Historic charm meets elevated modern design at an improved price of $1,495,000. This fully renovated 1928 bungalow is ideally situated on a .23-acre corner lot directly across from Lake Cherokee, offering uninterrupted lake and park views. In 2020, the owners partnered with Ted Maines Interiors and Skolfield Homes for a comprehensive, design-forward renovation that preserves the home’s

Padgett McCormick KELLY PRICE & COMPANY LLC

THIS HOUSE CHECKS ALL OF THE BOXES!!!Situated on a quiet one-way street in Winter Park and recently renovated is this 4 bed, 3 full 2 half bath home built with style and elegance. From the 10’ ceilings to Brazilian cherry floors, a gourmet kitchen, screened pool and generous bonus room above the oversized garage with tons of storage, this home has it all. The impressive gourmet

Carol Wittman PALMANO GROUP RE BROKERAGE LLC

Set on a coveted tree-lined brick street in one of Orlando’s most storied neighborhoods, this 1935 estate blends classic architectural beauty with luxurious modern updates. With direct views of Lake Davis, the home is set on an oversized lot that lives like a private retreat in the heart of the city.Step inside to discover light-filled living spaces with exquisite finishes and rich architectural

Susan Chapin KELLER WILLIAMS WINTER PARK

An Exquisite “Hollywood Regency” style residence showcasing a meticulous architectural reconstruction by Master Custom Builder, Carlos Posada. Positioned on a 120’x140’ lot on a beautiful tree lined brick street just moments from Park Avenue, Rollins College and with an easy commute to downtown Orlando making this one of the most desired neighborhoods in Central Florida. The captivating

Glenda Massie BHHS FLORIDA REALTY

An elegant and well-kept home located in a quiet neighborhood next to Windsong. It combines a cozy interior design with functionality and light-filled open floor plans. Energy-saving features include double-panel windows with Low-E coating, foam-injected block walls, insulated interior walls and floors, tankless water heaters, tile roof, and a paver driveway. The first floor ceilings peak at 12

Marcio Tannus LA ROSA REALTY HORIZONS LLC

Stunning Lakeside Estate! A timeless Mediterranean gracefully set on the sparkling shores of Lake Highland in downtown Orlando. This stunning 4-bedroom, 4.5-bathroom residence with approximately 5,300 sq. ft. includes a private in-law suite with a secondary kitchen, a 2-car side-entry garage, and unmatched lakefront views—just steps from Lake Highland Prep and minutes from the vibrant downtown

Nicole Rader MAINFRAME REAL ESTATE

Stunning contemporary home in Winter Park is close to Park Avenue and all of the wonderful restaurants, shops and the historic farmer's market. This luxurious home exudes a crisp, pristine setting with modern living spaces and a well-designed, stylish living environment. Off the foyer entry is a home office or bonus room as well as a powder bath. The beautiful dining room is open to an elegant

Bryan DeCorso EXP REALTY LLC

This custom 2014 built Winter Park residence is stretched over a double lot with a backyard resort style retreat yet close to all that Winter Park offers. A home with function and flexibility with a separate guest house, office or studio based on your needs. This thoughtfully designed home is sophisticated with casual comfort and showcases four bedrooms, 3.5 baths and nearly 3,800 square feet,

Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

Welcome to 2614 Parkland Drive—an exquisite, fully renovated luxury residence nestled in the heart of Winter Park, Florida, one of the most coveted locations in all of Central Florida. Zoned for the highly desired Audubon Park K-8 and Winter Park High School, this home combines timeless design with unmatched functionality and elegance. Completely remodeled in 2022, every inch of this home

Ryan Gaston JW GASTON LLC

Experience the height of modern luxury in this newly constructed home, masterfully designed by esteemed architect Gary Hancock and ideally in the heart of Winter Park. Offering nearly 2,800 square feet of refined living space, this four-bedroom, four-bath residence seamlessly blends timeless design with high-end finishes, creating an elevated lifestyle. Enter to soaring 10-foot ceilings on both

Megan Byers PREMIER SOTHEBY'S INTL. REALTY

Step into refined living at 607 Ellen Drive, a brand-new two-story modern minimalist home by award-winning Lazarus Winter Park. With 2,812 square feet, this stunning residence offers four bedrooms, a dedicated office, and a luxurious first-floor primary suite. Light oak wide-plank floors and glass stair railings create a sleek, airy aesthetic. Expansive sliding glass doors fully open to a private

Doug Addeo COMMUNITY REALTY ASSOCIATES

Be one of the first to show this stunning 3,000 sqft mid-century modern pool home. This 4 bedroom (2 Primaries) 3 Bathroom is nestled on a quiet street near Lake Como. Set on a spacious corner lot, this home has been thoughtfully updated and is completely move-in ready. Enjoy living in one of Orlando’s most desirable areas, where you can walk to Lake Davis, Mills Market, Thornton Park, and the

