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!
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!
Property Details
Price:
$2,099,999
MLS #:
A4691224
Status:
Active Under Contract
Beds:
5
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
LEGACY ESTATES AT ESPLANADE ON PALMER RANCH
Neighborhood:
34238sarasotasarasotasquare
Listed Date:
Apr 30, 2026
Finished Sq Ft:
5,171
Total Sq Ft:
6,659
Lot Size:
11,430 sqft / 0.26 acres (approx)
Year Built:
2019
See this Listing
Schools
Elementary School:
Laurel Nokomis Elementary
Middle School:
Laurel Nokomis Middle
High School:
Venice Senior High
Interior
Appliances
Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Bathrooms
4 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air
Flooring
Carpet, Laminate, Tile
Heating
Central
Interior Features
Ceiling Fan(s), Crown Molding, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
Laundry Features
Laundry Room
Levels
Two
Exterior
Association Amenities
Clubhouse, Fence Restrictions, Fitness Center, Gated, Pickleball Court(s), Spa/Hot Tub, Tennis Court(s), Trail(s)
Attached Garage YN
1
Community Features
Clubhouse, Community Mailbox, Deed Restrictions, Dog Park, Fitness Center, Gated Community – No Guard, Golf Carts OK, Irrigation-Reclaimed Water, Pool, Restaurant, Sidewalks
Construction Materials
Block, Stucco
Covered Spaces
3
Direction Faces
North
Exterior Features
Irrigation System, Lighting, Outdoor Kitchen, Sidewalk, Sliding Doors
Garage Spaces
3
Lot Features
Corner Lot
Roof
Tile
Spa Features
Heated
View
Park/Greenbelt
Financial
HOA Fee
$1,680
HOA Fee Frequency
Quarterly
HOA Includes
Community Pool, Escrow Reserves Fund, Maintenance Grounds
HOA Name
Castle Group/ Taylor Young
HOA Phone
941.500.9455
Tax Year
2025
Taxes
$17,854
Map
Community
- Address5301 GREENBROOK DRIVE SARASOTA FL
- SubdivisionLEGACY ESTATES AT ESPLANADE ON PALMER RANCH
- CitySARASOTA
- CountySarasota
- Zip Code34238
Market Summary
Current real estate data for Single Family in SARASOTA as of Aug 29, 2026
1,867
Single Family Listed
116
Avg DOM
471
Avg $ / SqFt
$1,428,080
Avg List Price
Property Summary
- Located in the LEGACY ESTATES AT ESPLANADE ON PALMER RANCH subdivision, 5301 GREENBROOK DRIVE SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34238. It is listed for $2,099,999 and features 5 beds, 5 baths, and has approximately 5,171 square feet of living space, and was originally constructed in 2019. The current price per square foot is $406. The average price per square foot for Single Family listings in SARASOTA is $471. The average listing price for Single Family in SARASOTA is $1,428,080. To schedule a showing of MLS#a4691224 at 5301 GREENBROOK DRIVE in SARASOTA, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of KELLER WILLIAMS ON THE WATER S. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 5301 GREENBROOK DRIVE
SARASOTA, FL