Olde Naples Homes with Naples High School High school

Welcome to Olde Naples, a timeless gem nestled in the heart of Naples, Florida. This charming neighborhood is renowned for its picturesque streets lined with swaying palm trees, vibrant bougainvillea, and historic architecture that exudes a warm, inviting atmosphere. Olde Naples boasts a unique blend of upscale boutiques, gourmet restaurants, and art galleries, all within walking distance, making it a haven for those who appreciate the finer things in life.

One of the standout features of Olde Naples is its proximity to stunning white-sand beaches, where residents can soak up the sun or enjoy a leisurely stroll along the Gulf of Mexico. The neighborhood is also home to the iconic Naples Pier, a perfect spot for fishing, dolphin watching, or simply enjoying breathtaking sunsets.

Families will appreciate the educational opportunities available in the area, particularly the highly regarded Naples High School. Known for its strong academic programs and commitment to student success, Naples High School is a cornerstone of the community, providing an excellent education for local children and fostering a sense of pride among residents.

Whether you're looking for a cozy cottage, a luxurious estate, or a modern condo, Olde Naples offers a diverse array of homes that cater to various lifestyles. With its enchanting charm, vibrant community, and top-notch schools, Olde Naples is not just a place to live; it’s a lifestyle where every day feels like a vacation. Come explore the allure of Olde Naples and discover your dream home in this idyllic coastal paradise!

Newest Olde Naples Homes with Naples High School High school

$6,495,000

4 Beds ⋅ 5 Baths ⋅ 226031105 MLS

BRAND-NEW 2026-BUILT LUXURY ESTATE—JUST COMPLETED AND NEVER LIVED IN—in the heart of OLDE NAPLES, about half a mile from the GULF BEACHES and less than 1 mile from 5TH AVENUE SOUTH dining, shopping and entertainment. The WEST-FACING POOL AND OUTDOOR LIVING AREA enjoy beautiful sunsets and optimal natural light/sunlight. Offering 4,730 SQ FT UNDER AIR, this modern coastal home features 4 bedrooms, 2 dens—including an upstairs loft/family room—5 baths, dual laundry rooms and a 3-CAR GARAGE. Highlights include HURRICANE-IMPACT WINDOWS, a METAL ROOF, soaring ceilings, wood beams, shiplap, a floating wood-and-glass staircase and two-story foyer. The chef’s kitchen offers quartz counters, white cabinetry, wood accents and a walk-in pantry. Fully pocketing sliders open to a RESORT-STYLE POOL AND SPA, entertainment deck, summer kitchen, covered lounge and outdoor fireplace. The MAIN-LEVEL PRIMARY SUITE features pool access, dual walk-in closets and a spa-like bath with soaking tub and oversized dual-entry shower. Upstairs, the loft with wet bar opens to a balcony. Near Third Street South, Venetian Village and Waterside Shops, the home is served by the A-RATED COLLIER COUNTY SCHOOL DISTRICT.

135 7th ST N, Naples

$6,250,000

4 Beds ⋅ 4 Baths ⋅ 226031870 MLS

Rare opportunity in the heart of Olde Naples. Ideally positioned between Fifth Avenue South and historic Third Street South, this expansive 128' x 150' lot offers a rare opportunity to build a remarkable new residence in one of Olde Naples’ most desirable locations. Enjoy equal walking distance to Fifth Avenue South and Third Street South, with the Gulf, Naples Pier, Cambier Park, The Dock, Tin City, and many of downtown Naples’ most popular destinations all nearby. The generous lot dimensions, central location, and exceptional walkability create an outstanding setting for a thoughtfully designed new residence. The property may also offer the potential for a future lot split, creating additional redevelopment possibilities, subject to applicable approvals. Whether envisioned as a sophisticated coastal retreat or an impressive full-time residence, the property offers the space and setting to bring a distinctive vision to life while enjoying everything Olde Naples has to offer just moments away. The property is currently improved with a concrete block duplex-style residence and additional cottages, offering flexibility while planning for its future. A unique opportunity to build or redevelop on an exceptionally sized lot in the very center of Olde Naples.

