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494 Eastman Rd, Sharon
$350,000
3 Beds ⋅ 3 Baths ⋅ 5110125 MLS
At this price the home is a steal. Don't wait folks! This Sharon Vermont home has been renewed by its current owner with many thoughtful updates including hardwood floors, remodeled bathrooms, and a new heating system and oil tank since purchasing to name a few. There are still a few updates that can be made but the home is move in ready and is eager to house the next occupants. There are seasonal westerly views once the autumn leaves fall from their branches but since it appears you have control of the trees, a year round view may be possible. And let me tell you, it's spectacular with the setting sun backdropped against the valley and mountain setting. Did I say sun? Part of what this owner loved about this home was how much natural light it gets! Three large bedrooms await slumbering heads. Open kitchen to dining or kitchen to living if you desire seems great for entertaining. The exterior deck, with a little additional support, is great for entertaining and provides access to the back and side yards. Is this the one for you?

494 Eastman Rd, Sharon

Listing courtesy of Leila Tarantelli from KW Coastal and Lakes & Mountains Realty/Hanover. ()

10 Suffolk Rd, Sharon
$635,000
3 Beds ⋅ 1 Baths ⋅ 73576471 MLS
Some homes give you more than the numbers suggest—and 10 Suffolk is one of them. Tucked onto a quiet Sharon neighborhood street, this charming 3-bedroom Cape delivers the spaces you need, the backyard you’ve been hoping for, and a location that makes everyday life just a little easier.Step inside to a bright, welcoming main level where hardwood floors flow through a sun-filled living room, dining room and updated kitchen with stainless appliances, stone counters and tile backsplash. Just beyond the kitchen, the deck becomes an extension of the home—overlooking a patio and spacious, newly fenced backyard made for morning coffee, summer dinners, four-legged friends, and weekends outside.A first-floor bedroom and full bath offer rare flexibility for one-level living, guests or a home office, while two additional bedrooms upstairs create private retreats away from the main living spaces.And then there’s the lower level—because this home lives much bigger than you’d expect. A finished family room is ready for movie nights, game days or a second living area, while an additional bonus room gives you options for a home office, gym, playroom, hobby space or guest overflow. Its tucked-away location also makes it an especially great fit for overnight guests, or anyone working nontraditional hours who appreciates a quieter, darker space for daytime sleep. There’s also basement laundry, storage, interior access, and space for a workshop!Central air, an attached 1-car garage, and thoughtful improvements add everyday comfort, including a new backyard fence and Mass Save–coordinated blown-in insulation added to attic areas. Major updates include FENCE (2024); MASS SAVE (2024); ROOF (2017); SIDING (2017); WINDOWS (2017); OIL TANK (2017); GARAGE DOOR (2017); APPLIANCES (2017); HOT WATER TANK (2017)But perhaps the best feature is the one you can’t renovate: Sharon. Enjoy convenient access to schools, commuter rail, Lake Massapoag, outdoor recreation, shopping and major routes—all while coming home to your own private backyard, and home with thoughtfully curated moments sure to check all of your boxes and needs!10 Suffolk isn’t about having more house than you need. It’s about having the right spaces, in the right town, with room for real life to happen. Welcome home!

10 Suffolk Rd, Sharon

Listing courtesy of Listing Agent: The Real Estate Ladies Team from Listing Office: REMAX Executive Realty.

12 Red Rock Rd, Sharon
$1,950,000
3 Beds ⋅ 4 Baths ⋅ 24206718 MLS
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 wood floors. Beyond the kitchen peninsula is a dining room that spills into the living room with a fireplace and cathedral ceiling. The main level features a refined primary suite with large windows and lovely sitting room, while the upper level hosts a sun-drenched bedroom with vaulted ceiling. Also upstairs is a lovely flex room with bookshelves and access to a private deck - ideal for use as guest space, office, den or gym. Additional workspace/sitting area is located at the top of the stairs. Outdoor living is central to the property, highlighted by a large screened porch with French doors off the kitchen that overlooks a crescent-shaped pool, perennial and pollinator gardens, and lush surroundings. A private path meanders through the fields connecting the main house to a modern 1 BDR guest cabin, creating an ideal haven for visitors seeking quiet elegance and natural beauty. Close to many area attractions: Sharon Audubon, Sharon Playhouse, and Lime Rock Park. Easy access to area private schools: Indian Mountain, Hotchkiss, Berkshire, Kent and Millbrook School. 2 hours to NYC.

