Logan Woods, Naples, FL Real Estate Search

Newest Logan Woods, Naples, FL Homes with a Pool for Sale

$2,395,000
5 Beds 5 Baths 226005048 MLS Logan Woods BLDG.
Live every day like you’re on vacation in this exceptional custom-designed and custom-built home in Logan Woods, where a spectacular private resort backyard takes center stage. Designed for resort-style living and effortless entertaining, the outdoor retreat features a custom pool with sun shelf, grotto-style waterfall and slide, oversized spa, and expansive covered entertainment pavilion with full outdoor kitchen, grill, smoker, sink and refrigerator, plus surround sound, television, electric fireplace and custom lighting. The outdoor living environment was custom-designed and constructed by the owners, longtime specialists in luxury outdoor living. Inside, the spacious residence features luxurious finishes, 10-foot ceilings and a flexible floor plan with five bedrooms plus den and five full baths. Travertine marble flooring flows through the main living areas, while wood flooring adds warmth to the bedrooms. The gourmet kitchen features Kenmore Elite appliances, induction range, double wall ovens and commercial-size refrigerator. The generous primary suite includes a private office with its own closet and independent HVAC. Impact-rated Low-E windows and doors, efficient HVAC systems and smart thermostats enhance comfort and efficiency. A fully finished oversized three-car garage adds exceptional utility. Set on approximately 2.9 acres, fully fenced and gated with a circular drive, this exceptional estate offers privacy, space and a true private resort lifestyle year-round in Logan Woods.

5420 Boxwood Way, Naples

$5,600,000
6 Beds 6.5 Baths 226029979 MLS Logan Woods BLDG.
Welcome to Luxury Resort-Style Living at 4860 Sycamore Drive, an exceptional estate in desirable Logan Woods. Offering privacy, space, luxury, and convenience with NO HOA, this one-of-a-kind property has been meticulously updated for resort-style living. A long paver driveway framed by lush tropical landscaping and illuminated Royal Palms creates a grand first impression, with about $250,000 invested in updated landscaping. The renovated main residence offers 4 bedrooms, 4 full baths, and over 4,400 square feet of living space, with marble flooring, plantation shutters, fresh interior paint, recessed lighting, and designer finishes throughout. The chef’s kitchen features WOLF and SUB-ZERO appliances, propane gas cooking, an oversized custom hood, quartz countertops, a walk-in pantry, and bar seating for up to 8. Updated bathrooms include Taj Mahal stone countertops, frameless glass shower doors, modern mirrors, and finished showers. The primary suite offers wood-look tile flooring, 3 custom walk-in closets, dual sinks, and a large walk-in shower. Step outside to more than 5,700 square feet of resort-style outdoor living and entertaining space. This private oasis features a saltwater pool with a dramatic waterfall, fully equipped outdoor kitchen with gas stove, outdoor fireplace, and multiple covered living and dining areas designed for year-round Southwest Florida living. Connected to the outdoor living area is a guest residence offering just under 2,500 square feet. Far more than a traditional guest house, it features 2 oversized primary-style suites, each with a full bath and custom walk-in closet, plus a half bath. The guest residence also includes an updated kitchen with quartzite countertops, new cabinetry, propane gas stove, spacious living and dining areas, private entrance, and additional storage—ideal for extended family, long-term guests, or multigenerational living. The property also offers a huge private office with its own entrance and private bath, ideal for working from home, meeting clients, or operating a home-based business. Together, the estate offers 6 bedrooms, 6 full baths and 1 half bath, plus 6 refrigerators/refrigeration units throughout. A 500-gallon propane tank serves the main residence and the outdoor kitchen while the guest house has its own 125-gallon tank. Toward the rear is a detached storage/workshop building, perfect for hobbies, equipment, additional storage, or business use. Additional upgrades include a new tile roof in 2024, reverse osmosis for both residences and outdoor kitchen, and extensive high-end improvements throughout. Enjoy the privacy and freedom of Logan Woods while remaining minutes from Physicians Regional Medical Center, I-75, fine dining, Mercato, Waterside Shops, entertainment, and Naples’ world-renowned beaches. With two beautifully updated residences, incredible outdoor living, luxury finishes, and NO HOA, 4860 Sycamore Drive is more than a home—it is your own private Naples resort.

