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

100 Commodore Rd
Chappaqua, NY 10514

  • 3 Beds
  • 4.5 Baths
  • 4,627 sqft (on 2.19 acres)

$2,597,500

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $16,539/mo*
Refinance Your Home

$2,597,500

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $16,539/mo*
Refinance Your Home
3 Beds
4.5 Baths
4,627 sqft
(on 2.19 acres)

Home Value

Trulia Estimate
$2.6M
Since last month
Increased$5K (+0.2%)
Since last year
Increased$91K (+3.6%)
Since last sale
Increased$989K (+61.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +60% in the last 10 years
MonthEstimated value
2026
August 2026$2.59M
July 2026$2.56M
June 2026$2.58M
May 2026$2.48M
April 2026$2.42M
March 2026$2.4M
February 2026$2.34M
January 2026$2.37M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
58 Spring Lane, Chappaqua, NY
0.31
Single-Family Home
$1,815,000
11/10/25
4
2.5
3,457
260 Mill River Road, Chappaqua, NY
0.39
Single-Family Home
$1,382,000
01/12/26
4
4.5
3,561
71 Commodore Road, Chappaqua, NY
0.13
Single-Family Home
$1,290,000
01/21/26
3
2
1,957
105 Cross Ridge, Chappaqua, NY
0.21
Single-Family Home
$1,950,000
08/07/26
4
3
2,953
45 Commodore Rd, Chappaqua, NY
0.10
Single-Family Home
$2,680,000
06/18/26
6
4
3,359
55 Kipp St, Chappaqua, NY
0.43
Single-Family Home
$1,900,000
09/05/25
4
3
3,231
36 Pond Hill Road, Chappaqua, NY
0.54
Single-Family Home
$1,600,000
02/27/26
3
3.5
2,866
276 Quaker Road, Chappaqua, NY
0.41
Single-Family Home
$2,875,000
07/14/26
6
3.5
6,532
00 Gray Rock Lane, Chappaqua, NY
0.39
Single-Family Home
$2,551,201
05/15/26
4
2.5
4,500
375 Quaker Road, Chappaqua, NY
0.22
Single-Family Home
$752,000
08/19/25
3
2.5
2,084

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
111 Commodore Road, Chappaqua, NY 10514
0.06
$1,292,700
4
2.5
2,352
Off Market
85 Commodore Road, Chappaqua, NY 10514
0.12
$2,089,100
5
3.5
3,432
Off Market
71 Commodore Road, Chappaqua, NY 10514
0.13
$1,290,000
3
2
1,957
Recently Sold
Leroy Road, Chappaqua, NY 10514
0.14
-
-
-
-
Off Market
Whippoorwill Road, Chappaqua, NY 10514
0.14
-
-
-
-
Off Market
Whippoorwill Road, Chappaqua, NY 10514
0.14
-
-
-
-
Off Market
2 Chappaqua Mountain Road, Chappaqua, NY 10514
0.18
$1,657,700
3
3
2,945
Off Market
9 Pine Cliff Road, Chappaqua, NY 10514
0.23
$1,600,100
3
3
1,812
Off Market
105 Cross Ridge, Chappaqua, NY 10514
0.21
$1,950,000
4
3
2,953
Recently Sold
375 Quaker Road, Chappaqua, NY 10514
0.22
$1,344,500
3
2.5
2,084
Off Market
307 Quaker Road, Chappaqua, NY 10514
0.26
$1,964,300
5
3.5
3,806
Off Market
66 Mountain Peak Road, Chappaqua, NY 10514
0.26
$2,055,800
5
4.5
4,898
Off Market

Local Information

  • Map ViewExplore the area around 100 Commodore Rd.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1927
Lot Size
2.19 acres
Living Area
4,627 sqft
Price/Sqft
$561
Parking
Garage

About this House

Extraordinary top-of-the line finishes & detail abound in this completely renovated Nantucket style colonial on 2.25 acres, yet moments from town& train.Offering the finest materials: honed granite,coffered ceilings,Waterworks baths,heated flrs,wine cellar,state-of-the art sparkling white kitchen,3 fpl's,beamed cathedral ceilings,built-ins, chocolate colored hardwood flrs, mud room, elegant master br suite/sitting area with fpl,slate patios & covered porch. Top-of-the-line renovated en-suite bathrooms in all bedrooms. Extra thick custom millwork throughout-crown moldings,keystone arches,wainscoting, chair rails & wall panels. 4BR, lives larger-extra spaces include sunroom, playroom/studio, rec room, front,back & side halls. Immaculate, move-in condition, charm combined w high style & modern amenities. Sophisticated & chic, yet warm & inviting. No detail overlooked, superior quality construction & materials. Thoughtful floorplan, truly one-of-a-kind. Taxes will be reduced per sale price
100 Commodore Rd, Chappaqua, NY 10514 is a 3 bedroom, 5 bathroom, 4,627 sqft single-family home built in 1927. It last sold for $1,600,000 on Aug 15, 2018. More recently, it was listed as a rental in August 2011 with an asking price of $9,250 per month. That rental listing was removed on November 2, 2011. It is currently off market. The Trulia Estimate is $2,597,500, with a rent estimate of $8,438/month.

Home Details for 100 Commodore Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11
Heating & Cooling
Heating: Other, Radiant, OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1927
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 2.19 acres

Price and Tax history

DateEventPrice
Aug 15, 2018
Source: OneKey® MLS as distributed by MLS GRID #H4730221
Sold
$1,600,000
Apr 18, 2018
Source: Agent Provided
PriceChange
$1,675,000
Price decreased by 4%
Apr 2, 2018
Source: Agent Provided
PriceChange
$1,749,000
Price decreased by 3%
Jan 9, 2018
Source: Agent Provided
PriceChange
$1,799,000
Price decreased by 4%
Sep 6, 2017
Source: Agent Provided
Listed For Sale
$1,879,000

Market trends in Chappaqua

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
27
5MoM
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Around this home

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.
  • Alvin Robert Colby
    "The community is relatively safe."
    0
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  • Trulia User
    "It’s a dog friendly place."
    0
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  • 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
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  • Mereslavin
    "The commute is not too long and metro north is nice. Commuting into grand central is much nicer than commuting into penn."
    0
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  • 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
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  • 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."
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Apartments for Rent

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13 rentals with air conditioning in Chappaqua, NY

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Homes for sale near 100 Commodore Rd

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Off Market Homes Near 100 Commodore Rd

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Frequently asked questions about 100 Commodore Rd

  • What is 100 Commodore Rd estimated to be worth?
    Trulia's estimated value for 100 Commodore Rd in Chappaqua, NY is $2,597,500.
  • What is the price history for 100 Commodore Rd?
    100 Commodore Rd in Chappaqua, NY last sold for $1,600,000 in August 2018.
  • 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 100 Commodore Rd have air conditioning?
    Yes, 100 Commodore Rd in Chappaqua, NY has air conditioning.
  • How big is the lot at 100 Commodore Rd?
    The lot at 100 Commodore Rd in Chappaqua, NY is about 2.2 acres.