Homes for Sale in Naples, FL Between $500,000 to $550,000

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Welcome to your dedicated resource for Homes for Sale Between $500,000 to $550,000 in Naples, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Naples, FL agents, The Fortune Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $500,000 to $550,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Naples, FL Homes for Sale Between $500,000 to $550,000

$545,000

3 Beds ⋅ 2 Baths ⋅ 226038833 MLS

Exceptional opportunity in Golden Gate Estates featuring 2.27 acres of private land with endless possibilities. This spacious 3-bedroom, 2-bath residence offers the acreage and flexibility today’s buyers desire, with ample room for a pool, guest house, detached workshop, RV and boat parking, or a custom outdoor retreat. To add even more value, the seller is offering a credit at closing—ask for details. Enjoy the freedom of no HOA restrictions, versatile land use, and estate-style living, all while being conveniently located near shopping, dining, schools, and major roadways. A rare blend of space, privacy, and location that’s becoming increasingly difficult to find.

2772 38th AVE SE, Naples

$519,000

2 Beds ⋅ 2 Baths ⋅ 226038495 MLS

Discover an exceptional opportunity to enjoy the coveted Eagle Creek Country Club lifestyle at 91 Cypress View Drive, where timeless charm, effortless comfort, and an outstanding South Naples location come together. This inviting, tastefully furnished 2-bedroom, 2-bath residence offers approximately 1,665 square feet of thoughtfully designed living space, enhanced by soaring ceilings, skylights, elegant French doors, and a charming bay window room with a queen sized murphy bed that welcomes an abundance of natural light. A desirable split-bedroom floor plan provides privacy and comfort, creating an ideal setting for both everyday living and hosting guests. Perfectly positioned within walking distance of the golf practice range and clubhouse, this residence offers convenient access to the amenities and experiences that make Eagle Creek so desirable. Nestled within an intimate, gated country club community, Eagle Creek offers an exceptional array of amenities, including championship golf, tennis, bocce, swimming, fitness facilities, and clubhouse dining. From mornings on the fairways to leisurely afternoons by the pool and evenings spent with friends, every day presents an opportunity to embrace the best of country club living. Ideally located in South Naples, Eagle Creek provides convenient access to pristine Gulf beaches, upscale shopping, exceptional dining, and the vibrant destinations of downtown Naples and Marco Island. Whether envisioned as a year-round residence or an elegant seasonal escape, 91 Cypress View Drive presents a wonderful opportunity to experience the beauty, recreation, and welcoming atmosphere of Eagle Creek Country Club, with immediate golf membership available.

91 Cypress View DR Unit C77, Naples

$550,000

2 Beds ⋅ 2 Baths ⋅ 226038138 MLS

An exceptional waterfront opportunity in Naples’ vibrant Bayshore Arts District! Offering 50 feet of frontage on Haldeman Creek, this property combines a peaceful natural setting with boating access to Naples Bay and the Gulf of Mexico beneath the Bayshore Drive bridge. Remodeled 2-bedroom, 2-bathroom home is offered fully furnished and provides a comfortable place to enjoy today, while the waterfront homesite presents an exciting opportunity for future new construction. Enjoy the existing home as a coastal getaway or envision a custom residence designed to maximize the water views and outdoor living. A private dock adds to the appeal for boating and fishing enthusiasts. Approximately a quarter-mile walk to Celebration Park and close to Rebecca’s Wine Bar, Seventh South Bar, local shops, and restaurants, this location places you in the heart of Bayshore’s arts and dining scene—only 2 miles from 5th Avenue South and Naples’ beautiful beaches. With its waterfront setting and redevelopment potential, this property offers a compelling opportunity to create your vision in one of Naples’ most distinctive neighborhoods.

