Winding Cypress Houses Sold

Q: How much are the maintenance fees (HOA) in Winding Cypress?

The current monthly maintenance fee at Winding Cypress is ~0.24 per unit SqFt.

Q: What is included in the Winding Cypress monthly association dues?

The single_family_home dues at Winding Cypress cover: Insurance, Irrigation Water, Lawn/Land Maintenance, Legal/Accounting, Manager, Master Assn. Fee Included, Pest Control Exterior, Rec Facilities, Repairs, Reserve, Street Lights, Street Maintenance, Irrigation Water, Cable, Internet/Wi Fi Access, Security, Trash Removal, Lawn/Land Maintenance, , Sewer.

Q: What are the interior features of the residences?

Winding Cypress Interior features include: French Doors, Pantry, Smoke Detectors, Tray Ceiling(s), Laundry Tub, Window Coverings, Laundry Tub, Volume Ceiling, Built-In Cabinets, French Doors, Foyer, Walk-In Closet(s), Bar, Closet Cabinets, Closet Cabinets, Coffered Ceiling(s), Pull Down Stairs, Wired for Sound, Zero/Corner Door Sliders, Built-In Cabinets, Pantry, Foyer

Q: What are the available unit views from Winding Cypress?

Winding Cypress unit views: Landscaped Area, Preserve, Trees/Woods, Lake, Water, Privacy Wall, Landscaped Area, Preserve

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Winding Cypress, 6878 Winding Cypress Dr, Naples, Florida 34114, image 1

$1,497,500

4 Beds
4 Baths
2,989 SqFt
$501/SqFt

House for sale in Winding Cypress6878 Winding Cypress Dr, Naples, FL 34114

Discover one of the largest and most recently built homes in the highly sought-after winding cypress community! This stunning residence boasts a serene preserve view that enhances the peaceful, natural surroundings. Blending luxury and functionality, the home offers 4 bedrooms, a den/office, 4 full baths, and a spacious 2-car garage, with every detail thoughtfully curated to elevate your florida lifestyle. The heart of the home is the chef-inspired open kitchen, featuring premium kitchenaid appliances, quartz countertops, custom cabinetry, a walk-in pantry, and a natural gas cooktop—perfect for everyday living and entertaining. The expansive living and dining spaces flow seamlessly, with floor-to-ceiling glass sliders opening to an impressive covered lanai. Outside, the large dining area is ideal for hosting guests, while the heated saltwater spa/pool with spillover waterfalls creates a serene retreat. The extended lanai offers plenty of room for lounging and relaxation in the florida sunshine. Inside, the home's design impresses with high ceilings, custom light fixtures, ceiling fans, and upgraded tile plank-style flooring. The spacious primary suite features a custom walk-in closet, dual sinks, and an oversized walk-in shower. Additional highlights include volume coffered ceilings, plantation shutters, epoxy flooring in the garage, and a built-in surround sound system. Winding cypress offers exceptional resort-style amenities, including a pool, on-site restaurant shady palm, tennis, bocce, pickleball, a state-of-the-art fitness center, a dog park, an internet café, and over 800 acres of lush natural preserves to explore. Whether you’re seeking relaxation or an active lifestyle, there’s something for everyone. Conveniently located near world-class dining, shopping, beaches, and boating, this home is just minutes from the best of naples and marco island. Don’t miss the opportunity to make this luxurious haven your own and experience the ultimate florida lifestyle in the heart of paradise.

Winding Cypress, 7602 Jacaranda Ln, Naples, Florida 34114, image 1

$599,900

2 Beds
2 Baths
1,554 SqFt
$386/SqFt

Villa for sale in Winding Cypress7602 Jacaranda Ln, Naples, FL 34114

Discover exceptional value in this captivating attached villa nestled in the highly sought-after naples locale within the vibrant community of winding cypress. Boasting 2 bedrooms, 2 full bathrooms, a den, and a two-car garage, this residence is meticulously designed for comfort and style. The bright and white kitchen, adorned with popular finishes, complements the seamless tile flooring in main areas and plush carpeting in bedrooms. An ideal home or vacation retreat, the property enjoys proximity to 5th avenue, marco island, i-75, shopping, dining, beaches, and entertainment. Immerse yourself in the dream-like lifestyle provided by winding cypress' resort amenity campus, featuring a resort-style pool and spa, a pool side restaurant, yoga lawn, outdoor fireplace, tennis and pickleball courts, a state-of-the-art fitness center, and more. Furniture is negotiable. Seize the opportunity to relish the quintessential florida lifestyle in this splendid naples home.

Winding Cypress, 7467 Blackberry Dr, Naples, Florida 34114, image 1

$899,900

3 Beds
2 Baths
2,198 SqFt
$409/SqFt

House for sale in Winding Cypress7467 Blackberry Dr, Naples, FL 34114

Welcome home to the popular winding cypress gated community! Spectacular private water and nature preserve views from your own premium lot’s lanai and backyard. This fresh and pristine home will exceed your expectations. An impressive custom door welcomes you inside to an open great room with elevated, coffered ceilings & high end finishes throughout. Great flow and spaciousness, expanding through the sunroom. The kitchen showcases a huge island, ss appliances, premium cabinetry, marble backsplash, quartz countertops, & pantry. The dining area has an elegant crystal chandelier. The primary suite features a tray ceiling, crystal chandeliers, and european wide plank wood flooring. (this flooring is in all bedrooms). The luxury bath is complete with double sinks, frameless shower, linen closet, and special ballard design fitted closet. The study/den has french doors & wood floors. Large tile set on the diagonal complete the upgraded flooring (no carpet). Plantation shutters in all 3 bedrooms and study. Upgraded laundry room. Motorized weather protection panels installed (lanai & sunroom). This community consists of 1100 acres, 800 acres of which are preserved and natural. Resort amenities. Landscape maintenance included. Close to hospitals, restaurants, shopping, beaches and the posh downtown area. Come see!

Winding Cypress, 6801 Greenbriar Ct, Naples, Florida 34114, image 1

$1,048,000

4 Beds
3 Baths
2,152 SqFt
$487/SqFt

House for sale in Winding Cypress6801 Greenbriar Ct, Naples, FL 34114

Like new, two years old four bedroom, three-bathroom residence in winding cypress. House has been totally custom remodeled. This furnished home showcases new furniture and tvs, finished with 9’ ceilings, 8’ doors, pristine tile floors. The gourmet kitchen features high end appliances with gas cooking, pullout drawer cabinets, designer backsplash, pantry, and a large center island. Each bedroom has an in-suite bathroom. Outside, you’ll find a wifi-controlled heated pool and screened lanai with build- in barbeque grill. Extended driveway, two-car garage , epoxy floor, and overhead storage. Winding cypress residents have access to a clubhouse with a social room, library, fitness center, resort-style pool and spa, outdoor bar and grill, tennis, pickleball, bocce, dog park, and a full social calendar. Just 15 minutes to downtown naples and marco island. Cdd paid in full.

