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Winter Park, FL Real Estate and Properties for Sale

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$189,000
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2918 ANTIQUE OAKS CIRCLE #25

WINTER PARK, FL 32792

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,018 sqft
Listing provided courtesy of PREMIER MANAGEMENT GROUP INC
$324,000
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1760 PERUVIAN LANE

WINTER PARK, FL 32792

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,160 sqft
Listing provided courtesy of SAVVY AVENUE, LLC
$78,750
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4550 PALMETTO AVENUE

WINTER PARK, FL 32792

  • Commercial
  • 4,206 sqft
Listing provided courtesy of SOLANTIS LLC
$589,900
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1354 INDIANA AVENUE

WINTER PARK, FL 32789

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,269 sqft
Listing provided courtesy of CHARLES RUTENBERG REALTY ORLANDO
$84,000
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687 HAROLD AVENUE

WINTER PARK, FL 32789

  • Commercial
  • 4,500 sqft
Listing provided courtesy of RCI REAL ESTATE INC.
$42,000
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663 HAROLD AVENUE

WINTER PARK, FL 32789

  • Commercial
  • 10,429 sqft
Listing provided courtesy of RCI REAL ESTATE INC.
$1,649,000
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2501 WINTER PARK ROAD

WINTER PARK, FL 32789

  • Single Family
  • 5 Beds
  • 4 Baths
  • 3,304 sqft
Listing provided courtesy of KELLER WILLIAMS WINTER PARK
$617,500
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2708 LION HEART ROAD

WINTER PARK, FL 32792

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,785 sqft
Listing provided courtesy of EQUITYPRO LLC
$6,900,000
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1260 ALABAMA DRIVE

WINTER PARK, FL 32789

  • Single Family
  • 6 Beds
  • 7 Baths
  • 6,396 sqft
Listing provided courtesy of KELLY PRICE & COMPANY LLC
$6,600
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2075 JEWELL AVENUE

WINTER PARK, FL 32789

  • Rental
  • 5 Beds
  • 4 Baths
  • 2,918 sqft
Listing provided courtesy of URBANISTA BROKERS
$169,900
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7336 FOREST HILL COURT #240

WINTER PARK, FL 32792

  • Single Family
  • 2 Beds
  • 2 Baths
  • 990 sqft
Listing provided courtesy of CHARLES RUTENBERG REALTY ORLANDO
$2,200
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151 N ORLANDO AVENUE #118

WINTER PARK, FL 32789

  • Rental
  • 3 Beds
  • 1 Bath
  • 1,500 sqft
Listing provided courtesy of FLORIDA DREAMS REALTY GRP INC
$6,000
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301 W COMSTOCK AVENUE

WINTER PARK, FL 32789

  • Rental
  • 2 Beds
  • 3 Baths
  • 1,500 sqft
Listing provided courtesy of THE SYDGAN CORP
$258,000
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1500 GAY ROAD #20D

WINTER PARK, FL 32789

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,026 sqft
Listing provided courtesy of REALCOM REAL ESTATE SERVICES INC
$179,000
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4768 TANGERINE AVENUE #4768

WINTER PARK, FL 32792

  • Single Family
  • 1 Bed
  • 1 Bath
  • 753 sqft
Listing provided courtesy of PROPERTY OUTLET INTERNATIONAL
$122,990
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1000 S SEMORAN BOULEVARD #715

WINTER PARK, FL 32792

  • Single Family
  • 1 Bed
  • 1 Bath
  • 735 sqft
Listing provided courtesy of LPT REALTY, LLC
$1,299,000
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100 S INTERLACHEN AVENUE #101

WINTER PARK, FL 32789

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,734 sqft
Listing provided courtesy of PREMIER SOTHEBY'S INTL. REALTY
$135,000
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1695 LEE ROAD #E215

WINTER PARK, FL 32789

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,149 sqft
Listing provided courtesy of FOWLKES REALTY CO
$144,000
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291 LEWFIELD CIRCLE #291

WINTER PARK, FL 32792

  • Single Family
  • 1 Bed
  • 1 Bath
  • 678 sqft
Listing provided courtesy of WATSON REALTY CORP
$5,995,000
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1200 VIA SALERNO

WINTER PARK, FL 32789

  • Single Family
  • 5 Beds
  • 6 Baths
  • 5,476 sqft
Listing provided courtesy of PREMIER SOTHEBY'S INTL. REALTY
$155,000
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189 LEWFIELD CIRCLE #189

