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$2,299,000

5301 Greenbrook Drive Sarasota, FL 34238 Residential - Single Family Active

  • 5301 Greenbrook Drive, Sarasota, FL 34238 Main Photo

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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!

Property Highlights

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 3 car attached
Heating: Central
Lot Size: 0.26 Acres
Roof Type: Tile
Stories: 2.0
Taxes: $17,854
Year Built: 2019

General Information

Bedrooms: 5
Bathrooms: 4 Full 2 Half
Sqft: 5,171
County: Sarasota
High School: Venice Senior High
Subdivision: LEGACY ESTATES AT ESPLANADE ON PALMER RANCH
Listed By:
Mark Quire KELLER WILLIAMS ON THE WATER S 941-803-7522

Amenities

Ceiling Fans(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)
Lighting
Outdoor Kitchen
Sidewalk
Sliding Doors

Room Information

Living Room: 16x22
Dining Room: 16x12
Kitchen: 16x13
Primary Bedroom: 13x18
Primary Bathroom: 13x18
Office: 10x11
Loft: 28x17
Media Room: 15x19
Bedroom 2: 15x19
Bedroom 3: 14x20
Bedroom 4: 11x18
Bedroom 5: 13x19
Balcony/Porch/Lanai: 44x37

Property Features

Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Association Amenities: Clubhouse, Fence Restrictions, Fitness Center, Gated, Pickleball Court(s), Spa/Hot Tub, Tennis Court(s), Trail(s)
Builder: Taylor Morrision
Community Features: Clubhouse, Community Mailbox, Deed Restrictions, Dog Park, Fitness Center, Gated Community - No Guard, Golf Carts OK, Irrigation-Reclaimed Water, Pool, Restaurant, Sidewalks
Days on Site: 20
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
Exterior: Block, Stucco
Flood Zone Code: X
Flooring: Carpet, Laminate, Tile
Foundation: Slab
Garage Dimensions: 21x47
HOA Fee: 1680/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: No
Hot Tub: Yes
Listing Terms: Cash, Conventional, VA Loan
Lot: Corner Lot
Lot Dimensions: 0.26
Model: Avalon IV
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Pets Allowed: Breed Restrictions, Cats OK, Dogs OK
Pets Restrictions: See Rules and Restrictions for pet restrictions
Pets Size: Extra Large (101+ Lbs.)
Pool: Heated
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Private Sewer
Showing Instructions: Listing Agent Must Accompany, No Lockbox, ShowingTime
Spa: Heated
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Electricity Connected, Natural Gas Connected, Water Connected
Water: Public
Water Access Y/N: No
Zoning: RSF1
$2,299,000
5beds
4.5baths
5,171sqft
3cars
Active Price Reduced $201,000 on May 21st, 2026
BEDS5 BATHS4 full 2 partial SQUARE FEET5,171 MLS#A4691224
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONLEGACY ESTATES AT ESPLANADE ON PALMER RANCH

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5301 Greenbrook Drive, Sarasota, FL 34238.

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Estimated Payment

$ 9,912.52 per month $7,754.14 Principal & Interest $1,487.83 Property Tax $670.54 Homeowner's Insurance

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About this area

Florida/Sarasota
Sarasota

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About Sarasota

Sarasota, FL is a cultural gem. Once home to the Ringling Brothers Circus, Sarasota boasts a rich arts scene that brings people from all over the area to enjoy world-class theater, music, and other performing arts. Sarasota is also a haven with spectacular scenery, turquoise water and white sandy beaches. It offers a delightful downtown with a variety of small boutiques and exceptional restaurants. With its dynamic culture and arts scene and incredible natural beauty, Sarasota is a wonderful place to call “home.” 

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 05/21/2026. The listing information on this page last changed on 05/21/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 05/21/2026 12:00:10 AM EST) or Stellar MLS (last updated Wed 05/20/2026 11:44:15 PM EST). Real estate listings held by brokerage firms other than Wagner Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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