Olde Naples Homes under $500,000

Welcome to Olde Naples, a charming and historic neighborhood nestled in the heart of Naples, Florida. Known for its stunning Mediterranean architecture and lush tropical landscapes, Olde Naples offers a unique blend of coastal living and small-town charm. With its tree-lined streets and vibrant atmosphere, this community is perfect for those seeking a relaxed lifestyle with easy access to the beautiful Gulf of Mexico.

One of the most appealing aspects of Olde Naples is its diverse real estate market, which includes a selection of homes priced under $500,000. These properties provide an excellent opportunity for first-time homebuyers, retirees, or anyone looking to invest in this desirable area. From cozy cottages to updated condos, there’s something for everyone in this price range, allowing you to enjoy the Olde Naples lifestyle without breaking the bank.

Beyond the beautiful homes, residents of Olde Naples can take advantage of the area’s rich cultural offerings. Stroll down Fifth Avenue South, where you’ll find an array of boutique shops, fine dining restaurants, and art galleries showcasing local talent. The nearby beaches are perfect for sunbathing, swimming, and sunset strolls, while the picturesque Naples Pier offers stunning views and fishing opportunities.

Whether you’re looking to immerse yourself in the vibrant community or simply enjoy the natural beauty of the area, Olde Naples is a hidden gem that offers a unique lifestyle. Discover your dream home in this idyllic neighborhood today, and experience the charm of Olde Naples for yourself!

Newest Olde Naples Homes under $500,000

$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

$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

$399,900

1 Beds ⋅ 1 Baths ⋅ 226031250 MLS ⋅ 960 On Seventh BLDG.

Discover the best of **downtown Naples living at 960 7th St S, Unit 103!** Perfectly situated in the heart of **Old Naples**, this charming residence places you just moments from the white-sand Gulf beaches, **5th Avenue South and 3rd Street South**, with exceptional dining, boutiques, galleries, and entertainment nearby. A standout feature is the **convenience of an in-unit washer and dryer**. Leave the car behind and enjoy walking or biking to many of Naples’ favorite destinations. Whether you're looking for a seasonal retreat, full-time residence, or investment opportunity, this is your chance to enjoy the **Old Naples lifestyle in an unbeatable location!**

960 7th ST S Unit 103, 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

$415,000

1 Baths ⋅ 226029056 MLS ⋅ Cove Inn BLDG.

Completely renovated studio residence at the Cove Inn on Naples Bay. The unit was stripped to the studs and fully rebuilt following Hurricane Irma in 2017, offering a fresh, updated interior in one of Old Naples’ most recognizable waterfront condo-hotels. Owners may enjoy the residence for personal use or participate in the optional on-site rental program, allowing guests to reserve the unit much like a traditional hotel room. The Cove Inn features a bayside swimming pool, on-site dining, complimentary parking and a prime location near Crayton Cove, Fifth Avenue South, Third Street South and the Gulf beaches. An appealing opportunity for a Naples getaway with flexible rental potential. Great Investment Opportunity

900 Broad AVE S Unit 139, Naples

$399,900

2 Beds ⋅ 2 Baths ⋅ 226027606 MLS ⋅ Central Garden BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. SELLER FINANCING AVAILABLE WITH INTEREST RATES AS LOW AS 5%! An incredible opportunity to own a COMPLETELY RENOVATED, MOVE-IN READY CONDO IN THE HEART OF OLDE NAPLES! Whether you're searching for a seasonal getaway, full-time residence, or income-producing investment, this beautifully updated first-floor end unit checks all the boxes! EVERYTHING HAS BEEN DONE FOR YOU! Enjoy a stunning, modern interior featuring NEW luxury vinyl plank flooring, fresh paint, new baseboards, contemporary lighting, stainless steel appliances, quartz countertops, updated kitchen tile, and beautifully renovated bathrooms with new glass shower enclosures. NEW impact-resistant windows and sliding glass doors add comfort, security, and peace of mind. Desirable southwest exposure fills the home with natural light and offers beautiful sunset views. Convenience is key! Enjoy an in-unit washer and dryer, bundled high-speed internet and cable, private storage just outside your door for beach chairs and bicycles, and an assigned parking space directly outside your sliding glass door for easy access. INVESTORS TAKE NOTICE! NO WAITING PERIOD TO RENT! Central Garden Condominium offers immediate rental opportunities for new owners, providing flexibility for seasonal or annual rental income, subject to community rental guidelines. Perfect for buyers looking to enjoy their Naples retreat while having the opportunity to generate rental income when they're away! LOCATION, LOCATION, LOCATION! Live just blocks from the vibrant shopping, dining, and entertainment of iconic 5th Avenue South and charming 3rd Street South, with Naples' famous white-sand beaches, Wynn's Market, boutique shops, art galleries, and world-class restaurants all nearby. Experience the Olde Naples lifestyle without the Olde Naples luxury price tag! WHY WAIT? WITH SELLER FINANCING AVAILABLE AT RATES AS LOW AS 5%, HOMEOWNERSHIP IN OLDE NAPLES MAY BE MORE ATTAINABLE THAN YOU THINK! Flexible financing opportunities for qualified buyers. Completely updated, ideally located, and ready for immediate enjoyment.

