Sarasota's Premier Homes

2199 TRIPOLI COURT

KISSIMMEE , FL 34747

MLS#: O6383484

$790,000

Status: Active
Listing number: O6383484
Listing provided by: PABLA PROPERTIES
Listing agent phone: None
Last update: 6 days ago
On site: 12 days ago
Browse Properties
WINDSOR AT WESTSIDE - Residential

Property

Beds

9

Full Baths

6

1/2 Baths

None

Year Built

2015

Sq.Footage

4,391

Welcome to 2199 Tripoli, a spacious 9-bedroom, 6-bathroom pool home located in the highly desirable Windsor at Westside Resort — one of the area’s premier short-term rental communities. Designed with large groups and vacationing families in mind, this home offers a functional open-concept layout, generous bedroom count, and entertainment-focused design that makes it ideal for short-term rental use or a private vacation retreat. A standout feature of the property is its custom-themed bedrooms, including: Assassin’s Creed-inspired room, Pokémon-themed room, Sonic the Hedgehog-themed room. These immersive spaces create a memorable guest experience and strong marketing appeal in the competitive Central Florida vacation rental market. The main living area flows seamlessly into the dining and kitchen spaces, providing ample room for gathering and entertaining. Step outside to your private screened-in pool area — perfect for relaxing after a day at the parks. Located within Windsor at Westside, residents and guests enjoy access to resort-style amenities including a clubhouse, lazy river, resort pool, fitness center, sports courts, and gated security. The community’s prime location offers convenient access to major attractions, shopping, dining, and highways. Whether you are looking for a primary residence, second home, or investment property in a short-term rental approved community, this 9-bedroom home offers exceptional flexibility and opportunity.

Features & Amenities

Interior

  • Other Interior Features

    High Ceilings

  • Total Bedrooms

    9

  • Bathrooms

    6

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central

  • Pet friendly

    Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Block, Stucco

  • Other Exterior Features

    Outdoor Grill

  • Parking

    Attached

  • Pool

    Yes

  • Pool Features

    Heated, Private

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.15

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $790,000

  • Tax Amount

    $11,987

  • Sq. Footage

    4, 391

  • Price/SqFt

    $179

HOA

  • Association

    Yes

  • Association Fee

    $563

  • Association Fee Frequency

    Monthly

  • Association Fee Includes

    N/A

  • Total Monthly Fees

    $563

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    205

  • Water Source

    Public

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Location

County

Osceola

Elementary School

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Listing Courtesy of Sunny Pabla , PABLA PROPERTIES

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Welcome to 2199 Tripoli, a spacious 9-bedroom, 6-bathroom pool home located in the highly desirable Windsor at Westside Resort — one of the area’s premier short-term rental communities. Designed with large groups and vacationing families in mind, this home offers a functional open-concept layout, generous bedroom count, and entertainment-focused design that makes it ideal for short-term rental use or a private vacation retreat. A standout feature of the property is its custom-themed bedrooms, including: Assassin’s Creed-inspired room, Pokémon-themed room, Sonic the Hedgehog-themed room. These immersive spaces create a memorable guest experience and strong marketing appeal in the competitive Central Florida vacation rental market. The main living area flows seamlessly into the dining and kitchen spaces, providing ample room for gathering and entertaining. Step outside to your private screened-in pool area — perfect for relaxing after a day at the parks. Located within Windsor at Westside, residents and guests enjoy access to resort-style amenities including a clubhouse, lazy river, resort pool, fitness center, sports courts, and gated security. The community’s prime location offers convenient access to major attractions, shopping, dining, and highways. Whether you are looking for a primary residence, second home, or investment property in a short-term rental approved community, this 9-bedroom home offers exceptional flexibility and opportunity.

2199 TRIPOLI COURT

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