Winding Cypress Single Family Homes For Sale

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$761,000
$725,000
Winding Cypress
7267 Live Oak Dr, Naples, FL 34114
MLS# 224004192
3
Beds
2
Baths
2,230
SqFt
4.4% Decrease (-$36,000)
2
Garage
$325
$/SqFt
This pre-inspected, intelligently-priced single family home is located in a stunning natural gas community and perfectly situated between marco island and downtown naples. Among other amenities, this community has two dog parks! Stunning landscaping greets you at the front door, and you can step outdoors and savor a sanctuary of comfort and tranquility from the botanical plantings on your paver-lined outdoor patio with a raised herb garden. And not to worry…you will find hurricane protection on the windows as well as motorized storm smart screens on the lanai. Finishes in this lovely home include plantation shutters, wainscoting, crown moldings and tiled floors throughout. The great room floor plan includes a gourmet kitchen complete with granite countertops, abundant cabinetry, stainless steel appliances with gas cooking, and a large center island with breakfast bar and an attached dining area. Relax or entertain in the bright and spacious gathering room with an added “sunroom” which leads to the screened-in lanai. In addition to the generously sized owners’ suite, there is ample room for your guests with two more bedrooms. French doors lead to a private office or den. Pet-friendly winding cypress community offers two dog parks, tennis, pickleball, bocce, outdoor bar and grill room, and a resort-style pool. Residents also have access to a clubhouse with a social room, library, fitness center and a full social calendar. This is the one you’ve waiting for!!
John R Wood Properties
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$1,150,000
$998,500
Winding Cypress
7123 Lily Way, Naples, FL 34114
MLS# 224023526
3
Beds
3
Baths
2,998
SqFt
13.2% Decrease (-$151,500)
2
Garage
$333
$/SqFt
Welcome to the ultimate naples resort community of winding cypress. Presenting this lakeview summerwood home, set on an exceptionally private homesite with a beautiful, long lake view. Features include every builder option and upgrade, plus a very cool upstairs bonus loft bedroom and living room, perfect for guests or as a homeowner's retreat. This home includes top-level finishes throughout along with easy glide window shutters from top to bottom, motorized lanai storm shutters, an oversized covered lanai, a two-car tandem storage garage, a whole house generator, and a beautiful lakefront pool. Residents can indulge in the luxurious winding cypress clubhouse, offering a state-of-the-art fitness center, catering kitchen, community room, and activity room. Outdoor amenities abound, offering pickleball, resort-style and lap pools, a spa, an outdoor movement studio, a barefoot bar, bocce ball courts, five har-tru tennis courts, a fire pit, a bird-watching overlook, and a nature boardwalk with a picnic pavilion. In ideal proximity to the pristine shores of marco island and the vibrant downtown naples, this amazing resort location provides the ideal backdrop for an unparalleled lifestyle.
Premier Sotheby's Int'l Realty
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$973,099
$899,999
Winding Cypress
7454 Winding Cypress Dr, Naples, FL 34114
MLS# 224032357
3
Beds
3
Baths
2,673
SqFt
7.3% Decrease (-$73,100)
3
Garage
$337
$/SqFt
As you enter this 2 story martin ray model located in beautiful winding cypress, the long water view is breathtaking not to mention the peaceful sunset views from the ssw exposure. This home has many upgrades and storage galore!! Hurricane impact windows throughout the house, master bedroom on first floor, foam insulation upstairs, 4 extra feet of length in the tandem garage allow for plenty of space for a golf cart or your boat. Porcelain tile throughout the downstairs and wood floors upstairs. Crown molding, built-in kitchen appliances, 8ft door downstairs. Oversized lot with 67' frontage makes it easy to add a pool. Extended paver lanai, paver walkway on the side of the home, full house generator, split unit a/c in the garage, additional insulation over the garage, pull down stairs to attic, widened driveway, ballistic nylon hurricane shutters for the covered part of the lanai, plus additional shade flower trees planted. All this and more make this home your piece of paradise! Seller is a florida licensed real estate broker.
Schulz Realty LLC

