283-289, 299 Starr Ridge Road Brewster, NY $ 4,150,000
283-289, 299 Starr Ridge Road
$ 4,150,000
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283-289, 299 Starr Ridge Road

Brewster, NY, 10509
$ 4,150,000
Bedrooms8 Baths6.1 Sq 6,423

Monthly Estimate*

$ 26,204

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Single Family Home for sale in Brewster, NY

for $4,150,000 with 8 bedrooms and 6 full baths, 1 half bath. This 6,423 square foot home was built in 1918 on a lot size of 10.491.

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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Single Family Active

Price

$ 4,150,000

Bedrooms

8

Full Bath

6

Half Bath

1

Property Type

Single Family

Taxes

$ 38,631

Style

Cottage,Craftsman,Estate

Lot Size

10.491

Year Built

1918

Town/City

Brewster

County/Region

Putnam

MLS | Web ID

1049294

Features
Interior
Interior Amenities First Floor Bedroom Beamed Ceilings Built-in Features Granite Counters Kitchen Island Natural Woodwork Original Details
Basement Unfinished
Flooring Concrete Hardwood
Basement Features Unfinished
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 8
Total Baths 7
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General
Sewer Septic Tank
Heating Propane
Cooling Central Air
Utilities Electricity Connected
Appliances Dishwasher Dryer Freezer Gas Range Refrigerator Washer
Garage Spaces 1
Architectural Style Cottage Craftsman Estate
Construction Materials Stone
Year Built 1918
View Mountain(s) Panoramic
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 373089-079-000-0001-009-000-0000
County Putnam County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Arena Barn(s) Guest House Residence Stable(s)
Total Rooms 10
Full Baths 6
Directions Bloomer Rd to Starr Ridge Rd.
High School North Salem Middle/ High School
City Southeast
Senior Community Y/N N
High School District North Salem
Carport Y/N N
Elementary School Pequenakonck Elementary School
Property Attached Y/N N
Tax Annual Amount 38631
Middle/Junior High School North Salem Middle/ High School
Additional Parcels Y/N Y
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District North Salem
Elementary School District North Salem
Tax Assessed Value 1330000
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Exterior
Exterior Amenities Garden
Parking Features Attached Driveway Attached Driveway
Water Source Well
Foundation Details Stone
Spa N
Waterfront Y/N N
Other Equipment Generator
Horse Y/N Y
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Internal Only
Street Number 1 283
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* Excluded Features
List By
William T. Stuart

Listing Agent

Berkshire Hathaway Hs Ne Prop

Broker

203-438-9501

Contact

Affordability Calculator

$29,423
Per Month
89%
11%
0%
Monthly Principal & Interest
$26,204
Monthly Property Taxes
$3,219
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4099835 Elementary School
4101398 Middle School
North Salem Middle/ High School High School
Pricing History
DatePricePrice ChangeDescription
9/15/2026$4,150,000 Listed Price

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283-289, 299 Starr Ridge Road, Brewster, NY, 10509 is a Single Family Home for sale at $4,150,000 with 6,423 sqft and a lot size of 10.491. 283-289, 299 Starr Ridge Road has 8 bedrooms, 6.1 baths, and was built in 1918. The property's zip code is 10509 which is in Brewster, NY