Price Reduced 8.04%
Price History
$2,500,000
4/30/2026
$2,299,000
5/21/2026
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
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Listing courtesy of KELLER WILLIAMS ON THE WATER S 941-803-7522