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27 Old Oak Road

Easton, Connecticut 06612

ACTIVE$3,995,000

Reduced from $4,500,000

Beds
5
Baths
6 | 2
SqFt
8,111
Acres
6.37
Year Built
2022
Matt Caiola

Matt Caiola

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Pool5-Car Garage2 FireplacesPrice Reduced

About This Home

Escape to a lifestyle that is increasingly rare to find in Fairfield County. Set on 6.37 private acres on a quiet country lane near Easton Center, this custom-built 2022 estate offers the peace and beauty of Vermont with the convenience of Westport and Fairfield just minutes away. Wake to complete privacy, spend the afternoon by the heated pool and spa, stroll through your private gate to Silverman's Farm for fresh produce, baked goods and seasonal apple picking, or explore Easton's miles of hiking trails, fishing spots, equestrian facilities and scenic back roads. Enjoy weekends exploring local farm markets, orchards, family-owned farms and Christmas tree farms, with everything from fresh produce and homemade pies to seasonal festivals and animal farms just minutes from home. Here, you'll enjoy the tranquility of country living without sacrificing convenience. Only 3 minutes to the Merritt Parkway, 9 minutes to the Trumbull Mall, and an easy drive to Fairfield, Westport, beaches, restaurants and train stations. Built by a premier builder as his own family residence, the home features 5 bedrooms, 6 full baths, soaring 20+ ft ceilings, a 2024 HOBI Award-winning Sterling Custom Cabinetry kitchen with Miele prep kitchen, Lutron lighting, 6-zone HVAC, hydro air exchange, steam humidification, pool cabana with full bath, and a 5-car garage. A rare opportunity to enjoy an extraordinary country lifestyle with the quality and sophistication of Westport-level new construction.

Key Facts

City/Town
Easton
Neighborhood
Easton Center
Property / Style
Single Family · Colonial
Year Built
2022
Days on Market
128 days
Beds
5
Baths
6 full · 2 half
Living Area
8,111 sq ft
Lot Size
6.37 acres
Garage / Parking
5 garage
Property Taxes
$37,065 / Annually

Market Snapshot

The Easton Market

Single Family · trailing 12 months

Median Days on Market

16

21 active listings

Median $ / Sq Ft

$319

21 active listings

Sale-to-List Ratio

100.0%

82 sales

How this home compares

List Price

$4.00M

vs $1.30M median

3.1× the median

Price / Sq Ft

$493

vs $319 median

54.5% above median

Days on Market

128 days

vs 16 days median

112 days longer than median

Based on 21 active and 82 closed sales (trailing 12 mo) of single family in Easton. Source: SmartMLS · As of September 12, 2026.

Location

27 Old Oak Road, Easton, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$25,171

per month

  • Principal & Interest$20,750
  • Property Taxes$3,089
  • Insurance$1,332
  • HOA$0

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

Location

City/Town
Easton
Neighborhood
Easton Center
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2022
New Construction
No/Resale
Living Area
8,111 sq ft
Below Grade
2,125 sq ft

Schools

Elementary
Samuel Staples
High
Joel Barlow

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central AirZoned
Fireplaces
2
Laundry
Upper Level
Laundry Location
Second Floor
Appliances
Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorFreezerDishwasherWasherDryerWine Chiller
Basement
FullHeatedStorageCooledPartially FinishedLiveable SpaceConcrete Floor
Interior Features
Audio SystemHumidifierSecurity System

Exterior & Lot

Lot Size
6.37 acres
Zoning
R3
Garage / Parking
5 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
GuniteHeatedPool HouseSpaIn Ground Pool
Construction
StuccoOther
Color
Cream
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
CabanaCovered DeckFrench DoorsPatio
Lot Description
Lightly WoodedLevel LotCleared

Listing & Financials

Property Taxes
$37,065 / Annually
Days on Market
128
MLS #
24172560
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Andrew Whiteley

(203) 258-1595

Brown Harris Stevens

(203) 254-1500

Co-Listed By

Wendy Ryan

Brown Harris Stevens

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/12/2026. 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 9/12/2026 at 3:30 PM UTC.