Winter Park, FL
Homes For Sale & Real Estate Listings

See Winter Park FL homes for sale and learn about the community.

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View real estate listings in Winter Park, FL

11 results

1690 VIBURNUM LANE, WINTER PARK, FL, US, 32792

$359,000
1690 VIBURNUM LANE, WINTER PARK, FL, US, 32792

Welcome to 1690 Viburnum Lane, a classy, 3 Bed, 2...

  • 3 beds
  • 2 baths
  • 2120 sq ft
1690 VIBURNUM LANE, WINTER PARK, FL, US, 32792

1617 CHILEAN LANE, WINTER PARK, FL, US, 32792

$369,900
1617 CHILEAN LANE, WINTER PARK, FL, US, 32792

One or more photo(s) has been virtually staged. Come see...

  • 3 beds
  • 2 baths
  • 1940 sq ft
1617 CHILEAN LANE, WINTER PARK, FL, US, 32792

304 SCOTTSDALE SQUARE UNIT 304, WINTER PARK, FL, US, 32792

$80,000
304 SCOTTSDALE SQUARE UNIT 304, WINTER PARK, FL, US, 32792

Two bedroom, 2 bathroom condo on second floor. Offers living...

  • 2 beds
  • 2 baths
  • 1020 sq ft
304 SCOTTSDALE SQUARE UNIT 304, WINTER PARK, FL, US, 32792

1523 MILLER AVENUE, WINTER PARK, FL, US, 32789

$1,550,000
1523 MILLER AVENUE, WINTER PARK, FL, US, 32789

Under Construction. UNDER CONSTRUCTION. This 3,164 sq ft new construction...

  • 5 beds
  • 4 baths
  • 3970 sq ft
1523 MILLER AVENUE, WINTER PARK, FL, US, 32789

446 ALBERTA DRIVE, WINTER PARK, FL, US, 32789

$1,750,000
446 ALBERTA DRIVE, WINTER PARK, FL, US, 32789

Charming Opportunity in Prime Winter Park – 446 Alberta Drive,...

  • 4 beds
  • 2 baths
  • 4076 sq ft
446 ALBERTA DRIVE, WINTER PARK, FL, US, 32789

875 W LYMAN AVENUE, WINTER PARK, FL, US, 32789

$425,000
875 W LYMAN AVENUE, WINTER PARK, FL, US, 32789

Don’t miss this rare opportunity to own a slice of...

  • 2 beds
  • 2 baths
  • 760 sq ft
875 W LYMAN AVENUE, WINTER PARK, FL, US, 32789

1422 TIERRA CIRCLE, WINTER PARK, FL, US, 32792

$489,000
1422 TIERRA CIRCLE, WINTER PARK, FL, US, 32792

PRICE IMPROVEMENT! INCREDIBLE OPPORTUNITY! 5.75% ASSUMABLE MORTGAGE Interest Rate Available,...

  • 4 beds
  • 2 baths
  • 1827 sq ft
1422 TIERRA CIRCLE, WINTER PARK, FL, US, 32792

2458 GRAND TETON CIRCLE UNIT 2458, WINTER PARK, FL, US, 32792

$310,000
2458 GRAND TETON CIRCLE UNIT 2458, WINTER PARK, FL, US, 32792

Welcome to your dream home in Winter Park! This beautifully...

  • 2 beds
  • 2 baths
  • 1500 sq ft
2458 GRAND TETON CIRCLE UNIT 2458, WINTER PARK, FL, US, 32792

311 E MORSE BOULEVARD UNIT 7-5, WINTER PARK, FL, US, 32789

$359,000
311 E MORSE BOULEVARD UNIT 7-5, WINTER PARK, FL, US, 32789

Major Price Improvement! Here is your rare opportunity to own...

  • 1 bed
  • 1 bath
  • 482 sq ft
311 E MORSE BOULEVARD UNIT 7-5, WINTER PARK, FL, US, 32789

2922 REEF KNOT PLACE, WINTER PARK, FL, US, 32792

$1,249,000
2922 REEF KNOT PLACE, WINTER PARK, FL, US, 32792

One or more photo(s) has been virtually staged. Private Lakefront...

  • 4 beds
  • 3 baths
  • 3972 sq ft
2922 REEF KNOT PLACE, WINTER PARK, FL, US, 32792

701 DENTON ROAD, WINTER PARK, FL, US, 32792

$565,000
701 DENTON ROAD, WINTER PARK, FL, US, 32792

Motivated Seller! Contact us today. Welcome to this beautifully upgraded...

  • 3 beds
  • 2 baths
  • 2395 sq ft
701 DENTON ROAD, WINTER PARK, FL, US, 32792
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Neighborhood Profile: Winter Park, FL

Winter Park FL train station
Image via Meloaraujo

Just a short drive northeast of downtown Orlando lies Winter Park, FL—a vibrant yet peaceful community that blends historic charm, natural beauty, and modern living.

Known for its scenic lakes, cobblestone streets, and rich cultural offerings, Winter Park feels like a hidden gem with the perks of a big city just minutes away.

A Community Steeped in Charm

Winter Park was originally founded as a winter resort for wealthy Northerners in the late 1800s, and that sense of timeless elegance is still felt today. Stately oaks draped in Spanish moss line the roads, while historic homes and Mediterranean-style architecture evoke a sense of tradition and care.

The city is home to Rollins College, a prestigious liberal arts school situated along the shores of Lake Virginia. Its presence adds a youthful, energetic feel to the community and supports a walkable, cultural downtown district that’s rich in history and beautifully maintained.

Homes That Match Every Stage of Life

Whether you’re a first-time buyer, growing family, or looking to downsize into a quieter lifestyle, Winter Park offers a wide range of housing options. You’ll find:

  • Charming bungalows and updated mid-century homes on quiet, tree-canopied streets
  • Modern condos and townhomes with walkable access to shops and restaurants
  • Luxury estates and waterfront homes along the Winter Park Chain of Lakes

    house in Winter Park FL

    Many homes in the area reflect a blend of old and new, often combining classic architectural details with modern updates and energy-efficient features.

    Outdoor Living & Community Vibes

    Winter Park is a paradise for anyone who loves the outdoors. With more than 70 parks, multiple public lakes, and plenty of walking trails, it’s easy to enjoy Florida’s sunshine year-round. Central Park, located in the heart of downtown, is a popular spot for weekend markets, music festivals, and community gatherings.

    For water lovers, the Winter Park Chain of Lakes offers paddleboarding, kayaking, boating, and even scenic boat tours that pass by historic mansions and charming boathouses.

    Great Schools & Strong Sense of Community

    Families are drawn to Winter Park for more than just its beauty—it’s also home to some of Orange County’s highest-rated schools. The area features a mix of well-regarded public, private, and charter school options, giving families flexibility and peace of mind.

    Community involvement is high, and you’ll often find neighbors out walking their dogs, attending art festivals, or volunteering with local organizations. It’s the kind of place where people wave hello and remember your name—something that’s getting harder to find these days.

    A Place That Just Feels Like Home

    With its perfect blend of small-town warmth, cultural richness, and high-quality living, Winter Park continues to attract buyers from across the region and beyond. Whether you’re moving across town or across the country, Winter Park offers a lifestyle that’s both aspirational and accessible.

    If you’re looking for a neighborhood that offers a sense of place, a strong community spirit, and long-term value—Winter Park might just be the perfect fit.

    Image via Flickr

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