29

Open Houses in 32789

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  • /50

    $1,700,000

    Open Sun 1PM - 3PM $300K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,065 Sq Ft

    723 Symonds Ave, Winter Park, FL 32789

    Built by Clarkson Concepts and ideally located in the heart of Winter Park just moments from Park Avenue, this sophisticated modern residence blends luxury design, smart-home innovation, and effortless indoor-outdoor living across three thoughtfully designed levels. From the moment you arrive, the striking foyer makes a memorable first impression with its bold geometric detailing, designer

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    723 Symonds Ave, Winter Park, FL 32789
  • /31

    $725,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,563 Sq Ft

    1850 Bryan Ave, Winter Park, FL 32789

    Tucked beneath mature oak trees, 1850 Bryan Avenue is a well-maintained home offering comfortable single-story living in Winter Park. Natural light and warm wood floors flow through the inviting living and dining spaces, while a flexible bonus room is well suited for a home office, den or creative space. The kitchen features wood cabinetry and ample counter space. The spacious primary suite

    Jennifer King CORCORAN PREMIER REALTY

    1850 Bryan Ave, Winter Park, FL 32789
  • /27

    $1,574,900

    New Construction Open Fri 2PM - 6PM
    • 5 Beds
    • 4.5 Baths
    • 3,252 Sq Ft

    1526 Miller Ave, Winter Park, FL 32789

    New Construction! New photos coming soon! First photo is a rendering of the new home and the following photos are interiors of a similar model by the builder. Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! 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

    Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

    1526 Miller Ave, Winter Park, FL 32789
  • /38

    $825,000

    Open Sun 11AM - 1PM $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,540 Sq Ft

    1431 Palm Ave, Winter Park, FL 32789

    Welcome to this beautifully maintained 1960s home nestled in one of Winter Park’s desirable neighborhoods, where classic charm meets thoughtful modern updates. Set along picturesque brick streets shaded by mature trees, this inviting home offers a warm, light-filled interior and a private backyard oasis. From the moment you enter, you’ll notice the abundance of natural light and the large windows

    Kelsey Payton ALL REAL ESTATE & INVESTMENTS

    1431 Palm Ave, Winter Park, FL 32789
  • /66

    $3,265,000

    Open Sat 11AM - 1PM
    • 5 Beds
    • 5.5 Baths
    • 4,949 Sq Ft

    1761 Legion Dr, Winter Park, FL 32789

    One of the most coveted neighborhoods in all of Winter Park, this exceptional custom-built residence offers a rare combination of timeless design, modern sophistication, and an unbeatable location. Completed in 2017 and first sold in 2018, this 5-bedroom, 5.5-bath home has been meticulously maintained by its original owner and enhanced with high-end designer finishes. Much of the interior was

    Harry Pool, III COLDWELL BANKER REALTY

    1761 Legion Dr, Winter Park, FL 32789
  • /39

    $1,450,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 3 Baths
    • 2,756 Sq Ft

    100 S Virginia Ave Unit 201, Winter Park, FL 32789

    Discover luxury and effortless living in this exquisite single-story, second-floor residence at the highly sought-after Douglas Grand in the heart of Winter Park. This spacious three-bedroom, three-bath condominium beautifully balances sophisticated entertaining with everyday comfort, offering an inviting open floor plan filled with natural light, elegant crown molding, and stunning French Oak

    Tiffany Grindstaff KELLY PRICE & COMPANY LLC

    100 S Virginia Ave Unit 201, Winter Park, FL 32789
  • /38

    $810,000

    Open Sat 11AM - 1PM $69K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,030 Sq Ft

    1265 Arlington Place, Winter Park, FL 32789

    Virtually Staged. Welcome to 1265 Arlington Place, a beautifully appointed townhome nestled in the heart of Winter Park's coveted College Quarter - just steps from Rollins College, Park Avenue, and all the dining, shopping, and culture that downtown Winter Park provides. The main level features an open living area flowing into a well-equipped kitchen with granite countertops and solid wood

    Erika Beerbower FANNIE HILLMAN & ASSOCIATES

    1265 Arlington Place, Winter Park, FL 32789
  • /15

    $164,500

    Open Sun 1PM - 4PM $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
  • /28

    $350,000

    Open Sat 12PM - 2PM $40K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 987 Sq Ft

