BEDS4
BATHS3 full 1 partial
SQUARE FEET4,644
MLS#954764
STATUSActive
PROPERTY TYPERental - Single Family
SCHOOLChappaqua
Property Description
Welcome to the Jonathan Tompkins House, a true New Castle landmark dating back to 1750 where history and modern living intertwine. Ideally situated in the heart of Chappaqua and located within the award-winning Chappaqua School District, this fully furnished rental weaves centuries of New Castle's past into its walls. Original hand-hewn beams and stained glass evoke timeless old-world charm, seamlessly blended with the modern conveniences of today.Step inside the original Dutch door into the dramatic main living area featuring soaring 17-foot ceilings and stained glass windows. The main living space transitions into the oldest area of the home, the dining room, where exposed weathered beams lead into the beautifully updated chef's kitchen, complete with Viking and Sub-Zero stainless-steel appliances, generous storage, and a breakfast nook. Also conveniently located on the first floor are a half bath and full laundry room.The second level, accessible from both the dining room and main living area, includes four bedrooms, highlighted by a spacious primary suite with an ensuite bath and a hidden 'secret passage leading to a flexible bonus space ideal for a home office or library. Additional features include two more bathrooms, a second large living area, and a loft with balcony that can serve as a playroom or fifth bedroom.Set across two storybook acres, the home's timeless proportions are thoughtfully grounded in the landscape. A double portico entrance, two-car garage, and Tesla charging station enhance the stately Greek Revival facade, while discreet solar panels and an energy-efficient heat pump support comfortable, low-maintenance living. A generous flat patio and two-story fenced playground provide exceptional outdoor spaces designed for both everyday enjoyment and effortless entertaining.Conveniently located near Chappaqua Crossings, town, top-rated schools, dining, and just three miles from the Metro-North station, this beautifully fully furnished historic residence delivers privacy, charm, and modern living in one unforgettable setting.
Property Features
Property Type: Rental - Single Family
Cooling: Central Air
Fireplaces: 1
Garage: 2
Heating: Heat Pump, Natural Gas, Oil, Solar
Home Style: Colonial, Mini Estate
Lot Size: 2.19 Acres
Year Built: 1750
Amenities
Beamed Ceilings
Built-in Features
Cathedral Ceiling(s)
Chefs Kitchen
Double Vanity
Entertainment Cabinets
Entrance Foyer
Formal Dining
High Ceilings
High Speed Internet
His and Hers Closets
Marble Counters
Natural Woodwork
Original Details
Primary Bathroom
Recessed Lighting
Smart Thermostat
Soaking Tub
Walk-In Closet(s)
Balcony
Garden
Lighting
Mailbox
Playground
Feature Descriptions
Appliances: Dishwasher, Dryer, Freezer, Gas Oven, Gas Range, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
Building Area Total: 4644
Days on Site: 48
Exterior: Cedar, Frame, Shingle Siding
Fencing: Partial
Fireplace Features: Family Room
Fireplace Y/N: Yes
Flooring: Hardwood
Formal Dining: Yes
Furnished: Furnished
Furnished: Yes
GarageY/N: Yes
Heating Zones: 3
Inclusions: Fully Furnished
Laundry: Laundry Room
Lot Features: Garden, Landscaped, Level, Near Public Transit, Near School, Near Shops, Part Wooded, Private, Sloped, Stone/Brick Wall
On Market Date: 2026-02-11
Other Structures: Garage(s)
Parcel Number: 3600-092-008-00003-000-0009
Parking Features: Driveway, Electric Vehicle Charging Station(s), Garage, Private
Patio And Porch: Patio
Pets Allowed: No
Rental Term: Monthly
Rent Includes: Grounds Care, Trash Collection
Road Responsibility: Tenant
Rooms Total: 14
Security Features: Fire Alarm, Smoke Detector(s)
Sewer: Septic Tank
Utilities: Electricity Connected, Trash Collection Public, Water Connected
Water: Public
Window Features: Blinds, Double Pane Windows, New Windows
Wooded: Yes
Local Schools
High School: Horace Greeley High School
Middle School: Robert E Bell School
Elementary School: Roaring Brook
School District: Chappaqua
Listed By / Shown By
Listing By
Agency Name: Houlihan Lawrence Inc.
Agency Contact: 914-238-4766
Shown By
Agency Title: Coldwell Banker Choice Properties
Agency Phone: 833-88-CHOICE (2-4642)
Broker Headquarters, 621 Columbia St. Suite 800, Cohoes, NY 12047
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291 Roaring Brook Road | MLS# 954764
This property located at 291 Roaring Brook Road, Chappaqua, NY 10514 is currently listed for rent with an asking price of $11,500 / Monthly. Roaring Brook Road is located within the Chappaqua school district. Search Chappaqua real estate on www.coldwellbankerchoice.com today.