Olde Naples Homes with Resale Property Status Type

Welcome to Olde Naples, where timeless charm meets coastal elegance in the heart of beautiful Naples, Florida. Nestled within Collier County, this picturesque subdivision is renowned for its stunning architecture, lush landscapes, and proximity to the pristine beaches of the Gulf of Mexico. Olde Naples offers a unique blend of historical allure and modern luxury, making it a coveted destination for both residents and visitors alike.

As you stroll through Olde Naples, you’ll be captivated by the tree-lined streets adorned with quaint boutiques, gourmet restaurants, and vibrant art galleries. The area is characterized by its beautifully restored homes, many of which boast classic Florida-style designs, complete with inviting porches and tropical gardens. Whether you seek a charming bungalow or an opulent estate, the homes available in Olde Naples with resale property status offer a diverse array of options to suit your lifestyle.

The real estate market in Olde Naples is thriving, with properties that reflect the rich heritage and sophistication of the area. Buyers will find a selection of meticulously maintained homes, each telling its own story while providing modern amenities and comfort. With a strong sense of community and a commitment to preserving its historical character, Olde Naples is not just a place to live; it's a lifestyle to embrace.

Discover the allure of Olde Naples today, where every home is a gateway to a vibrant community and a serene coastal retreat. Experience the best of Florida living in a neighborhood that truly embodies elegance and charm. Your dream home awaits!

Newest Olde Naples Homes with Resale Property Status Type

$12,900,000

3 Beds ⋅ 2.5 Baths ⋅ 226041498 MLS

A RARE 0.785-ACRE LEGACY ESTATE IN THE HEART OF OLDE NAPLES?.The property's lush landscaping and relaxed sophistication evoke the timeless elegance and ambiance of St. Barts. Offered for the first time in its history, 247 6th Street South presents a truly exceptional opportunity to acquire one of Olde Naples' most distinctive properties. Encompassing approximately 0.785 acres, this remarkable estate combines a charming renovated residence, magnificent established tropical gardens, an extraordinary collection of sculptures and statuary, and exceptional privacy, all within walking distance of 5th Avenue South, the Gulf of Mexico, and the Four Seasons Resort. The residence features three bedrooms, a dedicated office, inviting living and dining areas, and an open kitchen flowing seamlessly into the family room and covered outdoor living space. Expansive retractable, high-impact sliding glass doors create an effortless indoor-outdoor lifestyle, with the gardens providing a spectacular backdrop throughout. Additional features include a swimming pool, a separate sculpture-centered water feature, a two-car garage with substantial storage, and a whole-house generator. An additional vacant parcel across the alley is included in the offering, providing enhanced privacy, flexibility, and future potential. Notably, the property is located above the designated flood zone and has never experienced flooding. A truly irreplaceable offering distinguished by its extraordinary land, mature tropical gardens, significant art collection, privacy, and premier Olde Naples location. An exceptional opportunity to preserve this remarkable estate or create a magnificent new legacy on one of Naples' most distinctive landholdings.

247 6th ST N, Naples

$9,900,000

5 Beds ⋅ 5.5 Baths ⋅ 226036352 MLS

Intricate architectural details and exquisite finishes define this distinctive three-story residence in the heart of Olde Naples, just one block from the Gulf’s pristine shoreline. Offering five bedrooms plus a den, the home features thoughtfully designed living spaces across three levels, with Gulf views adding to its coveted costal setting. On the first level, a covered lanai, shimmering pool, and fully updated outdoor kitchen create an inviting setting for entertaining, framed by tranquil lake views. The second and third levels feature beautifully appointed bedrooms and grand living spaces, complemented by distinctive architectural details and unique finishes throughout. The expansive kitchen showcases an elegant Cristallo quartzite island with a waterfall edge and an extended quartzite backsplash. Crowning the residence, a rooftop entertainment deck offers an inviting setting for gathering beneath the stars or enjoying the coastal breeze. Ideally situated near the world-class shopping and dining of Fifth Avenue South and Third Street South, this remarkable residence captures the charm and character of the coveted Olde Naples lifestyle.

1441 Gulf Shore BLVD S, Naples

$5,500,000

4 Beds ⋅ 4.5 Baths ⋅ 226040276 MLS

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 two 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 ST S, Naples

$5,560,000

4 Beds ⋅ 4.5 Baths ⋅ 226034566 MLS

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 ST, Naples

$6,488,000

3 Beds ⋅ 3.5 Baths ⋅ 226040017 MLS

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 DR, Naples

$9,450,000

6 Beds ⋅ 6.5 Baths ⋅ 226039858 MLS

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 ST N, Naples

$8,995,000

4 Beds ⋅ 4.5 Baths ⋅ 226035044 MLS

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 AVE S, Naples

$7,995,000

3 Beds ⋅ 3.5 Baths ⋅ 226036927 MLS

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 ST N, Naples

$6,795,000

3 Beds ⋅ 4.5 Baths ⋅ 226038580 MLS

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

$2,100,000

2 Beds ⋅ 2 Baths ⋅ 226038572 MLS ⋅ Olde Naples BLDG.

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 AVE S Unit 305, Naples

$9,900,000

4 Beds ⋅ 5.5 Baths ⋅ 226036618 MLS

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 AVE S, Naples

$6,750,000

4 Beds ⋅ 4.5 Baths ⋅ 226037076 MLS

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 AVE N, Naples

Start Your Search

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 Resale Property Status Type

Newest Olde Naples Homes with Resale Property Status Type

How much is your home worth?

How much is your home worth?