5301 Greenbrook Dr, Sarasota, FL 34238 | For Sale

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For Sale $2,299,000 ($444.59 per Sq Ft)

$2,299,000 ($444.59 per Sq Ft)
  • (0)
  • 5 Bedrooms
  • 6 Bathrooms
  • 5,171 Sq Ft
  • 11,430 Sq Ft

Description

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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Amenities

Garage
Pool
Garden
Security System
Internet
Telephone
Heating
Fireplace
Balcony & Patio
TV / Cable
Laundry
Hardwood Floors
Spa
Air Conditioning
Solar Power
Floor Plan
Great Views
Natural Light
Quiet
Water View
Elevator
Guest Unit(s)
Furnished
220 Volt

Income

Rental Units


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Expenses

Property Details

List Price $2,299,000
Property Type Single Family Homes
Usable Sqft 5,171
Number of Stories 2 stories
Parking Spots 3 spots
Year Built 2019
Last Sold Unknown
Sold Price Unknown
HOA Fees: $1680
Association Name: Castle Group/ Taylor Young
Association Amenities: Clubhouse, Fence Restrictions, Fitness Center, Gated, Pickleball Court(s), Spa/Hot Tub, Tennis Court(s), Trail(s), Community Pool, Escrow Reserves Fund, Maintenance Grounds
APN # 0138040038
MLS # A4691224
Property ID 300373218
Lot Sqft 11,430
Zoning RSF1
Days on Market 73
Original List Price $2,500,000
Applicances Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer%
Date Updated May 21, 2026
Date Created April 30, 2026
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Listing Provided By

Mark Quire an agent of KELLER WILLIAMS ON THE WATER S.


© 2026 STELLAR MLS. All rights reserved. Some listings on this website are from STELLAR as of May 21, 2026 The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.



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