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Winding Cypress Naples Real Estate

Last updated at 12:10pm 07/26/2021

Main Naples Real Estate Winding Cypress Sold Properties
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$1,200,000
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Winding Cypress

7651 Winding Cypress Dr,
Naples, FL 34114


Homes - 3,792 ft² / 5,047 ft²
4+Den / 4 Baths   Build 2018
Winding Cypress Homes : Indulge in this luxurious single-family home, located in Winding Cypress, an active community set amide an 800-acre natural preserve. Built with four bedrooms and four ensuite baths, as well as a den, this two-story residence is nothing short of stunning. A modern design has been spread throughout the home including tile flooring, modern light fixtures, tray cathedral ceilings, and much more. In the kitchen, find a large island, white shaker cabinets, gas cooktop, reverse osmosis system, and quartz countertops. Upstairs loft can be used as a game room or home movie room Hurricane impact windows and sliding glass doors have been placed throughout the home. Natural gas is used to heat the saltwater swimming pool, dryer and cooktop. On the back lanai, find vast lake views, as well as a gas summer's kitchen. A three-car oversized air conditioned garage and whole house generator. Relish in the many community amenities including but not limited to a resort-style pool and spa, fitness center, clubhouse restaurant, dog park, and tennis and pickleball courts. Perfectly located in between Marco Island beautiful beaches and everthy downtown Naples has to offer!



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$1,195,000
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Winding Cypress

6780 Bromeliad Dr,
Naples, FL 34114


Homes - 2,824 ft² / 3,512 ft²
3+Den / 3 Baths / 1 Half   Build 2020
Winding Cypress Homes : Beautifully appointed 2020 home in Winding Cypress. Impact-resistant windows and doors throughout. Lots of extras including farmhouse styling with barn doors, Pottery Barn lighting, shiplap ceiling, floating shelves and wall-mounted TVs. Built-in kitchen appliances with natural gas cooktop, quartz countertops, large kitchen island and decorative tile. Large walk-in shower in the master bath and a California Closet in the master bedroom. Custom plantation shutters throughout. Outdoor pool bath, pool and spa, plumbed gas, water and electricity to add your own outdoor kitchen, access to the covered lanai from the master bedroom. Nice lake-view estate lot with extensive landscaping, three-car garage and extended driveway. Three bedrooms plus den, three baths and a pool bath, all ready to go. Stonewater model with added pool bath.



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$1,099,000
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Winding Cypress

7663 Winding Cypress Dr,
Naples, FL 34114


Homes - 2,824 ft² / 3,512 ft²
3+Den / 3 Baths   Build 2018
Winding Cypress Homes : Introducing the rare opportunity to own one of the most beautiful and popular estate home plans in Winding Cypress, with a custom pool on a tremendous lake homesite lot. The Stonewater, three-bedroom, three-bath-plus-den model is both luxurious and versatile with large open gathering areas, unique trey and alcove architectural features, along with separate guest bedroom suites. This home has an immense amount of top-level upgrades and an expansive centered lake view. The custom pool and spa are set in the large, covered lanai with an outdoor kitchen ready for installation with gas, water and electric pre-installed. Winding Cypress is the premier resort gated community in Naples, including low fees and a 2/3 preserve layout for privacy and quiet. The club at Winding Cypress boasts a massive resort pool, sunset cabanas, bocce, pickleball, clay tennis courts, yoga deck, large gym facility, fire pits, nature trail, locker rooms and much more.

