136 Chestnut Tree Hill Rd Extension
Oxford, Connecticut 06478
Reduced from $699,900
- Beds
- 4
- Baths
- 2
- SqFt
- 2,123
- Acres
- 1.60
- Year Built
- 1769
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to an "Antique Gem" in Oxford, Connecticut. Step into a beautifully preserved piece of Connecticut history. Set on 1.6 private acres in Oxford, CT, this exceptional 1769 Vintage Home has remained in the same family for generations, and offers a rare combination of authentic period character, thoughtful restoration, and comfortable modern living. The current owner has invested more than $195,000 in improvements and restoration, carefully preserving the home's historic integrity, while updating it for today's lifestyle. Original wide-board Chestnut Floors, exposed Post & Beam construction, and period details throughout, give this home a warmth and character that simply cannot be replicated. This unique home offers 2123 square feet, four bedrooms & two full baths, and features a flexible & inviting floor plan. The main level includes a beautifully updated Kitchen with Bay Window, formal Dining Room with a Fireplace, Living Room with a Fireplace, Family Room, and a first floor Bedroom currently used as an Artists Studio. A charming Full Bath features a clawfoot tub with shower and a large pedestal sink. A small room adjoining the Dining Room provides an ideal space for a home office, while the renovated Screened In Porch, with an artistic flair, offers a distinctive and relaxing place to enjoy the surrounding landscape. Just off the Kitchen, a large walk-up Attic, with heat and electricity, presents an exciting opportunity for additional finished living space.
Key Facts
- City/Town
- Oxford
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial,Antique
- Year Built
- 1769
- Days on Market
- 62 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 2,123 sq ft
- Lot Size
- 1.60 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $6,191 / Annually
Market Snapshot
The Oxford Market
Single Family · trailing 12 months
Active Listings
24
24 under contract
Median List Price
$767,400
24 active listings
Median Closed Price
$615,000
101 sales
Median Days on Market
37
24 active listings
Median $ / Sq Ft
$269
24 active listings
Sale-to-List Ratio
100.0%
101 sales
How this home compares
List Price
$675,000
vs $767,400 median
12.0% below median
Price / Sq Ft
$318
vs $269 median
18.2% above median
Days on Market
62 days
vs 37 days median
25 days longer than median
Based on 24 active and 101 closed sales (trailing 12 mo) of single family in Oxford. Source: SmartMLS · As of October 16, 2026.
Location
136 Chestnut Tree Hill Rd Extension, Oxford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$3,739
- Property Taxes$516
- Insurance$225
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Oxford
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial,Antique
- Year Built
- 1769
- New Construction
- No/Resale
- Living Area
- 2,123 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot WaterRadiator
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Fireplaces
- 2
- Laundry
- Main Level
- Appliances
- Oven/RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinishedSump PumpHatchway AccessInterior Access
Exterior & Lot
- Lot Size
- 1.60 acres
- Zoning
- RESA
- Garage / Parking
- 2 garage spaces6 total parking spacesDetached GarageDrivewayPrivateOther
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Clapboard
- Color
- Tan
- Roof
- Asphalt Shingle
- Foundation
- MasonryStone
- Exterior Features
- ShedLightingStone WallPatio
- Lot Description
- Corner LotLevel Lot
Listing & Financials
- Property Taxes
- $6,191 / Annually
- Days on Market
- 62
- MLS #
- 24199460
- MLS Status
- Active
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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 10/16/2026. 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 10/16/2026 at 9:40 PM UTC.