$1,980,000 ($678.78 per sqft)

Est. Mortgage $9,625/mo *

Quick Pre-Approval

Open House Schedule

07/19/2026
12:00 PM to 1:30 PM
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279 Hillcrest Lane, Upper Brookville, NY, 11771

279 Hillcrest Lane, Upper Brookville, NY, 11771

10 rooms

4 beds

3 Full baths

1958

Exp Ranch

2,917 sqft

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 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.


Status:

Active

Type:

Single-family residential

Laundry Remarks:

In Basement

Garage:

2-car

Heating:

Baseboard, Electric, Oil

Cooling:

Central Air

Basement:

Finished, Partial

Parking:

Attached, Driveway, Garage

Acreage:

2

Est. Taxes:

$21,982

Assessment

$1,152

Construction

Brick, Frame, Vinyl Siding

Utilities

Electricity Connected, Sewer Available, Water Connected

Elementary School:

Theodore Roosevelt School

Middle School:

Oyster Bay High School

High School:

Oyster Bay High School

School District:

Oyster Bay-East Norwich

Days on Market:

27

Appliances:

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

Pool:

Yes

MLS #:

1010311


Community Info

School Info

Walk Score

Mass Transit

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Listing courtesy of Daniel Gale Sothebys Intl Rlty 516-759-4800