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480 Cornwall Bridge Rd, Sharon
$599,900
3 Beds ⋅ 2 Baths ⋅ 24216195 MLS
A rare opportunity to own a private woodland retreat at the base of Sharon Mountain! Set on 3.84 picturesque acres, this distinctive 3-bedroom, 2-bath log chalet offers the perfect blend of rustic elegance, natural beauty, and peaceful seclusion. Tucked away at the end of a winding driveway, this first-time-offered home features soaring wood ceilings, exposed beams, a dramatic stone fireplace, and warm natural wood finishes that capture the charm of mountain living. An expansive elevated deck overlooks beautifully established perennial gardens, traditional stone walls, and surrounding woodlands. The partially finished walk-out basement features a wood stove and an additional 365 square feet of versatile space overlooking the yard, ideal for recreation, hobbies, or relaxation. Explore private walking paths, relax by the fire pit, or enjoy the open grassy clearing that once formed part of the historic Sharon Mountain Ski Area. Recent improvements include exterior painting and updated deck boarding. Perfect as a primary residence or countryside retreat, the property offers convenient access to Wassaic Metro-North Station with service to Grand Central Terminal, the region's many renowned independent schools, charming villages, fine dining, hiking, skiing, and outdoor recreation. Experience the tranquility of the Litchfield Hills while remaining connected to New York City and Hartford. A truly special property offering privacy, character, tranquility and four-season enjoyment!

480 Cornwall Bridge Rd, Sharon

99 King Hill Rd, Sharon
$585,000
2 Beds ⋅ 1 Baths ⋅ 24197956 MLS
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 New England appeal. The light-filled interior features a spacious great room with a wood-burning fireplace and a bay-windowed dining area ideal for gathering. A thoughtfully renovated country kitchen features butcher block countertops, a farmhouse sink with brass bridge faucet, and stainless-steel appliances. Recent improvements include freshly painted interiors and exterior, along with a new gravel driveway. A detached barn offers exceptional versatility as a studio, workshop, potting shed, or creative retreat-particularly appealing to the gardening enthusiast. This inviting country home offers a rare opportunity to enjoy the beauty, charm, and quintessential lifestyle of Litchfield County.

99 King Hill Rd, Sharon

142 Gay St, Sharon
$555,000
3 Beds ⋅ 1 Baths ⋅ 24183989 MLS
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 with an eat-in kitchen, a spacious living room centered around a classic wood-burning fireplace, and a versatile sunroom perfect for your home office or den. The 1.28-acre lot is a wide-open, level canvas just waiting for your landscaping vision (and maybe that pool you've always wanted!). With an unbeatable location steps away from the Sharon Farm Market, town lake, and local favorites like J. P. Giffords and Le Gamin restaurant, this is the fresh start you've been looking for. Don't wait-come see this Litchfield County treasure today!

142 Gay St, Sharon

120 Sharon Valley Rd, Sharon
$525,000
4 Beds ⋅ 2 Baths ⋅ 24197961 MLS
Love the home-and the payment: sellers are offering a 2-1 mortgage rate buydown, potentially saving qualified buyers $500+ per month in year one. Welcome to 120 Sharon Valley Road, where classic New England charm, a peaceful country setting, and everyday comfort come together in one beautifully maintained home. From the moment you pull into the inviting semicircular driveway, this 4-bedroom, 1.5-bath home feels like a place you'll want to stay. Set on approximately three-quarters of an acre of wonderfully flat, usable land, the property offers plenty of room to relax, entertain, garden, or simply enjoy the quiet surroundings of Sharon Valley. Inside, light hardwood floors flow throughout the home, creating a bright, warm, and cohesive feel from room to room. Lovingly cared for and recently refreshed, the home features fresh paint, a new deck, and new landscaping that enhance both its interior and exterior appeal. Adding even more value is the spacious walk-out lower level, offering excellent potential for future finished living space. With impressive approximately 8- to 9-foot ceilings, this area provides a great foundation for a future family room, home office, gym, recreation room, guest space, or combination of uses, while still allowing for plenty of storage.

