291 Roaring Brook Rd

(203) 228-2264
Check Availability
Chappaqua, NY 10514

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291 Roaring Brook Rd

291 Roaring Brook Rd
Chappaqua, NY 10514
(203) 228-2264
291 Roaring Brook Rd in Chappaqua, NY - Building Photo
4 Bedroom - Home for Rent
  • 4BR, 3.5BAHome
  • $11,500Pricing
  • 4,644Square Feet
  • 03-27-2026Availability

About 291 Roaring Brook Rd

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 the 10514 Zip code of Chappaqua, NY.

Property Contact Info

Contact: Rachel Lacoste

Lease Terms

  • 12

Features and Amenities

On-Site Services

  • Garden Style

Interior Features

  • Heat Type Electric
  • Air Conditioning
Google Map

Map

291 Roaring Brook Rd, Chappaqua, NY 10514

Frequently Asked Questions about 291 Roaring Brook Rd

What type of rental is available at 291 Roaring Brook Rd?

There is currently a 4 Bed 3 Bath Home for rent with 4,644 sq ft listed at 291 Roaring Brook Rd. It is Available March 27, 2026.

How much is the rent at 291 Roaring Brook Rd?

The rental at 291 Roaring Brook Rd is currently listed at $11,500.

What area of town is 291 Roaring Brook Rd located in?

291 Roaring Brook Rd is in the 10514 Zip Code of Chappaqua, NY.

Points of Interest

Time and distance from 291 Roaring Brook Rd.

Big Box and Retail

Kohl's

777 Bedford Rd
7 minute drive / 3.72 miles away

Walgreens

78 Croton Ave
11 minute drive / 5.16 miles away

Lowe's

3200 Crompond Rd
18 minute drive / 8.51 miles away

Colleges and Universities

Pace University - Pleasantville Campus

861 Bedford Road
9 minute drive / 4.34 miles away

Pace University - Briarcliff Campus

235 Elm Road
9 minute drive / 4.48 miles away

New York Medical College

Administration Building -40 Sunshine Cottage Rd
15 minute drive / 7.18 miles away

Groceries

Whole Foods

20 The Crossing Ln
1 minute drive / 0.3 miles away

Iga

1059 North St
14 minute drive / 6.93 miles away

Stop & Shop

600 White Plains Rd
19 minute drive / 9.22 miles away

Hospitals

Northern Westchester Hospital

400 East Main Street
4 minute drive / 2.18 miles away

Blythedale Children's Hospital

95 Bradhurst Avenue
13 minute drive / 6.39 miles away

Westchester Medical Center

100 Woods Rd
14 minute drive / 6.78 miles away

Shopping Centers

Chappaqua Crossing

Sawmill Pky
1 minute drive / 0.31 miles away

Horace Greeley Village

423 King St
4 minute drive / 1.4 miles away

Crossroads Shopping Center

657 E Main St
4 minute drive / 1.64 miles away

291 Roaring Brook Rd has 5 shopping centers within 2.4 miles.

Transit Stations

Chappaqua Station-Harlem Line

5 minute drive / 1.74 miles away

Pleasantville Station-Harlem Line

7 minute drive / 3.58 miles away

Bedford Hills Station-Harlem Line

10 minute drive / 5.04 miles away

Nearby Neighborhoods

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Studio to 4 Bedroom Apartments from $1,700
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Nearby Apartments

Rental Price Ranges in the Area

BedroomAverage RentCheapest RentHighest Rent
Chappaqua Studio Apartments $2,587$1,350$3,199
Chappaqua 1 Bedroom Apartments $3,378$1,975$8,945
Chappaqua 2 Bedroom Apartments $4,503$2,450$10,000+
Chappaqua 3 Bedroom Apartments $6,361$2,913$10,000+

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Viewing: 291 Roaring Brook Rd | Desktop Version | Listing Updated: 02/13/2026