Kissimmee, FL Homes for Sale & Real Estate

Kissimmee, Florida, is a vibrant city in Osceola County, just south of Orlando, known for its proximity to world-famous theme parks like Walt Disney World and Universal Studios. With a rich history rooted in its founding in the mid-19th century, Kissimmee blends old Florida charm with modern attractions, offering a mix of historic downtown streets, scenic lakes, and a welcoming community. The city is a hub for outdoor activities, including airboat rides through the nearby Everglades, fishing on Lake Tohopekaliga, and exploring local nature trails. Kissimmee’s diverse dining scene, cultural festivals, and family-friendly atmosphere make it a popular destination for tourists and a cherished home for residents, all set against a backdrop of sunny weather and Southern hospitality.

Location
State Florida
Averages
Taxes $4,548
House $521,551
Townhouse $355,453
Condo $248,140

Homes for Sale

Kissimmee currently has 1989 single family homes for sale, 910 townhouses for sale, 382 condos for sale, 219 lots for sale, and 24 manufactured homes for sale. There are 24 foreclosures for sale, and 98 short sales. For anyone looking for a brand new home, there are 902 new construction homes for sale.

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Schools

Kissimmee, FL is served by Polk School District and Osceola School District. The area has 24 elementary schools, 9 middle schools, 7 high school schools.

Polk School District Elementary, Middle, High School
Elementary Bethune Academy Grades PK, KG-5 Davenport School Of The Arts Grades PK, KG-8
High School Davenport High School Grades 9-12
Osceola School District Elementary, Middle, High School

Schools

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Neighborhoods

Neighborhood Median Price
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Buenaventura Lakes

Buenaventura Lakes sits just east of Kissimmee and provides direct access to the Florida Turnpike and U.S. 192, placing residents within a 15-minute drive of Orlando International Airport and the major theme parks. The neighborhood is anchored by the 86-acre Buenaventura Lakes Community Park, which includes athletic fields, playgrounds, and a recreation center, while nearby Osceola County schools serve local families. Shopping and dining are concentrated along nearby corridors such as U.S. 192 and the Florida Mall area, supporting daily needs without requiring long commutes. ... Read more
Median price: $340,000
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Cresent Lakes

Crescent Lakes sits just off U.S. 192 in Kissimmee, giving residents quick access to the Florida Turnpike, SR-417, and Orlando International Airport. The neighborhood features a chain of small lakes with public boat ramps and a community park that includes playgrounds, basketball courts, and walking paths. Families are served by nearby Osceola County schools, and everyday shopping, dining, and medical services are concentrated along the adjacent 192 corridor and at The Loop shopping center less than three miles away. ... Read more
Median price: $399,000
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Cypress Woods

Cypress Woods is a residential neighborhood in Kissimmee situated near the intersection of U.S. Highway 192 and Interstate 4, giving residents direct access to the Florida Turnpike and Walt Disney World Resort within a 15-minute drive. The area includes single-family homes built primarily in the 1990s and 2000s, with nearby public schools such as Cypress Elementary and Horizon Middle. Shopping, dining, and medical facilities are concentrated along nearby U.S. 192, while the neighborhood itself remains largely residential with limited through traffic. ... Read more
Median price: $385,000
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Fish Lake

Fish Lake is a residential neighborhood in Kissimmee situated just west of U.S. 17-92 and south of the Florida Turnpike, giving residents direct access to major commuting routes. The area surrounds a central lake that supports fishing and small-boat recreation, while nearby retail centers along U.S. 17-92 supply grocery, dining, and service options within a few minutes’ drive. Osceola County schools serving the neighborhood include Pleasant Hill Elementary, Horizon Middle, and Liberty High, all located within a five-mile radius. ... Read more
Median price: $352,495
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Kings Crest

Kings Crest sits just off U.S. 192, giving residents direct access to the Florida Turnpike and a 15-minute drive to Walt Disney World and other theme parks. The neighborhood consists of single-family homes built primarily in the early 2000s, with tree-lined streets and small pocket parks. Students living here attend nearby Pleasant Hill Elementary, Horizon Middle, and Liberty High School, while everyday shopping and dining are available at the Publix-anchored plaza less than two miles away. ... Read more
Median price: $419,500
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Lakeshore

Lakeshore sits just east of downtown Kissimmee, giving residents quick access to U.S. 441 and the Florida Turnpike for commutes toward Orlando. The neighborhood features established single-family homes on tree-lined streets surrounding Lake Tohopekaliga, where public boat ramps and shoreline parks support boating and fishing. Families benefit from proximity to Osceola County schools and nearby retail corridors along John Young Parkway. ... Read more
Median price: $521,500
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Lakeside

Lakeside sits just west of U.S. 192 and about five miles east of Walt Disney World, giving residents quick access to employment centers and tourist-related jobs. The neighborhood is anchored by Lake Tohopekaliga, where residents use public boat ramps and parks for fishing and watersports, while the surrounding grid of streets includes established single-family homes and pockets of newer construction. Families are served by nearby Osceola County schools, including Pleasant Hill Elementary and Horizon Middle, and everyday shopping is available along the adjacent U.S. 192 corridor. ... Read more
Median price: $345,000
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Stonefield

Stonefield is a residential neighborhood in Kissimmee, Florida, situated near the intersection of U.S. Highway 192 and Florida’s Turnpike, providing direct access to Orlando’s employment centers and tourist corridors. The area includes single-family homes on tree-lined streets and is within a short drive of Lake Toho, local parks, and the Osceola County school system. Residents benefit from nearby shopping centers, dining options, and medical facilities along the U.S. 192 corridor. ... Read more
Median price: $389,900
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The Oaks

The Oaks is a residential neighborhood in Kissimmee, Florida, situated near U.S. Route 192 and within a short drive of Walt Disney World and other major theme parks. It features single-family homes arranged along quiet streets with access to nearby parks and recreation areas. The neighborhood is served by Osceola County public schools and lies close to shopping centers and dining options along the U.S. 192 corridor. ... Read more
Median price: $393,000
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Neighborhoods

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Subdivisions in Kissimmee

Kissimmee has 497 subdivisions offering single family homes, townhouses, and condos. Prices range from $125,000 to $5,000,000. 198 subdivisions offer new construction homes. Windsor at Westside currently has the most active listings with 113 homes for sale.

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497
Subdivisions in Kissimmee
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Hottest
113 active listings
Starter Homes
From $125,000
Luxury
Up to $5,000,000
Single Family
267
Subdivisions with houses for sale
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Townhouses
95
Subdivisions with townhouses for sale
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Condos
46
Subdivisions with condos for sale
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New Construction
198
Subdivisions with new construction listings
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Subdivisions

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Market Trends

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Real Estate News

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