Olde Naples Homes with Pool Amenities

Olde Naples Homes with Pool Amenities

Welcome to Olde Naples, a charming and picturesque neighborhood nestled in the heart of Naples, Florida. Renowned for its historic charm and coastal elegance, Olde Naples boasts beautiful tree-lined streets, stunning architecture, and a vibrant community atmosphere. This idyllic locale is just a stone's throw from the pristine beaches of the Gulf of Mexico, where residents can bask in the sun or enjoy leisurely strolls along the sandy shores.

Olde Naples is also home to an array of upscale boutiques, delightful cafes, and exquisite dining options, making it a haven for food lovers and shoppers alike. The neighborhood's rich cultural scene is highlighted by art galleries and theaters, ensuring there’s always something to explore and enjoy. Whether you're looking to immerse yourself in local events or simply savor the serene surroundings, Olde Naples offers an unparalleled lifestyle.

For those seeking a home that combines luxury and comfort, Olde Naples features a stunning selection of properties, many equipped with inviting pool amenities. Imagine lounging by your private pool, surrounded by lush tropical landscaping, or hosting unforgettable gatherings under the Florida sun. These homes are designed to enhance your living experience, providing the perfect oasis for relaxation and entertainment.

With its enchanting ambiance, prime location, and luxurious homes with pool amenities, Olde Naples is not just a place to live—it's a lifestyle choice. Discover the allure of this remarkable neighborhood and let it capture your heart as you embark on your journey to find your dream home in this coastal paradise.

Newest Olde Naples Homes with Pool Amenities

$350,000
2 Beds ⋅ 2 Baths ⋅ 226024860 MLS ⋅ Central Garden BLDG.
Discover an effortless downtown Naples lifestyle in this first-floor, two-bedroom, two-bathroom condominium offering 855 square feet of air-conditioned living space within the highly desirable Central Garden community in Olde Naples. Positioned perfectly for buyers searching for a ground-floor condo near 5th Avenue South, this residence provides seamless walkability to the area's best dining, shopping, and entertainment. As a turn-key unit, it presents a rare opportunity to immediately secure a move-in ready home in one of Southwest Florida's most sought-after locations at a great price. The spatial flow of the home is designed for easy coastal living, emphasizing comfort and accessibility. The living spaces transition smoothly out to a 100-square-foot screened lanai, expanding your daily living area and inviting the Florida breeze indoors. Because this is a ground-floor residence, you have immediate and effortless access directly to the community’s oversized, heated pool and surrounding courtyard. The layout intelligently separates the bedrooms to ensure privacy, while the central living and dining areas serve as a comfortable gathering space after a day at the beach. Living at Central Garden means embracing the ultimate walkable Naples experience. From your front door, you are just four blocks from the world-class restaurants of 5th Avenue and only seven blocks from the white sands of Naples Beach. Essential conveniences, including Wynn’s Market, local bakeries, coffee shops, and the hospital, are all situated within a beautifully brief walking or biking distance. The community itself enhances this low-maintenance lifestyle with amenities that include a poolside grilling area, extra storage space, and inclusive high-speed internet and cable. This property is an exceptional foundation for anyone seeking a vibrant, highly walkable, and relaxed coastal lifestyle in the heart of downtown Naples.