Winding Cypress, 7235 Live Oak Dr, Naples, Florida 34114, image 1

$995,000

3 Beds
3 Baths
2,640 SqFt
$377/SqFt

House for sale in Winding Cypress7235 Live Oak Dr, Naples, FL 34114

Luxury living in this extraordinary naples fl home and coveted community of winding cypress! Built in 2015 by divosta homes this 3 bed, 3 bath, plus a den with a second story loft known as the martin ray flood plan. This home with over 2, 600 sq feet under air, it's the perfect layout. Walk into a beautiful foyer entrance, that leads to the custom open layout kitchen, featuring premium granite countertops, kenicto water system, custom cabinets, gas stove, and a butler pantry with beverage refrigerator and custom wine rack. The spacious living area with crown and base moldings, leads to the screened in lanai and custom 13x28 pool with 3 sunning shelf's. An east exposure for lots morning sun and with a lake and preserve view to enjoy. The screened in outdoor lanai area encompasses over 1, 000 sq feet. The lush landscaping and pool is a tropical oasis to entertain and enjoy. Custom electric roll down hurricane shutters for maximum storm protection. Primary bedroom located on the 1st floor with beautiful tray ceiling and a view of the tropical back yard with a huge walk in closest with custom drawers and shelving.Primary bath has dual sinks and walk in shower. This split bedroom floor plan has so much privacy for guests with an upstairs loft that leads to the 3rd bedroom and en-suite bath. This home has 2 air conditioners with dual zone a/c system, plantation shutters through the home for the tropical feel, solid core doors with upgraded handles. Winding cypress is a lifestyle community offering an array of amenities, including a resort-style pool and spa, pickleball and tennis courts, a residents-only restaurant, an expansive community center with an event room, library, outdoor fireplace, state-of-the-art fitness facilities, and a boardwalk nature trail for serene strolls. Sitting on 800 acres of preserved green space, this prime location is just 15 minutes from downtown olde naples and 10 minutes from marco island, offering the perfect blend of convenience and tranquility.

Winding Cypress, 7343 Mockingbird Ct, Naples, Florida 34114, image 1

$1,050,000

3 Beds
2 Baths
2,107 SqFt
$498/SqFt

House for sale in Winding Cypress7343 Mockingbird Ct, Naples, FL 34114

Experience luxury living in this spectacular residence, on oversized, corner lot with sw exposure, nestled in the coveted winding cypress community in naples. This spacious 3-bedroom, 2-bathroom home with a den boasts an open layout kitchen featuring premium granite countertops, custom cabinets with roll-out trays, gas stove, and a butler pantry with beverage refrigerator. The bright living area offers incredible views of the pool and opens onto a lanai with shutters to shield from the sun. Relax and unwind by the oversized saltwater pool custom built pool (34’ long) with flush spa and luxurious waterfall features, while enjoying the private views of the lake, preserve and abundant wildlife. A dedicated home office provides a quiet workspace for productivity. The large master bedroom serves as a serene retreat. Extra driveway area for parking of 5 cars and extended garage offering plenty of room for multiple cars and guests. Enjoy peace of mind with generac whole house generator. Winding cypress is a vibrant community offering an unparalleled array of amenities, including a resort-style pool and spa, pickleball and tennis courts, a residents-only restaurant, an expansive community center with an event room, library, outdoor fireplace, state-of-the-art fitness facilities, and a boardwalk nature trail for serene strolls. Nestled on 800 acres of preserved green space, this prime location is just 15 minutes from downtown olde naples and 10 minutes from marco island, offering the perfect blend of convenience and tranquility.

Winding Cypress, 7619 Jacaranda Ln, Naples, Florida 34114, image 1

$595,000

2 Beds
2 Baths
1,554 SqFt
$383/SqFt

Villa for sale in Winding Cypress7619 Jacaranda Ln, Naples, FL 34114

This impeccably maintained residence, boasting serene lake vistas, presents an array of desirable features. Comprising two bedrooms, two bathrooms, a den complete with a murphy bed, a two-car garage, and a utility-equipped laundry room, this property epitomizes comfort and functionality. Nestled within the highly coveted and rapidly flourishing community of winding cypress in naples, the home has been thoughtfully enhanced to offer an elevated living experience. Highlights include a meticulously designed kitchen outfitted with a gas range, maple cabinets, quartz countertops, a breakfast bar, pantry, and stainless steel appliances. The unit has upgraded impact windows and an electric hurricane shade on the lanai. Winding cypress stands out as one of naples' premier residential developments, boasting top-tier resort-style amenities such as a poolside bar and grill, gym/exercise room, outdoor yoga deck, fire pit, dog parks, community garden, and extensive nature trails traversing an 800-acre natural preserve. Offering an unparalleled lifestyle, now is the opportune moment to seize the chance to reside on jacaranda lane in winding cypress.

Winding Cypress, 6823 Winding Cypress Dr, Naples, Florida 34114, image 1

$1,649,000

3 Beds
3 Baths
2,515 SqFt
$656/SqFt

House for sale in Winding Cypress6823 Winding Cypress Dr, Naples, FL 34114

Massive $200k price reduction!! Stunning lake and sunset views await from the lanai of this pinnacle model home situated on an oversized lot in winding cypress. At just over 2, 500 square feet, you will notice the attention to detail from the moment you walk in the front door. Features of this gorgeous home include: 3 bedrooms and 3 full baths, 3 car garage, faux paint accents on walls & ceilings, custom light fixtures and ceiling fans, zero corner slider, impact resistant doors and windows, kitchenaid appliances, quartz countertops, natural gas (cooktop, grill and pool equipment), dry bar with wine fridge, high-end carpeting in the bedrooms, plantation shutters throughout and so much more! This home is perfect for entertaining! The large, open kitchen & living room is ideal for family gatherings. Open the sliders to seamlessly bring the indoor living space, outdoors. The summer kitchen and large dining area is perfect after a day of relaxing by the pool & spa. The primary suite features a massive walk-in closet that will fit the needs of those with the largest of wardrobes. There are plenty of amenities in winding cypress for those looking to stay active outside of the residence, featuring a resort-style pool, on-site restaurant (shady palm), tennis, bocce, and the hottest new sport - pickleball. Additional amenities include a dog park, well-appointed fitness center, and internet cafe. All of this is just a short drive to some of the finest dining, shopping, beaches, boating and sunsets in all of florida - downtown naples/5th ave and marco island. Close to i-75 and 30 minutes to southwest florida international airport. Come live in paradise!

Winding Cypress, 6949 Winding Cypress Dr, Naples, Florida 34114, image 1

$995,000

3 Beds
2 Baths
2,185 SqFt
$455/SqFt

House for sale in Winding Cypress6949 Winding Cypress Dr, Naples, FL 34114

Welcome to this stunning summerwood floor plan with an extended great room. As you enter this 3 bedroom plus den home the quality of finishes is evident. The great room open plan concept allows for a great entertainment area with a large island kitchen and beautiful quartz countertops open to the dining and living area. Step out onto the large paver lanai area and enjoy the exceptional location of this lot looking across the lake to a preserve area with landscaping providing excellent privacy from adjoining homes. Relax in the heated pool or lounge on the spacious pool deck. This home offers florida living at its best with a custom outdoor kitchen featuring a gas grill, fridge, vent hood and sink. The community offers natural gas for cooking, water heater and clothes dryer. The lanai is protected by electric rolling hurricane impact screens making preparation for storms easy. The community of winding cypress is nestled amongst 800 acres of natural preserve and 80 acres of serene lakes. This community offers residents a tranquil lifestyle surrounded by nature. Residents enjoy a wide array of amenities, including the shady palm café, a spacious clubhouse, and a luxurious resort-style pool and spa, fitness center, social program, movement room, pickle ball, tennis courts, bocce and the boardwalk walking trail. Surrounded by many restaurants and grocery stores and only a short drive to downtown naples this community checks all the boxes.

