29 Pine Cliff Rd, Chappaqua, NY 10514
OFF MARKET

29 Pine Cliff Rd
Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 2,687 sqft (on 0.29 acres)

$1,294,800

Trulia Estimate
as of Jul 13, 2026
Est. Refi. Payment $8,167/mo*
Refinance Your Home

$1,294,800

Trulia Estimate
as of Jul 13, 2026
Est. Refi. Payment $8,167/mo*
Refinance Your Home
3 Beds
3 Baths
2,687 sqft
(on 0.29 acres)

Local Information

  • Map ViewExplore the area around 29 Pine Cliff Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Front Porch Farmhouse Colonial in True Chappaqua Walk-to-Town & Train Neighborhood. And There's a Nature Park at the End of the Cul-de-Sac. Major 2001 Additions to This Charming 1934 Home Include An Expansive Family Room with French Doors to New Unilock Patio, Master Suite with a Fabulous Sitting Area, and Two Walk-In Closets. All New Windows & Exterior Doors, All New Wood Siding, Front Porch, Two Car Garage, & 30 Year Roof. Attention to Detail with Moldings, Built-ins, Office With French Doors to Patio and Lovely, Landscaped Flat Yard. Taxes Will Decrease Based on Contract Price !
29 Pine Cliff Rd, Chappaqua, NY 10514 is a 3 bedroom, 3 bathroom, 2,687 sqft single-family home built in 1934. It last sold for $389,900 on Jun 17, 1998. It is currently off market. The Trulia Estimate is $1,294,800, with a rent estimate of $6,127/month.

Home Highlights

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

Home Details for 29 Pine Cliff Rd

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Other, OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1.7000000476837158
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1934
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: 0.29 acres

Price History for 29 Pine Cliff Rd

DatePriceEventSource
12/11/2010$859,000ListingRemovedAgent Provided
10/31/2010$859,000Listed For SaleAgent Provided
06/17/1998$389,900Sold
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$162,180
Home facts updated by county records

Comparable Sales for 29 Pine Cliff Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
12 Spring Lane, Chappaqua, NY
0.26
Single-Family Home
$999,999
07/14/25
2
2.5
2,440
375 Quaker Road, Chappaqua, NY
0.29
Single-Family Home
$752,000
08/19/25
3
2.5
2,084
21 Kipp Street, Chappaqua, NY
0.25
Single-Family Home
$1,075,000
10/10/25
4
2.5
2,447
105 Douglas Road, Chappaqua, NY
0.34
Single-Family Home
$1,150,000
04/17/26
3
2.5
2,220
29 Meadow Lane, Chappaqua, NY
0.30
Single-Family Home
$1,300,033
03/27/26
4
2.5
2,445
29 Begg Drive, Chappaqua, NY
0.44
Single-Family Home
$1,250,023
09/12/25
3
2.5
2,000
45 Crossways, Chappaqua, NY
0.61
Single-Family Home
$1,560,000
08/07/25
3
2.5
2,246
31 Wynnewood Road, Chappaqua, NY
0.59
Single-Family Home
$1,530,000
09/12/25
4
3
2,420
12 Pond Hill Road, Chappaqua, NY
0.46
Single-Family Home
$1,445,000
08/07/25
3
3
2,652
10 Aldridge Rd, Chappaqua, NY
0.65
Single-Family Home
$1,425,000
10/14/25
3
3
2,300

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Assigned Schools

These are the assigned schools for 29 Pine Cliff Rd.
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.
  • 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
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  • Mereslavin
    "The commute is not too long and metro north is nice. Commuting into grand central is much nicer than commuting into penn."
    0
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  • 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
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  • 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
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  • 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
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  • 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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Off Market Homes Near 29 Pine Cliff Rd

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