20 Upper Main St, Sharon, CT 06069
OFF MARKET

20 Upper Main St
Sharon, CT 06069

  • 5 Beds
  • 3 Baths
  • 1,620 sqft (on 0.91 acres)

$545,300

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $3,604/mo*
Refinance Your Home

$545,300

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $3,604/mo*
Refinance Your Home
5 Beds
3 Baths
1,620 sqft
(on 0.91 acres)

Local Information

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

Description

In-town, yet private Sharon saltbox brimming with potential. Set back from Upper Main Street, this 5BR, 3 Bath house is surrounded by just under 1 acre of gently sloping land perfect for the gardening enthusiast. 2 of the 3 bedrooms on the top floor share a lovely enclosed sun porch, while living/dining room area on main level opens up to another enclosed sun porch/green house. Room on lower level great as a study or library. Upper driveway has ample parking while lower driveway leads to a 2 car attached garage. Stroll to Hotchkiss Library, coffee shop, and other in-town stores. Only 2 hours to NYC.
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.

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 20 Upper Main St

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Baseboard, OtherAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: OtherExterior: OtherGardenPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1900Year Updated: 1967
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.91 acres

Price History for 20 Upper Main St

DatePriceEventSource
01/29/2021$325,000Sold
Smart MLS #170290003
12/03/2020$345,000PendingAgent Provided
12/03/2020$345,000ContingentSmart MLS #170290003
11/25/2020$345,000PendingToActiveAgent Provided
11/13/2020$345,000PendingAgent Provided
08/20/2020$345,000PriceChange
Agent Provided
04/26/2020$365,000Listed For SaleAgent Provided
09/23/2013$300,000Sold
N/A
09/14/2004$275,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$3,857
Assessment$345,900
Home facts updated by county records

Comparable Sales for 20 Upper Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
16 Upper Main Street, Sharon, CT
0.03
Single-Family Home
$525,000
03/24/26
3
1.5
1,604
34 Jackson Hill Road, Sharon, CT
0.82
Single-Family Home
$400,000
02/10/26
3
2.5
1,592
28 Cornwall Bridge Road, Sharon, CT
0.11
Single-Family Home
$1,650,000
08/14/25
4
3
4,143
1 Still Meadow Road, Sharon, CT
0.62
Single-Family Home
$801,000
08/06/25
2
3
1,619
59 Cornwall Bridge Road, Sharon, CT
0.23
Single-Family Home
$1,175,000
05/05/26
3
3
3,209
87 Gay Street, Sharon, CT
0.84
Single-Family Home
$540,000
09/25/25
4
2
2,666
79 Gay Street, Sharon, CT
0.81
Single-Family Home
$245,000
08/05/25
4
2
1,266
15 Sharon Valley Road, Sharon, CT
1.19
Single-Family Home
$380,000
01/30/26
4
2
1,930
45 Herrick Road, Sharon, CT
0.97
Single-Family Home
$700,000
05/01/26
3
3
1,677
50 Jewett Hill Road, Sharon, CT
1.22
Single-Family Home
$560,000
04/21/26
3
1.5
1,356

Nearby homes

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Assigned Schools

These are the assigned schools for 20 Upper Main St.
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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20 Upper Main St, Sharon, CT 06069 is a 5 bedroom, 3 bathroom, 1,620 sqft single-family home built in 1900. This property is not currently available for sale. 20 Upper Main St was last sold on Jan 29, 2021 for $325,000. The current Trulia Estimate for 20 Upper Main St is $545,300.