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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5080 LAKE HOWELL ROAD

WINTER PARK, Florida 32792

Ryan Minadie
3Bedroom(s)
2Bathroom(s)
9Picture(s)
1,430Sqft
Create your Winter Park dream home! This property is less than 1 minute to Interlachen Country Club with multiple million dollar homes in close proximity. Great to remodel and make it your own or build on the land. Also an option for homebuyers looking for affordable living in Winter Park. Home features a spacious backyard with shed, with room for the family and pets.
$395,000

1790 HOLLYWOOD AVENUE

WINTER PARK, Florida 32789

Randal Longo
2Bedroom(s)
2Bathroom(s)
24Picture(s)
1,388Sqft
Renovated Bungalow in the Heart of Winter Park. Only minutes drive to Park Ave. This charming 2 bed 2 bath home boast hardwood floors throughout, custom cabinetry with quartz counter tops, GE Profile appliances which includes a natural gas range, and a nearly 200 sqft detached laundry room/studio that has its own HVAC.
$698,500

2180 LINDEN ROAD

WINTER PARK, Florida 32792

Lafayette Britto
3Bedroom(s)
2Bathroom(s)
41Picture(s)
1,100Sqft
FULLY RENOVATED charming 3 bedroom homes located about 10 minutes from Rollins College. This home has everything new and no expense sparred on the upgrades.
$399,000

2840 CADY WAY

WINTER PARK, Florida 32792

Alison Mosley
3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,407Sqft
A Winter Park Pines Florida bungalow on Cady Way with proximity to walking and biking trails, parks, a community swimming pool and more. This neighborhood is a gem with terrific schools and close to Winter Park High. This 3-bedroom, 2-bathroom is waiting for you to renovate and make your own. Open living spaces, indoor laundry, and French doors to the backyard.
$395,000

239 LEWFIELD CIR

WINTER PARK, Florida 32792

Russie Weidl
2Bedroom(s)
2Bathroom(s)
21Picture(s)
953Sqft
Don't miss this lovely first floor 2 bedroom 2 bath condo in Winter Park! Well maintained brick building with lovely curb appeal and newer roof. Updated kitchen with granite counters and stainless steel appliances with separate dining area. Double stacked washer and dryer offers easy laundry days although community does have a laundry room.
$208,000

3044 ANTIQUE OAKS CIRCLE

WINTER PARK, Florida 32792

Valerie Casals
1Bedroom(s)
1Bathroom(s)
15Picture(s)
749Sqft
This nice and spacious second floor, 1 bedroom, 1 bathroom Condo has 749 sqft in the Parkview Village Community in the desirable Winter Park area. The kitchen overlooks the living and dining room area. The master bedroom is spacious and includes a large walk-in closet. Enclosed screened balcony. Corner unit with a nice floor plan.
$159,900

2250 VENETIAN WAY

WINTER PARK, Florida 32789

Tami Klein
3Bedroom(s)
2Bathroom(s)
8Picture(s)
1,824Sqft
Great opportunity to build in Winter Park with easy access to the Winter Park Chain of Lakes. This 80x150 lot on the Venetian Canal features quick access to Lake Maitland. The value's in the lot the house is not available to show. Appointment necessary to walk the property please see showing instructions.
$1,200,000

2009 CANNY COVE

WINTER PARK, Florida 32792

Brittany Atwater
3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,782Sqft
Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier and easier. This gorgeous corner unit move-in ready Marigold two-story townhome offers 3 bedrooms, 2.5 bathrooms, a two-car garage, a covered lanai, window blinds, washer, dryer, refrigerator and our Smart Home package.
$440,390

2013 CANNY COVE

WINTER PARK, Florida 32792

Brittany Atwater
3Bedroom(s)
2Bathroom(s)
31Picture(s)
1,907Sqft
Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier and easier.
$408,790

2017 CANNY COVE

WINTER PARK, Florida 32792

Brittany Atwater
3Bedroom(s)
2Bathroom(s)
31Picture(s)
1,907Sqft
Under Construction. Classic: At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier and easier.
$404,590

2021 CANNY COVE

WINTER PARK, Florida 32792

Brittany Atwater
3Bedroom(s)
2Bathroom(s)
31Picture(s)
1,907Sqft
Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier and easier.
$411,790

2025 CANNY COVE

WINTER PARK, Florida 32792

Brittany Atwater
3Bedroom(s)
2Bathroom(s)
32Picture(s)
1,907Sqft
Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier and easier.
$406,590
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