Hallendale Homes with Two Story Style

Welcome to Hallendale, a picturesque subdivision nestled in the heart of Naples, Florida, within the vibrant Collier County. This charming community is the epitome of Florida living, offering residents a serene escape while keeping them close to all the excitement that Naples has to offer. With an array of amenities, beautiful landscapes, and a friendly neighborhood vibe, Hallendale is a perfect place to call home.

One of the standout features of Hallendale is its stunning two-story homes. These residences are designed with both elegance and functionality in mind, providing ample space for families of all sizes. The two-story layout not only maximizes living space but also allows for an abundance of natural light to flood the interiors, creating warm and inviting atmospheres. Each home is crafted with high-quality materials and modern finishes, ensuring that your living experience is both comfortable and stylish.

Residents of Hallendale enjoy access to a variety of recreational options, including nearby parks, walking trails, and community amenities that foster a sense of togetherness. The subdivision is conveniently located near top-rated schools, shopping centers, and dining establishments, making it an ideal choice for families and professionals alike.

With its beautiful two-story homes and a vibrant community spirit, Hallendale in Naples, FL, is more than just a place to live—it's a lifestyle. Come discover the charm of Hallendale and envision your future in this delightful neighborhood!

Newest Hallendale Homes with Two Story Style

$1,790,000

5 Beds ⋅ 4 Baths ⋅ 226026596 MLS

One or more photos have been virtually staged, AI-generated, or artistically rendered. Estimated completion: November 2026. Experience Luxury Coastal Modern Living in Naples' thriving Bayshore Arts District! This exceptional new construction home offers 5 bedrooms, 4 full bathrooms, a 3-car garage, and nearly 3,200 square feet of thoughtfully designed living space, blending timeless coastal architecture with today's most desirable finishes and functionality. Designed for effortless Florida living, the open-concept floor plan features soaring ceilings, oversized impact-resistant windows and pocketing sliding glass doors, abundant natural light, and seamless transitions between the living, dining, and kitchen areas. The first floor includes the luxurious primary suite with dual walk-in closets and a spa-inspired bath featuring separate his-and-her vanities, along with a second guest bedroom and full bath—ideal for visitors or a home office. Upstairs, you'll find three additional bedrooms, two full bathrooms, a spacious bonus room, and a private balcony overlooking the pool, creating the perfect retreat for family and guests. The gourmet kitchen showcases GE Café appliances, custom cabinetry, premium finishes, and an oversized island. Step outside to your private resort-style oasis where a covered roof with a fully equipped summer kitchen overlooks the custom pool and spa. The highly desirable southern rear exposure provides all-day sunshine over the pool and outdoor living areas, making it ideal for relaxing or entertaining year-round. Built with peace of mind, the home will feature an elevation of approximately 9 feet and is located in an X Flood Zone, meaning flood insurance is generally not required by most lenders. Best of all, there are no HOA fees or rental restrictions, offering maximum flexibility for homeowners and investors alike. With its luxury finishes, exceptional floor plan, and unbeatable location, this property presents outstanding short-term vacation rental potential with unlimited income-producing possibilities. Ideally situated just minutes from the rapidly growing Bayshore Arts District, you'll enjoy waterfront dining and live entertainment at Celebration Park, wine tasting at Rebecca's Wine Bar, the world-renowned Naples Botanical Garden, Hamilton Harbor Yacht Club, outdoor recreation at Sugden Regional Park, and the USOP National Pickleball Center at East Naples Community Park. You're also just a short drive from Downtown Naples, Fifth Avenue South, Third Street South, white-sand Gulf beaches, marinas, world-class dining, shopping, and entertainment. Whether you're searching for a luxurious full-time residence, an upscale seasonal retreat, or an exceptional investment property with premier vacation rental potential, this remarkable home delivers the perfect combination of modern coastal design, resort-style outdoor living, no HOA restrictions, and one of Naples' fastest-growing and most exciting locations.

3028 Woodside AVE, Naples

$1,245,000

3 Beds ⋅ 2.5 Baths ⋅ 225081037 MLS

Experience timeless Olde Florida charm blended seamlessly with the refined coastal aesthetic of today in this beautifully curated cottage-style pool home. Situated on the desirable Woodside Avenue—just south of Thomasson and steps from Bayshore Drive—this property offers exceptional walkability to the Naples Botanical Gardens, making it a dream location for outdoor enthusiasts. A classic Southern-style front porch, complete with a charming porch swing and white picket fence, sets the tone for the warmth and character found inside. Thoughtfully designed landscaping enhances privacy while adding to the home’s inviting curb appeal. Could be a great place to park money for investment purposes, as the sellers could have interest in renting it long term until they decide where they would like to go! Rare opportunity! Inside, an open-concept layout creates effortless flow between the living room, dining area, and chef-inspired kitchen—perfect for entertaining or relaxing with family and friends. The main level features a serene primary suite, a versatile office or fourth bedroom, a stylish powder room, and a spacious walk-in laundry room with valuable storage beneath the staircase. Upstairs, a Jack-and-Jill bedroom configuration (with one room currently serving as a second office) provides generous closet and storage space. Luxury vinyl flooring spans the entire home, complemented by custom detailing on the staircase for both beauty and durability. The garage has a private door and can be converted into a fabulous office space for 2, letting you use all the bedrooms, for well bedrooms. The pool area is a true highlight—this custom-designed above-ground “walk-in” pool eliminates the need for stairs and offers immediate access to a sun shelf for effortless enjoyment. An impact-glass banister adds a touch of modern elegance, while Azek decking and lush, low-maintenance landscaping create a private, resort-style retreat. The saltwater pool features both heating and cooling systems for year-round comfort. The property’s outdoor layout has been carefully planned with functionality in mind, including a long brick-paved driveway that extends from the front to the rear of the home—ideal for additional secure parking, a boat, or a golf cart. A detached garage provides even more storage and flexibility to perhaps create your office space there vs in the office. Great use of space... Beautifully maintained, thoughtfully upgraded, and ideally located, this coastal cottage offers the perfect blend of character, comfort, and contemporary luxury.

3060 Woodside AVE, Naples

$795,000

5 Beds ⋅ 3 Baths ⋅ 224095476 MLS

No HOA's! Surrounded by new construction and four minutes away from the boat ramp. This property is elevated and not touched by any of the hurricanes. Take advantage of excellent Bayshore location with VRBO opportunity. Move in now and build/remodel your dream home. New construction goin in at the end of Bayshore with Isles of Collier adding 230 homes in the 500K to 2 million range. Park your boat at the house or keep it at Hamilton Harbor. This is an excellent investment property or a place to make your permanent Naples Home

3129 Woodside AVE, 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.