279 Hillcrest Lane, Upper Brookville, NY 11771

$1,980,000

Welcome to 279 Hillcrest Lane — A Rare Gold Coast Retreat on Over 2 Private Acres Nestled in the prestigious Village of Upper Brookville on New York's storied North Shore, 279 Hillcrest Lane is a beautifully updated modified ranch offering the perfect blend of timeless elegance, thoughtful modern upgrades, and… Read More exceptional outdoor living. Set on over 2 park-like acres (87,133 sq ft) of lush, professionally landscaped grounds, this distinctive residence delivers the privacy, scale, and lifestyle that define Gold Coast living at its finest. Turnkey Peace of Mind. Major capital improvements have been recently completed, including a brand-new GAF Timberline HDZ roof with ice-and-water shield, new synthetic felt underlayment, new pipe flanges, hips, ridge, and re-counterflashed chimneys — backed by a 10-year workmanship guarantee and 30-year material warranty. A new above-ground oil tank rounds out the mechanical upgrades, offering efficiency and long-term confidence for the discerning buyer. Sophisticated Interiors. A grand living room with soaring ceilings and a stately wood-burning fireplace sets an impressive tone upon entry. The renovated kitchen features brand-new stainless steel appliances and flows seamlessly into the dining area and a sun-drenched great room, where expansive windows frame serene views of the manicured grounds. A versatile home office or den — complete with its own fireplace — offers a refined space for focused work or quiet retreat. Effortless Main-Floor Living. The main-floor primary suite is a true sanctuary, featuring a peaceful sitting area and a thoughtfully appointed ensuite with a double vanity and walk-in shower. A second full bathroom and laundry are also conveniently located on the main level. Upstairs, three generously proportioned bedrooms and a full bath provide comfortable accommodations for family or guests. An Outdoor Oasis. Step outside to a fully fenced backyard designed for both relaxation and entertaining. An in-ground pool, charming gazebo, and spacious circular driveway with ample guest parking create the perfect backdrop for warm-weather gatherings. A working garden with a rustic barn adds a distinctive, pastoral character — ideal for storage, hobbies, or imaginative use. Location. Situated minutes from top-rated schools, premier equestrian facilities, world-class golf and country clubs, fine dining, boutique shopping, and convenient access to major transportation routes into Manhattan. This is North Shore living at its very best. A rare opportunity to own a turnkey estate in one of Long Island's most sought-after enclaves — where privacy, prestige, and natural beauty converge. Read Less

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, 516-759-4800.

Listing Snapshot

Days Online

Last Updated

Jun 14, 2026

Property Type

Single Family Residence

Beds

Full Baths

Square Ft.

2,917

Year Built

1958

Property Tax

$18,732

MLS Number

1010311

30 Days Snapshot Of 11771

$1.23M

+21%

(avg) sold price

+200%

homes sold

193

+211%

(avg) days on market

Snapshot

Area Map

Additional Details

Appliances & Equipment

Description: "Dishwasher", "Dryer", "Range", "Refrigerator", "Stainless Steel Appliance(s)", "Washer", "Oil Water Heater"

Basement

Description: "Finished", "Partial"

Building

Area: 2917, Architecture: "Exp Ranch", Building Area: 3477, Construction Materials: "Brick", "Frame", "Vinyl Siding", Year Built: 1958

Cooling

Details: "Central Air"

Fireplaces

Total Fireplaces: 2

Floors

Flooring: "Hardwood"

Garage

Garage Spaces: 2

Heating

Heating: "Baseboard", "Electric", "Oil"

Laundry

Description: "In Basement"

Lot

Acres: 2.0003

Pool

Private Pool

Utilities

Sewer: "Cesspool", Water Source: "Public", Utilities: "Electricity Connected", "Sewer Available", "Water Connected"

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Debra A Chiappetta, Real Estate Broker

Debra A Chiappetta, Real Estate Broker