Winding Cypress, 7716 Winding Cypress Dr, Naples, Florida 34114, image 1

$1,395,000

3 Beds
3¹/₂ Baths
2,923 SqFt
$477/SqFt

House for sale in Winding Cypress7716 Winding Cypress Dr, Naples, FL 34114

Welcome to the rare opportunity to own the prestigious stonewater model home in the desirable, amenity filled community of winding cypress. This property sits on one of the most beautiful and private waterfronts lots. View spectacular sunsets over a big water lake with a wildlife-rich preserve as a private backdrop. As soon as you walk through the double-door front entrance, your breath will be taken away as you marvel at the grandeur of the open living space highlighted by a 12-foot ceiling accented with built-in trays. The split bedrooms and open living area floorplan is most popular and sought after as it is perfect for large gatherings and entertaining with family and friends while offering a quiet and separate space for guests during the overnights. The primary suite is expansive, big enough for king bed furniture and additional sitting area. The bath area boasts a beautiful walk-in tiled shower, large dual sink vanity, and oversized walk-in closet. The entrance to the two other bedrooms and baths can be closed off from the main living area by pocket doors giving a private feel of additional suites. The chef's kitchen boasts a beautiful quartz center island with sink, upgraded appliances that include a natural gas cook top, double built-in oven, custom cabinets with underside lighting and a huge walk-in pantry. There's also a formal dining area adjacent to kitchen and great room gathering space. Open up the french doors and enjoy the quaintness of your added den, study or office. This is an extra-large space perfect to be set up with your personal wants and needs in mind. Nothing helps out a homeowner more than a three-car garage. This one has a ton of built-in ceiling and wall storage racks for everything imaginable including bicycles. The garage doors are insulated as well as the attic above. As you step outside onto the custom upgraded pavers and look out over the big water lake, you can't help but admire the beautiful saltwater pool with optional integral infinity spa. On the far side of the lake is a stunning and private preserve that speaks to tranquility, relaxation, and peacefulness as you sit in your lanai, swim in your pool, or unwind in your spa. Winding cypress is a well-designed community of over 1200 acres total with 850 acres of green space. It is amenity rich to include a resident's only full-scale restaurant, pickleball, tennis, & bocce courts, a spectacular community pool and clubhouse, awesome fitness center, dog park, community garden, boardwalk nature trail, and a full-time activities program that offers something for everyone on a weekly, regular basis. Located just 15 minutes to the beaches of marco island and 20 minutes to restaurants and shoppes in olde naples.

Winding Cypress, 7666 Jacaranda Ln, Naples, Florida 34114, image 1

$650,000

2 Beds
2 Baths
1,574 SqFt
$413/SqFt

Villa for sale in Winding Cypress7666 Jacaranda Ln, Naples, FL 34114

The finest in resort style living! You do not want to miss this opportunity to own a find like this in the community of winding cypress. This beautifully updated 2+den/2 bath gem has 9' 4" ceilings with a two car garage is move in ready and it has everything you need to call this sought after villa your home. New refrigerator, new hot water tank, new pavers, plantation shutters and much more. Almost 2/3 of this amazing community is set aside just for a tranquil preserve/wooded area. Only 8 miles to downtown naples + 9 miles to marco island. Just a few amenities include pickleball, bocce court, clubhouse, community park, community pool/spa/hot tub + community room and much, much more! What are you waiting for.. Call now to set up your showing cause this unique property won't be on the market long!

Winding Cypress, 7478 Winding Cypress Dr, Naples, Florida 34114, image 1

$1,497,500

3 Beds
3 Baths
2,619 SqFt
$572/SqFt

House for sale in Winding Cypress7478 Winding Cypress Dr, Naples, FL 34114

Welcome to this exceptional infinity model home, a rare find in the prestigious winding cypress community of naples, florida. Built by the esteemed divosta builders, this home is one of only three infinity models in a community of over 750 residences, making it a truly exclusive opportunity. Designed with elegance and comfort in mind, this property blends high-end finishes, thoughtful upgrades, and a sprawling open-concept layout that’s perfect for both entertaining and everyday living. Upon entering, you’ll be greeted by soaring tray ceilings over 11 feet high, beautifully complemented by custom faux painting and crown molding. The home’s expansive great room flows seamlessly into the gourmet kitchen, featuring a 6-burner thermador gas cooktop and range, a premium liebherr refrigerator, and an oversized quartzite leather-finish island. Custom-built cabinetry and designer window treatments—all tailor-made—add to the refined aesthetic, while custom bed coverlets bring a personal touch of luxury to the bedrooms. The master bath has been completely remodeled to exude modern sophistication, featuring sleek, high-end finishes that transform it into a spa-like retreat. A contemporary floating vanity, premium fixtures, and an expansive glass-enclosed shower with designer tilework create an ambiance of refined elegance. Every detail has been meticulously crafted to provide both style and comfort, making this space a true sanctuary within the home. Step outside to an entertainer’s dream: a full outdoor kitchen equipped for al fresco dining and gatherings, set against the backdrop of a lush and private lanai. The brick-paved driveway leads to a three-car garage, which features epoxy flooring, an insulated door, built-in storage, and a dedicated air conditioning unit for year-round comfort. This home is designed for ultimate convenience, boasting hurricane impact windows and doors, a zero-corner slider, custom closets, and a whole-house generator. A tankless water heater ensures efficiency, while a kinetico water filtration system delivers the highest quality water throughout the home. The sonos speaker sound system fills every space with rich, immersive audio. Located in one of the few natural gas communities in naples, winding cypress offers an unparalleled lifestyle with resort-style amenities, including a residents-only restaurant, pool and spa, fitness center, and courts for pickleball, tennis, and bocce. Surrounded by over 800 acres of green space, this community provides a peaceful retreat just 10 minutes from marco island’s stunning beaches and 15 minutes from the vibrant shopping, dining, and entertainment of olde naples. This is more than a home—it’s a refined sanctuary where luxury meets convenience in one of naples' most sought-after communities. Don’t miss your chance to make it yours!

Winding Cypress, 6787 Pennyroyal Dr, Naples, Florida 34114, image 1

$919,000

3 Beds
2 Baths
2,186 SqFt
$420/SqFt

House for sale in Winding Cypress6787 Pennyroyal Dr, Naples, FL 34114

The view !!!!!!!! Built in 2022 move in ready ! Like new contemporary style mystique model 3 bdrm den 2bath in winding cypress. Location location with this breathtaking long lake view , last home on street on long landscaped corner affords plenty of privacy.Some of the upgraded features consist of a widened paved recently sealed driveway comfortably fitting 2 cars side by side, zero clearance corner doors that invites the outside in, plus overhead storage with mini a/c split in garage . Whole house generator, impact windows and doors, outdoor kitchen numerous designer interior upgrades. Tile marble look floors customs walls and designer closet system . Full office set up for those working from home or seller will remove and redo room if requested. Great opportunity to live in winding cypress and all that this community has to offer

Winding Cypress, 7670 Jacaranda Ln, Naples, Florida 34114, image 1

$799,900

3 Beds
2 Baths
1,594 SqFt
$502/SqFt

Villa for sale in Winding Cypress7670 Jacaranda Ln, Naples, FL 34114

Step into the lap of luxury with this stunning villa in winding cypress. This exquisite property is not just a home; it's an embodiment of sophistication and comfort, offering a lifestyle that is truly unparalleled. The villa is being offered fully furnished, ensuring that every inch of this residence reflects a tasteful and cohesive design. As you enter, you'll be captivated by the elegance that defines every detail. The gas-heated pool beckons, inviting you to relax and unwind in your private oasis. The outdoor kitchen adds a touch of opulence, making it an ideal space for entertaining guests or enjoying alfresco dining under the clear florida skies. The chef's dream kitchen is a masterpiece in itself, featuring top-of-the-line samsung appliances and stunning quartz countertops. The list of updates is extensive, a testament to the commitment to maintaining this villa in peak condition. While it's impossible to detail every enhancement, rest assured that no expense has been spared in ensuring that this property remains at the pinnacle of luxury living.

