Winter Park: A Historical and Cultural Experience

The City of Winter Park is a hub for art and culture. Downtown Winter Park is known for its amazing shopping, dining and cultural experiences. This is most notably present on Park Avenue and Hannibal Square.

Majestic oak trees line picturesque brick roads. The downtown train station and Central Park complete a picture right out of a Norman Rockwell painting. You get a Main Street, USA feel with old Europe undertones as you shop and dine down the pet friendly walkways.

Winter Park is nestled in the middle of everything, just minutes from Downtown Orlando, but is truly in a class of its own. Amazing architecture, cultural events and quality of life are some of the things that make Winter Park such a highly desired place to live.

Hot Winter Park Properties

Roof 2018 | HVAC 2020| Set on a deep, tree-canopied lot in one of Winter Park's most desirable established neighborhoods, this charming single-story concrete-block home b...

2 Beds
1 Baths
Dubsdread Heights SubDv.
32789 Zip Code

2006 Cornell Avenue, Winter Park $328,000 ▼

Welcome home to this charming and fully remodeled 2-bedroom, 1-bathroom gem nestled in the heart of Winter Park AND College Park. Located just minutes away from Downtown ...

2 Beds
1 Baths
Stansbury Estates SubDv.
32789 Zip Code

811 Overspin Drive, Winter Park $349,000

Charming Winter Park Opportunity in Desirable Dubsdread Heights! NEW ROOF NEW A/c new kitchen ,bath, floor Welcome to 811 Overspin Drive, a cozy and character-fil...

2 Beds
1 Baths
Dubsdread Heights SubDv.
32789 Zip Code

440 Cambridge Boulevard, Winter Park image

440 Cambridge Boulevard, Winter Park $380,000

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly paymen...

2 Beds
1 Baths
Glencoe Sub SubDv.
32789 Zip Code

700 Melrose Avenue Unit J24, Winter Park image

700 Melrose Avenue Unit J24, Winter Park — 700 $380,000 ▼

Amazing modern Winter Park Lake Front location! This is a DELUXE corner unit fully remodeled and totally updated one bedroom unit has just been completed. All new paint, ...

1 Beds
1 Baths
Winter Park Gardens Condo SubDv.
32789 Zip Code

2568 Lotafun Avenue, Winter Park $409,900

Virtually Staged. Conveniently located just minutes from I-4, downtown Orlando, and Winter Park, this versatile home offers the perfect blend of comfort, flexibility, and...

3 Beds
2 Baths
Justamere Camp Rep SubDv.
32789 Zip Code

644 N Knowles Avenue Unit 3, Winter Park image

644 N Knowles Avenue Unit 3, Winter Park — Knowles Manor $425,000 ▼

LOCATION! LOCATION! LOCATION! Welcome to Knowles Manor...a charming 11 unit condo perched on quiet brick street in the heart of Olde Winter Park...just steps from the Win...

1 Beds
1 Baths
Knowles Manor North Condo SubDv.
32789 Zip Code

2323 Devon Court, Winter Park $429,000

Rare opportunity in Winter Park's 32789! Located on a quiet cul-de-sac in one of Central Florida's most sought-after ZIP codes, this spacious 4-bedroom, 2-bath home offer...

4 Beds
2 Baths
Glencoe Sub SubDv.
32789 Zip Code

2041 Jewell Avenue, Winter Park $439,900 ▼

Seller is highly motivated. Competitively priced for a quick sale. Don't miss your opportunity to own this beautiful home! First time on the market in over 60 years! Fill...

3 Beds
1 Baths
Pines SubDv.
32789 Zip Code

405 Lake Fair Lane, Winter Park $444,900 ▼

One or more photo(s) has been virtually staged. Fully rebuilt, not just renovated. This Winter Park home at 405 Lake Fair Ln has been completely transformed from top to b...

3 Beds
2 Baths
Fairbanks Shores 5th Add SubDv.
32789 Zip Code

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