Compass Landing Homes with Pool Amenities

Welcome to Compass Landing, a hidden gem nestled in the heart of Naples, Florida. This vibrant neighborhood is renowned for its tranquil atmosphere, lush landscapes, and a strong sense of community. With its picturesque surroundings and proximity to the stunning Gulf Coast, Compass Landing offers residents a lifestyle that beautifully blends relaxation and recreation.

One of the standout features of homes in Compass Landing is the abundance of properties equipped with luxurious pool amenities. Imagine stepping into your own backyard oasis, where you can unwind by the shimmering waters of your private pool, host summer barbecues, or simply soak up the sun in your own slice of paradise. These homes are designed for both comfort and entertainment, ensuring that you can enjoy the quintessential Florida lifestyle to the fullest.

Beyond the allure of your personal retreat, Compass Landing boasts excellent access to Naples' top-rated schools, shopping centers, and dining options. The nearby pristine beaches and beautiful parks provide endless opportunities for outdoor activities, from sunbathing to hiking and everything in between. Whether you’re a family looking for a peaceful place to grow or a retiree seeking a vibrant community, Compass Landing has something to offer everyone.

Discover the charm of Compass Landing, where your dream home with a pool awaits. Embrace the sun-soaked days and balmy evenings that make Naples, Florida, truly special. Experience the perfect blend of luxury living and natural beauty in this enchanting neighborhood. Come and see for yourself why Compass Landing is the ideal place to call home!

Newest Compass Landing Homes with Pool Amenities

$799,000

3 Beds ⋅ 2.5 Baths ⋅ 226030850 MLS

Inviting curb appeal and a welcoming front porch set the tone for the Florida lifestyle. Eight-foot doors open to a bright, airy interior enhanced by classic crown molding and a thoughtfully designed open-concept floor plan. The modern white kitchen features rich 42-inch cabinetry, light granite countertops, a new Midea refrigerator, and a walk-in pantry with custom shelving. Well-planned organization continues in the dedicated laundry room with built-ins and throughout the spacious primary suite, complete with a generously sized custom-fitted walk-in closet and an extended walk-in shower. Beyond the fully pocketing glass sliders lies a private outdoor retreat designed for effortless entertaining and everyday enjoyment. A heated saltwater pool and spa take center stage, recently upgraded with a new pump and actuator, while the full summer kitchen, convenient pool bath, and expansive covered lanai create an ideal setting for enjoying Southwest Florida’s year-round outdoor living. The lanai was re-screened in 2026 with heavy-duty Super Screen for added durability. Built for comfort and peace of mind, the residence features complete hurricane-impact windows and doors, double attic insulation, and overhead garage storage above the two-car garage. Located in the gated North Naples community of Compass Landing, residents enjoy convenient access to the amenity center with resort-style clubhouse, pool and spa, fitness center, and playground. The location is equally appealing, just minutes from dining, shopping, coffee shops, and wellness destinations at Founders Square and Mercato, with easy access to medical facilities, Southwest Florida International Airport, Gulf Coast beaches, and the restaurants, boutiques, and entertainment of Fifth Avenue South. Top-rated “A” schools further enhance the appeal of this exceptional North Naples home.

3636 Pilot CIR, Naples

$1,760,000

4 Beds ⋅ 3.5 Baths ⋅ 226029053 MLS

Discover an exceptionally rare custom “Forever Home” where uncompromising quality, sophisticated design, and resort-style living come together on one of the neighborhood’s most desirable oversized pie-shaped lots. Ideally positioned to overlook a tranquil preserve, this extraordinary residence offers an expansive, wide-open floor plan designed for both grand entertaining and effortless everyday living. Offered Fully turnkey and impeccably appointed with no expense spared, the home showcases an exceptional collection of custom Clive Daniels and Robb & Stucky furnishings, designer décor, curated artwork, and upscale finishes throughout, creating a refined yet inviting atmosphere from the moment you arrive. The heart of the home is an impressive chef’s gourmet kitchen, thoughtfully designed for both culinary enthusiasts and elegant entertaining. Custom cabinetry, an oversized center island, and a spacious butler’s pantry provide exceptional functionality and storage, while premium appliances include a Sub-Zero refrigerator and KitchenAid GAS True full-size double ovens and range, complemented by a powerful vented hood. The great room makes an immediate statement with dramatic coffered and tray ceilings, floor-to-ceiling custom built-ins, and generous living spaces that seamlessly connect the interior with the spectacular outdoor retreat. California Closet systems throughout every closet provide beautifully organized storage and an elevated level of everyday convenience. Modern luxury continues with an extensive suite of smart-home features, including voice-automated acoustics, upgraded wireless network with range-boosting technology, integrated lighting controls, and enhanced interior and exterior security. Step outside and discover a private resort-style oasis designed for year-round Florida living. The expansive no-see-um-proof screened lanai features picture-window screening that allows you to fully appreciate the peaceful preserve setting while enjoying the outdoors in comfort. A beautifully designed heated saltwater pool and spa create the centerpiece, complete with a sun shelf, cascading waterfalls, and an inviting built-in gas fire pit—an exceptional setting that rivals the finest private vacation destinations. The attention to detail continues outdoors with a fully fenced backyard, elegant tumbled marble accents, and a spacious three-car garage offering ample room for vehicles, storage, and recreational equipment. Every element of this exceptional residence has been thoughtfully selected and upgraded to create a home that is truly distinguished from the ordinary. Situated in an outstanding neighborhood with an exceptional location and A-rated schools, this is a rare opportunity to own a custom luxury residence that delivers the sophistication of a high-end estate with the comfort and functionality of a true forever home. Offered Fully turnkey with designer furnishings, artwork, and décor.