3201 Sabal CT, Naples

$500,000

2 Beds ⋅ 2 Baths ⋅ 226037877 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Located in the sought-after Naples Reserve community, this freshly painted residence offers a desirable combination of comfortable living, flexible space, and an extended lanai with western exposure for sunset views. Featuring two bedrooms, two full baths, a versatile den, and a two-car garage with a lockable storage closet, the thoughtfully designed floor plan provides inviting spaces for everyday living and entertaining, with room to personalize the outdoor setting to suit your lifestyle. Inside, abundant natural light enhances the freshly painted interiors, while tile flooring throughout the main living areas and carpeting in the bedrooms create a practical balance of style and comfort. Recessed lighting adds a clean, contemporary touch. The kitchen features stainless steel appliances, quartz countertops, a tile backsplash, and a central island that offers additional workspace and a natural gathering point. A breakfast bar provides casual seating, while the open dining and living areas create an easy flow for hosting family and friends. Sliding glass doors extend the living space onto the expanded lanai, creating an inviting setting for outdoor relaxation and dining. The western exposure provides the opportunity to enjoy colorful evening skies as the sun sets. The yard also offers room for a future pool, allowing buyers to envision an outdoor retreat tailored to their preferences. Manual shutters provide storm protection, while a newly installed whole-home water filtration system offers an additional upgrade for everyday comfort and convenience. The primary suite features his-and-hers walk-in closets and custom mirrors, while the en-suite bathroom is appointed with dual sinks and a spacious glass-enclosed shower. A second bedroom and full bathroom accommodate guests, and the separate den offers flexibility for a home office, reading room, or additional living space. Naples Reserve elevates the everyday with an impressive collection of resort-inspired amenities centered around a lakefront clubhouse. Residents enjoy a resort-style pool, fitness center, tennis and pickleball courts, bocce, basketball, and a tiki bar and café. Waterfront recreation includes access to a private beach, boat ramp, Kontiki Island, electric boats, paddleboards, and kayaks. Miles of walking and jogging paths, two dog parks, and a one-mile rowing lane further expand the opportunities for outdoor enjoyment. Combining a functional floor plan, an extended sunset-facing lanai, convenient lockable garage storage, and an extensive array of community amenities, this residence offers a relaxed Southwest Florida lifestyle with opportunities to enjoy both indoor comfort and outdoor recreation in Naples Reserve.

14943 Edgewater CIR, Naples

$520,000

3 Beds ⋅ 2 Baths ⋅ 226038340 MLS

Enjoy the ease of Florida living in this beautifully maintained, Serenity floor plan single family villa, ideally situated on a corner lot in the gated, amenity-rich community of Winding Cypress. Being offered turnkey furnished, this thoughtfully designed residence has three bedrooms, two baths, and an inviting open-concept design, while combining comfortable living with effortless indoor-outdoor enjoyment. Tile flooring throughout, granite countertops, tile backsplash, and stainless-steel appliances create a timeless, welcoming kitchen. New AC in 2021. Plantation shutters throughout and a freshly painted interior add to the appeal, while the extended screened lanai provides a relaxing outdoor retreat overlooking a peaceful, landscaped view. A newly added privacy hedge (2025) enhances the setting, creating an ideal space to enjoy morning coffee or unwind at the end of the day. Impact-resistant doors and windows, hurricane fabric screens for the lanai, and an attached two-car garage offer added convenience and peace of mind. Winding Cypress, a natural gas community carefully designed around preserved natural beauty, is known for its active, social lifestyle and impressive amenities. Residents enjoy a welcoming clubhouse, heated resort-style pool and spa, poolside dining at the Shady Palm, fitness center, library, and community gathering rooms. Pickleball, tennis, and bocce courts offer opportunities to stay active, while two dog parks, a community garden, and scenic walking and nature trails invite residents to enjoy the outdoors. Whether seeking a seasonal retreat or a year-round residence, this residence offers an appealing combination of comfort, convenience, and the vibrant Winding Cypress lifestyle, conveniently close to everything Naples has to offer.

