Skip To Content

106 Random Farms Drive

Chappaqua, NY 10514
  • $1,600,000
  • STATUS: Closed
  • ON SITE: 464 Days
  • MLS #: 844886
Sold - 08/22/2025
$1,600,000
SOLD - 08/22/2025
  • 5
    BEDS
  • 0.89
    ACRES
  • 3
    BATHS
  • 1
    1/2 BATHS
  • 3,859
    SQFT
  • $0
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1920
County:
Area:

School Information

Elementary School:
School District:

Description

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!

Monthly Payment Calculator



© 2026 OneKey MLS. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or DeSimone Real Estate. Data last updated: 2026-08-15T07:21:44.85.
www.desimonerestate.com/homes/163454658
Print Image

106 Random Farms Drive Chappaqua, NY 10514

  • Price: $1,599,000
  • Status: Closed
  • On Site: 464 Days
  • Updated: 73 min ago
  • MLS #: 844886
5
Beds
3
Baths
1
½ Baths
0.89
Acres
3,859
SQFT
$0
$/SQFT
1920
Built
Neighborhood:
Random Farms
County:
Westchester
Area:
New Castle
Elementary School:
Westorchard
Middle School:
Seven Bridges Middle School
High School:
Horace Greeley High School
School District:
Chappaqua
Property Description
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!
Exterior Features

Architectural Style Colonial Carport YN No Construction Materials FrameWood Siding Exterior Features Mailbox Garage YN Yes Levels Two Lot Features LevelNear Public TransitNear SchoolNear ShopsPart WoodedStone/Brick WallSprinklers In FrontSprinklers In Rear Parking Features AttachedDrivewayGarage Door OpenerGarage Parking Total 2 Patio And Porch Features DeckPatioPorch Pool Features Community Property Attached YN No Road Responsibility Public Maintained Road Waterfront YN No Window Features BlindsDrapesScreensSkylight(s)

Interior Features

Appliances CooktopDishwasherDryerRefrigeratorWasherOil Water Heater Attic Pull Stairs Basement Details Bilco Door(s)Partial Basement YN Yes Cooling Central Air Fireplace YN Yes Fireplaces Total 3 Flooring Hardwood Interior Features Ceiling Fan(s)ChandelierEat-in KitchenEntrance FoyerMaster DownstairsPantryWalk-In Closet(s) Number Of Heating Zones 2 Rooms Total 8 Security Features Security SystemVideo Cameras

Property Features

Additional Fees YN No Association Amenities ClubhousePark Association Fee 360 Association Fee Frequency Monthly Association Fee Includes Common Area Maintenance Association YN Yes Community Features ClubhouseParkPoolTennis Court(s) Down Payment Resource YN No Electric Company Con-Edison Heating Forced AirOilPropane Lease Considered YN No Property Sub Type Single Family Residence Senior Community YN No Sewer Public Sewer Special Listing Conditions None Street View Param 1$41.202938$-73.776012$111.76$13.33$1.00$dItSIDe9kMvVI6r4vgxzeQ Tax Annual Amount 32481.93 Tax Source Municipality Utilities Trash Collection Public Water Source Public

Listing courtesy of Wendy Nolan of Houlihan Lawrence Inc.: 914-238-4766
© 2026 OneKey MLS. All rights reserved.


© 2026 OneKey MLS. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or DeSimone Real Estate. Data last updated: 2026-08-15T07:21:44.85.
 
Logo
DeSimone Real Estate
2005 Palmer Ave
Larchmont NY, 10538