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Browse All Naples FL Historical Properties for Sale

$4,250,000
4 Beds 4 Baths 226026976 MLS
Rarely does a home capture the timeless charm and enduring appeal of Naples quite like this exceptional Coquina Sands residence. Perfectly positioned on a high-elevation, .52-acre corner lot with coveted south and west exposure, this beautifully maintained and extensively updated home offers a rare opportunity to enjoy the classic Naples lifestyle in one of the city’s most desirable neighborhoods. Set at the corner of picturesque Murex Drive and Coral Drive beneath a canopy of majestic mature trees, the property is just moments from the Gulf beaches. Designed for effortless indoor-outdoor living, the nearly 4,000-square-foot single-level residence is centered around a spectacular private courtyard featuring a 30-foot pool, spa, and expansive covered lanai. Nearly every room opens to the outdoors, creating an ideal setting for entertaining or simply relaxing in complete privacy. Thoughtfully renovated with exceptional craftsmanship, the interior showcases elevated cathedral ceilings, rich wood flooring, custom cabinetry, and a chef’s kitchen appointed with Wolf, Sub-Zero, and Miele appliances. The flexible split-bedroom floor plan offers multiple guest suites, a separate guest living area, generous storage, and comfortable spaces for both everyday living and hosting family and friends. The spacious primary suite is a private retreat featuring a luxurious bath and oversized custom walk-in closet. Additional highlights include a three-car tandem garage with a large air-conditioned storage room, dual HVAC systems, dual water heaters, and a whole-house generator with a 1,000-gallon fuel capacity. Move in and enjoy this elegant home as it is, or personalize it to reflect your own vision. Combining an exceptional homesite, timeless architecture, and an irreplaceable location just minutes from the beach and downtown Naples, this is a truly rare offering in the heart of Coquina Sands.

675 Murex DR, Naples

Courtesy of William Raveis Real Estate.

$449,900
2 Beds 2 Baths 226026545 MLS Chesapeake Manor BLDG.
Experience the best of Naples waterfront living in this beautifully remodeled residence in the prestigious Royal Harbor community. Offering tranquil canal views, passing boats, and a bright contemporary design. This exceptional coastal retreat is just minutes from the white-sand Gulf beaches, world-class dining, and boutique shopping of Old Naples. Extensively remodeled throughout, this move-in-ready home features impact-resistant windows, fresh interior paint, porcelain tile flooring, and a stunning new kitchen with updated cabinetry, quartz countertops, and stainless-steel appliances. Both bathrooms have been completely renovated with elegant finishes. Ideally positioned on a desirable Chesapeake Manor the thoughtfully designed floor plan offers two spacious bedrooms, two beautifully updated bathrooms, a designated parking space, and a private storage room. Chesapeake Manor is an intimate, low-density waterfront community with only 16 residences, offering privacy, charm, and a relaxed coastal lifestyle. Located in one of Naples' most sought-after waterfront neighborhoods, Royal Harbor provides quick access to boating, downtown Naples. Whether you're searching for a full-time waterfront residence, a seasonal getaway, or an exceptional investment opportunity, this beautifully updated home offers the perfect combination of luxury, location, and carefree coastal living.

1417 Chesapeake AVE Unit 106, Naples

Courtesy of Premiere Plus Realty Company.

$1,495,000
3 Beds 2 Baths 226025719 MLS
Just under a mile from the sugary white sands of Lowdermilk Park beach, this meticulously maintained, Key West-style pool home offers the ultimate walkable coastal lifestyle in Naples’ highly coveted neighborhood of Lake Park. Situated on an expansive, oversized corner lot spanning nearly a third of an acre, this residence provides the perfect blend of Old Naples charm, complete privacy, and freedom with no HOA fees or restrictions. From the moment you step inside, volumn ceilings and an abundance of natural light create an airy, inviting atmosphere. Perfectly configured for casual daily living and elegant entertaining, sliding doors transition seamlessly to your private, screened-in backyard oasis. Here, a pristine below-ground pool awaits for year-round outdoor enjoyment. Beyond the charm lies incredible structural peace of mind. Constructed with concrete block, and hurricane impact-resistant windows and doors, this home ensures effortless maintenance. Premium interior features include a built-in bar, wine cooler, formal dining space, and a whisper-quiet, energy-efficient A/C mini-splits in every room The location is unbeatable—hop on your golf cart, bike, or walk to the shore, or cruise just minutes away to world-class shopping, fine dining, and vibrant entertainment along Fifth Avenue South. With zero pet restrictions and excellent rental income flexibility, this property represents a rare combination of freedom and exceptional location it's ready for its next chapter, this is Florida living at its absolute finest. Schedule your private tour today.

