29 Hitching Post Ln, Chappaqua, NY 10514
OFF MARKET

29 Hitching Post Ln
Chappaqua, NY 10514

  • 4 Beds
  • 5 Baths
  • 3,658 sqft (on 2 acres)

$1,833,900

Trulia Estimate
as of Jul 19, 2026
Est. Refi. Payment $11,536/mo*
Refinance Your Home

$1,833,900

Trulia Estimate
as of Jul 19, 2026
Est. Refi. Payment $11,536/mo*
Refinance Your Home
4 Beds
5 Baths
3,658 sqft
(on 2 acres)

Local Information

  • Map ViewExplore the area around 29 Hitching Post Ln.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 29 Hitching Post Ln, Chappaqua, NY. 29 Hitching Post Ln is in Chappaqua, NY and in ZIP code 10514. This property has 4 bedrooms, 5 bathrooms and approximately 3,658 sqft of floor space. This property has a lot size of 2.00 acres and was built in 1964.
29 Hitching Post Ln, Chappaqua, NY 10514 is a 4 bedroom, 5 bathroom, 3,658 sqft single-family home built in 1964. It last sold for $915,000 on Nov 27, 2001. It is currently off market. The Trulia Estimate is $1,833,900, with a rent estimate of $8,313/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 29 Hitching Post Ln

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Other, OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1964
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: 2.00 acres

Price History for 29 Hitching Post Ln

DatePriceEventSource
11/27/2001$915,000Sold
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$251,600
Home facts updated by county records

Comparable Sales for 29 Hitching Post Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
30 Hitching Post Ln, Chappaqua, NY
0.07
Single-Family Home
$2,250,000
08/26/25
5
3.5
4,178
25 Longview Lane, Chappaqua, NY
0.56
Single-Family Home
$1,620,000
06/17/26
4
3.5
3,193
39 Mayberry Road, Chappaqua, NY
0.51
Single-Family Home
$1,550,000
06/26/26
4
3
3,761
50 Kerry Lane, Chappaqua, NY
0.63
Single-Family Home
$1,890,000
08/28/25
4
4
4,051
26 Mayberry Road, Chappaqua, NY
0.37
Single-Family Home
$1,275,000
10/03/25
5
3
3,200
111 Seven Bridges Road, Chappaqua, NY
0.29
Single-Family Home
$1,375,000
04/20/26
4
2.5
2,069
9 Garey Dr, Chappaqua, NY
0.52
Single-Family Home
$1,240,000
03/09/26
4
4
2,900
42 Seven Bridges Road, Chappaqua, NY
0.53
Single-Family Home
$1,890,000
08/08/25
5
3.5
4,561
16 Garey Drive, Chappaqua, NY
0.43
Single-Family Home
$1,125,000
07/21/25
4
2.5
1,888
34 Turner Drive, Chappaqua, NY
0.55
Single-Family Home
$1,955,000
07/15/26
4
2.5
3,496

Nearby homes

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Assigned Schools

These are the assigned schools for 29 Hitching Post Ln.
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
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  • Trulia User
    "Feels safe and neighborhood friendly a golf course and great restaurant very pretty landescapes and trees beautiful houses "
    0
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  • 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
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Off Market Homes Near 29 Hitching Post Ln

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