Naples Florida Winding Cypress Homes for Sale

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Winding Cypress Naples Real Estate

Last updated at 12:40pm 04/03/2020


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$774,900
Decrease*$14.1K
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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. Panoramic Lake & Preserve View from your Spacious Private Lanai. Outdoor Living at it's Best. Large Gas Heated Pool & Spa, Outdoor Kitchen with Granite Counter. Spacious Gourmet Kitchen with Stainless Builtins. Great Room Features Formal Dining & Wine Refrigerators. Impact Glass. 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 & Poolside Restaurant. Close to Marco Island & Naples Beaches, Shopping & Restaurant's. MUST SEE!!!


$748,000
Decrease*$20K
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Winding Cypress

7382 Mockingbird Ct,
Naples, FL 34114


Homes - 2,488 ft² / 2,982 ft²
3+Den / 3 Baths  Build 2016
Winding Cypress Homes: This magnificent corner lot 3 bedroom, 3 bath with a den home overlooks the peaceful preserve. Its great room open floor plan makes it the perfect entertaining space. The spacious kitchen features custom cabinetry, Quartz countertops, stainless steel appliances, wine cooler, built-in wine rack, breakfast bar, large flat island and a formal dining-living area. Recessed lighting, crown molding with wood-like tile flooring throughout the main living area. The great room features a zero-corner sliding door accessing the screened-in enclosure with a swimming pool, spa, and a fire pit overlooking the lake. This Pinnacle floor plan is known for its spacious owner’s suite with a new large walk-in custom closet and en suite featuring dual sinks, custom mirrors, and large walk-in shower. There are two additional guest bedrooms and guest baths for your guest's privacy, and a study. There is a convenience of laundry in residence. This home offers a large two-car garage and a golf cart garage, electrical storm shutters on the lanai. Winding Cypress has the aesthetic appeal that blends rustic nature and urban oasis, but the amenities have a characteristic of a world-class luxury resort.


$719,900
Decrease*$129K
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Winding Cypress

6920 Cocoplum St,
Naples, FL 34114


Homes - 2,923 ft² / 4,924 ft²
3+Den / 3 Baths / 1 Half  Build 2019
Winding Cypress Homes: SPECTACULAR LAKEFRONT VALUE! RECENT PRICE REDUCTION! Magnificent panoramic water views are a highlight of this special home situated directly on the largest lake in Winding Cypress! This new spacious "Stonewater" has a roomy, open floor plan, 3 bedrooms plus a den, 3 full & 1 half baths situated on an oversized lot with 12' to 13' ceilings. Southern exposure makes this home light and bright, 3 car garage with storage cabinets, Whirlpool SS appliances, Quartz countertops, 12"x24" tile floors, Upgraded Carpeting in the Bdrms, Custom Closets, Hurricane Impact Windows & Doors and more! Winding Cypress is a natural gas, resort-style community, remaining almost 2/3 preserve & is amenity rich with true Resort Style Living with 800 acres of NATURAL PRESERVES to walk thru on the raised boardwalk ideal for your morning exercise, a 17,500 sq. ft. Clubhouse with Activity Room, Catering Kitchen, Library, State of the Art Fitness Cntr & Movement Studio, Heated resort-style pool & Spa, 4 Bocce Ball Cts, 5 Tennis Cts & 4 Pickleball Cts, Outdoor Barefoot Bar & Grill, a Gas Fire Pit, Full-time Activity Director, dog park, community garden, and more.


$663,180
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Winding Cypress

7731 Winding Cypress Dr,
Naples, FL 34114


Homes - 2,488 ft² / 2,488 ft²
3+Den / 3 Baths  Build 2020
Winding Cypress Homes: Move into Winding Cypress March 2020. This Pinnacle home with pool & spa features beautiful design selections including built-in gas appliances & cabinets, quartz counters, zero-corner slider to lanai, den with French doors & more! Pictures are for illustration purposes only, options may vary.


$650,000
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Winding Cypress

7433 Winding Cypress Dr,
Naples, FL 34114


Homes - 2,619 ft² / 3,100 ft²
3+Den / 3 Baths  Build 2017
Winding Cypress Homes: Rarely available coveted infinity floor plan. Loaded with upgrades:soft-close cabinets and drawers, granite countertops, KitchenAid appliances, coffer ceiling and more. Enjoy the large lanai with incredible lap pool and spa while gazing through the huge picture window screen. This magnificent home 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.


