Lakeside Naples Real Estate - 1 Home, 5 Condos For Sale

Welcome to 2626 Sailors Way, a well-maintained residence ideally located in the heart of North Naples within the gated community of Lakeside of Naples. This lakefront unit offers a functional floor plan with comfortable living spaces and abundant natural light. The interior features an open living and dining area, a well-appointed kitchen with ample cabinetry, and a private screened lanai—perfect for enjoying the Florida lifestyle. The primary suite offers generous closet space and an en-suite bath, while additional bedrooms provide flexibility for guests or a home office. Lakeside of Naples is a gated community offering an array of amenities, including a clubhouse, community pool and spa, tennis and pickleball courts, basketball courts, playground, walking paths, and scenic lakes with fishing areas. The community also features professionally maintained grounds and an on-site management office. Conveniently located near shopping, dining, entertainment, and Naples’ renowned beaches, this property presents an excellent opportunity to enjoy a relaxed and active Southwest Florida lifestyle—whether as a primary residence, seasonal retreat, or investment property.

Experience the best of Florida living in the Lakeside Community, featuring resort-style amenities and a scenic 40-acre lake. This beautifully updated 3-bedroom, 2-bath, 2-car-garage home is move-in ready and with porcelain tile floors, shiplap ceilings in the living and primary bedroom, quartz countertops, 42" cabinetry, updated appliances, and renovated bathrooms. Solid-core doors and an impact-rated front door add quality and peace of mind. Relax on the enclosed patio with lush vegetation views while enjoying community amenities including tennis, bocce, shuffleboard, billiards, exercise room, sauna, two pools, plus a lake with lighted fountains, fishing pier, kayaking, and a 1.5-mile walking path through mature landscaping. Just minutes from beaches, upscale dining, and in an A-rated school district, this home is ideal for first-time buyers, retirees, or anyone seeking a comfortable, active Florida lifestyle.

COMPLETELY RENOVATED LAKESIDE VILLA WITH EXPANSIVE SOUTHERN VIEWS! Experience lakeside living at its finest in this beautifully renovated two-bedroom, two-bath attached villa in the desirable community of Lakeside. Enjoy stunning southern exposure overlooking one of Naples' largest and most picturesque lakes, offering tranquil water views and spectacular sunsets. This move in ready villa is offered furnished and features a modern open layout, vaulted ceilings, stylish modern finishes and abundant natural light. The kitchen showcases all new cabinetry, quartz countertops, and stainless steel appliances, while both baths have been completed redesigned with todays upscale finishes. This neighborhood is a gated community is in an excellent location close to everything Naples has to offer, including beach access, shopping, dining, golf, entertainment. A perfect blend of modern comfort, coastal tranquility, and convenience, this villa is ready for you to enoy from day one. Low quarterly maintenance fees! Single family ownership.

TOTALLY REMODELED - GORGEOUS - LAKEFRONT - COVERED PARKING - GROUND FLOOR. This Stunning Lakefront Condo in Lakeside is a rare opportunity that has been Completely Remodeled with exquisite detail. Featuring 2 bedrooms and 2 baths, it boasts an open-concept Custom Kitchen designed with the wall removed to create a spacious living area that maximizes breathtaking lake views. The New Kitchen has custom cabinetry with soft close drawers, Whirlpool stainless steel appliances, large deep sink, quartz countertops and a breakfast bar perfect for casual meals and enhanced with recessed lighting and a tray ceiling for added elegance. The Master Shower and Guest Bath have been totally remodeled with new tile, high profile vanities with quartz countertops, upgraded fixtures and beautiful lighting throughout. The condo has new porcelain tile flooring throughout the unit and has additional upgrades including - remote privacy shades, high baseboards for a polished look and a Dry Bar for entertaining, a huge walk-in closet for ample storage, a 2020 Water Heater, New HVAC System, Mounted TV and upgraded lighting & fans. The outdoor space has a beautiful paver deck outside the lanai, ideal for enjoying the lakefront views, a tiled entry with a large storage closet and a screened door for all your cross ventilation needs. Lakeside is a gated community with a 40-acre lake and offers many amenities, including two swimming pools, spa, and a two-story Old Florida clubhouse, complete with sauna, weight room, shower, kitchen facilities, library and game rooms. Lakeside also features five clay tennis courts, tot playground, pickle ball, shuffleboard, bocce and basketball courts. A 1.5 mile walking path meanders through an award-winning lush landscape including two lighted lake fountains. Lakeside is located close to everything - 5 minutes to Mercato, 10 minutes to Vanderbilt Beach & only 20 minutes to downtown Naples. This beautifully remodeled lakefront condo in Lakeside offers a blend of luxury, comfort, and community amenities, making it an ideal choice for those seeking a serene lifestyle with access to recreational activities. With its stunning interior features and prime location, it is both a rare find and a perfect opportunity for prospective homeowners.

