5301 Greenbrook Drive, SARASOTA, FL

$2,099,999

Previous Next

5

Beds

6

Baths

5,171

Square feet

0.26

Acres

About 5301 Greenbrook Drive

Under contract-accepting backup offers. Opportunities like this are rare within the exclusive Legacy Estates at Esplanade on Palmer Ranch. This exceptional two-story Gulf Coast residence offers 5 bedrooms, 4 full baths, 2 half baths, and 5,171 square feet designed for luxury living, multigenerational flexibility, executive work-from-home, and elevated entertaining. Perfectly positioned on a private corner homesite with preserve views and direct access to the Legacy Trail, the home is just a bike ride from Gulf Coast waters and nationally acclaimed Pine View School, currently ranked #12 in the nation. A dramatic gallery-style entry immediately captures attention with a striking overhead walkway connecting the upper-level wings before opening into a breathtaking two-story living room with soaring 25-foot ceilings, abundant natural light, and seamless indoor-outdoor living. The expansive three-panel sliders open to a private lanai, resort-style pool, and serene preserve backdrop with no neighbors to the rear or west. The main level features an executive office with French doors, formal dining room, guest suite, chef’s kitchen designed for entertaining, and an elegant owner’s retreat with spa-inspired bath. Upstairs, four generously sized bedrooms are thoughtfully split between two wings, each featuring private sink and vanity areas. A spacious recreational loft overlooks the grand living area and is complemented by a half bath and additional flex room ideal for a theater, study, fitness room, or secondary office. Additional luxury features include hurricane impact windows throughout, Sonos whole-home audio, abundant storage, gated security, and a spacious 3-car garage. Legacy Estates at Esplanade delivers a true resort lifestyle with the on-site Bahama Bar restaurant, resort pools and spa, fitness center with studio classes, 8 pickle ball courts, 2 tennis courts, 3 dog parks, scenic nature trails, and direct Legacy Trail access. Oscar Scherer State Park is just one mile away. More than a home, this is a private luxury retreat offering the ultimate blend of elegance, recreation, wellness, and Gulf Coast living. Schedule your private showing today!

Features of 5301 Greenbrook Drive

MLS® # A4691224
Price $2,099,999
Bedrooms 5
Bathrooms 6.00
Full Baths 4
Half Baths 2
Square Footage 5,171
Acres 0.26
Year Built 2019
Type Residential
Sub-Type Single Family Residence
Status Pending

Community Information

Address 5301 Greenbrook Drive
Area Sarasota/Sarasota Square
Subdivision LEGACY ESTATES AT ESPLANADE ON PALMER RANCH
City SARASOTA
County Sarasota
State FL
Zip Code 34238-3059

Amenities

Amenities Clubhouse, Fence Restrictions, Fitness Center, Gated, Pickleball Court(s), Spa/Hot Tub, Tennis Court(s), Trail(s)
# of Garages 3
View Park/Greenbelt
Is Waterfront No
Has Pool Yes

Interior

Interior Features Ceiling Fan(s), Crown Molding, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
Appliances Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Heating Central
Cooling Central Air
Fireplace No
# of Stories 2

Exterior

Exterior Features Irrigation System, Lighting, Outdoor Kitchen, Sidewalk, Sliding Doors
Lot Description Corner Lot
Roof Tile
Foundation Slab

School Information

Elementary Laurel Nokomis Elementary
Middle Laurel Nokomis Middle
High Venice Senior High

Additional Information

Date Listed April 30th, 2026
Days on Market 132
Zoning RSF1
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeKELLER WILLIAMS ON THE WATER S

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?