Olde Naples Real Estate

Olde Naples Real Estate

Welcome to Olde Naples, a timeless gem nestled in the heart of Naples, Florida. This charming subdivision is renowned for its stunning coastal beauty, historic charm, and vibrant community spirit. As one of the most desirable neighborhoods in Collier County, Olde Naples offers an idyllic lifestyle that seamlessly blends relaxation and sophistication.

Stroll through the picturesque streets lined with swaying palm trees and lush tropical landscaping, and you’ll discover a delightful mix of historic cottages and luxurious beachfront estates. The architecture here reflects a rich heritage, with Mediterranean-style homes and modern marvels coexisting in perfect harmony. Residents enjoy easy access to the pristine sandy beaches of the Gulf of Mexico, where sun-soaked days and breathtaking sunsets become part of everyday life.

Olde Naples is not just about beautiful homes; it’s also a hub of activity. The vibrant downtown area boasts an array of boutique shops, art galleries, and fine dining establishments that cater to every palate. The renowned Naples Pier, a beloved local landmark, invites families and visitors alike to fish, stroll, or simply take in the stunning ocean views.

For those seeking an engaging lifestyle, Olde Naples offers a variety of recreational options, including golf courses, parks, and cultural events throughout the year. With its friendly atmosphere and strong sense of community, Olde Naples is more than just a place to live; it’s a place to thrive.

Whether you’re looking for a seasonal retreat or a permanent residence, Olde Naples promises an unparalleled living experience in one of Florida’s most enchanting locales. Come and discover the charm of Olde Naples, where every day feels like a vacation!

Newest Listings in Olde Naples

33 3rd Street S, Naples
$5,500,000
4 Beds ⋅ 4 Baths ⋅ Olde Naples SubDv.
British Cayman–inspired architecture, fresh interiors, and a coveted Old Naples location come together at this beautifully remodeled residence. Just three blocks from the Gulf beaches and five blocks north of Fifth Avenue South, the home places shopping, dining, and days by the water within easy reach. The property remained free of water intrusion during both Hurricanes Ian and Milton. Set behind lush landscaping and a circular paver driveway, custom mahogany doors open to a spacious great room with views across the pool and tropical terrace. French oak flooring, a soft neutral palette, and carefully selected designer finishes bring warmth and continuity throughout the two-story layout, which includes four bedrooms, three full baths, and one half baths. The main-level primary suite features two walk-in closets and a beautifully appointed bath. A generous kitchen with premium appliances and a gas cooktop provides plenty of space to prepare meals and gather, while the outdoor kitchen makes alfresco entertaining equally inviting. Andersen impact windows and doors add to the home’s thoughtful appointments. Outside, the private heated pool and spa anchor a lush retreat with room for lounging, dining, and hosting friends. From quiet mornings on the terrace to beach afternoons and evenings on Fifth Avenue South, this home offers an effortless way to enjoy the Old Naples lifestyle.

33 3rd Street S, Naples
770 Park Street, Naples
$5,560,000
4 Beds ⋅ 5 Baths ⋅ Olde Naples SubDv.
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to 770 Park Street, an architectural masterpiece built by Lotus Builders and designed by MHK Architecture. Perfectly positioned in one of the most highly sought after pockets of Olde Naples, this modern coastal retreat sits just a stone’s throw from the world-class dining and designer shopping of 5th Avenue South, and a short, scenic stroll just six blocks from Naples’ pristine, powder-sand beaches. Exuding sophisticated elegance, the home opens into a sun-drenched natural light sanctuary defined by towering 20-foot ceilings and a flawless open-concept design. Crafted for the culinary enthusiast, the chef’s kitchen serves as the home's centerpiece, boasting a premium six-burner Wolf gas cooktop with double ovens, Sub-Zero refrigeration, Ruffino custom wood cabinetry, and a spectacular oversized entertaining island. The main level is anchored by a luxurious downstairs primary suite, offering a peaceful escape with direct views of the stunning outdoor oasis—complete with a custom flowing water wall, a pristine pool, and a private spa. Ascend the stairs to find an open-to-below wow factor loft room equipped with a mini-refrigerator bar area, serving as an additional entertainment hub for family and guests. The upstairs layout features three generous en-suite guest bedrooms, each outfitted with custom California Closets, and a sprawling, west-facing balcony. Positioned directly in front of a tranquil lake, the property guarantees backyard tree and hedge privacy while offering unobstructed, front-row seats to Florida's legendary golden sunsets. Live the quintessential Naples lifestyle where a vibrant coastal energy right outside your front door meets an inviting peace upon entry into this seaside sanctuary. Take in the Olde Naples neighborhood known for it's golf-cart drivers galore, dog walkers, tennis across the way, and the walkability to the unparalleled charm of both 5th Avenue South and 3rd Street South. Whether envisioned as a full-time residence, a seasonal escape, or a premier investment opportunity, 770 Park Street represents Florida's luxury living at its absolute finest.

