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5 Beds
6 Baths
5,171 sqft

$2,099,999

5301 GREENBROOK DR, SARASOTA FL, 34238

Price per sqft$406.11
Built in2019
Property size5,171 sqft
Property typeResidential
Courtesy of KELLER WILLIAMS ON THE WATER S, Mark Quire  Listing Contact: 941-803-7522

Overview

Under contract

Pending

Listed Apr 30, 2026

Updated Jul 29

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!

$13,971/mo

Est. mortgage payment based on a $2,099,999 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
A4691224

Interior Features

Bedrooms
5
Bathrooms
6
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.26 Acres

Other Property Details

Taxes
$17,854
Tax Frequency
Annually
Association Fee Frequency
Monthly
Garage
Yes
View
Yes
Pets Allowed
Yes
Pool
Yes
55+/Senior Community
No

Listings courtesy of Stellar MLS as distributed by MLS GRID

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Niki Medlin shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Properties displayed may be listed or sold by various participants in the MLS. 

Based on information submitted to the MLS GRID as of 8:29 PM UTC on 9/16/2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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