766 Central AVE Unit 113, Naples

$350,000

2 Beds ⋅ 2 Baths ⋅ 226024860 MLS ⋅ Central Garden BLDG.

Discover an effortless downtown Naples lifestyle in this first-floor, two-bedroom, two-bathroom condominium offering 855 square feet of air-conditioned living space within the highly desirable Central Garden community in Olde Naples. Positioned perfectly for buyers searching for a ground-floor condo near 5th Avenue South, this residence provides seamless walkability to the area's best dining, shopping, and entertainment. As a turn-key unit, it presents a rare opportunity to immediately secure a move-in ready home in one of Southwest Florida's most sought-after locations at a great price. The spatial flow of the home is designed for easy coastal living, emphasizing comfort and accessibility. The living spaces transition smoothly out to a 100-square-foot screened lanai, expanding your daily living area and inviting the Florida breeze indoors. Because this is a ground-floor residence, you have immediate and effortless access directly to the community’s oversized, heated pool and surrounding courtyard. The layout intelligently separates the bedrooms to ensure privacy, while the central living and dining areas serve as a comfortable gathering space after a day at the beach. Living at Central Garden means embracing the ultimate walkable Naples experience. From your front door, you are just four blocks from the world-class restaurants of 5th Avenue and only seven blocks from the white sands of Naples Beach. Essential conveniences, including Wynn’s Market, local bakeries, coffee shops, and the hospital, are all situated within a beautifully brief walking or biking distance. The community itself enhances this low-maintenance lifestyle with amenities that include a poolside grilling area, extra storage space, and inclusive high-speed internet and cable. This property is an exceptional foundation for anyone seeking a vibrant, highly walkable, and relaxed coastal lifestyle in the heart of downtown Naples.

766 Central AVE Unit 119, Naples

$429,000

1 Baths ⋅ 226027610 MLS ⋅ Cove Inn BLDG.

Take in breathtaking bay views from this beautifully finished top-floor condo-hotel unit. The Cove Inn is ideally located in the heart of historic Olde Naples. Just moments from pristine Gulf beaches, upscale boutiques, and acclaimed dining, the setting offers the perfect mix of coastal serenity and lively downtown energy. This light and bright unit participates in a well-established rental program, providing the flexibility for personal enjoyment while generating income. Whether you’re looking for a seasonal escape or a savvy investment opportunity, this property presents exceptional value in one of Naples’ most desirable locations. An incredible opportunity to own your slice of paradise.

900 Broad AVE S Unit 320, Naples

$359,000

1 Beds ⋅ 1 Baths ⋅ 226026571 MLS ⋅ 960 On Seventh BLDG.

The absolute very best of the Naples beach lifestyle. Where to start, first of all you are literally down the street from the beach. A short 5 minute walk or 2 minute bike ride straight to one of the best beaches in the world and the Crown Jewel of Naples. As were talking about the proximity of the beach you also down the street from Naples very own 5Th ave and next to Cambier Park that sits on 12.84 acres that include the Norris Community Center, Five Lighted Shuffleboard Courts, One Bocce Courts, Lighted Basketball Court, Arthur L. Allen Tennis Center, Bandshell, Unique Children's Playground, Softball Field, Covered Pavilion and Lots of Open Green Space to Enjoy a Picnic. Cambier Park hosts a variety of ongoing entertainment and cultural activities at the downtown bandshell and the Norris Community Center. Signature seasonal art festivals, live musical performances, and weekend concerts are held in the park. Cambier park is right next to all of Naples finest dining, shopping, art gallery's, banking and cafes on 5Th Ave. There literally is no better location in the heart of Naples than this quaint beach condo. Now you know a little about the location let me tell you about the condo, the first thing you will notice is the building has a real 90210 vibe. A Mediterranean design with an open court yard featuring fountains and palm trees with a total of only 12 units. This building must be seen to appreciate just how calm the feeling is every time you enter, filled with nesting birds, Palm trees and the sound of the fountains make it the perfect place to come home to or the ultimate getaway location to unwind. This condo has not been lived in or used as a rental it was purchased for one specific reason, to create the perfect getaway, from it all. A home away from home. With that in mind the best way to create the dream beach getaway is to start from scratch and do it your way. So with that in mind no expense was spared and a complete gut job was done, well over $125,000.00 was spent on the renovations and an additional $20,000.00 on furnishings. Its all new, new ac, tile floors, bathroom, stainless appliances, washer and dryer, new kitchen with soft close draws, Quartz counter top and the list goes on. Basically everything from the lights to the floors and everything in-between is new. And it was used on random weekends for a quick getaway, this condo is showroom ready in new condition all anyone needs to bring is their tooth brush and you're good to go. You don't even need a car you can walk or bike everywhere it's all right outside your door. There are also additional storage units in the building to store your bikes or beach chairs. With the total amount of money spent close to $150,000.00 and the attention to detail and quality materials used not to mention the location, I think you will see why this truly is the perfect little beach getaway. 1 PET ALLOWED!

