Homes in ZIP Code 32789

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  /45

  $895,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,016 Sq Ft

  1774 Mondrian Cir, Winter Park, FL 32789

  Experience the epitome of luxury lakeside living in Winter Park at our exclusive townhome community. Located in a prime spot, our collection of 30 modern townhomes offer a unique blend of elegance and leisure, with Lake Killarney as your picturesque backdrop. This cutting-edge three-bedroom masterpiece redefines contemporary living, featuring a grand foyer, open-concept kitchen, elegant dining

  Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1774 Mondrian Cir, Winter Park, FL 32789
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  /2

  $1,330,000 Sold Jan 24, 2025

  1458 Aloma Ave, Winter Park, FL 32789

  • 5 Beds
  • 4 Baths
  • 3,446 Sq Ft
  • Built 1950

  Last Sold Summary

  • 19% Below List Price
  • $386/SF
  • 78 Days On Market

  Current Estimated Value $1,398,255

  Last Listing Agent Megan Cross FANNIE HILLMAN & ASSOCIATES

  1458 Aloma Ave, Winter Park, FL 32789
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  /30

  Est $1,741,869 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,778 Sq Ft

  102 S Virginia Ave Unit 110, Winter Park, FL 32789

  102 S Virginia Ave Unit 110, Winter Park, FL 32789
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  /27

  $1,295,000 Pending

  • 2 Beds
  • 2 Baths
  • 2,053 Sq Ft

  1602 Alabama Dr Unit 203, Winter Park, FL 32789

  Under contract-accepting backup offers. A spectacular two-bedroom, two-bath home available in the historic Alabama Condominiums. Located on the second floor with breathtaking views of Lake Maitland on the Winter Park Chain of Lakes and the beautiful grounds of The Alabama. Recently renovated with updated bathrooms, and a new kitchen which includes gorgeous cabinets, stone counters and stainless

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1602 Alabama Dr Unit 203, Winter Park, FL 32789
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  /2

  $1,770,000 Sold Sep 22, 2025

  690 Williams Dr, Winter Park, FL 32789

  • 3 Beds
  • 4 Baths
  • 3,121 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Below List Price
  • $567/SF
  • 0 Days On Market

  Current Estimated Value $1,763,816

  Last Listing Agent Tiffany Grindstaff KELLY PRICE & COMPANY LLC

  690 Williams Dr, Winter Park, FL 32789
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  /68

  Est $899,500 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,766 Sq Ft

  645 N Interlachen Ave, Winter Park, FL 32789

  645 N Interlachen Ave, Winter Park, FL 32789
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  /12

  $4,750,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,211 Sq Ft

  1525 Granville Dr, Winter Park, FL 32789

  Under Construction. Just steps from the boutiques and fine dining of Park Avenue, this brand-new bespoke estate by acclaimed builder Vimaro Homes delivers a rare combination of architectural sophistication and thoughtful design. Perfectly positioned on an oversized 0.34-acre lot, the residence encompasses over 5,200 square feet of refined living space, crafted with the finest materials and an

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  1525 Granville Dr, Winter Park, FL 32789
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  /2

  $2,440,000 Sold Jul 01, 2025

  1700 Palm Ave, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 3,770 Sq Ft
  • Built 2016

  Last Sold Summary

  • 8% Below List Price
  • $647/SF
  • 41 Days On Market

  Current Estimated Value $2,433,244

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  1700 Palm Ave, Winter Park, FL 32789
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  /47

  Est $2,183,157 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,110 Sq Ft

  200 S Interlachen Ave Unit 450, Winter Park, FL 32789

  200 S Interlachen Ave Unit 450, Winter Park, FL 32789
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  /24

  $179,900

  • 1 Bed
  • 1 Bath
  • 653 Sq Ft

  1250 S Denning #122 St Unit 122, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Come take a lovely stroll to Mead Gardens(47 acres), located just around the corner from this adorable condo in one of Winter Park’s most popular communities! The pool is located directly behind this condo! This cozy first-floor unit features brand-new luxury vinyl flooring that gives it a fresh, welcoming feel. The spacious living room has sliders

  Leah Laboy EDEN CREST REALTY, LLC

  1250 S Denning #122 St Unit 122, Winter Park, FL 32789
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  /2

  $2,797,500 Sold Mar 21, 2025

  884 Audubon Ln, Winter Park, FL 32789

  • 4 Beds
  • 4 Baths
  • 2,995 Sq Ft
  • Built 1947

  Last Sold Summary

  • 7% Below List Price
  • $934/SF
  • 16 Days On Market

  Current Estimated Value $2,713,384

  Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

  884 Audubon Ln, Winter Park, FL 32789
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  /38

  Est $813,190 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,957 Sq Ft

  1272 S Pennsylvania Ave Unit 11, Winter Park, FL 32789

  1272 S Pennsylvania Ave Unit 11, Winter Park, FL 32789
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  /50

  $3,250,000

  • 5 Beds
  • 5.5 Baths
  • 4,296 Sq Ft

  473 Fletcher Place, Winter Park, FL 32789

  Welcome to the best of Winter Park living, where luxury meets lifestyle and every day feels like a getaway. This stunning custom home, built by Lundev, sits on a quiet, tree-lined street just a mile from Park Avenue and only steps from beautiful Lake Osceola. Imagine walking to brunch on Park Ave, then coming home to launch your paddleboard from the end of your street. From the moment you pull

