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Single Family Residence for Sale in Winding Cypress

Active 6878 Winding Cypress Dr   Naples
43 photos

List Price:  $1,697,500

Discover one of the largest and most recently built homes in the highly sought-after Winding Cypress community! This stunning residence boasts a serene preserve view that enhances the peaceful, natural surroundings. Blending luxury and functionality, the home offers 4 bedrooms, a den/office, 4 full baths, and a spacious 2-car garage, with every detail thoughtfully curated…

4 4 2022
Courtesy of Coldwell Banker Realty

RanchSingle Family Residence for Sale in Winding Cypress

Active 6823 Winding Cypress Dr   Naples
48 photos

List Price:  $1,649,000

Massive $200K price reduction!! STUNNING lake and sunset views await from the lanai of this Pinnacle model home situated on an oversized lot in Winding Cypress. At just over 2,500 square feet, you will notice the attention to detail from the moment you walk in the front door. Features of this gorgeous home include: 3…

3 3 2021
Courtesy of Premiere Plus Realty Company

RanchSingle Family Residence for Sale in Winding Cypress

Active 6851 Winding Cypress Dr   Naples
50 photos

List Price:  $1,599,000

Indulge in breathtaking lake and sunset views from this exquisite Stonewater model home, ideally on a premium lot in the prestigious guard-gated low HOA fee community of Winding Cypress. From the moment you step inside, the meticulous attention to detail and timeless elegance will captivate you. This sophisticated residence features three bedrooms plus a den,…

3 3 2020
Courtesy of Premier Sotheby's Int'l Realty

RanchSingle Family Residence for Sale in Winding Cypress

Active 7788 Winding Cypress Dr   Naples
48 photos

List Price:  $1,550,000

Nestled within an exclusive gated community and surrounded by a serene nature preserve, this elegant 3-bedroom, 3-bathroom home with a spacious den/office is the epitome of refined Florida living. The open, airy floor plan flows seamlessly, with high ceilings and large windows that capture abundant natural light and offer unobstructed views of the lush preserve…

3 3 2019
Courtesy of Royal Shell Real Estate, Inc.

RanchSingle Family Residence for Sale in Winding Cypress

Active 7675 Winding Cypress Dr   Naples
50 photos

List Price:  $1,499,000

Discover luxury living in this breathtaking Pinnacle estate home, situated on one of the most coveted lakefront sites in the south Naples resort community of Winding Cypress. Step inside to an open and spacious floor plan, enhanced by soaring tray ceilings, architecturally stunning alcoves and graceful arches. The home’s designer kitchen serves as the centerpiece,…

3 3 2020
Courtesy of Premier Sotheby's Int'l Realty

RanchSingle Family Residence for Sale in Winding Cypress

Active 6767 Pennyroyal Dr   Naples
46 photos

List Price:  $1,274,900

Motivated Seller! This beautifully designed and meticulously maintained home checks all the right boxes. Featuring the highly desirable Summerwood floor plan with Great Room extension, it is perfect for entertaining or simply relaxing at home after a nice day out in beautiful Naples, FL. The kitchen features upgraded appliances, quartz countertops, an oversized island and…

3 2 2021
Courtesy of Premiere Plus Realty Company

RanchSingle Family Residence for Sale in Winding Cypress

Active 7355 Mockingbird Ct   Naples
46 photos

List Price:  $1,150,000

Welcome to your new home in Winding Cypress, a vibrant community in the heart of Southeast Naples. Surrounded by 800 acres of lush preserves and 80 acres of peaceful lakes, this is the ideal setting to enjoy a serene, nature-filled lifestyle. Yet, with Downtown Naples and the iconic 5th Avenue—one of America’s most beautiful streets—just…

3 2 2016
Courtesy of The Agency Naples

RanchSingle Family Residence for Sale in Winding Cypress

Active 7404 Winding Cypress Dr   Naples
50 photos

List Price:  $1,149,000

The most private homesite in Winding Cypress Resort community, this exceptional home offers views abundant with trees and lake, bordered by a lush preserve and expansive buffer zones. Breathtaking southwestern water views provide the ideal backdrop, rivaling the most stunning beach sunsets. Step outside to the largest covered lanai in the community, complete with a…

2 2 2016
Courtesy of Premier Sotheby's Int'l Realty

RanchSingle Family Residence for Sale in Winding Cypress

Active 6754 Pennyroyal Dr   Naples
49 photos

List Price:  $1,100,000

From the moment you drive into the beautiful community of Winding Cypress you will feel welcomed. The stunning entry to this picturesque enclave will be a place you can truly call HOME! This is a natural gas, resort-style community, with over 2/3rds of the neighborhood remaining a preserve! You are surrounded by nature, yet close…

3 3 2021
Courtesy of Coldwell Banker Realty

RanchSingle Family Residence for Sale in Winding Cypress

Active 6906 Winding Cypress Dr   Naples
36 photos

List Price:  $1,050,000

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…

3 3 2022
Courtesy of Realty World J. PAVICH R.E.

