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Homes for Sale with a Pool in Naples, FL

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Welcome to your dedicated resource for homes for sale with a pool in Naples, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Naples, FL agents, The Fortune Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Naples, FL

$279,000
2 Beds ⋅ 2 Baths ⋅ 226024204 MLS ⋅ Glades Country Club BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to your beautifully remodeled 2-bedroom, 2-bath condominium in the highly sought-after bundled golf community of The Glades Country Club in Naples. This move-in-ready residence has been completely renovated from top to bottom, featuring luxury new flooring throughout, beautifully updated bathrooms with modern tiled showers, a stunning kitchen with stainless steel appliances, new granite countertops, and a stylish tile backsplash. Enjoy peace of mind with a newer A/C system (2025) and water heater (2019), along with hurricane impact windows and sliding glass doors throughout offering years of worry-free ownership. The Glades Country Club offers an exceptional Florida lifestyle with bundled golf on two 18 hole golf courses, multiple swimming pools, tennis courts, a new pickleball complex, bocce courts, and an on-site restaurant, all surrounded by beautifully maintained tropical landscaping. Enjoy low-maintenance, worry-free living with water and sewer, cable, high-speed internet, exterior landscaping, and pest control all included with ownership. Perfectly located just minutes from the world-renowned shopping, dining, and entertainment of 5th Avenue South and 3rd Street South, as well as the pristine white sandy beaches of the Gulf. Whether you're looking for a seasonal retreat, full-time residence, or investment opportunity, this exceptional condo offers the best of Naples living in one of the area's most desirable bundled golf communities.

379 Palm DR Unit 3, 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
$5,495,000
4 Beds ⋅ 4.5 Baths ⋅ 226025428 MLS
179 Mahogany Dr., a magnificent residence located in the prestigious Pine Ridge Estates. Situated on a 1.51-acre fenced lot. No expense has been spared in creating a luxurious atmosphere, with top-of-the-line features and finishes throughout. The gourmet kitchen is a culinary enthusiast's dream, equipped with Jenn Air appliances, an expanded island, and plenty of cabinet space. The interior design of this home is wonderful, with custom ceilings, crown molding, and attention to detail evident in every room. The master bedroom is a sanctuary of tranquility, featuring spacious walk-in closets and a large master bathroom. For those who appreciate a work-from-home environment, the study is equipped with built-in wall cabinetry and an adjacent wet bar, creating a functional and stylish workspace. The outdoor amenities of this home are equally impressive, allowing for a seamless transition from indoor to outdoor living. The covered lanai provides a shaded retreat, while the outdoor kitchen with grill and bar invites you to entertain in style. The heated salt pool and spa provide a refreshing escape, while the gas-raised fire feature adds a touch of ambiance.

179 Mahogany DR, Naples
$250,000
226025165 MLS
Build your dream home on this beautiful 1.14-acre homesite in the highly desirable Golden Gate Estates. Offering approximately 75 feet of frontage and 659 feet of depth, this residential lot provides the perfect balance of privacy and space while still being conveniently located to all that Naples has to offer. Enjoy the freedom of estate living with no HOA fees, giving you the flexibility to design a home that fits your lifestyle. Whether you're looking for a peaceful primary residence, seasonal retreat, or investment opportunity, this property offers endless possibilities. Experience the tranquility of country living while remaining just a short drive from shopping, dining, schools, parks, and the world-renowned beaches of Naples. Golden Gate Estates continues to be one of Naples' most sought-after areas for buyers looking for space, privacy, and room to grow.

