11,851

Homes in ZIP Code 32789

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    • /2

      Est $313,339

      Not Listed For Sale

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

      • 2 Beds
      • 1 Bath
      • 709 Sq Ft
      • Built 1981
      500 N Pennsylvania Ave Unit E, Winter Park, FL 32789

      Last Sold Summary

      • 99 Days On Market

  • /13

    $589,000

    $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,126 Sq Ft

    1319 Bessmor Rd, Winter Park, FL 32789

    Tremendous value in the land. Well cared for vintage Winter Park home that has 3 BEDROOM and two bath rooms. Potential to remodel, improve and expand or simply tear down to build a new custom home. However, this home is move in ready! There is not an HOA. 1343 total square feet and 1186 heated square feet. Newer DUAL-PANE WINDOWS! New HVAC system in NOvember 2025. Home was replumbed in 2024.

    Sidney Galloway GALLOWAY REAL ESTATE

    1319 Bessmor Rd, Winter Park, FL 32789
  • /2

    $560,000

    Sold Apr 10, 2026

    1517 Harmon Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,035 Sq Ft
    • Built 2005

    Last Sold Summary

    • $275/SF

    Current Estimated Value $603,718

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    1517 Harmon Ave, Winter Park, FL 32789
    • /22

      Est $485,965

      Not Listed For Sale

      311 E Morse Blvd Unit 6-8, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 884 Sq Ft
      • Built 1960
      311 E Morse Blvd Unit 6-8, Winter Park, FL 32789

      Last Sold Summary

      • 25 Days On Market

  • /2

    $2,450,000

    • 5 Beds
    • 5.5 Baths
    • 4,010 Sq Ft

    1771 Taylor Ave, Winter Park, FL 32789

    Custom Winter Park home completed in 2019 by FG Schaub Custom Home Builder. Contemporary Florida living awaits in this newly built home, boasting a spacious open floor plan spanning over 4,000 square feet with five bedrooms and five-and-a-half baths. Delight in the stunning gourmet kitchen, gas cooktop, oversized island and an extended walk-in pantry with cabinets. Distinctive features include

    Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

    1771 Taylor Ave, Winter Park, FL 32789
  • /2

    $975,000

    Sold Nov 18, 2025

    901 Palmer Ave, Winter Park, FL 32789

    • Land
    • 13,939 Sq Ft
    • $3,046,875 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 33 Days On Market

    Current Estimated Value $994,019

    Last Listing Agent Sharon Helsby FANNIE HILLMAN & ASSOCIATES

    901 Palmer Ave, Winter Park, FL 32789
    • /6

      Est $2,045,237

      Not Listed For Sale

      140 E Morse Blvd Unit I, Winter Park, FL 32789

      • 3 Beds
      • 2 Baths
      • 2,291 Sq Ft
      • Built 2008
      140 E Morse Blvd Unit I, Winter Park, FL 32789

      Last Sold Summary

      • 65 Days On Market

  • /10

    $365,000

    $35K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    2889 Rouen Ave, Winter Park, FL 32789

    Welcome to 2889 Rouen Avenue, Fresh exterior paint and move-in-ready 3-bedroom, 2-bath residence offering approximately 1,140 square feet of comfortable living space. This home features a bright and functional layout, well-sized bedrooms, and a large fenced yard with plenty of room to enjoy the outdoors. Brand New water heater. Brand new Roof is underway. Conveniently located near Rollins

    Dan Farber HELLOSOLD LLC

    2889 Rouen Ave, Winter Park, FL 32789
  • /2

    $1,650,000

    Sold Oct 09, 2025

    1915 Stonehurst Rd, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,489 Sq Ft
    • Built 1956

    Last Sold Summary

    • $663/SF
    • 0 Days On Market

    Current Estimated Value $1,646,019

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

    1915 Stonehurst Rd, Winter Park, FL 32789
    • /51

      Est $752,254

      Not Listed For Sale

      106 S Interlachen Ave Unit 416, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,143 Sq Ft
      • Built 1971
      106 S Interlachen Ave Unit 416, Winter Park, FL 32789