1216 10th ST N, Naples

Courtesy of Coldwell Banker Realty.

$1,137,000
3 Beds 2 Baths 226025788 MLS
BOATER'S PARADISE --- DIRECT GULF ACCESS VIA CANAL & NO FIXED BRIDGES! Significantly lower price point than other neighborhoods with direct gulf access. Blank canvass to build your own custom dock exactly the way you want it! Discover the ultimate blend of waterfront serenity and downtown convenience in this inviting Naples retreat, perfectly positioned along a Gulf-access canal. Tucked away in the desirable Brookside neighborhood, this charming residence offers an exceptional opportunity to embrace the Southwest Florida lifestyle. Wake up to peaceful water views, enjoy a morning coffee and watch passing boats that create the perfect backdrop for every day. Whether you're an avid boater or simply appreciate life on the water. This property delivers an unforgettable setting. Just moments from the vibrant energy of Fifth Avenue South and Third Street South, you'll have effortless access to award-winning restaurants, boutique shopping, galleries, and year-round entertainment. Spend afternoons exploring Bayfront, experience the creative spirit of the Bayshore Arts District, or enjoy nearby parks with scenic walking and biking trails. Historic Tin City is only minutes away, offering a unique collection of waterfront dining, local shops, and Old Florida charm. And when it's time to unwind, the sparkling Gulf waters and world-renowned white sand beaches of Naples are just a short drive away. Offering an unbeatable combination of waterfront living, prime location, and relaxed coastal elegance, this exceptional property is more than a place to live—it's your gateway to the Naples lifestyle you've been dreaming of.

2140 Harbor LN, Naples

Courtesy of Premiere Plus Realty Company.

$5,990,000
4 Beds 3 Baths 226025317 MLS
Step into a rare piece of Naples history with this exquisitely renovated coastal cottage, once owned by legendary interior designer Albert Hadley. As co-founder of the iconic Parish-Hadley firm, Hadley designed interiors for luminaries including Jackie Kennedy and Brooke Astor—an artistic legacy that continues to resonate throughout this remarkable property. Blending historic charm with modern luxury, the thoughtfully updated main residence offers three bedrooms and two baths, with inviting spaces designed for both relaxed living and elegant entertaining. The chef’s kitchen features custom cabinetry, marble countertops, and premium finishes, while a newly designed wet bar in the dining room—complete with a Sub-Zero wine refrigerator and double beverage drawers—creates the perfect setting for hosting guests. The first-floor bath has been beautifully reimagined with Kohler fixtures, and the second-floor bath offers the same level of refined sophistication. Designed to embrace Naples’ indoor-outdoor lifestyle, the screened porch serves as an extension of the living space, complete with a SunBrite outdoor television and custom furnishings. Overlooking the sun-drenched pool and patio, the space is framed by lush tropical landscaping and desirable southern exposure. A private guest cottage provides exceptional flexibility for family and visitors, featuring a bespoke kitchenette, built-in queen bed with storage, separate bunk room, and a fully remodeled bath. Recent upgrades include a new roof, updated HVAC system, tankless water heater, outdoor shower, complete dormer replacement, extensive subfloor and tile renovations, and a whole-house water filtration system. Timeless architectural details abound, including custom wool rugs, plantation shutters, crown molding, and French doors. A charming white picket fence, alley access, garage, and covered carport enhance both curb appeal and convenience. Ideally located just three blocks from Naples' pristine beaches and a short stroll from the renowned dining, shopping, and entertainment of Third Street South and Fifth Avenue South, this property offers an unparalleled Old Naples lifestyle. Whether enjoyed as a full-time residence or a luxury retreat accommodating 14+ guests, this is a truly rare opportunity to own a distinctive piece of Naples history.

356 11th AVE S, Naples

Courtesy of Coldwell Banker Realty.