3664 Pilot CIR, Naples

$728,000

4 Beds ⋅ 3 Baths ⋅ 226029622 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to 3849 Helmsman Drive, a beautifully maintained residence located in the highly desirable gated community of Compass Landing. Built in 2020, this sought-after Coquina II floor plan offers 2,530 sq. ft. of living space with 4 bedrooms plus a dedicated den, 3 full bathrooms, and a rare 3-car tandem garage. Thoughtfully designed for both everyday living and entertaining, the open floor plan features plank tile flooring throughout, upgraded LED lighting, a formal dining room, oversized walk-in pantry, and a separate laundry room with utility sink. Built-in smart home technology and surround sound speakers throughout add another level of convenience and connectivity. The spacious primary suite offers a spa-inspired bathroom with a large walk-in shower and generous walk-in closet, while every additional bedroom features its own walk-in closet. A large secondary bathroom with dual sinks and a spacious linen closet provides added functionality and storage for family and guests. Step outside to the covered lanai and enjoy a peaceful preserve backdrop with no homes directly behind you. The oversized backyard offers exceptional usable green space and plenty of room to create your own private outdoor retreat, whether that means adding a custom pool, expanded entertaining area, or simply enjoying the extra space and privacy. Compass Landing offers resort-style amenities including a clubhouse, pool, fitness center, playground, and year-round community events. Perfectly positioned in North Naples near shopping, dining, top-rated schools, and Naples' beautiful beaches, this home offers the space, privacy, and flexibility to make it completely your own.

3849 Helmsman DR, Naples

$949,000

4 Beds ⋅ 3.5 Baths ⋅ 226017946 MLS

Built in 2021 and extensively upgraded with over $125,000 in enhancements, this beautifully appointed two-story residence offers four bedrooms, a private office, 3.5 baths and a spacious upstairs loft. Thoughtfully designed throughout, the home showcases soaring ceilings, refined finishes and a clean, cohesive aesthetic that feels both sophisticated and welcoming. The kitchen serves as the centerpiece of the home, featuring quartz countertops, premium KitchenAid® appliances, custom cabinetry, a designer backsplash and an oversized sink. The space opens seamlessly to the main living and dining areas, where plank tile flooring and curated lighting selections enhance the home’s modern yet timeless appeal. Privately situated on the first floor, the primary suite offers a peaceful retreat complete with dual vanities, a walk-in shower and an expansive custom walk-in closet. Upstairs, additional guest bedrooms and a generous loft provide flexible living space ideal for a media room, lounge or secondary gathering area. Each bedroom also includes its own walk-in closet for added comfort and convenience. With desirable southern rear exposure, the outdoor living area is filled with natural light and overlooks tranquil lake views. Mature privacy hedging creates a peaceful and secluded backdrop, ideal for entertaining or enjoying quiet evenings outdoors. Additional features include impact-resistant windows and doors, dual air-conditioning systems, a whole-home water filtration system, integrated security cameras and substantial attic storage. In the gated community of Compass Landing, residents enjoy access to a clubhouse, resort-style pool and spa, fitness center and a tot lot. The community is conveniently near top-rated Collier County schools, Founders Square, shopping, dining and everyday conveniences. A beautifully upgraded residence offering modern comfort, thoughtful design and an exceptional Naples lifestyle.

3549 Pilot CIR, Naples

$775,000

3 Beds ⋅ 2.5 Baths ⋅ 226013693 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. BACK ON THE MARKET! Inspections were completed with positive results, and the home is ready for its next buyer! Rare opportunity to own the highly desirable Banyan floorplan featuring 3 bedrooms + den, a private pool, and an oversized lot with both extended outdoor living space and a fenced yard! This thoughtfully designed home offers a functional layout with separation between the bedrooms and main living areas, complemented by soaring ceilings, oversized doors, and an open-concept design that feels both spacious and inviting. The kitchen features granite countertops, a dedicated serving area, and flows seamlessly into the main living and dining spaces. Located in the highly desirable gated community of Compass Landing, residents enjoy a resort-style clubhouse with pool, spa, fitness center, park, event space, and year-round social activities. Just a short walk, bike ride, or golf cart trip away is Founders Square—home to 10+ restaurants, spa and wellness services, Ace Hardware, coffee shops, Spenga, medical offices, and more. Zoned for top-rated “A” schools, this premier North Naples location offers convenience, community, and an enviable lifestyle. The den, enclosed with glass doors, provides flexible use as a home office, study, or additional living space. The primary suite is privately positioned and features tray ceilings, a large walk-in closet, and a spacious walk-in shower. Outdoor living is a standout feature, with an expansive lanai designed for entertaining and everyday enjoyment, complete with a pool, water feature, and multiple seating areas. The fenced backyard offers rare additional green space for pets or play, all set against a peaceful preserve backdrop for added privacy. **Some images have been digitally enhanced to depict a neutral paint color**

3624 Pilot CIR, Naples

Start Your Search

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.