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$1,075,000
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Winding Cypress

6911 Cocoplum St,
Naples, FL 34114


Homes - 2,488 ft² / 2,488 ft²
3+Den / 3 Baths   Build 2020
Winding Cypress Homes : Elegant, private and spacious make this home the perfect venue for entertaining. Just a few reasons to make this natural-gas, smart home your own. Enjoy this phase three lake view with an expansive preserve as your backdrop. At sunset, watch birds fly overhead to roost for the night along Henderson Creek. This popular Pinnacle floor plan is upgraded with top builder features, group five cabinets, floors and accessories. Included are 12-foot ceilings, crown molding, wainscoting and a 4-foot extension on the three-car garage. The gourmet kitchen has stainless steel appliances, wine fridge and large pantry. The master bath has an oversized shower and fixtures/features of an at-home spa. Lounge in the custom pool/spa centered in your sunny, spacious lanai. Enjoy the music from the whole-house sound system. Over $300,000 in options/upgrades provide the level of luxury and value you would expect to find in a custom-built home. This resort-style community features a premier, mostly preserve, Naples location. Outstanding attributes and amenities include a stunning entry, low fees, grand clubhouse, sports courts, resort pool, dog park, community garden, poolside restaurant/bar and more.



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$999,998
Sold Price:
$1,000,000
Sold Date:
06/10/2021
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Winding Cypress

7295 Clamshell Ln,
Naples, FL 34114


Homes - 3,656 ft² / 3,941 ft²
4+Den / 4 Baths   Build 2016
Winding Cypress Homes : Most Exclusive Lot in Winding Cypress sits amid an 800-acre natural preserve located between downtown Naples and Marco Island. Premium lake lot, having No homes in front, rear or side, which offers a never-to-be disturbed private haven. Luxury 2-story home with $200,000+ in upgrades, including tile flooring; modern lighting; tray ceilings; hurricane glass; custom laundry cabinetry and much more. In the kitchen, find a large island, premium cabinets, natural gas cooktop, custom pantry and granite countertops. The lanai offers an outdoor kitchen for an enjoyable evening sunset. Master offers dual shower/soaker tub & custom closet. Extended 2 car + golf cart bay garage with custom electric raise storage rack; epoxy floor and added attic storage. This home offers 97 SF. of custom loft indoor storage for your seasonal décor, or any other items that need extra care. Home has a pool prep-package installed and approval for a large pool cage to design your own aquatic oasis. Enjoy the pristine community amenities, all within a short walk. Serene beauty, offering unparalleled privacy while still being able to enjoy boating on the gulf; beautiful beaches; and world-class golfing nearby!



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$829,580
Sold Price:
$815,000
Sold Date:
02/24/2021
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Winding Cypress

6839 Winding Cypress Dr,
Naples, FL 34114


Homes - 2,488 ft² / 3,218 ft²
3+Den / 3 Baths   Build 2020
Winding Cypress Homes : From the moment you arrive at the stunning entry, Winding Cypress invites you in. This natural gas, resort-style community, remaining almost 2/3 preserve, welcomes you with a streetscape of superb views and new homes designed for the way you live. Make the move this January 2021! This Pinnacle home offers whole home impact glass, 4' garage extension, raised ceiling height, along with beautiful design selections. Inside you fill find a gourmet kitchen with built in gas appliances, granite countertops, tile floors throughout the whole house, finished utility room, zero corner sliding doors leading out to screened in pool and spa, and more! This premier Naples location offers highly attractive fees for the variety of world-class amenities right in your own backyard, including a grand clubhouse, resort pool, sports courts, dog park, community garden, and more. Photos are for illustration purposes only, options may vary.

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$825,000
Sold Price:
$800,000
Sold Date:
07/06/2021
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Winding Cypress

6844 Winding Cypress Dr,
Naples, FL 34114


Homes - 2,080 ft² / 2,533 ft²
3+Den / 2 Baths   Build 2021
Winding Cypress Homes : Rare opportunity to purchase New Construction in sold out Winding Cypress. Just completed in May 2021. This popular Summerwood floor plan has 3 bed + den with French doors. The home features Coastal design, Crown Molding throughout, natural gas, 24” tile set on the diagonal, quartz countertops, whole house Kinetico water filtration system, impact windows and doors, ADT security system, zero-corner sliding glass door, Wifi Extenders both inside the home and on the lanai, and an extended garage with epoxy coating. The gourmet Kitchen is equipped with an extended island, 42” white cabinets, stainless steel appliances, and pantry. The Master closet and kitchen pantry boast custom cabinets. Enjoy the beautiful nature preserve from the extended lanai with a custom pool that includes a spa and large sun shelf, Southeast exposure and is pre-plumbed for an outdoor kitchen. Winding Cypress is a gated community with world-class amenities that include a state-of-the-art clubhouse, resort style pool, fitness center, restaurant, tennis courts, pickle ball, bocce, and dog park. Located near beaches, dining, shopping, fishing and all that Naples and Marco Island have to offer.