12 Red Rock Rd, Sharon

Listing courtesy of Diana Bisselle from William Pitt Sotheby's Int'l. (917) 519-5021 (860) 435-2400

16 Leonard Rd, Sharon
$895,000
4 Beds ⋅ 2 Baths ⋅ 73574273 MLS
Nestled in a PEACEFUL neighborhood, this BEAUTIFULLY UPDATED CONTEMPORARY ranch embodies the best of SOPHISTICATED one-level living. THOUGHTFULLY RENOVATED with TIMELESS STYLE and QUALITY CRAFTMANSHIP, this EXCEPTIONAL EXPANSIVE residence offers 4 bedrooms, 2 full baths & over 2300 sq ft, blending COMFORT, FUNCTIONALITY & REFINED DESIGN on LARGE PRIVATE grounds. The heart of the home is a BREATHTAKING REMODELED CHEF'S kitchen with VAULTED ceilings, CUSTOM cabinetry, large GRANITE island, CUSTOM MIELE appliances & refrigerator, GROHE fixtures with WALLS OF GLASS to enjoy the natural light. A DRAMATIC floor-to-ceiling MARBLE gas-burning fireplace creates a STRIKING ARCHITECTURAL CENTERPIECE in the family room. The VAULTED dining room with double sliders to the oversized deck allows the outside in for effortless indoor-outdoor living or the BEAUTIFULLY CRAFTED living room are the perfect flex spaces. GLEAMING HARDWOOD FLOORS flow throughout the light-filled living spaces, while the OPEN-CONCEPT design captures PEACEFUL VIEWS of the surrounding landscape. Four SUNFILLED bedrooms, including a primary suite with PRIVATE bath, and additional full bath with MARBLE shower, GROHE fixtures & MARBLE flooring complete this STUNNING RETREAT. Additional HIGHLIGHTS include a 1 car garage, newer roof, skylights, septic updates, PELLA WINDOWS and GROHE FIXTURES. The SPACIOUS unfinished lower level is ready to be finished for additional space. Offering CONTEMPORARY flair, EXCEPTIONAL SUNDRENCHED spaces, PRIVATE GROUNDS and room to grow, this REMARKABLE residence is just minutes from shopping, restaurants, highways, and Sharon's AWARD-WINNING SCHOOLS. THIS IS THE ONE!

16 Leonard Rd, Sharon

Listing courtesy of Listing Agent: Deborah Piazza from Listing Office: Coldwell Banker Realty - Sharon.

51/U:37 Cape Club Drive, Sharon
$1,549,000
2 Beds ⋅ 3 Baths ⋅ 73573865 MLS
*** NEW is BETTER! *** PHASE III is HERE! - Located in the Heart of CAPE CLUB OF SHARON Golf Course - GORGEOUS VIEWS! New Townhomes offer INNOVATED MODERN DESIGN, OPEN FLOOR PLANS, High-End Finishes, Two-Story Ceilings, FIRST FLOOR MASTER BEDROOMS, 2-Car Garages and Much More! Begin your day with a cup of coffee on your private deck overlooking the MANICURED FAIRWAYS dotted with sand bunkers, ponds, lush clusters of mature trees, streams and gently-rolling meadows! Enjoy the serenity around you, step outside and…play! On-site top-notch restaurant, an elegant bar, enormous outdoor patios and fantastic golf course-related amenities with a swimming pool, kids pool, driving range and more will keep you happily busy every day! Reserve your home today and get a one-year family club membership for free! Call the Listing Agent for a Private Tour! *** LIVE on a GOLF COURSE, LIVE the DREAM!***

51/U:37 Cape Club Drive, Sharon

Listing courtesy of Listing Agent: Vladimir Frenkel from Listing Office: Keller Williams Elite - Sharon.

