Olde Naples Homes with Streetlight Amenities

Welcome to Olde Naples, a charming subdivision nestled in the heart of Naples, Florida, within beautiful Collier County. Known for its historic charm and picturesque streets, Olde Naples seamlessly blends the elegance of coastal living with a vibrant community spirit. This coveted neighborhood is just a stone's throw away from the pristine beaches of the Gulf of Mexico, offering residents a perfect balance of relaxation and recreation.

As you stroll through the tree-lined streets adorned with charming streetlights, you'll find a delightful mix of architectural styles, from classic Florida bungalows to luxurious estates. The homes here are not just residences; they are a testament to the timeless appeal of Olde Naples. Each property boasts unique character and meticulous landscaping, creating an inviting atmosphere for families and individuals alike.

One of the standout features of Olde Naples is its commitment to enhancing the quality of life for its residents. The presence of streetlight amenities ensures that evening strolls and nighttime gatherings are safe and enjoyable. These well-lit pathways encourage a sense of community, where neighbors meet and friendships blossom under the warm glow of the streetlights.

In addition to its stunning homes and community spirit, Olde Naples is conveniently located near upscale boutiques, gourmet dining, and cultural attractions. Whether you’re looking for a cozy café or an evening of fine dining, everything you need is just a short walk or bike ride away.

Discover the charm of Olde Naples, where the sun shines bright, the community is warm, and every day feels like a vacation. Come and experience the lifestyle that awaits you in this idyllic slice of paradise!

Newest Olde Naples Homes with Streetlight Amenities

$2,775,000

3 Beds ⋅ 3.5 Baths ⋅ 226025430 MLS ⋅ Olde Naples BLDG.

This is your opportunity to live within the heart of Olde Naples and reside within one of Southwest Florida's most sought after newer construction luxury downtown condominiums. 875 Sixth Avenue consists of only eight exclusive condominiums within walking distance to all of the great amenities offered within the charming Downtown Olde Naples. Enjoy delicious hors d'oeuvres and cocktails with your friends and family atop your private rooftop before walking to one of the many fabulous restaurants along the coveted 5th Avenue. Take a swim in your private 60ft rooftop infinity edge pool and unwind in your spacious hot tub overlooking incredible sunsets. Soak up some sun along Naples' coveted white sandy beaches. Immerse yourself in luxury living with features such as imported Legno Bastone hardwood flooring, arctic white quartz countertops, Hansgrohe fixtures, and a neutral contemporary pallet which has been professionally designed with custom finishes and built-ins. Unit 304 offers an air conditioned spacious storage unit in addition to a secondary garage level storage unit and two underground parking spaces. Do not miss your chance to experience this incredibly rare opportunity in person. Schedule your private tour today!

875 6th AVE S Unit 304, Naples

$4,995,000

3 Beds ⋅ 3.5 Baths ⋅ 226022088 MLS

On a desired, tree-lined street in the heart of Old Naples, this exceptional residence offers refined coastal luxury just moments from the pristine Gulf beaches and the acclaimed dining, shopping and entertainment of Fifth Avenue South. Situated within The Gables on Sixth Street, an exclusive enclave of only seven residences designed by Harrell & Associates, the home combines privacy, sophistication and an unrivaled location. A gated rear entrance leads to an air-conditioned three-car garage complete with a vehicle lift and custom built-in storage. Spanning more than 4,300 square feet of beautifully designed living space, the light-filled interior showcases rich hardwood and stone flooring, elegant architectural details and a seamless open-concept floor plan. The redesigned chef’s kitchen serves as the heart of the home, featuring premium appliances, custom cabinetry, an oversized island ideal for entertaining and a climate-controlled wine room with capacity for more than 450 bottles. Designed to embrace the Naples lifestyle, expansive walls of glass connect the great room to a stunning outdoor living area. The covered lanai, highlighted by striking glass floor panels suspended above the pool and spa, creates a dramatic architectural focal point. A fully equipped summer kitchen, gas fireplace and retractable screens provide the perfect setting for year-round entertaining and relaxation. The second floor offers three generously sized en-suite guest bedrooms, while the luxurious primary suite serves as a private retreat complete with a serene balcony and spa-inspired bath featuring exceptional finishes and thoughtful design. Blending timeless elegance, modern comfort and an extraordinary convenient location, this residence represents a rare opportunity to enjoy a luxurious coastal lifestyle and the best of Old Naples living.

32 6th ST S, Naples

$6,495,000

5 Beds ⋅ 4.5 Baths ⋅ 226020603 MLS

Ideally situated in the heart of downtown Naples, this completely remastered single-family residence embodies the essence of refined Florida living. Thoughtfully designed with elevated finishes throughout, the home welcomes you through a dramatic two-story foyer highlighted by soaring ceilings, architectural millwork, and a striking staircase that sets the tone for the interiors beyond. The flowing floor plan is both spacious and inviting, centered around a beautifully appointed kitchen featuring an oversized island and seamless connection to the dining and living areas — ideal for both everyday living and effortless entertaining. Pocketing impact glass doors open to the covered lanai with a summer kitchen, extending the living space outdoors to a generous lawn perfectly suited for gatherings, pets, and family enjoyment. The first-floor primary suite offers a private retreat, accompanied by a dedicated office, while guests are comfortably accommodated with their own upstairs living area and three ensuite bedrooms. Just moments from the charm of Olde Naples, residents can spend evenings strolling to renowned dining, shopping, and the nearby beaches, enjoying the convenience of downtown living right outside their door.