960 7th ST S Unit 105, Naples

$499,000

1 Beds ⋅ 1 Baths ⋅ 226025950 MLS ⋅ Castleton Gardens BLDG.

Welcome to Castleton Gardens 204, a rare second floor renovated and beautifully furnished one-bedroom condominium in the heart of Old Naples. This unit features a king-sized bedroom, updated bath, open kitchen with large island and a comfortable living space. Ideally just three blocks to 5th Avenue South, two blocks to Cambier Park and one block to Tin City, with Naples beaches less than a mile away. Ideal for owners and investors, the community allows rentals up to 12 times per year with a 30-day minimum. Amenities include a heated pool, spa and barbecue area set within a charming banyan tree-lined courtyard. Exterior stair access with no elevator! Castleton Gardens 204 presents a rare opportunity to own a turnkey property that captures the essence of Naples living while delivering exceptional versatility.

980 7th AVE S Unit 204, Naples

$425,000

1 Beds ⋅ 1 Baths ⋅ 226024514 MLS ⋅ Garden Court BLDG.

Ideally positioned in the heart of Olde Naples, this beautifully updated second floor end residence offers an exceptional combination of location, comfort, and convenience. Just three blocks from the sugar white sands of the Gulf and within an easy stroll of both Fifth Avenue South and Third Street South, the very best of Naples dining, shopping, galleries, and entertainment is just moments from your door. Filled with natural light, the residence features tasteful neutral finishes, impact resistant windows and doors, and the added convenience of an in residence washer and dryer, a notable feature that enhances everyday living. Just beyond the living area, an open air patio provides the perfect setting for morning coffee, afternoon relaxation, or enjoying the coastal breeze. One assigned parking space is included. Located within the intimate Garden Court community, this charming three building enclave surrounds a lush central courtyard, offering a peaceful setting in the heart of downtown Naples. Whether enjoyed as a seasonal retreat, investment property, or full time residence, this is a wonderful opportunity to experience the quintessential Olde Naples lifestyle. Leasing is permitted up to three times per year with a 30 day minimum.

285 8th AVE S Unit 285, Naples

$375,000

1 Baths ⋅ 226021422 MLS ⋅ Cove Inn BLDG.

Rarely does an opportunity arise to own a waterfront retreat in the heart of Old Naples with the flexibility to enjoy personally and rent on a nightly, weekly, monthly or seasonal basis. Along Naples Bay at The Cove Inn, this updated residence offers an ideal combination of lifestyle, convenience and income-producing potential. Overlooking the marina and Naples Bay, the property embraces the boating lifestyle that makes Naples so desirable. The adjacent marina offers direct Gulf access, and boat slips may be available for lease or purchase separately, subject to availability. Spend your days on the water, then return home to spectacular sunsets, sparkling bay views and the tranquil sight of yachts cruising through the harbor. Thoughtfully renovated and well maintained, the residence features wood-plank tile flooring throughout, a beautifully updated kitchen and bath, and coastal-inspired finishes highlighted by stunning aqua mother-of-pearl tile accents. Light, bright and move-in ready, the property has been gently enjoyed by its owner and presents in excellent condition. An oversized lounge chair conveniently converts into an additional bed in moments, providing comfortable accommodations for overnight guests. Additional amenities include a large resort-style pool with abundant lounge seating, a recently renovated lobby opening to a sun-filled waterfront patio, and a welcoming fire pit overlooking Naples Bay. From holiday fireworks to the beloved Naples Christmas Boat Parade, the waterfront setting provides a front-row seat to some of Naples cherished traditions. Just moments from Fifth Avenue South, residents can enjoy world-class dining, boutique shopping, art galleries and entertainment less than a half mile away, easily accessed by foot or via the complimentary Cove Inn trolley. Two waterfront seafood restaurants are adjacent to the property, while the popular Cove Inn Coffee Shop offers a place to begin each morning before another day in paradise. Recognizing the value of preparedness in a waterfront setting, the owner has thoughtfully equipped the residence with a storm management package that includes custom Garrison flood planks for the sliding glass doors and advanced reusable water-activated flood control barriers. Designed for quick deployment and convenient storage, these improvements provide an added measure of confidence and will convey with the property. Low quarterly dues even include electric! Whether you're searching for a seasonal escape, waterfront pied-à-terre, income-producing investment, or a combination of all three, this exceptional residence offers the quintessential Old Naples lifestyle in one of the area's iconic waterfront destinations.

900 Broad AVE S Unit 125, 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.