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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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1511 Via Tuscany Winter Park FL 32789

Price$6,995,000

Est. Mortgage: $/month

MLS Number O5790625

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 1511 Via Tuscany
  • Square Feet 10,060
  • Year Built 2012

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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1360 Alabama Dr Winter Park FL 32789

Price$6,500,000

Est. Mortgage: $/month

MLS Number O5749462

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 1360 Alabama Dr
  • Square Feet 10,600
  • Year Built 2009

Listing Courtesy of KELLY PRICE & COMPANY LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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570 Seminole Drive Winter Park FL 32789

Price$6,500,000

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 sought after 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 private driveway, just off of quiet 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: 3.55% last updated on Aug 22, 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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472-510 W Swoope Avenue Winter Park FL 32789

Price$6,000,000

Est. Mortgage: $/month

MLS Number O5730156

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

Attention all developers! Multifamily development site located two blocks to Park Avenue and two blocks to Winter Park Village! This site encompasses 3 contiguous properties totaling 87,500 SF. 1. 472-510 Swoope - Vacant Lot 150 x 250 on Swoope (zoned R3), 2. 435 W. Canton - Vacant Lot 50 x 250 (zoned R3) on Canton, and the 11,000 SF single story modern home on a 150 x 250 lot at 511 W. Canton separately listed as O5756452. This package includes a total land area of 87,500 SF - allowing for 20 townhomes in addition to the house.

Listing Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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1731 Pinetree Road Winter Park FL 32789

Price$5,500,000

Est. Mortgage: $/month

MLS Number O5799004

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 1731 Pinetree Road
  • Square Feet 7,654
  • Year Built 2014

Listing Courtesy of FANNIE HILLMAN & ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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115 Palmer Avenue Winter Park FL 32789

Price$4,750,000

Est. Mortgage: $/month

Pending

MLS Number O5734401

  • Single Family Residential
  • Area 32789 - Winter Park
  • Selling Agent Nancy Bagby
  • Address 115 Palmer Avenue
  • Square Feet 9,838

Listing Courtesy of REGAL R.E. PROFESSIONALS LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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375 Virginia Drive Winter Park FL 32789

Price$3,895,000

Est. Mortgage: $/month

MLS Number O5784820

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 375 Virginia Drive
  • Square Feet 7,538
  • Year Built 2004

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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1013 Temple Grove Winter Park FL 32789

Price$3,879,000

Est. Mortgage: $/month

Open House

MLS Number O5766961

  • Single Family Residential
  • Next Open House: Sun 25th 2:00 pm - 4:00 pm
  • Area 32789 - Winter Park
  • Address 1013 Temple Grove
  • Square Feet 5,797

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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1400 Green Cove Road Winter Park FL 32789

Price$3,495,000

Est. Mortgage: $/month

MLS Number O5750309

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 1400 Green Cove Road
  • Square Feet 6,384
  • Year Built 1995

Listing Courtesy of FANNIE HILLMAN & ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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: 6 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 SOTHEBY'S INTL. REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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$3,300,000

Est. Mortgage: $/month

MLS Number O5792559

  • Single Family Residential
  • Area 32789 - Winter Park
  • Square Feet 5,095
  • Year Built 1954
  • Parking Spaces 2

Listing Courtesy of COLDWELL BANKER RESIDENTIAL RE

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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637 N Park Avenue Unit: 5 Winter Park FL 32789
Pending

MLS Number O5796991

  • Single Family Residential
  • Area 32789 - Winter Park
  • Selling Agent Chocky Burks
  • Square Feet 4,237
  • Year Built 2018

Listing Courtesy of FANNIE HILLMAN & ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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

 Listing information courtesy of My Florida Regional MLS DBA Stellar MLS © 2019. All listing information is deemed reliable but not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify properties for potential purchase.