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$1,100,000
Winding Cypress
7554 Blackberry Dr, Naples, FL 34114
MLS# 224039468
3
Beds
3
Baths
2,867
SqFt
0.0%
2
Garage
$384
$/SqFt
Welcome to the award-winning martin ray home in the prestigious and central winding cypress resort community in naples. This exceptional home boasts a stunning custom pool and lanai, complete with an in-water sundeck, ideal for soaking the florida sunshine. Relax and unwind as you enjoy the picturesque views of the private waterfront. Inside, you'll find a bright and airy ambiance, highlighted by top-of-the-line quartz finishes and gourmet appliances powered by natural gas. Whether you're hosting a lavish gathering or enjoying a quiet evening in, this home offers the ideal blend of elegance and comfort. A bonus loft offers a cool option for guests or in-home entertainment with plenty of room for a pool table or even a home theater! Residents will enjoy the luxurious winding cypress clubhouse, offering a state-of-the-art fitness center, catering kitchen, community room and activity room. Outdoor amenities abound, from pickleball, resort-style and lap pools to a spa, outdoor movement studio, barefoot bar, bocce ball courts, five har-tru tennis courts, fire pit, bird-watching overlook and a nature boardwalk with a picnic pavilion. In ideal proximity to the pristine shores of marco island and vibrant downtown naples, this amazing resort location provides the ideal backdrop for an unparalleled lifestyle.
Premier Sotheby's Int'l Realty
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$1,125,000
$1,050,000
Winding Cypress
7235 Live Oak Dr, Naples, FL 34114
MLS# 224052130
3
Beds
3
Baths
2,640
SqFt
6.7% Decrease (-$75,000)
2
Garage
$398
$/SqFt
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.
Premiere Plus Realty Company
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$845,000
Winding Cypress
6828 Winding Cypress Dr, Naples, FL 34114
MLS# 224024540
3
Beds
2
Baths
2,089
SqFt
0.0%
2
Garage
$405
$/SqFt
NEW CONSTRUCTION ~Blt. 2021
The luxury, nature and privacy is waiting for you on our paradise coast! Every upgrade has been selected for this immaculate home. To start, it has an upgraded lot, 8ft doors, crown molding, 6" base boards, trey ceiling in family room, upgraded waterproof laminate flooring in main living area, 22×22 porcelain tile in bathrooms and laundry room, 42" upper shaker soft closing cabinets, kitchen aid appliances, marble splash-back, owned solar electric system, 50 amp plug in garage for electric vehicle charger, extended patio with forest view. Hurricane impact windows and sliders extended driveway capable of parking four cars, modern light fixtures and ceiling fans, tankless water heater, and the list goes on. Winding cypress is a community like no other. You have seen the rest, now come see the best.
John R Wood Properties
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$689,000
Winding Cypress
7256 Live Oak Dr, Naples, FL 34114
MLS# 224074239
3
Beds
2
Baths
1,685
SqFt
0.0%
2
Garage
$409
$/SqFt
Welcome to this stunning 3-bedroom, 2-bathroom oasis, perfectly designed for both relaxation and entertaining. Step inside to find a beautifully appointed open floor plan featuring elegant crown molding, recessed lighting, and gleaming tile laid on the diagonal, creating a seamless flow throughout the home. The heart of the house is the gourmet kitchen, where you'll be inspired to cook and gather. It boasts sleek granite countertops, a stylish tile backsplash, stainless steel appliances, and a spacious island with extra storage and a convenient breakfast bar. Retreat to your private backyard paradise with a sparkling screened-in heated salt-water pool and spa, perfect for year-round enjoyment. The large laundry room was completely built out with cabinets and utility sink. Located in the beautiful gated community of winding cypress with world-class amenities. Featuring an on-site restaurant, the shady palm, a resort-style pool, tennis, pickleball & bocce courts, outdoor yoga deck, a dog park, fitness center, community garden and nature trails, internet café and an array of social events. Centrally located and just a short drive to naples pristine beaches, shops and dining.
John R Wood Properties
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$789,000
Winding Cypress
7247 Live Oak Dr, Naples, FL 34114
MLS# 224041079
2
Beds
2
Baths
1,910
SqFt
0.0%
2
Garage
$413
$/SqFt
Welcome to one of the most desirable neighborhoods in naples. Winding cypress boasts resort style living with pickleball, tennis, bocci, large gym, movement room, library, internet cafe, banquet room with kitchen, restaurant, and resort style pool with waterfall and lap lane. Currently the only summerwood model for sale with peaceful panoramic water and preserve views. This impeccably kept two bedrooms with a den that could easily be a third bedroom, 2 bath home with large laundry room with tons of custom cabinetry. The oversized garage with four-foot extension makes one side of the garage 37' which can accommodate a 21' boat and trailer or third car, custom storage gives you plenty of room for all your toys. A real must-see home!
Coldwell Banker Realty
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$789,000
Winding Cypress
7465 Winding Cypress Dr, Naples, FL 34114
MLS# 224027020
2
Beds
2
Baths
1,910
SqFt
0.0%
2
Garage
$413
$/SqFt
