289 Hamilton Rd, Chappaqua, NY 10570
SOLD
APR 7, 2026

289 Hamilton Rd
Chappaqua, NY 10570

  • 5 Beds
  • 3 Baths
  • 5,475 sqft (on 1.33 acres)

$2,496,500

Last Sold: Apr 7, 2026
$456/sqft
Est. Refi. Payment $15,742/mo*
Refinance Your Home

$2,496,500

Last Sold: Apr 7, 2026
$456/sqft
Est. Refi. Payment $15,742/mo*
Refinance Your Home
5 Beds
3 Baths
5,475 sqft
(on 1.33 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This single-family home is located at 289 Hamilton Rd, Chappaqua, NY. 289 Hamilton Rd is in Chappaqua, NY and in ZIP code 10570. This property has 5 bedrooms, 3 bathrooms and approximately 5,475 sqft of floor space. The last sold price per dimension was $456/sqft. This property has a lot size of 1.33 acres and was built in 1930.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$456/sqft
Listed
Less than a day ago

Home Details for 289 Hamilton Rd

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2.5
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Stucco
Parking & Garage
GarageParking Spaces: 6Parking: Garage Attached

Price & Status

Price
Price Per Sqft: $456/sqft

Community

Units in Building: 1

Lot Information

Lot Area: 1.33 acres

Price History for 289 Hamilton Rd

DatePriceEventSource
04/07/2026$2,496,500Sold
N/A

Market trends in Chappaqua

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
34
4MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$17,850
Home facts updated by county records

Homeowner tools

Estimated monthly rent$7,740/mo
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Homes for rent near 289 Hamilton Rd

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Comparable Sales for 289 Hamilton Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5 Morning View Court, Chappaqua, NY
0.33
Single-Family Home
$2,450,000
06/09/26
4
5
5,767
57 Hamilton Drive, Chappaqua, NY
0.11
Single-Family Home
$1,165,000
09/19/25
3
3
3,728
20 Bristol Place, Chappaqua, NY
0.43
Single-Family Home
$1,835,000
06/30/25
4
4
4,082
101 Hardscrabble Lake Drive, Chappaqua, NY
0.59
Single-Family Home
$1,800,000
08/01/25
5
3.5
4,930
263 Mill River Road, Chappaqua, NY
0.29
Single-Family Home
$1,100,000
07/22/25
4
4
3,444
24 Glen Terrace, Chappaqua, NY
0.48
Single-Family Home
$1,623,500
08/14/25
4
2.5
2,539
790 Hardscrabble Road, Chappaqua, NY
0.52
Single-Family Home
$1,850,000
05/08/26
3
3.5
4,780
10 Glen Terrace, Chappaqua, NY
0.56
Single-Family Home
$1,804,000
07/31/25
4
3.5
3,219
55 Kipp St, Chappaqua, NY
0.67
Single-Family Home
$1,900,000
09/05/25
4
3
3,231

Nearby homes

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Assigned Schools

These are the assigned schools for 289 Hamilton Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Chappaqua

At least 63 Trulia users voted on each feature.

  • 91 % Say it's quiet

  • 90 % Say car is needed

  • 86 % Say it's dog friendly

  • 85 % Say parking is easy

  • 78 % Say yards are well-kept

  • 75 % Say people would walk alone at night

  • 74 % Say there's wildlife

  • 71 % Say there's holiday spirit

  • 62 % Say neighbors are friendly

  • 62 % Say they plan to stay for at least 5 years

  • 53 % Say kids play outside

  • 50 % Say it's walkable to restaurants

  • 37 % Say there are community events

  • 35 % Say there are sidewalks

  • 33 % Say streets are well-lit

  • 27 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Chaarey
    "Easily accessible to all major roadways. I moved from one town over and absolutely love everything about it here. Shopping is amazing, food choices are plentiful, it’s clean but most of all, the people are amazing! "
    0
    Flag
  • Mereslavin
    "The commute is not too long and metro north is nice. Commuting into grand central is much nicer than commuting into penn."
    0
    Flag
  • Mereslavin
    "There’s Lots of space to play in and it’s very quiet. There’s lot of other animals which dogs might not like"
    1
    Flag
  • Marta V.
    "Very upscale. Safe. Family oriented. Clean. Good school district. Good for outdoors. Train to Manhattan makes it an easy and convenient commute. "
    0
    Flag
  • Jill B.
    "It’s great place to live, safe and friendly great neighborhood, easy commute to NYC. Lived here for 25 years, we have looked to downsize but can’t find a better place to live. "
    2
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  • Jill B.
    "Lived here for 18 years and love it, safe and friendly love my neighbors , perfect for country living and easy access to NYC great schools and community activities "
    0
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  • Trulia User
    "Feels safe and neighborhood friendly a golf course and great restaurant very pretty landescapes and trees beautiful houses "
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  • Lizrappaport
    "It is very wooded with homes that are far apart from each other. There is no seeing into the neighbor’s kitchen, for example. The schools are excellent and the people are generally laid back. They are discerning and demanding, but not snobbish. "
    2
    Flag
  • Diane N. W.
    "My community has access to MetroNorth Station, buses, parks, bicycle paths, elite school system, restaurants, country setting...."
    0
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  • Elymiani
    "Amicable woodland safe all you need is her . Friendly. The best school are in chappaqua district . "
    1
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  • Carlosgamboan
    "I just moved in and already love the neighborhood. Great Schools, peaceful, lots of trees, friendly neighbors"
    1
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  • Christine R.
    "I grew up in Chappaqua, and lived there with my own children for several years. The Chappaqua schools are very highly rated, and the Park & Recreation department is very active as well. There is a small town feeling, but easily accessibility to NYC and White Plains via Metro North."
    0
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  • bal
    "i am so impressed with this litttle jewel of place in Chappaqua "
    0
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  • Susan S.
    "Incredible Old Farm Lake. Families, Singles and Couples all welcome. Convenient to the greatest schools, shopping and restaurants."
    0
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Homes for sale near 289 Hamilton Rd

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Off Market Homes Near 289 Hamilton Rd

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289 Hamilton Rd, Chappaqua, NY 10570 is a 5 bedroom, 3 bathroom, 5,475 sqft single-family home built in 1930. This property is not currently available for sale. 289 Hamilton Rd was last sold on Apr 7, 2026 for $2,496,500. The current Trulia Estimate for 289 Hamilton Rd is $2,526,800.