Olde Naples Homes with See Remarks Amenities

Welcome to Olde Naples, a charming and vibrant neighborhood nestled in the heart of Naples, Florida. Renowned for its picturesque streets lined with swaying palm trees and stunning Mediterranean-style architecture, Olde Naples offers a unique blend of coastal elegance and small-town charm. Here, residents enjoy a laid-back lifestyle, with the pristine beaches of the Gulf of Mexico just a short stroll away, perfect for sunbathing, swimming, or simply enjoying breathtaking sunsets.

Olde Naples is not just about beautiful scenery; it’s also a thriving community filled with boutique shops, art galleries, and gourmet restaurants. The famous Third Street South and Fifth Avenue South are just around the corner, offering a delightful mix of shopping and dining experiences that cater to every taste. You’ll find everything from upscale boutiques to cozy cafes, making it a wonderful place to explore and unwind.

When it comes to real estate, Olde Naples boasts an array of stunning homes that reflect the area's rich history and luxurious lifestyle. Many properties feature exquisite amenities, ensuring a comfortable and stylish living experience. From private pools and lush gardens to modern kitchens and spacious living areas, these homes are designed to meet the needs of today's discerning buyers.

Whether you’re looking for a seasonal retreat or a permanent residence, Olde Naples provides an idyllic setting that captures the essence of Florida living. Experience the charm, community, and coastal beauty of Olde Naples—where your dream home awaits!

Newest Olde Naples Homes with See Remarks Amenities

$815,000

2 Beds ⋅ 2 Baths ⋅ 226035138 MLS ⋅ Buttonwood At Olde Naples BLDG.

COME EARLY AND QUICK to see this gem of a condo nestled in Olde Naples. Surrounded by multi-million-dollar homes on Second Street South in Downtown Naples, this bright, sunny end unit, 2Bedroom/ 2 Bath (0), 55+ and co-op condo is on the 2nd floor of “Buttonwood by the Beach” and has been totally renovated and boasts top design fixtures and state of the art full-size appliances (Bosch & Sharp), plus glass enclosed modern bathrooms! This unit is a “steal” with most same sized condos in the surrounding neighborhoods of Downtown, Naples Square, Venetian Village or the Moorings regularly priced in the $1.5 to $2.0 million and up and is not far from the luxury estate homes of Port Royal by the Gulf. In a low-density building (with only 6 units), this is a perfect “pied a terre” for the busy executive, newly or semi-retired couple who “want to get away from it all” and live in an exciting but peaceful area! No need to join a Fitness Spa here, the condo is located on a peaceful tree lined street, only two blocks from the white sandy beach or a walk up to our famous Fifth Avenue, noted for some great shopping and fabulous gourmet restaurants! Third Street is where our posh locals and tourists go out shopping, dining, or to their Saturday morning Farmers Market! Also, within walking distance or cycling is Cambier Park, the center of our Sunday concerts, or the Jazz Club at the Norris Center…and the city Tennis Club! The Contemporary Art Center is on Park, and up on 41 North near Waterside Shoppes is “Artis Naples” or the former Philharmonic Hall. For those addicted to pickleball, Naples boasts one of the largest Sports Centers, with National competitions all year long, out along US 41 East. So come see your new home, steps away from everything exciting. Drop off your bags, grab your beach towel and run to the beach to catch the setting sun…a quick change and meet your friends for dinner on 5th…then you’ll know you’re in PARADISE! Full details on this fantastic fully renovated condo are available for pickup when you come by to see the unit, which also has a small outside porch; sturdy carport space with tall ceilings; large secure storage lockers and ample space for residents to put their beach gear and bicycles. All Welcome…and at only $815,000!

