Homes for Sale Over $3,500,000 in Olde Naples, Naples, FL

4 Beds ⋅ 4.5 Baths ⋅ 226011149 MLS ⋅ Olde Naples BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. One of the few Old Naples residences offering both immediate Gulf access and a 5+ car garage, this timeless Italian-inspired home presents a rare combination of coastal proximity, scale, and functionality. Ideally positioned just steps from the pristine Gulf beaches—directly across the street—and adjacent to the highly anticipated Four Seasons Resort Naples and its reimagined oceanfront golf campus, the property benefits from one of the most compelling locations in Naples, blending lifestyle with long-term value. Encompassing over 6,800 square feet of interior living space, the residence showcases elegant architectural details, warm finishes, and expansive gathering areas designed for both everyday comfort and grand-scale entertaining. The impressive living room offers a refined yet inviting setting, complete with a billiard table and seamless flow into the main living areas. A standout feature is the presence of two private guest suites, each with its own kitchen—providing exceptional flexibility for extended family, guests, or staff while maintaining privacy and independence. Built with exceptional strength and durability, the home is equipped with a private elevator, full-house diesel generator, rainwater recycling system, and automatic irrigation, delivering a level of infrastructure and peace of mind rarely found in this location. Car enthusiasts and collectors will immediately appreciate the significance of the 5+ car garage spanning over 2,000 square feet—a truly rare offering in Old Naples. This expansive space accommodates a substantial vehicle collection while also allowing for a workshop, storage, or additional lifestyle uses seldom available this close to the Gulf. The expansive rooftop terrace serves as the home’s signature outdoor retreat, offering Gulf views, refreshing coastal breezes, and an ideal setting for sunset entertaining above it all. A rare and compelling opportunity to own a substantial Old Naples residence that uniquely combines Gulf proximity, exceptional infrastructure, and immediate adjacency to the transformative Four Seasons beachfront development—positioning this home not only as a lifestyle purchase, but as a strategic long-term investment.

200 S Golf Dr, Naples

$4,900,000

4 Beds ⋅ 4.5 Baths ⋅ 226009201 MLS ⋅ Olde Naples BLDG.

Ideally positioned on a sun-filled corner lot in the heart of Old Naples, this exceptional 2020-built residence blends timeless coastal elegance with thoughtful modern design. Just one block from Naples Bay and moments to dining and boutiques of 3rd Street South and 5th Avenue South, the location offers the best of accessible Naples living. Designed by MHK Architecture, the home is bright, open, and effortlessly inviting. Expansive windows flood the interiors with natural light, while refined stone flooring and curated finishes create a warm yet sophisticated aesthetic throughout. The thoughtfully designed floor plan features four bedrooms, including two luxurious primary suites, one on the first floor and a private retreat upstairs, offering flexibility for guests and multigenerational living. The main living spaces flow seamlessly to the outdoor area, embracing indoor-outdoor living. At the heart of the home, the chef’s kitchen is stunning and functional, appointed with marble countertops, a statement Lacanche range and oven, Sub-Zero refrigeration and custom cabinetry, a space equally suited for quiet mornings or lively entertaining. Outdoors, the western-exposure pool captures glowing afternoon light and vibrant Naples sunsets, while the corner lot setting enhances privacy and curb appeal. Lush landscaping and charming architectural details complete this coastal retreat. A rare opportunity to own a newer-construction home in Old Naples, just near Naples Bay and a short distance to the beach, fine dining and best of the Naples lifestyle.

901 10th S Ave, Naples

$6,900,000

3 Beds ⋅ 3.5 Baths ⋅ 225075505 MLS ⋅ Olde Naples BLDG.

In the private, gated enclave of Gordon Drive Estates a mere three doors from the sugar sand coastline, lies this meticulously maintained, custom home enveloped by lush, tropical foliage. The entire residence is defined by volume ceilings, as well as large sliders and transom windows that allow natural light to pour in and create a warm, comfortable ambiance. The floor plan flows through 3,033 sq. ft. of living space - all culminating in the spacious atrium that is perfect for entertaining. The kitchen is open to the family room and features two center islands, granite countertops, Viking appliances, a pantry, and custom cabinetry. Secluded and offering the utmost in privacy, the master suite is sprawling and is accompanied by a luxurious bath with Carrera marble flooring, a soaking tub that is flanked by a fireplace, and spacious walk-in shower. The home also encompasses a charming second bedroom with private bath, a cabana guest suite with private entrance, and a study. Gordon Drive Estates offers tranquility and luxury with its resident-only gated beach access, as well as enjoys the convenience of being located within seconds to the renowned shopping and dining found on Third Street South. Additionally desirable and worth note is that this home did not receive any interior water intrusion during recent storms, including Ian.