$1,325,000
3 Beds 2 Baths 226024139 MLS
Build the waterfront home you've always imagined on one of Brookside's most exceptional homesites. Spanning approximately .33 acres with 100 feet of waterfront, 2295 Harbor Road is one of the largest and most desirable lots in the neighborhood, offering peaceful views across the water to protected mangroves that create a beautiful natural backdrop and exceptional privacy. Located in one of Naples' most sought-after boating communities, this Gulf-access property offers access to Naples Bay, the Gordon River, and the Gulf of Mexico. Whether your passion is boating, fishing, kayaking, paddleboarding, or waterfront dining, your next adventure begins just steps from your future back door. Existing improvements add immediate value, including a dock built in 2015, a boathouse, and a basin that was professionally dredged in 2019, making it easy to begin enjoying the waterfront while planning your custom residence. Imagine designing a home that captures the tranquil water views, spectacular sunsets, and gentle coastal breezes from expansive outdoor living spaces. Picture mornings spent with coffee overlooking the mangroves, afternoons on the boat exploring Naples Bay, and evenings entertaining family and friends beside your dream pool. All of this is just 1.5 miles from the white-sand Gulf beaches and the world-class dining, shopping, and entertainment of Fifth Avenue South. Opportunities to build on a Gulf-access homesite of this size, with this setting and location, are becoming increasingly rare. Bring your architect, your builder, and your vision—2295 Harbor Road is ready to become the waterfront home you've been dreaming about.

2295 Harbor RD, Naples

Courtesy of Douglas Elliman Florida,LLC.

$1,190,000
3 Beds 3 Baths 226024560 MLS
TURNKEY COASTAL POOL HOME | FULLY FURNISHED | AIRBNB READY | MINUTES TO NAPLES BEACHES Experience the best of Southwest Florida living in this fully renovated Naples pool home at 1300 Hilltop Drive. Just a short bike ride to Naples' world-famous white sand beaches, this move-in-ready coastal retreat is ideal as a primary residence, seasonal getaway, or income-producing vacation rental. Every detail has been thoughtfully upgraded. Inside, you'll find plank tile flooring throughout, custom interior doors, upgraded trim, granite window sills, enhanced closet systems, and beautifully remodeled bathrooms. Major improvements include new plumbing, a brand-new AC system, and a new water heater, providing comfort and peace of mind for years to come. Step outside into your own private resort-style backyard featuring a newer heated pool with a screened enclosure, a luxurious travertine pool deck, lush tropical landscaping, artificial turf, and landscape lighting that creates the perfect evening ambiance. Entertain with ease in the fully equipped outdoor kitchen, while guests enjoy the convenience of a dedicated pool bath with shower. A custom mini-golf feature adds a fun and unique touch that sets this property apart. Additional upgrades include a durable metal roof, upgraded exterior lighting, and a new storage shed, enhancing both functionality and curb appeal. Offered fully furnished and turnkey, this home is ready to enjoy from day one and is perfectly suited for Airbnb or seasonal rental income. Located in a quiet no HOA neighborhood just minutes from Downtown Naples, Fifth Avenue South, Tin City, world-class dining, shopping, golf, boating, and the beautiful Gulf beaches, this exceptional property offers the Florida lifestyle buyers are searching for. Whether you're looking for a Naples pool home, a fully renovated coastal retreat, or a turnkey investment property with outstanding rental potential, this home truly has it all. Schedule your private showing today!

1300 Hilltop DR, Naples

Courtesy of Realty One Group MVP.

$22,995,000
6 Beds 6.5 Baths 226024712 MLS
This Gulf-front masterpiece offers an unparalleled blend of location, luxury, Gulf views, and resort-style living. Completely rebuilt in 2024 by Kukk Architecture and The Lykos Group with the exception of one exterior wall to utilized the grandfathered setbacks and maximize an oversized building envelope. The home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance. Originally built in 1886, the home underwent an extensive three-year renovation and reconstruction. Now practically new, the residence preserves its heritage, grandfathered footprint, and distinctive character while offering modern luxury throughout. The 6,100-square-foot, fully air-conditioned living space maximizes its premier beachfront setting. The well-designed layout offers five spacious bedrooms, five full and two half baths, a private study, and a flexible sixth bedroom. Sweeping Gulf views provide a stunning backdrop. The gourmet kitchen boasts dual Cristallo quartzite islands, top-tier appliances, custom cabinetry, and a service kitchen. Additional features include a private gated entry, two fireplaces, elevator, whole-house generator, automated screens/shutters, water filtration, and ultra-efficient air conditioning. Perfectly positioned on the Gulf, just moments from the dining and boutique shopping of Third Street South and Fifth Avenue South. A rare opportunity in the heart of Old Naples.

55 13th AVE S, Naples

Courtesy of Gulf Coast International Prop.

