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Winter Park FL Real Estate

Winter Park is a city in Orange County filled with arts and culture. There are more than 70 parks in the area, which are home to year-round events, festivals, and other activities. Park Avenue has many unique shops, fine restaurants, art galleries, and museums.

Search below to find the latest Winter Park real estate listings. Register to save your favorite Winter Park listings and receive updates when similar properties come on the market. Contact us with any questions or to schedule a showing.

 

1511 Via Tuscany, Winter Park, FL 32789

Price$6,950,000

Est. Mortgage: $/month

MLS Number O5737785

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 1511 Via Tuscany
  • Square Feet 10,060
  • Parking Spaces 2

Listed by COLDWELL BANKER RESIDENTIAL RE

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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570 Seminole Drive, Winter Park, FL 32789

Price$6,900,000

Est. Mortgage: $/month

MLS Number O5439246

  • Land
  • Area 32789 - Winter Park
  • Subdivision Winter Park Old Town
  • High School Winter Park High
  • Junior High Maitland Middle

This 2.25 acre lake front crown jewel is a once-in-a-lifetime offering of one of Old Winter Park’s most prestigious estate lots. Situated high above expansive Lake Osceola and only a short walk from famed Park Avenue, this lot, with its prevailing breezes, towering cypress trees and breathtaking lake view will inspire visions of the most elegant of estate homes. Located down a long oak lined private driveway, just off of quite brick paved Seminole Drive, this lot provides the ultimate in secluded privacy in the heart of Old Winter Park. There is simply nothing else like it.

Listed by STOCKWORTH REALTY GROUP

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1821 Pinetree Road, Winter Park, FL 32789

Price$4,999,000

Est. Mortgage: $/month

MLS Number O5724510

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 1821 Pinetree Road
  • Square Feet 5,006
  • Parking Spaces 2

Listed by KELLER WILLIAMS WINTER PARK

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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115 Palmer, Winter Park, FL 32789

Price$4,750,000

Est. Mortgage: $/month

MLS Number O5734401

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 115 Palmer Avenue
  • Square Feet 9,838
  • Parking Spaces 3

Listed by REGAL R.E. PROFESSIONALS LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1212 Park, Winter Park, FL 32789

Price$4,399,000

Est. Mortgage: $/month

MLS Number O5729258

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 1212 N Park Avenue
  • Square Feet 4,681
  • Parking Spaces 3

Listed by FANNIE HILLMAN & ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

2040 Venetian Way, Winter Park, FL 32789

Price$3,875,000

Est. Mortgage: $/month

MLS Number O5728849

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 2040 Venetian Way
  • Square Feet 7,677
  • Parking Spaces 5

Listed by FANNIE HILLMAN & ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

472 Henkel, Winter Park, FL 32789

Price$3,799,000

Est. Mortgage: $/month

MLS Number O5731923

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 472 Henkel Circle
  • Square Feet 4,686
  • Parking Spaces 3

Listed by Sawruk Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

2170 Fawsett Road, Winter Park, FL 32789

Price$3,500,000

Est. Mortgage: $/month

MLS Number O5714430

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 2170 W Fawsett Road
  • Square Feet 6,589
  • Parking Spaces 2

Listed by Premier Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2742 Lake Howell Lane, Winter Park, FL 32792

Price$3,499,000

Est. Mortgage: $/month

MLS Number O5706509

  • Single Family Residential
  • Square Feet 7,666
  • Parking Spaces 3
  • Bathroom 8
  • Bedrooms 6

Listed by Wendy Maher of Premier Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1127 Preserve Point Drive, Winter Park, FL 32789
Pending

MLS Number O5504034

  • Land
  • Area 32789 - Winter Park
  • High School Winter Park High
  • Junior High Glenridge Middle
  • Acreage 1.37

Located in Windsong on a quiet cul-de-sac only 10 minutes from Downtown Orlando. This lot faces west and overlooks Rollins College. The total square footage of the lot is 64,407 sq. ft. (1.48 acres). There are five very beautiful large oak trees, one is about 350 years old and 15 cypress trees on the water. It is by far the best available vacant lot on the Winter Park Chain of Lakes. Plans are available for a gorgeous 9782 sq. ft. home that was designed by Randall Slocum, Architect.

Listed by KELLY PRICE & COMPANY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

637 Park, Winter Park, FL 32789

Price$3,390,000

Est. Mortgage: $/month

MLS Number O5734148

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 637 N Park Avenue
  • Square Feet 4,237
  • Parking Spaces 2

Listed by FANNIE HILLMAN & ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

641 Park, Winter Park, FL 32789

Price$3,350,000

Est. Mortgage: $/month

Pending

MLS Number O5556833

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 641 N Park Avenue
  • Square Feet 4,237
  • Parking Spaces 2

Listed by and of COLDWELL BANKER RESIDENTIAL RE

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details