Karolina On Killarney Real Estate

Welcome to Karolina on Killarney, a premier subdivision nestled in the heart of Winter Park, Florida, within the vibrant Orange County. This charming community embodies the perfect blend of serene suburban living and urban convenience, making it an ideal choice for families, professionals, and retirees alike.

Karolina on Killarney is characterized by its picturesque tree-lined streets, beautifully landscaped gardens, and a variety of meticulously designed homes that cater to diverse lifestyles. Each residence is thoughtfully crafted with modern amenities, spacious layouts, and elegant finishes, ensuring comfort and style for every homeowner. The architecture reflects the classic Floridian charm, providing a warm and inviting atmosphere that welcomes you home.

Living in Karolina on Killarney means you’re just a stone's throw away from Winter Park’s renowned attractions. Enjoy leisurely strolls through the enchanting Park Avenue, where you’ll find an array of boutique shops, gourmet dining options, and vibrant art galleries. The area is also rich in cultural experiences, with the Charles Hosmer Morse Museum of American Art and the scenic Winter Park Chain of Lakes just minutes away.

For families, the subdivision is served by excellent schools and is in close proximity to parks and recreational facilities, making it a safe and nurturing environment for children to thrive. With easy access to major highways, commuting to downtown Orlando and other nearby areas is a breeze.

Discover the charm of Karolina on Killarney, where community spirit thrives and every day feels like a vacation. Come and experience the tranquil lifestyle that awaits you in this beautiful Winter Park enclave!

Newest Listings in Karolina On Killarney

$1,250,000

4 Beds ⋅ 4 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. Discover a rare opportunity to build a fully custom residence in the highly sought-after Killarney Shores neighborhood of Winter Park—one of the last areas where new construction at this level remains attainable below $1.3M. Exclusively curated by The Hope Group, this offering pairs premier design with a seamless build experience alongside Deep Roots Construction, MJS Designers, and Collins & Co. From concept to completion, every detail is thoughtfully orchestrated, allowing the future owner to tailor finishes, layout, and architectural style to match their vision. Ideally positioned just minutes from Park Avenue’s renowned dining, boutique shopping, and vibrant lifestyle, the property also offers convenient access to I-4, College Park, and Downtown Orlando—delivering both prestige and connectivity. The proposed residence spans approximately 2,500 square feet and is designed with intentional flow, abundant natural light, and refined modern finishes. The layout allows for elevated indoor-outdoor living, with the option to incorporate a private pool and outdoor entertaining space. Located within close proximity to major medical centers, including AdventHealth Winter Park (approximately 2.5 miles), AdventHealth Orlando (approximately 4 miles), and Orlando Health Orlando Regional Medical Center (approximately 5 miles), this location offers both lifestyle and practical convenience for medical professionals and those seeking proximity to top-tier healthcare. Opportunities like this are increasingly limited in Winter Park—secure your homesite and begin designing a one-of-a-kind residence in one of Central Florida’s most desirable zip codes.

1870 Staunton Avenue, Winter Park

$918,000

4 Beds ⋅ 3 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. This is your final opportunity to build a custom home in one of Winter Park’s most sought-after pockets. Set on a 6,748 sq ft lot, this brand-new 4-bedroom, 3.5-bath residence offers 2,662 sq ft of thoughtfully designed living space, blending clean modern architecture with the comfort and functionality today’s buyers expect. Crisp lines, open-concept living, and intentional design create a home that feels both elevated and livable. What makes this opportunity truly unique: this is the last remaining homesite within a curated collection of three custom builds—each thoughtfully designed with its own architectural identity, yet unified in creating a refined, cohesive streetscape. The other two homes are already underway, making this your only chance to secure a position in this limited offering. Located just 6 minutes from Park Avenue, you’re moments from Winter Park’s best—boutique shopping, award-winning dining, and everyday conveniences—while also being close to top-rated hospitals and major thoroughfares. Offered as a custom build, this home allows you to tailor finishes, selections, and details to match your vision. Pricing reflects the base build, with upgrade options available to create a fully personalized end product. With new construction opportunities in 32789 at this price point becoming increasingly scarce, offerings like this are few and far between—especially with the ability to fully customize your home from the ground up.

Lot #21 Karolina Ave, Winter Park

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