5301 GREENBROOK DRIVE Sarasota, FL $ 2,099,999
5301 GREENBROOK DRIVE
$ 2,099,999
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5301 GREENBROOK DRIVE

Sarasota, FL, 34238
$ 2,099,999
Bedrooms5 Baths4.2 Sq 5,171

Monthly Estimate*

$ 13,260

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View a Virtual Tour

Single Family Home for sale in Sarasota, FL

for $2,099,999 with 5 bedrooms and 4 full baths, 2 half baths. This 5,171 square foot home was built in 2019 on a lot size of 0.26.

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!

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Single Family Contingent

Price

$ 2,099,999

Bedrooms

5

Full Bath

4

Half Bath

2

Property Type

Single Family

Taxes

$ 17,854

Style

Single Family Residence

Lot Size

0.26

Year Built

2019

Town/City

Sarasota

County/Region

Sarasota

MLS | Web ID

A4691224

Features
General
Sewer Private Sewer
Heating Central
Cooling Central Air
Utilities Electricity Connected Natural Gas Connected Water Connected
Roof Tile
Appliances Cooktop Dishwasher Disposal Dryer Microwave Refrigerator Washer
Zoning RSF1
HOA Fee 1680
Garage Spaces 3
Association Fee Includes Community Pool Escrow Reserves Fund Maintenance Grounds
Pool Features Heated
Construction Materials Block Stucco
Pets Allowed Breed Restrictions Cats OK Dogs OK
Year Built 2019
View Park/Greenbelt
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Clubhouse Community Mailbox Deed Restrictions Dog Park Fitness Center Gated Community - No Guard Golf Carts OK Irrigation-Reclaimed Water Pool Restaurant Sidewalks
Assoc Fee Paid Per Quarterly
County Sarasota
New Construction false
Property Type Residential
Association Amenities Clubhouse Fence Restrictions Fitness Center Gated Pickleball Court(s) Spa/Hot Tub Tennis Court(s) Trail(s)
Attached Garage true
Subdivision Name LEGACY ESTATES AT ESPLANADE ON PALMER RANCH
Facing Direction North
Garage Y/N true
Total Rooms 13
Full Baths 4
Status Pending
Directions From Central Sarasota Parkway travel south on Honore Avenue. Turn right into Legacy Estates at Esplanade on Palmer Ranch Entrance pass through gate. Follow Legacy Estates Boulevard around the turn turn left on Greenbrook Drive home is the last home on the left.
High School Venice Senior High
City SARASOTA
Association Name Castle Group/ Taylor Young
Senior Community Y/N false
MLS Area 34238 - Sarasota/Sarasota Square
Lot Size Units Square Feet
Lot Size Square Feet 11430
Carport Y/N false
Listing Terms Cash Conventional VA Loan
Spa Features Heated
Elementary School Laurel Nokomis Elementary
Land Lease Y/N false
Tax Annual Amount 17854
Middle/Junior High School Laurel Nokomis Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.zillow.com/view-imx/5ca98bec-851a-4e16-99e9-7998c95f4dd9?initialViewType=pano&utm_source=dashboard
Building Area Units Square Feet
Living Area Units Square Feet
Builder Name Taylor Morrision
Standard Status Active Under Contract
Occupancy Type Owner
Tax Lot 34
Legal Description LOT 34 LEGACY ESTATES ON PALMER RANCH PHASE 2 PB 51 PG 35-42
Pet Size Limit Extra Large (101+ Lbs.)
Minimum Lease 3 Months
Water Access Y/N false
Monthly HOA Amount 560
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
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Interior
Interior Amenities 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)
Flooring Carpet Laminate Tile
Furnished Y/N Unfurnished
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 2
Laundry Features Laundry Room
Total Bedrooms 5
Total Baths 6
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Exterior
Exterior Amenities Irrigation System Lighting Outdoor Kitchen Sidewalk Sliding Doors
Lot Features Corner Lot
Water Source Public
Lot Size Area 11430
Foundation Details Slab
Spa true
Building Area Total 6659
Lot Size Acres 0.26
Road Surface Type Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 3
Builder Model Avalon IV
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* Excluded Features
List By
Keller Williams On The Water S

Broker

mark.allen.quire@gmail.com

Email

Affordability Calculator

$14,747
Per Month
90%
10%
0%
Monthly Principal & Interest
$13,260
Monthly Property Taxes
$1,488
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Venice Senior High High School High School
Pricing History
DatePricePrice ChangeDescription
7/14/2026$2,099,999 -8.66% Price Down
5/21/2026$2,299,000 -8.04% Price Down
4/30/2026$2,500,000 Listed Price

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5301 GREENBROOK DRIVE, Sarasota, FL, 34238 is a Single Family Home for sale at $2,099,999 with 5,171 sqft and a lot size of 0.26. 5301 GREENBROOK DRIVE has 5 bedrooms, 4.2 baths, and was built in 2019. The property's zip code is 34238 which is in Sarasota, FL