Naples FL Homes with Guest House For Sale

Homes with Guest House For Sale In Naples FL

$2,475,000
6 Beds 5.5 Baths 226011878 MLS Collier Woods BLDG.
BETTER THAN NEW...2 HOMES...2.5 ACRE SQUARE LOT...NEW ROOFS, NEW IMPACT DOORS/WINDOWS, NEW A/C's, NEW SCREEN ENCLOSURE...NEW REVERSE OSMOSIS-both homes...NEW ELECTRIC FRONT GATE...NEW RENOVATION...6 CAR GARAGE...IMPECCABLE LANDSCAPING...AND THE LIST GOES ON AND ON! Welcome to this Palatial Estate sprawling on 2.5 acres (331' x 331') of lushing landscaped prime property, west of 951! A square lot gives more usable space and privacy over the long and narrow lots. The curb appeal does not stop as you enter through the new gate and take the winding freshly paved driveway through the lush landscaping to either of the 2 homes. Circular driveways to both homes and the out building in the back. MAIN HOME: From the moment you walk into the main home through the stunning new impact glass doors an abundance of natural ight, the views of the sparkling pool, and outdoors surround you. The main home is 3721 sf under air with 5 spacious bedrooms sprawled out into 3 wings for the utmost in privacy. Three of the guest bedrooms have sliders out to a beautiful courtyard, while the Primary bedroom, complete with walk-in closets opens up to the screened pool area. Ensuite primary bath with dual sinks, separate walk-in shower, and soaker tub. The 5th bedroom is located near the Primary and can be used as a bedroom, nursery, office, den, etc. A large CHEF'S KITCHEN with waterfall quartz counters, designer backsplash, plenty of white solid wood cabinetry, Viking gas stove, GE Profile wall oven, stainless appliances, large pantry, separate built-in desk, and long breakfast bar + breakfast room all opening up to the family room with a cozy fireplace. An additional formal dining room/entertaining rooms with wet bar & wine fridge all opening up to the spacious lanai make this the perfect home to entertain and enjoy your family. Luxury vinyl throughout the home complemented by new plumping/lighting fixtures, 2 bathrooms + two 1/2 baths. Brand new impact sliders from Primary, Living, and Family Rooms to the spacious tiled lanai with refurbished pool/new equipment, brand new "picture" screened lanai with great outdoor views, a convenient 1/2 bath, Tiki Hut with gas grill hook-up & sink, plus an additional screened area with hot tub. Two additional bathrooms, an oversized 2 car garage with extra storage area complete this extraordinary Main Home. GUEST HOME: 1020 sq ft. under air with full kitchen, 1 bedroom (room for another bedroom upstairs), 1 + 1/2 bath, Great Room, screened lanai, new roof, new a/c, and a large 4 car garage with front & back tall garage doors and workshop, plus an additional storage building, also with garage door. Truly a multi-generational estate, perfect for guests, parents, family, or renters! The combined sf = 4741 living area with 5985 total sf. Sold furnished. A+ Schools. The possibilities are endless in this beautiful home. Must be seen to be appreciated...priced below appraised value...FOR THE MOST DISCERNING BUYER!

4075 1st Sw Ave, Naples

$2,449,000
3 Beds 3.5 Baths 226006124 MLS Livingston Woods BLDG.
Set on 2.5 private acres in the heart of Livingston Woods, this fully renovated residence represents an exceptionally rare offering of modern luxury, privacy, and value. Reimagined through a complete whole-home renovation, every detail has been curated with intention, balancing refined aesthetics with enduring quality. The result is a home that feels both elevated and effortlessly livable, with a level of finish seldom found at this price point within the neighborhood. The interior is defined by volume and light, with high ceilings and an open layout that creates a natural flow between living, dining, and entertaining spaces. The kitchen anchors the home with top-of-the-line appliances, custom cabinetry, and a statement island designed for both functionality and gathering. Clean lines and thoughtful material selections create a timeless backdrop that complements the surrounding natural setting. The primary suite serves as a private retreat, offering peaceful views and a spa-inspired bath featuring a soaking tub, walk-in shower, and refined finishes. Additional bedrooms are generously sized and thoughtfully positioned to provide comfort and privacy for family or guests. A dedicated home office and well-appointed laundry room add everyday convenience, while a three-car garage enhances functionality. Outdoors, the expansive acreage offers endless possibilities, from serene garden spaces to future enhancements, all while maintaining the privacy Livingston Woods is known for. A new roof and modern systems complete this turnkey offering. This property stands apart as one of the most compelling opportunities currently available in Livingston Woods, delivering exceptional quality, acreage, and design in a setting that feels both private and connected.