766 Central AVE Unit 119, Naples
$1,297,500
2 Beds ⋅ 2.5 Baths ⋅ 226026573 MLS ⋅ Franciscan BLDG.
High elevation, first-floor location, direct western exposure from your private balcony to enjoy Naples' spectacular sunsets, 2 bedrooms plus a den, in-unit washer and dryer, covered carport parking with private storage, a community pool, and an unbeatable Olde Naples location—this residence truly checks all the boxes. Whether you're looking to enjoy it as-is or update it to your own style, this is an incredible opportunity to own in one of Naples' most desirable neighborhoods. Located in The Franciscan, an intimate community of just 13 residences, this inviting townhome features a private screened lanai overlooking lush tropical landscaping and the community pool. The updated kitchen offers granite countertops, a tumbled travertine backsplash, and double ovens, while the home also features 2.5 tastefully updated bathrooms. The spacious primary suite opens to a private west-facing balcony, providing the perfect place to relax while taking in breathtaking sunset views, and the full-size in-unit washer and dryer with utility sink add everyday convenience. Additional highlights include impact-resistant windows and sliders, solid concrete construction between residences for added privacy, covered carport parking equipped with an electric vehicle charging outlet, a private storage locker, and tandem parking for an additional vehicle directly behind the carport. Recent improvements include a new roof in 2019, new parking pavers in 2020, and a freshly painted exterior completed in October 2022. With its prime location, you're just a short stroll to Historic Third Street South, world-renowned Fifth Avenue South, the sugar-white sands of the Gulf, the Naples City Dock, Cambier Park, and Crayton Cove, where you'll enjoy exceptional dining, boutique shopping, art galleries, cafés, entertainment, and the very best of the Naples lifestyle. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this property offers the location, lifestyle, convenience, and value that buyers are looking for. One or more photos have been virtually staged, AI-generated, or rendered.

1050 6th ST S Unit 1050, Naples
$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
$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
$1,999,999
2 Beds ⋅ 2.5 Baths ⋅ 226025234 MLS ⋅ Olde Naples BLDG.
Welcome to Residence #208 at The Mark on 8th, a luxury turnkey-furnished condominium ideally located in the heart of Olde Naples, just moments from the renowned 5th Avenue South, world-class dining, boutique shopping, art galleries, and the Gulf beaches. This beautifully appointed 2-bedroom, 2-bath residence offers approximately 1,756 square feet of thoughtfully designed living space with desirable southern exposure and a premier amenity-level location, providing convenient access to the community's exceptional resort-style amenities. The open-concept floor plan is filled with natural light from expansive windows and features designer finishes, premium lighting, a spacious private terrace, and a gourmet kitchen with high-end appliances, custom cabinetry, and an oversized island that is ideal for entertaining or everyday living. Developed by Naples Redevelopment, designed by MHK Architecture, and professionally curated by Marcus Jelley, The Mark on 8th is an exclusive 24-residence luxury community offering sophisticated downtown living in one of Naples' most desirable locations. Residence #208 is one of a limited number of condominium-hotel residences within the community, offering flexible weekly or monthly rental opportunities, subject to association rules and local regulations. The residence has an established rental history, offering an attractive opportunity for buyers seeking investment potential, seasonal enjoyment, or both. Being offered turnkey furnished allows for immediate occupancy or rental use. Residents enjoy an exceptional collection of amenities, including a heated resort-style pool and spa, an expansive sun deck, an outdoor kitchen, a fire pit, a clubhouse, a fitness center, a sauna, and an advanced golf simulator. The amenity-level location enhances convenience while creating a seamless indoor-outdoor lifestyle. The seller will consider flexible purchase terms, including potential seller financing or other mutually acceptable purchase arrangements. Whether you're searching for a luxury vacation residence, an investment property with rental flexibility, or a full-time home in the heart of Olde Naples, Residence #208 at The Mark on 8th offers an exceptional opportunity to enjoy the Naples lifestyle.

