Holiday Harbor Homes for Sale

Welcome to Holiday Harbor, a hidden gem nestled in the heart of Jacksonville, Florida! This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal locale for families, retirees, and anyone seeking the quintessential Florida lifestyle.

Holiday Harbor boasts a picturesque setting with lush greenery and serene waterways, providing residents with a peaceful retreat from the hustle and bustle of city life. The community is known for its friendly atmosphere, where neighbors become friends and gatherings are a regular delight. With easy access to the scenic St. Johns River, residents can enjoy a variety of outdoor activities such as boating, fishing, and kayaking right in their backyard.

The homes for sale in Holiday Harbor are as diverse as the community itself, featuring a range of architectural styles and sizes to suit every taste and budget. Whether you’re looking for a cozy bungalow or a spacious family home, you’ll find options that combine modern amenities with classic charm. Many properties come equipped with beautiful outdoor spaces, perfect for entertaining or simply enjoying the warm Florida sunshine.

In addition to its stunning homes, Holiday Harbor is conveniently located near top-rated schools, shopping centers, and recreational facilities, ensuring that all your daily needs are just a stone's throw away. With its welcoming community spirit and prime location, Holiday Harbor is not just a place to live; it’s a place to thrive. Explore the homes for sale today and discover the enchanting lifestyle that awaits you in this wonderful Jacksonville subdivision!

Newest Holiday Harbor Homes for Sale

$1,175,000

3 Beds ⋅ 2 Baths ⋅ 2151467 MLS

Waterfront renovated pool home offering the ultimate Florida lifestyle. Nestled just off San Pablo Boulevard, this stunning property features direct Intracoastal access navigable to the ocean, peaceful preserve views, a private dock, and a 10,000-pound boat lift- making it easy to boat to waterfront dining, downtown events, and even Jaguars games. Designed for year-round enjoyment, the resort-style backyard is fully fenced and beautifully enhanced by professional landscaping and irrigation. Enjoy endless days by the newly converted saltwater pool featuring a new pump, then gather with family and friends at the covered outdoor entertaining area complete with a wet bar and outdoor grill. The spacious Florida room further extends the living space and offers endless possibilities for relaxation and entertaining. A circular driveway welcomes you home, while just inside, the grand living room immediately impresses with soaring ceilings, exposed beam details, expansive windows that fill the home with natural light, a wood-burning fireplace, and a show-stopping iron spindle staircase leading to an open loft- perfect as a home office, game room, or additional living space. Designed for both comfort and versatility, this open, light-filled home offers three bedrooms and two bathrooms, including two main-level primary suites ideal for multigenerational living or hosting guests. New wide-plank white oak flooring extends throughout the main living areas and primary bedroom, while elegant crown moulding and fresh interior paint add a refined finishing touch. The kitchen is beautifully appointed with granite countertops, a stone backsplash, double ovens, a cozy breakfast nook, a new LG dishwasher, and abundant space for everyday living and entertaining. The primary suite serves as a private sanctuary, featuring direct access to the pool and a fully renovated, spa-inspired bathroom complete with a soaking tub, dual walk-in shower, double vanity, and a custom closet system. For added peace of mind, the home also features a new roof installed in 2024, newer heat pump from 2023 and a/c unit 2018, making this exceptional waterfront property as practical as it is beautiful. Ideally located just minutes from Jacksonville's beautiful beaches, premier shopping, and popular dining destinations, this exceptional property also offers convenient access to J. Turner Butler Boulevard, making it easy to enjoy everything Northeast Florida has to offer. Combining the tranquility of waterfront living with the convenience of an unbeatable location, this is more than a home--it's a lifestyle.

14073 Pine Island Drive, Jacksonville

Courtesy of COMPASS FLORIDA LLC

Listing courtesy of COMPASS FLORIDA LLC.

Listing courtesy of EDWARD LANE from COMPASS FLORIDA LLC.

$1,600,000

4 Beds ⋅ 3 Baths ⋅ 2148936 MLS

Rare opportunity to own a beautifully remodeled waterfront estate just off San Pablo Road. Set on a spacious 1/3 acre lot, this exceptional property offers approximately 2,661 square feet of updated living space with direct boating access from a private dock. Fully renovated, the home features an open-concept layout, luxury vinyl plank flooring, and a stunning kitchen with quartz countertops and ample workspace. Major updates include a new roof, HVAC system, and water heater. Large windows fill the home with natural light and showcase scenic water views. Outside, enjoy a 20,000-gallon saltwater pool overlooking the canal, where manatees and fish are frequent visitors. Boaters will appreciate the 25' x 46' dock, 13,000-pound boat lift, and 8' x 20' floating Ipe wood dock.