6461 Livingston Woods Ln, Naples

$1,525,000
3 Beds 2 Baths 226005300 MLS Naples Park BLDG.
Imagine walking to the beach or strolling miles of white sugar sand! You can, from this Boldly designed 3 bedroom plus a private den lending innovative architecture with a soft modern aesthetic topped with a strong investment potential! It’s completely renovated from top to bottom, inside and out… just like a brand new home which offers approximately 1,700 square feet of pure creativity and craftsmanship with open floor plan featuring high ceilings. This home stands apart with one-of-a-kind interior architectural details, featuring dramatic ceilings that add volume and visual interest throughout. On-trend real oak wood flooring flows seamlessly throughout grounding the modern design with an urban twist. The Custom kitchen is the heart of the home boasting an expansive stunning quartz island complemented by upgraded premium LG Studio appliances. Designer touches include recessed lighting in shower niches, plus washer and dryer housed behind Contemporary sleek Black glass doors. These carefully curated finishes reflect an exceptional level of detail rarely seen today. A private entry flex space provides outstanding versatility ideal as a secluded home office, creative studio, gym, or kid zone adding functionality without compromising design. Outdoor living is equally compelling, featuring a heated saltwater pool with preferred southern exposure. Just minutes from the beach, dining, and fabulous shopping. This home offers a compelling opportunity as a primary residence, seasonal retreat, or income producing investment in one of Naples’ most desirable coastal neighborhoods just 12 blocks to the beach, near the Ritz, La playa Beach Club and dining on the sand at the Turtle Club, Baleen or enjoy a casual bite at the Light House. Everything is at your fingertips, from tennis and pickle ball to movies, Whole Foods, and Mercato for dining, shopping or entertainment. Enjoy the Naples lifestyle you have dreamed of! Flood Zone X.

10771 6th St, Naples

$2,200,000
4 Beds 4 Baths 226005026 MLS Naples Park BLDG.
GREAT INVESTMENT PROPERTY....HIGH RENTAL INCOME!! This exceptional 4-bedroom, 4-bath residence is thoughtfully engineered for comfort, efficiency, and next-level functionality, ideally located in the highly desirable Naples Park neighborhood—just minutes from Vanderbilt Beach, Delnor-Wiggins Pass State Park, and the dining, shopping, and entertainment of Mercato. The home features a saltwater pool with waterfall spa, oversized pool deck, dual gas and electric pool heaters, pool cage, motorized lanai hurricane shutters/screens, and smart pool controls with multiple poolside panels. Inside, the open kitchen is enhanced with waterfall countertops, oversized counters, additional bar cabinetry, dual pantries (one lockable), Sub-Zero refrigerator and freezer, instant hot water, whole-home water filtration, and gas WiFi-enabled appliances. Smart-home technology includes a Hubitat system, facial-recognition entry, Control4 prewiring, Nest thermostats, whole-home surge protection, Moen Flo automatic leak detection with remote shutoff, cellular and WiFi boosters, Bluetooth speaker system, and 360-degree UHD camera coverage with DVR. Additional highlights include a Generac whole-home generator with auto transfer switch, 1,000-gallon buried propane tank, tankless gas water heater, Level 2 EV charger, two driveways with oversized main drive, extensive garage storage, insulated lanai and garage, enhanced lighting throughout, hidden safes, and robust security and pest-prevention features—offering a high-performance home with exceptional proximity to Naples’ beaches and lifestyle destinations. Check out the side yard areas, new smart phone sprinkler system, workout area and equipment, and the new in ceiling AC in the bedroom as well as the upgraded switches that work with both Alexa and Apple homekit. This home is full of surprises!

