8

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

Section Image Section Image
  • 3075 Aaron Burr Ave Unit 6, Winter Park, FL 32792
    3075 Aaron Burr Ave Unit 6, Winter Park, FL 32792
    3075 Aaron Burr Ave Unit 6, Winter Park, FL 32792
    /22

    $79,900

    • 1 Bed
    • 1 Bath
    • 590 Sq Ft

    3075 Aaron Burr Ave Unit 6, Winter Park, FL 32792

    Affordable living in Winter Park. This 1-bedroom, 1-bath condo in The Colonies offers an excellent opportunity for investors or first-time buyers. Recently updated with new flooring, the unit is ready for a new owner. The location is a major draw, just minutes from Full Sail University, Valencia College, UCF, Park Avenue, Downtown Orlando, and Orlando International Airport. With highly rated

    Agent Photo

    Rob Aponte

    REAL BROKER, LLC

    (321) 463-6489

    3075 Aaron Burr Ave Unit 6, Winter Park, FL 32792
  • 7341 Daniel Webster Dr Unit 2, Winter Park, FL 32792
    7341 Daniel Webster Dr Unit 2, Winter Park, FL 32792
    7341 Daniel Webster Dr Unit 2, Winter Park, FL 32792
    /26

    $80,000

    • 1 Bed
    • 1 Bath
    • 525 Sq Ft

    7341 Daniel Webster Dr Unit 2, Winter Park, FL 32792

    Affordable living in Winter Park. This 1-bedroom, 1-bath condo in The Colonies offers an excellent opportunity for investors or first-time buyers. Recently updated, the unit is ready for a new owner. The location is a major draw, just minutes from Full Sail University, Valencia College, UCF, Park Avenue, Downtown Orlando, and Orlando International Airport. With highly rated Winter Park schools,

    Agent Photo

    Rob Aponte

    REAL BROKER, LLC

    (321) 321-8355

    7341 Daniel Webster Dr Unit 2, Winter Park, FL 32792
  • 126 Scottsdale Square Unit B126, Winter Park, FL 32792
    126 Scottsdale Square Unit B126, Winter Park, FL 32792
    126 Scottsdale Square Unit B126, Winter Park, FL 32792
    /24

    $100,000

    • 2 Beds
    • 1.5 Baths
    • 1,085 Sq Ft

    126 Scottsdale Square Unit B126, Winter Park, FL 32792

    Great location!! Discover the charm of this beautifully maintained condo at 126 Scottsdale Square, nestled in a serene and convenient Orlando community. This condo boasts 3 bedrooms and 2 bathrooms thoughtfully designed with a spacious layout perfect for comfortable living. From the bright and open living area to the modern kitchen with upgraded appliances. Every detail has been tailored for

    Thomas Hicks, Sr LPT REALTY, LLC

    126 Scottsdale Square Unit B126, Winter Park, FL 32792
  • 3028 George Mason Ave Unit 7, Winter Park, FL 32792
    3028 George Mason Ave Unit 7, Winter Park, FL 32792
    3028 George Mason Ave Unit 7, Winter Park, FL 32792
    /16

    $40,000

    • 2 Beds
    • 2 Baths
    • 1,088 Sq Ft

    3028 George Mason Ave Unit 7, Winter Park, FL 32792

    Two-bedroom two bath in the Winter Park School District. Convenient to shopping and bus service. Property needs rehab.

    David Rollins FLORIDA REALTY INVESTMENTS

    3028 George Mason Ave Unit 7, Winter Park, FL 32792
  • 107 Scottsdale Square, Winter Park, FL 32792
    107 Scottsdale Square, Winter Park, FL 32792
    107 Scottsdale Square, Winter Park, FL 32792
    /7

    $100,000

    • 1 Bed
    • 1 Bath
    • 756 Sq Ft

    107 Scottsdale Square, Winter Park, FL 32792

    First floor, Move in ready unit! Tile floors throughout. Perfect for a first time buyer or an investor. Close to great schools, restaurants, major highways and more! Call or text to schedule a showing!

    Cristina Burgos REALSOURCE PROPERTY MANGNT LLC

    107 Scottsdale Square, Winter Park, FL 32792
  • 3071 George Mason Ave Unit 5, Winter Park, FL 32792
    3071 George Mason Ave Unit 5, Winter Park, FL 32792
    3071 George Mason Ave Unit 5, Winter Park, FL 32792
    /19

    $89,900

    • 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
  • 3069 Aaron Burr Ave Unit 1, Winter Park, FL 32792
    3069 Aaron Burr Ave Unit 1, Winter Park, FL 32792
    3069 Aaron Burr Ave Unit 1, Winter Park, FL 32792
    /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
  • 182 Scottsdale Square Unit 182, Winter Park, FL 32792
    182 Scottsdale Square Unit 182, Winter Park, FL 32792
    /2

    $80,000

    • 1 Bed
    • 1 Bath
    • 756 Sq Ft

    182 Scottsdale Square Unit 182, Winter Park, FL 32792

    Don't miss this exceptional opportunity to invest in a 1-bedroom, 1-bathroom condo in the heart of Winter Park. Centrally located near Baldwin Park, Full Sail University, the University of Central Florida (UCF), Downtown Winter Park, and Orlando International Airport, this property offers unmatched convenience.

    Tania Harmon KELLER WILLIAMS REALTY AT THE PARKS

    182 Scottsdale Square Unit 182, Winter Park, FL 32792
Florida Orange County Winter Park

Real Estate & Homes in Winter Park, FL under $100,000

Home Trends in Winter Park, FL

On average, homes in Winter Park, FL sell after 62 days on the market compared to the national average of 53 days. The median sale price for homes in Winter Park, FL over the last 12 months is $485,000, up 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$485,000
Median Single Family Sale Price
$600,000
Median Townhouse Sale Price
$459,500
Median 2 Bedroom Sale Price
$226,050
Median 1 Bedroom Sale Price
$154,500
Average Price Per Sq Ft
$367
Number of Homes for Sale
286
Last 12 months Home Sales
1,052
Months of Supply
3.30
Median List Price
$530,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
2%
How to Buy a Home How to Finance a Home How to Sell a Home

In Winter Park, there are currently 8 homes for sale priced under $100,000, providing budget-friendly options for prospective buyers. Whether you're in search of houses for sale under 100k or other property types, there are opportunities to discover your ideal home within your budget in Winter Park, FL. From cozy starter homes to properties awaiting your personal touch, these affordable residences offer an entry point into the housing market or an opportunity for real estate investment without stretching your finances.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group