Beautiful selected finishes and colors. A peaceful beach sand pallet will take away the stress and bring you to your happy place. Casual comfort. 3 bedrooms presently featuring one designed as a den open to living area. Custom upgraded kitchen cabinets. Stainless appliance with a gas range. Nice size pantry. Generous laundry room. The living dining great room is perfect for entertaining and overlook your own private backyard, outdoor kitchen on generous screen patio. Oversized garage allows for 3 vehicles. This home is located on one of the nicest streets in the community. Lovely preserve location allows for ultimate privacy. The community center rivals a 5-star resort. Pickle ball, tennis, state of the art fitness, banquet room/kitchen. Pool with cabanas and restaurant. Dog play area. Garden area. Nature trail. 24 hours gated. Look at the low fees. This is a wonderful opportunity. Prepared with care but subject to errors and ommissions buyer to verify everything to thier satisfaction
Real Estate of South Florida
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$699,900
Winding Cypress
7248 Live Oak Dr, Naples, FL 34114
MLS# 224065692
3
Beds
2
Baths
1,685
SqFt
0.0%
2
Garage
$415
$/SqFt
Time to enjoy life. This home is a true single famly not an attached villa. 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. 3rd bedroom is being used as den but can easily be converted to 3rd bedroom. 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
Real Estate of South Florida
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$1,300,000
$1,250,000
Winding Cypress
7493 Winding Cypress Dr, Naples, FL 34114
MLS# 224036182
4
Beds
3
Baths
2,914
SqFt
3.9% Decrease (-$50,000)
2
Garage
$429
$/SqFt
Gorgeously appointed turnkey furnished 2 story summerwood for sale featuring 4 bedrooms, 3 bathrooms, den, loft, extended 2 car garage, pool & spa! This home has it all when it comes to upgrades, from the zero corner sliders, built in appliances, plantation shutters, in ceiling sonos speakers, crown molding, storm smart shutters all around, 2 separate living rooms with the loft and so much more. The outdoor oasis features an extended covered lanai, outdoor kitchen, mounted tv, pool and spa overlooking a gorgeous preserve for the utmost privacy! Winding cypress has amenities galore...enjoy dining at shady palm, the onsite restaurant, play pickleball, 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!
MVP Realty Associates LLC
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$1,100,000
$1,075,000
Winding Cypress
7063 Winding Cypress Dr, Naples, FL 34114
MLS# 224055933
3
Beds
3
Baths
2,496
SqFt
2.3% Decrease (-$25,000)
3
Garage
$431
$/SqFt
Ready for immediate occupancy! Home is now vacant and has a nice clean open slate to custom this home to your liking .take a look at this pinnacle style home located in the sought after community of winding cypress features 3 bdrms 3 baths, office and 3 car garage , hurricane protection measures include whole house generator , impact doors and windows and hurricane storm screen on lanai. Extended oversized lanai facing the lake has plenty of room for entertaining , practice your putting , or custom a new pool or spa. Come and take a look at this pinnacle style home in winding cypress, use your vision to custom this home to your own personal taste, you can't beat the floor plan with almost 2500 soft of living space and is a great value compared to other pinnacle models sold here in winding cypress. Home is located within walking distance to all the amenities winding cypress has to offer,, beautiful resort pool , pool side resturant and bar, gym, sports courts and more . Walk to to the dog park and community garden. P
Royal Shell Real Estate, Inc.
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$1,589,000
$1,579,000
Winding Cypress
6903 Cocoplum St, Naples, FL 34114
MLS# 224050943
4
Beds
4
Baths
3,656
SqFt
0.6% Decrease (-$10,000)
3
Garage
$432
$/SqFt
NEW CONSTRUCTION ~Blt. 2021
Welcome to an unparalleled blend of luxury and comfort in the prestigious winding cypress community. This exquisite 2-story furnished pinnacle model home, boasting over 3,600 square feet of meticulously designed living space, offers an extraordinary lifestyle experience. As you enter this breathtaking residence, you'll be captivated by the open floor plan that seamlessly connects the living room and kitchen, perfect for both everyday living and entertaining. The kitchen is a chef’s dream, featuring a premium gas cooktop, quartz countertops, soft-close cabinets, and a generous island that serves as a focal point for gatherings. The zero corner impact glass sliders create the perfect florida indoor/outdoor lifestyle by extending the living space into the private outdoor oasis. Here, you’ll find an incredible pool with a raised spa featuring an infinity edge, a sun shelf, and fountains. The premier outdoor kitchen makes alfresco dining a pleasure, set against the backdrop of a panoramic screen that offers unobstructed views of the serene estuary. Retreat to the opulent owner's suite, where luxury meets tranquility. The spa-like ensuite bathroom is designed to pamper, with dual vanities, a spacious shower, and a walk-in custom closet that provides ample storage. Two additional well-appointed bedrooms on the first floor offer comfort and privacy; one with its own en-suite bath, and the other with a bathroom conveniently located just outside the door. The second floor adds an impressive 1,168 square feet of living space, featuring an additional bedroom and full bathroom. This area is an entertainer’s dream, offering a flexible space that can be tailored to your specific needs—be it a guest suite, home