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

DriveBuild Academy

High school

1003 S John Young Pkwy, 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 · 7255 reviews$$
Website
Cow Steakhouse1/6

Cow Steakhouse

Steak house

1718 Chaps Pl, Kissimmee, FL 34744, USA

4.6 · 2891 reviews$$
Website
El Cilantrillo Restaurant - Vine St./Kissimmee1/6

El Cilantrillo Restaurant - Vine St./Kissimmee

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

3628 W Vine St, Kissimmee, FL 34741, USA

4.5 · 11029 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 · 8710 reviews$$
Website
Seafood House-Kissimmee1/6

Seafood House-Kissimmee

Seafood restaurant

3415 W Vine St, Kissimmee, FL 34741, USA

4.5 · 1300 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 · 6430 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 · 2044 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 · 1559 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 · 6604 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 · 212 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 · 655 reviews
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 · 293 reviews
Website
Big Toho Marina1/6

Big Toho Marina

Marina

69 Lakeview Dr, Kissimmee, FL 34741, USA

4.7 · 509 reviews
Website
Herbalife Nutrition Spot1/6

Herbalife Nutrition Spot

Wellness center

1149 W Columbia Ave, Kissimmee, FL 34741, USA

4.5 · 103 reviews
Website
Bob Makinson Aquatic Center1/6

Bob Makinson Aquatic Center

Swimming pool

2032 Denn John Ln, Kissimmee, FL 34744, USA

4.4 · 613 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 · 591 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 · 2044 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.

$405,875

median asking price (USD)

−4.8% vs. a year earlier

September 2026 · monthly series

Median listing price (county) · Osceola County, FL

Median listing price (county): from $390,913 in September 2021 to $405,875 in September 2026, higher over the period. Low of $390,913 in September 2021 and high of $470,033 in June 2023. 61 real observations.

September 2021, September 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
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$469,430
July 2023$467,495
September 2023$469,950
November 2023$465,000
January 2024$459,000
March 2024$455,000
May 2024$449,000
July 2024$442,000
September 2024$433,125
November 2024$429,000
January 2025$429,925
March 2025$429,990
May 2025$430,500
July 2025$429,900
September 2025$426,500
November 2025$424,995
January 2026$419,900
March 2026$420,000
May 2026$415,000
July 2026$413,950
September 2026$405,875

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.

$207

USD per square foot

−4.6% vs. a year earlier

September 2026 · monthly series

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

Median listing price per square foot (county): from $192 in September 2021 to $207 in September 2026, higher over the period. Low of $192 in September 2021 and high of $237 in May 2022. 61 real observations.

September 2021, September 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
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$223
May 2025$221
July 2025$218
September 2025$217
November 2025$216
January 2026$215
March 2026$213
May 2026$211
July 2026$209
September 2026$207

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.

4,175

active listings

−0.2% vs. a year earlier

September 2026 · monthly series

Active listings (county) · Osceola County, FL

Active listings (county): from 876 in September 2021 to 4,175 in September 2026, higher over the period. Low of 545 in March 2022 and high of 4,349 in June 2025. 61 real observations.

September 2021, September 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
September 2021876
November 2021883
January 2022630
March 2022545
May 2022975
July 20221,823
September 20222,090
November 20222,341
January 20232,150
March 20232,029
May 20231,945
July 20232,171
September 20232,559
November 20232,875
January 20242,948
March 20243,119
May 20243,443
July 20243,680
September 20243,869
November 20243,942
January 20253,769
March 20254,184
May 20254,316
July 20254,305
September 20254,185
November 20254,246
January 20263,925
March 20263,999
May 20264,112
July 20264,129
September 20264,175

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.

928

new listings in the month

+6.4% vs. a year earlier

September 2026 · monthly series

New listings (county) · Osceola County, FL

New listings (county): from 978 in September 2021 to 928 in September 2026, lower over the period. Low of 608 in December 2022 and high of 1,324 in May 2022. 61 real observations.

September 2021, September 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
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 2023940
November 2023868
January 2024914
March 2024996
May 20241,054
July 20241,038
September 2024920
November 2024896
January 20251,100
March 20251,100
May 2025980
July 2025938
September 2025872
November 2025916
January 20261,068
March 20261,030
May 20261,008
July 2026968
September 2026928

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.

92

days on market

−2.1% vs. a year earlier

September 2026 · monthly series

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

Median days on market (county): from 36 in September 2021 to 92 in September 2026, higher over the period. Low of 26 in May 2022 and high of 100 in January 2026. 61 real observations.

September 2021, September 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
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
September 202692

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

Metro and statewide context

Median listing price

$410,000

median asking price (USD)

−2.5% vs. a year earlier

September 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

7.28%

annual rate

+0.94 percentage points vs. a year earlier

Week ending Oct 01, 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