Winter Park Homes with Shuffleboard Court Amenities

Welcome to Winter Park, Florida, a picturesque city in Orange County renowned for its stunning landscapes, vibrant arts scene, and charming small-town feel. Nestled just north of Orlando, Winter Park boasts a rich history and a unique blend of cultural experiences, making it a coveted destination for homebuyers seeking a tranquil yet engaging lifestyle.

One of the standout features of Winter Park is its commitment to outdoor leisure and recreation. The city is adorned with beautiful parks, scenic lakes, and tree-lined streets, providing an idyllic backdrop for both relaxation and adventure. Among the many amenities available, homes with shuffleboard courts offer a delightful way to enjoy the Florida sunshine while engaging in friendly competition with neighbors and friends. Shuffleboard, a beloved pastime in this community, fosters social connections and promotes an active lifestyle, making it a perfect addition to your new home.

Whether you're strolling along Park Avenue, exploring the local boutiques, or savoring a meal at one of the many acclaimed restaurants, Winter Park is a place where you can create lasting memories. The city also hosts a variety of festivals and cultural events throughout the year, celebrating everything from art to music, ensuring there's always something exciting happening just around the corner.

With its charming ambiance, rich history, and welcoming community, Winter Park is not just a place to live; it's a place to thrive. Discover your dream home with shuffleboard court amenities and embrace the vibrant lifestyle that awaits you in this enchanting city.

Newest Winter Park Homes with Shuffleboard Court Amenities

$284,000

3 Beds ⋅ 2 Baths ⋅ Windward Square SubDv. ⋅ 32792 Zip Code

All play and no work! This beautifully maintained 3-bedroom, 2-bath townhouse offers the perfect combination of comfort, convenience, low HOA fees, and an unbeatable Winter Park location. Whether you're a first-time homebuyer, downsizing, or looking for a low-maintenance lifestyle, this home checks all the boxes. Step inside to discover a bright, open floor plan highlighted by vaulted ceilings and dramatic clerestory windows that flood the home with natural light. The thoughtfully designed split-bedroom floor plan provides added privacy, while the spacious primary suite features a walk-in closet and sliding glass doors leading to your own private, fenced backyard. The kitchen offers a comfortable eat-in dining area, abundant cabinet space, and an oversized pantry for exceptional storage. An enclosed laundry room adds everyday convenience, while recent updates provide peace of mind, including a brand-new roof (2026), newer A/C, updated plumbing, updated electrical panels, and fresh interior paint. Step outside to your covered patio with a convenient storage closet, overlooking a fully fenced backyard—the perfect place to relax, entertain, or enjoy your morning coffee. With low HOA fees, you'll also enjoy outstanding community amenities, including three swimming pools, tennis courts, a playground, a clubhouse, and a private south gate providing quick and convenient access in and out of the community. Ideally located just minutes from Downtown Winter Park, you'll love being close to Park Avenue, shopping, dining, entertainment, top-rated schools, and major highways, making commuting throughout Central Florida quick and convenient. If you've been searching for an affordable, move-in-ready home with major system updates, fantastic amenities, low HOA fees, and an exceptional Winter Park location, this is the one you've been waiting for. Schedule your private showing today!

2653 Cayman Way, Winter Park

$290,000

2 Beds ⋅ 1 Baths ⋅ Lake Killarney Condo SubDv. ⋅ 32789 Zip Code

Welcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. Furniture negotiable, offering added flexibility for buyers or investors. Discover this beautifully appointed 2-bedroom, 1-bath condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, dining, shopping, and the peaceful waters of Lake Killarney. Inside, you’ll find a bright, natural light–filled living space with an intimate, inviting feel. The efficient galley kitchen flows seamlessly into the living and dining area, making the home feel larger than its square footage. A rare bonus for condo living, the home includes a separate laundry room, offering added convenience and additional storage. Step outside to your private patio space, perfect for morning coffee, quiet evenings, or creating your own cozy outdoor retreat. There’s even room for a foosball table, making it a great spot to unwind, entertain, or simply grab a Coke and smile as you enjoy the Florida breeze. Residents enjoy an impressive list of community amenities, including a sparkling private pool, lush green spaces, and access to Lake Killarney’s private community dock, ideal for launching kayaks and paddleboards, fishing, or taking in serene lakefront views. Enjoy evening sunset strolls, weekend boating, or a relaxing afternoon by the pool. The community also offers convenient on-site laundry facilities, beautifully maintained grounds, and a welcoming neighborhood atmosphere. With strong rental appeal, an unbeatable location, and timeless Winter Park charm, 151 N Orlando Ave #115 is an ideal choice for first-time buyers, downsizers, or investors seeking long-term value in one of Central Florida’s most desirable lakefront communities. Schedule your private showing today and experience the lifestyle waiting for you at Lake Killarney.

151 N Orlando Avenue Unit #115, Winter Park

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