Homes in ZIP Code 32789

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  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1500 Gay Rd Unit 8B, Winter Park, FL 32789

  1500 Gay Rd Unit 8B, Winter Park, FL 32789
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  /6

  $1,199,900

  • 3 Beds
  • 2 Baths
  • 1,627 Sq Ft

  1822 Greenwich Ave, Winter Park, FL 32789

  Rare opportunity in the heart of Winter Park! This property sits on a double lot (0.29 acres) — a true rarity in this highly desirable location. The existing 1953 concrete-block home (3 bed / 2 bath) with an attached garage apartment (studio + bath) and shared 2-car carport offers little to no current value and would require a complete renovation. Property will be sold as-is with no repairs.

  Cliff Glansen FLATFEE.COM

  1822 Greenwich Ave, Winter Park, FL 32789
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  /2

  $1,180,000 Sold May 01, 2025

  181 N Phelps Ave, Winter Park, FL 32789

  • 4 Beds
  • 4 Baths
  • 3,000 Sq Ft
  • Built 1948

  Last Sold Summary

  • 13% Below List Price
  • $393/SF
  • 43 Days On Market

  Current Estimated Value $1,192,463

  Last Listing Agent Iluska Kruse ORLANDO BROTHERS REAL ESTATE LLC

  181 N Phelps Ave, Winter Park, FL 32789
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  /30

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1500 Gay Rd Unit 7B, Winter Park, FL 32789

  1500 Gay Rd Unit 7B, Winter Park, FL 32789
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  /32

  $675,000

  • 3 Beds
  • 3.5 Baths
  • 2,083 Sq Ft

  1134 Washington Ave Unit 13C, Winter Park, FL 32789

  Discover this generously sized 3-bedroom, 3.5-bath townhome offering 2,083 square feet of flexible living space in one of Winter Park's most coveted locations. This two-story residence features a semi-attached 2-car garage and thoughtful room layouts perfect for today's lifestyle.The main level welcomes you with formal living and dining rooms, ideal for entertaining. The separate family room

  Kelly Price KELLY PRICE & COMPANY LLC

  1134 Washington Ave Unit 13C, Winter Park, FL 32789
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  /2

  $2,495,000 Sold Jul 21, 2025

  1690 Palm Ave, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 3,967 Sq Ft
  • Built 2020

  Last Sold Summary

  • 12% Below List Price
  • $629/SF
  • 56 Days On Market

  Current Estimated Value $2,479,616

  Last Listing Agent Daniel Robinson HOUWZER INC

  1690 Palm Ave, Winter Park, FL 32789
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  /11

  Est $278,680 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 960 Sq Ft

  287 Sandlewood Trail Unit 4, Winter Park, FL 32789

  287 Sandlewood Trail Unit 4, Winter Park, FL 32789
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  /36

  $329,000

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  311 E Morse Blvd Unit 6-3, Winter Park, FL 32789

  Discover your new downtown Winter Park ground-floor pied-à-terre. Two blocks from Park Avenue, the 1960s mid-century modern Whispering Waters Condominiums are a Winter Park landmark. Your remodeled end-unit studio features an updated open kitchen with plentiful wood cabinets, ceramic tile flooring throughout, new dual-pane windows, a stylish updated bathroom with a step-in shower, and wood

