
106 Random Farms Dr Chappaqua, NY 10514
Estimated payment $11,780/month
Highlights
- Colonial Architecture
- Clubhouse
- Property is near public transit
- Horace Greeley High School Rated A+
- Deck
- Partially Wooded Lot
About This Home
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!
Listing Agent
Houlihan Lawrence Inc. Brokerage Phone: 914-238-4766 License #40NO0849370 Listed on: 05/07/2025

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $32,482
Year Built
- Built in 1920
Lot Details
- 0.89 Acre Lot
- Stone Wall
- Level Lot
- Front and Back Yard Sprinklers
- Partially Wooded Lot
HOA Fees
- $360 Monthly HOA Fees
Parking
- 2 Car Attached Garage
- Garage Door Opener
- Driveway
Home Design
- Colonial Architecture
- Frame Construction
- Wood Siding
Interior Spaces
- 3,859 Sq Ft Home
- 2-Story Property
- Ceiling Fan
- Skylights
- Chandelier
- 3 Fireplaces
- Window Screens
- Entrance Foyer
- Wood Flooring
- Partial Basement
- Home Security System
Kitchen
- Eat-In Kitchen
- Cooktop
- Dishwasher
Bedrooms and Bathrooms
- 5 Bedrooms
- Primary Bedroom on Main
- Walk-In Closet
Laundry
- Dryer
- Washer
Outdoor Features
- Deck
- Patio
- Private Mailbox
- Porch
Location
- Property is near public transit
Schools
- Westorchard Elementary School
- Seven Bridges Middle School
- Horace Greeley High School
Utilities
- Forced Air Heating and Cooling System
- Heating System Uses Oil
- Heating System Uses Propane
- Oil Water Heater
Listing and Financial Details
- Assessor Parcel Number 3600-081-011-00001-000-0007
Community Details
Overview
- Association fees include common area maintenance
Amenities
- Clubhouse
Recreation
- Tennis Courts
- Community Pool
- Park
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2024 | $3,760 | $192,700 | $90,000 | $102,700 |
2023 | $31,763 | $192,700 | $90,000 | $102,700 |
2022 | $35,839 | $192,700 | $90,000 | $102,700 |
2021 | $35,462 | $224,190 | $90,000 | $134,190 |
2020 | $34,900 | $224,190 | $90,000 | $134,190 |
2019 | $132,624 | $224,190 | $90,000 | $134,190 |
2018 | $34,191 | $224,190 | $90,000 | $134,190 |
2017 | $0 | $224,190 | $90,000 | $134,190 |
2016 | $33,419 | $224,190 | $90,000 | $134,190 |
2015 | -- | $224,190 | $90,000 | $134,190 |
2014 | -- | $224,190 | $90,000 | $134,190 |
2013 | -- | $224,190 | $90,000 | $134,190 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
06/16/2025 06/16/25 | Pending | -- | -- | -- |
05/07/2025 05/07/25 | For Sale | $1,599,000 | +48.7% | $414 / Sq Ft |
11/23/2021 11/23/21 | Sold | $1,075,000 | 0.0% | $279 / Sq Ft |
10/13/2021 10/13/21 | Pending | -- | -- | -- |
10/05/2021 10/05/21 | Off Market | $1,075,000 | -- | -- |
09/18/2021 09/18/21 | Price Changed | $1,075,000 | -6.5% | $279 / Sq Ft |
06/30/2021 06/30/21 | Price Changed | $1,150,000 | -6.1% | $298 / Sq Ft |
06/16/2021 06/16/21 | Price Changed | $1,225,000 | -1.9% | $317 / Sq Ft |
06/16/2021 06/16/21 | Price Changed | $1,249,000 | -2.0% | $324 / Sq Ft |
05/27/2021 05/27/21 | For Sale | $1,275,000 | -- | $330 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Deed | $412,500 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Open | $250,000 | Credit Line Revolving | |
Closed | $200,000 | Credit Line Revolving |
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Source: OneKey® MLS
MLS Number: 844886

APN: 3600-081-011-00001-000-0007
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