Olde Naples Homes with Pool/Club View

Welcome to Olde Naples, a charming neighborhood nestled in the heart of Naples, Florida, where the sun-kissed shores of the Gulf of Mexico meet timeless elegance. Known for its picturesque streets lined with swaying palm trees, this historic area is a blend of old-world charm and modern luxury, making it one of the most desirable places to call home.

Olde Naples boasts an array of stunning homes, many of which feature breathtaking views of sparkling pools and lush club landscapes. Imagine waking up each morning in your beautifully appointed residence, stepping out onto your private patio to soak in the serene ambiance of the surrounding greenery and shimmering waters. Whether you are hosting a summer barbecue or enjoying a quiet evening under the stars, these homes with pool and club views offer an idyllic setting for both relaxation and entertaining.

The neighborhood is renowned for its vibrant community spirit, with a delightful mix of boutique shops, gourmet restaurants, and cultural attractions just a short stroll away. Spend your days exploring the world-class art galleries, indulging in culinary delights, or simply lounging on the pristine beaches that are just moments from your doorstep.

In Olde Naples, you’ll find a lifestyle that perfectly balances leisure and luxury, making it an ideal destination for families, retirees, and anyone seeking a slice of paradise. With its enchanting atmosphere and captivating homes, Olde Naples is more than just a place to live; it’s a vibrant community where dreams come to life. Discover your dream home in this enchanting neighborhood today!

Newest Olde Naples Homes with Pool/Club View

$2,100,000

3 Beds ⋅ 3 Baths ⋅ 226034859 MLS ⋅ Windward Cay BLDG.

LOCATION, LIFESTYLE & INVESTMENT OPPORTUNITY! This fabulous 3-bedroom, 3-bath condo is located within walking distance to 5th Avenue South, 3rd Street South, and the Naples Pier, placing the best of downtown Naples right outside your door. You simply must see this property in person to truly appreciate its amazing location! Expansive windows fill the home with natural light, creating a bright and welcoming atmosphere throughout. The upper level features two bedrooms, two baths, a functional kitchen, and spacious living and dining areas perfect for entertaining. The first level offers a private bedroom and bath, comfortable sitting area, laundry, and an attached garage. Enjoy the ultimate Naples lifestyle with world-class dining, shopping, entertainment, and the beautiful Gulf beaches just a short stroll away. For investors, the property also offers an excellent opportunity with a renter already in place for the 2027 season. Whether you’re looking for a Naples getaway, full-time residence, or investment property, this exceptional location puts you in the heart of it all. Come see for yourself!

640 2nd ST S Unit 2, Naples

$1,900,000

3 Beds ⋅ 2 Baths ⋅ 226034845 MLS ⋅ Terraces Of Olde Naples BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. "Live Life Beautifully in Southwest Florida" in this beautifully maintained three-bedroom, two-bath turnkey-furnished condo located in the Terraces of Olde Naples. This one-owner residence has been lovingly cared for and lightly used as a guest home for family and friends. Built in 1997 and thoughtfully remodeled, the condo features a bright, elegant kitchen with quartzite countertops, custom cabinetry with glass inserts for displaying, and Thermador appliances, including an induction cooktop & hood above for ventilation, plus built in counter height microwave. The main living areas showcase Bella Cera Oak hardwood flooring, while two bedrooms are carpeted for comfort. The third bedroom is versatile, offering a pullout sofa for additional guests. Enjoy a southern-exposure balcony overlooking Olde Naples, filling the home with natural light from the east, west, and south. Being on the top floor, the residence is exceptionally light and bright. Additional highlights include a custom-designed laundry room with cabinetry, sink, and quartz countertops; extra storage conveniently located on the first-floor foyer; and one private garage space. The primary suite offers a spa-like bathroom with white marble countertops, a beautiful contemporary shower, and a custom-built walk in closet. Just off main living area is a extra large lanai with view of the pool area & access to primary bedroom bringing once again all the natural light we want from SW FL living. Ideally located just blocks from Fifth Avenue South, 3rd Street Shopping/Restaurants & and six blocks from Naples’ pristine beaches, this exceptional property truly has it all.

