Olde Naples Homes with Florida Style

Olde Naples Homes with Florida Style

Welcome to Olde Naples, a charming and sought-after community nestled in the heart of Naples, Florida. Known for its picturesque streets lined with swaying palm trees and historic architecture, Olde Naples offers a unique blend of old-world charm and modern luxury.

This exclusive neighborhood, located in Collier County, is a true gem for those seeking the quintessential Florida lifestyle. The homes in Olde Naples boast classic Florida style, with bright and airy interiors, spacious outdoor living areas, and stunning views of the Gulf of Mexico. Whether you're looking for a cozy beach cottage or a lavish waterfront estate, Olde Naples has something to offer for every taste and preference.

In addition to its beautiful homes, Olde Naples is just a stone's throw away from pristine white sandy beaches, upscale shopping and dining destinations, and world-class golf courses. Residents can enjoy leisurely strolls along historic 5th Avenue South, take in breathtaking sunsets from the Naples Pier, or simply relax and unwind in the tranquility of their own backyard.

If you're dreaming of living in a vibrant community with a touch of old Florida charm, look no further than Olde Naples. Come and discover why this hidden paradise is the perfect place to call home.

Newest Olde Naples Homes with Florida Style

$549,900
1 Beds ⋅ 1 Baths ⋅ 226025950 MLS ⋅ Castleton Gardens BLDG.
Welcome to Castleton Gardens 204, a rare second floor renovated and beautifully furnished one-bedroom condominium in the heart of Old Naples. This unit features a king-sized bedroom, updated bath, open kitchen with large island and a comfortable living space. Ideally just three blocks to 5th Avenue South, two blocks to Cambier Park and one block to Tin City, with Naples beaches less than a mile away. Ideal for owners and investors, the community allows rentals up to 12 times per year with a 30-day minimum. Amenities include a heated pool, spa and barbecue area set within a charming banyan tree-lined courtyard. Exterior stair access with no elevator! Castleton Gardens 204 presents a rare opportunity to own a turnkey property that captures the essence of Naples living while delivering exceptional versatility.

980 7th AVE S Unit 204, Naples
$12,000,000
4 Beds ⋅ 5.5 Baths ⋅ 226019430 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Set just steps from the Gulf and the celebrated boutiques and restaurants of Third Street South and Fifth Avenue South, this extraordinary newly built estate embodies the pinnacle of refined Old Naples living. Crafted in 2017, this gorgeously furnished four-bedroom + den residence offers an exceptional blend of timeless coastal elegance and modern luxury across an impeccably curated floor plan. From the moment you enter, the home captivates with soaring ceilings, wide-plank French oak flooring, bespoke millwork and designer lighting that create an atmosphere of understated sophistication. Walls of glass fill the interior with natural light, while seamless indoor-outdoor transitions invite effortless entertaining and relaxed resort-style living. At the heart of the home, the spectacular chef’s kitchen is a true statement of luxury and design, featuring an oversized island, a commanding 48-inch Wolf gas range, dual Sub-Zero refrigeration, Miele built in wine refrigerator, Miele built-in coffee system, premium fixtures and custom cabinetry tailored for both grand-scale entertaining and everyday comfort. Adjacent living and dining spaces are anchored by a beautiful private tropical retreat where every detail has been thoughtfully considered. The outdoor Oasis features a stunning custom pool and spa with oversized sun shelf, towering private bamboo hedge, and outdoor kitchen, creating an atmosphere reminiscent of an exclusive luxury resort. The first-floor primary suite is a serene sanctuary, offering spa-like amenities, a luxurious bath retreat and a custom walk-in wardrobe. A private detached cabana guest suite on the main level provides exceptional comfort and privacy for visitors. Accessible by both a private spacious elevator and staircase, the second level is designed for elevated entertaining and relaxed living alike. A comfortable loft serves as a central gathering space surrounded by 3 beautifully appointed en-suite guest bedrooms. Additional features include impact-resistant doors and windows, whole-house 20- kilowatt generator and the highest level of craftsmanship and finishes throughout. An exceptionally rare offering in one of Naples’ most prestigious locations, this remarkable estate delivers unparalleled luxury, timeless architecture and the ultimate Olde Naples lifestyle just steps from the beach and world-class dining and shopping. This home offers you the convenience of living a life of walking to the beach every day, dining on Third Street, and enjoying the newly opened Olde Naples Hotel which offers a bar for an evening beverage after you enjoy the beautiful Naples sunsets.

