5 Tanglewild Rd, Chappaqua, NY 10514
OFF MARKET

5 Tanglewild Rd
Chappaqua, NY 10514

  • 4 Beds
  • 3 Baths
  • 2,200 sqft (on 1.10 acres)

$1,216,300

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $7,829/mo*
Refinance Your Home

$1,216,300

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $7,829/mo*
Refinance Your Home
4 Beds
3 Baths
2,200 sqft
(on 1.10 acres)

Home Value

Trulia Estimate
$1.22M
Since last month
Decreased$10K (-0.8%)
Since last year
Increased$151K (+14.6%)
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 +44% in the last 10 years
MonthEstimated value
2026
August 2026$1.19M
July 2026$1.2M
June 2026$1.15M
May 2026$1.13M
April 2026$1.09M
March 2026$1.07M
February 2026$1.03M
January 2026$1.02M
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
110 Marcourt Drive, Chappaqua, NY
0.21
Single-Family Home
$1,905,000
06/02/26
4
2.5
2,921
28 Valley View Road, Chappaqua, NY
0.24
Single-Family Home
$1,455,000
07/22/26
3
2
1,999
36 Pond Hill Road, Chappaqua, NY
0.26
Single-Family Home
$1,600,000
02/27/26
3
3.5
2,866
29 Meadow Lane, Chappaqua, NY
0.39
Single-Family Home
$1,300,033
03/27/26
4
2.5
2,445
4 Oak Hill Road, Chappaqua, NY
0.49
Single-Family Home
$1,375,000
10/01/25
3
2.5
2,195
21 Pond Hill Rd, Chappaqua, NY
0.35
Single-Family Home
$1,700,000
09/24/25
3
4
1,804
335 Douglas Rd, Chappaqua, NY
0.48
Single-Family Home
$1,500,000
04/02/26
3
2.5
2,800
27 Deepwood Hill, Chappaqua, NY
0.41
Single-Family Home
$1,600,000
12/12/25
3
2.5
2,830
55 Kipp St, Chappaqua, NY
0.49
Single-Family Home
$1,900,000
09/05/25
4
3
3,231
10 North Lane, Chappaqua, NY
0.60
Single-Family Home
$1,350,000
07/31/26
3
3
3,155

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
88 Oak Hill Road, Chappaqua, NY 10514
0.15
$1,510,400
4
2.5
2,941
Off Market
122 Valley View Road, Chappaqua, NY 10514
0.20
$2,188,500
6
3.5
3,939
Off Market
110 Marcourt Drive, Chappaqua, NY 10514
0.21
$1,905,000
4
2.5
2,921
Recently Sold
100 Marcourt Drive, Chappaqua, NY 10514
0.23
$1,400,500
4
3
2,292
Off Market
36 Pond Hill Road, Chappaqua, NY 10514
0.26
$1,600,000
3
3.5
2,866
Recently Sold
106 Marcourt Drive, Chappaqua, NY 10514
0.23
$1,157,200
4
3
2,814
Off Market
28 Valley View Road, Chappaqua, NY 10514
0.24
$1,455,000
3
2
1,999
Recently Sold
6 Valley View Road, Chappaqua, NY 10514
0.24
$2,034,600
4
3.5
4,404
Off Market
105 Marcourt Drive, Chappaqua, NY 10514
0.30
$1,909,800
4
3
3,325
Off Market
41 Deepwood Drive, Chappaqua, NY 10514
0.31
$1,678,300
3
2.5
2,762
Off Market
1 Valley View Road, Chappaqua, NY 10514
0.29
$1,279,900
3
2
1,778
Off Market
36 Gray Rock Lane, Chappaqua, NY 10514
0.36
$2,841,100
4
5
5,920
Off Market

Local Information

  • Map ViewExplore the area around 5 Tanglewild Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1968
Lot Size
1.1 acres
Living Area
2,200 sqft
Price/Sqft
$553
Parking
Garage

About this House

This single-family home is located at 5 Tanglewild Rd, Chappaqua, NY. 5 Tanglewild Rd is in Chappaqua, NY and in ZIP code 10514. This property has 4 bedrooms, 3 bathrooms and approximately 2,200 sqft of floor space. This property has a lot size of 1.10 acres and was built in 1968.
5 Tanglewild Rd, Chappaqua, NY 10514 is a 4 bedroom, 3 bathroom, 2,200 sqft single-family home built in 1968. It is currently off market. The Trulia Estimate is $1,216,300, with a rent estimate of $7,401/month.

Home Details for 5 Tanglewild Rd

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1968
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: 1.10 acres

Price and Tax history

YearProperty taxTax assessment
2025Unavailable
$136,900
Home facts updated by county records

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

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.
  • 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 5 Tanglewild Rd

  • What is 5 Tanglewild Rd estimated to be worth?
    Trulia's estimated value for 5 Tanglewild Rd in Chappaqua, NY is $1,216,300.
  • 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.
  • What are the closest schools to 5 Tanglewild Rd?
    The closest schools to 5 Tanglewild Rd in Chappaqua, NY are Horace Greeley High School (rated 10/10), Roaring Brook School (Elementary, rated 10/10), Robert E Bell School (Elementary/Middle, rated 9/10).
  • How big is the lot at 5 Tanglewild Rd?
    The lot at 5 Tanglewild Rd in Chappaqua, NY is about 1.1 acres.
  • Does 5 Tanglewild Rd have a garage?
    Yes, 5 Tanglewild Rd in Chappaqua, NY has a garage.

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