770 Park Street, Naples
1980 Gordon Drive, Naples
$6,488,000
3 Beds ⋅ 4 Baths ⋅ Olde Naples SubDv.
Excellent investment opportunity in one of the best locations in Old Naples. Recently updated with new flooring, appliances, washer, dryer, air conditioning, and pool equipment. Your new home is ready to use and enjoy this season. The home has beautiful natural light and contemporary design. A few steps from the beach, bike path and Third Street South amenities for your pleasure. This more than 3,100 square foot home under air, has everything you need. Three en-suite bedrooms along with a loft bedroom/office overlooking the pool. Plenty of live, work, and play areas, inside and outside spaces to entertain and relax. The kitchen and great room have terrific light and many seating areas with access to the outside patios and pool. The living room has soaring fifteen foot ceiling with views to the pool and the beautifully landscaped yard. Lush landscaping surrounds the home and a pond water feature, allow for beauty and privacy.

1980 Gordon Drive, Naples
597 3rd Street N, Naples
$9,450,000
6 Beds ⋅ 7 Baths ⋅ Olde Naples SubDv.
A hidden retreat in the heart of Old Naples. At the end of a quiet, dead-end street shared by just four properties, this exceptional lakefront residence offers a rare combination of privacy, tranquility and proximity to Naples most celebrated destinations. Custom built in 2013 and offered for sale for the first time, the home is thoughtfully set back from the street, creating a secluded sanctuary just moments from the beach, Four Seasons and the charm of downtown Naples. Designed for gracious entertaining and everyday comfort, the residence features four en-suite guest bedrooms, a spacious primary suite, private office and additional loft area. The outdoor living experience is equally captivating, with a covered lanai, pool and spa overlooking the peaceful lake, a charming koi pond and private dock. One of the property's distinctive features is its detached guest suite, complete with a bedroom, full bath and kitchenette. This thoughtfully designed accommodation offers exceptional flexibility for visiting family, extended guests or live-in staff, providing privacy and independence from the main residence. With only four properties along this secluded stretch of Third Street North, opportunities to own in this intimate lakefront setting are exceptionally limited. A unique offering, combining the serenity of a private waterfront retreat with the convenience of Old Naples living.

597 3rd Street N, Naples
355 7th Avenue S, Naples
$8,995,000
4 Beds ⋅ 5 Baths ⋅ Olde Naples SubDv.
One or more photo(s) has been virtually staged, AI generated or rendered. Ideally situated on a peaceful street in the heart of Old Naples, this newly built custom home by London Bay is just three blocks from the beach and steps from the exceptional shopping and dining of 5th Avenue South and 3rd Street South. An open floor plan highlights luxurious finishes, thoughtful design, and meticulous attention to detail throughout. The spacious kitchen features a 13-foot island, an expansive walk-through pantry, and a striking combination of rift oak and high-gloss white cabinetry, complemented by wide-plank oak floors. An open formal dining room and generous great room with a bar flow seamlessly through pocketing sliding glass doors to the covered outdoor living area. Designed for entertaining and relaxation, the private outdoor retreat offers a fireplace, outdoor kitchen, automated screens, pool, tranquil pond and water feature, and a beautifully appointed garden shower, all surrounded by tropical landscaping. Upstairs, two guest suites and a comfortable bonus room accompany the primary suite, which features two walk-in closets and a private balcony overlooking the lush rear yard. Additional amenities include a two-and-a-half-car garage, elevated generator and air-conditioning units, tankless water heaters, and natural gas service.

355 7th Avenue S, Naples
167 4th Street N, Naples
$7,995,000
3 Beds ⋅ 4 Baths ⋅ Olde Naples SubDv.
Located on a quiet street in the heart of Old Naples, this exceptional custom home by London Bay pairs timeless architecture with exquisite interiors by Romanza Interior Design. Completed in 2020, the residence showcases meticulous craftsmanship and distinctive details, including an arched glass front door, a faux Juliet balcony, decorative medallions, copper gutters, gas lanterns, and a mitered tile roof, all framed by beautifully maintained landscaping. Venetian plaster extends throughout the first floor, where a thoughtfully designed kitchen, butler’s pantry with wet bar, spacious great room, and formal dining area are enhanced by custom built-ins. The luxurious primary suite offers direct access to the rear yard, two custom walk-in closets, and a beautifully appointed bath. Upstairs, two guest suites, a study that accommodates additional sleeping space, and a loft opening to a generous covered balcony provide inviting spaces for family and guests. The private rear yard offers a vibrant, landscaped retreat with casual seating, alfresco dining beneath an illuminated trellis, and an intimate fire pit area. Additional features include automated shutters and screens, elevated generator and air-conditioning units, tankless water heaters, natural gas service, and an air-conditioned garage with a car lift and adjacent storage closet. An exceptional opportunity to enjoy Old Naples living, close to the beach and downtown’s celebrated shopping and dining.

