Litchfield, CT Homes

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  $1,650,000

  • 3 Beds
  • 3 Baths
  • 5,057 Sq Ft

  164 East St, Sharon, CT 06069

  Welcome to 164 East St. This scenic family compound is a true Litchfield County gem. This special retreat offers a rare blend of character, privacy, and versatility, perfect for a family compound or an income-generating venture by transforming some outbuildings into guest amenities. Anchoring the property is a striking, renovated 5,000 sq ft barn-style home with four bedrooms and three baths,

  Elisa Waysenson Bain Real Estate

  164 East St, Sharon, CT 06069
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  Explore Sharon

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  /24

  $5,800 per month

  • 2 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • House for Rent

  55 Still Meadow Rd, Sharon, CT 06069

  This fabulous, converted barn is the guest house on the owners 40-acre property. Located on a quiet dead-end road within walking distance to the lovely village of Sharon. With approximately 2,500 square feet of beautifully-appointed living space and an expansive open floor plan, everything (from the construction of the living space to the furnishings) is new. In addition to a modern kitchen with

  

  Ann Stettner

  Neil Charles Real Estate

  (860) 730-9854

  55 Still Meadow Rd, Sharon, CT 06069
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  $1,675,000 Sold Jul 31, 2025

  • 2,200 Sq Ft
  • $761/SF
  • 63 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1759

  99 Sharon Mountain Rd, Sharon, CT 06069

  A rare historic opportunity in Sharon, Connecticut: this exquisitely restored 1759 saltbox farmhouse sits on 32.5 pastoral acres complete with a picturesque stream-fed pond and classic barn with silo. This exceptional Litchfield County property combines authentic 18th-century character with sophisticated modern amenities throughout its thoughtfully renovated 4-bedroom, 3.5-bath interior. The

  William Melnick Elyse Harney Real Estate

  99 Sharon Mountain Rd, Sharon, CT 06069
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  Not Listed For Sale

  00 Amenia Union Rd, Sharon, CT 06069

  00 Amenia Union Rd, Sharon, CT 06069
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  /30

  $2,000,000

  • 5 Beds
  • 4.5 Baths
  • 7,099 Sq Ft

  6 Claudia Ln, Sharon, CT 06069

  A Regal Sanctuary. 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

  Alan O'Doherty William Pitt Sotheby's Int'l

  6 Claudia Ln, Sharon, CT 06069
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  /40

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft
  • House for Rent

  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

  35 Kirk Rd, Sharon, CT 06796
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  $845,000 Sold Jul 25, 2025

  • 1,140 Sq Ft
  • $741/SF
  • 159 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 2006

  72 Herb Rd, Sharon, CT 06069

  Herb Heights. Discover a haven of peace and panoramic beauty in the esteemed Ellsworth section of Sharon. This unique 1-bedroom residence offers some of the most incredible 360-degree views available, providing an unparalleled living experience. Perched above a spacious 2-car garage, the home features a well-appointed and updated kitchen flowing seamlessly into the dining room, creating an

  Diana Bisselle William Pitt Sotheby's Int'l

  72 Herb Rd, Sharon, CT 06069
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  Est $143,510 Not Listed For Sale

  10 Guinea Rd, Sharon, CT 06069

  10 Guinea Rd, Sharon, CT 06069
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  /23

  $1,125,000

  • 3 Beds
  • 2.5 Baths
  • 2,565 Sq Ft

  3 W Mountain Rd, Sharon, CT 06069

  Welcome to 3 West Mountain Road, a meticulously renovated 3-bedroom, 2.5-bath home nestled just minutes from the charming Village of Sharon, CT. Spanning 1,995 square feet, this thoughtfully updated residence offers a rare blend of timeless craftsmanship and modern comfort-ideal for those seeking a peaceful full-time home or a stylish weekend escape in Litchfield County. Inside, custom white oak

  John Panzer Elyse Harney Real Estate

  3 W Mountain Rd, Sharon, CT 06069
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  /15

  $3,500 per month

  • 5 Beds
  • 3 Baths
  • 1,956 Sq Ft
  • House for Rent

  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

  1 Hall Rd, Sharon, CT 06069
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  $855,000 Sold Jul 11, 2025

  • 1,920 Sq Ft
  • $445/SF
  • 25 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1967