Winding Cypress, 6962 Winding Cypress Dr, Naples, Florida 34114, image 1

$1,629,000

3 Beds
3¹/₂ Baths
2,952 SqFt
$552/SqFt

House for sale in Winding Cypress6962 Winding Cypress Dr, Naples, FL 34114

Presenting the exclusive stonewater model in winding cypress. This impeccably maintained home is nearly new, offering three bedrooms, a versatile den and three baths, plus a pool bath. Step onto the expansive panoramic screened lanai, featuring a custom pool, built-in outdoor kitchen, and be captivated by the serene lake and tree-lined backdrop for privacy. The gourmet kitchen seamlessly connects to the inviting gathering room and dining area, with sliders that open to the covered lanai, creating an ambiance of pure naples luxury. The primary bedroom is a sanctuary, featuring a full en-suite bath and a generously sized walk-in closet. The main guest en suite offers a charming bay window design, perfect for visitors. Motorized storm shutters and a whole-house generator are just a few of the many bonuses of this incredible estate home. The luxurious winding cypress clubhouse amenities include full-time activity director, a cutting-edge fitness center, access to a resort-style pool, lap pool, spa, outdoor movement studio, outdoor barefoot bar, bocce ball courts, pickleball and tennis courts, fire pit and even a bird-watching overlook and nature boardwalk with a picnic pavilion.

Pending

Winding Cypress, 7674 Jacaranda Ln, Naples, Florida 34114, image 1

$599,900

2 Beds
2 Baths
1,554 SqFt
$386/SqFt

Villa for sale in Winding Cypress7674 Jacaranda Ln, Naples, FL 34114

Attached villa in the highly sought after community of winding cypress. This home boasts 2 bedrooms plus a den which can be used as a 3rd bedroom, 2 full bathrooms and a 2 car garage. Well maintained! The community is situated off of collier blvd close to us41 (tamiami trl) which is a 15 minute drive to either downtown naples or marco island. You get the best of both worlds and short drive to i-75 takes you to the airport within 40 minutes. This 2019 home is equipped with a full gas kitchen indoors and out. Enjoy a relaxing evening in your own heated pool/spa. This neighborhood is sure to cure boredom with it's miles and miles of hiking/biking/walking paths, nature trails and overlooks, dog park, fully equipped fitness center, tennis, pickleball and bocce ball courts, resort style pool with lap lane which is adjacent to the on-site restaurant. You don't ever have to leave this well appointed community but if you want to venture out - there is lots of fine dining, shopping, beaches and entertainment within a short drive to naples or marco island. A brand new costco and whole foods are soon to open as well. Your coastal paradise is awaiting your stay!

Winding Cypress, 7561 Jacaranda Ln, Naples, Florida 34114, image 1

$595,000

2 Beds
2 Baths
1,554 SqFt
$383/SqFt

Villa for sale in Winding Cypress7561 Jacaranda Ln, Naples, FL 34114

Welcome to your serene and private retreat in naples! This charming lake view and corner villa with 2 bedrooms plus den and 2 bathrooms is nestled within a gated community, offering both privacy and security and lots of natural light. Inside, you'll find sophisticated touches such as an upgraded kitchen with stainless steel appliances, 9" x 40" wood plank style porcelain tiles throughout the entire home in a neutral tone, modern plantation shutters, and crown moulding throughout the home. The entire villa has been freshly painted, both inside and out and fresh, new landscaping has been installed. There is plenty of storage available with custom closet organization in the master bedroom, second bedroom and the garage with heavy duty shelving. Enjoy purified drinking water from a reverse osmosis system from kinetico. The paved and screened lanai was extended and has been pre-plumbed for your future outdoor kitchen and ready for your outdoor tv. The winding cypress community offers a range of amenities to enrich your lifestyle. Stay active with access to a fitness center, tennis courts, and pickleball courts. There is a beautiful resort style pool, hot tub, and the shady palm cafe serving delicious food and refreshing drinks. The clubhouse has a wonderful library and can be rented out for events with a full kitchen. There is a dog park and community garden that all residents can enjoy. Winding cypress is centrally located near marco island, downtown naples, i-75, and plenty of shopping options.

$680,000

2 Beds
2 Baths
1,574 SqFt
$432/SqFt

Villa for sale in Winding Cypress7666 Jacaranda Ln, Naples, FL 34114

Winding Cypress, 6767 Pennyroyal Dr, Naples, Florida 34114, image 1

$1,099,000

3 Beds
2 Baths
2,185 SqFt
$503/SqFt

House for sale in Winding Cypress6767 Pennyroyal Dr, Naples, FL 34114

Wow! This beautifully designed and meticulously maintained home checks all the right boxes. Featuring the highly desirable summerwood floor plan with great room extension, it is perfect for entertaining or simply relaxing at home after a nice day out in beautiful naples, fl. The kitchen features upgraded appliances, quartz countertops, an oversized island and walk-in pantry. The two guest bedrooms provide enough room for guests. The office/den can easily serve as a 4th bedroom if desired. Other interior features include high-grade porcelain tile throughout, a laundry/utility room with plenty of storage and natural gas for cooking, heated water and clothes drying. Exterior upgrades abound with a one-of-a-kind extended lanai with custom pavers and a built-in outdoor kitchen. There is plenty of space for outdoor gatherings, cookouts, an afternoon nap, a dip in the pool or just taking in some florida sunshine. Looking through the huge portrait "no-see" lanai screen is one of the very best long water views in the entire community. The view is simply gorgeous, inspiring "wows" from all. The driveway and side walkway are extended. There is over $100k in upgrades to this magnificent home. And all furniture is negotiable. Just pack your bags and head on down to enjoy our very special slice of tropical paradise. Worried about maintenance and insurance costs, and/or storms? Newer construction (2021) negates a large future roof replacement cost for some time. And a newer a/c system should provide many more years of solid service. Hurricane impact doors and windows are throughout providing for great energy efficiency and home protection. Also, the lot of this property is elevated. It is not in a mandatory flood insurance zone. And there is a whole home gas generator too should the need ever arise. All aforementioned should assist in obtaining lower insurance premiums and keep maintenance costs down. This home offers easy peasy and worry-free living by any measure. To top it all off, this sensational home resides in the highly prized community of winding cypress. An onsite restaurant, modern fitness center, community pool and a full calendar of social gatherings with some of the best naples residents around are a nice walk, bike or golf cart ride away. Also, located conveniently between downtown naples and marco island, opportunities to visit some of our finest beaches, shopping and dining locations are just minutes away. Great home. (check.) great view. (check.) great community. (check.) great location. (check.) this property checks all the right boxes for the time of your life in beautiful naples, fl.

$575,000

2 Beds
2 Baths
1,574 SqFt
$365/SqFt

Villa for sale in Winding Cypress7666 Jacaranda Ln, Naples, FL 34114

Winding Cypress, 7248 Live Oak Dr, Naples, Florida 34114, image 1

$669,900

2 Beds
2 Baths
1,685 SqFt
$398/SqFt

House for sale in Winding Cypress7248 Live Oak Dr, Naples, FL 34114

This home is a true single famly not an attached villa. Priced right almost $230k under the next abbey ville floor plan for sale in community. Built as and county approved as a 3 bedroom home this family selected the flex room option however will add the closet if new owner wants wonderful community with over 800 acres giving room for custom homes and large back yards, nature trails and room to relax. So well cared for. Enjoy the private park like back yard. Extended screened patio with outdoor kitchen perfect for dining al fresco. Light bright home with all the goodies. Even gas kitchen. Open floor plan plenty of storage. The community has a dog park for fido. Amenity rich community with low hoa look what the community offers neighborhood features natural gas community 800+ acres of natural preserves heated resort-style pool & spa poolside sugar-sand beach and cabanas 17, 500 sq. Ft. Clubhouse with activity room, catering kitchen & library state of the art fitness center & movement studio outdoor barefoot bar and grill natural gas fire pit activity director 4 bocce ball courts tennis courts 4 pickleball courts dog park community garden boardwalk with pavilion and bird wading overlook 80 acres of lakes home lawn maintenance included entry gate with guard house less than 3 miles from us-41 10 minutes to i-75 15 minutes to fifth avenue and third street shopping & dining 20 minutes to naples pier and magnificent area beaches 20 minutes to marco island prepared with care but subject to errors and omissions buyer to verify everything to their satisfaction

