Date
Details
Price
Change
Source
2/11/2026
Listed
$11,500
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$11,500
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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, stained glass windows, and a working fireplace. 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 façade, 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.
Full Property Details
Full Property Details for 291 Roaring Brook Rd
General
- Rent: $11,500
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 954764
- Updated: 2/11/2026
- Added to Site: 16 day(s) ago
Rental Information
- Rent Includes: Grounds Care, Trash Collection
Interior
- Number of Rooms: 14
- Interior Features: 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)
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Family Room
- Appliances: Dishwasher, Dryer, Freezer, Gas Oven, Gas Range, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
- Laundry Facilities: Yes
- Furnished: Yes
- Furnishings: Furnished
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Additional Information
- Security/Safety: Fire Alarm, Smoke Detector(s)
Exterior
- Exterior Features: Balcony, Garden, Lighting, Mailbox, Playground
- Porch/Patio/Deck: Patio
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Driveway, Electric Vehicle Charging Station(s), Garage, Private
Location
- County: Westchester County
School Information
- High School District: Chappaqua
- Elementary School: Roaring Brook
- Middle School: Robert E Bell School
- High School: Horace Greeley High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Heat Pump, Natural Gas, Oil, Solar
- Heating Zones: 3
Utilities
- Sewer: Septic Tank
- Water: Public
- Utility Description: Electricity Connected, Trash Collection Public, Water Connected
Structural Information
- Architectural Style: Colonial, Mini Estate
- Detached/Attached: Detached
- Construction: Cedar, Frame, Shingle Siding
- Windows: Blinds, Double Pane Windows, New Windows
- Entry Floor Number: 1
- Building Size: 4644
- Square Feet: 4,644
- Sq. Ft. Source: Public Records
- Year Built: 1750
Additional Structures
- Other Structures: Garage(s)
Lot Features
- Lot Size (Acres): 2.19
- Lot Size (Sq. Ft.): 95,396
- Road Maintenance: Tenant
- Fence: Yes
- Lot Features: Garden, Landscaped, Level, Near Public Transit, Near School, Near Shops, Part Wooded, Private, Sloped, Stone/Brick Wall
- Fencing (Description): Partial
Financial Considerations
- Security Deposit: $11,500
Disclosures and Reports
- Special Conditions: See Remarks
- Inclusions: Fully Furnished
- Property ID: 3600-092-008-00003-000-0009
Listed by Houlihan Lawrence Inc.
Schools
Schools serving 291 Roaring Brook Rd
School District:Chappaqua Central School District
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 291 Roaring Brook Rd
291 Roaring Brook Road, Chappaqua, NY 10514 (MLS# 954764) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 291 Roaring Brook Road is currently listed for rent at $11,500 and was received on February 11, 2026. Want to learn more about 291 Roaring Brook Road? Do you have questions about finding other real estate for sale or rent in Chappaqua? You can browse all Chappaqua rentals or contact a Coldwell Banker agent to request more information.