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 a local Naples, FL agent, Blair White 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

$1,995,000

4 Beds ⋅ 3 Baths ⋅ 226004232 MLS

668 93rd Ave N with unparalleled structural integrity, modern finishes and walking distance to the famous Vanderbilt Beach offers a perfect blend of classic charm and contemporary luxury in a prime coastal location. The property has been raised, constructed on a 5-course solid concrete stem wall and is now 2ft above flood zone. Exterior enhancements include whole house sand finish exterior, synergy wood plank tongue and groove ceilings, and a stunning handcrafted 10ft iron door and window system at the entry. Interior is equally impressive with white oak flooring throughout, a modern kitchen with Quartz countertops, custom cabinetry, high-end stainless-steel appliances, and a large island with bar seating. The high ceilings with wood beams recessed lighting and sono-tube enhances the natural light and sense of space throughout the home. Additionally, the home offers solid core interior doors, charming plantation shutters throughout and as an extra bonus, ALL interior walls throughout the home have been insulated for quiet comfort. A private backyard oasis awaits with outdoor kitchen, splash pool, spa and tranquil waterfall for post-beach relaxation. This highly sought after location within Naples Park is close to trendy cafés, beach bars, and boutique shops, this 4Br 3Ba home is furnished and is an ideal investment property or Airbnb, offering high-quality construction, luxury finishes, and walking distance to the beach—a perfect combination for strong rental demand and long-term value.

668 93rd AVE N, Naples

$2,100,000

4 Beds ⋅ 4 Baths ⋅ 226005026 MLS

GREAT INVESTMENT PROPERTY....HIGH RENTAL INCOME!! This exceptional 4-bedroom, 4-bath residence is thoughtfully engineered for comfort, efficiency, and next-level functionality, ideally located in the highly desirable Naples Park neighborhood—just minutes from Vanderbilt Beach, Delnor-Wiggins Pass State Park, and the dining, shopping, and entertainment of Mercato. The home features a saltwater pool with waterfall spa, oversized pool deck, dual gas and electric pool heaters, pool cage, motorized lanai hurricane shutters/screens, and smart pool controls with multiple poolside panels. Inside, the open kitchen is enhanced with waterfall countertops, oversized counters, additional bar cabinetry, dual pantries (one lockable), Sub-Zero refrigerator and freezer, instant hot water, whole-home water filtration, and gas WiFi-enabled appliances. Smart-home technology includes a Hubitat system, facial-recognition entry, Control4 prewiring, Nest thermostats, whole-home surge protection, Moen Flo automatic leak detection with remote shutoff, cellular and WiFi boosters, Bluetooth speaker system, and 360-degree UHD camera coverage with DVR. Additional highlights include a Generac whole-home generator with auto transfer switch, 1,000-gallon buried propane tank, tankless gas water heater, Level 2 EV charger, two driveways with oversized main drive, extensive garage storage, insulated lanai and garage, enhanced lighting throughout, hidden safes, and robust security and pest-prevention features—offering a high-performance home with exceptional proximity to Naples’ beaches and lifestyle destinations. Check out the side yard areas, new smart phone sprinkler system, workout area and equipment, and the new in ceiling AC in the bedroom as well as the upgraded switches that work with both Alexa and Apple homekit. This home is full of surprises!

