Olde Naples Homes with Sidewalk Amenities

Welcome to Olde Naples, a charming neighborhood that perfectly encapsulates the essence of coastal living in Naples, Florida. Nestled in Collier County, this historic district is renowned for its picturesque streets lined with swaying palm trees, vibrant bougainvillea, and an inviting atmosphere that makes it a beloved destination for both residents and visitors alike.

Olde Naples is a true gem, offering a delightful blend of old-world charm and modern conveniences. The neighborhood is characterized by its stunning Mediterranean-style homes, many of which boast lush gardens and beautiful outdoor spaces. With sidewalks meandering throughout the area, residents can easily enjoy leisurely strolls or bike rides while soaking in the warm Florida sunshine. The sidewalks not only enhance the walkability of the community but also encourage neighborly connections and a sense of belonging.

In Olde Naples, you’ll find an array of amenities just steps from your doorstep. The neighborhood is home to boutique shops, art galleries, and an eclectic mix of dining options that cater to every palate. The pristine beaches of the Gulf of Mexico are just a short walk away, offering residents the perfect spot to relax, unwind, and enjoy breathtaking sunsets.

Whether you’re looking for a quaint cottage or a luxurious estate, Olde Naples has something to offer everyone. With its rich history, vibrant community, and stunning coastal scenery, this neighborhood truly embodies the best of Florida living. Discover your dream home in Olde Naples today, and experience the enchanting lifestyle that awaits you!

Newest Olde Naples Homes with Sidewalk Amenities

$6,500,000

5 Beds ⋅ 4 Baths ⋅ 226033639 MLS

This home feels like a big hug! Just the right amount of indoor and outdoor living. Very private with Clusia and Podocarpus hedges surrounding the property for maximum privacy. A perfect retreat for individuals, family and friends. As you enter the home you are greeted by white washed wood flooring, open Great Room with volume ceilings that lead to a custom Cupola that reaches 26', to add light and architectural detail. Dining space that can easily seat 10-12 people, and bar area with a beverage refrigerator and wine/glass storage. The cook's kitchen features a large island (seating 6), ample storage and gas cooktop. Six sets of French doors open to the outdoor living areas, including a living/kitchen space with a gas grill and fireplace, along with a large covered lanai for entertaining and alfresco dining. The saltwater pool includes a spa and sun shelf. Primary suite has a spa like bath and two walk-in closets. From the bed and sitting area there are lovely views of the gardens and pool. This residence is situated on one of Old Naples most coveted and beautiful streets. There is a large side yard on the south side of the home perfect for outdoor games, reading, dogs, kids and/or grandkids. A quick walk to the beach, Fifth Avenue dining and shopping, NCH and so much more. The garage is situated off the alley with additional parking, along with a circular drive off of 3rd Street.

131 3rd ST N, Naples

$440,000

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

$1,245,000

2 Beds ⋅ 2 Baths ⋅ 226033626 MLS ⋅ Warick BLDG.

Prime Olde Naples Location | Top-Floor Corner Condo The Warwick Club enjoys a premier location in the heart of Olde Naples. This recently updated, top-floor corner residence offers two bedrooms and two bathrooms, with improvements including beautifully refreshed bathrooms, new lighting, fresh paint, and the convenience of an in-unit washer and dryer. The important mechanical updates are also in place, including a 2024 HVAC system and a 2026 water heater. Positioned at the end of Condo Row and just one block from Naples’ renowned beaches, the residence is also close to the shopping and restaurants of 5th Avenue South and 3rd Street South. The NCH Briggs Center for Health is within walking distance, offering a state-of-the-art fitness facility, lap pool, spa, and a variety of classes. Facing single-family homes and situated along a non-through street, it offers a quieter setting away from beachgoer traffic. The generous floor plan provides ample living space with an elegant, casually sophisticated ambiance. A standout feature is the inviting sunroom, where soft light filters through the surrounding palm trees at sunset, creating a tranquil and relaxing atmosphere. It is an enjoyable spot for an evening glass of wine or a morning cup of coffee. The guest bedroom is en suite, providing added privacy and comfort for both owners and guests. A wonderful opportunity to enjoy the charm, convenience, and lifestyle of Olde Naples

