13

Winter Park, FL Open Houses

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  • /59

    $2,195,000 Open Thu 4PM - 7PM

    • 4 Beds
    • 3.5 Baths
    • 3,450 Sq Ft

    1398 Grove Terrace, Winter Park, FL 32789

    Welcome to your private slice of paradise, perfectly positioned on a charming brick-lined street in the heart of historic Winter Park. This custom-built estate exudes casual elegance from the moment you step through the grand double door entry, where soaring 12-foot ceilings, rich architectural details, and exceptional craftsmanship immediately set the tone. Thoughtfully designed with a

    Liz Jones ORANGE SLICE PROPERTIES

    1398 Grove Terrace, Winter Park, FL 32789
  • /52

    $679,800 Open Sat 12AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,287 Sq Ft

    1830 Edwin Blvd, Winter Park, FL 32789

    Welcome to this beautifully designed and thoughtfully upgraded home that perfectly blends comfort, style, and location. From the moment you step inside, you’ll feel the difference, this is more than a home, it’s an experience. Featuring VAULTED CEILINGS THROUGHOUT, the space feels open, airy, and expansive in a way that’s both inviting and unexpected. Natural light pours in from multiple

    Nydia Marrero ZEN LIVING HOMES LLC

    1830 Edwin Blvd, Winter Park, FL 32789
  • /29

    $225,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 1.5 Baths
    • 1,266 Sq Ft

    200 Saint Andrews Blvd Unit 2901, Winter Park, FL 32792

    Welcome to this spacious and well-maintained 2 story townhome in the heart of Winter Park, located in the highly sought-after Four Seasons community. This 2-bedroom, 1.5-bath unit offers 1,266 square feet of comfortable living space with a functional layout, abundant natural light, and thoughtful updates throughout. Step inside to find a spacious kitchen, renovated in 2016, featuring wood

    Amy Turner KELLER WILLIAMS WINTER PARK

    200 Saint Andrews Blvd Unit 2901, Winter Park, FL 32792
  • /33

    $475,000 Open Fri 3PM - 5PM

    • 4 Beds
    • 3 Baths
    • 2,117 Sq Ft

    1923 Linden Rd, Winter Park, FL 32792

    ***WINTER PARK **** 4 BEDROOMS ****3 BATHROOM **** PAID OFF SOLAR ***** WILL HELP BUYER****METAL ROOF ***1/3 ACRE*** Welcome to 1923 Linden Rd, Winter Park—a well-maintained single-story residence offering space, character, and an exceptional location. Built in 1955, this solid masonry and concrete block home features 4 bedrooms, 3 full bathrooms, and approximately 2,117 heated square feet, with

    Milton James COLDWELL BANKER REALTY

    1923 Linden Rd, Winter Park, FL 32792
  • /46

    $1,849,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 3,727 Sq Ft

    1840 Bryan Ave, Winter Park, FL 32789

    This custom 2014-built Winter Park residence is stretched over a double lot with a backyard resort style retreat yet close to all Winter Park offers. A home with function and flexibility with a separate guest house, office or studio based on your needs. This thoughtfully designed home is sophisticated with casual comfort and showcases four bedrooms, 3.5 baths and nearly 3,800 square feet,

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    1840 Bryan Ave, Winter Park, FL 32789
  • /36

    $619,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    259 E Canton Ave Unit 259, Winter Park, FL 32789

    Experience elevated living in this rare fifth-floor corner residence, perfectly positioned just one block from the iconic Park Avenue in the heart of Winter Park. With sweeping views of the downtown skyline and abundant natural light from multiple exposures, this residence offers an exceptional blend of comfort, elegance, and location.The thoughtfully updated kitchen features custom shaker

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    259 E Canton Ave Unit 259, Winter Park, FL 32789
  • /47

    $629,500 Open Sat 2:30PM - 4:30PM

    • 3 Beds
    • 2 Baths
    • 1,785 Sq Ft

    2708 Lion Heart Rd, Winter Park, FL 32792

    Welcome to 2708 Lion Heart Rd, where timeless charm meets modern elegance in the heart of Winter Park. This beautifully reimagined home has been thoughtfully renovated from top to bottom, offering a seamless blend of style, comfort, and functionality. Step inside to discover brand-new luxury vinyl plank flooring flowing throughout, creating a warm and cohesive feel in every room. The stunning