611 10th AVE S Unit B2, Naples

$10,395,000

5 Beds ⋅ 6.5 Baths ⋅ 226032954 MLS

An extraordinary expression of luxury living in Olde Naples steps from the brand new Four Seasons Resort. This exceptional estate offers an enviable lifestyle just a short stroll from the beach and moments from the celebrated dining, shopping and entertainment of downtown. Sophisticated yet effortlessly livable, the residence blends refined interiors with a spectacular private outdoor retreat. Beyond the interiors, a lush tropical oasis unfolds around a stunning resort-style pool and spa accented by dramatic water features. An impressive cabana-style bar and fully equipped outdoor kitchen anchor expansive covered living and dining areas, creating an exceptional setting for intimate evenings or grand-scale entertaining. A private guest cabana completes the resort experience, offering visitors their own secluded retreat. Inside, beautiful wood flooring, gracious proportions and sophisticated finishes establish an atmosphere of understated elegance. The main-level primary suite is a serene sanctuary, while the beautifully appointed chef’s kitchen combines high-end finishes and exceptional functionality for both everyday living and entertaining. Upstairs, additional bedroom suites are complemented by a generous loft providing a private secondary living space ideal for family and guests. Rarely does a residence so seamlessly combine the privacy and indulgence of a luxury resort with the quintessential Olde Naples lifestyle. With the Gulf beaches within walking distance and the boutiques, galleries and acclaimed restaurants of Fifth Avenue South and Third Street South just moments away, this exceptional estate offers an extraordinary opportunity to experience Naples living at its finest.

241 7TH AVE N, Naples

$2,700,000

3 Beds ⋅ 3 Baths ⋅ 226035212 MLS ⋅ Royal Palm Villas BLDG.

Perfectly positioned in the heart of Old Naples, this beautifully transformed two-story villa offers an exceptional combination of privacy, sophisticated coastal style and an enviable walkable lifestyle. Just three blocks from the renowned shopping and dining of Fifth Avenue South and five blocks from Naples’ white-sand beaches and the Gulf, the location is truly outstanding. Offering nearly 2,000 square feet, the light-filled residence features an open great room design with three spacious bedrooms, three full baths and a versatile loft/den ideal for an office, additional living area or guest space. Newly installed double sliding glass doors create a seamless connection to the completely redesigned private outdoor retreat. The resort-inspired pool and lanai have been beautifully enhanced with travertine decking, updated pool equipment and a tranquil waterfall feature. Removal of the former screen enclosure allows abundant sunshine and creates an open-air setting ideal for entertaining, relaxing poolside or enjoying the Naples lifestyle year-round. Inside, the renovated kitchen features quartz countertops and backsplash, premium finishes and an inviting layout that flows effortlessly into the dining and living areas. Large-format porcelain tile, rich wood flooring, crown molding, recessed lighting and impact-resistant windows further enhance the residence. Set within an intimate, pet-friendly enclave of only four villas, the community has recently received a new roof and fresh exterior paint. A private one-car garage adds convenience, while the residence is offered furnished for immediate enjoyment or investment potential. With exceptional privacy, beautifully updated indoor and outdoor living spaces, and Fifth Avenue South and the beach just blocks away, this distinctive villa offers an extraordinary opportunity to experience the very best of Old Naples.

