Current Price

$457,560

1 Month Forecast

â–² $466,725

1-Year Forecast *

â–² $499,543

5-Year Forecast *

â–² $565,454

"Is it a good time to buy homes in Winter Park?" "Does investing in real estate in Winter Park (Florida State, Orange County) worth it?" According to our live Forecast System, buying a house in Winter Park is a acceptable short-term (1-year) investment*. The Winter Park average house/property forecasts are updated every month with the latest median property prices by smart technical real estate market analysis. Q&A about "Winter Park" projections.
At Walletinvestor.com we predict future home values/prices with real estate market analysis for a wide selection of properties, for example houses in Winter Park in Florida State, Orange County. If you are looking for homes for sale with good flipping profit, Winter Park can be a profitable property investment option. The median price of an average house in Winter Park was 457,560 USD on 2026-02-15. Based on our forecasts, a long-term increase is expected, the predicted price of an average home in the "Winter Park" area is 565,454 USD by 2031-02-15. For a 5-year investment the profit is expected to be around +23.58% meaning that investing 100000 USD today may yield a profit of 23,580 USD by 2031.

Current Median Listing Price: 457,560 USD Median Listing Price Per Square Foot: 254 USD

Winter Park Real Estate Forecast Chart, Short-Term Housing Market Forecast for The Upcoming Months and Year

The short-term real estate market forecast is based on the median home listing prices from the last 5 years.

Winter Park (Florida State) Forecast Chart, Long-Term Predictions for Next Months and Years: 2026-2032

The long-term housing forecast is based on all the available median listing price recorded up to today.

Winter Park Price Target

Winter Park median home price target in 12 months: $499,543* (upside of 9.2%)

14 Years Historical Data

DateOpening priceClosing priceMinimum priceMaximum price
2025 $478,900 $463,777 $463,777 $478,900
2024 $452,837 $457,560 $452,837 $459,699
2023 $429,918 $450,316 $429,731 $450,316
2022 $378,995 $430,624 $378,995 $431,820
2021 $324,129 $371,455 $324,129 $371,455
2020 $299,871 $320,082 $299,871 $320,082
2019 $285,227 $297,379 $285,227 $297,379
2018 $263,176 $283,174 $263,176 $283,174
2017 $240,093 $261,555 $240,093 $261,555
2016 $222,135 $239,194 $222,135 $239,194
2015 $203,816 $220,119 $203,816 $220,119
2014 $185,871 $201,457 $185,871 $201,457
2013 $158,250 $183,729 $158,250 $183,729
2012 $145,892 $156,332 $145,892 $156,332

Questions & Answers about the Winter Park Housing Market Forecast

How much does an average home cost in Winter Park today?

The value of an average home (the listing price) in Winter Park is $457,560 USD.

What is the average price per square foot in Winter Park?

According to Walletinvestor the median price per square foot in Winter Park is 254 USD.

Will the median listing price of homes in Winter Park grow / rise / go up?

Yes. The Winter Park home prices may rise from 457,560 USD to 499,543 USD in one year.

Is it profitable to invest in Winter Park homes?

Yes. The long-term profit potential is +9.18% in one year.

Will Winter Park house prices fall / drop?

No. See above.

What is the predicted price of a Winter Park home in 2030?

The predicted home sales price of a Winter Park home in 2030 in Winter Park is 551,983 USD.

What is the predicted price of a Winter Park home in 2035?

The predicted home sales price of a Winter Park home in 2035 in Winter Park is 641,173 USD.

Will real estate prices decrease in Winter Park?

According to our analysis, it is unlikely to happen.

Short-Term Outlook Based On The Last 12 Months

Winter Park is the 679. largest city in the United States, located in Florida State.

During the last 12 months the real estate prices in Orange, Winter Park decreased, looking at the past 12 months.

According to Walletinvestor's Winter Park real estate market research, home values will increase in the next 12 months.

Median home values decreased by 4.366% to 457,560 USD, between 2025-02-15 and 2026-02-15

The average annual profit of property investment was:

  • 9.956% in 2021
  • 7.456% in 2022
  • 10.606% in 2023
  • 10.836% in 2024
  • 11.166% in 2025
  • 9.036% in 2026

Based on our Winter Park real estate market research and report the predicted sales prices will increase by 140.576% in the next 10 years.

