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Winter Park

Luxury listings for sale in Winter Park

18 of 18 Homes
COMPARE

US$6,995,000

901 GOLFVIEW, Winter Park, FL

5 br5 BA, 1 HALF BA5,479 sf
Virtual tour

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY., MICK NIGHT - 407-629-4446

US$6,900,000

1260 ALABAMA, Winter Park, FL

6 br5 BA, 2 HALF BA6,396 sf
Virtual tour

Listing Courtesy of KELLY PRICE & COMPANY LLC., KELLY PRICE - 407-645-4321

NEW

US$6,000,000

1011 MCKEAN, Winter Park, FL

5 br5 BA, 2 HALF BA4,806 sf
Virtual tour

Listing Courtesy of UNITED REAL ESTATE PREFERRED., CLAY WOOTEN - 407-463-3023

US$6,000,000

1571 WOODLAND Ave, Winter Park, FL

5 br6 BA, 2 HALF BA7,397 sf
Virtual tour

Listing Courtesy of CHARLES RUTENBERG REALTY ORLANDO., VONDA FIELDS - 321-438-6906

US$5,600,000

2228 AZALEA, Winter Park, FL

5 br5 BA, 1 HALF BA5,152 sf
Virtual tour

Listing Courtesy of COMPASS FLORIDA LLC., QUENTIN GREEN, II - 773-418-5359

US$5,500,000

1166 PALMER, Winter Park, FL

5 br5 BA, 2 HALF BA5,181 sf
Virtual tour

Listing Courtesy of KELLER WILLIAMS ADVANTAGE REALTY., PRENTICE WILLIAMS - 321-438-8955

PRICE REDUCED

US$5,500,000

2661 VIA TUSCANY, Winter Park, FL

4 br4 BA, 1 HALF BA3,880 sf
Virtual tour

Listing Courtesy of COLDWELL BANKER REALTY., NOHORA GOMEZ - 407-748-1242

US$5,195,900

825 PALMER, Winter Park, FL

5 br5 BA, 2 HALF BA5,122 sf

Listing Courtesy of CORCORAN PREMIER REALTY., LAURA EARL - 443-994-9441

PRICE REDUCED

US$4,700,000

231 CHELTON, Winter Park, FL

4 br5 BA, 2 HALF BA5,550 sf
Virtual tour

Listing Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY., JOSEPH DOHER - 407-203-0007

Contract signed

US$4,595,000

1525 GRANVILLE, Winter Park, FL

5 br5 BA, 1 HALF BA5,211 sf
Virtual tour

Listing Courtesy of ONE LUXURY INTERNATIONAL LLC., JULIE CHRISTENSEN - 407-592-2055

PRICE REDUCED

US$4,500,000

503 N INTERLACHEN Ave, Winter Park, FL

Virtual tour

Listing Courtesy of KELLY PRICE & COMPANY LLC., KELLY PRICE - 407-645-4321

PRICE REDUCED

US$4,350,000

857 BROCK, Winter Park, FL

5 br5 BA, 1 HALF BA4,827 sf
Virtual tour

Listing Courtesy of ONE LUXURY INTERNATIONAL LLC., JULIE CHRISTENSEN - 407-592-2055

US$4,299,000

2403 EUSTON, Winter Park, FL

Virtual tour

Listing Courtesy of COLDWELL BANKER REALTY., MARIE HELEN LEDBETTER - 407-286-4363

PRICE REDUCED

US$3,995,000

1441 CARDINAL, Winter Park, FL

4 br5 BA, 1 HALF BA4,066 sf
Virtual tour

Listing Courtesy of CHARLES RUTENBERG REALTY ORLANDO., DAMIAN BERGLER - 650-398-5968

US$3,950,000

540 N PENNSYLVANIA, Winter Park, FL

4 br2 BA1,652 sf
Virtual tour

Listing Courtesy of COLDWELL BANKER REALTY., MARY HEIDRICH - 407-493-5336

PRICE REDUCED

US$3,950,000

540 N PENNSYLVANIA, Winter Park, FL

Virtual tour

Listing Courtesy of COLDWELL BANKER REALTY., MARY HEIDRICH - 407-493-5336

US$3,890,000

620 VIRGINIA, Winter Park, FL

6 br5 BA4,677 sf
Virtual tour

Listing Courtesy of ONE LUXURY INTERNATIONAL LLC., JULIE CHRISTENSEN - 407-592-2055

PRICE REDUCED

US$3,750,000

2622 LAKE HOWELL, Winter Park, FL

4 br3 BA3,377 sf

Listing Courtesy of THE AGENCY FL., BRIAN HYSER - 407-951-2472

Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed.

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LAST UPDATE DATE On OCT 18 2026 AT 11:58 PM COORDINATED UNIVERSAL TIME (UTC).