    Navid Rokh EQUITYPRO LLC

    2708 Lion Heart Rd, Winter Park, FL 32792
  • /30

    $450,000 Open Tue 9AM - 7PM

    • 4 Beds
    • 2 Baths
    • 2,264 Sq Ft

    2052 Leanne Ct, Winter Park, FL 32792

    Welcome to 2052 Leanne Ct, a home that exudes warmth and elegance. The living room is graced with a cozy fireplace, perfect for those chilly evenings. The kitchen is a chef's dream, boasting all stainless steel appliances for a sleek, modern look. The primary bedroom is a haven of comfort with double closets for ample storage. The primary bathroom is a sanctuary with double sinks, providing ample

    Karen Albright OPENDOOR BROKERAGE LLC

    2052 Leanne Ct, Winter Park, FL 32792
  • /25

    $499,999 Open Sat 1AM - 4PM

    • 4 Beds
    • 3 Baths
    • 1,826 Sq Ft

    731 Bongart Rd, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Experience luxury living in this stunning, fully remodeled single-family home located in the heart of Winter Park, where modern sophistication meets exceptional functionality. This spectacular residence features a total of 4 spacious bedrooms and 3 modern bathrooms, boasting sleek laminate flooring throughout and a chef-inspired kitchen fully

    Maria Gomez Arevalo MY REALTY GROUP, LLC.

    731 Bongart Rd, Winter Park, FL 32792
  • /33

    $320,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,719 Sq Ft

    2401 Antilles Dr, Winter Park, FL 32792

    Fantastic end unit with enclosed Florida Room in the sought after Windward Square! This 3/2 features several updates including a, updated kitchen with 42" wood cabinets, granite counters and a center island! Most rooms have upgraded ceiling fans from Dan”s Fans with a lifetime guarantee. The home has newer A/C, high impact windows and the home has been re-piped for your peace of mind. This is a

    George Freelove KELLER WILLIAMS REALTY AT THE PARKS

    2401 Antilles Dr, Winter Park, FL 32792
  • /60

    $2,200,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,986 Sq Ft

    2299 Via Tuscany, Winter Park, FL 32789

    A high motivation price improvement! Welcome to 2299 Via Tuscany, a remarkable 4-bedroom, 3.5 bathroom residence in the prestigious Winter Park Vias. This 3,986 square foot home, set on a .40-acre private lot, offers a blend of luxury and comfort. The property has seen recent updates in the kitchen and bathrooms and features a new architectural shingle roof (2023), Pebble-tech style pool finish

    Vincent Scarlatos CORCORAN PREMIER REALTY

    2299 Via Tuscany, Winter Park, FL 32789
  • /81

    $3,799,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 5 Baths
    • 4,451 Sq Ft

    150 Dana Way, Winter Park, FL 32789

    JUST COMPLETED....WINTER PARK / LAKE SUE DISTRICT — A TRUE STANDOUT IN TODAY’S LUXURY NEW CONSTRUCTION MARKETProudly presented by RARE Builders, a name synonymous with design-forward custom homes that continue to help set and raise the standard in Orlando and Winter Park, this newly completed residence represents a rare opportunity to secure a fully realized custom home in one of the area’s

    Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

    150 Dana Way, Winter Park, FL 32789
  • /70

    $1,634,900 Open Wed 1PM - 5PM

    • 5 Beds
    • 4.5 Baths
    • 3,252 Sq Ft

    1510 Miller Ave, Winter Park, FL 32789

    New Construction – JUST COMPLETED! Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Another luxury build by SGC construction! Step into a world of refined living with this breathtaking new construction pool home, located in the vibrant heart of Winter Park. Just moments away from the eclectic energy of Park Avenue, this modern masterpiece seamlessly blends

    Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

    1510 Miller Ave, Winter Park, FL 32789

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$480,000
Median Single Family Sale Price
$605,000
Median Townhouse Sale Price
$455,000
Median 2 Bedroom Sale Price
$199,000
Median 1 Bedroom Sale Price
$153,000
Average Price Per Sq Ft
$366
Number of Homes for Sale
305
Last 12 months Home Sales
1,009
Months of Supply
3.60
Median List Price
$529,900
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
1%
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