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1555 EASTBROOK DRIVE

House Active With Contract
$4,250,000

BTC: 65.20405032

ETH: 2,233.73838456

12 days
5 bds
5 ba
3,967 sqft

Overview

Under contract-accepting backup offers. 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.

Location

Florida • SARASOTA • 34231 • House • Active With Contract

Details

Type:
Residential
Parking:
Garage Door Opener / Garage Faces Side / Oversized
Year Built:
2025
Lot:
0.45 Acres
Heating:
Central
Price/sqft:
$1,071
Cooling:
Central Air
HOA:
No Data

Valuation

Our model vs. what's actually selling nearby.
Estimate
$3,395,000
$1.8M – $4.2M
Confidence Low
List vs. estimate
$855K above estimate
List $4,250,000 · +25.2%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$1,071
+232.3% vs. city median $322
Based on
6 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$8,376
2025
Pool
Heated
View
Pool, Water
Garage
4 car garage
Furnished
Negotiable
Pets
Allowed
All facts and features

  • Flooring

    • Tile

    Heating

    • Central

    Cooling

    • Central Air

    Appliances

    • Convection Oven

    • Dishwasher

    • Disposal

    • Dryer

    • Electric Water Heater

    • Ice Maker

    • Microwave

    • Range

    • Range Hood

    • Refrigerator

    • Washer

    • Wine Refrigerator

    Other interior features

    • Ceiling Fan(s)

    • Central Vacuum

    • Crown Molding

    • Eating Space In Kitchen

    • High Ceilings

    • Kitchen/Family Room Combo

    • Open Floorplan

    • Primary Bedroom Main Floor

    • Smart Home

    • Thermostat

    • Walk-In Closet(s)

    Bedrooms and bathrooms

    • Bedrooms: 5

    • Bathrooms: 1

    • Full bathrooms: 5

  • Parking

    • Garage Door Opener

    • Garage Faces Side

    • Oversized

    Property

    • Levels: One

    • Pool Private: Yes

    • Exterior Features: Irrigation System / Lighting / Outdoor Grill / Outdoor Kitchen / Outdoor Shower / Private Mailbox / Rain Gutters / Sliding Doors

    Lot

    • Lot: 0.45 Acres

    Other Property Information

    • Parcel Number: 0076080027

    • Zoning: RSF2

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Public

  • Other financial information

    • Annual tax amount: $8,376

  • Source details

    • MLS ID: A4700259

    Other facts

    • Construction Materials: Block / Stucco

    • Foundation Details: Block / Slab

    • Fireplace Features: Electric

    • Laundry Features: Laundry Room

    • Lot Features: In County / Landscaped

    • Patio And Porch Features: Screened

    • Pool Features: Heated / In Ground / Lighting / Salt Water / Screen Enclosure / Tile

    • Direction Faces: Northwest

    • Fireplace: Yes

    • Garage Spaces: 4

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 3967

    • Water Source: Public

    • Subdivision Name: KENTWOOD ESTATES

Private inquiry
Talk to the advisor on this listing.
Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

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Market around this address

Live counts in the same area.
View all
This zip
34231
291
median $468K
Active
Same city
SARASOTA
2,791
median $585K
Active
Same type
House
1,476
median $674K
Active
Similar price
$3.0M – $5.5M
185
median $4.0M
Active

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: COMPASS FLORIDA LLC