2080 Gordon Dr, Naples

$7,500,000

5 Beds ⋅ 8.5 Baths ⋅ 226005784 MLS ⋅ Olde Naples BLDG.

This 2022 custom-built home in Old Naples offers the perfect blend of luxury and resilience in an unbeatable location—just steps from NCH Baker Hospital, 5th Avenue South, and the beach. Transitional cottage-style residence with nearly 5,000 sq. ft. of air-conditioned living space, featuring 5 en-suite bedrooms (including a private guest cabana), a dedicated study, gourmet kitchen, wide-plank wood floors, and a spacious fenced backyard. Enjoy the saltwater pool and spa, covered outdoor kitchen, and fireplace—all elevated by concrete construction, natural gas, and impact glass. A rare opportunity to own an elegant, storm-ready coastal retreat in the heart of Old Naples.

739 5th N Ave, Naples

$3,500,000

3 Beds ⋅ 3 Baths ⋅ 226003779 MLS ⋅ Olde Naples BLDG.

This elegant and expansive detached villa offers a rare lifestyle opportunity in the heart of Naples, just steps from the shops and restaurants of Third Street South. Built by Hemmer Construction, the residence features 3 bedrooms, 3 full baths, and two gas fireplaces as well as private elevator and 3 car garage! Additional bonus is the ability to generate income as a weekly rental! The open-plan living area is ideal for entertaining, with French doors opening to a spacious lanai. The gourmet kitchen is equipped with gas cooking, Sub-Zero and Miele appliances, and high-end finishes throughout. Flooring includes a mix of tile, hardwood, and carpet, complemented by impact-resistant doors and windows. The private primary suite occupies the third level and includes a spa-like bath with walk-in rain shower, soaking tub, Caesarstone vanity tops, and a generous walk-in closet. Juliet balconies enhance both the guest suite and main living areas, while the primary bedroom offers access to a lanai and an upper rooftop deck via a spiral staircase. Additional features include an elevator, front-door camera security system with alarm, and a private 3-car air-conditioned garage currently configured as a 2-car space with storage, pre-wired for a vehicle lift. Excellent rental potential.

340 12th S Ave Unit 6, Naples

$29,500,000

6 Beds ⋅ 5.5 Baths ⋅ 226001239 MLS ⋅ Olde Naples BLDG.

An extraordinary Old Naples beachfront estate, this rare offering encompasses approximately .67 acres with an impressive 169 feet of pristine Gulf frontage, delivering an unparalleled combination of privacy, scale, and a prime location just blocks from the world-class boutiques, galleries, and dining of Fifth Avenue South and Third Street South. Designed by acclaimed architect Richard Morris, the art deco–inspired residence was masterfully conceived to frame sweeping Gulf views and sunsets, showcase fine art and create a seamless indoor–outdoor living experience that feels grand and intimate. A dramatic arrival unfolds into a soaring 22-foot foyer, where a sweeping staircase and private elevator lead to an elevated art gallery, immediately establishing the home’s architectural presence and refined elegance. The light-filled great room serves as the heart of the residence, flowing effortlessly into the dining area, expansive lanai and a sophisticated lounge highlighted by custom millwork and a wet bar, ideal for entertaining against a backdrop of endless blue horizons. A sculptural spiral staircase ascends to a private observation deck, offering breathtaking panoramic views of the Gulf and unforgettable sunsets. The generous kitchen suite is designed for effortless hosting, featuring an open-concept layout with indoor and outdoor dining counters, a walk-in pantry and high-end stainless-steel appliances. The primary suite is a secluded beachfront retreat with direct access to a Gulf-front balcony, pool and lanai, complemented by a spa-inspired bath with a glass-enclosed walk-in shower and mesmerizing water views. Just a short distance away, a private bedroom or den offers flexibility as a refined home office or serene sanctuary. The east wing of the home hosts four spacious en-suite bedrooms and a dedicated laundry, while the northeast bedroom, bathed in exceptional natural light with abundant storage, lends itself beautifully as an artist’s studio or creative space. Outdoors, an elevated screened courtyard and lushly landscaped gardens create a tranquil oasis for year-round enjoyment, while the expansive covered lanai, complete with a kitchenette and dining area, invites relaxed coastal entertaining. Built with exterior block construction, a first-floor elevation exceeding 19 feet above NGVD and electric storm shutters, the home offers exceptional peace of mind along with enduring quality. Professional landscaping, architectural lighting, and iconic outdoor sculptures complete this remarkable setting. Beyond its immediate beauty, the property also presents an extraordinary future opportunity, with the potential to create a 10,000–15,000 square-foot custom beachfront estate, making this a once-in-a-generation offering that blends luxury, lifestyle and limitless possibility in one of Naples desired beachfront locations.