7098 Live Oak DR, Naples

$529,900

3 Beds ⋅ 2 Baths ⋅ 226037816 MLS

MODERN UPDATES, A PEACEFUL SETTING & HOA FEES OF JUST $59 PER MONTH! This beautifully renovated 3-bedroom, 2-bathroom home with a 2-car garage offers a combination of style, comfort, and investment potential in Naples’ Orange Tree community. With a tenant in place through April 2027, this property is an attractive opportunity for investors or buyers planning for future personal use. Sale subject to the existing lease. Situated on a quiet cul-de-sac, this home features a bright, open layout and modern finishes throughout. The peaceful backyard offers a welcoming retreat for morning coffee, outdoor dining, and relaxing evenings under the Florida sky. Orange Tree combines a peaceful residential setting with amenities for an active Florida lifestyle, including a community pool, clubhouse, tennis courts, fishing pier, park, and playground. Shopping, dining, and schools are nearby.

687 Grove DR, Naples

$510,000

4 Beds ⋅ 3 Baths ⋅ 226038117 MLS

Your private pool retreat awaits in Verona Walk. This four-bedroom, three-bath DiVosta townhome combines solid poured-concrete construction, approximately $50,000 in improvements, and resort-style living. A private screened courtyard features a heated pool with lighting and a safety fence—an inviting setting for morning coffee, alfresco dining and relaxed entertaining. Inside, continuous vinyl flooring throughout offers a cohesive, carpet-free finish. Plantation shutters, upgraded countertops, a subway tile kitchen backsplash, and LG appliances complement a breakfast bar with pendant lighting. An updated bathroom, primary-bedroom barn doors and remote-controlled ceiling fans throughout installed in 2020 add comfort and character. Additional features include a 2021 mold-protection and Air Flo enhancements, a 2019 water heater, new garbage disposal 2023. Accordion hurricane shutters and a motorized hurricane-protection door in the primary bedroom. The epoxy-finished two-car garage offers rear-alley access and partial plywood attic flooring for additional storage. Decorative rock landscaping accents the driveway, while a welcoming front porch provides another spot to unwind. Weber grill, lanai bench and pub table with two swivel chairs are included; additional furniture is negotiable. Gated Verona Walk offers pickleball, tennis, a fitness center, resort-style pool, gelato café, scenic walking and biking paths, a post office and an on-site gas station. Discover space, privacy and your own poolside escape in this inviting Naples home. Schedule your private showing today!

8069 Chianti LN, Naples

$549,000

3 Beds ⋅ 2 Baths ⋅ 226038364 MLS ⋅ Cherry Oaks BLDG.

Sunset first. Everything else second. There's something about a western exposure over water that never gets old. From the screened lanai, the view stretches across the lake to the golf course beyond, with the setting sun providing a different show every evening. And unlike a view you only appreciate from one room, this one becomes part of how you live. Welcome to Cherry Oaks at Fiddler's Creek. This first-floor coach home gives you single-family living without the upkeep: 2,408 square feet, a three-bedroom-plus-den floor plan, two full baths, and a two-car garage attached right to the residence. Bring your suitcase and start enjoying Naples. Inside, the layout is open, bright, and comfortable. Oversized sliders pull the lake view straight into the living area, and finishing touches like plantation shutters, crown molding, and designer lighting give every room a polished feel. The kitchen is built for everyday living and entertaining, with granite countertops, soft-close cabinetry, a gas cooktop, tile backsplash, GE Profile stainless steel appliances, and a casual dining area. The primary suite is a retreat of its own, two walk-in closets with custom built-ins, dual vanities, a separate makeup vanity, soaking tub, and oversized walk-in shower. Two guest bedrooms provide comfortable accommodations for family and friends, while the den offers a dedicated space for a home office, reading room, or media room. The beautifully renovated guest bathroom brings an unexpected touch of luxury with Brazilian Cristallo quartzite, a walk-in shower, shiplap detailing, and updated lighting. The improvements extend well beyond the finishes. Storm Smart impact windows, updated lanai sliders, no-see-um screening, a whole-home HVAC replacement, and a tankless water heater are among the investments already made. The lanai received new porcelain tile in 2025, and both guest bedrooms have updated flooring. Even the garage has been thoughtfully finished with epoxy flooring, cabinetry, and slat-wall storage. Beyond your front door, Fiddler's Creek offers a lifestyle that's difficult to duplicate. Recent community enhancements include a refreshed resort-style pool with waterfalls and slides, an upgraded Gator Grille, and 10 new pickleball courts. The renovated clubhouse features a fitness center, six Har-Tru tennis courts, a hot tub, sauna, and steam room. Golf is never required, but it's there when you want it. An optional membership opens up the championship course, the new golf clubhouse, the marina, and a private beach club, and there's currently no wait to join. The sunset views draw you in. The space, condition, furnishings, and Fiddler's Creek lifestyle make it easy to stay.

