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)

$1,273,700

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $8,478/mo*
Refinance Your Home

$1,273,700

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $8,478/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,173 sqft
(on 0.74 acres)

Home Value

Trulia Estimate
$1.27M
Since last month
Increased$17K (+1.4%)
Since last year
Increased$105K (+9%)
Since last sale
Increased$274K (+27.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +145% in the last 10 years
MonthEstimated value
2026
August 2026$1.27M
July 2026$1.26M
June 2026$1.26M
May 2026$1.25M
April 2026$1.23M
March 2026$1.21M
February 2026$1.18M
January 2026$1.15M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
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
2 Great Elm Drive, Sharon, CT
0.16
Single-Family Home
$2,925,000
06/10/26
4
4.5
4,449
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

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
4 Upper Main Street #2, Sharon, CT 06069
0.05
$292,000
2
2
1,206
Off Market
4 Upper Main Street #6, Sharon, CT 06069
0.05
$321,200
2
2
1,333
Off Market
4 Upper Main Street #7, Sharon, CT 06069
0.05
$318,300
2
2
1,185
Off Market
4 Upper Main Street #1, Sharon, CT 06069
0.05
$284,200
2
2
1,284
Off Market
4 Upper Main Street #3, Sharon, CT 06069
0.05
$325,000
2
2
1,206
Recently Sold
4 Upper Main #9, Sharon, CT 06069
0.05
$376,200
2
2
1,044
Off Market
28 Cornwall Bridge Road, Sharon, CT 06069
0.05
$1,744,000
4
3
4,143
Off Market
8 Upper Main Street #13, Sharon, CT 06069
0.05
$306,400
2
2
1,206
Off Market
8 Upper Main Street #14, Sharon, CT 06069
0.05
$289,000
2
2
1,146
Recently Sold
16 Upper Main Street, Sharon, CT 06069
0.05
$525,000
3
1.5
1,604
Recently Sold
2 Great Elm Drive, Sharon, CT 06069
0.16
$2,925,000
4
4.5
4,449
Recently Sold

Local Information

  • Map ViewExplore the area around 2 Upper Main Street.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1800
Lot Size
0.74 acres
Living Area
2,173 sqft
Price/Sqft
$586
Parking
2 Car Garage

About this House

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.
2 Upper Main Street, Sharon, CT 06069 is a 4 bedroom, 4 bathroom, 2,173 sqft single-family home built in 1800. It last sold for $1,000,000 on Jun 20, 2023 (26% above the $795,000 asking price). It is currently off market. The Trulia Estimate is $1,273,700, with a rent estimate of $4,093/month.
Last check for updates: about 16 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

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

Price and Tax history

DateEventPrice
Jun 20, 2023
Source: Smart MLS #170562483
Sold
$1,000,000
Apr 21, 2023
Source: Smart MLS #170562483
Contingent
$795,000
Apr 19, 2023
Source: Smart MLS #170562483
Listed For Sale
$795,000
Mar 17, 2017
Source: Smart MLS #L10164507
Sold
$555,000
Nov 25, 2016
Source: Agent Provided
PriceChange
$585,000
Price decreased by 6%

Market trends in Sharon

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
22

Around this home

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

LGBTQ Local Legal Protections

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.

Frequently asked questions about 2 Upper Main Street

  • What is 2 Upper Main Street estimated to be worth?
    Trulia's estimated value for 2 Upper Main Street in Sharon, CT is $1,273,700.
  • What is the price history for 2 Upper Main Street?
    2 Upper Main Street in Sharon, CT last sold for $1,000,000 in June 2023.
  • Is Sharon a buyer's or seller's market?
    Sharon is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Sharon?
    Residents describe Sharon, CT as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Sharon, CT.
  • Does 2 Upper Main Street have air conditioning?
    Yes, 2 Upper Main Street in Sharon, CT has air conditioning.
  • Does 2 Upper Main Street have laundry facilities?
    Yes, 2 Upper Main Street in Sharon, CT has in-unit laundry.

Explore by feature - Air Conditioning

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