  Richard Traynor FLORIDA ONE REAL ESTATE LLC

  311 E Morse Blvd Unit 6-3, Winter Park, FL 32789
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  /2

  $2,560,000 Sold Jan 31, 2025

  1450 Mizell Ave, Winter Park, FL 32789

  • 5 Beds
  • 7 Baths
  • 4,487 Sq Ft
  • Built 2001

  Last Sold Summary

  • 17% Below List Price
  • $571/SF
  • 154 Days On Market

  Current Estimated Value $2,548,950

  Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

  1450 Mizell Ave, Winter Park, FL 32789
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  /35

  Est $287,900 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 960 Sq Ft

  215 Sandlewood Trail Unit 7, Winter Park, FL 32789

  215 Sandlewood Trail Unit 7, Winter Park, FL 32789
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  /63

  $631,400

  • 2 Beds
  • 2 Baths
  • 1,057 Sq Ft

  265 E Canton Ave Unit GE, Winter Park, FL 32789

  RARE CORNER TOP-FLOOR CONDO WITH AMAZING VIEWS – FULLY FURNISHED AND IN THE HEART OF WINTER PARK! Discover the perfect blend of comfort, style, and unbeatable location! This beautifully maintained 2-bedroom, 2-bath corner unit sits on the top floor of the desirable Villages of Winterset, offering expansive views and abundant natural light throughout. Enjoy the convenience of two elevators, a

  Luciana Amorim Panajotti FLORIDA CONNEXION PROPERTIES

  265 E Canton Ave Unit GE, Winter Park, FL 32789
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  /2

  $1,075,000 Sold Jul 31, 2025

  1690 Oneco Ave, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,703 Sq Ft
  • Built 1967

  Last Sold Summary

  • 10% Below List Price
  • $398/SF
  • 140 Days On Market

  Current Estimated Value $1,108,948

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

  1690 Oneco Ave, Winter Park, FL 32789
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  /17

  Est $306,967 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,098 Sq Ft

  232 Sandlewood Trail Unit 4, Winter Park, FL 32789

  232 Sandlewood Trail Unit 4, Winter Park, FL 32789
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  /72

  $1,095,000

  • 4 Beds
  • 3.5 Baths
  • 2,770 Sq Ft

  2607 Lafayette Ave, Winter Park, FL 32789

  Welcome to 2607 Lafayette Avenue – a stunning custom-built residence nestled in one of Winter Park’s most desirable neighborhoods. This beautifully crafted home offers 4 spacious bedrooms, 3.5 bathrooms, and 2,770 square feet of refined living space designed for modern comfort and effortless entertaining.Step inside to discover an open-concept layout that seamlessly connects the kitchen,

  Maggie Walas FORTUNE INTERNATIONAL REALTY

  2607 Lafayette Ave, Winter Park, FL 32789
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  /2

  $411,250 Sold Mar 27, 2025

  767 Baffie Ave, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 1,132 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Above List Price
  • $363/SF
  • 2 Days On Market

  Current Estimated Value $404,026

  Last Listing Agent Jeffrey Petch GECKO REALTY, INC

  767 Baffie Ave, Winter Park, FL 32789
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  /40

  Est $451,012 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,214 Sq Ft

  1620 Orange Ave, Winter Park, FL 32789

  1620 Orange Ave, Winter Park, FL 32789
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  /23

  $525,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,630 Sq Ft

  240 Cambridge Blvd, Winter Park, FL 32789

  3-Bed, 2-Bath Home in Prime Winter Park Location! Steps away from paddleboarding, kayaking or fishing on beautiful Lake Killarney! Welcome to your new home nestled in one of Winter Park’s most desirable areas—with easy access to I-4. This beautifully maintained 3-bedroom, 2-bathroom residence offers the perfect blend of comfort, convenience, and style. Features a bright, open floor plan with

  Ashley Bennett REAL BROKER, LLC

  240 Cambridge Blvd, Winter Park, FL 32789
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  /2

  $430,000 Sold May 01, 2025

  328 Lake Fair Ln, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft
  • Built 1958

  Last Sold Summary

  • 1% Above List Price
  • $290/SF
  • 6 Days On Market

  Current Estimated Value $426,498

  Last Listing Agent Tom Langmann RE/MAX 200 REALTY

  328 Lake Fair Ln, Winter Park, FL 32789
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  /23

  Est $492,280 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,616 Sq Ft

  1769 Indiana Ave Unit D, Winter Park, FL 32789

  1769 Indiana Ave Unit D, Winter Park, FL 32789
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  /9

  $699,000

  • Land
  • 0.32 Acre
  • $2,184,375 per Acre

  763 Overspin Dr, Winter Park, FL 32789

  Ideally located near Dubsdread Golf Course, this property sits amid the charming, oak-canopied neighborhoods of Winter Park and College Park. Enjoy convenient access to boutique shopping, popular attractions, I-4, and top-rated neighborhood schools: Princeton Elementary, College Park Middle, and Edgewater High. The 100' wide x 140' deep lot is zoned R-1A, with the following setbacks: 25' front,