RanchSingle Family Residence for Sale in Winding Cypress

Active 7544 Winding Cypress Dr   Naples
50 photos

List Price:  $1,049,000

Welcome to a beautiful Pinnacle Model in the desirable, amenity rich community of Winding Cypress. This waterfront home is offered at an incredible value. Original owner care is apparent throughout. Builder and owner upgrades include; chef's kitchen with upgraded appliances, sink & faucet, soft close pull out cabinets including under-side lighting, custom quartz countertops, custom…

3 3 2018
Courtesy of William Raveis Real Estate

RanchSingle Family Residence for Sale in Winding Cypress

Active 7683 Winding Cypress Dr   Naples
47 photos

List Price:  $998,000

Live the Vacation Lifestyle Every Day in Winding Cypress Welcome to a home that feels like a never-ending vacation. This stunning Summerwood residence, nestled in the resort-style community of Winding Cypress, is more than a home—it’s a lifestyle. From the moment you step through the dramatic entry hall, you’re greeted by breathtaking lake views that set the…

3 2 2018
Courtesy of John R Wood Properties

StorySingle Family Residence for Sale in Winding Cypress

Active 7235 Live Oak Dr   Naples
50 photos

List Price:  $995,000

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…

3 3 2015
Courtesy of Premiere Plus Realty Company

RanchSingle Family Residence for Sale in Winding Cypress

Active 6949 Winding Cypress Dr   Naples
37 photos

List Price:  $995,000

Welcome to this stunning Summerwood floor plan with an extended great room. As you enter this 3 bedroom plus den home the quality of finishes is evident. The great room open plan concept allows for a great entertainment area with a large island kitchen and beautiful quartz countertops open to the dining and living area.…

3 2 2020
Courtesy of Keller Williams Realty Naples

RanchSingle Family Residence for Sale in Winding Cypress

Active 7045 Live Oak Dr   Naples
44 photos

List Price:  $995,000

Welcome to the best kept secret in Naples, the community of Winding Cypress. Winding Cypress is a DiVosta neighborhood, loaded with resident amenities, and just minutes to Olde Naples and Marco Island. This beauty is the most popular model, The Pinnacle. An entertainer's dream home boasting an expansive open floorplan joining a huge great room…

3 3 2016
Courtesy of William Raveis Real Estate

RanchSingle Family Residence for Sale in Winding Cypress

Active 6763 Winding Cypress Dr   Naples
50 photos

List Price:  $970,000

The Martin Ray floor plan is a breathtaking home located in the serene Winding Cypress community, overlooking a picturesque lake. This exquisite 2021 residence showcases the meticulous care of its single owner and boasts numerous upgrades throughout. It features a heated pool, three bedrooms, two bathrooms, and a den, providing ample space for living and…

3 2 2021
Courtesy of Coldwell Banker Sunstar Realty

Single Family Residence for Sale in Winding Cypress

Active 6763 Pennyroyal Dr   Naples
47 photos

List Price:  $939,000

Welcome to this stunning Summerwood model in the highly coveted Winding Cypress community. This beautifully designed home offers 3 bedrooms, plus a dedicated home office, perfect for today’s lifestyle. Step onto the charming front porch, an inviting space to unwind with your morning coffee, and be greeted by a designer glass entry door. Inside, you’ll find…

3 2 2020
Courtesy of William Raveis Real Estate

DuplexVilla Attached for Sale in Winding Cypress

Active 7670 Jacaranda Ln   Naples
40 photos

List Price:  $789,900

Step into the lap of luxury with this stunning villa in Winding Cypress. This exquisite property is not just a home; it's an embodiment of sophistication and comfort, offering a lifestyle that is truly unparalleled. The villa is being offered fully furnished, ensuring that every inch of this residence reflects a tasteful and cohesive design.…

3 2 2018
Courtesy of Coldwell Banker Realty

RanchSingle Family Residence for Sale in Winding Cypress

Active 7370 Mockingbird Ct   Naples
27 photos

List Price:  $765,000

Welcome to your dream home at 7370 Mockingbird Court in beautiful Naples, FL! This charming 2-bedroom, 2-bathroom residence, with a versatile den that can easily be converted into a third bedroom, offers a spacious 1,805 square feet of living space, perfectly nestled on an 8,276 square foot lot. Step inside to discover a welcoming interior featuring…

