$5,800 per month
55 Still Meadow Rd, Sharon, CT 06069
55 Still Meadow Rd, Sharon, CT 06069Explore Sharon
$5,000 per month
35 Kirk Rd, Sharon, CT 06796
"Riverside Paradise" Academic Year rental opportunity. Riverfront Cape with Private Pond and over 800' of frontage on the Housatonic River in Sharon, Connecticut. Gated, and set on just under five ultra-private acres in the heart of Litchfield County, this completely renovated Cape-style home offers the perfect balance of modern comfort and timeless charm-with 800 feet of direct frontage in the
Dave Fairty Regency Real Estate, LLC
$3,500 per month
1 Hall Rd, Sharon, CT 06069
** Available November 2025 through May 2026 **Classic New England Charm - Located on a mountainside offering privacy in an open setting, yet minutes to town. This historic cape offers 5 Bedrooms and 3 full baths. One small bedroom is on the main floor with an ensuite bath, and the primary bedroom is located on the second floor with an ensuite bath. The other three bedrooms on the second floor
Colleen Vigeant Elyse Harney Real Estate
$4,500 per month
17 Rhynus Rd, Sharon, CT 06069
Discover the perfect blend of tranquility and convenience in this charming, fully furnished home in Sharon. Nestled in a serene setting, this property offers a peaceful retreat with the ease of being a short stroll from local amenities - shops, groceries, restaurants, and sundries. Available starting July 1st, 2025, choose between a year-long stay or an academic term lease. The residence boasts a
David Mallison William Pitt Sotheby's Int'l
$6,000 per month
3 Joray Rd, Sharon, CT 06069
SUMMER in SHARON! Fabulous long western views stretching out towards the Catskills can be seen from this spacious rental. Enjoy this very private 3 bedroom, 3 bath cape-style home surrounded by rolling lawns and fields. Expansive living room (with large picture windows) is ideal for entertaining, especially at sunset when the views are at their best. 2 bedrooms on main level with full bath and
Diana Bisselle William Pitt Sotheby's Int'l
$3,950 per month
102 Westwoods Road 1, Sharon, CT 06069
Sept-May $4,500/Month. Uber Stylish 4 Bed/3.5 Bath Cabin. Quiet & Private Setting Tucked Back from Low-Traveled Town Road. Open Floor Plan with Fireplace & Vaulted Ceiling. Elevator. 1st Floor Primary Suite with Luxurious Bath. Upstairs En Suite First Class Bedroom Plus 2 Others with Shared Bath. Wonderful, Large Screened-in Porch. 3 Min to Village; 12 Min to Metro North; Proximate to Lakes &
Graham Klemm Klemm Real Estate Inc
$3,250 per month
3 Joray Rd, Sharon, CT 06069
Fabulous long western views stretching out towards the Catskills can be seen from this spacious rental available now. Enjoy this very private 3 bedroom, 3 bath cape-style home surrounded by rolling lawns and fields. Expansive living room (with large picture windows) is ideal for entertaining, especially at sunset when the views are at their best. 2 bedrooms on main level with full bath and large
Diana Bisselle William Pitt Sotheby's Int'l
$15,000 per month
80 Upper Main St, Sharon, CT 06069
SUMMER RENTAL TERM: $15,000 for 6/1/2025 - 8/15/2025. Experience 2.5 months in the center of Sharon at the perfect fusion of timeless elegance and contemporary luxury in this stunningly renovated 1928 home. The entrance, now graced with new stone steps, welcomes you into a space where classic charm meets modern luxury. The home's layout includes a beautifully appointed living room with new 1/2
Diana Bisselle William Pitt Sotheby's Int'l
$7,500 per month
161 Cornwall Bridge Rd, Sharon, CT 06069
Fabulous Summer Rental minutes to the center of Sharon. Enjoy this ultra-private French Country-inspired home approached by a long winding drive through the woods. Ideal as a short-term rental and only 2 minutes to the center of Sharon! Lovely hilltop home has a gracious entry leading to a living room with fireplace, and dining room. Open concept kitchen and breakfast room make for easy
Diana Bisselle William Pitt Sotheby's Int'l
$10,000 per month
18 Old Sharon Rd, Sharon, CT 06069
~Fair Rising~ Experience the grandeur of the past with this exquisite 1790 classic Georgian Colonial, nestled on a private 21-acre sanctuary just minutes from the charming center of Sharon. As you approach the residence via the elegant circular drive, you are welcomed by the breathtaking beauty of the meticulously maintained grounds. This historic gem boasts 5 well-appointed bedrooms upstairs,
Diana Bisselle William Pitt Sotheby's Int'l
$7,500 per month
18 Old Sharon Rd, Sharon, CT 06069
~Fair Rising~ Experience the grandeur of the past with this exquisite 1790 classic Georgian Colonial, nestled on a private 21-acre sanctuary just minutes from the charming center of Sharon. As you approach the residence via the elegant circular drive, you are welcomed by the breathtaking beauty of the meticulously maintained grounds. This historic gem boasts 5 well-appointed bedrooms upstairs,
Diana Bisselle William Pitt Sotheby's Int'l
Sharon, Connecticut, located in the foothills of the Berkshire Mountains, offers a small-town atmosphere with picturesque natural landscapes and historic New England architecture. The community is known for its colonial-style homes from the 1700s and 1800s, many of which have been restored, as well as new constructions on larger lots. Sharon is conveniently located 8 miles from the Wassaic Train Station, providing easy access to New York City, and is a few hours' drive from Boston. The town is part of Regional School District 1, with students attending the highly rated Housatonic Valley Regional High School and nearby The Hotchkiss School, one of Connecticut's top private schools. Outdoor attractions include the 452-acre Housatonic Meadows State Park, offering hiking trails, canoeing, and fishing, as well as Sharon Town Beach for summer activities. The Sharon Shopping Center features locally owned stores, including the Sharon Farm Market, a pharmacy, and banks. Dining options include When Pigs Fly for barbecue and JP Gifford Café and Catering Company for coffee and quick bites. For entertainment, residents enjoy performances at the Sharon Playhouse. The presence of Sharon Hospital adds to the practical amenities available in this charming community.
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