9th ST SW, Naples
$90,000
226025410 MLS
What if home felt like a permanent getaway? Picture winding down a quiet road to your own 2.34-acre piece of paradise, where towering palms frame your future home and nature becomes your closest neighbor. Wake up to birds singing, enjoy breathtaking Southwest Florida sunsets, and build the custom home you've always envisioned. Whether you're dreaming of a luxury estate, modern farmhouse, or private retreat, this property offers the space and freedom to make it your own. Located on Desoto Blvd S, you'll enjoy peaceful country living while remaining within approximately 15 miles of Publix, local restaurants, shopping, and everyday conveniences. Just minutes away, Big Corkscrew Island Regional Park offers one of Collier County's largest playgrounds, pickleball and tennis courts, sports fields, walking trails, and picnic areas. Plus, Naples' world-famous white sand beaches are just a short drive away, making it easy to enjoy the best of Southwest Florida. With the future I-75 extension nearby, this location perfectly blends privacy, convenience, and opportunity. Build more than a home, build the lifestyle you've been dreaming of. DEP Report provided.

., Desoto BLVD, Naples
$675,000
2 Beds ⋅ 2 Baths ⋅ 226025288 MLS ⋅ Willow Brook At Pelican Bay BLDG.
Beautifully updated and impeccably maintained, this move-in-ready condo offers the perfect combination of elegance, comfort, and the exceptional Pelican Bay lifestyle. The open-concept kitchen has been thoughtfully redesigned and features stunning quartz countertops, eye-catching backsplash, and quality finishes that make entertaining effortless. Gorgeous tile flooring extends throughout the home, complemented by crown molding, high baseboards, updated closet and interior doors, newer windows, and updated ceiling fans. The dining area showcases a custom built-in buffet, adding both style and functionality. The spacious primary suite features an updated bath with a separate soaking tub and walk-in shower, while the guest bath has also been tastefully renovated including a walk-in shower. The tropically landscaped lanai is seamlessly integrated into the interior by removing the step down and installing impact-resistant sliding glass doors with screens which creates a year-round living space. Additionally, a covered carport is conveniently located just outside your door. Willow Brook residents enjoy an active community with a full calendar of social events, along with all the exceptional amenities of Pelican Bay including tennis, pickleball, and fitness center. The nearby community tram takes you to the private beach, where you'll enjoy exclusive access, coastal dining, and the unparalleled lifestyle that makes Pelican Bay one of Naples' most desirable communities.

788 Willowbrook DR Unit 502, Naples
$949,900
4 Beds ⋅ 3 Baths ⋅ 226025324 MLS
Your private retreat awaits! This exceptional 1.59-acre property features a 3BR/2BA main home and a brand-new (2023) 1BR/1BA guest house. The fully fenced lot offers ultimate privacy behind an electric gate. Highlights include a stunning 800+ sqft screened outdoor living space, a 4-year-old saltwater pool, and peace of mind provided by 2023 hurricane windows, a 2017 roof, and a 2023 well/osmosis system. With modern finishes, granite countertops, and plenty of space, this property is the perfect combination of convenience and luxury. Schedule your private tour today!

4392 11th AVE SW, Naples
$210,000
2 Beds ⋅ 2 Baths ⋅ 226024793 MLS ⋅ Eaglewood BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. This lowest-priced condo in Eaglewood offers an affordable entry into the Naples lifestyle. Only 15 minutes to Olde Naples, and 5 minutes to the Costco opening this fall, you have easy access to shopping, dining and the beaches. The second floor condo features high ceilings and the lanai overlooks a peaceful landscape, while the pool is steps away. The primary bedroom features an updated bathroom and walk-in closet, and the guest bath is also updated. You parking spot is right outside your door. This community is well maintained and this is the end building, providing both peace and quiet and easy access from Rattlesnake Hammock Road. We provide a one year home warranty for total Buyer comfort.