12 Summer Street, Sharon
$700,000
3 Beds ⋅ 2 Baths ⋅ 73573480 MLS
Discover the perfect blend of charm, convenience, and location in the heart of Sharon! Ideally situated in a Center of Town location, this home is just moments from the commuter rail service to Boston and Providence, award-winning schools, parks, playgrounds, and the scenic shores of Lake Massapoag. Step inside to a bright and sun-filled living room that flows effortlessly into the dining area and updated country kitchen with QUARTZ counters and MAPLE cabinets. Upstairs, you will find three good size bedrooms, along with the updated full bath. The versatile walk-out lower level provides exceptional flexibility for guests, remote work, multigenerational living and plenty of storage space. Set on a generous quarter-acre lot, there is plenty of space to play, garden, entertain, or simply relax and enjoy the peaceful surroundings on the deck. Don't miss this wonderful opportunity to enjoy all that Sharon has to offer from an unbeatable in-town location!

12 Summer Street, Sharon

Listing courtesy of Listing Agent: Seth Stollman from Listing Office: Keller Williams Elite - Sharon.

66 Eisenhower Dr, Sharon
$1,895,000
4 Beds ⋅ 7 Baths ⋅ 73572307 MLS
UNPARALLELED LUXURY describes this BREATHTAKING property in Sharon's most-coveted neighborhood in TOWNSMAN SQUARE ESTATES exuding TIMELESS ELEGANCE & GRANDEUR. Situated on PRIVATE SPRAWLING LUSH grounds, this THOUGHTFULLY DESIGNED residence spans approximately 8,600 sq ft of LUXE APPOINTMENTS, EXQUISITE FINISHES, GLEAMING HARDWOODS, SUNDRENCHED rooms & WALLS OF GLASS with SWEEPING VIEWS of the property beyond. This SPECTACULAR residence boasts a GRAND 2 story foyer, OPEN FLOOR plan, STATELY finishes, SOARING ceilings and front & rear staircases. GOURMET CUSTOM kitchen with LARGE ISLAND, STAINLESS STEEL & SUBZERO APPLIANCES, DOUBLE WALL OVENS, VENTED HOOD, loads of cabinetry & STUNNING dining area with sliders to deck with PERGOLA for al fresco dining opens to family room with GORGEOUS WINDOWS, CUSTOM BUILT-INS, wet bar & sliders leading to a LARGE deck overlooking the PEACEFUL GROUNDS beyond; WARM & INVITING living room with fireplace and BAY WINDOW; EXQUISITE dining room, 1st floor study, billiards room with sliders, laundry room & two half baths. Retreat up the GRAND staircase to the primary suite with DOUBLE CUSTOM walk-in closets, dressing area & FRENCH DOORS to the private bath with dual vanities & jacuzzi tub; 3 additional ENSUITE bedrooms & office. FABULOUS finished WALK-OUT lower level offers great room, game room, bonus room, exercise room & full bath! Many updates including: ROOF, WINDOWS, SLIDERS, A/C, WATER HEATER, to name a few....3 car garage, natural gas & central air on a LARGE PRIVATE LOT! TRULY A RARE OFFERING!

66 Eisenhower Dr, Sharon

Listing courtesy of Listing Agent: Deborah Piazza from Listing Office: Coldwell Banker Realty - Sharon.

16 Rhynus Rd, Sharon
$749,000
3 Beds ⋅ 3 Baths ⋅ 24204166 MLS
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 living room with natural light. The updated eat-in kitchen opens to the dining room and a spacious screened-in porch-an inviting extension of the living space overlooking the side yard. The family room features exposed beams and a wall of glass doors opening to the updated deck and pool area, while the primary suite has a private deck with stair access to the pool. Upstairs, the current laundry room offers flexible space for a home office or other use if laundry is relocated, and a floored, insulated attic provides generous storage. The renovated 475 sqft detached studio cottage, currently rented for the academic year, features a kitchen, full bath and open living/sleeping space. Updates include the cottage renovation, newly graveled driveway, kitchen upgrades, split heating/cooling, replacement windows and sliding doors, decks, front porch and electrical improvements. A new septic system serving the main house and cottage will be scheduled to installed November. Enjoy a peaceful Northwest Connecticut lifestyle with nearby hiking, lakes, outdoor recreation, arts and culture.