office, or media room. Practicality is not forgotten in this luxurious setting. A whole-house on-demand natural gas generator ensures you’re never without power, adding peace of mind to the comfort and elegance of your home. The extended 3-car garage with epoxy floor has wi-fi enabled garage door openers, a large utility sink, and plywood decking in the attic for extra storage. Winding cypress is more than just a neighborhood; it’s a community designed to enhance your lifestyle. Enjoy the resort-style clubhouse with its expansive swimming pool, state-of-the-art fitness center, community garden, boardwalk trail, and poolside restaurant and bar. Relax by the fire pits or take advantage of the various recreational facilities. Pet owners will be delighted with the special park dedicated to dogs, ensuring every member of the family feels at home. Discover the epitome of modern living in this resort-style, amenity-rich community. Embrace a lifestyle of luxury and leisure in your new home at winding cypress, where every detail is designed with your utmost comfort and enjoyment in mind. Welcome home.
Realty One Group MVP
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$950,000
$895,000
Winding Cypress
7673 Jacaranda Ln, Naples, FL 34114
MLS# 224017405
3
Beds
3
Baths
2,063
SqFt
5.8% Decrease (-$55,000)
2
Garage
$434
$/SqFt
Furnished, 1-1/2 story, 2019 pool home at winding cypress blends luxurious amenities with top-tier safety features. Nestled on a preserve and corner lot, it offers extra privacy at the pool and a serene environment. The main floor presents a versatile layout with (1) the primary suite with a lavish bath and large walk-in closet, (2) a second bedroom and full guest bath, and (3) a den with double doors, which may be converted to a guest room. The bright, modern kitchen seamlessly connects to the dining and living areas, perfect for entertaining. Upstairs, a spacious loft, 3rd bedroom and additional full bath ensure ample living space. Modern conveniences like central vac, plantation shutters and keyless entry enhance comfort and security. Outside, the 1,000+ square foot lanai, heated pool and outdoor kitchen (with natural gas grill) allow for year-round enjoyment. With a whole home generator & impact windows/sliders, it guarantees peace of mind. Set in a popular and active resort-style community, residents gain access to various amenities such as a resort-style pool, poolside restaurant, fitness center, bocce, tennis & pickleball courts.
Keller Williams Marco Realty
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$799,000
$795,000
Winding Cypress
7507 Blackberry Dr, Naples, FL 34114
MLS# 224051672
2
Beds
2
Baths
1,805
SqFt
0.5% Decrease (-$4,000)
2
Garage
$440
$/SqFt
In the prestigious naples community of winding cypress, this exceptional property stands out for its distinctive features, seamlessly blending nature and luxury with a resort lifestyle. Complemented by the rare convenience of direct natural gas, the award-winning abbeyville floor plan boasts multiple builder upgrades. The unique custom pool and spa integration with bench seating offers a relaxing respite at the end of the day. Enjoy meticulous landscaping through your “picture window” lanai screen, effortlessly merging indoor and outdoor living spaces. A thoughtfully designed open concept optimizes natural light through an abundance of windows. Additional amenities include laundry area with utility sink, walk-in closet and cabinets. Built-in custom closets are throughout, including cabinetry and murphy bed in your bonus flex room. Other amenities include diagonal tile flooring, crown molding and primary tray ceiling, wainscoting in the sunroom and a lennox fresh-aire uv purifier. The epoxy-finished garage offers plenty of storage. For peace of mind, a natural gas-powered whole-house generac generator ensures reliable power on demand. You’ll enjoy winding cypress’s luxurious amenity center, featuring a state-of-the-art fitness center, catering kitchen, community great room and activity room. Outdoor enthusiasts can take advantage of pickleball, tennis, bocce, resort-style waterfall pool, spa/cabana area, outdoor café with classically trained executive chef, fire pit and fireplace areas, dog park and nature boardwalk with picnic pavilion. Ideally just 20 minutes from the pristine shores of marco island and vibrant downtown naples, this sought-after resort community offers an unparalleled lifestyle against a backdrop of natural beauty.
Premier Sotheby's Int'l Realty
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$799,000
Winding Cypress
6792 Bromeliad Dr, Naples, FL 34114
MLS# 224074690
2
Beds
2
Baths
1,774
SqFt
0.0%
2
Garage
$450
$/SqFt
NEW CONSTRUCTION ~Blt. 2021
