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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

Winter Park, FL570 Seminole Drive

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

WALK TO FAMED PARK AVENUE FROM THIS EPIC WINTER PARK ESTATE LOT!! 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 waterfront 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 eastern facing 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 future showcase home site provides the ultimate in secluded privacy in the heart of Old Winter Park. World renowned for its beauty, charm, history and family friendliness, Winter Park's vast canopy of oak trees along its brick roads and stately homes make it among Central Florida's most luxurious communities. Experience Winter Park’s shopping, dining and cultural gem – boasting more than 140 boutiques, sidewalk cafes, and museums. In addition to stylish shops, diverse gourmet dining choices and many unique offerings, you can enjoy special events that include seasonal art shows, concerts, exotic car shows, fashion events and holiday festivities. Build anything that you can imagine at this impressive address...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: 3.68% last updated on Dec 5, 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

Winter Park, FL1731 Pinetree Road

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

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$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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1941 Legion Drive Winter Park FL 32789

Winter Park, FL1941 Legion Drive

Price$4,699,000

Est. Mortgage: $/month

MLS Number O5824139

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 1941 Legion Drive
  • Square Feet 10,493
  • Year Built 2008

Listing Courtesy of KELLER WILLIAMS WINTER PARK

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$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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433 E New England Avenue Winter Park FL 32789

MLS Number O5809404

  • Single Family Residential
  • Area 32789 - Winter Park
  • Square Feet 8,325
  • Year Built 1905
  • Parking Spaces 2

Listing Courtesy of TREE REALTY

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$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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

Winter Park, FL1013 Temple Grove

Price$3,879,000

Est. Mortgage: $/month

MLS Number O5766961

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 1013 Temple Grove
  • Square Feet 5,797
  • Year Built 1979

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

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$
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$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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 Henkel Circle Winter Park FL 32789

Winter Park, FL472 Henkel Circle

Price$3,695,000

Est. Mortgage: $/month

MLS Number O5819100

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 472 Henkel Circle
  • Square Feet 4,686
  • Year Built 2017

Listing Courtesy of AXIOM LUXURY REAL ESTATE, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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

Winter Park, FL375 Virginia Drive

Price$3,595,000

Est. Mortgage: $/month

Open House

MLS Number O5784820

  • Single Family Residential
  • Next Open House: Sat 7th 12:00 pm - 2:00 pm
  • Area 32789 - Winter Park
  • Address 375 Virginia Drive
  • Square Feet 7,538

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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668 W Morse Boulevard Winter Park FL 32789

Winter Park, FL668 W Morse Boulevard

Price$3,485,000

Est. Mortgage: $/month

MLS Number O5815144

  • Single Family Residential
  • Area 32789 - Winter Park
  • Square Feet 5,819
  • Year Built 2020
  • Parking Spaces 3

Listing Courtesy of PHIL KEAN REAL ESTATE LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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185 W Fawsett Road Winter Park FL 32789

Winter Park, FL185 W Fawsett Road

Price$3,250,000

Est. Mortgage: $/month

MLS Number O5808961

  • Single Family Residential
  • Area 32789 - Winter Park
  • Address 185 W Fawsett Road
  • Square Feet 5,936
  • Year Built 2003

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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

Winter Park, FL1400 Green Cove Road

Price$3,250,000

Est. Mortgage: $/month

Open House

MLS Number O5750309

  • Single Family Residential
  • Next Open House: Sun 8th 12:00 pm - 3:00 pm
  • Area 32789 - Winter Park
  • Address 1400 Green Cove Road
  • Square Feet 6,384

Listing Courtesy of FANNIE HILLMAN & ASSOCIATES

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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

Winter Park, FL740 Palmer Avenue

Price$3,175,000

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: 3.68% last updated on Dec 5, 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

Winter Park, FL275 E Webster Avenue

Price$3,100,000

Est. Mortgage: $/month

Pending

MLS Number O5755142

  • Single Family Residential
  • Area 32789 - Winter Park
  • Selling Agent Nicole Howell
  • Sale Agent 261087057
  • Address 275 E Webster Avenue

Listing Courtesy of PROPERTIO

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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.