town center, this 1947, two-story charmer exudes peaceful and sun-filled vibes! Well sited on a beautiful, large 3.8-acre lot with equal parts wildflowers and lawn, the home is nicely nestled among mature trees, with just the right balance of sun and shade. And if you're an investor or developer, this property affords an excellent subdivision

    Steven Koleno Beycome of Connecticut

    70 Gay St, Sharon, CT 06069
  • /20

    $585,000

    Open Sun 12PM - 2PM
    • 2 Beds
    • 1 Bath
    • 1,150 Sq Ft

    99 King Hill Rd, Sharon, CT 06069

    Circa 1800s Colonial nestled on a picturesque two-acre parcel along a bucolic country road in Sharon, Connecticut, one of Litchfield County's most sought-after towns. Set back on a gentle rise, the property enjoys a peaceful setting with a backyard framed by mature trees. Rich in history and architectural character, this charming two-bedroom cottage showcases timeless craftsmanship and enduring

    Julie Einhorn Compass Connecticut, LLC

    99 King Hill Rd, Sharon, CT 06069
  • /35

    $1,550,000

    • 5 Beds
    • 3.5 Baths
    • 5,526 Sq Ft

    12 W Mountain Rd, Sharon, CT 06069

    Seeking a weekend getaway without a hassle? Just pop in the car or take Metro North to this private country home on a back road in Sharon CT. Built by a well regarded local contractor, it offers classic sensibilities with artistic country flair. The open floor plan concept feels anything but too formal or stuffy. Both home and property are warm, comfortable and wonderfully relaxing. The grounds

    Chris Garrity Bain Real Estate

    12 W Mountain Rd, Sharon, CT 06069
  • /10

    $350,000

    • Land
    • 3 Acres
    • $116,667 per Acre

    106 Lambert Rd, Sharon, CT 06069

    Rare investment opportunity on 3 acres of level, usable land with outstanding potential for redevelopment or a custom build. This property offers a strong foundation for your vision, featuring an existing foundation (in need of repair), private well, septic system, and electrical service already in place (currently not activated). The attached garage remains intact, providing immediate utility

    Agent Photo

    Doreen Gagnon

    Coldwell Banker Realty

    106 Lambert Rd, Sharon, CT 06069
  • /25

    $495,000

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

    39 Hospital Hill Rd, Sharon, CT 06069

    Exceptional Turnkey Investment Opportunity in Sharon, CT! Currently generating $3,700/month in immediate, documented income with active tenancies in place, this well-maintained side-by-side duplex is a rare, high-yielding Litchfield County asset. Each side features a nice 2-bedroom, 1.5-bathroom layout highlighting updated kitchens featuring stainless steel appliances, tile backsplashes, rich

    Tanner Sneed Elyse Harney Real Estate

    39 Hospital Hill Rd, Sharon, CT 06069
  • /37

    $699,000

    • 4 Beds
    • 2 Baths
    • 2,262 Sq Ft

    88 Sharon Valley Rd, Sharon, CT 06069

    1900 Farm House Homestead on 6.9 Picture-Perfect Acres Enjoy 6.9 sprawling, gently sloping, sunlit acres of cleared meadows, mature landscaping, and Indian Lake Creek framing the back boundary line of the property. This gentleman's farm is fully set up for equine enthusiasts and homesteading. The impressive multi-use barn features two horse stalls, a chicken coop w/eight coops, hayloft, ample

    Karen Grimaldi William Pitt Sotheby's Int'l

    88 Sharon Valley Rd, Sharon, CT 06069
  • /22

    $499,500

    $76K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,104 Sq Ft

    94 Jackson Rd, Sharon, CT 06069

    SEASONAL VIEWS! Perched along a quiet country road and completely surrounded by the beauty of nature, this beautifully updated 2-bedroom, 1-bathroom home offers the perfect blend of modern luxury and peaceful rural living. Whether you are looking for a full-time sanctuary or a weekend getaway, this property delivers wide-open spaces and total serenity-all just minutes from town. The heart of the