8951 Cherry Oaks TRL Unit 101, Naples

$515,000

3 Beds ⋅ 2 Baths ⋅ 226037450 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to this inviting 3 bedroom, 2 bath pool home in the desirable Berkshire Lakes community of Naples! Situated on a spacious corner lot, this light and bright residence welcomes you with double door entry, soaring vaulted ceilings, and an open, airy feel throughout. The living and dining areas flow comfortably together, creating a wonderful space for everyday living and entertaining. The updated kitchen features granite countertops, a charming bay window in the adjoining eat in area, and sliding glass doors that open to the screened lanai, bringing in plenty of natural light and offering an easy connection to the outdoors. Step outside to your own private retreat, where a sparkling pool, stamped concrete, and a spacious covered seating area create the perfect setting for morning coffee, afternoon relaxation, or gathering with friends and family. Electric hurricane shutters provide added convenience and peace of mind. The primary suite offers new carpet, fresh paint, direct access to the lanai, and an ensuite bath with dual sinks and a new walk in shower installed in December 2025. The guest bedroom also features new carpet and fresh paint. Recent improvements include freshly painted interior, roof replaced in 2022, a water heater replaced in 2023, and new kitchen appliances including a refrigerator and garbage disposal installed in October 2026. Ideally located near Berkshire Plaza, with Publix, restaurants, shopping, banking, and everyday conveniences just a short stroll away, this home also offers easy access to Naples dining, shopping, and Gulf beaches. With low HOA fees and a desirable Naples location, this is a wonderful opportunity to enjoy the relaxed Florida lifestyle. Some images have been digitally altered via virtual renovation or virtual staging to show potential flooring and aesthetic updates.

720 Belville BLVD, Naples

$525,000

2 Beds ⋅ 2 Baths ⋅ 226036537 MLS

Your private slice of paradise awaits in Naples Reserve! Tucked against a lush, wooded backdrop, this beautifully maintained Coral Harbor villa offers the perfect blend of coastal elegance, everyday comfort, and effortless Southwest Florida living. A light and airy coastal-inspired interior welcomes you with attractive countertops, plantation shutters, and an inviting layout designed for relaxing and entertaining. Offering approximately 1,520 square feet, this 2-bedroom plus den, 2-bath villa provides flexible space for visiting guests, a home office, or your own personal retreat. Step outside to your screened lanai, where a lush, wooded backdrop creates a peaceful retreat for morning coffee, afternoon reading, or simply unwinding in the privacy of your own home. But the magic doesn’t stop there! As evening approaches, the extended front patio becomes your front-row seat to Southwest Florida’s spectacular sunsets. Imagine relaxing with your favorite beverage as the sky transforms into brilliant shades of gold, pink, and orange—an extraordinary nightly show that makes every day feel like a vacation. Thoughtful enhancements include plantation shutters and privacy blinds, updated lighting and ceiling fans, bedroom carpeting less than one year old, a new primary bathroom shower enclosure, a brand-new washer and dryer, a retractable front screen door, a laundry tub with cabinetry, and a generator hookup at the electrical panel. There’s even potential to explore adding your own private pool, subject to applicable approvals. Beyond your front door, an extraordinary resort-style lifestyle awaits! Welcome to Naples Reserve, where every day feels like a vacation! At the heart of this spectacular gated community is the Island Club, featuring a lagoon-style pool, white-sand Sunset Beach overlooking the 125-acre Eagle Lake, waterfront dining at The Reserve Club, and a vibrant social atmosphere. Spend your days kayaking, paddleboarding, playing tennis or pickleball, working out in the fitness center, or simply relaxing beneath the palms. Perfectly positioned between the world-famous white-sand beaches of Marco Island and the beautiful Gulf beaches of Naples, this exceptional location puts the best of Southwest Florida within easy reach. Enjoy the upscale shopping, waterfront dining, and entertainment of downtown Naples, or escape to Marco Island for a day of sun, sand, and spectacular Gulf sunsets. Here, you don’t have to choose between a peaceful retreat and an active coastal lifestyle. You can have it all! This isn’t just a home. It’s your gateway to the Southwest Florida lifestyle you’ve been dreaming of!