16 Rhynus Rd, Sharon

Listing courtesy of Ashley Paige Pushee from eXp Realty. (860) 573-4349 (866) 828-3951

16 River Rd, Sharon
$749,000
3 Beds ⋅ 2 Baths ⋅ 24202990 MLS
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, refinished hardwood floors and classic antique detailing lead you to the open living and dining area, where a wood-burning fireplace creates a warm, cozy atmosphere. Large, new windows frame direct views of the river, pulling the beauty of the outdoors inside. For a closer look at the water, step out to the screened-in porch with its beautiful stone floor-an ideal setting for your morning coffee or evening wine. The brand-new chef's kitchen is a design masterpiece, combining custom cabinetry, quartz countertops, a bespoke stone backsplash, and a farmhouse sink. Equipped with a full suite of 2024 stainless-steel Frigidaire appliances (fridge-freezer, dishwasher, electric range, microwave, and hood), the kitchen also boasts a built-in wine fridge and a dedicated coffee station. Upgraded electrical systems with recessed lighting and dimmers allow you to set the perfect mood throughout. The main-level primary suite is your private oasis, complete with direct river views and an ensuite bath that rivals any spa.

16 River Rd, Sharon

Listing courtesy of Alan O'Doherty from William Pitt Sotheby's Int'l. (917) 993-3483 (860) 927-1141

497 Cornwall Bridge Rd, Sharon
$694,999
3 Beds ⋅ 3 Baths ⋅ 24203240 MLS
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 refreshed interior with a bright and welcoming atmosphere, spacious bedrooms, two full bathrooms, and a convenient half bath. The renovations give this home a fresh, modern feel while providing plenty of space for everyday living, entertaining, working from home, or hosting family and friends. Major improvements include new siding, new propane tanks, and extensive renovations throughout, making this property truly move-in ready. The backyard is ready to become your favorite place to relax and entertain. Enjoy warm summer days by the above-ground swimming pool, host weekend barbecues, or simply unwind in your own outdoor space. With 3 bedrooms, 2.5 bathrooms, a renovated interior, important exterior upgrades, and a pool to enjoy, this home offers so much to its next owner. All you need to do is unpack and make it yours. Don't miss the opportunity to see this beautifully updated property schedule your private showing today!

497 Cornwall Bridge Rd, Sharon

Listing courtesy of Arlene Gonzalez from The Gonzalez Property Group. (718) 650-0292 (718) 650-0292

190 Cornwall Bridge Rd, Sharon
$635,000
3 Beds ⋅ 3 Baths ⋅ 24201544 MLS
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 two-car garage provides added convenience. Upstairs, the generous primary suite offers multiple closets, including a walk-in, and a full bath with double vanity. Two additional bedrooms share a second full bath. The finished lower level provides flexible space for a recreation room, home gym, media room, or additional living area. Outside, a private back patio with a shade pergola creates an inviting setting for morning coffee, outdoor dining, or entertaining while enjoying the peaceful country surroundings. This property offers an exceptional location with easy access to the villages of Sharon, Millerton, Lakeville, and Salisbury, as well as the Wassaic train station with service to New York City. Nearby amenities include acclaimed private and public schools, scenic hiking trails and conservation areas, the Sharon Playhouse, and year-round recreation at Mohawk Mountain and Catamount Ski Area. A peaceful country setting with convenient access to the best of the Litchfield County and Hudson Valley region.

190 Cornwall Bridge Rd, Sharon

Listing courtesy of Whitney Malagrino from Berkshire Hathaway NE Prop.. (860) 790-9858 (860) 677-7321

2 Palace Court, Sharon
$2,289,000
5 Beds ⋅ 5 Baths ⋅ 73569478 MLS
New Construction!! Located in a highly desirable and established community, Customize your luxurious dream home in this new PRIVATE cul de sac. This beautifully designed home features a bright open floorplan with 5 bedrooms and 4.5 baths, a gourmet kitchen, and an oversized island.1st FLOOR EN-SUITE BEDROOM with a walk in closet and full bath. Enjoy the Spacious family room with gas fireplace and glass sliding doors leading to a private outdoor deck, perfect for entertaining and enjoying the serene surroundings. Home office with glass French doors. 2nd level boasts 4 bedrooms with a spacious and inviting primary suite, large walk in closet, luxurious spa like primary bath with double vanities, soaking tub and tile shower. 2nd floor laundry room. 2 car oversized garage. Walk out basement with 10 foot ceilings. Generous builder allowances. 1 year warranty. By appointment only.

