15

Winter Park, FL Open Houses

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  • /42

    $875,000 Open Tue 4PM - 7PM

    • 4 Beds
    • 3.5 Baths
    • 2,589 Sq Ft

    1090 Wildmeadow Run, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. This luxurious Modern Style home delivers the pinnacle lifestyle, in every aspect of MAINTENANCE FREE LIVING. You will enjoy premium views of nature with a RESORT CLUBHOUSE featuring an abundance of amenities including a resort pool, fitness center & playground, all JUST 250 FEET AWAY....This home has been IMPECCABLY MAINTAINED, and includes the

    Agent Photo

    Rod Chevalier

    BHHS FLORIDA REALTY

    (321) 339-2639

    1090 Wildmeadow Run, Winter Park, FL 32792
  • /77

    $2,900,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 7 Baths
    • 5,416 Sq Ft

    1401 Green Cove Rd, Winter Park, FL 32789

    This award-winning Tuscan Mediterranean residence seamlessly blends timeless architecture with a light-filled, open interior, situated on a spacious corner lot just moments from Park Avenue. From the moment you step into the grand foyer—with its graceful circular staircase, custom tile work, and rich wood floors—it's clear that every detail of this home was crafted with care.The heart of

    Terry Yonker BUCKEYE REALTY LLC

    1401 Green Cove Rd, Winter Park, FL 32789
  • /35

    $784,000 Open Sat 11AM - 2PM

    • 5 Beds
    • 4 Baths
    • 2,866 Sq Ft

    5618 Winterbrook Way, Winter Park, FL 32792

    This stunning 5-bed, 4-bath home in the exclusive gated WINTERBROOK community is move in ready and ready for you to enjoy. Built in 2020 by Pulte Homes, this like new energy-efficient home offers luxury wood-look tile, wood beams, a 2 car garage with epoxy floors and a beautifully landscaped backyard. The gourmet kitchen features quartzite countertops, a gas cooktop, upgraded sink, and large

    Elizabeth Binder REDFIN CORPORATION

    5618 Winterbrook Way, Winter Park, FL 32792
  • /50

    $1,349,500 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,714 Sq Ft

    1371 Lyndale Blvd, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. As you enter this renovated 4-bedroom, 2.5-bathroom home within the city limits of Winter Park, you're immediately welcomed by a bright, open living and dining area anchored by a stunning wet bar, complete with sink, cabinetry, ice maker, and floating shelves. All completed with light modern porcelain tile flooring. To your right, the kitchen

    Tiffany Pantozzi ALIGN REAL ESTATE LLC

    1371 Lyndale Blvd, Winter Park, FL 32789
  • /31

    $468,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,899 Sq Ft

    541 London Rd, Winter Park, FL 32792

    Mid-Century Modern vibes in this spacious 3 bedroom, 2 bathroom home with an innovative courtyard design that offers scenic views of the expansive lot from almost every room. The house is nestled under a canopy of mature trees on one of the largest lots in Winter Park Pines. Kitchen and baths are original but recent updates include: ROOF 2019, HVAC 2017, REPLUMBED 2009, GARAGE DOOR REPLACED,

    Christopher Bauman REVEL REALTY LLC

    541 London Rd, Winter Park, FL 32792
  • /32

    $540,000 Open Sun 11AM - 3PM

    • 4 Beds
    • 2 Baths
    • 2,030 Sq Ft

    1713 W Cheryl Dr, Winter Park, FL 32792

    Welcome to Winter Park luxury living in the sought-after Carolyn Estates, offering convenience, upscale updates, and a top-tier location. This fully renovated 4-bedroom, 2-bath pool home on a private corner lot, offering over 2,000sq ft of stunning finished space is in move in ready condition. This home combines smart upgrades, designer finishes, and relaxation-focused amenities like a

    Andi Gamble LPT REALTY, LLC

    1713 W Cheryl Dr, Winter Park, FL 32792
  • /54

    $479,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789

    SUPERB LOCATION! Don’t miss out on this beautifully updated 2 bedroom 2.5 bath 2-story condo in Killarney Bay. Upon entering, you immediately notice the charm and character of this impeccably maintained condo. Recent updates include a fully renovated screened porch including floor, screen enclosure and roof, new sliding doors and windows, new refrigerator, new dishwasher, newly painted interior

    Lisa Gould KELLER WILLIAMS WINTER PARK

    130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789
  • /36

    $750,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,256 Sq Ft

    2478 Whitehall Cir, Winter Park, FL 32792

    Expect to be impressed with this updated 3BR home in one of Winter Park’s well-established neighborhoods. It starts with great curb appeal – meticulously manicuredfront lawn, decorative paver stones surrounding the entryway and a 3-car garage! Stepinside to space originally designed as formal living and dining rooms – versatile toarrange as you see fit. Walk back to the “WOW

