11

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

Section Image
  • /52

    $679,900

    $70K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,411 Sq Ft

    860 N Denning Dr, Winter Park, FL 32789

    **NEW CONSTRUCTION QUALITY | WALKABLE WINTER PARK | DESIGNER SMART HOME**This is not a remodel — it's a complete architectural transformation completed in September 2022. Taken to the slab and studs, this Winter Park residence was entirely rebuilt with new roof trusses, all-new electrical, new AC system (inside and out), tankless water heater, new plumbing, and smart irrigation —

    LaDarrius Sanders OUTLET REALTY

    860 N Denning Dr, Winter Park, FL 32789
  • /49

    $775,000

    • 4 Beds
    • 2.5 Baths
    • 1,899 Sq Ft

    1562 Arbor Park Dr, Winter Park, FL 32789

    Welcome to 1562 Arbor Park Drive, a beautifully maintained four-bedroom, two-and-a-half-bath residence tucked along a charming brick street in the heart of Winter Park. This move-in-ready home combines elevated finishes, abundant natural light, a flexible split-bedroom floor plan, and an exceptional location near the shopping, dining, and cultural attractions that make Winter Park one of Central

    Abby Greenberg COMPASS FLORIDA LLC

    1562 Arbor Park Dr, Winter Park, FL 32789
  • /22

    $285,000

    $13K PRICE DROP
    • 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
  • /44

    $840,000

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,017 Sq Ft

    338 Blue Heron Dr, Winter Park, FL 32789

    Step into timeless style and modern comfort in this stunning 3-bedroom, 3-bathroom Mid-Century Modern home nestled in the heart of Winter Park. Designed with character and functionality in mind, this unique residence features abundant natural light, clean architectural lines, and a striking pass-through fireplace that creates the perfect ambiance between living spaces.Enjoy true Florida

    Samuel Kingsford STOCKWORTH REALTY GROUP

    338 Blue Heron Dr, Winter Park, FL 32789
  • /26

    $239,999

    • 1 Bed
    • 1 Bath
    • 582 Sq Ft

    151 N Orlando Ave Unit 261, Winter Park, FL 32789

    Location, location, location! Bring your boat, enjoy lake views and the best of Winter Park from this beautifully updated, move in ready 1 bedroom, 1 bathroom condo in the desirable Lake Killarney community. This top floor beauty features two private entrances and an enclosed patio overlooking Lake Killarney, perfect for morning coffee or relaxing at the end of the day. Inside, you’ll find new

    Nikita Ager FLORIDA REALTY INVESTMENTS

    151 N Orlando Ave Unit 261, Winter Park, FL 32789
  • /51

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 2,196 Sq Ft

    2227 Howard Dr, Winter Park, FL 32789

    A rare corner lot in one of Winter Park's most established, increasingly in-demand Lake Forest Park neighborhood. This mid-century home has been meticulously maintained. With beautiful hardwood floors and updated systems throughout, there's nothing left to do but move in.The lot is the story here. A stunning mature oak anchors the front yard, and the corner position with no north-facing

    Julian Correa THE SIMON SIMAAN GROUP

    2227 Howard Dr, Winter Park, FL 32789
  • /46

    $975,000

    $325K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,075 Sq Ft

    3006 Northwood Blvd, Winter Park, FL 32789

    Reinvented from the ground up for modern living while honoring its 1953 mid-century modern roots, this 4-bedroom, 3-bath Winter Park home blends authentic MCM character with all-new finishes and systems. An open living, dining, and kitchen core opens to a light-filled sitting area, with white oak floors and designer lighting and ceiling fans throughout. The kitchen stuns with Taj Mahal quartzite

    Daren Ellington ORLANDO HOMES GROUP LLC

    3006 Northwood Blvd, Winter Park, FL 32789
  • /29

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft

    1886 Clematis Ln, Winter Park, FL 32792

    Discover the epitome of comfortable living in this fantastic single-family home situated on a generous and spacious corner lot. This meticulously renovated property features 3 bedrooms and 2 bathrooms, offering a perfect blend of modern style and cozy charm. Step inside to experience the allure of an open floor plan that seamlessly connects the living spaces. The kitchen, fully renovated and

    Steven Greening EXP REALTY LLC

    1886 Clematis Ln, Winter Park, FL 32792
  • /25

    $269,000

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft

    151 N Orlando Ave Unit 242, Winter Park, FL 32789

    Virtually Staged. Experience lakefront living at its finest in this exceptional Winter Park Condominium Community overlooking beautiful Lake Killarney. Hidden gem complete with access to a community dock, private boat ramp, and a fenced lakeside pool perfect for relaxing and entertaining. Ideally located just minutes from the heart of Winter Park, this home offers unparalleled walkability. Stroll

    Alex Scures COLONIALTOWN REALTY

    151 N Orlando Ave Unit 242, Winter Park, FL 32789
  • /25

    $1,595,000

    • 3 Beds
    • 2.5 Baths
    • 1,944 Sq Ft

    462 W Lyman Ave, Winter Park, FL 32789

    In the heart of Winter Park's vibrant Hannibal Square, this exceptional one-story residence, completed in 2022, offers the ideal blend of contemporary design, refined finishes and an unbeatable accessible lifestyle. Thoughtfully designed with three bedrooms, two and one-half baths, and an open-concept floor plan, the home showcases clean architectural lines, soaring ceilings and walls of glass

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    462 W Lyman Ave, Winter Park, FL 32789
  • /43

    $950,000

    • 3 Beds
    • 3 Baths
    • 2,586 Sq Ft

    2425 Lake Sue Dr, Orlando, FL 32803

    Opportunity awaits in the Beeman Park neighborhood, with access to the beautiful Lake Sue. This classic mid-century home features 3 bedrooms and 3 bathrooms spread across multiple levels, offering a unique layout with excellent potential for renovation, restoration, or complete reimagining.The property requires repairs and updates, making it an ideal project for investors, contractors, or

    Sandy Fox CHARLES RUTENBERG REALTY ORLANDO

    2425 Lake Sue Dr, Orlando, FL 32803
How to Buy a Home How to Finance a Home How to Sell a Home