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283-289, 299 Starr Ridge Road

Brewster, NY 10509
  • $4,150,000
  • STATUS: Active
  • MLS #: 1049294
UPDATED: 69 min ago
$4,150,000
  • 8
    BEDS
  • 10.49
    ACRES
  • 6
    BATHS
  • 1
    1/2 BATHS
  • 6,423
    SQFT
  • $646
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1918
County:
Area:

School Information

Elementary School:
School District:

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.

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© 2026 OneKey MLS. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or This Old Hudson Team at Houlihan Lawrence. Data last updated: 2026-10-15T15:23:26.537.
www.thisoldhudsonrealestate.com/homes/181201447
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283-289, 299 Starr Ridge Road Brewster, NY 10509

  • Price: $4,150,000
  • Status: Active
  • On Site: Days
  • Updated: 69 min ago
  • MLS #: 1049294
8
Beds
6
Baths
1
½ Baths
10.49
Acres
6,423
SQFT
$646
$/SQFT
1918
Built
Neighborhood:
Southeast
County:
Putnam
Area:
Southeast
Elementary School:
Pequenakonck Elementary School
Middle School:
North Salem Middle/ High School
High School:
North Salem Middle/ High School
School District:
North 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.
Exterior Features

Architectural Style CottageCraftsmanEstate Carport YN No Construction Materials Stone Exterior Features Garden Foundation Details Stone Garage YN Yes Lot Features Back YardClearedGardenLandscapedLevelPrivateRolling SlopeViews Parking Features AttachedDriveway Pool Private YN No Property Attached YN No View Mountain(s)Panoramic Waterfront YN No

Interior Features

Appliances DishwasherDryerFreezerGas RangeRefrigeratorWasher Attic Walkup Basement Details Unfinished Basement YN Yes Cooling Central Air Fireplace YN Yes Flooring ConcreteHardwood Interior Features First Floor BedroomBeamed CeilingsBuilt-in FeaturesGranite CountersKitchen IslandNatural WoodworkOriginal Details Rooms Total 10

Property Features

Additional Fees YN No Association YN No Down Payment Resource YN No Heating Propane Horse YN Yes Lease Considered YN No Other Equipment Generator Other Structures ArenaBarn(s)Guest HouseResidenceStable(s) Property Sub Type Single Family Residence Senior Community YN No Sewer Septic Tank Spa YN No Special Listing Conditions None Tax Annual Amount 49209 Tax Source Municipality Utilities Electricity Connected Water Access YN No Water Source Well

Listing courtesy of William T. Stuart of Berkshire Hathaway HS NE Prop: 203-438-9501
© 2026 OneKey MLS. All rights reserved.


© 2026 OneKey MLS. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or This Old Hudson Team at Houlihan Lawrence. Data last updated: 2026-10-15T15:23:26.537.
 
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Hudson NY, 12534