167 4th Street N, Naples
530 1st Ave N, Naples
$6,795,000
3 Beds ⋅ 5 Baths ⋅ Olde Naples SubDv.
A private sanctuary of timeless elegance, where thoughtful architecture and tranquil outdoor living come together in one of Old Naples’ most desirable settings. Custom-built by Waterside Builders for its original owners, this beautifully appointed residence offers three bedrooms plus a den, blending sophisticated design with effortless coastal comfort. Refined interiors and inviting living spaces create an atmosphere of understated elegance throughout. Two distinct outdoor living areas offer exceptional opportunities for relaxation and entertaining, complemented by a peaceful pool setting that serves as a private retreat surrounded by tropical beauty. An air-conditioned three-car garage, discreetly accessed from the rear alley, provides exceptional convenience while preserving the home's attractive streetscape. Ideally on a high-and-dry homesite within Flood Zone X500, outside the high-risk Special Flood Hazard Area, this exceptional property offers an additional measure of peace of mind. Located along coveted First Avenue North, the residence provides convenient access to Naples’ pristine beaches, world-class dining and the celebrated boutiques of Fifth Avenue South and Third Street South. A distinctive opportunity to experience the charm, privacy and effortless lifestyle of Old Naples.

530 1st Ave N, Naples
365 5th Avenue S Unit 305, Naples
$2,100,000
2 Beds ⋅ 2 Baths ⋅ Olde Naples SubDv.
Live in the heart of Fifth Avenue South, where Naples' celebrated dining, upscale boutiques and vibrant downtown atmosphere are just outside your door. Perfectly positioned along one of the city's most recognized destinations, this turnkey furnished, two-bedroom, two-bath condominium offers a front-row perspective of the avenue below. The spacious, south-facing balcony is a highlight of the residence, offering a sun-filled setting to enjoy morning coffee, alfresco dining or an evening overlooking the activity along Fifth Avenue South. Inside, an updated kitchen features stone countertops and stainless-steel appliances, while renovated baths complement the furnished interiors. Two assigned parking spaces provide added convenience in this sought-after downtown location. Go downstairs to explore an array of restaurants, sidewalk cafes, galleries and boutiques or go approximately two blocks to Naples' Gulf beaches. The distinctive shopping and dining of Third Street South are also a short bicycle, golf cart or car ride away

365 5th Avenue S Unit 305, Naples
636 13th Avenue S, Naples
$9,900,000
4 Beds ⋅ 6 Baths ⋅ Olde Naples SubDv.
Custom built and designed by Harrell & Co., this architecturally distinctive residence stands apart in Old Naples, showcasing clean lines, dramatic ceiling details, and expansive floor-to-ceiling glass. Situated on one of the area’s most desirable streets, just blocks from 3rd Street South and the Gulf’s white sand beaches, the home features four en-suite bedrooms, two powder rooms, a private den, and a separate casita. The open-concept interior blends thoughtful architecture with refined finishes, including bespoke cabinetry and millwork, Wolf and Sub-Zero appliances, and European oak flooring. Walls of glass connect seamlessly to the outdoor living area, complete with a summer kitchen, pool, and spa. An oversized lounging area with artificial turf and southern exposure provides an ideal setting for enjoying the Florida sunshine. Additional highlights include a Lutron lighting system, motorized shades, private elevator, dry bar with both bar and wine fridges, whole-house 48 kW generator, natural gas, and electric roll-down screens and shutters. All three garages are air-conditioned and with alley access. A rare combination of architectural distinction, exceptional functionality, and refined coastal living in the heart of Old Naples.