    Roxanne Belter William Pitt Sotheby's Int'l

    94 Jackson Rd, Sharon, CT 06069
  • /39

    $599,000

    $116K PRICE DROP
    • 7 Beds
    • 4 Baths
    • 4,343 Sq Ft

    21 & 15 Still Meadow Rd, Sharon, CT 06069

    Rare opportunity to own two homes on separate parcels, offering endless possibilities for multi-generational living, rental income, or investment. The main residence is a charming ranch-style home featuring a 2-car garage, beautiful hardwood floors, 2 cozy fireplaces, and a welcoming porch with scenic views, all situated on 1.52 acres. Also included in the sale is a ranch-style two-family home on

    Kelly Sullivan Sullivan Real Estate Inc

    21 & 15 Still Meadow Rd, Sharon, CT 06069
  • /25

    $675,000

    • 2 Beds
    • 1 Bath
    • 1,402 Sq Ft

    71 Hospital Hill Rd, Sharon, CT 06069

    This c. 1880 Colonial is nestled in the heart of the Village of Sharon. Thoughtfully restored from top to bottom, it is a truly turnkey offering that seamlessly blends Founding Era character with modern comfort. Inside, warm, inviting living spaces are filled with natural light and include a well-appointed kitchen with breakfast nook, two bedrooms, one beautifully finished bath, a living room and

    Dan Kessler Compass Connecticut, LLC

    71 Hospital Hill Rd, Sharon, CT 06069
  • /32

    $1,295,000

    New Construction $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    27 Morey Rd, Sharon, CT 06069

    Set along a quiet, dead-end road in the Ellsworth section of Sharon, this newly constructed shed-roof home was designed for simple, efficient living with a strong connection to the Earth. Solar panels and a heat pump system keep utility costs remarkably low, while expansive windows capture natural light and western sunset views. Thoughtful details include Bosch appliances, copper light fixtures,

    Jusztina Paksai Elyse Harney Real Estate

    27 Morey Rd, Sharon, CT 06069
  • /32

    $850,000

    $75K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,248 Sq Ft

    82 Rd, Sharon, CT 06069

    Sixty-four years ago, an avid outdoor sportsman bought a large parcel of land on a gravel country road in Sharon, CT. Three years later he had split and sold some off, retaining 33.4+ acres for himself where he built the cabin of his dreams on the shore of a beautiful wetlands area with a pond along side. Bathed in peace, quiet, beauty, and serenity, he built a garage and a workshop, then later

    David Mallison William Pitt Sotheby's Int'l

    82 Rd, Sharon, CT 06069
  • /20

    $575,000

    $50K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,316 Sq Ft

    142 Gay St, Sharon, CT 06069

    Step inside the newly reborn 142 Gay Street. This village home, held by the same loving family for decades, has undergone a head-to-toe transformation. Forget the hassle of renovations. We're talking new plumbing, new wiring, fresh paint, refinished floors, and sleek new appliances throughout. But while the renovations are cutting-edge, the charm remains. You'll love the cozy layout, complete

    Amy Longley William Pitt Sotheby's Int'l

    142 Gay St, Sharon, CT 06069
  • /27

    $285,000

    • Land
    • 7.01 Acres
    • $40,656 per Acre

    0 Westwoods Rd Unit 2, Sharon, CT 06069

    Perched high off the road in a large clearing this 7 acre building lot has all the advantages of the perfect country setting- privacy and views in an estate area. Atop a high open knoll one can spy long views east including, Dean and Coltsfoot Mountains as well as the the ski trails and Lookout Tower on Mohawk Mountain. A large open expanse makes ample room for a house, pool and barns should one

    Chris Garrity Bain Real Estate

    0 Westwoods Rd Unit 2, Sharon, CT 06069
  • /40

    $785,000

    • 3 Beds
    • 3 Baths
    • 1,404 Sq Ft

    40 Calkinstown Rd, Sharon, CT 06069

    This 3 bedroom,3 full bath home has a 2 car garage. There is a modern kitchen with quartz counter tops. All of the bathrooms have been updated. The septic system has also been updated with a new 4 bedroom tank. There is a private backyard bordering a stream with perennial gardens. Just a short stroll to the Market.

