Olde Naples Real Estate Sold

Olde Naples contains (148) subdivisions
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Olde Naples, 242 S 2nd Ave, Naples, Florida 34102, image 1
Sold - Apr 02, 2026
$5,600,000 $599K
  • 4 Beds
  • 41/2 Baths
  • 3,595 SqFt
  • $1,558/SqFt
Ultra Luxury
House sold in Olde Naples
242 S 2nd Ave, Naples, FL 34102
Location, luxury, and a nice street legal electric golf cart. Situated in the heart of old naples, this gem of a property sits high and dry, offering an exquisite balance of coastal elegance and peace of mind. Just moments from naples' pristine gulf beaches, the historic pier, and the world-class shopping and dining on 5th ave s, and 3rd st s, this home is a rare find in one of the most desirable neighborhoods. Designed for seamless indoor-outdoor living, this 3, 600+ sq. Ft. Home features an open-concept floor plan that effortlessly extends into a breathtaking courtyard retreat. Verdant gardens and tropical greenery surround a resort-inspired pool with captivating water features, a sunken spa, and a screened lanai, creating a private paradise perfect for relaxation and entertaining. Inside, every detail showcases masterful craftsmanship—from hand-selected natural wood floors and custom architectural ceilings to a sleek, modern chef’s kitchen that is as functional as it is striking. The expansive primary suite offers a spa-like bath and walk-in closets, while a luxurious guest suite with a private entrance and balcony provides an elegant escape. Elevating comfort and security, this home also boasts a temperature-controlled artisan glass wine wall, an elevator, a gas generator, impact-resistant windows and doors, and full natural gas. Unrivaled design. Unmatched location. This is more than a home—it’s a statement of naples luxury, near the shimmering gulf waters.
Mangrove Bay At Olde Naples, 1463 S 2nd Ave, Naples, Florida 34102, image 1
Sold - Apr 01, 2026
$4,150,000 $100K
  • 4 Beds
  • 41/2 Baths
  • 3,275 SqFt
  • $1,267/SqFt
Ultra Luxury
House sold in Mangrove Bay At Olde Naples
1463 S 2nd Ave, Naples, FL 34102
A boater’s dream and priced $1, 215, 000 below prior sale! New interior decor. Discover unmatched luxury in this furnished 4 br, 4.5 ba residence in the prestigious mangrove bay community. With direct boat and slip access to the gordon river and gulf, and just one mile from the vibrant shops and dining of 5th avenue, this home offers the ultimate naples lifestyle. Inside, you’ll find a designer kitchen with custom cabinetry, wolf and sub-zero appliances, and elegant flooring throughout. Vaulted ceilings add to the light and airy feel, while the exceptional primary suite and private ensuite baths for each bedroom provide comfort and sophistication. The separate guest suite ensures privacy for visitors. Outdoor living is elevated with a summer kitchen, lanai, pool, and spa, perfect for entertaining or relaxing. Residents also enjoy access to a wellness and fitness center with a lounge and waterfront seating. Never affected by hurricane water intrusion, this home represents an extraordinary value in one of naples’ most sought-after locations.
Olde Naples Villas, 465 S Broad Ave #1A, Naples, Florida 34102, image 1
Sold - Mar 31, 2026
$850,000 $45K
  • 2 Beds
  • 2 Baths
  • 1,434 SqFt
  • $593/SqFt
Villa sold in Olde Naples Villas
465 S Broad Ave #1A, Naples, FL 34102
Perfectly positioned just blocks from the boutiques, dining, and coastal energy of 3rd street south, and within easy walking distance to the beach, this charming two-bedroom, two-bath villa offers the ideal blend of walkable lifestyle and private outdoor living. The open-concept living and dining area flows seamlessly into the kitchen with convenient counter seating, making it perfect for casual mornings or entertaining guests. Enjoy multiple outdoor spaces designed for florida living, including a spacious ground-level patio ideal for gatherings and a generous upper balcony accessible from both bedrooms, creating a peaceful retreat for morning coffee or evening relaxation. The community enhances the lifestyle with a resort-style pool and a shared pavilion featuring grilling areas - ideal for relaxed afternoons and social gatherings. Additional highlights include two assigned parking spaces. No interior flooding during ian.
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Olde Naples, 429 14th Ave S #, Naples, Florida 34102, image 1
Sold - Mar 30, 2026
$5,250,000 $500K
  • 4 Beds
  • 42/2 Baths
  • 3,539 SqFt
  • $1,483/SqFt
Ultra Luxury
House sold in Olde Naples
429 14th Ave S #, Naples, FL 34102
On one of old naples' most coveted streets, this timeless residence captures the essence of refined coastal living. Just one block from third street’s acclaimed shops and dining, four blocks to the gulf, and two blocks to the naples yacht club and bay, the lifestyle here is unmatched. Elegant limestone-trimmed doorways, marble countertops and a warm, inviting ambiance set this home apart. The chef’s kitchen features wolf and sub-zero appliances, complemented by a spacious butler’s pantry. A large living room welcomes gatherings, while the intimate den with a fireplace offers a cozy retreat. The private pool area is surrounded by lush tropical landscaping. Upstairs, two en-suite bedrooms and a loft create an ideal family haven, with an additional en-suite guest suite via a private staircase. A rare opportunity to own a home that radiates character, charm and effortless livability in the heart of old naples.
