96 Plainview Road, Woodbury, NY 11797

$2,395,000

Nestled on one private acre in the heart of Woodbury, this exceptional center hall Colonial offers the perfect blend of timeless elegance, modern updates, and outstanding versatility. Set on a beautifully landscaped one-acre property, the home provides a peaceful retreat while remaining just minutes from shopping, major parkways, the LIRR,… Read More and Syosset schools. The main residence features 5 bedrooms and 4.5 bathrooms, including a first-floor bedroom or office with an adjacent full bath, ideal for guests, extended family, or working from home. The gracious entry foyer welcomes you into a thoughtfully designed floor plan highlighted by hardwood floors, detailed millwork, and generously sized living spaces. The renovated eat-in kitchen is the heart of the home, showcasing custom white cabinetry, granite countertops, premium stainless steel appliances, a kitchen island with seating, and a bright breakfast area overlooking the private backyard. The kitchen flows seamlessly into the inviting family room with a wood-burning fireplace, while the formal dining room and elegant living room provide ideal spaces for entertaining. Just beyond the kitchen, a spacious elevated deck serves as a natural extension of the home's living space, featuring a built-in jacuzzi, multiple seating and lounge areas, and generous space for outdoor dining. Overlooking the resort-style pool and separate cabana/guest house, it provides the perfect setting for relaxing or entertaining while enjoying the privacy of the beautifully landscaped grounds. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully updated en-suite bath. Three additional bedrooms share a well-appointed full hall bathroom. Adding tremendous value and flexibility is a separate pool cabana/guest house featuring a custom wet bar, bedroom, full bathroom, laundry, and its own attached two-car garage. Whether used for entertaining, multigenerational living, long-term guests, a private home office, or recreation, this detached space offers endless possibilities. The secluded backyard provides exceptional privacy with mature landscaping and ample room to relax, entertain, or enjoy the outdoors. A rare opportunity to own a meticulously maintained estate offering exceptional living space, unmatched versatility, and one of Woodbury's most desirable locations. Read Less

Listing Courtesy of BERKSHIRE HATHAWAY, 516-224-4600.

Listing Snapshot

Days Online

Last Updated

Jul 18, 2026

Property Type

Single Family Residence

Beds

Full Baths

Partial Baths

Square Ft.

4,085

Year Built

1966

Property Tax

$32,064

MLS Number

1020613

30 Days Snapshot Of 11797

$1.31M

+16%

(avg) sold price

-50%

homes sold

103

+17%

(avg) days on market

Snapshot

Area Map

Additional Details

Appliances & Equipment

Description: "Dishwasher", "Electric Cooktop", "Gas Oven", "Refrigerator", "Stainless Steel Appliance(s)", "Washer", "Oil Water Heater"

Basement

Description: Finished

Building

Area: 4085, Architecture: Colonial, Construction Materials: Advanced Framing Technique, Year Built: 1966

Cooling

Details: Central Air

Exterior Features

Features: "Lighting", "Speakers"

Fireplaces

Total Fireplaces: 1

Garage

Garage Spaces: 4

Heating

Heating: Oil

Lot

Features: "Back Yard", "Private", "Secluded", Acres: 0.99

Pool

Private Pool

Utilities

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

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96 Plainview Road

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Debra A Chiappetta, Real Estate Broker

Debra A Chiappetta, Real Estate Broker