      Last Sold Summary

      • 55 Days On Market

  • /29

    $110,000

    $15K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft

    1695 Lee Rd Unit E116, Winter Park, FL 32789

    Under contract-accepting backup offers. Located in the heart of Winter Park, this 3-bedroom, 2-bathroom condo offers an excellent opportunity for both investors and buyers looking to customize a space in a highly desirable location. Whether you’re looking to renovate and create a strong rental or take advantage of the value for a primary residence, the potential here is undeniable. Inside, the

    Cara Edwards ALL REAL ESTATE & INVESTMENTS

    1695 Lee Rd Unit E116, Winter Park, FL 32789
  • /2

    $362,500

    Sold Jul 30, 2025

    311 E Morse Blvd Unit 6-7, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 884 Sq Ft
    • Built 1960

    Last Sold Summary

    • 19% Below List Price
    • $410/SF
    • 103 Days On Market

    Current Estimated Value $381,804

    Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

    311 E Morse Blvd Unit 6-7, Winter Park, FL 32789
    • /39

      Est $813,381

      Not Listed For Sale

      104 S Interlachen Ave Unit 414, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,267 Sq Ft
      • Built 1971
      104 S Interlachen Ave Unit 414, Winter Park, FL 32789

      Last Sold Summary

      • 37 Days On Market

  • /39

    $1,625,000

    $70K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,640 Sq Ft

    446 Melrose Ave, Winter Park, FL 32789

    A distinctive offering where design, location and performative upgrades come together seamlessly. One of the original modern homes in Winter Park, this iconic residence has been thoughtfully reimagined through a designer-led renovation that emphasizes clean lines, natural light, easy maintenance and high durability. The result is a bright, refined space that balances architectural character with

    Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

    446 Melrose Ave, Winter Park, FL 32789
  • /2

    $1,810,000

    Sold Mar 31, 2026

    1710 Oneco Ave, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 3,240 Sq Ft
    • Built 2020

    Last Sold Summary

    • $559/SF

    Current Estimated Value $1,804,328

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    1710 Oneco Ave, Winter Park, FL 32789
    • /2

      Est $832,052

      Not Listed For Sale

      106 S Interlachen Ave Unit 317, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,351 Sq Ft
      • Built 1971
      106 S Interlachen Ave Unit 317, Winter Park, FL 32789

      Last Sold Summary

      • 0 Days On Market

  • /66

    $3,250,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 5,243 Sq Ft

    141 Glenridge Way, Winter Park, FL 32789

    Under contract-accepting backup offers. Grand Southern charm and architectural elegance define this stately residence in one of Winter Park’s most desirable neighborhoods, set along a quiet brick-lined street just steps from Lake Chelton. Positioned on nearly half an acre, the home spans over 5,200 square feet, offering 5 bedrooms, 4.5 baths, a designated office, a large, versatile media/game

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    141 Glenridge Way, Winter Park, FL 32789
  • /2

    $600,000

    Sold Oct 17, 2025

    2812 Woodside Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,842 Sq Ft
    • Built 1952

    Last Sold Summary

    • 4% Below List Price
    • $326/SF
    • 50 Days On Market

    Current Estimated Value $601,782

    Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

    2812 Woodside Ave, Winter Park, FL 32789
    • /56

      Est $1,488,759

      Not Listed For Sale

      106 S Interlachen Ave Unit 219, Winter Park, FL 32789

      • 3 Beds
      • 2 Baths
      • 1,952 Sq Ft
      • Built 1971
      106 S Interlachen Ave Unit 219, Winter Park, FL 32789

      Last Sold Summary

      • 21 Days On Market

  • /11

    $3,490,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 4,191 Sq Ft

    121 E Fawsett Rd, Winter Park, FL 32789

    Under Construction. New construction by LUIH Homes, ideally on a charming brick street in one of Winter Park’s desirable locations. Thoughtfully designed with over-the-top quality, exceptional functionality and timeless style, this five-bedroom, five-and-one-half-bath residence offers an outstanding floor plan for everyday living and entertaining. Elegant double entry doors open to a welcoming

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    121 E Fawsett Rd, Winter Park, FL 32789
  • /2

    $615,000

    Sold Jun 10, 2026

    1034 Turner Rd, Winter Park, FL 32789

    • Land
    • 23,522 Sq Ft
    • $1,138,889 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 77 Days On Market

