5 Tanglewild Pl, Chappaqua, NY 10514
Property image
Property image
OFF MARKET

5 Tanglewild Pl
Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 3,336 sqft (on 1.06 acres)

$1,626,700

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $10,446/mo*
Refinance Your Home

$1,626,700

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $10,446/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,336 sqft
(on 1.06 acres)

Home Value

Trulia Estimate
$1.63M
Since last month
Decreased$17K (-1%)
Since last year
Increased$127K (+8.6%)
Since last sale
Increased$657K (+69.5%)
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 +53% in the last 10 years
MonthEstimated value
2026
August 2026$1.6M
July 2026$1.62M
June 2026$1.61M
May 2026$1.54M
April 2026$1.52M
March 2026$1.51M
February 2026$1.46M
January 2026$1.47M
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
28 Valley View Road, Chappaqua, NY
0.16
Single-Family Home
$1,455,000
07/22/26
3
2
1,999
110 Marcourt Drive, Chappaqua, NY
0.23
Single-Family Home
$1,905,000
06/02/26
4
2.5
2,921
16 Worthen Way, Chappaqua, NY
0.49
Single-Family Home
$1,475,000
09/16/25
4
4
3,810
10 North Lane, Chappaqua, NY
0.54
Single-Family Home
$1,350,000
07/31/26
3
3
3,155
36 Pond Hill Road, Chappaqua, NY
0.37
Single-Family Home
$1,600,000
02/27/26
3
3.5
2,866
29 Meadow Lane, Chappaqua, NY
0.48
Single-Family Home
$1,300,033
03/27/26
4
2.5
2,445
27 Deepwood Hill, Chappaqua, NY
0.42
Single-Family Home
$1,600,000
12/12/25
3
2.5
2,830
335 Douglas Rd, Chappaqua, NY
0.58
Single-Family Home
$1,500,000
04/02/26
3
2.5
2,800
495 Quaker Road, Chappaqua, NY
0.69
Single-Family Home
$1,175,000
10/27/25
3
2
2,695
55 Kipp St, Chappaqua, NY
0.59
Single-Family Home
$1,900,000
09/05/25
4
3
3,231

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
0.09
$1,510,400
4
2.5
2,941
Off Market
6 Valley View Road, Chappaqua, NY 10514
0.13
$2,025,800
4
3.5
4,404
Off Market
28 Valley View Road, Chappaqua, NY 10514
0.16
$1,455,000
3
2
1,999
Recently Sold
1 Valley View Road, Chappaqua, NY 10514
0.18
$1,279,900
3
2
1,778
Off Market
122 Valley View Road, Chappaqua, NY 10514
0.19
$2,188,500
6
3.5
3,939
Off Market
9 Campfire Road, Chappaqua, NY 10514
0.23
$1,256,900
2
1.5
2,300
Off Market
110 Marcourt Drive, Chappaqua, NY 10514
0.23
$1,905,000
4
2.5
2,921
Recently Sold
3 High Point Circle, Chappaqua, NY 10514
0.24
$1,962,900
4
3.5
3,421
Off Market
106 Marcourt Drive, Chappaqua, NY 10514
0.25
$1,157,200
4
3
2,814
Off Market
100 Marcourt Drive, Chappaqua, NY 10514
0.26
$1,392,600
4
3
2,292
Off Market
25 Campfire Road, Chappaqua, NY 10514
0.28
$1,713,700
3
3
4,086
Off Market
7 High Point Circle, Chappaqua, NY 10514
0.28
$1,723,800
4
3.5
4,099
Off Market

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1976
Lot Size
1.06 acres
Living Area
3,336 sqft
Price/Sqft
$488
Parking
Garage

About this House

Spectacular sun-drenched contemporary, custom designed and meticulously maintained by present owners in one of Chappaqua's coveted neighborhoods. This exciting home offers walls of glass, high ceilings, and beautiful views from every window. Spacious living room w/stone fireplace, generous dining room, soaring floor-to-ceiling stone fireplace in the family room and gourmet eat-in-kitchen. A generous sized master bedroom with dressing area and private deck. Exterior features a dramatic natural setting and oversize entertainment deck. Full house generator. Taxes $31,992 with Star Exemption. Close to Village and Chappaqua schools.
5 Tanglewild Pl, Chappaqua, NY 10514 is a 4 bedroom, 3 bathroom, 3,336 sqft single-family home built in 1976. It last sold for $945,000 on Jan 29, 2021. It is currently off market. The Trulia Estimate is $1,626,700, with a rent estimate of $7,923/month.

Home Details for 5 Tanglewild Pl

Interior Features

Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1976
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Exterior Features

Exterior Home Features
Exterior: WoodFoundation Type: Crawl Raised
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 1.06 acres

Price and Tax history

DateEventPrice
Jan 29, 2021
Source: OneKey® MLS as distributed by MLS GRID #H6022499
Sold
$945,000
Nov 17, 2020
Source: OneKey® MLS as distributed by MLS GRID #H6022499
Pending
$959,900
Nov 13, 2020
Source: Agent Provided
ListingRemoved
$959,900
Oct 12, 2020
Source: Agent Provided
PriceChange
$959,900
Price decreased by 4%
Sep 8, 2020
Source: Agent Provided
Listed For Sale
$999,999

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 Pl

  • What is 5 Tanglewild Pl estimated to be worth?
    Trulia's estimated value for 5 Tanglewild Pl in Chappaqua, NY is $1,626,700.
  • What is the price history for 5 Tanglewild Pl?
    5 Tanglewild Pl in Chappaqua, NY last sold for $945,000 in January 2021.
  • 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 5 Tanglewild Pl have air conditioning?
    Yes, 5 Tanglewild Pl in Chappaqua, NY has air conditioning.
  • Does 5 Tanglewild Pl have laundry facilities?
    Yes, 5 Tanglewild Pl in Chappaqua, NY has in-unit laundry.

Explore by feature - Garage

6 rentals with a garage in Chappaqua, NY

Explore by feature - Air Conditioning

12 rentals with air conditioning in Chappaqua, NY

Explore by feature - Pool

6 rentals with a pool in Chappaqua, NY

Explore by feature - Washer/dryer

11 rentals with a washer/dryer in Chappaqua, NY

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 5 Tanglewild Pl

Skip to last item
Skip to first item

Homes for sale near 5 Tanglewild Pl

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item