Olde Naples Homes with Resale Property Status Type

Welcome to Olde Naples, a picturesque gem nestled in the heart of Naples, Florida, within Collier County. This enchanting neighborhood is renowned for its charming streets lined with swaying palm trees, vibrant bougainvillea, and an inviting coastal atmosphere that perfectly captures the essence of Florida living. With its rich history and a blend of old-world charm and modern amenities, Olde Naples offers a unique lifestyle that appeals to both families and retirees alike.

Olde Naples boasts a variety of homes, each with its own character and charm. From stunning beachfront estates to quaint bungalows, the real estate market here is diverse, catering to a range of tastes and preferences. Many homes in this area are available for resale, providing an excellent opportunity for buyers seeking to invest in a community that values both heritage and contemporary living. With properties often featuring lush gardens, spacious patios, and proximity to the beach, Olde Naples is perfect for those who appreciate outdoor living and the beauty of nature.

The neighborhood is also home to a vibrant dining and shopping scene, with a plethora of upscale boutiques, art galleries, and gourmet restaurants just a short stroll away. Residents can enjoy leisurely walks along the iconic Naples Pier, where breathtaking sunsets paint the sky in hues of orange and pink, creating a perfect backdrop for evening strolls.

In Olde Naples, you’re not just buying a home; you’re investing in a lifestyle characterized by relaxation, community, and the unparalleled charm of coastal living. Come and discover the magic of Olde Naples – where every day feels like a vacation!

Newest Olde Naples Homes with Resale Property Status Type

$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

$10,395,000

5 Beds ⋅ 6.5 Baths ⋅ 226032954 MLS

An extraordinary expression of luxury living in Olde Naples steps from the brand new Four Seasons Resort. This exceptional estate offers an enviable lifestyle just a short stroll from the beach and moments from the celebrated dining, shopping and entertainment of downtown. Sophisticated yet effortlessly livable, the residence blends refined interiors with a spectacular private outdoor retreat. Beyond the interiors, a lush tropical oasis unfolds around a stunning resort-style pool and spa accented by dramatic water features. An impressive cabana-style bar and fully equipped outdoor kitchen anchor expansive covered living and dining areas, creating an exceptional setting for intimate evenings or grand-scale entertaining. A private guest cabana completes the resort experience, offering visitors their own secluded retreat. Inside, beautiful wood flooring, gracious proportions and sophisticated finishes establish an atmosphere of understated elegance. The main-level primary suite is a serene sanctuary, while the beautifully appointed chef’s kitchen combines high-end finishes and exceptional functionality for both everyday living and entertaining. Upstairs, additional bedroom suites are complemented by a generous loft providing a private secondary living space ideal for family and guests. Rarely does a residence so seamlessly combine the privacy and indulgence of a luxury resort with the quintessential Olde Naples lifestyle. With the Gulf beaches within walking distance and the boutiques, galleries and acclaimed restaurants of Fifth Avenue South and Third Street South just moments away, this exceptional estate offers an extraordinary opportunity to experience Naples living at its finest.

241 7TH AVE N, Naples

$1,225,000

2 Beds ⋅ 2 Baths ⋅ 226035097 MLS ⋅ Cardinal Court BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. Beautifully renovated in 2026, this sophisticated end-unit residence offers exceptional privacy, abundant natural light and an enviable location in the heart of Olde Naples. Thoughtfully redesigned with a bright, open-concept floor plan, the home features wide-plank tile flooring and refined finishes throughout. The stunning kitchen takes center stage with an oversized island, sleek custom cabinetry, designer stone countertops and full-height backsplash, complemented by premium Thermador appliances. The spacious living area flows seamlessly into an extended glass-enclosed lanai with impact-rated sliders, creating additional year-round living space surrounded by tranquil tropical views. The generous primary suite features a custom-designed closet and beautifully renovated bath with a walk-in shower and contemporary finishes. A comfortable guest bedroom and updated bath provide an inviting retreat for visitors. Additional features include impact windows and doors, in-unit laundry, private garage, additional storage and extra parking. Set within an intimate six-residence building, this desirable end unit combines privacy and lush garden views with an exceptional Olde Naples location. **The residence has never flooded**, offering an additional point of distinction in this highly desirable downtown setting. Just steps from Cambier Park and a short stroll to the renowned shopping, dining and entertainment of Fifth Avenue South, this beautifully renovated residence offers an effortless downtown Naples lifestyle.