2 Palace Court, Sharon

Listing courtesy of Listing Agent: Marilyn Zambrzycki from Listing Office: Portfolio Properties, LLC.

Sharon
$5,250,000
2 Beds ⋅ 2 Baths ⋅ 24201909 MLS
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 orchard, gardens, woodlands and long views it offers refined, comfortable living from the very first day. The estate unfolds like a private park of meadows, woodlands, orchards, gardens, dramatic elevations and a sheltered seasonal brook. Sweeping western sunsets, expansive northern vistas, and carefully composed landscapes ensure every season reveals a new perspective. Two parcels define the property's flexibility. The principal Sharon homesite occupies a commanding elevation and includes architectural design plans by architect, Scot Samuelson, AIA, NCARB for a 5,000+ sq ft residence. The 2nd parcel is in Kent & Sharon, reached by its own private drive. It rests quietly on the edge of a woodland above the brook and in the meadow below the principal Sharon site. Throughout the estate, thoughtful infrastructure has been integrated into the landscape, while historic woodland roads, stone walls, specimen trees, perennial gardens, fountains, scenic overlooks, and a distinctive 40 tree orchard create a landscape of exceptional beauty and permanence. Convenient access to NYC by car or train.

Sharon

Listing courtesy of Pels Matthews from W. Raveis Lifestyles Realty. (203) 671-5432 (860) 868-0511

5 Carbrey Avenue, Sharon
$975,000
4 Beds ⋅ 3 Baths ⋅ 73567642 MLS
OCTOBER ONLY OFFER: SELLER TO OFFER A $5,000 SELLER CONCESSION AT CLOSING TOWARD A BUYDOWN PROGRAM OR BUYER’S CLOSING COSTS WITH AN ACCEPTED OFFER BY OCTOBER 31, 2026 ON THIS PROPERTY!!! Come see all the UnBOOlieveable things this property has to offer!! Fully updated, all you need to do is fall in love and move in because EVERYTHING has been just done for YOU! Welcome to 5 Carbrey Avenue in Sharon where SOPHISTICATION meets SERENITY. Come see this spectacular FOUR BEDROOM, THREE BATH sprawling Ranch and fall in love with the designer touches, quality materials & workmanship as well as top of the line appliances, but buy for the decades of MAINTENANCE FREE peace of mind with ALL the NEW 2026 updates including: ALL NEW roof, 3 zone heating systems, (both forced hot water baseboard by oil AND a second forced hot air system elec) 3 zone AC, elec panel, 3 baths, kitchen with 7 ft Island, quartz counters, shaker cabinets and pantry, built in microwave, flooring, designer lighting, Trex deck, patio, septic system, doors, sliders, paint and windows and SO much more! 2 and a half car oversized garage with heat, elec, insulation and loft plus 10 car new driveway. Professional landscaping and mature trees create a gorgeous backyard that overlooks the serene and pristine fairway of the Country Club. This large, treed oasis with oversized deck and patio offers the perfect backdrop for any party or grab your favorite drink or book, put your feet up on your new Trex deck and drift into complete relaxation lulled by the literal sound of silence while taking in the serenity of your private oasis! Close to shopping, Country Club, grocery stores, restaurants, Ice cream shop/dairy, Cafes, Cobbs corner, Sharon center, the T commuter rail, and Route 95, yet tucked away on a tree lined residential retreat abutting the Country Club. This home will entice both your heart and mind.. Come take a chance at finding THE house of your dreams,and take a chance at the FREE, FUN raffle where you could win a $25 gift certificate to a local restaurant to say thank you for taking the time to view my property! Life has a way of taking your breath away, come fall in love with one of the few homes that can actually give it back……. Because your new dream home is just waiting for YOU……. Come see all the UnBoolieveable treats this propertyp has to offer and move in time to celebrate the holidays in your new home!

5 Carbrey Avenue, Sharon

Listing courtesy of Listing Agent: Terese Webby Becker from Listing Office: Terese Webby Becker Real Estate.