  Jill Miles Sunshine Realty & Vacation Rentals, LLC

  763 Overspin Dr, Winter Park, FL 32789
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  /2

  $2,800,000 Sold Mar 17, 2025

  315 E New England Ave Unit 30, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 3,130 Sq Ft
  • Built 2008

  Last Sold Summary

  • $895/SF
  • 1 Day On Market

  Current Estimated Value $2,732,750

  Last Listing Agent Michelle Daniels COLDWELL BANKER REALTY

  315 E New England Ave Unit 30, Winter Park, FL 32789
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  /16

  Est $336,910 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 809 Sq Ft

  2038 Jewell Ave, Winter Park, FL 32789

  2038 Jewell Ave, Winter Park, FL 32789
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  /5

  $1,634,900 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,252 Sq Ft

  1510 Miller Ave, Winter Park, FL 32789

  Under Construction. New Construction – Modern Luxury Meets Urban Living at Winter Park's Newest Neighborhood, Winter Park Grove!Step into the future of refined living with this stunning new construction pool home, situated in the vibrant heart of Winter Park. Just minutes from the eclectic energy of Park Avenue, this modern masterpiece offers the perfect blend of sophistication, style, and

  Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

  1510 Miller Ave, Winter Park, FL 32789
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  /2

  $1,129,000 Sold Dec 10, 2025

  100 S Virginia Ave Unit 314, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 2,615 Sq Ft
  • Built 2009

  Last Sold Summary

  • $432/SF
  • 4 Days On Market

  Last Listing Agent Julieta Knapp ACCUMARK PROPERTIES

  100 S Virginia Ave Unit 314, Winter Park, FL 32789
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  /18

  Est $354,484 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,160 Sq Ft

  420 Killarney Bay Ct Unit 2, Winter Park, FL 32789

  420 Killarney Bay Ct Unit 2, Winter Park, FL 32789
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  /4

  $425,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,158 Sq Ft

  2580 Euston Rd, Winter Park, FL 32789

  just over .25 acre in winter park with block construction 3 bedroom 2 bath. Opportunity to build new home, add to existing or renovate. Seller financing available for qualified buyers/investors. Occupied and do not disturb.

  Mike Wang LOKATION

  2580 Euston Rd, Winter Park, FL 32789
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  /2

  $610,000 Sold Aug 11, 2025

  843 W Swoope Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1962

  Last Sold Summary

  • 10% Below List Price
  • $495/SF
  • 67 Days On Market

  Current Estimated Value $588,726

  Last Listing Agent Jean Chalifour COLDWELL BANKER RESIDENTIAL RE

  843 W Swoope Ave, Winter Park, FL 32789
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  /2

  Est $856,927 Not Listed For Sale

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

  1248 S Pennsylvania Ave Unit 7, Winter Park, FL 32789

  1248 S Pennsylvania Ave Unit 7, Winter Park, FL 32789
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  /10

  $2,590,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,138 Sq Ft

  185 Sylvan Blvd, Winter Park, FL 32789

  Under Construction. Brand-new, meticulously crafted residence built by renowned builder LUIH Homes offering 3,138 square feet of thoughtfully designed living space. As you arrive, the home's stunning architectural façade and detached two-car garage make a striking first impression. Inside, every detail has been carefully curated to offer both sophistication and functionality. Soaring ceilings and

  Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  185 Sylvan Blvd, Winter Park, FL 32789
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  /2

