2 Commodore Rd, Chappaqua, NY 10514
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Property image
OFF MARKET

2 Commodore Rd
Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 3,082 sqft (on 0.84 acres)

$1,877,600

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $11,878/mo*
Refinance Your Home

$1,877,600

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $11,878/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,082 sqft
(on 0.84 acres)

Local Information

  • Map ViewExplore the area around 2 Commodore Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1937
Lot Size
0.84 acres
Living Area
3,082 sqft
Price/Sqft
$609
Parking
Garage

About this House

UNREPORTED DEAL FELL THROUGH! Walk to train and town from this inviting 1937 Center Hall Colonial that seamlessly blends vintage charm & modern amenities. Three exceptional expansions create an intimate yet open flow among the well-proportioned interior, highlighted by extensive period mill work, five fireplaces, French doors and sun-drenched special spaces. A farm kitchen and breakfast room w/ large wood burning fireplace leading to the formal dining room & sun bathed glass conservatory/library with fireplace & formal living room w/fireplace are perfect on chilly winter nights or warm summer days. A private office loft off side entrance and powder room are perfect for working from home. Bedrooms upstairs include a Master Bedroom suite that opens to a graciously proportioned light-filled master bath & 3 addt'l bedrooms, one w/en-suite bath & 2 sharing a hall bath. Delightful park-like grounds w/ stone patios, mature flowering trees & perennials are a tranquil retreat close to town.
2 Commodore Rd, Chappaqua, NY 10514 is a 4 bedroom, 4 bathroom, 3,082 sqft single-family home built in 1937. It last sold for $1,200,000 on Sep 8, 2020. It is currently off market. The Trulia Estimate is $1,877,600, with a rent estimate of $7,943/month.

Home Details for 2 Commodore Rd

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1937
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.84 acres

Price History for 2 Commodore Rd

DatePriceEventSource
09/08/2020$1,200,000Sold
OneKey® MLS as distributed by MLS GRID #H5124906
05/23/2020$1,175,000ListingRemovedAgent Provided
05/22/2020$1,175,000PendingAgent Provided
05/15/2020$1,175,000PriceChange
Agent Provided
01/24/2020$1,149,000Listed For SaleAgent Provided
10/08/2019$1,175,000ListingRemovedAgent Provided
07/01/2019$1,175,000PriceChange
Agent Provided
03/07/2019$1,199,000Listed For SaleAgent Provided
09/19/2016$1,250,000Sold
OneKey® MLS as distributed by MLS GRID #H4622613
07/26/2016$1,299,000PendingAgent Provided
05/19/2016$1,299,000Listed For SaleAgent Provided

Market trends in Chappaqua

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32
5MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$219,000
Home facts updated by county records

Comparable Sales for 2 Commodore Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
29 Meadow Lane, Chappaqua, NY
0.19
Single-Family Home
$1,300,033
03/27/26
4
2.5
2,445
21 Kipp Street, Chappaqua, NY
0.25
Single-Family Home
$1,075,000
10/10/25
4
2.5
2,447
375 Quaker Road, Chappaqua, NY
0.21
Single-Family Home
$752,000
08/19/25
3
2.5
2,084
45 Commodore Rd, Chappaqua, NY
0.13
Single-Family Home
$2,680,000
06/18/26
6
4
3,359
105 Cross Ridge, Chappaqua, NY
0.36
Single-Family Home
$1,950,000
08/07/26
4
3
2,953
26 Kipp St, Chappaqua, NY
0.31
Single-Family Home
$1,250,000
08/22/25
4
2
2,198
55 Kipp St, Chappaqua, NY
0.24
Single-Family Home
$1,900,000
09/05/25
4
3
3,231
105 Douglas Road, Chappaqua, NY
0.39
Single-Family Home
$1,150,000
04/17/26
3
2.5
2,220
110 Marcourt Drive, Chappaqua, NY
0.47
Single-Family Home
$1,905,000
06/02/26
4
2.5
2,921
21 Pond Hill Rd, Chappaqua, NY
0.35
Single-Family Home
$1,700,000
09/24/25
3
4
1,804

Nearby homes

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Assigned Schools

These are the assigned schools for 2 Commodore Rd.
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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 64 Trulia users voted on each feature.

  • 91 % Say it's quiet

  • 90 % Say car is needed

  • 86 % Say parking is easy

  • 85 % Say it's dog friendly

  • 78 % Say yards are well-kept

  • 75 % Say people would walk alone at night

  • 73 % Say there's wildlife

  • 72 % Say there's holiday spirit

  • 62 % Say neighbors are friendly

  • 61 % Say they plan to stay for at least 5 years

  • 54 % Say kids play outside

  • 50 % Say it's walkable to restaurants

  • 37 % Say there are community events

  • 35 % Say there are sidewalks

  • 32 % Say streets are well-lit

  • 26 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "It’s a dog friendly place."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • Trulia User
    "Feels safe and neighborhood friendly a golf course and great restaurant very pretty landescapes and trees beautiful houses "
    0
    Flag
  • 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
    Flag
  • Elymiani
    "Amicable woodland safe all you need is her . Friendly. The best school are in chappaqua district . "
    1
    Flag
  • Carlosgamboan
    "I just moved in and already love the neighborhood. Great Schools, peaceful, lots of trees, friendly neighbors"
    1
    Flag
  • 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
    Flag
  • bal
    "i am so impressed with this litttle jewel of place in Chappaqua "
    0
    Flag
  • Susan S.
    "Incredible Old Farm Lake. Families, Singles and Couples all welcome. Convenient to the greatest schools, shopping and restaurants."
    0
    Flag

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Apartments for Rent

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Explore by feature - Garage

Explore by feature - Air Conditioning

11 rentals with air conditioning in Chappaqua, NY

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10 rentals with a washer/dryer in Chappaqua, NY

Homes for sale near 2 Commodore Rd

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Off Market Homes Near 2 Commodore Rd

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Frequently asked questions about 2 Commodore Rd

  • What is 2 Commodore Rd estimated to be worth?
    Trulia's estimated value for 2 Commodore Rd in Chappaqua, NY is $1,877,600.
  • What is the price history for 2 Commodore Rd?
    2 Commodore Rd in Chappaqua, NY last sold for $1,200,000 in September 2020.
  • Is Chappaqua a buyer's or seller's market?
    Chappaqua is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Chappaqua?
    Residents describe Chappaqua, NY as quiet, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Chappaqua, NY.
  • Does 2 Commodore Rd have air conditioning?
    Yes, 2 Commodore Rd in Chappaqua, NY has air conditioning.
  • Does 2 Commodore Rd have laundry facilities?
    Yes, 2 Commodore Rd in Chappaqua, NY has in-unit laundry.