560 9th AVE S, Naples

$5,195,000

3 Beds ⋅ 4.5 Baths ⋅ 226031441 MLS

In the heart of Olde Naples, this 2020-built courtyard residence blends timeless coastal architecture with refined, resort-style living just moments from 3rd Street South, 5th Avenue South and Naples’ pristine beaches. Shell-stone travertine floors introduce light-filled living and dining spaces designed for effortless entertaining. The chef’s kitchen is appointed with Sub-Zero refrigeration, Lacanche gas cooking, custom cabinetry, and a thoughtfully designed wet bar. A family room opens seamlessly to the private courtyard, creating true indoor-outdoor living. Upstairs, the serene primary suite offers volume ceilings, tailored millwork, and a spa-inspired bath, joined by two en-suite guest suites and a flexible den/office. A private elevator services both levels. The walled courtyard becomes a secluded retreat with heated plunge pool and spa, outdoor kitchen with built-in grill, surround sound, and lush vertical greenery for privacy. Impact-rated windows and doors, smart- home automation, natural gas, metal roof, and a generous two-car garage with storage complete this thoughtfully engineered residence. Beautifully scaled and impeccably maintained, 909 10th Avenue South offers the rare combination of walkability, architectural integrity, and lock-and-leave ease in Olde Naples.

909 10th AVE S, Naples

$2,050,000

3 Beds ⋅ 3 Baths ⋅ 226031463 MLS ⋅ Olde Naples Seaport BLDG.

Experience the allure of waterfront living in the highly desirable Olde Naples Seaport area. This fully furnished three-bedroom, three- bathroom residence is a true haven for boating enthusiasts. The open floor plan radiates elegance while fostering a relaxed lifestyle. A private elevator from the two-car garage provides direct access to your home, which is equipped with all the essential amenities for enjoying Naples, including a prime location. A bayside balcony off the living area enhances the overall ambiance, while a private rooftop patio awaits your personal touch, offering the perfect setting to conclude any day. The spacious layout is ideal for gatherings with family and friends, while the multi-level design ensures privacy when needed. The owners' suite is generously proportioned and boasts breathtaking views of the bay. Additional features include ample storage, a community pool, ground-level dockside walking paths on two sides, and plentiful guest parking. Beyond this exceptional location, the home offers convenient access to all that Naples has to offer: pristine sandy beaches, biking and walking trails, museums, performing arts venues, galleries, fine dining, and excellent shopping options.

1001 10th AVE S Unit D2, Naples

$1,075,000

2 Beds ⋅ 2 Baths ⋅ 226031472 MLS ⋅ Holly Lee BLDG.

Exceptional Opportunity in the Heart of Old Naples. Rare opportunity to own a garage condominium just four blocks to the beach in the heart of Old Naples. Located in an intimate eight-residence building, this second-floor two-bedroom, two-bath residence offers privacy, natural light, and exceptional walkability to 5th Avenue South and 3rd Street South. The home features two south-facing screened lanais, and a detached one-car garage — a rare amenity in this price range. Concrete block construction, high-and-dry positioning through recent storms, and a well-maintained community with pool enhanced long-term value and peace of mind. Offered in original condition, the residence presents a compelling opportunity to renovate and personalize in one of Naples’ most sought-after neighborhoods. Ideal as a seasonal retreat, investment property, or full-time coastal residence. An undervalued, garage-equipped Old Naples entry with potential renovation upside.

415 10th AVE S Unit 7, Naples

$3,190,000

3 Beds ⋅ 3 Baths ⋅ 226031459 MLS ⋅ Isla Mar BLDG.

Tucked within the intimate Isla Mar community in the heart of Old Naples, this end-unit residence lives like a private coastal retreat. Spanning approximately 2,280 square feet, the multi-level floor plan is filled with natural light and defined by crisp white interiors, shiplap detailing, and thoughtfully curated coastal finishes throughout. The open-concept kitchen serves as the centerpiece of the home, featuring an oversized island with seating, custom cabinetry, and designer tile accents, seamlessly connecting to multiple living and dining spaces ideal for both everyday living and entertaining. Sliding doors and expansive windows create a strong indoor-outdoor connection, opening to a series of inviting spaces. The primary suite offers a comfortable and private setting with a well-appointed bath including dual vanities, soaking tub, and separate shower. Additional guest bedrooms provide flexibility for family and visitors. Outdoor living is a defining feature, with multiple balconies, a screened lanai, and a private courtyard designed for year-round enjoyment. The gas-heated pool and spa, water feature, and lush tropical landscaping create a quiet, resort-like atmosphere rarely found in a condominium setting. Additional highlight include a private elevator, two-car garage, impact-resistant windows and doors, and a dedicated laundry room. Ideally located just four blocks to the Gulf beaches and moments to the shops and dining of Third Street South, this residence offers a rare combination of privacy, space, and for Old Naples living.