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$799,000
Sold Price:
$770,000
Sold Date:
05/13/2021
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Winding Cypress

7251 Clamshell Ln,
Naples, FL 34114


Homes - 2,496 ft² / 3,462 ft²
3+Den / 3 Baths   Build 2016
Winding Cypress Homes : Rare opportunity. Top-of-the-line Pinnacle model with over $100K in upgrades. Arguably one of the best, “must see” premium lots and locations in the resort-style community of Winding Cypress. This oversized parcel is close to the main gate and amenity center and offers privacy with expansive lake and preserve views, from its large, picture-framed screened-in lanai and custom pool area. The lanai is professionally set up for an outdoor kitchen. The ultimate private setting with no front or rear neighboring properties. The open-concept island kitchen offers every imaginable convenience including a walk-in pantry, wine cooler/entertainment area, built-in oven and microwave, gas cooktop and stainless steel appliances. The master suite and en-suite bathroom feature a dual vanity, an oversized walk-in shower and oversized walk-in closet. Custom tile, zero-corner sliding doors, recessed lighting, ceiling fans and Bahama shutters throughout this beautiful home. Winding Cypress has a community center, resort-style pool, cabanas, fire pit, spa, outdoor restaurant and bar with large screen TVs, activity room and catering kitchen. Don't wait, this beautiful home will be very popular.



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$789,000
Sold Price:
$740,000
Sold Date:
03/15/2021
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Winding Cypress

7590 Blackberry Dr,
Naples, FL 34114


Homes - 2,496 ft² / 3,061 ft²
3+Den / 3 Baths   Build 2018
Winding Cypress Homes : V I E W --- V I E W --- V I E W --- This "Pinnacle" brims with upgrades enhancing the generous lot and calming water view - unhampered by the "Vista View" cage. The gas-fueled, upgraded interior and exterior kitchens create ease of living. So too, the in-ground gas-generator and extended garages provide comfort and security. But the WOW factor is the great room's expanding and flowing into the outdoor area - replete with "disappearing corner sliders," a customized pool, sun shelf, spa - all framed by the relaxing water view.



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$785,920
Sold Price:
$785,920
Sold Date:
02/25/2021
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Winding Cypress

6875 Cocoplum St,
Naples, FL 34114


Homes - 2,927 ft² / 3,988 ft²
3+Den / 3 Baths / 1 Half   Build 2020
Winding Cypress Homes : From the moment you arrive at the stunning entry, Winding Cypress invites you in. This natural gas, resort-style community, remaining almost 2/3 preserve, welcomes you with a streetscape of superb views and new homes designed for the way you live. Make the move this February 2021! This Stonewater home offers gourmet kitchen with built-in gas appliances, whole home impact glass, 4' garage extension, pool bath, finished utility room, pool and spa, and more! This premier Naples location offers highly attractive fees for the variety of world-class amenities right in your own backyard, including a grand clubhouse, resort pool, sports courts, dog park, community garden, and more. Photos are for illustration purposes only, options may vary.

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$775,000
Sold Price:
$775,000
Sold Date:
07/15/2021
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Winding Cypress

7455 Blackberry Dr,
Naples, FL 34114


Homes - 2,198 ft² / 2,584 ft²
3+Den / 2 Baths   Build 2016
Winding Cypress Homes : This stunning 3bed+Den like-new single family home in Winding Cypress offer countless upgrades. High-end designer furniture/lighting, wood-like ceramic tile, open floor plan, crown molding throughout, gas grill, etc. Enjoy your sun-drenched heated pool/spa with desirable western exposure & panoramic lakes views. Outdoor living space offers TV, large sitting area, pool lighting system, etc. Winding Cypress has countless amenities including resort style pool, state-of-the-art fitness facility, restaurant, bar, yoga room, etc. Daily/weekly activities are offered for all ages. Don’t miss this opportunity!