    700 Melrose Ave Unit J24, Winter Park, FL 32789

    Fully updated ..Amazing modern Winter Park Lake Front location! This is a DELUXE corner unit fully remodeled and totally updated one bedroom unit has just been completed. All new paint, porcelain flooring, all new fixtures, bathroom, appliances, new wood cabinets, new stone counters. All NEW The desirable condo community of Winter Park Gardens is nestled between Mead Gardens, Azalea Tennis Center

    Scott Butts KIMBRIDGE REALTY, LLC

    700 Melrose Ave Unit J24, Winter Park, FL 32789
  • /37

    $535,000

    Open Sat 1PM - 3PM $25K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,937 Sq Ft

    1250 Formosa Ave, Winter Park, FL 32789

    Modern living meets unbeatable location in this stunning 3 bedroom, 3.5 bathroom home nestled in the highly sought-after Urban Green Community. Built in 2022, this move-in ready residence showcases sleek, contemporary finishes throughout all three levels. Step up to a welcoming covered and pavered front porch, fenced-in front yard, and into a thoughtfully designed layout. The first floor offers a

    Jeanine Louis-Alcime EXP REALTY LLC

    1250 Formosa Ave, Winter Park, FL 32789
  • /49

    $1,377,500

    Open Sat 1PM - 4PM $173K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,578 Sq Ft

    1421 Chapman Cir, Winter Park, FL 32789

    Welcome to 1421 Chapman Circle, an elegant Spanish-Mediterranean home nestled within the highly coveted Windsong community in the heart of Winter Park. From the moment you arrive, the classic barrel tile roof and timeless architectural character set the tone for what awaits inside — a home with enduring style, gracious proportions, and tremendous potential to be personalized for its next

    Kelly Price KELLY PRICE & COMPANY LLC

    1421 Chapman Cir, Winter Park, FL 32789
  • /46

    $1,095,000

    Open Sun 2PM - 4PM
    • 4 Beds
    • 3 Baths
    • 2,803 Sq Ft

    443 Broadview Ave, Winter Park, FL 32789

    A truly special property in Winter Park’s 32789 zip code, this renovated 1925 Craftsman is filled with character and charm. Set on an oversized 0.36-acre lot just one home from Lake Killarney, the property is 2803sf, with a 3/2 main residence (approximately 2200sf) plus a detached 1/1 guest cottage (approximately 600sf). Beautiful curb appeal and a glass-enclosed front porch with beadboard

    Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    443 Broadview Ave, Winter Park, FL 32789
  • /48

    $1,095,000

    Open Sat 10AM - 2PM
    • 4 Beds
    • 3.5 Baths
    • 2,135 Sq Ft

    1517 Harmon Ave, Winter Park, FL 32789

    Some houses impress you. This one welcomes you. A fully remodeled Victorian in Winter Park, reimagined from top to bottom and minutes from Park Avenue shopping and dining.The kitchen is the heart of it all, wrapped in Calacatta Viola quartz with a full height backsplash, cabinet lighting that glows after dark, and all new Bosch appliances. The open first floor flows naturally from kitchen

    Steven Koleno BEYCOME OF FLORIDA LLC

    1517 Harmon Ave, Winter Park, FL 32789
  • /39

    $1,525,000

    Open Sat 12PM - 2PM $170K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,640 Sq Ft

    446 Melrose Ave, Winter Park, FL 32789

    A distinctive offering where design, location and performative upgrades come together seamlessly. One of the original modern homes in Winter Park, this iconic residence has been thoughtfully reimagined through a designer-led renovation that emphasizes clean lines, natural light, easy maintenance and high durability. The result is a bright, refined space that balances architectural character with

    Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

    446 Melrose Ave, Winter Park, FL 32789
  • /58

    $1,295,000

    Open Sun 1PM - 3PM $55K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,191 Sq Ft

    720 Pansy Ave, Winter Park, FL 32789

    Welcome to 720 Pansy Ave, a distinctive three-story Winter Park home thoughtfully designed for both everyday living and flexible use. Fully remodeled in 2017, the residence offers a clean, contemporary interior with LVP and tile flooring, recessed lighting, crisp finishes, and an open flow through the main living spaces. The first floor includes a spacious living room, dining area, and a separate

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    720 Pansy Ave, Winter Park, FL 32789
  • /39

    $975,000

    Open Sat 11AM - 1PM $75K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,763 Sq Ft

