85 Commodore Road, Chappaqua, NY 10514
OFF MARKET

85 Commodore Road
Chappaqua, NY 10514

  • 5 Beds
  • 3.5 Baths
  • 3,432 sqft (on 2 acres)

$2,076,500

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $13,129/mo*
Refinance Your Home

$2,076,500

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $13,129/mo*
Refinance Your Home
5 Beds
3.5 Baths
3,432 sqft
(on 2 acres)

Local Information

  • Map ViewExplore the area around 85 Commodore Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1927
Lot Size
2 acres
Living Area
3,432 sqft
Price/Sqft
$605
Parking
2 Parking Spaces

About this House

Nestled on private two-acre property in the sought-after Commodore Road neighborhood, this beautifully built 1927 Stone and Clapboard Colonial offers the perfect blend of period charm and modern amenities. The house boasts wide board floors, 9' wood beamed ceilings and five sets of French doors that invite natural lighting while showcasing the homes period architectural details. Large open chef's kitchen equipped with a Viking six-burner stove, Sub-Zero, teak counters, and a copper-top island. Three finished levels of living space with 5 bedrooms offers family privacy and flexibility. Elegant primary bedroom includes custom dressing room, bath and French door to Juliet balcony. The house features a gracious brick terrace that leads to a gorgeous heated Gunite pool surrounded by perennial gardens and stately trees. Large 2 car garage with stairs to additional storage area or potential artist loft/kids recreation room. Privacy and serenity are guaranteed while being minutes away from Chappaqua’s restaurants and shopping. Premium Buderus heating system. 2 new central air compressors 2021. Pool resurfaced 2017. New septic system 2017. Additional Information: Amenities:Marble Bath,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Detached,
85 Commodore Road, Chappaqua, NY 10514 is a 5 bedroom, 4 bathroom, 3,432 sqft single-family home built in 1927. It last sold for $1,660,000 on Jul 31, 2023 (6% above the $1,565,000 asking price). It is currently off market. The Trulia Estimate is $2,076,500, with a rent estimate of $8,209/month.

Home Details for 85 Commodore Road

Interior Features

Interior Details
Basement: Partial,Unfinished,Walk-Out AccessNumber of Rooms: 10
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3432 Square Feet
Appliances & Utilities
Utilities: Trash Collection PublicAppliances: Dishwasher, Dryer, Refrigerator, Washer, Oil Water HeaterDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Hydro Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hydro Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Drapes, Oversized WindowsFlooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 3Levels: Three Or MoreFloors: Hardwood

Exterior Features

Exterior Home Features
Patio / Porch: PatioExterior: Juliet Balcony, Mailbox
Parking & Garage
No CarportParking Spaces: 2Parking: Detached
Pool
Pool: In GroundPool
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1927
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: Clapboard, StoneNot Attached Property
Property Information
Condition: ActualIncluded in Sale: Light FixturesParcel Number: 3600092019000010000021

Price & Status

Price
List Price: $1,565,000
Status Change & Dates
Off Market Date: Mon Jun 05 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Chappaqua
School Information
Elementary School: Roaring BrookJr High / Middle School: Robert E Bell SchoolHigh School: Horace Greeley High SchoolHigh School District: Chappaqua

Building

Building Area
Building Area: 3432 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 2 Acres

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: H6249700Attic: NoneAttribution Contact: (914) 238-4766Showing Requirements: Call Listing Office
Last check for updates: about 9 hours ago
Listed by Brendan Preston, (914) 806-2807
Houlihan Lawrence Inc., (914) 238-4766
Bought with: Brendan Preston, (914) 806-2807, Houlihan Lawrence Inc., (914) 238-4766
Co-Buyer's Agent: Brendan Preston, (914) 806-2807, Houlihan Lawrence Inc., (914) 238-4766
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6249700

Price History for 85 Commodore Road

DatePriceEventSource
07/31/2023$1,660,000Sold
OneKey® MLS as distributed by MLS GRID #H6249700
06/08/2023$1,565,000PendingOneKey® MLS as distributed by MLS GRID #H6249700
06/05/2023ListingRemovedOneKey® MLS as distributed by MLS GRID #H6249700
05/31/2023$1,565,000Listed For SaleOneKey® MLS as distributed by MLS GRID #H6249700
12/27/2013$1,200,000Sold
OneKey® MLS as distributed by MLS GRID #H3318414
06/10/2013$1,399,000PriceChange
Agent Provided
04/03/2013$1,525,000PriceChange
Agent Provided
01/29/2013$1,625,000Listed For SaleAgent Provided
10/25/2006$2,001,000Sold
N/A

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$238,000
Home facts updated by county records

Comparable Sales for 85 Commodore Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
58 Spring Lane, Chappaqua, NY
0.33
Single-Family Home
$1,815,000
11/10/25
4
2.5
3,457
105 Cross Ridge, Chappaqua, NY
0.16
Single-Family Home
$1,950,000
08/07/26
4
3
2,953
260 Mill River Road, Chappaqua, NY
0.34
Single-Family Home
$1,382,000
01/12/26
4
4.5
3,561
71 Commodore Road, Chappaqua, NY
0.08
Single-Family Home
$1,290,000
01/21/26
3
2
1,957
56 Cross Ridge Road, Chappaqua, NY
0.50
Single-Family Home
$1,600,000
05/11/26
4
2.5
2,892
00 Gray Rock Lane, Chappaqua, NY
0.34
Single-Family Home
$2,551,201
05/15/26
4
2.5
4,500
14 Crossways, Chappaqua, NY
0.41
Single-Family Home
$1,731,000
08/06/26
4
3.5
3,138
36 Pond Hill Road, Chappaqua, NY
0.65
Single-Family Home
$1,600,000
02/27/26
3
3.5
2,866

Nearby homes

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Assigned Schools

These are the assigned schools for 85 Commodore Road.
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 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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11 rentals with air conditioning in Chappaqua, NY

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Homes for sale near 85 Commodore Road

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Off Market Homes Near 85 Commodore Road

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Frequently asked questions about 85 Commodore Road

  • What is 85 Commodore Road estimated to be worth?
    Trulia's estimated value for 85 Commodore Road in Chappaqua, NY is $2,076,500.
  • What is the price history for 85 Commodore Road?
    85 Commodore Road in Chappaqua, NY last sold for $1,660,000 in July 2023.
  • 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 85 Commodore Road have air conditioning?
    Yes, 85 Commodore Road in Chappaqua, NY has air conditioning.
  • Does 85 Commodore Road have a pool?
    Yes, 85 Commodore Road in Chappaqua, NY has a pool.
Based on information submitted to the MLS GRID as of 2026-08-09 11:38:22 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information