Olde Naples Homes with Naples High school

Welcome to Olde Naples, a charming slice of paradise nestled in the heart of Naples, Florida. Known for its timeless elegance and vibrant atmosphere, this historic neighborhood offers a unique blend of coastal beauty and classic architecture. With palm-lined streets, stunning Mediterranean-style homes, and proximity to the pristine beaches of the Gulf of Mexico, Olde Naples is a true gem that captures the essence of Florida living.

As you stroll through Olde Naples, you’ll be enchanted by the vibrant local culture, featuring an array of boutique shops, art galleries, and delightful dining options. The renowned Naples Pier is just a short walk away, providing a perfect spot for sunset views or a leisurely day of fishing. Families will appreciate the community’s commitment to education, as Olde Naples is served by Naples High School, known for its strong academic programs and extracurricular activities. This makes it an ideal place for families looking to settle down in a nurturing environment.

With a variety of homes available, from charming cottages to luxurious estates, Olde Naples caters to diverse tastes and lifestyles. Each property reflects the neighborhood's rich history and architectural charm, making it a sought-after destination for those looking to invest in real estate. Whether you’re seeking a vacation home or a permanent residence, Olde Naples offers an unparalleled quality of life in a picturesque setting. Come discover the magic of Olde Naples, where the warmth of community meets the beauty of coastal living.

Newest Olde Naples Homes with Naples High school

$6,290,000

4 Beds ⋅ 4.5 Baths ⋅ 226032568 MLS

In the heart of Olde Naples, just three blocks from famed Fifth Avenue South and a short distance from the beach, this nearly new residence, constructed by Gulfstream Homes in 2025, captures the timeless charm of a classic Naples cottage while delivering the craftsmanship, sophistication and conveniences of a modern luxury home. Offered beautifully furnished, the residence feels distinctly at home among the enchanting streets of Olde Naples, with coastal architecture and thoughtful details creating an elegant sense of place from the moment you arrive. Inside, every square inch has been thoughtfully maximized for effortless resort-style living. The light-filled great room is wrapped in windows and opens seamlessly to the outdoor living areas, while warm wood flooring, detailed millwork and a beautifully crafted ceiling bring character and dimension. At the center of the home, a chef's kitchen pairs timeless cabinetry with an expansive island, gas cooking and Thermador appliances. A dedicated coffee bar and impressive butler's pantry elevate everyday living with an ice maker, second dishwasher and refrigerated beverage drawers. The adjoining dining area is designed equally for intimate dinners and lively gatherings, anchored by a dramatic bar feature wall with a full-size wine refrigerator and separate beverage refrigerator. Nearly every main living space is connected visually and physically to the home's sparkling pool and spa, creating the relaxed indoor-outdoor lifestyle for which Naples is celebrated. A bright, inviting sundeck extends along the side of the residence, and a charming side yard with a turf putting green adds another unexpected element of recreation. The first-floor primary suite is a serene, light-filled retreat, beautifully finished with a luxurious bath featuring a freestanding soaking tub, oversized shower and generous walk-in closet. Upstairs, guests enjoy an exceptional level of privacy with two beautifully appointed en-suite bedrooms, a second primary suite with a spa-inspired bath, dedicated den and a charming bunk room with accommodations for four. A second-floor washer and dryer adds thoughtful convenience for family and guests. Completing the residence is an oversized two-car garage with generous ceiling height and room for vehicle lifts, plus a full-home generator. With its combination of classic Olde Naples architecture, nearly new construction, sophisticated furnishings, and incredible location, this exceptional residence offers the rare opportunity to enjoy the character of a timeless coastal cottage without compromising the luxuries of a thoughtfully designed modern home.

844 8th ST S, Naples

$13,995,000

5 Beds ⋅ 6.5 Baths ⋅ 226013404 MLS

Steps from the shimmering Gulf waters, pristine white-sand beaches, and the vibrant charm of 5th Avenue South and 3rd Street South, 264 8th Avenue South offers the ultimate Olde Naples lifestyle—where prime location, refined luxury, and effortless living converge. Designed by Beck Architectural Group, this stunning home sits on a premium southern-exposure lot in the heart of Olde Naples. The thoughtfully designed floor plan prioritizes main-level living, featuring an expansive great room, a chef’s kitchen, a luxurious primary suite, and a versatile private flex bedroom—ideal for guests, a home office, or a wellness space. Seamless indoor-outdoor flow leads to a private backyard retreat designed for year-round enjoyment. The covered outdoor living area is outfitted with a gourmet kitchen featuring a Lynx grill, refrigerated drawers, and a prep sink, along with a living space anchored by a feature wall with a television and gas fireplace. Beyond, the sun-drenched, fenced backyard is maximized with a large saltwater pool with a sun shelf, water features, and an integrated spa, all surrounded by ample deck space for lounging, low-maintenance turf for pets, and an outdoor shower. The designer kitchen by Design West is a true showpiece, appointed with custom cabinetry and top-of-the-line appliances, including a Wolf induction cooktop and oven; Sub-Zero refrigeration with wine storage and auxiliary beverage drawers; a Cove dishwasher; and Cristallo quartzite countertops. The adjacent butler’s pantry enhances functionality with additional prep space, a Wolf six-burner gas range, Wolf microwave, Asko dishwasher, and a generous walk-in pantry—perfectly tucked away for effortless entertaining. The main-level primary suite is a private sanctuary, featuring a vaulted ceiling, tranquil backyard views, and a spa-inspired bath with dual vanities, separate water closets, a soaking tub, a walk-in shower, and an oversized custom closet. Upstairs, three spacious bedrooms each offer en suite baths, complemented by a shared media room with a breakfast bar and private deck—an ideal vantage point for breathtaking western sunsets and seasonal fireworks. Throughout the home, rich hardwood flooring, custom retractable privacy shades, and refined architectural details—including 11-inch baseboards—create a sophisticated and cohesive aesthetic. Additional features include dual laundry rooms; a three-car garage with rear alley access and sufficient height to accommodate lifts in two bays; natural gas; a whole-house generator; water filtration and humidification systems; a private elevator; Lutron lighting; surround sound; and full home automation. The property is also situated on the same power grid as a nearby fire station, offering added peace of mind. This exceptional residence perfectly blends Olde Naples elegance with modern luxury—ideal for those seeking the very best in coastal living, location, and sophisticated design.

264 8th AVE S, Naples

$425,000

2 Beds ⋅ 2 Baths ⋅ 225073487 MLS ⋅ Central Garden BLDG.

Move right in and enjoy the best of downtown Naples with this updated corner-unit, 2-bedroom, 2-bath condo in Central Garden. The desirable floor plan is filled with natural light, featuring brand-new impact glass windows throughout and a sliding door that opens to a private balcony — the perfect place to relax and take in vibrant sunset skies. Offered turnkey furnished, the residence is ready for immediate enjoyment. The entire condominium has recently completed an exterior renovation, giving the community a fresh, updated look. Residents enjoy a heated pool surrounded by tropical landscaping, poolside grills, assigned parking with ample guest spaces, extra storage, and high-speed internet and cable. Known for its welcoming atmosphere and unbeatable location just blocks from Naples Beach, Fifth Avenue South, and Wynn’s Market, Central Garden continues to be one of Olde Naples’ best values.

766 Central AVE Unit 313, Naples

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

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