950 8th ST S, Naples

$8,995,000

4 Beds ⋅ 5.5 Baths ⋅ 226016685 MLS

Experience the epitome of luxury living in this exceptional new construction home, perfectly situated in the heart of Olde Naples. Crafted by Refined Builders, this remarkable residence presents a rare opportunity to own a true masterpiece in one of Naples’ most coveted locations. Ideally positioned just minutes from the world-class dining and shopping of 5th Avenue South and 3rd StreetSouth, as well as Naples’ iconic beaches, this 4-bedroom + den, 5.5-bath home offers the perfect blend of luxury, comfort, and convenience—complemented by tranquil lake views from the 2nd floor and lush tropical landscaping. Wide-plank European oak floors and tongue-and-groove ceilings set a sophisticated tone, while the expansive great room flows seamlessly into a stunning gourmet kitchen featuring a quartz-clad center island, sleek two-tone cabinetry, and a full suite of premium Thermador appliances—ideal for both everyday living and elegant entertaining. Sliding glass doors lead to your private outdoor sanctuary, complete with a resort-style saltwater pool and spa, custom summer kitchen, and a spacious covered lanai—perfect for seamless indoor-outdoor living. The first-floor primary suite is a luxurious retreat with direct pool access and a spa-inspired bath featuring a soaking tub, oversized walk-in shower, and dual vanities. Upstairs, three ensuite guest bedrooms—including a VIP second master—are accessible via stairs or a private elevator. A bonus living room with wet bar, scenic balcony, and captivating lake views provides a relaxed space to unwind or entertain. Additional highlights include dual laundry rooms, a 3-car garage, tankless water heater, whole-house generator, and propane tank.

493 8th AVE S, Naples

$2,593,000

3 Beds ⋅ 3 Baths ⋅ 226014309 MLS

Prime Olde Naples homesite on a quiet Broad Ct S street, offering southern rear exposure and desirable "high and dry" X500 elevation. This 74’ x 115’ interior lot provides flexibility for future design and construction while allowing immediate enjoyment of the existing residence. The property’s location supports convenient access to nearby beaches, downtown shopping, dining, and cultural amenities. Alley access enhances future architectural possibilities, including garage placement and courtyard configurations. Mature landscaping and a private setting create a comfortable environment today, with fine opportunity for redevelopment. Whether planning a new residence or seeking an Olde Naples location with immediate usability, this property offers a balanced opportunity combining elevation, exposure, and neighborhood setting. Compare this lot with other Old Naples land or redevelopment offerings.

778 Broad CT S, Naples

$6,250,000

4 Beds ⋅ 4 Baths ⋅ 226009255 MLS

Exceptional Redevelopment Opportunity in the Heart of Downtown Olde Naples. Enjoy pleasant views, a premier Olde Naples location, and the option to create a remarkable estate or luxury residences. Strategically located within walking distance to: The Gulf of America, 3rd St South & 5th Avenue South, Cambier Park, Naples Pier, The Dock & Tin City. The property features a well-maintained high-and-dry concrete block duplex-style residence, offering 4 bedrooms and 4 bathrooms, thoughtfully updated with granite and tile throughout. Additional cottages on the property provide opportunities for renovation or redevelopment.

560 9th AVE S, Naples

$8,995,000

4 Beds ⋅ 5.5 Baths ⋅ 226004868 MLS

Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835 11th Avenue South presents modern craftsmanship with timeless design. Built by Lotus Construction, in collaboration with MHK Architecture and Freestyle Interiors, the home reflects a thoughtful approach to scale, proportion, and livability rather than excess. The residence spans more than 4,700 square feet of interior living space and is arranged to support both privacy and connection, offering four ensuite bedrooms and six bathrooms across two levels. On the main floor, the primary suite is intentionally positioned for convenience and discretion, featuring a spa-inspired bath with a soaking tub, glass-enclosed shower, floating dual vanities, private water closet, and the added luxury of an in-suite washer and dryer—ideal for true single-level living. The heart of the home is defined by soaring ceilings, abundant natural light, and a calm material palette. Wide-plank white oak flooring, tailored millwork, and soft neutral tones establish a refined backdrop for daily life. The kitchen is both elegant and highly functional, outfitted with integrated refrigeration, dual wall ovens, concealed storage, and streamlined cabinetry that transitions seamlessly into the dining and great room. Large hurricane-impact sliding doors open the interior to the outdoor living area, creating an effortless indoor-outdoor connection. A thoughtfully finished elevator provides smooth access between levels. Upstairs, a private VIP suite offers exceptional flexibility, complete with its own living area, full bath, and two balconies—well suited for extended guests or multi-generational living. Two additional guest suites and a dedicated laundry room complete the upper level. Outdoors, the rear courtyard is designed for relaxed entertaining, centered around a custom pool and spa, covered lounge, full outdoor kitchen, and pool bath. The setting is private and quiet, enhanced by alley access. A three-car garage—an uncommon amenity in Old Naples—features extra ceiling height suitable for vehicle lifts or specialized storage. Just blocks from Naples’ most celebrated dining, boutiques, and cultural destinations, this home delivers a rare combination of architectural discipline, location, and immediate enjoyment. It is a residence defined by enduring quality and thoughtful design—crafted to be appreciated long after the first impression.