2310 Shipwreck Circle W, Jacksonville

Courtesy of BETTER HOMES & GARDENS REAL ESTATE LIFESTYLES REALTY

Listing courtesy of BETTER HOMES & GARDENS REAL ESTATE LIFESTYLES REALTY.

Listing courtesy of BONNIE SCHUETZ from BETTER HOMES & GARDENS REAL ESTATE LIFESTYLES REALTY.

$450,000

3 Beds ⋅ 2 Baths ⋅ 2140796 MLS

Welcome home to this immaculately maintained all-brick pool home, perfectly located just minutes from the Beaches and Mayo Clinic. Thoughtfully updated throughout, this beautiful home features brand-new windows, plantation shutters, tile flooring, updated lighting and ceiling fans, and smooth knockdown ceilings. Entertaining will be easy in this spacious kitchen, featuring 42'' cabinets, granite countertops, a tumbled marble backsplash, new stainless steel appliances, and even a built-in wine cooler. The inviting family room with a classic brick fireplace flows seamlessly into a generous dining area. Enjoy year-round relaxation in the heated and cooled Florida room (not included in the 1,557 sq ft), or unwind on the covered and screened front porch with freshly painted floors. Step outside to your fully fenced backyard oasis, complete with a sparkling pool, expansive brick paver patio, cozy fire pit, and a storage shed. A separate irrigation well adds convenience and efficiency With an extended driveway that could easily fit 8-10 cars in addition to the 2-car garage, there's plenty of room for guests. Conveniently located -just minutes to the Beaches, shopping, dining, and top healthcare, this home truly offers comfort, charm, and an easy Florida lifestyle.

14419 Seafarer Drive, Jacksonville

Courtesy of UNITED REAL ESTATE GALLERY

Listing courtesy of UNITED REAL ESTATE GALLERY.

Listing courtesy of Gabi Fussell from UNITED REAL ESTATE GALLERY.

$950,000

3 Beds ⋅ 3 Baths ⋅ A4691644 MLS

Wonderfully charming street along HIDDEN HARBOR MARINA high and dry this lovely turn key home has 3 beds and 2.5 baths, a heated pool and large fenced yard.. NO HOA Country restrictions only Sarasota County restrictions. Home has many updates including a light and bright kitchen, window treatments, a king bed en-suite bath with French doors to a covered patio with plenty of lounging furniture and TV set up. This home comes turnkey furnished and has IMPACT RESISTANT, ENERGY EFFICIENT WINDOWS AND SLIDERS and a newer metal roof. You will love this HIDDEN HARBOR neighborhood with plenty of charm. Minutes to Siesta Key shopping and dining. A new shopping area to be completed by 2026 includes a new WHOLE FOODS and TRADER JOES as well as shopping and dining.

7860 Holiday Drive, South Sarasota

Listing courtesy of ROSEBAY INTERNATIONAL REALTY, INC. 941-366-7673

$1,950,000

4 Beds ⋅ 3 Baths ⋅ 2102048 MLS

Waterfront Paradise Awaits! Discover Luxury Living in this stunning 2 year young home featuring everything you've been dreaming of. With breathtaking views, open concept design, and high-end finishes throughout, this home is the ultimate Florida lifestyle package. Experience the perfect blend of indoor-outdoor living in this beautifully designed waterfront retreat. Featuring 4 spacious bedrooms, a versatile flex-room, 3 full bathrooms and Gourmet Kitchen this home is perfect for both relaxation and entertaining. Step outside to your Resort style outdoor living with your covered lanai complete with custom summer kitchen and huge granite bar ideal for hosting family and friends. Take a dip in the sparkling private pool or lounge in the relaxation areas, all while enjoying peaceful water views. With your very own private dock, enjoy direct access to the water perfect for boating, fishing or simply soaking in the coastal lifestyle. Live where others Vacation, make your Dreams a Reality.!

13879 Ketch Cove Drive, Jacksonville

Courtesy of THE LEGENDS OF REAL ESTATE

Listing courtesy of THE LEGENDS OF REAL ESTATE.

Listing courtesy of LIZ MC MAHAN from THE LEGENDS OF REAL ESTATE.

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