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$769,900
Sold Price:
$769,900
Sold Date:
03/04/2021
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Winding Cypress

7378 Mockingbird Ct,
Naples, FL 34114


Homes - 2,922 ft² / 4,183 ft²
4 Bed / 3 Baths   Build 2016
Winding Cypress Homes : Your New Home Located in Beautiful Winding Cypress a Natural Gas Community with 800 Acres of Pristine Preserve. Single Story Living with a Bonus Room, Bedroom & Bath on the 2nd Floor. Lake & Preserve View from your Spacious Private Lanai. Outdoor Living at it's Best. Large Heated Salt Pool & Spa, Outdoor Kitchen with Granite Counter. Spacious Gourmet Kitchen with Stainless Builtins. Great Room features Formal Dining & Wine Refrigerators. Impact Glass & Central Vacuum. Upgrades to Numerous to Mention. Amenities: Club House, Fitness Center, Pickle Ball, Tennis, Bocce Ball, Heated Pool & Spa, Sand Beach with Cabana's, Fire-pit & Pool Side Restaurant. Close to Marco Island & Naples Beaches, Shopping& Restaurant's. MUST SEE!!!



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$769,000
Sold Price:
$770,000
Sold Date:
03/16/2021
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Winding Cypress

7235 Live Oak Dr,
Naples, FL 34114


Homes - 2,668 ft² / 5,100 ft²
3+Den / 3 Baths   Build 2015
Winding Cypress Homes : Fabulous two story pristine home with deluxe custom pool and lanai, the lake view is 'to die for'. Upstairs has a huge bedroom and spacious bonus room. Downstairs has large Master Suite, another bedroom and bath and a cozy den with french doors. All upgrades throughout and more. Must see, Hurry



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$749,000
Sold Price:
$759,000
Sold Date:
05/14/2021
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Winding Cypress

7667 Arrowhead Way,
Naples, FL 34114


Homes - 2,402 ft² / 2,700 ft²
4 Bed / 3 Baths   Build 2018
Winding Cypress Homes : Live "La Dolce Vita" at this Coastal feel 4/3 pool home on 2 levels. Walking through the front door you feel like entering a model home with great views and ready to experience the sweet lifestyle this wonderful property has to offer. Granite countertops, hurricane impact windows, built-in gas appliances, pool, and spa. Too many community extras to list, including a clubhouse, tennis courts, community garden, resort-style pool, pickleball, restaurant, fitness center, dog park, trails, and more.



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$749,000
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Winding Cypress

7684 Winding Cypress Dr,
Naples, FL 34114


Homes - 2,186 ft² / 2,378 ft²
3 Bed / 2 Baths   Build 2019
Winding Cypress Homes : Gorgeous, Like New 3 Bedroom + Den Summerwood model. This pool home has High Ceilings, Open Floor Plan with options and upgrades galore. Gas appliances, quartz countertops, custom backsplash, raised ceilings with coffer ceiling, extended gathering room, screened in lanai, owners also upgraded walk-in shower with a soaking tub, walk-in California Closets and tile on diagonal throughout home. Saltwater Pool & Spa are new, just added in 2021. Be sure to check out the 3D Walkthrough and Video... Winding Cypress is a Resort-Style community, has world-class amenities including an elegant clubhouse with restaurant/pool bar, activities director, resort pool, cabanas, tennis, pickle ball, bocce ball, dog park, and more. Great location to all Naples and Marco has to offer!