Welcome to winding cypress, where modern elegance meets comfort in this stunning abbeyville model, pulte home built in 2021. A beautiful lake view frames the backyard of this meticulously maintained, well designed residence featuring two spacious bedrooms plus a versatile den, perfect for a home office or additional guest space. Step inside to discover a thoughtfully laid out floor plan, highlighting an abundance of natural light, neutral colors, tile flooring and high-end finishes throughout. The heart of the home is the open-concept living area, seamlessly connecting the kitchen, dining, and 2 living spaces—ideal for entertaining family and friends. Enjoy the luxury of your gas heated salt water pool, perfect for soaking up the sun or hosting summer gatherings. The home is equipped with natural gas, ensuring efficient cooking and heating, while hurricane windows and doors provide peace of mind during storm season. The garage boasts abundant storage options and an epoxy floor, adding both durability and style, and there are countless upgrades including a widened driveway to accommodate 3 across parking, a screened entry, custom closet organizer system in main bedroom and chrome pullout shelving in all kitchen and bathroom cabinets that elevate its charm and functionality. In addition, winding cypress is a luxury community offering resort style amenities such as a heated pool with zero entry and lap lanes, restaurant, tennis, pickleball, clubhouse, fitness center and so much more. Perfectly located only 8 miles to downtown naples attractions and beaches and also convenient to shopping, dining and marco island. Don't miss the opportunity to make this exquisite property your own, where every detail has been carefully curated for a sophisticated lifestyle in a serene community. Note: this home is a great opportunity with $25,000 in upgrades and listed below appraised value! *appraisal report available upon request
John R Wood Properties
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$1,095,000
$995,000
Winding Cypress
7592 Winding Cypress Dr, Naples, FL 34114
MLS# 224031113
4
Beds
2
Baths
2,159
SqFt
8.7% Decrease (-$100,000)
2
Garage
$461
$/SqFt
NEW CONSTRUCTION ~Blt. 2021
This meticulously maintained residence presents a rare opportunity to indulge in modern elegance and comfort. Upon entering through the leaded glass front door, you're greeted by an inviting atmosphere accentuated by the spectacular open floor plan living. The heart of the home lies in its chef-inspired kitchen, you will be delighted with abundant storage, granite counters, gas cooking, while a breakfast bar offers a casual dining option. Whether preparing a gourmet meal or enjoying a quick snack, this kitchen is sure to inspire culinary creativity. A pristine heated saltwater pool offers a refreshing swim from the sun-drenched afternoons. Host gatherings with ease in the full outdoor kitchen, complete with a grill, and ample seating space. Covered sitting areas provide shade and tranquility, ideal for unwinding with a good book or enjoying alfresco dining under the stars.
William Raveis Real Estate
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$999,000
Winding Cypress
6801 Greenbriar Ct, Naples, FL 34114
MLS# 224052264
4
Beds
3
Baths
2,152
SqFt
0.0%
2
Garage
$464
$/SqFt
NEW CONSTRUCTION ~Blt. 2022
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.
Realty One Group MVP
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$1,395,000
Winding Cypress
7716 Winding Cypress Dr, Naples, FL 34114
MLS# 224064900
3
Beds
31/2
Baths
2,923
SqFt
0.0%
3
Garage
$477
$/SqFt
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 waterfront 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 salt water 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.
William Raveis Real Estate
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$1,095,000
$1,075,000
Winding Cypress
7634 Arrowhead Way, Naples, FL 34114
MLS# 223065392
3
Beds
2
Baths
2,230
SqFt
1.8% Decrease (-$20,000)
2
Garage
$482
$/SqFt
Discover your dream home nestled w/in the prestigious community of winding cypress. This exquisite residence epitomizes luxury living w/ Its open-concept design seamlessly integrating the spacious living areas, creating an inviting atmosphere for both relaxation & entertainment. As you step inside, you'll be greeted by a breathtaking long lake view that sets the stage for tranquil living. You'll enjoy peace of mind & security during stormy seasons with hurricane impact windows & doors throughout. The home is adorned w/ Meticulously crafted upgrades throughout. From the gourmet kitchen featuring stainless steel appliances, quartz countertops & white shaker cabinets, to the master suite that is a sanctuary of comfort, offering tranquility & style, this home is a testament to luxury. Step outside to your private oasis, where a sparkling pool awaits, inviting you to take a refreshing dip or soak up the fl sun on the large screened lanai. This naples gem is not just a home; it's a lifestyle. Winding cypress offers a wealth of amenities, including a clubhouse, fitness center, tennis & pickleball courts, restaurant, & much more, ensuring that every day is filled w/ Leisure & recreation.
Downing Frye Realty Inc.
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$998,000
Winding Cypress
7683 Winding Cypress Dr, Naples, FL 34114
MLS# 224082513
3
Beds
2
Baths
2,018
SqFt
0.0%
2
Garage
$495
$/SqFt
Welcome to this stunning summerwood model in the desirable gated community of winding cypress. This 3 bedroom + den, 2 bath home is loaded with upgrades and is sited on an oversized premier lot with stunningly gorgeous lake views. Enter home into a dramatic entry hallway which truly captures the incredible lake vistas. Light and bright open-concept living space with soaring 11.5 foot ceilings. Spacious living room with custom coffered ceiling, custom millwork accent wall and transom windows. Wall of sliding glass opens out to tranquil lanai blending indoor/outdoor living. Custom outdoor granite bar with seating for 7 and built-in kitchenaid grill plus lounge area is ideal for outdoor entertaining. A true chef's eat-in kitchen features stainless steel appliances, shaker cabinetry, contemporary quartz counters, oversized island and pantry. Lovely dining room with custom millwork accent wall with gorgeous lake vistas. Contemporary glass doors open to a den ideal for home office, media room or additional guest quarters. Master suite oasis boasting a spacious bedroom overlooking the lake opens to a spa-like en-suite bath including oversized walk-in shower, double vanity and separate water closet. 