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208 Bedford Road

Greenwich, Connecticut 06831

PENDING$2,500,000
Beds
4
Baths
3 | 1
SqFt
4,955
Acres
2.01
Year Built
1889
Matt Caiola

Matt Caiola

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Waterfront2-Car Garage3 Fireplaces

About This Home

Welcome to a slice of heaven & an opportunity to own a piece of history on 2 acres in Back Country Greenwich. Upon entering through the front gate, you will be transported to a tranquil oasis and welcomed into an inviting home that was thoughtfully redesigned and renovated so that the new serves to complement the old throughout. Spacious living room with original beams, bookshelves and window seat is perfect for family time, rainy day reading or entertaining. Hallway leads to formal dining room with built-ins and French doors and also into bright eat-in chef's kitchen with vaulted ceiling and skylights. Opens to patio and beautifully planted, well maintained grounds. Romantic primary suite/FP opens to outside as well. Next level offers an en suite bedroom as well as two additional bedrooms with shared bathroom. Delightful family room, laundry room and mudroom with laundry are on lower level with access to 2 car garage. Beautiful grounds with back gate access to pond (shared with 2 families) and beyond a trail that leads to Greenwich Trails, offering direct path from garden. This special home and property offer wonderful opportunities for outdoor lifestyle and proximity to the charming town of Armonk, which is 2 miles away. Just half mile to Modern Barn Restaurant, pizza place, wine shop, deli.

Key Facts

City/Town
Greenwich
Neighborhood
Back Country
Property / Style
Single Family · Colonial
Year Built
1889
Days on Market
66 days
Beds
4
Baths
3 full · 1 half
Living Area
4,955 sq ft
Lot Size
2.01 acres
Garage / Parking
2 garage
Property Taxes
$11,347 / Annually

Market Snapshot

The Greenwich Market

Single Family · trailing 12 months

View area

Median Days on Market

41

43 active listings

Median $ / Sq Ft

$857

43 active listings

Sale-to-List Ratio

100.4%

176 sales

How this home compares

List Price

$2.50M

vs $3.50M median

28.6% below median

Price / Sq Ft

$505

vs $857 median

41.1% below median

Days on Market

66 days

vs 41 days median

25 days longer than median

Based on 43 active and 176 closed sales (trailing 12 mo) of single family in Greenwich. Source: SmartMLS · As of July 27, 2026.

Location

208 Bedford Road, Greenwich, Connecticut

Property + 2 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$14,526

per month

  • Principal & Interest$12,747
  • Property Taxes$946
  • Insurance$833
  • HOA$0

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

Location

City/Town
Greenwich
Neighborhood
Back Country
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1889
New Construction
No/Resale
Living Area
4,955 sq ft

Schools

Elementary
Parkway
High
Greenwich

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
3
Laundry
Lower Level
Appliances
Electric CooktopWall OvenSubzeroDishwasherWasherDryer
Basement
Full
Interior Features
Audio SystemSecurity System
Additional Rooms
Mud Room

Exterior & Lot

Lot Size
2.01 acres
Zoning
RA-4
Garage / Parking
2 garage spacesAttached Garage
Waterfront
Direct waterfront
Waterfront Details
PondView
Water Source
Private Well
Sewer
Septic
Construction
Shingle
Color
Taupe
Roof
Asphalt Shingle
Foundation
Masonry
Exterior Features
Fruit TreesGarden AreaFrench DoorsPatio
Lot Description
Borders Open SpaceRolling

Listing & Financials

Property Taxes
$11,347 / Annually
Days on Market
66
MLS #
24176742
MLS Status
Under Contract

Similar Properties

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

Listed By

JoAnn O'Hara

(203) 912-5778

Compass Connecticut, LLC

(203) 343-0141

Co-Listed By

Mairead O'Sullivan

Compass Connecticut, LLC

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 6:15 PM UTC.