    Current Estimated Value $705,511

    Last Listing Agent Parker Blanchard OLDE TOWN BROKERS INC

    1034 Turner Rd, Winter Park, FL 32789
    • /28

      Est $597,341

      Not Listed For Sale

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

      • 2 Beds
      • 1.5 Baths
      • 901 Sq Ft
      • Built 1971
      100 S Interlachen Ave Unit 108, Winter Park, FL 32789

      Last Sold Summary

      • 2 Days On Market

  • /37

    $164,000

    $46K PRICE DROP Pending
    • 2 Beds
    • 1 Bath
    • 851 Sq Ft

    2500 Lee Rd Unit 219, Winter Park, FL 32789

    Welcome to life on Lake Killarney, one of Winter Park’s most sought-after lakefront communities! This charming 2-bedroom, 1-bathroom condo offers an unbeatable location and resort-style amenities—perfect for those seeking the true Florida lifestyle.Enjoy direct access to Lake Killarney, where residents can take advantage of boat slips available at a low cost on a first-come, first-serve basis, as

    Nicole Van Treese SUNDIAL REAL ESTATE LLC

    2500 Lee Rd Unit 219, Winter Park, FL 32789
  • /2

    $1,025,000

    Sold Jun 27, 2025

    2680 Oglesby Ave, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,546 Sq Ft
    • Built 2019

    Last Sold Summary

    • 2% Below List Price
    • $403/SF
    • 55 Days On Market

    Current Estimated Value $1,029,360

    Last Listing Agent Kris Kennedy COMPASS FLORIDA LLC

    2680 Oglesby Ave, Winter Park, FL 32789
    • /2

      Est $348,996

      Not Listed For Sale

      535 N Interlachen Ave Unit 304, Winter Park, FL 32789

      • 1 Bed
      • 1.5 Baths
      • 726 Sq Ft
      • Built 1972
      535 N Interlachen Ave Unit 304, Winter Park, FL 32789

      Last Sold Summary

      • 82 Days On Market

  • /38

    $2,350,000

    • 3 Beds
    • 3 Baths
    • 2,143 Sq Ft

    140 E Morse Blvd Unit J, Winter Park, FL 32789

    Discover an exceptional opportunity to own a penthouse residence at The Landmark, one of downtown Winter Park's exclusive addresses. Directly along the desired brick streets of Park Avenue, this boutique condominium community consists of only 13 residences and offers an unparalleled blend of privacy, sophistication and accessible convenience. Just outside your door, enjoy acclaimed dining,

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    140 E Morse Blvd Unit J, Winter Park, FL 32789
  • /18

    $1,000,000

    Sold May 15, 2026

    1903 S Lakemont Ave, Winter Park, FL 32792

    • 4,056 Sq Ft
    • Built 1964

    Last Sold Summary

    • 60% Below List Price
    • $247/SF
    • 386 Days On Market

    Last Listing Agent Maria Tenner Platinum Properties Int'l Inc.

    1903 S Lakemont Ave, Winter Park, FL 32792
    • /2

      Est $668,268

      Not Listed For Sale

      350 Carolina Ave Unit 304, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,523 Sq Ft
      • Built 2005
      350 Carolina Ave Unit 304, Winter Park, FL 32789

      Last Sold Summary

      • 61 Days On Market

  • /59

    $1,390,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 3,253 Sq Ft

    501 Lakeview Ave, Winter Park, FL 32789

    MOVE-IN READY! Construction Completed! Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 1⁄2 baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright loft that

    Marie Ledbetter COLDWELL BANKER REALTY

    501 Lakeview Ave, Winter Park, FL 32789
  • /2

    $405,000

    Sold Apr 01, 2026

    1028 Lake Bell Dr, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,418 Sq Ft
    • Built 1956

    Last Sold Summary

    • 1% Above List Price
    • $286/SF
    • 4 Days On Market

    Current Estimated Value $398,824

    Last Listing Agent Maria Nunez COMPASS FLORIDA LLC

    1028 Lake Bell Dr, Winter Park, FL 32789
    • /2

      Est $608,537

      Not Listed For Sale

      250 Carolina Ave Unit 406, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,306 Sq Ft
      • Built 1981
      250 Carolina Ave Unit 406, Winter Park, FL 32789

