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136 Chestnut Tree Hill Rd Extension

Oxford, Connecticut 06478

ACTIVE$675,000

Reduced from $699,900

Beds
4
Baths
2
SqFt
2,123
Acres
1.60
Year Built
1769
Matt Caiola

Matt Caiola

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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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,480

per 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

Similar Properties

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Listed By

Lisa Bowman

(203) 733-7638

Coldwell Banker Realty

(860) 354-4111

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.