Features & Amenities

Interior

  • Other Interior Features

    Elevator, Stone Counters

  • Total Bedrooms

    2

  • Bathrooms

    2

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central, Electric

  • Pet friendly

    No

Exterior

  • Garage

    No

  • Construction Materials

    Block, Stucco

  • Other Exterior Features

    Lighting, Storage, Tennis Court(s)

  • Parking

    Assigned, Covered, Guest

  • Patio and Porch Features

    Covered, Rear Porch, Screened

  • Pool

    Yes

  • Pool Features

    In Ground

  • Waterfront YN

    YES

  • View

    Water, Park/Greenbelt

Area & Lot

  • Lot Features

    Near Golf Course, Near Public Transit, Waterfront

  • Property Type

    Residential

  • Property Sub Type

    Condominium

  • Architectural Style

    Florida

Price

  • Sales Price

    $839,900

  • Tax Amount

    $11,896.82

  • Sq. Footage

    1, 393

  • Price/SqFt

    $602

HOA

  • Association

    Yes

  • Association Fee Includes

    N/A

  • Total Monthly Fees

    $1,822.33

School District

  • Elementary School

    Anna Maria Elementary

  • Middle School

    Martha B. King Middle

  • High School

    Bayshore High

Property Features

  • Stories

    7

  • Association Amenities

    Cable TV, Clubhouse, Elevator(s), Maintenance, Pool, Shuffleboard Court, Storage, Tennis Court(s)

  • Foundation Details

    Other

  • Ownership

    Condominium

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    0

  • Water Source

    Public

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Location

County

Manatee

Elementary School

Anna Maria Elementary

Middle School

Martha B. King Middle

High School

Bayshore High

Listing Courtesy of JoDene Moneuse, PA , MICHAEL SAUNDERS & COMPANY

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Experience the epitome of Island living in this meticulously kept and beautifully renovated retreat located in the beachfront community of The Westchester on Longboat Key. This ground floor walk-out, 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues. The gorgeous kitchen opens to the large living/dining area and the spectacular views can be seen through impact resistant sliding doors that open wide for easy indoor/outdoor living. Step out to one of two private screened in lanais and you'll find the perfect spot to enjoy a morning coffee or an evening beverage while watching the sunset. This home is being offered with all the designer furnishings, so all you’ll need to do is bring your flip flops. Here you will find a remarkable quality of laid back island life with the gorgeous beach that stretches for miles, 2 sparkling pools, a tennis and pickleball court, a shuffleboard court, and a lovely clubhouse. An on site manager is available Monday through Friday. If you're ready for more, fine dining and nightlife in the world famous St. Armands Circle and the cultural mecca of downtown Sarasota are just a short drive away. Important to note: The pool area is currently undergoing a transforamtion and will include a new spa, a tiki hut and new landscaping when complete. Also important: The Westchester has completed its Milestone Inspection and all assessments have been paid in full.

4825 GULF OF MEXICO DRIVE 105

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