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The Matthews Team

Sharon CT Real Estate

Weatherstone in Sharon CTSharon is located in the northwest highlands of Connecticut, bordered by the town of Salisbury to the north, Kent to the south, Cornwall and the Housatonic River to the east and on the west side by Amenia, New York. Sharon is well known for its picturesque Village Green, which is lined with historic houses dating from the 1730s and marked by its famous stone Clock Tower. Sharon is also well known for the Sharon Playhouse, which was brought to life in the 1950s by a couple who had formerly acted on BroadwaySharon Connecticut

Historically, Sharon’s abundance of recreational opportunities, beautiful high landscapes, and proximity to the railroad line made it an optimal vacation destination and the town attracted many wealthy visitors who began purchasing second homes. Between 1880 and 1930 many older homes were refurbished or new homes were built in the Colonial Revival style that still defines the town today – especially along the South Green. Several estates were built, including the enormous Italianate palazzo “Filston” by Romulus Riggs Colgate and nearby “Hiddenhurst”.

Properties in Sharon

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Search by Property Type: Luxury Homes | Homes with LandSingle Family HomesCondos | Land

Westwoods Road #2 Sharon CT 06069

MLS Number 170484710

  • Land
  • Acreage 242
  • Zoning R2

SERIOUS DEVELOPERS TAKE NOTE! 17 sub-divided and approved lots available in the coveted Litchfield Hills of Northwest Connecticut. All lots 10 acres or more. Private, serene, and safe settings with multi-million dollar homes, stone walls throughout, yet close to both the chic, bustling town of Kent, CT and the beautiful town center of Sharon, CT. As a popular 2nd home area with a shortage of inventory, Northwest CT can easily support more new homes. Several parcels are contiguous, and a group of lots are on a private cul-de-sac with underground power installed that could easily become a gated community. Many lots have potential ridge views, a few could have views to the Catskills in NY state. All lots successfully perc-tested years ago. All documentation available including surveys, possible homes sites, septic areas, and land features. Broadband internet available on the road. This is an opportunity not to be missed! Minutes from the Wassaic Train station on the Metro North rail service out of NYC/Grand Central Station. Lots are staked and marked, and many have rough driveway openings from the road. There's too much information to post in a paragraph! These lots must be seen to be appreciated. Available as a package only.

Listed by Dave L Mallison of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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93 Amenia Union Road Sharon CT 06069

MLS Number 170403476

  • Single Family
  • Bedrooms 9
  • Bathroom 14
  • Square Feet 12,759
  • Acreage 23.95

The Ultimate Country Retreat 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 estate combining old world charm with 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 facing sunporch. Spacious kitchen and breakfast room with 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). 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. 8 stall horse barn, second barn with car lift, and 3rd antique barn with many possibilities. Guest House above 7 car garage, greenhouse, tennis court, orchards, gardens and riding paths. Stately and magical setting just minutes to town and under 2 hours to NYC. Private schools, Sharon Playhouse and Lime Rock Park just up the road.

Listed by Diana Bisselle of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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$2,675,000

Est. Mortgage: $/month

MLS Number 170465512

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,516
  • Acreage 35

WHITE HAWK - an impressive 1936 stone farmhouse situated at the foothills of the Berkshires on 35+ private acres. Approach this magical property through stone gates, and up a gently winding driveway past a large barn with car lift, paddock, guest cottage and cathedral pines to arrive at this beautifully situated country compound. Surrounded by expansive lawns, this stunning 4 BDR, 3.5 Bath home is the ideal retreat for outdoor enthusiasts and those who appreciate sophisticated country living. Inside the local stone-quarried home, one is greeted by a chef's kitchen and breakfast room overlooking beautiful gardens. A comfortable living room is flanked by a stone fireplace and bookshelves. A 3 season screened-in porch is off the living room and is the best vantage point to relax and watch wildlife. Cozy Study/BDR ensuite is just down the hall from the dining room. 3 large bedrooms and 2 full baths upstairs with stunning stone and wood accents. Large bonus room with wood stove, cathedral ceiling and picture windows - great for gazing at the distant mountains. Deep set windows, stone, and wood beams throughout. Step outside to enjoy a heated pool, a pond for fishing and boating, and a large stone fire pit. The soothing sound of Guinea Brook provides wonderful background noise. The perfect year-round getaway - and for gatherings big and small. Mohawk Ski area and Appalachian Trail nearby. Time stops at White Hawk but the outside world is minutes away. A truly memorable property.

