Homes for Sale in Olde Naples, Naples, FL Over $2,000,000

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Welcome to your dedicated resource for Homes for Sale Over $2,000,000 in Olde Naples, 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 a local Olde Naples, Naples, FL agent, Blair White specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available over $2,000,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Olde Naples, Naples, FL Homes for Sale Over $2,000,000

$6,295,000

4 Beds ⋅ 3.5 Baths ⋅ 225077400 MLS

Four blocks to the beach in the heart of Olde Naples, this fully renovated residence delivers the rare combination of location, structural integrity, and turnkey modern comfort. Built of concrete block on both levels and located in the desirable X500 flood zone, the home has been thoughtfully upgraded for both peace of mind and everyday luxury. A new 2025 standing-seam aluminum roof, impact windows and doors, provide storm-ready confidence, while a southern-exposure fills the interior with natural light. Designed for effortless living and entertaining, the open floor plan centers around a chef’s kitchen appointed with Wolf and Sub-Zero appliances, custom cabinetry, and island seating. The great room flows seamlessly to a private yard retreat featuring a heated saltwater pool with Pentair automation, new heater and chiller for year-round enjoyment. The first-floor primary suite offers privacy and ease, complemented by beautifully updated baths and refined finishes throughout. Upstairs, a spacious loft and guest suites open to a balcony overlooking the pool courtyard—ideal for visitors or multigenerational living. Additional features include a two-car garage, storage, updated mechanical systems, and close proximity to 5th Avenue South, 3rd Street South, the Naples Pier, and Gulf beaches. For buyers seeking an Olde Naples home that lives meticulously like new—with modern systems, elevated construction, and true walkability—this property represents a compelling opportunity in one of Naples’ most desirable neighborhoods.

570 2nd AVE N, Naples

$4,950,000

3 Beds ⋅ 3.5 Baths ⋅ 225070282 MLS

A once-in-a-generation offering in one of the most enchanting settings in all of Old Naples, this distinctive residence presents a rare opportunity to experience the essence of downtown Naples living. Perfectly positioned just moments from the sugar-sand beaches of the Gulf and only two blocks from the celebrated shopping and dining district of Third Street South, the location captures the very best of the Old Naples lifestyle. A handsome brick driveway and welcoming front porch set a gracious tone for this charming home, built in a timeless cottage vernacular that blends classic architecture with a relaxed coastal sensibility. Mature landscaping envelops the property, creating a private and picturesque retreat in the heart of historic Old Naples. Inside, an open and inviting floor plan reveals a thoughtful three-bedroom-plus-den design. A sweeping staircase lined with abundant windows and crowned by a graceful cupola fills the home with natural light, creating an airy and uplifting atmosphere. The spacious family room adjoins an open kitchen and flows seamlessly to the covered outdoor living area and expansive pool deck beyond—an idyllic setting for entertaining or quiet moments amid lush greenery. A tandem garage with garage doors on both the front of the home and rear, exiting to the alley, allows sufficient space for three vehicles. Lovingly maintained by the same family for over three decades, this residence represents a truly unique opportunity—one that seldom becomes available in this coveted neighborhood where charm, location, and legacy converge.

263 10th AVE S, Naples

$10,999,000

4 Beds ⋅ 5.5 Baths ⋅ 225077098 MLS

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 AVE N, Naples

$17,950,000

5 Beds ⋅ 7.5 Baths ⋅ 225073939 MLS

Step into refined coastal living with this exceptional new construction home located just two blocks from the beach in the heart of Olde Naples. Designed by Stofft Cooney Architects, built by Equinox Construction Group, and styled by Freestyle Interior Design, this residence blends timeless elegance with modern functionality. The spacious great room floor plan invites seamless indoor-outdoor living, ideal for both relaxed family life and sophisticated entertaining. A chef’s kitchen equipped with premium appliances and a separate prep kitchen offers versatility for everyday meals or catered gatherings. The home features five bedrooms, five full baths, and three half baths, including two luxurious master suites, one on each level, providing privacy and flexibility for family and guests. Additional spaces include a club room, two laundry rooms, and thoughtfully designed living areas throughout. A three-car garage with alley access preserves the classic charm of the front facade while adding convenience. With white oak wood flooring, high-end finishes, a whole-house generator, and an unbeatable location in one of Naples’ most coveted neighborhoods, this property presents a rare opportunity to enjoy brand-new luxury living just moments from the Gulf of Mexico.

