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The Matthews Group

Sharon CT Luxury Homes for Sale

Find the latest luxury homes for sale in Sharon. Search through a variety of residential listings to find your new property. Save your favorite listings when you register with us, and you can receive email notifications when new properties match your criteria. You may also be interested in viewing luxury real estate listings in Litchfield County.

Luxury Homes in Sharon Connecticut

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93 Amenia Union Road Sharon CT 06069

MLS Number 170403476

  • Single Family
  • Square Feet 12,759
  • Bedrooms 9
  • Bathroom 14
  • Year Built 1983

Iconic Sharon Estate sited on 23+/- park-like acres with stunning western views on a coveted country road. This exceptional property (main house circa mid-1800s) was transformed into a magnificent country compound, combining old world charm with a plethora of modern amenities and stunning selection of newer buildings and barns. The main residence reflects the grandeur of its original vintage, with a collection of gracious rooms, period details and 7 fireplaces. A circular drive leads to a gracious entry with fireplace. Impressive living room with fireplace and large windows. Formal dining room showcases an elegant marble fireplace and French doors, leading to an enclosed east and south facing sunporch. Spacious kitchen and breakfast room include a large hearth, antique beams and flooring. Elegant wood paneled study with fireplace and bar connects to adjoining guest and entertainment building. 5 BDRs and 9 Baths in the main house (primary with fireplace, en-suite). 3 BDRs and 2 kitchens in the adjoining residence featuring cathedral wood-beam ceilings, large fieldstone fireplace, indoor pool & spa with enclosed terrace. Wine cellar, gym, sauna, and pistol range on lower levels. This ultimate country retreat also features an 8 stall horse barn, second barn with car lift, and third antique barn with many possibilities. Guest House above garage, greenhouse, tennis court, orchards, gardens and riding paths. Stately and magical setting just minutes to town and under 2 hours to NYC.

Listing Courtesy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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344 Calkinstown Road Sharon CT 06069

Sharon, CT344 Calkinstown Road

Price$2,995,000

Est. Mortgage: $/month

MLS Number 170428915

  • Single Family
  • Square Feet 4,948
  • Bedrooms 4
  • Bathroom 5
  • Year Built 2014

Extraordinary Custom Built Home - Professionally designed landscaping welcomes you to this custom-built 4 Bedroom home that is offered on 13.12 private acres with classic details, warmth, and charm throughout. Its open, spacious rooms, paired with a gourmet Chef's Kitchen that opens into a formal Dining Room and Family Room with Fireplace, are ideal for entertaining. An inviting Living Room and additional Fireplace, with soaring 12' tray ceilings, highlights the simplicity and elegance of the home and beautifully transitions through French doors to a large Bluestone Patio and Backyard. The second floor features 3 en suite bedrooms and a luxurious Primary Suite with a Fireplace. A peaceful setting abutting Conservation Land ensures tranquility. Convenient to Lakeville, Salisbury, Hotchkiss, IMS, and Millerton. Easy access to Metro-North.

Listing Courtesy of Elyse Harney Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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22 River Road Sharon CT 06069

Sharon, CT22 River Road

Price$2,450,000

Est. Mortgage: $/month

MLS Number 170380319

  • Single Family
  • Square Feet 3,516
  • Year Built 1936
  • Bedrooms 4
  • Property Style Colonial, Farm House

River Road Farmhouse - Incredible compound on 21 private acres with spring fed pond and direct frontage along scenic Guinea Brook. Main house is a mix of stone & cedar and includes a light-filled living room with fireplace that opens to a spacious screen porch. In addition, there's the recently remodeled chef's kitchen with center island and sitting area that overlooks an outdoor patio, fire pit, and pool area; a formal dining area highlighted by exposed stone; as well as a main floor bedroom with private full bath. Upstairs, one finds two well-proportioned bedrooms that share a bath and the primary bedroom suite with a lavish private bath plus a separate sitting room/home office with wood stove and vaulted ceiling. The property includes a heated pool with cabana, a guest cottage, and a 8,000 square foot detached barn perfect for a car collector. Listing has been virtually staged for marketing purposes. Additional 30+ acres of land available, call for details.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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69 Mudge Pond Road Sharon CT 06069