    Jonathan Minerick Homecoin.com

    40 Calkinstown Rd, Sharon, CT 06069
  • /26

    $1,250,000

    • Land
    • 33.73 Acres
    • $37,059 per Acre

    44 Keeler Rd, Sharon, CT 06069

    NO NEED TO WAIT FOR TOWN APPROVALS! Design development plans with project entitlements in place for a spectacular, modern, 5-bedroom, 5,400 sq. ft. two-level home-featuring an indoor pool, sauna, multiple attic areas and attached garage are paired with this expansive 33.73-acre parcel in Sharon's desirable West Woods section. Nestled amidst tranquil nature, this remarkable property offers an

    Katherine Bennett William Pitt Sotheby's Int'l

    44 Keeler Rd, Sharon, CT 06069
  • /31

    $1,950,000

    • 7 Beds
    • 6.5 Baths
    • 3,141 Sq Ft

    35 River Rd, Sharon, CT 06069

    Set in a private, elevated setting along the banks of the Housatonic River, this property offers a rare waterfront retreat with a main house, guest house, and pool shed surrounding an in-ground gunite pool. The main residence includes an attached two-car garage, fireplace, and a dedicated woodworking/crafts shop in the basement with its own private entrance, along with a beautiful stone terrace

    Pat Lahoud William Pitt Sotheby's Int'l

    35 River Rd, Sharon, CT 06069
  • /29

    $2,160,000

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

    6 Claudia Ln, Sharon, CT 06069

    A Regal Sanctuary with recent key upgrades! 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.

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

    6 Claudia Ln, Sharon, CT 06069
  • /35

    $990,000

    $209K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,991 Sq Ft

    104 Lambert Rd, Sharon, CT 06069

    Welcome to this beautifully maintained custom-built home tucked away in a peaceful, private setting surrounded by mature trees and wide open lawn space in Litchfield County. This charming Cape Cod-style home features striking blue-gray siding, crisp white trim, dormer windows and a 3 bay garage, offering a possible in-law apartment above. The interior offers nicely kept hardwood floors flowing

    Caroline Bailey Coldwell Banker Realty

    104 Lambert Rd, Sharon, CT 06069
  • /39

    $3,999,000

    • 6 Beds
    • 9 Baths
    • 6,716 Sq Ft

    1 Great Elm Dr, Sharon, CT 06069

    This exceptional residence, one of Sharon's most historic properties, occupies much of the original 1812 Georgian mansion, home to a notable family, including William F. Buckley, Jr., for over a century. The layout is spacious & flexible, offering multiple options for purchase: 1) purchase in its current layout as a spacious, 6-bedroom residence, 2) divide the current 6-bedroom residence into two

    Ann Stettner Neil Charles Real Estate

    1 Great Elm Dr, Sharon, CT 06069
  • /22

    $360,000

    • Land
    • 21.5 Acres
    • $16,744 per Acre

    405 Route 7 Route, Sharon, CT 06069

    Sharon CT Acreage! Nice parcel on a main road near the Housatonic River. Two or three home sites are possible and lot access is granted by Rights of Way over existing driveways. A majority of this parcel abuts State of CT land to the north and west. Must be seen to be appreciated!

    David Mallison William Pitt Sotheby's Int'l

    405 Route 7 Route, Sharon, CT 06069
  • /38

    $845,000

    $320K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,846 Sq Ft

    28 Cole Rd, Sharon, CT 06069

    Discover the timeless charm of this extraordinary circa 1755 Colonial estate in the heart of Sharon, Connecticut. Set on 1.6 picturesque acres surrounded by protected farmland, this distinguished historic home offers 3,846 square feet of living space and an exceptional opportunity to restore, renovate, or thoughtfully modernize while preserving its remarkable architectural heritage. Rich in

