Kenilworth Estates 1st Add Homes for Sale

Kenilworth Estates 1st Add Homes for Sale

Welcome to Kenilworth Estates 1st Addition, a hidden gem nestled in the heart of Winter Park, Florida. This charming subdivision is known for its serene atmosphere, tree-lined streets, and a strong sense of community, making it an ideal place for families, professionals, and retirees alike. With its prime location in Orange County, residents enjoy easy access to the vibrant cultural scene of Winter Park, including its renowned parks, boutique shops, and delightful dining options.

The homes for sale in Kenilworth Estates 1st Add. showcase a variety of architectural styles, from classic mid-century designs to more contemporary builds, catering to diverse tastes and preferences. Many properties feature spacious yards, perfect for outdoor gatherings or quiet evenings under the stars. With an emphasis on community and outdoor living, this subdivision is also conveniently located near scenic lakes and walking trails, offering ample opportunities for recreation and relaxation.

As you explore the available homes for sale, you’ll find that each residence embodies the warmth and charm that Kenilworth Estates is known for. Whether you’re seeking a cozy family home or a stylish retreat, the options here are sure to impress. The friendly neighbors and welcoming atmosphere make it easy to feel at home in this delightful community.

Don’t miss your chance to become a part of Kenilworth Estates 1st Addition. With its prime location, beautiful homes, and vibrant community spirit, it’s the perfect place to start your next chapter in Winter Park. Explore the listings today and discover your dream home in this enchanting subdivision!

Newest Kenilworth Estates 1st Add Homes for Sale

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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