66 Spring Rd, Chappaqua, NY 10514
OFF MARKET

66 Spring Rd
Chappaqua, NY 10514

  • 2 Beds
  • 1.5 Baths
  • 1,190 sqft (on 0.26 acres)

$811,100

Trulia Estimate
as of Jun 12, 2026
Est. Refi. Payment $5,165/mo*
Refinance Your Home

$811,100

Trulia Estimate
as of Jun 12, 2026
Est. Refi. Payment $5,165/mo*
Refinance Your Home
2 Beds
1.5 Baths
1,190 sqft
(on 0.26 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Picture perfect village charmer with rocking chair front porch. Move-in condition home with hardwood floors and tall sun-drenching windows. Upstairs lives as a 3 bedroom home with its bonus room. First floor complete with cozy den/office room. Walk-out basement offers additional usable space. A private home with rustic stonewalls and large level side yard. New septic system in 2010. Close to Chappaqua's town center shopping, restaurants and train station.
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
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 66 Spring Rd

Interior Features

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

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
GarageParking: Garage Detached

Community

Units in Building: 1

Lot Information

Lot Area: 0.26 acres

Price History for 66 Spring Rd

DatePriceEventSource
10/26/2016$467,500Sold
OneKey® MLS as distributed by MLS GRID #H4621644
07/06/2016$480,000ListingRemovedAgent Provided
05/17/2016$480,000Listed For SaleAgent Provided
02/17/1999$296,500Sold
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$72,000
Home facts updated by county records

Homeowner tools

Estimated monthly rent$4,824/mo
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Homes for rent near 66 Spring Rd

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Comparable Sales for 66 Spring Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
624 Washington Avenue, Pleasantville, NY
0.51
Single-Family Home
$750,000
12/23/25
3
1
1,326
29 Begg Drive, Chappaqua, NY
0.11
Single-Family Home
$1,250,023
09/12/25
3
2.5
2,000
31 Wynnewood Road, Chappaqua, NY
0.14
Single-Family Home
$1,530,000
09/12/25
4
3
2,420
12 Spring Lane, Chappaqua, NY
0.35
Single-Family Home
$999,999
07/14/25
2
2.5
2,440
480 King St, Chappaqua, NY
0.86
Single-Family Home
$495,000
04/09/26
2
2
1,300
816 Hardscrabble Road, Chappaqua, NY
0.47
Single-Family Home
$799,000
11/03/25
3
3
2,444
105 Douglas Road, Chappaqua, NY
0.20
Single-Family Home
$1,150,000
04/17/26
3
2.5
2,220
689 Washington Avenue, Pleasantville, NY
0.47
Single-Family Home
$889,222
07/11/25
3
2.5
2,428
520 Washington Avenue, Pleasantville, NY
0.72
Single-Family Home
$685,000
08/25/25
3
1
1,686
26 Kipp St, Chappaqua, NY
0.27
Single-Family Home
$1,250,000
08/22/25
4
2
2,198

Nearby homes

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Assigned Schools

These are the assigned schools for 66 Spring 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 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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Homes for sale near 66 Spring Rd

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Off Market Homes Near 66 Spring Rd

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66 Spring Rd, Chappaqua, NY 10514 is a 2 bedroom, 2 bathroom, 1,190 sqft single-family home built in 1928. This property is not currently available for sale. 66 Spring Rd was last sold on Oct 26, 2016 for $467,500. The current Trulia Estimate for 66 Spring Rd is $811,100.