Active
8 beds6,423 sqft
299 Starr Ridge Rd, Brewster, NY 10509
Est: $24,665/moGet pre-approved
Single FamilyProperty Type
10.49 acresLot Size
1918Year Built
$646/sq ftPrice per sq ft
1 carParking Spaces

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...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.
1 day on Market
Last updated: 09/18/2026 12:26 PM • Source: ONEKEY as distributed by MLS GRID, MLS#: 1049294

Location

Listing Courtesy of Berkshire Hathaway HS NE Prop
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Payment Calculator

$24,665 per month

30 year fixed, 6.71% Interest

Principal and Interest

$21,445

Property Taxes

$3,219

HOA Dues

$0

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Property Information for 299 Starr Ridge Road

Property Details
  • Taxes: $38,631 / year
  • MLS Type: Single Family
  • City/Township: Southeast
  • View: Mountain(s), Panoramic
  • Architectural Style: Cottage, Craftsman, Estate
  • Garage Spaces: 1
  • Waterfront: No
Building Information
  • Year Built: 1918
  • Lot Size: 10.49 AC / 456,987 SF
Summary
Location and General Information
  • Senior Community YN: No
  • Directions: Bloomer Rd to Starr Ridge Rd.
  • Property Attached: No
  • Structure Type: Detached
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: North Salem
  • Elementary School District: North Salem
  • Elementary School: Pequenakonck Elementary School
  • Middle Or Junior School District: North Salem
  • Middle Or Junior School: North Salem Middle/ High School
  • High School District: North Salem
  • High School: North Salem Middle/ High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Room Information
Room 1 Information
  • Room Level: First
  • RoomDescription 1: Entry Foyer. Great Room w Stone Fireplace. Antique beams. Dining Room w Antique built-ins. French Doors out to Covered Terrace and Patio. Guest Bedroom w FP, En-Suite, and Door out. Living Room w Hand-Painted Ceiling, Large Picture Window. Wet Bar, Kitchen w Center Island, Banquette, Stone Work, French doors out to terrace. Powder Room. Office. Mud Room. Door to Attached Garage
Room 2 Information
  • Room Level: Second
  • Room Description: Primary Bedroom w En-Suite, FP, Large Walk-in Closet. Sun Room. Pocket Door to Bedroom. Hall Bath w Steam Shower and Radiant Floors. Guest Bedroom. Laundry Room.
Room 3 Information
  • Room Level: Other
  • Room Description: STUDIO: Stone Structure. Great Room with FP and Vaulted Ceilings. Kitchen w. Island and Copper Sink. Bathroom/Laundry. Bedroom with French Doors out to Lawn. Sleeping Loft.
Room 4 Information
  • Room Level: Other
  • Room Description: COTTAGE: Kitchen w. Brick Floor. Great Room w FP and Window Seat. Screened in Porch. Bedroom. Bathroom. Bedroom. Ladder Stairs to Large Sleeping Loft
Room 5 Information
  • Room Level: Other
  • Room Description: HORSE BARN: 5 Stalls, 3 with Run-outs. Heated Tack Room/Laundry. One Bedroom Grooms Apt w. Kitchen, Living, Dining and Full Bath. Three Large Fenced Paddocks. Riding Arena. Grass Riding Field. Hayloft.
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 373089-079-000-0001-009-000-0000
  • Tax Assessed Value: $1,330,000.00
  • Additional Fees: No
  • Tax Source: Municipality
  • Tax Year: 2025
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Arena, Barn(s), Beamed Ceilings, Built-in Features, Concrete, Cottage, Craftsman, Estate, Garden, Granite Counters, Guest House, Hardwood Floors As Seen, Kitchen Island, Mountain(s), Natural Woodwork, Original Details, Panoramic, Residence, Stable(s), Well
  • Interior Features: First Floor Bedroom, Beamed Ceilings, Built-in Features, Granite Counters, Kitchen Island, Natural Woodwork, Original Details
  • Appliances: Dishwasher, Dryer, Freezer, Gas Range, Refrigerator, Washer
  • Total Rooms: 10
  • Basement: Unfinished
  • Attic Description: Walkup
  • Fireplace: Yes
  • Location Amenities: Hardwood Floors As Seen, 1st Fl Master Bedroom, Granit Countertops, Island Kitchen, Original Details, Garden, Privacy, Scenic View, Barn(s), Mountain Views, Open View
  • Spa: No
  • Flooring: Concrete, Hardwood
  • Living Area: 6423
  • Foundation Details: Stone
  • Basement: Yes
Exterior Features
  • Exterior Features: Garden
  • Exterior Property Features: Garden, Attached, Driveway, Back Yard, Cleared, Landscaped, Level, Private, Rolling Slope, Views
  • Elevation Certificate: No
  • Construction Materials: Stone
  • Other Structures: Arena, Barn(s), Guest House, Residence, Stable(s)
  • Horse: Yes
  • Pool Private: No
Lot Information
  • Lot Features: Back Yard, Cleared, Garden, Landscaped, Level, Private, Rolling Slope, Views
  • Additional Parcel: Yes
  • Site Features: Back Yard, Cleared, Garden, Landscaped, Level, Private, Rolling Slope, Views
  • Building Area Units: Square Feet
Parking
  • Parking Features: Attached, Driveway
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Propane
  • Heat Fuel Type: Propane
  • Sewer: Septic Tank
  • Water Source: Well
  • Utilities: Electricity Connected
Green Features
  • Green Features: Dishwasher, Dryer, Freezer, Gas Range, Refrigerator, Washer, Propane, Garden
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 299 Starr Ridge Road

DateEvent & SourcePriceAppreciation
Sep 17, 2026

Listed (Active)

ONEKEY #1049294

$4,150,000
Jun 17, 2024

Sold (Public Record)

Public Record #1535121432

$450,000

+1.2% / yr

Dec 17, 2009

Sold (Public Record)

Public Record #281487706

$380,000
DateEvent & SourcePrice
09/17/2026

Listed (Active)

ONEKEY #1049294

$4,150,000
06/17/2024

Sold (Public Record)

Public Record #1535121432

$450,000

+1.2% / yr

12/17/2009

Sold (Public Record)

Public Record #281487706

$380,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 299 Starr Ridge Road

Taxable ValueLand$109,900Additions$274,400Total$384,300
Tax Record2025$8,728 ($727 / month)
Home Facts
Beds2Baths1Total Finished SqFt990 SqFtAbove Grade Finished SqFt990 SqFtStories1Lot Size143,748 SqFtStyleSingle Family ResidenceYear Built1944ZoningR160CountyPUTNAMAPN373089 79.-1-8Fireplace TypeHas Fireplace

Schools near 299 Starr Ridge Road

This home is within North Salem Central School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 12
Rating
School
Distance
Pequenakonck Elementary School
PublicPK to 5

North Salem Middle School High School
Public6 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

299 Starr Ridge Road is a single family home for sale in Brewster, NY 10509. This property was listed for sale on September 17, 2026 by Berkshire Hathaway HS NE Prop, it's currently listed at $4,150,000. It has been on the market for a total of 1 days and was last sold on June 17, 2024. This listing's school district is North Salem Central School District. Nearby schools include Pequenakonck Elementary School and North Salem Middle School High School. 299 Starr Ridge Road is a 8-bed, 7-bath, 6,423 sqft single family home built in 1918.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Berkshire Hathaway HS NE Prop

Based on information submitted to the MLS GRID as of 09/18/2026 12:26 PM. 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. Properties displayed may be listed or sold by various participants in the MLS. 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. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.