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3 bedsNew constructionWith a pool
Homes Under $700K in Winter Park, FL
36 listings

Homes Under $700K in Winter Park, FL

Homes Under $700K in Winter Park, FL

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24 of 36 Listings
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Homes Under $700K in Winter Park, FL

24 of 36 Listings

  1. 731 Bongart Rd — photo51Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$519,900

4 bd · 3 ba · 1,842 sqft

731 Bongart Rd, Winter Park, FL

Steven Koleno · BEYCOME OF FLORIDA LLC

  • 1500 Gay Rd #26-C — photo25Active

    $255,000

    2 bd · 2 ba · 1,026 sqft

    1500 Gay Rd #26-C, Winter Park, FL

    Lianna Dangelo · SOTERA LIVING

  • 2020 Leanne Ct — photo28Active

    $479,900

    4 bd · 3 ba · 2,088 sqft

    2020 Leanne Ct, Winter Park, FL

    Ileana Perez · HOUWZER INC

  • 518 Gilbert Rd — photo48Active

    $649,000

    3 bd · 2 ba · 1,573 sqft

    518 Gilbert Rd, Winter Park, FL

    Monika Kenney · PALMANO GROUP RE BROKERAGE LLC

  • 2322 Woodcrest Dr — photo28Active

    $675,000

    4 bd · 2 ba · 1,650 sqft

    2322 Woodcrest Dr, Winter Park, FL

    Jill Healey · KELLER WILLIAMS WINTER PARK

  • 3209 Heartwood Ave — photoPrice Reduced12Active

    $439,900

    4 bd · 2 ba · 1,627 sqft

    3209 Heartwood Ave, Winter Park, FL

    James Fitzgibbon · LEDGE REAL ESTATE SOLUTIONS LLC

  • 5303 Pine Lily Cir — photo54Active

    $659,000

    3 bd · 2 ba · 2,265 sqft

    5303 Pine Lily Cir, Winter Park, FL

    Jonathan Casique · PM ELITE REALTY LLC

  • 2215 Woodcrest Dr — photo41Active

    $675,000

    4 bd · 2 ba · 1,688 sqft

    2215 Woodcrest Dr, Winter Park, FL

    Shari Klafter · KELLER WILLIAMS WINTER PARK

  • 4870 Seminole Ave — photo33Active

    $380,000

    3 bd · 2 ba · 1,277 sqft

    4870 Seminole Ave, Winter Park, FL

    Tamara Mazo Ferro · COLDWELL BANKER REALTY

  • 2301 Conifer Ave — photoPrice Reduced28Active

    $405,000

    4 bd · 2 ba · 2,189 sqft

    2301 Conifer Ave, Winter Park, FL

    Gregory Buckley · LOKATION

  • 3020 Nicholson Dr — photo55Active

    $495,000

    4 bd · 2 ba · 1,756 sqft

    3020 Nicholson Dr, Winter Park, FL

    Kristin Duncan · CHARLES RUTENBERG REALTY ORLANDO

  • 274 N Ranger Blvd — photoPrice ReducedOpen house Sat, Oct 17 · 12:00 AM38Active

    $659,900

    3 bd · 2 ba · 1,420 sqft

    274 N Ranger Blvd, Winter Park, FL

    Shannon Lee · EXPLORE FLORIDA REALTY SERVICES LLC

  • 2211 King Richards Ct — photoPrice Reduced40Active

    $529,000

    4 bd · 2 ba · 1,845 sqft

    2211 King Richards Ct, Winter Park, FL

    Nicole Howell · FANNIE HILLMAN & ASSOCIATES

  • 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

  • 7525 Lodge Pole Trl — photoPrice Reduced38Active

    $575,000

    4 bd · 2 ba · 1,936 sqft

    7525 Lodge Pole Trl, Winter Park, FL

    Amy Turner · KELLER WILLIAMS WINTER PARK

  • 2641 Carvell Ct — photoPrice Reduced37Active

    $525,000

    4 bd · 2 ba · 2,126 sqft

    2641 Carvell Ct, Winter Park, FL

    Christina Perez · CHAMBERLAIN REALTY LLC

  • 1905 Bonanza Ct — photo26Active

    $520,000

    4 bd · 2 ba · 1,774 sqft

    1905 Bonanza Ct, Winter Park, FL

    Bailey Briscoe · ORCHARD BROKERAGE, LLC

  • 2627 Ambergate Rd — photo16Active

    $575,000

    4 bd · 3 ba · 1,745 sqft

    2627 Ambergate Rd, Winter Park, FL

    Steven Thetford · KELLER WILLIAMS WINTER PARK

  • 4026 Tenita Dr — photo26Active

    $599,000

    3 bd · 2 ba · 2,031 sqft

    4026 Tenita Dr, Winter Park, FL

    Ruby Davis · RUBY DAVIS, BROKER

  • 5316 Halyard Ct — photo28Active

    $495,000

    3 bd · 2 ba · 1,380 sqft

    5316 Halyard Ct, Winter Park, FL

    Neil Chetram · LA ROSA REALTY CW PROPERTIES L

  • 433 Gilbert Rd — photoPrice Reduced36Active

    $669,900

    3 bd · 2 ba · 1,800 sqft

    433 Gilbert Rd, Winter Park, FL

    Amy Turner · KELLER WILLIAMS WINTER PARK

  • 3740 Hawthorne Ln — photoPrice Reduced35Active

    $430,000

    3 bd · 2 ba · 1,645 sqft

    3740 Hawthorne Ln, Winter Park, FL

    John Crea · FLORIDA REALTY INVESTMENTS

  • 5409 Albert Dr — photoPrice Reduced15Active

    $405,000

    3 bd · 2 ba · 1,483 sqft

    5409 Albert Dr, Winter Park, FL

    Raul Pino · SOVEREIGN REAL ESTATE GROUP

  • 2703 Tierra Cir — photoPrice Reduced54Active

    $464,000

    3 bd · 2 ba · 1,737 sqft

    2703 Tierra Cir, Winter Park, FL

    Tony Ubaldini · EXP REALTY LLC

  • 12

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    Your local brokerage

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    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Listing data & MLS disclosures

    Stellar MLS
    Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

    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.