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Winter Park Homes for Sale

Winter Park, FL is a family friendly, upscale suburban community. The city is located just seven miles northeast of Orlando. Park Avenue has a variety of upscale shops, restaurants, and art galleries. Winter Park Village offers outdoor shopping and restaurants. Popular nightlife attractions include Luma, Prato, Cocina 214, and Boca. Central Park has beautiful fountains, a rose garden, and seasonal events. Homes in Winter Park include condos, townhomes, and single family homes. The city is home to Rollins College, a private coed liberal arts school founded in 1885.

View Winter Park Properties

Explore all properties for sale in Winter Park, FL in the greater Orlando area listed below. As you search through listings please be sure to contact us with any questions or to schedule a viewing.

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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.

Listing Courtesy of STOCKWORTH REALTY GROUP

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$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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$4,995,000

Est. Mortgage: $/month

MLS Number O5724510

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 1821 Pinetree Road
  • Square Feet 5,006
  • Year Built 2018

Listing Courtesy of KELLER WILLIAMS WINTER PARK

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$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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
  • Year Built 1989

Listing Courtesy of REGAL R.E. PROFESSIONALS LLC

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$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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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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
  • Year Built 2002

Listing Courtesy of FANNIE HILLMAN & ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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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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
  • Year Built 2017

Listing Courtesy of Sawruk Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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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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
  • Year Built 1925

Listing Courtesy of Premier Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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
  • Year Built 2003
  • Parking Spaces 3
  • Bathroom 8

Listing Courtesy of Premier Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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.

Listing Courtesy of KELLY PRICE & COMPANY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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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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
  • Year Built 2018

Listing Courtesy of FANNIE HILLMAN & ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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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740 PALMER, Winter Park, FL 32789

Price$3,250,000

Est. Mortgage: $/month

MLS Number O5509686

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 740 Palmer Avenue
  • Square Feet 4,810
  • Year Built 1955

Listing Courtesy of KELLY PRICE & COMPANY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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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541 VIRGINIA DRIVE, Winter Park, FL 32789

Price$3,250,000

Est. Mortgage: $/month

MLS Number O5532667

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 541 Virginia Drive
  • Square Feet 4,057
  • Year Built 2008

Listing Courtesy of KELLY PRICE & COMPANY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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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125 INTERLACHEN AVENUE, Winter Park, FL 32789

MLS Number O5537925

  • Single Family Residential
  • Area 32789 - Winter Park
  • Square Feet 4,160
  • Year Built 2016
  • Parking Spaces 2

Listing Courtesy of Premier Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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