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.
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Homes for Sale in Winter Park
1252 VIA DEL MAR
WINTER PARK, Florida 32789
Padgett McCormick
5Bedroom(s)
5Bathroom(s)
91Picture(s)
4,131Sqft
âIl Feniceâ â A Modern Mediterranean home built and designed in 2020 by SMRS Design. This luxury estate located in The Vias area of Winter Park is offered fully furnished. This five bedroom, five and one-half bathroom home includes 4,131 living SQFT of decadent design.
$3,550,000
2430 CHANTILLY AVENUE
WINTER PARK, Florida 32789
Paul Mohabir
2Bedroom(s)
1Bathroom(s)
2Picture(s)
867Sqft
Very central and desirable Winter Park location! It is minutes from Park Avenue, Winter Park Village, I-4 and other major highways. It offers the perfect opportunity for any investor or homeowner who wants to build a custom home. Many new high-end custom homes are being built in that neighborhood. There is no HOA.
$345,000
2460 SALISBURY BOULEVARD
WINTER PARK, Florida 32789
Shirley Jones
4Bedroom(s)
2Bathroom(s)
23Picture(s)
1,461Sqft
This Winter Park gem of a home has an awesome location! From the front yard you have a view of beautiful Lake Killarney which is just a short walk down the street.
$424,900
1531 GLADIOLAS DRIVE
WINTER PARK, Florida 32792
Paul O'Brien
3Bedroom(s)
2Bathroom(s)
31Picture(s)
1,647Sqft
Welcome to your spacious 3 bedroom 2 bathroom split floor plan Winter Park pool home. This home has great bones, it is well laid out, and has plenty of living space with large bedrooms. Walk outside to enjoy your oversized screened in patio that overlooks your beautiful in-ground pool and huge backyard. HVAC system was recently replaced in 2022.
$394,500
24 STYMIE PLACE
WINTER PARK, Florida 32789
Herb Baird, Jr
2Bedroom(s)
1Bathroom(s)
15Picture(s)
1,075Sqft
Investors/builders here is your next project. A large lot (7,409 sf) in booming College Park is available now. There is currently a 2/1.5 home in need of upgrades, or take it down and build your own. Location, location, location. The property is less than 3 miles from downtown Orlando and 1mile from Park Avenue in Winter Park or one mile to shopping and dining in College Park.
$295,000
195 CORTLAND AVENUE
WINTER PARK, Florida 32789
Cindy Kuykendall
3Bedroom(s)
3Bathroom(s)
50Picture(s)
3,018Sqft
This fabulous home is on one of Winter Parkâs most charming brick streets and a short stroll leads you to Lake Mizell. It features an abundance of natural light and blends the character and appeal of Olde Winter Park with updates needed for todayâs families. Every room in the house has gorgeous hardwood floors.
$1,475,000
1607 LITTLE WREN LANE
WINTER PARK, Florida 32792
Liz Jones
3Bedroom(s)
2Bathroom(s)
50Picture(s)
2,308Sqft
Come and check out one of Winter Park's newest neighborhoods, Hawks Crest! This stunning gated community is all about living the resort life but in Central Florida. From the moment you drive in, you will notice the gorgeous mature landscaping, friendly active community, and very inviting amenities.
$475,000
2843 EASTERN PARKWAY
WINTER PARK, Florida 32789
Lianna Dangelo
3Bedroom(s)
1Bathroom(s)
27Picture(s)
1,692Sqft
Welcome to this stunning renovated POOL HOME in the heart of Winter Park! This charming property features three bedrooms and one and a half baths, with an additional den that could easily be transformed into a fourth bedroom with ensuite. The homes a beautiful lagoon style pool with a brand new pool pump, perfect for entertaining guests or relaxing on warm Florida days.
$639,000
250 CORTLAND AVENUE
WINTER PARK, Florida 32789
Milton James
3Bedroom(s)
2Bathroom(s)
41Picture(s)
2,114Sqft
250 Cortland is nestled among million-dollar homes on one of the nicest brick, tree lined streets in Winter Park. This 3bedroom, 2 bath split bedroom home plan has low maintenance fully landscaped and sprinklered yards, oversize two car garage, swimming pool and spa and PVC rear and side yard privacy fence.
$1,000,000
3035 MOSS VALLEY PLACE
WINTER PARK, Florida 32792
Robert Sullivan
3Bedroom(s)
2Bathroom(s)
34Picture(s)
1,316Sqft
Here is a rare opportunity to move into the established neighborhood of Springview in Winter Park. First-time homebuyers will enjoy every aspect of this charming 3 bedroom, 2 bathroom home. Among its many upgrades are a new roof, new carpet, recent exterior paint, a freshly painted master bedroom, a brand-new master bathroom shower, a 2023 hot water heater, and updated hurricane windows.
$340,000
2529 FRANKLIN AVENUE
WINTER PARK, Florida 32789
Caroline Rubanick
3Bedroom(s)
2Bathroom(s)
31Picture(s)
1,284Sqft
One or more photo(s) has been virtually staged. Location, Location, Location. Come and see this cute 3/2 Winter Park Home. Modernized Kitchen with stainless steel appliances and granite counter tops. Bathrooms have been updated and have granite counter tops as well. Roof has been replaced in 2020 and the AC less then 2 years old.
$378,499
206 BALFOUR DRIVE
WINTER PARK, Florida 32792
Tricia Ramsby
2Bedroom(s)
2Bathroom(s)
23Picture(s)
1,225Sqft
Beautiful ONE STORY Winter Park Condo with attached 2 car GARAGE!! Need to downsize? You won't have to give up everything!rn2 Bedroom, 2 Baths PLUS a Den/Office. Eat in Kitchen, wood cabinets, granite counters and an atrium for your favorite plants.rnThis END UNIT offers plenty of window and light. Living area has wood floors, plantation shutters and a wood burning fireplace.
$370,000
