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Property for sale at 5301 GREENBROOK DRIVE, SARASOTA, FL, 34238

5301 Greenbrook DriveSarasota, FL, 34238

5beds
6baths
5,171sqft
Single Family Residence
Built in 2019
$1,680 Quarterly HOA Fee
$1,900,000
Sold
Price per sqft
$367
Sold on
Oct 1, 2026
MLS #A4691224Updated Oct 1, 2026

About this property

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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Property details

Property type
Single Family Residence
Street address
5301 Greenbrook Drive
City
Sarasota
State
FL
ZIP code
34238
Year built
2019
New construction
No
Faces
North
Rooms
13
Building stories
2
Living area
5,171 sqft
Total building area
6,659 sqft
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 8, 2026 at 1:45 AM EST

Price & sale history

EventPrice
SoldMLS #A4691224$1,900,000
Price reducedMLS #A4691224$2,099,999Change: −16%−$400,001
Listed for saleMLS #A4691224$2,500,000
History may be incomplete.
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Location

Property for sale at 5301 GREENBROOK DRIVE, SARASOTA, FL, 34238
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