10

Homes in 32789 under $500,000

Section Image
  • /29

    $450,000

    • 4 Beds
    • 3 Baths
    • 1,804 Sq Ft

    2464 Lotafun Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. A rare gem nestled in one of Winter Park’s most secluded subdivisions—just 25 homes tucked into a quiet, tree-lined enclave.This block-built mid-century home offers four bedrooms, three baths, and sits proudly on a spacious double lot. Inside, travertine floors add timeless elegance, while oversized windows flood the space with natural

    Irina Paul FUTURE HOME REALTY INC

    2464 Lotafun Ave, Winter Park, FL 32789
  • /54

    $479,000

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

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

    SUPERB LOCATION! Don’t miss out on this beautifully updated 2 bedroom 2.5 bath 2-story condo in Killarney Bay. Upon entering, you immediately notice the charm and character of this impeccably maintained condo. Recent updates include a fully renovated screened porch including floor, screen enclosure and roof, new sliding doors and windows, new refrigerator, new dishwasher, newly painted interior

    Lisa Gould KELLER WILLIAMS WINTER PARK

    130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789
  • /32

    $410,000

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

    240 Killarney Bay Ct Unit 4, Winter Park, FL 32789

    Welcome to Killarney Bay—Winter Park’s best-kept secret for tranquil lakeside living, and just steps from the city’s finest shopping and dining!This beautifully updated and spacious 2-bedroom, 2.5-bath townhome-style condo offers a rare blend of modern upgrades and classic charm. Enjoy vaulted ceilings, a wood-burning fireplace, and rich wood-like flooring throughout. The open-concept kitchen

    Blaike Gill KELLER WILLIAMS WINTER PARK

    240 Killarney Bay Ct Unit 4, Winter Park, FL 32789
  • /51

    $409,988

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    920 Gloriosa Ave, Winter Park, FL 32789

    Charming Move-In Ready Home in the Heart of Winter Park!Discover this beautifully maintained 3-bedroom, 2-bath home nestled in one of Central Florida’s most desirable neighborhoods. Step outside to a spacious covered patio and take in the serene views of a lush backyard oasis—abundant with exotic fruits, vibrant flowers, and homegrown vegetables—perfect for gardening enthusiasts or

    Valeria Restrepo EXP REALTY LLC

    920 Gloriosa Ave, Winter Park, FL 32789
  • /24

    $479,000

    • 2 Beds
    • 1 Bath
    • 954 Sq Ft

    3601 Midiron Dr, Winter Park, FL 32789

    BUILD YOUR DREAM HOME IN WINTER PARK!Nestled directly across from the historic Dubsdread Golf Course, this property offers a unique chance to invest in one of Orlando’s most sought-after neighborhoods. Situated on a generous 150' x 60' lot along Midiron Drive—a street experiencing a transformation with homes reaching over a million-dollar mark—making this property perfect for

    Juliana Usquiano EMPIRE NETWORK REALTY

    3601 Midiron Dr, Winter Park, FL 32789
  • /30

    $450,000 Open Wed 4PM - 6PM

    • 3 Beds
    • 1 Bath
    • 1,140 Sq Ft

    1564 Cavendish Rd, Winter Park, FL 32789

    Charming 3BR bungalow in sought-after Orwin Manor with timeless appeal and tons of potential. Updated with original hardwood floors, gas fireplace, granite kitchen, and bath. The 3rd BR functions as a guest room or office. Spacious fenced yard with wood deck and room for a pool. Deep garage offers space to add a second bath or storage. Original plan was to remove back -to-back closets in LR

    Julie Wright CHARLES RUTENBERG REALTY ORLANDO

    1564 Cavendish Rd, Winter Park, FL 32789
  • /45

    $415,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    311 E Morse Blvd Unit 7-2, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Enjoy sunrise views over Lake Osceola from this Whispering Waters jewel box, now offered at an improved price of $415,000. This fully renovated one-bedroom, one-bathroom condo spans 900 square feet and offers single-story, ground-floor, corner-unit living just steps from Park Avenue. The 2018 full renovation was extensive and included new electrical

    Padgett McCormick KELLY PRICE & COMPANY LLC

    311 E Morse Blvd Unit 7-2, Winter Park, FL 32789
  • /15

    $425,000

    • Land
    • 0.11 Acre
    • $3,863,636 per Acre

    786 W Canton Ave, Winter Park, FL 32789

    Incredible opportunity for the right family. This is a 49x96 Perfectly high and dry lot with a tree to shade your backyard. Nestled in the highly sought after City of Winter Park amongst million dollar homes. LOCATION LOCATION LOCATION! A perfect home site for your future custom dwelling. Bring your imagination creativity and builder to take a look. What a Winter Park sweet spot. Lots in this

    Laurie Cash Cain CHARLES RUTENBERG REALTY ORLANDO

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

    $499,000

    • Land
    • 0.13 Acre
    • $3,838,462 per Acre

    621 Symonds Ave, Winter Park, FL 32789

    Great opportunity for a R-2 lot in heart of downtown Winter Park - opportunity to purchase adjacent lot at 631 Symonds and combine

    Emily Williams FANNIE HILLMAN & ASSOCIATES

    621 Symonds Ave, Winter Park, FL 32789
  • /2

    $499,000

    • Land
    • 0.13 Acre
    • $3,838,462 per Acre

    631 Symonds Ave, Winter Park, FL 32789

    Great R-2 lot in the heart of downtown Winter Park - lot next door 621 Symonds also available for purchase and opportunity to combine.

    Emily Williams FANNIE HILLMAN & ASSOCIATES

    631 Symonds Ave, Winter Park, FL 32789
How to Buy a Home How to Finance a Home How to Sell a Home