Franciscan At Olde Naples, 1070 S 6th St #1070, Naples, Florida 34102, image 1
Sold - Mar 27, 2026
$1,300,000 $100K
  • 2 Beds
  • 21/2 Baths
  • 1,455 SqFt
  • $893/SqFt
High-End
Townhouse sold in Franciscan At Olde Naples
1070 S 6th St #1070, Naples, FL 34102
1070 6th street south, naples, fl perfectly positioned in the heart of olde naples, this beautifully updated 2-bedroom, 2.5-bath, two-level residence offers an exceptional location just approximately 5 blocks (about 0.5 miles) to the beach, 0.7 miles to tin city waterfront shops, and 0.9 miles to naples pier. Located just blocks from cambier park and moments to 5th avenue south and 3rd street south, this property provides convenient access to many of naples’ most desirable destinations. Enjoy close proximity - whether by walking, biking, or a short drive - to renowned restaurants including truluck’s, ocean prime, bar tulia, campiello, and tommy bahama restaurant & bar. Boutique shopping nearby includes marissa collections, lovella, giggle moon, john craig clothier, and the specialty shops along 3rd street south, offering apparel, home décor, art galleries, and curated local finds. Additional nearby attractions include the naples players at sugden community theatre, the von liebig art center, naples city dock, waterfront dining, and local marinas. Inside, the thoughtfully updated interior features modern finishes throughout, creating a light and inviting atmosphere. The spacious floor plan includes a private primary suite with a balcony offering sunset views - an ideal setting to unwind. The upstairs guest bedroom is served by a full bathroom located in the hallway, while a convenient half bath is positioned on the main living level for guests. The two-level layout provides comfortable separation of spaces while maintaining an open, functional flow for everyday living and entertaining. Additional features include impact-resistant windows and doors, a covered carport, extra storage space, and guest parking. The intimate community comprises 13 units and includes a community pool. The property is high and dry, adding confidence in its positioning and construction. An outstanding opportunity to own in one of naples’ most desirable and centrally located neighborhoods, suitable for full-time living or a seasonal retreat.
Olde Naples, 685 S 2nd St, Naples, Florida 34102, image 1
Sold - Mar 27, 2026
$7,600,000 $350K
  • 5 Beds
  • 51/2 Baths
  • 3,582 SqFt
  • $2,122/SqFt
Ultra Luxury
House sold in Olde Naples
685 S 2nd St, Naples, FL 34102
Positioned on a charming corner at 2nd street south and 7th avenue south, this five-bedroom plus den residence is a rare blend of timeless old florida character and refined modern living. Tucked beneath a canopy of majestic oak trees, the home enjoys a desired southern exposure, filling the interiors with natural light and creating an inviting, airy coastal atmosphere throughout. Designed by mhk architecture, the residence reimagines the classic florida cottage with a sophisticated contemporary edge. Every finish has been carefully selected, striking a balance between warmth, elegance and livability. Ideally just two blocks from the beach and only a few short strolls from the renowned dining and shopping of 5th avenue south, this home offers a walkable lifestyle that is relaxed and refined. A special opportunity in the heart of old naples, where coastal charm and modern luxury come together in harmony.
Olde Naples, 631 N Broad Ct, Naples, Florida 34102, image 1
Sold - Mar 27, 2026
$6,200,000 $745K
  • 3 Beds
  • 31/2 Baths
  • 4,227 SqFt
  • $1,467/SqFt
Ultra Luxury
House sold in Olde Naples
631 N Broad Ct, Naples, FL 34102
Welcome to an extraordinary home that has been impeccably maintained and is conveniently located on a peaceful street in old naples. This residence, built in 2016 by london bay and designed in collaboration with award-winning romanza interior design, showcases a stunning blend of west indies and old florida-inspired architecture, exuding exceptional curb appeal. The open great room plan features warm colors, exquisite finishes and furnishings, and thoughtful details throughout every space. The spacious kitchen includes built-in glass cabinetry, a breakfast nook, walk-in pantry, and a convenient built-in desk area, all complemented by a separate dining room for entertaining. Retreat to the primary suite, which allows for direct access to the beautifully landscaped backyard and boasts two walk-in closets along with a thoughtfully designed, light-filled bathroom leading to a remarkable private outdoor shower. Pocketing sliding glass doors in the main living area allow for an effortless flow to visually stunning and comfortable outdoor spaces including casual seating, dining, lounging area and fire pit. Your guests will be delighted with two spacious guest suites and a cozy loft area on the second floor. Situated in an x500 zone, this property sustained no damage from any storms and feels brand new.
