Welcome home to the heart of Winter Park's coveted Tree Streets. This beautifully remodeled single-family home sits on an oversized lot just moments from Interlachen Country Club and Winter Park Racquet Club, and is zoned for Lakemont Elementary, Maitland Middle, and Winter Park High School. Inside, natural light pours through windows in every room, giving the home a bright, airy feel throughout.

Drew Henner PREMIER SOTHEBY'S INTL. REALTY

Stunning newer-construction luxury home in Winter Park offering 5 bedrooms, 4 baths, and 4,100 sq ft of modern living. Sleek architectural lines, abundant natural light, and seamless indoor–outdoor flow define this exceptional residence. The chef’s kitchen features premium stainless steel appliances, breakfast bar, custom cabinetry, and a large walk-in pantry. The spacious living area includes a

Tab Bish LLC REAL BROKER, LLC

Welcome to your dream home! This recently renovated gem in the highly coveted Forrest Hills area of Winter Park is now available for rent. Surrounded by enchanting brick streets and majestic trees, this charming residence has been thoughtfully upgraded by the new owner, offering a perfect blend of modern amenities and classic charm. As you step onto the inviting front covered porch, you'll be

Thomas Hewitt HEWITT RESIDENTIAL, LLC

This is a Private Suite Unit for Rent located in a Single Family dwelling with its own private exteior entrance. Fully furnished andincludes utilities and wifi. Ample parking & backyard oasis full of palm trees, outdoor seating, fishing doc and smallpark. Showings are by appointment only.

Wael Georgey PROPERTIES IN TOWN

This is a wonderful pool home located in the sought after neighborhood of Kenilworth Shores in Winter Park. It features 3 bedrooms & 2 baths with an open floor plan. Family room/dining room combo, a wonderful Florida room overlooking the backyard & pool area. Enjoy the weekends lounging around the black bottom pool and the lush landscape surrounding the backyard. ALL UTILITIES included! The

Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

Home Sweet Home in the Heart of Orlando!Welcome to 1118 Overdale St, a charming and sunny single-story home offering comfort, functionality, and everyday convenience in one of Orlando’s most desirable locations. This move-in ready rental features 3 bedrooms and 1 full bathroom and is offered fully furnished (furnishings negotiable), making for a smooth and stress-free transition. The home

Andres Ospina Rivera LPT REALTY, LLC

Spacious 3-bedroom, 2-bath rental apartment located in a desirable Orlando community. This well-maintained unit offers a functional floor plan with comfortable living areas. Enjoy excellent community amenities including resort-style pools, fully equipped fitness center, and playground. Conveniently located near major highways, shopping, dining, schools, and Orlando International Airport. Ideal

Jehimmy Ocampo LPT Realty, LLC

Owner/Builder/Agent - An Award-Winning Architectural Masterpiece built by Chris Salhab of Valdara Custom Homes. 5,164 Sq Ft | 5 Bedrooms | 6 Bathrooms | Welcome to 1221 Richmond Rd, an extraordinary custom residence located in the coveted Virginia Heights neighborhood of Winter Park—offering deeded lake access to the Winter Park Chain of Lakes. This architectural showpiece was honored as the 2024

Christopher Salhab LA ROSA REALTY HORIZONS LLC

Welcome to 1807 N Park Ave, a beautifully maintained 3-bedroom, 3-bathroom home offering 1,747 sq. ft. of bright, open living space in the heart of desirable Winter Park. This charming home features a spacious layout with a warm and inviting living area, a functional kitchen with plenty of storage, and comfortable bedrooms — each with its own bath, offering added privacy and convenience. Step

Jason Hamilton THE REALTY MEDICS

FULLY FURNISHED / ALL UTILITIES INCLUDED / 2 BEDROOM / 1 BATH POOL HOME IN DOWNTOWN ORLANDO!!!!! Perfect for a family or a group of friends or workers looking for a comfortable and private stay. The apartment has a private entrance, providing you with total rivacy during your stay. The kitchenette is equipped with the necessary utensils to prepare meals. Shared backyard and pool (not heated).

Andres Ospina Rivera LPT REALTY, LLC

FULLY FURNISHED/ALL UTILITIES INCLUDED/1 BEDROOM STUDIO/1 BATH POOL HOME IN DOWNTOWN ORLANDO!!!! This is a perfect retreat for solo travelers or couples, nurses or commuters looking for a comfortable and private stay. This charming haven awaits you to enjoy the Floridian lifestyle, it comes fully equipped with everything you may need for a comfortable long term stay. This studio is perfect if you

Andres Ospina Rivera LPT REALTY, LLC

FULLY FURNISHED / ALL UTILITIES INCLUDED / 4 BEDROOM / 2 BATHROOMS POOL HOUSE IN DOWNTOWN ORLANDO!! This charming paradise is waiting for you to enjoy the Floridian Lifestyle, it comes fully equipped with everything you could ever need for a comfortable long term stay. This house is perfect if you're just moving to Orlando and need something move in ready, or you're coming here for a short period

Andres Ospina Rivera LPT REALTY, LLC

FULLY FURNISHED! ALL UTILITIES INCLUDED! MONTH-TO-MONTH OK! This charming Studio apartment offers privacy and all you will need for a quick trip to Orlando. It has everything you would find in a regular lodging. Home is perfectly located 15 minutes from the airport, 20 minutes to Universal, 25 minutes from Disney, and 10 minutes to downtown, Amway center, and the stadium. It is also very close to

Andres Ospina Rivera LPT REALTY, LLC