Dani Kubrusly

Osceola County

Kissimmee

Greater OrlandoCentral Florida

The seat of Osceola County, south of Orlando: an older city core beside Lake Tohopekaliga, wrapped by tourism corridors and a broad range of residential product.

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Identity

Kissimmee holds two very different things at once. There is a historic downtown with a lakefront, a SunRail station and civic buildings; and there is the US-192 corridor, shaped by decades of tourism near the theme parks. Between them sits a large amount of residential development of many ages and types.

Location and access

South of Orlando in Osceola County, connected by US-192, John Young Parkway, the Florida's Turnpike and SR-417. Close to the theme-park corridor and within regional reach of Orlando International Airport.

Everyday life

Day-to-day life varies a lot by where in the city you are. Near downtown there is a walkable centre, the lakefront and the rail station; along the corridors life is commercial and car-based; in the residential communities it revolves around the neighbourhood itself.

  • Historic downtown Kissimmee and the Lake Tohopekaliga lakefront.
  • Kissimmee Lakefront Park and marina.
  • A SunRail station serving the north-south corridor.
  • The US-192 corridor, with extensive retail, dining and lodging.
  • Osceola Heritage Park, used for events and exhibitions.
  • Proximity to the theme-park corridor in neighbouring areas.

Housing

  • Established homes near the older core, of varying periods.
  • Large planned communities south and east of the city.
  • Townhomes and condominiums in several corridors.
  • Resort-style communities where short-stay use exists in some areas — always verified per property.
  • Ongoing new construction in the growing sections of the county.

New construction

Osceola County has been one of the metro's growth areas, and new communities continue to be delivered around Kissimmee. Product varies from townhomes to larger single-family homes, and rules differ substantially between developments — particularly on rentals.

Getting around

Car-based, with the Turnpike, SR-417, US-192 and John Young Parkway as the main routes, plus a SunRail station downtown. Corridor traffic is heavily influenced by tourism patterns.

The area in photos

What the area looks like.

Real photographs published on Google Places for this area and its public landmarks.

Photos of the area1/12

Source: Google Places. Photos are published by Google and can change.

Real life here

What an ordinary week looks like.

Two rhythms coexist: an older, walkable downtown by Lake Tohopekaliga with markets and events, and the US-192 corridor built around visitors, short-term rentals and services that run late.

Routines that fit

  • Operating or managing short-term rentals close to the parks.
  • Needing services and shopping open at unusual hours.
  • Wanting lake access and a historic downtown at a lower entry point.

Outdoors and leisure

  • Lakefront Park on Lake Tohopekaliga, with a marina and long boardwalk.
  • Shingle Creek Regional Park, with paddling on the headwaters of the Everglades.
  • Airboat tours and fishing on the Kissimmee chain of lakes.
  • Osceola County trails and community parks across the city.

Eating and shopping

Downtown Broadway has independent kitchens and cafés, with a strong Latin American presence across the city; the US-192 corridor covers chains, buffets and late-night options for visitors.

Hospitals, clinics, supermarkets and big-box retail are distributed along US-192 and John Young Parkway, and the airport is a straightforward drive.

Seasons

Visitor seasonality dominates: traffic, occupancy and service demand all swing with the parks calendar, which is exactly what a rental strategy here is exposed to.

Around here

Schools nearby

Real institutions inside this area's radius, ordered by distance. No ratings: assignment depends on the exact address, and a star average does not measure a school.