14731 Edgewater CIR, Naples

$529,000

2 Beds ⋅ 1 Baths ⋅ 226038384 MLS ⋅ Bonaire Club BLDG.

LOCATION!!! Freshly renovated (all-new appliances, floors, AC, doors, kitchen, bath, countertops, sills, window treatments closets, paint) 2BR/1BA in a fabulous location in the heart of the Olde Naples Historic District off of Third Street South, where you can take a very short walk to Naples' best restaurants, farmers' market and, of course, the beautiful beaches on the Gulf. This is a beautifully appointed condo and a great value for the Olde Naples area. This smart and cozy unit is available for purchase. Great amenities include community pool, clubhouse, BBQ, Bocce and much more. Also available for annual lease at $2,850/mo.

473 12th AVE S Unit B2, Naples

$550,000

2 Beds ⋅ 2 Baths ⋅ 226038016 MLS ⋅ Harborside Terrace BLDG.

Located in Park Shore, west of U.S. 41 and less than a mile from the beach, this updated two-bedroom, two-bath condominium offers a desirable coastal setting with western exposure for sunset views. An inviting interior, modernized kitchen and baths, and a converted lanai that provides additional living space create a comfortable setting for enjoying the Naples lifestyle. Natural light fills the interior, complemented by vinyl flooring throughout. The updated kitchen features LG stainless steel appliances, quartz countertops, and a tile backsplash, while the breakfast bar connects the kitchen to the combined living and dining area for an easy, open flow. The two-bedroom, two-bath layout offers comfortable accommodations, with the primary bedroom featuring a walk-in closet. The primary bath includes dual sinks and a glass-enclosed shower. The converted lanai extends the living area, offering additional space to relax or entertain, while sliding doors allow fresh air to flow through. Western exposure provides the opportunity to enjoy colorful sunset skies, and manual shutters offer added storm protection. The residence also includes one assigned carport space, along with additional storage and bicycle storage within the complex. Residents have the opportunity to join the Park Shore Association’s private Beach Park, providing access to a dedicated beachfront setting less than a mile away. The nearby Naples Marina in Park Shore offers boat rentals for those looking to spend time on the water and explore the surrounding coastline. The location places a wealth of shopping, dining, recreation and cultural attractions within easy reach. Waterside Shops offers upscale shopping and dining, while Artis—Naples provides access to performances and cultural events. Clam Pass Park offers scenic nature trails and beach access. Barnes & Noble, Starbucks, Publix and Fresh Market are also nearby for everyday convenience. Combining updated interiors with a desirable Park Shore location, this residence offers a convenient setting for enjoying the beaches, boating and cultural attractions of Naples.

4200 Belair LN Unit 303, 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.

Homes for Sale in Naples, FL Between $500,000 to $550,000

All Naples, FL Homes for Sale Between $500,000 to $550,000

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