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$720,000
Sold Price:
$700,000
Sold Date:
02/18/2021
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Winding Cypress

6974 Winding Cypress Dr,
Naples, FL 34114


Homes - 2,938 ft² / 4,930 ft²
3+Den / 3 Baths   Build 2020
Winding Cypress Homes : H.16205 The Tangerly Oak is a more traditional design that features a library/den, a morning room, and a spacious open-concept gathering and dining room. The kitchen is an entertainer's dream, with over sized center island and elegant quartz counter tops. This single-story layout offers a guest suite as well as a spacious Owner’s Suite with two walk-in closets.This magnificent home with an extended 2 car garage & separate golf car garage, is situated on a serene water lot with beautiful preserve view. Take advantage of everything Winding Cypress has to offer: gas community, resort-style pool, tennis, pickleball, restaurant, fitness center, dog park, trails and more.



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$685,000
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Winding Cypress

7487 Blackberry Dr,
Naples, FL 34114


Homes - 2,107 ft² / 2,526 ft²
2+Den / 2 Baths   Build 2017
Winding Cypress Homes : A Martin Ray floor plan with LOADED OPTIONS!! GAS COOKING, Outdoor kitchen is stubbed and vented, 8' doors throughout, Porcelain tile THROUGHOUT, EXTRA 4' Depth in garage, along with TANDEM garage space, GAS heated Pool and Spa!! Coffered and Trey ceilings, Crown molding, Single story LIVING! Full time Activities Director at this amazing CLUBHOUSE and resort style pool.....All are a Must See!



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$664,885
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Winding Cypress

6754 Pennyroyal Dr,
Naples, FL 34114


Homes - 2,056 ft² / 2,663 ft²
3+Den / 3 Baths   Build 2020
Winding Cypress Homes : From the moment you arrive at the stunning entry, Winding Cypress invites you in. This natural gas, resort-style community, remaining almost 2/3 preserve, welcomes you with a streetscape of superb views and new homes designed for the way you live. Move into Winding Cypress Summer 2021. This Mystique home features 3 bedrooms, 3 baths, den, pool, and impact glass. The home features natural gas stainless appliances, quartz counters, zero-corner slider to lanai, owner’s upgraded walk-in shower, white cabinets, tile flooring throughout the main living areas, extended garage & much more! This premier Naples location offers highly attractive fees for the variety of world-class amenities right in your own backyard, including a grand clubhouse, resort pool, sports courts, dog park, community garden, and more. Photos are for illustration purposes only, options may vary.

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$660,000
Sold Price:
$650,000
Sold Date:
04/06/2021
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Winding Cypress

7036 Live Oak Dr,
Naples, FL 34114


Homes - 2,496 ft² / 2,982 ft²
3+Den / 3 Baths   Build 2016
Winding Cypress Homes : Stunning Pinnacle for Sale! This home features 3 bedrooms+den, 3 bathrooms, and a 3 car garage with a gorgeous lake view. The extensive high price upgrades include, easy to use Storm Smart hurricane screens and shutters, a massive lanai, built in appliances, a new whole house generator, instant hot water, whole house water system and additional RO system in kitchen, security system, preplumb for outdoor kitchen, 2 functional murphy beds, a garage utility sink as well as a laundry sink, and more. The home provides beautiful natural light throughout the entire day, ample room to spread out, and is in one of the most stunning communities around! Winding Cypress has amenities galore! Enjoy dining at Shady Palm, the onsite restaurant, play pickle ball, bocce, tennis, workout in the state of the art fitness center or lounge by the resort style pool, garden at the community garden, or take fido to the dog park! Winding Cypress is pet friendly, allows rentals, has low fees and is centrally located between Marco Island, 5th Ave, & I75 making it an ideal location!



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$650,000
Sold Price:
$635,000
Sold Date:
03/29/2021
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Winding Cypress

7408 Winding Cypress Dr,
Naples, FL 34114


Homes - 2,198 ft² / 2,584 ft²
4 Bed / 2 Baths   Build 2016
Winding Cypress Homes : Arguably one of the best views in Winding Cypress! This SW exposure home with a peaceful lake view is one not to miss. This Summerwood floorplan features 4 bedrooms, 2 bathrooms, a 2 car garage with gorgeous upgrades including electric storm smart hurricane screens, gorgeous built in summer kitchen, expanded driveway, trey ceiling, crown molding, security system, cameras, finished laundry room and more! Winding Cypress has amenities galore! Enjoy dining at Shady Palm, the onsite restaurant, play pickle ball, bocce, tennis, workout in the state of the art fitness center or lounge by the resort style pool, garden at the community garden, or take fido to the dog park! Winding Cypress is pet friendly, allows rentals, has low fees and is centrally located between Marco Island, 5th Ave, & I75 making it an ideal location!