Winding Cypress, 7176 Live Oak Dr, Naples, Florida 34114, image 1

$640,000

3 Beds
2 Baths
1,554 SqFt
$412/SqFt

Villa for sale in Winding Cypress7176 Live Oak Dr, Naples, FL 34114

An incredible opportunity to own a beautiful 3-bedroom 2-bathroom villa situated on the largest lot in the luxurious winding cypress community with a generator that powers up the entire property, as well as, insulated garage doors, plus it is being sold furnished !!! This stunning open floor plan villa has an extensive list of options and upgrades worth mentioning that makes this property exceptional: largest homesite in winding cypress, extended paver screened-in lanai with fans and lights, paradise grill/bar with umbrella and refrigerator (with 5 year transferable warranty), bar stools in summer kitchen area, electronic roll down hurricane/security shutters in lanai area, accordion shutters on all the windows, landscape lighting, crown molding throughout the home, ceiling fans indoor/outdoor with lights and wall controls throughout the home, granite counter tops with specialty backsplash, custom window treatments, integrated security system with alarms/ smoke detectors / co2 monitors/ perimeter cameras/ integrated video doorbell/ electronic front door lock, integrated thermostat controlled via system, brand new state of the art extra-large capacity washer/dryer (2024) with 5 year transferable warranty, upgraded epoxy garage floor (2024), garage storage system (2024), integrated whole house backup generator, split fin garage ac (2024), garage door insulation as well as attic insulation (2024), upgraded landscape package and much more. You are welcome to experience this one-of-a-kind villa at resort style exquisite winding cypress, a neighborhood that offers a variety of amenities, such as world class 5-star club house, restaurant, pickleball, tennis, lap and resort style pool alongside with jacuzzi/hot tub, fitness center, dog park, bocce courts, hobby room.

Winding Cypress, 7659 Jacaranda Ln, Naples, Florida 34114, image 1

$643,500

2 Beds
2 Baths
1,544 SqFt
$417/SqFt

Villa for sale in Winding Cypress7659 Jacaranda Ln, Naples, FL 34114

Seller offering 6k towards buyers closing costs. Welcome to 7659 jacaranda lane in beautiful naples, florida — a meticulously maintained, totally turnkey home offering comfort, style, and exceptional value in one of the most desirable areas in southwest florida. This stunning residence is ready for immediate enjoyment, whether you're searching for a year-round haven, seasonal escape, or lucrative investment property. Boasting a high-after western rear exposure, this home is perfectly positioned to capture breathtaking sunsets and warm afternoon sun, especially from the private pool area. The screened lanai and custom pool provide the ultimate outdoor living experience, ideal for entertaining, relaxing, or enjoying a quiet evening under the florida sky. Step inside and you'll immediately notice the thoughtful finishes throughout. The kitchen is a chef's delight, featuring beautiful granite countertops, a premium gas range, and whirlpool stainless steel appliances that blend both form and function. Ample cabinetry and a spacious layout make it ideal for both casual meals and more elaborate gatherings. This turnkey property comes fully furnished with tasteful, modern decor—ready for you to move right in with just your suitcase. The home offers generous living space with a large side yard providing added privacy and potential for expansion or outdoor activities. Whether you envision a garden, play area, or outdoor kitchen, the possibilities are endless. The master suite is a true retreat, with dual sinks in the spa-inspired en-suite bathroom, a walk-in shower, and expansive walk-in closets offering plenty of storage. Guest bedrooms are equally comfortable, making this a home suitable for families or visitors alike. Located in a community that features state-of-the-art amenities, residents enjoy access to a resort-style clubhouse, fitness center, tennis and pickleball courts, walking trails, and more—all designed to support an active and social lifestyle. The location offers quick access to naples' world-famous beaches, fine dining, upscale shopping, and cultural attractions. 7659 jacaranda lane is a rare opportunity to own a well-appointed, turnkey home with premium features and room to grow, all nestled within a beautifully maintained community. Whether you’re seeking a serene place to unwind or a home that puts you at the heart of everything naples has to offer, this property checks every box. Don’t miss your chance to experience the southwest florida lifestyle at its finest. Schedule your private showing today and discover why this address is the perfect place to call home.

$569,000

3 Beds
2 Baths
1,554 SqFt
$366/SqFt

Villa for sale in Winding Cypress7176 Live Oak Dr, Naples, FL 34114

Sophisticated villa living in winding cypress – over 100k in saftey and security upgrades! Priced to sell and fully furnished. An extraordinary opportunity awaits in the highly sought-after winding cypress community—this impeccably upgraded 3-bedroom, 2-bathroom villa is set on the largest homesite in the neighborhood, offering both privacy and an expansive outdoor retreat. Thoughtfully enhanced with luxury upgrades and high-end finishes, this residence is a rare find, now priced competitively for discerning buyers seeking exceptional value. From the moment you step inside, you’ll appreciate the seamless open-concept design, accentuated by elegant crown molding and designer window treatments. The chef’s kitchen features stunning granite countertops, a specialty tile backsplash, and a well-appointed summer kitchen with a paradise grill, bar seating, refrigerator, and a 5-year transferable warranty—perfect for effortless entertaining. The home is designed for both comfort and peace of mind, featuring an integrated whole-house backup generator, carbon monoxide detectors, an advanced security system with perimeter cameras and video doorbell, electronic front door lock, and accordion shutters on all windows. The extended, screened-in lanai—complete with ceiling fans, lighting, and electronic roll-down hurricane/security shutters—invites you to unwind in a serene outdoor sanctuary. Additional premium upgrades include a brand-new state-of-the-art extra-large capacity washer/dryer (2024) with a 5-year transferable warranty, epoxy-coated garage flooring and custom storage system (2024), split-fin garage a/c (2024) for year-round climate control, garage door and attic insulation (2024) for enhanced energy efficiency, and lush upgraded landscaping and exterior lighting for impeccable curb appeal. Resort-style living is at your doorstep with access to winding cypress’ world-class amenities, including a 5-star clubhouse with dining, resort and lap pools, a jacuzzi, fitness center, tennis, pickleball, bocce courts, a dog park, and more. This is a rare chance to own a premier villa in one of the area’s most coveted communities—offered at an exceptional value for those ready to make it their own. Schedule your private tour today and experience the elegance, comfort, and convenience of this one-of-a-kind residence.

Winding Cypress, 7229 Wiregrass Ct, Naples, Florida 34114, image 1

$1,750,000

4 Beds
4¹/₂ Baths
3,965 SqFt
$441/SqFt

House for sale in Winding Cypress7229 Wiregrass Ct, Naples, FL 34114

Rare to find, this light-filled 2-story stonewater model offering 4 bedrooms, den and 4.5 baths on a pie shaped waterfront lot in the highly desirable gated community of winding cypress in naples. This home has been upgraded to include all available options totaling over $650, 000 including 2nd floor loft, hurricane windows and doors, upgraded finishes throughout including smooth drywall, seamless porcelain floors, plantation shutters, california closets, lanai with outdoor gas grill, pool bath, in house water-purifying system, storm smart shutters, screened in saltwater lap pool and extended finished 3 car garage. The open-concept design features a spacious great room where the living, dining, kitchen and den/office areas flow together effortlessly. The gourmet kitchen is a true centerpiece with top-of-the-line appliances, ample cabinetry, and generous workspace and pantry to satisfy any home cook or entertainer. A comfortable primary suite on the main level and two flexible guest suites provide excellent privacy for owners and visitors alike. Upstairs loft offers flexible space for living, office, or hobbies, and includes a beverage center plus a fourth bedroom and bath. The expansive screened lanai with peaceful lake view creates an ideal setting for year-round indoor-outdoor living and entertaining. Located in one of naples’ most sought-after resort-style communities, residents of winding cypress enjoy a clubhouse, restaurant, resort pool, fitness center, tennis, pickle ball, bocce, dog park, and miles of walking trails. Just a short drive to beaches, boating, dining, and shopping, this home is perfect for full-time living or a luxurious seasonal retreat.