285 Central AVE, Naples

$5,395,000

3 Beds ⋅ 4.5 Baths ⋅ 225072058 MLS

In the heart of Olde Naples, this 2020-built courtyard residence blends timeless coastal architecture with refined, resort-style living just moments from 3rd Street South and Naples’ pristine beaches. Shell-stone travertine floors introduce light-filled living and dining spaces designed for effortless entertaining. The chef’s kitchen is appointed with Sub-Zero refrigeration, Lacanche gas cooking, custom cabinetry, and a thoughtfully designed wet bar. A family room opens seamlessly to the private courtyard, creating true indoor-outdoor living. Upstairs, the serene primary suite offers volume ceilings, tailored millwork, and a spa-inspired bath, joined by two en-suite guest suites and a flexible den/office. A private elevator services both levels. The walled courtyard becomes a secluded retreat with heated plunge pool and spa, outdoor kitchen with built-in grill, surround sound, and lush vertical greenery for privacy. Impact-rated windows and doors, smart-home automation, natural gas, metal roof, and a generous two-car garage with storage complete this thoughtfully engineered residence. Beautifully scaled and impeccably maintained, 909 10th Avenue South offers the rare combination of walkability, architectural integrity, and lock-and-leave ease in Olde Naples.

909 10th AVE S, Naples

$11,995,000

5 Beds ⋅ 6.5 Baths ⋅ 225068377 MLS

Just minutes from the world class shopping and dining on 3rd Street South & Fifth Avenue South, this brand new, never lived in residence embodies refined living in the heart of the highly sought after Olde Naples neighborhood. Blending natural textures with contemporary elegance, the home offers five bedrooms + study, light-filled interiors, and a seamless connection to the outdoors. Walls of sliders open the flexible outdoor living area & kitchen to the pool, creating a harmonious flow between inside and out. Unwind as the sun sets, a glass in hand, embraced by the privacy of your own retreat. At the heart of the gourmet kitchen, a dramatic Calacatta Lasa quartzite island anchors the space, complemented by custom SOHO cabinetry and Wolf appliances, while a striking counter to ceiling window bathes the room in natural light. Multiple stone and wood selections throughout create a warm yet modern atmosphere, while the open design makes everyday living and special occasions effortless. The main level wet bar with chilled wine storage is detailed with a romantic blue Quartzite setting the scene for evenings of gathering, while the upstairs morning bar invites guests to begin each day with ease and elegance. Additional details of note include a built-in generator, motorized screens, Control 4 automation, three car garage and quality of construction to last a lifetime. This Olde Naples gem is the perfect balance of luxury, comfort, and location—steps from the Gulf and curated for the ultimate Naples lifestyle.

273 10th AVE S, Naples

$4,950,000

6 Beds ⋅ 4.5 Baths ⋅ 225064774 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Price significantly reduced and now priced to sell. Offering nearly 6,000 square feet of luxurious living space, this exceptional Olde Naples residence features 6 bedrooms, 4.5 bathrooms, a private den, library, and an impressive third-floor bonus room ideal for entertaining, a media room, game room, or private retreat. Designed for both everyday living and grand-scale entertaining, the gourmet kitchen is a chef's dream, appointed with Sub-Zero and Wolf appliances, dual dishwashers, and an oversized walk in pantry. A dramatic two story foyer, illuminated by an imported chandelier, welcomes you inside and leads to an elegant second floor mezzanine, complemented by a grand staircase and solid mahogany doors throughout. The private backyard oasis features a heated saltwater pool with a tranquil water feature, surrounded by lush tropical landscaping and mature trees for exceptional privacy. From the expansive third floor terrace, enjoy spectacular bird's eye views while watching the City of Naples Fourth of July fireworks, an unforgettable experience from the comfort of your own home. Perfectly positioned in the heart of Olde Naples, this fully remodeled residence is just a short walk to world-class beaches, renowned dining, boutique shopping, and boating. Additional highlights include garage ceiling height designed to accommodate a future vehicle lift, plus multiple flexible living spaces including an exercise room, family room, media room, and bonus room to suit a variety of lifestyles. This is an exceptional opportunity to own one of Olde Naples' largest and most versatile homes at an outstanding value. Combining remarkable size, luxury finishes, and an unbeatable location, this move-in-ready residence is priced to attract immediate interest. Don't miss this rare opportunity, A must see!

