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Single Family Homes for Sale in 34108, Naples, FL

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Welcome to your dedicated resource for single family homes for sale in 34108, Naples, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local 34108, Naples, FL agents, The Fortune Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the single family properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Single Family Homes for Sale in 34108, Naples, FL

$11,995,000
6 Beds ⋅ 7.5 Baths ⋅ 225077753 MLS
Nestled behind the private gates of Bay Colony Shores, this masterful coastal-contemporary residence, originally crafted by BCB Homes and brilliantly expanded in 2016 by Covelli Construction with a seamless 1,600-sq-ft addition, is the epitome of refined luxury. Completely reimagined with countless recent enhancements, this 6-bedroom, 8-bath (6 full, 2 half) estate rivals the finest new construction in Naples’ most exclusive enclave. Step inside to soaring custom ceilings, walls of glass, and light-drenched living spaces that blend sophisticated design with effortless livability. The gourmet kitchen is a culinary masterpiece, appointed with Sub-Zero refrigeration, Wolf appliances, dual wine towers, a hidden butler’s pantry, and a temperature-controlled glass wine cellar. A dramatic great room flows to the cozy family room, while the palatial downstairs primary wing offers dual spa-inspired baths (remodeled 2023), expansive bespoke closets, and serene lake views. Upstairs, five generous en-suite bedrooms provide ultimate privacy for family and guests. A resort-caliber laundry suite features high-capacity appliances, abundant folding counters, custom cabinetry, a deep utility sink, built-in ironing station, and even a dedicated pet spa. Outdoors, the lakefront oasis beckons with a newly resurfaced and re-equipped pool/spa (new heater & pump 2025), expansive covered lanais, summer kitchen, and multiple conversation areas perfect for al fresco entertaining against a backdrop of shimmering water views. Additional 2022-2025 upgrades include a full roof replacement (2022), redesigned entry bath (2023), new AC systems, smart-home integration, and countless bespoke finishes throughout. Residents of Bay Colony Shores enjoy a private clubhouse with formal and casual dining, state-of-the-art fitness center, tennis, pickleball, and exclusive access to the legendary Bay Colony Beach Club — attended beach service, chic seaside dining, and sunset cocktails on the Gulf of Mexico. Optional world-class golf is available at either the Bay Colony Golf Club or neighboring Pelican Bay. Perfectly positioned just moments from Waterside Shops, Artis—Naples, 5th Avenue South, and Mercato, this impeccable estate offers the very best of Naples’ luxury lifestyle. An extraordinary opportunity to own a turnkey masterpiece in one of the area’s most coveted addresses.

333 Sedgwick CT, Naples
$11,995,000
5 Beds ⋅ 6.5 Baths ⋅ 225076105 MLS
This one-of-a-kind waterfront masterpiece at 260 Channel Drive defines Naples coastal living at its finest. Walk to the powder-white sands of Vanderbilt Beach and enjoy having your boat right in your backyard for effortless Gulf access. Designed for those who appreciate exceptional craftsmanship and cutting-edge architecture, this residence blends glass, steel, and natural light into a breathtaking modern statement. Four levels of inspired design showcase panoramic bay views through walls of glass and expansive terraces that capture the essence of indoor-outdoor living. The exterior sets a bold tone with a granite paver driveway, a 3-car garage featuring frosted glass doors, stainless balcony railings, and a striking glass-and-steel staircase. Step inside through a 12-foot Tiffany-inspired stainless-steel entry door to discover a luminous interior wrapped in pure Thassos marble floors and anchored by a dramatic glass staircase framed in Macassar wood. The gourmet Allmilmo kitchen—crafted in Germany—is paired with Miele and Gaggenau appliances, dual dishwashers, dual laundry sets, and a temperature-controlled wine cooler, blending form and function seamlessly. Every detail reflects European precision and design, from the custom Bartels German interior doors to the Bisazza mosaic tile bathrooms in each ensuite. The primary suite elevates luxury with gold-leaf Bisazza tile and sweeping bay views. A state-of-the-art cinema room offers a 120” screen, 3D anamorphic projector, Bang & Olufsen sound, and Swarovski crystal lighting for an immersive experience. Additional features include an elevator with Swarovski accents, Crestron home automation, and a LightTouch lighting system throughout. The lower level provides a versatile living area with a steam room and direct access to the pool and dock—ideal for guests or a private wellness retreat. Perfectly positioned along the three finger streets in Connors off Gulf Shore Drive, this south-facing residence captures all-day sunlight and the rare combination of beachside convenience and boating luxury. Just steps to Vanderbilt Beach and LaPlaya Beach & Golf Club, and a short drive to The Ritz-Carlton, as well as the upscale shops and dining at Mercato and Waterside Shops, 260 Channel Drive delivers the ultimate Naples lifestyle—where modern design meets coastal serenity.