Anthony Malioras BAIRD REALTY, LLC

Welcome to your next chapter in Winter Park Pines, tucked within the most sought-after school district in all of Orlando, Florida, just minutes from everything. This 4-bedroom, 2-bath, 1,891 sq ft home with an expansive 500 sq ft lanai, oversized pool, has only had two owners — and now it’s ready to welcome the third. Transformed over time, this is not a flip.From the moment you step

Ryan Everroad 407 PROPERTIES

In the heart of Kenilworth Shores, one of Winter Park’s desirable neighborhoods, this completely renovated one-story residence offers a blend of modern luxury and effortless livability. Meticulously reimagined in 2024, every detail of this home has been thoughtfully curated—from the clean-lined architectural finishes to the flowing, open-concept layout that seamlessly connects indoor and outdoor

Mick Night PREMIER SOTHEBY'S INTL. REALTY

Charming Winter Park Pool Home with Mother-In-Law Suite. Welcome to your own slice of paradise in the heart of Winter Park! This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of comfort, functionality, and Florida living. The main home features 3 spacious bedrooms and 2 full bathrooms, with a bright and open layout that’s ideal for both everyday living and

Monica Bouyouris URBAN NEST CLUB INC

LOCATION, LOCATION, LOCATION! Peace, quiet, and golf course living! This truly rare opportunity places you alongside the 13th tee and offers tranquil backyard views of the 16th fairway of Winter Park’s beautiful WP18 golf course—a picturesque links-style setting in Winter Park. Tree-lined street welcomes you to this serene setting with NO neighbors front, back or side yard!This single

Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

Luxurious Retreat in the Heart of Winter Park’s Premier Neighborhood – Minutes from Park Ave!Discover timeless elegance in this stunning 4-bedroom, 3.5-bathroom home offering 2,953 square feet of thoughtfully designed living space. Nestled on tree-lined streets in one of Winter Park’s most coveted areas, surrounded by multi-million-dollar estates and just moments from the Winter Park Chain of

Amy Turner KELLER WILLIAMS WINTER PARK

Positioned on a CORNER LOT at the edge of THORNTON PARK, this spacious 4 BEDROOM 3 BATHROOM home offers over 3,200 SQUARE FEET of opportunity in the heart of DOWNTOWN ORLANDO. Major updates have already been completed, including a NEW ROOF (2020), ELECTRICAL PANEL REPLACEMENT (2021), WHOLE HOUSE REPIPE (2022), TANKLESS WATER HEATER (2022), RETAINING GARDEN WALL (2023), customizable EXTERIOR LED

Whitney Kane THE AGENCY ORLANDO

This beautiful and remodeled home is turnkey and ready to move in, fully furnished.Investors -- You will love the cash flow upside with this property.Updated Roof, AC, Exterior Paint, Patio, Garage, Driveway, Fence, Sprinkler System, Lighting, Flooring, Kitchen, and much more.You will enjoy entertaining your guests with this large saltwater pool with cabana, as well as yard space for

Ryan Minadie COLDWELL BANKER RESIDENTIAL RE

In the heart of Winter Park’s coveted Vias neighborhood, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends architectural refinement w/ organic warmth. Designed and developed by Steve and Jodie Warrick Konold of Scout & Co., the 3,850 sf layout offers 4 bedrooms & 5.5 baths, wrapped in the intentional privacy of a luxury retreat. Beyond its terraced walkway and

Padgett McCormick KELLY PRICE & COMPANY LLC

Under Construction. Brand-new, meticulously crafted residence built by renowned builder LUIH Homes offering 3,138 square feet of thoughtfully designed living space. As you arrive, the home's stunning architectural facade and detached two-car garage make a striking first impression. Inside, every detail has been carefully curated to offer both sophistication and functionality. Soaring ceilings and

Christopher Christensen COMPASS FLORIDA LLC

Timeless elegance meets boutique craftsmanship at 541 W Canton Avenue—an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Located just steps from Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm and rich character with elevated modern living and a refined sense of calm.From its dormer windows

Bianca Rey KELLER WILLIAMS WINTER PARK

Under Construction. Stunning architectural masterpiece built by LUIH homes nestled in the heart of prestigious Winter Park. This brand-new construction embodies the perfect fusion of contemporary design, timeless elegance, and exceptional quality offering 4 bedrooms, 4 full bathrooms, 2 half bathrooms, and over 4,200 square feet of thoughtfully designed luxury living space. As you step through

Julie Christensen COMPASS FLORIDA LLC