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3 bedsNew constructionWith a pool
Condos in Winter Park, FL — Page 2
82 listings

Condos in Winter Park, FL

Condos in Winter Park, FL

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24 of 82 Listings
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Condos in Winter Park, FL

24 of 82 Listings

  1. 3651 N Goldenrod Rd #C109 — photo18Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$165,000

2 bd · 2 ba · 840 sqft

3651 N Goldenrod Rd #C109, Winter Park, FL

Valerie Wanzer · REAL ESTATE PROFESSIONALS SE

  • 200 S Interlachen Ave #350 — photo33Active

    $2,350,000

    3 bd · 4 ba · 3,110 sqft

    200 S Interlachen Ave #350, Winter Park, FL

    Rhonda Chesmore · KELLY PRICE & COMPANY LLC

  • 1250 S Denning Dr #127 — photo28Active

    $245,000

    2 bd · 2 ba · 908 sqft

    1250 S Denning Dr #127, Winter Park, FL

    Drew Henner · PREMIER SOTHEBY'S INTL. REALTY

  • 5108 Lazy Oaks Dr #5108 — photoPrice Reduced30Active

    $255,000

    2 bd · 2 ba · 1,008 sqft

    5108 Lazy Oaks Dr #5108, Winter Park, FL

    Steven Koleno · BEYCOME OF FLORIDA LLC

  • 151 N Orlando Ave #242 — photo25Active

    $269,000

    2 bd · 1 ba · 710 sqft

    151 N Orlando Ave #242, Winter Park, FL

    Alexander Scures · COLONIALTOWN REALTY

  • 4027 Northlight Dr Unit 4 — photo31Active

    $259,900

    2 bd · 2 ba · 1,234 sqft

    4027 Northlight Dr Unit 4, Winter Park, FL

    Kathleen Leavesley · Coffey Real Estate Agency LLC

  • 1250 S Denning Dr Unit 233 — photoPrice Reduced31Active

    $242,500

    2 bd · 2 ba · 913 sqft

    1250 S Denning Dr Unit 233, Winter Park, FL

    Samuel Kingsford · STOCKWORTH REALTY GROUP

  • 222 Lewfield Cir — photo47Active

    $189,900

    2 bd · 2 ba · 953 sqft

    222 Lewfield Cir, Winter Park, FL

    Joshua Neudigate · MARKET CONNECT REALTY LLC

  • 283 Sandlewood Trl #3 — photo41Active

    $285,000

    2 bd · 3 ba · 960 sqft

    283 Sandlewood Trl #3, Winter Park, FL

    Crystal Adams, PA · RE/MAX INNOVATION

  • 311 E Morse Blvd #4-5 — photoPrice ReducedOpen house Sun, Oct 18 · 12:00 PM39Active

    $925,000

    2 bd · 2 ba · 1,763 sqft

    311 E Morse Blvd #4-5, Winter Park, FL

    Kim Garcia · KELLER WILLIAMS ADVANTAGE REALTY

  • 623 Grenadine Ct #623 — photoPrice Reduced36Active

    $194,900

    2 bd · 2 ba · 1,037 sqft

    623 Grenadine Ct #623, Winter Park, FL

    Carolyn Kickhofel · COLDWELL BANKER REALTY

  • 285 Lewfield Cir #285 — photo25Active

    $147,000

    1 bd · 1 ba · 678 sqft

    285 Lewfield Cir #285, Winter Park, FL

    Millie Soto · COLDWELL BANKER REALTY

  • 250 Carolina Ave #205 — photo86Active

    $739,000

    2 bd · 2 ba · 1,311 sqft

    250 Carolina Ave #205, Winter Park, FL

    Troy Hensley · BHHS FLORIDA REALTY

  • 2477 Tahoe Cir #2477 — photoPrice Reduced24Active

    $247,000

    2 bd · 2 ba · 1,316 sqft

    2477 Tahoe Cir #2477, Winter Park, FL

    Kyle Clark · RE/MAX TOWN & COUNTRY REALTY

  • 1695 Lee Rd #D107 — photo1Active

    $180,000

    1 bd · 1 ba · 638 sqft

    1695 Lee Rd #D107, Winter Park, FL

    Hoover Yap · PRIMESTATE REALTY, INC.

  • 5210 Lazy Oaks Dr — photoPrice Reduced37Active

    $274,900

    2 bd · 3 ba · 1,236 sqft

    5210 Lazy Oaks Dr, Winter Park, FL

    Karen Sweat · IHOME REALTY FL LLC

  • 7413 Belle River Ct #3 — photoPrice Reduced11Active

    $214,900

    3 bd · 3 ba · 1,151 sqft

    7413 Belle River Ct #3, Winter Park, FL

    Ivan Tobon · OUTLET REALTY

  • 1061 Aragon Ave #1061 — photo19Active

    $510,000

    3 bd · 3 ba · 1,669 sqft

    1061 Aragon Ave #1061, Winter Park, FL

    Lois Ann Cox, PA · WATSON REALTY CORP

  • 1000 S Semoran Blvd #302 — photoPrice Reduced15Active

    $105,000

    1 bd · 1 ba · 796 sqft

    1000 S Semoran Blvd #302, Winter Park, FL

    Amaal Barakat · KELLER WILLIAMS ADVANTAGE III

  • 2475 Tahoe Cir — photoPrice Reduced29Active

    $268,000

    2 bd · 2 ba · 1,295 sqft

    2475 Tahoe Cir, Winter Park, FL

    Sarah Doyer · COLDWELL BANKER REALTY

  • 1000 S Semoran Blvd #305 — photoPrice Reduced22Active

    $115,000

    1 bd · 1 ba · 735 sqft

    1000 S Semoran Blvd #305, Winter Park, FL

    Melissa Vance · MAINFRAME REAL ESTATE

  • 2526 Passamonte Dr #10F — photo10Active

    $335,000

    3 bd · 3 ba · 1,790 sqft

    2526 Passamonte Dr #10F, Winter Park, FL

    Kathi Thomas · LEGACY CORNERSTONE INC

  • 7450 Wynnewood Sq #189 — photoPrice Reduced45Active

    $170,000

    2 bd · 3 ba · 1,031 sqft

    7450 Wynnewood Sq #189, Winter Park, FL

    Kim King · REAL ESTATE PROFESSIONALS SE

  • 2450 Grand Teton Cir #2450 — photoPrice Reduced37Active

    $250,000

    3 bd · 2 ba · 1,311 sqft

    2450 Grand Teton Cir #2450, Winter Park, FL

    John Campese · CHARLES RUTENBERG REALTY ORLANDO

  • 1234

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    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

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    Winter Park, FL community profile

    Population
    31,855
    Median income
    $98,252
    Housing units
    15,404
    People per sq. mi.
    1,409.5
    Area
    22.6 sq. mi.

    Source: HJN community data

    Winter Park housing market

    September 2026

    Winter Park 12-month median sale price trend

    Selling at 97.9% of asking price

    Buyers here are paying below asking. MLS · 84 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 28, 2026

    Median sale price
    $565,000$410,000–$952,600 typical range
    Price per sq. ft.
    $342
    Sales
    92
    Paid in cash
    44.6%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $630,000
    Homes for sale
    383
    Median days on market
    18 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    28.1%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    1,731 sq. ft.