Over the last 12 months, the value of homes in Winter Park fluctuated: decreasing 5 times.

Winter Park (Florida) Housing Market Price Prediction, Forecast for next months and years

Below you will find the price predictions for 2026, 2027, 2028, 2029, 2030, 2031, 2032, 2033.

Date Average price Minimum price Maximum price
Winter Park Housing Market Forecast with Real Estate Prices for 2025
August 2025 466725 428920 504530
September 2025 469691 427419 511963
October 2025 472676 428717 516635
November 2025 475681 450945 500416
December 2025 478704 439929 517479
Winter Park Housing Market Forecast with Real Estate Prices for 2026
January 2026 481746 456695 506797
February 2026 483967 449605 518329
March 2026 487043 452463 521623
April 2026 490139 443575 536702
May 2026 493254 449354 537153
June 2026 496389 468591 524186
July 2026 499543 474566 524521
August 2026 502718 462501 542936
September 2026 505913 462405 549422
October 2026 509129 475526 542731
November 2026 512365 486234 538495
December 2026 515621 481590 549652
Winter Park Housing Market Forecast with Real Estate Prices for 2027
January 2027 518129 489114 547144
February 2027 517837 490910 544765
March 2027 517346 483201 551491
April 2027 517214 479974 554453
May 2027 516693 475358 558029
June 2027 515846 479737 551955
July 2027 515621 484168 547074
August 2027 517130 475243 559018
September 2027 519213 473003 565423
October 2027 521881 487436 556325
November 2027 524445 489308 559583
December 2027 527355 481475 573234
Winter Park Housing Market Forecast with Real Estate Prices for 2028
January 2028 529947 502390 557504
February 2028 532234 488591 575878
March 2028 534567 507839 561296
April 2028 537241 509304 565177
May 2028 540321 512224 568417
June 2028 543346 494445 592247
July 2028 546204 517802 574607
August 2028 548949 500093 597806
September 2028 550962 520659 581265
October 2028 551579 496973 606185
November 2028 550785 500113 601457
December 2028 549705 498033 601378
Winter Park Housing Market Forecast with Real Estate Prices for 2029
January 2029 549022 519924 578121
February 2029 548937 500631 597244
March 2029 548897 517061 580733
April 2029 548802 515874 581730
May 2029 549013 521013 577013
June 2029 552502 521562 583442
July 2029 551983 522176 581790
August 2029 550022 501070 598973
September 2029 547971 516189 579753
October 2029 545928 493519 598337
November 2029 543892 505276 582509
December 2029 541865 513688 570042
Winter Park Housing Market Forecast with Real Estate Prices for 2030
January 2030 545309 512045 578572
February 2030 548774 510909 586640
March 2030 552262 519679 584846
April 2030 555772 506308 605236
May 2030 559304 526865 591744
June 2030 562859 509387 616331
July 2030 565454 525872 605036
August 2030 569048 518972 619124
September 2030 572664 521697 623632
October 2030 576304 522131 630477
November 2030 579967 537049 622884
December 2030 583653 541630 625676
Winter Park Housing Market Forecast with Real Estate Prices for 2031
January 2031 587362 545660 629065
February 2031 591095 559767 622423
March 2031 594852 549643 640061
April 2031 598633 560320 636945
May 2031 602437 566291 638584
June 2031 605368 564808 645927
July 2031 605027 556020 654034
August 2031 604453 567581 641325
September 2031 604298 551120 657476
October 2031 603690 547547 659833
November 2031 602701 565936 639465
December 2031 602438 544604 660272
Winter Park Housing Market Forecast with Real Estate Prices for 2032
January 2032 604201 560699 647704
February 2032 606635 558104 655165
March 2032 609751 554264 665238
April 2032 612748 558213 667282
May 2032 616147 555764 676529
June 2032 619176 583263 655088
July 2032 621848 589512 654184

> Page 2: detailed data / price table <

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* Our real estate forecasts and predictions are made by Machine Learning & AI, and shouldn't been used for financial decisions. We can't guarantee any profit.