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

$1,150,000

3 Beds ⋅ 2.5 Baths ⋅ 226036686 MLS ⋅ Borghese Villas BLDG.

JW GOLF FULL MEMBERSHIP transfers with this exceptional property! Enjoy outstanding golf course and water views from this gorgeous 3 bedroom, 2 and a half bath Borghese residence at the highly desirable Hammock Bay Golf and Country Club Community. The private entry foyer leads to a stunningly renovated coastal masterpiece! The formal living and dining room enter onto an enclosed terrace where you can unwind with magnificent sunset views. The workable open concept kitchen offers stainless appliances, built in oven and microwave, induction cooktop, quartz countertops, abundant custom cabinetry, and large breakfast bar. The separate great-room with private terrace is more than enough for additional living space. The master bedroom suite is its own private retreat featuring a private terrace with dramatic views, double vanity, glass enclosed shower, spa bath, walk in closet, and luxurious finishes. Additional highlights include a private elevator, two-car enclosed garage, impact windows, newer roof, and secured lobby entry. This transferrable JW GOLF Membership is a rare opportunity!

1446 Borghese LN Unit 201, Naples

$89,000

1 Beds ⋅ 1 Baths ⋅ 226037595 MLS ⋅ Imperial Wilderness BLDG.

If you’ve been dreaming of owning a home and land in Naples, Florida, you will be thrilled to see this extremely affordable property! First, IT IS CLEAN INSIDE & OUT! Being sold furnished, this tranquil 1Br/1Ba home is situated within the Imperial Wilderness Condominium Association, a gated 55+ community where YOU OWN the LAND when you purchase your home (not a co-op or land lease). Plus, IWCA was never flooded! The exterior of this particular home features patio pavers, palm trees, a metal patio sunshade, a large shed, and a tranquil vibe. Inside you’ll appreciate the completely remodeled bathroom with a large walk-in shower. Additional updates include A/C, hot water tank, roof-over, shed, interior painting, and washer/dryer. This cozy home has all that you need and is located approximately 3 miles to shopping and restaurants, 11 miles to the Naples beaches, and 8 miles to the Marco Island beaches. Airport access is also easily attainable— a 45-minute drive (RSW). Maximizing the opportunity to affordably own property in Naples, FL, the HOA fee of $898. per quarter is exceptionally reasonable. That fee covers many of your needs: the advantage of a gated community, water, sewer, lawn care, basic cable, trash, recycling, and community amenities. Community amenities include 2 pools with spas, bocce, pickleball, pétanque, tennis, shuffleboard, billiards, ping pong, a library, clubhouse, 2 dog parks (1 pet, 40lb. max.), and a nature trail. In this community, electric golf carts are allowed, and there is an extremely active events calendar.

151 Cheetah DR Unit 151, Naples

$520,000

3 Beds ⋅ 2 Baths ⋅ 226038340 MLS

Enjoy the ease of Florida living in this beautifully maintained, Serenity floor plan single family villa, ideally situated on a corner lot in the gated, amenity-rich community of Winding Cypress. Being offered turnkey furnished, this thoughtfully designed residence has three bedrooms, two baths, and an inviting open-concept design, while combining comfortable living with effortless indoor-outdoor enjoyment. Tile flooring throughout, granite countertops, tile backsplash, and stainless-steel appliances create a timeless, welcoming kitchen. New AC in 2021. Plantation shutters throughout and a freshly painted interior add to the appeal, while the extended screened lanai provides a relaxing outdoor retreat overlooking a peaceful, landscaped view. A newly added privacy hedge (2025) enhances the setting, creating an ideal space to enjoy morning coffee or unwind at the end of the day. Impact-resistant doors and windows, hurricane fabric screens for the lanai, and an attached two-car garage offer added convenience and peace of mind. Winding Cypress, a natural gas community carefully designed around preserved natural beauty, is known for its active, social lifestyle and impressive amenities. Residents enjoy a welcoming clubhouse, heated resort-style pool and spa, poolside dining at the Shady Palm, fitness center, library, and community gathering rooms. Pickleball, tennis, and bocce courts offer opportunities to stay active, while two dog parks, a community garden, and scenic walking and nature trails invite residents to enjoy the outdoors. Whether seeking a seasonal retreat or a year-round residence, this residence offers an appealing combination of comfort, convenience, and the vibrant Winding Cypress lifestyle, conveniently close to everything Naples has to offer.

