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Homes for Sale Under 500K in Winter Park, FL

178 Homes for Sale

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Showing 43 - 84 of 178 homes for sale in Winter Park, FL

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Winter Park, FL Housing Market Overview

Winter Park is a balanced market, giving buyers and sellers room to negotiate. With 4.9 months of supply and homes averaging 65 days on the market, you can make decisions without the pressure of a highly competitive market.

Status

Balanced Market

Days on Market

65

Inventory

189

Oct 2021Jul 2024Oct 2026

Median Home Price

$824,750Up 6.69%

In Oct 2026 · YoY

Oct 2021Jul 2024Oct 2026

Mortgage Rates 30-Yr Fixed

7.24%Down 0.08%

Current rate · YoY

Loan Type

30-Year Fixed

Housing Supply

Homes For Sale
189 Up 9.25%
Newly Listed Homes
201 Up 16.18%
Months of Supply
4.9 Up 36.11%

Housing Demand

Homes Sold
116 Down 20.55%
Sale-to-List Ratio
95.5% Down 1.36%
Homes Sold Above List
12.1% Up 60.29%

30-yr fixed rate 7.24% · Data as of Oct 2026 · Source: Houzeo Research.

View Full Winter Park Market Report
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  • mls-img
    Based on information from Stellar MLS® through Nov 4, 2026, 11:00 AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
  • mls-imgIDX Logo
    IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by BeachesMLS. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This data is not verified for authenticity or accuracy and may not reflect all real estate activity in the market. Based on information © 2026 BeachesMLS, Inc. All Rights Reserved.
  • mls-img
    Based on information from Houzeo, which participates in the Northeast Florida Multiple Listing Service, Inc. data exchange program, allowing us to display other brokers’ listings on our site. through Nov 4, 2026, 11:00 AM. Information deemed reliable but not guaranteed. The broker providing this data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase or lease decision. The listing broker has attempted to offer accurate data, but buyers/lessees are advised to confirm all information. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and The data is deemed reliable but is not guaranteed accurate by NEFMLS. NEFMLS may, at its discretion, require the use of other disclaimers as necessary to protect Participants and/or NEFMLS from liability. © 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.
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Homes Available icon

178

Homes Available

Median List Price icon

$ 824,750

Median List Price

Avg on Market icon

65 Days

Avg on Market