Winding Cypress, 7679 Winding Cypress Dr, Naples, Florida 34114, image 1

$875,000

3 Beds
2 Baths
2,186 SqFt
$400/SqFt

House for sale in Winding Cypress7679 Winding Cypress Dr, Naples, FL 34114

Welcome to this beautifully designed residence located within one of naples’ most desirable gated communities. The open-concept floor plan is enhanced by volume and tray ceilings, crown molding, plantation shutters throughout, and an extended driveway, adding both elegance and curb appeal. The spacious kitchen features granite countertops, a gas cooktop, wall oven, and ample cabinetry—making it both functional and inviting for everyday living and entertaining. Hurricane-impact doors and windows, along with electric hurricane screens on the lanai, provide peace of mind while framing tranquil lake views. Step outside to the expansive covered lanai with a summer kitchen, ideal for outdoor dining, entertaining, or enjoying a quiet morning coffee. While perfectly suited for those who prefer low-maintenance living without a pool, the home is also pool-ready should you wish to add one in the future. Tile flooring throughout enhances the home’s clean, modern aesthetic. The primary suite serves as a private retreat, offering dual sinks, a soaking tub, a separate walk-in shower, and generous walk-in closets. A thoughtfully designed laundry room with built-in cabinetry and a sink adds everyday convenience. Residents enjoy access to outstanding community amenities including bocce, tennis, pickleball, a resort-style pool, and the popular on-site community restaurant, shady palm, all just a short walk from the home. Ideally located minutes from world-class shopping, dining, and naples’ renowned beaches, this property truly delivers the best of naples living.

Pending

Winding Cypress, 6851 Winding Cypress Dr, Naples, Florida 34114, image 1

$1,200,000

3 Beds
3 Baths
2,789 SqFt
$430/SqFt

House for sale in Winding Cypress6851 Winding Cypress Dr, Naples, FL 34114

Positioned on a premier waterfront lot with sweeping western sunset views, this pristine stonewater home combines modern sophistication with effortless florida outdoor living in one of naples’ premier resort communities. This home highlights include a spacious layout of 3 bedrooms all ensuite by pocket doors, plus a private den/ flex room with french doors, 3 full custom baths, and an oversized 3-car garage with storage racks. The gourmet kitchen is outfitted with stainless steel appliances package, natural gas cooktop, quartz counters, under cabinet lighting, walk-in pantry with plenty of storage, and expansive central island for entertaining guest. Upscale details include: coffered ceilings, plank tile flooring in the main living area, designer lighting, lead glass front door, and primary suite with large walk-in closet. Integrated water filtration/softener system, custom landscape lighting, and motorized roll-down storm shades on the rear lanai. The resort outdoor living includes a breathtaking saltwater pool with waterfall feature set against panoramic lake views, extended covered sitting and dining areas complete with a custom built in natural gas summer kitchen ideal for alfresco dining and sunset cocktails with year round florida hosting. Enjoy the exceptionally low hoa fees paired with world-class amenities: on-site dining at the shady palm, resort pool with lap swimming, spa, active pickleball, tennis, and bocce, fitness center, dog parks, and over 800 acres of natural preserves —just minutes from 5th ave south, marco island, and gulf beaches. Don't miss out on the chance to enjoy all that winding cypress has to offer with plenty of room for family and guest to visit.

1 - 27 of 259 Results

2 – 4 BR

Bedrooms

2018

Year Build

Total Floors

Subdivision Amenities

Bike And Jog Path

Bocce Court

Business Center

Cabana

Clubhouse

Community Room

Dog Park

Fitness Center

Hobby Room

Internet Access

Library

Park

Pickleball

Play Area

Pool

Private Membership

Restaurant

Shuffleboard Court

Sidewalk

Spa/Hot Tub

Streetlight

Tennis Court(s)

Underground Utility

Barbecue

Bike And Jog Path

Bocce Court

Clubhouse

HOA Cost Benchmark

This Community

$0.24

Comparable Mid-Tier Avg

$0.16

Naples, FL Avg

$0.29

$0.00

$0.18

$0.35

Higher than peers, lower than the city average

Peer Set · 44 comparable communities

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Frequently Asked Questions

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Results 3 of 20

Azure At Hacienda Lakes, 9209 N Cayman Dr, Naples, Florida 34114, image 1

$565,000$34K

Villa for sale in Azure At Hacienda Lakes9209 N Cayman Dr, Naples, FL 34114

Azure At Hacienda Lakes, 9225 Cayman Dr, Naples, Florida 34114, image 1

$599,900

Villa for sale in Azure At Hacienda Lakes9225 Cayman Dr, Naples, FL 34114

Azure At Hacienda Lakes, 8966 Saint Lucia Dr, Naples, Florida 34114, image 1

$529,000$60K

Villa for sale in Azure At Hacienda Lakes8966 Saint Lucia Dr, Naples, FL 34114

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Preconstruction in NaplesShow All

3300 Gulf Shore Naples

Condos in Naples, FL 34103

Starts at
$3M
Units
51
Stories
8

3300 GULF SHORE NAPLES' MOST Anticipated Waterfront Address

Perfectly positioned between the Gulf of Mexico and Outer Doctors Bay, these exclusive residences redefine coastal luxury with dual water views, private boat docks, and effortless access to downtown Naples. Each residence captures the essence of Gulf Shore Blvd living; serene, sophisticated, and distinctly Naples.

Crafted for discerning homeowners seeking both refinement and ease, 3300 Gulf Shore offers expansive floor plans, modern architecture, and world-class design. Every detail from panoramic glass walls to designer finishes celebrates waterfront tranquility. Enjoy private lobbies, concierge services, and exclusive marina access just steps away.

Located minutes from 5th Avenue and 3rd Street South, 3300 Gulf Shore connects residents to Naples’ finest dining, culture, and boutiques while maintaining the calm of a private coastal retreat. Enjoy the best of both worlds, sophisticated downtown proximity and the peaceful rhythm of the bay. Discover the rare opportunity to own along Gulf Shore Blvd. Complete the form below to request floor plans, availability, and exclusive details about Naples’ premier new waterfront condominium community.

Discover the art of coastal living at 3300 Gulf Shore, a boutique collection of waterfront condos in Naples, Florida. Each residence is designed with open-concept layouts, private outdoor terraces, and refined interior finishes that blend luxury and livability. Explore detailed floor plans to find your perfect retreat; from elegant two-bedroom residences to expansive Gulf-view penthouses.

RESIDENCE Features

Expansive 51 Two- to Five-Bedroom Residences
Residences from 2,000 to 7,500 sq. ft.
Seamless Indoor and Outdoor Living
Gracious Terraces with Panoramic Views
Residences Overlooking the Bay and Gulf
Outdoor Gas Grills with Dining Areas on Terraces
Ceiling Heights up to 11 ft. in Main Living Areas & Owner’s Suite
Sub-Zero and Wolf® Panel-Ready Appliance Suite
Oversized Kitchen Island with Cascading Stone Waterfall Edge
Custom Luxury European-Style Cabinetry
Dornbracht® Rainfall and Hand Shower with Built in Floating Bench
Spa-Inspired Baths with Soak Tubs and Toto® Neorest bidet toilets

At 3300 Gulf Shore, every detail has been curated for an effortless waterfront lifestyle. Residents enjoy a private marina on Outer Doctors Bay with 16 boat slips, a sunrise resort-style pool with lap lane, and direct access to paddleboarding and waterfront recreation.

