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$675,000
3 Beds ⋅ 2 Baths ⋅ 73555384 MLS
Opportunity awaits in this classic Sharon home filled with character, charm, and endless potential. Offering 1,761 sq ft of living space on a sprawling 54,450 sq ft lot, this 3 bedroom, 2 bath property features a formal living room with fireplace, formal dining room, and a fully finished third floor bonus room perfect for a home office, playroom, or additional living space. An updated porch provides the perfect place to relax and enjoy the scenic backyard with views of Sawmill Pond and surrounding nature. Major updates include a furnace and electrical system completed in 2024. While the home does require TLC and updating, it offers great bones, timeless character, and an exceptional opportunity to build equity in a desirable Sharon location. Conveniently located near major commuter routes, the Sharon MBTA Commuter Rail station, schools, shopping, restaurants, and local amenities. A rare chance to restore and personalize a home with outstanding potential.

190 N. Main Street, Sharon

Listing courtesy of Listing Agent: Cheryl Walsh from Listing Office: C. Walsh Realty, Inc..
$699,000
4 Beds ⋅ 2 Baths ⋅ 24193519 MLS
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 space for tractor, storage, & equipment. Barn is outfitted w/electricity & water & there is a run-in on each cleared meadow, plus 2 sheds. Back entrance to a large mud room/pantry area with washer/dryer leads to an open LR/DR/kitchen area combining rustic charm with beams, vaulted ceiling, new appliances, ceiling fans & an abundance of natural sunlight complimented by sky lights. An additional Family Room/Office w/hard wood floors and a Full Bath on main level. Upstairs are 4 Bedrooms & a 2nd Full Bath. A heated storage room separates the house from a 2 car attached, heated garage that includes a brand new, never used generator. Numerous cultural & recreational activities for every season - Sharon Playhouse, Lime Rock Park Racetrack, Mudge Pond, Hiking Trails, Ski Slopes & prestigious Private Schools. Open, enchanting vistas & many more amenities to experience in the precious NW corner of CT. 15 minutes to Metro North. Bring your horses, goats, & chickens & start a homestead, or simply enjoy the peace & beauty of the wide-open acreage. This turn-of-the century gem is ready for you

88 Sharon Valley Rd, Sharon

Listing courtesy of Karen Grimaldi from William Pitt Sotheby's Int'l. (860) 480-1156 (860) 435-2400
$539,500
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
$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)
$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
$625,000
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.
$1,395,000
4 Beds ⋅ 4 Baths ⋅ 73541476 MLS
This exceptional STAND OUT LUXURY custom colonial is set back on a beautiful lot and ready for its new owners! Two-story foyer w/ GORGEOUS HARDWOODS & 9 FT CEILINGS throughout! The open-concept chef’s kitchen w/ss appliances, granite island, and large eat-in area, all flowing into the family room w/a stunning fireplace, SKYLIT with sliders opening to the private deck and backyard. The first floor also includes a formal dining room, living room, home office with french doors, half bath, & mudroom. Upstairs, the pristine owner’s suite boasts a large sitting area, walk in closet, and spa inspired bath. Three additional spacious bedrooms, full bath, and 2nd floor laundry complete the level. The finished walk out lower level is a dream featuring two large open areas for playroom or media room, a guest room and a full bath for convenience! Three car garage, plus solar power keeping combined electric costs to an average of just $169/month & MORE! This is truly a forever home.

120 South Walpole Street, Sharon

Listing courtesy of Listing Agent: The Needle Group from Listing Office: Real Broker MA, LLC.
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 24186400 MLS
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, and a refined material palette that balances warmth with modern simplicity. The generous primary bedroom wing features a sauna, two separate dressing areas, and a bathroom finished with terrazzo tile. Two additional bedrooms occupy the opposite side of the home, creating a practical separation of spaces for family and guests. The exterior is clad in durable Hardie board siding, designed to age gracefully and require minimal maintenance. The landscape has been carefully planned and will continue to evolve with native wildflower meadow, apple trees, and maple, creating an ever-changing backdrop through the seasons. A detached two-car garage completes this understated and highly efficient modern home, offering a rare combination of Scandinavian design, low-maintenance living, and a peaceful country setting in one of Sharon's most desirable locations.

