Dani Kubrusly

Osceola County

Kissimmee

Greater OrlandoFlorida

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.

Kissimmee, Florida

The area

A lakefront waterfront district giving way to the old cattle-town square.

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
Cameron Academy of Real Estate | Kissimmee1/6

Cameron Academy of Real Estate | Kissimmee

Educational institution

404 Broadway Suite A, Kissimmee, FL 34741, USA

Website
Main Street High

Main Street High

High school

1100 N Main St, Kissimmee, FL 34741, USA

Website
Thacker Avenue Elementary School for International Studies1/2

Thacker Avenue Elementary School for International Studies

Elementary school

301 N Thacker Ave, Kissimmee, FL 34741, USA

Website
Central Avenue Elementary School1/3

Central Avenue Elementary School

Elementary school

500 W Columbia Ave, Kissimmee, FL 34741, USA

Website
Osceola High School1/3

Osceola High School

High school

420 S Thacker Ave, Kissimmee, FL 34741, 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 · 7226 reviews$$
Website
Cow Steakhouse1/6

Cow Steakhouse

Restaurant

1718 Chaps Pl, Kissimmee, FL 34744, USA

4.6 · 2866 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 · 11019 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 · 8686 reviews$$
Website
Seafood House-Kissimmee1/6

Seafood House-Kissimmee

Seafood restaurant

3415 W Vine St, Kissimmee, FL 34741, USA

4.5 · 1291 reviews$$
Website
El Palacio Buffet Kissimmee1/6

El Palacio Buffet Kissimmee

Easygoing buffet offering unlimited & familiar Latin dishes alongside some Chinese plates.

909 W Vine St, Kissimmee, FL 34741, USA

4.3 · 6417 reviews$$
Website
AMF Kissimmee Lanes1/6

AMF Kissimmee Lanes

Long-standing chain of bowling alleys featuring casual grub & pitchers, leagues & party events.

4140 W Vine St, Kissimmee, FL 34741, USA

4.2 · 2037 reviews
Website
FONDA DULCE JESUS MIO ORLANDO1/6

FONDA DULCE JESUS MIO ORLANDO

Restaurant

3328 S Orange Blossom Trail, Kissimmee, FL 34746, USA

4.2 · 1528 reviews
Website
Keke's Breakfast Cafe1/6

Keke's Breakfast Cafe

Local chain serving American breakfasts & comfort-food lunches in a modern diner with booth seating.

1924 John Young Pkwy, Kissimmee, FL 34741, USA

4.8 · 6545 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.

Around here

Things to do here

Cinema, bowling, activities for the children, culture and sport around here, without repeating the parks. I list what actually exists, with the public Google rating where there is one.

Gracie Barra Kissimmee1/6

Gracie Barra Kissimmee

Sports school

3831 W Vine St #80, Kissimmee, FL 34741, USA

4.9 · 210 reviews
Website
HiiTFit Kissimmee1/6

HiiTFit Kissimmee

Gym

2860 Michigan Ave, Kissimmee, FL 34744, USA

4.9 · 151 reviews
Website
Juicy's Smoke Shop & Tobacco Dispensary1/6

Juicy's Smoke Shop & Tobacco Dispensary

Store

1011 N Main St Unit C & D, Kissimmee, FL 34744, USA

4.8 · 651 reviews
Website
Osceola County Welcome Center and History Museum1/6

Osceola County Welcome Center and History Museum

Museum with dioramas & interactive exhibits showcasing the county's natural habitats & history.

4155 W Vine St, Kissimmee, FL 34741, USA

4.8 · 289 reviews
Website
Big Toho Marina1/6

Big Toho Marina

Marina

69 Lakeview Dr, Kissimmee, FL 34741, USA

4.7 · 508 reviews
Website
Herbalife Nutrition Spot1/6

Herbalife Nutrition Spot

Wellness center

1149 W Columbia Ave, Kissimmee, FL 34741, USA

4.5 · 102 reviews
Website
Bob Makinson Aquatic Center1/6

Bob Makinson Aquatic Center

Swimming pool

2032 Denn John Ln, Kissimmee, FL 34744, USA

4.4 · 612 reviews
Website
Green Meadows Petting Farm1/6

Green Meadows Petting Farm

Educational petting farm with cattle, pigs, goats & more, plus hay rides & leafy open spaces.

1881 Jack Calhoun Dr, Kissimmee, FL 34741, USA

4.4 · 579 reviews
Website
Kissimmee Civic Center1/6

Kissimmee Civic Center

Event venue

201 E Dakin Ave, Kissimmee, FL 34741, USA

4.5 · 65 reviews
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.

