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Homes for Sale with a Pool in 34114, Naples, FL

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Welcome to your dedicated resource for homes for sale with a pool in 34114, 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 34114, 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 34114, Naples, FL

$295,000
2 Beds ⋅ 2 Baths ⋅ 226032524 MLS ⋅ Mainsail BLDG.
Paradise awaits in this beautiful GROUND FLOOR 2 bedroom 2 bathroom Naples condo with huge bay views! Serene northwestern view of the bay can be seen immediately upon entering this meticulously maintained home. This unit offers plenty of natural light with an extended screened lanai across the entire front of the condo allowing naturalists the opportunity to view the abundant wildlife and beautiful sunsets while enjoying morning coffee or evening cocktails. Updates include granite countertops, rich wood cabinetry, wood-look ceramic tile flooring throughout, custom closet built-ins, hurricane shutters for peace of mind and a newly updated walk-in shower in the primary bathroom. Mainsail is a pet friendly community that offers 2 pools, tennis & pickleball courts, boat docks and a fishing pier. With its convenient location, Mainsail is a short distance to gorgeous local area beaches, fabulous dining and shopping options and amazing arts and cultural venues. Why wait?

1025 Mainsail DR Unit 203, Naples
$1,250,000
5 Beds ⋅ 3 Baths ⋅ 226032436 MLS
BEAUTIFUL AND METICULOUSLY MAINTAINED 5 BEDROOM, 3 BATH HOME IN DIVOSTA’S GATED WINDING CYPRESS COMMUNITY, ONE OF NAPLES MOST DESIRABLE LOCATIONS, CONVENIENT TO DOWNTOWN NAPLES, MARCO ISLAND’S PRISTINE BEACHES AS WELL AS NEARBY SHOPPING AND RESTAURANTS, THIS SUMMERWOOD FLOORPLAN FEATURES A MASTER ON MAIN LIVING FLOOR WITH LARGE BATH AND WALK-IN CLOSET, A LARGE LOFT SPACE UPSTAIRS WITH A SEPARATE BEDROOM AND FULL BATH, AND 3 OTHER BEDROOMS AND BATH ON THE MAIN LIVING LEVEL. NUMEROUS UPGRADES INCLUDE OVERSIZED POOL AND SPA, EXTENDED LANAI AND GARAGE, ZERO CORNER SLIDING DOORS LEADING TO LANAI, FRAMED DROP SOFFIT IN MASTER, FLOOR OUTLET, DECORATIVE GLASS FRONT DOOR, OVERSIZED KITCHEN ISLAND, OUTDOOR KITCHEN WITH BUILT-IN GRILL AND COOLER, TANKLESS WATER HEATER, AND CUSTOM CABINETRY AND TILE. WINDING CYPRESS FEATURES A GATED ENTRANCE WITH GUARD, DOG PARK, COMMUNITY GARDEN, TENNIS, PICKLEBALL, BEAUTIFUL CLUBHOUSE WITH BAR AND GRILL, LARGE RESORT POOL AND DECKS…TRULY A GEM IN SOUTH NAPLES! AND NO FLOOD INSURANCE REQUIRED!!