27 Morey Rd, Sharon

Listing courtesy of Jusztina Paksai from Elyse Harney Real Estate. (347) 328-3002 (860) 435-0120
$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.
$925,000
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
$1,800,000
4 Beds ⋅ 4 Baths ⋅ 5095575 MLS
At the end of a private road, 72 acres of woodland and meadow create a peaceful setting with sweeping views across the Connecticut River Valley to the mountains of New Hampshire. From the summit ridges of the Franconia Range, the panorama unfolds for miles. By day, the landscape shifts with the changing light and seasons; by night, the stars emerge in remarkable clarity. Completed in 2022, the home was thoughtfully designed to capture the views from nearly every room. The main level features 11-foot ceilings, radiant-heated white oak and tile floors, and a vaulted living room anchored by a stone fireplace. Ten-foot glass doors open to a stone patio, creating a seamless connection between indoor and outdoor living. The kitchen, dining area, and deck are positioned to take full advantage of the scenery, while the primary suite offers a quiet retreat with a soaking tub, walk-in shower, and double vanities. A home office, mudroom with dog wash, and powder room complete the level. The upper floor includes two guest bedrooms, a flexible loft space, and elevated views of the surrounding mountains. The walkout lower level adds a guest suite with a kitchenette for family and friends and a recreation room/gym. Private trails wind through the property, offering opportunities for hiking, snowshoeing, and walking dogs off leash. With approximately five acres of open land and the balance enrolled in Vermont's Current Use forestry program, there is ample room for future additions such as a barn, garage, or guest house. Only a few miles from the village of Strafford and the historic Strafford General Store. Interstate 89 is approximately 15 minutes away, placing Hanover and Lebanon within 30 minutes, as well as skiing in Woodstock. Boston is 2.5 hours away. Showings by appt ONLY, driveway gated. No drive-bys. Owner/Agent

245 Turnpike Rd, Sharon

Listing courtesy of Amy Donohue from LandVest, Inc/Woodstock. ()
$899,900
4 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.
$1,950,000
4 Beds ⋅ 4 Baths ⋅ 73537009 MLS
PRIVATE LAKE LOT + SPECTACULAR NEW CONSTRUCTION. A PRICELESS OPPORUNITY IN SHARON! - 5,000 SQ FT RESIDENCE. - 3400 sq ft Home on 1st two floors + 1500 sq ft WALK-OUT FINISHED LOWER LEVEL with all the Bells and Whistles. HIGH CEILINGS! ,In-Law Suite! OPEN FLOOR PLAN, HARDWOOD THROUGHOUT, 1ST FLOOR BEDROOM AND BATH. FOR In-Law Suite and Intergenerational Living. KITCHEN Boasts SPECTACULAR ISLAND to seat 5 - Walk-In-Pantry and Upgraded Appliances. LARGE FAMILY ROOM and DINING ROOM. Living Room,, Mudroom with deck access and 1/2 Bath complete the 1st floor. 2ND FLOOR INCLUDES SPECTACULAR PRIMARY SUITE with Cathedral Ceiling, Skylights, Access to Deck, AMAZING SPA BATH and WIC.. ADDITIONAL BEDROOMS ARE GOOD-SIZED WITH Double Closets and FLANK a 3rd Full Bath. Home Office, Bonus Room and 2nd Floor Laundry Complete the 2nd floor. MASSIVE FINISHED SPACE IN BASEMENT for Playroom and other uses. . TOP RATED SHARON SCHOOLS, COMMUTER RAIL AND MORE! GOOD-SIZED LAKE LOT! BEST OF BOTH WORLDS

127R Beach Street, Sharon

Listing courtesy of Listing Agent: Roni Thaler from Listing Office: Coldwell Banker Realty - Sharon.
$575,000
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

Listing courtesy of Amy Longley from William Pitt Sotheby's Int'l. (860) 671-9400 (860) 435-2400
$995,000
4 Beds ⋅ 3 Baths ⋅ 5094210 MLS
Post and Beam construction combined with passive solar design and a rooftop 5.6 KW solar energy system, this four level residence on 12 acres, abutting the 891 acre Sharon Town Forest, offers tranquil country living yet is ten minutes from bustling downtown Peterborough with its shops, restaurants, and cultural events. Expanses of glass on the West side showcase the view of Grand Monadnock. Complementing the oak beams are wide plank oak floors, natural trim, and a fieldstone chimney with a fireplace open to both the living room and the dining room in an open concept first floor. Granite countertopped kitchen. A staircase off the entry leads to a second floor room for office or guest use. The lower level has a media room and a second office or hobby/craft room or exercise room. The vaulted ceilinged third floor is ideal studio space. On the second floor are two family bedrooms, hall bath with laundry, and a primary suite with soaking tub bath, closet walls, balcony and a window seat from which to watch the weather change over Mount Monadnock. A tiled patio and a deck with glassed in garden house on the south side overlook the private back yard to the woodlands. Great sun for gardens!