$575,000
Decrease*$64.9K
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Winding Cypress

7470 Winding Cypress Dr,
Naples, FL 34114


Homes - 2,198 ft² / 2,584 ft²
3+Den / 2 Baths  Build 2017
Winding Cypress Homes: Situated perfectly with southwest exposure for the desired bright light and sunshine on the pool. The sunset views from this picturesque long lake view is a new masterpiece every night! This 3 Bedroom + Den with modern open floor plan shows like a MODEL HOME with many upgrades during and after construction! Upgrades include: Custom upgraded pool, upsized doors and trim, porcelain tile throughout, Carrara marble kitchen backsplash, extended kitchen island, stainless steel appliances, soft close cabinets in kitchen and master bath, oversize shower in master bath, LED lighting and many more to list. Winding Cypress is a unique community surrounded by nature in 800 acres of natural preserve. LOW HOA FEES with all these benefits: 24 hour guard gate security, on-site management, clubhouse with resort style pool and restaurant, large work out facility with lockers, jogging paths, community garden, dog park and NATURAL GAS! All of this is ready for you in this move in ready home with furnishings negotiable.


$557,000
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Winding Cypress

7468 Blackberry Dr,
Naples, FL 34114


Homes - 2,188 ft² / 2,800 ft²
3+Den / 2 Baths  Build 2017
Winding Cypress Homes: Why wait 9 months to a year for a new home to be built? This lightly lived in open floor plan home is ready now! There are three bedrooms and a den with 2 full baths. The split floor plan has a large owner’s suite overlooking the pool and the lake. The suite has a large walk in closet, double sinks, walk in shower and separate toilet room. Kitchen has a large pantry with stainless appliances and lots of cabinets for storage including the kitchen island. Granite countertops with tiled back splash, under cabinet lighting and a gas range make this kitchen everyone’s dream kitchen. Coffered and tray ceilings create a spacious look. Living areas have 17” tile on the diagonal including the owner’s suite with carpet in 2 bedrooms. Large lanai with southern exposure with views of the lake offers endless entertaining options. Enjoy sunrise and sunsets while enjoying the gas heated pool. Winding Cypress is a gated community that offers social activities, large preserve areas with walking and jogging paths. For the sports enthusiast there is pickle ball, tennis, bocce and a community pool and restaurant as well as an outdoor yoga deck. There is even a dog park for your pet!


$555,000
Decrease*$5K
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Winding Cypress

7541 Blackberry Dr,
Naples, FL 34114


Homes - 1,918 ft² / 2,366 ft²
2+Den / 2 Baths  Build 2018
Winding Cypress Homes: This beautiful Summerwood model in desirable Winding Cypress is move in ready. Enjoy beautiful preserve views from your extended lanai with pool and TV package. This home has many upgrades including sliding shelves in kitchen, upgraded appliances, large laundry area with upgraded washer, dryer and cabinets. The master bedroom has tray ceilings and master closet is extended 4’ for additional storage. Your indoor and outdoor living become one as you enjoy true Florida living.


$545,000
Decrease*$34K
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Winding Cypress

7567 Winding Cypress Dr,
Naples, FL 34114


Homes - 1,800 ft² / 1,800 ft²
3 Bed / 2 Baths  Build 2019
Winding Cypress Homes: Gorgeous "Abbeyville" extended floor plan with serene lake views. Over $130,000 in Upgrades including the added optional sunroom, custom kitchen cabinetry, granite counters in kitchen & baths, huge kitchen island, upgraded stainless appliances including French Door refrigerator and gas range. Cabinets have "soft close" drawers & doors as well as pull out shelving in all lower cabinets. Elegant crown molding graces the tray ceilings in the bedrooms as well as main rooms, wood plank floors in bedrooms, upgraded ceramic tile floors set on the diagonal throughout all common areas. Luxury custom pool and spa with pool cage offering lovely views to the lake beyond. Oversized garage with epoxy finished floors. This spectacular home cannot be duplicated at this price, a definite MUST SEE!!!!


