Home in 500 Longmeadow St Kissimmee for sale with MLS# O6391271

A true architectural masterpiece, this grand Southern Plantation-style estate spans an entire block, creating an unmatched sense of space, privacy, and prominence in the heart of Celebration's Main Village. With its commanding façade, stately columns, and sweeping double wraparound porches, the home makes an unforgettable first impression from every angle-perfectly positioned on a premier corner setting just a short 5-minute walk to the town center, golf course, and K-8 school. Inspired by the historic Houmas House, this custom-built residence blends timeless elegance with modern luxury. From the rooftop cupola, enjoy breathtaking panoramic views, including stunning sunsets and nightly Disney fireworks. Inside, expansive living spaces feature a contemporary open-concept kitchen with Gaggenau and Pedini appliances, complemented by marble and hardwood flooring throughout. The outdoor retreat is equally impressive, showcasing a heated saltwater rock lagoon pool with waterfall and slide, along with a fully equipped outdoor kitchen, bar, and professional misting system-ideal for Florida living. Each bedroom offers a private, newly renovated en-suite bathroom, while upgraded hybrid water systems and instant hot water pumps ensure comfort and efficiency. A private elevator connects all levels, leading to the spectacular fourth-floor cupola. Encircling the home, the impressive 1,600-square-foot double wraparound porch enhances both its grandeur and livability. A detached one-bedroom apartment with private entrance provides flexibility as a guest suite, home office, or income-producing rental. Completing the estate are two separate garages connected by a beautifully paved brick courtyard. This rare full-block property delivers a level of scale, location, and architectural presence that is truly unmatched in Celebration.

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Days on the market

500 Longmeadow St, Kissimmee, FL 34747

Price
Price:
$3,300,000.00
Original List Price:
$3,300,000.00
List Price per Sq Ft (Calculated, Approx.):
$544.55
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6391271
Rooms Distribution
Bedrooms:
5
Bathrooms Total:
6
Full Bath:
5
Half Bath:
1
Measures
Living Area:
6,060 Sqft
Built-Up Area:
10,520 Sqft
Lot Area:
15,333 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Size Acres:
0.35
Property Features
Waterfront:
No
Private Pool
Swimming Pool Features:
Heated, Salt Water, Outside Bath Access, Self Cleaning
Spa
Spa Features:
In Ground
Furnished:
Partially
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Cooktop, Freezer, Built-in Oven, Electric Water Heater, Ice Maker, Exhaust Fan, Range, Range Hood, Wine Refrigerator, Bar Fridge
Interior:
Eat-in Kitchen, Walk-In Closet(s), Vaulted Ceiling(s), Built-in Features, Wet Bar, Elevator, Ceiling Fans(s), Kitchen/family Room Combo, Living Room/dining Room Combo, Open Floorplan, Stone Counters, Thermostat, Crown Molding, Pest Guard System, Central Vacuum, Primary Bedroom Main Floor
Exterior:
Balcony, Lighting, Outdoor Grill, Sidewalk, Sliding Doors, Rain Gutters, French Doors, Outdoor Kitchen
Laundry:
Laundry Room
Fireplace
Fireplace:
Gas
Air Conditioning System:
Central Air
Heating System:
Central, Electric, Natural Gas, Natural Gas
Property Entrance Faces:
Northeast
Other Equipment:
Irrigation Equipment
Construction
Year Built:
2002
Roof:
Shingle
Levels:
Three Or More
Construction Materials:
Block, Frame, Stucco
Flooring:
Carpet, Wood, Marble
Foundation Details:
Slab
Flood Zone Code:
X
Property Condition:
Completed
Taxes and Expenses
Tax Annual Amount:
$34,433.00
Tax Year:
2025
Association Fee:
$445.59
Association Fee Frequency:
Quarterly
Total Annual Fees:
$1,782.36
Total Monthly Fees:
$148.53
Tax Other Annual Assessment Amount:
1631
Parking
Garage
Garage Spaces:
4
Attached Garage
Utilities
Sewer:
Public Sewer
Utilities Available:
Underground Utilities, Electricity Connected, Sewer Connected, Sprinkler Recycled, Water Connected, Public, Propane, Fiber Optics
Water Source:
Public
Community
Association
Minimum Lease Term:
8-12 Months
Pets Allowed?
Subdivision Name:
CELEBRATION VILLAGE UNIT 2
Community Features:
Street Lights
Senior Community:
No
Association Fee Required:
Required
Community Development District CDD
Association Management:
Celebration Residential Owners Association
Association Phone:
407-566-1200
Terms
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
CELEBRATION VILLAGE UNIT 2 PB 8 PGS 185-212 LOT 151 07/25/28
Real Estate Folio Number (Parcel Number):
07-25-28-2783-0001-1510
Zoning:
OPUD
Title to the property is held by owner as:
Fee Simple
Listing History
Originally published on:
March 17, 2026 2:35 pm
Active on the market since:
March 17, 2026
Listing Agreement executed on:
March 17, 2026
Listing Status Last Changed On:
March 17, 2026 2:35 pm
Photos updated on:
March 17, 2026 2:38 pm
Last Modified:
March 19, 2026 3:26 am
Additional Information
Courtesy of:
KICANTO REALTY
Attribution:
305-744-2297
Road Surface Type:
Asphalt
Location
Street Name:
LONGMEADOW
Street Number:
500
City:
KISSIMMEE
State:
Florida
Zip Code:
34747
County:
Osceola
Latitude:
N28° 19' 18.3''
Longitude:
W82° 27' 20.3''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $83,141
Median Home Value $455,600
Median Rent $1,812/mo
Median Age 37
Population 27,422

Air Quality

Source: AirNow.gov · Orlando

🌬️ Air Quality Index (AQI) 42 Good
☀️ O3 42 Good
🫁 PM2.5 35 Good

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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively 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. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of March 19, 2026, 3:26 AM.