182 Mccoy Rd, Sharon

Listing courtesy of Heather Peterson from Four Seasons Sotheby's International Realty. ()
$1,850,000
4 Beds ⋅ 4 Baths ⋅ 73534275 MLS
Custom designed and built in 2008, this exceptional Mid-Century Modern home makes an immediate impression with rich walnut finishes and built-ins, soaring 15-foot ceilings, and dramatic walls of glass that blur the line between indoors and out. Expansive windows invite natural light throughout every season, showcasing the beauty and tranquility of the surrounding setting. In 2023, the property was enhanced with the installation of Tesla solar panels and two Tesla Powerwalls, adding energy efficiency, backup power capability, and a more sustainable, environmentally conscious lifestyle. Set on two private acres abutting conservation land, the property features include a barn with two garage bays, classic stone walls, a paver driveway, a half-court basketball court, and a 40' x 16' self-cleaning in-ground fiberglass pool surrounded by a beautiful stone patio. From your backyard, step directly onto scenic hiking trails leading to King Philip's Cave.

4 Solstice Way, Sharon

Listing courtesy of Listing Agent: Darin Thompson from Listing Office: Stuart St James, Inc..
$799,000
3 Beds ⋅ 3 Baths ⋅ 73533371 MLS
NEW PRICE for this Bright and Sunny 3 bedroom, 2 bath Contemporary style home with plenty of room for the entire family. Enter into the open foyer with soaring ceilings. Enjoy the formal living room and family room, separated by the elegant double fireplace. Updated kitchen with corian counters and island lead you to the spacious dining room. Second floor features a loft area, perfect for office space, 3 good size bedrooms including a primary suite, complete with fireplace, large walk in closet and en suite bathroom. Enjoy the beautiful (heated) Sun Room and deck overlooking lush back yard.

54 Barefoot Hill Road, Sharon

Listing courtesy of Listing Agent: Seth Stollman from Listing Office: Keller Williams Elite - Sharon.
$785,000
3 Beds ⋅ 3 Baths ⋅ 24181959 MLS
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.

40 Calkinstown Rd, Sharon

Listing courtesy of Jonathan Minerick from Homecoin.com. (888) 400-2513 (888) 400-2513
$1,350,000
2 Beds ⋅ 3 Baths ⋅ 73531209 MLS
Overlooking the fairways of The Cape Club of Sharon, this exceptional 3,299-square-foot residence combines sweeping golf-course views, first-floor primary living and impressive flexible space. Selected as one of the community’s premier builder packages, the home showcases soaring ceilings, oversized windows and premium finishes throughout. The chef’s kitchen features custom cabinetry, quartz countertops, a striking bookmatched backsplash, high-end stainless-steel appliances, a generous center island, built-in breakfast nook and wine cooler. A dramatic two-story great room with gas fireplace opens directly to the composite deck and captivating fairway views. The main-level primary suite offers a spa-inspired bath and two custom California Closets walk-ins. Upstairs are a spacious second bedroom, full bath, open loft, media room and versatile bonus space. A private office, first-floor laundry, multi-zone HVAC, tankless hot water, attached two-car garage and unfinished walkout lower level complete this remarkable home. A compelling opportunity to enjoy refined golf-course living at The Cape Club.

16 Cape Club Dr, Sharon

Listing courtesy of Listing Agent: Issam Dib from Listing Office: Skyline Realty.
$1,950,000
7 Beds ⋅ 7 Baths ⋅ 24174774 MLS
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 overlooking the Housatonic River. The guest house features its own attached one-car garage, fireplace, and a charming porch with river views, providing both comfort and convenience for family and guests alike. All structures are thoughtfully positioned above the riverfront to capture the beauty and tranquility of the natural surroundings. Enjoy direct access to the river for fly fishing, kayaking, or tubing right from your own property. Located in close proximity to the Appalachian Trail, this exceptional compound is ideal for outdoor enthusiasts seeking privacy, recreation, and scenic riverfront living in the heart of Litchfield County. Perfectly situated for four-season enjoyment, the property is just 5 minutes to Mohawk Mountain for downhill skiing and snow tubing, and less than 10 minutes to Kent Falls State Park. The quintessential village of Cornwall Bridge is less than 5 minutes away, offering charming local shops, dining, and small-town New England character.

