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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2012 HOWARD DRIVE

WINTER PARK, Florida 32789

Michael Post
3Bedroom(s)
2Bathroom(s)
38Picture(s)
2,344Sqft
Stunning Winter Park pool home completely renovated in 2018! Nestled in the highly sought after Timberlane neighborhood this single-story open floor plan has been meticulously redesigned and maintained. This Florida ranch style home boasts multiple entertaining spaces complete with fireplace, built-ins, and tons of natural light.
$1,029,000

1945 BERING AVENUE

WINTER PARK, Florida 32789

Crystal Canina
3Bedroom(s)
1Bathroom(s)
26Picture(s)
1,576Sqft
You will fall in love with this mid-century Winter Park Bungalow across from Lake Bell in charming Lake Bell Terrace. This home offers 3 Bedrooms, 1.5 baths, family room, dining room, den and laundry room. Some of the brand new renovations include a full kitchen redesign with fresh white cabinetry, quartz countertops, stainless steel appliance and sleek over range hood.
$489,500

2512 LEEWARD WAY

WINTER PARK, Florida 32792

Abby Green
2Bedroom(s)
2Bathroom(s)
9Picture(s)
1,020Sqft
Fantastic community and location! Attention do it yourselfers, rental investors, or anyone looking to make your next home your own: This single-story villa in Windward Square is exactly what you are looking for! Enjoy an amenity centered community with two pools, playgrounds, tennis court, basketball court and recreation areas.
$230,000

1712 GOLFSIDE DRIVE

WINTER PARK, Florida 32792

Amy Turner
4Bedroom(s)
2Bathroom(s)
52Picture(s)
2,111Sqft
Welcome home to the beautiful Golfside Community with stunning tree-lined streets and where the mailman still delivers to your doorstep! This SPLIT-PLAN 4-bedroom, 2 bath, PLUS AN OFFICE, with a screened in POOL that backs up to the Winter Pines 18-Hole Public Golf Club! You don't have to worry about dodging golfballs since the home is nestled up to a putting green.
$665,000

1401 GLADIOLAS DRIVE

WINTER PARK, Florida 32792

Alex Cheikh-Khalil
3Bedroom(s)
2Bathroom(s)
31Picture(s)
1,661Sqft
AMAZING LOCATION IN WINTER PARK! GORGEOUS Turn-Key FULLY REMODELED 3 BED / 2 BATH HOME with TWO-CAR GARAGE. NO HOA. NEW ROOF (2018), UPDATED PLUMBING (2018), UPDATED ELECTRICAL/NEW PANEL, NEW WATER HEATER (2018), AC (2014) RESERVICED. SPACIOUS FENCED IN BACKYARD.
$495,000

1463 BROOKSHIRE COURT

WINTER PARK, Florida 32792

Mark Raponi
3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,673Sqft
**MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST DUE 11/14 BY 5pm** Stunning and completely renovated Winter Park home on cul-de-sac lot with no rear neighbors! This beauty features an open and split floor plan with vaulted ceilings and ceramic plank style tile throughout entire home.
$425,000

1742 DRUM STREET

WINTER PARK, Florida 32789

Ken Ashori
3Bedroom(s)
2Bathroom(s)
21Picture(s)
1,604Sqft
This spacious, corner lot pool home is Located in the desirable Hills of Winter Park neighborhood, this house has tons of potential including rn a large living room, Family room and Fire place, a open kitchen. The two guest bedrooms off the family room are all very well sized with a closet space and a full bath to share. The spacious master bedroom, with a full bath.
$424,900

1621 PURITAN AVENUE

WINTER PARK, Florida 32792

Jenn Carlisle
4Bedroom(s)
2Bathroom(s)
46Picture(s)
1,765Sqft
Nestled in the back of a quiet neighborhood in Winter Park, this spacious 4 bedroom, 2 bathroom pool home offers a great opportunity and prime location. Stepping inside, you are greeted with a large living room which flows through to the dining room and oversized bonus room at the back of the home. Adjacent to the dining room is the galley style kitchen which also offers a breakfast nook.
$360,000

618 GLENARDEN RD

WINTER PARK, Florida 32792

Heather Frazee
3Bedroom(s)
2Bathroom(s)
28Picture(s)
1,372Sqft
Winter Park Charmer ALERT! Nestled in a fabulously located, quiet neighborhood with mature oaks, this WARM and INVITING 3 bedroom, 2 bathroom bungalow offers generous and open living spaces. From the minute you step up to the porch you’re greeted by a large picture window with a cozy seating area topped by a wood-beam ceiling.
$475,000

100 INTERLACHEN AVENUE

WINTER PARK, Florida 32789

Steven Pilchick
2Bedroom(s)
2Bathroom(s)
7Picture(s)
1,750Sqft
Be swept away by this Professionally Designed and Remodeled Condo in the heart of Winter Park! This Top Floor/End Unit has been completely remodeled with a Crisp, Clean, and Elegant feel. Designed for entertaining, you and your guest will be greeted by an Open Floor Plan with an abundance of Natural Light and Stunning Views.
$1,200,000

690 OSCEOLA AVENUE

WINTER PARK, Florida 32789

Jessica Otero PA
3Bedroom(s)
3Bathroom(s)
65Picture(s)
1,998Sqft
THIS IS THE HOME YOU HAVE BEEN WAITING FOR! 3 BEDROOMS & 3 BATH split floor plan located in the highly sought-after Lake Virginia Condos nestled in the heart of Winter Park. As soon as you enter this one-of-a-kind floorplan, you are awestruck by the gorgeous views of Lake Virginia.
$1,595,000

668 SAINT JOHNS COURT

WINTER PARK, Florida 32792

Linda Schulte
2Bedroom(s)
2Bathroom(s)
22Picture(s)
1,037Sqft
Excellent LOCATION LOCATION (More Pictures coming soon) …..Welcome home to this two-bedroom, two-bathroom condo, ground floor/ one story (no unit above!) nestled in the quiet community of Winter Park Villas in beautiful Winter Park, FL! As you enter, the spacious entertaining area is brightened with sunshine from lots of windows and soaring ceilings.
$210,000
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