30 3rd S Ave, Naples

$12,500,000

5 Beds ⋅ 7.5 Baths ⋅ 226002046 MLS ⋅ Olde Naples BLDG.

A landmark, custom built, Old Naples estate just four homes from the Gulf. Elevated and recently renovated, this exceptional residence offers over 7,500 square feet of refined AC-living with timeless architecture and exquisite craftsmanship. Features include a grand two-story foyer, coffered ceilings, rich millwork, library, formal dining, and expansive living spaces filled with natural light. The chef’s kitchen boasts Wolf and Sub-Zero appliances, dual islands, marble prep areas, butler’s pantry, and wine cellar. The luxurious master suite offers a sitting area, dual walk-in closets, spa bath, and private balcony. Outdoor living includes a heated, salt system pool and spa, outdoor kitchen, fireplace, lush landscaping, and shaded entertaining areas. Rare, air-conditioned garage for 10+ vehicles, impact windows and doors, private elevator, and generator. High and dry, moments to beaches, dining, and shopping—this is Old Naples luxury at its finest.

140 3rd S Ave, Naples

$3,800,000

226000909 MLS ⋅ Olde Naples BLDG.

Welcome to your future dream home site. Ideally located less than a one block walk from the fabulous 5th Ave South with its abundance of world class shopping, dining and entertainment. If the beach is your thing this lot is located a short 6 block walk or bike ride away. Enjoy the beautiful view of Cambier Park with access to tennis and so much more. The adjacent lot to the north is also available at $3.2 Mil. if your goal is to build that grand estate home. Take advantage of this ideal location to carve out your little slice paradise now!

680 Park St, Naples

$6,450,000

3 Beds ⋅ 4.5 Baths ⋅ 225081202 MLS ⋅ Olde Naples BLDG.

Steps from the boutique shopping and dining of Crayton Cove and offering nearly 5,000 square feet of living space, this 2019-built townhouse is an exceptional option for both part-time and full-time Naples living. Blending the scale of a single-family home with the lock-and-leave convenience of a condominium, Le Petite Trianon features an attached two-car garage, private elevator, refined finishes, and two levels of light-filled living framed by impact glass. The main living level showcases a stunning chef’s kitchen with an oversized center island, double wall ovens, and gas range, all opening seamlessly to the spacious family room with stacked-stone fireplace and an inviting open-air balcony. The upper level is home to the impressive primary suite, designed for ultimate privacy with dual baths, separate vanities, a soaking tub, walk-through shower, and a generous closet—ideal for those who appreciate their own space. This level also includes a convenient laundry room and two ensuite guest bedrooms, each with access to an open-air balcony. Unique in its design and unmatched in lifestyle, this residence is the perfect finishing touch to the quintessential Naples retreat.

745 12th S Ave Unit 103, Naples

$6,950,000

4 Beds ⋅ 4.5 Baths ⋅ 225077814 MLS ⋅ Olde Naples BLDG.

Just steps from the Gulf, this exceptional coastal contemporary residence offers the perfect blend of refined style and relaxed Naples living. Designed through the collaboration of Integral Builders, Lotus Architecture, and L1 Design, this two-story masterpiece spans over 4,100 square feet of sophisticated living space. A grand entry introduces the home’s light-filled interior, where soaring 22-foot ceilings and expansive glass walls create an effortless indoor-outdoor flow. The open-concept design centers around a dramatic great room with a striking feature wall and fireplace, seamlessly connected to a dining area and an elegant chef’s kitchen. Outfitted with Wolf and Sub-Zero appliances, an impressive waterfall-edge island, and a spacious walk-in pantry, the kitchen combines beauty and function in perfect harmony. The first floor features two serene bedroom suites, including a luxurious primary suite with shiplap ceiling detail, a spa-like bath, dual closets, and private access to a sunlit terrace. A dedicated study with sliding barn doors provides an ideal work-from-home retreat. Upstairs, guests are treated to two additional en suite bedrooms, a comfortable loft lounge, and a balcony overlooking the pool. Outdoors, the home’s resort-inspired design continues with a covered lanai, outdoor fireplace, full summer kitchen, and a sparkling pool and spa—an entertainer’s dream. Completing the property is a 4 bay garage, ideal for car enthusiasts or extra storage. Originally crafted as a model residence, this home showcases elevated design elements and thoughtful architectural details throughout—a stunning statement of coastal luxury just two blocks from the beach.

