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32 Properties Available
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$664,000
Single Family Home
900 CARVER ST, Winter Park, FL 32789
Completely Remodeled 2026 | Single-Story | Prime Location | Dual Suites | The redesigned kitchen features 42" shaker cab...
Listed by Farhad Haniff EXP REALTY LLC
$925,000
Single Family Home
3006 NORTHWOOD BLVD, Winter Park, FL 32789
Reinvented from the ground up for modern living while honoring its 1953 mid-century modern roots, this 4-bedroom, 3-bath...
Listed by Daren Ellington ORLANDO HOMES GROUP LLC
$1,499,000
Single Family Home
641 NORTHWOOD CIRCLE, Winter Park, FL 32789
Virtually Staged. Now offered at $1,499,000. Attractive financing opportunities may be available to qualified buyers, in...
Listed by Sandra Cuba PREMIER SOTHEBY'S INTL. REALTY
$836,000
Single Family Home
338 BLUE HERON DR, Winter Park, FL 32789
Step into timeless style and modern comfort in this stunning 3-bedroom, 3-bathroom Mid-Century Modern home nestled in th...
Listed by Samuel Kingsford STOCKWORTH REALTY GROUP
$1,600,000
Single Family Home
723 SYMONDS AVE, Winter Park, FL 32789
Built by Clarkson Concepts and ideally located in the heart of Winter Park just moments from Park Avenue, this sophistic...
Listed by Nick McKee KELLER WILLIAMS WINTER PARK
$799,000
Single Family Home
1927 ELAND AVE, Winter Park, FL 32789
*Ask about a lender provided credit up to $12,500 on this home!*1927 Eland Avenue is a rare single family home for sale ...
Listed by Ryan Leitter CHARLES RUTENBERG REALTY ORLANDO
$950,000
Townhouse
1256 S PENNSYLVANIA AVE #9, Winter Park, FL 32789
Positioned in Winter Park's Virginia Heights neighborhood, just moments from Park Avenue and Seven Oaks Park, this Medit...
Listed by Drew Henner PREMIER SOTHEBY'S INTL. REALTY
$6,195,000
Single Family Home
698 N NEW YORK AVE, Winter Park, FL 32789
Brand new 2026 custom residence in the heart of downtown Winter Park, just completed and showcasing elevated finishes th...
Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY
$1,895
Townhouse
7101 SWALLOW RUN, Winter Park, FL 32789
Great End Unit 3/2 Townhome, Open Floor Plan on first floor, high ceilings, large one car garage, View of pond and Conse...
Listed by Jackie O'Leary FANNIE HILLMAN & ASSOCIATES
$999,500
Single Family Home
1220 HOWELL BRANCH RD, Winter Park, FL 32789
A RARE WINTER PARK RENOVATION OPPORTUNITY DIRECTLY ACROSS FROM HOWELL BRANCH PRESERVE! Situated on an approximately 0.23...
Listed by Fook Snipper PARK PLACE REAL ESTATE
$950,000
Single Family Home
471 HOLT AVE, Winter Park, FL 32789
Exceptional Winter Park Opportunity with In-Law Suite & Income Potential. THIS HOUSE IS AVAILABLE FOR LEASING OPTION. <...
Listed by Tina Bollet FLORIDA HOME TEAM REALTY LLC
$925,000
Condo
311 E MORSE BLVD #4-5, Winter Park, FL 32789
Experience effortless Winter Park living in Whispering Waters, a premier 55+ lakefront community beautifully situated al...
Listed by Kim Garcia KELLER WILLIAMS ADVANTAGE REALTY
$599,000
Single Family Home
1871 BRYAN AVE, Winter Park, FL 32789
Opportunity meets location at 1871 Bryan Avenue, a well-positioned Winter Park property offering an approachable entry p...
Listed by Nick McKee KELLER WILLIAMS WINTER PARK
$489,000
Multi-Family, Duplex
2183 CRANDON AVE, Winter Park, FL 32789
Income Producing Duplex in Winter Park, Florida! Great investment opportunity in a desirable location! This duplex featu...
Listed by Walkidia Reyes, PA REAL PROPERTY MANAGEMENT AND REALTY
$1,699,000
Single Family Home
2343 VERSAILLES AVE, Winter Park, FL 32789
This modern and sleek Winter Park residence, with over $130K of improvements, is tucked along a quiet dead-end street, o...
Listed by MaryStuart Day FANNIE HILLMAN & ASSOCIATES
$4,350,000
Single Family Home
857 BROCK ST, Winter Park, FL 32789
Under Construction. Designed to capture the timeless character of Olde Winter Park while delivering an extraordinary lev...
Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC
$1,195
Single Family Home, Duplex
1600 INDIANA AVE, Winter Park, FL 32789
This 1 bedroom, 1 bathroom home is located in the heart of Winter Park. Enjoy the best of Downtown Winter Park, Park Ave...
Listed by Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
$3,100
Townhouse
1409 MICHIGAN AVE, Winter Park, FL 32789
Move-in ready and freshly painted inside and out, this spacious 3-bedroom, 2.5-bathroom Winter Park townhome features a ...
Listed by Kyle Li UNIONE REALTY INC
$2,500
Single Family Home
1627 ORANGE AVE, Winter Park, FL 32789
Charming 3-bedroom, 2-bath bungalow located in the highly desirable, well-established Orwin Manor neighborhood in the Ci...
Listed by Peter Dang ALLIANCE RENTAL HOMES
$1,450
Single Family Home, Duplex
1434 MINNESOTA AVE, Winter Park, FL 32789
Renovated two bedroom and one bath Midcentury Modern unit with a garage and laundry room located in the heart of Winter ...
Listed by Ruth Harris COLDWELL BANKER REALTY
$2,600
Single Family Home
2401 ALBERT LEE Pkwy, Winter Park, FL 32789
Gorgeous DIRECT LAKEFRONT 3/2 Mid-century Modern Style Home with a Covered Patio and a Large Backyard in the Desirable A...
Listed by Rebeca Lima VERANDAH PROPERTIES INC
$925,000
Townhouse
1138 S PENNSYLVANIA AVE, Winter Park, FL 32789
Georgetown-style 'Brownstown' in the Heart of Winter Park, walking distance to Downtown, PLUS deeded Lake Access to Lake...
Listed by George Stringer COLDWELL BANKER REALTY
$2,695,000
Townhouse
660 W MORSE BLVD, Winter Park, FL 32789
Hidden Gem! Designed and built by the acclaimed Phil Kean Design Group, this exceptional luxury townhome offers modern l...
Listed by Jennifer Sloan COMPASS FLORIDA LLC
$4,700,000
Single Family Home
231 CHELTON CIR, Winter Park, FL 32789
Residing among the treelined streets of Winter Park, this stunning, contemporary pool home, designed and built by renown...
Listed by Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
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