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$649,000
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Winding Cypress

7427 Chenille Ct,
Naples, FL 34114


Homes - 1,685 ft² / 3,043 ft²
2+Den / 2 Baths   Build 2016
Winding Cypress Homes : Winding Cypress custom home, this beautifully appointed 2BR+Den / 2BA pool home, 1685 sq ft under air and 3043 total sq ft. Come and enjoy this light and bright split bedroom floor plan with 10' volume ceilings throughout, large island kitchen with a breakfast bar, eat in kitchen dining area, tile on the diagonal in the living areas with carpet in the beds and den, tray ceiling in the master bed, custom wood cabinetry in the kitchen and baths boasting granite countertops, custom window finishings and much much more. Winding Cypress has natural gas throughout the community perfect for the chef ready to enjoy the gas stovetop. The community also boasts tons of amenities like clay tennis courts, bocce ball, pickleball, full fitness room, restaurant, resort style pool and clubhouse and plenty of walking trails and boardwalks to enjoy Florida's natural beauty and wildlife.



Broker Reciprocity Logo
$646,480
Sold Price:
$658,480
Sold Date:
06/25/2021
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Winding Cypress

6742 Pennyroyal Dr,
Naples, FL 34114


Homes - 2,080 ft² / 2,944 ft²
2+Den / 2 Baths / 1 Half   Build 2021
Winding Cypress Homes : From the moment you arrive at the stunning entry, Winding Cypress invites you in. This natural gas, resort-style community, remaining almost 2/3 preserve, welcomes you with a streetscape of superb views and new homes designed for the way you live. Move into Winding Cypress Summer 2021. This Prestige home with water views features a screened in pool & spa and beautiful design selections including: stainless gas appliances, stylish backsplash tile, quartz countertops, tile floors in main living, den, extended covered lanai, den & more! This home is currently under construction with the estimated completion of June-August. This premier Naples location offers highly attractive fees for the variety of world-class amenities right in your own backyard, including a grand clubhouse, resort pool, sports courts, dog park, community garden, and more. Photos are for illustration purposes only, options may vary.

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Broker Reciprocity Logo
$633,330
Sold Price:
$647,460
Sold Date:
04/22/2021
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Winding Cypress

6898 Winding Cypress Dr,
Naples, FL 34114


Homes - 2,080 ft² / 2,944 ft²
2+Den / 2 Baths / 1 Half   Build 2020
Winding Cypress Homes : From the moment you arrive at the stunning entry, Winding Cypress invites you in. This natural gas, resort-style community, remaining almost 2/3 preserve, welcomes you with a streetscape of superb views and new homes designed for the way you live. Move to Winding Cypress March 2021! This Prestige home offers tray ceiling in owner's suite and gathering room, extended covered lanai with pool and spa, finished utility room with cabinets for extra storage, and much more! This premier Naples location offers highly attractive fees for the variety of world-class amenities right in your own backyard, including a grand clubhouse, resort pool, sports courts, dog park, community garden, and more. Photos are for illustration purposes only, options may vary.

360° Tour

Broker Reciprocity Logo
$597,000
Sold Price:
$624,000
Sold Date:
05/03/2021
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Winding Cypress

7780 Winding Cypress Dr,
Naples, FL 34114


Homes - 1,861 ft² / 1,861 ft²
2+Den / 2 Baths   Build 2020
Winding Cypress Homes : Winding Cypress Summerwood 2/2 plus flex - enjoy sunsets and preserve views from extended lanai pool/spa. 24' garage with golfcart area. Clubhouse, gym, resort pool, pickleball and tennis courts, bocce, poolside restaurant and bar and nature boardwalk. Builder's Limited warranties transfer.




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