  Brandon Geers COMPASS FLORIDA LLC

  473 Fletcher Place, Winter Park, FL 32789
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  /2

  $470,000 Sold Dec 23, 2025

  2381 Roxbury Rd, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft
  • Built 1949

  Last Sold Summary

  • 8% Below List Price
  • $263/SF
  • 24 Days On Market

  Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

  2381 Roxbury Rd, Winter Park, FL 32789
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  /66

  Est $1,611,295 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,176 Sq Ft

  101 S New York Ave Unit 301, Winter Park, FL 32789

  101 S New York Ave Unit 301, Winter Park, FL 32789
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  /7

  $950,000

  • Land
  • 0.19 Acre
  • $5,000,000 per Acre

  731 Midget Dr, Winter Park, FL 32789

  Rare corner lot with stunning views of Lake Midget, located in the heart of Winter Park within an area of modern new-construction homes. This build-ready property offers an exceptional opportunity to create a custom residence in one of the city’s most desirable neighborhoods. Just minutes from Park Avenue and Winter Park Village, with easy access to premier dining, shopping, and

  Juliana Usquiano EMPIRE NETWORK REALTY

  731 Midget Dr, Winter Park, FL 32789
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  /2

  $1,942,000 Sold Jul 14, 2025

  1394 Stewart St, Winter Park, FL 32789

  • 5 Beds
  • 5 Baths
  • 3,907 Sq Ft
  • Built 1961

  Last Sold Summary

  • 12% Below List Price
  • $497/SF
  • 50 Days On Market

  Current Estimated Value $1,945,055

  Last Listing Agent Richard Vaughn REALTY ONE GROUP INSPIRATION

  1394 Stewart St, Winter Park, FL 32789
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  /2

  Est $339,108 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 709 Sq Ft

  500 N Pennsylvania Ave Unit G, Winter Park, FL 32789

  500 N Pennsylvania Ave Unit G, Winter Park, FL 32789
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  /32

  $1,195,000

  • 2 Beds
  • 2 Baths
  • 1,267 Sq Ft

  100 S Interlachen Ave Unit 415, Winter Park, FL 32789

  Residence 415 at The Cloisters offers a rare opportunity to own a comprehensively rebuilt home in one of Winter Park’s enduring lakefront communities. Set on the fourth floor, just one block from Park Avenue, this residence blends timeless architecture with newly reimagined design. Taken thoughtfully down to its original structure and meticulously reconstructed with longevity in mind, this

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  100 S Interlachen Ave Unit 415, Winter Park, FL 32789
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  /2

  $429,999 Sold Oct 21, 2025

  105 Conrad Ct, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,573 Sq Ft
  • Built 1958

  Last Sold Summary

  • $273/SF
  • 24 Days On Market

  Last Listing Agent Pam Grabenhorst THE WILKINS WAY LLC

  105 Conrad Ct, Winter Park, FL 32789
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  /19

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  200 Carolina Ave Unit 402A, Winter Park, FL 32789

  200 Carolina Ave Unit 402A, Winter Park, FL 32789
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  /68

  $950,000

  • 3 Beds
  • 2 Baths
  • 2,114 Sq Ft

  250 Cortland Ave, Winter Park, FL 32789

  Welcome to the epitome of the Winter Park lifestyle at 250 Cortland Ave, nestled among million-dollar homes on one of the most picturesque, tree-lined, brick streets in the heart of Winter Park, FL. This meticulously maintained house presents the ideal blend of luxury and comfort, with a low-maintenance, fully landscaped yard, complete with a sprinkler system, an oversized two-car garage, a

  Alexandra Nordine EXP REALTY LLC

  250 Cortland Ave, Winter Park, FL 32789
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  /2

  $292,000 Sold May 16, 2025

  712 Baffie Ave, Winter Park, FL 32789

  • 3 Beds
  • 1 Bath
  • 1,304 Sq Ft
  • Built 1925

  Last Sold Summary

  • 10% Below List Price
  • $224/SF
  • 7 Days On Market

  Current Estimated Value $310,842

  Last Listing Agent Bobby Livera BALDWIN PARK REALTY LLC

  712 Baffie Ave, Winter Park, FL 32789
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  /2

  Est $335,846 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,282 Sq Ft

  1132 Park Green Place, Winter Park, FL 32789

  1132 Park Green Place, Winter Park, FL 32789
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  /28

  $450,000

  • 1 Bed
  • 1 Bath
  • 673 Sq Ft

  640 N Park Ave Unit 5, Winter Park, FL 32789

  Location, Location, Location!Charming first floor 1 bedroom, 1 bath condo ideally located on North Park Avenue in the retro-chic Park Aire complex. Beautifully overhauled in 2018 with quartz counters, new cabinetry, new appliances, custom mosaic kitchen detail, new flooring, new lighting, updated electrical, with picturesque views of the Winter Park Golf Course and Casa Feliz.Enjoy a

