
291 Roaring Brook Rd, Chappaqua, NY 10514
291 Roaring Brook Rd, Chappaqua, NY 10514
Unit
- $11,500 / month
- 4 Beds
- 3.5 Baths
- 4644 sq. ft.
- Available Mar 27
Map of 291 Roaring Brook Rd
Nearby Colleges and Universities
School
Commute Time (Distance)
Pace University, Pleasantville
Drive: 8 min (5 mi)
Drive: 11 min (6.9 mi)
Drive: 13 min (8.9 mi)
Drive: 17 min (10.6 mi)
Details
Property Information
- 1 unit
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
One-Time Basics
Property Fee Disclaimer Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Home Features
- Air Conditioning
Transit



Moving to Outlying Westchester County, Chappaqua, NY
Shopping Centers
Shoppers will appreciate 291 Roaring Brook Rd proximity to Chappaqua Crossing. Chappaqua Crossing is 0.8 miles away.
Parks and Recreation
Recreational activities near 291 Roaring Brook Rd are plentiful. Discover 1 park within 5 miles, including Pace University Environmental Center.
Airports
Living in Outlying Westchester County provides easy access to Westchester County, located just 19 minutes from 291 Roaring Brook Rd. Another nearby airport is LaGuardia, located 36.3 miles away.
Property Details
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.
Based on information submitted to the MLS GRID as of [see last changed date above]. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Prices displayed on all Sold listings are the Last Known Listing Price and may not be the actual selling price.
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.
Based on information submitted to the MLS GRID as of [see last changed date above]. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Prices displayed on all Sold listings are the Last Known Listing Price and may not be the actual selling price.
291 Roaring Brook Rd is located in Chappaqua, NY in the 10514 zip code.
Contact
Chappaqua, NY 10514

Information Copyright 2026, OneKey® MLS. All Rights Reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.
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