Winter Park Real Estate

Winter Park, located in the state of Florida, is a charming city known for its picturesque beauty and vibrant cultural scene. Situated just a few miles north of downtown Orlando, Winter Park offers a perfect blend of small-town charm and urban convenience.

One of the most notable features of Winter Park is its stunning chain of lakes, which includes Lake Virginia, Lake Osceola, and Lake Maitland. These lakes provide residents with ample opportunities for boating, fishing, and other water activities. The city is also home to several parks and green spaces, offering a peaceful retreat for nature lovers.

Winter Park is renowned for its rich history and architectural beauty. The city's downtown area boasts a unique blend of Mediterranean and Spanish Revival-style buildings, which house a variety of shops, restaurants, and art galleries. The iconic Park Avenue is a popular destination for shopping, dining, and entertainment, with its tree-lined streets and charming boutiques.

In addition to its natural beauty and cultural attractions, Winter Park is home to Rollins College, a prestigious liberal arts college known for its academic excellence. The presence of the college adds a youthful energy to the city and contributes to its vibrant arts and music scene.

With its close proximity to Orlando's major attractions, including Walt Disney World and Universal Studios, Winter Park offers residents the best of both worlds – a tranquil suburban lifestyle with easy access to world-class entertainment.

Whether you are looking for a peaceful retreat or a lively cultural experience, Winter Park has something to offer everyone. Its unique blend of natural beauty, historical charm, and convenient location make it a highly desirable place to live in Florida.

Newest Listings in Winter Park

2781 Abbey Road, Winter Park $520,000

Welcome to this well-maintained, 3-bedroom, 2-bath block home in the desirable Winter Park Pines community. Located on a quiet dead-end street, Abbey Road offers peaceful...

3 Beds
2 Baths
Winter Park Pines Merrie Oaks SubDv.
32792 Zip Code

351 Starling Road, Winter Park $499,900

Welcome to your ideal single-story retreat in the heart of Winter Park's highly desirable Flamingo Shores neighborhood in zip 32789. This classic ranch-style home offers ...

3 Beds
2 Baths
Flamingo Shores SubDv.
32789 Zip Code

1695 Lee Road Unit A101, Winter Park image

1695 Lee Road Unit A101, Winter Park — A $154,900

Vacant! Great location! Must See! New paintinf interior, and new carpet. The best area at Winter Park, close to major shoppiing center,

3 Beds
2 Baths
Waterfall Cove SubDv.
32789 Zip Code

645 Pansy Avenue, Winter Park $2,390,000

Custom-built Santa Barbara-style estate set on one of Winter Park's most coveted brick-paved streets, just moments from Park Avenue's boutiques, galleries, and celebrated...

4 Beds
5 Baths
Villa View Park SubDv.
32789 Zip Code

2251 Nairn Drive, Winter Park — N/A $649,900

Virtually Staged. Welcome to this exceptional SINGLE FAMILY-TOWNHOME with NO HOA offering the perfect blend of comfort, style, and location! Beautiful modern 4-bedroom, ...

4 Beds
3 Baths
Aloma SubDv.
32792 Zip Code

1525 Granville Drive, Winter Park $4,750,000

There are luxury homes, and then there are homes that redefine luxury altogether. Crafted by renowned luxury builder Vimaro Homes, this extraordinary residence is the pro...

5 Beds
6 Baths
Park Grove SubDv.
32789 Zip Code

525 S Lakemont Avenue, Winter Park image

525 S Lakemont Avenue, Winter Park $2,099,990

Thoughtfully designed with an uncompromising commitment to quality, craftsmanship, and detail, this exceptional new construction residence is an expression of luxury livi...

4 Beds
4 Baths
Kenilworth Shores Sec 01 SubDv.
32792 Zip Code

228 Rippling Lane, Winter Park $540,000

MULTIPLE OFFERS RECEIVED. SELLER WILL REVIEW OFFERS ON MONDAY, AUGUST 3RD. Welcome to Winter Park and the beautiful and desirable Lake Killarney Shores Neighborhood. Avai...

3 Beds
2 Baths
Unrecorded Plat SubDv.
32789 Zip Code

318 Vitoria Avenue, Winter Park $1,849,900

**Third, Fifth, and Sixth MLS photo's are virtually rendered showing the potential of an off white painted exterior if painted**A rare opportunity to own a piece of Winte...

3 Beds
3 Baths
College Place Rep SubDv.
32789 Zip Code

1000 S Semoran Boulevard Unit 302, Winter Park image

1000 S Semoran Boulevard Unit 302, Winter Park — 302 $115,000

Virtually Staged. ***Welcome to this exceptionally well-maintained 1-bedroom, 1-bathroom condominium ideally located in Winter Park! Lovingly cared for by its longtime ow...

1 Beds
1 Baths
Golfside Villas Condo SubDv.
32792 Zip Code

1061 Aragon Avenue Unit 1061, Winter Park image

1061 Aragon Avenue Unit 1061, Winter Park — 1061 $510,000

Excellent Winter Park location! This 3 bedroom 2.5 bath quad-condo LIVES LIKE A PRIVATE 2-STORY HOME, with attached oversized 2 car garage, private patio and back fenced ...

3 Beds
3 Baths
Villas Of Aragon Condo SubDv.
32789 Zip Code

125 S Interlachen Avenue Unit 1, Winter Park image

125 S Interlachen Avenue Unit 1, Winter Park — Residence #1 $3,895,000

From the moment you enter this custom residence you feel welcomed home by the understated elegance and gracious living spaces. SE corner location affording abundant natur...

3 Beds
5 Baths
South Interlachen Place SubDv.
32789 Zip Code