$539,000
Decrease*$10K
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Winding Cypress

7529 Geranium Way,
Naples, FL 34114


Homes - 1,878 ft² / 2,421 ft²
2+Den / 2 Baths  Build 2017
Winding Cypress Homes: Why Wait ? This like new Home is Fully Furnished & ready to move in Now !!! *Priced Reduced * Premium Lot with Long Lake Views, Southern exposure so you can watch the Sunrise while enjoying Morning Coffee. This Single Level Home is Light & Bright and has over $100,000 in upgrades, Tiled through out on the diagonal, Plantation Shutters,Crown Molding, Security Alarm, Electric storm shutters and Impact Glass.The Gourmet Chef's Open Kitchen features Natural Gas cooking, Stainless Appliances,Cherry Cabinets, a very large Granite Island with room for seating and plenty of counter space, perfect for Entertaining.! The large Master Bedroom has a Huge Walk-in Closet and His & Hers sink. Plenty of Parking with a 2 car oversized Garage.The Guest Bedroom has it's own Full bath, the office area can be used as a 3rd bedroom adjoining the Lovely Foyer. The large Lanai with views to the Heated Saltwater Pool and the Lake for Outdoor Living is perfect for Entertaining and is prewired for a Summer Kitchen. Winding Cypress is known for it's Fabulous Amenities, Acres of Nature Preserve, Gorgeous Clubhouse with Restaurant, Resort Style Pool, Tennis & Pickle-ball & Fitness Center. Low HOA Fees


$535,000
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Winding Cypress

7452 Blackberry Dr,
Naples, FL 34114


Homes - 2,230 ft² / 2,634 ft²
3+Den / 2 Baths  Build 2016
Winding Cypress Homes: H.14560 Attractive lake front home boasts $100k in added options including an upgraded gourmet kitchen in desirable Summerwood model. True value and it's ready now! Antique white maple cabinetry finished with dentil and crown moulding, under-cabinet lighting, dove tailed and roll out drawer trays with soft-close doors. SS appliances, natural gas cooktop, wall oven & microwave, granite and spacious island with double-bowl stainless sink and end cabinets. Custom window treatments, closet organizers, medicine cabinets, smooth finish walls and tile floors throughout. Laundry has cabinets, sink, W/D. Sunroom with sliders to screened lanai that’s plumbed for an outdoor kitchen. Home security system, custom shelving and epoxy finished floors in two-car garage. No step-up pavers to all entrance ways. This lot will accommodate a pool! Winding Cypress is appreciated for its active, social lifestyle and world class amenities nestled within 800 acres of natural preserve. State-of-the-art clubhouse, fitness center, sports courts, resort-style pool, restaurant, dog park, community gardens. Close to beaches, golfing, fishing, shopping, cultural activities.


$528,875
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Winding CypressNEW

7632 Winding Cypress Dr,
Naples, FL 34114


Homes - 2,175 ft² / 2,175 ft²
3 Bed / 2 Baths  Build 2020
Winding Cypress Homes: Move into Winding Cypress May 2020. This Summerwood home with pool features stainless gas appliances, quartz counters, raised ceiling height, coffered ceiling in gathering room, extended covered lanai, den & much more! Pictures are for illustration purposes only, options may vary.


$519,000
Decrease*$26K
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Winding Cypress

7664 Winding Cypress Dr,
Naples, FL 34114


Homes - 2,177 ft² / 2,634 ft²
3+Den / 2 Baths  Build 2019
Winding Cypress Homes: Amazing opportunity on this new construction Summerwood model built in 2019 and never lived it. Over 2,100 sq feet of living area on this 3 bed 2 bath with a den and laundry room. Oversized 2 car garage with a 4 foot extension to park a golfcart ,motorcycle or extra storage. Plenty of room to add a custom pool and outside laini already plumbed for an outdoor kitchen. Sitting on a preimum perserve lot with west exposure for lots of sun. Upgraded whirlpool gas stove and matching whirlpool stainless appliances in kitchen with custom quartz counter tops and island. Upgraded kitchen shaker style cabinets with all soft close drawers and under cabinet lighting. Winding Cypress is known for its active social lifestyle and world class amenities within 800 acres of natural preserve. State-of-the-art clubhouse, fitness center, sports courts, resort-style pool, restaurant, dog park, community gardens. Close to beaches, golfing, fishing, shopping, cultural activities.


$490,000
Increase*$40K
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Winding Cypress

7675 Arrowhead Way,
Naples, FL 34114


Homes - 2,062 ft² / 2,589 ft²
3+Den / 2 Baths  Build 2017
Winding Cypress Homes: Meticulously maintained Summerwood Model large corner lot with a large back yard and a great view of the lake from your extended lanai. Private back yard with beautiful landscaping for privacy. Tile throughout the inside, IMPACT glass, plantation shutters.... Cook with natural gas inside, as well as from your summer kitchen on the lanai! Gas water heater and dryer as well. Extended 2 car garage(25x20 per Collier Appraiser) with coated floor. Barely lived in and built in 2017. Winding Cypress has a clubhouse/pool/fitness room that is truly resort quality. This estuary environment is great for walking, biking or just enjoying the green space scenery.