803 92nd N Ave, Naples

$950,000
3 Beds 3.5 Baths 226003388 MLS World Tennis Center BLDG.
A hidden gem in Naples with resort-style living priced at $286 per square foot. This exceptional 2016-built residence in the gated World Tennis Center offers a rare blend of timeless elegance, quality construction and comfortable everyday living. Thoughtfully designed with enduring craftsmanship in mind, the home features impact-resistant windows and doors, solid construction and is in an X flood zone, so flood insurance is not required. With three bedrooms plus a versatile den, three full baths and one-half bath, this home lives beautifully for full-time residents and seasonal owners. A welcoming foyer opens to soaring ceilings, travertine flooring, and a light-filled open-concept floor plan designed for effortless living and entertaining. At the heart of the home, the chef-inspired kitchen is stylish and functional, featuring generous marble countertops, high-end appliances, a walk-in pantry, and plenty of space for preparing meals or gathering with guests. The main-level primary suite serves as a private retreat, complete with dual vanities, a soaking tub, walk-in shower and direct access to a screened lanai overlooking lush tropical surroundings. Adding even more appeal to the outdoor living space, the owner recently completed an oversized 450-square-foot brick paver patio with a garden retaining wall, creating a beautiful setting for relaxing, entertaining or enjoying the peaceful backyard garden. Upstairs, two spacious guest suites each offer full en-suite baths, providing privacy and comfort for family and visitors alike. In the desirable World Tennis Center, residents enjoy a resort-style lifestyle with world-class tennis, pickleball, a clubhouse café, multiple sparkling pools and a state-of-the-art fitness center. All this just minutes from premier shopping, dining and Barron Collier High School, placing this home in one of Naples convenient and appealing locations. This is a rare opportunity to own a special home in the heart of Naples.

4778 Europa Dr, Naples

$2,225,000
4 Beds 3 Baths 226001094 MLS Vanderbilt Beach BLDG.
A rare investment opportunity and the only multifamily-style residence currently available in the entire Connors area of Vanderbilt Beach. This exceptional Gulf-access waterfront property offers versatility, usability, and long-term value, set on an oversized corner lot with approximately 105 feet of canal frontage. Constructed of concrete block and designed as a single-story residence, the property features a primary home plus a separate guest apartment, creating a flexible layout ideal for personal use, income potential, or extended family living. A private dock is already in place and accommodates two boat lifts, including one lift with a boathouse, providing protected and convenient boating access. The wide canal offers open water views, excellent maneuverability, and a desirable setting within one of Naples’ most established boating communities. Outdoor living is a standout feature of the property, thoughtfully designed for both entertaining and relaxation. Enjoy the beautiful infinity-edge pool surrounded by an expansive paver deck, along with a canal-front tiki hut featuring a full bar, Bluetooth speaker system, and scenic water views—perfect for sunset gatherings. A pergola with integrated lighting creates an inviting space for evening dining or lounging, while a private 7-hole mini-golf course adds a distinctive and rarely found amenity that enhances both lifestyle enjoyment and guest appeal. Interior spaces are comfortable, stylish, and fully updated, featuring a split-bedroom floor plan, abundant natural light, and seamless indoor-outdoor connectivity. The entire interior has been completely renovated with modern finishes and improved functionality throughout. The single-level design enhances accessibility and everyday livability. The main residence includes three bedrooms plus a den and two full baths. A separately metered guest apartment with private entrance and dedicated parking offers one bedroom, one bath, kitchen, living area, laundry, and screened porch—allowing for independent use or rental flexibility. Recent improvements include a new roof, impact-resistant windows and sliders throughout, and storm surge protection, providing added peace of mind and long-term durability. With multiple living spaces, two boat lifts, and direct Gulf access, this canal-front property offers a level of flexibility rarely found in the Connors area and supports a wide range of ownership strategies. Ideally located near Vanderbilt Beach, the Ritz-Carlton, and Mercato, with convenient access to premier dining, shopping, and coastal amenities, this property presents a compelling opportunity in one of Naples’ most desirable waterfront neighborhoods.