Olde Naples, 550 4th Ave N #, Naples, Florida 34102, image 1
Sold - Mar 26, 2026
$7,495,000 $500K
  • 5 Beds
  • 71/2 Baths
  • 5,083 SqFt
  • $1,475/SqFt
Ultra Luxury
House sold in Olde Naples
550 4th Ave N #, Naples, FL 34102
Just blocks from naples’ famous sugar sand beaches and the charm of downtown, this elegant olde naples residence sits on an oversized southern exposure corner lot within the highly desirable x500 flood zone. This custom home combines timeless design, modern craftsmanship, and a premier location to deliver an exceptional living experience. The five bedroom, seven and a half bath residence features a climate controlled four car garage with alley access, a circle driveway, mature manicured landscaping, and an oversized front porch with two charming porch swings that create a warm and welcoming sense of arrival. Inside, the light filled foyer opens to a spacious great room with custom built-in cabinetry and expansive glass doors leading to the covered lanai. The outdoor living space is ideal for entertaining year round, with a gas fireplace, outdoor kitchen, and a heated pool with sun shelf surrounded by lush tropical landscaping, elegant landscape lighting, and a rarely available large fenced in artificial grass yard perfect for outdoor activities many can only dream of in old naples. At the heart of the home, the gourmet kitchen impresses with a large center island, paneled sub-zero refrigerator and freezer, wolf gas cooktop, double wall ovens, wine chiller, beverage center, and walk-in pantry. A custom breakfast banquette and formal dining room framed by french doors create a seamless indoor outdoor flow, perfect for gatherings of any size. The first floor primary suite is a private retreat offering two walk-in closets, a morning bar, and a spa inspired bath with dual vanities, a soaking tub, and a glass enclosed shower with bench seating and multiple shower heads. Four additional ensuite bedrooms provide comfort and privacy, including a separate guest casita with private entrance, kitchenette, and custom seating area. Additional features include a study, a flex or exercise room with wet bar, a loft, and a laundry room with built-in cabinetry, sink, and dual stacked washer dryer sets. The elevated homesite provides a rare combination of a large yard and resort style pool, a unique feature in olde naples. Designer finishes throughout include wide plank wood flooring, custom millwork, detailed ceilings, plantation shutters, and abundant storage. This remarkable home offers the best of naples living, style, sophistication, and location. A sanctuary of elegance, innovation, and effortless luxury designed for those who seek the extraordinary. A must see!
Olde Naples, 1975 Gulf Shore Blvd S, Naples, Florida 34102, image 1
Sold - Mar 03, 2026
$8,500,000 $300K
  • 5 Beds
  • 62/2 Baths
  • 5,647 SqFt
  • $1,505/SqFt
Ultra Luxury
House sold in Olde Naples
1975 Gulf Shore Blvd S, Naples, FL 34102
Tucked away at one of naples’ most coveted addresses, this extraordinary coastal retreat blends classic architectural charm and modern luxury with a private beach access just steps away to the gulf’s shimmering shoreline. Set at the serene southern tip of gulf shore boulevard on a pristine corner lot, this dual-drive bespoke residence offers a lifestyle defined by sun-soaked days, gentle sea breezes, and the effortless rhythm of beachfront living. Designed by the esteemed stofft cooney architects, the home is a masterwork of old florida style reimagined with a contemporary sensibility. From the moment you enter, warm wood floors, custom finishes, and elegant millwork set a tone of understated sophistication. Light pours in through expansive windows, drawing your gaze toward tranquil garden views and a perfectly positioned southern-exposed pool. The heart of the home—a chef-inspired kitchen—seamlessly unites form and function with premium wolf and sub-zero appliances, a generous island for casual gatherings, and both a butler’s pantry and wine bar for elevated entertaining. A series of open, flowing indoor and outdoor spaces create an inviting atmosphere for both intimate relaxation and grand celebrations. Outside, a private courtyard offers a lush tropical escape with a resort-style pool, summer kitchen, gas fireplace, and shaded dining areas designed for year-round enjoyment. Additionally, having a driveway placed on each side of this corner lot home allows for family & guests to maneuver with comfort and ease. The owner’s suite is a secluded retreat, complete with his & hers baths, oversized closets, and a peaceful sitting area that invites morning coffee and quiet reflection. Guest accommodations are equally well-appointed, with a private first-floor suite, two additional ensuite bedrooms upstairs, and a private study that can easily transform into an additional bedroom. A separate guest residence with its own drive and entrance provides comfort and privacy for visitors or extended stays—complete with a spacious bedroom, sitting area, and full bath. For the car enthusiast or collector, two separate two-car garages—one with a lift system—offer room for up to six vehicles, while a full-house generator ensures uninterrupted comfort and convenience. Every detail of this home has been curated to reflect the relaxed luxury of life by the sea. Just a short stroll to the boutiques and restaurants of 3rd street south, and mere steps from the beach, this is more than a home—it’s your coastal sanctuary in the heart of naples.
Olde Naples, 1135 7th St S #, Naples, Florida 34102, image 1
Sold - Mar 03, 2026
$2,325,000 $100K
  • 3 Beds
  • 3 Baths
  • 1,640 SqFt
  • $1,418/SqFt
Ultra Luxury
House sold in Olde Naples
1135 7th St S #, Naples, FL 34102
Welcome home! This fully renovated 3-bedroom, 3-bath waterfall pool w/ spa home is nestled in the heart of old naples—one of the most desirable locations in all of premier southwest florida. Located 6 blocks to 5th ave, 4 blocks to 3rd street, 7 blocks to the beach and pier, and just down the street from cambier park, this home is sure to satisfy everyone! Tons of upgrades include: propane tank, generac generator, remodeled pool deck, tankless water heater, 2024 ac w/ raised air handler, mature landscaping with tall palm trees, pool heater, rain bird irrigation, plantation shutters, high end kitchenaid appliances, granite countertops, tile throughout, modern landscape lighting, shiplap ceiling in the livingroom, adt security system w/ motion sensors, epoxy garage floor, water filtration system, lap pool views from the master bedroom, tile throughout master bath with dual vanities & walk in closet, windows and doors replaced, sophisticated light neutral palette, and much much more. Beautiful and serene street will wow you right away. Do not miss this opportunity for your shot at olde naples, right before season begins, here in paradise.
