Refine Search
Sort by
28 Cole Rd, Sharon
$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

00 Day Rd, Sharon
$125,000
5086739 MLS
A wonderful opportunity to build in the quaint town of Sharon, VT. This unique acreage consists of a smaller open meadow that feeds into a picturesque and private roughed in logging road wrapping around a larger thinned out wooded area - offering a variety of potential locations to build your dream home. Potential for lovely views. The location is off a private dead-end road with I-89 only a few miles away. An easy drive to many of the Upper Valley's wonderful amenities. Sharon offers high school choice to top rated schools like Hanover High School (located in Hanover, NH) and Sharon Academy. Less than 30 minutes to Lebanon, NH(home to Dartmouth Health Medical Center), Hanover, NH (home of Dartmouth College), Woodstock, VT and Hartford, VT (home to the VA Hospital). Don't miss this special parcel and your chance to create your own space to call home.

00 Day Rd, Sharon

Listing courtesy of Bonnie Bergeron from Snyder Donegan Real Estate Group. (Cell: 802-272-2799)

130 Sharon Mountain Rd, Sharon
$1,500,000
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

7 Dry Pond Rd, Sharon
$1,795,000
5 Beds ⋅ 5 Baths ⋅ 73506051 MLS
CLASSIC & TIMELESS best describe this stunning 5 bed 4.5 bath BRICKFRONT custom residence in one of Sharon's most coveted locations. This MAJESTIC home is perched at the end of the CUL-DE-SAC and boasts over 6000 sq ft of amazing living spaces for all to enjoy! Enter to a GRAND 2-STORY FOYER which leads to an impressive banquet sized dining room, 1st floor PVT study/living room w/rotunda overlooking MAGNIFICENT grounds, SUNDRENCHED CHEFS kitchen w/SS appliances, GRANITE center island opens to a warm & welcoming FIREPLACED family room w/GLEAMING hardwoods & french doors to an amazing 4-season pvt peace & tranquility room, or dine "ALFRESCO " in the glass atrium great room. Enjoy all the seasons overlooking a sparkling IG HEATED POOL w/private cabana, custom pergola & many more amenities ..this home also offers a 1ST FL GUEST STE w/walk-in closet & custom spa-like bath, incredible HOTEL-INSPIRED primary ste w/sitting rm, spacious & well-appointed bedrooms & FINISHED LL! A HIDDEN JEWEL!

7 Dry Pond Rd, Sharon

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

222-224 W Cornwall Rd, Sharon
$965,000
4 Beds ⋅ 3 Baths ⋅ 24167985 MLS
Set along one of Sharon's most scenic country roads, this inviting property offers a rare blend of country charm, flexible living space, and timeless Litchfield County appeal. Anchored by a 1948 main residence and complemented by an original guest cottage and substantial barn, the offering presents a versatile compound ideal for weekend living or full-time retreat. The main house is warm and welcoming, with four bedrooms and three baths, thoughtfully arranged to accommodate both gathering and privacy. The first-floor primary suite allows for easy, single-level living, while the open floor plan creates a natural flow between kitchen, dining, and living spaces. At the heart of the home, a generously sized kitchen island invites conversation and casual entertaining. A screened-in porch extends the living space outdoors, offering a peaceful setting for summer evenings, while a wood-burning fireplace adds a sense of comfort and tradition during cooler months. Just beyond, a classic barn provides two-car parking and ample additional space for storage, workshop use, or creative pursuits. The separate guest cottage, dating to the 1940s, remains a true time capsule-complete with three bedrooms, a full bath, kitchen, and a charming stone wood-burning fireplace. Preserved in its original condition, it offers a unique opportunity for restoration or continued use as a rustic retreat for guests.

222-224 W Cornwall Rd, Sharon

Listing courtesy of John Panzer from Elyse Harney Real Estate. (860) 248-9537 (860) 435-0120

37 Dee Haven Ln, Sharon
$295,000
4 Beds ⋅ 2 Baths ⋅ 5082075 MLS
BACK ON THE MARKET with some big updates! The seller has completed the repairs identified during the previous buyer’s VA financing process, making this a strong option for buyers utilizing VA, FHA, or conventional financing. During the previous transaction, it was discovered that an addendum to the existing septic permit needs to be filed with the State. That process is already underway and is being handled by the seller. Looking to start or grow your investment portfolio? Tucked away on a quiet Sharon cul-de-sac, this two-unit property offers two 2-bedroom apartments, one on each floor, along with a newer roof, poured concrete foundation, and plenty of opportunity to continue building equity. The downstairs unit is currently vacant and will be offered for rent, creating an opportunity for an owner-occupant or investor to make their move before a new tenant is secured. The upstairs unit is currently rented month-to-month. The property includes approximately 10.5 acres, much of which abuts land owned by the Vermont Department of Fish & Wildlife that extends toward the White River. Usability and buildability of the additional acreage to be confirmed by the purchaser. A pre-inspection is available upon request. The seller has already addressed many of the items identified during the inspection, leaving primarily cosmetic improvements and opportunities for a new owner to add their own value. The seller would also consider granting a right of first refusal on the neighboring two-unit property, which shares the septic system. While the neighboring property is not included in this sale, this could provide a future opportunity to acquire the adjacent units and potentially control the entire shared septic system. Video tours of both units are available upon request.