7098 Live Oak DR, Naples

$2,295,000

3 Beds ⋅ 3 Baths ⋅ 226035234 MLS

Beautifully appointed and meticulously maintained, this furnished residence offers refined interiors, extensive upgrades, and a coveted FULL GOLF MEMBERSHIP AT THE MEMBERS CLUB AT MARCO, with golf at The Rookery and Hammock Bay and access to the JW Marriott Beach Club on Marco Island. Situated on a premium oversized cul-de-sac lot, the home enjoys exceptional privacy and spectacular lake views of the 10th hole of Fiddlers Creek golf—a setting that stands apart even among higher-priced new construction in Fiddler's Creek. The open floor plan features three en-suite bedrooms, a den, and a three-car garage. Interior details include chiseled-edge marble flooring, designer furnishings, plantation shutters, custom window treatments, crown molding, and tray and coffered ceilings. The updated kitchen offers Cambria quartz countertops and backsplash, new GE appliances, additional cabinetry, and a custom pantry. The formal dining room includes a bar with a Uline 28-bottle wine refrigerator. The den features a coffered ceiling, built-in bookcase, credenza, rich wood flooring, and a California Closet system with a safe. The owner's retreat includes a seating area, new flooring, designer window treatments, lanai access, and two walk-in closets. The primary bath offers marble tile, dual sinks, a soaking tub, and a walk-in shower. Two guest suites feature private baths and California Closets, with one bath providing lanai access. The extended lanai showcases lake and golf views, a saltwater pool and spa with a water feature, updated bar seating six, and an outdoor kitchen with a grill, hood, and refrigerator. Outdoor dining, two televisions, and decorative landscape lighting complete this inviting entertaining space. The air-conditioned three-car garage, the ultimate man-cave, includes Gladiator organization with a coordinating refrigerator, extensive shelving, ceiling fans, epoxy flooring, insulated doors, and insulated attic storage with pull-down stairs. Additional upgrades include a whole-house gas generator, tankless water heater, Sonos music system, security alarm, impact windows and doors, motorized hurricane shutters, and A/C replacements in 2024 and 2019. Fiddler's Creek is a distinguished, gated resort community where residents enjoy a 54,000-square-foot Club & Spa, resort-style swimming pools, fitness facilities, spa services, tennis, pickleball, bocce, casual and fine dining, and an active social calendar. Ideally located between downtown Naples and Marco Island, the community offers convenient access to the Gulf beaches, boating, shopping, and the renowned restaurants and boutiques of Fifth Avenue South. The transferable full golf membership to The Members Club at Marco offers privileges at The Rookery and Hammock Bay, plus access to the private JW Marriott Marco Island beach club. A rare opportunity to enjoy an exceptional home, spectacular views, and two distinguished golf courses without the customary membership waitlist.

3410 Runaway CT, Naples

$1,325,000

3 Beds ⋅ 3.5 Baths ⋅ 226038035 MLS

Two-story homes are rarely available in Esplanade at Hacienda Lakes, and this residence offers 3 bedrooms plus a den, 3.5 baths, and 2,843 square feet at the end of a cul-de-sac WITH A WHOLE HOME GENERATOR. A barrel tile roof, stacked stone accents, carriage-style garage doors, and a paver driveway define the exterior, while an arched stone entry and wrought-iron gate open to a paver front courtyard. Inside, modern plank tile flooring extends through the main living areas, and a dry bar in the living room provides a refined place to host. A large center island anchors the kitchen, which is finished with quartz countertops, a coordinating backsplash, white shaker cabinetry with trim detail, and stainless steel appliances including a built-in wall oven, with natural gas service in place. Along with a private den and a spacious upstairs bonus room that extend the floor plan with a full bath upstairs and newly installed whirlpool bath, the home includes carpeted secondary bedrooms and a primary suite with a custom built-in closet and a bath featuring separate vanities and a glass-enclosed shower. Behind the home, a screened lanai surrounds a newer pool with a sun shelf, and impact windows are installed for added protection. Esplanade at Hacienda Lakes is anchored by a clubhouse with a full-time concierge, a fitness center and separate aerobics room, a massage room, billiards and card rooms, and a social room with a catering kitchen. Outdoors, residents have a resort-style pool and spa with lap lanes, cabanas, and a covered lanai, along with lighted pickleball courts, a fenced dog park, a fire pit, a playground, and walking trails throughout the community. Positioned just east of Collier Boulevard off Rattlesnake Hammock Road, the community is a short drive from Gulf beaches, Marco Island, and downtown Naples, with convenient access to I-75.