35 River Rd, Sharon

Listing courtesy of Pat Lahoud from William Pitt Sotheby's Int'l. (860) 866-7756 (860) 868-6600
$639,900
3 Beds ⋅ 1 Baths ⋅ 73528067 MLS
Back on the market with recent improvements, now offered at a compelling new price! An exceptional opportunity to get into Sharon, this inviting ranch offers more space and flexibility than meets the eye. The updated kitchen opens to multiple living areas, including a fireplaced living room and a separate family / dining room with a vaulted ceiling, while three bedrooms provide convenient single-level living. Downstairs, a finished bonus room offers additional flexibility for a home office, playroom, gym, or guest space. Highlights include central air throughout, fresh paint, and a four-year-young roof. Enjoy a private dead-end neighborhood with walkable access to shopping, dining, the elementary school, and the lake, while I-95, the Commuter Rail, and Sharon Center are just minutes away. Incredible value in Sharon. Note: some photos have been virtually staged.

22 Middlesex Rd, Sharon

Listing courtesy of Listing Agent: Steven Ray from Listing Office: William Raveis R.E. & Home Services.
$950,000
4 Beds ⋅ 3 Baths ⋅ 5091562 MLS
Tucked away in a peaceful country setting on over five private acres, this thoughtfully crafted custom home offers the rare combination of quality construction, everyday comfort, and convenient access to the best of the Monadnock Region. Located just minutes from downtown Peterborough for shopping, dining, and community events, yet surrounded by conservation land and miles of nearby hiking trails, 296 Spring Hill Road provides the privacy many seek without sacrificing convenience. Built in 2019 and designed with both function and livability in mind, the home features over 3,000 square feet of finished living space with a flexible floor plan suited to a variety of lifestyles. The open-concept main level is filled with natural light and anchored by a beautifully appointed kitchen complete with an oversized center island, walk-in pantry, and seamless flow into the dining and living spaces—ideal for everyday living as well as gathering with family and friends. A fireplaced living room creates a warm focal point, while the first-floor laundry room adds practical convenience. The first-floor primary suite offers comfort and privacy, featuring generous proportions and an ensuite bath, allowing for easy single-level living when desired. Upstairs, three additional bedrooms, a full bath, and a spacious recreation room provide flexibility for guests, hobbies, work-from-home needs, or play space. Thoughtfully equipped with high end systems, the home offers both radiant and forced-air heating along with central cooling for year-round comfort. A two-car attached garage, expansive yard, covered porch, and deck create additional spaces to enjoy the outdoors and the quiet natural surroundings. Whether enjoying a morning coffee overlooking the grounds or returning home after a day on the nearby trails, this property offers a setting that feels both peaceful and connected. A truly special offering in one of the area’s most scenic and desirable locations.

296 Spring Hill Rd, Sharon

Listing courtesy of Colin Murdough from Duston Leddy Real Estate. (Cell: 603-731-9612)
$2,160,000
5 Beds ⋅ 5 Baths ⋅ 24164577 MLS
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. Boasting expansive living spaces, this 7,000+ sq ft residence offers endless potential for luxury and craftsmanship. The property's elevated position on the ridgeline affords breathtaking panoramic views stretching all the way to the Berkshires, ensuring every sunset is a spectacular event. The surrounding acreage, a mix of open spaces, ponds, woods and wild beauty, provides a serene retreat from the world. With nature as your neighbor, the possibilities are endless. There are trails for miles, an old mill, enjoy the local flora and fauna or simply bask in the peace that only such a secluded estate can offer. Incredible opportunity for development - plans available with a proposal to create a subdivision of lots with views (currently 2 lots). Recent improvements to the driveway & new 6 bed septic system. Located in the charming town of Sharon with great restaurants and the playhouse theater. Also close to Cornwall & Millerton, NY. This is more than a home; it's a kingdom where life is lived on a grand scale. Don't miss this incredible opportunity to create your castle in the sky!