165 5TH ST S Unit 3, Naples

$8,250,000

4 Beds ⋅ 4.5 Baths ⋅ 226028668 MLS

Ideally located in the heart of Olde Naples, just three blocks from the Gulf, this striking contemporary residence pairs innovative architectural design with exceptional finishes and effortless indoor/outdoor living. Set along one of Olde Naples’ most picturesque streets, north of Central Avenue and surrounded exclusively by single family homes, the property enjoys a lush, private setting with the added convenience of alley access. Built by respected luxury homebuilder Build., the residence showcases exceptional craftsmanship and thoughtful design throughout. Southern exposure fills the interiors with natural light, while soaring ceilings and expansive walls of glass create a bright, open atmosphere. The great room flows seamlessly to the outdoor living areas, creating an ideal setting for both everyday living and entertaining. The chef’s kitchen features sleek Italian cabinetry, premium Miele and Liebherr appliances, a built in coffee system, wine refrigeration, and an oversized island. Upstairs, the spacious primary suite offers a spa inspired bath with a freestanding soaking tub, oversized shower, and private outdoor shower. Three additional guest suites, each with an en-suite bath, provide comfortable and private accommodations for family and guests. Outside, the resort style pool and spa feature cascading water elements, a sun shelf, and LED lighting, all surrounded by lush landscaping for exceptional privacy. The covered lanai is designed for year-round entertaining with an outdoor kitchen, built in grill and refrigerator, roll down screens, fireplace, fire pit, and media lounge. A refined Olde Naples residence offering distinctive architecture, exceptional craftsmanship, and an outstanding location just moments from the Gulf, beaches, dining, and shopping.

376 1ST AVE N, Naples

$420,000

2 Beds ⋅ 2 Baths ⋅ 226033696 MLS ⋅ Marina Manor BLDG.

BOATER’S PARADISE IN THE HEART OF OLDE NAPLES! An exceptional opportunity to own a turnkey furnished 2-bedroom, 2-bath residence at Marina Manor, complete with a highly desirable 28-foot covered boat slip with electric lift and direct Gulf access with no bridges. The extra-wide Slip #58 is included with the residence, giving you the ultimate Naples boating lifestyle right outside your door. Located on the second floor, this 924-square-foot residence enjoys an open view overlooking the pool area and is offered turnkey furnished for an easy, move-in-ready experience. The location is hard to beat. Walk or bike to Fifth Avenue South, Third Street South, Tin City, Naples City Dock, the Naples Pier, beaches, shopping and dining, then return home for an afternoon by the oversized heated community pool. Marina Manor also offers extra storage and bike-friendly access throughout the community. Whether you are looking for a downtown Naples getaway, a boating home base or a low-maintenance residence close to everything Olde Naples has to offer, this property delivers an outstanding combination of location, boating access and value.

1100 8th AVE S Unit 204A, Naples

$1,200,000

2 Beds ⋅ 2.5 Baths ⋅ 226033680 MLS ⋅ Franciscan BLDG.

High elevation, first-floor location, direct western exposure from your private balcony to enjoy Naples' spectacular sunsets, 2 bedrooms plus a den, in-unit washer and dryer, covered carport parking with private storage, a community pool, and an unbeatable Olde Naples location—this residence truly checks all the boxes. Whether you're looking to enjoy it as-is or update it to your own style, this is an incredible opportunity to own in one of Naples' most desirable neighborhoods. Located in The Franciscan, an intimate community of just 13 residences, this inviting townhome features a private screened lanai overlooking lush tropical landscaping and the community pool. The updated kitchen offers granite countertops, a tumbled travertine backsplash, and double ovens, while the home also features 2.5 tastefully updated bathrooms. The spacious primary suite opens to a private west-facing balcony, providing the perfect place to relax while taking in breathtaking sunset views, and the full-size in-unit washer and dryer with utility sink add everyday convenience. Additional highlights include impact-resistant windows and sliders, solid concrete construction between residences for added privacy, covered carport parking equipped with an electric vehicle charging outlet, a private storage locker, and tandem parking for an additional vehicle directly behind the carport. Recent improvements include a new roof in 2019, new parking pavers in 2020, and a freshly painted exterior completed in October 2022. With its prime location, you're just a short stroll to Historic Third Street South, world-renowned Fifth Avenue South, the sugar-white sands of the Gulf, the Naples City Dock, Cambier Park, and Crayton Cove, where you'll enjoy exceptional dining, boutique shopping, art galleries, cafés, entertainment, and the very best of the Naples lifestyle. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this property offers the location, lifestyle, convenience, and value that buyers are looking for. One or more photos have been virtually staged, AI-generated, or rendered.

