Orange County
Greater OrlandoFlorida
An established city immediately north of downtown Orlando, built around a chain of lakes, brick streets and a genuine main street rather than a master plan.
Talk to DaniWinter Park grew over more than a century, and it shows in a way that newer areas cannot reproduce: mature oak canopy, older homes of many different periods, a walkable commercial avenue, museums and a college campus inside the city itself. It is one of the few places in Florida where the centre existed long before the suburbs around it.
North of downtown Orlando, framed by I-4 to the west and connected to the rest of the metro by US-17-92 and SR-436. Central within the region rather than at its edge, which shortens most routine trips and lengthens none of them dramatically.
Daily life here can genuinely include walking: Park Avenue for shops and restaurants, the parks along the lakes, the farmers market, the library and cultural venues. Beyond the central blocks the pattern becomes residential and car-based, like most of the region.
There is little room for large new communities inside Winter Park itself. New product usually appears as individual rebuilds, renovations or smaller infill projects, which means each home is evaluated on its own rather than by builder and phase.
Walkable at the centre, car-based elsewhere, with I-4, US-17-92 and SR-436 for regional trips and a SunRail station for the north-south corridor. Access to the airport crosses the metro rather than skirting it.
The area
Boat tours through wooded canals beneath a brick-paved shopping avenue.
Real life here
Genuinely walkable at the centre: Park Avenue for shops and lunch, Central Park for the weekend market, the library, museums and Rollins College. Beyond a few blocks the city becomes residential, with brick streets and mature oaks.
Park Avenue and Hannibal Square carry the restaurants, from cafés and bakeries to established fine dining, and the concentration means most of it is reachable on foot.
Groceries, clinics, a hospital and specialist offices are inside the city, and downtown Orlando is a short drive or a SunRail ride away.
The art festival season and the cooler months bring crowds and parking pressure to Park Avenue; summer is quieter but stormy in the afternoons.
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.
High school
4828 judy ann ct Orlando Avenue, Orlando, FL 32801, 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.
Contemporary bar with made-to-order sangrias, plus Spanish & Catalan small plates.
110 S Orlando Ave #7, Winter Park, FL 32789, USA
Greek restaurant
290 S Park Ave, Winter Park, FL 32789, USA
A menu of classic Mexican dishes & full bar in a lively setting with sports TV & blue decor details.
900 S Orlando Ave, Winter Park, FL 32789, USA
Turkish fare served in a stylish restaurant with warm, yellow walls, antique hookahs, a bar & patio.
108 S Park Ave, Winter Park, FL 32789, USA
Casual New American kitchen & wine bar offering bites & wines on tap in spacious, modern surrounds.
110 S Orlando Ave #12, Winter Park, FL 32789, USA
Breakfast fare such as waffles & eggs Benedict plus homemade ice cream served in an airy setting.
252 N Park Ave #3814, Winter Park, FL 32789, USA
Stylish Italian eatery offering modern takes on classic dishes in rustic-chic surrounds.
124 N Park Ave, Winter Park, FL 32789, USA
Stylish gastropub serving inventive New American fare, beers brewed on-site & handcrafted cocktails.
565 W Fairbanks Ave, Winter Park, FL 32789, USA
Popular, airy sports bar in a converted garage offering American pub grub & craft beer on tap.
643 N Orange Ave, Winter Park, FL 32789, 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.
Popular shopping district featuring eateries & boutiques in a charming, pedestrian-friendly setting.
110 N Park Ave, Winter Park, FL 32789, USA
WebsiteSports, recreation, loop path & picnic areas amid stone structures & a fountain on 75 acres.
2501 General Rees Ave, Orlando, FL 32814, USA
WebsitePublic 66-acre sports-focused park (baseball, soccer, football & track) with a wetlands trail.
Cady Way & Perth Ln, Winter Park, FL 32792, USA
Website23 acres set around a lake, with a big playground, walking trail, sports facilities & picnic tables.
1050 W Morse Blvd, Winter Park, FL 32789, USA
Website23-acre dog-friendly lakeside park offering a beach, pavilions, picnic areas & a boat ramp.
2000 S Lakemont Ave, Winter Park, FL 32789, 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.
Historic, family-friendly museum featuring extensive Tiffany collection & special exhibits.
445 N Park Ave, Winter Park, FL 32789, USA
5.2-acre secluded lakefront public grounds featuring the Exedra Monument & massive cypress trees.
1365 Alabama Dr, Winter Park, FL 32789, USA
Nonprofit indie theater for cult & matinee classics, plus special events & a bar amid towering oaks.
1300 S Orlando Ave, Maitland, FL 32751, USA
Restored Spanish farmhouse with rustic details, whitewashed brickface & tended grounds.
656 N Park Ave, Winter Park, FL 32789, USA
Golf course
761 Old England Ave, Winter Park, FL 32789, USA
A permanent collection & temporary exhibitions of thousands of works of art, dating back centuries.
1000 Holt Ave Box 2765, Winter Park, FL 32789, USA
Theater complex with multiple screens featuring new release films, plush seating & concession stand.
510 N Orlando Ave, Winter Park, FL 32789, USA
Family-friendly bowling alley with 32 lanes, a bar, lounge & grill, plus arcade games & pool tables.
2530 Aloma Ave, Winter Park, FL 32792, USA
Theater where filmgoers watch movies while servers bring casual eats, beer & wine to their tables.
2155 Aloma Ave, Winter Park, FL 32792, 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
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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.
OpenA low-density, lake-oriented area on the Butler Chain of Lakes, known for large lots, mature oaks and privacy.
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