4860 Sycamore Dr, Naples

$3,499,000
6 Beds 7 Baths 2026025871 MLS Logan Woods BLDG.
FINAL PRICE ADJUSTMENT — NOW OFFERED AT $3,499,000 Set on 5 private acres in Naples’ desirable Logan Woods, this extensively improved estate offers space, flexibility and a setting that is nearly impossible to recreate. The property includes a spacious 6-bedroom, 5-bath main residence, a separate 3-bedroom, 2-bath guest house, an impressive air-conditioned workshop, a detached office and a resort-style saltwater pool and spa. Over $1.8 million has been invested in improvements since 2019, including impact windows and doors throughout the guest house, impact sliders in the main residence, a beautifully resurfaced and retiled pool and spa, an updated pool pump, a new septic system, roof improvements and extensive enhancements throughout the property. Both residences also feature their own whole-home reverse-osmosis water systems. The grounds are one of the estate’s most remarkable features. Years of established growth have created a lush tropical canopy filled with mature fruit trees and vegetation, including a magnificent oak tree and an equally impressive mango tree, each towering approximately three stories high. The mature landscaping provides natural beauty, privacy and shade that would take decades to reproduce. Designed for both everyday living and entertaining, the main residence features six bedrooms, five bathrooms, a theater/game room and generous gathering spaces overlooking the pool area. The detached guest house offers three bedrooms, two bathrooms and its own garage—ideal for extended family, guests, a private retreat or potential rental income. The 1,360-square-foot air-conditioned workshop features approximately 18-foot ceilings, hurricane-rated construction, roll-up doors and a separate electric meter. A detached office and additional half baths provide even more possibilities for working from home, hobbies, storage or multi-generational living. With multiple structures, three separate electric meters, two wells, two septic systems and whole-home reverse osmosis for both residences, the property offers exceptional versatility. Enjoy the privacy and freedom of acreage while remaining conveniently located near shopping, dining, schools, beaches and everything Naples has to offer. Whether envisioned as a private family compound, multi-generational estate, home-and-work retreat or property with multiple potential income-producing spaces, this one-of-a-kind Logan Woods estate must be experienced in person to fully appreciate its size, beauty and possibilities. Bring all offers and discover a property where the land, mature landscape and extensive improvements have already been created for you.

6100 Dogwood Way, Naples

$1,795,000
4 Beds 3 Baths 226022345 MLS Logan Woods BLDG.
Welcome to your private retreat! Nestled on a beautifully landscaped 2.5 acre lot surrounded by mature trees and lush tropical greenery, this stunning single-story residence offers the perfect blend of modern comfort, privacy, and timeless curb appeal. Inside, you'll find bright, open living spaces filled with natural light. The heart of the home is a recently remodeled chef’s kitchen featuring an oversized quartz island, custom cabinetry, and premium stainless-steel appliances. Designed for entertaining, the kitchen opens seamlessly to surrounding living spaces, creating a warm and inviting atmosphere. Lounge by the beautiful fieldstone fireplace, shoot a game of pool, enjoy movies in the media room or head outside to enjoy the pool and hot tub. If a media room is not your desire, make it a primary bedroom. This home is an entertainer’s dream, with little to worry about with a whole home Generac generator, impact windows/doors, and one year old roof. Three-car garage provides plenty of room for an automotive enthusiast's vehicles and storage. Three outbuildings provide many opportunities including an air-conditioned living area with porch, perfect for a home office; a stable has space for animals with a fenced area in back. Don’t worry about how you will cut the grass as a John Deere lawn tractor will remain on property. Whether you're sipping your morning coffee, hosting friends, and family, or simply relaxing in the tranquility of nature, this property offers the lifestyle you've been searching for in a location close to beach, dining and shopping.

4980 Tamarind Ridge Dr, Naples

$3,850,000
6 Beds 5 Baths 226020059 MLS Logan Woods BLDG.
Now fully furnished! Experience elevated modern living in this newly constructed luxury estate situated on 2.73 acres of 100% upland in Logan Woods, surrounded by tranquil views, a circular driveway, and lush natural landscaping creating exceptional privacy and a true luxury retreat atmosphere. The expansive open-concept floor plan is highlighted by dramatic tray and beam ceilings, oversized impact-resistant windows and doors, wood-look porcelain tile flooring, designer lighting, and a built-in wet bar complete with a wine cooler and illuminated floating shelving. The main living area centers around a sleek modern fireplace and flows effortlessly into the gourmet kitchen and outdoor entertaining spaces. Designed to impress, the chef’s kitchen features custom floor-to-ceiling cabinetry with illuminated glass display cabinets, a premium Fisher & Paykel appliance package, double wall ovens, a gas cooktop with pot filler, quartz countertops, and a massive waterfall island. An oversized pantry, mud room, and spacious laundry room with abundant cabinetry and workspace provide additional functionality. The primary suite offers a true spa-like experience with oversized dual vanities, a walk-in shower with dual rainfall shower heads, a freestanding soaking tub, private water closet with smart toilet, and a spectacular boutique-style custom walk-in closet complete with a center island and built-in storage. Step outside into your private resort-style oasis featuring a panoramic screened-in pool and spa with a sun shelf, water features, outdoor fireplace, and a fully equipped summer kitchen designed for year-round entertaining. Additional upgrades include a metal roof, tankless water heater, whole-house reverse osmosis system, spacious guest suites, and flexible living spaces ideal for an office or additional bedroom use. Located just minutes from Naples shopping, dining, schools, and beaches, this exceptional property delivers luxury estate living with the privacy, flexibility, and space Logan Woods is known for — all with no HOA restrictions.

