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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

$11,950,000
5 Beds ⋅ 5.5 Baths ⋅ 226028092 MLS
WALK TO THE BEACH AND KEEP YOUR BOAT IN YOUR BACKYARD! Now officially an award winning residence, 141 Channel Drive received the Grand Aurora Award for Best Custom Home Over 5,000 Square Feet at the Southeast Building Conference Awards in Orlando. Brand new, fully furnished, and just completed, this extraordinary waterfront estate represents the pinnacle of luxury living in the highly sought after Vanderbilt Beach neighborhood. Built by Diamond Custom Homes, designed by Stofft Cooney Architects, and featuring sophisticated interiors by EDGE, this exceptional residence is completely move in ready and showcases the very best of refined coastal design. Offering 9,676 total square feet with 5,497 square feet of air conditioned living space, the home features five bedrooms, five full bathrooms, and one half bathroom. Stunning architectural details include 12 foot beamed ceilings, a dramatic stone stair tower, naturally stained wood flooring, custom cabinetry, a bespoke range hood, and beautifully designed shelving throughout. The outdoor living areas are equally impressive, with a fully equipped summer kitchen, expansive lounge and dining spaces, and a resort style pool and spa overlooking the water. A private third level balcony off the primary suite provides breathtaking waterfront views and a peaceful setting to enjoy the Naples lifestyle. This is one of the rare locations where you can dock your boat in your backyard and walk to the beach within minutes. With direct Gulf access and close proximity to world class dining, shopping, and entertainment, this award winning residence offers an unparalleled opportunity to enjoy the very best of Naples waterfront living.

141 Channel DR, Naples
$245,000
2 Beds ⋅ 2 Baths ⋅ 226026798 MLS ⋅ Winterpark BLDG.
Escape to this meticulously maintained two-bedroom condo featuring a brand-new air conditioning system, hurricane windows and doors, plus plantation sliders and shutters. The open, spacious floor plan offers large bedrooms and abundant storage, with California Closets beautifully finishing out the master en suite. Outdoor living is enhanced by a screened front patio and a rear patio, perfect for year-round enjoyment. As an end unit, it’s flooded with natural light, from sunrise to sunset. Enjoy resort-style amenities including a pool, clubhouse, tennis, and pickleball courts—all with low association fees and a never-flooded property. You’re steps from the pool, with convenient parking right outside your door, and just minutes to the beach, downtown Naples, and local shopping.

4001 Ice Castle WAY Unit 1, Naples
$575,000
2 Beds ⋅ 2 Baths ⋅ 226027353 MLS
Wow this property has it all! Right location, right price and your own private oasis. 2 bedroom 2 bath single family home a stone throw away from mercato and the beach. New flooring throughout the entire home, brand new water heater April 2026, ROOF 2023, washer and dryer inside the home with spacious laundry room. Main bed room has his and her closet and an ensuite bath with single vanity and walk in shower. This split bedroom floor plan offers the guest bedroom in the front of the house to allow for more privacy and has a jack and Jill bathroom that can be entered from the bedroom and also from the hall way featuring a shower tub combo with single vanity. Large kitchen offers plenty of storage and counter space with stainless steel appliances and mosaic back splash. Double doors lead out to your private fenced in back yard with gazebo and private shed for extra storage or to make it into a guest cabana. Shopping, restaurants and the beautiful sandy beaches of naples are a short distance from this home. A must see and a true gem!