    Erica Magtira LPT REALTY, LLC

    2478 Whitehall Cir, Winter Park, FL 32792
  • /27

    $339,500 Open Sat 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,408 Sq Ft

    3103 Ash Park Loop, Winter Park, FL 32792

    Welcome to Hyde Park, off Howell Branch Road in Seminole County. First time offered. Wonderful two-bedroom, two-bath split plan, with two-car garage and fireplace. The roof has been replaced as well as the air-conditioning unit. Over 1,400 heated square feet, with fabulous large porch (no rear neighbors). This is ready to decorate to your liking! Bring a paintbrush and replace flooring. Tons of

    Pam Hagood Ryan PREMIER SOTHEBY'S INTL. REALTY

    3103 Ash Park Loop, Winter Park, FL 32792
  • /29

    $369,000 Open House 8/09

    • 2 Beds
    • 1 Bath
    • 1,028 Sq Ft

    1516 Pinewood Dr, Winter Park, FL 32789

    PINEWOOD SUB N/9 LOT 12 BLK AWell-maintained, modest 2-1 home in College Park with carport, deck, and porch. Home materials include laminate and tile flooring, granite kitchen countertops, energy efficient windows, vinyl siding, and metal roof. All appliances included (washer, dryer, refrigerator, dishwasher, oven/stove with range hood, microwave). Also includes backyard garden, working

    Matt Buttner LIST NOW REALTY, LLC

    1516 Pinewood Dr, Winter Park, FL 32789
  • /51

    $840,000 Open Sat 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,143 Sq Ft

    100 S Interlachen Ave Unit 204, Winter Park, FL 32789

    Welcome to The Cloisters—a prestigious lakefront community nestled in the heart of Winter Park, perfectly positioned between the timeless charm of Park Avenue and the serene beauty of Lake Osceola. This fully furnished second-floor residence has been meticulously redesigned and renovated to maximize both space and style, offering the comfort of a thoughtfully designed home, enhanced by luxurious,

    Lois Rawson COLDWELL BANKER RESIDENTIAL RE

    100 S Interlachen Ave Unit 204, Winter Park, FL 32789
  • /70

    $472,000 Open Sat 10AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,623 Sq Ft

    2648 Amsden Rd, Winter Park, FL 32792

    Beautiful Pool Home in Desirable Winter Park EstatesWelcome to this charming and thoughtfully updated pool home in the highly sought-after Winter Park Estates subdivision—zoned for top-rated schools, including Winter Park High School. This mid-century gem blends modern comfort with timeless style, located in one of Central Florida’s most beloved neighborhoods.Property

    Mary Dees CHOICEPOINTE REALTY, INC.

    2648 Amsden Rd, Winter Park, FL 32792
  • /70

    $2,849,000 Open Sat 11AM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 4,200 Sq Ft

    2652 Lake Howell Ln, Winter Park, FL 32792

    This approximately 4200 square foot home is situated on a 1.68-acre gorgeous lakefront lot in the desirable Winter Park area. The property features a completely updated main house with five bedrooms and three and a half bathrooms, flex room to be used as an office,game or exercise room, total of five-car garage and additional storage in the basement. The three-car air-conditioned garage

    Brigitte Elzarki COLDWELL BANKER REALTY

    2652 Lake Howell Ln, Winter Park, FL 32792
  • /74

    $3,895,000 Open Sun 11AM - 1PM

    • 5 Beds
    • 7 Baths
    • 4,055 Sq Ft

    1820 Glencoe Rd, Winter Park, FL 32789

    Welcome to your dream home—a masterfully designed, Dutch West Indies-inspired custom residence that blends timeless elegance with modern luxury. Built by FG Schaub Custom Homes, this home features five bedrooms, five full bathrooms, two half bathrooms, and a dedicated home office, all thoughtfully designed for comfort and sophistication within 4,055sqft. of living space.Stepping into the

    Laura Earl CORCORAN PREMIER REALTY

    1820 Glencoe Rd, Winter Park, FL 32789
  • /87

    $545,000 Open Sat 1PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,170 Sq Ft

    5255 Seminole Ave, Winter Park, FL 32792

    Price Improvement!!Great opportunity!This stunning 4-bedroom, 3-bath home is currently under construction in one of the most desirable locations—Winter Park! NO HOA! this property features fully permitted updates including Electrical (2024), Plumbing (2024), Water Heater (2024), Roof (2024), and HVAC (2024).Designed with abundant windows for natural light and tile flooring throughout,

    Nohora Gomez COLDWELL BANKER RESIDENTIAL RE

    5255 Seminole Ave, Winter Park, FL 32792

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$450,000
Median Single Family Sale Price
$810,000
Median Townhouse Sale Price
$775,000
Median 2 Bedroom Sale Price
$170,000
Median 1 Bedroom Sale Price
$149,000
Average Price Per Sq Ft
$339
Number of Homes for Sale
29
Last 12 months Home Sales
174
Months of Supply
2.00
Median List Price
$630,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
1%
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