260 Channel DR, Naples
$7,499,000
4 Beds ⋅ 5.5 Baths ⋅ 225077829 MLS
LOCATION, LOCATION, LOCATION! This exquisite custom home is perfectly positioned in the sought-after Gulf Shore Drive section of Vanderbilt Beach, within the exclusive Conners neighborhood. Just one house away from Gulf Shore Drive, it sits on desirable Bayview Avenue directly across from the beach, offering the ultimate coastal setting. Built in 2020, this coastal masterpiece blends modern elegance with timeless craftsmanship. The thoughtfully designed open floor plan with soaring volume ceilings creates an airy, light-filled environment ideal for both relaxation and entertaining. The luxurious ground-floor primary suite is complemented by three additional en suite bedrooms, providing comfort and privacy for family and guests. A dedicated study and sophisticated open kitchen with a large island enhance functionality and style. The home also includes a second laundry room conveniently located on the second floor, adding to its practicality. Designed for hosting or simply enjoying the Florida lifestyle, the outdoor living spaces are truly exceptional. The screened lanai and open patio feature multiple seating areas, a built-in grill, outdoor fireplace, and a full outdoor kitchen. The resort-style pool and spa complete this private retreat. For boat enthusiasts, a custom dock accommodates vessels up to 42 feet, offering direct access to the bay and beyond. Impact-resistant doors and windows, a whole-house generator, and electric shutters provide security and peace of mind. A generous three-car garage offers ample space for storage and parking. This remarkable residence represents the best of Naples waterfront living—where luxury, design, and location meet to create the quintessential coastal dream lifestyle. Bonus-in addition, this property offers an opportunity to be part of the newly formed Paraiso Beach Club. Enjoy two beautiful restaurants, multiple pools on the beach and luxury beach living.

103 Bayview AVE, Naples
$1,549,000
3 Beds ⋅ 2.5 Baths ⋅ 225075691 MLS
This 3-bedroom, 2.5-bath home in a prime Naples location offers a perfect blend of luxury and comfort. Featuring stunning curb appeal with lush landscaping, a paver driveway, and a tile roof, this home immediately impresses. Step through the double-glass doors into a grand, light-filled foyer with a 22-foot ceiling and a beautiful wooden staircase. The open floor plan showcases elegant wood plank floors, tray ceilings, and custom finishes throughout. A chef?s dream kitchen is equipped with GE stainless steel appliances, granite countertops, and rich cabinetry. The layout includes both a casual breakfast nook and a formal dining area with a built-in wet bar. The open living area transitions effortlessly to your private backyard retreat. The screened-in lanai features a covered lounge with a TV, a full outdoor kitchen with a built-in gas grill, and a heated pool with a soothing water feature. Upstairs, the expansive owner?s suite is a true sanctuary, complete with two walk-in closets and a spa-like en-suite bathroom. For guests or family, two private bedrooms are conveniently located on the main floor. Additional features include impact doors and windows, a central vacuum, a security system, and a location in the low-risk FEMA flood zone X.