280 2nd AVE S Unit 303, Naples

$640,000

2 Beds ⋅ 2 Baths ⋅ 226032885 MLS ⋅ Marina Manor BLDG.

Boaters and coastal enthusiasts, this is the Olde Naples opportunity you’ve been waiting for. This stunning end-unit condo offers the ultimate waterfront lifestyle, featuring a deeded 28-foot boat slip equipped with a lift and direct Gulf access. Adding even more value to this offering is an included certificate of ownership in the exclusive “Adventurer's Club.” Inside, the residence radiates a relaxed, beach-chic aesthetic across a thoughtful two-bedroom, two-bathroom floor plan. Recent upgrades elevate the space, including new luxury vinyl flooring, high-end trim, new AC (2025), new renovated bathrooms, and updated ceiling fans throughout. The west-facing, newly rebuilt sunroom is a standout feature, bathing the interior in natural light and providing a serene spot to unwind. The open-concept living area flows seamlessly, creating an inviting environment for hosting guests or relaxing after a day on the water. Living at Marina Manor means having the best of Naples right at your doorstep. You are perfectly positioned near the world-class dining and boutique shopping of 5th Avenue South and 3rd Street South. The vibrant atmosphere of Tin City, the recreational offerings of Cambier Park, and the iconic white sand beaches are all easily accessible from this prime 8th Street location. Whether you choose to spend your afternoons by the community pool or navigating the Gulf, this property delivers. For those who may not need the dock for personal use, the slip offers an excellent opportunity for passive income, with a proven rental history. Experience the very best of coastal living in the heart of downtown Naples. AC 2025

1100 8th AVE S Unit 210B, Naples

$6,290,000

4 Beds ⋅ 4.5 Baths ⋅ 226032568 MLS

In the heart of Old Naples, just three blocks from famed Fifth Avenue South and a short distance from the beach, this nearly new residence, constructed by Gulfstream Homes in 2025, captures the timeless charm of a classic Naples cottage while delivering the craftsmanship, sophistication and conveniences of a modern luxury home. Offered beautifully furnished, the residence feels distinctly at home among the enchanting streets of Olde Naples, with coastal architecture and thoughtful details creating an elegant sense of place from the moment you arrive. Inside, every square inch has been thoughtfully maximized for effortless resort-style living. The light-filled great room is wrapped in windows and opens seamlessly to the outdoor living areas, while warm wood flooring, detailed millwork and a beautifully crafted ceiling bring character and dimension. At the center of the home, a chef's kitchen pairs timeless cabinetry with an expansive island, gas cooking and Thermador appliances. A dedicated coffee bar and impressive butler's pantry elevate everyday living with an ice maker, second dishwasher and refrigerated beverage drawers. The adjoining dining area is designed equally for intimate dinners and lively gatherings, anchored by a dramatic bar feature wall with a full-size wine refrigerator and separate beverage refrigerator. Nearly every main living space is connected visually and physically to the home's sparkling pool and spa, creating the relaxed indoor-outdoor lifestyle for which Naples is celebrated. A bright, inviting sundeck extends along the side of the residence, and a charming side yard with a turf putting green adds another unexpected element of recreation. The first-floor primary suite is a serene, light-filled retreat, beautifully finished with a luxurious bath featuring a freestanding soaking tub, oversized shower and generous walk-in closet. Upstairs, guests enjoy an exceptional level of privacy with two beautifully appointed en-suite bedrooms, a second primary suite with a spa-inspired bath, a dedicated den and a charming bunk room with accommodations for four. A second-floor washer and dryer adds thoughtful convenience for family and guests. Completing the residence is an oversized two-car garage with generous ceiling height and room for vehicle lifts, plus a full-home generator. With its combination of classic Old Naples architecture, nearly new construction, sophisticated furnishings and incredible location, this exceptional residence offers the rare opportunity to enjoy the character of a timeless coastal cottage without compromising the luxuries of a thoughtfully designed modern home.

844 8th ST S, Naples

$655,000

2 Beds ⋅ 2 Baths ⋅ 226031814 MLS ⋅ Neapolitan Club BLDG.

Your Olde Naples getaway is ready for season! Now offered at a new price, this beautifully renovated and professionally furnished 2-bedroom, 2-bath residence delivers the downtown Naples lifestyle buyers love. Walk to Fifth Avenue South, Third Street South, Cambier Park, Tin City and Naples’ white-sand beaches. Completely reimagined down to the concrete, the residence offers the fresh look and the feel of new construction with a sophisticated coastal design and quality finishes throughout. The open kitchen features custom soft-close cabinetry, quartz countertops, smart appliances, pantry and Veego wine refrigerator. Impact windows and doors, updated lighting, fans, fixtures and elevated ceiling details complete the transformation. Spa-inspired baths feature custom cabinetry and beautifully selected tile. Offered professionally furnished and decorator designed—simply arrive and enjoy. The community pool, courtyard and gas grilling area are just steps away. Assigned parking, ample guest parking and laundry add convenience. An exceptionally flexible 30-day minimum rental policy, up to 12 times per year, plus no age restrictions and a pet-friendly policy make this an ideal seasonal retreat, full-time residence or investment opportunity. Season is approaching—secure your place in Olde Naples now and be ready to enjoy winter in paradise!

