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400 Gay Street

Sharon, Connecticut 06069

ACTIVE$1,000,000

Reduced from $1,400,000

Beds
4
Baths
1 | 1
SqFt
1,536
Acres
21.84
Year Built
1940
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Waterfront2-Car Garage1 FireplacePrice Reduced

About This Home

Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary tailored to your lifestyle. Property Highlights: * Historic Brick House: Built with care by the original owner, this home offers a solid foundation for restoration and customization. * Expansive Acreage: Over 20 acres of diverse landscapes, featuring open meadows and partially wooded areas with nature trails, perfect for outdoor enthusiasts. * Breathtaking Views: Enjoy serene long views of Mudge Pond, complemented by the enchanting spectacle of sunsets. * Privacy Meets Convenience: Positioned adjacent to protected lands, ensuring tranquility, yet conveniently close to the charming village of Sharon and the esteemed Hotchkiss School. * Additional Structures: Several outbuildings present on the property offer a multitude of uses, from workshops to storage or a number of garage bays. Whether you're drawn to the allure of a restoration project or the appeal of the land's natural beauty, 400 Gay Street is a canvas for your imagination.

Key Facts

City/Town
Sharon
Neighborhood
N/A
Property / Style
Single Family · European
Year Built
1940
Days on Market
438 days
Beds
4
Baths
1 full · 1 half
Living Area
1,536 sq ft
Lot Size
21.84 acres
Garage / Parking
2 garage
Property Taxes
$6,586 / Annually

Market Snapshot

The Sharon Market

Single Family · trailing 12 months

Median Days on Market

65

20 active listings

Median $ / Sq Ft

$501

20 active listings

Sale-to-List Ratio

97.1%

41 sales

How this home compares

List Price

$1.00M

vs $995,000 median

In line with median

Price / Sq Ft

$651

vs $501 median

29.9% above median

Days on Market

438 days

vs 65 days median

373 days longer than median

Based on 20 active and 41 closed sales (trailing 12 mo) of single family in Sharon. Source: SmartMLS · As of July 29, 2026.

Location

400 Gay Street, Sharon, Connecticut

Property + 1 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,981

per month

  • Principal & Interest$5,099
  • Property Taxes$549
  • Insurance$333
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Sharon
Neighborhood
N/A
County
Litchfield

Residence

Property Type
Single Family
Style
European
Year Built
1940
New Construction
No/Resale
Living Area
1,536 sq ft

Schools

Elementary
Sharon Center
High
Housatonic

Interior

Heating
Baseboard
Heat Fuel
Oil
Cooling
Window Unit
Fireplaces
1
Appliances
Oven/RangeRefrigerator
Basement
Full
In-Law Apartment
PossibleDetached

Exterior & Lot

Lot Size
21.84 acres
Zoning
2
Garage / Parking
2 garage spacesDetached Garage
Waterfront
Direct waterfront
Waterfront Details
Brook
Water Source
Private Water System
Sewer
Septic
Construction
Brick
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Some WetlandsLightly WoodedBorders Open SpaceOpen Lot

Listing & Financials

Property Taxes
$6,586 / Annually
Days on Market
438
MLS #
24096674
MLS Status
Active

Similar Properties

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Listed By

John Harney

(860) 921-7910

William Pitt Sotheby's Int'l

(860) 435-2400

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/29/2026 at 10:15 AM UTC.