536 2nd ST S Unit 536, Naples

$3,250,000

2 Beds ⋅ 2 Baths ⋅ 226034990 MLS

LOCATION LOCATION LOCATION !! This charming shabby chic cottage-style residence on a spacious .22-acre lot is located 4 BLOCKS from the BEACH, 5 blocks to 5th Ave, 2 blocks to the library, 7 blocks to the new Gulfshore Playhouse and presents an exceptional opportunity for INVESTORS and BUILDERS seeking a site for a thoughtfully designed Luxury residence. The investment opportunity for 442 Central Avenue centers on the land and its redevelopment potential. Envision a custom home with spacious interiors, seamless indoor-outdoor living, and architectural details that capture the COASTAL LIFESTYLE located at the heart of the Naples renown Cultural Center and Art District. Whether developing for resale, creating a private retreat or creating seasonal income, this is your opportunity! NAPLES GIS FEMA MAP CONFIRMS this home is in the X500 Zone. NO FLOODING from hurricane Irma, Ian or Milton. Central Ave offers a Royal Palm lined street with ample street parking for overflow guests, short walk to 5TH Avenue for boutiques, restaurants, and entertainment, with a hospital conveniently located approximately a quarter mile away. Bring your Architect, Builder, or renovation vision to explore both paths: new construction or an income-producing Coastal Retreat. Redevelopment and rental use are subject to applicable zoning, permitting, and rental requirements. Schedule your private showing today!

442 Central AVE, Naples

$5,300,000

3 Beds ⋅ 4 Baths ⋅ 226033993 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. A rare Old Naples opportunity offering 0.35 acres and 96 feet of frontage, just a short walk to the beach and the newly completed Four Seasons Resort. Adding to its appeal, the property fronts the Four Seasons golf course, providing an open outlook and no residence directly across the street. MHK Architecture has prepared a report identifying an 8,427-square-foot buildable area and 5,422-square-foot allowable footprint, presenting an exceptional opportunity to create a substantial custom estate in one of Naples’ most coveted locations. The existing 3,016-square-foot residence offers 3 bedrooms plus a den/office, 4 baths, a private pool and spa, and a well-appointed kitchen. Significant improvements completed in 2023 include a new roof, pool heater, HVAC system, water heater, refrigerator and dishwasher, new carpet throughout, kitchen and guest bathroom countertops, and a new guest bathroom off the den. Whether envisioned as a sophisticated renovation or replaced with a new custom residence, this exceptional homesite offers possibilities rarely found in Old Naples. The Gulf beaches and Four Seasons are a short walk away, while 5th Avenue South and 3rd Street South are approximately five minutes by car, placing Naples’ finest dining, boutique shopping, galleries, and downtown amenities within easy reach. Rare land. Exceptional frontage. An open outlook across the Four Seasons golf course. And one of the most coveted locations in Old Naples.

250 S Golf DR, Naples

$7,499,000

4 Beds ⋅ 5.5 Baths ⋅ 226033005 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Six doors from the Gulf, exceptional single-level living in the heart of Old Naples. Set on a generous one-third-acre homesite along a quiet residential street, 185 North Lake Drive offers a contemporary way of living that is increasingly difficult to recreate. While much of today’s new construction reaches vertically, this thoughtfully designed residence lives entirely on one level, with soaring ceilings, abundant natural light and an effortless connection between indoors and out. At the heart of the home, a magazine-worthy kitchen makes a dramatic statement with a counter-to-ceiling ombré mosaic backsplash, sculptural hood and professional-grade Wolf appliances. The open great room flows naturally to the dining and family areas, while zero-corner sliders extend the living spaces to an expansive covered lanai. Designed for year-round entertaining, the outdoor living experience includes a fully equipped summer kitchen, bar and alfresco dining, custom-detailed ceilings, fireplace, generous lounge areas, and an elevated pool and integrated spa surrounded by lush privacy landscaping. The spacious primary suite offers room for a private office or sitting area and a serene, spa-inspired bath with freestanding tub, oversized multi-head shower, dual vanities and private water closet. Generously proportioned guest accommodations include a suite that lives like a second primary, with a walk-in closet and private outdoor access. Beyond the residence itself is the lifestyle that makes this location extraordinary. Stroll to the end of the block for sunset on the Gulf, enjoy cocktails at HB’s at Four Seasons Naples Beach Club, dinner on Fifth Avenue South, or the Farmers Market on Third Street South, then return to the privacy of North Lake Drive. Offered move-in ready and turnkey furnished, with an attached three-car garage, everything is already in place to enjoy the season ahead, without the wait of building or the task of furnishing a new home. A distinctive opportunity to enjoy the very best of Old Naples, six doors from the Gulf, beautifully private and entirely on one level.