900 8th AVE S Unit 103, Naples

$8,995,000

4 Beds ⋅ 5.5 Baths ⋅ 226031431 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. 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 featuring Neorest Toto toilets. 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, and a private water closet. 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, and a home generator is in place for additional peace of mind. 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

$5,195,000

3 Beds ⋅ 4.5 Baths ⋅ 226031441 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, 5th Avenue 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

$2,050,000

3 Beds ⋅ 3 Baths ⋅ 226031463 MLS ⋅ Olde Naples Seaport BLDG.

Experience the allure of waterfront living in the highly desirable Olde Naples Seaport area. This fully furnished three-bedroom, three- bathroom residence is a true haven for boating enthusiasts. The open floor plan radiates elegance while fostering a relaxed lifestyle. A private elevator from the two-car garage provides direct access to your home, which is equipped with all the essential amenities for enjoying Naples, including a prime location. A bayside balcony off the living area enhances the overall ambiance, while a private rooftop patio awaits your personal touch, offering the perfect setting to conclude any day. The spacious layout is ideal for gatherings with family and friends, while the multi-level design ensures privacy when needed. The owners' suite is generously proportioned and boasts breathtaking views of the bay. Additional features include ample storage, a community pool, ground-level dockside walking paths on two sides, and plentiful guest parking. Beyond this exceptional location, the home offers convenient access to all that Naples has to offer: pristine sandy beaches, biking and walking trails, museums, performing arts venues, galleries, fine dining, and excellent shopping options.

1001 10th AVE S Unit D2, Naples

$1,075,000

2 Beds ⋅ 2 Baths ⋅ 226031472 MLS ⋅ Holly Lee BLDG.

Exceptional Opportunity in the Heart of Old Naples. Rare opportunity to own a garage condominium just four blocks to the beach in the heart of Old Naples. Located in an intimate eight-residence building, this second-floor two-bedroom, two-bath residence offers privacy, natural light, and exceptional walkability to 5th Avenue South and 3rd Street South. The home features two south-facing screened lanais, and a detached one-car garage — a rare amenity in this price range. Concrete block construction, high-and-dry positioning through recent storms, and a well-maintained community with pool enhanced long-term value and peace of mind. Offered in original condition, the residence presents a compelling opportunity to renovate and personalize in one of Naples’ most sought-after neighborhoods. Ideal as a seasonal retreat, investment property, or full-time coastal residence. An undervalued, garage-equipped Old Naples entry with potential renovation upside.

415 10th AVE S Unit 7, Naples

$3,190,000

3 Beds ⋅ 3 Baths ⋅ 226031459 MLS ⋅ Isla Mar BLDG.

Tucked within the intimate Isla Mar community in the heart of Old Naples, this end-unit residence lives like a private coastal retreat. Spanning approximately 2,280 square feet, the multi-level floor plan is filled with natural light and defined by crisp white interiors, shiplap detailing, and thoughtfully curated coastal finishes throughout. The open-concept kitchen serves as the centerpiece of the home, featuring an oversized island with seating, custom cabinetry, and designer tile accents, seamlessly connecting to multiple living and dining spaces ideal for both everyday living and entertaining. Sliding doors and expansive windows create a strong indoor-outdoor connection, opening to a series of inviting spaces. The primary suite offers a comfortable and private setting with a well-appointed bath including dual vanities, soaking tub, and separate shower. Additional guest bedrooms provide flexibility for family and visitors. Outdoor living is a defining feature, with multiple balconies, a screened lanai, and a private courtyard designed for year-round enjoyment. The gas-heated pool and spa, water feature, and lush tropical landscaping create a quiet, resort-like atmosphere rarely found in a condominium setting. Additional highlight include a private elevator, two-car garage, impact-resistant windows and doors, and a dedicated laundry room. Ideally located just four blocks to the Gulf beaches and moments to the shops and dining of Third Street South, this residence offers a rare combination of privacy, space, and for Old Naples living.

430 10th AVE S Unit 305, Naples

$6,100,000

4 Beds ⋅ 3.5 Baths ⋅ 226031446 MLS

Five 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 Ave, 3rd St, 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

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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.