862 95th AVE N, Naples
$1,250,000
3 Beds ⋅ 4 Baths ⋅ 226025073 MLS
Welcome to one of Naples' most distinctive custom homes, perfectly situated just off Collier Boulevard (951) in one of Southwest Florida's most desirable and convenient locations. Set on 1.14 private acres, this contemporary masterpiece offers the perfect blend of luxury, sophistication, and everyday comfort—with no comparable home in the area. Designed with exceptional attention to detail, this stunning residence features 3 spacious bedrooms, 4 full bathrooms, a private executive office, and a dedicated media room, providing the ideal layout for both entertaining and everyday living. The heart of the home is the spectacular chef's kitchen, showcasing an oversized quartz island, custom cabinetry, premium finishes, and abundant storage—creating a space that's as functional as it is beautiful. The open-concept design flows effortlessly into the expansive living and dining areas, highlighted by soaring ceilings, abundant natural light, and seamless indoor-outdoor living. Retreat to the luxurious owner's suite, where you'll find ample space for a private sitting area, a spa-inspired ensuite featuring a grand walk-in shower, and two oversized walk-in closets designed for ultimate organization and convenience. Step outside to your own private resort. The breathtaking pool and spa create the perfect setting for relaxing or entertaining, while the adjacent pool bath with a steam shower offers a true spa experience. The fenced backyard provides privacy and security, making it ideal for children, pets, or simply enjoying your own peaceful oasis. Car enthusiasts and hobbyists will appreciate the impressive 4-car garage, offering exceptional storage and workspace rarely found in homes of this caliber. This exceptional property combines luxury living with an unbeatable Naples location, just minutes from shopping, dining, world-class beaches, golf courses, and top-rated schools. Priced to sell, this incredible opportunity becomes even more attractive with an outstanding seller incentive: the seller will pay all buyer closing costs and include one full year of professional pool and lawn maintenance, allowing you to move in and immediately enjoy the Florida lifestyle with added peace of mind. Luxury, privacy, and unmatched value—all in one extraordinary home. Schedule your private showing today before this one-of-a-kind property is gone.

4269 15th AVE SW, Naples
$239,899
2 Beds ⋅ 2 Baths ⋅ 226028064 MLS
Welcome to Courtwood, one of North Naples’ desirable 55+ communities! This beautifully updated 2-bedroom, 2-bath condominium offers a spacious split-bedroom floor plan with a generous living area, wet bar, and an enclosed lanai that provides additional year-round living space. Featuring impact-resistant windows, covered parking, outdoor storage, and located in a NO Flood Zone, this well-maintained home also benefits from a new community roof installed in 2024, offering added peace of mind. The unit has been extensively updated in 2025, including new carpeting and padding, new toilets, new bathroom vanities, regrouted and professionally cleaned tile flooring, updated electrical outlets, new light fixtures, new curtains and rods, adjusted and cleaned patio doors, fresh interior paint, a serviced and cleaned A/C system with a new exterior electrical box, and all-new appliances, including the refrigerator, range, dishwasher, and dryer. Numerous additional improvements have also been completed throughout the home. Move-in ready. this exceptional residence includes nearly all furniture purchased new in 2025, making it easy to begin enjoying the Naples lifestyle from day one. Residents enjoy an active, low-maintenance lifestyle with community amenities that include a pool, clubhouse, bocce ball courts, and shuffleboard courts. Ideally situated just 3 miles from the beach and only minutes from NCH Hospital, I-75, shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, convenience, and location. Whether you’re looking for a year-round residence or a seasonal retreat, this beautifully updated Courtwood condo is ready to welcome you home.

1000 Palm View DR Unit 203, Naples
$1,200,000
3 Beds ⋅ 3 Baths ⋅ 226028016 MLS
Enjoy the best of the Naples lifestyle from this spacious two-story villa in the highly desirable Park Shore area. Located approximately a 15-minute walk from the Clam Pass and Seagate beaches and 10 min walk to Waterside Shops, Artis—Naples, The Baker Museum, the *New* Publix, and an array of dining options, this home offers exceptional convenience in one of Naples’ most sought-after locations. A private, gated courtyard and newly refreshed landscaping create an inviting entrance. Inside, soaring ceilings, an open floor plan, and expansive sliding glass doors fill the living areas with natural light and provide seamless views of the private screened pool and covered lanai. The first-floor primary suite offers direct access to the pool area, generous closet space, and a spacious bath with dual sinks, a soaking tub, and separate shower. Also on the main level is a light-filled den or office, a full guest bath, laundry room, abundant storage, and an attached two-car garage. Ability to age in place long term with all needs on first floor. Upstairs, two generously sized guest bedrooms and an additional bath provide privacy and comfortable accommodations for family and visitors. Plantation shutters, built-in shelving, and multiple indoor-outdoor living areas add to the home’s character and functionality. Freshly painted and ready for its next owner’s personal vision, this distinctive Park Shore villa presents a rare opportunity to enjoy generous living space, a private pool with expansive outdoor living, and an outstanding walkable location for the active lifestyle, close to Naples’ beaches, shopping, dining, and cultural attractions.

