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!
Sold for $1,600,000
$1,600,000
106 Random Farms Drive, Chappaqua, NY 10514
5beds
3,859sqft
Single Family Residence, Residential
Built in 1920
0.89 Acres Lot
$1,687,200 Zestimate®
$415/sqft
$8,242 Estimated rent
Home value
$1,687,200
$1.52M - $1.89M
$8,242/mo
Zestimate® history
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List your homeWhat's special
Private backyard retreatBright and airy alcoveBeautiful stoneworkSerene privacyLush and private yardEn-suite bathroomUpdated en-suite bathroom
Zillow last checked:
Listing updated:
Listed by:
Wendy Nolan 914-610-6334,
Houlihan Lawrence Inc. 914-238-4766
Bought with:
Rachel Lacoste, 10401376398
Houlihan Lawrence Inc.
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 844886
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Other
- Description: Entry Foyer, Formal Sitting Room, Dining Room, Eat-in Kitchen to Patio, Family Room, Master or Play Room w/ En-suite Bath and Walk-in Closet, Powder Room w/ Storage
- Level: First
Other
- Description: First Bedroom w/Fireplace, Second Bedroom, Third Bedroom, Full Bath, Master Bedroom w/ En-suite Bath and Large Closets
- Level: Second
Heating
- Forced Air, Oil, Propane
Cooling
- Central Air
Appliances
- Included: Cooktop, Dishwasher, Dryer, Refrigerator, Washer, Oil Water Heater
Features
- Ceiling Fan(s), Chandelier, Eat-in Kitchen, Entrance Foyer, Master Downstairs, Pantry
- Flooring: Hardwood
- Windows: Blinds, Drapes, Screens, Skylight(s)
- Basement: Bilco Door(s),Partial
- Attic: Pull Stairs
- Number of fireplaces: 3
Interior area
- Total structure area: 3,859
- Total interior livable area: 3,859 sqft
Property
Parking
- Total spaces: 2
- Parking features: Attached, Driveway, Garage Door Opener, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Two
- Patio & porch: Deck, Patio, Porch
- Exterior features: Mailbox
- Pool features: Community
Lot
- Size: 0.89 Acres
- Features: Level, Near Public Transit, Near School, Near Shops, Stone/Brick Wall, Sprinklers In Front, Sprinklers In Rear
- Residential vegetation: Partially Wooded
Details
- Parcel number: 3600081011000010000007
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence, Residential
Materials
- Wood Siding
Condition
- Year built: 1920
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Trash Collection Public
Community & neighborhood
Security
- Security features: Security System, Video Cameras
Community
- Community features: Clubhouse, Park, Pool, Tennis Court(s)
Location
- Region: Chappaqua
- Subdivision: Random Farms
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $360 monthly
- Amenities included: Clubhouse, Park
- Services included: Common Area Maintenance
Other
Other facts
- Listing agreement: Exclusive Right To Sell
Price history
| Date | Event | Price |
|---|---|---|
| 8/22/2025 | Sold | $1,600,000+0.1%$415/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #844886 Report a problem | ||
| 6/16/2025 | Pending sale | $1,599,000$414/sqft |
Source: OneKey® MLS as distributed by MLS GRID #844886 Report a problem | ||
| 5/7/2025 | Listed for sale | $1,599,000+48.7%$414/sqft |
Source: OneKey® MLS as distributed by MLS GRID #844886 Report a problem | ||
| 11/23/2021 | Sold | $1,075,000$279/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6117168 Report a problem | ||
| 10/13/2021 | Pending sale | $1,075,000$279/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6117168 Report a problem | ||
| 10/5/2021 | Listing removed | -- |
Source: OneKey® MLS as distributed by MLS GRID #H6117168 Report a problem | ||
| 9/18/2021 | Price change | $1,075,000-6.5%$279/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6117168 Report a problem | ||
| 7/1/2021 | Price change | $1,150,000-6.1%$298/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6117168 Report a problem | ||
| 6/17/2021 | Price change | $1,225,000-3.9%$317/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6117168 Report a problem | ||
| 5/27/2021 | Listed for sale | $1,275,000+209.1%$330/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6117168 Report a problem | ||
| 9/26/1995 | Sold | $412,500$107/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $192,700 |
| 2024 | -- | $192,700 |
| 2023 | -- | $192,700 |
| 2022 | -- | $192,700 -14% |
| 2021 | -- | $224,190 |
| 2020 | -- | $224,190 |
| 2019 | -- | $224,190 |
| 2018 | -- | $224,190 |
| 2017 | -- | $224,190 |
| 2016 | -- | $224,190 |
| 2015 | -- | $224,190 |
| 2014 | -- | $224,190 |
| 2013 | -- | $224,190 -3.4% |
| 2012 | -- | $232,000 |
| 2011 | -- | $232,000 |
| 2010 | -- | $232,000 |
| 2009 | -- | $232,000 |
| 2008 | -- | $232,000 |
| 2007 | -- | $232,000 |
| 2006 | -- | $232,000 |
| 2005 | -- | $232,000 |
| 2004 | -- | $232,000 |
| 2003 | -- | $232,000 |
| 2002 | -- | $232,000 |
| 2001 | -- | $232,000 +34.9% |
| 2000 | -- | $172,000 |
| 1999 | -- | $172,000 |
Find assessor info on the county website
Neighborhood: 10514
Nearby schools
GreatSchools rating
- 8/10Seven Bridges Middle SchoolGrades: 5-8Distance: 0.3 mi
- 10/10Horace Greeley High SchoolGrades: 9-12Distance: 2.3 mi
Schools provided by the listing agent
- Elementary: Westorchard
- Middle: Seven Bridges Middle School
- High: Horace Greeley High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,687,200
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,687,200
- New York
- Westchester County
- Chappaqua
- 10514
- 106 Random Farms Drive
Nearby cities
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Other Chappaqua Topics