Mangrove Bay At Olde Naples, 91 S 14th St, Naples, Florida 34102, image 1
Sold - Mar 02, 2026
$4,750,000 $245K
  • 4 Beds
  • 41/2 Baths
  • 4,056 SqFt
  • $1,171/SqFt
Ultra Luxury
House sold in Mangrove Bay At Olde Naples
91 S 14th St, Naples, FL 34102
This like-new residence in mangrove bay delivers an exceptional waterfront lifestyle in the very heart of downtown naples — with zero water intrusion from past storms and a price that demands attention. Priced to sell, this highly sought-after floor plan includes a covered boat slip on the gordon river, 4 bedrooms plus loft, over 4, 000 square feet of living space, 4.5 baths, a heated pool and spa, two-car garage, and a private guest suite with separate access. Natural gas, a whole-house generator, and solid concrete construction complete this amazing property. The interior is open, airy, and beautifully finished, highlighted by a soaring great room ceiling and refined custom detailing throughout. Features include a standing-seam pure aluminum roof, ruffino cabinetry, a gourmet kitchen with sub-zero and wolf appliances, wide-plank oak flooring, wood-beam ceiling accents, custom closets, garage storage systems, and a generous covered outdoor living and grilling area protected by automated screens and shutters. Mangrove bay is one of naples’ most compelling waterfront communities — private boat slips, direct gulf access, wellness center, kayak storage, and private boat ramp, all wrapped in an intimate, low-maintenance setting. The location is unbeatable: steps to baker park, the gordon river greenway, gulfshore playhouse, and just a short walk to 5th avenue south dining, shopping, and beaches. Why this is a great deal: this home is priced over $2 million less than a comparable, same-size property currently on the market-- with no compromise on construction quality, lifestyle, or location.
Villa D'Anna At Olde Naples, 980 S 5th St, Naples, Florida 34102, image 1
Sold - Feb 26, 2026
$2,350,000 $145K
  • 3 Beds
  • 3 Baths
  • 2,143 SqFt
  • $1,097/SqFt
Ultra Luxury
Villa sold in Villa D'Anna At Olde Naples
980 S 5th St, Naples, FL 34102
Bright and inviting end-unit townhome in the heart of old naples, just steps from 5th avenue south, 3rd street south, and the beach. Filled with natural light from three sides, this residence features an open floor plan with wood flooring, plantation shutters, and skylights. The home offers 3 bedrooms plus a den, 3 full baths, a private garage, and a courtyard with a plunge pool. An additional side-yard deck provides flexible outdoor living space, while the front of the property allows for golf cart parking or room for a third vehicle. Located in the boutique villa d'anna community, this residence epitomizes the best of the old naples lifestyle. Recent upgrades include a new a/c and water heater. Villa d'anna is governed by a homeowner's association with low fees, not a condominium association. Don't miss this rare opportunity to own in a highly walkable location where convenience, charm, and coastal living come together.
Olde Naples, 186 S 1st Ave, Naples, Florida 34102, image 1
Sold - Feb 26, 2026
$6,200,000 $95K
  • 4 Beds
  • 3 Baths
  • 2,387 SqFt
  • $2,597/SqFt
Ultra Luxury
House sold in Olde Naples
186 S 1st Ave, Naples, FL 34102
An extraordinary opportunity just moments from powder-white gulf beaches and iconic fifth avenue south. Ideally positioned in the heart of old naples, this exceptional property offers both legacy charm and future potential. Just two blocks from the beach and four blocks from fifth avenue south, this rare corner lot sits only five homes from the gulf. While offered at land value, the home itself is a gracious and substantial structure set on a beautifully proportioned, south-facing parcel. Elaborate english gardens and mature trees create a private, serene setting, along with convenient rear alley access. Freshly painted and featuring a newer roof (1997), this old naples home presents a remarkable opportunity to enjoy as-is, reimagine, or create an estate in one of naples’ most coveted locations. A survey is available.
Olde Naples, 1040 S 2nd St, Naples, Florida 34102, image 1
Sold - Feb 12, 2026
$12,000,000 $2M
  • 6 Beds
  • 62/2 Baths
  • 5,486 SqFt
  • $2,187/SqFt
Ultra Luxury
House sold in Olde Naples
1040 S 2nd St, Naples, FL 34102
Exceptional old florida-inspired residence built in 2020 by griffin builders and designed by mhk architecture, just two blocks from the gulf and near shopping and dining of 3rd st. S. And 5th ave. S. Offered furnished, this six-bedroom, six full and two half-bath home showcases inviting coastal design throughout, with wide plank french oak floors, soaring ceilings, custom millwork and designer lighting. A glass-enclosed wine room opens to the great room, anchored by an elegant fireplace and flowing seamlessly into the show-stopping chef’s kitchen with dual islands, 60-inch wolf range, dual sub-zero refrigerators, dual dishwashers, built-in coffee maker, dual sinks and premium fixtures. The light-filled florida room with an outdoor kitchen opens to a backyard oasis with resort-style pool, spa, deck jets, astroturf, lush landscaping and a pool bath. The first floor includes the primary suite with spa-inspired bath and walk-in closet, plus an additional en-suite bedroom. Upstairs, accessible via private elevator or staircase, a versatile loft with wet bar and pecky cypress accents is surrounded by four en-suite bedrooms, ideal for entertaining, media or casual living. Additional features include a temperature-controlled garage, impact-resistant glass and 22-kilowatt generator. A rare opportunity to enjoy refined old naples living within a short distance of the gulf and the city’s finest shopping and dining.