WINTER PARK, FL 32792

  • Single Family
  • 1 Bed
  • 1 Bath
  • 678 sqft
Listing provided courtesy of RE/MAX 200 REALTY
$1,195,000
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1500 HARRIS CIRCLE

WINTER PARK, FL 32789

  • Single Family
  • 2 Beds
  • 3 Baths
  • 2,096 sqft
Listing provided courtesy of PREMIER SOTHEBY'S INTL. REALTY
$820,000
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1927 ELAND AVENUE

WINTER PARK, FL 32789

  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,242 sqft
Listing provided courtesy of CHARLES RUTENBERG REALTY ORLANDO
$6,950,000
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40 PALMER AVENUE

WINTER PARK, FL 32789

  • Single Family
  • 5 Beds
  • 6 Baths
  • 5,905 sqft
Listing provided courtesy of ONE LUXURY INTERNATIONAL LLC
$1,799,999
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4469 OLD BEAR RUN

WINTER PARK, FL 32792

  • Single Family
  • 5 Beds
  • 5 Baths
  • 4,288 sqft
Listing provided courtesy of LPT REALTY, LLC
$1,295,000
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106 S INTERLACHEN AVENUE #118

WINTER PARK, FL 32789

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,834 sqft
Listing provided courtesy of PREMIER SOTHEBY'S INTL. REALTY
$860,000
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1521 HERON WOOD PLACE

WINTER PARK, FL 32792

  • Single Family
  • 4 Beds
  • 2 Baths
  • 3,950 sqft
Listing provided courtesy of RE/MAX INNOVATION
$1,400
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1695 LEE ROAD ROAD #C110

WINTER PARK, FL 32789

  • Rental
  • 1 Bed
  • 1 Bath
  • 638 sqft
Listing provided courtesy of EMPIRE NETWORK REALTY
$5,490
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782 S PENNSYLVANIA AVENUE #1

WINTER PARK, FL 32789

  • Rental
  • 3 Beds
  • 3 Baths
  • 2,354 sqft
Listing provided courtesy of BEYCOME OF FLORIDA LLC
$440,000
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2052 LEANNE COURT

WINTER PARK, FL 32792

  • Single Family
  • 4 Beds
  • 2 Baths
  • 2,264 sqft
Listing provided courtesy of OPENDOOR BROKERAGE LLC
$2,095,000
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147 S INTERLACHEN AVENUE #202

WINTER PARK, FL 32789

  • Single Family
  • 3 Beds
  • 5 Baths
  • 3,272 sqft
Listing provided courtesy of HELLOSOLD LLC
$475,000
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630 KILLARNEY BAY COURT #3

WINTER PARK, FL 32789

  • Single Family
  • 2 Beds
  • 3 Baths
  • 1,428 sqft
Listing provided courtesy of FLORIDA ONE REAL ESTATE LLC
$1,425,000
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1751 GOODRICH AVENUE

WINTER PARK, FL 32789

  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,170 sqft
Listing provided courtesy of EXP REALTY LLC
$1,450
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3651 N GOLDENROD ROAD #110

WINTER PARK, FL 32792

  • Rental
  • 2 Beds
  • 2 Baths
  • 840 sqft
Listing provided courtesy of RIGHTHOUSE REALTY LLC
$544,900
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330 ELKHORN COURT

WINTER PARK, FL 32792

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,570 sqft
Listing provided courtesy of LA ROSA REALTY CW PROPERTIES L
$460,000
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1052 MANCHESTER CIRCLE

WINTER PARK, FL 32792

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,703 sqft
Listing provided courtesy of FLORIDA INVESTMENT REALTY GRP
$2,500,000
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3425 FORSYTH ROAD

WINTER PARK, FL 32792

  • Commercial
  • 16,437 sqft
Listing provided courtesy of REMAX PREMIER PROPERTIES
$1,800
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205 LEWFIELD CIRCLE #205

WINTER PARK, FL 32792

  • Rental
  • 2 Beds
  • 2 Baths
  • 927 sqft
Listing provided courtesy of LPT REALTY, LLC
$284,900
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311 E MORSE BOULEVARD #7-19

WINTER PARK, FL 32789

  • Single Family
  • 1 Bed
  • 1 Bath
  • 482 sqft
Listing provided courtesy of TURN-KEY MOVES REALTY
$695,000
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432 W SWOOPE AVENUE

