Winter Park

Upscale, modern, and with too many gorgeous homes for sale, Winter Park is a stunning city with lots to offer just minutes from Orlando making it ideal for any family or investor looking for the delights of suburbia with upscale living. Park Ave. or downtown is a beautiful historic area lined with gourmet restaurants, art galleries, wine bars, and a plethora of shopping options.

 

Fine institutions like Rollins College, the Albin Polasek Museum and Sculpture Garden, and theaters like The Winter Park Playhouse and Enzian provide plenty of excellent entertainment options. The area has a home for every type of buyer whether an investor, flipper, family, or individual.  

 

Located along the I-4 corridor, the town is conveniently located. Although a quiet area but with only a brief drive you have the bright lights and bars of Downtown Orlando. Winter Park is growing and property values are going one way, up.  Come explore this fantastic city today.

 

Homes for Sale in Winter Park

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2620 SUMMERFIELD ROAD

WINTER PARK, Florida 32792

Jose Hernandez
4Bedroom(s)
2Bathroom(s)
60Picture(s)
2,202Sqft
Welcome home to this Beautiful Golfside Community. This custom, unique and one-of-a-kind WINTER PARK home backyard is adjacent to the Winter Park Pines Golf Club and tree lined streets. It features four bedrooms, two and a half bathrooms, and an office, along with an open floor plan. As you enter, you can choose from the living room, the family room, the dining room, or the fourth bedroom.
$669,900

3651 GOLDENROD ROAD

WINTER PARK, Florida 32792

Jack Hart, III LLC
2Bedroom(s)
2Bathroom(s)
15Picture(s)
840Sqft
**Live in the DESIRABLE City of Winter Park!** This is an opportunity to live in a charming neighborhood ZONED FOR A-RATED SCHOOLS and close to shopping, dining and everything you need! Whether you're a first-time home buyer or investor, you'll appreciate this beautifully maintained 2nd story 2BD/2BA condo with vaulted ceilings! This ideal condo in Lancelot at Winter Park showcases an OPEN FLOOR P
$210,000

1486 HYDE PARK DRIVE

WINTER PARK, Florida 32792

Danielle Hogan
3Bedroom(s)
2Bathroom(s)
31Picture(s)
1,518Sqft
FANTASTIC WINTER PARK LOCATION! This property gives you the opportunity to make it your own! 3 bedroom and 2 bathrooms with screened-in Pool and Spa. As you enter you will notice laminate flooring throughout the main living areas, as well as a wood burning fireplace.
$385,000

7308 SWALLOW RUN

WINTER PARK, Florida 32792

Maru Reyes
2Bedroom(s)
2Bathroom(s)
13Picture(s)
784Sqft
Welcome to 7308 Swallow Run! Beautiful MOVE-IN READY, 2 bedrooms 2 bathrooms condo. Nicely located in The Whisperwood Community in Winter Park.rnThis single story is located on the 2nd floor and offers a wonderful split plan and open living concept that gives space at every turn. NO CARPET - all new luxury plank vinyl flooring throughout, newer AC, and freshly painted interior.
$180,000

3267 OAK LAKE PLACE

WINTER PARK, Florida 32792

Anna Lohr
2Bedroom(s)
2Bathroom(s)
29Picture(s)
1,031Sqft
Great opportunity to own this townhome style, 2 bedrooms / 2.5 bathrooms condo conveniently located in the heart of everything Winter Park and Orlando have to offer. Features include tile flooring throughout the first floor, interior laundry closet, private lanai with storage closet, wet bar, and 2 master ensuites.
$214,900

1645 DALE AVENUE

WINTER PARK, Florida 32789

Sue Silberbusch
5Bedroom(s)
5Bathroom(s)
72Picture(s)
4,625Sqft
Fabulous custom Winter Park home completed in 2020, situated on a quiet brick street minutes from Park Avenue shopping & restaurants, Phelps Park, the Y & elementary school down the street! Enjoy a new home without the wait of building. This amazing home boasts 5 bedrooms, 5.5 baths, bonus room, & wonderful all-season transitional room with motorized screens.
$3,150,000

1633 PINE AVENUE

WINTER PARK, Florida 32789

Mary Colton
4Bedroom(s)
3Bathroom(s)
44Picture(s)
2,481Sqft
Stunning ONE STORY 4 BR - 3.5 BA POOL home situated on oversized 100 X 130 lot in the heart of Winter Park. Located on the quiet part of Pine between Phelps and Woodale, short stroll to Phelps Park, YMCA and Lake Knowles.
$1,150,000

638 SAINT DUNSTAN WAY

WINTER PARK, Florida 32792

Christine Bowen
3Bedroom(s)
2Bathroom(s)
23Picture(s)
1,599Sqft
Welcome Home! If you've been looking for a Winter Park home in the highly sought-after neighborhood of Winter Park Pines, this is it! Great central location, close to Baldwin Park, Winter Pines Golf Club and just minutes from Downtown Winter Park! This 3 bedroom, 2 bathroom home sits on an oversized lot with a side entry 2 car garage, spacious backyard & updated kitchen and bathrooms! Plus a 2
$485,000

1248 PENNSYLVANIA AVENUE

WINTER PARK, Florida 32789

Virginia Bellhorn
3Bedroom(s)
2Bathroom(s)
47Picture(s)
1,957Sqft
Welcome home to 1248 S Pennsylvania Drive this is more than just a home...it is a lifestyle! This beautiful Mediterranean-style townhome is located in the sought-after neighborhood of Casa Jardin and includes a 3-level private in-unit elevator as well an abundance of private outdoor living space.
$810,900

2325 CHANTILLY AVENUE

WINTER PARK, Florida 32789

Julie Christensen
5Bedroom(s)
4Bathroom(s)
43Picture(s)
4,014Sqft
Stunning pool home located on a quiet street in the heart of Winter Park includes a private backyard oasis and a detached apartment/guest house. As you step through the front doors you're immediately greeted by high ceilings and a grand staircase.
$1,775,000

1007 PENNSYLVANIA AVENUE

WINTER PARK, Florida 32789

Pamela Ryan
3Bedroom(s)
2Bathroom(s)
39Picture(s)
3,345Sqft
This is a true "lock and leave" active lifestyle in the townhouses of Penn Place with only four units. No expense was spared on materials and details. Designed by the highly regarded architectural firm of Slocum Platts. This is the most desired location within a short distance of Park Avenue, Mead Gardens and Rollins College.
$1,425,000

1841 WINTER PARK ROAD

WINTER PARK, Florida 32789

Maria Elena Perez
3Bedroom(s)
2Bathroom(s)
37Picture(s)
2,452Sqft
Location, location, location is an understatement for this 3-bedroom 2-bath Winter Park pool home! This charming home comes with a massive family space which opens directly to the fabulous landscaped tropical backyard oasis with covered lanai, pool with spa, and fenced yard.
$850,000
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