6 Claudia Ln, Sharon

Listing courtesy of Alan O'Doherty from William Pitt Sotheby's Int'l. (917) 993-3483 (860) 927-1141
$990,000
3 Beds ⋅ 3 Baths ⋅ 24177954 MLS
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 through-out the main floor, natural light through large windows, a main level laundry room, half bath, an office, a large eat-in kitchen, a formal dining room, and a spacious living room with a brick fireplace insert. The upper level features a large master bedroom with the choice to put your personal touch on the flooring, a large walk-in closet, 9ft+ ceilings and a beautiful master bath leading through french doors. On the second floor you will also find two well sized bedrooms, and a full bath. Newly installed in the basement, you will find meticulously kept mechanicals and ample room for storage with a walkout. Don't miss the chance to own this wonderful home in the most sought after area in the Northwest corner, only two hours from the city, multiple private schools, skiing, golfing, equestrian stables, airports and train stations in close proximity.

104 Lambert Rd, Sharon

Listing courtesy of Caroline Bailey from Coldwell Banker Realty. (860) 459-9892 (860) 354-4111
$649,500
3 Beds ⋅ 2 Baths ⋅ 5090081 MLS
Discover the charm of refined country living in this spotlessly maintained custom-built home, privately set on 11.37 picturesque acres. 35 Turnpike Road conveniently located just off NH Route 124 in desirable Sharon, New Hampshire. Surrounded by stone walls, open fields, lush woodland, and a lovely water feature, this exceptional property offers peaceful seclusion, seasonal beauty, and an inviting setting for both quiet enjoyment and gracious entertaining. This three-bedroom, two-bath home was designed with comfort and efficiency in mind, featuring a new oil-fired boiler, a pellet boiler, and passive solar benefits. The sun-filled great room welcomes you with a warm wood-fired fireplace, while the kitchen and formal dining room with pine wainscoting provide both casual and elegant spaces for gathering. A three-season porch and patio area extend the living space outdoors, creating the perfect backdrop for relaxing mornings or hosting guests. The first floor also includes a bedroom, a spacious full bath, and convenient laundry just off the kitchen. Upstairs, the oversized primary bedroom offers a private retreat with a wood stove hearth, access to a balcony, and a shared ¾ bath with spa tub, while an additional bedroom completes the second level. At ground level, the home provides one garage for a household vehicle plus a separate oversized bay, along with generous space for tools, toys, storage, workshop, or recreation in two separate basement areas. An outbuilding with 60 AMP electric service, loft, and covered exterior storage adds even more versatility. Freshly painted and ready for its next chapter, this must-see property is shown by appointment only; please do not enter the driveway without an appointment.

35 Turnpike Rd, Sharon

Listing courtesy of Roberta Letourneau from North New England Real Estate Group. (Cell: 603-801-0007)
$3,999,000
6 Beds ⋅ 9 Baths ⋅ 24173869 MLS
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 spacious 3-bedroom residences, 3) additionally acquire the north wing to recreate a more complete version of the original mansion for use as an expansive single-family residence, a family compound, or separate residences for rental income. The current 6,716 sq ft home has been thoughtfully restored & offers 6 bedrooms with primary suites on both levels, 7 full baths, and 2 powder rooms. The kitchen opens to a stunning library & informal dining area, complemented by formal living & dining rooms, a family room, office, gym, den, laundry room and 7 fireplaces. At the center of the home, a dramatic three-story 1250 sq foot glass atrium (the 1,250 sq ft is not included in the 6,716 sq ft) - enclosing the 1929 courtyard - creates a year-round living space that brings light & openness into the core of the home. This is estate living with the ease of a managed community. Enjoy beautifully maintained grounds with specimen trees & beautiful plantings. Amenities include: junior Olympic-sized heated pool, pool house, tennis court & separate paddle/pickle courts and more. More info below.

