2 Upper Main Street, Sharon, CT 06069
OFF MARKET

2 Upper Main Street
Sharon, CT 06069

  • 4 Beds
  • 3.5 Baths
  • 2,173 sqft (on 0.74 acres)

$1,235,200

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $8,140/mo*
Refinance Your Home

$1,235,200

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $8,140/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,173 sqft
(on 0.74 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Tucked back from the road, this incredibly charming, fully renovated house offers the privacy and quiet of a country retreat yet all the convenience of being in downtown Sharon. This magical 4 bedroom, 3.5 bath house that originally was a barn has had improvements within the last six years including a new roof, new shiplap siding, new windows, two remodeled bathrooms, underground high-speed internet, added attic insulation, extensive stonework and landscaping. The large stone fireplace is the focal point of the living room and dining area, making it a wonderful place to entertain. A few steps up to the spacious family room offers another room to read and relax. The kitchen, which was beautifully renovated several years ago, has been expanded to include a bump out at the bay window to create a wonderful dining spot. Off of the kitchen, enjoy outdoor dining on a patio overlooking the landscaped property and koi pond. The lovely primary bedroom with vaulted ceiling is located on the main level; upstairs are three more bedrooms and two full baths. The lower level has two cedar closets, storage area and access to the two car garage. There have been four owners of this property in the last 40 years, each of whom has loved this house. If you are looking for something that is loaded with character, out of the ordinary, and very special, this is it. Minutes to Metro North at Wassaic, private schools and all the natural beauty of the Litchfield Hills.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from June 20, 2023

Home Highlights

Parking
2 Car Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 2 Upper Main Street

Interior Features

Interior Details
Basement: PartialNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2173 Square Feet
Appliances & Utilities
Utilities: Underground UtilitiesAppliances: Electric Range, Range Hood, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Water Heater, Electric Water HeaterDishwasherDisposalDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Electric,OilHas CoolingAir Conditioning: Whole House FanHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane WindowsDoor: Storm Door(s)

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: Patio, TerraceOther Structures: Shed(s)Exterior: Garden, Stone WallFoundation: Concrete PerimeterGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Private,Driveway
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2173 Square Feet

Property Information

Year Built
Year Built: 1800
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Barn
Building
Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 874457

Price & Status

Price
List Price: $795,000
Status Change & Dates
Off Market Date: Thu Apr 20 2023Possession Timing: Upon Closing

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Sharon
School Information
Elementary School: Sharon CenterHigh School: Housatonic

Building

Building Area
Building Area: 2173 Square Feet

Community

Community Features: Golf, Lake, Library, Medical Facilities, Private School(s), Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 0.74 acres

Energy

Energy Efficiency Features: Insulation, Ridge Vents, Doors, Windows

Miscellaneous

BasementMls Number: 170562483Attic: Crawl SpaceAbove Grade Unfinished Area: 2173

Additional Information

GolfLakeLibraryMedical FacilitiesPrivate School(s)Shopping/Mall
Last check for updates: about 15 hours ago
Listed by Laurie Dunham, (203) 985-5974
William Pitt Sotheby's Int'l, (860) 435-2400
Bought with: Elvia Gignoux, (860) 435-0345, William Pitt Sotheby's Int'l, (860) 435-2400
Source: Smart MLS, MLS#170562483

Price History for 2 Upper Main Street

DatePriceEventSource
06/20/2023$1,000,000Sold
Smart MLS #170562483
04/21/2023$795,000ContingentSmart MLS #170562483
04/19/2023$795,000Listed For SaleSmart MLS #170562483
03/17/2017$555,000Sold
Smart MLS #L10164507
11/25/2016$585,000PriceChange
Agent Provided
09/26/2016$625,000PriceChange
Agent Provided
08/31/2016$675,000Listed For SaleAgent Provided
05/16/1997$260,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$7,197
Assessment$645,500
Home facts updated by county records

Comparable Sales for 2 Upper Main Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
28 Cornwall Bridge Road, Sharon, CT
0.05
Single-Family Home
$1,650,000
08/14/25
4
3
4,143
59 Cornwall Bridge Road, Sharon, CT
0.18
Single-Family Home
$1,175,000
05/05/26
3
3
3,209
16 Upper Main Street, Sharon, CT
0.05
Single-Family Home
$525,000
03/24/26
3
1.5
1,604
1 Still Meadow Road, Sharon, CT
0.71
Single-Family Home
$801,000
08/06/25
2
3
1,619
34 Jackson Hill Road, Sharon, CT
0.84
Single-Family Home
$400,000
02/10/26
3
2.5
1,592
87 Gay Street, Sharon, CT
0.92
Single-Family Home
$540,000
09/25/25
4
2
2,666
15 Herrick Road, Sharon, CT
0.71
Single-Family Home
$2,100,000
01/09/26
3
2.5
2,840
45 Herrick Road, Sharon, CT
0.93
Single-Family Home
$700,000
05/01/26
3
3
1,677
79 Gay Street, Sharon, CT
0.89
Single-Family Home
$245,000
08/05/25
4
2
1,266

Nearby homes

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Assigned Schools

These are the assigned schools for 2 Upper Main Street.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Sharon

At least 7 Trulia users voted on each feature.

  • 100 % Say yards are well-kept

  • 92 % Say there's wildlife

  • 90 % Say parking is easy

  • 83 % Say car is needed

  • 80 % Say people would walk alone at night

  • 75 % Say it's quiet

  • 68 % Say neighbors are friendly

  • 67 % Say it's dog friendly

  • 64 % Say kids play outside

  • 62 % Say they plan to stay for at least 5 years

  • 57 % Say there's holiday spirit

  • 50 % Say there are sidewalks

  • 36 % Say there are community events

  • 36 % Say streets are well-lit

  • 33 % Say it's walkable to grocery stores

  • 27 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • J c.
    "The peace of nature just outside of the town proper, and being able to wave at neighbors passing by in cars or on bicycles are parts of what I love about our road."
    1
    Flag
  • Sam F.
    "I Live here and love to fish these fresh waters for trout..this log house is close to the Housatonic River"
    0
    Flag
  • Sam F.
    "Great views on walks and drives...wonderful peaceful setting for 4 season living in New England"
    0
    Flag
  • Sam F.
    "Great area for peace, privacy, quiet...Nature abounds"
    0
    Flag

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Off Market Homes Near 2 Upper Main Street

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Homes for rent near 2 Upper Main Street

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2 Upper Main Street, Sharon, CT 06069 is a 4 bedroom, 4 bathroom, 2,173 sqft single-family home built in 1800. This property is not currently available for sale. 2 Upper Main Street was last sold on Jun 20, 2023 for $1,000,000 (26% higher than the asking price of $795,000). The current Trulia Estimate for 2 Upper Main Street is $1,235,200.