Naples Real Estate

Homes for Sale with a Pool in Naples, FL

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, Dave Jones Realty 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

$669,900
3 Beds 2 Baths C7527729 MLS
Best Priced Home in Willoughby Acres. No HOA! Welcome to 59 Wickliffe Drive, a beautifully maintained pool home in the highly desirable Willoughby Acres community of North Naples. Perfectly positioned on an oversized lot with no HOA fees or rental restrictions, this residence offers the flexibility of a primary residence, seasonal retreat, or income-producing investment property. Designed for the Southwest Florida lifestyle, this three-bedroom, two-bath home features an open and inviting floor plan with tile flooring throughout, creating a seamless flow between living, dining, and entertaining spaces. Step outside to your private backyard oasis where a spacious screened lanai and sparkling pool create the perfect setting for year-round outdoor living. Whether enjoying your morning coffee, hosting family gatherings, or relaxing after a day at the beach, this outdoor space was designed to be enjoyed. Recent improvements, including a newer roof in 2022 which provides peace of mind and the recently renovated bathrooms enhance the home's move-in-ready appeal. The generous lot offers ample space for pets, gardening, recreation, or future enhancements. Located in the heart of North Naples, Willoughby Acres remains one of the area's most sought-after neighborhoods due to its convenient location, A-rated school district, and lack of HOA restrictions. Residents enjoy quick access to world-class beaches, Mercato, Waterside Shops, fine dining, shopping, entertainment, golf courses, and Interstate 75. Vanderbilt Beach, Delnor-Wiggins Pass State Park, and the vibrant Naples lifestyle are all just minutes away. Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, 59 Wickliffe Drive delivers the perfect combination of location, lifestyle, and value in one of Naples' most established communities.

59 Wickliffe Drive, Naples

$669,900
3 Beds 2 Baths 226023880 MLS
Best Priced Home in Willoughby Acres. No HOA! Welcome to 59 Wickliffe Drive, a beautifully maintained pool home in the highly desirable Willoughby Acres community of North Naples. Perfectly positioned on an oversized lot with no HOA fees or rental restrictions, this residence offers the flexibility of a primary residence, seasonal retreat, or income-producing investment property. Designed for the Southwest Florida lifestyle, this three-bedroom, two-bath home features an open and inviting floor plan with tile flooring throughout, creating a seamless flow between living, dining, and entertaining spaces. Step outside to your private backyard oasis where a spacious screened lanai and sparkling pool create the perfect setting for year-round outdoor living. Whether enjoying your morning coffee, hosting family gatherings, or relaxing after a day at the beach, this outdoor space was designed to be enjoyed. Recent improvements, including a newer roof in 2022 which provides peace of mind and the recently renovated bathrooms enhance the home's move-in-ready appeal. The generous lot offers ample space for pets, gardening, recreation, or future enhancements. Located in the heart of North Naples, Willoughby Acres remains one of the area's most sought-after neighborhoods due to its convenient location, A-rated school district, and lack of HOA restrictions. Residents enjoy quick access to world-class beaches, Mercato, Waterside Shops, fine dining, shopping, entertainment, golf courses, and Interstate 75. Vanderbilt Beach, Delnor-Wiggins Pass State Park, and the vibrant Naples lifestyle are all just minutes away. Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, 59 Wickliffe Drive delivers the perfect combination of location, lifestyle, and value in one of Naples' most established communities.

59 Wickliffe Drive, Naples

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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.