8461 Sevilla CT, Naples

$156,000

226038528 MLS

Enjoy your own piece of paradise in beautiful Silver Lakes RV & Golf Resort! This attractive RV site offers dual hookups, providing added flexibility for your RV setup. The property features decorative pavers along both sides of the site and a large painted extended pad at the rear, offering additional outdoor living space perfect for relaxing or entertaining. A 6' x 10' storage shed is equipped with plumbing and electrical connections for a washer and dryer, along with an oversized door that allows for convenient golf cart storage. One of the standout features of this property is the large, open grassy area directly behind the site, providing a wonderful sense of space and a great place for your four-legged friends to run and play! Beautiful trees offer additional shade, creating a peaceful and inviting outdoor setting. Whether you're looking for a seasonal getaway or your own piece of Southwest Florida paradise, this property offers a wonderful combination of convenience, outdoor living space, and a desirable location.

1647 Diamond Lake CIR, Naples

$599,000

3 Beds ⋅ 2 Baths ⋅ 226038218 MLS ⋅ Barrington Ii BLDG.

BEAUTIFULLY UPDATED FIRST-FLOOR COACH HOME WITH WATER & GOLF COURSE VIEWS! Located in Barrington II at Forest Glen, this meticulously maintained 3-bedroom, 2-bath residence offers approximately 1,897 square feet of inviting living space, an ATTACHED 2-CAR GARAGE, and extensive upgrades throughout. The UPDATED KITCHEN features NEW CABINETS, QUARTZ COUNTERTOPS, and NEW APPLIANCES, with ample storage and workspace for everyday cooking and entertaining. Both bathrooms feature NEW CABINETRY & QUARTZ COUNTERTOPS, while a NEW WALK-IN SHOWER WITH A SEAT in the guest bathroom and a NEW SHOWER ENCLOSURE in the primary bath enhance comfort and functionality. PLANTATION SHUTTERS ON ALL WINDOWS, CUSTOM-FITTED CLOSETS, NEW LIGHT FIXTURES, ALL-NEW CEILING FANS, and NEW BASEBOARDS THROUGHOUT complete the thoughtfully refreshed interior. NEW SLIDING DOORS in the family room open to the ENCLOSED LANAI, where peaceful WATER & GOLF COURSE VIEWS create a beautiful setting for morning coffee or a relaxing evening. The community pool is just a short walk away. Additional highlights include REMOTE-CONTROLLED HURRICANE SHUTTERS, a NEW GENERATOR WIRED INTO THE HOME, HVAC replaced in NOVEMBER 2021, a WATER HEATER replaced in OCTOBER 2022, and a CUSTOM GARAGE FLOOR. Enjoy the convenience of FIRST-FLOOR LIVING, direct entry from the attached garage, and a location near Forest Glen’s rear gate. This gated golf community offers Pickleball Courts, GOLF, TENNIS, a community POOL & SPA, fitness facilities, sauna, clubhouse, restaurant, and biking and jogging paths. Beautifully updated interiors, tranquil views, and convenient access to community amenities make this coach home an inviting place to enjoy the Naples lifestyle!

3920 Forest Glen BLVD Unit 102, Naples

$295,000

226038515 MLS

Offered at $295,000 with Fifth Wheel or $260,000 for RV Site Only Enjoy privacy and tropical Florida living with this spacious RV site located in beautiful Silver Lakes RV & Golf Resort! Backing up to a peaceful preserve, this beautifully landscaped property features a decorative driveway, large Royal Palm trees providing shade, and a 10' x 18' screened lanai perfect for relaxing or entertaining. An attached 6' x 10' storage/laundry room includes a washer, dryer, refrigerator, and large tool cabinet. Offered with or without the 2015 40' Montana Big Sky 3582RL fifth wheel. The fifth wheel features numerous upgrades, including new flooring, a new loveseat with electric recliners and massage features, LED lighting throughout, a newly sealed roof, and freshly painted kitchen, bathroom, and bedroom. Additional features include a premium three-chamber Select Air mattress and an under-sink reverse osmosis water system. Two purchase options: $295,000 including the fifth wheel or $260,000 for the RV site only. A wonderful opportunity to enjoy the Southwest Florida lifestyle in Silver Lakes RV & Golf Resort!

