Olde Naples Homes with Pool Amenities

Welcome to Olde Naples, a charming and picturesque neighborhood nestled in the heart of Naples, Florida. Known for its timeless elegance and vibrant atmosphere, Olde Naples offers a unique blend of historic charm and modern luxury. With its stunning tree-lined streets, quaint boutiques, and exquisite dining options, this neighborhood is a true gem on the Gulf Coast.

Olde Naples is renowned for its proximity to beautiful white-sand beaches and the azure waters of the Gulf of Mexico. Residents enjoy leisurely strolls along the iconic Naples Pier, where breathtaking sunsets and dolphin sightings are a daily delight. The area is also home to lush parks and scenic walking paths, perfect for outdoor enthusiasts and families alike.

One of the standout features of homes in Olde Naples is the abundance of properties with pool amenities. Imagine spending warm Florida afternoons lounging by your private pool, surrounded by tropical landscaping and the soothing sounds of nature. Many homes boast stunning outdoor living spaces, complete with outdoor kitchens and shaded patios, making them ideal for entertaining friends and family.

Whether you’re looking for a charming historic cottage or a modern luxury estate, Olde Naples has something to offer everyone. The community’s commitment to preserving its unique character while embracing contemporary living makes it a sought-after destination for those seeking the perfect blend of relaxation and sophistication.

Experience the allure of Olde Naples, where every day feels like a vacation, and your dream home with a pool awaits! Come explore this enchanting neighborhood and discover why it’s one of the most coveted places to live in Collier County.

Newest Olde Naples Homes with Pool Amenities

$275,000

1 Beds ⋅ 1 Baths ⋅ 226034801 MLS ⋅ Park Terrace BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Leave the car parked and make Olde Naples your neighborhood. Walk to the Gulf for sunset, explore the restaurants and boutiques of Fifth Avenue South, or spend a leisurely afternoon beside the heated community pool. At Park Terrace Club, this refreshed 1-bedroom, 1-bath residence offers exceptional value in a coveted downtown setting, with the convenience of ground-floor living. Inside, fresh paint, crown molding, and large polished porcelain tile bring a bright, cohesive feel to more than 700 square feet of living space. The living and dining area opens to a private lanai framed by greenery, an inviting spot for morning coffee or a quiet evening with a book. White cabinetry, granite countertops, and stainless steel appliances give the galley kitchen a timeless look, complemented by under-cabinet lighting and ample storage. The spacious bedroom features a generous walk-in closet with built-in shelving and hanging space. A glass-enclosed tiled shower, vanity, and medicine cabinet complete the bathroom. One of this residence’s standout features is its assigned parking space immediately beside the condo, with direct access through the lanai’s exterior door and guest parking nearby. A separate kitchen entrance simplifies grocery trips, while the main entry opens to a foyer with an additional closet. The pool is close at hand, and a common elevator serves the second-floor laundry facilities and dedicated storage locker. Beyond the property, the Naples Regional Library adds another neighborhood destination, with downtown galleries, cafés, and shopping within easy reach. Whether you are seeking a year-round home, a winter getaway, or a potential seasonal rental investment, Unit 106 offers an appealing opportunity to enjoy the everyday pleasures of Olde Naples.

72 7th ST S Unit 106, Naples

$2,595,000

2 Beds ⋅ 2 Baths ⋅ 226034262 MLS ⋅ Stella Naples BLDG.

Introducing Residence 205 at Stella Naples, an award-winning boutique collection of just nine signature residences in the heart of Olde Naples. Completed in 2024 and ideally positioned just moments from Fifth Avenue South, this sophisticated coastal residence pairs exceptional design with the ease, privacy, and walkability that make downtown Naples so coveted. The two-bedroom Aria residence offers 2,131 square feet of beautifully curated living space, with two spacious ensuite bedrooms and a rare private rooftop deck suite that elevates the indoor-outdoor lifestyle. An expansive west-facing lanai extends from the main living area and features a private gate leading directly to the sparkling 42-foot pool and lounging areas. Inside, refined finishes and thoughtful details create a sense of understated luxury. Wide-plank European white oak flooring, custom Ruffino cabinetry, Cambria quartz countertops, designer hardware and statement fixtures set the tone, while LED-integrated lighting, indoor and outdoor fireplaces, motorized window coverings, solid-core doors, and a premium appliance package deliver comfort and sophistication throughout. Designed by MHK Architecture, Stella Naples reflects a distinctive modern coastal aesthetic grounded in its Olde Naples setting. The project was named a Grand Winner at the 2025 Aurora Awards, one of the Southeast’s most prestigious honors in residential and commercial design, recognizing its architectural character, indoor-outdoor integration, and thoughtful, place-driven design. With only nine residences, Stella offers an intimate level of exclusivity rarely found in downtown Naples. Each residence includes 10-foot ceilings, two deeded parking spots, ample guest parking, private storage, access-controlled entry and professional building management for effortless lock-and-leave convenience. The building is also pet-friendly, welcoming up to two pets. And the location is exceptional: step outside and stroll to the boutiques, galleries, restaurants, and vibrant energy of Fifth Avenue South, with the sugar-white beaches of the Gulf just beyond. Residence 205 presents a rare opportunity to own a newly completed, architecturally recognized residence in one of downtown Naples’ most distinctive boutique communities.