185 North Lake DR, Naples

$1,995,000

3 Beds ⋅ 3 Baths ⋅ 226030517 MLS ⋅ Eight Fifty Central BLDG.

One of the lowest price per square foot three-bedroom condos in Old Naples! Completed in 2021 and perfectly positioned in the highly walkable downtown area, this residence offers the best three bedroom value west of 41. Look no further, this is the condo you have always wanted. Enjoy a stunning resort style pool, rooftop living space, and unmatched convenience. As a corner unit in a newer building, having been lightly lived in, and meticulously maintained, this is a rare opportunity for exceptional condominium living. Featuring single level living and contemporary clean lines, this furnished corner unit condominium features several high end interior upgrades including DuChateau engineered wood flooring throughout, top-of-the line appliances with a Wolf natural gas range, designer cabinetry, 3-inch waterfall quartz countertops, LED lighting, 10 ft ceilings & large windows which provide ample natural lighting. Designed for entertaining, the well-designed kitchen & open main living areas lead directly to a spacious covered lanai for enjoying colorful nightly sunsets. Each of the 3 bedrooms have ensuite bathrooms providing comfort & privacy for all. An assigned covered parking space is included with purchase. Building amenities include two open air spaces with a pool, multiple seating areas & green space located on the second level, and a rooftop gathering space with fire pit and barbecue station. Just a few blocks to the beach and 5th Avenue South, this location is highly desirable for enjoying everything the Naples lifestyle has to offer. Don't miss this opportunity to own a piece of paradise.

850 Central AVE Unit 207, Naples

$2,050,000

3 Beds ⋅ 3 Baths ⋅ 226031463 MLS ⋅ Olde Naples Seaport BLDG.

Experience the allure of waterfront living in the highly desirable Olde Naples Seaport area. This fully furnished three-bedroom, three- bathroom residence is a true haven for boating enthusiasts. The open floor plan radiates elegance while fostering a relaxed lifestyle. A private elevator from the two-car garage provides direct access to your home, which is equipped with all the essential amenities for enjoying Naples, including a prime location. A bayside balcony off the living area enhances the overall ambiance, while a private rooftop patio awaits your personal touch, offering the perfect setting to conclude any day. The spacious layout is ideal for gatherings with family and friends, while the multi-level design ensures privacy when needed. The owners' suite is generously proportioned and boasts breathtaking views of the bay. Additional features include ample storage, a community pool, ground-level dockside walking paths on two sides, and plentiful guest parking. Beyond this exceptional location, the home offers convenient access to all that Naples has to offer: pristine sandy beaches, biking and walking trails, museums, performing arts venues, galleries, fine dining, and excellent shopping options.

1001 10th AVE S Unit D2, Naples

$6,100,000

4 Beds ⋅ 3.5 Baths ⋅ 226031446 MLS

Five 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 Ave, 3rd St, 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

$13,500,000

5 Beds ⋅ 6.5 Baths ⋅ 226029919 MLS

One house from the sand. On Fifth Avenue South. Wrought-iron power gates, twin limestone staircases, a twenty-four-foot foyer. Mediterranean in spirit, furnished, ready to live. First floor: fireplace living room to an eight-hundred-bottle wine room, family room to a Gulf-glimpse terrace, rotunda dining for ten, ground-floor primary with pool terrace, private elevator to every level. Upstairs: parlor and bar, office, ensuite(4) guest quarters, roof top deck. Resort pool and spa on an 85’X 150’ beach-block lot, three-car alley garage. Walk to the beach, dinner, galleries, Cambier Park. For a family, a host, or a second-home buyer who wants the Gulf and downtown in one address. Come see this home at the Golden hour.

40 5th AVE S, Naples

$350,000

2 Beds ⋅ 2 Baths ⋅ 226010362 MLS ⋅ Town Manor BLDG.

LOCATION + GREATLY REDUCED PRICE = EXCELLENT VALUE!! (SELLER MOTIVATED!!!)........... (MAKE OFFER!!!) (DISTRESS SALE!) LET'S MAKE A DEAL!!! YOU WIN!!! 1) Superb Old Naples Location; 3 Blocks to Beach + Famous Fishing Pier! 2 Blocks to Fabulous 3rd Street Shoppes & Bistros. Easy stroll to 5th Avenue S. shopping district! Short walk to Cambier Park (Tennis), Crayton Cove waterfront restaurants and the City Dock. Everything you want or need or desire is walking distance! 2) Priced Greatly Reduced to Sell Now! Bargain, entry-level pricing for this great location in Old Naples. Motivated Seller! Take advantage of this "rare opportunity." 3) 5-STAR Value in wonderful location. Excellent Value in the well-maintained building & amenities. A Top Value in the owner friendly complex. Nice neighbors and up-scale, safe neighborhood of multi-million $$ homes. Lovely 3rd (top) floor (w/elevator) 2BR/2BA + enclosed lanai. Ready for your memorably good living in "Paradise". Charming, low-density (21 units), nicely updated complex. Assigned parking, community pool & friendly pool-side lanai for most pleasant social setting. "A Happy Place". (NOTE: No leasing of unit during first year of ownership. Then, may be leased 2X/Year; 30-day minimum.)