909 Augusta BLVD Unit 7, Naples
$1,395,000
3 Beds ⋅ 3 Baths ⋅ 226024484 MLS ⋅ Solamar BLDG.
Experience beachfront living at its finest in this spacious three-bedroom, three-bath residence in the highly sought-after Solamar at Park Shore. Showcasing breathtaking panoramas that stretch from the sparkling Gulf of Mexico to Venetian Bay, this exceptional home offers two private balconies where you can enjoy unforgettable sunrises, sunsets, and coastal breezes. Spanning more than 2,000 square feet, the thoughtfully designed layout is filled with natural light and provides the perfect canvas to create your dream coastal retreat. Interior features include granite countertops, stainless steel appliances, marble flooring, recessed lighting, elegant crown molding, a stylish wet bar complete with a wine cooler and seating, hurricane-impact windows and sliding glass doors, and a generously sized laundry room for added convenience. Unlike most other units this one comes with an additional large temperature controlled storage room! According to the owner, the building's elevated location and beachfront positioning allowed it to remain unaffected by recent hurricanes, offering added confidence in its construction and location. Residents enjoy an impressive collection of resort-inspired amenities, including a beautifully renovated beachfront pool and spa, fitness center, sauna, tennis and pickleball courts, shuffleboard, two guest suites, an outdoor kitchen with grilling area, complimentary beach chairs, an expansive sun deck, and an electric vehicle charging station. The residence also includes an assigned covered parking space in the secure gated garage, 24-hour lobby attendant service, storage outside the unit, and one of only 12 oversized climate-controlled storage rooms, offering nearly 100 square feet of additional space. For boating enthusiasts, slips may be purchased or leased through the nearby Venetian Bay Yacht Club. After a day on the water or relaxing on the beach, enjoy an easy stroll to Venetian Village or a short drive to downtown Naples, Waterside Shops, or Mercato for exceptional dining, shopping, and entertainment. Whether you're searching for a luxurious full-time residence, seasonal getaway, or investment opportunity, owners may lease the property twice annually with 90-day minimum terms, and pets are welcome.

4451 GULF SHORE BLVD N Unit 505, Naples
$1,295,000
3 Beds ⋅ 3 Baths ⋅ 226024464 MLS
Welcome to Morgan Island Bungalow model at The Island Cottages in The Bayshore Arts District - a special family of Olde Florida Contemporary custom designed single family homes on Jeepers Drive. In the last 10 years, the Developer/Designer of these cottages has worked individually with 11 new owners to fashion this unique vintage urban environment at the Heart of The Bayshore Arts District adjacent to The Bayshore/Sugden Park Boardwalk and Lake Avalon’s white sand beach and sailing center. These new residences will be constructed by Naples’ renowned local builder, Gulfstream Homes. All the Cottages in The Island Cottages in The Bayshore Arts District have been given names by their owners. These names are by agreement designated as memorializing a favorite island which is important to the owners. Further, in every case the homes are decorated with a historic “Quarterboard” sign with the name and a matching house number sign designating thee Jeepers Drive house number. The Morgan Island Bungalow model offers the new owner the option of joining this unique street at starter home pricing by initially building only the stunning main house of 2421 gross square feet (1422 sq ft of air-conditioned interiors) with the option to add additional structures and/or amenities as time moves along. The large neighborly signature front porch leads to the great room (living room, dining room and kitchen). This economical one level layout includes 3 ensuite bedrooms with the larger premier suite opening on to a sweet covered lanai at the private back yard. There is an optional 2 car garage/shop/boat storage area to the side. The yard is spacious, a “blank canvas”, as you will, leaving room to develop a pool, patio, or additional future in-law or guest, home office or Air B&B new construction. Opportunity to personalize the design by selecting all interior finishes creating a space that perfectly reflects your style and taste and to custom design the outdoor living areas to include pool, spa, gardens, patios, outdoor cooking areas etc. Whether you’re seeking a full time residence, seasonal retreat or investment property, these Island Cottages offer the ideal combination of luxury, style, flexibility and location. Perfectly positioned at the vibrant center of Naples’ most unique downtown village, The Bayshore Arts District, you’ll enjoy the convenience of walking, biking or boating to local restaurants, cafes, breweries, wine bars, boutiques and neighborhood shops as well as The Botanical Garden, The Naples Bay Boat launch and the National Pickleball Center. Around Naples Bay, 5th Avenue is just 5 minutes away with 3rd Street shopping and the Naples Beaches just beyond that. With new homes and exciting development continuing to transform the area, this is an opportunity to own a brand new home, a vintage Island Cottage, in Naples fastest growing, most unique and exciting waterfront neighborhood.

