To schedule a showing of 5301 Greenbrook Drive, Sarasota, Florida, Call David Shippey at 863-521-4517 TODAY!
$2,299,000 | 5 beds | 4 full baths | 2 half baths | 5,171 sqft
Sarasota, FL 34238
- 5Beds
- 6.00Total Baths
- 4 Full, 2 HalfBaths
- 5,171SqFt
- 2019Year Built
- 0.26Acres
- MLS# A4691224
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market1 month, 6 days
- Area34238 - Sarasota/sarasota Square
- CountySarasota
- Subdivision Legacy Estates At Esplanade On Palmer Ranch
Overview
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, chefs kitchen designed for entertaining, and an elegant owners 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!
Agriculture / Farm
Association Fees / Info
Community Features: Clubhouse, CommunityMailbox, DogPark, Fitness, GolfCartsOk, Gated, Pool, Restaurant, Sidewalks
Pets Allowed: BreedRestrictions, CatsOk, DogsOk
Hoa Frequency Rate: 1680
Association: Yes
Association Amenities: Clubhouse, FitnessCenter, Gated, Pickleball, SpaHotTub, TennisCourts, Trails
Hoa Fees Frequency: Quarterly
Association Fee Includes: MaintenanceGrounds, Pools, ReserveFund
Bathroom Info
Total Baths: 6.00
Fullbaths: 4
Building Info
Roof: Tile
Builder: Taylor Morrision
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Pool Features: Heated, Community
Pool Private: Yes
Exterior Features: SprinklerIrrigation, Lighting, OutdoorKitchen
Fees / Restrictions
Financial
Original Price: $2,500,000
Disclosures: CovenantsRestrictionsDisclosure
Garage / Parking
Attached Garage: Yes
Garage: Yes
Green / Env Info
Green Water Conservation: WaterRecycling
Interior Features
Floors: Carpet, Laminate, Tile
Levels: Two
Spa: Yes
Laundry Features: LaundryRoom
Interior Features: BuiltInFeatures, CeilingFans, CrownMolding, HighCeilings, MainLevelPrimary, OpenFloorplan, StoneCounters, SplitBedrooms, SolidSurfaceCounters, WalkInClosets, WoodCabinets
Appliances: Cooktop, Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer
Spa Features: Heated
Lot Info
Direction Remarks: 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.
Lot Size Units: Acres
Lot Size Acres: 0.26
Lot Sqft: 11,430
Lot Desc: CornerLot
Misc
Builder Model: Avalon IV
Other
Special Conditions: None
Security Features: GatedCommunity
Other Rooms Info
Property Info
Section: 01
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Construction Materials: Block, Stucco
Stories: 2
Total Stories: 2
Foundation: Slab
Human Modified: Yes
Room Info
Total Rooms: 13
Sqft Info
Sqft: 5,171
Bulding Area Sqft: 6,659
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,025
Tax Lot: 34
Tax Legal Description: LOT 34, LEGACY ESTATES ON PALMER RANCH PHASE 2, PB 51 PG 35-42
Tax Block: 1
Tax Annual Amount: 17854
Tax Book Number: 51-35-42
Unit Info
Utilities / Hvac
Heating: Central
Water Source: Public
Sewer: PrivateSewer
Cool System: CentralAir, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: ElectricityConnected, NaturalGasConnected, WaterConnected
Waterfront / Water
View: Yes
View: ParkGreenbelt
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.This listing courtesy of Keller Williams On The Water S
MLS# A4684572 
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MLS IDX data last updated on 06-05-2026 3:55 PM EST.
If you have any questions on 5301 Greenbrook Drive, Sarasota, Florida, please call David Shippey at 863-521-4517.
MLS# A4691224 located at 5301 Greenbrook Drive, Sarasota, Florida is brought to you by David Shippey REALTOR®
5301 Greenbrook Drive, Sarasota, Florida has 5 Beds, 4 Full Bath, and 2 Half Bath.
The MLS Number for 5301 Greenbrook Drive, Sarasota, Florida is A4691224.
The price for 5301 Greenbrook Drive, Sarasota, Florida is $2,299,000.
The status of 5301 Greenbrook Drive, Sarasota, Florida is Active.
The subdivision of 5301 Greenbrook Drive, Sarasota, Florida is Legacy Estates At Esplanade On Palmer Ranch.
The home located at 5301 Greenbrook Drive, Sarasota, Florida was built in 2026.