2 additional guest bedrooms with a shared full bath. Full-size laundry room with a side-by-side washer/dryer, custom counter and cabinetry is great for storage. Oversized 2-car attached garage enjoy state of the art amenities including resort-style pool and spa, shady palm restaurant, har-tru tennis courts, pickleball courts, bocce, fitness center, club room and even a dog park. Convenient to downtown naples renowned for its world class dining, shopping and beaches and also close to marco island. East access to i-75 and only 30 minutes to rsw airport. Truly exceptional paradise living!
John R Wood Properties
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$1,599,900
$1,495,000
Winding Cypress
6963 Winding Cypress Dr, Naples, FL 34114
MLS# 224034128
3
Beds
31/2
Baths
2,952
SqFt
6.6% Decrease (-$104,900)
3
Garage
$506
$/SqFt
Hurricance ready!!!! New price improvement.this home is truly a showstopper , priced below market value and offering a "wow" factor that is hard to beat. The stonewater model is the largest home built in winding cypress built in 2020 and still looks and feels like brand new. With approx.3000 sq. Ft. Of grand open space you'll be captivated from the moment you walk through the double front doors into the gracious foyer. The home features 13ft. Coffered ceiling in the great room , formal dining area or custom for your use, office with glass french doors , 3 bdrms , 3 baths three car garage the lanai boasts pool bath with storage ,a relaxing backdrop of the lake and peaceful preserve complete with an outdoor kitchen and hurricane shutter. Lanai furniture included in sale. A feeling of light and spaciousness is what you feel when you walk in the front door with its soaring 13ft ceiling in foyer and and greatroom. This home is impeccable maintained and in like new condition. Hurricane ready with its brand new whole house generator for peace of mind. Winding cypress offers a wealth of amenities including a beautiful resort pool and restaurant. Don't miss the opportunity to see and appreciate the beauty of this exceptional home. Winding cypress is conveniently located just 15 min to marco island , 75 and downtown naples
Royal Shell Real Estate, Inc.
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$1,090,000
Winding Cypress
6830 Greenbriar Ct, Naples, FL 34114
MLS# 224009153
2
Beds
21/2
Baths
2,105
SqFt
0.0%
2
Garage
$518
$/SqFt
NEW CONSTRUCTION ~Blt. 2021
Like no other for sale in winding cypress! This "prestige model" pool home must be seen to be appreciated for all that it has to offer! Being sold turnkey with all designer decor all you need to do is bring your toothbrush and clothes! Gorgeous lake views through the picture window screen! This home has over 2,100 square feet of living space with 2 bedrooms plus den (den is a 3rd bedroom option) and 2.5 baths complete this space. Lots of upgrades that will give you no reason to do anything but move in and enjoy all the work that was put into this home. The gourmet kitchen creates the perfect gathering area and expands into the living and dining area providing tons of room for entertaining. It offers wood cabinets with soft close doors, crown molding on the cabinets, tile backsplash, upgraded quartz counters, pantry, and stainless steel appliances. Oversized tile on a diagonal throughout the entire home! Plantation shutters, crown molding, impact windows & doors, and a roll down hurricane screen across the back. Home is pre-plumbed for outdoor kitchen! The gorgeous lake views beyond the large heated pool will help you relax the day away creating your own tropical oasis.
BHHS Florida Realty
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$1,299,000
Winding Cypress
7628 Winding Cypress Dr, Naples, FL 34114
MLS# 224048727
3
Beds
3
Baths
2,496
SqFt
0.0%
3
Garage
$520
$/SqFt
Enjoy stunning peaceful views of the long lake and natural preserve from your spacious screened-in lanai with private pool and spa. This beautiful pinnacle model home offers 3 bedrooms plus den/office, 3 full bathrooms and 3-car garage. Freshly painted inside and out and featuring luxury upgrades throughout, including zero corner sliders to lanai, wood-look tile in living areas and plush carpet in the bedrooms, plantation shutters, custom light fixtures, impact resistant windows & doors, natural gas (cooktop, pool, spa, water heater, full house generator) and more! The stunning chef’s kitchen includes upgraded stainless-steel appliances, center island with extra cabinet space, tile backsplash and crisp white cabinets. Enjoy your private backyard with brick pool deck, a large sitting area that has been pre plumbed for outdoor kitchen, heated pool and spa, and tranquil views. The large laundry room was completely built out with cabinets and utility sink. Located in the beautiful gated community of winding cypress with world-class amenities. Featuring an on-site restaurant, the shady palm, a resort-style pool, tennis, pickleball & bocce courts, a dog park, well-appointed fitness center, internet café and an array of social events. Centrally located and just a short drive to naples pristine beaches, shops and dining.
John R Wood Properties
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$1,199,900
Winding Cypress
