Kenilworth Estates 1st Add Real Estate

Kenilworth Estates 1st Add Real Estate

Welcome to Kenilworth Estates 1st Add., a hidden gem nestled in the heart of Winter Park, Florida. This charming subdivision offers a perfect blend of suburban tranquility and vibrant community life, making it an ideal place for families, retirees, and young professionals alike.

Kenilworth Estates boasts an array of stunning single-family homes, each exuding unique character and charm. The tree-lined streets are adorned with lush landscaping, providing a picturesque backdrop for leisurely strolls and evening bike rides. Residents enjoy spacious lots that offer plenty of outdoor space for gardening, play, or simply soaking in the Florida sunshine.

One of the undeniable highlights of living in Kenilworth Estates is its prime location. Situated in Orange County, this subdivision is just minutes away from Winter Park's renowned Park Avenue, where you can explore boutique shops, delightful cafes, and gourmet restaurants. Culture enthusiasts will appreciate the nearby art galleries, museums, and the beautiful scenic lakes that Winter Park is famous for.

Families will also benefit from the highly-rated schools in the area, ensuring that children receive a top-notch education. Outdoor enthusiasts will find ample opportunities for recreation, with nearby parks and nature trails perfect for hiking, biking, and enjoying the natural beauty of Central Florida.

In Kenilworth Estates 1st Add., you’re not just purchasing a home; you’re investing in a lifestyle filled with community spirit, convenience, and charm. Come discover the warmth and appeal of this delightful neighborhood—your new home awaits!

Newest Listings in Kenilworth Estates 1st Add

2215 Woodcrest Drive, Winter Park
$675,000
4 Beds ⋅ 2 Baths ⋅ Kenilworth Estates 1st Add SubDv. ⋅ 32792 Zip Code
Nestled on a tranquil, tree-lined street in the vibrant heart of Winter Park, this reimagined 1960s mid-century modern pool residence beautifully harmonizes timeless architectural soul with stylized contemporary updates. Bathed in glorious natural sunlight, the open-concept interior unfolds beneath soaring vaulted ceilings, where durable wood-look flooring flows seamlessly across expansive living and dining spaces. At the center of it all lies a true chef’s haven—an exquisitely updated kitchen equipped with solid wood cabinetry, rich granite countertops, a sprawling prep island, sleek stainless steel appliances, and a bold over-range hood. Thoughtfully arranged along a private bedroom wing, the four spacious bedrooms blend exceptional comfort with versatile living spaces. The fourth bedroom is framed by views of the sun-drenched pool deck—an inspiring backdrop for a home office, creative sanctuary, or private gym. The primary retreat serves as a peaceful haven, complete with an elegant ensuite bath showcasing custom tile work and a glowing vanity mirror. Step through the doors into your own fully fenced tropical oasis, where quintessential Florida living takes center stage. Spend your afternoons lounging beside the sparkling swimming pool, entertaining guests from the custom Tiki bar, or relaxing with a cool drink under the shade of the gazebo surrounded by fresh, plush, mature landscaping and fresh sod. Modern convenience and major infrastructure upgrades ensure total peace of mind, featuring updated plumbing, electrical, and windows, along with a brand-new 2026 HVAC heat pump system (complete with a 10-year warranty) and a 2026 water heater. Complete with a two-car carport, dual storage rooms, indoor laundry, and a well-water irrigation system, every practical detail has been addressed. All of this is situated within top-tier school zones (Brookshire, Glenridge, and Winter Park High), just moments from the boutique shopping and dining on Park Avenue, Rollins College, Baldwin Park, Cady Way Trail, medical hubs, and the energy of downtown Orlando.

2215 Woodcrest Drive, Winter Park

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