37 Dee Haven Ln, Sharon

Listing courtesy of Devin Josler Mr. from Black House Real Estate. ()

60 Millerton Rd, Sharon
$795,000
4 Beds ⋅ 1 Baths ⋅ 24164291 MLS
Nestled along a quiet country road in the charming town of Sharon, this circa 1848 home offers a rare chance to restore a piece of New England history. Rich with character and original detail, the 4-bedroom, 1-bath residence sits on a classic stone foundation and invites a thoughtful revival to bring it back to its full potential. The home retains its historic footprint, with a layout that speaks to a bygone era. While it will require a comprehensive restoration-including new roofing, siding repair, updated systems, and a reimagined kitchen and bath-the opportunity to preserve and enhance its authentic character is truly special. A newer boiler and hot water heater are already in place, providing a foundation to build upon. The property also includes an antique two-car carriage house, offering the possibility of restoration or replacement to complement the historic setting. Septic and well systems will likely require attention, and the basement shows signs of water infiltration consistent with a home of this age. For those drawn to historic homes and the beauty of country living, this property offers a meaningful canvas to create something lasting, rooted in history and place.

60 Millerton Rd, Sharon

Listing courtesy of John Panzer from Elyse Harney Real Estate. (860) 248-9537 (860) 435-0120

37 Dee Haven Ln, Sharon
$295,000
5081670 MLS
BACK ON THE MARKET with some big updates! The seller has completed the repairs identified during the previous buyer’s VA financing process, making this a strong option for buyers utilizing VA, FHA, or conventional financing. During the previous transaction, it was discovered that an addendum to the existing septic permit needs to be filed with the State. That process is already underway and is being handled by the seller. Looking to start or grow your investment portfolio? Tucked away on a quiet Sharon cul-de-sac, this two-unit property offers two 2-bedroom apartments, one on each floor, along with a newer roof, poured concrete foundation, and plenty of opportunity to continue building equity. The downstairs unit is currently vacant and will be offered for rent, creating an opportunity for an owner-occupant or investor to make their move before a new tenant is secured. The upstairs unit is currently rented month-to-month. The property includes approximately 10.5 acres, much of which abuts land owned by the Vermont Department of Fish & Wildlife that extends toward the White River. Usability and buildability of the additional acreage to be confirmed by the purchaser. A pre-inspection is available upon request. The seller has already addressed many of the items identified during the inspection, leaving primarily cosmetic improvements and opportunities for a new owner to add their own value. The seller would also consider granting a right of first refusal on the neighboring two-unit property, which shares the septic system. While the neighboring property is not included in this sale, this could provide a future opportunity to acquire the adjacent units and potentially control the entire shared septic system. Video tours of both units are available upon request.

37 Dee Haven Ln, Sharon

Listing courtesy of Devin Josler Mr. from Black House Real Estate. ()

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

Listing courtesy of Lenore Mallett from William Pitt Sotheby's Int'l. (203) 209-1777 (860) 435-2400

200 Sharon Mountain Rd, Sharon
$1,885,000
4 Beds ⋅ 4 Baths ⋅ 24158388 MLS
Effortless elegance on seven acres directly across from protected conservation land. A dappled willow hedge and a classic pea stone driveway lead to this fully reimagined four-bedroom, three-and-a-half-bath retreat. Interiors are by Ellsworth Home, the New York and New England design studio behind the 2024 renovation - featured recently in Litchfield Magazine. Classic mouldings, high ceilings, and oversized windows carry through the first floor. The 13-foot kitchen island, AGA gas range, custom hood, and Bosch dishwasher make it a kitchen built for families who cook and entertain. It opens directly to a den with a soapstone gas fireplace and, beyond it, an east-facing screened porch. At the front of the house, a cozy living room - anchored by a brick wood-burning fireplace - sets an entirely different mood, while the dining room offers more traditional, sit-down entertaining. The main-level primary suite allows for the ease of one-floor living; upstairs, three more bedrooms include a second en-suite plus a third full bath. An approved pool site, attached two-car garage, and full unfinished basement leave room to grow into the property on your own timeline. Privacy reigns at the back of the property, where an old stone wall fades into the tree line and the woods take over.