WINTER PARK, FL 32789

  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,317 sqft
Listing provided courtesy of COLDWELL BANKER RESIDENTIAL RE
$1,750,000
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1840 ANZLE AVENUE

WINTER PARK, FL 32789

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,350 sqft
Listing provided courtesy of B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE
$549,000
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1809 HAMMERLIN AVENUE

WINTER PARK, FL 32789

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,818 sqft
Listing provided courtesy of NICOLE-HUDSON REALTY CORP
$2,899,900
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948 POINCIANA LANE

WINTER PARK, FL 32789

  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,676 sqft
Listing provided courtesy of KELLY PRICE & COMPANY LLC
$499,000
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2231 NAIRN DRIVE

WINTER PARK, FL 32792

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,088 sqft
Listing provided courtesy of PARK TOWN REAL ESTATE LLC
$549,000
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423 OLOLU DRIVE

WINTER PARK, FL 32789

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,920 sqft
Listing provided courtesy of KELLER WILLIAMS WINTER PARK
$499,000
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230 STRATHY LANE

WINTER PARK, FL 32792

  • Single Family
  • 2 Beds
  • 1 Bath
  • 920 sqft
Listing provided courtesy of PARK TOWN REAL ESTATE LLC
$1,499,999
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1523 MILLER AVENUE

WINTER PARK, FL 32789

  • Single Family
  • 5 Beds
  • 4 Baths
  • 3,164 sqft
Listing provided courtesy of CHARLES RUTENBERG REALTY ORLANDO
$169,000
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2500 LEE ROAD #237

WINTER PARK, FL 32789

  • Single Family
  • 1 Bed
  • 1 Bath
  • 645 sqft
Listing provided courtesy of LPT REALTY LLC (DB)
$184,900
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2500 LEE RD. #222

WINTER PARK, FL 32789

  • Single Family
  • 1 Bed
  • 1 Bath
  • 645 sqft
Listing provided courtesy of HOMESMART
$1,600
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2523 ALEXA COURT

WINTER PARK, FL 32792

  • Rental
  • 2 Beds
  • 2 Baths
  • 825 sqft
Listing provided courtesy of LA ROSA REALTY LLC
$459,900
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3601 MIDIRON DRIVE

WINTER PARK, FL 32789

  • Vacant Land
Listing provided courtesy of EMPIRE NETWORK REALTY
$899,000
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731 MIDGET DRIVE

WINTER PARK, FL 32789

  • Vacant Land
Listing provided courtesy of EMPIRE NETWORK REALTY
$519,999
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2217 SUSSEX ROAD

WINTER PARK, FL 32792

  • Single Family
  • 4 Beds
  • 2 Baths
  • 2,092 sqft
Listing provided courtesy of PREFERRED REAL ESTATE BROKERS
$630,000
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2612 ROXBURY ROAD

WINTER PARK, FL 32789

  • Multi-Family
  • 5 Beds
  • 3 Baths
  • 2,472 sqft
Listing provided courtesy of EXP REALTY LLC
$114,000
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1695 LEE ROAD #E204

WINTER PARK, FL 32789

  • Single Family
  • 2 Beds
  • 1 Bath
  • 881 sqft
Listing provided courtesy of LOKATION
$925,000
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560 OLOLU DRIVE

WINTER PARK, FL 32789

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,086 sqft
Listing provided courtesy of COMPASS FLORIDA LLC
$8,500
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5589 LAKE HOWELL ROAD

WINTER PARK, FL 32792

  • Commercial
  • 23,055 sqft
Listing provided courtesy of HOME WISE REALTY GROUP, INC.
$290,000
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151 N ORLANDO AVENUE ##115

WINTER PARK, FL 32789

  • Single Family
  • 2 Beds
  • 1 Bath
  • 710 sqft
Listing provided courtesy of CREEGAN GROUP
$245,900
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7470 CANFORD COURT #23

WINTER PARK, FL 32792

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,580 sqft
Listing provided courtesy of FLORIDA REALTY INVESTMENTS
$2,225,000
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1885 TEMPLE DRIVE

WINTER PARK, FL 32789

  • Single Family
  • 5 Beds
  • 4 Baths
  • 3,691 sqft
Listing provided courtesy of COMPASS FLORIDA LLC
$699,000
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763 Overspin Drive

Winter Park, FL 32789

  • Vacant Land
Listing provided courtesy of Sunshine Realty & Vacation Rentals, LLC
$3,390,000
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1751 GLENCOE ROAD