1050 6th ST S Unit 1050, Naples

$6,450,000

4 Beds ⋅ 5.5 Baths ⋅ 226028669 MLS

Masterfully conceived and completed in 2025, this extraordinary Olde Naples residence represents the pinnacle of contemporary coastal design. Created by the acclaimed architectural team at H-Level in partnership with internationally recognized designers and expertly built by Alair Homes of Olde Naples, the home delivers an uncompromising blend of architectural excellence, refined craftsmanship, and effortless luxury. Just a few blocks from the Gulf's pristine beaches and within walking distance of the boutiques, galleries, and renowned restaurants of both 5th Avenue South and 3rd Street South, the location is simply unmatched. Designed for both everyday living and grand-scale entertaining, the residence encompasses nearly 4,000 square feet of thoughtfully designed interior living space and more than 5,200 square feet overall. Four spacious bedroom suites are complemented by a private office featuring custom built-ins, while six beautifully appointed bathrooms provide exceptional comfort for family and guests. The oversized 2½-car garage offers ample room for additional storage, a golf cart, or a Moke. A dramatic two-story entry introduces the home's striking architectural character, where soaring ceilings, a sculptural floating staircase, and walls of floor-to-ceiling impact glass create an immediate sense of openness and sophistication. Sunlight pours into the expansive great room, highlighting imported European flooring, clean contemporary lines, and a calming palette of warm neutral finishes. At the heart of the home, the designer kitchen combines sleek European styling with professional-grade Miele and Liebherr integrated appliances, creating an elegant space equally suited for everyday living and entertaining. The indoor living areas extend effortlessly to a spectacular private outdoor retreat designed for year-round enjoyment. A heated resort-style pool and spa are complemented by a custom water feature, expansive covered living areas, and a fully equipped summer kitchen, creating the ultimate setting for entertaining or relaxing in complete privacy. Occupying an oversized 84-by-115-foot corner homesite, the property is enveloped by lush tropical landscaping that enhances both beauty and seclusion. This exceptional residence presents a rare opportunity to enjoy a brand-new architectural showpiece in one of Naples' most desirable neighborhoods, where world-class beaches, fine dining, luxury shopping, and vibrant cultural attractions are all just moments from your front door.

788 7TH AVE N, Naples

$620,000

2 Beds ⋅ 2 Baths ⋅ 226032885 MLS ⋅ Marina Manor BLDG.

Boaters and coastal enthusiasts, this is the Olde Naples opportunity you’ve been waiting for. This stunning end-unit condo offers the ultimate waterfront lifestyle, featuring a deeded 28-foot boat slip equipped with a lift and direct Gulf access. Adding even more value to this offering is an included certificate of ownership in the exclusive “Adventurer's Club.” Inside, the residence radiates a relaxed, beach-chic aesthetic across a thoughtful two-bedroom, two-bathroom floor plan. Recent upgrades elevate the space, including new luxury vinyl flooring, high-end trim, new AC (2025), new renovated bathrooms, and updated ceiling fans throughout. The west-facing, newly rebuilt sunroom is a standout feature, bathing the interior in natural light and providing a serene spot to unwind. The open-concept living area flows seamlessly, creating an inviting environment for hosting guests or relaxing after a day on the water. Living at Marina Manor means having the best of Naples right at your doorstep. You are perfectly positioned near the world-class dining and boutique shopping of 5th Avenue South and 3rd Street South. The vibrant atmosphere of Tin City, the recreational offerings of Cambier Park, and the iconic white sand beaches are all easily accessible from this prime 8th Street location. Whether you choose to spend your afternoons by the community pool or navigating the Gulf, this property delivers. For those who may not need the dock for personal use, the slip offers an excellent opportunity for passive income, with a proven rental history. Experience the very best of coastal living in the heart of downtown Naples. AC 2025