2 2 2016
Courtesy of Compass Florida LLC

RanchSingle Family Residence for Sale in Winding Cypress

Active 7248 Live Oak Dr   Naples
50 photos

List Price:  $689,900

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…

2 2 2016
Courtesy of Real Estate of South Florida

RanchVilla Attached for Sale in Winding Cypress

Active 7666 Jacaranda Ln   Naples
23 photos

List Price:  $685,000

The Finest in Resort Style Living! You do not want to miss this opportunity to own a find like this in the Community of Winding Cypress. This Beautifully updated 2+Den/2 Bath Gem has 9' 4" ceilings with a two car garage is move in ready and it has everything you need to call this sought…

2 2 2018
Courtesy of RE Florida Homes

DuplexSingle Family Residence for Sale in Winding Cypress

Active 7199 Live Oak Dr   Naples
50 photos

List Price:  $659,000

Rare villa opportunity in Winding Cypress! For the first time in over a year, a villa with a private pool and spa on an extra-large lot is available. Enjoy unmatched privacy with huge space between neighbors and serene ultra-private preserve views. This turnkey, fully furnished home features impact windows, 8-foot doors, new bedroom flooring, fresh…

2 2 2015
Courtesy of Premier Sotheby's Int'l Realty

RanchVilla Attached for Sale in Winding Cypress

Active 7176 Live Oak Dr   Naples
48 photos

List Price:  $650,000

An incredible opportunity to own a beautiful 3-bedroom 2-bathroom villa situated on the largest lot in the luxurious Winding Cypress community. This stunning open floor plan villa has an extensive list of options and upgrades worth mentioning that makes this property exceptional: Largest homesite in Winding Cypress, Extended paver screened-in lanai with fans and lights,…

3 2 2015
Courtesy of Realty One Group MVP

RanchVilla Attached for Sale in Winding Cypress

Active 7702 Jacaranda Ln   Naples
27 photos

List Price:  $628,900

Absolutely the best price, the best deal on a 2 bedroom plus den with French doors, 2 bath, 2 car garage attached villa with your own pool in Winding Cypress. You better Hurry. What's Special: *Open floor plan *Epoxy garage floor *Granite countertops *3 ft. bathroom countertops *Remote controlled garage screen *Remote controlled hurricane shutters on the lanai…

2 2 2019
Courtesy of Berkshire Hathaway FL Realty

Villa Attached for Sale in Winding Cypress

Active 7658 Jacaranda Ln   Naples
41 photos

List Price:  $595,000

This beautiful Winding Cypress Serenity Villa home offers 1,554 sq. ft. of comfort with 2 bedroom plus den, 2 bathrooms, screened lanai, and a 2-car garage. It features multiple quality upgrades including stainless appliances with both gas and electric connectivity for the stove, 22" porcelain tile on the diagonal throughout, plantation shutters, Quartz countertops…

2 2 2018
Courtesy of Downing Frye Realty Inc.

RanchDuplexVilla Attached for Sale in Winding Cypress

Active 7602 Jacaranda Ln   Naples
28 photos

List Price:  $589,000

Welcome to this stunning 2+Den, 2 Bath home in the preserve-like community of Winding Cypress. As its name suggests, you will be ushered away from the worries of the world as you are greeted by this serene and natural, resort-style community boasting a poolside restaurant, 5 tennis courts, 4 bocce courts, 4 pickle ball courts,…

2 2 2017
Courtesy of John R Wood Properties

RanchVilla Attached for Sale in Winding Cypress

Active 7619 Jacaranda Ln   Naples
48 photos

List Price:  $587,499

This impeccably maintained residence, with serene lake views, offering a multitude of desirable features. Two bedrooms, two bathrooms, Den w/Murphy bed, a two-car garage, and a utility-equipped laundry room, this property epitomizes comfort and functionality. Nestled within the highly coveted and rapidly flourishing community of Winding Cypress in Naples, the home has been…

2 2 2016
Courtesy of Redfin Corporation

RanchDuplexVilla Attached for Sale in Winding Cypress

Active 7638 Jacaranda Ln   Naples
48 photos

List Price:  $579,000

Introducing the incredibly rare Winding Cypress model, the Cressida villa, now available with expansive private yard and lanai space. This unique villa features a dedicated private front entrance and an expanded foyer, complemented by an open yet defined living concept. The home boasts a wealth of builder-installed upgrades, including granite finishes, high-end porcelain floors, a…

2 2 2017
Courtesy of Premier Sotheby's Int'l Realty

RanchVilla Attached for Sale in Winding Cypress

Active 7686 Jacaranda Ln   Naples
46 photos

List Price:  $575,000

Don’t miss this exceptional opportunity to own an upgraded Cressida villa in the sought-after community of Winding Cypress! This front-entry home lives like a single-family residence, offering 2 bedrooms + den, 2 bathrooms, a 2-car garage, and a stunning expanded patio with extra covered space—more than most villas. Inside, enjoy luxury upgrades including white cabinetry, quartz…

2 2 2018
Courtesy of Realty One Group MVP

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