5025 Boxwood Way, Naples

$6,750,000
6 Beds 8.5 Baths 226000896 MLS Logan Woods BLDG.
A rare opportunity to own a newly completed estate in the highly desirable Logan Woods community, where privacy and space meet the convenience of in-town living. Situated on a generous homesite and completed in 2026, this exceptional new construction residence showcases luxury craftsmanship, high-end finishes, and expansive living spaces designed for both everyday comfort and grand entertaining. The thoughtfully designed floor plan offers an abundance of living space, featuring multiple spacious bedrooms, a private guest suite, and a dedicated exercise room. At the heart of the home, the chef’s kitchen is a true showpiece, appointed with top-of-the-line appliances, custom cabinetry, and stunning designer countertops, all flowing seamlessly into the main living areas. A spectacular, climate-controlled wine room serves as a dramatic focal point and conversation piece, perfect for showcasing a prized collection while adding architectural interest and sophistication to the home. Designed to embrace the Florida lifestyle, the expansive outdoor living area is an entertainer’s dream. The resort-style pool and spa are surrounded by generous covered living spaces, multiple dining areas, and a fully equipped outdoor kitchen, creating the perfect setting for hosting gatherings or enjoying peaceful evenings in your own private retreat. Hosting family and friends is a breeze with separate full residence with Garage on the property. Also, the perfect set up for extended family or aging parents. Offering the best of both worlds, this Logan Woods estate provides the tranquility of estate living with close proximity to Naples’ world-class dining, shopping, beaches, and everyday conveniences.

4891 Mahogany Ridge Dr, Naples

$1,269,000
5 Beds 4 Baths 226002417 MLS Logan Woods BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Discover this exceptional 2.27-acre property in the peaceful, highly desirable Logan Woods neighborhood of North Naples—a rare gem offering privacy, versatility, and endless potential in one of Southwest Florida’s most coveted locations. The primary home boasts 2,411 sf of comfortable living space, featuring 4 bedrooms, 3 bathrooms, a spacious family room, plus formal living and dining areas. The open, flowing layout is perfect for everyday living and effortless entertaining, with seamless access to the outdoors and a refreshing sparkling pool visible from multiple rooms. A sturdy metal roof ensures durability and low maintenance. Outside awaits your personal Florida paradise: a screened pool area enveloped in mature, lush landscaping, ideal for unwinding, hosting gatherings, or simply soaking in the serene, tropical vibe that defines Logan Woods living. Complementing the main residence is a versatile 560sf air conditioned flex space for a guest house, home office, gym, etc.... With no HOA restrictions and abundant land, this acreage property is primed for your vision: add horses with room for pasture and stables, plant a thriving orchard, install a pickleball or tennis court, or construct an additional outbuilding to support a home-based business or workshop. Embrace the true Florida lifestyle—outdoor living, space to roam, and the freedom to customize—while being just a short drive from pristine Gulf of Mexico beaches, upscale shopping, fine dining, top-rated schools, and all the amenities that make Naples legendary. Whether you’re envisioning a multi-generational retreat, a smart investment, an equestrian-friendly estate, or a blend of all three, this North Naples acreage home delivers unmatched flexibility and location. Don’t miss this chance to own a piece of paradise in Logan Woods! (One or more photo(s) has been virtually staged, AI generated or rendered.)