Listed by Diana Bisselle of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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248 Millerton Road Sharon CT 06069

Sharon, CT248 Millerton Road

Price$2,585,000

Est. Mortgage: $/month

MLS Number 170482599

  • Single Family
  • Bedrooms 3
  • Bathroom 5
  • Square Feet 4,171
  • Acreage 6.11

Magnificent New Classical Masterpiece - Exceptional interpretation and combination of a New England style shingle home with the elegance of a French country manor. Simplicity in form and grandeur in scale. The home waits patiently on a hill that overlooks nearby fields, hills, and Indian Lake. Relaxed warmth and enduring beauty infuse this classic home. The Chef's Kitchen is a study in functionality, opening to an oversized screen porch that is perfectly situated to entertain the view, as well as opening to a formal Dining Room with a wood-burning Fireplace. Four Bedrooms include the luxurious Master Suite with separate Master Baths, a wood-burning Fireplace, and Master Sitting Room. This exquisite estate combines modern living with timeless grace.

Listed by Thomas Callahan and Elyse Harney Morris of Elyse Harney Real Estate

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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41/43 East Street Sharon CT 06069

Sharon, CT41/43 East Street

Price$1,995,000

Est. Mortgage: $/month

Under Agreement

MLS Number 170450646

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,540
  • Acreage 6.33

BEST Value in Litchfield County! Hilltop Colonial with Views, Privacy, Pool & Cottage. This 4 Bed, 3.5+ Bath Home is Perched High with Wonderful Distant Southern Views. 2 Separate Parcels Totaling 6+ Acres. Super Quiet & Private Yet 6-7 Min to Village. Large Living Room with Fireplace. Welcoming Den with Fireplace. Separate Formal Dining Room. Eat-in Kitchen with Access to Heated Pool. Generous Primary Bedroom with Fireplace, Balcony & Large Full Bath. 2-Car Attached Garage. Light & Bright. New Generator. New Siding. Includes Small Guest Cottage at Foot of Driveway. Cell Coverage Too! Currently the ONLY offering in Litchfield County under $3.4M with Privacy, Views, a Pool & Cottage! #Deal

Listed by Graham Klemm of Klemm Real Estate Inc

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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3 Silver Hill Road Sharon CT 06069

Sharon, CT3 Silver Hill Road

Price$1,285,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170479186

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,641
  • Acreage 5.84

Newly built three bedroom modern colonial with saltwater pool, and stunning studio in the scenic South Ellsworth section of Sharon. Designed with a straightforward elegance, the home features natural oak flooring, floor to ceiling high gloss white kitchen cabinetry, Bertazzoni appliances, custom lighting, and oversized divided light windows. The light-filled main floor features an open floor plan with easy outdoor access to a covered porch, a patio, as well as a separate screened porch. Up a level, one finds the primary bedroom suite that features a private custom bath and walk-in closet. Two additional bedrooms share a hall bath. The lower level includes a finished room currently setup as a yoga studio. In addition, the lower level features a laundry room with folding station and large storage area. Property includes: full house backup generator, four bedroom septic system, and foundation under screened porch for future expansion possibilities. Centrally located to the villages of Sharon and Kent, Silver Lake, and Mohawk Mountain Ski Area plus only 2 hours from NYC and minutes to Metro-North. Floor plans online. Owner/Agent *Taxes shown are incorrect, current town taxes are $7315. Pool Dimensions - 18' x 38', 3.5' to 6' Deep

Listed by Ira Goldspiel of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 East Street Sharon CT 06069

Sharon, CT120 East Street

Price$1,000,000

Est. Mortgage: $/month

MLS Number 170425616

  • Land
  • Acreage 25.8
  • Zoning RR

PRISTINE SHARON FARMLAND - 25 acres ideally located on Sharon Mountain's East Street and surrounded by other large parcels of land. Exceptional opportunity to build a wonderful country home in a coveted area of Litchfield County. Minutes from the town of Sharon and the Wassaic Metro-North Station.