  David Auerbach PARK TOWN REAL ESTATE LLC

  640 N Park Ave Unit 5, Winter Park, FL 32789
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  /2

  $1,635,000 Sold Dec 27, 2024

  2619 Lafayette Ave, Winter Park, FL 32789

  • 3 Beds
  • 4 Baths
  • 2,835 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $577/SF
  • 2 Days On Market

  Current Estimated Value $1,591,272

  Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

  2619 Lafayette Ave, Winter Park, FL 32789
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  /50

  Est $1,662,509 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,174 Sq Ft

  1420 Magnolia Ave, Winter Park, FL 32789

  1420 Magnolia Ave, Winter Park, FL 32789
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  /45

  $549,900

  • 3 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  1261 Indiana Ave, Winter Park, FL 32789

  Welcome to The Townhomes at Harper Place, where elegance meets convenience in beautiful Winter Park. This spacious and impeccably maintained 3-bedroom, 2.5-bath townhome with a 2-car garage offers the perfect blend of style, comfort, and location.Step inside to discover an open and versatile floor plan, featuring a formal living and dining room combo, perfect for entertaining. The gourmet

  Barbara Remington PRESTIGE PROPERTY SHOP LLC

  1261 Indiana Ave, Winter Park, FL 32789
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  /2

  $220,000 Sold Jan 05, 2025

  1250 S Denning Dr Unit 210, Winter Park, FL 32789

  • 2 Beds
  • 1.5 Baths
  • 908 Sq Ft
  • Built 1967

  Last Sold Summary

  • 15% Below List Price
  • $242/SF
  • 133 Days On Market

  Current Estimated Value $235,656

  Last Listing Agent Tina Beshara REALTY GROUP SPECIALISTS, LLC

  1250 S Denning Dr Unit 210, Winter Park, FL 32789
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  /26

  Est $537,257 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  1381 Ridgewood Ave, Winter Park, FL 32789

  1381 Ridgewood Ave, Winter Park, FL 32789
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  /2

  $1,050,000 Sold Dec 05, 2025

  620 Virginia Dr, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,577 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Above List Price
  • $666/SF
  • 0 Days On Market

  Last Listing Agent Jason Gilkey GILKEY REAL ESTATE

  620 Virginia Dr, Winter Park, FL 32789
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  /2

  Est $684,664 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  1580 Chestnut Ave, Winter Park, FL 32789

  1580 Chestnut Ave, Winter Park, FL 32789
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  /2

  $575,000 Sold May 27, 2025

  1230 N Denning Dr, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 972 Sq Ft
  • Built 1952

  Last Sold Summary

  • 3% Below List Price
  • $592/SF
  • 24 Days On Market

  Current Estimated Value $561,098

  Last Listing Agent Ed Klein FANNIE HILLMAN & ASSOCIATES

  1230 N Denning Dr, Winter Park, FL 32789
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  /28

  Est $922,189 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,950 Sq Ft

  1500 Harris Cir, Winter Park, FL 32789

  1500 Harris Cir, Winter Park, FL 32789
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  /2

  $1,005,000 Sold Feb 05, 2025

  627 N Interlachen Ave Unit B, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,610 Sq Ft
  • Built 1981

  Last Sold Summary

  • 16% Below List Price
  • $624/SF
  • 164 Days On Market

  Current Estimated Value $1,003,559

  Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

  627 N Interlachen Ave Unit B, Winter Park, FL 32789
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  /2

  Est $1,007,763 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,366 Sq Ft

  1875 Lake Spier Dr, Winter Park, FL 32789

  1875 Lake Spier Dr, Winter Park, FL 32789
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  /2

  $465,000 Sold Oct 21, 2025

  130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789

  • 2 Beds
  • 2.5 Baths
  • 1,536 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $303/SF
  • 75 Days On Market

  Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

  130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789
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  /2

  Est $405,158 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 853 Sq Ft

  1501 Michigan Ave, Winter Park, FL 32789

  1501 Michigan Ave, Winter Park, FL 32789
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  /2

  $449,000 Sold Jan 30, 2025

  2112 Staunton Ave, Winter Park, FL 32789

  • 3 Beds
  • 1 Bath
  • 1,438 Sq Ft
  • Built 1954

  Last Sold Summary

  • $312/SF
  • 12 Days On Market

  Current Estimated Value $449,971

  Last Listing Agent Stacey Payne PREFERRED REAL ESTATE BROKERS

  2112 Staunton Ave, Winter Park, FL 32789
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  Est $1,772,518 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,431 Sq Ft

  914 Moss Ln, Winter Park, FL 32789

  914 Moss Ln, Winter Park, FL 32789

Showing Results 641 - 680, Page 17 of 18