$440,000
2 Beds 2 Baths 226025266 MLS Fairfield Of Naples BLDG.
Move right into this beautifully updated 2 bedroom, 2 bathroom condominium in the highly desirable Moorings neighborhood of Naples. Thoughtfully renovated with a bright, light filled interior, this residence offers stylish finishes, a functional layout, and an exceptional location just moments from the Gulf of Mexico. The updated, open, kitchen features white cabinetry, quartz countertops, a striking tile backsplash, and plenty of workspace for everyday living. Tile flooring throughout the main living areas provides easy maintenance, while carpet in both bedrooms adds warmth and comfort. Both bathrooms have been tastefully remodeled with quartz countertops and custom tile showers, creating a fresh, modern feel throughout. A glass enclosed lanai extends the living area, providing a comfortable space to enjoy the peaceful landscaped views year round. Additional updates include a new air conditioning system installed in 2023. Residents of Fairfield of Naples enjoy a well maintained community with a sparkling pool, covered assigned parking, a private ground level storage closet, and beautifully maintained grounds. Owners also have the opportunity to join the Moorings Property Owners Association, providing access to the private Moorings Beach Park, an exclusive members only beach just down the street along the Gulf of Mexico. The location places you close to everything Naples is known for, including Venetian Village, Waterside Shops, Downtown Fifth Avenue South, Third Street South, Naples beaches, medical facilities, shopping, dining, grocery stores, and the public library.

750 Mooring Line DR Unit 203, Naples

Courtesy of Realty One Group MVP.

$499,900
4 Beds 3 Baths 226024971 MLS
Enjoy the Florida lifestyle in this well-maintained 3-bedroom, 2-bath home offering over 1,500 square feet of living space on a 0.24-acre lot, perfectly located in the heart of Golden Gate City. Designed for comfortable everyday living and effortless outdoor entertaining, this property features a new roof (2020), tile flooring throughout, an upgraded vinyl privacy fence, and a beautifully designed outdoor kitchen, providing both peace of mind and lasting value. One of the home's standout features is the private mother-in-law suite with its own private entrance, making it ideal for extended family, guests, a home office, studio, or potential rental income. Step outside to the spacious expanded patio, where the outdoor kitchen creates the perfect setting for hosting family and friends year-round. The fully fenced backyard offers plenty of room to add a pool, create your dream garden, or design your own private oasis. Mature fruit trees add charm and character, while additional on-site parking provides convenience for family and visitors. Best of all, there is No HOA, giving you the freedom to truly make this property your own. Ideally situated just minutes from Golden Gate Community Park, schools, shopping, dining, Publix, Target, Walmart, and Aldi. With quick access to Golden Gate Parkway, Collier Boulevard, and I-75, you're only a short drive from Downtown Naples, Fifth Avenue South, Mercato, and Naples' beautiful beaches. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this property offers the perfect combination of location, versatility, and the Florida lifestyle. Schedule your private showing today!

2200 44th ST SW, Naples

Courtesy of A Plus Realty.

$425,000
1 Beds 1 Baths 226024514 MLS Garden Court BLDG.
Positioned in the heart of Old Naples, this beautifully updated residence presents an exceptional opportunity to embrace one of Southwest Florida's most coveted coastal lifestyles. Located just three blocks from the sugar-white sands of the Gulf and within an effortless stroll of both 5th Avenue South and 3rd Street South, you'll enjoy world-class dining, boutique shopping, art galleries, and vibrant entertainment right outside your door. Bathed in natural light, this desirable second-floor end residence offers a bright, airy ambiance enhanced by tasteful neutral finishes, impact-resistant windows and doors, central air conditioning, and the convenience of an in-residence washer and dryer. Just beyond the living space, a private sun-drenched open-air patio provides the perfect setting to enjoy your morning coffee or unwind amid the gentle coastal breezes. Nestled within the intimate Garden Court community, this charming three-building enclave surrounds a lush, tranquil courtyard, creating a peaceful retreat just moments from the energy of downtown Naples. Whether you're seeking a seasonal getaway, investment opportunity, or year-round residence, this rare offering delivers the quintessential Old Naples lifestyle—where pristine Gulf waters, breathtaking sunsets, and endless opportunities for dining, shopping, and recreation are all just a short walk away. Leasing is permitted up to three times per year with a 30-day minimum. Please note that pets are not permitted. One parking space comes with unit.

285 8th AVE S Unit 285, Naples

Courtesy of Coldwell Banker Realty.