636 13th Avenue S, Naples
405 7TH Avenue N, Naples
$6,750,000
4 Beds ⋅ 5 Baths ⋅ Olde Naples SubDv.
An extraordinary expression of modern coastal luxury, this architecturally striking residence enjoys an enviable location just two blocks from the pristine shores of the Gulf. Conceived through the creative collaboration of Integral Builders, Lotus Architecture, and L1 Design, this exceptional two-story home offers 4,100 square feet of beautifully curated interiors, where sophisticated design, dramatic architectural elements, and effortless indoor-outdoor living come together in perfect harmony. Originally created as a model residence, the home showcases an impressive collection of designer finishes and distinctive details throughout. A spectacular entry reveals soaring 22-foot ceilings, expansive walls of glass, and an abundance of natural light, establishing an immediate sense of grandeur. The dramatic great room, anchored by a statement fireplace and architectural feature wall, flows seamlessly into an elegant dining area and a stunning chef’s kitchen appointed with premium Wolf and Sub-Zero appliances, a magnificent waterfall-edge island, custom cabinetry, and a generous walk-in pantry. The thoughtfully designed main level includes a luxurious primary retreat featuring distinctive shiplap ceiling accents, dual closets, a spa-inspired bath, and private terrace access. An additional guest suite and a beautifully appointed study with sliding barn doors provide exceptional comfort and versatility. Upstairs, two spacious en-suite guest bedrooms are complemented by an inviting loft lounge and a private balcony overlooking the resort-style outdoor living area. Designed for year-round enjoyment and exceptional entertaining, the outdoor sanctuary features a covered lanai, inviting fireplace, fully equipped summer kitchen, and a spectacular pool and spa surrounded by lush tropical ambiance. A rare four-bay garage offers outstanding flexibility for automobile enthusiasts, recreational vehicles, or additional storage. Combining timeless architectural sophistication with the relaxed elegance of Naples coastal living, this remarkable residence presents an exceptional opportunity to enjoy refined luxury just moments from the beach, Four Seasons as well as 5th Avenue and 3rd Street renowned for its fine dining and shopping.

405 7TH Avenue N, Naples
757 Broad Court S, Naples
$5,757,000
4 Beds ⋅ 3 Baths ⋅ Olde Naples SubDv.
Welcome to The Palm House Old Naples | New Construction | Private Guest Casita Welcome to The Palm House, a stunning new-construction residence in the heart of Old Naples, where timeless coastal charm meets sophisticated luxury. Thoughtfully designed and crafted with the finest materials, this exceptional four-bedroom, three-bath residence showcases impeccable craftsmanship, elegant finishes, and beautifully curated living spaces designed for both refined everyday living and effortless entertaining. Luxurious marble tile and countertops throughout the kitchen and bathrooms add a timeless elegance, complementing the home's sophisticated coastal aesthetic. A private casita offers an inviting retreat for visiting family and friends, complete with a thoughtfully designed morning bar and evening cocktail area—the perfect setting for leisurely mornings and sunset gatherings. Designed for the ease and elegance of Old Naples living, the property features a welcoming circular driveway ideal for convenient arrivals and effortless golf cart living, along with an enclosed garage discreetly accessed from the alleyway, providing secure and convenient parking for your vehicle. Ideally situated in one of Naples’ most coveted neighborhoods, The Palm House is next door to the newly opened, prestigious Four Seasons Resort Naples Beach Club, placing world-class hospitality, pristine beaches, acclaimed dining, charming boutiques, art galleries, and the vibrant energy of downtown Naples just moments away. Seamless indoor-outdoor living, exceptional materials, and impeccable craftsmanship capture the very best of the quintessential Old Naples lifestyle. Located in an X500 flood zone, this remarkable property presents a rare opportunity to own a newly constructed, beautifully appointed residence with a private guest retreat in one of Naples’ most desirable locations. The Palm House—where timeless coastal elegance meets the extraordinary Old Naples lifestyle.

757 Broad Court S, Naples
473 1st Avenue S, Naples
$6,995,000
4 Beds ⋅ 6 Baths ⋅ Olde Naples SubDv.
This exceptional Old Naples custom estate is was recently remodeled by Judith Liegeois Design. Showcasing sleek architectural elements, an open floor plan and enhanced through extensive upgrades, this residence epitomizes refined coastal living. Spanning 3,240 square feet under air and 4,872 total square feet, the residence offers five spacious bedrooms and five-and-a-half bathrooms. Every detail has been thoughtfully curated, from the striking modern staircase and pocketing sliders to the detailed crown moulding, oversized baseboards, and elegant wood coffered and tray ceilings. The gourmet kitchen features stainless steel appliances and custom triple-tier cabinetry with glass inserts. Custom wood and tile flooring, along with seamless indoor-outdoor transitions created by pocket sliding doors enhance the home's ambiance. The upper level includes a stylish wet bar and three ensuite guest bedrooms. The outdoor living area is a private tropical oasis, while the lanai features a resort-style pool and spa, an outdoor kitchen with BBQ, a generous seating area, and lush tropical landscaping. Just moments from Fifth Avenue South’s world-class dining, shopping, and white-sand beaches that make Naples one of Florida's most coveted destinations.

473 1st Avenue S, Naples
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