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

Listing courtesy of AJ Davis from Better Homes and Gardens Real Estate Executive Real Estate. (203) 848-8096 (860) 633-8800

6 Johnson Rd, Sharon
$699,000
3 Beds ⋅ 2 Baths ⋅ 73565184 MLS
Owned by the same family since it was built, this well-maintained, split-level home offers 1,910 square feet of living space with 3 bedrooms, 1.5 baths, and wood floors on the main level. The eat-in-kitchen opens to the dining room. The dining room is open to a formal living room on one side and on the other side through sliding glass doors to an enclosed, three-season room. The finished lower level includes a family room with a fireplace and built-in dry bar, a laundry room with storage and space for a potential home gym, and an oversized 2 car garage that offers plenty of space for a workshop. Set on a 41,136-square-foot level lot, surrounded by mature trees, the yard offers terrific space for outdoor activities and future possibilities. Conveniently located near Sharon's top-rated schools (.4 miles to the sought after East Elementary School), this home offers a great opportunity to get into Sharon, or to make plans to renovate and expand to you dream home.

6 Johnson Rd, Sharon

Listing courtesy of Listing Agent: Shari Lyons from Listing Office: Hammond Residential Real Estate.

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

Listing courtesy of Steven Koleno from Beycome of Connecticut. (804) 656-5007 (804) 656-5007

12 W Mountain Rd, Sharon
$1,399,000
5 Beds ⋅ 4 Baths ⋅ 24198204 MLS
COUNTRY HOME Nestled in the foothills ...Within short distance to NYC, Boston, and the beautiful eastern shores of Connecticut sits a quiet, well maintained retreat in Litchfield County for family, friends, guests, or the solitary traveler. Abutting a private land preserve and enclosed on 5.5 woodland acres off a private road sits this lovely country home. Thoughtfully Equipped with chefs kitchen opening to family room with wood burning stove and enclosed sun porch ..there to relax. All rooms overlook large expanse of the gently wooded yard, showcasing mature trees and planted gardens ... the views from every room of the house offer quiet and breathtaking seasonal pleasures. Master bedroom and guest room are both located on the main level. Upstairs discover 4 rooms with built-in bookshelves, full closets, full bath and a separate sitting room, Above the two car garage is separate bonus room for exercise, private office or artistic exploration. All of this is not exaggerated... The residence was designed and built by a well respected local developer as a timeless country masterpiece offering all conveniences of easy living and low maintenance...with easy proximity to Sharon, Amenia, Kent, Millerton and surrounding areas. Priced well and within reach.

12 W Mountain Rd, Sharon

Listing courtesy of Chris Garrity from Bain Real Estate. (860) 488-5859 (860) 927-4646

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

Listing courtesy of Julie Einhorn from Compass Connecticut, LLC. (347) 853-1426 (203) 293-9715

14 Cape Club Drive, Sharon
$1,300,000
2 Beds ⋅ 3 Baths ⋅ 73559501 MLS
Enjoy the best of Sharon in this NEWER, spacious home in a Golf Course Community. This beautiful home offers 3,000 square feet of living space across two levels. Ideally located minutes from major highways, top-rated Sharon schools, playgrounds, parks, town center, and the commuter rail to Boston and Providence. Enter into the bright and sunny foyer with soaring ceilings, oversized windows and an OPEN FLOOR PLAN encompassing the chef's kitchen with Italian quartz countertops, stainless appliances and large island, a dining area, living room with gas fireplace and sliders to the large private deck overlooking the 17th hole on the golf course's manicured lawn. Other first floor features include a half bath, private office/den and large primary suite complete with en-suite bathroom and two walk-in closets, laundry room and access to 2-car garage with EV charger. Second floor includes a large loft, second bedroom, full bath, play/entertainment room or 3rd bedroom PLUS a bonus room and plenty of storage. Walkout lower level is ready for future expansion. This unit is NOT subject to age restriction. Other optional amenities in this community include a beautiful club house, restaurant, pool, and golf package. Nothing to do but move in.

14 Cape Club Drive, Sharon

Listing courtesy of Listing Agent: Seth Stollman from Listing Office: Keller Williams Elite - Sharon.