Listed by John Panzer of Elyse Harney Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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178 Knibloe Hill Road Sharon CT 06069

Sharon, CT178 Knibloe Hill Road

Price$890,000

Est. Mortgage: $/month

Under Agreement

MLS Number 170483311

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,203
  • Acreage 5.63

Peace and serenity on top of Knibloe Hill! A long driveway leads you to this private modern 1972 home of 3,203 square feet. The large living room, 27' x 19', with fireplace has a wall of glass facing west with a side door opening to a large deck for those sunset evenings. The landscape is beautiful with extensive gardens, stone walls, rock outcroppings and includes a water feature. Many other features include a screened porch, solar panels on the roof, 14KW automatic generator, 4 A/C splits, and a sauna and steam shower off the primary suite. This special home has the location and layout that could easily be brought up to another level. Just 5.5 miles to the Wassaic train station.

Listed by Paula Redmond of Corcoran Country Living

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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25 Bowne Road Sharon CT 06069

Sharon, CT25 Bowne Road

Price$795,000

Est. Mortgage: $/month

MLS Number 170425303

  • Land
  • Acreage 29.61
  • Zoning 2

This property offers the opportunity to build a home in Sharon that features both privacy and the enjoyment of a wildlife sanctuary. The site of the original farm house has long views over the wetlands and pond. Most importantly this parcel is protected by adjoining lands with conservation easements. 25 Bowne Rd has available a Phase 1 review, survey, wetlands survey, etc. Also included is the 11 acre parcel off of Butter Rd.

Listed by John Harney of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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Westwoods Road 2 Sharon CT 06069

MLS Number 170453357

  • Land
  • Acreage 24
  • Zoning 2

Excellent opportunity to own a large parcel of land located at the top of Skiff Moutain. Corner lot with road frontage on Westwood Rd. #1 and Westwood Rd. #2. This is a large, beautiful wooded estate setting located in the desirable area of Westwoods. An approximate 1200' elevation allows for long western sunset views. Iconic stone walls meander throughout the property while also defining many of the boundaries of this property consisting of 2 lots, one is 9.68ac and the other is 14.5ac, being sold as one. There is a 100' building restriction easement across from the property at 17WW#2. Property's metes and bounds are clearly marked. A Potential building site has been rough cut. The 9ac parcel is in 940 land use. Seller would consider selling less land.

Listed by Chris Garrity and Amy Longley of Bain Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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15 Main Street Sharon CT 06069

Sharon, CT15 Main Street

Price$695,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170482756

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,028
  • Acreage 0.51

Main Street Living. Come home to this classic center hall Colonial in the heart of quintessential Sharon with views of the historic town Green. The house has been tastefully renovated and is move in ready condition. The living room has a spacious gathering area with a wood burning fireplace and flows into the dining room which has French doors that open out into the back lawn. The light filled kitchen allows both eat in and a breakfast bar. It has stone countertops and features a 6 burner plus char grill Viking Range. The front room with a connected 1/2 bath provides an opportunity for an office or den. Upstairs there is a spacious ensuite primary bedroom with full bath as well as two ample sized guest rooms that share a hall bath. There is a large landing at the top of the stairs which is the perfect place to curl up in a chair and read a book or have a small office space. From the front lawn you can watch the annual Memorial Day Parade, Sharon Road Race or Halloween Trick or Treating. Moments from the Library, Restaurants, the Playhouse and Hospital. This home has been lovingly maintained.

Listed by Lenore Mallett and Elvia Gignoux of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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47-45 Caroline Drive Sharon CT 06069

Sharon, CT47-45 Caroline Drive

Price$595,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170478978

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,836
  • Acreage 4.56

Main house and guest house nestled on almost 5 acres, a nature lovers paradise. The main house with 3 bedrooms, 3 full baths & finished basement is surrounded by beautiful perennial gardens, flowering shrubs & hardwoods. Enjoy mountain breezes and a backdrop of spectacular sunrises and sunsets from the wrap around deck. Make this your country home, great for extended family, entertaining, or for those seeking privacy and solitude. The sun filled guest house has 3 bedrooms,1.5 baths. Less than 30 minutes to the train station. Near by are private & public schools, hospital, shopping. Experience Litchfield county, play & fish in our many lakes and rivers. Come hike the AT, cycle, visit farmer's markets galore & plenty of restaurants with farm to table fare.

Listed by Brenda McLean of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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

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