6906 Winding Cypress Dr, Naples, FL 34114
MLS# 224069026
3
Beds
3
Baths
2,124
SqFt
0.0%
2
Garage
$565
$/SqFt
NEW CONSTRUCTION ~Blt. 2022
This exquisite 3-bedroom + den, 3-bathroom pool home offers a perfect blend of luxury and comfort in the prestigious gated community of winding cypress. As you step inside, you'll be greeted by a spacious open floor plan with elegant tile flooring, neutral tones, and designer fixtures that create a warm and inviting atmosphere. The beautifully designed two-toned kitchen is a chef's dream, featuring a large center island, breakfast bar, and an adjoining dining room, making it ideal for both casual family meals and entertaining guests. The expansive living area flows seamlessly to the screened lanai, where you'll find a pavered patio and a heated saltwater pool, providing the perfect setting for relaxation and outdoor gatherings. Enjoy the serene views of the private preserve, offering a peaceful backdrop to your daily life. The master suite is a true retreat, with ample space, a luxurious en-suite bathroom, and plenty of closet space. The additional guest rooms are equally spacious, ensuring comfort and privacy for family and friends. Winding cypress offers a wealth of amenities, including dining at the onsite shady palm restaurant, multiple sports options like pickleball, bocce, and tennis, and a state-of-the-art fitness center. Residents can also relax by the resort-style pool, enjoy the internet café, participate in community social events, or explore the community garden. For pet lovers, there's even a dedicated dog park for fido to exercise and play. With low hoa fees and a central location between the pristine beaches of marco island, the vibrant 5th avenue, and convenient access to i-75, this home is a rare find that perfectly balances luxury, convenience, and community living.
Realty World J. PAVICH R.E.
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$1,200,000
$1,150,000
Winding Cypress
7615 Winding Cypress Dr, Naples, FL 34114
MLS# 224008485
3
Beds
2
Baths
2,018
SqFt
4.2% Decrease (-$50,000)
2
Garage
$570
$/SqFt
Ideally located equidistant between downtown naples and marco island, winding cypress coexists with the natural flora and fauna of southwest florida. Enjoy bird songs along with deer and wild turkey sightings while walking or biking through the community. Get to know your neighbors while basking in the sun at the resort style community pool complete with gorgeous waterfall and cabana beach area or grabbing a bite to eat at the shady palm cafe. There's never a dull moment with non-stop neighborhood activities and groups. And if tennis, pickleball, or bocce ball are your sport, we have you covered. Call this 3 bedroom plus a den, 2 bath, 2 car garage summerwood model residence your home and you can enjoy all winding cypress has to offer. On quiet days relax on the ample lakefront lanai and swim or soak in the gas heated pool and spa. Delight in trying out new recipes in the well appointed kitchen with granite countertops, stainless steel appliances, and gas stove. With the adt home security system and impact glass doors and windows this house will be your sanctuary.
Coldwell Banker Realty
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$1,299,000
Winding Cypress
6767 Pennyroyal Dr, Naples, FL 34114
MLS# 224075106
3
Beds
2
Baths
2,185
SqFt
0.0%
2
Garage
$595
$/SqFt
NEW CONSTRUCTION ~Blt. 2021
Wow! This beautifully designed and meticulously maintained home is absolutely spectacular. 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 ample 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. Construction is top-notch with hurricane impact doors and windows throughout and there is a whole home gas generator too should the need arise. The driveway and side walkway are extended. There is over $100k in upgrades to this magnificent home. It is offered fully furnished. Just pack your bags and head on down to enjoy our very special slice of tropical paradise. 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.
Premiere Plus Realty Company
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$1,600,000
$1,500,000
Winding Cypress
6909 Winding Cypress Dr, Naples, FL 34114
MLS# 224039811
3
Beds
3
Baths
2,522
SqFt
6.3% Decrease (-$100,000)
3
Garage
$595
$/SqFt
Welcome to your dream home in winding cypress. This stunning residence epitomizes luxury living in paradise. As you step through the door into a haven of elegance and comfort. This meticulously crafted residence features an array of upgrades.
William Raveis Real Estate
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$1,600,000
Winding Cypress
6880 Cocoplum St, Naples, FL 34114
MLS# 224025231
3
Beds
3
Baths
2,515
SqFt
0.0%
3
Garage
$636
$/SqFt
An amazing opportunity to purchase a pinnacle estate home in winding cypress! This home features 3 bedrooms, den, 3 bathrooms, pool & spa with a 3 car garage! No expense has been spared in this meticulously maintained home with tons of upgrades including built in appliances, hard flooring throughout, zero corner slider, crown molding, trey ceilings, electric hurricane shutters on lanai, natural gas, and so much more! The outdoor oasis features a large pool and spa with water features, huge backyard, built-in outdoor kitchen and a gorgeous lake view. Winding cypress has amenities galore! Enjoy dining at shady palm, the onsite restaurant, play pickleball, 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!
MVP Realty Associates LLC
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Results 3 of 30

