Price Reduced 8.04%

$2,299,000 ($444.59 per sqft)

Est. Mortgage $11,324/mo *

Quick Pre-Approval

Price History

$2,500,000
4/30/2026

$2,299,000
5/21/2026


5301 GREENBROOK DRIVE, Sarasota, FL, 34238

5301 GREENBROOK DRIVE, Sarasota, FL, 34238

13 rooms

5 beds

4 Full / 2 Half baths

2019

5,171 sqft

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!


Status:

Active

Type:

Single-family residential

Furnished Remarks:

Unfurnished

Laundry Remarks:

Laundry Room

Subdivision:

LEGACY ESTATES AT ESPLANADE ON PALMER RANCH

Garage:

3-car

Heating:

Central

Cooling:

Central Air

Levels:

2

Common Charge:

$1,680 Quarterly

Acreage:

0.26

Est. Taxes:

$17,854

HOA Fee

$1,680

Construction

Block, Stucco

Utilities

Electricity Connected, Natural Gas Connected, Water Connected

Lot Description:

Corner Lot

View Description:

Park/Greenbelt

Amenities:

Clubhouse, Fence Restrictions, Fitness Center, Gated, Pickleball Court(s), Spa/Hot Tub, Tennis Court(s), Trail(s)

Elementary School:

Laurel Nokomis Elementary

Middle School:

Laurel Nokomis Middle

High School:

Venice Senior High

Days on Market:

21

Pet Policy:

Breed Restrictions, Cats OK, Dogs OK

Appliances:

Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer

Pool:

Heated

Min Lease Term:

3 Months

MLS #:

A4691224


Community Info

School Info

Walk Score

Yelp



Listing courtesy of KELLER WILLIAMS ON THE WATER S 941-803-7522