803 92nd AVE N, Naples

$1,199,000

4 Beds ⋅ 3 Baths ⋅ 226004324 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Southern Exposure Pool Home, Your Perfect Seasonal Getaway! Discover the ultimate retreat in this beautifully renovated and fully furnished 4 bedroom, 3 bath perfectly positioned for sun-soaked days by the pool with its desirable southern exposure! Spanning over 2,400 sq ft, this spacious residence boasts an open concept design with volume ceilings and on-trend porcelain plank flooring throughout. Step into the stylish open kitchen, featuring white cabinetry, a stunning subway tile backsplash, and quartz countertops with a spacious island, perfect for entertaining family and friends. Upgrades abound, including a new roof, impact windows, a hurricane-rated garage door, and a new HVAC system, ensuring peace of mind and comfort year-round. Freshly painted interiors and exteriors, along with new gutters and downspouts, give this home a polished look. Each bathroom has been thoughtfully updated with modern cabinetry, showers, and glass bathtub doors. Outside, enjoy your private oasis with a beautifully resurfaced pool, complete with a new heater and pump, all set within a screened expansive lanai and surrounded by a privacy wall for ultimate relaxation. Ideally located west of 41, you're just blocks away from the soft, white sugar sands of Vanderbilt Beach and the vibrant Mercato, offering an array of fine and casual dining, shopping, and entertainment options. This home is move-in ready, making it an excellent choice for a high-demand seasonal rental or your personal winter getaway. With no HOA fees and situated in flood zone X (no flood insurance required), this property presents a fantastic investment opportunity. Currently, it boasts an annual rental income over 5,200 per month, making it a "Ready to Go Investment." Don't miss your chance to own in one of Naples' most sought-after beachy neighborhood. Enjoy the Naples lifestyle you've always dreamed of!

746 101st AVE N, Naples

$975,000

4 Beds ⋅ 2 Baths ⋅ 226005079 MLS

Tucked away on 1.59 private acres in Naples, this 4-bedroom, 2-bathroom, well-maintained home offers space, privacy, and a relaxed Florida lifestyle. Surrounded by mature fruit trees and open land, the property feels like a peaceful retreat while remaining convenient to shopping, dining, and Naples’ renowned beaches. Enjoy year-round outdoor living with a screened pool, a Himalayan Salt hot tub, and a unique beach-style fire pit, perfect for entertaining or unwinding under the stars. The expansive lot provides exceptional flexibility and includes an RV hookup, a storage shed- insulated and equipped with electric and a/c, chickens, and plenty of room to enjoy the outdoors. The home also features solar panels, helping to lower energy costs while embracing efficient living. With no HOA and ample space both inside and out, this property offers a rare opportunity to own acreage in Naples with endless potential.

5423 Teak Wood DR, Naples

$2,895,000

3 Beds ⋅ 3 Baths ⋅ 226004876 MLS

Gracefully positioned on an exceptionally private preserve setting, 1343 Wood Duck Trail presents a beautifully remodeled residence that captures the refined elegance and effortless lifestyle of Naples living within the prestigious Pelican Marsh community. Surrounded by lush green space and tranquil natural vistas, this home offers a rare sense of seclusion while remaining moments from world-class amenities. Spanning over three thousand square feet under air, the thoughtfully designed floor plan is anchored by a chef’s kitchen that blends style and performance. Custom cabinetry, premium appliances, and expansive prep space create a sophisticated backdrop for both intimate gatherings and larger entertaining. Adjacent living and dining areas flow seamlessly outdoors, enhancing the home’s relaxed yet polished ambiance. The private outdoor retreat is framed by serene preserve views and features a sparkling pool accented by a tranquil water feature. Ample covered and open-air lounging areas invite year-round enjoyment, whether hosting sunset cocktails or savoring quiet mornings immersed in nature. This seamless indoor-outdoor connection defines the home’s elevated lifestyle appeal. The primary suite serves as a peaceful sanctuary with generous proportions, refined finishes, and spa-inspired comfort, while additional guest accommodations offer privacy and flexibility. Recent improvements include a new roof along with impact windows and doors, providing peace of mind and modern efficiency. A three-car garage adds convenience and generous storage. Residents of Pelican Marsh enjoy gated security alongside access to championship golf, tennis, pickleball, and a state-of-the-art fitness center, all minutes from Naples’ renowned dining, shopping, and beaches. This exceptional residence invites you to experience a life of privacy, elegance, and effortless coastal luxury. Schedule your private showing and discover the timeless appeal of Wood Duck Trail.