120 Sharon Valley Rd, Sharon

70 Gay St, Sharon
$509,000
4 Beds ⋅ 2 Baths ⋅ 24199566 MLS
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 opportunity, with its 3/4-acre minimum zoning. You could consider subdividing the current 3.8 acres into potentially 4 or 5 separate building lots. Interior features: refinished, walnut-stained, oak floors...large living room with wood-burning fireplace...open kitchen/dining with three exposures and updated appliances...repainted interior...excellent closet space...full, dry basement with a Bilco door for easy exterior access...washer/dryer...and new hot water heater in 2023. Exterior features: new roof in 2021...detached, oversized, one-car garage with a connected, covered walkway from the house...large, flat lot with plenty of room to build, add a pool, tennis court, or whatever else your heart desires...and numerous landscaped flowerbeds.

70 Gay St, Sharon

94 Jackson Rd, Sharon
$499,500
2 Beds ⋅ 1 Baths ⋅ 24192359 MLS
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 home features premium stainless steel appliances, sleek countertops, custom cabinetry, and a thoughtful layout designed for effortless entertaining and cooking. Step into a bright, airy living space framed by views of the surrounding landscape. The home boasts an inviting flow, highlighted by the stunning new kitchen that opens up to the main living areas. Both bedrooms offer cozy, peaceful retreats at the end of the day, accompanied by a well-appointed full bathroom. The detached 2-Car Garage with loft to Keep your vehicles protected from the elements, and utilize the expansive loft space above as a home office, artist studio, gym, or extra storage. Step outside onto your brand new, private deck. It's the ultimate spot for morning coffee, evening stargazing, or hosting summer barbecues against a backdrop of mature trees and wildlife. Outside, the acreage provides plenty of room to garden, play, or simply soak in the unobstructed views of the great outdoors. Schedule your private tour today and experience country living at its absolute finest.

94 Jackson Rd, Sharon

Millerton Road, Sharon
$445,000
24160426 MLS
* Parcel has been approved for 4 bedroom septic per HVHD. * 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 (which leads directly to Indian Lake), the land naturally curves along the Millerton Road side, making it incredibly easy to envision your dream home tucked perfectly into the hillside. Directly across the street lies 81 acres of cherished, protected Sharon Land Trust, offering immediate access to hiking and untouched nature right outside your door. The property currently features a run-in shed and is perfectly suited to remain a haven for farm animals. Located just moments from the vibrant centers of Millerton, Lakeville, and the Sharon town green. Bring your architect and your vision. This is a truly rare find.

Millerton Road, Sharon

92 Amenia Rd, Sharon
$425,000
3 Beds ⋅ 2 Baths ⋅ 24217851 MLS
Absolutely turn-key, this beautifully updated home blends old world charm with modern day convenience, featuring the most gorgeous wide-plank hardwood floors and a bright, move-in-ready feel throughout! A large welcoming entryway leads into an expansive main-level living room with cathedral ceilings, new flooring, abundant natural light and fireplace with new wood stove insert. A gorgeous custom eat-in-kitchen is recently renovated with quartz countertops, new cabs, appliances and access to front and rear decks. The rear deck overlooks a level, private & sprawling yard. The main level has one bedroom and fully renovated bath. Upstairs you'll find two additional bedrooms and a beautifully renovated full bath with tub. Set on an expansive level lot, this property offers two garages, one attached/one detached boasting freshly paved driveways + enclosed porch. In addition, the detached garage has as separate work shop. EXTENSIVE 2025' IMPROVEMENTS INCLUDE: Interior and Exterior Painting, New Windows (LR/Entry Way), Full House Generator, Septic Tank, Electric Rewiring w/ Modern Touch Dimmers, Washer/Dryer, Decks Repainted, Water Pump, Reinsulated Basement/Garage, New Basement Floor, Tankless Water Heather, (2) Two Driveways Repaved, Garage Door, Wood Stove. This move in ready home is Ideally located near the Sharon Town Green, shops and restaurants, the Sharon Playhouse, Audubon Center, Sharon Town Beach. Only 10 mins to Metro North Train

92 Amenia Rd, Sharon

39 Swaller Hill Rd Unit 1, Sharon
$409,000
24141828 MLS
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 opportunity to build your dream home on a beautiful estate parcel in one of Sharon's most desirable locations. Key Features: * 26.72 acres * Mountain views * Cleared homesite area * Underground utility conduit installed * Established utility easement * Privacy and natural beauty Rare opportunity! Lot directly abuts 1000's of acres of state forest with some cleared pasture and remarkable views over the NW CT hills. Many potential home sites: either in the pasture, over looking the pasture or higher up in woods. Utility pipes are buried but wires not yet pulled until closing.