  $1,145,000 Sold Mar 17, 2025

  625 N Interlachen Ave Unit A, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,718 Sq Ft
  • Built 1981

  Last Sold Summary

  • 7% Below List Price
  • $666/SF
  • 196 Days On Market

  Current Estimated Value $1,132,639

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

  625 N Interlachen Ave Unit A, Winter Park, FL 32789
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  /90

  Est $864,192 Not Listed For Sale

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

  1264 S Pennsylvania Ave Unit 10, Winter Park, FL 32789

  1264 S Pennsylvania Ave Unit 10, Winter Park, FL 32789
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  /22

  $499,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,514 Sq Ft

  2560 Franklin Ave, Winter Park, FL 32789

  Come see this charming 4 bed, 2 bath, 2 story home in Winter Park/ Lake Killarney location, 6 mins to downtown Winter park & Winter Park Village with an outdoor shopping center featuring many shops & restaurants. Convenience to Wholefood & Publix Supermarket. Quiet neighborhood with No HOA fees. Its stone elevation gives a captivating curb appeal. Situated on a generous 0.34 acres lot. The

  Jiraporn Wasserman LoKation

  2560 Franklin Ave, Winter Park, FL 32789
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  /13

  $820,000 Sold Mar 14, 2025

  1655 N Park Ave, Winter Park, FL 32789

  • Land
  • 0.33 Acre
  • $2,484,848 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 56 Days On Market

  Current Estimated Value $781,156

  Last Listing Agent Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

  1655 N Park Ave, Winter Park, FL 32789
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  /37

  Est $311,861 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 830 Sq Ft

  1302 S Pennsylvania Ave Unit 4, Winter Park, FL 32789

  1302 S Pennsylvania Ave Unit 4, Winter Park, FL 32789
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  /6

  $1,599,900 Pending

  • 5 Beds
  • 4 Baths
  • 3,312 Sq Ft

  1417 Miller Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. Under Construction. New construction, single family home from FG Schaub Custom Homes, featuring five bedrooms and four bathrooms with custom curated finishes within a 3312sqft., open floor plan. Approaching the home, you'll notice the gorgeous Transitional design and spacious front porch with tongue and groove ceilings. Upon entering, you will be treated to

  Laura Earl CORCORAN PREMIER REALTY

  1417 Miller Ave, Winter Park, FL 32789
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  /2

  $1,835,000 Sold Feb 21, 2025

  160 Glenridge Way, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 3,709 Sq Ft
  • Built 1935

  Last Sold Summary

  • 6% Below List Price
  • $495/SF
  • 0 Days On Market

  Current Estimated Value $1,839,662

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  160 Glenridge Way, Winter Park, FL 32789
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  /25

  Est $492,333 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,319 Sq Ft

  1840 Anzle Ave, Winter Park, FL 32789

  1840 Anzle Ave, Winter Park, FL 32789
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  /75

  $3,825,000 New Construction

  • 5 Beds
  • 7 Baths
  • 4,055 Sq Ft

  1820 Glencoe Rd, Winter Park, FL 32789

  Discover premier Winter Park luxury real estate at 1820 Glencoe Road—a stunning Dutch West Indies–inspired custom home built by FG Schaub Custom Homes. Ideally located minutes from Park Avenue, Rollins College, and downtown Winter Park, this residence offers the perfect blend of coastal architecture and modern Florida luxury living. With 4,055 sqft. of thoughtfully designed space, this Winter

  Laura Earl CORCORAN PREMIER REALTY

  1820 Glencoe Rd, Winter Park, FL 32789
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  /2

  $3,695,000 Sold Jan 15, 2025

  466 Misty Ln, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 3,928 Sq Ft
  • Built 2022

  Last Sold Summary

  • $941/SF
  • 7 Days On Market

  Current Estimated Value $3,630,666

  Last Listing Agent William Maroon MAROON REALTY GROUP LLC

  466 Misty Ln, Winter Park, FL 32789
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  /2

  Est $624,441 Not Listed For Sale

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

  1086 Azalea Ln, Winter Park, FL 32789

  1086 Azalea Ln, Winter Park, FL 32789

Showing Results 601 - 640, Page 16 of 18