Olde Naples Homes with Naples High School High school

Welcome to Olde Naples, a charming neighborhood that epitomizes the timeless allure of coastal living in sunny Florida. Nestled in Collier County, this picturesque area is renowned for its stunning beaches, vibrant downtown, and a rich tapestry of history that dates back to the early 20th century. Olde Naples boasts a unique blend of old-world charm and modern elegance, making it a coveted destination for both families and retirees alike.

As you stroll through the tree-lined streets, you’ll discover an array of beautifully restored historic homes, luxurious beachfront estates, and inviting condominiums, each reflecting the area’s distinctive architectural style. The neighborhood is designed for leisurely living, with boutique shops, gourmet restaurants, and art galleries just a stone's throw away. The iconic Naples Pier, perfect for fishing and sunset views, is a local favorite, while the pristine beaches offer endless opportunities for sunbathing and watersports.

Families will appreciate the proximity to Naples High School, a highly regarded institution known for its academic excellence and vibrant extracurricular programs. With a strong sense of community and an emphasis on education, Olde Naples is an ideal place for families looking to settle down in a nurturing environment.

Whether you’re seeking a tranquil retreat or an active lifestyle, Olde Naples delivers on all fronts. With its idyllic surroundings, rich cultural offerings, and a warm, welcoming community, it’s no wonder that Olde Naples is a sought-after destination for those looking to call this slice of paradise home. Experience the charm of Olde Naples and discover your dream home today!

Newest Olde Naples Homes with Naples High School High school

$1,274,900

2 Beds ⋅ 2.5 Baths ⋅ 226038264 MLS ⋅ Naples Marina Villas BLDG.

Rare opportunity to own a fully renovated, luxurious townhome in the heart of downtown Naples at an incredible value. Ideally located in the exclusive Naples Marina Villas, this residence offers a truly walkable lifestyle just steps from the Naples Boat Club, Tin City, Fifth Avenue South, Cambier Park, waterfront dining, boutique shopping, art galleries, marinas, and everything that makes downtown Naples one of the most desirable destinations in Florida. Opportunities to enjoy this level of convenience, lifestyle, and proximity to Naples' most coveted attractions at this price point are exceptionally rare. This spacious residence features two oversized primary suites, a spacious first floor den that can be used as a dedicated workspace/office or third bedroom, floor-to-ceiling impact glass, and four private balconies, perfect for enjoying Naples' year-round sunshine. A fully renovated up and upgraded kitchen features ample soft-close cabinetry, matching GE appliances and quartz counters with a waterfall edge. A private attached two-car garage is a highly sought-after and uncommon feature in Olde Naples, along with additional private and guest parking, which provides convenience rarely found in downtown living. The pet-friendly property also includes plenty of outdoor yard space, a new washer and dryer on the first floor, new HVAC and water heater as well as a newer roof on the building. Nestled within a quiet boutique community of only six residences, this impeccably maintained home offers the perfect combination of privacy and walkability. For investors, the property boasts a strong rental history and exceptional income-producing potential, allowing for both seasonal and long-term leasing opportunities. Memberships to the marina across the street for boat slip and pool access add even more lifestyle value. Whether you're seeking a full-time residence, the perfect seasonal retreat, or an investment property with strong income history, this downtown Naples gem delivers unmatched value, location, and flexibility.

995 9th AVE S Unit 4, Naples

$475,000

2 Beds ⋅ 2 Baths ⋅ 226037127 MLS ⋅ Neapolitan Club BLDG.

Welcome to the Neapolitan Club in the heart of Olde Naples, just three blocks to 5th Avenue South and minutes to the beach! This light-filled two-bedroom, two-bath corner residence has been recently remodeled, including a brand new A/C, and is offered turnkey furnished, making it truly move-in ready. The interior features new kitchen cabinetry, appliances, updated bathrooms, and clean coastal finishes throughout. The private corner lanai offers landscaped views, the perfect setting to relax and enjoy Naples’ sunshine and breezes. The Neapolitan Club offers a rare combination of flexibility and location, allowing monthly rentals and welcoming two pets, a rare pairing in this downtown price range. Whether you’re seeking a full-time residence, seasonal retreat, or income-producing property, this home offers versatility. Community amenities include a pool, assigned parking, and additional private storage. Ideally located near Cambier Park and within walking distance to pristine Gulf beaches, farmers markets, fine dining, and boutique shopping on 5th Avenue South and 3rd Street South, this property places you in the center of Olde Naples living. Location, lifestyle, and move-in-ready convenience, all in the heart of it.