990 8TH ST S Unit 1C, Naples

$5,300,000

3 Beds ⋅ 4 Baths ⋅ 226033993 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. A rare Old Naples opportunity offering 0.35 acres and 96 feet of frontage, just a short walk to the beach and the newly completed Four Seasons Resort. Adding to its appeal, the property fronts the Four Seasons golf course, providing an open outlook and no residence directly across the street. MHK Architecture has prepared a report identifying an 8,427-square-foot buildable area and 5,422-square-foot allowable footprint, presenting an exceptional opportunity to create a substantial custom estate in one of Naples’ most coveted locations. The existing 3,016-square-foot residence offers 3 bedrooms plus a den/office, 4 baths, a private pool and spa, and a well-appointed kitchen. Significant improvements completed in 2023 include a new roof, pool heater, HVAC system, water heater, refrigerator and dishwasher, new carpet throughout, kitchen and guest bathroom countertops, and a new guest bathroom off the den. Whether envisioned as a sophisticated renovation or replaced with a new custom residence, this exceptional homesite offers possibilities rarely found in Old Naples. The Gulf beaches and Four Seasons are a short walk away, while 5th Avenue South and 3rd Street South are approximately five minutes by car, placing Naples’ finest dining, boutique shopping, galleries, and downtown amenities within easy reach. Rare land. Exceptional frontage. An open outlook across the Four Seasons golf course. And one of the most coveted locations in Old Naples.

250 S Golf DR, Naples

$2,700,000

3 Beds ⋅ 3 Baths ⋅ 226035212 MLS ⋅ Royal Palm Villas BLDG.

Perfectly positioned in the heart of Old Naples, this beautifully transformed two-story villa offers an exceptional combination of privacy, sophisticated coastal style and an enviable walkable lifestyle. Just three blocks from the renowned shopping and dining of Fifth Avenue South and five blocks from Naples’ white-sand beaches and the Gulf, the location is truly outstanding. Offering nearly 2,000 square feet, the light-filled residence features an open great room design with three spacious bedrooms, three full baths and a versatile loft/den ideal for an office, additional living area or guest space. Newly installed double sliding glass doors create a seamless connection to the completely redesigned private outdoor retreat. The resort-inspired pool and lanai have been beautifully enhanced with travertine decking, updated pool equipment and a tranquil waterfall feature. Removal of the former screen enclosure allows abundant sunshine and creates an open-air setting ideal for entertaining, relaxing poolside or enjoying the Naples lifestyle year-round. Inside, the renovated kitchen features quartz countertops and backsplash, premium finishes and an inviting layout that flows effortlessly into the dining and living areas. Large-format porcelain tile, rich wood flooring, crown molding, recessed lighting and impact-resistant windows further enhance the residence. Set within an intimate, pet-friendly enclave of only four villas, the community has recently received a new roof and fresh exterior paint. A private one-car garage adds convenience, while the residence is offered furnished for immediate enjoyment or investment potential. With exceptional privacy, beautifully updated indoor and outdoor living spaces, and Fifth Avenue South and the beach just blocks away, this distinctive villa offers an extraordinary opportunity to experience the very best of Old Naples.

165 5TH ST S Unit 3, 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

$5,950,000

3 Beds ⋅ 3 Baths ⋅ 226034533 MLS

A beach bungalow in the heart of Old Naples, this charming three-bedroom, two-bath residence sits on an expansive 150-by-100-foot corner lot just three blocks from the Gulf. Surrounded by mature trees and lush landscaping, the property offers a wonderful sense of privacy while capturing the relaxed, timeless character of coastal Naples. The home is filled with natural light and offers inviting indoor-outdoor living, providing an opportunity to enjoy the property as it is, thoughtfully reimagine the existing residence or take advantage of the generous homesite to create a new custom home. Ideally at the corner of Third Street North and Fourth Avenue North, 444 Third Street North places the beach, Fifth Avenue South and Third Street South all within easy reach.

444 3rd ST N, Naples

$5,299,000

3 Beds ⋅ 2 Baths ⋅ 226033966 MLS

This Old Naples Dolphin Cottage was built in 1935 and has been meticulously restored to reflect the owner's love of historic Old Naples. The home is a blend of classic and fresh design ideas, with tongue and groove ceilings, wide plank wood flooring and updated baths that are aglow with vibrant and classic colors. The rear porch that overlooks the freeform pool and lushly landscaped rear yard is a comfortable oasis to relax and unwind after a long day enjoying all Naples has to offer. Naples pristine beaches and the world-class dining and nightlife of Third Street South are just a short distance away. A unique home that brings you back to a bygone era and timeless charm of Old Naples.