1100 8th AVE S Unit 210B, Naples

$439,000

2 Beds ⋅ 2 Baths ⋅ 226032606 MLS ⋅ Marina Manor BLDG.

25' Covered boat lift is assigned to the deed of the property. Spend less time planning your next boating day and more time on the water with your included covered boat lift, featuring heavy-duty, double-stranded cables and direct access to the Gulf of America. Located along Naples Bay in Olde Naples, this fully renovated 2-bedroom, 2-bath corner condo brings together coastal character, modern updates, and an exceptional location. Updated electrical and plumbing complement the refreshed interior, while abundant natural light and an open layout create a bright, welcoming place to unwind after a day on the boat or at the beach. Enjoy the convenience of nearby 3rd Street South, 5th Avenue South, Tin City, and Naples’ sandy shoreline, with dining, shopping, and entertainment close at hand. The purchase also includes a certificate of ownership in the Adventure’s Club property—a distinctive addition to this waterfront offering. Whether you’re looking for a year-round home, a seasonal getaway, or an investment opportunity, this residence deserves a closer look. The seller has already sold their boat and is motivated to sell. Schedule your showing and explore the possibilities of Olde Naples living with your boating setup already in place.

1100 8th AVE S Unit 105A, Naples

$2,799,000

3 Beds ⋅ 2 Baths ⋅ 226031052 MLS ⋅ La Majorca BLDG.

Sophisticated coastal living in the heart of Olde Naples, just one block north of iconic 5th Avenue South. Beautifully renovated and thoughtfully designed, this three-bedroom, two-bath residence blends timeless style with an exceptional downtown location. The light-filled interior features 10-foot ceilings, substantial crown molding, luxury DuChateau hardwood flooring, custom 4” wood plantation shutters, and an elegant coastal palette. Open living and dining areas are highlighted by statement lighting and impact-glass sliders opening to a private terrace, while the beautifully appointed kitchen features brushed brass fixtures and stainless-steel appliances. The primary suite offers terrace access, a custom California Closets walk-in, and a spacious marble bath with dual vanities and soaking tub. Two additional bedrooms provide flexibility for guests or a home office. Recent improvements include PGT Low-E windows, hurricane-impact sliders, updated electrical and HVAC systems, and whole-panel surge protection. La Majorca offers a heated saltwater pool, secured assigned garage parking, additional reserved parking exclusively for La Majorca residents, a private storage unit, and elevator access. Step outside and enjoy one of Olde Naples’ most coveted locations, with 5th Avenue South, the beach, Third Street South, and Cambier Park all within easy reach

411 6th ST S Unit 301, Naples

$450,000

1 Beds ⋅ 1 Baths ⋅ 226028917 MLS ⋅ Essex House BLDG.

OLDE NAPLES, 5TH AVENUE THE BEACHES STEPS AWAY- A PERFECT DOWNTOWN "BEACH COTTAGE" GET-A-WAY! NICELY TURNKEY FURNISHED, UPGRADED ONE BEDROOM, ONE BATH! "Welcome to your dream affordable downtown 5th Ave. condo in the prestigious Essex House in Olde Naples! ACT FAST, BEFORE THIS UNIT GOES TO RENTAL ONLY! NO FLOODING FOR ESSEX HOUSE, IT IS BUILT ON A HIGHER ELEVATION ON 5TH, THIS UNIT HAS NEVER FLOODED IN IAN, MILTON OR HELEN! This charming 1-bedroom, 1 bathroom unit boasts a plethora of desirable features, including TILE flooring for "easy maintenance", The first-floor unit offers easy access (right by the pool) and convenience, with laundry facilities and 1 assigned parking spot for added convenience. Step outside and enjoy the community pool, perfect for relaxing and soaking up the Florida sunshine. With its prime location, this condo is just a short walk away from the beautiful beaches of Naples, as well as a variety of shops and restaurants on 5th Avenue and 3rd Street South. Whether you're looking for a peaceful retreat or a vibrant social scene, this condo has it all. Don't miss out on the chance of a very affordable opportunity to own a piece of paradise in Olde Naples. Live the luxurious coastal lifestyle you've always dreamed of in this stunning Essex House condo. ESSEX HOUSE HAS LIBERAL RENTAL POLICY, SO THERE ARE SUBSTANTIAL VACATION INCOME POSSIBILITIES WHEN NOT IN RESIDENCE, (12 TIMES A YEAR, 30 DAYS EACH) and building is "PET FRIENDLY" (dogs/cats) a real rarity for Olde Naples Condo buildings. Schedule a showing today and make this your new home sweet home! Condo comes with One year home warranty for Buyer comfort.

534 4th AVE S Unit 3, 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.