142 S Main St, Sharon
$625,000
3 Beds ⋅ 2 Baths ⋅ 73556859 MLS
Located in the heart of Sharon this wonderfully maintained and deleading compliant home offers the perfect blend of charm, warmth, and convenience. A window-lined foyer welcomes you and leads into a spacious living room where a classic bay window creates an inviting space for family and friends to gather. The open floor plan flows through an archway into the dining area and the well-appointed and updated kitchen with a pantry nook and connection to a separate storage area. The primary suite, located in the back of the house for maximum privacy and tranquility, features a walk-in closet and a full renovated bath. Two additional queen-size bedrooms with plentiful closets and a second full bathroom complete the single-level living space. Gas heating and AC assure comfort year round. Exterior features a one-car garage with an extra wide driveway, a large stone patio, and a level backyard. Roof, septic, heating system, AC condenser, vinyl siding, windows, kitchen, bathrooms, full deleading compliance, and other improvements have all been completed since 2015 - all the hard work is already done! Walking distance to the center of town, commuter rail, multiple houses of worship, Lake Massapoag, the new High School, and Ames Street playground. This home is a must see!

142 S Main St, Sharon

Listing courtesy of Listing Agent: Abigail Phillips from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

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

Listing courtesy of Roxanne Belter from William Pitt Sotheby's Int'l. (860) 318-1583 (860) 435-2400

314 Mountain Rd, Sharon
$525,000
5 Beds ⋅ 2 Baths ⋅ 5098374 MLS
Looking to unplug and get away from it all? Here's your chance! There aren't many opportunities like this one left - close enough to Boston but in the middle of no where, these two seasonal cottages on 14.8 acres offer walking trails that allow access to the Wapack trail and there is a lovely pond that has been swimmable in the past - "water so clear you could see a quarter on the bottom". Surrounded by land owned by the New England Forestry Foundation, this could make for a perfect summer vacation compound - two separate buildings, the stone house with one bedroom, a bath, a loft, a floor to ceiling stone fireplace, a woodstove in the kitchen and a newer roof. The ranch has one bath and four bedrooms, two of which have separate access and can be locked, as well as a large screened porch that looks down over the pond. It also has a full basement with an old oil burning furnace (it is not currently operational), but all the duct work is in place and accessible. There is also a one car detached garage by the road. While they are rustic and will require work, they are equipped with updated electricity, phone lines, and running water, and there is even a security system. Located at the end of a seasonal road (which could potentially be accessed in the winter by snowmobile), this is a rare chance to escape and create a peaceful, idyllic retreat, or perhaps an Airbnb opportunity? If the idea of total peace and quiet that is not too far off the beaten path is what you seek, then roll up your sleeves and make it happen! Sharon is a lovely small town in the best kept secret in NH - The Monadnock Region - with easy access to the Massachusetts border and only an hour and half to Boston.

314 Mountain Rd, Sharon

Listing courtesy of Matthew W Cabana from EXP Realty. (Cell: 603-933-2991)

71 Hospital Hill Rd, Sharon
$675,000
2 Beds ⋅ 1 Baths ⋅ 24187245 MLS
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 formal dining room. There is an additional room downstairs plus a dedicated laundry room. Every detail of the renovation was carefully executed to preserve the home's historic charm while introducing the quality, efficiency, and craftsmanship expected in a modern residence. Recent improvements include a new roof with custom gutters, new mechanical systems, fully restored windows, and a complete professional repaint. Designed to embrace its exceptional setting, the rear porch captures sweeping southern views across the surrounding landscape. Professionally landscaped grounds feature orchards, formal parterres, and mature gardens that provide year-round beauty and a peaceful sense of retreat. Rarely does a historic home offer such a complete restoration in one of Sharon's most desirable locations. With timeless architecture, beautifully curated gardens, and exceptional outdoor living framed by expansive southern views, this is a home of enduring beauty and effortless livability.

