Homes in ZIP Code 32789

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  $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 $1,961,131

  Last Listing Agent Richard Vaughn REALTY ONE GROUP INSPIRATION

  1394 Stewart St, Winter Park, FL 32789
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  /28

  Est $580,574 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 901 Sq Ft

  100 S Interlachen Ave Unit 108, Winter Park, FL 32789

  100 S Interlachen Ave Unit 108, Winter Park, FL 32789
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  /30

  $799,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,441 Sq Ft

  2632 Mandan Trail, Winter Park, FL 32789

  Under contract-accepting backup offers. Charming traditional ranch located in the desirable “Hills” neighborhood of Winter Park! Step into a welcoming foyer that opens to a spacious floor plan accented by mid-century glass block dividers. The comfortable family room features an entertainment wall, a wood-burning fireplace, and a seamless connection to the well-designed kitchen with a peninsula

  Anne Rogers ANNE ROGERS REALTY GROUP INC

  2632 Mandan Trail, Winter Park, FL 32789
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  $540,000 Sold Dec 29, 2025

  1817 Jessica Ct, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,870 Sq Ft
  • Built 1981

  Last Sold Summary

  • 3% Above List Price
  • $289/SF
  • 3 Days On Market

  Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

  1817 Jessica Ct, Winter Park, FL 32789
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  /2

  Est $575,850 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,306 Sq Ft

  250 Carolina Ave Unit 406, Winter Park, FL 32789

  250 Carolina Ave Unit 406, Winter Park, FL 32789
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  /2

  $210,000

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft

  1695 Lee Rd Unit C202, Winter Park, FL 32789

  This property located in a peaceful community IN WINTER PARK. and easy access to FL I-4 , short drive distance to Rollins College, UCF, Valencia college, Hospitals, shopping center, restaurants and Orlando Theme Park. This unit located on the second floor, it has 3 bedrooms 2, bathrooms, open floor plan. The community amenities include a large pool with lounge chairs, playground and gazebo. This

  Hoover Yap PRIMESTATE REALTY, INC.

  1695 Lee Rd Unit C202, 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

  Current Estimated Value $436,189

  Last Listing Agent Pam Grabenhorst THE WILKINS WAY LLC

  105 Conrad Ct, Winter Park, FL 32789
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  /2

  Est $145,238 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit E213, Winter Park, FL 32789

  1695 Lee Rd Unit E213, Winter Park, FL 32789
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  $7,300,000

  • 5 Beds
  • 6.5 Baths
  • 5,006 Sq Ft

  1821 Pinetree Rd, Winter Park, FL 32789

  Enjoy the best of what lakefront living has to offer in this stylish, modern, smart new home in Winter Park's exclusive Via's neighbourhood. This spectacular, 5-bedroom, 6.5-bath, multi-level masterpiece combines innovative contemporary design with brilliant architectural artistry, blending modern living with superior craftsmanship. This exquisite home features state-of-the-art technology

  Yuri Saenz RDS Realty, LLC

  1821 Pinetree Rd, 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 $312,871

  Last Listing Agent Bobby Livera BALDWIN PARK REALTY LLC

  712 Baffie Ave, Winter Park, FL 32789
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  /31

  Est $144,476 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit D114, Winter Park, FL 32789

  1695 Lee Rd Unit D114, Winter Park, FL 32789
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  /43

  $1,100,000

  • 6 Beds
  • 4 Baths
  • 2,915 Sq Ft

  831 Huntington Ct, Winter Park, FL 32789

  Welcome to 831 & 833 Huntington Court, a rarely available duplex tucked away on a quiet cul-de-sac in one of Winter Park’s most walkable and desirable locations. Just minutes from Park Avenue, local lakes, dining, shopping, and entertainment, this property offers the perfect blend of privacy, convenience, and long-term value. Both properties are beautifully landscaped and have pavered driveways

  Jenny Lake FANNIE HILLMAN & ASSOCIATES

  831 Huntington Ct, 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 $569,902

  Last Listing Agent Ed Klein FANNIE HILLMAN & ASSOCIATES

  1230 N Denning Dr, Winter Park, FL 32789
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  /2

  Est $143,169 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit D205, Winter Park, FL 32789

  1695 Lee Rd Unit D205, Winter Park, FL 32789
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  $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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  $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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  /18

  Est $203,597 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft

  1695 Lee Rd Unit D202, Winter Park, FL 32789

  1695 Lee Rd Unit D202, Winter Park, FL 32789
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  /35

  $249,900

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  2500 Lee Rd Unit 228, Winter Park, FL 32789

  Attention lake enthusiasts! This is your opportunity to enjoy true waterfront living without the cost or maintenance typically associated with it. Located on beautiful Lake Killarney in sought-after Winter Park you will enjoy an array of amenities including a private boat ramp, a large open boat dock where you can feed the fish and turtles, picnic areas, clubhouse and resort style community pool

  Lora King HOMEVEST REALTY

  2500 Lee Rd Unit 228, Winter Park, FL 32789
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  $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

  Current Estimated Value $462,476

  Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

  130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789
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  /31

  Est $143,830 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit C203, Winter Park, FL 32789

  1695 Lee Rd Unit C203, Winter Park, FL 32789
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  $645,000

  • 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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  $1,555,000 Sold Sep 12, 2025