1343 Wood Duck TRL, Naples

$649,000

3 Beds ⋅ 2 Baths ⋅ 226004725 MLS

Overlooking the stunning 12th fairway of the Rookery Golf Course, this absolutely gorgeous and nicely furnished Cotton Green residence offers extensive upgrades, impeccable renovations, exceptional privacy, serene views and desired southwestern exposure with glowing sunset skies. Designed for effortless luxury living, the three-bedroom, two-full-bath home with attached two-car garage showcases a refined blend of modern upgrades and timeless elegance, beginning with a gated courtyard entry that opens to a light-filled interior featuring wood-look luxury vinyl plank flooring, new baseboards, arched walkways, recessed LED lighting and crisp white plantation shutters. The open living and formal dining areas flow seamlessly to the screened lanai, accented by crown molding, modern lighting and ceiling fans, while the chef-inspired kitchen impresses with sleek cabinetry, quartz countertops, mosaic tile backsplash, a window over the sink, pantry and stainless steel KitchenAid appliances including a double-oven range, microwave, refrigerator with icemaker and a new dishwasher (2026), with a breakfast area positioned to enjoy tranquil views. The primary suite is a private retreat offering a vaulted ceiling, arched window with transom, lanai access, custom walk-in closet and a spa-style bath with dual quartz vanities, glass-enclosed walk-in shower and soaking tub, while two guest bedrooms with new carpeting and modern ceiling fans share an adjacent bath with a glass-enclosed tub and shower combination. Outdoor living is elevated on the screened lanai featuring covered seating, ceiling fan, a heated pool with a pool heater replaced in 2023, all surrounded by lush tropical landscaping and peaceful golf course views. Additional highlights include a well-appointed laundry room with raised Samsung washer and dryer, overhead cabinetry, and utility sink, a fully upgraded garage with epoxy floor, LED lighting, EV-ready 240-volt outlet and overhead storage, a new air handler and condenser (2024/2025) and updated landscaping for serenity. Fiddler’s Creek residents enjoy access to an award-winning, gated community with newly enhanced amenities including a fantastic resort-style pool, updated Gator Grille restaurant, 10 new pickleball courts, an active clubhouse with fitness with trainers and classes, spa services, tennis, dining and a full calendar of events, along with optional memberships and no golf waitlist providing access to the championship course, new clubhouse, marina, and beach club-offering a lifestyle defined by luxury, leisure and connection. Excellent location with Publix, healthy café, nail salon and urgent care just outside the gate, an executive airport nearby for convenience, and close to beaches, museums, parks and everything we love about life in Southwest Florida.