699 98th AVE N, Naples
$949,000
3 Beds ⋅ 2 Baths ⋅ 225072646 MLS
Welcome to this thoughtfully updated home in the sought after 500 block with southern exposure! Just a bike ride to Vanderbilt Beach and a plethora of casual and fine dining at your fingertips. Spacious home offers 1,645 square feet of living space providing both convenience and flexibility. Inside, you’ll find an open, bright layout highlighted by new impact windows and slider, modern light fixtures, stylish plank flooring throughout, and freshly painted interior and exterior. The spacious kitchen has been remodeled with quartz countertops, white cabinetry, stainless steel appliances, and is completely equipped. New A/C 2025. Outside, the fenced yard is ideal for privacy, entertaining, and fruit trees. Room for pool. The property’s location offers an unbeatable lifestyle: close proximity to upscale shopping and dining at Mercato and the Ritz, yet tucked in a quiet street in Naples Park. Additional features include updated electric wiring, new water heater, new front and side doors, and new window treatments. Every detail has been considered to make this home both comfortable and low maintenance. Flood Zone X.

532 99th AVE N, Naples
$5,400,000
4 Beds ⋅ 4 Baths ⋅ 225072095 MLS
A Rare Investment Opportunity in one of Naples’ Most Sought After Waterfront Communities. Where the beauty of Vanderbilt Bay meets boundless possibility, discover a property unlike any other in Conners. Spanning over .58 acres on a rare corner tip lot with more than 300 feet of pristine bay frontage, this extraordinary offering presents the chance to create something truly remarkable. Here, western exposure sunsets melt into the water, boats drift by in the golden light, and every view feels like a postcard. But beyond its beauty lies extraordinary investment potential—the opportunity to design a grand 11,000+ sq/ft waterfront estate, divide the parcel for dual residences, or reimagine the current home while planning your next masterpiece. A new seawall and dock (2019), along with a rare covered boathouse and sun deck, ensure this property is ready to enjoy today while holding immense value for tomorrow. Just two miles to the Gulf of Mexico via Wiggins Pass, the location offers seamless access for boaters and unbeatable proximity to Vanderbilt Beach, the Ritz-Carlton Resorts, LaPlaya, Mercato, and Naples’ finest dining and shopping. For the visionary investor or homeowner who understands that opportunity and beauty seldom converge—this is your moment. Endless views. Endless potential. Endless Naples waterfront lifestyle.

371 Bayside AVE, Naples
$11,995,000
5 Beds ⋅ 6.5 Baths ⋅ 225066221 MLS
Poised as a singular architectural statement within Pine Ridge, 208 Hickory Road transcends the expected, offering a level of design, scale, and presence that is rarely achieved and not easily replicated. Encompassing over seven thousand two hundred square feet under air, this newly completed estate is not simply a residence, but a carefully orchestrated living experience where every detail has been considered with intention. From the moment of arrival, the home reveals a quiet confidence—clean lines, voluminous spaces, and a seamless interplay of light and texture. The open-concept layout unfolds with purpose, creating an effortless flow between formal and casual living. Six bedrooms, a private office, and a fully equipped gym are integrated with a sense of balance, ensuring the home lives as beautifully as it presents. At its core, the kitchen is both sculptural and highly functional, anchored by bespoke cabinetry, premium appliances, and a design that invites gathering without compromise. Surrounding spaces are layered with refined materials, custom millwork, and thoughtfully selected lighting, creating an atmosphere that feels both modern and enduring rather than trend-driven. Walls of glass dissolve the boundary between indoors and out, revealing a resort-caliber outdoor setting designed for both scale and serenity. The pool and surrounding terraces are framed by lush landscaping, offering privacy while still embracing the openness that defines Pine Ridge living. Set on a prime homesite just minutes from Naples’ most coveted destinations, this property delivers a rare combination of location, craftsmanship, and architectural clarity. For those seeking something truly distinct—where design, livability, and presence converge—208 Hickory Road stands apart in a way that is immediately felt and not easily forgotten.

