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Colonial Homes for Sale in Winter Park, FL

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  • /15

    $164,500

    $11K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 732 Sq Ft

    1500 Gay Rd Unit 4D, Winter Park, FL 32789

    ANOTHER PRICE ADJUSTMENT! Lakefront Community! Enjoy Glorious Sunsets, Cocktails on the Deck and the Peace of Water and the Amazing Joy of Nature! All this near the heart of Winter Park and walking distance to all kinds of Shopping!One of few 1 Bedrooms and an Upstairs End Unit! Enjoy Spacious Room Sizes for easy Furniture Placement, Compact Kitchen, Bright Master Bedroom with additional

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 4D, Winter Park, FL 32789
  • /2

    $925,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 2,578 Sq Ft

    2572 Fifeshire Dr, Winter Park, FL 32792

    Welcome to this warm and inviting home in the desirable Brookshire Heights neighborhood, ideally positioned on a corner lot along a beautiful street in a sought-after community. Offering more than 2,500 square feet of living space, this spacious residence features four bedrooms and two-and-a-half baths, with an open, comfortable layout designed for both everyday living and entertaining. The home

    MaryAnne Branner PREMIER SOTHEBY'S INTL. REALTY

    2572 Fifeshire Dr, Winter Park, FL 32792
  • /26

    $235,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    1500 Gay Rd Unit 3C, Winter Park, FL 32789

    NEW PRICE/Seller Motivated! WINTER PARK LOCATION ALERT with AMAZING WALKABILITY to SO MANY shopping and dining options! Across from the newly renovated WP Shopping Village that includes top-rated restaurants, a movie theater, boutiques, grocery store and more! This 2bedroom/2 bathroom attractive second-story unit offers an updated kitchen and bathrooms with solid countertops. All solid flooring

    Heather Frazee FANNIE HILLMAN & ASSOCIATES

    1500 Gay Rd Unit 3C, Winter Park, FL 32789
  • /25

    $147,000

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft

    285 Lewfield Cir Unit 285, Winter Park, FL 32792

    Virtually Staged. LOCATION, CONVENIENCE, AND EASY LIVING IN WINTER PARK! This move-in-ready first-floor, 1-bedroom, 1-bath condo features an open living and dining area, wood flooring throughout the main living areas, tile flooring in the primary bedroom, a private screened-in balcony, a fully equipped kitchen, and a stackable washer and dryer. Conveniently located near UCF, Rollins College,

    Millie Soto COLDWELL BANKER REALTY

    285 Lewfield Cir Unit 285, Winter Park, FL 32792
  • /72

    $5,600,000

    • 5 Beds
    • 5.5 Baths
    • 5,152 Sq Ft

    2228 Azalea Place, Winter Park, FL 32789

    This elegant transitional French Provincial residence was the feature home in the Orlando Museum of Art's 2022 "mystery home tour" and is located on a large, elevated corner lot in a quiet and secluded area in the Via’s of Winter Park. This residence has been significantly enhanced inside and out by the current owner. The home features 5,200 square feet of living space and 800+ square feet of

    Quentin Green COMPASS FLORIDA LLC

    2228 Azalea Place, Winter Park, FL 32789
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