39 Castle Rd, Chappaqua, NY 10514
OFF MARKET

$888,700

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,516 sqft

39 Castle Rd, Chappaqua, NY 10514

Est. Refi. Payment $5,760/mo*
Refinance Your Home
Currently Off Market - Sold Apr 12, 1995 for $175,500

Home Value

Trulia Estimate
$889K
Since last month
Increased$21K (+2.4%)
Since last year
Increased$93K (+11.7%)
Since last sale
Increased$713K (+406.4%)
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 +78% in the last 10 years
MonthEstimated value
2026
August 2026$889K
August 2026$888K
July 2026$868K
June 2026$876K
May 2026$880K
April 2026$851K
March 2026$846K
February 2026$840K
January 2026$822K
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
80 Bischoff Avenue, Chappaqua, NY
0.07
Single-Family Home
$715,000
09/01/26
3
2.5
1,299
149 King Street #4, Chappaqua, NY
0.24
Single-Family Home
$805,000
11/21/25
2
2.5
1,767
480 King St, Chappaqua, NY
0.33
Single-Family Home
$495,000
04/09/26
2
2.5
1,130
10 Aldridge Rd, Chappaqua, NY
0.32
Single-Family Home
$1,425,000
10/14/25
3
3
2,300
59 Crest Road, Chappaqua, NY
0.16
Single-Family Home
$1,646,500
10/21/25
4
2.5
2,550
37 Hollow Oak Road, Chappaqua, NY
0.61
Single-Family Home
$799,000
11/19/25
4
2
1,420
65 Douglas Road, Chappaqua, NY
0.53
Single-Family Home
$1,376,000
07/23/26
3
2
1,702
221 N Greeley Ave, Chappaqua, NY
0.13
Single-Family Home
$650,000
06/12/26
3
1.5
1,292
26 Kings Court, Chappaqua, NY
0.42
Single-Family Home
$1,298,000
12/18/25
4
2.5
2,060
40 Kings Court, Chappaqua, NY
0.40
Single-Family Home
$2,025,000
07/22/26
3
2.5
3,121

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
80 Bischoff Avenue, Chappaqua, NY 10514
0.07
$715,000
3
2.5
1,299
Recently Sold
44 & 50 Bischoff Avenue, Chappaqua, NY 10514
0.07
$1,011,700
5
2
2,241
Off Market
12 Highland Avenue #C, Chappaqua, NY 10514
0.12
$568,500
1
2
1,387
Off Market
94 Orchard Ridge Road, Chappaqua, NY 10514
0.10
$1,532,800
3
2.5
2,134
Off Market
59 Crest Road, Chappaqua, NY 10514
0.16
$1,760,600
4
2.5
2,550
Off Market
362 King Street, Chappaqua, NY 10514
0.20
$780,500
2
2
1,313
Off Market
193 N Greeley Avenue, Chappaqua, NY 10514
0.15
$498,400
2
1
630
Off Market
100 Castle Road, Chappaqua, NY 10514
0.15
$1,110,800
3
3.5
2,590
Off Market
150 N Bedford Road #C9, Chappaqua, NY 10514
0.22
$458,000
1
1
980
Off Market
8 Orchard Ridge Terrace, Chappaqua, NY 10514
0.19
$1,287,200
3
3
1,858
Off Market
180 King Street, Chappaqua, NY 10514
0.21
$1,398,400
4
4.5
3,188
Off Market
5 Brevoort Road, Chappaqua, NY 10514
0.26
$1,415,000
4
3
3,208
Off Market

Local Information

  • Map ViewExplore the area around 39 Castle Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1940
1,516 sqft
$586/sqft
Garage

About this House

This single-family home is located at 39 Castle Rd, Chappaqua, NY. 39 Castle Rd is in Chappaqua, NY and in ZIP code 10514. This property has 3 bedrooms, 2 bathrooms and approximately 1,516 sqft of floor space. This property has a lot size of 2613 sqft and was built in 1940.
39 Castle Rd, Chappaqua, NY 10514 is a 3 bedroom, 2 bathroom, 1,516 sqft single-family home built in 1940. It last sold for $175,500 on Apr 12, 1995. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $888,700, with a rent estimate of $4,491/month.

Home Details for 39 Castle Rd

Interior Features

Levels, Entrance, & Accessibility
Stories: 1.5
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Exterior Features

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

Community

Units in Building: 1

Lot Information

Lot Area: 2613 sqft

Price and Tax history

DateEventPrice
Apr 12, 1995
Source: N/A
Sold
$175,500

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

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.
  • Trulia User
    "Plenty of areas that can walk dogs , quiet and safe"
    0
    Flag
  • Alvin Robert Colby
    "The community is relatively safe."
    0
    Flag
  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 39 Castle Rd

  • What is 39 Castle Rd estimated to be worth?
    Trulia's estimated value for 39 Castle Rd in Chappaqua, NY is $888,700.
  • What is the price history for 39 Castle Rd?
    39 Castle Rd in Chappaqua, NY last sold for $175,500 in April 1995.
  • 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.
  • How big is the lot at 39 Castle Rd?
    The lot at 39 Castle Rd in Chappaqua, NY is about 0.06 acres (2,613 sq ft).
  • Does 39 Castle Rd have a garage?
    Yes, 39 Castle Rd in Chappaqua, NY has a garage.

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