430 10th AVE S Unit 305, Naples

$6,100,000

4 Beds ⋅ 3.5 Baths ⋅ 226031446 MLS

Four blocks to the beach in the heart of Olde Naples, this fully renovated residence delivers the rare combination of location, structural integrity, and turnkey modern comfort. Built of concrete block on both levels and located in the desirable X500 flood zone, the home has been thoughtfully upgraded for both peace of mind and everyday luxury. A new 2025 standing-seam aluminum roof, impact windows and doors, provide storm-ready confidence, while a southern-exposure fills the interior with natural light. Designed for effortless living and entertaining, the open floor plan centers around a chef’s kitchen appointed with Wolf and Sub-Zero appliances, custom cabinetry, and island seating. The great room flows seamlessly to a private yard retreat featuring a heated saltwater pool with Pentair automation, new heater and chiller for year-round enjoyment. The first-floor primary suite offers privacy and ease, complemented by beautifully updated baths and refined finishes throughout. Upstairs, a spacious loft and guest suites open to a balcony overlooking the pool courtyard—ideal for visitors or multigenerational living. Additional features include a two-car garage, storage, updated mechanical systems, and close proximity to 5th Ave, 3rd St, the Naples Pier, and Gulf beaches. For buyers seeking an Olde Naples home that lives meticulously like new—with modern systems, elevated construction, and true walkability—this property represents a compelling opportunity in one of Naples’ most desirable neighborhoods.

570 2nd AVE N, Naples

$4,599,000

3 Beds ⋅ 3.5 Baths ⋅ 226031335 MLS

Between the Gulf of Mexico and Naples Bay, this coastal contemporary home captures the charm of Old Florida living. Just six blocks to the beach and Naples Pier, and moments from 3rd Street South and 5th Avenue, it’s perfectly situated for the Olde Naples lifestyle. Filled with natural light, the home features 3 bedrooms plus a den, 3.5 baths, a gourmet kitchen, dining area, morning nook, and custom elevator. French doors open to rich wood floors and custom ceilings. Outdoor spaces include a front porch, second floor balcony, covered lanai, heated pool and spa, and lush tropical landscaping for privacy. Built to modern standards with impact windows, a whole-house generator, new A/C, and elevated construction that’s remained high and dry—this residence offers timeless coastal style and enduring quality in an exceptional location.

645 Broad AVE S, Naples

$13,500,000

5 Beds ⋅ 6.5 Baths ⋅ 226029919 MLS

One house from the sand. On Fifth Avenue South. Wrought-iron power gates, twin limestone staircases, a twenty-four-foot foyer. Mediterranean in spirit, furnished, ready to live. First floor: fireplace living room to an eight-hundred-bottle wine room, family room to a Gulf-glimpse terrace, rotunda dining for ten, ground-floor primary with pool terrace, private elevator to every level. Upstairs: parlor and bar, office, ensuite guest quarters, sunset terrace. Resort pool and spa on an eighty-five by one-fifty beach-block lot, three-car alley garage. Walk to the beach, dinner, galleries, Cambier Park. For a family, a host, or a second-home buyer who wants the Gulf and downtown in one address. Show at golden hour.

40 5th AVE S, Naples

$4,499,000

5 Beds ⋅ 5.5 Baths ⋅ 226025231 MLS

Exceptional Olde Naples living in the heart of it all. Ideally located just 5 blocks from Historic Fifth Avenue South, 8 blocks from Third Street South, and minutes to the City Dock, lovely park overlooking the bay across the street, 888 10th Avenue South offers a sophisticated blend of luxury, comfort, and effortless coastal living. The spacious residence features four bedrooms in the main house plus a private guest cabana above the garage, providing an ideal setting for family and guests. Soaring 11-foot ceilings, Legno Bastone flooring, UMI quartz countertops, and a Thermador Professional Series kitchen showcase the home's elevated finishes. Generously sized primary suites and laundry facilities on both levels add exceptional functionality. The outdoor living spaces are designed for quintessential Naples entertaining, with a fully equipped outdoor kitchen, grilling area, gas fireplace, retractable screens, and sun deck surrounding the beautiful pool and raised spa. Three additional balconies offer glimpses of Naples Bay and the surrounding area. A rare opportunity to enjoy the privacy and comfort of a refined Olde Naples residence within easy walking distance of the very best of downtown Naples.

