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221 Greens Farms Road

Westport, Connecticut 06880

PENDING$2,995,000

Reduced from $3,350,000

Beds
5
Baths
5 | 1
SqFt
5,789
Acres
2.33
Year Built
1904
Matt Caiola

Matt Caiola

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Tennis CourtPool3-Car Garage5 FireplacesPrice Reduced

About This Home

The Bedford House: Architecturally and historically significant estate in Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's true gems with a remarkable provenance. Set on 2.33 acres with a gunite pool & spa, court and a 2400 SF barn w/ 3 car garage, loft and more, this estate blends timeless elegance with modern comfort. Originally built in 1904 and designed by noted architects Visscher and Burley, this Colonial Revival style home has undergone thoughtful renovations over the years to preserve and enhance its original character. High ceilings, oversized windows, detailed millwork and sun-filled rooms create a sense of warmth and sophistication. Recent renovations include a new cedar roof on both house and barn, a like-new pool, spa & mechanicals, refinished hardwood floors, updated HVAC and new appliances. A unique highlight of this estate is its location across from Nyala Farms, offering scenic views of 50 acres of open meadows and fields with a deed restriction preventing any further development. Enjoy the ultimate lifestyle, minutes to the train, beaches, schools, shops and fine dining.

Key Facts

City/Town
Westport
Neighborhood
Greens Farms
Property / Style
Single Family · Colonial
Year Built
1904
Days on Market
82 days
Beds
5
Baths
5 full · 1 half
Living Area
5,789 sq ft
Lot Size
2.33 acres
Garage / Parking
3 garage
Property Taxes
$26,713 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

56

71 active listings

Median $ / Sq Ft

$820

71 active listings

Sale-to-List Ratio

100.0%

303 sales

How this home compares

List Price

$3.00M

vs $4.60M median

34.9% below median

Price / Sq Ft

$517

vs $820 median

37.0% below median

Days on Market

82 days

vs 56 days median

26 days longer than median

Based on 71 active and 303 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of July 27, 2026.

Location

221 Greens Farms Road, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$18,495

per month

  • Principal & Interest$15,271
  • Property Taxes$2,226
  • Insurance$998
  • HOA$0

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

Location

City/Town
Westport
Neighborhood
Greens Farms
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1904
New Construction
No/Resale
Living Area
5,789 sq ft

Schools

Elementary
Greens Farms
High
Staples

Interior

Heating
Steam
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
5
Laundry
Upper Level
Laundry Location
Upstairs hall off playroom
Appliances
Cook TopWall OvenRefrigeratorIcemakerDishwasherWasherElectric DryerWine Chiller
Basement
FullUnfinishedHatchway AccessInterior AccessConcrete Floor
In-Law Apartment
No
Interior Features
Cable - AvailableSaunaSecurity System
Additional Rooms
FoyerLaundry RoomMud Room

Exterior & Lot

Lot Size
2.33 acres
Zoning
AAA
Garage / Parking
3 garage spacesBarnDetached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Flood Zone
No
Pool
GuniteHeatedSpaSafety FenceIn Ground Pool
Construction
Clapboard
Color
Grey
Roof
Wood Shingle
Foundation
BlockStone
Exterior Features
BalconyTennis CourtBarnGuttersGarden AreaStone WallFrench DoorsPatio
Lot Description
Fence - WoodFence - PartialFence - StoneLevel LotSloping LotClearedRolling

Listing & Financials

Property Taxes
$26,713 / Annually
Days on Market
82
MLS #
24171950
MLS Status
Under Contract

Similar Properties

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

Listed By

Patricia Shea

(203) 895-0280

Coldwell Banker Realty

(203) 227-8424

Co-Listed By

Leslie Riback

Coldwell Banker Realty

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 9:05 AM UTC.