Olde Naples, 455 S 13th Ave, Naples, Florida 34102, image 1
Sold - Feb 12, 2026
$6,400,000 $500K
  • 4 Beds
  • 42/2 Baths
  • 4,302 SqFt
  • $1,488/SqFt
Ultra Luxury
House sold in Olde Naples
455 S 13th Ave, Naples, FL 34102
According to buyers; this home is gorgeous and should sell soon. 4+den, tall 3 car garage, elevator in home, owner suite first floor, wide interior living space, high impact glass, two large walk-in closets in owner suite. Coveted location two blocks from iconic third street south, a few blocks to the marina and less than five blocks to beach. Car enthusiasts will see this massive 3 car garage at rear with soaring high ceilings and recognize potential to add a lift. The advantage of this lot is that the home's interior remained safe and dry in storms. Elevation 8.1 feet. Seller disclosures are available upon inquiry. Home has an impressive automated leak detection system, perhaps even more desirable than a dual master suite is this home's elevator, 3 large guest suites upstairs with large walk-in closets and ensuite bathrooms, along with a picturesque large upper balcony looking out to the large patio, pool and spa. Metal roof, 4 bedrooms plus den. Gorgeous pool, spa and covered patio outdoor living space with outdoor kitchen. Third street south is the exquisite, renown gem of olde naples. Transport yourself back in time to a vibrant and chic island type aura with a splendid culinary scene, casual and elegant dining, courtyards, shops, neighborhood events such as farmer’s markets and holiday cheer. Modern open floorplan with a timeless design. Timeless and welcoming curb appeal, dramatic and lushly presented palm trees adorn the large front yard. Larger lot, a quarter acre. An abundance of natural light compliments the wow-factor great room plan. Beautiful wood flooring, carrera marble tops, a highly functional kitchen fit for a chef. Owner suite and enclosed den by foyer are on ground floor. Pool, spa with large covered outdoor living area with outdoor fireplace, tv area and outdoor kitchen, patio bathroom. This breathtaking home epitomizes the renowned olde naples lifestyle as it enjoys such close proximity to the lifestyle that awaits you at third st. South and fifth avenue. Close proximity for your boat at the marina, and the naples yacht club.
Olde Naples, 732 7th Ave N #, Naples, Florida 34102, image 1
Sold - Feb 11, 2026
$2,100,000 $650K
  • 3 Beds
  • 2 Baths
  • 1,829 SqFt
  • $1,148/SqFt
Ultra Luxury
House sold in Olde Naples
732 7th Ave N #, Naples, FL 34102
Location, location, location! Enjoy a dreamy coastal lifestyle in this charming beach bungalow. A short stroll or bike ride to the famous pristine white sand beaches of naples, a mere mile from world renowned 5th avenue south’s fabulous restaurants, entertainment & shopping; and just up the road from the new four seasons resort and its exquisite amenities. This delightful home really is located exactly where you want to be. With volume ceilings and an abundance of natural light, this immaculate home has a flexible open floorplan perfect for entertaining friends and family. The split bedroom design ensures privacy for the owners and guests alike. The bright kitchen has quartz countertops; and the adjacent dining area & living room have pretty views to the inviting lanai, sparkling swimming pool & spa and tropical back yard. The mature landscaping and privacy hedge create a peaceful, private backyard oasis. Imagine wading in the warm tropical gulf waters while watching the dolphins play during another dazzling sunset. All of this idyllic charm also comes with the assurance of knowing this home has never had hurricane damage or storm flooding. The naples community hospital – named one of the top 50 best hospitals in 2025 is just a few blocks away.
Olde Naples, 280 4th Ave N, Naples, Florida 34102, image 1
Sold - Jan 29, 2026
$8,400,000 $2M
  • 4 Beds
  • 3 Baths
  • 3,630 SqFt
  • $2,314/SqFt
Ultra Luxury
House sold in Olde Naples
280 4th Ave N, Naples, FL 34102
In the heart of old naples, 280 4th avenue north sits on one of the largest and sought-after corner lots in the neighborhood — an expansive half-acre parcel (162 by 150 feet) surrounded by lush, manicured tropical landscaping. The original 1953 cottage evokes timeless florida charm, while the grounds offer endless possibilities for creating your dream estate. Ideally just steps from naples white-sand beaches, a few blocks to the new four seasons and its world-class amenities, and moments from fifth avenue south’s fine dining and boutiques, this property presents a rare opportunity to own a premier piece of old naples. Whether restoring the existing residence or designing a new masterpiece, the potential here is exceptional.
