Olde Naples Homes with Detached Parking features

Welcome to Olde Naples, a picturesque neighborhood nestled in the heart of Naples, Florida, within Collier County. Renowned for its charming streets lined with swaying palm trees, this historic district offers a unique blend of coastal elegance and small-town warmth. With its stunning beaches just a stone's throw away, residents enjoy easy access to sun-soaked shores and vibrant sunsets that paint the sky in hues of orange and pink.

Olde Naples is characterized by its beautiful architecture, featuring a mix of classic Florida-style homes and modern abodes, each with their own unique charm. One of the standout features of many homes in this area is the availability of detached parking, providing both convenience and additional privacy for homeowners. This thoughtful design element not only enhances the aesthetic appeal of the properties but also ensures that your vehicles are safely tucked away, allowing you to fully embrace the laid-back lifestyle that Olde Naples epitomizes.

The neighborhood is also a haven for those who appreciate fine dining, boutique shopping, and cultural experiences. Stroll through the vibrant streets and discover an array of local restaurants, art galleries, and charming shops that make Olde Naples a delightful place to live and explore. With its close-knit community feel and an array of amenities, Olde Naples is more than just a place to call home; it’s a lifestyle that invites you to relax, unwind, and enjoy the best that Florida has to offer. Whether you’re looking for a seasonal retreat or a permanent residence, Olde Naples welcomes you with open arms.

Newest Olde Naples Homes with Detached Parking features

$2,995,000

3 Beds ⋅ 3 Baths ⋅ 226014803 MLS

This charming coastal cottage offers an unbeatable location just moments from the beach and the world-class dining and shopping of 5th Avenue South. Embrace the quintessential Naples lifestyle—highly walkable and perfect for biking or golf cart cruising—right from your doorstep. Inside, the home showcases a fresh coastal contemporary design with thoughtful updates throughout, creating a light, inviting atmosphere. Step outside to your private backyard retreat, where a desirable southern exposure fills the pool area with sunshine all day. The outdoor space has been beautifully enhanced with all new landscaping, stylish new Polywood furniture, a new pool umbrella, and new pool lighting, all complementing the recently repainted exterior. Entertain with ease in the covered lanai and built-in outdoor kitchen, or enjoy the expansive side yard featuring a generous grassy dog run—ideal for pet lovers. The well-designed floor plan offers both a living room and a separate family room, a spacious primary suite, skylights for added natural light, and a large U-shaped kitchen that seamlessly connects the dining and family areas. Built with quality in mind, the home features durable cement siding and remained high and dry with no water intrusion during recent hurricanes—offering true peace of mind. Additional highlights include a circular driveway for ample front parking and a detached oversized one-car garage with convenient alley access. This is a rare opportunity to own an adorable, move-in-ready home in one of Naples’ most sought-after neighborhoods—don’t miss it.

740 5th AVE N, Naples

$1,225,000

2 Beds ⋅ 2 Baths ⋅ 226013364 MLS ⋅ Cardinal Court BLDG.

Beautifully renovated in 2026, this end-unit condo in the heart of Olde Naples offers exceptional privacy and an abundance of natural light. This thoughtfully redesigned residence features a bright, open-concept layout with wide-plank tile flooring throughout. The kitchen serves as the centerpiece of the home, complete with an oversized island, sleek cabinetry, designer stone countertops with a full-height backsplash, and premium Thermador appliances. The living area opens to an extended glass-enclosed lanai with impact-rated sliders, creating additional living space with tranquil tropical views—ideal for both relaxing and entertaining. The spacious primary suite includes a custom closet and a fully updated ensuite bath with a walk-in shower and modern finishes. A well-appointed guest bedroom and bath provide comfort and flexibility for visitors. Additional highlights include impact windows and doors, in-unit laundry, and refined upgrades throughout. As an end unit, enjoy enhanced privacy and lush garden views, along with the convenience of a private garage, extra storage, and additional parking. Located in a boutique six-unit building just steps to Cambier Park and a short walk to the shops and dining of 5th Avenue South, this property delivers the best of the Olde Naples lifestyle.

990 8th ST S Unit 1C, Naples

$1,495,000

2 Beds ⋅ 2 Baths ⋅ 226007807 MLS ⋅ Eight Fifty Central BLDG.

Experience the best of Downtown Naples living from this beautifully appointed TURNKEY 2 Bedroom + Den, 2 Bath residence at Eight Fifty Central, a boutique 22-residence community ideally located West of U.S. 41 and just blocks from Fifth Avenue South, Third Street South, and Naples' beaches. Constructed in 2021, this modern pied-à-terre offers the rare combination of newer construction, luxury finishes, and flexible leasing opportunities, making it equally appealing as a full-time residence, seasonal retreat, or investment property. The open-concept floor plan is highlighted by wide-plank DeChateau wood flooring, natural gas cooking, and a chef-inspired kitchen appointed with premium WOLF and SUB-ZERO appliances. Seamlessly connected living, dining, and entertaining spaces create an inviting atmosphere, while electric privacy shades on the sliders and plantation shutters throughout provide both style and convenience. The thoughtfully designed layout features two spacious bedrooms, two full baths, and a versatile den ideal for a home office, media room, or overflow guest accommodations. Offered TURNKEY furnished with curated selections from Arhaus and Pottery Barn, the residence is move-in ready and designed for effortless enjoyment. Residents enjoy a true lock-and-leave lifestyle with resort-style amenities including a pool, outdoor grilling area, secured lobby entry, and covered parking. From morning coffee at a neighborhood café to sunset walks along the beach and evenings on Fifth Avenue, everything Naples is known for is just moments from your front door. A rare opportunity to own newer construction in the Downtown Naples with luxury finishes, INVESTMENT FLEXIBILITY, and exceptional walkability.

850 Central AVE Unit 209, Naples

$1,075,000

2 Beds ⋅ 2 Baths ⋅ 225077126 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 a south-facing screened lanai, two private balconies, 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 enhance 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

$1,750,000

3 Beds ⋅ 2 Baths ⋅ 225072312 MLS ⋅ St Charles BLDG.

Perfectly Located in the Heart of Old Naples! Just five blocks from the beach and two blocks from the shops and restaurants of 3rd Street South—with an easy stroll to 5th Avenue South—this first-floor condo offers the ultimate in location and lifestyle. The open-concept floor plan is ideal for entertaining, with a screened lanai only steps from the pool and grill cabana. Impact-resistant doors and windows provide peace of mind, eliminating the need for storm shutters. Your spacious one-car garage is conveniently close by. This residence has remained high and dry through recent storms, with no damage or water intrusion. Inside, you’ll find beautiful bamboo flooring throughout, and the home comes turnkey furnished for immediate enjoyment. The updated primary bath features a large walk-in shower and a bidet. Come experience the charm of Old Naples—one of the most desirable communities in the country. This is more than a home; it’s a lifestyle in paradise.

545 11th AVE S Unit 104, 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.