Naples

$2,499,000

3 Beds ⋅ 3 Baths ⋅ 226010662 MLS ⋅ Pettit Square BLDG.

A rare opportunity in the heart of Olde Naples. Originally two residences, Units A & B have been masterfully combined into the only 3-bedroom residence in Petit Square, offering 2,038 square feet, 3 full baths, two covered carports, elevator access, and beautiful city views. Completely renovated with high-end finishes, the residence features elegant Carrara marble flooring, Mystery White marble countertops, a chef’s kitchen with premium stainless-steel appliances, formal dining, eat-in kitchen, and bar seating. The thoughtful single-level layout offers exceptional space, quality, and style. Recently, a smaller 1,166-square-foot unit in the building sold for $1,325,000 ($1,140/SF), making this substantially larger, fully renovated residence an exceptional value at just $1,226/SF. Petit Square offers a charming courtyard with mature trees and fountain and is pet-friendly. Ideally located just steps from Third Street South and only two blocks to the beach, with restaurants, boutiques, galleries, and the Gulf all within easy walking distance. A truly rare combination of size, renovation, parking, location, and walkability in Olde Naples.

292 14th AVE S Unit A, Naples

$355,000

1 Beds ⋅ 1 Baths ⋅ 226003580 MLS ⋅ Park Terrace BLDG.

Park Terrace Club – Olde Naples Gem: Exceptional Location! Welcome to Park Terrace Club, one of Olde Naples’ most desirable condominium communities, showcasing classic Florida living just moments from pristine Gulf beaches, world-class dining, boutique shops, and cultural attractions. This inviting 1-bed, 1-bath condo lives large with a well-designed 712 square feet of living space — ideal for seasonal escapes or full-time Southwest Florida living. Highlight Features: • Prime Olde Naples Location: Ideally situated just minutes from the sugar-sand beaches of the Gulf of Mexico, historic 5th Avenue South, and vibrant 3rd Street South shops and restaurants. Enjoy effortless walkability to shopping, dining, theaters, parks, and community amenities. • Spacious & Functional Layout: Comfortable floor plan optimized for the Florida lifestyle, featuring bright living spaces, a generous bedroom suite, and thoughtfully planned interiors. • Kitchen features a black SMEG 50’s-style refrigerator (2025), offering a stylish blend of vintage charm and modern appeal. • Equipped with a Kinetico water filtration system (2025) in the kitchen for enhanced water quality. • Recently installed dishwasher (2025). • Impact Sliding Door & Bedroom Window: Impact-rated sliding glass door and primary bedroom window provide peace of mind, energy efficiency, and storm protection. • Second-Floor, Top-Floor Residence: Elevated positioning offers pleasant views and coastal breezes from the balcony — an ideal spot for morning coffee or evening relaxation. • Modern Systems: Building mechanicals and major systems are well maintained, including an AC system replaced approximately six years ago for year-round comfort. Community Features: • Low-Rise, Quiet Building: Boutique condominium community emphasizing privacy and relaxed coastal living. • Heated Community Pool: Inviting pool and sun deck perfect for socializing, relaxing, or unwinding after a beach day. • Elevator Access & Common Laundry Facilities (2nd Floor): Added convenience for everyday living. • Reserved Parking & Storage (3rd Floor): Assigned parking space plus a private storage locker. Lifestyle & Walkability: Live where others vacation. Stroll to the Naples Public Library, Cambier Park and tennis courts, Baker Park, the Gordon River Greenway, gourmet markets such as Wynn’s, and nearby top-tier healthcare. Approximately one block from Naples Community Hospital and just steps from the vibrant energy of downtown Olde Naples.

72 7th ST S Unit 206, Naples

$2,250,000

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

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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.