888 10th AVE S, Naples

$2,700,000

3 Beds ⋅ 3.5 Baths ⋅ 226028473 MLS ⋅ Victor Del Rey BLDG.

A rare opportunity to own a completely renovated residence in the heart of Old Naples, just one mile from the Gulf's white sand beaches and moments from renowned shopping, dining, art galleries and entertainment. This beautifully reimagined three-bedroom, 3.5-bath condominium offers nearly 3,000 square feet of thoughtfully designed living space and includes the rare convenience of a private pool cabana, private one-car garage and an additional assigned covered parking space. Newly renovated and remodeled, the residence blends timeless design with exceptional craftsmanship. Natural light fills the open great room, where wide-plank flooring, detailed custom millwork, designer lighting and volume ceilings give the space a polished, airy feel. The living area extends outdoors to a generous private balcony with views of the community pool and lush tropical landscaping. The gourmet kitchen was designed for everyday living and entertaining, featuring floor-to-ceiling custom cabinetry with soft-close doors and drawers, Italian porcelain countertops and a backsplash with waterfall edges, an oversized island, integrated refrigerator, wine storage and a striking black ILVE range with a matching statement hood. The redesigned laundry room offers additional cabinetry, counter space and storage for added functionality. The spacious primary suite opens directly to the balcony and features dual custom walk-in closets and a beautifully renovated bath with dual vanities, a freestanding soaking tub, an oversized walk-in shower and thoughtfully selected designer finishes. Each guest bedroom offers its en-suite bath, providing comfort and privacy for family and guests. One of the property's distinctive features is the private air-conditioned pool cabana complete with a half bath, offering exceptional flexibility as a home office, fitness room, lounge or additional entertaining space. Additional improvements include updated electrical and thoughtfully planned lighting throughout, 2025 and 2026 appliances, a 2024 HVAC system, a 2026 water heater, secure semi-private elevator access, a gated garage entry and extra storage. Victor Del Rey is an intimate boutique building of only 12 residences, where owners enjoy a heated community pool, grilling area and a navigable Old Naples lifestyle just moments from Fifth Avenue South, Third Street South, the beach and everything downtown Naples has to offer.

705 10th ST S Unit 202, Naples

$7,695,000

4 Beds ⋅ 4.5 Baths ⋅ 226028046 MLS ⋅ Vela Bay BLDG.

Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal living, each residence offers more than 4,300 square feet with 4 bedrooms, 4.5 baths, 2-3 car private garages and a thoughtfully planned layout that transitions effortlessly from quiet mornings to evenings spent entertaining. A boutique lobby creates an elegant sense of arrival before opening into light-filled private residences framed by floor-to-ceiling glass. Expansive bay views provide a captivating backdrop throughout the main living areas, while generous terraces embrace the waterfront setting. At the heart of the home, an open-concept great room with a sleek linear gas fireplace offers a sophisticated yet comfortable gathering space. Thoughtfully designed for luxurious everyday living and effortless entertaining, the gourmet kitchen features European cabinetry, premium appliances, built-in refrigerator and freezer columns, a six-burner gas range, quartz countertops, and a 12-foot island. A butler’s pantry with a built-in coffee system, custom wet bar, and a passive wine room complete the elevated entertaining experience. The owner’s suite is a serene retreat with direct terrace access and a spa-inspired bath featuring a freestanding soaking tub, oversized walk-in shower, dual vanities, and designer finishes. A versatile first-floor flex space can be tailored as a private office, fitness studio, media room, or wellness retreat. Above it all, the rooftop deck awaits with a stunning pool, outdoor kitchen, and inviting lounge areas, all offering 360-degree panoramic views of Naples Bay, the Gulf skyline, and evening sunsets. Ideally situated near the celebrated dining, shopping, and entertainment of 5th Avenue South and 3rd Street South, Vela Bay also offers convenient access to Naples’ white-sand beaches, Naples Airport, and Southwest Florida International Airport. Construction of Phase II is scheduled to begin in fall 2026 and is planned to introduce four additional residences, with pricing starting just under $10 million. With a limited collection of homes, Vela Bay offers a distinctive opportunity to experience contemporary waterfront living in the heart of Olde Naples.

1165 8TH ST S Unit #302, Naples

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