Virtual Prep Academy of Florida

Virtual Prep Academy of Florida

Government office

111 E Monument Ave Unit 605, Kissimmee, FL 34741, USA

Website

Child Care Franchise

Preschool

18 W Dakin Ave, Kissimmee, FL 34741, USA

Piece of Heaven Christian Academy, Inc1/2

Piece of Heaven Christian Academy, Inc

School

301 Church St, Kissimmee, FL 34741, USA

Website
UCP Kissimmee Charter School1/6

UCP Kissimmee Charter School

School

155 W Oak St, Kissimmee, FL 34741, USA

Website
Main Street High

Main Street High

High school

1100 N Main St, Kissimmee, FL 34741, USA

Website
Freedomland Christian Academy & Day Care1/2

Freedomland Christian Academy & Day Care

School

1210 N Main St, Kissimmee, FL 34741, USA

Website
Kingdom Kids Christian Academy - at The Vine Church1/6

Kingdom Kids Christian Academy - at The Vine Church

School

1003 S John Young Pkwy, Kissimmee, FL 34741, USA

Website
Discoverers Learning Academy1/6

Discoverers Learning Academy

Child care agency

1311 Bay St, Kissimmee, FL 34744, USA

Website

Source: Google Places. Names, addresses, photos and ratings are published by Google and can change.

Around here

Restaurants around

Real addresses nearby, with public Google ratings where they exist.

Pa' Paraguaná Venezuelan Latin Restaurant (Kissimmee)1/6

Pa' Paraguaná Venezuelan Latin Restaurant (Kissimmee)

Easygoing restaurant offering a diverse menu of empanadas, plus traditional desserts.

2381 N Orange Blossom Trail, Kissimmee, FL 34744, USA

4.9 · 7185 reviews$$
Website
Melao Bakery - Kissimmee1/6

Melao Bakery - Kissimmee

Counter-serve Puerto Rican eatery/bakery for bread, sweets & classic fare, such as mofongo & pernil.

1912 Fortune Rd, Kissimmee, FL 34744, USA

4.5 · 8672 reviews$$
Website
FL Bakery and Restaurant1/6

FL Bakery and Restaurant

American restaurant

3425 W Vine St, Kissimmee, FL 34741, USA

4.4 · 4010 reviews$
Website
Golden Corral Buffet & Grill1/6

Golden Corral Buffet & Grill

Family-friendly buffet chain featuring all-you-can-eat American fare, plus salad & dessert bars.

2701 W Vine St, Kissimmee, FL 34741, USA

4.2 · 7240 reviews$$
Website
La Mexicana Restaurant1/6

La Mexicana Restaurant

Burritos, fajitas & other traditional Mexican plates in a colorful establishment with a casual vibe.

2160 W Columbia Ave, Kissimmee, FL 34741, USA

4.4 · 4542 reviews$
Website
Wawa1/6

Wawa

Convenience store chain known for sandwiches & coffee. Many offer fuel & are open 24/7.

2499 N Orange Blossom Trail, Kissimmee, FL 34744, USA

3.7 · 538 reviews$
Website
El Cilantrillo Restaurant - Kissimmee1/6

El Cilantrillo Restaurant - Kissimmee

Informal eatery with mint-green walls, serving traditional Puerto Rican food & drinks.

3628 W Vine St, Kissimmee, FL 34741, USA

4.5 · 11008 reviews$$
Website
McDonald's1/6

McDonald's

Classic, long-running fast-food chain known for its burgers & fries.

719 W Vine St, Kissimmee, FL 34741, USA

3.8 · 4441 reviews$
Website
Susana's Cafe - Kissimmee1/6

Susana's Cafe - Kissimmee

Cozy stop near the courthouse offering classic American plates with craft coffee drinks.

18 S Orlando Ave, Kissimmee, FL 34741, USA

4.9 · 9307 reviews$$
Website

Source: Google Places. Names, addresses, photos and ratings are published by Google and can change.

Around here

Parks and green space

Public parks inside this area's radius.

Kissimmee Lakefront Park1/6

Kissimmee Lakefront Park

Grassy waterfront park with walking paths, a fishing pier, picnic pavilions & a shaded playground.

201 Lakeview Dr, Kissimmee, FL 34741, USA

Website
Shingle Creek Regional Park1/6

Shingle Creek Regional Park

Everglades park on a 23-mile creek with a multi-use trail, railroad remains & rich birdlife.