900 8th AVE S Unit 102, Naples

$3,250,000

2 Beds ⋅ 2 Baths ⋅ 226034990 MLS

LOCATION LOCATION LOCATION !! This charming shabby chic cottage-style residence on a spacious .22-acre lot is in the X-500 ZONE as confirmed by the GIS FEMA MAP and located 4 BLOCKS from the BEACH, 5 blocks to 5th Ave, 2 blocks to the library, 7 blocks to the new Gulfshore Playhouse and presents an exceptional opportunity for INVESTORS and BUILDERS seeking a site for a thoughtfully designed Luxury residence WITH NO HOA RESTRICTIONS. NO FLOODING from hurricane Irma, Ian or Milton makes this a solid investment opportunity for its REDEVELOPMENT potential. Build a spacious DREAM home with seamless indoor-outdoor living, and architectural details that capture the COASTAL LIFESTYLE located at the heart of the Naples renown Cultural Center and Art District. ROOM FOR A POOL and it's walkable to almost everything! Whether developing for resale or creating a private personal retreat with seasonal income, this is your opportunity! Central Ave offers ample street parking for overflow guests, short walk to boutiques, restaurants, and entertainment with a hospital conveniently located approximately a quarter mile away. Bring your Architect, Builder, or renovation vision to explore both paths: new construction or an income-producing Coastal Retreat. Schedule your private showing today!

442 Central AVE, Naples

$4,995,000

3 Beds ⋅ 3 Baths ⋅ 226032348 MLS

Experience rare coastal charm and modern sophistication at the iconic Captain Parker House, ideally located within walking distance of 5th Ave S, 3rd St S, Cambier Park, and the beach. Meticulously restored throughout, the residence showcases old-growth heart pine flooring, shiplap detailing, whimsical designer tile, a freestanding soaking tub, and a bespoke fireplace surfaced in hand-picked oyster shells. The gourmet kitchen is appointed with a French Lacanche gas range, Sub-Zero refrigerator, and built-in wine cooler. Structural and mechanical updates include impact-resistant glass, a standing seam metal roof, Hardie board siding, and a whole-house backup generator. Outside, lush grounds host a grotto pool nestled amid a mature canopy of a 50-foot Royal Poinciana, coconut palms, banana trees, coffee plants, and flowering gardenias.

680 8th AVE S, Naples

$16,990,000

6 Beds ⋅ 7.5 Baths ⋅ 226034183 MLS

Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, spanning more than one-half acre. Designed by John Cooney of Stofft Cooney Architects and meticulously refurbished throughout, the residence reflects uncompromising craftsmanship and timeless sophistication and can be acquired turnkey furnished for immediate occupancy. From the moment of arrival, the home makes a lasting impression. Flickering gas lanterns, a gracious front porch, and classic symmetrical architecture accented by exquisite millwork create an inviting sense of elegance. Inside, refined finishes abound, including mahogany front doors, rift-sawn white oak flooring, and a striking vaulted ceiling detail upon entry. The living room’s balanced symmetry and detailed millwork flow seamlessly into the gourmet kitchen and dining area, anchored by a 60" Wolf dual-fuel range featuring six burners, an infrared charbroiler, and an infrared griddle. Additional highlights include a Sub-Zero side-by-side refrigerator and freezer, integrated refrigerator drawer systems, and two Miele dishwashers—perfectly suited for both everyday living and entertaining. Thoughtfully curated spaces throughout the home include a bespoke media room with soundproofed walls and a Savant sound system, a handsome study with custom built-in display cabinetry overlooking the pool, a fully reimagined bar and library, and a dedicated fitness studio complete with a steam shower—each space designed for both function and refined living. The estate is comprised of five well-appointed bedrooms, four of which feature en-suite baths, offering refined accommodations for both residents and guests alike. The Master Suite and Bath offer a true private retreat, enveloping you in comfort from head to toe. A tranquil sitting area overlooks the spa and pool, providing a serene backdrop for rest and reflection. Crown moldings and elegant casings throughout enhance the sense of refined craftsmanship, creating a space that feels like a peaceful escape—while remaining unmistakably at home. Following a complete renovation inside and out, the outdoor living spaces are equally compelling. An expansive, oversized porch is designed for rest and relaxation, offering an exceptional poolside setting framed by a preserved Wild Oak tree—an enchanting natural centerpiece that enhances the estate’s sense of serenity and timeless charm. Additional elevated improvements include two side-mounted car lifts, whole-house generator, dual dehumidification systems, a steam shower within the fitness studio underscoring the home’s exceptional level of care, resilience, and thoughtful investment.