Photo 2
Photo 1
$804,800
$789,900
12456 Purple Ficus Way, Naples, FL 34120
MLS# 224039545
2
Beds
2
Baths
1,772
SqFt
1.8% Decrease (-$14,900)
2
Garage
$446
$/SqFt
PRECONSTRUCTION ~Est. 2024
Your dream lifestyle is calling, in naples' premiere 55+ community of valencia trails. New home, currently under construction, with expected delivery date of august/september '24, you can be settled in your new home in time to enjoy for the holidays. This "flamingo" floorplan offers 2 bedrooms + den, 2 baths and open floor plan. Enjoy plenty of upgraded features, including a spacious gourmet style kitchen, with undercabinet and above cabinet lighting, vented microwave to exterior, stainless steel appliances, quartz counters and soft-close cabinets throughout, 12 x 24 tile in main living areas, gas tankless water heater, pre-plumb for laundry sink, and impact windows throughout. The lot has a lake view and has room to build your custom pool or extended lanai. The valencia trails community features an exceptional lifestyle with resort-style amenities at the 43,000 sq.ft. Stunning clubhouse, including the resort-style pool, 70 ft. Lap pool and resistance pool, outdoor firepit, onsite restaurant, social hall with dance floor and stage, fitness center, spa/nail salon, and much more. There's an abundant activity schedule for all to enjoy and make new friends, situated on 160 acres of pristine preserve with over 3 miles of walking trails, pickleball, tennis, bocce, dog park, and much more. Photos are of the builder's model and not the actual home.
William Raveis Real Estate
Photo 2
Photo 1
$809,900
$789,900
12406 Dahlia Ct, Naples, FL 34120
MLS# 224001487
2
Beds
2
Baths
1,772
SqFt
2.4% Decrease (-$20,000)
2
Garage
$446
$/SqFt
PRECONSTRUCTION ~Est. 2024
Free furniture!! Now furnished with no increase in price!! Ready for immediate occupancy!! “flamingo” floor plan has 2 bdrms + den and 2 baths. This home offers a gourmet kitchen with stainless steel appliances & quartz countertops, impact glass, 2” ext garage, tankless water heater, soft close cabinets and 42” knee wall with summer kitchen stub-out and gas pre-plumb on the patio. The master bdrm has a view of the lake, 2 large walk-in closets. Amenities includes fitness center, resort style pool, lap pool, tennis courts, pickle ball courts, restaurant, dog park and so much more! Prices subject to increase without notice. Photos are stock/model photos & are not of the actual house. We do not warrant the accuracy of fees & measurements, information provided is for information only & subject to errors, omissions, assessments, or change of fees without notice. This material is based upon information, which we consider reliable, but because third parties have supplied it, we cannot represent that it is accurate or complete, & should not be relied upon as such. It is the responsibility of the buyers’ agent and/or their client to verify all information including, but not limited to: fees potential assessments, and measurements.
Realty One Group MVP
Photo 2
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8087 Calle Canovas St, Naples, FL 34114
MLS# 224004835
2
Beds
2
Baths
1,552
SqFt
6% Decrease (-$35,000)
2
Garage
$354
$/SqFt
The easy living lifestyle awaits you at this attached twin villa home in highly desired esplanade at hacienda lakes, a gas friendly community. Live worry free in this 2020 newer construction home with concrete block construction, tile roof, storm shutters and screens, and association managed lawn maintenance. Community amenities abound with community pool and spa, cabana, clubhouse, hobby room, fitness center, bocce and tennis courts, dog park, and bbq picnic area. Delightful luxury can be found inside with upgrades such as new refrigerator, custom draperies and vertiglide slider shade, new ceiling fans, upgraded closet shelving, cabinetry in laundry room, shelving & workbench in garage, adt alarm system, uv light in ac system and storm shutters. Step inside to the open floor plan with bright and airy open great room, kitchen with breakfast bar, formal dining room, and split bedroom layout. Den, guest suite, and laundry room lead to the attached 2 car garage. The primary bedroom ensuite at the back of the home offers a private respite. Centrally located just a 15 minute drive to downtown naples and in close proximity to dining, shopping, and access to i-75.
John R. Wood Properties
1 - 3 of 30 Results
Subdivision Amenities
Barbecue
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
Restaurant
Sidewalk
Spa/Hot Tub
Streetlight
Tennis Court(s)
Underground Utility
Barbecue
Basketball Court
Bike And Jog Path
Bocce Court
Clubhouse
Frequently Asked Questions

The current monthly maintenance fee at Winding Cypress is ~0.21 per unit SqFt.

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

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

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

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Schools
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Data provided by GreatSchools © 2023. All rights reserved.

Scores
Walk Score®

Car-Dependent. Almost all errands require a car.

0

100

Transit Score®

No data.

N/A

Bike Score®

Somewhat Bikeable. Minimal bike infrastructure.

29

100

Sound Score®

No data.

N/A