7700 Winding Cypress DR, Naples
$545,000
3 Beds ⋅ 3 Baths ⋅ 226031995 MLS ⋅ Marengo BLDG.
Experience the best of Fiddler’s Creek resort living in this beautifully maintained first-floor end-unit coach home, where approximately 2,300 square feet of light-filled living space and tranquil southwestern lake views create an exceptional Southwest Florida retreat. Featuring three spacious bedrooms, each with a private en-suite full bath, and an attached two-car garage, this residence is offered furnished, and provides the privacy and comfort of a single-family home with the ease of condominium living. Impressive recent building improvements include new impact-resistant windows, new lanai screens and a newer tile roof, complemented by impact-resistant doors, a brick paver driveway and walkway, mature landscaping and a new air-conditioning system. Inside, soaring ceilings, recessed lighting and rich wood-plank flooring establish a warm, sophisticated atmosphere. The kitchen features natural gas cooking, white cabinetry, a striking river-rock backsplash, breakfast bar and a charming dining area framed by bay windows. Designed for effortless entertaining, the kitchen flows into the sunlit family room, while the adjoining living and dining areas open through glass sliders to the expansive covered and screened lanai. With generous space for alfresco dining, morning coffee or evening cocktails, this peaceful outdoor retreat captures beautiful southwestern views across the sparkling lake and manicured landscape. The owner’s suite is a serene sanctuary with private lanai access and two walk-in closets. Its spacious bath offers a dual-sink corner vanity, built-in makeup counter, full-width mirror, private water closet, deep soaking tub and walk-in shower. Two generous guest suites, each with a private bath and walk-in shower, provide comfort and privacy for family and visitors. No carpet for easy maintenance. The CDD bond is fully paid. Residents of award-winning Fiddler’s Creek enjoy an extraordinary resort lifestyle with a state-of-the-art fitness center, active tennis and pickleball programs including six Har-Tru tennis courts and 10 pickleball courts, bocce, spa services, sauna and steam room, casual and fine dining, a spectacular resort-style pool with poolside service, and a full calendar of activities and events. Miles of beautifully landscaped, tree-lined sidewalks are ideal for running, bicycling and visiting throughout the community. Optional and immediate golf, beach and marina memberships are available. The Golf Club features a newly renovated championship course and gorgeous new clubhouse. Ideally between downtown Naples and Marco Island’s pristine beaches, the residence offers convenient access to beaches, dining, boutiques, parks, museums, kayaking, paddleboarding, the executive airport and popular Southwest Florida attractions. With its spacious end-unit design, valuable updates, peaceful lake views and world-class amenities, this outstanding coach home delivers the Fiddler’s Creek lifestyle at its finest.

3053 Aviamar CIR Unit 101, Naples
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 226032150 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. An incredible value in Esplanade by the Islands—you simply cannot buy new construction at this price anymore with these upgrades. Move right in and start enjoying the resort lifestyle without the wait of building. Hardly lived in and beautifully maintained, this like-new Lazio floor plan offers peaceful water views and the opportunity to create your own custom pool and outdoor living space in sought-after Esplanade by the Islands. Featuring 3 bedrooms plus a den, 3 full baths and 2-car garage, the home is filled with thoughtful upgrades, including impact-resistant windows and doors, custom remote-controlled window treatments, plantation shutters, 10-foot ceilings and 8-foot doors throughout. The spacious kitchen features a large island, quartz countertops, upgraded appliances and a Monogram beverage cooler, opening seamlessly to the main living and dining areas. An extended covered lanai overlooks the water and is already pre-plumbed with gas, water and electric for an outdoor kitchen, with gas and electric service also in place for a future pool. Additional features include a tankless gas water heater, high-capacity Maytag washer and gas dryer, and LED ceiling fans throughout. Esplanade by the Islands offers exceptional resort-style living with a clubhouse, restaurant and tiki bar, spa and wellness center, fitness facilities, tennis, pickleball, bocce, dog park, and miles of walking and biking trails. Ideally located just minutes from Marco Island, downtown Naples and the beaches, this is an opportunity to enjoy a nearly new home with beautiful water views in one of Naples' most desirable resort communities.