925 S Bass Rd, Kissimmee, FL 34746, USA

Website
Kissimmee Lakefront Park1/6

Kissimmee Lakefront Park

Park

317 E Monument Ave, Kissimmee, FL 34741, USA

Website
Oren Brown Community Park1/6

Oren Brown Community Park

Park

3511 Baker Dr, Kissimmee, FL 34741, USA

Website
Brownie Wise Park1/6

Brownie Wise Park

Park

1150 Aultman Rd, Kissimmee, FL 34744, USA

Website
Brinson Park1/6

Brinson Park

Sizable local park showcasing opportunities for wildlife viewing, fishing, picnicking & more.

406 Neptune Rd, Kissimmee, FL 34744, USA

Website

Source: Google Places. Names, addresses, photos and ratings are published by Google and can change.

Real indicators

Market in Osceola County, with sources.

These numbers are published per county, not per neighbourhood or community. They show the direction of the market around this area — they do not estimate the price of a specific home.

Median listing price (county)

The midpoint asking price of homes listed across the whole county that month. It is what sellers ask, not what buyers pay, and a county is far larger than a single community — a specific neighbourhood can sit well above or below it.

$413,950

median asking price (USD)

−3.7% vs. a year earlier

July 2026 · monthly series

Median listing price (county) · Osceola County, FL

Median listing price (county): from $350,000 in July 2021 to $413,950 in July 2026 — higher over the period. Low of $350,000 in July 2021 and high of $469,950 in June 2023. 61 real observations.

July 2021July 2026 · 61 observations

Realtor.com via FRED · St. Louis Fed
View data table

Showing 1 in every 2 real observations from the selected period.

Median listing price (county)
PeriodMedian listing price
July 2021$350,000
September 2021$390,913
November 2021$397,497
January 2022$420,000
March 2022$424,925
May 2022$455,225
July 2022$465,000
September 2022$450,000
November 2022$449,900
January 2023$450,000
March 2023$459,995
May 2023$469,397
July 2023$465,990
September 2023$469,650
November 2023$465,000
January 2024$459,000
March 2024$455,000
May 2024$448,973
July 2024$441,975
September 2024$433,313
November 2024$429,000
January 2025$429,900
March 2025$429,900
May 2025$430,250
July 2025$429,900
September 2025$426,500
November 2025$424,999
January 2026$419,900
March 2026$420,000
May 2026$415,000
July 2026$413,950

Realtor.com via FRED · St. Louis Fed · Housing Inventory: Median Listing Price in Osceola County, FL

Median listing price per square foot (county)

Asking price divided by interior area, at the county midpoint. It travels better between areas than a total price because it partly removes house size from the comparison — but it still ignores lot, age, finish level and view.

$209

USD per square foot

−4.1% vs. a year earlier

July 2026 · monthly series

Median listing price per square foot (county) · Osceola County, FL

Median listing price per square foot (county): from $185 in July 2021 to $209 in July 2026 — higher over the period. Low of $185 in July 2021 and high of $237 in May 2022. 61 real observations.

July 2021July 2026 · 61 observations

Realtor.com via FRED · St. Louis Fed
View data table

Showing 1 in every 2 real observations from the selected period.

Median listing price per square foot (county)
PeriodPrice per sq ft
July 2021$185
September 2021$192
November 2021$198
January 2022$206
March 2022$223
May 2022$237
July 2022$235
September 2022$233
November 2022$230
January 2023$229
March 2023$229
May 2023$231
July 2023$233
September 2023$234
November 2023$233
January 2024$232
March 2024$231
May 2024$229
July 2024$229
September 2024$226
November 2024$224
January 2025$224
March 2025$222
May 2025$221
July 2025$218
September 2025$217
November 2025$216
January 2026$215
March 2026$213
May 2026$211
July 2026$209

Realtor.com via FRED · St. Louis Fed · Housing Inventory: Median Listing Price per Square Feet in Osceola County, FL

Active listings (county)

How many homes were actively listed for sale in the county during the month: a snapshot of available supply. It says nothing about how many sold and excludes homes already under contract.

4,129

active listings

−4.1% vs. a year earlier

July 2026 · monthly series

Active listings (county) · Osceola County, FL

Active listings (county): from 800 in July 2021 to 4,129 in July 2026 — higher over the period. Low of 545 in March 2022 and high of 4,349 in June 2025. 61 real observations.

