5301 GREENBROOK DR Sarasota, FL 34238 Active Under Contract
UPDATED: 07/28/2026 09:15 PM ON MARKET: 89 days on market
$2,099,999
5 Beds6 Baths5,171 SqFt
Key Details
Property Type Single Family Home
Sub Type Single Family Residence
Listing Status Active Under Contract
Purchase Type For Sale
Square Footage 5,171 sqft
Price per Sqft $406
Subdivision Legacy Estates At Esplanade On Palmer Ranch
MLS Listing ID A4691224
Bedrooms 5
Full Baths 4
Half Baths 2
HOA Fees $1,680/qua
HOA Y/N Yes
Annual Recurring Fee 6720.0
Year Built 2019
Annual Tax Amount $17,854
Lot Size 0.260 Acres
Acres 0.26
Property Sub-Type Single Family Residence
Source Stellar MLS
Property Description
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!

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