114 JEEPERS DR, Naples
$1,695,000
4 Beds ⋅ 3.5 Baths ⋅ 226024462 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to Antigua Island House model at The Island Cottages in The Bayshore Arts District - a special family of Olde Florida Contemporary custom designed single family homes on Jeepers Drive. In the last 10 years, the Developer/Designer of these cottages has worked individually with 11 new owners to fashion this unique vintage urban environment at the Heart of The Bayshore Arts District adjacent to The Bayshore/Sugden Park Boardwalk and Lake Avalon’s white sand beach and sailing center. These new residences will be constructed by Naples’ renowned local builder, Gulfstream Homes. All the Cottages in The Island Cottages in The Bayshore Arts District have been given names by their owners. These names are by agreement designated as memorializing a favorite island which is important to the owners. Further, in every case the homes are decorated with a historic “Quarterboard” sign with the name and a matching house number sign designating thee Jeepers Drive house number. The Antigua Island House model is an outdoor-living dream! It features a large friendly front porch, a huge open concept great room (Kitchen, dining and living) and a generous screened lanai on the first level, 4 bedrooms (2 premier and 2 guest) on the mezzanine and 2nd level with 2 private decks and 3 1/2 baths. Antigua House is a total build of 3474 square feet of which 2341 square feet are interior air conditioned spaces. The site layout provides for parking for 5 cars with 2 in the garage. The concept is to offer the new owner the opportunity to personalize the design by selecting all interior finishes creating a space that perfectly reflects your style and taste and to custom design the outdoor living areas to include pool, spa, gardens, patios, outdoor cooking areas etc. Whether you’re seeking a full time residence, seasonal retreat or investment property, these Island Cottages offer the ideal combination of luxury, style, flexibility and location. Perfectly positioned at the vibrant center of Naples’ most unique downtown village, The Bayshore Arts District, you’ll enjoy the convenience of walking, biking or boating to local restaurants, cafes, breweries, wine bars, boutiques and neighborhood shops as well as The Naples Botanical Garden, The Naples Bay Boat launch and the National Pickleball Center. Around Naples Bay, 5th Avenue is just 5 minutes away with 3rd Street shopping and the Naples Beaches just beyond that. With new homes and exciting development continuing to transform the area, this is an opportunity to own a brand new home, a vintage Island Cottage, in Naples fastest growing, most unique and exciting waterfront neighborhood.

144 JEEPERS DR, Naples
$439,000
2 Beds ⋅ 2 Baths ⋅ 226025341 MLS ⋅ Ibis Pointe BLDG.
Condos like this are rarely available, and this one is truly special! Enjoy the convenience of your own private gate leading directly to the community swimming pool—just step out of the enclosed porch and the path to the pool is only a few feet away. Start your mornings on the southern-exposure lanai, the perfect spot to enjoy a cup of coffee while overlooking the peaceful lake. Inside, the unit is exceptionally clean and feels freshly painted. The entire home features tile flooring throughout and a spacious open floor plan that creates a bright and welcoming living space. The large primary bedroom includes an oversized walk-in closet, and there’s even a separate walk-in storage room—offering plenty of space for organization. Located in the highly desirable Carlton Lakes community, residents enjoy a private entrance to "From Seed to Table", a unique destination featuring a grocery market, restaurant, and bar with live entertainment. The location also provides a straight drive to Wiggins Pass Park and the beautiful Gulf beaches. This is a rare opportunity to own a well-maintained condo in an unbeatable location with exceptional amenities right at your doorstep. Seller will consider financing with a substantial down payment.

5210 Birmingham DR Unit 101, 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.