Olde Naples, 231 11th Ave S, Naples, Florida 34102, image 1
Sold - Jan 22, 2026
$6,800,000 $650K
  • 4 Beds
  • 42/2 Baths
  • 4,348 SqFt
  • $1,564/SqFt
Ultra Luxury
House sold in Olde Naples
231 11th Ave S, Naples, FL 34102
In the heart of old naples on sought-after 11th avenue s, this delightful cottage-style residence designed by mhk offers the ultimate in coastal living. Just a short stroll from the white sandy beaches and the vibrant shops and dining of 3rd street s, this home is ideally located to embrace the best of naples. This beautiful home makes an instant first impression, going past its white picket fence onto the charming covered porch framed by vibrant bougainvillea. Inside, the desirable large foyer leads to an open living space that features soaring ceilings and a bright, airy atmosphere that flows effortlessly into the gourmet kitchen. Equipped with sub-zero appliances, a gas range, a wine refrigeration, an ice maker and ample counter space, it’s a chef’s dream. The heart of this home is its inviting pool area with its spa and water features, full outdoor kitchen, separate pool bath, and versatile lanai/family room area, seamlessly blending indoor and outdoor living. The home’s serene primary suite is on the first floor, with an elegant bath and expansive walk-in closet. The second floor features two beautifully appointed bedrooms with en-suite baths and a versatile loft area ideal for a family room, game room or quiet retreat. Above the garage with a separate outside entrance, the fourth guest suite offers a private oasis showcasing a morning bar with an under-counter refrigerator and a private balcony, ideal for enjoying naples’ warm, sunny mornings. Offered furnished with tasteful decor, this coastal retreat is ready for you to move in and live your dream life in old naples.
Olde Naples, 730 9th Ave S #, Naples, Florida 34102, image 1
Sold - Jan 15, 2026
$8,050,000 $445K
  • 5 Beds
  • 61/2 Baths
  • 4,883 SqFt
  • $1,649/SqFt
Ultra Luxury
House sold in Olde Naples
730 9th Ave S #, Naples, FL 34102
Embodying timeless coastal elegance, seaglass cottage emerges as an architectural masterpiece in the heart of old naples, a short distance from paradise, just seven blocks to the pristine gulf shores, four blocks to the vibrant shopping and dining on 5th avenue and 3rd street, epitomizing the pinnacle of old naples lifestyle. Celebrated as home & design magazine's signature home of the year and masterfully designed by mhk architecture, this residence, completed in 2017 features a convenient first-floor main suite plus four additional en suites, totaling 6 1/2 baths. Desirable southern exposure for ultimate refined living. The chef-inspired kitchen boasts premium finishes such as cristallo quartzite countertops, ruffino cabinetry and top-tier sub-zero/wolf appliances. As one of the select homes in old naples, upgraded from a traditional propane tank to continuous natural gas service. The outdoor oasis rivals a luxury resort, complete with a saltwater pool featuring a sun shelf, spa and waterfall, alongside an outdoor kitchen and fireplace.
Olde Naples, 540 N 4th Ave, Naples, Florida 34102, image 1
Sold - Jan 08, 2026
$11,000,000 $250K
  • 5 Beds
  • 51/2 Baths
  • 6,219 SqFt
  • $1,769/SqFt
Ultra Luxury
House sold in Olde Naples
540 N 4th Ave, Naples, FL 34102
Located in old naples on a southern exposure oversized 100x150 lot just blocks to the gulf of mexico beaches and entertainment district of 5th avenue south, this new home has 5 bedrooms and 6 baths with 6, 219 sq. Ft. Under air and 8, 841 sq. Ft under roof. The open floor plan opens to two separate outdoor living spaces with electric screens and shutters, a large resort style pool with spa, fireplace, summer kitchen, fire pit and 4 car garage. The interior includes a gracious kitchen with double islands, custom cabinetry, a butlers kitchen, elevator, large bonus room on second floor opening to a sundeck overlooking the pool. This home has concrete construction throughout, elan g home automation, lutron lighting system and a whole house generator.
Olde Naples, 258 9th Ave S #, Naples, Florida 34102, image 1
Sold - Jan 06, 2026
$6,050,000 $448K
  • 4 Beds
  • 4 Baths
  • 3,641 SqFt
  • $1,662/SqFt
Ultra Luxury
House sold in Olde Naples
258 9th Ave S #, Naples, FL 34102
Situated in one of the most desirable locations in olde naples—perfectly positioned between 5th avenue south and 3rd street south—you’re just steps from world-class dining, shopping, entertainment, and only 10 doors from naples’ white-sand gulf beaches. This is truly the ultimate walkable lifestyle: no car needed. Stroll to the beach for nightly sunsets, enjoy coffee on 5th avenue, or dine on 3rd street—everything is within minutes. This charming property sits on an oversized .34-acre (100' x 150') lot, an extremely rare offering in the heart of downtown. Located on the quiet, low-traffic 9th avenue south, the home also features a rear alley for convenient access and privacy. You are also within walking distance to iconic cambier park—home to tennis courts, art shows, concerts, and year-round community events. Built in 2000, this four-bedroom, four-bath residence offers approximately 3, 600 square feet under air with an exceptional open floor plan. The expansive great room seamlessly integrates a large kitchen, formal dining space, breakfast area, and comfortable living room—all overlooking the impressive outdoor living space. The backyard features a massive pool and spa, surrounded by a spacious, landscaped yard ideal for family and friends. The home is constructed of solid concrete block and already has a brand-new roof, creating the perfect opportunity for someone to renovate and enjoy for many years to come. Importantly, the house and lanai have remained completely dry during all previous hurricanes—providing peace of mind and confidence in its elevation and structural integrity. Additional highlights include a horseshoe-shaped driveway for easy in-and-out access, southern exposure, and one of the last remaining opportunities to secure an oversized lot in the most prime section of olde naples.