1 Great Elm Dr, Sharon

Listing courtesy of Ann Stettner from Neil Charles Real Estate. (917) 660-3266 (845) 266-8374
$724,500
2 Beds ⋅ 3 Baths ⋅ 5087768 MLS
Welcome home to this serene piece of Vermont paradise! The property offers an escape to a privately sited cape home featuring 3 bedrooms, 2.5 bathrooms with covered and open outdoor entertaining spaces both overlooking an exclusively-owned, spring-fed, swimming pond and long range pasture views - all enveloped by mixed forest land of hard- and softwoods. Inside the home gleaming hardwood floors are throughout, a central wood stove provides cozy warmth in the colder seasons to the open cathedral dining and living space. A kitchen with granite countertops, ample storage, and a center island ensure prep space for gatherings large and small. The main level is outfitted with direct entry from the attached garage, a laundry room, powder room, living/dining room, kitchen, and primary ensuite with direct access to the yard. Upstairs 2 additional bedrooms, a full bathroom, cedar closet, and plenty of storage make primary or guest living convenient. The property is further benefitted by a separate, fully outfitted and compliant commercial kitchen which could be utilized for agricultural or other value added product processing, or repurposed as a guest cabin, studio, or home office, if used as storage the house bedroom count can be increased back to 3 bedrooms. An owned solar array and whole-house generator supply sustainability and reliability while the neighboring 500 acres surrounding the property add insulating privacy and tranquility. Close in proximity to Sharon Academy, Interstate 89, Pomfret (home of the Artistree Community Art Center), South Royalton, Woodstock, and Hanover, NH. Open house Sunday, 5/10, 11am-1pm.

228 Leonard Rd, Sharon

Listing courtesy of Terry Davis from Williamson Group Sothebys Intl. Realty. (Cell: 802-558-1692)
$845,000
4 Beds ⋅ 4 Baths ⋅ 24172218 MLS
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 authentic period details, the home showcases original wood floors, handcrafted moldings, five fireplaces, and enduring craftsmanship. Generously proportioned rooms reflect the elegance and character of the Colonial era. The main level features a library and formal dining room, each with custom built-ins and fireplaces, along with a spacious living room that opens to the patio. A large eat-in kitchen flows seamlessly into a cozy den with a wood-burning stove, French doors to the patio, a full bath, laundry area, and a rear staircase leading to a versatile upper-level bonus space. Upstairs, the primary suite includes a private full bath and fireplace, while three additional generously sized bedrooms offer ample accommodations. A walk-up attic, another full bath and a loft-style flexible space connected to the den by a secondary staircase. Complementing the residence are several substantial outbuildings, including a garage,workshop, and an office with two half baths.

28 Cole Rd, Sharon

Listing courtesy of Colleen Vigeant from Elyse Harney Real Estate. (860) 480-8033 (860) 435-0120
$295,000
2 Beds ⋅ 2 Baths ⋅ 5086916 MLS
Nestled along scenic Route 14 in Sharon, VT, this ranch-style home is being offered for the very first time since it was built in 1964. This inviting two-bedroom home offers comfortable living with plenty of space to gather and entertain. The walkout basement features a spacious family room, convenient kitchenette, and dedicated office space, ideal for working from home, creative projects, or accommodating overnight guests. Step outside onto the expansive private deck and enjoy peaceful summer afternoons overlooking the nearby White River, where you can watch locals tubing by. An attached three-car garage provides generous space for vehicles, tools, and additional storage. Combining charm, functionality, and an ideal location, this property is conveniently situated just minutes from the Upper Valley, VA Hospital, I-91/I-89, and Dartmouth Hitchcock Medical Center. This property is being sold "As Is"

177 Vt Route 14, Sharon

Listing courtesy of Hartley White & Co from Coldwell Banker LIFESTYLES - Hanover. (Phone: 802-299-7157)
$1,595,000
4 Beds ⋅ 4 Baths ⋅ 24168858 MLS
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 setting is both peaceful and picturesque. The current owner has lovingly stewarded the property for 37 years, thoughtfully enhancing it while honoring its character. With great care, the home was renovated to maximize natural light-an exceptional quality for an antique-through raised ceilings where possible and thoughtfully designed additions that invite sunlight throughout the day. Improvements include central air conditioning, a full-house generator, and an expansion of the original petite footprint typical of antique homes. A first-floor primary suite with vaulted ceiling and en-suite bath featuring a custom fireplace was added, along with a mudroom, sunroom, and chef's eat-in kitchen. The formal living room offers another fireplace and beautifully crafted built-ins, creating a warm and inviting retreat. Every corner reflects exceptional care, seamlessly blending antique charm with modern comfort. This rare offering also includes a heated Gunite pool and barn, all set on five acres overlooking a dreamy pond.

130 Sharon Mountain Rd, Sharon

Listing courtesy of Elisa Waysenson from Elyse Harney Real Estate. (860) 435-0120 (860) 435-0120

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