28 Hitching Post Ln, Chappaqua, NY 10514
OFF MARKET

28 Hitching Post Ln
Chappaqua, NY 10514

  • 5 Beds
  • 5.5 Baths
  • 4,691 sqft (on 2.14 acres)

$2,354,600

Trulia Estimate
as of Jun 13, 2026
Est. Refi. Payment $14,828/mo*
Refinance Your Home

$2,354,600

Trulia Estimate
as of Jun 13, 2026
Est. Refi. Payment $14,828/mo*
Refinance Your Home
5 Beds
5.5 Baths
4,691 sqft
(on 2.14 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

Beautifully renovated executive colonial with in-ground pool & gardens on park-like flat property with two tiered deck & patio, rimmed by towering trees. Crisp white chef's eat-in kitchen with stainless steel top-of-the-line appliances, breakfast bar, granite counters & generous eat-in area with sliders to deck, & windowed walk-in pantry. Adjacent family room w beamed ceiling & FPL, main floor office, gracious formal living room w FPL. and banquet sized formal dining room. 2nd fl features an exceptional master bedroom suite with dressing room & his/hers marble baths, 4 additional bedrooms including 1 with renovated en-suite bath, and a renovated hall bath. The gracious entry has high ceilings & a sweeping staircase, & a back stair & side door. The lower level provides play space, media room, and au pair quarters with full bath & sauna and door to pool, gardens & patio. Impeccably maintained, with great curb appeal, a gem, move-in condition.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

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

Home Details for 28 Hitching Post Ln

Interior Features

Interior Details
BasementNumber of Rooms: 11
Heating & Cooling
Heating: Other, OtherAir ConditioningCooling System: CentralHeating Fuel: Other
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
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 2.14 acres

Price History for 28 Hitching Post Ln

DatePriceEventSource
07/18/2018$1,167,500Sold
OneKey® MLS as distributed by MLS GRID #H4745163
06/05/2018$1,199,000PendingAgent Provided
05/04/2018$1,199,000PriceChange
Agent Provided
04/03/2018$1,249,999PriceChange
Agent Provided
02/06/2018$1,299,000Listed For SaleAgent Provided
01/16/2013$1,225,000Sold
OneKey® MLS as distributed by MLS GRID #H3206250
12/11/2012$1,295,000Listed For SaleAgent Provided
10/27/2012$1,295,000ListingRemovedAgent Provided
10/10/2012$1,295,000PriceChange
Agent Provided
06/29/2012$1,350,000PriceChange
Agent Provided
05/15/2012$1,390,000PriceChange
Agent Provided
03/20/2012$1,450,000Listed For SaleAgent Provided
05/23/1997$662,000Sold
N/A

Market trends in Chappaqua

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
27
7MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$240,000
Home facts updated by county records

Homeowner tools

Estimated monthly rent$10,499/mo
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Homes for rent near 28 Hitching Post Ln

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Comparable Sales for 28 Hitching Post Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
30 Hitching Post Ln, Chappaqua, NY
0.04
Single-Family Home
$2,250,000
08/26/25
5
3.5
4,178
42 Seven Bridges Road, Chappaqua, NY
0.44
Single-Family Home
$1,890,000
08/08/25
5
3.5
4,561
26 Mayberry Road, Chappaqua, NY
0.30
Single-Family Home
$1,275,000
10/03/25
5
3
3,200
17 Sunset Dr, Chappaqua, NY
0.49
Single-Family Home
$2,000,000
07/17/25
4
6
3,819
50 Kerry Lane, Chappaqua, NY
0.61
Single-Family Home
$1,890,000
08/28/25
4
4
4,051
111 Seven Bridges Road, Chappaqua, NY
0.26
Single-Family Home
$1,375,000
04/20/26
4
2.5
2,069
2 Woodmill Road, Chappaqua, NY
0.65
Single-Family Home
$995,000
07/28/25
5
3.5
5,227
66 Kerry Lane, Chappaqua, NY
0.49
Single-Family Home
$3,000,000
06/23/25
6
7.5
6,333
3 Round Hill Place, Chappaqua, NY
0.67
Single-Family Home
$3,000,000
12/02/25
5
5
5,285
9 Garey Dr, Chappaqua, NY
0.56
Single-Family Home
$1,240,000
03/09/26
4
4
2,900

Nearby homes

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Assigned Schools

These are the assigned schools for 28 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 63 Trulia users voted on each feature.

  • 91 % Say it's quiet

  • 90 % Say car is needed

  • 86 % Say it's dog friendly

  • 85 % Say parking is easy

  • 78 % Say yards are well-kept

  • 75 % Say people would walk alone at night

  • 74 % Say there's wildlife

  • 71 % Say there's holiday spirit

  • 62 % Say neighbors are friendly

  • 62 % Say they plan to stay for at least 5 years

  • 53 % Say kids play outside

  • 50 % Say it's walkable to restaurants

  • 37 % Say there are community events

  • 35 % Say there are sidewalks

  • 33 % Say streets are well-lit

  • 27 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • 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 "
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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
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  • 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
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  • bal
    "i am so impressed with this litttle jewel of place in Chappaqua "
    0
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  • 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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28 Hitching Post Ln, Chappaqua, NY 10514 is a 5 bedroom, 6 bathroom, 4,691 sqft single-family home built in 1968. This property is not currently available for sale. 28 Hitching Post Ln was last sold on Jul 18, 2018 for $1,167,500. The current Trulia Estimate for 28 Hitching Post Ln is $2,354,600.