201 8th ST S Unit 208, Naples
$2,295,000
3 Beds ⋅ 2.5 Baths ⋅ 226021276 MLS ⋅ Olde Naples BLDG.
Welcome to 625 5th Avenue South in the heart of vibrant downtown Naples. Enter this elegant penthouse residence into a welcoming entry foyer of this thoughtfully redesigned three bedroom, two and one half bath penthouse residence. Soaring ceilings, gorgeous hardwood floors, solid core interior doors, exquisite millwork, and refined architectural details throughout. Master suite oasis serves as a private sanctuary, complete with a custom-designed walk-in closet and a spa-inspired bath featuring a deep soaking tub, oversized walk-in shower, dual vanities, and separate water closet. A true chef’s eat-in kitchen replete with stainless steel appliances, carrara marble countertops, white shaker cabinetry plus breakfast area. Spacious living area with gorgeous fireplace and wall of glass opening out to lanai seamlessly blending indoor/outdoor living. 2 spacious guest bedrooms, hall bathroom plus spacious laundry room. Large home office/media room with double glass doors is ideal for today’s work from home lifestyle. Offering the exclusivity of only 2 residences within the building and no adjoining walls, the home provides an extraordinary level of privacy. Several outdoor living spaces invite you to enjoy the Naples lifestyle, including a generous screened terrace with desirable southern exposure and captivating views. Recent upgrades include impact-resistant windows and doors, storm protection, additional storage, a secure private elevator with coded access, and an assigned garage space. Residents also enjoy access to a community pool. Surrounded by Naples' finest restaurants, boutique shopping, galleries, and entertainment venues, and within walking distance of the white-sand beaches of the Gulf, this remarkable penthouse embodies the very best of luxury downtown living. Easy access to both Naples and Fort Myers airports. A truly exceptional residence.

625 5TH AVE S Unit 302, Naples
$2,050,000
3 Beds ⋅ 3 Baths ⋅ 226023562 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
$375,000
1 Baths ⋅ 226021422 MLS ⋅ Cove Inn BLDG.
Rarely does an opportunity arise to own a waterfront retreat in the heart of Old Naples with the flexibility to enjoy personally and rent on a nightly, weekly, monthly or seasonal basis. Along Naples Bay at The Cove Inn, this updated residence offers an ideal combination of lifestyle, convenience and income-producing potential. Overlooking the marina and Naples Bay, the property embraces the boating lifestyle that makes Naples so desirable. The adjacent marina offers direct Gulf access, and boat slips may be available for lease or purchase separately, subject to availability. Spend your days on the water, then return home to spectacular sunsets, sparkling bay views and the tranquil sight of yachts cruising through the harbor. Thoughtfully renovated and well maintained, the residence features wood-plank tile flooring throughout, a beautifully updated kitchen and bath, and coastal-inspired finishes highlighted by stunning aqua mother-of-pearl tile accents. Light, bright and move-in ready, the property has been gently enjoyed by its owner and presents in excellent condition. An oversized lounge chair conveniently converts into an additional bed in moments, providing comfortable accommodations for overnight guests. Ownership includes automatic membership to the legendary Chickee Bar, a Naples waterfront institution where residents and guests gather to enjoy tropical cocktails, unforgettable sunsets overlooking the marina. Additional amenities include a large resort-style pool with abundant lounge seating, a recently renovated lobby opening to a sun-filled waterfront patio, and a welcoming fire pit overlooking Naples Bay. From holiday fireworks to the beloved Naples Christmas Boat Parade, the waterfront setting provides a front-row seat to some of Naples cherished traditions. Just moments from Fifth Avenue South, residents can enjoy world-class dining, boutique shopping, art galleries and entertainment less than a half mile away, easily accessed by foot or via the complimentary Cove Inn trolley. Two waterfront seafood restaurants are adjacent to the property, while the popular Cove Inn Coffee Shop offers a place to begin each morning before another day in paradise. Recognizing the value of preparedness in a waterfront setting, the owner has thoughtfully equipped the residence with a storm management package that includes custom Garrison flood planks for the sliding glass doors and advanced reusable water-activated flood control barriers. Designed for quick deployment and convenient storage, these improvements provide an added measure of confidence and will convey with the property. Low quarterly dues even include electric! Whether you're searching for a seasonal escape, waterfront pied-à-terre, income-producing investment, or a combination of all three, this exceptional residence offers the quintessential Old Naples lifestyle in one of the area's iconic waterfront destinations.

