5

Winter Park, FL Homes for Sale under $100,000

Section Image
  • /6

    $99,000

    • Studio
    • 1 Bath
    • 537 Sq Ft

    3069 Aaron Burr Ave Unit 1, Winter Park, FL 32792

    Attention investors! Take a look at this great opportunity to purchase a Cozy Condo located in Winter Park, FL. This studio condo features beautiful tile floors and lots of closet space. First-floor unit with open patio. Minutes away from Downtown Winter Park, expressway, downtown Orlando, Full Sail, and the University of Central Florida. This community offers a pool, tennis court, and clubhouse.

    Lynda Cheros OAKSTRAND REALTY

    3069 Aaron Burr Ave Unit 1, Winter Park, FL 32792
  • /19

    $89,900

    $10K PRICE DROP
    • Studio
    • 1 Bath
    • 549 Sq Ft

    3071 George Mason Ave Unit 5, Winter Park, FL 32792

    NEW PRICE!!! Charming Studio Condo Near UCF & Full Sail – Ideal Investment or Cozy Retreat!Welcome to this well-maintained ground-floor studio condo, offering 549 square feet of comfortable living space in a prime location near UCF and Full Sail University. Perfect for a student, professional, or investor, this move-in-ready unit features tile flooring throughout, making it clean and easy to

    Katherine Bordelon CASTLE & COTTAGE REALTY LLC

    3071 George Mason Ave Unit 5, Winter Park, FL 32792
  • /27

    $99,000

    $16K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 638 Sq Ft

    1695 Lee Rd Unit B210, Winter Park, FL 32789

    This great second floor one bedroom 1 bath condo is in the quiet community of Waterfall Cove just off LeeRoad and 17-92 intersection. Conveniently located walking distance from shopping, dining, and Winter Park Village. Close to Park Avenue,Maitland 's Lake Lilly Park with the Farmer's Market and to Rollins College. Easy I-4 access. Open floor plan, walk in closet, and stack-able washer and

    giuseppina moriconi GM SUNSHINE REALTY LLC

    1695 Lee Rd Unit B210, Winter Park, FL 32789
  • /6

    $5,000

    • 3 Beds
    • 2 Baths
    • 1,459 Sq Ft

    1835 Albert Lee Pkwy, Winter Park, FL 32789

    Foreclosure Auction Ends June 9, 2026 at 11:00 AM EST. Explore this charming 3-bedroom, 2-bath residence set in a peaceful and well-located Winter Park community. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa Home App.

    Jamie Boone Jamie L Boone LLC

    1835 Albert Lee Pkwy, Winter Park, FL 32789
  • /27

    $99,000

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft

    278 Scottsdale Square Unit 278, Winter Park, FL 32792

    Welcome to 278 Scottsdale Square in Winter Park, a well-maintained 2-bedroom, 2-bathroom condominium offering over 1,000 square feet of comfortable living space in a highly convenient location. This second-story unit features wood-like laminate flooring throughout, creating a clean and cohesive look that is both stylish and easy to maintain. The home has been carefully cared for and kept in

    Chris Creegan CREEGAN GROUP

    278 Scottsdale Square Unit 278, Winter Park, FL 32792

Home Prices in Winter Park, FL

Home Price Trends

Median Sale Price
$480,000
Median Single Family Sale Price
$625,000
Median Townhouse Sale Price
$459,500
Median 2 Bedroom Sale Price
$250,000
Median 1 Bedroom Sale Price
$156,250
Average Price Per Sq Ft
$371
Number of Homes for Sale
330
Last 12 months Home Sales
990
Months of Supply
4.00
Median List Price
$545,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
0%
How to Buy a Home How to Finance a Home How to Sell a Home