July 2021July 2026 · 61 observations

Realtor.com via FRED · St. Louis Fed
View data table

Showing 1 in every 2 real observations from the selected period.

Active listings (county)
PeriodActive listings
July 2021800
September 2021876
November 2021883
January 2022631
March 2022545
May 2022975
July 20221,824
September 20222,090
November 20222,341
January 20232,150
March 20232,029
May 20231,946
July 20232,176
September 20232,563
November 20232,877
January 20242,948
March 20243,119
May 20243,442
July 20243,679
September 20243,867
November 20243,941
January 20253,767
March 20254,186
May 20254,317
July 20254,305
September 20254,185
November 20254,246
January 20263,924
March 20263,999
May 20264,112
July 20264,129

Realtor.com via FRED · St. Louis Fed · Housing Inventory: Active Listing Count in Osceola County, FL

New listings (county)

Homes that entered the county market for the first time that month. It measures how much new supply arrived, which is what usually changes negotiating room from one season to the next.

968

new listings in the month

+3.2% vs. a year earlier

July 2026 · monthly series

New listings (county) · Osceola County, FL

New listings (county): from 988 in July 2021 to 968 in July 2026 — lower over the period. Low of 608 in December 2022 and high of 1,324 in May 2022. 61 real observations.

July 2021July 2026 · 61 observations

Realtor.com via FRED · St. Louis Fed
View data table

Showing 1 in every 2 real observations from the selected period.

New listings (county)
PeriodNew listings
July 2021988
September 2021978
November 2021852
January 2022944
March 20221,146
May 20221,324
July 20221,236
September 2022970
November 2022712
January 2023870
March 2023898
May 2023918
July 2023960
September 2023944
November 2023866
January 2024918
March 2024996
May 20241,054
July 20241,040
September 2024922
November 2024900
January 20251,100
March 20251,104
May 2025980
July 2025938
September 2025872
November 2025916
January 20261,056
March 20261,030
May 20261,008
July 2026968

Realtor.com via FRED · St. Louis Fed · Housing Inventory: New Listing Count in Osceola County, FL

Median days on market (county)

The midpoint of how long county listings stayed on the market that month: half were listed for less, half for more. It measures pace, not price.

87

days on market

−4.4% vs. a year earlier

July 2026 · monthly series

Median days on market (county) · Osceola County, FL

Median days on market (county): from 37 in July 2021 to 87 in July 2026 — higher over the period. Low of 26 in May 2022 and high of 100 in January 2026. 61 real observations.

July 2021July 2026 · 61 observations

Realtor.com via FRED · St. Louis Fed
View data table

Showing 1 in every 2 real observations from the selected period.

Median days on market (county)
PeriodDays on market
July 202137
September 202136
November 202142
January 202247
March 202230
May 202226
July 202232
September 202254
November 202265
January 202379
March 202361
May 202360
July 202357
September 202358
November 202367
January 202483
March 202470
May 202469
July 202473
September 202479
November 202486
January 202591
March 202571
May 202578
July 202591
September 202594
November 202591
January 2026100
March 202684
May 202681
July 202687

Realtor.com via FRED · St. Louis Fed · Housing Inventory: Median Days on Market in Osceola County, FL

Metro and statewide context

Median listing price

$419,450

median asking price (USD)

−1.8% vs. a year earlier

July 2026 · monthly series

Florida house price index

827.9

index · base 1980:Q1 = 100

+1.9% vs. a year earlier

Q1 2026 · quarterly series

30-year fixed mortgage rate

6.65%

annual rate

+0.07 percentage points vs. a year earlier

Week ending Aug 20, 2026 · weekly average

Honest trade-offs

What you accept when you choose this area.

Trade-offs

  • The city is large and heterogeneous; conclusions about one part do not transfer to another.
  • Tourism traffic affects the main corridors, especially in high season.
  • Rental rules differ sharply between communities and must be verified per address.
  • Some areas are close to wetlands and water, which affects insurance considerations.

Next step

A thirty-minute conversation.

Goals, budget, timing and the regions that fit you — with no obligation.

Talk to Dani