Tilden Place/Winter Garden Real Estate

Tilden Place/Winter Garden Real Estate

Welcome to Tilden Place, a hidden gem nestled in the heart of Winter Garden, Florida! This charming subdivision offers a perfect blend of modern living and serene surroundings, making it an ideal choice for families, retirees, and everyone in between.

Tilden Place is strategically located in Orange County, just minutes away from the vibrant downtown Winter Garden, where you can explore delightful boutiques, savor delicious dining options, and enjoy a variety of community events throughout the year. The area is renowned for its picturesque landscapes, including the stunning West Orange Trail, perfect for biking, walking, or simply enjoying a leisurely stroll.

The homes in Tilden Place are thoughtfully designed with contemporary finishes and spacious layouts, catering to a range of lifestyles. Each residence is set against a backdrop of lush greenery and well-manicured lawns, creating a warm and inviting atmosphere. Families will appreciate the proximity to top-rated schools, parks, and recreational facilities, ensuring that there is always something to do just around the corner.

In addition to its prime location and beautiful homes, Tilden Place boasts a strong sense of community. Neighbors come together for seasonal gatherings, fostering lasting friendships and a welcoming environment. Whether you’re seeking a peaceful retreat or an active lifestyle, Tilden Place in Winter Garden offers the best of both worlds.

Discover your dream home in Tilden Place, where comfort, convenience, and community come together in perfect harmony!

Newest Listings in Tilden Place/Winter Garden

14327 Wabasso Loop, Winter Garden

14327 Wabasso Loop, Winter Garden

5 Beds ⋅ 4 Baths ⋅ Tilden Place/Winter Garden SubDv. ⋅ 34787 Zip Code

Built by MI Homes in 2022, this Newcastle floor plan offers nearly 4,000 square feet with 5 bedrooms, 4 bathrooms, two primary suites, a dedicated office, and an oversized upstairs loft. The impressive two-story foyer opens to a spacious, open-concept layout. The gourmet kitchen features 42” shaker cabinets, quartz countertops, upgraded backsplash, stainless steel appliances, and a walk-in pantry. The downstairs primary suite offers a spacious walk-in closet and an oversized en-suite, while the upstairs primary suite includes dual vanities, an oversized shower, and a large walk-in closet. 3 additional upstairs bedrooms feature walk-in closets. Upgraded flooring throughout means **no carpet in the home**. Additional highlights include tall ceilings, upgraded finishes, ENERGY STAR® 3.1 construction, and a fully fenced, level backyard with room to add a private pool. Located in a small gated community with a playground and zoned for Keene’s Crossing Elementary and Windermere High School, with Foundation Academy nearby. Enjoy convenient access to Hamlin Town Center, shopping, dining, Cinepolis Luxury Cinemas, Publix, SR-429, Disney, and Orlando International Airport. Schedule your private tour today!

14327 Wabasso Loop, Winter Garden

14345 Wabasso Loop, Winter Garden

14345 Wabasso Loop, Winter Garden

5 Beds ⋅ 4 Baths ⋅ Tilden Place/Winter Garden SubDv. ⋅ 34787 Zip Code

Located within the gated community of Tilden Place, this thoughtfully designed home offers exceptional flexibility and everyday comfort in one of Winter Garden’s most convenient locations. The main level features a private primary suite along with three additional bedrooms, including an en suite option ideal for guests, multigenerational living, or a home office. Upstairs, a spacious loft, bedroom, and full bath create a separate retreat perfect for teens, visitors, or work-from-home needs. Light-filled living and dining areas flow into the kitchen, which is well-appointed with a gas range, double ovens, generous counter space, a walk-in pantry, and breakfast bar—designed to support both everyday living and effortless entertaining. Sliding doors open to a screened porch, extending the living space outdoors for relaxed mornings and evenings. Enjoy close proximity to A-rated schools, including Keene’s Crossing, Bridgewater Middle, Windermere High, and nearby Foundation Academy. Just minutes from downtown Winter Garden, the West Orange Trail, shopping, dining, and daily conveniences, with easy access to SR 429, Orlando International Airport, and the attractions Central Florida is known for.

14345 Wabasso Loop, Winter Garden

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Jerald Trott

Jerald Trott is an original Floridian, raised in Orlando, who brings a rare blend of polish, discretion and genuine warmth to every client relationship. Before real estate, Jerald spent years as a performer and stunt professional with Central Florida's world-famous theme parks, work that took him from Orlando to Japan and back, and taught him the art that defines his practice today: listening carefully and communicating with precision. Today Jerald represents buyers, sellers and investors across Central Florida's most coveted addresses, from the lakefront estates of Windermere and the private enclaves of Golden Oak to the historic charm of Winter Garden and the rolling hills of Clermont. He is also licensed in Washington D.C., Maryland and Virginia, giving relocating clients a trusted advisor on both ends of their move. With a certification in property management and a sharp eye for value, Jerald is known for helping clients see beyond the listing to long-term return. His philosophy is simple: Relationships > Transactions. Every introduction is the beginning of a lasting partnership, not a single sale. When he is not in the field, Jerald is traveling the world, playing amateur baseball, training in the gym, or catching the latest episode of Million Dollar Listing New York.

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