  208 Low Rd, Sharon, CT 06069

  This super chic country home is located just minutes from the village center on a lovely quiet road. The home has had tasteful updates that give a mid century modern vibe. A large, light-filled living room has a vaulted ceiling, large windows overlooking the beautiful grounds and doors leading out to the decks on either side. The dining room offers a wood burning fireplace and is open to the

  Mimi Harson William Pitt Sotheby's Int'l

  208 Low Rd, Sharon, CT 06069
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  /2

  Est $542,472 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  2 Route 7, Sharon, CT 06069

  2 Route 7, Sharon, CT 06069
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  /29

  $1,195,000

  • 4 Beds
  • 3.5 Baths
  • 1,968 Sq Ft

  331 Calkinstown Rd, Sharon, CT 06069

  Renovated Sharon Home with Guest Apartment - Situated on over 2 beautifully landscaped acres, this adaptable 3-bedroom, 2.5-bath residence also features a private one-bedroom apartment complete with its own full kitchen. The main house provides single-level living with bright living areas, including a luxurious primary suite. The well-equipped primary bathroom offers an elegant design with

  Thomas Callahan Elyse Harney Real Estate

  331 Calkinstown Rd, Sharon, CT 06069
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  /13

  $2,800 per month

  • 2 Beds
  • 2 Baths
  • 2,084 Sq Ft
  • House for Rent

  5 Joray Rd, Sharon, CT 06069

  Comfortable 3+ bedroom, 2 bath Sharon rental minutes to the center of town. Enjoy a true mid-century modern house on a quiet country road. Once inside, stairs lead up to a spacious living room with a pleasant circular flow into the dining room and kitchen. Primary bedroom with full bath and 2 other bedrooms on the main floor and additional bedroom with twin beds upstairs. Just up the road from

  Diana Bisselle William Pitt Sotheby's Int'l

  5 Joray Rd, Sharon, CT 06069
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  $595,000 Sold Jun 23, 2025

  • 1,170 Sq Ft
  • $509/SF
  • 61 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1959

  106 Jackson Rd, Sharon, CT 06069

  Perfectly positioned off a country road close to Sharon's historic town green, this quintessential 1959 ranch style home offers 1,170 sq ft of sunlit living space on a park-like 1.90-acre village lot. This well-preserved residence combines period charm with thoughtful updates, including original hardwood floors throughout the main level and a versatile third bedroom/office and a fireplace in the

  Elyse Morris Elyse Harney Real Estate

  106 Jackson Rd, Sharon, CT 06069
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  Est $298,230 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft

  4 Upper Main St Unit 3, Sharon, CT 06069

  4 Upper Main St Unit 3, Sharon, CT 06069
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  $2,125,000

  • 4 Beds
  • 3.5 Baths
  • 3,105 Sq Ft

  200 Sharon Mountain Rd, Sharon, CT 06069

  Set on 7 private acres directly across from protected conservation land, this beautifully renovated home offers peaceful wooded views, exceptional privacy, and modern comfort in a prime Sharon location. Completed in 2024, the full-scale renovation brought new life and elegance to the property-earning it a recent feature in Litchfield County Magazine for its thoughtful craftsmanship and refined

  Elyse Morris Elyse Harney Real Estate

  200 Sharon Mountain Rd, Sharon, CT 06069
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  $5,500 per month

  • 4 Beds
  • 4.5 Baths
  • 3,376 Sq Ft
  • House for Rent

  119 Knibloe Hill Rd, Sharon, CT 06069

  Sept-May $6,500/Month. Utterly Charming Colonial on a Tranquil Road Just Minutes from the Village and Metro North. This beautifully Updated Home Blends Timeless Elegance with Modern Convenience. 4 Bedrooms & 3.5 Baths, Including a Fully Renovated, Spa-like Primary Bathroom. Virtually Brand-New, High-End Eat-in Kitchen, Perfect for Both Everyday Living & Entertaining. Breathtaking Pastoral,

  Graham Klemm Klemm Real Estate Inc

  119 Knibloe Hill Rd, Sharon, CT 06069
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  $925,000 Sold Jun 20, 2025

  • 4,524 Sq Ft
  • $204/SF
  • 246 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1970

  165 East St, Sharon, CT 06069

  Chic & Private Single Level Living. Totally Private Brick 4 Bedroom, 3.5 Bath Home Nestled Up Long Driveway on 9+ acres. Beautifully Scaled, Elegant Rooms with High Ceilings. 4 Fireplaces. 2-Car In House Garage. Finished Walk-Up Attic Space with 3 Rooms. Wonderful Stone Terrace. Abuts Land Trust in Area of Fine Homes. Owners Ready, Was $1.795.000 now $1.150.000!

