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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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637 N Park Avenue 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: 4.28% last updated on Mar 21, 2019
* 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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639 N Park Avenue Unit: 4 Winter Park FL 32789

MLS Number O5765404

  • Single Family Residential
  • Area 32789 - Winter Park
  • Square Feet 4,244
  • Year Built 2018
  • Parking Spaces 2

Listing Courtesy of FANNIE HILLMAN & ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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 Avenue 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: 4.28% last updated on Mar 21, 2019
* 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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Winter Park FL 32789

Price$3,199,500

Est. Mortgage: $/month

MLS Number O5756452

  • Single Family Residential
  • Area 32789 - Winter Park
  • Square Feet 8,910
  • Year Built 2013
  • Parking Spaces 5

Listing Courtesy of PREMIER SOTHEBY'S INT'L REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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275 E Webster Avenue Winter Park FL 32789

Price$3,100,000

Est. Mortgage: $/month

Pending

MLS Number O5755142

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 275 E Webster Avenue
  • Square Feet 6,730
  • Year Built 1978

Listing Courtesy of PROPERTIO

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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2049 Venetian Way Winter Park FL 32789

Price$2,995,000

Est. Mortgage: $/month

Pending

MLS Number O5552108

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 2049 Venetian Way
  • Square Feet 7,631
  • Year Built 2009

Listing Courtesy of KELLY PRICE & COMPANY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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2010 W Fawsett Road Winter Park FL 32789

Price$2,975,000

Est. Mortgage: $/month

MLS Number O5764673

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 2010 W Fawsett Road
  • Square Feet 6,786
  • Year Built 2006

Listing Courtesy of PREMIER SOTHEBYS INTL. REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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647 N Park Avenue Unit: 8 Winter Park FL 32789

MLS Number O5734114

  • Single Family Residential
  • Area 32789 - Winter Park
  • Square Feet 3,253
  • Year Built 2018
  • Parking Spaces 2

Listing Courtesy of FANNIE HILLMAN & ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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

125 S Interlachen Avenue Unit: 3 Winter Park FL 32789
Pending

MLS Number O5407138

  • Single Family Residential
  • Area 32789 - Winter Park
  • Square Feet 3,885
  • Year Built 2016
  • Parking Spaces 2

Listing Courtesy of REGAL R.E. PROFESSIONALS LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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 S Interlachen Avenue Unit: 4 Winter Park FL 32789
Pending

MLS Number O5389633

  • Single Family Residential
  • Area 32789 - Winter Park
  • Square Feet 3,885
  • Year Built 2016
  • Parking Spaces 2

Listing Courtesy of REGAL R.E. PROFESSIONALS LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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581 Sylvan Drive Winter Park FL 32789

Price$2,795,000

Est. Mortgage: $/month

MLS Number O5758266

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 581 Sylvan Drive
  • Square Feet 4,503
  • Year Built 1946

Listing Courtesy of PREMIER SOTHEBYS INTL. REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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581 Sylvan Drive Winter Park FL 32789

Price$2,795,000

Est. Mortgage: $/month

MLS Number O5749556

  • Land
  • Area 32789 - Winter Park
  • Co Listing Office Id 261014339
  • High School Winter Park High
  • Junior High Maitland Middle

This premier Winter Park lakefront lot on Lake Osceola provides an opportunity to build anew on an absolutely beautiful elevated lot of approximately 0.75 acres. It overlooks arguably the most beautiful serene cove on the Chain of Lakes. Enjoy magnificent long, picturesque sunset views while also being on an extremely private lot. The property is set up well to gate off the entrance with over 300 feet of depth, so the new home would be set back noticeably from the street. There are approximately 90-100 feet on the lake and majestic oaks and cypress trees on the property. The buyer can build about 10,000 square feet or more on this property. Boat to the downtown Winter Park area on one of only two lakes on the Chain of Lakes in City of Winter Park with no boat ramp. This is one of the quietest lakes in terms of boating activity as boaters must go through canals to get to this lake.

Listing Courtesy of PREMIER SOTHEBYS INTL. REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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