Olde Naples Homes with Pool Amenities

Olde Naples Homes with Pool Amenities

Welcome to Olde Naples, a serene gem nestled in the heart of Naples, Florida, where timeless charm meets modern luxury. This picturesque neighborhood is renowned for its stunning tree-lined streets, historic architecture, and close proximity to the pristine beaches of the Gulf of Mexico. Imagine waking up to the gentle sound of waves and the scent of salt air, all just a short stroll from your front door.

Olde Naples boasts a vibrant community filled with upscale boutiques, gourmet dining, and art galleries, providing a delightful mix of leisure and culture. The area is perfect for those who appreciate a relaxed lifestyle while still enjoying the conveniences of urban living. With its rich history and friendly atmosphere, Olde Naples is ideal for families, retirees, and everyone in between.

One of the standout features of homes in Olde Naples is the abundance of properties with pool amenities. Imagine lounging by your private pool, soaking up the Florida sunshine, or hosting gatherings with friends and family in your own backyard oasis. These homes are designed for both relaxation and entertainment, offering spacious outdoor living areas that seamlessly blend with the lush tropical landscaping.

Whether you’re looking for a charming bungalow or a luxurious estate, Olde Naples has something for everyone. With its unique blend of classic elegance and modern convenience, this neighborhood is not just a place to live, but a lifestyle to embrace. Discover your dream home in Olde Naples today and experience the enchanting allure of this coastal paradise!

Newest Olde Naples Homes with Pool Amenities

$5,995,000
4 Beds ⋅ 4.5 Baths ⋅ 226028036 MLS ⋅ Vela Bay BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal living, each residence offers more than 4,300 square feet with 4 bedrooms, 4.5 baths, 2-3 car private garages and a thoughtfully planned layout that transitions effortlessly from quiet mornings to evenings spent entertaining. A boutique lobby creates an elegant sense of arrival before opening into light-filled private residences framed by floor-to-ceiling glass. Expansive bay views provide a captivating backdrop throughout the main living areas, while generous terraces embrace the waterfront setting. At the heart of the home, an open-concept great room with a sleek linear gas fireplace offers a sophisticated yet comfortable gathering space. Thoughtfully designed for luxurious everyday living and effortless entertaining, the gourmet kitchen features European cabinetry, premium appliances, built-in refrigerator and freezer columns, a six-burner gas range, quartz countertops, and a 12-foot island. A butler’s pantry with a built-in coffee system, custom wet bar, and a passive wine room complete the elevated entertaining experience. The owner’s suite is a serene retreat with direct terrace access and a spa-inspired bath featuring a freestanding soaking tub, oversized walk-in shower, dual vanities, and designer finishes. A versatile first-floor flex space can be tailored as a private office, fitness studio, media room, or wellness retreat. Above it all, the rooftop deck awaits with a stunning pool, outdoor kitchen, and inviting lounge areas, all offering 360-degree panoramic views of Naples Bay, the Gulf skyline, and evening sunsets. Ideally situated near the celebrated dining, shopping, and entertainment of 5th Avenue South and 3rd Street South, Vela Bay also offers convenient access to Naples’ white-sand beaches, Naples Airport, and Southwest Florida International Airport. Construction of Phase II is scheduled to begin in fall 2026 and is planned to introduce four additional residences, with pricing starting just under $10 million. With a limited collection of homes, Vela Bay offers a distinctive opportunity to experience contemporary waterfront living in the heart of Olde Naples

1165 8TH ST S Unit #201, Naples
$6,795,000
4 Beds ⋅ 4.5 Baths ⋅ 226028042 MLS ⋅ Vela Bay BLDG.
Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal living, each residence offers more than 4,300 square feet with 4 bedrooms, 4.5 baths, 2-3 car private garages and a thoughtfully planned layout that transitions effortlessly from quiet mornings to evenings spent entertaining. A boutique lobby creates an elegant sense of arrival before opening into light-filled private residences framed by floor-to-ceiling glass. Expansive bay views provide a captivating backdrop throughout the main living areas, while generous terraces embrace the waterfront setting. At the heart of the home, an open-concept great room with a sleek linear gas fireplace offers a sophisticated yet comfortable gathering space. Thoughtfully designed for luxurious everyday living and effortless entertaining, the gourmet kitchen features European cabinetry, premium appliances, built-in refrigerator and freezer columns, a six-burner gas range, quartz countertops, and a 12-foot island. A butler’s pantry with a built-in coffee system, custom wet bar, and a passive wine room complete the elevated entertaining experience. The owner’s suite is a serene retreat with direct terrace access and a spa-inspired bath featuring a freestanding soaking tub, oversized walk-in shower, dual vanities, and designer finishes. A versatile first-floor flex space can be tailored as a private office, fitness studio, media room, or wellness retreat. Above it all, the rooftop deck awaits with a stunning pool, outdoor kitchen, and inviting lounge areas, all offering 360-degree panoramic views of Naples Bay, the Gulf skyline, and evening sunsets. Ideally situated near the celebrated dining, shopping, and entertainment of 5th Avenue South and 3rd Street South, Vela Bay also offers convenient access to Naples’ white-sand beaches, Naples Airport, and Southwest Florida International Airport. Construction of Phase II is scheduled to begin in fall 2026 and is planned to introduce four additional residences, with pricing starting just under $10 million. With a limited collection of homes, Vela Bay offers a distinctive opportunity to experience contemporary waterfront living in the heart of Olde Naples.