835 11TH 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

$5,595,000

4 Beds ⋅ 4.5 Baths ⋅ 225085032 MLS

Welcome to 770 Park St., with a superb location just steps from the heart of 5th Avenue South's world-class dining and shopping and 6 blocks to the pristine powder sand beaches of Naples. This polished, upscale property exudes sophisticated elegance with an inviting open feel and ample natural light throughout. This modern coastal gem was thoughtfully designed and built by MHK Architecture and Lotus Builders resulting in a peaceful retreat featuring a master bedroom downstairs facing an impressive outside pool|spa space and custom flowing water wall and a chef's oversized kitchen having a six burner gas Wolf stovetop, double oven, custom stove hood, SubZero refrigerator, large spectacular island and Ruffino custom cabinetry. The top of the stairs draws you into a delightful and fun loft room with a mini refrigerator, great for entertaining with a wow factor open to below showcasing twenty foot high ceilings. Three en-suite bedrooms with walk in built in California Closets finish off the upstairs fabulous layout great for family and guests. A lake sits directly behind the home so nothing will be built behind this residence, guaranteeing fabulous west sunset views daily over The Gulf. Take in these stunning views or sunbathe from the upstairs west facing balcony. Truly an entertainer's dream home awaits the most discerning buyer seeking a full-time residence, seasonal escape, or investment opportunity. 770 Park Street places you close to everything that makes Naples exceptional, while still offering a private residential setting. This is Florida living at its best, step out your front door into a world of Naples coastal lifestyle ease surrounded by bike riders, golf cart drivers and dog walkers galore, with tennis playing across the way, and of coarse the great energy and charm that 5th Avenue South and 3rd Street South always offer!

770 Park ST, 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

$6,295,000

4 Beds ⋅ 3.5 Baths ⋅ 225077400 MLS

Four blocks to the beach in the heart of Olde Naples, this fully renovated residence delivers the rare combination of location, structural integrity, and turnkey modern comfort. Built of concrete block on both levels and located in the desirable X500 flood zone, the home has been thoughtfully upgraded for both peace of mind and everyday luxury. A new 2025 standing-seam aluminum roof, impact windows and doors, provide storm-ready confidence, while a southern-exposure fills the interior with natural light. Designed for effortless living and entertaining, the open floor plan centers around a chef’s kitchen appointed with Wolf and Sub-Zero appliances, custom cabinetry, and island seating. The great room flows seamlessly to a private yard retreat featuring a heated saltwater pool with Pentair automation, new heater and chiller for year-round enjoyment. The first-floor primary suite offers privacy and ease, complemented by beautifully updated baths and refined finishes throughout. Upstairs, a spacious loft and guest suites open to a balcony overlooking the pool courtyard—ideal for visitors or multigenerational living. Additional features include a two-car garage, storage, updated mechanical systems, and close proximity to 5th Avenue South, 3rd Street South, the Naples Pier, and Gulf beaches. For buyers seeking an Olde Naples home that lives meticulously like new—with modern systems, elevated construction, and true walkability—this property represents a compelling opportunity in one of Naples’ most desirable neighborhoods.

570 2nd AVE N, Naples

$5,395,000

3 Beds ⋅ 4.5 Baths ⋅ 225072058 MLS

In the heart of Olde Naples, this 2020-built courtyard residence blends timeless coastal architecture with refined, resort-style living just moments from 3rd Street South and Naples’ pristine beaches. Shell-stone travertine floors introduce light-filled living and dining spaces designed for effortless entertaining. The chef’s kitchen is appointed with Sub-Zero refrigeration, Lacanche gas cooking, custom cabinetry, and a thoughtfully designed wet bar. A family room opens seamlessly to the private courtyard, creating true indoor-outdoor living. Upstairs, the serene primary suite offers volume ceilings, tailored millwork, and a spa-inspired bath, joined by two en-suite guest suites and a flexible den/office. A private elevator services both levels. The walled courtyard becomes a secluded retreat with heated plunge pool and spa, outdoor kitchen with built-in grill, surround sound, and lush vertical greenery for privacy. Impact-rated windows and doors, smart-home automation, natural gas, metal roof, and a generous two-car garage with storage complete this thoughtfully engineered residence. Beautifully scaled and impeccably maintained, 909 10th Avenue South offers the rare combination of walkability, architectural integrity, and lock-and-leave ease in Olde Naples.

909 10th AVE S, 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.