Best-priced single-family home in one of the most desirable zip codes of world-famous Naples, Florida at the time of listing. Situated on a premium corner lot within the highly sought-after Lakeside of Naples, this recently remodeled 2-bedroom, 2-bath residence offers modern updates, privacy, and an exceptional central location. Lakeside of Naples is a privately owned residential community located in the heart of Naples, just off Airport Road, providing quick access to world-class beaches, upscale shopping, and acclaimed dining, while maintaining a peaceful, lake-centered setting. The home features new luxury vinyl flooring, updated light fixtures, and a fully renovated primary bathroom with contemporary finishes. An open-concept living area flows seamlessly into the kitchen with new appliances, making the home truly move-in ready. Step outside to the screened lanai and private patio, surrounded by lush landscaping that offers tranquility and privacy—perfect for relaxing or entertaining. Residents enjoy an exceptional amenity package, including two swimming pools, a spa, and a charming two-story “Old Florida”-style clubhouse featuring a sauna, fitness/weight room, showers, kitchen facilities, library, and game rooms. Additional amenities include five clay tennis courts, pickleball, bocce, basketball courts, shuffleboard, a tot playground, and a 1.5-mile walking path that winds through award-winning landscaping accented by two lighted lake fountains. Ideally located near Naples’ finest beaches, marinas, shopping, dining, and entertainment, this home is just 4 miles to Mercato and 4.5 miles to Vanderbilt Beach. Low HOA fees further enhance the value of this outstanding opportunity.

Enjoy some of the most incredible lake views and an unbeatable Naples lifestyle in this beautifully located Lakeside condo. Wake up to shimmering water views that fill the living spaces with natural light and create a peaceful, private retreat. A one car attached garage adds everyday convenience and extra storage—an exceptional feature for condo living in Naples. Lakeside is a well established, amenity rich community offering resort style pools, a clubhouse, tennis and pickleball courts, and scenic walking paths winding throughout the neighborhood. Residents enjoy a relaxed, active lifestyle surrounded by mature landscaping and picturesque lakes. Perfectly positioned in the heart of Naples, this home offers an incredible central location just minutes to world-class beaches, Fifth Avenue South, Mercato, dining, shopping, and everyday conveniences. Whether you’re seeking a full-time residence, seasonal escape, or investment opportunity, this condo delivers the ideal blend of views, amenities, and proximity to everything Naples has to offer.

RARELY AVAILABLE • GORGEOUS LAKEFRONT • GARAGE. It’s not often that a condo like this becomes available in the sought-after Lakeside community. This beautifully remodeled 3-bedroom, 2-bath home offers incredible, serene views of the community’s 40-acre lake right from your own living room. From the moment you step inside from your attached garage or the front door, the spacious living area is filled with natural light thanks to large windows and sliding glass doors that open wide to the water. The open floor plan flows beautifully from the living room to the dining area and kitchen, creating a perfect space for having friends over or enjoying a quiet evening at home. Everything has been thoughtfully updated. The condo has been freshly painted throughout and features stainless steel appliances and a breakfast bar in the kitchen. You’ll love the high, vaulted ceilings, updated lighting and fans, and the convenience of electric shutters. Even the mounted TVs are included, and the rest of the furniture is negotiable. Life in the gated Lakeside community is all about enjoying the outdoors. A 1.5-mile walking path meanders through lush, award-winning landscaping with two lighted fountains on the lake. You can fish, or take your canoe or kayak out on the water—there’s even boat storage available! The amenities are fantastic, with two swimming pools, a spa, five clay tennis courts, and courts for pickleball, shuffleboard, bocce, and basketball. The two-story Old Florida-style clubhouse is a great place to gather, complete with a sauna, weight room, library, and game rooms. Located in a prime North Naples spot, this condo offers a wonderful blend of a comfortable, luxurious home and a vibrant, active community. It’s a rare find and a perfect opportunity to start living the Lakeside lifestyle.

RARELY AVAILABLE • REMODELED • GORGEOUS LAKEFRONT • GARAGE. This stunning lakefront condo in the highly sought-after LAKESIDE is a rare opportunity and has been remodeled with exquisite detail with over $60,000 of improvements in the last few years. Enjoy serene lake views in a gated community centered around a 40-acre lake and loaded with amenities. Featuring 2 bedrooms and 2 baths, it boasts an open-concept and designed for both style and comfort, this condo showcases extensive upgrades, including: a New 16 SEER2 air conditioning system, Plantation shutters, Tray Ceilings, Ceramic Plank Flooring throughout the main areas, Updated Fans & Lighting, Manual Accordion Hurricane Shutters, New Baseboards and a Beautiful Tiled Lanai. The gorgeous kitchen has Granite countertops and a ceramic backsplash with under cabinet lighting, Custom Cabinetry and Stainless Steel Appliances. The bathrooms have new plumbing fixtures and the primary bathroom has a Waterfall Shower with a trackless door and the guest bath has a Ceramic tile tub with shower surrounds. Lakeside is a gated community with a 40-acre lake and offers many amenities, including two swimming pools, spa, and a two-story Old Florida clubhouse, complete with sauna, weight room, shower, kitchen facilities, library and game rooms. Lakeside also features five clay tennis courts, tot playground, pickle ball, shuffleboard, bocce and basketball courts. A 1.5 mile walking path meanders through an award-winning lush landscape including two lighted lake fountains. This beautifully remodeled lakefront condo in Lakeside offers a blend of luxury, comfort, and community amenities, making it an ideal choice for those seeking a serene lifestyle with access to recreational activities. With its stunning interior features and prime location, it is both a rare find and a perfect opportunity for prospective homeowners and all of this in a prime North Naples location.