  Graham Klemm Klemm Real Estate Inc

  165 East St, Sharon, CT 06069
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  Est $279,102 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft

  4 Upper Main St Unit 2, Sharon, CT 06069

  4 Upper Main St Unit 2, Sharon, CT 06069
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  /8

  $1,200,000

  • 4 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  400 Gay St, Sharon, CT 06069

  Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary

  John Harney William Pitt Sotheby's Int'l

  400 Gay St, Sharon, CT 06069
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  /25

  $6,000 per month

  • 3 Beds
  • 3 Baths
  • 2,132 Sq Ft
  • House for Rent

  3 Joray Rd, Sharon, CT 06069

  SUMMER in SHARON! June 16 - August, 2025. Fabulous long western views stretching out towards the Catskills can be seen from this spacious rental starting October 1st. 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

  Diana Bisselle William Pitt Sotheby's Int'l

  3 Joray Rd, Sharon, CT 06069
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  $1,175,000 Sold Jun 06, 2025

  • 3,004 Sq Ft
  • $391/SF
  • 36 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1730

  3 Dunbar Rd, Sharon, CT 06069

  Perfectly restored circa 1730 antique gem surrounded by open farmland and stunning views. The property with Four bedrooms and two and a half bathrooms includes Modern updates and new systems. An elegant hallway with painted floors leads to the kitchen/dining room with Waterworks, Bosch appliances and Carrara Marble counters adjacent to the half bathroom with cloakroom. The living room/library

  Rebecca Ward William Pitt Sotheby's Int'l

  3 Dunbar Rd, Sharon, CT 06069
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  Est $282,318 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft

  8 Upper Main St Unit 13, Sharon, CT 06069

  8 Upper Main St Unit 13, Sharon, CT 06069
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  /24

  $2,350,000

  • 4 Beds
  • 4.5 Baths
  • 3,838 Sq Ft

  8 Mudgetown Rd, Sharon, CT 06069

  1st Time on Market in 40+ Years. Truly Wonderful 4 Bedroom, 4.5 Bath Totally Chic Period Home with Additions. Property is 12+ Acres & Encompasses Both Sides of a Lesser-Known Coveted Town Road. Less than 1-Minute to Mudge Pond Lake & the Town Beach. The Famous "Twin Oaks" Sharon Land Trust Field is Just Down the Street. Lots to be Discovered here including a Jaw-Dropping Great Room with Fireplace

  Graham Klemm Klemm Real Estate Inc

  8 Mudgetown Rd, Sharon, CT 06069
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  /26

  $4,250 per month

  • 4 Beds
  • 3.5 Baths
  • 2,513 Sq Ft
  • House for Rent

  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

  102 Westwoods Road 1, Sharon, CT 06069
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  $1,200,000 Sold May 07, 2025

  • 2,674 Sq Ft
  • $449/SF
  • 14 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1956

  12 White Hollow Rd, Sharon, CT 06069

  This exceptional 40 acre property has it all, views, a pond, rolling meadows and it abuts protected state land. In addition to the gorgeous setting, there is a lovely three bedroom home and several outbuildings. The home offers an open floor plan and takes full advantage of the views in multiple directions. A large brick fireplace adds charm and character to the main floor and continues to the

  Mimi Harson William Pitt Sotheby's Int'l

  12 White Hollow Rd, Sharon, CT 06069
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  Est $269,561 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft

  4 Upper Main St Unit 1, Sharon, CT 06069

  4 Upper Main St Unit 1, Sharon, CT 06069
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  /33

  $1,300,000

  • 6 Beds
  • 3.5 Baths
  • 5,526 Sq Ft

  12 W Mountain Rd, Sharon, CT 06069

  Fabulous modern country home designed with classic sensibilities and touches of artistic license. The property is alluringly welcoming yet the home is furtively reserved. Trimmed in stone walls and under a 5 acre canopy of dappled shade and sunshine, the grounds and flora have 30 years of maturity. Formal details adorn with large trim, sweeping porches and classic columns. Anything but stuffy

