355 Wall Street
Hebron, Connecticut 06248
Reduced from $599,900
- Beds
- 3
- Baths
- 2
- SqFt
- 2,892
- Acres
- 3.80
- Year Built
- 1750
- Neighborhood
- Gilead
- Property Type
- Single Family

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About This Home
Built in 1750, this beautifully updated & meticulously maintained historic antique Colonial blends timeless character with modern comfort. Rich wide-board floors and classic 12-over-12 windows highlight its heritage, complemented by four fireplaces throughout the home. The inviting kitchen features granite countertops, custom cabinetry, a wood stove, and abundant natural light from multiple windows and a sliding door leading to the patio-perfect for everyday living & entertaining. A charming library with custom built-ins sits just off the kitchen, offering a cozy and functional retreat. Features a first floor bedroom.Both the living and dining rooms showcase impressive fireplaces with updated liners, enhancing both style and efficiency. Two staircases provide convenient access to the second floor, where you'll find two spacious bedrooms, a beautifully remodeled full bath, and an additional room ideal for a nursery. An open landing area between the bedrooms offers flexible space for a home office or playroom. New asphalt roof installed May 2026. New well pipe from well house to house installed Summer 2026. Set on 3.8 acres of rolling, usable land, the property also features a new driveway, an expansive three-car garage with a loft workshop-perfect for hobbies, storage, or creative pursuits, a barn and a well house. A rare opportunity to own a thoughtfully preserved historic home with modern updates in a serene setting. Please do not drive up the driveway without an appointmen
Key Facts
- City/Town
- Hebron
- Neighborhood
- Gilead
- Property / Style
- Single Family · Colonial
- Year Built
- 1750
- Days on Market
- 77 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 2,892 sq ft
- Lot Size
- 3.80 acres
- Garage / Parking
- 3 garage · 4 total
- Property Taxes
- $9,787 / Annually
Market Snapshot
The Hebron Market
Single Family · trailing 12 months
Active Listings
9
18 under contract
Median List Price
$525,000
9 active listings
Median Closed Price
$545,500
85 sales
Median Days on Market
56
9 active listings
Median $ / Sq Ft
$272
9 active listings
Sale-to-List Ratio
102.9%
85 sales
How this home compares
List Price
$550,000
vs $525,000 median
In line with median
Price / Sq Ft
$190
vs $272 median
30.1% below median
Days on Market
77 days
vs 56 days median
21 days longer than median
Based on 9 active and 85 closed sales (trailing 12 mo) of single family in Hebron. Source: SmartMLS · As of October 9, 2026.
Location
355 Wall Street, Hebron, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$3,046
- Property Taxes$816
- Insurance$183
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Hebron
- Neighborhood
- Gilead
- County
- Tolland
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1750
- New Construction
- No/Resale
- Living Area
- 2,892 sq ft
Schools
- Elementary
- Gilead Hill
- High
- RHAM
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Attic FanCentral AirHeat PumpWindow Unit
- Fireplaces
- 3
- Laundry
- Main Level
- Laundry Location
- Laundry Room is currently in the library
- Appliances
- Electric CooktopElectric RangeOven/RangeMicrowaveRefrigeratorIcemakerDishwasherWasherElectric Dryer
- Basement
- FullUnfinishedSump PumpInterior Access
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredHumidifierSecurity System
Exterior & Lot
- Lot Size
- 3.80 acres
- Zoning
- R-1
- Garage / Parking
- 3 garage spaces4 total parking spacesAttached GaragePavedDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- ClapboardWood
- Color
- Red
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- ShedPorchDeckStone WallPatio
- Lot Description
- Interior LotLightly WoodedTreedSloping LotCleared
Listing & Financials
- Property Taxes
- $9,787 / Annually
- Days on Market
- 77
- MLS #
- 24193967
- MLS Status
- Under Contract
- Financing
- FHA,VA,CHFA
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/9/2026. 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 10/9/2026 at 3:45 AM UTC.