405 7th N Ave, Naples

$9,900,000

5 Beds ⋅ 5.5 Baths ⋅ 225078983 MLS ⋅ Olde Naples BLDG.

One block from the beach and two blocks from the fine dining and boutiques of historic Third Street South. An exceptional all-concrete custom home crafted by Grand Bay Development that embodies the best of Naples' luxury living. Built to a 15 foot elevation for peace of mind. Featuring 5 bedrooms, 2 dens, plus a flex room off of the pool area and 5 & 1/2 bathrooms. Every detail reflects a commitment to world-class design and craftsmanship, from the curated global finishes to the tropical connection between indoor and outdoor living. Updated in 2021 with new HVAC's, beautiful wall coverings and finishes as well as a gourmet kitchen adorned with Cristallo Quartzite serving as the heart of the home, with beautiful hardwoods that are increasingly rare, and surrounded by spectacular greenery that creates a sense of privacy and retreat. A custom wet bar with agate stonework opens to the elegant great room, where walls of glass frame western facing terraces. The primary suite offers an elevated sense of serenity with a private balcony. A rooftop deck not to be rivaled provides panoramic views of the coastline, breathtaking sunsets, and the Naples skyline. The southern facing lanai features a vanishing-edge saltwater pool, expansive covered entertaining areas protected by screens and shutters, and meticulously designed tropical landscaping. Combining architectural integrity, global inspiration, and an unmatched location, this residence defines a warm and inviting luxury along the Naples coast.

1441 Gulf Shore S Blvd, Naples

$10,999,000

4 Beds ⋅ 5.5 Baths ⋅ 225077098 MLS ⋅ Olde Naples BLDG.

This extraordinary custom-designed home is the epitome of luxurious living in downtown Naples. A true collaboration of the distinguished C&E Builders and the celebrated Ruta Menaghlazi of Theory Design—this one-of-a-kind property effortlessly blends impeccable craftsmanship with modern elegance. Located just moments from the pristine sugar-sand beaches and within walking distance to the world-class shopping, dining, and entertainment of 5th Avenue South, 3rd Street, and the highly anticipated Naples Beach Club, it offers an unparalleled lifestyle. Upon entering, you are greeted by an breathtaking floating staircase that serves as a striking focal point of the home. The open-concept floorplan is bathed in natural light, with soaring ceilings adorned with wood beams that create a beautiful contrast against the sleek ebony accents throughout the home. This is no ordinary new construction—it's a masterpiece that balances warmth and sophistication in a way that feels uniquely refined and inviting. The heart of the home is its exquisite chef’s kitchen, where luxurious marble countertops and backsplashes provide a breathtaking backdrop to an expansive center island—perfect for entertaining and casual dining alike. This culinary haven features top-of-the-line Miele and Sub-Zero appliances, a dream for any gourmet chef, while the tastefully concealed butler’s pantry enhances the kitchen’s functionality, providing ample space for prep and storage. The primary suite is a retreat, curated for relaxation and comfort. The spa-like master bathroom features stunning marble tile, a luxurious soaking tub, and an oversized shower with multiple showerheads for a true resort experience. Step outside to the tranquil pool area, surrounded by lush landscaping. Designed for entertaining, this home boasts an exceptional indoor-outdoor flow. The outdoor space is adorned with a custom-built fireplace, a summer kitchen, and stunning marble accents, creating the perfect environment for alfresco dining or lounging by the pool. Upstairs, an additional living area serves as a versatile loft complete with a full wet bar—ideal for guests or family members to enjoy their own private space separate from the main living area downstairs. The upper level also features the VIP guest suite, equipped with a full kitchenette, making it the perfect in-law or au pair suite for extended stays. With over 5,000 square feet of thoughtfully designed living space, this home represents the pinnacle of indoor-outdoor living in Naples. The blend of European white oak wood flooring, elegant architectural details, and a sophisticated color palette sets the tone for a residence that is both timeless and contemporary. This custom-built masterpiece is more than just a home—it’s a testament to the finest in Naples living, where every detail has been carefully designed for those with discerning taste.

349 2nd N Ave, Naples

Homes for Sale in Olde Naples, Naples, FL Over $3,500,000

All Olde Naples, Naples, FL Homes for Sale Over $3,500,000

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