208 Hickory RD, Naples
$1,900,000
4 Beds ⋅ 3.5 Baths ⋅ 225058680 MLS
STUNNING NEW CONSTRUCTION "BEACH BUNGALOW" WITH OVER ($350,000) IN BUILDER/OWNER UPGRADES & DESIGNER FINISHES)! FURNISHED & TURN KEY: 4 bedroom, (WITH 2 MASTER BEDROOMS) 3.5 bath, 2 car garage, pool-spa home located in the highly sought-after area of the 600 BLOCK, Naples Park, and MINUTES TO NAPLES FAMOUS BEACHES. This exquisite property boasts all tile floors for ease of maintenance, an open concept living area, perfect for entertaining guests. "CHEF'S" KITCHEN CUSTOM CABINETRY, LEVEL 5 QUARTZ TOPS, HIGH END STAINLESS STEEL APPLIANCES & BUTLER'S PANTRY. HOME BOASTS LOTS OF GLASS WINDOWS & SLIDERS ( ALL IMPACT WINDOWS & SLIDERS) MAKE THE HOME LIGHT-BRIGHT-SUNNY ALL YEAR ROUND. MASTER BEDROOM HAS 10' CEILINGS, GORGEOUS DUAL MARBLE SINKS, ROMAN SOAKING TUB AND FLOOR-TO-CEILING GLASS WALK-IN SHOWER. All other bedrooms are spacious and have spa-like bathrooms are adorned with beautiful marble countertops, a standalone tub, and sleek fixtures. Additionally, this home features a stylish outdoor paved deck, pool and spa, as well as a SUMMER KITCHEN, creating the perfect outdoor entertainment oasis. The exterior boasts a stylish facade with clean lines and modern balcony. This prime location is in close proximity to WORLD RENOWN BEACHES, MERCATO ENTERTAINMENT COMPLEX, WATERSIDE SHOPS, CHURCHES, HOSPITALS AND ALL A-RATED SCHOOL DISTRICTS. THIS HOME IS A VACATION MONEY GENERATOR WITH OVER $100,000+/- IN VACATION INCOME EVEN WITH CONSIDERABLE OWNER USAGE. PERFECT TWO FAMILY HOME SITUATION. HOME COMES ADDITIONALLY, A ONE YEAR "HOME WARRANTY" FOR TOTAL BUYER COMFORT. THIS IS A "BEST VALUE" NAPLES PARK HOME! Rental history available upon request.

678 95th AVE N, Naples
$5,975,000
4 Beds ⋅ 4.5 Baths ⋅ 225053847 MLS
Experience the pinnacle of coastal luxury in this architecturally modern waterfront pool home featured in Gulfshore Life Magazine. Boasting over 4,000 square feet of sleek, open-concept living space, this exceptional residence is perfectly positioned just minutes from pristine beaches, upscale shopping, and fine dining. Step inside to soaring ceilings, expansive glass doors, and seamless indoor-outdoor flow designed for effortless entertaining. The gourmet chef’s kitchen features top-of-the-line Wolf appliances, flush Neff custom cabinetry, and a waterfall island. Retreat to the expansive primary suite with spa-inspired bath with rain shower, soaking tub and back lit touch lights. Main outdoor living area features outdoor kitchen, dining and see thru fireplace that leads to another space to enjoy conversation, cocktails and sunsets. In total, this home has 6900 square feet of living space of which 4273 is under air offering 4/5 bedrooms (3 ensuite) and 4.5 baths. On the ground level is a private guest suite that leads to a covered lanai, sparkling 55 ft heated salt water pool with spa, sun shelf, and deck. The dock includes a 16,000 lb boat lift and a 10,000 lb jet ski lift. For the car enthusiast, there is a garage for 6 - 7 cars as well as ample storage for your beach and boating equipment. Complementing these amenities is a whole house generator with 1000 gallon propane tank. This home is truly a must see to fully appreciate the uniqueness of its design and the lifestyle it offers.

