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$4,250,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 3,967 Sq. Ft.
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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 facade, 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.

Full Property Details for 1555 Eastbrook Dr

General

  • Price: $4,250,000
  • Taxes: $8,376 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4700259
  • Updated: 7/17/2026
  • Added to Site: 46 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 8
  • Interior Features: Ceiling Fan(s), Central Vacuum, Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Thermostat, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Electric
  • Appliances: Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • Furnishings: Negotiable
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Heated, In Ground, Lighting, Salt Water, Screen Enclosure, Tile
  • Spa: Yes
  • Spa Description: Heated, In Ground
  • Security/Safety: Security System

Exterior

  • Exterior Features: Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Rain Gutters, Sliding Doors
  • Deck/Patio: Screened
  • Porch/Patio/Deck: Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 4
  • Covered Spaces: 4
  • Parking Features: Garage Door Opener, Garage Faces Side, Oversized

Location

  • Area: 34231 - Sarasota/Gulf Gate Branch
  • County: Sarasota
  • Development Name: 34231 - Sarasota/Gulf Gate Branch
  • Subdivision: KENTWOOD ESTATES
  • Driving Directions: From South Tamiami Trail (US-41), head west on Bay Road. Turn left onto Camino Real. Turn left onto Eastbrook Drive; 1555 Eastbrook Drive will be on the right.
  • Direction Faces: Northwest

School Information

  • Elementary School: Phillippi Shores Elementary
  • Middle School: Brookside Middle
  • High School: Riverview High

Community

  • Community Name: 34231 - Sarasota/Gulf Gate Branch
  • Association: Yes

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Public

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Membrane
  • Stories/Levels: One
  • Square Feet: 3,967
  • Sq. Ft. Source: Builder
  • Year Built: 2025

Lot Features

  • Property View: Pool, Water
  • Lot Size (Acres): 0.45
  • Lot Size (Sq. Ft.): 19,499
  • Lot Size: 19499
  • Frontage: Street Paved
  • Street/Road Desc.: Paved
  • Fencing (Description): Vinyl

Water Features

  • Water View: Yes

Financial Considerations

  • Assoc Fee Desc.: Optional
  • Tax Amount: $8,376.1
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 36 KENTWOOD ESTATES
  • Flood Zone Info: X
  • APN: 76080027
  • Property ID: 76080027

Listed by Compass Florida Llc

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Listing agent

— 1555 Eastbrook Dr —

  • Compass Florida Llc

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1555 Eastbrook Dr

School District:Sarasota County School District
NameGradesDistance
Phillippi Shores Elementary School
4747 South Tamiami Trail, Sarasota, FL 34231
PK-50.8 mi
Riverview High School, Sarasota, FL
1 Ram Way, Sarasota, FL 34231
9-121.3 mi
Brookside Middle School
3636 South Shade Avenue, Sarasota, FL 34239
6-80.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1555 Eastbrook Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/17/2026
Listed
$4,250,000
11.99%
MLS
10/24/2025
Sold
$3,795,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1555 Eastbrook Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,725
-33%
$734,700
-32%
2024
$13,050
11%
$1,079,300
-3%
2023
$11,798
32%
$1,117,900
63%
2021
$8,918
-21%
$684,600
-35%
2022
$11,237
26%
$1,050,200
97%
2021
$8,918
—
$532,800
-15%
2019
$8,962
11%
$628,595
10%
2018
$8,068
12%
$571,450
10%
2017
$7,216
-7%
$519,500
-7%
2016
$7,726
6%
$557,800
15%
2015
$7,291
8%
$486,299
10%
2014
$6,752
11%
$442,090
10%
2013
$6,088
—
$401,900
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Compass Florida Llc

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1555 Eastbrook Drive, Sarasota, FL 34231 (MLS# A4700259) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 1555 Eastbrook Drive is currently listed for $4,250,000 and was received on July 17, 2026. Want to learn more about 1555 Eastbrook Drive? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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