71 Hospital Hill Rd, Sharon

Listing courtesy of Dan Kessler from Compass Connecticut, LLC. (917) 455-5191 (203) 293-9715

24 Pleasant Park Rd, Sharon
$610,000
3 Beds ⋅ 1 Baths ⋅ 73541714 MLS
BEST VALUE ~YOUR SEARCH IS OVER! Simply SUNDRENCHED & INVITING, this BEAUTIFULLY maintained 3-bedroom, 1 bath home is tucked at the end of a cul-de-sac on a generous, PRIVATE lot... just moments from everything Sharon has to offer! Boasting approx 1500 sq ft of FABULOUS living space, NATURAL LIGHT pours through every room, highlighting GLEAMING HARDWOOD FLOORS & TIMELESS CHARM. The FIREPLACED living room offers a warm, welcoming space for relaxing or entertaining, while the STUNNING sunroom is lined w/WALLS OF WINDOWS & creates a BRIGHT, AIRY retreat perfect for morning coffee w/FRENCH DOORS leading to the LARGE deck overlooking PEACEFUL wooded grounds beyond. Three comfortable bedrooms provide flexibility for today’s lifestyle. The kitchen is SPACIOUS w/plenty of cabinetry, functional layout & VENTED HOOD. NATURAL GAS, CENTRAL AIR & 1 CAR GARAGE. Ideally located near top-rated schools, commuter rail, shops, and dining... THIS HOME BLENDS TRANQUILITY WITH EVERYDAY CONVENIENCE!

24 Pleasant Park Rd, Sharon

Listing courtesy of Listing Agent: Deborah Piazza from Listing Office: Coldwell Banker Realty - Sharon.

150 Norwood St, Sharon
$2,649,000
5 Beds ⋅ 5 Baths ⋅ 73540023 MLS
WELCOME TO 150 NORWOOD STREET. Exceptional modern hilltop home offering privacy, luxury, and Boston skyline views. Privately set at the end of a winding driveway, this custom-built home features 5 bedrooms, 4.5 baths, and a 2-car garage, on a beautiful 1.98acre of land. The open-concept design showcases soaring ceilings, dramatic tall windows and abundant natural light. Enjoy seamless indoor-outdoor living with a rooftop deck overlooking the city skyline and an expansive entertaining patio complete with a chef’s gas cooking station and wine refrigerator. High-end finishes, spacious living areas, media room, exercise room and a temperature-controlled wine cellar enhance the home’s appeal. The walkout lower level includes a bedroom, full bath, and mini kitchen—ideal for guests, extended family, an au pair, or an in-law suite. Conveniently located a few minutes off of 95 and one mile to the train bringing you to Back Bay. A rare opportunity to own a distinctive contemporary home! Sharon High School was named 13th BEST High School in Massachusetts by Boston Magazine!!

150 Norwood St, Sharon

Listing courtesy of Listing Agent: Ashley Desmond from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

82 Westwoods, Sharon
$850,000
2 Beds ⋅ 1 Baths ⋅ 24185728 MLS
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 added some outbuildings to help with his affinity for collectibles. This was all he needed. The sportsman has passed, and today the home and property is being sold by his siblings. The peace, quiet, beauty, and serenity still remain. On the land and in the nearby water, nature awaits the next steward. The property has the potential for at least two additional home sites, and directly across the road is a large parcel owned by the Sharon Land Trust. The bones of the buildings are solid, and the land is a stunning mixture of native broad-leafed hardwoods and tall conifers. If you want to "get away from it all", this is the country place to get away to.

82 Westwoods, Sharon

Listing courtesy of Dave Mallison from William Pitt Sotheby's Int'l. (860) 459-5273 (860) 435-2400

19 Country Ln, Sharon
$849,000
5 Beds ⋅ 3 Baths ⋅ 73538043 MLS
Situated moments to East Elementary and set on almost an acre of private land, this warm and charming 4-5 bedroom home offers the space, flexibility and lifestyle to simply move in, unpack and enjoy. Thoughtful updates over the years include the kitchen with stainless steel appliances, abundant counter and cabinet space, renovated bathrooms, oversized deck and durable metal roof. The fireplaced living and dining rooms create an ideal setting for entertaining with soaring cathedral ceilings, the stunning picture window lets sunshine pour in while overlooking the expansive private backyard. A versatile first-floor room provides the perfect option for a home office, guest room or 5th bedroom. Upstairs are four generously sized bedrooms with excellent closet space including the primary suite. The walkout lower level includes a playroom and laundry while the basement provides exceptional storage. A special place to gather, celebrate and create lasting memories in the years to come.

19 Country Ln, Sharon

Listing courtesy of Listing Agent: David Gordon from Listing Office: Coldwell Banker Realty - Newton.

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