432 Bayside AVE, Naples
$7,750,000
4 Beds ⋅ 5.5 Baths ⋅ 225036920 MLS
Welcome to this exquisitely designed British West Indies home, where timeless elegance meets modern luxury. Nestled on a beautifully landscaped cul-de-sac in the heart of Pelican Bay, this residence offers a serene retreat with every contemporary comfort. As you step inside, you're greeted by an open and inviting floor plan that seamlessly integrates with the expansive, lush backyard. Here, you'll find a 45-foot resort-style pool and an infinity edge spa, surrounded by a spacious entertainment and dining area, perfect for gatherings. This outdoor oasis is enhanced by a cozy fire pit and an outdoor shower, all enjoying coveted Southern exposure. The chef's kitchen is a culinary masterpiece, featuring custom inset cabinetry, stunning quartzite counters, and top-of-the-line Wolf and Sub-Zero appliances, along with a built-in Miele coffee station for the perfect start to your day. This stunning home boasts four en-suite bedrooms, providing ample space and privacy for family and guests, along with a dedicated office and a custom wine bar. A 3-car garage offers convenience and additional storage. Throughout the home, you'll find French white oak flooring and superior quality finishes that elevate the ambiance of this luxurious lifestyle. Living in Pelican Bay means enjoying unparalleled amenities, including two private beach clubs with miles of pristine white sandy beach, two exclusive restaurants, and complimentary chair and umbrella service. The community center offers a state-of-the-art fitness center, spa, and 18 Har-Tru tennis courts, ensuring an active and carefree lifestyle. Experience the best of Pelican Bay living in this exceptional home, where every detail has been carefully curated for your comfort and enjoyment. Carefree living at its finest awaits you!

702 BOBWHITE LN, Naples
$1,249,000
3 Beds ⋅ 2 Baths ⋅ 225007918 MLS
Discover your ideal Florida retreat in the highly sought-after Naples Park 500 Block! This beautifully remodeled 3-bedroom, 2-bathroom home seamlessly blends modern elegance with laid-back coastal living. Located just steps from Vanderbilt Beach and premier shopping, this residence offers the perfect mix of sophistication and accessibility. The open-concept layout features new tile flooring that flows effortlessly through the living spaces, adding both style and functionality. A gourmet kitchen takes center stage with a stunning waterfall island, shiplap accents, KitchenAid appliances, and innovative pop-up wireless charging stations. With expansive counter space and bar seating, it’s the perfect place to cook and entertain. Spacious bedrooms boast custom closets, while the master suite overlooks the pool, creating a tranquil retreat. The guest bathroom offers a relaxing tub, ideal for unwinding. Completing the interior is a freshly painted look, modernized with a new roof, impact glass windows, and sliders for comfort and peace of mind. Outside, enjoy resort-style living with a saltwater pool surrounded by new pavers, complemented by an outdoor kitchen, a grill, and a charming chickee hut. The screened front porch is perfect for morning coffee or evening cocktails, while lush tropical landscaping, a manicured lawn, and new landscape lighting create a serene ambiance. With updates such as an epoxy-coated garage floor and a new irrigation system, this property is truly move-in ready. Whether you’re looking for your dream home or a high-yield vacation rental, this Naples Park retreat offers unmatched quality and appeal.

538 106th AVE N, Naples
$2,850,000
3 Beds ⋅ 2 Baths ⋅ 225006028 MLS
Being sold as - is, LOT Value. Amazing lot option for a new construction home with BIG open water views on an 80 ft wide lot. New construction on either side. Conners Vanderbilt Beach location is just minutes from Naples’ world-renowned shopping, dining, and pristine beaches, this custom waterfront residence offers the best of coastal living. Don’t miss the opportunity to make this exceptional property your own!

259 Trade Winds AVE, Naples
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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.