Lakeside is a premier gated community centered around a stunning 40-acre freshwater lake in the heart of North Naples, offering an exceptional lifestyle just minutes from the Gulf’s pristine white-sand beaches. This beautifully remodeled second-floor end-unit carriage home features three bedrooms, two baths, and nearly 1,600 square feet of thoughtfully designed living space. The light-filled interior showcases quartz countertops in both the kitchen and bathrooms, creating a clean, modern feel throughout. A private one-car attached garage with durable epoxy flooring adds both convenience and a polished finish. The spacious Master suite features a walk-in closet and a well-appointed en-suite bath with dual sinks and elegant quartz countertops. Step out onto the screened lanai to unwind and enjoy tranquil views of lush, mature landscaping. An ideal setting for morning coffee or relaxed evening dining. Perfectly situated just across from one of the community’s two pools, offering both convenience and resort-style living. This residence also benefits from access to highly rated A+ schools. Lakeside delivers a true resort-style experience, highlighted by two lighted lake fountains and opportunities for fishing and kayaking. Residents enjoy an impressive array of amenities, including two swimming pools, four Har-Tru tennis courts, pickleball, basketball, bocce, and shuffleboard. The two-story clubhouse features a fitness center, sauna, billiards room, and a full kitchen for private gatherings. A scenic 1.5-mile walking path winds throughout the beautifully landscaped grounds. Perfectly situated near award-winning dining, world-class golf, outdoor recreation, I-75, and upscale shopping, this residence presents an outstanding opportunity to enjoy the best of North Naples living.

Location! Fabulous first-floor condo and new price! Stunning 40-acre lake views provide the breathtaking backdrop for this beautifully finished and upgraded residence! Light, bright, and open, this spacious residence is filled with sunshine and is ideal for both year-round and seasonal living.Remodeled kitchen with stainless steel appliances, quartz countertops, and tile backsplash.Beyond the tiled lanai, an expanded tiled patio creates a striking visual welcome the moment you enter. Additional upgrades include crown molding, renovated bathrooms, gorgeous 24" all new tile flooring throughout, 5" baseboards, and electric roll-down shutters on the lanai. Lakeside has two community pools, and the charming Old Florida–style clubhouse offers a full array of amenities including pool, fitness and weight room, sauna and showers, kitchen facilities, library, game room, pickleball and tennis courts, shuffleboard, bocce, and basketball. Ideally located just minutes to Mercato, about 10 minutes to Vanderbilt Beach, numerous dining options, and a scenic 1.5-mile walking path. Catch and release fishing are permitted along with kayaking! Covered carport, private storage closet and guest parking! A true gem!

Enjoy this beautiful, 40-acre lake community with spectacular sunrises and sunsets while relaxing on your lanai or sitting in the living room. Enter this well-maintained second floor residence featuring vaulted ceilings, spacious primary bedroom with walk-in closets and ensuite bathroom. Its split bedroom floor plan and second bathroom are perfect for family and friends. Large eat-in kitchen with lots of cabinets and pantry. One-car attached garage to store everything you need. Look down from your lanai at friends and family frolicking in the community pool below, giving you a feel of your own retreat. Endless amenities available to residents include a two-story Old Florida clubhouse complete with a second pool, sauna, weight room, shower, kitchen facilities for catering private parties, library, piano and game rooms. The center is always abuzz with community events, club meetings and other activities for all ages. Also enjoy fishing, canoeing and kayaking on the lake, with boat storage available. Lead an active lifestyle with clay tennis and pickleball courts, a tot playground, shuffleboard, bocce and basketball courts, as well as a mile and one-half scenic walking path. You are close to shopping centers, pristine beaches, and championship golf courses, everything you need just minutes away. Quarterly association fees cover Blue Stream cable, water, sewer, trash, pest control and recycling services. Lakeside — a close knit community where friendships flourish and memories are made!

MAJOR PRICE REDUCTION!!! Over $30,000 improved price! Welcome home to this completely renovated first floor condo in Lakeside. Brand new kitchen with gleaming Quartz countertops, new stainless steel appliance package, and recessed lighting. Master bathroom has dual sinks, and frameless shower door. Second bathroom has bathtub, and sliders. Enjoy dining al fresco on your Lanai, or step outside and watch the ducks on the beautiful 40 acre lake. Lakeside amenities include 4 Har-Tru Tennis Courts, 3 Pickleball courts, shuffleboard, 2 pools, hot-tub, and clubhouse with workout room, steam room, and library with internet. Lakeside is an active community with social events monthly, perfect for seasonal living or year-round. All renovations were approved by Collier County. If you are looking for the complete unit this is the one. Bring your most discerning buyers, and enjoy all that Lakeside has to offer.