82 9th ST S Unit 205, 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

$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

$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

$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

$655,000

2 Beds ⋅ 2 Baths ⋅ 226031814 MLS ⋅ Neapolitan Club BLDG.

Your Olde Naples getaway is ready for season! Now offered at a new price, this beautifully renovated and professionally furnished 2-bedroom, 2-bath residence delivers the downtown Naples lifestyle buyers love. Walk to Fifth Avenue South, Third Street South, Cambier Park, Tin City and Naples’ white-sand beaches. Completely reimagined down to the concrete, the residence offers the fresh look and the feel of new construction with a sophisticated coastal design and quality finishes throughout. The open kitchen features custom soft-close cabinetry, quartz countertops, smart appliances, pantry and Veego wine refrigerator. Impact windows and doors, updated lighting, fans, fixtures and elevated ceiling details complete the transformation. Spa-inspired baths feature custom cabinetry and beautifully selected tile. Offered professionally furnished and decorator designed—simply arrive and enjoy. The community pool, courtyard and gas grilling area are just steps away. Assigned parking, ample guest parking and laundry add convenience. An exceptionally flexible 30-day minimum rental policy, up to 12 times per year, plus no age restrictions and a pet-friendly policy make this an ideal seasonal retreat, full-time residence or investment opportunity. Season is approaching—secure your place in Olde Naples now and be ready to enjoy winter in paradise!

900 8th AVE S Unit 103, 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

$2,695,000

2 Beds ⋅ 2.5 Baths ⋅ 226028107 MLS ⋅ Olde Naples BLDG.

Fantastic opportunity on 5th Avenue! Experience luxury downtown Naples living in this exceptional residence at 780 Fifth. This open and spacious floor plan features beautiful travertine flooring, elegant crown molding, and a stunning recently updated kitchen with quartz countertops and a large island perfect for entertaining. Two private suites are complemented by a generously sized den with a closet, offering effortless flexibility as a third bedroom with a shared bath. The serene primary ensuite is a true retreat, featuring wide-plank hardwood floors and a spa-inspired sense of comfort and sophistication. The spacious private balcony overlooks iconic 5th Avenue South – your front-row seat to the area’s top events including the St. Patrick’s Day Parade, art shows, and spectacular nightly sunsets. Cambier Park is located just behind the building for added green space and events. Residents enjoy a rooftop pool with park and city views, under-building parking, and the ultimate walkable lifestyle. Restaurants, boutiques, galleries, and the beach are all right here. Live where every day feels like a vacation in the heart of Old Naples.

780 5th AVE S Unit 203, Naples

$1,199,000

2 Beds ⋅ 2 Baths ⋅ 226029857 MLS ⋅ Fifth Avenue Beach Club BLDG.

Luxury Coastal Living Just Steps from 5th Avenue South & the Beach. Experience the very best of the Naples lifestyle in this beautifully renovated, turnkey-furnished condo, ideally positioned just steps from the beach and the vibrant heart of downtown Naples. Set in a prime 5th Avenue South location, this exceptional residence places you within easy walking distance of Naples’ renowned restaurants, boutique shops, galleries, theatre, entertainment, and the stunning Gulf beaches. Leave the car behind and embrace the effortless, walk-everywhere lifestyle that makes this location so highly sought after. Thoughtfully renovated and offered turnkey furnished, this condo is truly move-in ready—just bring your suitcase and start enjoying the Naples lifestyle from day one. After a relaxing day at the beach or exploring downtown, return home and unwind by the community pool, the perfect place to cool off and relax. Adding to its appeal, the community allows weekly rentals, offering an attractive opportunity for those seeking a flexible vacation home with potential rental income when not in personal use. Whether you envision it as your own luxurious Naples retreat, a seasonal escape, or an income-producing investment, this is an exceptional opportunity to own a piece of the coveted downtown Naples lifestyle. Beach. 5th Avenue. Dining. Shopping. Theatre. Pool. Investment potential. Everything you love about Naples is right outside your door.

175 5th AVE S Unit 4, 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.