$375,000
1 Beds 1 Baths 226024522 MLS Algonquin Club BLDG.
Experience the timeless charm of Old Naples from this beautifully renovated first floor residence, ideally situated in the sought after Algonquin Club within the Village Green community. Positioned just one block from the boutiques, cafés, fine dining, and art galleries of Third Street South, four blocks from the sugar white sands of the Gulf of Mexico and the iconic Naples Pier, and only three blocks from Naples Bay and the City Dock, this exceptional location places the very best of Naples just moments from your doorstep. This light filled one bedroom, one bathroom residence blends classic coastal elegance with modern sophistication. The thoughtfully designed interior features beautiful wood flooring throughout, a bright and airy open layout, central air conditioning, tasteful furnishings, and designer finishes that create a warm yet refined atmosphere. Offered furnished, the gourmet kitchen showcases sleek countertops, new appliances, stainless steel drawer refrigerators that maximize storage, and an expansive walk in pantry, while the spacious bedroom offers generous closet space for effortless everyday living. Step outside to your private outdoor seating area overlooking the lush tropical landscaping of Village Green, a peaceful setting perfect for enjoying morning coffee or relaxing in the afternoon sunshine. A reserved covered carport space is conveniently located just steps from the rear entrance, providing effortless access to the residence.

421 12th AVE S Unit A3, Naples

Courtesy of Coldwell Banker Realty.

$325,000
1 Beds 1 Baths 226024515 MLS Algonquin Club BLDG.
This charming one bedroom, one bath residence is located on the first floor and places you just one block from the vibrant energy of Third Street South and only four blocks from the iconic Naples Pier and the sugar white sands of the Gulf of Mexico. Here, world class dining, boutique shopping, art galleries, and endless coastal recreation are all just a short stroll from your front door. Thoughtfully enhanced with new plantation shutters throughout, the home offers a refined coastal aesthetic while allowing natural light to beautifully filter through the living spaces. Central air conditioning and generous storage add to the comfort, functionality, and ease of everyday living, creating a residence that is as practical as it is inviting. Enjoy the convenience of a reserved and covered parking space located just steps from the rear entrance, along with a welcoming front patio overlooking the lush, meticulously maintained grounds, an ideal setting for morning coffee or a quiet afternoon retreat. As part of the highly desirable Algonquin Club at Village Green, residents enjoy access to a vibrant social lifestyle and an impressive suite of amenities, including a large resort style community pool, clubhouse, and inviting common areas designed for gathering and relaxation. This is a rare opportunity to experience the best of Olde Naples living, where coastal charm, walkability, and community come together in one exceptional address.

421 12th AVE S Unit A4, Naples

Courtesy of Coldwell Banker Realty.

$1,485,000
3 Beds 3 Baths 226024675 MLS
Income-Producing Waterfront Gem Near Downtown Naples. Seize this rare opportunity to own an income-producing, waterfront property just minutes from the heart of Naples! Nestled in the rapidly evolving Brookside community, this prime Gulf-access home has unobstructed canal views. With no HOA or rental restrictions, this is an ideal investment for short-term rentals or a luxurious personal retreat. Positioned in one of Naples’ most exciting redevelopment zones—including the Gateway Triangle, Metropolitan Naples, and the new 7-acre Brookside Marina—this property offers exceptional long-term value. The fully renovated home seamlessly blends modern elegance with coastal charm, featuring three bedrooms, three bathrooms, a chef’s kitchen with a gas Viking range, a Fisher & Paykel refrigerator, and exquisite quartzite countertops. For boating enthusiasts, the rare, grandfathered boathouse provides added protection for your vessel. At the same time, the private dock invites you to enjoy serene water views, spot wildlife, or head out for a sunset cruise. Just a short walk or bike ride away, you’ll find the world-class shopping, dining, and entertainment of 5th Avenue South, along with easy access to 3rd Street South, the iconic Naples Pier, and the city’s pristine sandy beaches. Whether you are seeking a lucrative rental investment or a stunning waterfront escape, this property delivers unmatched potential in one of Naples’ most sought-after neighborhoods. Act now—opportunities like this don’t last long!

2180 Harbor LN, Naples

Courtesy of Douglas Elliman Florida,LLC.