4872 W Boulevard CT, Naples
$374,999
3 Beds ⋅ 2 Baths ⋅ 226027397 MLS
Waterfront 3-bedroom plus den, 2-bath manufactured home located directly on Henderson Creek. The property features a large backyard with a private dock, making it perfect for fishing, boating or simply relaxing by the water. Henderson Creek Park is conveniently located approximately 1 mile east of 951 & U.S 41. You can sit on your dock and experience the best of Southwest Florida waterfront living. This is NOT a 55+ community. NO MANDATORY HOA! There is a volunteer HOA which gives you access to the community pool and boat amenities, only for those that choose to participate.

52 Henderson DR, Naples
$373,000
3 Beds ⋅ 2 Baths ⋅ 226024369 MLS ⋅ Emerald Greens BLDG.
Welcome to this well-maintained end-unit condominium in Emerald Greens at Forest Lakes, offering three bedrooms, two bathrooms, and an attached garage in one of Naples' most convenient locations. With desirable western exposure, vaulted ceilings, and an open floor plan, the residence is filled with natural light and provides comfortable living spaces throughout. The spacious screened lanai features a large covered seating area with ceiling fans, creating an ideal space to relax and enjoy the Florida lifestyle. The kitchen offers white cabinetry, stainless steel appliances, pantry storage, a breakfast nook, and direct access to the lanai. The primary suite includes a walk-in closet with custom built-ins and an en-suite bath with dual vanities, a soaking tub, and a separate walk-in shower. Two guest bedrooms share a full bath, and the home also features a laundry room with shelving, washer and dryer, and an attached garage. A newer water heater adds additional value. Emerald Greens at Forest Lakes offers residents a clubhouse, community pool and spa, tennis courts, pickleball, and beautifully maintained landscaping. Optional membership at Quail Run Golf Club is available, with no mandatory golf membership required. Conveniently located west of Airport-Pulling Road and south of Pine Ridge Road, this property is just minutes from Gulf beaches, shopping, dining, medical facilities, and everyday conveniences, including Publix, Target, and a variety of restaurants. Clam Pass Beach is less than three miles away, making this an excellent opportunity for a primary residence, seasonal home, or investment property where permitted by association rules.

628 Woodshire LN Unit G12, Naples
$72,000
1 Beds ⋅ 1 Baths ⋅ 226028050 MLS ⋅ Enchanting Shores BLDG.
AFFORDABLE PRICE ON THIS DELIGHTFUL WELL MAINTAINED TURNKEY HOME IN HIGHLY DESIRABLE ENCHANTING SHORES CO-OP. SPARKKLING CLEAN AND WELL CARED FOR THIS WINTER GET AWAY FEATURES A RECENT HVAC UNIT AND LOVELY MANICURED YARD. CHARMING DECOR AFFORDS A COMFORTABLE MOVE IN READY HOME IN ONE OF THE MOST AFFORDABLE 55 PLUS PARKS IN NAPLES. ENJOY THE MULTITUDE OF AMENETIES AND ACTIVITIES INCLUDING GULF OF AMERICA ACCESS. ENCHANTING SHORES IS LOCATED CLOSE TO POPULAR MARCO ISLAND AND DOWNTOWN NAPLES AND IS A MINUTE DRIVE TO A LARGE VARIETY OF SHOPS, EATERIES, SERVICES AND SITES. VISIT A DIFFEDRENT BEAUTIFUL BEACH EACH DAY AND EXPERIENNCE ALL THAT SOUTHWEST FLORIDA HAS TO OFFER. Seller plans on leaving the 2012 Toyota Camry with the property. Vehicle is in very good condition mechanically with very nice appearance.

