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.
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.
Property Details
Price:
$4,250,000
MLS #:
A4700259
Status:
Active Under Contract
Beds:
5
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
KENTWOOD ESTATES
Neighborhood:
34231sarasotagulfgatebranch
Listed Date:
Jul 17, 2026
Finished Sq Ft:
3,967
Total Sq Ft:
5,754
Lot Size:
19,499 sqft / 0.45 acres (approx)
Year Built:
2025
See this Listing
Schools
Elementary School:
Phillippi Shores Elementary
Middle School:
Brookside Middle
High School:
Riverview High
Interior
Appliances
Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Tile
Heating
Central
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)
Laundry Features
Laundry Room
Levels
One
Exterior
Attached Garage YN
1
Construction Materials
Block, Stucco
Covered Spaces
4
Direction Faces
Northwest
Exterior Features
Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Rain Gutters, Sliding Doors
Fencing
Vinyl
Garage Spaces
4
Lot Features
In County, Landscaped
New Construction YN
1
Parking Features
Garage Door Opener, Garage Faces Side, Oversized
Patio And Porch Features
Screened
Roof
Membrane
Security Features
Security System
Spa Features
Heated, In Ground
View
Pool, Water
Financial
Tax Year
2025
Taxes
$8,376
Map
Community
- Address1555 EASTBROOK DRIVE SARASOTA FL
- SubdivisionKENTWOOD ESTATES
- CitySARASOTA
- CountySarasota
- Zip Code34231
Market Summary
Current real estate data for Single Family in SARASOTA as of Aug 29, 2026
1,868
Single Family Listed
116
Avg DOM
471
Avg $ / SqFt
$1,427,551
Avg List Price
Property Summary
- Located in the KENTWOOD ESTATES subdivision, 1555 EASTBROOK DRIVE SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34231. It is listed for $4,250,000 and features 5 beds, 6 baths, and has approximately 3,967 square feet of living space, and was originally constructed in 2025. The current price per square foot is $1,071. The average price per square foot for Single Family listings in SARASOTA is $471. The average listing price for Single Family in SARASOTA is $1,427,551. To schedule a showing of MLS#a4700259 at 1555 EASTBROOK DRIVE in SARASOTA, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
Similar Listings Nearby
Courtesy of COMPASS FLORIDA LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1555 EASTBROOK DRIVE
SARASOTA, FL