$499,000
2 Beds 2 Baths 226023830 MLS Harborside Gardens BLDG.
LOWEST-PRICED UNIT IN HARBORSIDE GARDENS IN THE MOORINGS! This beautifully maintained 4TH-FLOOR CONDO is ideally located just 0.2 MILES TO BEACH ACCESS and offers GULF-ACCESS SLIPS *CURRENTLY AVAILABLE* FOR BOATS UP TO 34 FT! Residents have the option to join MOORINGS BEACH PARK for a NOMINAL ANNUAL FEE, enjoy BEACH ACCESS just across the street for a day on the sand, or explore the waterfront boutiques and dining at THE VILLAGE SHOPS ON VENETIAN BAY just moments away. This CORNER/END-UNIT is nestled in one of Naples' most sought-after Bayfront neighborhoods, this coastal retreat features an open floor plan with 2 bedrooms, 2 bathrooms, HURRICANE IMPACT WINDOWS + STORMS SHUTTERS, A COVERED PARKING SPACE, a PRIVATE STORAGE CLOSET & BUILDING ELEVATOR. The SOUTHWEST REAR EXPOSURE provides GORGEOUS SUNSET SKIES from the screened lanai, with SPECTACULAR BAY VIEWS just outside your front entry door. The spacious primary suite features a large walk-in closet and an ensuite bathroom. This condo is perfectly comfortable as-is or offers the perfect canvas for your future dream renovation. Harborside Gardens is an intimate 78-unit complex with LUSH, TROPICAL LANDSCAPING. Residents enjoy RESORT-STYLE AMENITIES, including a POOL, BAYFRONT PAVILION ideal for entertaining or watching dolphins beneath breathtaking sunset skies, GULF-ACCESS BOAT SLIPS available for lease for boats up to 34 ft, rack space for KAYAKS & PADDLEBOARDS (for lease), and a CLUBHOUSE with year-round social events. The association has also ordered community flood barriers as an added protective measure, with no current special assessment related to this improvement. Whether you're searching for a full-time residence, seasonal getaway, or INVESTMENT PROPERTY, this condo offers EXCELLENT RENTAL POTENTIAL. This PRIME LOCATION places you just steps from the SUGAR-SAND BEACHES OF NAPLES, an easy stroll to The Village Shops on Venetian Bay for waterfront dining, boutique shopping, and entertainment, and only 4 MILES FROM DOWNTOWN NAPLES, where you'll enjoy the best of Naples' renowned restaurants, galleries, and vibrant coastal lifestyle.

3400 Gulf Shore BLVD N Unit L8, Naples

Courtesy of John R Wood Properties.

$669,900
3 Beds 2 Baths C7527729 MLS
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

Listing courtesy of PREMIERE PLUS REALTY COMPANY. 239-732-7837

$669,900
3 Beds 2 Baths 226023880 MLS
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 DR, Naples

Courtesy of Premiere Plus Realty Company.

$499,000
2 Beds 1 Baths 226023429 MLS
Thoughtfully restored and full of character, this beautifully renovated cottage offers a rare blend of timeless charm, modern updates, and inviting outdoor living just minutes from downtown Naples and the beach. Set on an oversized lot, the home has been extensively renovated, with significant improvements including a new roof, updated electrical system and panel, renovated kitchen and bath, new tile flooring throughout, and updated appliances- all while preserving the home's original charm. Inside, warm finishes, abundant natural light, and thoughtfully designed living spaces create a home that feels welcoming from the moment you step inside. The sunroom and screened porch invite slow mornings with a cup of coffee, afternoons spent reading, or evenings gathered with friends. Out back, the oversized yard is every bit as special as the home itself. A thoughtfully curated landscape of Certified Florida-Friendly and native plantings attracts butterflies, birds, and pollinators, while the garden, fire pit, and mature trees create an outdoor setting that feels both peaceful and connected to nature. A detached outbuilding with existing water and electric hookups offers flexibility for a workshop, hobby space, gardening storage, or the opportunity to restore it as additional living space. Located just minutes from downtown Naples, Gulf beaches, Baker Park, the Gordon River Greenway, shopping, dining, and everyday conveniences, this is the kind of home that's becoming increasingly difficult to find.

3880 Estey AVE, Naples

Courtesy of Compass Florida LLC. 407-443-3499

$735,000
1 Beds 1.5 Baths 226023234 MLS Beacon House BLDG.
Discover the essence of waterfront living in this exceptional beach house-inspired retreat, where relaxed coastal elegance meets the breathtaking Naples scenery. This beautifully positioned 1-bedroom plus den, 1.5 bath residence is wrapped in natural light. Thoughtfully renovated to maximize both style and function, this residence features a custom-designed den with a built-in Murphy bed—creating a versatile space and a floor plan unlike any other in the building. Shiplap accent walls, wood plank tile flooring, a fireplace and coastal furnishing complete the comfortable interiors. Designed for effortless indoor-outdoor living, the residence opens to an expansive 35-foot screened lanai with a rare adjoining open-air sun deck. Available only with second-floor residences, this private outdoor sanctuary adds over 400 square feet of additional living space—creating the perfect setting for morning coffee, entertaining guests, or enjoying Naples’ year-round coastal climate. The Beacon House complex delivers a true resort-style lifestyle with beautifully maintained grounds, a waterfront pool, bayside grilling and dining areas, and thoughtfully updated amenities. The recently renovated first-floor spaces feature inviting gathering areas, refined social rooms, stylish lobbies, and two guest suites for added convenience and overflow visitors. Beachgoers will relish in just a short walk to Moorings Private Beach, where membership is available. Boating enthusiasts will appreciate the income producing marina, offering owners priority access to slips up to 40 feet and a prime location with direct, bridge-free Gulf access through Doctor’s Pass. Residents also enjoy a kayak and paddle board launch, covered deeded parking and private storage rounding out an unmatched waterfront lifestyle in one of Naples’ most coveted locations.