$482,500
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Winding Cypress

7048 Live Oak Dr,
Naples, FL 34114


Homes - 2,107 ft² / 2,879 ft²
3+Den / 2 Baths  Build 2015
Winding Cypress Homes: Absolutely beautiful Martin Ray floor plan home with Eastern exposure on a pretty lake. A must see for any buyer looking for a 3 Bedroom plus den home with a gorgeous Kitchen with an island, Gas stove and excellent appliances. The living area blends nicely out to the screened in lanai where there is ample space to sit and relax. Come and enjoy 800 acres of paradise that only comes with the natural preserve setting Winding Cypress has to offer. Also enjoy the wonderful Clubhouse, Fitness Center, Community pool, Tennis Courts, Restaurant and so much more in this beautiful community nestled in a gorgeous natural setting. Perfectly located between the beaches, shopping and restaurants of Naples and Marco Island. A must see


$478,825
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Winding CypressNEW

6734 Pennyroyal Dr,
Naples, FL 34114


Homes - 2,007 ft² / 2,007 ft²
3+Den / 2 Baths  Build 2020
Winding Cypress Homes: Move into Winding Cypress April 2020. This Summerwood home fully equipped with natural gas, comes with its own pool & water feature, stainless steel gas appliances, 42" white cabinets, quartz countertops throughout, porcelain tile flooring, a den with french doors, a zero-corner sliding glass door out to a lanai that is pre-plumbed for an outdoor kitchen, impact glass & more! Pictures are for illustration purposes only, options may vary.


$439,900
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Winding Cypress

7757 Jacaranda Ln,
Naples, FL 34114


Homes - 1,574 ft² / 1,964 ft²
2+Den / 2 Baths  Build 2018
Winding Cypress Homes: Welcome to this absolutely breathtaking Cressida floor plan villa in the amazing community called Winding Cypress. Your private lanai overlooks a lake and offers sunset views like very few other places on earth. Relaxation is unparalleled here! There are gorgeous finishes and designer features throughout including quartz counter tops, beautiful lighting fixtures and fans, plantation shutters, tile back splash and stainless steel appliances. There's also natural gas for cooking, clothes drying, hot water and for your private spa! There's absolutely nothing left to be desired in this beautiful villa. As to Winding Cypress... A full-time social activity director, great indoor/outdoor restaurant, state-of-the-art gym and breathtaking gathering rooms have made Winding Cypress a highly sought after place to call home. It's truly a world-class resort community for relatively low HOA fees. And, it's ideally positioned between Old Naples and Marco Island. A 10-mile drive will put you on Naples or Marco Island beaches, 5th Ave. S., 3rd St. S., shopping, restaurants and beyond!


$394,900
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Winding Cypress

7651 Jacaranda Ln,
Naples, FL 34114


Homes - 1,554 ft² / 1,914 ft²
2+Den / 2 Baths  Build 2017
Winding Cypress Homes: Absolutely stunning Serenity villa in the incomparable community of Winding Cypress. Relaxation will be unparalleled on your private lanai overlooking a lake and offering sunset views like very few other places on earth. Stunning finishes and features throughout include quartz counter tops, gorgeous lighting fixtures and fans, plantation shutters, tile back splash and stainless steel appliances. There's also natural gas for cooking, clothes drying and hot water. There's absolutely nothing left to be desired in this beautiful villa. As to Winding Cypress... A full-time social activity director, great indoor/outdoor restaurant, state-of-the-art gym and breathtaking gathering rooms have made Winding Cypress a highly sought after place to call home. It's truly a world-class resort community for relatively low HOA fees. And, it's ideally positioned between Old Naples and Marco Island. A 10-mile drive will put you on Naples or Marco Island beaches, 5th Ave. S., 3rd St. S., shopping, restaurants and beyond!


$389,900
Decrease*$5.1K
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Winding Cypress

7110 Live Oak Dr,
Naples, FL 34114


Homes - 1,542 ft² / 1,898 ft²
2+Den / 2 Baths  Build 2016
Winding Cypress Homes: H.15505 Your vacation destination awaits! Come escape the cold winters and enjoy warm sunny days in this highly sought-after Serenity Villa. Ideal for entertaining with a large open concept living room and dining room, a kitchen with quartz countertops and stainless-steel appliances and beautiful den with glass french doors. The split bedroom design offers maximum privacy for you and your guests. Sit back and relax on your expanded, screened lanai while enjoying your morning coffee! Winding Cypress is 24-hour manned gated community offering a resort style pool, club house, state of the art fitness center and tennis and bocce courts. A short drive to Marco Island and the ever popular 5th Av. Available for immediate occupancy!


