Naples Real Estate Search

Naples Historical Properties for Sale

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Newest Naples Historical Properties for Sale

$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 Avenue S, Naples
$22,995,000
6 Beds ⋅ 7 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 Avenue S, Naples
$3,695,000
6 Beds ⋅ 8 Baths ⋅ 226022644 MLS
Positioned on an expansive parcel spanning nearly two acres, this prime property presents a remarkable opportunity in the heart of Naples. Located just minutes from the vibrant energy of downtown, the site is zoned RMF-6 and allows for the development of up to 9 single family and 11 multi-family residential units, offering exceptional versatility for developers, investors, and visionaries alike. Surrounded by a neighborhood experiencing significant growth and transformation, the property is ideally suited for a luxury residential community, a collection of custom homes, or a private estate compound. The existing improvements are being offered at land value, creating an ideal canvas for a new owner to design and build without limitation. Enjoy the rare advantage of a peaceful setting with water access to Naples Bay while remaining within close reach of the area's most sought-after destinations, including Fifth Avenue South, white-sand Gulf beaches, world-class dining, boutique shopping, and cultural attractions. Opportunities of this size and zoning designation within such close proximity to downtown Naples are increasingly difficult to find, making this a truly exceptional investment in one of Southwest Florida's most coveted markets.

1063 SHADOWLAWN Drive, Naples
$3,295,000
5 Beds ⋅ 4 Baths ⋅ 226014758 MLS
Ideally located in the heart of Olde Naples, this beautifully renovated five-bedroom, four-bath Key West–style residence offers an exceptional blend of coastal charm and walkable luxury. Just steps from Fifth Avenue South, Gulf beaches, and directly across from Cambier Park. The residence features a spacious open floor plan with vaulted ceilings, Miami-Dade pine floors, and timeless beadboard details. The living, dining, and kitchen areas flow seamlessly, creating an ideal setting for both relaxed coastal living and elegant entertaining with room for large family gatherings. Recent improvements include a new standing seam metal roof and a new main air conditioning system installed in 2025, offering enhanced durability, efficiency, and peace of mind. Outdoor living is highlighted by a heated swimming pool, multiple lounge and grassy lawn areas. This is a rare opportunity to own a classic coastal home in a premier walk-to-everything location in Olde Naples. Excellent rental history.

660 8th Avenue S, Naples
$449,000
2 Beds ⋅ 2 Baths ⋅ 226008528 MLS
Located in the vibrant Bayshore Arts District, this charming Old Florida-style cottage offers exceptional versatility as either a full-time residence, seasonal retreat, or investment property in one of Naples' most exciting redevelopment corridors. With its prime location near downtown Naples, waterfront attractions, and year-round dining and entertainment, this home presents an outstanding opportunity for both lifestyle and long-term value. This thoughtfully updated two-bedroom, two-bath home features a bright, inviting interior with white cabinetry, stainless steel appliances, and modern finishes that blend seamlessly with its classic Florida character. The functional floor plan maximizes living space while maintaining the charm that makes this neighborhood so desirable. Situated on a spacious 7,405-square-foot lot, the fully fenced backyard provides a private outdoor oasis with plenty of room for pets, gardening, entertaining, or future enhancements. The generous lot size also offers excellent potential for expansion or redevelopment as the Bayshore area continues to grow and evolve. Whether you're searching for a place to call home or a property with excellent income-producing potential, this residence offers the best of both worlds. Just minutes from Celebration Park, Naples Botanical Garden, Sugden Regional Park, East Naples Pickleball Center, waterfront dining, and the renowned shopping, dining, and beaches of downtown Naples, you'll enjoy all that this thriving neighborhood has to offer

2780 Weeks Avenue, Naples
$450,000
1 Beds ⋅ 1 Baths ⋅ 226005498 MLS
"Spirit of the Glades," is a 2 1/2 acre Old FL Homestead plant nursery-Ag1 with 3 wells. Off US 41 South, near parks, 15 miles from Naples. Peaceful rural living with space to grow yet close to all amenities of town. Come sit by our firepit, enjoy some coffee, let the Spirit of the Glades bring you peace.

11170 Lager Lane, Naples
$4,995,000
3 Beds ⋅ 3 Baths ⋅ 226000549 MLS
Filled with every ounce of warmth, character, and history, the 1929 Captain Parker House captures the dream of Olde Naples and is located just steps to Cambier Park, 5th Avenue South, 3rd Street South, and Naples' sugar sand coastline. Having been fully restored over the years to create a perfect marriage between history and modern-day elegances, the romantically-set cottage features a gracious front porch, old-growth heart pine flooring, a fireplace enveloped in hand-picked oyster shells, ship-lap walls, whimsical tiling, stunning soaking tub, grotto style pool, and Hardie board siding. A number of other luxurious features are encompassed, such as a chef’s kitchen outfitted with a Lacanche gas range, Sub-Zero refrigerator and wine cooler, as well as a whole-house generator, impact glass, and a metal roof. The remainder of the parcel is enveloped in lush tropical foliage and includes vegetation such as a 50' Royal Poinciana tree, birds of paradise, banana, coffee, and coconut trees, as well as gardenias.

680 8th Avenue S, Naples
$1,250,000
4 Beds ⋅ 2 Baths ⋅ 225081782 MLS
Waterfront Living on Rock Creek – Gulf Access & Endless Potential! Seize a rare opportunity to own an oversized 0.34-acre waterfront lot with direct access to Naples Bay and the Gulf of Mexico. Just minutes from the vibrant energy of 5th Avenue South, this exceptional property sits in one of Naples’ fastest evolving and most desirable corridors. The existing single-family home offers flexibility to live comfortably or generate rental income while you design the custom waterfront retreat you’ve always imagined! This coveted neighborhood has NO rental restrictions and NO HOA fees, and this property has an established rental history in place. Boaters will love the effortless access — only one bridge to Naples Bay opens the door to Keewaydin Island, Marco Island, and scenic backwater routes renowned for outstanding fishing, shelling and exploring the beauty of nature. Prefer a slower pace? Launch your kayak from your backyard and paddle to sunset cocktails at the Cabana Bar, or dinner at The Tavern on the Bay at Bayfront. Perfectly positioned near world-class dining, boutique shopping, pristine beaches, the upcoming JW Marriott, Naples Botanical Gardens, and the Gulf beaches, this location delivers incredible convenience. Waterfront. Central. Full of possibility. This is the Southwest Florida lifestyle at its finest.

2347 Harbor Road, Naples
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