15638 Triesta LN, Naples
$3,499,000
4 Beds ⋅ 4.5 Baths ⋅ 226026735 MLS
ELEVATED & LUXURIOUS on an OVERSIZED 1/2 ACRE LOT WITH PRESERVE AND LAKE VIEWS | EXTENDED LANIA WITH LARGE POOL AND SPA| CUSTOM OUTDOOR KITCHEN | SMART HOME WITH BRILLIANT KEY PADS | CDD PAID | WHOLE HOME GENERATOR| AC GARAGE with INSULATED GARAGE DOORS|| CUSTOM BUILT INS IN FAMILY ROOM AND DEN | This is a rare opportunity to own the best selling MADISON model by Stock Luxury Homes. The Madison’s popularity comes from its Soaring 2 Story ceilings, Ensuite bathrooms for every bedroom and Large Den and Laundry Room. This home is located a short walk to the NEW FIDDLERS CREEK CLUBHOUSE. This stunning home showcases impeccable designer finishes throughout, beginning with a chef’s kitchen featuring a built-in refrigerator, beverage fridge, china cabinets in the front of the island. The great room is adorned with a STUNNING Restoration Hardware Chandelier and a great room wall with built in floating cabinetry and custom lighting design wall. A WALL OF 10' SLIDING DOORS AND CORNER SLIDING DOORS leads to the outdoor living space which is equally impressive, offering a fully equipped outdoor kitchen with an upgraded 42" HESTON GRILL, 54" STAINLESS STEEL HOOD a VALENTINO accent wall above the grill, surrounded by a water fall quartz countertops and custom island with 2 built in refrigerators—perfect for entertaining—the EXTENDED LANAI with a panoramic-screen and OVERSIZED POOL & SPA illuminated with color-changing lighting, TRAVERTINE pool deck floor and a fire pit that creates warmth and ambiance as well as an inviting outdoor gathering space for relaxing evenings under the stars. Extensive landscaping and trees are breath taking in the evening with the custom lighting that brings it to life. Additional upgrades include SMART HOME LIGHTING TECHNOLOGY, BRILLANT KEY PADS to control the house, Sonos audio system inside and outside, WHOLE HOME GENERATOR, AC GARAGE, custom wall coverings. This exceptional home is located in the prestigious, double gated March Cove enclave of Fiddler’s Creek, set on an oversized lot, with preserve and surrounded by lush, professionally designed landscaping in front and back. Ownership includes access to the award-winning Fiddler’s Creek resort-style pools, clubhouse dining, spa, fitness center, tennis, pickleball, and optional GOLF membership, an optional BEACH membership and just minutes from Marco Island beaches and downtown Naples.

3120 Livorno LN, Naples
$600,000
226032399 MLS
Rare opportunity to own one of the few remaining vacant lots in the desirable Port of the Islands community! This oversized waterfront lot is one of the largest available, boasting approximately 110 feet of waterfront along a wide, deep-water canal with direct Gulf access. Build your dream home and enjoy the Southwest Florida boating lifestyle right from your backyard. The property is just a short distance from the Port of the Islands Marina, offering a ship store and fuel for added convenience. Ideally located between Naples and Everglades City, Port of the Islands offers a peaceful waterfront setting while still providing convenient access to shopping, dining, fishing, boating, and the beautiful Ten Thousand Islands. The new Publix shopping center is also just a short drive away. Large lot, exceptional water frontage, deep-water access, and direct access to the Gulf—an increasingly rare opportunity in Port of the Islands!

157 Venus Cay, Naples
$649,000
4 Beds ⋅ 3 Baths ⋅ 226032271 MLS
ELEGANCE meets effortless Florida living in Naples Florida. This beautifully maintained 4 bedroom, 3 FULL bath POOL home features an open concept design and quality upgrades throughout. The stylish kitchen offers stainless steel appliances, under counter lighting, custom wood pantry and shelving in the walk in pantry. Plantation shutters, tile, clean carpet in the guest bedrooms, luxury vinyl flooring in the primary, and eight ceiling fans (one in the kitchen) to add comfort and sophistication. Outside, enjoy a solar-heated pool and private lanai with motorized shutters—perfect for year-round entertaining and relaxation. Additional highlights include 2023 interior paint, updated landscaping, comfort-height toilets, oversized LG washer and dryer, and an insulated garage. A thoughtfully cared-for home ready for its next discerning owner. Reflection Lakes of Naples, a GATED community is a great value with a LOW HOA fee and an abundant amount of lifestyle amenities that include organized events, a community pool, fitness center, billiards room and a play area. Want to be close to Marco Island and Downtown 5th Ave? If so, Reflection Lakes of Naples may be everything you have been looking for. THERE ARE TWO VIRTUAL TOUR LINKS YOU CAN CLICK ON FOR MORE INFORMATION.

