Winter Park Real Estate

Living in Winter Park, FL

Winter Park is one of Central Florida’s most desirable places to live. Boutique stores, fine dining and year round events give Park Avenue in downtown Winter Park small town charm in a big city. Winter Park is a wonderful city which offers something for the whole family.
Home to Leu Gardens, Morse Museum, and annual art and craft fairs, fine arts and culture are easy access when in this beautiful city. Easy access to I-4 and two major hospitals, Winter Park Memorial Hospital & Florida Hospital Orlando.
winter park lakefront home for sale
winter park home

History of Winter Park, FL

Established in 1858 as Lakeview, what became Winter Park in 1881 was chartered just six years later and developed as a winter resort for wealthy Northerners. This tranquil haven for rest and relaxation has evolved into an urban Mecca for travelers and residents alike. Incorporated in 1925, this Orange County community three miles North of Orlando is an epitome of what can happen when everyone works together for the greater good of the community.

Population

Figures from the City of Winter Park show more than 28,486 residents as of 2015.

Zip Code

32789 – Search for homes in Winter Park

Median Income

$62,420, about $18,000 greater than 2015’s national average.

Notable City Ratings

Downtown Winter Park Historic District is listed on the National Register of Historic Places, along with eight buildings including Knowles Memorial Chapel at Rollins College and The Winter Park Country Club Clubhouse, Central Florida’s second oldest golf club.

Rollins College, Florida’s oldest private college, ranked by U.S. News and World Report in a tie for the number one regional university in the South for 2016.

Awards

Winter Park is the recipient of more than 100 awards just since 2002, including recognition from Governor Jeb Bush, the Center for Public Safety Excellence, Government Finance Officers Association, and Florida League of Cities.

City Amenities

This culture committed to quality of life has notable collections of things to see and do in this oasis with a purpose. Experience a vibrant heartbeat of experiences at an unhurried pace:
  • Four museums and galleries
  • 75 small and large parks, many dedicated to specific sports or interactions with nature
  • Six institutions of higher learning
  • Upscale shopping and dining
  • Free, outdoor Wi-Fi access to the city’s Metro-Wireless network two hours a day
  • Art in Chambers houses the city’s collection and showcases works by local artists
  • Martin Luther King, Jr Park features a lake, fountain, community-built bridge set on 23 acres of sports and recreation facilities, and extra large playground.
  • Dinky Dock features a fishing pier and swimming, two docks, park benches, picnic tables, grills, a beach, two boat ramps and restrooms.
  • Mead Botanical Garden, part of one of the Great Florida Birding Trails, has unique features like an amphitheater, butterfly garden, boardwalk, and Geocaches.
  • Ward Park is dedicated for baseball/softball fields, soccer/multi-purpose fields, and a football-track stadium. Fitness and bike trails, asphalt walking path, little league complex, olympic-sized pool, and a modern, disabled accessible playground.

Major City Events

Winter Park Sidewalk Art Festival hosts over 250,000 visitors each year for fine art and music.
The 2016 Great Duck Derby will be February 27, featuring the famous rubber duck race.

The new Amtrak station is in a designated Quiet Zone, a set of standards established to minimize impact of noise once its new SunRail commuter rail service begins.

Thanks to outstanding city planning, residents still feel at home when throngs of visitors gather for some of the city’s largest annual events. The right real estate broker can assist you in finding the perfect Winter Park home.

park avenue in winter park

Winter Park Real Estate for Sale

1220 N Park Avenue Winter Park FL 32789
1 / 87
$15,986,000
Single Family Home For Sale
Active
7
BEDS
7
TOTAL BATHS
12,475
SQFT
1220 N Park Avenue
Winter Park, FL 32789
Twelve Oaks Subdivision
1311 Via Tuscany Winter Park FL 32789
Price Change - a week ago
1 / 36
$9,950,000
Single Family Home For Sale
Active
7
BEDS
8
TOTAL BATHS
10,997
SQFT
1311 Via Tuscany
Winter Park, FL 32789
J Kronenberger Sub Subdivision
227 Genius Drive Winter Park FL 32789
1 / 68
$5,600,000
Single Family Home For Sale
Active
5
BEDS
7
TOTAL BATHS
7,568
SQFT
227 Genius Drive
Winter Park, FL 32789
Windsong Lakeside Sec 02 43/71 Subdivision
231 Chelton Circle Winter Park FL 32789
1 / 84
$5,500,000
Single Family Home For Sale
Active
5
BEDS
7
TOTAL BATHS
5,754
SQFT
231 Chelton Circle
Winter Park, FL 32789
Forest Hills Subdivision
1245 Howell Point Winter Park FL 32792
New Listing - 4 weeks online
1 / 24
$4,750,000
Single Family Home For Sale
Pending
7
BEDS
7
TOTAL BATHS
6,540
SQFT
1245 Howell Point
Winter Park, FL 32792
 