      Last Sold Summary

      • 15 Days On Market

  • /35

    $1,050,000

    • 3 Beds
    • 3 Baths
    • 2,434 Sq Ft

    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 Virginia! This spacious property has 3 bedrooms, 3 full baths, 2434 sq ft, 10' ceilings custom details throughout and natural lighting. Foyer with slate flooring, enjoy the double-sided gas fireplace in the Living & Dining areas, beautiful wood floors, crown molding, plantation

    George Stringer COLDWELL BANKER REALTY

    1138 S Pennsylvania Ave, Winter Park, FL 32789
  • /2

    $1,050,000

    Sold Jul 14, 2025

    795 W Canton Ave, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 2,374 Sq Ft
    • Built 2017

    Last Sold Summary

    • 9% Below List Price
    • $442/SF
    • 23 Days On Market

    Current Estimated Value $1,067,665

    Last Listing Agent Margo Rochelle WEICHERT REALTORS HALLMARK PROPERTIES

    795 W Canton Ave, Winter Park, FL 32789
    • /2

      Est $137,306

      Not Listed For Sale

      1695 Lee Rd Unit E213, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 881 Sq Ft
      • Built 1966
      1695 Lee Rd Unit E213, Winter Park, FL 32789

      Last Sold Summary

      • 28 Days On Market

  • /28

    $114,000

    $1K PRICE DROP Pending
    • 2 Beds
    • 1 Bath
    • 881 Sq Ft

    1695 Lee Rd Unit D211, Winter Park, FL 32789

    Under contract-accepting backup offers. Welcome to this lovely open-concept 2 bedroom, 1 bathroom condo, perfectly situated in a fantastic area close to plenty of shopping, dining, and everyday conveniences. Ideal for first-time buyers, downsizing, or investors looking for a solid opportunity! This property highlights an open-concept bright interior with great natural light living and dining

    Brandy Ray LOKATION

    1695 Lee Rd Unit D211, Winter Park, FL 32789
  • /2

    $1,480,000

    Sold Sep 19, 2025

    1742 Barcelona Way, Winter Park, FL 32789

    • 5 Beds
    • 8 Baths
    • 3,626 Sq Ft
    • Built 1973

    Last Sold Summary

    • 18% Below List Price
    • $408/SF
    • 81 Days On Market

    Current Estimated Value $1,562,306

    Last Listing Agent Dee Morgan KELLY PRICE & COMPANY LLC

    1742 Barcelona Way, Winter Park, FL 32789
    • /2

      Est $132,281

      Not Listed For Sale

      1695 Lee Rd Unit E205, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 881 Sq Ft
      • Built 1966
      1695 Lee Rd Unit E205, Winter Park, FL 32789

      Last Sold Summary

      • 25 Days On Market

  • /65

    $1,499,999

    New Construction $50K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,164 Sq Ft

    1523 Miller Ave, Winter Park, FL 32789

    BRAND NEW CONSTRUCTION COMPLETED APRIL 2026, MOVE-IN READY. 2-year builders' warranty and 1% concession at close! This 3,164 sqft home at 1523 Miller Ave, Winter Park, FL 32789 combines modern design, high-end finishes, and an unbeatable central location. Featuring 5 bedrooms, 4 full bathrooms, and a private salt-water pool, the home is designed for both everyday comfort and effortless

    Eric Trumble II CHARLES RUTENBERG REALTY ORLANDO

    1523 Miller Ave, Winter Park, FL 32789
  • /2

    $365,000

    Sold May 13, 2026

    765 Baffie Ave, Winter Park, FL 32789

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

    Last Sold Summary

    • 4% Below List Price
    • $390/SF
    • 32 Days On Market

    Current Estimated Value $371,503

    Last Listing Agent Anne Rogers ANNE ROGERS REALTY GROUP INC

    765 Baffie Ave, Winter Park, FL 32789
    • /2

      Est $139,520

      Not Listed For Sale

      1695 Lee Rd Unit D206, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 881 Sq Ft
      • Built 1966
      1695 Lee Rd Unit D206, Winter Park, FL 32789

      Last Sold Summary

      • 271 Days On Market

Showing Results 481 - 520, Page 13 of 18

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