14631 Fern Lake CT, Naples
$249,000
226032405 MLS
Beautiful Lakefront RV Site in Sunny Naples, Florida! Welcome to 1322 Silver Lakes Blvd., a beautifully situated 35' x 70' back-in RV site located in the desirable Silver Lakes RV & Golf Resort in sunny Naples, Florida. Designed to accommodate RVs of any size, this full-hookup site offers plenty of space and a picturesque setting overlooking the middle of the second lake. One of the highlights of this property is the impressive 11' x 25' storage shed, which is attached to a windowed and screened-in lanai. The lanai is equipped with air conditioning, making it a comfortable space to enjoy year-round, even when the Florida temperatures rise. It provides the perfect enclosed area for relaxing, entertaining guests, or enjoying the beautiful lake views. The property also features a spacious outdoor patio with pavers extending along the sides of the site, creating a welcoming area for outdoor seating, entertaining, and enjoying the Florida sunshine. Silver Lakes RV & Golf Resort is a vibrant, gated community conveniently located between Naples and Marco Island. Owners enjoy deeded, fee-simple ownership and an exceptional resort-style lifestyle with an active calendar of social activities and events. Community amenities include a 9-hole golf course, two spacious clubhouses, three swimming pools, two hot tubs, pickleball courts, tennis courts, fitness center, bocce ball, shuffleboard, horseshoe pits, billiards, and ping pong. Whether you enjoy staying active, relaxing by the pool, playing a round of golf, or socializing with friends and neighbors, Silver Lakes offers something for everyone. Just a short drive from downtown Naples, Marco Island, and the beautiful white-sand beaches of the Gulf, this property offers the perfect combination of relaxation, recreation, and the Southwest Florida lifestyle.

1322 Silver Lakes BLVD, Naples
$869,000
3 Beds ⋅ 3 Baths ⋅ 226031769 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Elegant Lakefront Living in Royal Palm Golf Estates...Welcome to your dream 3-car Garage Single Family home in the prestigious, gated community of Royal Palm Golf Estates. This stunning single-family residence built in 2022 boasts over 3,000 sqft fof thoughtfully designed living space, featuring 3 spacious bedrooms, 3 full bathrooms, and a versatile den/office perfect for remote work or quiet retreat. Enjoy breathtaking views of the serene lake and the lush fairways of Eagle Lakes Golf Course right from your own backyard. Whether you're sipping coffee in the morning or entertaining guests at sunset, the scenery is nothing short of spectacular. Interior Highlights:Hurricane-impact windows and sliders for peace of mind, Elegant tile flooring throughout with cozy carpeted bedrooms, Sleek stainless steel appliances and neutral granite countertops, Dedicated coffee bar for your morning ritual, Flexible den/office space to suit your lifestyle. Community & Location Perks: Secure gated entry with low HOA fees, Just , 15 minutes to Marco Island’s pristine beaches, Only 5 minutes to shopping, dining, and everyday conveniences This home offers the perfect blend of luxury, comfort, and location. Whether you're a golf enthusiast, beach lover, or simply seeking tranquility with modern amenities, this property checks every box.

18780 Royal Hammock BLVD, Naples
$470,000
3 Beds ⋅ 2 Baths ⋅ 226028637 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. A unique 3 bedroom opportunity in Enbrook! Completed in 2023, this beautifully designed residence blends timeless style with thoughtful functionality, offering an exceptional opportunity to enjoy like-new construction without the wait. This house has been filled with custom upgrades that elevate both everyday living and entertaining. The open, light-filled interior showcases porcelain plank flooring throughout, elegant marble backsplashes, frameless glass shower enclosures, plantation shutters, and motorized window shades that provide both beauty and convenience. The spacious primary suite is enhanced by a custom California Closet system, while a built-in beverage station creates the perfect gathering space for family and friends. The laundry room has been thoughtfully designed with custom cabinetry and a built-in ironing station, and four framed televisions are included, allowing you to move right in and begin enjoying your new home. Designed for both comfort and peace of mind, the residence also features hurricane protection, an epoxy-finished garage floor, and additional attic storage for practical everyday living. Step outside to the private screened lanai, where peaceful surroundings create the perfect setting for morning coffee, outdoor dining, or simply unwinding at the end of the day. Every detail has been thoughtfully considered to create a home that is as functional as it is beautiful. Located within a gated community just minutes from Marco Island and downtown Naples, residents enjoy resort-style amenities including a swimming pool, fitness center, pickleball, tennis, basketball, bocce, beautifully maintained grounds, and a pet-friendly atmosphere welcoming up to three pets, including large dogs. With low association fees and an outstanding location, this exceptional home offers the ideal combination of luxury, convenience, and effortless Southwest Florida living. One or more photo(s) has been virtually staged, AI generated or rendered.

