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291 Roaring Brook Road
Courtesy of Houlihan Lawrence Inc., Rachel Lacoste Listing Contact: 914-238-4766 
Leased

291 Roaring Brook Road

291 Roaring Brook Road, Chappaqua, NY 10514

$14,000/month
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.

4
beds

4
baths

4,644 Sq.Ft. LIVING AREA

2.19 Acres lot

Features & Amenities

Interior

  • total bedrooms4
  • Total bathrooms4
  • full bathrooms3
  • half bathroom1
  • Laundry room Laundry Room
  • Flooring Hardwood
  • Fireplace Family Room
  • APPLIANCES Dishwasher, Dryer, Freezer, Gas Oven, Gas Range, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
  • other 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)

Area & Lot

  • Status Leased
  • Date Leased April 24, 2026
  • Living Area4,644 Sq.Ft.
  • Total Area4,644 Sq.Ft.
  • Lot Area2.19 Acres
  • MLS® ID954764
  • TypeResidential
  • YEAR BUILT1750
  • NeighborhoodChappaqua
  • Architecture StylesColonial, Mini Estate
  • Elementary SchoolRoaring Brook
  • Middle SchoolRobert E Bell School
  • High SchoolHorace Greeley High School
  • School DistrictChappaqua

Exterior

  • Garage Space2.0
  • water SourcePublic
  • utilitiesElectricity Connected, Trash Collection Public, Water Connected
  • lot featuresGarden, Landscaped, Level, Near Public Transit, Near School, Near Shops, Part Wooded, Private, Sloped, Stone/Brick Wall
  • parkingDriveway, Electric Vehicle Charging Station(s), Garage, Private
  • HEAT TYPEHeat Pump, Natural Gas, Oil, Solar
  • AIR CONDITIONINGCentral Air
  • sewerSeptic Tank
  • security FeaturesFire Alarm, Smoke Detector(s)
  • other exterior FeaturesBalcony, Garden, Lighting, Mailbox, Playground

Financial

  • Lease Price$14,000/mo
  • Lease Term 12 MONTHS
Rachel Lacoste

Rachel Lacoste

Chappaqua

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Work With Rachel

Whether buying, selling, or renting, Rachel is committed to delivering an elevated, individualized experience centered on her clients. Her passion for learning, dedication to exceptional service, and knowledge of the Westchester market make her a trusted resource and relationship-driven agent for every step of the real estate journey.

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