1242 Diamond Lake CIR, Naples

$510,000

4 Beds ⋅ 3 Baths ⋅ 226038117 MLS

Your private pool retreat awaits in Verona Walk. This four-bedroom, three-bath DiVosta townhome combines solid poured-concrete construction, approximately $50,000 in improvements, and resort-style living. A private screened courtyard features a heated pool with lighting and a safety fence—an inviting setting for morning coffee, alfresco dining and relaxed entertaining. Inside, continuous vinyl flooring throughout offers a cohesive, carpet-free finish. Plantation shutters, upgraded countertops, a subway tile kitchen backsplash, and LG appliances complement a breakfast bar with pendant lighting. An updated bathroom, primary-bedroom barn doors and remote-controlled ceiling fans throughout installed in 2020 add comfort and character. Additional features include a 2021 mold-protection and Air Flo enhancements, a 2019 water heater, new garbage disposal 2023. Accordion hurricane shutters and a motorized hurricane-protection door in the primary bedroom. The epoxy-finished two-car garage offers rear-alley access and partial plywood attic flooring for additional storage. Decorative rock landscaping accents the driveway, while a welcoming front porch provides another spot to unwind. Weber grill, lanai bench and pub table with two swivel chairs are included; additional furniture is negotiable. Gated Verona Walk offers pickleball, tennis, a fitness center, resort-style pool, gelato café, scenic walking and biking paths, a post office and an on-site gas station. Discover space, privacy and your own poolside escape in this inviting Naples home. Schedule your private showing today!

8069 Chianti LN, Naples

$549,000

3 Beds ⋅ 2 Baths ⋅ 226038364 MLS ⋅ Cherry Oaks BLDG.

Sunset first. Everything else second. There's something about a western exposure over water that never gets old. From the screened lanai, the view stretches across the lake to the golf course beyond, with the setting sun providing a different show every evening. And unlike a view you only appreciate from one room, this one becomes part of how you live. Welcome to Cherry Oaks at Fiddler's Creek. This first-floor coach home gives you single-family living without the upkeep: 2,408 square feet, a three-bedroom-plus-den floor plan, two full baths, and a two-car garage attached right to the residence. Bring your suitcase and start enjoying Naples. Inside, the layout is open, bright, and comfortable. Oversized sliders pull the lake view straight into the living area, and finishing touches like plantation shutters, crown molding, and designer lighting give every room a polished feel. The kitchen is built for everyday living and entertaining, with granite countertops, soft-close cabinetry, a gas cooktop, tile backsplash, GE Profile stainless steel appliances, and a casual dining area. The primary suite is a retreat of its own, two walk-in closets with custom built-ins, dual vanities, a separate makeup vanity, soaking tub, and oversized walk-in shower. Two guest bedrooms provide comfortable accommodations for family and friends, while the den offers a dedicated space for a home office, reading room, or media room. The beautifully renovated guest bathroom brings an unexpected touch of luxury with Brazilian Cristallo quartzite, a walk-in shower, shiplap detailing, and updated lighting. The improvements extend well beyond the finishes. Storm Smart impact windows, updated lanai sliders, no-see-um screening, a whole-home HVAC replacement, and a tankless water heater are among the investments already made. The lanai received new porcelain tile in 2025, and both guest bedrooms have updated flooring. Even the garage has been thoughtfully finished with epoxy flooring, cabinetry, and slat-wall storage. Beyond your front door, Fiddler's Creek offers a lifestyle that's difficult to duplicate. Recent community enhancements include a refreshed resort-style pool with waterfalls and slides, an upgraded Gator Grille, and 10 new pickleball courts. The renovated clubhouse features a fitness center, six Har-Tru tennis courts, a hot tub, sauna, and steam room. Golf is never required, but it's there when you want it. An optional membership opens up the championship course, the new golf clubhouse, the marina, and a private beach club, and there's currently no wait to join. The sunset views draw you in. The space, condition, furnishings, and Fiddler's Creek lifestyle make it easy to stay.