3842 Cotton Green Path DR, Naples

$790,000

3 Beds ⋅ 2 Baths ⋅ 226003064 MLS

LUXURY. LIFESTYLE. ZERO WAIT. Welcome to one of the most extensively upgraded and beautifully appointed homes in Skysail—a better-than-new lakefront masterpiece where every detail has already been perfected. Why spend months building and thousands more on upgrades when this stunning, fully furnished residence is ready to exceed every expectation from the moment you walk through the door? Built in 2023 and meticulously enhanced far beyond builder standards, this home offers the effortless elegance today’s luxury buyers demand. Soaring ceilings, impact windows and doors, designer lighting, plantation shutters, custom finishes, and an open-concept layout create a bright, sophisticated atmosphere that perfectly blends everyday comfort with refined living. At the heart of the home, the chef-inspired kitchen was designed to impress, featuring premium cabinetry, natural gas cooking, an oversized island, abundant storage, and seamless flow into the expansive great room and dining area—all framed by breathtaking long lake views. Then… step outside and discover what truly sets this property apart. Your private resort begins here. Lounge beside the spectacular heated saltwater pool featuring a sun shelf, elegant waterfall, deck jets, shimmering glass tile, and luxurious Carrara marble decking. Entertain under the panoramic screened lanai complete with a fully equipped natural gas outdoor kitchen, professionally designed tropical landscaping, and your own private putting green. Whether you’re hosting sunset dinners, weekend gatherings, or simply enjoying your morning coffee overlooking the sparkling lake, every day feels like you’re living at a five-star resort. The owner’s suite is a peaceful sanctuary with tranquil water views, spa-inspired finishes, and generous walk-in closets, while the additional bedrooms offer exceptional comfort for family and guests. Luxury extends beyond what you can see with whole-house water filtration, reverse osmosis, premium appliances, countless builder upgrades, and thoughtful custom enhancements throughout—making this home truly move-in ready with nothing left to do. Located within Naples’ exciting Skysail community, residents enjoy an unmatched resort lifestyle featuring a spectacular clubhouse, resort-style pool and spa, state-of-the-art fitness center, pickleball, tennis, walking trails, dog park, social events, and beautifully maintained grounds—all just a short drive from Naples’ white-sand beaches, championship golf courses, upscale shopping, fine dining, and everything that makes Southwest Florida one of the most desirable places to live. This is more than a home—it’s a lifestyle. A lifestyle where weekends feel like vacations, entertaining comes naturally, luxury surrounds you at every turn, and every sunset reminds you why you chose Naples. Opportunities like this don’t last. Skip the construction delays, skip the costly upgrades, and start living the luxury lifestyle you’ve earned today....

3967 Pegasus WAY, Naples

$1,495,000

4 Beds ⋅ 3 Baths ⋅ 226004823 MLS

This immaculate golf course property is being offered for sale by its original owners and presents a wonderful opportunity for someone wanting to live in Valley Oak in the Vineyards. The home is on an oversized, tropical landscaped homesite and is positioned to enjoy wide-open views of the 5th and 6th fairways of the Vineyards South course. With a bright and sunny interior, the flexible floor plan offers three bedrooms plus a den or four bedrooms (all with walk-in closets), three full baths, formal and informal areas, split bedrooms and open kitchen for continuous entertaining options. Vaulted and volume ceilings, skylights, family room with fireplace and custom built-ins, beautiful mahogany wood floors in formal areas and tile flooring in casual areas. Primary bedroom suite offers direct access to the den/office/bedroom offering flexibility. The spacious kitchen has a granite island and a large mitered corner window at the sink/counter area to enjoy views of the pool, landscaped gardens and beautiful golf course. Additional features include a fire sprinkler suppression system, impact windows, hurricane screens and shutters. The lanai features a huge outdoor kitchen area, covered and uncovered areas, a large swimming pool, an exterior golf course patio and an expansive lawn area for outdoor activities. So meticulously maintained over the years, you can just move in and enjoy!

208 Silverado DR, Naples

$1,249,000

2 Beds ⋅ 2.5 Baths ⋅ 226003805 MLS

Offered Under Appraised Value! Gulf-Access, Pool home with Deep Water, No Bridges and a Private Covered Dock, placing you in the Gulf of America within minutes. Perfectly Positioned with Southwest Exposure, the property showcases Stunning Sunsets from the Backyard, Pool, and Expansive Paver Patio. Inside, the home features an inviting open floor plan with tile flooring throughout, creating a bright, coastal feel. The updated kitchen includes quartz countertops and newer appliances, ideal for cooking or entertaining. Large windows bring in abundant natural light and highlight the home’s relaxed island ambiance. Enjoy the best of the Florida Lifestyle—Fish from your Dock, Cruise to Nearby Islands, or Unwind by the Pool in this Peaceful waterfront community. Located just minutes from Marco Island and a short drive to Naples Beaches, this property offers the Perfect Balance of Privacy and Convenience. Whether you Love Boating, Nature, or Simply Breathtaking Sunsets, this home is a standout opportunity in a highly sought-after location!

