Property
ActiveResidential
1/60
$2,299,000

5301 GREENBROOK DRIVE

Sarasota, FL 34238
5
Beds
6
Baths
5,171
SqFt
0.26
Acres
STELLAR
#A4691224
Updated: May 21, 2026, 1:53pm

Property 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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Included Appliances
CooktopDishwasherDisposalDryerMicrowaveRefrigeratorWasher

Property Details

Highlights
View
Yes
Interior
Appliances
CooktopDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Bathrooms Total Decimal
5
Building Area Total
6659
Cooling
Central Air
Flooring
CarpetLaminateTile
Furnished
Unfurnished
Heating
Central
Interior Features
Ceiling Fan(s)Crown MoldingHigh CeilingsOpen FloorplanPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsSplit BedroomStone CountersThermostatWalk-In Closet(s)
Laundry Features
Laundry Room
Living Area
5171
Rooms Total
13
Construction
Builder Model
Avalon IV
Builder Name
Taylor Morrision
Building Area Source
Public Records
Building Area Units
Square Feet
Construction Materials
BlockStucco
Direction Faces
North
Foundation Details
Slab
Levels
Two
Living Area Source
Public Records
Living Area Units
Square Feet
Num Timesper Year
3
Roof
Tile
Stories Total
2
Year Built
2019
Site & Exterior
Covered Spaces
3
Exterior Features
Irrigation SystemLightingOutdoor KitchenSidewalkSliding Doors
Flood Zone Code
X
Garage Dimensions
21x47
Garage Spaces
3
I D X Participation
Yes
Lot Features
Corner Lot
Lot Size Acres
0.26
Lot Size Area
11430
Lot Size Square Feet
11430
Lot Size Units
Square Feet
Pool Features
Heated
Public Survey Range
18
Public Survey Section
01
Road Surface Type
Paved
Sewer
Private Sewer
Spa Features
Heated
Total Acreage
1/4 to less than 1/2
Utilities
Electricity ConnectedNatural Gas ConnectedWater Connected
View
Park/Greenbelt
Water Source
Public
Zoning
RSF1
Financials
Association Fee
1680
Association Fee Frequency
Quarterly
Association Fee Includes
Community PoolEscrow Reserves FundMaintenance Grounds
Calculated List Price By Calculated Sq Ft
444.59
Contract Status Change Date
2026-04-30
Current Price
2299000
Feed Types
BBO
Lease Considered
Yes
Minimum Lease
3 Months
Monthly H O A Amount
560
Owner Name
ON RECORD
Ownership
Fee Simple
Parcel Number
0138040038
Public Survey Township
38
Tax Annual Amount
17854
Tax Block
Yes
Tax Book Number
51-35-42
Tax Legal Description
LOT 34, LEGACY ESTATES ON PALMER RANCH PHASE 2, PB 51 PG 35-42
Tax Lot
34
Tax Year
2025
Total Annual Fees
6720
Total Monthly Fees
560

Neighborhood & Lifestyle

Community & Association
Additional Lease Restrictions
See Rules and Restrictions for additional lease restrictions
Association Amenities
ClubhouseFence RestrictionsFitness CenterGatedPickleball Court(s)Spa/Hot TubTennis Court(s)Trail(s)
Association Approval Required
Yes
Association Email
taylor.young@castlegroup.com
Association Fee Requirement
Required
Association Name
Castle Group/ Taylor Young
Association Phone
941.500.9455
Community Features
ClubhouseCommunity MailboxDeed RestrictionsDog ParkFitness CenterGated Community - No GuardGolf Carts OKIrrigation-Reclaimed WaterPoolRestaurantSidewalks
Lease Restrictions
Yes
M L S Area Major
34238 - Sarasota/Sarasota Square
Pet Restrictions
See Rules and Restrictions for pet restrictions
Pet Size
Extra Large (101+ Lbs.)
Pets Allowed
Breed RestrictionsCats OKDogs OK
S W Subdiv Community Name
Not Applicable
Subdivision Name
LEGACY ESTATES AT ESPLANADE ON PALMER RANCH
Schools
Ratings
Elementary
Laurel Nokomis Elementary
Middle
Laurel Nokomis Middle
High
Venice Senior High
Listing provided courtesy of STELLAR via IDX. Updated: May 21, 2026, 1:53pm.
Mark Quire

Listing Agent

KELLER WILLIAMS ON THE WATER S

Call Agent