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$1,599,000
10 Days On Site

106 Random Farms Drive
Chappaqua, NY 10514

For Sale|Single Family Residence|Active
5
Beds
3
Full Baths
1
Partial Bath
3,859
SqFt
$414
/SqFt
1920
Built
Subdivision:
Random Farms
County:
Westchester
Listing courtesy of Houlihan Lawrence Inc. wnolan@houlihanlawrence.com
Call Now: (516) 697-8663
Is this the home for you? We can help make it yours.
(516) 697-8663
Upcoming Open Houses
Sun, May 18 4 PM - 6 PM UTC
106 Random Farms Drive106 Random Farms Drive106 Random Farms Drive106 Random Farms Drive
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Monthly Payment (Est.)

$7,295
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

A rare gem in the coveted Random Farms community, this original estate home is truly exceptional. This lovingly-maintained 5-bedroom Colonial boasts an open layout and a private backyard retreat, feeling incredibly welcoming and spacious. The first floor includes a bright and airy alcove that leads into a grand dining and living room featuring a striking fireplace and a powder room. The eat-in kitchen with laundry area flows into a private family room with vaulted ceilings and a stunning floor-to-ceiling pebble fireplace. Additionally, there is an expansive primary bedroom/guest room with brand new wood floors, an en-suite bathroom, and a walk-in closet, with french doors opening up to the lush and private yard. The second floor offers three bedrooms, one with a fireplace, a full hall bath, and a spacious primary bedroom with an updated en-suite bathroom and ample closet space. The backyard features a patio with beautiful stonework, and plenty of serene privacy. HOA fees cover the Community Center, pool, tennis courts, and clubhouse. Conveniently located near schools, Metro North, hiking trails, parks, and shopping, this is truly a unique opportunity to own a spectacular home in Chappaqua!

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Listing Snapshot
Price 
$1,599,000
Days On Site 
10 Days
Bedrooms 
5
Inside Area (SqFt) 
3,859 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.89 Acres
Year Built 
1920
MLS® Number 
844886
Status 
Active
Property Tax 
$32,481.93
HOA/Condo/Coop Fees 
$360 monthly
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 weeks agoListing first seen on site
2 weeks agoListing updated with changes from the MLS®
General Features
Acres 
0.89
Attached Garage 
Yes
Garage 
Yes
Garage Spaces 
2
Parking 
AttachedDrivewayGarage Door OpenerGarage
Parking Spaces 
2
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Public Sewer
Stories 
Two
Style 
Colonial
Water Source 
Public
Interior Features
Appliances 
CooktopDishwasherDryerRefrigeratorWasher
Basement 
Partial
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
3
Flooring 
Hardwood
Heating 
Forced AirOilPropane
Interior 
Ceiling Fan(s)ChandelierEat-in KitchenEntrance FoyerMaster DownstairsPantry
Window Features 
BlindsDrapesScreensSkylight(s)
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Exterior Features
Construction Details 
Wood Siding
Lot Features 
LevelNear Public TransitSprinklers In FrontSprinklers In Rear
Patio And Porch 
DeckPatioPorch
Pool Features 
Community
Windows/Doors 
BlindsDrapesScreensSkylight(s)
Community Features
Association Amenities 
ClubhousePark
Association Dues 
360
Community Features 
ClubhouseParkPoolTennis Court(s)
HOA Fee Frequency 
Monthly
School District 
Chappaqua
Schools
School District
Chappaqua
Elementary School
Westorchard
Middle School
Seven Bridges Middle School
High School
Horace Greeley High School
Listing courtesy of Houlihan Lawrence Inc. wnolan@houlihanlawrence.com


Based on information submitted to the MLS GRID as of 2025-05-18 01:35 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
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