164 Trinidad ST, Naples

$995,000

3 Beds ⋅ 2 Baths ⋅ 226004668 MLS

This exceptional Primrose floor plan, located in the highly sought-after Cranberry Crossing enclave of Fiddler’s Creek, showcases a well-appointed three-bedroom-plus-den/private dining residence with sweeping panoramic lake views and a private pool and spa, creating a serene indoor-outdoor living experience. The bright, open kitchen is both functional and inviting, featuring a gas range, solid-surface countertops, and a charming breakfast nook. A thoughtfully designed layout allows for effortless flow from the interior living spaces to the expansive lanai, complete with hurricane-rated drop-down screens—ideal for year-round enjoyment. The primary suite serves as a private retreat with wood flooring, dual vanities, a relaxing garden tub, and a frameless glass shower. Residents of Fiddler’s Creek enjoy an award-winning, gated lifestyle with resort-style amenities including a community pool and spa, tennis, pickleball, bocce ball, a sauna, on-site dining, and optional golf, marina, and beach memberships. Ideally situated near Marco Island, downtown 5th Avenue South’s upscale shopping and dining, pristine white-sand beaches, and nearby marinas for boating and kayaking, this vibrant community also offers an active social scene and exceptional coastal living.

9008 CHERRY OAKS TRL, Naples

$17,900,000

4 Beds ⋅ 6.5 Baths ⋅ 226004387 MLS

Exceptional Port Royal residence offering 6,436 square feet of refined coastal living, professionally redesigned by MHK and delivered fully furnished with custom interiors. Thoughtful architectural detailing and high-end finishes are showcased throughout, including Legno Bastone oak flooring, bespoke wood accents, and a striking wrap-around staircase anchoring the home’s interior. The main living areas open seamlessly to the outdoors through retractable glass walls, revealing a resort-style saltwater pool and spa designed for both entertaining and private enjoyment. A temperature-controlled, 288-bottle walk-in wine room is positioned beneath the staircase, adding both function and visual impact. This two-story home is equipped with elevator access and an extensive list of modern systems and conveniences, including high-impact windows and doors, electric hurricane shutters, whole-home lighting control, multiple HVAC systems with dehumidification, generator, propane tank, integrated security, and air-conditioned storage. A rare opportunity to acquire a move-in-ready home in Port Royal without the timeline or expense of new construction. Port Royal Club eligibility.

3243 Gin LN, Naples

$1,549,000

4 Beds ⋅ 3 Baths ⋅ 226004692 MLS

Experience comfort, space, and privacy in highly coveted Weber Woods. Set on an impressive 2.73-acre 100% uplands homesite, this 4-bedroom plus den, 3-bath pool and spa home offers the perfect blend of country serenity and modern convenience in one of Naples’ most desirable estate-lot communities. A long paver driveway welcomes you home, creating a sense of arrival and privacy from the moment you enter the property. Inside, the residence features a spacious, open layout with warm, earthy tones and thoughtful upgrades throughout. The chef-inspired kitchen boasts an oversized island, solid wood cabinetry with plenty of pull out shelves, a butler’s pantry, and a layout ideal for both everyday living and entertaining. An extra-large dining area provides the perfect setting for gatherings of any size. The dedicated den offers flexibility for a home office, hobby room, or quiet retreat. The home is equipped with impact-resistant windows and doors, solid wood plantation shutters, and electric shades for added comfort and style. A whole-house reverse osmosis system, Generac generator, and two 500-gallon propane tanks provide peace of mind and self-sufficiency. Step outside to an extended screened lanai overlooking the sparkling salt-water pool and spa—already plumbed for a future summer kitchen—making outdoor living effortless. A custom fire pit area adds another inviting space to relax and enjoy the tranquil, country-like setting. The 3-car garage offers abundant storage, while the expansive acreage provides endless possibilities for gardening, pets, play areas, or future enhancements. Located in the heart of Weber Woods, this property delivers the rare combination of space, privacy, and convenience—just minutes from shopping, dining, top-rated schools, and Naples’ world-class beaches. A truly exceptional opportunity to enjoy estate-style living in a coveted Naples location.

3707 5th AVE SW, 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.