WINTER PARK, FL 32789

  • Single Family
  • 5 Beds
  • 7 Baths
  • 4,520 sqft
Listing provided courtesy of ONE LUXURY INTERNATIONAL LLC
$42,000
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3029 FORSYTH ROAD

WINTER PARK, FL 32792

  • Commercial
  • 1,500 sqft
Listing provided courtesy of C BRENNER INC
$109,500
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311 SCOTTSDALE SQUARE #311

WINTER PARK, FL 32792

  • Single Family
  • 1 Bed
  • 1 Bath
  • 785 sqft
Listing provided courtesy of EMPIRE NETWORK REALTY
$6,495,000
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550 PALMER AVENUE

WINTER PARK, FL 32789

  • Single Family
  • 5 Beds
  • 7 Baths
  • 5,939 sqft
Listing provided courtesy of FANNIE HILLMAN & ASSOCIATES
$1,449,900
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607 ELLEN DRIVE

WINTER PARK, FL 32789

  • Single Family
  • 4 Beds
  • 5 Baths
  • 2,812 sqft
Listing provided courtesy of KELLY PRICE & COMPANY LLC
$28,800
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7507 ALOMA AVENUE #3B

WINTER PARK, FL 32792

  • Commercial
  • 1,444 sqft
Listing provided courtesy of MUSA REALTY COMPANY INC
$199,000
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7471 CANFORD COURT #19

WINTER PARK, FL 32792

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,393 sqft
Listing provided courtesy of IAD FLORIDA LLC
$1,599,900
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1510 MILLER AVENUE

WINTER PARK, FL 32789

  • Single Family
  • 5 Beds
  • 5 Baths
  • 3,252 sqft
Listing provided courtesy of RE/MAX EXCLUSIVE COLLECTION
$8,950,000
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1120 PRESERVE POINT DRIVE

WINTER PARK, FL 32789

  • Single Family
  • 7 Beds
  • 11 Baths
  • 11,255 sqft
Listing provided courtesy of PREMIER SOTHEBY'S INTL. REALTY
$295,000
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2336 SUN VALLEY CIRCLE #BLDG 20

WINTER PARK, FL 32792

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,669 sqft
Listing provided courtesy of PR REAL ESTATE SERVICES
$3,650,000
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207 E KINGS WAY

WINTER PARK, FL 32789

  • Single Family
  • 5 Beds
  • 5 Baths
  • 3,719 sqft
Listing provided courtesy of ONE LUXURY INTERNATIONAL LLC
$3,235,000
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1821 ENGLEWOOD ROAD

WINTER PARK, FL 32789

  • Single Family
  • 5 Beds
  • 6 Baths
  • 3,863 sqft
Listing provided courtesy of PREMIER SOTHEBY'S INTL. REALTY
$1,350
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2500 LEE ROAD #244

WINTER PARK, FL 32789

  • Rental
  • 1 Bed
  • 1 Bath
  • 645 sqft
Listing provided courtesy of RE/MAX VANTAGE
$475,000
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346 S RANGER BOULEVARD

WINTER PARK, FL 32792

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,592 sqft
Listing provided courtesy of IMPERIAL REALTY OF FLORIDA INC
$299,000
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311 E MORSE BOULEVARD #7-11

WINTER PARK, FL 32789

  • Single Family
  • 1 Bed
  • 1 Bath
  • 570 sqft
Listing provided courtesy of FANNIE HILLMAN & ASSOCIATES
$144,500
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3019 ANTIQUE OAKS CIRCLE #124

WINTER PARK, FL 32792

  • Single Family
  • 1 Bed
  • 1 Bath
  • 749 sqft
Listing provided courtesy of COLDWELL BANKER REALTY
$3,995,000
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1161 VALENCIA AVENUE

WINTER PARK, FL 32789

  • Single Family
  • 4 Beds
  • 5 Baths
  • 4,181 sqft
Listing provided courtesy of THE REAL ESTATE COLLECTION LLC
$4,500,000
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503 N INTERLACHEN AVENUE

WINTER PARK, FL 32789

  • Vacant Land
Listing provided courtesy of KELLY PRICE & COMPANY LLC
$675,000
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744 CORNWALL ROAD

WINTER PARK, FL 32792

  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,968 sqft
Listing provided courtesy of VERSALIS REALTY POWERED BY SELLSTATE
$598,000
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2758 BANCHORY ROAD