200 Sharon Mountain Rd, Sharon

Listing courtesy of Elyse Harney Morris from Elyse Harney Real Estate. (860) 318-5126 (860) 435-0120

167 Leons Ln, Sharon
$125,000
5071841 MLS
Discover a rare development opportunity tucked away in the Vermont woods. Situated on a quiet, dead-end road, this stunning 10+ acre parcel offers the perfect canvas for your dream mountain sanctuary. The land features a serene mix of deciduous and evergreen trees and slopes upward, offering excellent potential for a home with a walk-out basement. While a rustic cabin shell currently sits on the property, the true value lies in the infrastructure ready for your custom vision. A driveway is already roughed-in, and essential utilities—including Green Mountain Power and high-speed internet—are available at the street. To further streamline your build, the property holds a valid design and permit for a 2-bedroom septic system. Enjoy the peace of rural living with protective deed restrictions (no mobile/multifamily, 50’ setbacks) that ensure neighborhood privacy without the cost of an HOA.

167 Leons Ln, Sharon

Listing courtesy of Holly Hall from Hall Collins Real Estate Group. ()

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

Listing courtesy of Stephen Pener from William Pitt Sotheby's Int'l. (203) 470-0393 (860) 927-1141

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

Listing courtesy of David Bain from Bain Real Estate. (860) 488-4006 (860) 927-4646

Swaller Hill Rd, Sharon
$499,000
24117863 MLS
LOTS 1, 3 & 4 - 62.18 ACRES - $859,000 The Legacy Property A rare opportunity to own more than 62 acres across three approved building lots. Offering mountain views, cleared homesites, established utility easements, and significant development work already completed, this property presents endless possibilities for a private family compound, luxury estate, conservation-minded retreat, or future investment. Large acreage opportunities of this scale are increasingly difficult to find in Sharon and the surrounding Litchfield Hills. Key Features: * 62.18 acres * Three approved building lots * Mountain views * Cleared homesites * Established utility easements * Family compound or investment opportunity

Swaller Hill Rd, Sharon

Listing courtesy of David Bain from Bain Real Estate. (860) 488-4006 (860) 927-4646

138 Amenia Rd, Sharon
$6,995,000
9 Beds ⋅ 8 Baths ⋅ 24119336 MLS
Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original detail is meticulously preserved in impeccable condition. Spanning just over 12,000SF of livable space, there are 10 bedrooms, 5 full bathrooms, and 3 powder rooms. Set across 106 acres on three distinct parcels, the property showcases a breathtaking landscape designed by Edward Hamilton Bell. Rolling hills, pristine woodlands, and majestic estate trees frame scenic equestrian trails, offering an idyllic retreat for nature lovers and equestrians alike. Complementing the main home is a historic 5,700-square-foot, three-story carriage house on its own dedicated parcel, adding versatility and charm to this extraordinary estate. Recent Upgrades * Complete electrical overhaul, with new wiring throughout the home and buried power lines from the road for enhanced aesthetics and reliability. * Landscape restoration, reopening original trails, removing dead trees, and treating the estate's magnificent mature trees to ensure their longevity. * Commercial-grade generator * New propane furnace and updated plumbing Serious inquiries only; proof of funds required.

138 Amenia Rd, Sharon

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

Swaller Hill Rd, Sharon
$825,000
24065338 MLS
The Legacy Property: A rare opportunity to own more that 62 acres across three approved building lots. Offering mountain views, cleared homesites, established utility easements and significant development work that has already been completed, this property presents endless possibilities for a private family compound, luxury estate, conservation-minded retreat (think tax benefits), or future investments. Large acreage opportunities are increasingly difficult to find in NW CT, NY or Massachusetts. This listing is a combination of three legal lots: Lot # 1, 26.72 acres, Lot #3, 25.36 acres, and Lot #4, 10.1 acres, totaling 62.18 acres. This beautiful parcel is surrounded by thousands of acres of state forest. Spectacular views, cleared pastures, woods and total privacy. Driveway is roughed in and drivable.

Swaller Hill Rd, Sharon

Listing courtesy of David Bain from Bain Real Estate. (860) 488-4006 (860) 927-4646

00 Howe Hill Rd, Sharon
$150,000
5062486 MLS
Build Your Vermont Dream in Sharon, VT. Nestled along scenic Howe Hill Road on 22.9 acres offering two building lots with convenient access to power and ultra-high speed fiber optic (EC Fiber) internet at the street. Lot 1 features a three-bedroom waste water permit on 15.4 acres with direct access off Howe Hill Road. Lot 2 has a five-bedroom waste water permit with spectacular mountain view potential. Build on one and save the other lot for future family compound or rental investment. Sharon offers the sought-after high school of choice program to top-rated schools; location is just one mile from I-89 for an easy drive to Upper Valley amenities: Dartmouth College, in Hanover, Dartmouth Hitchcock Medical Center (DHMC) in Lebanon, and Historic Woodstock Village in Vermont. The town of Sharon has approved the subdivision of the 22.9 acres parcel.

00 Howe Hill Rd, Sharon

Listing courtesy of Joanne Kent from Four Seasons Sotheby's Int'l Realty. ()

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!