2170 Gulf Shore BLVD N Unit 24W, Naples

Courtesy of Luxe Naples Real Estate.

$645,000
2 Beds 2 Baths 226023354 MLS Blue Point BLDG.
Experience refined waterfront living in this completely renovated second-floor residence in the highly sought-after Blue Point community of Oyster Bay. This exceptional 2-bedroom, 2-bath condominium offers tranquil canal and pool views in a peaceful, low-density waterfront setting just minutes from the world-class dining, shopping, and beaches of Olde Naples. Designed for both relaxation and entertaining, the screened lanai provides the perfect setting for morning coffee, afternoon lunches, or evening cocktails while overlooking the water. Boating enthusiasts will appreciate community boat slips available for lease at only $300 annually, along with major community improvements including a brand-new seawall, dock, and roof completed in 2025. No detail has been overlooked in the comprehensive renovation. The thoughtfully redesigned interior showcases Bosch gourmet stainless steel appliances, quartz countertops, custom cabinetry with under-cabinet lighting, a wine cooler, standalone ice maker, light oak hardwood flooring throughout, designer fixtures and hardware, new interior and exterior doors, recessed LED lighting, ceiling fans, Samsung televisions, Honeywell smart thermostat, Ring doorbell, and fully renovated bathrooms featuring custom shower enclosures and Toto automated toilets. The fully automated Zebra blind system allows effortless control of privacy and natural light with the touch of a button. Offered 100% turnkey with all new furnishings included, this residence is truly move-in ready. For investors, Blue Point offers outstanding flexibility with up to 12 rentals permitted annually and a 30-day minimum lease period, creating an exceptional opportunity for personal enjoyment, income potential, or both. Ideally located in the prestigious Royal Harbor/Oyster Bay area, this property is poised to benefit from the continued transformation of the neighborhood, including the future Metropolitan Naples development at US-41 and Davis Boulevard. Rarely does a waterfront property of this quality, location, and value become available.

1686 Blue Point AVE Unit B9, Naples

Courtesy of Premiere Plus Realty Company.

$2,485,000
3 Beds 2 Baths 226023041 MLS
JUST COMPLETED--BRAND NEW SEAWALL, BRAND NEW DOCK, BRAND NEW 16,000 lb BOAT LIFT, BRAND NEW POOL DECK, and BRAND NEW BACKYARD WITH PUTTING GREEN OVERLOOKING THE GULF ACCESS CANAL! Inside was all remodeled as well within the last year approximately! BRING YOUR BOAT AND COME ENJOY PARADISE! THIS IS WHOLE NEW HOME! NEW KITCHEN, NEW BATHROOMS, BRAND NEW Professionally decorated/brand NEW furniture. ALL NEW LANDSCAPING. BRAND NEW $16,000 lb. capacity Salty Hoist aluminum boat lift. This TURNKEY FURNISHED classy ranch style GULF ACCESS POOL HOME is your perfect Naples hideaway. 3 bedrooms plus a den/Florida room, 2 baths, and OVERSIZE 2 CAR GARAGE. Fully renovated and one of the BEST values in the very desirable and prestigious Vanderbilt Beach area. The open floorplan is perfect for entertaining, and the luxurious custom kitchen is even better to gather in. The bathrooms are totally updated with unique charming style, and wood plank tile flooring is found through the home. Your guests will love the HUGE bedrooms. Step outside on your pool deck and enjoy the waterfront view, the gulf access canal is minutes to the big water- a true treat for boaters. Bring your own boat to await you right there on your private dock. Whether you are grilling beside your HEATED pool (with automation system), or having a glass of wine in your spa, the lifestyle here is a true privilege. Everything is already done for you- NEW IMPACT GLASS, NEW ROOF in 2022, NEW AC in 2021, NEW HOT WATER HEATER 2023. Fenced backyard, dog friendly! So what are you waiting for? Need shopping and fine dining? Enjoy hundreds of restaurants within a 2 mile radius from home. Need entertainment, nightlife, or more shopping? Ride your bike to the Mercato Shopping Center- lovingly called the downtown of uptown. Award winning Wiggins Pass Beach is also just a bike ride away (or quick boat ride, if that's what you prefer!). Fly in conveniently, the Regional Airport is an easy 25 minute drive. Looking to enjoy and invest at the same time? This property has you covered, and has option of coming with seasonal tenants in place if new owner would like this. Or, rent it out on your own- the rental potential is in demand and unlimited! Let your new paradise make you money when you are not enjoying it. How about the area? Well, if anything needs to be said, the new Ritz Carlton Residences right around the corner are taking Vanderbilt Beach to a whole new level of luxury- don't miss out!