493 Willet Ave, Naples

$7,495,000
6 Beds 7.5 Baths 225079970 MLS Pine Ridge BLDG.
A triumph of architectural brilliance, this Stofft Cooney–designed estate—masterfully curated and constructed by Borelli—shimmers with couture style, sophisticated detailing, and world-class refinement. Set on approximately two acres in the coveted Pine Ridge enclave, this extraordinary residence delivers pure luxury at every turn, offering the amenities, craftsmanship, and presence expected in a home of this caliber. Graceful, light-filled living spaces flow effortlessly throughout, with each room intentionally positioned for exceptional entertaining and elevated everyday living. The beautifully renovated chef’s kitchen serves as the heart of the home—pairing fresh, modern design with high-end functionality—and is complemented by a remarkable 3,000-bottle, temperature-controlled wine room, an oenophile’s dream perfectly suited for intimate tastings or grand gatherings. A private attached apartment provides both convenience and comfort for extended-stay guests or multigenerational living. Refined elegance abounds in the custom lighting, including exquisite Murano glass fixtures, along with artfully designed niches, millwork, and built-ins that elevate every corner of the home. The truly awe-inspiring grounds complete the experience, featuring a tropical-resort-style swimming pool, tennis/pickleball court, and a romantic gazebo that enhances the estate’s serene, sanctuary-like ambiance. A separate guest house—could be used as an art studio—offers its own kitchen, bath, and living area, ensuring guests are graciously and luxuriously accommodated. Car enthusiasts will appreciate the four-car, air-conditioned garage, while the gated circular driveway sets the tone for the grandeur that follows. This is more than a home—this is luxury living in Naples perfected.

683 Hickory Rd, Naples

$1,230,000
4 Beds 3 Baths 225076683 MLS Golden Gate Estates BLDG.
NEWLY BUILT! A private oasis in Golden Gate, Naples. This stunning home combines luxurious living with the tranquility of Naples’ outdoor lifestyle. Make the most of 4 bedrooms and a den, 3 full bathrooms, one of which performs perfectly as a pool bath, Step inside and enjoy the open, voluminous floor plan, the spacious and bright interior, and the seamless connection that flows between the living ,dining, and kitchen areas. Rest beneath high ceilings with stunning exposed beams enjoying your fireplace and feature wall that will catch your eye as much on your first day home as it will years from now. The gourmet kitchen features exquisite countertops, stainless steel appliances, and a generous island, perfect for the home chef and catered events. There is all the space you need for an impromptu get together or a well-planned formal gathering. This home is built to entertain. When the day is over unwind in the elegant primary suite, with a lavish primary bathroom and direct access to the pool and outdoor fun. The additional three bedrooms provide privacy and comfort for family members and guests alike. Out back your private paradise awaits enclosed in a state-of-art screened-in lanai along with a lavish pool and the space you’ll need to sun, lounge, dine al fresco, entertain and swim. A king’s ransom was invested in the fixtures and toiletry throughout the home. The homes’ double-glazed impact windows and sliders making sure your possessions stay safe as does the whole-home, camera equipment security system, with available home monitoring by ADT and 491 9th Street SW boasts the three car garage you’d expect with such an estate home, giving you all the storage you need. This home offers easy access to top-rated schools, shopping, Naples’ best dining and recreational activities. The owner has spent countless time and treasure landscaping an incredible 2.5 acres. Such vast space insures privacy and the opportunity to expand your estate home should you ever want to without the cumbersome restrictions so many other communities hove. Beauty, convenience and practicality not offered anywhere else in Naples. Live the amazing Naples lifestyle so many are flocking to Southwest Florida for – schedule your showing today and make this dream home yours.

491 9th Sw St, Naples

$649,000
3 Beds 2 Baths 225079267 MLS Naples Reserve BLDG.
Stunning 3 bedroom, 2 bath home located in Egret Landing within private, gated Naples Reserve. This highly desirable Lazio floor plan home was constructed in 2020 by Ashton Woods. The homesite offers much privacy with adjacent wooded area – enjoy the peaceful, serene views of nature while having all of the amenities of Naples at your fingertips. The interior of the home offers ample natural light, tile flooring throughout the main living space, and sought after open floor plan. The kitchen is sure to delight any chef with large center island, custom tile backsplash, and stainless-steel appliances. The master suite is a private retreat with walk-in closet, and ensuite bath with dual sinks and large walk-in shower. The additional 2 guest bedrooms offer plenty of space for family and friends. The main living space opens to the patio – the perfect place to enjoy the beautiful Florida weather. Enjoy extra peace of mind provided by the metal roof, impact windows and doors, and shutters in the rear of the home. Nestled within the prestigious Naples Reserve community, residents enjoy access to a lakeside clubhouse, fitness center, café, and a 125-acre recreational lake for boating, paddle boarding, and kayaking. Additional amenities include tennis and pickle ball courts, bocce ball, beach volleyball, and scenic walking trails. Pet lovers will appreciate the dedicated dog parks. This home is an exceptional opportunity to enjoy the best of Florida living with resort-style amenities and modern comforts.

14567 Topsail Dr, 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

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