74 Random Farms Cir, Chappaqua, NY 10514
Property image
Property image
OFF MARKET

74 Random Farms Cir
Chappaqua, NY 10514

  • 5 Beds
  • 5.5 Baths
  • 6,261 sqft (on 0.82 acres)

$2,171,500

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $13,725/mo*
Refinance Your Home

$2,171,500

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $13,725/mo*
Refinance Your Home
5 Beds
5.5 Baths
6,261 sqft
(on 0.82 acres)

Local Information

  • Map ViewExplore the area around 74 Random Farms Cir.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1994
Lot Size
0.82 acres
Living Area
6,261 sqft
Price/Sqft
$347
Parking
Garage

About this House

Welcome to 74 Random Farms Circle, a spectacular light filled center hall Colonial in the sought after Random Farms community. Truly a "Smart/ Green Home" it boasts solar panels, full ethernet wiring, intercom system, speakers, Tesla charger & exterior cameras. A true 5 Bdrm/6 Bth home with 3 finished levels! Enormous chef's eat-in kitchen w/ granite countertops opening to family room w/ dramatic stone fireplace; formal living and dining room and large deck for entertaining and family fun. Choose from two 1rst floor private offices, one with it s own separate entrance and full bath, perfect for working from home! Master bdrm suite w/ 4 additional bdrms and 2 bths complete 2nd floor. 1772 sq' walk out garden level; ideal for entertaining/gym or in-law quarters. Major updates include a full house generator,roof (2016), HVAC, freshly painted exterior, boiler. Impeccably maintained on level property. Enjoy community pool, tennis/sport court and club house. Low taxes!
74 Random Farms Cir, Chappaqua, NY 10514 is a 5 bedroom, 6 bathroom, 6,261 sqft single-family home built in 1994. It last sold for $1,295,000 on Nov 10, 2020. It is currently off market. The Trulia Estimate is $2,171,500, with a rent estimate of $12,500/month.

Home Details for 74 Random Farms Cir

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1994
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

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

Community

Units in Building: 1

Lot Information

Lot Area: 0.82 acres

Price History for 74 Random Farms Cir

DatePriceEventSource
11/10/2020$1,295,000Sold
OneKey® MLS as distributed by MLS GRID #H6054092
07/27/2020$1,299,000PendingAgent Provided
07/17/2020$1,299,000Listed For SaleAgent Provided
03/16/1995$665,000Sold
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$235,500
Home facts updated by county records

Comparable Sales for 74 Random Farms Cir

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
73 Random Farms Drive, Chappaqua, NY
0.12
Single-Family Home
$1,800,000
10/09/25
5
4.5
5,089
43 Random Farms Circle, Chappaqua, NY
0.25
Single-Family Home
$1,660,000
10/03/25
5
4.5
5,357
114 Random Farms Drive, Chappaqua, NY
0.25
Single-Family Home
$2,510,000
06/11/26
5
4.5
5,792
106 Random Farms Drive, Chappaqua, NY
0.27
Single-Family Home
$1,600,000
08/22/25
5
3.5
3,859
92 Random Farms Drive, Chappaqua, NY
0.26
Single-Family Home
$2,282,000
08/11/25
4
5
5,254
35 Whitlaw Lane, Chappaqua, NY
0.29
Single-Family Home
$1,775,000
02/20/26
4
3.5
3,732
9 Whitlaw Lane, Chappaqua, NY
0.27
Single-Family Home
$1,655,800
04/21/26
4
2.5
2,932
12 Whitlaw Ln, Chappaqua, NY
0.22
Single-Family Home
$925,000
02/13/26
4
3
2,745
31 Whitlaw Ln, Chappaqua, NY
0.27
Single-Family Home
$1,700,000
01/20/26
4
2
2,707
326 Millwood Road, Chappaqua, NY
0.29
Single-Family Home
$999,000
08/18/25
3
3.5
2,313

Nearby homes

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Assigned Schools

These are the assigned schools for 74 Random Farms Cir.
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
    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

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Apartments for Rent

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Explore by feature - Garage

Explore by feature - Air Conditioning

11 rentals with air conditioning in Chappaqua, NY

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10 rentals with a washer/dryer in Chappaqua, NY

Homes for sale near 74 Random Farms Cir

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Off Market Homes Near 74 Random Farms Cir

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Frequently asked questions about 74 Random Farms Cir

  • What is 74 Random Farms Cir estimated to be worth?
    Trulia's estimated value for 74 Random Farms Cir in Chappaqua, NY is $2,171,500.
  • What is the price history for 74 Random Farms Cir?
    74 Random Farms Cir in Chappaqua, NY last sold for $1,295,000 in November 2020.
  • 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 74 Random Farms Cir have air conditioning?
    Yes, 74 Random Farms Cir in Chappaqua, NY has air conditioning.
  • How big is the lot at 74 Random Farms Cir?
    The lot at 74 Random Farms Cir in Chappaqua, NY is about 0.82 acres (35,776 sq ft).