1165 8TH ST S Unit #202, Naples
$7,695,000
4 Beds ⋅ 4.5 Baths ⋅ 226028046 MLS ⋅ Vela Bay BLDG.
Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal living, each residence offers more than 4,300 square feet with 4 bedrooms, 4.5 baths, 2-3 car private garages and a thoughtfully planned layout that transitions effortlessly from quiet mornings to evenings spent entertaining. A boutique lobby creates an elegant sense of arrival before opening into light-filled private residences framed by floor-to-ceiling glass. Expansive bay views provide a captivating backdrop throughout the main living areas, while generous terraces embrace the waterfront setting. At the heart of the home, an open-concept great room with a sleek linear gas fireplace offers a sophisticated yet comfortable gathering space. Thoughtfully designed for luxurious everyday living and effortless entertaining, the gourmet kitchen features European cabinetry, premium appliances, built-in refrigerator and freezer columns, a six-burner gas range, quartz countertops, and a 12-foot island. A butler’s pantry with a built-in coffee system, custom wet bar, and a passive wine room complete the elevated entertaining experience. The owner’s suite is a serene retreat with direct terrace access and a spa-inspired bath featuring a freestanding soaking tub, oversized walk-in shower, dual vanities, and designer finishes. A versatile first-floor flex space can be tailored as a private office, fitness studio, media room, or wellness retreat. Above it all, the rooftop deck awaits with a stunning pool, outdoor kitchen, and inviting lounge areas, all offering 360-degree panoramic views of Naples Bay, the Gulf skyline, and evening sunsets. Ideally situated near the celebrated dining, shopping, and entertainment of 5th Avenue South and 3rd Street South, Vela Bay also offers convenient access to Naples’ white-sand beaches, Naples Airport, and Southwest Florida International Airport. Construction of Phase II is scheduled to begin in fall 2026 and is planned to introduce four additional residences, with pricing starting just under $10 million. With a limited collection of homes, Vela Bay offers a distinctive opportunity to experience contemporary waterfront living in the heart of Olde Naples.

1165 8TH ST S Unit #302, Naples
$399,900
2 Beds ⋅ 2 Baths ⋅ 226027606 MLS ⋅ Central Garden BLDG.
Completely renovated and move-in ready! This beautifully updated first-floor residence in Central Garden Condominium of Olde Naples offers the perfect combination of modern finishes and an unbeatable location. Freshly painted throughout, the condo features all new luxury vinyl plank flooring, new baseboards, modern light fixtures, new stainless steel appliances, quartz countertops, new kitchen tile, and beautifully updated bathrooms with new glass shower enclosures. New impact-resistant windows and sliding glass doors provide enhanced safety, energy efficiency, and peace of mind. As a desirable end unit with southwest exposure, the home is filled with natural light and offers beautiful sunset views. Additional features include an in-unit stacked washer and dryer, bundled high-speed internet and cable, a private storage locker just outside the unit for your beach gear, and an assigned parking space conveniently located directly outside the sliding glass door, making unloading groceries a breeze. Central Garden is one of Olde Naples' hidden gems, offering immediate rental opportunities with no waiting period for new owners, making it an excellent option for full-time residents, seasonal owners, or investors. Ideally located just blocks from the iconic 5th Avenue South, charming 3rd Street South, Naples' world-famous white sand beaches, and Wynn's Market. Stroll along palm tree-lined streets filled with boutique shopping, art galleries, award-winning restaurants, and cultural attractions while enjoying the relaxed coastal lifestyle that makes Olde Naples one of Southwest Florida's most sought-after destinations. Whether you're looking for a year-round residence, a seasonal retreat, or an investment property, this exceptional condo places you in the heart of it all. Seller financing is available, offering a unique opportunity for qualified buyers.

766 Central AVE Unit 113, Naples
$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
$2,050,000
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
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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.