    311 E Morse Blvd Unit 4-5, Winter Park, FL 32789

    Experience effortless Winter Park living in Whispering Waters, a premier 55+ lakefront community beautifully situated along the shores of Lake Osceola & just a short stroll from Park Avenue. Priced below appraised value, this rare third-floor mid-century modern condo offers exceptional value and a truly turnkey lifestyle. Filled with natural light, the thoughtfully designed floor plan features

    Kim Garcia KELLER WILLIAMS ADVANTAGE REALTY

    311 E Morse Blvd Unit 4-5, Winter Park, FL 32789
  • /44

    $2,050,000

    New Construction Open Sun 3PM - 5PM $200K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 2,889 Sq Ft

    240 N Phelps Ave, Winter Park, FL 32789

    A striking expression of modern luxury, this brand-new residence offers nearly 3,000 square feet of thoughtfully designed living space in one of Winter Park's most desirable locations. From the moment you step inside, a dramatic two-story foyer and soaring ceilings set the tone for a home that seamlessly blends sophisticated design with everyday comfort.The open-concept living areas are

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    240 N Phelps Ave, Winter Park, FL 32789
  • /40

    $490,900

    Open Sat 12PM - 4PM $24K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,786 Sq Ft

    525 Ololu Dr, Winter Park, FL 32789

    Back on market. Previous contract was canceled due to buyer circumstances. Seller is motivated and ready to move forward.Fully renovated and carefully reimagined, this 3 bedroom, 3 bath residence in the heart of Winter Park offers a compelling combination of quality, functionality, and long term value. Designed with intention and attention to detail, the property presents a refreshed, modern

    Gisela Rojas CAISSA REALTY INVESTMENT INC

    525 Ololu Dr, Winter Park, FL 32789
  • /36

    $1,595,000

    Open Sat 12PM - 2PM $95K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,048 Sq Ft

    1570 Palmer Ave, Winter Park, FL 32789

    Located in the heart of Winter Park, this beautifully appointed 3,048 sq. ft. residence with saltwater pool and spa offers an ideal blend of comfort, style, and functionality. Freshly painted throughout and move-in ready, the home features an open and inviting floor plan filled with natural light and high-end finishes.The gourmet kitchen is equipped with granite countertops, stainless

    David Auerbach PARK TOWN REAL ESTATE LLC

    1570 Palmer Ave, Winter Park, FL 32789
  • /96

    $2,095,000

    Open Sat 2PM - 4PM
    • 4 Beds
    • 4 Baths
    • 3,776 Sq Ft

    555 E Lake Sue Ave, Winter Park, FL 32789

    Welcome to the Timberlane Shores area, one of Winter Park's most desirable and established neighborhoods. This beautifully updated home sits on over a third of an acre with deeded access to Lake Virginia. Impeccably maintained, the 4-bedroom, 4-bath home offers 3,776 square feet of heated living space, including an office and sunroom.Inside, a welcoming foyer opens to a traditional floor plan

    Claudia Davidson KELLER WILLIAMS WINTER PARK

    555 E Lake Sue Ave, Winter Park, FL 32789
  • /64

    $1,598,000

    New Construction Open Sun 2PM - 4PM
    • 4 Beds
    • 4 Baths
    • 2,916 Sq Ft

    2430 Chantilly Ave, Winter Park, FL 32789

    Architecture, design, and function come together with remarkable intention in this custom Winter Park residence designed by renowned architect Gary Hancock. From the impressive curb appeal and graceful archways to the carefully selected finishes throughout, every part of this home was designed with purpose. The result is a residence that feels sophisticated and distinctive while remaining

    Kelly Price KELLY PRICE & COMPANY LLC

    2430 Chantilly Ave, Winter Park, FL 32789
  • /39

    $3,075,000

    New Construction Open Sat 1PM - 3PM $420K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 3,863 Sq Ft

    1821 Englewood Rd, Winter Park, FL 32789

    This stunning new contemporary residence, a five-bedroom, five-and-a-half bath home by the renowned Rex-Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury living. Perfectly situated on a premium, quiet, charming brick street, the home blends clean architectural lines with timeless finishes and thoughtful design details. An elegant foyer immediately

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    1821 Englewood Rd, Winter Park, FL 32789
  • /57

    $1,525,000

    Open Sun 2PM - 4PM $170K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,723 Sq Ft

    341 E Reading Way, Winter Park, FL 32789

    Virtually Staged. A rare opportunity to live on a quiet one-way street overlooking a park in the heart of Winter Park. Built in 2007 and meticulously maintained, this exceptional 4-bedroom, 4-bath pool home with a dedicated office offers timeless design, thoughtful updates, and an unbeatable location.A welcoming covered front porch provides the perfect spot to enjoy your morning coffee.

    Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

    341 E Reading Way, Winter Park, FL 32789
  • /56

    $4,595,000

    New Construction Open Sat 12PM - 2PM $155K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 5,211 Sq Ft

    1525 Granville Dr, Winter Park, FL 32789

    There are luxury homes, and then there are homes that redefine luxury altogether. Crafted by renowned luxury builder Vimaro Homes, this extraordinary residence is the product of meticulous vision, extraordinary craftsmanship, and an unwavering commitment to quality. Every space has been curated to create one of the most refined and meticulously executed homes to ever come to market in Winter

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    1525 Granville Dr, Winter Park, FL 32789
  • /31

    $1,599,000

    Open Fri 2:30PM - 4:30PM
    • 4 Beds
    • 3.5 Baths
    • 2,942 Sq Ft

    533 Country Club Dr, Winter Park, FL 32789

    Welcome to 533 Country Club Drive, a beautifully designed custom residence where timeless coastal style meets effortless Florida living. Located in the Lake Killarney Shores community, this 4-bedroom, 3.5-bath pool home offers 2,942 square feet of thoughtfully designed living space, along with exclusive access to the neighborhood’s private boat ramp and dock on Lake Killarney just across the

    Jill Healey KELLER WILLIAMS WINTER PARK

    533 Country Club Dr, Winter Park, FL 32789
  • /35

    $899,000

    Open Sun 2PM - 4PM
    • 3 Beds
    • 2.5 Baths
    • 2,022 Sq Ft

    1621 Chestnut Ave, Winter Park, FL 32789

    Welcome to 1621 Chestnut Avenue, ideally situated in the heart of Winter Park's coveted "Tree Streets" neighborhood. Offered at $899,000, this single-story block home sits on a generous 50x150' lot and offers 2,022 square feet of living space with 3 bedrooms and 2.5 baths. Whether you envision a thoughtful remodel or a ground-up new build, this property presents outstanding potential in one of

    Kelly Price KELLY PRICE & COMPANY LLC

    1621 Chestnut Ave, Winter Park, FL 32789
  • /49

    $1,900,000

    New Construction Open Sat 1PM - 3PM
    • 4 Beds
    • 3.5 Baths
    • 2,950 Sq Ft

    1702 Arbor Park Dr, Winter Park, FL 32789

    Set along a charming, tree-lined street in Winter Park, this stunning new construction home brings together modern farmhouse character, thoughtfully designed interiors, and an exceptional outdoor living experience. Inside, a dedicated home office just off the entry provides a private and convenient workspace. Beyond, the main living area serves as the heart of the home, where a custom

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1702 Arbor Park Dr, Winter Park, FL 32789
  • /59

    $1,999,990

    New Construction Open Sat 1PM - 3PM $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,330 Sq Ft

    525 S Lakemont Ave, Winter Park, FL 32792

    Thoughtfully designed with an uncompromising commitment to quality, craftsmanship, and detail, this exceptional new construction residence is an expression of luxury living. Defined by its striking architecture and refined contemporary design, the home makes an unforgettable first impression with a dramatic two-story foyer featuring soaring ceilings, a statement staircase with custom millwork,

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    525 S Lakemont Ave, Winter Park, FL 32792
  • /35

    $998,400

    Open Sun 2PM - 4PM $97K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,349 Sq Ft

    505 Westminster St, Orlando, FL 32803

    BUYER FINANCING FELL THROUGH! Here's your chance... Stunning Renovation in the Heart of Orwin Manor | $998,400 | 3 BD | 3 BA | 2,349 SFA rare find in one of Winter Park's most sought-after neighborhoods, this beautifully reimagined 1947 estate blends the character of a classic home with the quality of brand-new construction. Renovated by the celebrated Maroon Fine Homes, every inch of its

    Kelly Price KELLY PRICE & COMPANY LLC

    505 Westminster St, Orlando, FL 32803
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