Orange County, southwest of Orlando
Greater OrlandoFlorida
A low-density, lake-oriented area on the Butler Chain of Lakes, known for large lots, mature oaks and privacy.
Talk to DaniWindermere is defined by water and trees. The town itself is small, with unpaved residential streets in parts of the historic core, and the surrounding area holds estate-style homes and gated communities set between lakes. Density is low and the overall feeling is residential rather than commercial.
Southwest of Orlando, between Dr. Phillips and the Horizon West growth corridor, with reasonable access to the theme-park area and the SR-429 corridor. Everyday shopping tends to happen in the neighboring commercial areas rather than in town.
Life here is quieter and more private than in the planned communities nearby. Boating and lake access shape a lot of the routine for waterfront owners, and much of the social and commercial life happens a short drive away in Dr. Phillips or Horizon West.
New construction here is typically individual: custom homes, rebuilds on existing lots, or smaller enclaves, rather than large multi-phase communities. That changes the process considerably compared with buying from a production builder.
Entirely car-dependent. Roads in and around the historic core are narrow and residential, which keeps traffic slow inside town and pushes through-traffic to the surrounding arteries.
The area
Chain-of-lakes estates linked by canals beneath a canopy of oaks.
Real life here
Life is quiet and residential, organised around the Butler Chain of Lakes: boats, docks, and unhurried streets under oak canopy. Errands and dining happen a few minutes away in Dr. Phillips or Winter Garden, the town itself keeps a very small commercial core.
The town has a handful of local spots; the concentrated dining is on Restaurant Row in Dr. Phillips, roughly a ten-minute drive, which covers everything from casual to fine dining.
Groceries, pharmacies and medical offices are mostly in Dr. Phillips and along Winter Garden Vineland Road. Nothing is far, but almost nothing is walkable.
Lake life peaks from spring to early autumn. Afternoon storms are frequent in summer, and lakefront homes require attention to docks, seawalls and insurance requirements.
Around here
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.
Elementary school
Windermere, FL 34786, USA
High school
Windermere, FL 34786, USA
Source: Google Places. Names, addresses, photos and ratings are published by Google and can change.
Around here
Real addresses nearby, with public Google ratings where they exist.
Asian restaurant
9100 Conroy Windermere Rd Ste 110, Windermere, FL 34786, USA
Ramen restaurant
4848 S Apopka Vineland Rd Ste 208, Orlando, FL 32819, USA
Japanese restaurant
320 Moore Rd, Ocoee, FL 34761, USA
Local chain serving American breakfasts & comfort-food lunches in a modern diner with booth seating.
282 Moore Rd, Ocoee, FL 34761, USA
Bright cafe adorned with lively artwork serving American food like pancakes & sandwiches, plus cake.
434 Main St, Windermere, FL 34786, USA
Source: Google Places. Names, addresses, photos and ratings are published by Google and can change.
Around here
Public parks inside this area's radius.
Park
Oakdale St, Windermere, FL 34786, USA
Public park and green space
9619 Conroy Windermere Rd, Windermere, FL 34786, USA
WebsiteSource: Google Places. Names, addresses, photos and ratings are published by Google and can change.
Around 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.
Church
5125 S Apopka Vineland Rd, Orlando, FL 32819, USA
Association / Organization
6100 Payne Stewart Dr, Windermere, FL 34786, USA
Gym
4851 S Apopka Vineland Rd, Orlando, FL 32819, USA
Health
8815 Conroy Windermere Rd, Orlando, FL 32835, USA
Marina
10900 Chase Rd, Windermere, FL 34786, USA
Gym
2883 Maguire Rd Unit Ste A1004-A1005, Windermere, FL 34786, USA
Source: Google Places. Names, addresses, photos and ratings are published by Google and can change.
Real indicators
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.
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.
$424,950
median asking price (USD)
−1.2% vs. a year earlier
September 2026 · monthly series
Median listing price (county): from $382,500 in September 2021 to $424,950 in September 2026, higher over the period. Low of $382,500 in September 2021 and high of $497,300 in July 2023. 61 real observations.