  817 Antonette Ave, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 3,971 Sq Ft
  • Built 1990

  Last Sold Summary

  • 22% Below List Price
  • $392/SF
  • 146 Days On Market

  Current Estimated Value $1,569,557

  Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

  817 Antonette Ave, Winter Park, FL 32789
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  Est $147,651 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 638 Sq Ft

  1695 Lee Rd Unit D109, Winter Park, FL 32789

  1695 Lee Rd Unit D109, Winter Park, FL 32789
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  $319,000

  • 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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  $1,550,000 Sold May 30, 2025

  1181 Via Capri, Winter Park, FL 32789

  • Land
  • 0.3 Acre
  • $5,166,667 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 42 Days On Market

  Current Estimated Value $1,696,976

  Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  1181 Via Capri, Winter Park, FL 32789
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  /22

  Est $144,755 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 638 Sq Ft

  1695 Lee Rd Unit B109, Winter Park, FL 32789

  1695 Lee Rd Unit B109, Winter Park, FL 32789
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  $1,095,000 Open Sun 1PM - 3PM

  • 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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  $367,500 Sold Nov 17, 2025

  1975 Staunton Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1949

  Last Sold Summary

  • 15% Below List Price
  • $306/SF
  • 225 Days On Market

  Last Listing Agent Marion McGrath ABSOLUTE REALTY GROUP, LLC

  1975 Staunton Ave, Winter Park, FL 32789
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  /27

  Est $205,672 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft

  1695 Lee Rd Unit A115, Winter Park, FL 32789

  1695 Lee Rd Unit A115, Winter Park, FL 32789
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  $649,900

  • 3 Beds
  • 2.5 Baths
  • 1,818 Sq Ft

  1809 Hammerlin Ave, Winter Park, FL 32789

  Highly coveted Winter Park! 40+ Pictures! This stunning 2-story end unit offers the epitome of modern convenience and elegant living; this residence provides the ideal "lock and go" lifestyle. Step through the charming covered front porch into the inviting open living area, adorned with abundant natural light, gleaming real wood flooring, and exquisite crown molding. Hosting gatherings is

  Edward Rice NICOLE-HUDSON REALTY CORP

  1809 Hammerlin Ave, Winter Park, FL 32789
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  $1,516,500 Sold Apr 24, 2025

  335 Beloit Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 2,420 Sq Ft
  • Built 1978

  Last Sold Summary

  • 5% Below List Price
  • $627/SF
  • 31 Days On Market

  Current Estimated Value $1,497,447

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  335 Beloit Ave, Winter Park, FL 32789
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  /2

  Est $144,881 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit A113, Winter Park, FL 32789

  1695 Lee Rd Unit A113, Winter Park, FL 32789
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  $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. To divide the property into two buildable

  Jill Miles Sunshine Realty & Vacation Rentals, LLC

  763 Overspin Dr, Winter Park, FL 32789
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  $1,250,000 Sold Aug 29, 2025

  1621 Hillcrest Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,755 Sq Ft
  • Built 1947

  Last Sold Summary

  • $454/SF
  • 0 Days On Market

  Current Estimated Value $1,256,839

  Last Listing Agent Julie Glass KEYSEEKERS REAL ESTATE

  1621 Hillcrest Ave, Winter Park, FL 32789
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  Est $147,901 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 638 Sq Ft

  1695 Lee Rd Unit A107, Winter Park, FL 32789

  1695 Lee Rd Unit A107, Winter Park, FL 32789
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  $795,000 Open Sun 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,832 Sq Ft

  1702 Glenridge Way, Winter Park, FL 32789

  Rare opportunity in Winter Park to own a move-in-ready, fully renovated corner lakefront townhome in an intimate community of only sevenresidences on Lake Spier. This is the kind of waterfront lifestyle that rarely comes to market: peaceful lake views, direct access to the water forkayaking or paddleboarding, and a community pool just steps away, all minutes from Park Avenue dining,

  Romain Liberman BHHS EWM Realty

  1702 Glenridge Way, Winter Park, FL 32789
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  $6,300,000 Sold Nov 04, 2025

  1308 Green Cove Rd, Winter Park, FL 32789

  • 4 Beds
  • 5.5 Baths
  • 6,981 Sq Ft
  • Built 1990

  Last Sold Summary

  • $902/SF
  • 0 Days On Market

  Current Estimated Value $6,373,034

  Last Listing Agent Nicole Seybold FANNIE HILLMAN & ASSOCIATES

  1308 Green Cove Rd, Winter Park, FL 32789
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  Est $151,307 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit A104, Winter Park, FL 32789

  1695 Lee Rd Unit A104, Winter Park, FL 32789
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  /70

  $1,634,900 New Construction

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

  1510 Miller Ave, Winter Park, FL 32789

  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 convenience — all

  Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

  1510 Miller Ave, Winter Park, FL 32789
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  $1,340,000 Sold May 28, 2025

  571 Lakefront Blvd, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 5,500 Sq Ft
  • Built 1967

  Last Sold Summary

  • 68% Below List Price
  • $244/SF
  • 293 Days On Market

  Current Estimated Value $1,327,083

  Last Listing Agent Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

  571 Lakefront Blvd, Winter Park, FL 32789

Showing Results 601 - 640, Page 16 of 18