208 Bedford Road
Greenwich, Connecticut 06831
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 4,955
- Acres
- 2.01
- Year Built
- 1889
- Neighborhood
- Back Country
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
43
24 under contract
Median List Price
$3.50M
43 active listings
Median Closed Price
$2.40M
176 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.