This home's estimate is 13.7% higher than the average sale price ($2.10M) of 6 comparable homes.
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- Sale & tax history
- Property details
- Neighborhood
- Climate
366 Bedford Rd, Chappaqua, NY 10514
About this home
From the moment you drive through the stone pillars and up the sweeping driveway, you know you are about to arrive at a very special place. This much admired 1930 brick and shingle colonial reflects all of the glorious architectural details, both inside and out, associated with homes built in this era...archways, plaster walls and moldings, nine-foot ceilings, marble fireplaces, beautiful mantles, oversized windows and a slate roof. Located on just under three acres of park like property close to the town of Chappaqua and its train station, less than a mile from Chappaqua Crossing, home to Whole Foods, Life Fitness Center, Chappaqua Performing Arts Center, restaurants and retail and within waking distance to Horace Greeley High School, this wonderful home exudes warmth and charm and offers a tranquil, gracious and elegant lifestyle. Property is over assessed by 12.6%. Based on current list price and current RAR. taxes, when grieved, could be reduced approximately $5,600. Additional Information: HeatingFuel:Oil Below Ground,ParkingFeatures:2 Car Attached,
Redfin Estimate
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Market trends in 10514, NY
Last updated September 2026
Buyer's Market
Seller's Market
Seller's market
0 days MoM
- $829,0003 beds2.5 baths1,600 sq ft4 Hillside Pl, Chappaqua, NY 10514Listing by Houlihan Lawrence Inc.
- OPEN SUN, 11AM TO 1PM$1,396,0003 beds2.5 baths2,420 sq ft676 Hardscrabble Rd, Chappaqua, NY 10514Listing by Corcoran Legends Realty
- $3,995,0005 beds5 baths7,393 sq ft9 Trails End, Chappaqua, NY 10514Listing by Compass Greater NY, LLC
See all
Provided by Redfin
Sale history for 366 Bedford Rd
$262/sq ft
$317/sq ft
$317/sq ft
$349/sq ft
$399/sq ft
$432/sq ft
$470/sq ft
$552/sq ft
Tax history for 366 Bedford Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Parking Information
- Parking Total: 2
- Parking Features: Attached, Driveway
Interior
- Fireplace Information
- Has Fireplace
- Fireplaces Total: 3
- Heating & Cooling
- Cooling: Wall/Window Unit(s)
- Heating: Oil, Steam
- Interior Features
- Interior Features: Ceiling Fan(s),Eat-in Kitchen,Entrance Foyer,Formal Dining,Marble Counters,Primary Bathroom
- Window Features: Blinds, Screens, Storm Window(s)
- Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer, Oil Water Heater
- Flooring: Carpet, Hardwood
- Levels: Two
- Patio And Porch Features: Patio, Porch
- Room Information
- Basement YN: Yes
- Attic: Full,Walkup
- Rooms Total: 12
- Basement: Full, Walk-Out Access
- Bathroom Information
- Bathrooms Full: 4
- Bathrooms Half: 2
Exterior
- Exterior Features
- Exterior Features: Mailbox
- Construction Materials: Brick, Shingle Siding, Stucco
- Fencing: Fenced
- Other Structures: Shed(s)
- Security Features: Security System
- Waterfront YN: No
- Pool Information
- Pool Features: In Ground
- Lot Information
- Lot Features: Level, Near Public Transit, Near School, Near Shops
- Property Information
- Stories: 2
- Other Equipment: Pool Equip/Cover, Satellite Dish
- Living Area Source: Public Records
- Property Sub Type: Single Family Residence
- Property Condition: Actual
Financial
- Tax Information
- Tax Year: 2018
- Tax Source: Municipality
- Tax Annual Amount: $44,789
- Financial Information
- Buyer Financing: Conventional
Utilities
- Utility Information
- Electric Company: Con-Edison
- Sewer: Septic Tank
- Utilities: Trash Collection Public
Location
- School Information
- Elementary School: Douglas G Grafflin School
- Middle Or Junior School: Robert E Bell School
- High School: Horace Greeley High School
- High School District: Chappaqua
- Location Information
- Hamlet: Chappaqua
- Directions: Bedford Rd to #366.
- County Or Parish: Westchester County
Public facts
- Beds: 6
- Baths: 5.0
- Sq. Ft.: 4,253
- Stories: —
- Lot Size: 3.01 acres
- Style: Single Family Residential
- Year Built: 1930
- Year Renovated: —
- County: Westchester County
- APN: 553600A09202000040060000000
Around this home
Schools
Public PreK-4 • 1.1mi
Public 5-8 • 1.2mi
Public 9-12 • 0.4mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 98° expected this year, 15 days in 30 years
27% chance of strong winds in next 30 years
4 unhealthy days expected this year, 5 days in 30 years
Sun exposure
In this area, properties receive around 8.7 hours in June and 4.2 hours in December, placing it below the U.S. average for solar exposure.
Nearby similar homes
New listings for sale in 10514
Home values near 366 Bedford Rd
| Address | Redfin Estimate |
|---|---|
5 Beds | 4 Baths | 4165 Sq. Ft. | $1,892,926 |
4 Beds | 3 Baths | 3019 Sq. Ft. | $1,826,853 |
| Address | Redfin Estimate |
|---|---|
5 Beds | 6 Baths | 7101 Sq. Ft. | $3,362,579 |
5 Beds | 4 Baths | 3868 Sq. Ft. | $2,397,903 |
| Address | Redfin Estimate |
|---|---|
5 Beds | 3.5 Baths | 3041 Sq. Ft. | $1,987,673 |
3 Beds | 3 Baths | 3018 Sq. Ft. | $1,591,624 |
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