3300 WELLNESS CLUB

A spa terrace with cold plunge and daybeds is complemented by a state-of-the-art fitness center, flexible training and yoga spaces, a multisensory experience shower, steam and sauna rooms, and a private treatment suite designed for restoration. Just steps away, a second resort-style pool awaits on the sunset terrace, surrounded by serene lounge seating.A spa terrace with cold plunge and daybeds is complemented by a state-of-the-art fitness center, flexible training and yoga spaces, a multisensory experience shower, steam and sauna rooms, and a private treatment suite designed for restoration. Just steps away, a second resort-style pool awaits on the sunset terrace, surrounded by serene lounge seating.

CONCIERGE & SERVICES

Designed for relaxation and connection, the marina-front lounge features outdoor trellis seating, summer kitchen, and private dining rooms with a chef’s catering kitchen. Residents can unwind in the exclusive club lounge and tasting bar or host gatherings overlooking Venetian Bay.

AMENITIES & Services

Private lobbies in each tower
On-site property management services
24-hour front desk concierge
Mail room and delivery services
Private marina on Outer Doctors Bay with 16 boat slips
Watersport launch for paddle boarding and waterfront activities
Sunrise resort-style pool with lap lane overlooking the marina
Marina front lounge and trellis for entertaining
Outdoor lounge with a summer kitchen, lounge & dining seating
Residents-only bar, club kitchen, and lounge with tasting table
Private dining or conference room with chef’s catering kitchen
Sports and gaming lounge with multi-sports simulator
Stylish and well-appointed game and card room
Hospitality station providing water and coffee daily

Details

Encore At Naples Square

Condos in Naples, FL 34102

Starts at
$3.6M
Units
15
Stories
3

Details

Epique At Pelican Bay

Condos in Naples, FL 34108

Starts at
$6.5M
Units
68
Stories
19

Celebrated as one of the most desirable residential communities in Florida, Pelican Bay, in Naples, is a sophisticated and cosmopolitan enclave lined by pristine sugar-sand beaches framed by the gentle currents of the Gulf of Mexico. Epique Pelican Bay is ideally positioned to offer the most spectacular waterfront and sunset views.

Epique Pelican Bay offers residents a rarified and all-encompassing lifestyle on the Gulf. Enjoy a host of sporting amenities including tennis, boating, paddleboarding, canoeing and biking surrounded by 88 acres of parks and recreation. As a resident of Pelican Bay, owners have access to chauffeured golf cart beach tram service and the opportunity to join Club Pelican Bay with 27 holes of championship golf.

Every service. Every amenity. Delivered to Epique owners flawlessly. From the Private Dining Club to the full floor of indoor and outdoor social and wellness amenities, Epique is dedicated to addressing the needs of every resident. The concierge oversees the wealth of benefits and opportunities available to the 68 owners, including 24/7 staffing and monitoring, greeting residents and guests, and offering a suite of conveniences.

The beautifully landscaped Pool Deck, surrounded by lush tropical foliage, is an inviting retreat for exercise or relaxation. Reinvigorate with laps or luxuriate on a chaise lounge. Enhance your rejuvenation with a private training session in the Health and Fitness Club or wind down in the adjacent steam room.

Stone and wood-paneled galleries, displaying a significant art collection, lead to an impressive array of thoughtful amenities. Business meetings and social gatherings can take place in the Board Room or Salon. The Club Room, Card Room/Solarium, state-of-the-art Private Screening Room, Golf Simulator and Game Room provide inviting escapes. The professionally equipped Health and Fitness Club overlooks the landscaped Pool Deck.

The Private Dining Club allows residents to entertain effortlessly. Exclusively reserved for Epique owners and their guests, the impressively designed indoor and outdoor spaces offer masterful mixology, inspired menus and a private room that can be reserved for intimate events.

Soaring 19 stories above Pelican Bay, Epique offers the best views in Naples. The striking façade is encased in floor-to-ceiling windows capturing the technicolor splendor of the sunsets over the Gulf.

The grandly scaled Estates, which range in size from 4,001+/- to 5,213+/- air conditioned square feet, offer a level of bespoke finishing and detailing that raises the benchmark in Naples. Estates feature 10’ ceiling heights and a SmartEstate™ integrated home technology system.

The four Penthouse residences will be the most prized and desired residences in Naples. Designed for expansive entertaining, the homes are richly appointed in millwork and the finest finishes with elevated 12-foot ceiling heights. Each Penthouse offers a private resort-style rooftop pool deck overlooking the Gulf.

Details

Olana Naples Residences

Condos in Naples, FL 34102

Starts at
$30M
Units
12
Stories
6

Olana introduces a limited collection of twelve estate scale residences on one of the most coveted stretches of Gulf Shore Boulevard in Naples. The property combines direct Gulf frontage, expansive architectural volume, and a private residential experience shaped for a discerning global audience. This is a place designed for long term significance, quiet sophistication, and a level of beachfront exclusivity rarely seen in Southwest Florida.

The design of Olana reflects a studied balance of modern coastal architecture and refined interior living. Every line, proportion, and material choice is shaped to enhance light, privacy, and the connection to the Gulf. The architectural and interior elements work together to create spaces that feel both contemporary and enduring, with scale and detail that support a true estate level living experience.

Olana’s residences offer the space and exclusive amenities to create the experience of life in a mansion, but beautifully suspended in the sky. Owners arrive via private elevator either from the lobby or from their individual parking garage. An expansive wellness suite with spa and fitness features brings well-being home.

CHEF KITCHENS INCLUDE PROFESSIONAL-GRADE STAINLESS STEEL CABINETRY AND COUNTERTOPS AS WELL AS SUB-ZERO® AND WOLF® APPLIANCE SUITE
CLIMATE-CONTROLLED WINE ROOM WITH GLASS-ENCLOSED DISPLAYS
CUSTOMIZED WET BAR WITH BUILT-IN UNDER-THE-COUNTER SUB-ZERO® BEVERAGE CENTER AND ICE MAKER FOR ELEGANT ENTERTAINING
GLASS-ENCLOSED FIREPLACE CONNECTING THE GREAT ROOM
FITNESS CENTER WITH CUSTOM RESISTANCE FLOORING DESIGNED FOR FITNESS EQUIPMENT, PERFECT FOR CORE, PILATES, AND WEIGHT TRAINING
WELLNESS CENTER WITH A FULL HYDROTHERAPY SUITE
OWNER’S SUITES INCLUDE DUAL WALK-IN CLOSETS AND LUXURIOUS SPA-LIKE RETREATS
THEATER ROOM FEATURING ACOUSTICALLY DESIGNED WALLS FOR SUPERIOR SURROUND SOUND
TECHNOLOGY-READY INFRASTRUCTURE FOR EASY-OWNER CUSTOMIZED HOME AUTOMATION

Details

Palazzo At Bayfront

Condos in Naples, FL 34102

Starts at
$1.7M

This is it – the rare opportunity to live where the pulse of downtown Naples meets the privilege of a waterfront community lifestyle. With only 35 luxury condominiums available, Palazzo Bayfront Naples is a rare opportunity to surround yourself with everything the most livable city in America has to offer, right here in Florida.

Palazzo Bayfront Naples stands at the gateway to the iconic 5th Avenue South. Stepping outside your door offers immediate access to world-class dining, designer shopping, captivating art galleries, and stunning natural beauty. Palazzo’s luxury condominiums also sit just steps away from the newly opened Gulfshore Playhouse.

Palazzo’s resort-style amenities provide exactly what residents need to enjoy a relaxed and walkable Naples lifestyle. From the tropical oasis of the pool deck to the intimate clubhouse space, every detail ensures a refined lifestyle that feels like an endless vacation.

Palazzo Bayfront Naples will feature 35 spacious condominiums highlighted by the latest innovations and exquisite finishes. Every residence features three bedrooms and extraordinary designer touches that exceed expectations. Private terraces invite residents to unwind and enjoy the indoor/outdoor Florida lifestyle in style.