1108 ENBROOK LOOP, Naples
$799,000
4 Beds ⋅ 3 Baths ⋅ 226031987 MLS
This one checks a lot of boxes, and finding a beautifully maintained four-bedroom, three-bath lakefront pool home with a three-car, air-conditioned garage in Collier County for under $1 million is no easy task. In Copper Cove on an oversized estate lot, this home has been beautifully maintained and is in excellent condition. From the moment you arrive, you’ll notice the thoughtful upgrades, including a screened front entry with electric roll-down storm protection. Inside, the updated kitchen is bright, open and made for gathering, with white quartz countertops, a large center island, a breakfast bar, custom cabinetry and GE Profile stainless steel appliances. It opens to the main living area, where a built-in entertainment center and electronic fireplace create a comfortable space for relaxing or entertaining. The spacious primary suite features a large walk-in closet, soaking tub and walk-in shower. The flexible fourth bedroom can easily serve as a private home office, hobby or craft room, reading retreat or additional space for visiting family and friends. The outdoor living space is another standout. An oversized heated pool and spa overlook the lake, while the screened lanai offers plenty of room for both dining and lounging. Electric hurricane protection and a remote-controlled storm screen add convenience and the expanded paver area is something you don’t see every day; it extends well beyond the pool deck and wraps around both sides of the home, creating even more usable outdoor space and easy access around the property. And then there’s the garage. This is not your typical three-car garage. It is fully insulated and air-conditioned, with high-output LED lighting, a utility sink, work areas, storage cabinetry and room for cars, golf clubs, bikes, beach gear and more. For anyone keeping a vehicle in Florida year-round, especially during the summer months, this is a feature that really sets the home apart. Offered partially furnished and exceptionally well cared for, this home is easy to move into and enjoy from day one. The location is equally appealing, with convenient access to Naples and Marco Island for beaches, boating, golf, shopping and dining. Four bedrooms, three full baths and a three-car air-conditioned garage with a heated pool and spa, a lake view and in excellent condition for under $1 million. It’s a rare combination and one worth seeing.

3817 Ruby WAY, Naples
$699,500
3 Beds ⋅ 2 Baths ⋅ 226031956 MLS
Shows like a model-Lake Views-Private Pool and Spa! Welcome to a standout opportunity in the desirable Reflection Lakes at Naples, where beautiful lake view, inviting indoor -outdoor living and thoughtful updates come together in one exceptional SWFL home! This 3-bedroom plus den, 2 bath residence offers a spacious, open layout designed for both comfortable everyday living and entertaining. The main living area flows easily into the dining area and breakfast nook, creating a bright and welcoming gathering place. Plantation shutters add timeless style and character throughout the home while the versatile den provides the perfect space for a home office, sitting room, or additional guest space. Step outside and discover what Florida living is all about! The screened lanai, private pool and spa and peaceful lake views create your own backyard retreat-perfect for morning coffee, afternoons by the pool entertaining friends or unwinding at the end of the day while overlooking the breathtaking lake view. This home has been thoroughly maintained with valuable updates already completed including new A/C in 2023, pool heater in 2021, pool pump in 2024, and water heater in 2026. The 2-car garage offers excellent storage plus convenient pull-down attic access giving you even more room to keep everything organized. Easy neighborhood access makes coming and going a breeze while Reflection Lakes offers a beautiful clubhouse and community amenities to enjoy. This home brings together so many of the features' buyers are looking for! Come experience the relaxed Southwest Florida lifestyle and see why this one deserves a spot at the top of your list!

14024 Mirror DR, 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.