160 Broad AVE S, Naples
$625,000
1 Beds ⋅ 1 Baths ⋅ 2026017700 MLS ⋅ Kensington Gardens BLDG.
Location, location, location in the heart of Olde Naples! Welcome to Kensington Gardens, a charming vacation rental community just one block from world-famous Fifth Avenue South and only a short stroll to the white sandy beaches of the Gulf of Mexico. This beautifully updated 1-bedroom, 1-bath condominium offers the perfect Naples retreat with a bright coastal feel, tasteful furnishings, ceramic tile throughout, and in-residence laundry for added convenience. Situated in one of Naples’ most walkable and desirable downtown locations, guests can enjoy easy access to upscale dining, boutique shopping, art galleries, live entertainment, cafés, and local favorites throughout Fifth Avenue South and nearby Third Street South. Kensington Gardens offers classic Olde Naples charm with a relaxed atmosphere, making it ideal as a seasonal getaway, investment property, or personal vacation escape. Owner has a recent inspection report available. Property is being sold AS IS, and reasonable offers will be considered.

480 5th ST S Unit 202, Naples
$385,000
2 Beds ⋅ 1 Baths ⋅ 226019202 MLS ⋅ Bayview BLDG.
SELLER FINANCING AVAILABLE! - 1ST FLOOR END UNIT – UPDATED TO THE 9’S – LOW HOA FEES - NEW METAL ROOF & GUTTERS INSTALLED (2024)! Located in Bayview in highly desirable Olde Naples, this beautifully updated 2-bedroom condo offers exceptional value in an area surrounded by multimillion-dollar residences. As one of the lowest-priced 2-bedroom units in the area, this property presents a rare opportunity to enjoy the Naples lifestyle in a premier location. This west-facing end unit enjoys beautiful sunset views and an abundance of natural light while maximizing quiet, private living. The entire condo has been extensively updated with high-end finishes throughout, including flooring, appliances, fixtures, and premium upgrades that create a clean, modern, and move-in-ready feel. The exterior has been freshly painted, and the property is exceptionally neat and well maintained with excellent landscaping that enhances the peaceful atmosphere of the community. With very low HOA fees and a prime Olde Naples location close to beaches, shopping, dining, and downtown attractions, this condo is ideal for full-time living, a seasonal retreat, or an investment opportunity. Schedule your showing today! THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER, INQUIRE FOR MORE DETAILS** (Renderings that showcase furniture have been virtually staged)

975 9th AVE S Unit 11, Naples
$6,495,000
4 Beds ⋅ 5.5 Baths ⋅ 226011370 MLS
Completely reimagined and finished in 2025, this beautifully renovated Old Naples residence lives like a new home. Offering just under 3,000 square feet, the property includes four bedrooms and 5.5 baths designed for effortless luxury living. An open layout connects the living, dining and kitchen areas, creating an inviting flow for everyday living and entertaining. The chef's kitchen features a Wolf six-burner gas range, Sub-Zero refrigerator, and Sub-Zero wine cooler with additional refrigerator and ice drawer. Cristallo quartzite countertops, a marble-clad island and custom Crystal cabinetry combine elegance with function. The primary suite offers vaulted ceilings, a sitting area and views of the pool. Its spa-style bath includes a Kohler soaking tub, rain and body-spray shower, and custom California Closets with integrated lighting. Outside, a new saltwater pool with spa creates a resort-like setting. A full outdoor kitchen with grill, refrigerator, sink and TV makes entertaining easy. Near Third Street South dining, shopping and Naples white sand beach.

1355 4th ST S, Naples
$17,995,000
6 Beds ⋅ 7.5 Baths ⋅ 226005600 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
$12,995,000
5 Beds ⋅ 7.5 Baths ⋅ 226002046 MLS
A landmark, custom built, Old Naples estate just four homes from the Gulf. Elevated and recently renovated, this exceptional residence offers over 7,500 square feet of refined AC-living with timeless architecture and exquisite craftsmanship. Features include a grand two-story foyer, coffered ceilings, rich millwork, library, formal dining, and expansive living spaces filled with natural light. The chef’s kitchen boasts Wolf and Sub-Zero appliances, dual islands, marble prep areas, butler’s pantry, and wine cellar. The luxurious master suite offers a sitting area, dual walk-in closets, spa bath, and private balcony. Outdoor living includes a heated, salt system pool and spa, outdoor kitchen, fireplace, lush landscaping, and shaded entertaining areas. Rare, air-conditioned garage for 10+ vehicles, impact windows and doors, private elevator, and generator. High and dry, moments to beaches, dining, and shopping—this is Old Naples luxury at its finest.

140 3rd AVE S, Naples
$4,995,000
3 Beds ⋅ 3 Baths ⋅ 226000549 MLS
Filled with every ounce of warmth, character, and history, the 1929 Captain Parker House captures the dream of Olde Naples and is located just steps to Cambier Park, 5th Avenue South, 3rd Street South, and Naples' sugar sand coastline. Having been fully restored over the years to create a perfect marriage between history and modern-day elegances, the romantically-set cottage features a gracious front porch, old-growth heart pine flooring, a fireplace enveloped in hand-picked oyster shells, ship-lap walls, whimsical tiling, stunning soaking tub, grotto style pool, and Hardie board siding. A number of other luxurious features are encompassed, such as a chef’s kitchen outfitted with a Lacanche gas range, Sub-Zero refrigerator and wine cooler, as well as a whole-house generator, impact glass, and a metal roof. The remainder of the parcel is enveloped in lush tropical foliage and includes vegetation such as a 50' Royal Poinciana tree, birds of paradise, banana, coffee, and coconut trees, as well as gardenias.

