20 Hitching Post Ln, Chappaqua, NY 10514
Property image
Property image
OFF MARKET

$2,307,200

Trulia Estimate
  • 5 Beds
  • 4.5 Baths
  • 4,661 sqft (on 2.21 acres)

20 Hitching Post Ln, Chappaqua, NY 10514

Est. Refi. Payment $14,748/mo*
Refinance Your Home
Currently Off Market - Sold Aug 16, 2010 for $1,300,000

Home Value

Trulia Estimate
$2.31M
Since last month
Increased$17K (+0.8%)
Since last year
Increased$210K (+10%)
Since last sale
Increased$1M (+77.7%)
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 +66% in the last 10 years
MonthEstimated value
2026
August 2026$2.31M
August 2026$2.31M
July 2026$2.29M
June 2026$2.3M
May 2026$2.23M
April 2026$2.15M
March 2026$2.15M
February 2026$2.15M
January 2026$2.08M
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
1 Hitching Post Lane, Chappaqua, NY
0.17
Single-Family Home
$2,310,018
08/25/26
5
4.5
4,489
39 Mayberry Road, Chappaqua, NY
0.43
Single-Family Home
$1,550,000
06/26/26
4
3
3,761
26 Mayberry Road, Chappaqua, NY
0.33
Single-Family Home
$1,275,000
10/03/25
5
3
3,200
86 Seven Bridges Road, Chappaqua, NY
0.25
Single-Family Home
$1,375,000
07/30/26
3
2.5
2,407
3 Round Hill Place, Chappaqua, NY
0.59
Single-Family Home
$3,000,000
12/02/25
5
5
5,285
25 Longview Lane, Chappaqua, NY
0.69
Single-Family Home
$1,620,000
06/17/26
4
3.5
3,193
111 Seven Bridges Road, Chappaqua, NY
0.33
Single-Family Home
$1,375,000
04/20/26
4
2.5
2,069
45 Deerfield Rd, Chappaqua, NY
0.53
Single-Family Home
$1,877,300
01/08/26
5
3.5
3,085
20 Cardinal Place, Mount Kisco, NY
0.79
Single-Family Home
$1,754,000
08/04/26
4
3
3,834
3 Pondfield Drive S, Chappaqua, NY
0.61
Single-Family Home
$2,915,000
08/11/26
5
4.5
4,975

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
29 Winthrop Road, Chappaqua, NY 10514
0.09
$2,315,600
3
3.5
3,612
Off Market
8 Hitching Post Lane, Chappaqua, NY 10514
0.12
$1,958,500
4
3.5
4,503
Off Market
35 Winthrop Road, Chappaqua, NY 10514
0.16
$1,487,100
3
2
2,312
Off Market
1 Hitching Post Lane, Chappaqua, NY 10514
0.17
$2,310,018
5
4.5
4,489
Recently Sold
74 Seven Bridges Road, Chappaqua, NY 10514
0.24
$1,408,300
3
2
2,018
Off Market
20 Lawrence Frm Crswy, Chappaqua, NY 10514
0.25
$1,854,200
4
2.5
4,085
Off Market
86 Seven Bridges Road, Chappaqua, NY 10514
0.25
$1,375,000
3
2.5
2,407
Recently Sold
55 Seven Bridges Road, Chappaqua, NY 10514
0.27
$1,757,900
4
3
2,571
Off Market
26 Mayberry Road, Chappaqua, NY 10514
0.33
$1,340,200
5
3
3,200
Off Market
111 Seven Bridges Road, Chappaqua, NY 10514
0.33
$1,375,000
4
2.5
2,069
Recently Sold
9 Sunset Drive N, Chappaqua, NY 10514
0.39
$2,450,400
3
3.5
4,830
Off Market
58 Lawrence Farms Crossway, Chappaqua, NY 10514
0.36
$2,329,700
5
4.5
7,000
Off Market

Local Information

  • Map ViewExplore the area around 20 Hitching Post Ln.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1968
2.21 acre lot
4,661 sqft
$495/sqft
Garage

About this House

Totally Renovated Center Hall Colonial With All The Bells And Whistles. Beautifully Redone Kitchen/Breakfast Area That Opens To 2016 Azek Deck Overlooking Flat Backyard. Exquisite Master Suite and Bath Renovation. Large Lower Level Included In Square Footage. Sophisticated Sound System And Cat 5 Wiring. New Roof, Boiler, Deck and central a/c units. Full house generator.
20 Hitching Post Ln, Chappaqua, NY 10514 is a 5 bedroom, 5 bathroom, 4,661 sqft single-family home built in 1968. It last sold for $1,300,000 on Aug 16, 2010. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,307,200.

Home Details for 20 Hitching Post Ln

Interior Features

Interior Details
BasementAtticTypes of Rooms: Walk In Closet, Dining Room, Family Room, Master Bath
Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodLawnSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1968Year Updated: 2007
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.21 acres

Price and Tax history

DateEventPrice
Aug 16, 2010
Source: N/A
Sold
$1,300,000
May 22, 2010
Source: Agent Provided
PriceChange
$1,325,000
Price decreased by 5%
May 12, 2010
Source: Agent Provided
PriceChange
$1,389,000
Price decreased by 4%
Mar 19, 2010
Source: Agent Provided
Listed For Sale
$1,450,000

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

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 20 Hitching Post Ln

  • What is 20 Hitching Post Ln estimated to be worth?
    Trulia's estimated value for 20 Hitching Post Ln in Chappaqua, NY is $2,307,200.
  • What is the price history for 20 Hitching Post Ln?
    20 Hitching Post Ln in Chappaqua, NY last sold for $1,300,000 in August 2010.
  • 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 20 Hitching Post Ln have air conditioning?
    Yes, 20 Hitching Post Ln in Chappaqua, NY has air conditioning.
  • Does 20 Hitching Post Ln have laundry facilities?
    Yes, 20 Hitching Post Ln in Chappaqua, NY has in-unit laundry.

Explore by feature - Air Conditioning

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