Kenilworth Estates 1st Add Homes with Private Pool type

Welcome to Kenilworth Estates 1st Addition, a picturesque subdivision nestled in the heart of Winter Park, Florida. Known for its enchanting tree-lined streets and a vibrant community atmosphere, this neighborhood perfectly blends suburban charm with modern amenities. The allure of Kenilworth Estates lies not only in its scenic beauty but also in its prime location, offering residents easy access to the best that Winter Park has to offer.

In Kenilworth Estates, you’ll discover a variety of stunning homes, many of which feature private pools, creating an ideal oasis for relaxation and entertainment. Imagine summers spent lounging by your own shimmering pool, hosting barbecues with friends, or enjoying tranquil evenings under the stars. These homes are designed for both comfort and style, with spacious layouts that cater to families of all sizes.

The community is also conveniently situated near top-rated schools, boutique shopping, and exquisite dining options, ensuring that everything you need is just a stone's throw away. For those who appreciate the outdoors, the nearby parks and lakes offer ample opportunities for recreation, from leisurely strolls to invigorating hikes.

Kenilworth Estates 1st Addition is more than just a place to live; it’s a lifestyle choice. With private pools that enhance the enjoyment of your home and a community that fosters connection, this subdivision is the perfect place to create lasting memories. Come and experience the charm of Kenilworth Estates—your dream home awaits!

$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

Kenilworth Estates 1st Add Homes with Private Pool type

Newest Kenilworth Estates 1st Add Homes with Private Pool type