39 Swaller Hill Rd Unit 1, Sharon

Swaller Hill Rd, Sharon
$395,000
24141946 MLS
Discover a rare opportunity to own over 21 acres of private forestland with potential views overlooking the Housatonic River Valley, directly adjoining hundreds of acres of Connecticut State Forest. Tucked away on a private road, this secluded property features a network of wood roads and hiking trails, perfect for exploration and outdoor adventure. A rustic campsite complete with a lean-to and small seasonal cabin offers an ideal base for recreation while you develop your future homesite. The land also borders a picturesque mountain stream, adding to its natural charm and tranquility. Located just minutes from the village of West Cornwall, fly fishing on the Housatonic River, and skiing at Mohawk Mountain, this property is a true country retreat-a peaceful haven for nature lovers and outdoor enthusiasts.

Swaller Hill Rd, Sharon

106 Lambert Rd, Sharon
$350,000
24196913 MLS
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 and added value. The home also features a chimney with fireplaces completely intact, offering a valuable structural element for future restoration or redesign. The original oversized ranch style (3220sq ft 3 bed 2 1/2 bath) home was lost to fire in 2011, and debris remains in the basement area requiring removal-creating a blank slate for renovation or new construction. With its generous acreage, level topography, and existing infrastructure, this property is ideal for investors, builders, or buyers looking to create significant equity. Sold strictly as-is. Buyers to perform all due diligence regarding condition and usability of all existing systems and structures. Do not go on property alone. Must be accompanied by an agent.

106 Lambert Rd, Sharon

Westwoods Rd Unit #2, Sharon
$285,000
24183544 MLS
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 wish to build. A well established driveway passes through thick forest is welcomed by a stone gate winding through a groomed wooded glade then gently up a slope to an sun-splashed open cleared building site. While there are neighbors, none are in sight as this property is surrounded on two sides by a large Sharon estate. The gravel road assures a low volume of traffic and noise. If your enjoyment of nature is derived with privacy and natural beauty, then you've found the spot. Priced $70,000 below what it was purchased for in 2021! Come see this amazing land and commune with nature for real country living!

Westwoods Rd Unit #2, Sharon

Westwoods Rd Unit 2, Sharon
$185,000
24206923 MLS
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 borders directly a town hiking trail. 100 year old stone walls stand and outline the 6.3 acre parcel. Native oaks and birch populate the parcel and make wonderful signature trees. There are miles of back gravel roads in the neighborhood perfect for biking, walking or jogging. While offering privacy and serenity the property is close in proximity to the villages of Sharon, Kent and Cornwall Bridge. Access to Metro North and points south are also convenient. Building is the only way to get exactly what you want. Septic testing has been completed. Come build on your own slice of heaven.

Westwoods Rd Unit 2, Sharon

Joray Road, Sharon
$175,000
24213321 MLS
An impressive 5.14 acre elevated lot with naturally slopping terrain, beautiful woodland views, offering exceptional privacy. This parcel has a unique layout abutting 2 public roads for maximum flexibility for driveway design, potential home placement and overall accessibility. Secluded yet conveniently located 4 miles from Sharon Shopping Plaza, Sharon Hospital, Hotchkiss Library & local Private Boarding Schools. 2 miles to NYC by car, 20 minutes to Metro North train station. If you are looking for a home to accent this parcel of land, it abuts 399 Cornwall Bridge Road Property currently for sale (MLS # 24213112) by same owner. Build a compound, & live in the home while you design your dream home or be content with added acreage with your property.

Joray Road, Sharon

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