FL

Winter Park

Average Sales Price
$1,086,866
Median Sales Price
$627,667
Total Listings
464
Population Data provided by Attom Data
72,388

Welcome to Winter Park — Where Historic Charm Meets Refined Living

Located just minutes from downtown Orlando, Winter Park stands as one of Central Florida’s most distinguished and enduring communities. Known for its brick-lined streets, lakeside estates, and vibrant Park Avenue district, Winter Park blends historic character with modern sophistication.

From cultural institutions and boutique shopping to lakefront homes and established neighborhoods, Winter Park offers a lifestyle defined by architecture, walkability, and long-term value.

Winter Park Real Estate & Housing Market

Real estate in Winter Park is characterized by architectural diversity, mature landscaping, and strong market stability. Buyers will find everything from historic homes and custom estates to luxury condominiums and thoughtfully renovated properties.

The Winter Park Chain of Lakes remains one of the area’s most desirable waterfront corridors, driving consistent demand for lakefront and lake-access homes. Even beyond the water, the neighborhood identity and lot sizes often command premium pricing relative to surrounding markets.

Unlike newer master-planned communities, Winter Park offers established character that cannot be replicated — which continues to support long-term appreciation and buyer confidence.

Living in Winter Park: Culture, Lakes & Lifestyle

Life in Winter Park centers around culture and community. Park Avenue serves as the social and commercial heartbeat, offering walkable access to restaurants, shops, galleries, and seasonal events.

The presence of Rollins College, the Chain of Lakes, and numerous parks creates a lifestyle that balances recreation, education, and elegance. Residents often choose Winter Park not just for its homes, but for its atmosphere — refined yet welcoming.

Proximity to downtown Orlando, top healthcare facilities, and major corridors makes Winter Park both convenient and distinctly residential.

Is Winter Park a Good Place to Live?

For buyers seeking historic charm, walkability, lakefront opportunities, and long-term value, Winter Park consistently ranks among the most desirable addresses in Central Florida. It appeals to professionals, executives, families, and retirees who prioritize both lifestyle and location.

Whether you’re evaluating lakefront estates, historic homes, or luxury condominiums, understanding the nuances of pricing, zoning, and neighborhood micro-markets in Winter Park can significantly influence your decision. In a market defined by detail, informed guidance matters.

 

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There are 411 listings nearby
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Listing Detail

Attributes Average Median
Bathrooms 2.67 2
Bedrooms 3.22 3
Year Built 1984 1979
Lot Size 168,340 Sqft 9,147 Sqft
Taxes $7,619 $5,155

LOCAL INFO

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demographics

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72.4K
Population
72.4K in 2020
3.2K
Density
per square mile
32.1K
Households
22% with children

Gender

49%
Male
51%
Female
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Ted Moseley

Ted Moseley

Agent | License ID: 3512097

+1(321) 321-2372

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Ted Moseley

Ted Moseley

Agent | License ID: 3512097

+1(321) 321-2372

Full Name
Phone*

By checking this box, I agree by electronic signature to the Electronic Disclosure Consent Agreement; to receive recurring marketing communication from or on behalf of Ted Moseley, including auto-dialed calls, texts, and artificial/prerecorded voice messages (message frequency varies; data rates may apply; reply "STOP" to opt-out of texts or "HELP" for assistance); and to the Terms of Service and Privacy Policy of this website. Consent not required to make a purchase. I understand that I can call to obtain direct assistance.

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