September 2021, September 2026 · 61 observations
Realtor.com via FRED · St. Louis FedShowing 1 in every 2 real observations from the selected period.
| Period | Median listing price |
|---|---|
| September 2021 | $382,500 |
| November 2021 | $386,000 |
| January 2022 | $389,990 |
| March 2022 | $416,750 |
| May 2022 | $462,000 |
| July 2022 | $484,945 |
| September 2022 | $465,448 |
| November 2022 | $448,950 |
| January 2023 | $434,900 |
| March 2023 | $447,000 |
| May 2023 | $474,950 |
| July 2023 | $497,300 |
| September 2023 | $480,000 |
| November 2023 | $465,500 |
| January 2024 | $436,850 |
| March 2024 | $439,900 |
| May 2024 | $450,000 |
| July 2024 | $455,000 |
| September 2024 | $447,861 |
| November 2024 | $436,490 |
| January 2025 | $422,450 |
| March 2025 | $419,000 |
| May 2025 | $444,900 |
| July 2025 | $441,250 |
| September 2025 | $430,000 |
| November 2025 | $430,000 |
| January 2026 | $425,000 |
| March 2026 | $430,000 |
| May 2026 | $437,990 |
| July 2026 | $439,450 |
| September 2026 | $424,950 |
Realtor.com via FRED · St. Louis Fed · Housing Inventory: Median Listing Price in Orange County, FL
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.
$242
USD per square foot
−1.6% vs. a year earlier
September 2026 · monthly series
Median listing price per square foot (county): from $208 in September 2021 to $242 in September 2026, higher over the period. Low of $208 in September 2021 and high of $257 in September 2023. 61 real observations.
September 2021, September 2026 · 61 observations
Realtor.com via FRED · St. Louis FedShowing 1 in every 2 real observations from the selected period.
| Period | Price per sq ft |
|---|---|
| September 2021 | $208 |
| November 2021 | $212 |
| January 2022 | $220 |
| March 2022 | $234 |
| May 2022 | $249 |
| July 2022 | $249 |
| September 2022 | $245 |
| November 2022 | $242 |
| January 2023 | $243 |
| March 2023 | $248 |
| May 2023 | $251 |
| July 2023 | $255 |
| September 2023 | $257 |
| November 2023 | $255 |
| January 2024 | $252 |
| March 2024 | $254 |
| May 2024 | $255 |
| July 2024 | $256 |
| September 2024 | $252 |
| November 2024 | $249 |
| January 2025 | $247 |
| March 2025 | $246 |
| May 2025 | $249 |
| July 2025 | $247 |
| September 2025 | $246 |
| November 2025 | $245 |
| January 2026 | $243 |
| March 2026 | $245 |
| May 2026 | $244 |
| July 2026 | $244 |
| September 2026 | $242 |
Realtor.com via FRED · St. Louis Fed · Housing Inventory: Median Listing Price per Square Feet in Orange County, FL
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.
5,554
active listings
−0.9% vs. a year earlier
September 2026 · monthly series
Active listings (county): from 1,987 in September 2021 to 5,554 in September 2026, higher over the period. Low of 1,141 in February 2022 and high of 5,836 in June 2025. 61 real observations.
September 2021, September 2026 · 61 observations
Realtor.com via FRED · St. Louis FedShowing 1 in every 2 real observations from the selected period.
| Period | Active listings |
|---|---|
| September 2021 | 1,987 |
| November 2021 | 1,689 |
| January 2022 | 1,237 |
| March 2022 | 1,152 |
| May 2022 | 1,542 |
| July 2022 | 2,996 |
| September 2022 | 3,259 |
| November 2022 | 3,136 |
| January 2023 | 2,637 |
| March 2023 | 2,168 |
| May 2023 | 2,060 |
| July 2023 | 2,371 |
| September 2023 | 2,635 |
| November 2023 | 3,097 |
| January 2024 | 3,196 |
| March 2024 | 3,367 |
| May 2024 | 3,791 |
| July 2024 | 4,382 |
| September 2024 | 4,694 |
| November 2024 | 4,952 |
| January 2025 | 4,732 |
| March 2025 | 5,249 |
| May 2025 | 5,597 |
| July 2025 | 5,831 |
| September 2025 | 5,603 |
| November 2025 | 5,373 |
| January 2026 | 4,901 |
| March 2026 | 5,210 |
| May 2026 | 5,340 |
| July 2026 | 5,562 |
| September 2026 | 5,554 |
Realtor.com via FRED · St. Louis Fed · Housing Inventory: Active Listing Count in Orange County, FL
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.