900 Broad AVE S Unit 125, Naples
$390,000
1 Baths ⋅ 226019629 MLS ⋅ Cove Inn BLDG.
Discover the perfect mix of laid-back coastal charm and savvy investing at this beautifully upgraded efficiency unit at the iconic Cove Inn on Naples Bay. Wake up to breathtaking, picture-perfect water views from your private patio, where a thoughtful privacy wall frames the shimmering marina and Naples Bay, your own personal slice of paradise. This fully furnished, turnkey efficiency features a kitchenette and stylish upgrades throughout, making it as comfortable as it is effortless to own. Guests and owners alike will revel in resort-style amenities, including a sparkling pool and beloved Chickee Bar, all set against the backdrop of one of Naples' most storied waterfront destinations. Cove Inn stands apart as one of the rare waterfront hotels in historic Old Naples, perfectly positioned at the gateway to Crayton Cove, a charming village of eclectic boutiques and restaurants hugging the banks of City Dock and Naples Bay. Stroll to world-class shopping and dining along famous 5th Avenue South, or take a short walk to the sugar-white sands of Naples Beach. Whether you're seeking a personal retreat, a high-demand rental income property, or both, this condo hotel unit delivers an exceptional opportunity in one of Southwest Florida's most coveted destinations.

900 Broad AVE S Unit 117, 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
$1,525,000
2 Beds ⋅ 2 Baths ⋅ 226019603 MLS ⋅ Eight Fifty Central BLDG.
A rare top-floor end-unit at Eight Fifty Central, this two-bedroom, two-bath residence offers a clean, modern design within a low-density, highly sought-after Olde Naples address. Built in 2021 and comprised of just 22 residences, the building delivers both exclusivity and everyday convenience. The interior is defined by an open-concept layout where the living and dining spaces transition effortlessly into a gourmet kitchen outfitted with quartz countertops, a natural gas Wolf range and Sub-Zero appliances. Elevated ceilings and expansive impact glass invite abundant natural light, while a private balcony extends the living space outdoors. Both bedrooms are generously sized and filled with natural light, offering flexibility to accommodate a variety of design styles or uses. The residence is offered furnished, providing a true turnkey opportunity. Residents enjoy a thoughtfully curated amenity package including an interior pool deck, lush courtyard green space and a rooftop outdoor patio featuring a built-in grill, fire pit and multiple seating areas designed for relaxation and entertaining. Ideally at the corner of 8th Street South and Central Avenue, just near dining, shopping and entertainment of 5th Avenue South and minutes to Naples iconic beaches, this property captures the essence of luxury, privacy and downtown accessibility in one exceptional offering.

850 Central AVE Unit 311, Naples
$464,000
1 Beds ⋅ 1 Baths ⋅ 226017941 MLS ⋅ Castleton Gardens BLDG.
RARE OPPORTUNITY IN OLDE NAPLES – TURNKEY & FULLY REMODELED! Experience the ultimate Naples lifestyle in this stunning, 1st-floor residence at the gated Castleton Gardens. Perfectly situated just blocks from the world-class dining of 5th Avenue South, the shops of 3rd Street South, and the pristine white sands of Naples Beach. No expense was spared in this top-to-bottom renovation. The chef-inspired kitchen features sleek quartz countertops, a custom island, an efficient induction cooktop, and premium Bosch appliances. The open-concept living area flows seamlessly onto elegant flooring, while the master suite offers a spacious walk-in closet with custom built-ins. Additional premium upgrades include impact windows and doors for peace of mind and an in-unit washer/dryer for total convenience. Castleton Gardens provides a serene, private oasis with a lushly landscaped courtyard, heated community pool, and spa. Sold turnkey furnished, this property is a "just bring your toothbrush" retreat or a high-demand seasonal rental. Whether you're looking for a chic second home or a savvy investment, this gem in the heart of 34102 won’t last.

980 7th AVE S Unit 109, Naples
Start Your Search

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.