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1555 Eastbrook Dr

South Sarasota FL 34231

5
6
4
5754 sq. ft.
19499 sq. ft.
Single-Family
Currently for sale - view listing

Overview

Modern architecture reaches an extraordinary new level at 1555 Eastbrook Drive, a newly completed 2025 estate offering nearly 4,000 square feet of sophisticated single-level living in one of Sarasota’s most coveted residential corridors. Positioned on an expansive 0.45-acre homesite near Oyster Bay and the sought-after West of Trail area, this five-bedroom, five-and-one-half-bath residence was created for the discerning buyer who values distinctive design, advanced technology, privacy, and effortless entertaining. Beyond its dramatic contemporary façade, soaring ceilings, expansive glass, warm architectural woodwork, and statement lighting create an atmosphere that is both impressive and inviting. The designer kitchen commands attention with custom flat-panel cabinetry, premium appliances, elegant stone surfaces, and an oversized waterfall island that opens seamlessly to the grand living and dining spaces. Integrated smart-home automation, generator, whole-home audio, surveillance, and dedicated controls place lighting, sound, and security at your fingertips. The primary suite is a private sanctuary with direct access to the pool, dual custom walk-in closets, and a spa-inspired bath featuring a sculptural soaking tub, dramatic stonework, dual vanities, and an oversized glass-enclosed shower. Four additional bedroom suites offer beautifully appointed private baths, creating exceptional accommodations for family and guests. A rare four-car garage with soaring ceilings provides space for an impressive automobile collection, with the potential for lift systems and additional storage. Designed to rival a private resort, the expansive outdoor retreat features a heated saltwater pool, elevated spa, illuminated water features, panoramic screen enclosure, and lush tropical surroundings. The covered lanai is finished with wood-accented ceilings and dramatic stone surfaces, while the fully equipped outdoor kitchen, wet bar, and generous gathering areas make year-round entertaining effortless. This exceptional Sarasota luxury home places Siesta Key’s celebrated quartz-sand beaches and vibrant village atmosphere within easy reach. Enjoy convenient access to the historic Field Club, Southside Village, Sarasota Bay, downtown Sarasota, St. Armands Circle, Marie Selby Botanical Gardens, fine dining, designer shopping, boating, golf, and the city’s renowned arts and cultural venues. More than a residence, 1555 Eastbrook Drive is a statement of modern luxury in an irreplaceable Sarasota setting.

Features

5 bedrooms
6 bathrooms
4 carspaces
4 garage spaces
5754 sq. ft. floor area
19499 sq. ft. lot size
Single-Family

Property history for 1555 Eastbrook Dr

2025
Sold
$3,795,000
24 Oct 2025 by Daniel Dabrowski, of DALTON WADE INC
2023
Sold
$1,225,000
30 Oct 2023 by Dede Curran, of MICHAEL SAUNDERS & COMPANY
2019
Sold
$675,000
27 Nov 2019 by Roger Pettingell, of COLDWELL BANKER REALTY

Happy sellers in South Sarasota

88%
88% of sellers in South Sarasota reported that their sale price either exceeded or met their price expectations.

South Sarasota stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 18 reviews in South Sarasota over the last 12 months.

Local market activity for 5 bedroom single-family properties in South Sarasota

In the last 12 months, 10 five-bedroom single-family properties similar to 1555 Eastbrook Dr, have been sold.

This represents a 37% decrease in five-bedroom single-family properties sales when compared to the previous 12 months.

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