Sharon, CT69 Mudge Pond Road

Price$2,295,000

Est. Mortgage: $/month

MLS Number 170359039

  • Single Family
  • Square Feet 6,000
  • Bedrooms 5
  • Bathroom 6
  • Year Built 1990

Waterfront Converted Barn - Mudge Pond Waterfront Converted Dairy Barn has been brilliantly renovated while retaining its authentic barn charm. Located on 8.48 acres abutting Sharon Land Trust. The soaring ceilings with exposed wood beams in the Great Room combined with the large wood-burning stone fireplace create a dramatic yet warm and inviting atmosphere while mesmerized by the calm waterfront. The Main house has 4-5 bedrooms and 5.5 baths, a fabulous indoor swimming pool and lake views from Kitchen, a Great Room, and 3 bedrooms. This amazing property boasts 2 Guest Houses. The Lake Side Guest House has a full kitchen, living room, bedroom, 2 full baths, and 2 patios with lake views. The Guesthouse on the Land Trust side has 2 bedrooms, a kitchen, a living room, 2 full baths, and a back porch. Convenient to Lakeville, Salisbury, Hotchkiss, IMS, and Millerton. Easy access to Metro-North.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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164 East Street Sharon CT 06069

Sharon, CT164 East Street

Price$1,375,000

Est. Mortgage: $/month

MLS Number 170419054

  • Single Family
  • Square Feet 5,057
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1991

Family Compound anchored by a significant 5,000 sq ft. Stone and wood barn house. Sweeping views of the Upper Housatonic Valley and Mohawk Ski area. Pool with retro pool house, garden house, studio with soaring ceilings and it's own separate driveway off private road. Ancient trees and shrubs planted by master Gardner a generation ago that could not be replicated today at any price. Walk to adjacent land trust nature preserve.

Listing Courtesy of Houlihan Lawrence

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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120 Westwoods Road 1 Sharon CT 06069

MLS Number 170403666

  • Single Family
  • Square Feet 3,855
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1988

Sharon Privacy with Pool Beautifully sited amongst stone perennial gardens, this private homestead on 12.52 acres offers an In-Ground Pool and incredible Privacy abutting Audubon Society Protected land in Sharon, CT. A spacious first floor layout is thoughtfully oriented to enjoy the ease of indoor-outdoor living with the Great Room, Kitchen, and Dining areas all leading to the back Patio, Pool, Enclosed Porch, and Gardens. A Living Room and Library at the front of the house offer quieter spaces and open toward the Covered Front Porch. Three Bedrooms, including a Primary Suite, and an Office or Guest Room complete the upper level. A 650sq.ft. finished Lower Level with Full Bath has a door to the backyard, also nicely comingling the indoor and outdoor spaces of the home. This property will immerse you into the heart of Litchfield County with your own country oasis - yet is conveniently located near the villages of Sharon & Kent, Wassaic Station, Ski Areas, Schools, Lakes, & Hiking Trails. This property will immerse you into the heart of Litchfield County with your own country oasis - yet is conveniently located near the villages of Sharon & Kent, Wassaic Station, Ski Areas, Schools, Lakes, & Hiking Trails.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

376 Cornwall Bridge Road Sharon CT 06069

Sharon, CT376 Cornwall Bridge Road

Price$998,000

Est. Mortgage: $/month

MLS Number 170433513

  • Single Family
  • Square Feet 3,120
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1970

Top of the world in Sharon CT. "Gilderdale Heights"-An extraordinary mountaintop-one of the highest in town- is a property reached by a private driveway to a well designed rustic 4 bedroom cabin. Small yet intimate the "throwback" cabin with its large trussed beams features a raised hearth stone fireplace. Perfect for a retreat or can be used as a guest house if one were to build a main home. So much potential. The house is sited on a level plateau at 1478 feet elevation and with some selective cutting dramatic western sunset views to the Catskills can be obtained. The forest is magical with mature oaks, maples and other native varieties that feel as if the woods have been landscaped. This 33 acre estate like parcel abuts 142 acres of protected lands to the north west making it incredibly private. Yet, it is centrally located and minutes to the villages of Sharon, Kent, Millerton, Salisbury and the Metro-North Train. Miles of hiking trails at the neighboring Sharon Audubon Center are available as well. This is an outdoorsman's paradise!

Listing Courtesy of Bain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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 2021 SmartMLS, Inc.