Kenilworth Estates 1st Add Homes for Sale

Kenilworth Estates 1st Add Homes for Sale

Welcome to Kenilworth Estates 1st Add, a charming and picturesque subdivision nestled in the heart of Winter Park, Florida. Known for its lush landscapes and serene ambiance, this community offers an idyllic setting for those seeking a blend of suburban tranquility and urban convenience. With its tree-lined streets and beautifully manicured lawns, Kenilworth Estates is not just a neighborhood; it's a lifestyle.

Homes for sale in Kenilworth Estates 1st Add showcase a variety of architectural styles, from classic Florida ranch homes to elegant contemporary designs. Each residence is thoughtfully crafted, featuring spacious layouts, modern amenities, and inviting outdoor spaces perfect for entertaining or enjoying a quiet evening under the stars. Whether you’re a first-time homebuyer or looking to upgrade, this subdivision offers something for everyone.

One of the standout features of Kenilworth Estates is its proximity to Winter Park’s vibrant downtown area, where you can explore a delightful mix of boutique shops, gourmet restaurants, and art galleries. Residents also enjoy easy access to scenic parks, top-rated schools, and the stunning Winter Park Chain of Lakes, making it an ideal location for families and outdoor enthusiasts alike.

With homes for sale in this sought-after community, now is the perfect time to discover the charm of Kenilworth Estates 1st Add. Experience the warmth and welcoming spirit of Winter Park living, where your dream home awaits. Don’t miss the opportunity to be part of this enchanting neighborhood—contact us today to learn more about available listings!

Newest Kenilworth Estates 1st Add Homes for Sale

$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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