373 Egret AVE, Naples

Courtesy of Equity Realty.

$4,200,000
4 Beds 3.5 Baths 226020756 MLS Colonial Club BLDG.
Where two penthouses become one beachfront estate in the sky. Colonial Club. Coquina Sands, Naples. Perched atop the exclusive Colonial Club in Coquina Sands, this extraordinary residence represents a rare opportunity to own a true Gulf-front retreat. Created from the seamless combination of two penthouses—601 and 602—this offering delivers approximately 3,500+ square feet of refined beachfront living, blending the scale of a private residence with the ease and security of condominium ownership. Residence 601 offers approximately 1,760 square feet under air plus a covered balcony, distinguished by its coveted end-unit position and additional windows that fill the home with natural light. Designed with timeless modern wood cabinetry and a neutral palette, this residence includes three bedrooms and two bathrooms with walk-in showers and understated finishes, creating a calm and inviting environment suited for both everyday living and entertaining. Residence 602 presents a beautifully reimagined residence with approximately 1,758 square feet of thoughtfully designed living space. The home features top-of-the-line appliances, quartz countertops, all-white custom cabinetry, and elegant designer lighting throughout. Spa-inspired bathrooms evoke the look of a Carrara marble finish, while the layout includes a spacious primary suite and a flexible office that may serve as an additional bedroom. Together, the two residences form a rare dual-penthouse configuration that lives like a single-family beachfront home in the sky. The combined layout includes four bedrooms plus a den, two expansive living areas, multiple dining spaces, and two glass-enclosed lanais that frame sweeping Gulf views and unforgettable sunsets from multiple vantage points. Set within the intimate Colonial Club, a boutique Gulf-front building of only 18 residences, owners enjoy a quiet, private atmosphere enhanced by full-time on-site management and a community of seasonal residents who value discretion and relaxed beachfront living. Ideally located near Lowdermilk Beach, Fifth Avenue South, Third Street South, Miracle Mile, and the newly opened Naples Beach Club at the Four Seasons, the residence is also positioned within Naples’ emerging luxury corridor, where new landmark developments continue to elevate the coastal lifestyle experience. A rare opportunity to acquire approximately 3,500 square feet of Gulf-front living in one of Naples’ most desirable beachfront locations—offering exceptional scale, privacy, and coastal sophistication.

1275 GULF SHORE BLVD N Unit 601 & 602, Naples

Courtesy of William Raveis Real Estate.

$665,000
2 Beds 2 Baths 226020211 MLS Port Au Villa BLDG.
Welcome to "Miracle Mile". Completely transformed with an effortless coastal aesthetic and offered furnished, this 2 bed, 2 bath residence presents an exceptional opportunity to enjoy one of Naples' most desirable waterfront locations. Situated directly across from the Gulf of Mexico and overlooking the bay, the home combines the best of beachside and boating lifestyles within the peaceful, intimate setting of the boutique Port au Villa community. The interior showcases new flooring, updated appliances, sleek designer finishes, and fully reimagined baths. The open-concept kitchen serves as the heart of the home, featuring expansive quartz surfaces, generous island seating, and a seamless connection to the living room. Natural light fills the interiors, creating a bright and inviting atmosphere throughout. Residents enjoy a bayside pool with sweeping water views, grilling area, bike storage, assigned parking, additional storage, and the convenience of an in-unit washer and dryer. Owners are also eligible to join The Moorings Property Owners Association (MPOA), providing access to the private Moorings Beach Park, where members enjoy one of Naples' most coveted beachfront settings complete with Gulf-front beach access, parking, and breathtaking sunset views. Ideally positioned just minutes from The Naples Beach Club/Four Seasons, Venetian Village, Olde Naples, Fifth Avenue South, and some of Southwest Florida's finest dining and shopping destinations, this residence captures the essence of the Naples lifestyle—where beach walks, boating excursions, waterfront sunsets, and world-class amenities are part of everyday life.

2100 Gulf Shore BLVD N Unit 107, Naples

Courtesy of Compass Florida LLC. 239-860-2324

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