    Colleen Vigeant Elyse Harney Real Estate

    28 Cole Rd, Sharon, CT 06069
  • /39

    $1,595,000

    $105K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,905 Sq Ft

    130 Sharon Mountain Rd, Sharon, CT 06069

    Lovingly named "Nid D'Alcyon," French for Kingfisher Nest, by the current owner, this truly enchanting home is rich in history. This beautiful four-bedroom antique, dating to circa 1745, is set on one of Sharon's most scenic roads and tells a captivating story of life, travel, and love. Nestled within exquisite gardens and surrounded by a serene pond, mature trees, and perennial plantings, the

    Elisa Waysenson Elyse Harney Real Estate

    130 Sharon Mountain Rd, Sharon, CT 06069
  • /23

    $1,065,000

    $185K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,209 Sq Ft

    222 W Cornwall Rd, Sharon, CT 06796

    Set along one of Sharon's most scenic country roads, this inviting property offers a rare blend of country charm, flexible living space, and timeless Litchfield County appeal. Anchored by a 1948 main residence and complemented by an original guest cottage and substantial barn, the offering presents a versatile compound ideal for weekend living or full-time retreat. The main house is warm and

    John Panzer Elyse Harney Real Estate

    222 W Cornwall Rd, Sharon, CT 06796
  • /30

    $445,000

    $150K PRICE DROP
    • Land
    • 8.78 Acres
    • $50,683 per Acre

    0 Millerton Rd Unit 24160426, Sharon, CT 06069

    Drive through Sharon's scenic pastoral landscape, past the serene waters of Indian Lake, and arrive at a rare 8 acre sanctuary that hasn't been on the open market in over 30 years. This gently sloping lot is the elusive combination you've been searching for: absolute privacy and unbeatable convenience. Anchored by the tranquil banks of Indian Lake Creek, the land naturally curves along the

    Lenore Mallett William Pitt Sotheby's Int'l

    0 Millerton Rd Unit 24160426, Sharon, CT 06069
  • /37

    $1,885,000

    $210K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,105 Sq Ft

    200 Sharon Mountain Rd, Sharon, CT 06069

    Effortless elegance on seven acres directly across from protected conservation land. A dappled willow hedge and a classic pea stone driveway lead to this fully reimagined four-bedroom, three-and-a-half-bath retreat. Interiors are by Ellsworth Home, the New York and New England design studio behind the 2024 renovation - featured recently in Litchfield Magazine. Classic mouldings, high ceilings,

    Elyse Morris Elyse Harney Real Estate

    200 Sharon Mountain Rd, Sharon, CT 06069
  • /7

    $429,000

    $111K PRICE DROP
    • Land
    • 25.46 Acres
    • $16,849 per Acre

    39 Swaller Hill Rd Unit lot 3, Sharon, CT 06069

    Rarely will you find a property surrounded by state forest with usable access, buried utilities, cleared pasture, woods and views of the Connecticut hills. There are two abutting parcels which could also be purchased. Please ask.

    David Bain Bain Real Estate

    39 Swaller Hill Rd Unit lot 3, Sharon, CT 06069
  • /5

    $419,000

    $106K PRICE DROP
    • Land
    • 26.72 Acres
    • $15,683 per Acre

    39 Swaller Hill Rd Unit 1, Sharon, CT 06069

    LOT 1 - 26.72 ACRES - $419,000 The Build-Ready Opportunity Nestled on scenic Swaller Hill Road, this exceptional 26.72-acre parcel offers mountain views, privacy, and valuable infrastructure already in place. The property has been cleared to showcase potential homesites, with underground utility conduit installed and an established utility easement, reducing future development uncertainty. A rare

    David Bain Bain Real Estate

    39 Swaller Hill Rd Unit 1, Sharon, CT 06069
  • /31

    $6,995,000

    $505K PRICE DROP
    • 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
  • /11

    $1,000,000

    $400K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    400 Gay St, Sharon, CT 06069

    Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary

    John Harney William Pitt Sotheby's Int'l

    400 Gay St, Sharon, CT 06069

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