5099 Tallowood Way, Naples

$2,149,900
4 Beds 4 Baths 226000471 MLS Logan Woods BLDG.
Exceptional estate offering 4 BEDROOMS, 2 DENS, and 4 BATHROOMS, set on 2.73 ACRES in the highly desirable LOGAN WOODS area, ideally located in the heart of the city while still offering privacy and space. This expansive residence is designed for elevated living with generous proportions and a layout that feels open, welcoming, and seamlessly connected throughout. Interior highlights include a FULL THEATER ROOM with MOTORIZED RECLINING SEATING FOR SIX, a striking CUSTOM LIT GLASS ART FEATURE, a FIREPLACE, CENTRAL VACUUM SYSTEM, SECURITY CAMERA SYSTEM, INDOOR WET BAR, and a WHOLE-HOME REVERSE OSMOSIS WATER SYSTEM. The PRIMARY BATHROOM is beautifully appointed and includes a BIDET, while everyday functionality is enhanced by an IN-HOUSE LAUNDRY ROOM and an OVERSIZED TWO-CAR GARAGE. One of the dens can easily be converted into an additional bedroom, offering flexible living options. A PRIVATE IN-LAW SUITE provides excellent versatility for guests or multigenerational living without disrupting the home’s overall flow. Outdoor living is truly resort-inspired, featuring a HEATED POOL AND SPA within a SCREENED ENCLOSURE, a SECOND SCREENED PATIO offering additional shaded lounge space, and an OUTDOOR SHOWER. Entertain effortlessly in the OUTDOOR KITCHEN set beneath a GAZEBO with a GAS COOKTOP, or gather around the PAVERED FIRE PIT AREA for evenings under the stars. The property is beautifully landscaped with an AUTOMATIC SPRINKLER SYSTEM and includes a STORAGE SHED for added convenience. Offering acreage, luxury amenities, and a prime central location with no HOA restrictions, this home presents a rare opportunity to enjoy estate living without sacrificing convenience.

5186 Tallowood Way, Naples

$1,250,000
5 Beds 3.5 Baths 225077031 MLS Logan Woods BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. This incredible property includes a main house, guest house, workshop, and much more. Experience a modern rustic retreat set on a private estate in the highly desirable Logan Woods neighborhood—one of Naples’ most sought-after acreage communities. Here, you truly have it all—enjoy NO HOA, rare in-town acreage, RV & boat-friendly living. This exceptional 2.28-acre estate offers unmatched privacy and flexibility, featuring a 4-bedroom, 2.5-bath MAIN HOME with nearly 2,800 sq. ft. of living space, a spacious 2-car garage, PLUS A COZY PRIVATE GUEST HOUSE featuring 1-bedroom, 1-bath, complete with a living and dining area, kitchen, laundry, screened patio, and private parking—ideal for extended family, guests, a home business, or income-producing opportunities. Designed for both comfort and entertaining, the home offers a thoughtfully designed split-bedroom floor plan and a recently remodeled kitchen with modern finishes and functionality. Inside the main home, warm rustic charm blends with modern design, showcasing a beautifully remodeled kitchen with Quartz countertops, custom cabinetry, stainless steel appliances, and a walk-in pantry, complemented by a neutral color palette, added LED recessed lighting, custom shiplap staircase, and a cozy fireplace perfect for cool Naples evenings. Designed with functionality in mind, the first floor offers a guest bedroom and half bath, while upstairs features the spacious primary suite with a large walk-in closet, two additional guest bedrooms, a full bath, and a conveniently located laundry area. Outdoors, enjoy true resort-style living with a saltwater sports pool, expanded deck space, shaded pergola seating area, 6 fenced-in planter boxes for gardening, and a variety of fruit trees, including 5 mango trees, 15 mulberry trees, 2 pomegranate trees, 2 Barbados cherry trees, 5 moringa trees, a loquat tree, and orange, lemon, and lime trees, plus a firepit, treehouse, and even a zipline—all surrounded by mature landscaping for exceptional privacy. Additional standout features include a detached 20x20 WORKSHOP equipped with a refrigerator, microwave, built-in worktables, along with an extra storage shed and shipping container for tools and recreational gear, plus a custom oversized chicken coop for stylish, sustainable living. Major upgrades: metal roofs on all structures (2017), a new $95,000 solar panel system with backup battery, full hurricane-impact windows and doors with lifetime warranty, impact garage door, whole-house reverse osmosis system with 2,000-gallon tank, irrigation system, a long driveway with abundant parking, and cleared space for RVs, boats, work trucks, or equipment. With NO HOA, NO rental restrictions, and a prime North Naples location just minutes from white-sand beaches, Founders Square, Mercato, 5th Avenue, top-rated schools, shopping, dining, hospitals, and easy access to I-75.

5092 Boxwood Way, Naples

Start Your Search

Logan Woods, Naples, FL Homes with a Pool for Sale

Our website features the best real estate search for homes with a pool available in Logan Woods, Naples, FL and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Logan Woods, Naples, FL real estate market? Sign up for a  Logan Woods, Naples, FL Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!