244 11th AVE S, Naples

$7,499,000

4 Beds ⋅ 5.5 Baths ⋅ 226033005 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Six doors from the Gulf, exceptional single-level living in the heart of Old Naples. Set on a generous one-third-acre homesite along a quiet residential street, 185 North Lake Drive offers a contemporary way of living that is increasingly difficult to recreate. While much of today’s new construction reaches vertically, this thoughtfully designed residence lives entirely on one level, with soaring ceilings, abundant natural light and an effortless connection between indoors and out. At the heart of the home, a magazine-worthy kitchen makes a dramatic statement with a counter-to-ceiling ombré mosaic backsplash, sculptural hood and professional-grade Wolf appliances. The open great room flows naturally to the dining and family areas, while zero-corner sliders extend the living spaces to an expansive covered lanai. Designed for year-round entertaining, the outdoor living experience includes a fully equipped summer kitchen, bar and alfresco dining, custom-detailed ceilings, fireplace, generous lounge areas, and an elevated pool and integrated spa surrounded by lush privacy landscaping. The spacious primary suite offers room for a private office or sitting area and a serene, spa-inspired bath with freestanding tub, oversized multi-head shower, dual vanities and private water closet. Generously proportioned guest accommodations include a suite that lives like a second primary, with a walk-in closet and private outdoor access. Beyond the residence itself is the lifestyle that makes this location extraordinary. Stroll to the end of the block for sunset on the Gulf, enjoy cocktails at HB’s at Four Seasons Naples Beach Club, dinner on Fifth Avenue South, or the Farmers Market on Third Street South, then return to the privacy of North Lake Drive. Offered move-in ready and turnkey furnished, with an attached three-car garage, everything is already in place to enjoy the season ahead, without the wait of building or the task of furnishing a new home. A distinctive opportunity to enjoy the very best of Old Naples, six doors from the Gulf, beautifully private and entirely on one level.

185 North Lake DR, Naples

$8,250,000

4 Beds ⋅ 4.5 Baths ⋅ 226028668 MLS

Ideally located in the heart of Olde Naples, just three blocks from the Gulf, this striking contemporary residence pairs innovative architectural design with exceptional finishes and effortless indoor/outdoor living. Set along one of Olde Naples’ most picturesque streets, north of Central Avenue and surrounded exclusively by single family homes, the property enjoys a lush, private setting with the added convenience of alley access. Built by respected luxury homebuilder Build., the residence showcases exceptional craftsmanship and thoughtful design throughout. Southern exposure fills the interiors with natural light, while soaring ceilings and expansive walls of glass create a bright, open atmosphere. The great room flows seamlessly to the outdoor living areas, creating an ideal setting for both everyday living and entertaining. The chef’s kitchen features sleek Italian cabinetry, premium Miele and Liebherr appliances, a built in coffee system, wine refrigeration, and an oversized island. Upstairs, the spacious primary suite offers a spa inspired bath with a freestanding soaking tub, oversized shower, and private outdoor shower. Three additional guest suites, each with an en-suite bath, provide comfortable and private accommodations for family and guests. Outside, the resort style pool and spa feature cascading water elements, a sun shelf, and LED lighting, all surrounded by lush landscaping for exceptional privacy. The covered lanai is designed for year-round entertaining with an outdoor kitchen, built in grill and refrigerator, roll down screens, fireplace, fire pit, and media lounge. A refined Olde Naples residence offering distinctive architecture, exceptional craftsmanship, and an outstanding location just moments from the Gulf, beaches, dining, and shopping.

376 1ST AVE N, Naples

$420,000

2 Beds ⋅ 2 Baths ⋅ 226033696 MLS ⋅ Marina Manor BLDG.

BOATER’S PARADISE IN THE HEART OF OLDE NAPLES! An exceptional opportunity to own a turnkey furnished 2-bedroom, 2-bath residence at Marina Manor, complete with a highly desirable 28-foot covered boat slip with electric lift and direct Gulf access with no bridges. The extra-wide Slip #58 is included with the residence, giving you the ultimate Naples boating lifestyle right outside your door. Located on the second floor, this 924-square-foot residence enjoys an open view overlooking the pool area and is offered turnkey furnished for an easy, move-in-ready experience. The location is hard to beat. Walk or bike to Fifth Avenue South, Third Street South, Tin City, Naples City Dock, the Naples Pier, beaches, shopping and dining, then return home for an afternoon by the oversized heated community pool. Marina Manor also offers extra storage and bike-friendly access throughout the community. Whether you are looking for a downtown Naples getaway, a boating home base or a low-maintenance residence close to everything Olde Naples has to offer, this property delivers an outstanding combination of location, boating access and value.

1100 8th AVE S Unit 204A, 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.