680 8th AVE S, Naples
$383,000
1 Beds ⋅ 1 Baths ⋅ 225084632 MLS ⋅ Bayview BLDG.
A Coastal Masterpiece in the Heart of Olde Naples. Location, Location, Location! Situated in the absolute epicenter of Downtown Olde Naples, this property boasts a five-star walkability score that is simply unmatched. This spectacular, turnkey residence is not just a home; it’s an invitation to experience the very best of Southwest Florida living. From the moment you cross the threshold, be captivated by a seamless flow of bespoke design and high-end finishes. Every corner exudes a bright, airy elegance that is both timeless and instantly inviting. A sophisticated 1 Bedroom / 1 Bathroom layout offers comfort and convenience, perfect for intimate living or hosting guests with ease. Move right in and start living the dream. This residence comes impeccably furnished with a curated selection of designer pieces, ready for immediate enjoyment. Steps from everything. Ditch the car and embrace the vibrant lifestyle. A short stroll brings you to the pristine white sands of the Gulf of Mexico, the lush greens of Cambier Park, the sophisticated boutiques and world-class dining of 5th Avenue South, and the historic charm of Third Street South. Enjoy all the benefits of living in the most coveted neighborhood in Naples—where culture, recreation, and natural beauty converge. This is also an investor’s dream! With its prime location, immaculate condition, and high demand for luxury rentals, this property also makes an exceptional rental income producer. This is a rare opportunity to own a slice of paradise in one of the world's most sought-after destinations. Your Naples oasis awaits.

975 9th AVE S Unit 1, Naples
$399,900
1 Beds ⋅ 1 Baths ⋅ 225079960 MLS ⋅ Garden Manor BLDG.
Talk about location!!! if you have been dreaming of not driving to the beach down town Naples than this charming turnkey 1 bedroom 1 bath updated condo with new AC unit is for you. Just bring your suitcase and move in. Wood blank tile throughout for easy maintenance, white kitchen cabinets with granite counters. Condo comes with one assigned parking spot and plenty of room for visitors. Hurricane impact windows. Bathroom is a shower tub combo with single vanity. Unit is close to amazing shops, restaurants and of course a stone throw away from the beautiful white sandy beaches of Naples

207 8th AVE S Unit 207A, Naples
$2,950,000
2 Beds ⋅ 2.5 Baths ⋅ 225078901 MLS ⋅ Olde Naples BLDG.
Experience the epitome of luxury living in the heart of downtown Naples, located above Provident Jewelers on prestigious 5th Avenue. This completely remodeled unit features 2 spacious bedrooms and 2.5 baths, all of which have been thoughtfully redesigned for modern living. Wide plank hardwood floors flow seamlessly throughout, while the chef's kitchen showcases high-gloss white cabinets, brushed gold hardware, BOSCH appliances, and stunning quartz countertops. The den area includes a built-in bar and shiplap wall accents, and the private laundry area offers ample storage. The owner's suite impresses with French door entry, hardwood floors, balcony access, and an en-suite bathroom with a large walk-in shower and floating tub. The guest suite features an en-suite bath, closet, and balcony access overlooking Cambier Park. Additionally, the residence boasts a rooftop swimming pool for owners and a reserved garage space secured under the building, just seconds away from sandy beaches, restaurants, and shops. There is nothing this convenient in downtown Old Naples with all these features and amenities. The very best available!

780 5th AVE S Unit 305, Naples
$550,000
1 Beds ⋅ 1 Baths ⋅ 225067910 MLS ⋅ Castleton Gardens BLDG.
Welcome to Castleton Gardens, where Old Naples charm meets easy coastal living. This beautifully updated first-floor condominium is offered turnkey furnished and features one bedroom, one bath and tasteful finishes throughout. The kitchen includes quartz countertops, new appliances, and designer cabinetry, while the living area is highlighted by crown molding, LED lighting, plantation shutters, updated fixtures and new hurricane-impact windows. The spacious bedroom features a walk-in closet, and the renovated bath adds a clean, modern touch. In-unit laundry and the ease of single-level living provide everyday convenience. Castleton Gardens is a boutique, gated community offering a resort-style pool, spa, gazebo and barbecue area, all set within a banyan tree-lined courtyard. Just three blocks to 5th Avenue South, two blocks to Cambier Park, one block to Tin City and minutes to Naples beaches, this puts the best of downtown Naples right at your doorstep. With flexible rental options (12 times per year, 30-day minimum), it’s ideal as a seasonal retreat or investment.

950 7th AVE S Unit 14, 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.