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Mid-Century Modern Homes for Sale in Winter Park, FL

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  • /41

    $245,000

    • 2 Beds
    • 2 Baths
    • 956 Sq Ft

    2500 Lee Rd Unit 229, Winter Park, FL 32789

    DRAMATIC PRICE ADJUSTMENT! Million Dollar Lakefront View of Lake Killarney from Private Balcony and multiple Rooms in the Unit and View of Courtyard with it's Gracious Old Tree and Meandering Walkways from second Private Balcony. Once in a lifetime opportunity to own this meticulously maintained and updated Mid-Century Modern Character that says "Home" when you walk through the Door! Kitchen has

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    (321) 252-5096

    2500 Lee Rd Unit 229, Winter Park, FL 32789
  • /28

    $600,000

    • 3 Beds
    • 2 Baths
    • 1,618 Sq Ft

    218 Orange Terrace Dr, Winter Park, FL 32789

    Come see this charming pool home on a desirable corner lot near Lake Killarney in Winter Park. This beautifully maintained mid-century residence features 3 bedrooms and 2 baths with warm wood floors and timeless character throughout. The private, fully fenced backyard is turfed for low maintenance and perfect for relaxing and entertaining. Major updates provide peace of mind, including new

    Arden Magee ANNE ROGERS REALTY GROUP INC

    218 Orange Terrace Dr, Winter Park, FL 32789
  • /60

    $2,295,000

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

    2299 Via Tuscany, Winter Park, FL 32789

    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 and a manicured landscape. Inside,

    Vincent Scarlatos CORCORAN PREMIER REALTY

    2299 Via Tuscany, Winter Park, FL 32789
  • /22

    $298,000

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft

    151 N Orlando Ave Unit 115, Winter Park, FL 32789

    Welcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. Furniture negotiable, offering added flexibility for buyers or investors. Discover this beautifully appointed 2-bedroom, 1-bath condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, dining, shopping, and the peaceful waters of Lake

    Chris Creegan CREEGAN GROUP

    151 N Orlando Ave Unit 115, Winter Park, FL 32789
  • /47

    $698,000

    • 3 Beds
    • 2 Baths
    • 1,761 Sq Ft

    3018 Northwood Blvd, Winter Park, FL 32789

    NEW PRICE ON THIS "MOVE-IN READY", 3-BED, 2-FULL BATHS, SINGLE FAMILY HOME WITH A LARGE PRIVATE YARD, WINTER PARK, FL 32789. AWESOME LOCATION just off Corrine Drive. WALKING DISTANCE to East End Market. TOP-RATED Audubon Park (K-8) & Winter Park High (Magnet Program) Schools. The Owners completed a DETAILED HOME ADDITION & UPDATE in 2020 with over $115,000.00 of improvements, including a NEW

    Joel Bornstein ROCK SPRINGS REALTY, LLC

    3018 Northwood Blvd, Winter Park, FL 32789
  • /22

    $399,999

    • 2 Beds
    • 1 Bath
    • 987 Sq Ft

    3505 Corrine Dr, Orlando, FL 32803

    Live steps from everything that makes the Audubon Park Garden District one of Orlando’s most sought-after neighborhoods. Located along Corrine Drive, this mid-century home in Audubon Park offers unbeatable shopping, dining, and local favorites including the beloved East End Market. As you arrive, the classic mid-century character and welcoming curb appeal set the tone. Inside, the home feels

    Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

    3505 Corrine Dr, Orlando, FL 32803
  • /32

    $2,100,000

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft

    311 E Morse Blvd Unit 2-5, Winter Park, FL 32789

    Enjoy the Winter Park lifestyle in this spacious 2-bedroom, 2-bath lakefront condo offering 1,900 square feet in the heart of downtown Winter Park. Enjoy serene lake views from the 120 sq ft screened porch—perfect for morning coffee or evening wine. The light-filled living area features soaring 8 ft 10 in ceilings, creating an open, airy atmosphere. A cozy family room offers built-in shelving and

    Megan Cross FANNIE HILLMAN & ASSOCIATES

    311 E Morse Blvd Unit 2-5, Winter Park, FL 32789
  • /35

    $775,000

    • 4 Beds
    • 3 Baths
    • 2,038 Sq Ft

    350 Cornwall Rd, Winter Park, FL 32792

    Fully reimagined and COMPLETELY RENOVATED with Custom features, this stunning 4-br, 3-ba home in desirable Winter Park Pines sits proudly on a spacious corner lot and offers Modern Luxury with thoughtful, HIGH END UPGRADES throughout. The interior showcases all-new cabinetry and countertops, highlighted by a dramatic waterfall kitchen island, brand-new appliances including a built-in microwave

    Kelly Butterfield RE/MAX TOWN & COUNTRY REALTY

    350 Cornwall Rd, Winter Park, FL 32792

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$480,000
Median Single Family Sale Price
$600,000
Median Townhouse Sale Price
$459,000
Median 2 Bedroom Sale Price
$205,000
Median 1 Bedroom Sale Price
$154,000
Average Price Per Sq Ft
$370
Number of Homes for Sale
308
Last 12 months Home Sales
1,015
Months of Supply
3.60
Median List Price
$530,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
1%
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