9 Jade DR, Naples
$650,000
2 Beds ⋅ 2 Baths ⋅ 226028043 MLS
Set at the end of a cul-de-sac in Esplanade of Hacienda Lakes, this furnished, single-story villa pairs a preserve-facing setting with a comfortable, thoughtfully arranged interior. The screened lanai overlooks the preserve, providing a natural backdrop for morning coffee, relaxed meals, and time outdoors. Inside, a crisp palette of gray and white is complemented by contemporary lighting and streamlined fixtures, creating a polished look that feels current without sacrificing warmth. The residence offers two bedrooms, a flexible den or office, two bathrooms, and a two-car garage. Its one-level layout keeps daily living straightforward, while the furnished presentation offers an appealing starting point for immediate enjoyment, subject to the agreed inventory and exclusions. Beyond the residence, Esplanade of Hacienda Lakes offers a broad collection of resort-style amenities. The approximately 6,500-square-foot clubhouse features social and card rooms, billiards, and gathering spaces for a varied calendar of community activities. Fitness and recreation options include a 24-hour fitness center, circular resistance pool, separate lap pool, hot tub, fire pit, poolside umbrellas, pickleball, tennis and bocce courts, playground, and dog park. Amenities and access are subject to current association rules, schedules, and fees. The combination of an end-of-cul-de-sac location, preserve views, screened outdoor living, furnished contemporary interiors, and a comprehensive amenity setting creates a compelling opportunity within Esplanade of Hacienda Lakes. Schedule a private showing to experience the villa, its setting, and the community lifestyle firsthand.

8209 Lucello TER W, Naples
$6,300,000
4 Beds ⋅ 5.5 Baths ⋅ 226024974 MLS
TWO EXCEPTIONAL OPPORTUNITIES. ONE EXTRAORDINARY ADDRESS. Perfectly positioned in the heart of Old Naples, this beautifully reimagined residence offers a rare opportunity to embrace today's luxury lifestyle while investing in tomorrow's possibilities. Just moments from the Gulf beaches, Fifth Avenue South, Third Street South, and the exciting transformation reshaping Downtown Naples, this exceptional property appeals to two distinct buyers: those seeking a sophisticated, move-in-ready luxury home and those who recognize the extraordinary long-term value of one of Old Naples' premier homesites. Thoughtfully reconstructed and beautifully updated, the home blends timeless coastal elegance with comfortable everyday living. Expansive open-concept gathering spaces flow effortlessly from the gourmet kitchen to the indoor and outdoor living areas, creating the perfect setting for everything from intimate family dinners to large-scale entertaining. A private upstairs guest retreat offers exceptional flexibility for extended family, visiting guests, or a secluded home office, while every space has been designed with both comfort and functionality in mind. Equally impressive is the outdoor setting. Unlike many Old Naples properties where the home occupies nearly the entire lot, this residence offers a southern-exposure backyard with room to truly enjoy the Florida lifestyle. Relax beside the pool and spa, envision a custom outdoor kitchen, entertain beneath the stars, or simply enjoy the rare open green space for children, grandchildren, or pets to play. Beyond the property itself lies one of its most compelling attributes; its location at the center of the next chapter of Old Naples. As remarkable new luxury developments, elevated hospitality experiences, world-class dining, boutique shopping, and exciting new destinations continue to redefine the downtown landscape, this already coveted neighborhood is becoming even more desirable. More than simply acquiring a beautiful home, you're investing in one of Old Naples' most coveted locations—offering the rare opportunity to enjoy TWO EXCEPTIONAL OPPORTUNITIES. ONE EXTRAORDINARY ADDRESS.

742 11th AVE S, Naples
$345,000
2 Beds ⋅ 2 Baths ⋅ 226028023 MLS ⋅ Misty Pines BLDG.
Nestled within the peaceful Pinewoods community, this impeccably maintained and beautifully updated 2-bedroom, 2-bath condominium offers 1,350 square feet of light and bright living space. Recent updates include a roof that's approximately three years old, a brand-new water heater, and stylish luxury vinyl plank flooring, providing peace of mind and modern appeal. You'll love the light-filled floor plan designed for everyday living and effortless entertaining. The spacious kitchen features ample cabinetry, a large pantry, and a sunny breakfast nook for casual dining. The dining area includes a built-in bar, creating the perfect setting for hosting guests or enjoying evenings at home. The generous primary suite serves as a private retreat with a walk-in closet and sliding glass doors that open to a screened lanai overlooking a tranquil lake. The guest bedroom offers added privacy with a separate pocket-door layout that creates an ideal space for guests. Residents of Pinewoods enjoy a community known for its quiet atmosphere and exceptional amenities which include; two swimming pools, a spa, tennis courts, and pickleball. Located less than two miles from the Gulf beaches and only minutes from shopping, dining, and the local attractions of downtown Naples, this home offers the perfect combination of convenience, recreation, and the relaxed Southwest Florida lifestyle.

800 Misty Pines CIR Unit 205, 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.