1963 Gulf Shore BLVD S, Naples

$275,000

1 Beds ⋅ 1 Baths ⋅ 226034801 MLS ⋅ Park Terrace BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Leave the car parked and make Olde Naples your neighborhood. Walk to the Gulf for sunset, explore the restaurants and boutiques of Fifth Avenue South, or spend a leisurely afternoon beside the heated community pool. At Park Terrace Club, this refreshed 1-bedroom, 1-bath residence offers exceptional value in a coveted downtown setting, with the convenience of ground-floor living. Inside, fresh paint, crown molding, and large polished porcelain tile bring a bright, cohesive feel to more than 700 square feet of living space. The living and dining area opens to a private lanai framed by greenery, an inviting spot for morning coffee or a quiet evening with a book. White cabinetry, granite countertops, and stainless steel appliances give the galley kitchen a timeless look, complemented by under-cabinet lighting and ample storage. The spacious bedroom features a generous walk-in closet with built-in shelving and hanging space. A glass-enclosed tiled shower, vanity, and medicine cabinet complete the bathroom. One of this residence’s standout features is its assigned parking space immediately beside the condo, with direct access through the lanai’s exterior door and guest parking nearby. A separate kitchen entrance simplifies grocery trips, while the main entry opens to a foyer with an additional closet. The pool is close at hand, and a common elevator serves the second-floor laundry facilities and dedicated storage locker. Beyond the property, the Naples Regional Library adds another neighborhood destination, with downtown galleries, cafés, and shopping within easy reach. Whether you are seeking a year-round home, a winter getaway, or a potential seasonal rental investment, Unit 106 offers an appealing opportunity to enjoy the everyday pleasures of Olde Naples.

72 7th ST S Unit 106, Naples

$2,595,000

2 Beds ⋅ 2 Baths ⋅ 226034262 MLS ⋅ Stella Naples BLDG.

Introducing Residence 205 at Stella Naples, an award-winning boutique collection of just nine signature residences in the heart of Olde Naples. Completed in 2024 and ideally positioned just moments from Fifth Avenue South, this sophisticated coastal residence pairs exceptional design with the ease, privacy, and walkability that make downtown Naples so coveted. The two-bedroom Aria residence offers 2,131 square feet of beautifully curated living space, with two spacious ensuite bedrooms and a rare private rooftop deck suite that elevates the indoor-outdoor lifestyle. An expansive west-facing lanai extends from the main living area and features a private gate leading directly to the sparkling 42-foot pool and lounging areas. Inside, refined finishes and thoughtful details create a sense of understated luxury. Wide-plank European white oak flooring, custom Ruffino cabinetry, Cambria quartz countertops, designer hardware and statement fixtures set the tone, while LED-integrated lighting, indoor and outdoor fireplaces, motorized window coverings, solid-core doors, and a premium appliance package deliver comfort and sophistication throughout. Designed by MHK Architecture, Stella Naples reflects a distinctive modern coastal aesthetic grounded in its Olde Naples setting. The project was named a Grand Winner at the 2025 Aurora Awards, one of the Southeast’s most prestigious honors in residential and commercial design, recognizing its architectural character, indoor-outdoor integration, and thoughtful, place-driven design. With only nine residences, Stella offers an intimate level of exclusivity rarely found in downtown Naples. Each residence includes 10-foot ceilings, two deeded parking spots, ample guest parking, private storage, access-controlled entry and professional building management for effortless lock-and-leave convenience. The building is also pet-friendly, welcoming up to two pets. And the location is exceptional: step outside and stroll to the boutiques, galleries, restaurants, and vibrant energy of Fifth Avenue South, with the sugar-white beaches of the Gulf just beyond. Residence 205 presents a rare opportunity to own a newly completed, architecturally recognized residence in one of downtown Naples’ most distinctive boutique communities.

82 9th ST S Unit 205, Naples

$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

One or more photo(s) has been virtually staged, AI generated or rendered. 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

$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 206, 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

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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.

Olde Naples Homes with Naples High School High school

Newest Olde Naples Homes with Naples High School High school

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