699 Osceola Avenue Winter Park FL 32789
1 / 65
$4,495,000
Single Family Home For Sale
Active
5
BEDS
4
TOTAL BATHS
5,062
SQFT
699 Osceola Avenue
Winter Park, FL 32789
Winter Park Subdivision
840 N Park Avenue Winter Park FL 32789
New Listing - 4 days online
1 / 50
$4,400,000
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
4,617
SQFT
840 N Park Avenue
Winter Park, FL 32789
Golfview Terrace Subdivision
1231 Via Salerno Winter Park FL 32789
New Listing - 2 weeks online
1 / 5
$4,250,000
Single Family Home For Sale
Pending
5
BEDS
6
TOTAL BATHS
5,633
SQFT
1231 Via Salerno
Winter Park, FL 32789
Cloister Grove Sub Subdivision
502 Genius Drive Winter Park FL 32789
Price Change - 3 weeks ago
1 / 56
$3,450,000
Single Family Home For Sale
Active
6
BEDS
5
TOTAL BATHS
4,735
SQFT
502 Genius Drive
Winter Park, FL 32789
Windsong North Shore 43/74 Subdivision
200 Oakwood Way Winter Park FL 32789
1 / 12
$3,275,000
Single Family Home For Sale
Active
5
BEDS
6
TOTAL BATHS
4,370
SQFT
200 Oakwood Way
Winter Park, FL 32789
Charmont Subdivision
1131 Via Lugano Winter Park FL 32789
New Listing - 4 weeks online
1 / 51
$3,250,000
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
5,701
SQFT
1131 Via Lugano
Winter Park, FL 32789
Sicilian Shores Subdivision
1780 Via Palermo Winter Park FL 32789
1 / 10
$3,250,000
Single Family Home For Sale
Pending
6
BEDS
6
TOTAL BATHS
4,711
SQFT
1780 Via Palermo
Winter Park, FL 32789
Sicilian Shores Rep 02 Subdivision
1764 Indiana Avenue Winter Park FL 32789
1 / 9
$3,200,000
Land For Sale
Active
1.14
ACRES
ORANGE
COUNTY
1764 Indiana Avenue
Winter Park, FL 32789
Lawndale Subdivision
940 Old England Avenue Winter Park FL 32789
New Listing - 2 weeks online
1 / 40
$3,200,000
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
4,949
SQFT
940 Old England Avenue
Winter Park, FL 32789
Dyer Susan Resub Subdivision
2780 Lake Howell Lane Winter Park FL 32792
1 / 69
$3,200,000
Single Family Home For Sale
Active
8
BEDS
6
TOTAL BATHS
6,090
SQFT
2780 Lake Howell Lane
Winter Park, FL 32792
Acreage & Unrec Subdivision
1560 Oakhurst Avenue Winter Park FL 32789
1 / 65
$2,950,000
Single Family Home For Sale
Pending
5
BEDS
7
TOTAL BATHS
5,296
SQFT
1560 Oakhurst Avenue
Winter Park, FL 32789
Comstock Park Subdivision
1635 Highland Road Winter Park FL 32789
New Listing - 2 weeks online
1 / 5
$2,890,000
Single Family Home For Sale
Active
5
BEDS
6
TOTAL BATHS
4,325
SQFT
1635 Highland Road
Winter Park, FL 32789
Virginia Heights Subdivision
1208 Sharon Place Winter Park FL 32789
New Listing - 2 weeks online
1 / 40
$2,850,000
Single Family Home For Sale
Pending
4
BEDS
5
TOTAL BATHS
4,802
SQFT
1208 Sharon Place
Winter Park, FL 32789
Sharon Place Subdivision
2015 N Park Avenue Winter Park FL 32789
New Listing - a week online
1 / 2
$2,749,000
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
3,617
SQFT
2015 N Park Avenue
Winter Park, FL 32789
N Park Ave Subdivision
1215 Via Salerno Winter Park FL 32789
New Listing - 2 weeks online
1 / 53
$2,495,000
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
3,669
SQFT
1215 Via Salerno
Winter Park, FL 32789
Cloister Grove Sub Subdivision

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  • Price Range
  • Under $200k
  • $200-$400k
  • $400-$600
  • $600+
  • Property Type
  • Single Family Home
  • Condo
  • Townhome
  • Land

Contact Us

Waypointe Group

800 Westwood Square, W. Hwy 426, Suite F Oviedo FL 32765

407-801-9914

[email protected]

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