Featuring four unique floor plans ranging from 2,100 to over 3,100 total square feet, this assortment of elegant residences combines waterfront living with downtown offerings like never before.

Each condominium has been designed with three bedrooms and three bathrooms and offers spa-like amenities, top-of-the-line finishes and convenient covered parking as you enjoy the shops, restaurants and entertainment steps from your front door.

Palazzo perfectly embodies the Naples Bay waterfront lifestyle with amenities designed for ultimate enjoyment. Residents of this pet-friendly community will relish the uniqueness of Palazzo’s location, within easy reach of Bayfront’s excitement, yet set in a more tranquil private setting. Here, every day feels like a vacation getaway.

The resort-style pool and spa are ideal for relaxing in true Florida fashion. Surrounded by inviting cabanas and comfortable loungers, this oasis is ideal for lounging or enjoying a good book. Outdoor barbecue areas invite residents to savor delicious meals with friends and family in a relaxed setting.

The poolside clubhouse serves as a sophisticated social hub for residents. With inviting lounging spaces, it’s the perfect place to celebrate sunset with friends before embarking on a memorable evening out. The indoor chef’s kitchen is ideal for entertaining and creating engaging experiences with neighbors.

The Fitness Room offers all the essentials to enhance your wellness journey from cardio workouts to strength or stretch training. Whether residents aim to build strength, boost endurance, or maintain an active lifestyle, this well-equipped space makes it effortless to prioritize health from the comfort of home.

Palazzo’s standout amenity is its unbeatable location, with everything you need just steps away. Bayfront Naples offers residents a vibrant selection of shopping, dining, and design services, all surrounded by its private marina lifestyle.

Boat slips for the on-site marina are available for Palazzo residents, providing direct access to Naples Bay and the Gulf of Mexico. Boating enthusiasts can join the Freedom Boat Club for easy boat reservations for sunset cruises, fishing trips, or day outings. Ready for something more invigorating, venture out on a kayak or paddle board to explore the local waterways.

Details

Park Place On Gulf Shore

Condos in Naples, FL 34102

Starts at
$7.5M
Units
15
Stories
4

Park Place On Gulf Shore
Luxury Condos With Beach-to-Bay Views in Naples, FL
Once described as "a beautiful little city on the west coast of Florida," Naples has emerged from a tiny fishing village home for esteemed winter residents to a modern coastal city alive with arts, culture, recreation and the best beaches in Southwest Florida. Park Place on Gulf Shore presents a rare opportunity to become part of the small enclave of luxury condominiums along the famed Gulf Shore Boulevard and the only one offering beach-to-bay "thru" views.

The Naples Lifestyle
Park Place on Gulf Shore is poised to present an unparalleled lifestyle amidst the captivating backdrop of Southwest Florida. Perfectly positioned along the tranquil bay, this enclave provides a haven for water enthusiasts with the added luxury of private boat slips.

Proximity to acclaimed dining and upscale boutique shopping destinations such as Venetian Village, Waterside Shops, Fifth Avenue South and Third Street South solidifies its status as one of the most exclusive developments in the area.

With a myriad of white sand beaches, just steps from these luxury condominiums, residents and their guests will certainly enjoy all the nearby tropical offerings Naples has become famous for.

A Sophisticated Resume
Led by prestigious developers Golub & Company and Barron Collier Companies, Park Place on Gulf Shore is expected to exceed all expectations for the luxury condominium market. Building upon their illustrious track record of past achievements, this development promises to set a new benchmark for excellence.

Crafted with meticulous attention to detail, Park Place on Gulf Shore will feature 15 exclusive residences, each with breathtaking views of the Gulf of America and Moorings Bay. Here, you will discover a luxury living experience in a location that stands unrivaled.

Park Place on Gulf Shore will boast two eye-catching mid-rises with luxurious amenities including a bayfront pool and pool deck, private boat slips, hospitality-inspired rooftop bar and seating areas, fire pit, under building parking, storage areas and much more.

For the utmost in elegance and privacy, Park Place on Gulf Shore’s luxury condominiums will feature six exceptional residences across three floors, in the west building, and in the east building, nine equally impressive residences, also across three floors. Each condominium will also have direct elevator access. With 10’ ceilings, luxury finishes and boat slips available, Park Place on Gulf Shore will indeed offer elegance from floor to ceiling.

Details

Rosewood Residences Naples

Condos in Naples, FL 34102

Starts at
$12.8M
Units
42
Stories
7

Rosewood Residences Naples is a luxurious destination that exudes sophistication and elegance. Our beachfront residences provide a premium luxury experience with refined interiors and abundant amenities surrounded by lush tropical foliage with direct access to pristine beaches. And with Naples’ internationally renowned golf courses, upscale designer shopping, world-class art galleries, exceptional culinary offerings, and enticing outdoor excursions to soak up the region’s natural beauty, there is always more to discover and experience.

Indulge in a wealth of luxurious amenities. Exceptional indoor and outdoor facilities offer the perfect blend of tranquility and entertainment, a hallmark of the Rosewood Enriched Living experience. All residents and their guests have exclusive access to a sun deck with resort-style pool, zero-edge lap pool, multiple spas and shaded areas, terrace, game rooms, lounges and more. At Rosewood Residences Naples superior accommodations, amenities and services are always within reach.

Created in collaboration with the esteemed and favored developer in Southwest Florida, Ronto Group, Rosewood Residences Naples is the epitome of beachfront living perfected. Surrounded by white sandy beaches, turquoise blue waters, lush vegetation and an oasis of premium resort-style amenities, every day is filled with luxurious possibilities.

At A Glance

42 private residences with unobstructed Gulf of Mexico views
Beachfront access at multiple entry points
Elegant and elevated interior design by Lillian Wu Studio, NYC
Spacious floor plans and private terraces
Lush landscaping throughout the property and amenities deck
Resort-level outdoor amenities deck plus stylish indoor lounges and social spaces
Exceptional feature and finishes selections

Arrival Experience

Porte cochère with valet services for residents and guests
Enchanting commissioned sculpture of polished steel
Graceful framing of lush coconut palms and fragrant wax jasmine upon entry
Grand staircase and custom chandelier in main lobby
Secure access to one private and one service elevator per residence

Building Features

Gated entry
Controlled perimeter access
24/7 security
Parking spaces with 40 amp power: two spaces for typical units, four spaces for penthouse units
Association-owned golf carts
Bicycle storage
Long term storage

Details

The Ritz-Carlton Residences Naples

Condos in Naples, FL 34108

Starts at
$4.8M
Units
128
Stories
12

A Once-In-A-Lifetime Address

From the very first moment you encounter The Ritz-Carlton Residences, Naples, it is clear this is a destination that transcends the typical coastal lifestyle. Here, the gulf is yours like never before with a prestigious marina-front location that also overlooks one of the most beautiful beaches on Florida’s west coast. This boutique collection of 128 residences is made all the more desirable by spacious layouts, captivating seaside and sunset views, a secluded park, and The Vanderbilt Club — a 28,000-square-foot residents’ retreat. It is a one-of-a-kind lifestyle made even more rewarding with the legendary service of The Ritz-Carlton.

Sophisticated Enjoyment in Every Moment

Welcome to a world where all you love is at your fingertips. A private library, upscale restaurant with water views, coffee lounge, theater room, golf simulator, billiards and game room, and business café are just a few of the many options available at the Clubroom. Outdoors, an elevated terrace, pool with sun shelf, jetted spa, cabanas, a putting green, covered grilling areas, a secluded neighborhood park, and full-service marina await. Special areas are devoted to children and teens, fitness, pets, and sensory relaxation. If it brings you joy, you’ll find it at The Ritz-Carlton Residences, Naples.

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