Bayside Villas At Olde Naples, 1100 S 9th St #C102, Naples, Florida 34102, image 1
Sold - Jan 02, 2026
$673,073 $60K
  • 2 Beds
  • 2 Baths
  • 1,440 SqFt
  • $467/SqFt
Mid-Tier
Condo sold in Bayside Villas At Olde Naples
1100 S 9th St #C102, Naples, FL 34102
Discover the epitome of coastal living in this stunning 1440 sqft condo, nestled on the first floor, just steps away from the pristine shores of naples beach. Perfectly situated for those who crave the ultimate blend of convenience and luxury, this charming residence offers unparalleled access to both the natural beauty of the beach and the vibrant energy of 5th avenue's shopping and dining scene. Walk to naples landing, crayton cove, tin city, bayfront shoppes and restaurants, third street, fifth avenue south and the beautiful naples beaches! As you step into this meticulously designed condo, you'll be greeted by an inviting ambiance that seamlessly combines modern comfort with coastal charm. The spacious open floor plan creates an airy atmosphere, accentuated by ample natural light streaming through large windows. Entertain with ease in the sleek kitchen, complete with stainless steel appliances, granite countertops, and ample storage space. Whether you're hosting intimate gatherings or preparing a quiet meal for yourself, this kitchen is sure to inspire your culinary creativity. Retreat to the serene master suite, featuring a luxurious en-suite bathroom and a walk-in closet for all your storage needs. An additional bedrooms offer versatility and comfort, perfect for accommodating guests or creating a home office or hobby space. Step outside and enjoy the pool and covered area to savor the gentle sea breeze as you unwind with a refreshing drink or simply soak in the sunshine. With the beach just a short stroll away, every day feels like a vacation. But the perks don't stop there! This condo's prime location also grants you easy access to the vibrant energy of 5th avenue, where you'll discover an array of boutique shops, art galleries, and world-class dining options. Whether you're in the mood for a gourmet meal or a leisurely stroll, everything you desire is right at your doorstep. Plus, with the naples city dock conveniently located across the street, adventure awaits just beyond your front door. Spend the day boating, fishing, or simply taking in the breathtaking views of the waterfront. Don't miss your chance to experience the best that naples has to offer. Make this beachside oasis your own!
Olde Naples, 234 Central Ave, Naples, Florida 34102, image 1
Sold - Dec 17, 2025
$10,700,000 $200K
  • 5 Beds
  • 61/2 Baths
  • 6,050 SqFt
  • $1,769/SqFt
Ultra Luxury
House sold in Olde Naples
234 Central Ave, Naples, FL 34102
The timeless charm of an old florida cottage, but built solid for longevity, this 2014 grand bay home—designed by the acclaimed weber design group—captures the essence of coastal living. Beautiful trim work, subtle contrasts, and a very comfortable layout create a home that feels freshly completed. That “new-home” feel is no illusion: concrete block construction, impact-resistant glass, a standing seam metal roof, and motorized rear shutters are all seamlessly integrated, while consistent, meticulous maintenance ensured enduring quality. Ideally situated just off central avenue in the very heart of old naples, on a full size 100 x 150 southern exposure site, this home is very conveniently located to the fine dining and shopping of 5th avenue south, 3rd street south, and just 2 blocks from the gulf of america. Whether it’s shopping, dining, or sunsets on the beach, everything is within easy reach. With these attributes, the location remains serenely quiet, day and night. This is coastal living at its most refined: beautifully built, perfectly located, and designed for everyday elegance.
Coconut Grove At Olde Naples, 3837 Estey Ave, Naples, Florida 34104, image 1
Sold - Dec 17, 2025
$440,000
  • 2 Beds
  • 2 Baths
  • 1,841 SqFt
  • $239/SqFt
Entry-Level
House sold in Coconut Grove At Olde Naples
3837 Estey Ave, Naples, FL 34104
New to the market, recently remodeled, spacious single family home with 1812 sq ft, .There is a great yard, an attached carport, and a storage shed in the side yard. Great location with a 10 minute drive to beaches and downtown naples. Water heater new in 2023, roof new in 2023, newer appliances, ac new in 2023, newer window framing and baseboard, but buyers need to verify all, as information was supplied by 3rd parties verbally. .
Olde Naples, 478 1st Ave S, Naples, Florida 34102, image 1
Sold - Dec 05, 2025
$3,650,000
  • 5 Beds
  • 5 Baths
  • 4,305 SqFt
  • $848/SqFt
Ultra Luxury
House sold in Olde Naples
478 1st Ave S, Naples, FL 34102
The perfect coastal retreat just four blocks from the beach and moments from the charm of downtown 5th avenue south. Perfectly situated in the heart of olde naples, this residence blends timeless design with modern sophistication, offering five bedrooms plus a den, five baths, and over 4, 300 square feet of refined living space. Every detail has been thoughtfully curated, from the andersen hurricane-impact windows and doors to the dual trane hvac systems and integrated smart-home features that bring both comfort and peace of mind. Step inside and you’ll immediately feel the craftsmanship that defines this home. The main level showcases striking turkish marble with onyx inlay flooring, while the upper level features warm brazilian mahogany underfoot. The gourmet kitchen is the centerpiece of the home, complete with custom cabinetry, chef worthy appliances, granite countertops, and a reverse osmosis system - an ideal space for both everyday living and entertaining. The open and inviting layout flows effortlessly into multiple gathering areas, creating a sense of ease and connection throughout. Upstairs, the private bedroom suites provide serene escapes, each designed with elevated finishes and spa-inspired bathrooms. A versatile first-floor den offers flexibility for a home office, reading nook, or guest retreat, while dual laundry rooms add convenience to daily living. Outside, the property continues to impress with its lush landscaping, sparkling pool, and private, fenced backyard - perfect for entertaining or enjoying quiet evenings under the stars. The home also offers dual street access from both the front and rear alley, and engineered blueprints are available for a future two-story garage with an upstairs cabana for added versatility. Positioned within the desirable flood zone x500, the property remained high and dry during recent storms, offering both security and peace of mind. With its close proximity to naples’ sugar-sand beaches, fine dining, boutique shopping, and the cultural energy of 5th avenue, this home delivers the quintessential olde naples lifestyle. Experience the rare blend of coastal charm, luxury finishes, and everyday livability - schedule your private showing today and step into the lifestyle you’ve been dreaming of.
