1555 Eastbrook Dr

Off Market

1555 Eastbrook Dr

South Sarasota FL 34231

5754 sq. ft.

19499 sq. ft.

Single-Family

Last sold for $4,250,000

Adnan Dedic, last sold this property on 21 September 2026 after 65 days on market.

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

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in South Sarasota over the last 12 months, the estimated median property value of 1555 Eastbrook Dr is $1.88m.

Median value

$1.88m

Estimated value range

$330k - $6.2m

Median days on market

Estimated value trend

27%

increase over the last 12 months

Average days on market is based on recent, comparable sales in South Sarasota. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 1555 Eastbrook Dr

2026

Sold

$4,250,000

21 Sep 2026 by Adnan Dedic, of COMPASS FLORIDA LLC

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

Happy sellers in South Sarasota

85%

85% 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 16 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, 11 five-bedroom single-family properties similar to 1555 Eastbrook Dr, have been sold.

This represents a 20% decrease in five-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in South Sarasota for a market analysis.

Joe and Missy Cleary

at REMAX Alliance Group | Sarasota

(79 reviews)

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Maggie Nasser

at Re/Max Platinum Realty

4.9

(134 reviews)

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Carey Beychok

at REMAX Alliance Group | Sarasota

(84 reviews)

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Rania Dargham

at KELLER WILLIAMS ON THE WATER S

(17 reviews)

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Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in South Sarasota

Joe and Missy Cleary

Sellers who recommend Joe and Missy Cleary have praised them for being local expert, clear communication, friendly, responsive, well-prepared, reliable, and supportive

5 (79 reviews)
7 Reviews in South Sarasota
8 Sales in South Sarasota

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Maggie Nasser

Sellers who recommend Maggie Nasser have praised them for being local expert, responsive, clear communication, friendly, reliable, hard-working, and supportive