1160 8th ST S, Naples

$7,995,000

3 Beds ⋅ 3.5 Baths ⋅ 225056030 MLS

Located in the heart of Old Naples on a quiet street, this incredible opportunity awaits. Completed in 2020, this custom home by London Bay showcases unrivaled finishes and meticulous details designed by Romanza Interior Design, executed to the highest level of quality. The timeless eclectic architecture features eye-catching elements such as an arched glass front door, a faux Juliet balcony, thoughtfully placed medallions, copper gutters, gas-lit lanterns, and a mitered tile roof all complemented by the flawless landscape. Venetian plaster adorns the entire first floor, which features a beautifully designed kitchen, a butler's pantry with a wet bar, a spacious great room, and a formal dining area, all enhanced by custom built-ins. The spectacular primary suite provides direct access to the rear yard and includes two walk-in custom closets, along with a bathroom finished in luxurious materials. On the second floor, you will find two bedroom suites, a study that can serve as additional sleeping space, and a loft that leads to a spacious covered balcony. Step outside to discover a true oasis, complete with casual seating, a dining table under a well-lit trellis, and an intimate fire pit area surrounded by beautiful landscaping and stunning features in vibrant colors. Additional noteworthy features include automated shutters and screens, elevated generator and air-conditioning units, tankless water heaters, and an air-conditioned garage equipped with a car lift. The property also boasts a storage closet off the garage and the convenience of natural gas service. This home must be seen to fully appreciate the exceptional attention to detail. Sustained no damage during any recent storms and is conveniently located in close proximity to the beach and all that downtown Naples has to offer.

167 4th ST N, Naples

$10,995,000

4 Beds ⋅ 6.5 Baths ⋅ 225056392 MLS

A masterfully crafted collaboration between Jeffrey Fisher Home, renowned architect JMDG, and the highly respected Waterside Builders; this newly completed Olde Naples residence blends elevated design with luxurious livability—just four blocks to the beach and two blocks from the charm of 3rd Street South. Every element of the home reflects attention to detail and timeless sophistication: European white oak floors, custom cabinetry and millwork, floor-to-ceiling glass, and intricate stained oak architectural ceilings. The open-concept floor plan flows through a sunlit study, elegant dining space, and stunning backlit bar into a designer kitchen outfitted with Miele, Wolf, and Sub-Zero appliances, plus a walk in pantry and first-floor laundry. The first-floor primary suite is a true retreat with immediate access to the pool and outdoor living areas. Framed by impact sliders, the living room opens to multiple covered spaces and a plunge / dipping pool and spa. A full summer kitchen and expansive outdoor deck make entertaining effortless. Upstairs offers exceptional flexibility and privacy with three en-suite bedrooms, a large bonus room, a second laundry, and a VIP guest suite. Control4 home automation, generator, natural gas, and electric roll-down screens and shutters provide ultimate comfort, security, and convenience. Positioned in one of the most sought-after pockets of Olde Naples, this bespoke property is a rare opportunity to own a truly exceptional new-construction home—steps from the Gulf, fine dining, and world-class shopping.

581 14th AVE S, Naples

$7,950,000

225052605 MLS

Located on Naples' most coveted and picturesque avenues, this oversized, southern-facing parcel offers a 100' x 150' footprint and alley-access, creating a rare combination of size, location, and prestige—ideal for the discerning Buyer to build your dream residence just one block from the beach. Residents will enjoy unparalleled access to the best of Naples, including being a stone's throw from the up-coming Four Seasons - Naples Beach Club, as well as the world-renowned dining, boutique shopping, and cultural venues found on Fifth Avenue South and Third Street South. This is a rare offering in a timeless location—perfect for those seeking a refined lifestyle immersed in the charm and elegance of Olde Naples.

140 2nd AVE N, Naples

$2,390,000

3 Beds ⋅ 3 Baths ⋅ 225022012 MLS ⋅ Olde Naples BLDG.

Offering spectacular southern exposure with direct water views over Naples Bay, this private residence features soaring 10-foot ceilings, a private elevator, elegant wood floors, French doors, and custom plantation shutters on numerous windows. The open floor plan seamlessly integrates the living, dining, and kitchen areas, extending to a spacious terrace with breathtaking water views. The wonderful eat-in kitchen is designed for both functionality and charm. The expansive master suite includes a separate tub and shower, custom walk-in closets, and a generous terrace perfect for soaking in the southern sun while watching boats set sail. Designed for exceptional outdoor entertaining, the property boasts multiple spaces, including a rooftop spa, built-in grill, and uninterrupted water views. A unique dual entry—one of which offers convenient street-level access—ensures ease for guests coming and going. Completing this remarkable property is a secure two-car garage located under the building.

1001 10th AVE S Unit 211, Naples

$89,000,000

224076721 MLS

You’ve earned it. Now enjoy it in paradise. Sit back on your tropical loggia listening to the surf, with dolphins cavorting just a few yards off the beach. Miles of beautiful white sand stretch away in both directions. Watch glorious sunsets that seem exclusive to Naples, Florida. With an average winter temperature in the low 70s, it is near perfect. The number one destination in the US. You have found the ultimate jewel; the only remaining entire city block on the beach. Nearly 3 acres on the Paradise Coast. This property has been maintained by the owner organically without pesticides for decades. Located a short 3 minute stroll to the world class shopping and restaurants of the historic 3rd Street South, a property like this comes only once in a lifetime; a unicorn. An incredible opportunity!

20 14th AVE S, 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.