Coconut Grove At Olde Naples, 4180 S Coconut Cir, Naples, Florida 34104, image 1
Sold - Dec 05, 2025
$405,000 $25K
  • 3 Beds
  • 2 Baths
  • 1,268 SqFt
  • $319/SqFt
Entry-Level
House sold in Coconut Grove At Olde Naples
4180 S Coconut Cir, Naples, FL 34104
This single-family residence is located in an area called coconut grove nestled in the heart of naples, florida. This property is within walking distance to several schools and a nearby family park. This three bedroom, two bathrooms ranch style residence has a brand new metal roof, hurricane windows, and a two-year-old hvac unit. This property is surrounded by a six-foot vinyl privacy fence with an expansive backyard. We are offering this property furnished, ready to move in. Coconut circle park is located within three miles from the beaches near fifth avenue south.
Olde Naples, 88 11th Ave S, Naples, Florida 34102, image 1
Sold - Dec 04, 2025
$6,750,000 $200K
  • 3 Beds
  • 2 Baths
  • 2,114 SqFt
  • $3,193/SqFt
Ultra Luxury
House sold in Olde Naples
88 11th Ave S, Naples, FL 34102
Nestled on the beach block right in the heart of olde naples, this historic florida cottage offers timeless charm on a spacious 108'x 150' corner lot. Built in 1940 and crafted from locally milled heart pine and cypress, the home embodies the inviting coastal lifestyle that first drew families to naples. Inside, a wood-burning fireplace warms the combined living and dining room, while french doors, vaulted ceilings, and a sun-filled solarium add character and comfort. The master suite includes a sitting room and library/media space, complemented by two guest bedrooms and a newly remodeled kitchen overlooking lush gardens. A detached garage with a one-bedroom guest apartment provides additional flexibility. With its enviable location on the beach block, this residence offers a rare opportunity to enjoy classic old naples living or to reimagine the site for a future luxury home.
Coconut Grove At Olde Naples, 4011 N Coconut Cir, Naples, Florida 34104, image 1
Sold - Dec 02, 2025
$489,000 $10K
  • 4 Beds
  • 2 Baths
  • 1,695 SqFt
  • $288/SqFt
Entry-Level
House sold in Coconut Grove At Olde Naples
4011 N Coconut Cir, Naples, FL 34104
Live the naples lifestyle in style and comfort! This fully renovated 4-bedroom, 2-bath home, priced under $500k, offers modern upgrades throughout, including a sleek designer kitchen and spa-like bathrooms. Featuring brand new impact-resistant hurricane windows and a roof just 3 years old, this home provides lasting durability and peace of mind. Inside, the open floor plan is filled with natural light, complemented by new ac, updated plumbing, and electrical systems. The spacious lot features a private backyard oasis with ample room to add a pool, making it ideal for entertaining or unwinding after a day at the beach. Move-in ready and loaded with value, this naples gem combines comfort, style, and smart investment potential.
Villas Ravello At Olde Naples, 838 S 9th Ave #106, Naples, Florida 34102, image 1
Sold - Dec 01, 2025
$1,637,500 $25K
  • 2 Beds
  • 21/2 Baths
  • 1,764 SqFt
  • $928/SqFt
High-End
Villa sold in Villas Ravello At Olde Naples
838 S 9th Ave #106, Naples, FL 34102
Charming attached villa in the heart of olde naples prime location just blocks from the beach and 5th avenue south! This 2br+den/2.5ba villa offers 1, 764 sf of beautifully appointed living space with rich oak flooring, plantation shutters, and an open floor plan that flows seamlessly to a private pool patio—perfect for outdoor relaxation and entertaining. This two-story end unit provides added natural light and privacy. The main level includes a powder room and open living areas, while upstairs features a spacious primary suite with en-suite bath, plus a separate guest suite with an adjoining full bathroom. This property has never sustained any interior flooding from hurricanes. Enjoy the best of olde naples living—walk to dining, shopping, galleries, and the gulf. Low-maintenance luxury in a premier location!
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Subdivision Amenities
Bike Storage
Common Laundry
Fitness Center
Internet Access
Pool
See Remarks
Shopping
Sidewalk
Spa/Hot Tub
Storage
Streetlight
Underground Utility
Barbecue
Beach Access
Bike Storage
None
Pool
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Walk Score®
Very Walkable. Most errands can be accomplished on foot.
73

100
Transit Score®
Minimal Transit. It is possible to get on a bus.
0

100
Bike Score®
Bikeable. Some bike infrastructure.
50

100
Sound Score®
Very loud.
72

100
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