Karolina On Killarney Real Estate

Welcome to Karolina on Killarney, an enchanting subdivision nestled in the heart of Winter Park, Florida. This charming community offers a perfect blend of serene living and vibrant local culture, making it an ideal place for families, young professionals, and retirees alike.

Karolina on Killarney is characterized by its picturesque tree-lined streets and beautifully landscaped homes, creating an inviting atmosphere that welcomes you from the moment you arrive. The subdivision features a variety of architectural styles, ensuring that every resident finds their perfect sanctuary. Spacious lots provide ample room for outdoor activities, while cozy backyards offer a peaceful retreat for relaxation or entertaining guests.

Located just minutes from downtown Winter Park, residents of Karolina on Killarney enjoy easy access to a plethora of shopping, dining, and recreational options. Stroll through the charming boutiques along Park Avenue, indulge in delicious cuisine at local eateries, or explore the scenic beauty of nearby parks and lakes. The renowned Winter Park Chain of Lakes offers opportunities for boating, fishing, and picnicking, ensuring that outdoor enthusiasts will never run out of things to do.

Families will appreciate the highly-rated schools in the area, as well as the close-knit community feel that Karolina on Killarney fosters. With its prime location in Orange County, residents benefit from a low-key lifestyle while still being within reach of the excitement of Orlando’s attractions.

Discover the charm and convenience of Karolina on Killarney, where your dream home awaits!

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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