WINTER PARK, FL 32792

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,539 sqft
Listing provided courtesy of MR VARGAS PROPERTY MANAGEMENT LLC
$1,390,000
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501 LAKEVIEW AVENUE

WINTER PARK, FL 32789

  • Single Family
  • 4 Beds
  • 5 Baths
  • 3,253 sqft
Listing provided courtesy of COLDWELL BANKER RESIDENTIAL RE
$460,000
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5331 OAK COURT

WINTER PARK, FL 32792

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,263 sqft
Listing provided courtesy of CHARLES RUTENBERG REALTY ORLANDO
$185,000
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3370 CEDAR SPRINGS PLACE #156

WINTER PARK, FL 32792

  • Single Family
  • 2 Beds
  • 3 Baths
  • 1,031 sqft
Listing provided courtesy of SPRINGHILL PROPERTIES LLC
$2,295
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3486 BOUGAINVILLEA DRIVE #A

WINTER PARK, FL 32792

  • Rental
  • 3 Beds
  • 2 Baths
  • 1,650 sqft
Listing provided courtesy of LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV
$4,195,000
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1150 VIA SALERNO

WINTER PARK, FL 32789

  • Single Family
  • 4 Beds
  • 6 Baths
  • 3,850 sqft
Listing provided courtesy of KELLY PRICE & COMPANY LLC
$1,920,000
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2614 PARKLAND DRIVE

WINTER PARK, FL 32789

  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,307 sqft
Listing provided courtesy of JW GASTON LLC
$175,000
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2500 LEE ROAD #208

WINTER PARK, FL 32789

  • Single Family
  • 2 Beds
  • 2 Baths
  • 956 sqft
Listing provided courtesy of KELLER WILLIAMS REALTY AT THE PARKS
$1,500
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1695 LEE ROAD #B114

WINTER PARK, FL 32789

  • Rental
  • 2 Beds
  • 1 Bath
  • 881 sqft
Listing provided courtesy of EMPIRE NETWORK REALTY
$89,900
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3071 GEORGE MASON AVENUE #5

WINTER PARK, FL 32792

  • Single Family
  • 1 Bath
  • 549 sqft
Listing provided courtesy of CASTLE & COTTAGE REALTY LLC
$205,000
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1695 LEE ROAD #C202

WINTER PARK, FL 32789

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,149 sqft
Listing provided courtesy of PRIMESTATE REALTY, INC.
$224,999
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2500 LEE ROAD #202

WINTER PARK, FL 32789

  • Single Family
  • 2 Beds
  • 2 Baths
  • 956 sqft
Listing provided courtesy of THE ANDERSON GROUP & CO PL
$725,000
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3377 FORSYTH ROAD

WINTER PARK, FL 32792

  • Commercial
  • 4,104 sqft
Listing provided courtesy of RE/MAX 200 REALTY
$158,700
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1740 STATE ROAD 436

WINTER PARK, FL 32792

  • Commercial
  • 15,042 sqft
Listing provided courtesy of THE OUTLIER GROUP
$510,000
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2627 AMBERGATE ROAD

WINTER PARK, FL 32792

  • Single Family
  • 4 Beds
  • 3 Baths
  • 1,805 sqft
Listing provided courtesy of COLDWELL BANKER REALTY
$226,700
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2228 WINTER WOODS BLVD BOULEVARD

WINTER PARK, FL 32792

  • Commercial
  • 88,268 sqft
Listing provided courtesy of RS EQUITY SERVICE LLC

Listing information provided in part by the IDX Program of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Data last updated on 6/30/2026 11:32 AM PST.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.


All information is provided exclusively for consumers’ personal, non-commercial use, it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the Daytona Beach Area Association of Realtors®. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed.

Copyright 2026 of the Daytona Beach Area Association of REALTORS® MLS. All rights reserved.

The information displayed on this website comes in part from the IDX Program of the Florida Association of Realtors provided through the Florida Living Network. Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Florida Network Realty are marked with the Broker Reciprocity thumbnail logo or the logo of the Florida Living IDX. Copyright 2026, FAR. All rights reserved. FAR and Berkshire Hathaway HomeServices Florida Network Realty do not make any warranty or representation concerning the timeliness or accuracy of the information displayed herein. In consideration for the receipt of the information on this page, the recipient agrees to use the information solely for the private non-commercial purpose of identifying a property in which the recipient has a good faith interest in acquiring.