1,650
new listings in the month
+1.1% vs. a year earlier
September 2026 · monthly series
New listings (county): from 2,002 in September 2021 to 1,650 in September 2026, lower over the period. Low of 1,140 in December 2022 and high of 2,440 in June 2022. 61 real observations.
September 2021, September 2026 · 61 observations
Realtor.com via FRED · St. Louis FedShowing 1 in every 2 real observations from the selected period.
| Period | New listings |
|---|---|
| September 2021 | 2,002 |
| November 2021 | 1,678 |
| January 2022 | 1,560 |
| March 2022 | 1,972 |
| May 2022 | 2,278 |
| July 2022 | 2,344 |
| September 2022 | 1,852 |
| November 2022 | 1,288 |
| January 2023 | 1,454 |
| March 2023 | 1,528 |
| May 2023 | 1,684 |
| July 2023 | 1,644 |
| September 2023 | 1,664 |
| November 2023 | 1,432 |
| January 2024 | 1,626 |
| March 2024 | 1,876 |
| May 2024 | 2,020 |
| July 2024 | 1,816 |
| September 2024 | 1,604 |
| November 2024 | 1,548 |
| January 2025 | 1,810 |
| March 2025 | 1,992 |
| May 2025 | 1,896 |
| July 2025 | 1,828 |
| September 2025 | 1,632 |
| November 2025 | 1,528 |
| January 2026 | 1,772 |
| March 2026 | 1,946 |
| May 2026 | 2,052 |
| July 2026 | 1,732 |
| September 2026 | 1,650 |
Realtor.com via FRED · St. Louis Fed · Housing Inventory: New Listing Count in Orange County, FL
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.
73
days on market
−3.9% vs. a year earlier
September 2026 · monthly series
Median days on market (county): from 38 in September 2021 to 73 in September 2026, higher over the period. Low of 27 in June 2022 and high of 86 in January 2026. 61 real observations.
September 2021, September 2026 · 61 observations
Realtor.com via FRED · St. Louis FedShowing 1 in every 2 real observations from the selected period.
| Period | Days on market |
|---|---|
| September 2021 | 38 |
| November 2021 | 42 |
| January 2022 | 42 |
| March 2022 | 31 |
| May 2022 | 28 |
| July 2022 | 30 |
| September 2022 | 47 |
| November 2022 | 63 |
| January 2023 | 71 |
| March 2023 | 50 |
| May 2023 | 43 |
| July 2023 | 42 |
| September 2023 | 45 |
| November 2023 | 49 |
| January 2024 | 60 |
| March 2024 | 47 |
| May 2024 | 48 |
| July 2024 | 55 |
| September 2024 | 62 |
| November 2024 | 70 |
| January 2025 | 76 |
| March 2025 | 57 |
| May 2025 | 60 |
| July 2025 | 70 |
| September 2025 | 76 |
| November 2025 | 78 |
| January 2026 | 86 |
| March 2026 | 64 |
| May 2026 | 65 |
| July 2026 | 69 |
| September 2026 | 73 |
Realtor.com via FRED · St. Louis Fed · Housing Inventory: Median Days on Market in Orange County, FL
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
Trade-offs
Compare
A master-planned area in southeast Orlando organized around health, education, technology and an unusually connected network of trails and parks.
OpenA city west of Orlando with a genuine historic downtown, wrapped by newer residential communities built over the last two decades.
OpenAn established, central area southwest of Orlando with mature landscaping, golf communities and one of the metro's densest restaurant corridors nearby.
OpenNext step
Goals, budget, timing and the regions that fit you, with no obligation.