  Chris Garrity Bain Real Estate

  12 W Mountain Rd, Sharon, CT 06069
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  /30

  $15,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft
  • House for Rent

  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

  80 Upper Main St, Sharon, CT 06069
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  $730,000 Sold Apr 16, 2025

  • 1,715 Sq Ft
  • $426/SF
  • 65 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1922

  2 Northrup Rd, Sharon, CT 06069

  A light and bright one level bungalow on 9.24 acres in the Ellsworth section of Sharon with mature perennial beds, fruit trees, a tiny rustic cottage/studio, and babbling brook running through a corner of the property. This updated 3 bdrm 2.5 ba home is stunning. The well appointed kitchen features a cozy breakfast nook with bench window seating in the charming bow window, walk-in pantry and

  Colleen Vigeant Elyse Harney Real Estate

  2 Northrup Rd, Sharon, CT 06069
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  Est $614,919 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,208 Sq Ft

  11 White Hollow Rd, Sharon, CT 06069

  11 White Hollow Rd, Sharon, CT 06069
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  /39

  $1,748,000 Pending

  • 4 Beds
  • 4 Baths
  • 4,143 Sq Ft

  28 Cornwall Bridge Rd, Sharon, CT 06069

  Edge-of-Town Elegance with Pool - The lifestyle in Sharon, CT is ideal: this beautiful home is around the corner from the Village Green, the Hotchkiss library, cafes and restaurants, the market, post office, shops, the Hospital and Doctors' offices, and so much more. A short distance to private schools, the Lake, and the Wassaic Station with the Metro-North train to Grand Central. Features

  Juliet Moore Elyse Harney Real Estate

  28 Cornwall Bridge Rd, Sharon, CT 06069
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  /27

  $7,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,484 Sq Ft
  • House for Rent

  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

  161 Cornwall Bridge Rd, Sharon, CT 06069
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  $450,000 Sold Apr 09, 2025

  • 1,241 Sq Ft
  • $363/SF
  • 153 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1859

  1 Jackson Hill Rd, Sharon, CT 06069

  Welcome to 1 Jackson Hill Road. With its refinished wood floors and rustic ceiling beams this home blends modern comfort with historic details. The spacious living room with its cozy fireplace, flows naturally into the well-appointed kitchen and formal dining room. Natural light pours into this delightful cottage from the dining room bay window and the sky lights in the renovated bathrooms. Set

  OLIVER BROWN Houlihan Lawrence

  1 Jackson Hill Rd, Sharon, CT 06069
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  Est $799,058 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,074 Sq Ft

  16 Hunting Ridge, Sharon, CT 06069

  16 Hunting Ridge, Sharon, CT 06069
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  /7

  $85,000

  • Land
  • 10 Acres
  • $8,763 per Acre

  471 U S 7, Sharon, CT 06069

  9.7 Acres of stunning Connecticut woodland with Stone Walls and a beautiful stream. Frontage on US Route 7 and abuts the Housatonic State Forest. Contains historic charcoal burning site from Revolutionary War era iron industry.

  Derek Eisenberg Continental Real Estate

  471 U S 7, Sharon, CT 06069
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  /31

  $10,000 per month

  • 5 Beds
  • 4.5 Baths
  • 3,642 Sq Ft
  • House for Rent

  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

  18 Old Sharon Rd, Sharon, CT 06069
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  $685,000 Sold Apr 09, 2025

  • 1,620 Sq Ft
  • $423/SF
  • 186 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 1740

  70 N Main St, Sharon, CT 06069

  HYDRANGEA COTTAGE - Perfectly picturesque c1740 English-style colonial in the heart of Sharon. This lovely 2-3 bedroom, 3.5 bath home has been meticulously renovated and adorned with Farrow & Ball paint, creating comfortable living spaces with modern luxuries. Of note, this in-town gem features a charming eat-in kitchen with high-end appliances and gorgeous soapstone sink. Dining room with

  Diana Bisselle William Pitt Sotheby's Int'l

  70 N Main St, Sharon, CT 06069
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  Est $782,913 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft

  65 Lambert Rd, Sharon, CT 06069

  65 Lambert Rd, Sharon, CT 06069

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