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Dan Smalley
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283-289, 299 Starr Ridge Road, Brewster, NY 10509

$4,150,000
  • 283-289, 299 Starr Ridge Road, Brewster, NY 10509 Main Photo

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New to the Market Active
BEDS8 BATHS6 full 1 partial SQUARE FEET6,423 MLS#1049294
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLNorth Salem

Property Description

OldWalls. A storied Arts and Crafts estate of extraordinary beauty, provenance, and character - set on more than 10 private acres, just 55 miles from New York City in the heart of Horse Country. Once the home and studio retreat of world-renowned American sculptor Chester Beach and his wife, artist Eleanor Beach, this remarkable early-1900s compound evokes the romance and craftsmanship of a European country estate. The property encompasses 4 distinctive buildings, anchored by an enchanting four-bedroom stone residence that has been meticulously updated and maintained, while preserving its original architecture and artistic legacy. Artisan Plaster walls, hand-crafted stonework, breathtaking stained glass, sculpted natural light, and beautifully proportioned rooms create interiors that feel at once refined, welcoming, and entirely unique. The living room is crowned by one of the estate's most treasured features: a collection of 112 original bird paintings created by Eleanor Beach and incorporated into the ceiling. The separate guest studio provides an additional retreat with a kitchen, bathroom, sleeping loft, and a jaw-dropping stone fireplace. A 1940's guest cottage offers yet another guest oasis featuring a brick floored kitchen, bathroom, living room with fireplace, screened-in porch, 2 bedrooms and a sleeping loft. For the Equestrian, the five-stall barn includes a spacious one-bedroom groom's apartment, run-outs, rolling grass turnout paddocks, riding fields with access to trails, and a sand riding arena. Beyond the remarkable structures, sweeping lawns and preserved countryside frame breathtaking western vistas extending as far as 80 miles. Formal gardens, stone patios, whimsical terraces, and enchanting porches converge to create a series of rare, transcendent outdoor sanctuaries - the kind of spaces that feel entirely removed from the ordinary world. Rich in history and sensitively stewarded by its current owners, Oldwalls is more than a residence - it is a rare and enduring work of art, offering privacy, versatility, and an unmistakable sense of place. Two tax parcels.

283-289, 299 Starr Ridge Road | MLS# 1049294

This single family home located at 283-289, 299 Starr Ridge Road, Brewster, NY 10509 is currently listed for sale with an asking price of $4,150,000. This property was built in 1918 and has 8 bedrooms and 6 full and 1 partial baths with 6423 sq. ft. 283-289, 299 Starr Ridge Road is located within the North Salem school district. Search Brewster real estate on www.dansmalleyrealtor.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Unfinished
Cooling: Central Air
Garage: 1
Heating: Propane
Home Style: Cottage, Craftsman, Estate
Lot Size: 10.49 Acres
Taxes: $38,631
Year Built: 1918

Amenities

First Floor Bedroom
Beamed Ceilings
Built-in Features
Granite Counters
Kitchen Island
Natural Woodwork
Original Details
Garden

Feature Descriptions

Appliances: Dishwasher, Dryer, Freezer, Gas Range, Refrigerator, Washer
Attic: Walkup
Days on Site: 3
Exterior: Stone
Fireplace Y/N: Yes
Flooring: Concrete, Hardwood
GarageY/N: Yes
HorseY/N: Yes
Lot Features: Back Yard, Cleared, Garden, Landscaped, Level, Private, Rolling Slope, Views
On Market Date: 2026-09-17
Other Structures: Arena, Barn(s), Guest House, Residence, Stable(s)
Parcel Number: 373089-079-000-0001-009-000-0000
Parking Features: Attached, Driveway
Rental Term: Monthly
Rooms Total: 10
Sewer: Septic Tank
Special View Info: Mountain(s), Panoramic
Utilities: Electricity Connected
Water: Well

Local Schools

High School: North Salem Middle/ High School
Middle School: North Salem Middle/ High School
Elementary School: Pequenakonck Elementary School
School District: North Salem

Estimate Your Payment

Estimated Payment

$ 25,414.33 per month $20,984.66 Principal & Interest $3,219.25 Property Tax $1,210.42 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Listed By / Shown By

Listing By

Agency Name: Berkshire Hathaway HS NE Prop
Agency Contact: 203-438-9501

agent picture

Shown By

Agent Name: Dan Smalley
Agent Phone: Cell: (631) 469-8957
Agency Title: Coldwell Banker American Homes

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