8951 Cherry Oaks TRL Unit 101, Naples

$949,900

4 Beds ⋅ 3 Baths ⋅ 226038471 MLS

FOUR BEDROOMS | PREMIUM HOMESITE | WESTERN EXPOSURE | WATER & PRESERVE VIEWS | PRIVATE POOL & SPA | OUTDOOR KITCHEN | STORM SMART SHUTTERS | NEW A/C | CDD PAID IN FULL! Discover an exceptional opportunity to own a four-bedroom, single-family residence situated on a premium homesite in Fiddler’s Creek, one of Southwest Florida’s most desirable gated communities. Featuring western exposure, picturesque water and preserve views, and additional separation from neighboring homes, this property offers an exceptional combination of privacy, beautiful surroundings, and the Florida lifestyle buyers are seeking. Step inside and discover elegant crown molding, tray ceilings, plantation shutters, tile flooring throughout the main living areas, and an abundance of natural light. The spacious kitchen features rich wood cabinetry, stone countertops, an oversized center island, stainless steel appliances, and natural gas cooking, opening seamlessly to the main living and dining areas. Expansive sliding glass doors connect the interior to the outdoor living space, while high-wind impact-resistant windows and Storm Smart motorized sun and wind protection shutters provide added comfort, convenience, and peace of mind. The primary suite features an ensuite bathroom with dual vanities, a soaking tub, and a separate glass-enclosed shower. Additional features include a new air-conditioning system, tankless water heater, and whole-house central vacuum system. Step outside to the screened lanai, complete with a private swimming pool and spa, outdoor kitchen, and generous space for entertaining or relaxing. Enjoy beautiful Gulf Coast sunsets from your western-facing lanai, overlooking tranquil water and preserve views. The premium homesite and natural surroundings create a wonderful backdrop for enjoying Southwest Florida’s indoor-outdoor lifestyle. CDD PAID IN FULL — APPROXIMATELY $20,000 IN SAVINGS! A significant financial advantage for the next owner, with the CDD capital assessment fully paid off. Applicable annual administrative and operating fees remain. Fiddler’s Creek offers an exceptional resort-style lifestyle with a magnificent clubhouse, resort-style pools, fitness facilities, spa services, tennis, pickleball, dining, and a variety of social activities. A proposed additional amenity center near the community’s eastern entrance is planned to feature another resort-style pool, fitness facilities, dining, and additional pickleball courts. Conveniently situated between Marco Island and downtown Naples, residents enjoy easy access to Gulf beaches, shopping, dining, and entertainment. With its premium homesite, four-bedroom layout, private pool and spa, outdoor kitchen, valuable upgrades, and fully paid CDD capital assessment, this home offers an outstanding opportunity to enjoy the best of Naples living.

3130 Aviamar CIR, Naples

$1,249,000

3 Beds ⋅ 3 Baths ⋅ 226038178 MLS

WELCOME TO WATERFRONT LIVING AT ITS FINEST! Discover 173 Venus Cay, an exceptional 3-bedroom, 3-bath waterfront residence in the boating community of Port of the Islands. Designed for privacy, comfort, and entertaining, this home lives large with a spectacular private courtyard featuring a saltwater pool and elegant water features, creating your own tropical resort. A separate guesthouse with a full bath offers the perfect retreat for family and friends, a home office, or fitness room. The guest bath conveniently doubles as a pool bath. Inside, the spacious open-concept living area welcomes you with beautiful water views, while the kitchen features stainless steel appliances, a gas range, and granite countertops. OUTDOOR LIVING IS WHERE THIS HOME TRULY SHINES! Enjoy two separate covered seating areas, one overlooking your private pool oasis and the other offering relaxing canal views. Whether entertaining guests or enjoying a quiet morning coffee, you'll appreciate the peaceful waterfront setting. Boating enthusiasts will love the custom captain's walk leading to a private covered boat dock and lift, with room for a potential second dock, subject to approvals. Enjoy direct, bridge-free boating access to the Ten Thousand Islands and Gulf waters. Fishing begins right at your dock, where sightings of rolling tarpon and visiting manatees are part of the waterfront experience! Additional highlights include a BRAND-NEW WHOLE-HOUSE GENERATOR WITH A 500-GALLON PROPANE TANK, security system, impact-resistant windows, and a combination of electric and manual storm shutters for added peace of mind. Surrounded by the natural beauty of the Ten Thousand Islands, Port of the Islands offers an extraordinary boating, fishing, and outdoor lifestyle. Enjoy nearby marina services, a public boat ramp, and convenient access to Marco Island and downtown Naples. NO HOA FEES! Discover the privacy, boating freedom, and relaxed luxury that make this waterfront property so special. YOUR WATERFRONT LIFESTYLE BEGINS AT 173 VENUS CAY!

173 Venus Cay, 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.

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

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

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