$410,000

median asking price (USD)

−4.3% vs. a year earlier

August 2026 · monthly series

Median listing price (county) · Osceola County, FL

Median listing price (county): from $371,689 in August 2021 to $410,000 in August 2026, higher over the period. Low of $371,689 in August 2021 and high of $470,033 in June 2023. 61 real observations.

August 2021, August 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
August 2021$371,689
October 2021$399,999
December 2021$404,856
February 2022$424,698
April 2022$449,900
June 2022$455,495
August 2022$459,972
October 2022$449,995
December 2022$449,999
February 2023$451,886
April 2023$459,000
June 2023$470,033
August 2023$469,950
October 2023$466,250
December 2023$459,500
February 2024$453,933
April 2024$452,450
June 2024$445,000
August 2024$435,000
October 2024$429,500
December 2024$429,900
February 2025$427,445
April 2025$432,250
June 2025$430,000
August 2025$428,400
October 2025$425,000
December 2025$420,000
February 2026$419,950
April 2026$417,450
June 2026$415,000
August 2026$410,000

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.

$208

USD per square foot

−4.1% vs. a year earlier

August 2026 · monthly series

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

Median listing price per square foot (county): from $188 in August 2021 to $208 in August 2026, higher over the period. Low of $188 in August 2021 and high of $237 in May 2022. 61 real observations.

August 2021, August 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
August 2021$188
October 2021$195
December 2021$203
February 2022$213
April 2022$231
June 2022$236
August 2022$234
October 2022$233
December 2022$229
February 2023$229
April 2023$229
June 2023$233
August 2023$234
October 2023$233
December 2023$233
February 2024$232
April 2024$230
June 2024$230
August 2024$228
October 2024$226
December 2024$224
February 2025$224
April 2025$221
June 2025$219
August 2025$217
October 2025$217
December 2025$215
February 2026$213
April 2026$212
June 2026$210
August 2026$208

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.

4,135

active listings

−3.4% vs. a year earlier

August 2026 · monthly series

Active listings (county) · Osceola County, FL

Active listings (county): from 816 in August 2021 to 4,135 in August 2026, higher over the period. Low of 545 in March 2022 and high of 4,349 in June 2025. 61 real observations.

August 2021, August 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
August 2021816
October 2021933
December 2021805
February 2022556
April 2022643
June 20221,305
August 20221,992
October 20222,158
December 20222,216
February 20232,130
April 20231,938
June 20232,051
August 20232,316
October 20232,714
December 20232,954
February 20243,070
April 20243,244
June 20243,582
August 20243,801
October 20243,873
December 20243,847
February 20254,036
April 20254,285
June 20254,349
August 20254,282
October 20254,215
December 20254,140
February 20263,947
April 20264,072
June 20264,176
August 20264,135

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.

940

new listings in the month

−3.3% vs. a year earlier

August 2026 · monthly series

New listings (county) · Osceola County, FL

New listings (county): from 1,052 in August 2021 to 940 in August 2026, lower over the period. Low of 608 in December 2022 and high of 1,324 in May 2022. 61 real observations.

August 2021, August 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
August 20211,052
October 2021964
December 2021904
February 2022978
April 20221,084
June 20221,310
August 2022978
October 2022920
December 2022608
February 2023908
April 2023868
June 2023920
August 2023996
October 2023866
December 2023792
February 20241,076
April 20241,152
June 20241,100
August 20241,020
October 20241,046
December 2024782
February 20251,142
April 20251,170
June 2025982
August 2025972
October 2025984
December 2025730
February 20261,010
April 20261,030
June 2026998
August 2026940

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.

89

days on market

−3.3% vs. a year earlier

August 2026 · monthly series

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

Median days on market (county): from 37 in August 2021 to 89 in August 2026, higher over the period. Low of 26 in May 2022 and high of 100 in January 2026. 61 real observations.

August 2021, August 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
August 202137
October 202141
December 202162
February 202234
April 202229
June 202230
August 202243
October 202260
December 202274
February 202372
April 202364
June 202358
August 202356
October 202360
December 202373
February 202480
April 202471
June 202467
August 202474
October 202482
December 202489
February 202585
April 202573
June 202585
August 202592
October 202592
December 202594
February 202696
April 202681
June 202683
August 202689

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

Metro and statewide context

Median listing price

$415,000

median asking price (USD)

−1.9% vs. a year earlier

August 2026 · monthly series

Florida house price index

825.7

index · base 1980:Q1 = 100

+1.4% vs. a year earlier

Q2 2026 · quarterly series

30-year fixed mortgage rate

6.76%

annual rate

+0.41 percentage points vs. a year earlier

Week ending Sep 10, 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