5301 Greenbrook Drive, Sarasota, FL 34238
Local realty services provided by:Better Homes and Gardens Real Estate Thomas Group
Listed by: mark quire, tyson quire
Office: keller williams on the water s
MLS#:A4691224
Source:MFRMLS
Price summary
- Price:$2,099,999
- Price per sq. ft.:$315.36
- Monthly HOA dues:$560
About this home
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!...
Contact an agent
Home facts
- Year built:2019
- Subdivision & Development:LEGACY ESTATES AT ESPLANADE ON PALMER RANCH
- Listing ID #:A4691224
- Added:105 day(s) ago
- Updated:August 14, 2026 at 12:07 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:6
- Full bathrooms:4
- Half bathrooms:2
- Flooring:Carpet, Laminate, Tile
- Kitchen Description:Cooktop, Dishwasher, Disposal, Microwave, Refrigerator, Solid Surface Counters, Solid Wood Cabinets, Stone Counters
- Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
- Living area:5,171 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
- Central air:Yes
Structure and exterior
- Roof:Tile
- Year built:2019
- Building area:5,171 sq. ft.
- Lot area:0.26 Acres
- Lot Features:Corner Lot
- Construction Materials:Block, Stucco
- Exterior Features:Lighting, Outdoor Kitchen, Sidewalk
- Foundation Description:Slab
- Levels:2 Story
Schools
- High school:Venice Senior High
- Middle school:Laurel Nokomis Middle
- Elementary school:Laurel Nokomis Elementary
Utilities
- Water:Public, Water Connected
- Sewer:Private Sewer
Finances and disclosures
- Price:$2,099,999
- Price per sq. ft.:$315.36
- Tax amount:$17,854 (2025)
Features and amenities
- Appliances:Cooktop, Dishwasher, Disposal, Dryer, Irrigation Equipment, Microwave, Refrigerator, Washer
- Laundry features:Dryer, Laundry Room, Washer
- Amenities:Ceiling Fans(s), Clubhouse, Crown Molding, Fence Restrictions, Fitness Center, Gated, High Ceilings, Irrigation Equipment, Natural Gas Connected, Open Floorplan, Pickleball Court(s), Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Spa/Hot Tub, Split Bedroom, Stone Counters, Tennis Court(s), Thermostat, Trail(s), Walk-In Closet(s)
- Pool features:Heated, Private Pool
Parking
- Parking description:Attached Garage
- Garage:Yes
- Garage spaces:3
New listings near 5301 Greenbrook Drive
- New
$1,595,000Active5 beds 5 baths2,938 sq. ft.1685 6th Street, SARASOTA, FL 34236
MLS# A4702560Listed by: MICHAEL SAUNDERS & COMPANY - New
$530,000Active3 beds 2 baths1,580 sq. ft.2874 Davis Boulevard, SARASOTA, FL 34237
MLS# TB8538039Listed by: XCELLENCE - New
$700,000Active2 beds 2 baths1,440 sq. ft.1771 Ringling Boulevard #903, SARASOTA, FL 34236
MLS# A4702381Listed by: EXIT KING REALTY - Open Sat, 2 to 4pmNew
$180,000Active2 beds 2 baths1,020 sq. ft.3427 Clark Rd #127, SARASOTA, FL 34231
MLS# A4702960Listed by: PARADISE BUYERS REALTY, INC - New
$6,000,000Active0.5 Acres333 N. Shore Drive, SARASOTA, FL 34234
MLS# A4702924Listed by: ONE WORLD REALTY OF SARASOTA - New
$3,000,000Active0.57 Acres337 N Shore Drive, SARASOTA, FL 34234
MLS# A4702927Listed by: ONE WORLD REALTY OF SARASOTA - New
$275,000Active3 beds 2 baths1,254 sq. ft.4551 Webber Street, SARASOTA, FL 34232
MLS# A4702955Listed by: WHITE SANDS REALTY GROUP FL - New
$584,900Active3 beds 4 baths1,605 sq. ft.4925 Remington Drive, SARASOTA, FL 34234
MLS# A4702395Listed by: COLDWELL BANKER REALTY - New
$349,900Active2 beds 1 baths912 sq. ft.2048 5th Street, SARASOTA, FL 34237
MLS# A4700512Listed by: COLDWELL BANKER REALTY - New
$329,000Active2 beds 1 baths888 sq. ft.2212 Vinson Avenue, SARASOTA, FL 34232
MLS# A4702939Listed by: REALTY EXECUTIVES GALLERY