$385,000
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Winding Cypress

7098 Live Oak Dr,
Naples, FL 34114


Homes - 1,554 ft² / 1,921 ft²
3 Bed / 2 Baths  Build 2016
Winding Cypress Homes: H.15711 Currently the only true 3-bedroom Villa on the market. Located on a beautiful, corner lot for the ultimate in privacy. Enjoy the peaceful sounds of the trees blowing and the birds chirping from your extended, covered and screened lanai. Equipped with plantation shutters, upgraded appliances, impact windows, tile throughout, remote controlled Hunter Douglas shades, electric Storm Smart hurricane protection screens, golf cart and portable generator hook-ups and so much more! Winding Cypress is 24-hour manned gated community offering a resort style pool, club house, state of the art fitness center and tennis and bocce courts. A short drive to Marco Island and the ever popular 5th Ave.


$370,000
Decrease*$25K
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Winding Cypress

7171 Live Oak Dr,
Naples, FL 34114


Homes - 1,554 ft² / 1,554 ft²
3 Bed / 2 Baths  Build 2016
Winding Cypress Homes: V.2964 Winding Cypress is a gated Natural Gas community complete with world class amenities and homes nestled among 1100 acres, 800 of which are designated as natural preserves. Sitting on a premium lushly landscaped wide lot, this true 3 bedroom, 2 bath attached villa is full of upgrades, including full glass panel front door,tile on the diagonal, stainless appliances, granite, under kitchen cabinet lighting,custom kitchen pantry and walk-in closets. Impact resistant glass throughout. Both baths have tiled showers with custom shelves. Wired for surround sound. Extended lanai with beautiful preserve view. Lanai is ready for new owner to install outdoor kitchen. Insulated garage door, sink with hot/cold water, epoxy painted garage floor, additional cabinets and suspended custom storage shelves. The resort-style amenities include a clubhouse, state-of-the-art fitness center,resort pool with cabanas, tennis, pickle ball and bocce ball courts, dog park, community garden, outdoor yoga studio, fire pit and the Shady Palm restaurant. This amenity-rich community has a calendar filled with activities for everyone plus low HOA fees! Just as hort drive to dining, shopping and beaches.


$369,000
Decrease*$10K
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Winding Cypress

7615 Jacaranda Ln,
Naples, FL 34114


Homes - 1,554 ft² / 1,898 ft²
2+Den / 2 Baths  Build 2016
Winding Cypress Homes: Looking for that perfect home in Naples. This beautiful villa will fill your wish list. This "Serenity" home offers 2 bedrooms and a den, large great room, kitchen, dining room, 2 bathrooms, expanded lanai and a 2 car garage. The open floor plan with great room allows the lake view to be appreciated from most rooms. The expanded lanai offers ample space for relaxing and entertaining. The home has been upgraded with plantation shutters and blinds on all windows, custom paint in the kitchen, custom closets, epoxy coated garage floor, and so much more. The community offers resort style amenities including a Grand Clubhouse, available for parties, social room with catering kitchen, community pool and spa, tennis, pickle ball, fitness center, outdoor yoga area, on site restaurant and bar, fire pit, inside and outside lounging areas, and so much more. Low fees and amazing lifestyle, see this home before it's gone...


$354,750
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Winding Cypress

7610 Jacaranda Ln,
Naples, FL 34114


Homes - 1,542 ft² / 2,886 ft²
2+Den / 2 Baths  Build 2016
Winding Cypress Homes: FAMED DEVELOPER DIVOSTA SAYS IT BEST "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 homes designed for the way you live. 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." THIS IS A RARE OPPORTUNITY TO BUY IN THE MID $300'S LOVELY FLOOR PLAN 2 + DEN CAN EASILY BE CONVERTED TO A 3 BEDROOM. 800 ACRES OF PRESERVES 80 ACRES OF LAKES . THIS HOME IS JUST OVER 2 YEARS OLD. EXTENDED SCREENED PATIO MAKING IDEAL OUTDOOR LIVING ROOM. TONS OF PRIVACY. RUN DON'T WALK OPPORTUNITY IS KNOCKING.



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