Winding Cypress Homes

/49
$549,000 Open Sun 1:30PM - 3PM
- 2 Beds
- 2 Baths
- 1,579 Sq Ft
7650 Jacaranda Ln, Naples, FL 34114

Welcome to your dream home in the heart of one of Naples' most sought-after communities! This stunning FRONT entrance Cressida villa offers the perfect blend of comfort, style, and convenience. Featuring two spacious bedrooms, two full baths, and a versatile den/flex room that can be used as an in-home office or guest area, this home is designed to meet all your needs.The updated kitchen is a

Theresa Bocka William Raveis Real Estate

7650 Jacaranda Ln, Naples, FL 34114
/34
$650,000 Sold Feb 13, 2025
- 2,230 Sq Ft
- $291/SF
- 376 Days On Market
- 3 Beds
- 2 Baths
- Built 2015
7267 Live Oak Dr, Naples, FL 34114

Best-Valued Single-Family Home with Quality Finishes and Resort-Style Amenities in Winding Cypress! This beautifully crafted 3-bedroom, 2-bathroom home, complete with a private office, is the best-valued single-family residence in the desirable Winding Cypress community. Thoughtfully designed with quality finishes, this home features tile flooring throughout, plantation shutters, crown molding,

Heidi Varsames John R Wood Properties

7267 Live Oak Dr, Naples, FL 34114

/50
Est $1,065,837 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,152 Sq Ft
6818 Greenbriar Ct, Naples, FL 34114

6818 Greenbriar Ct, Naples, FL 34114

/30
$949,000
- 3 Beds
- 2 Baths
- 2,188 Sq Ft
7451 Blackberry Dr, Naples, FL 34114

Located in the highly sought-after community of Winding Cypress, this beautifully updated 3-bedroom, 2-bath home offers a perfect blend of luxury, comfort, and breathtaking lake views. Surrounded by 800 acres of natural preserve and 80 acres of serene lakes, this home provides a tranquil lifestyle immersed in nature, with access to all the incredible amenities this community has to offer.Inside,

Brandi Chapman Downing Frye Realty Inc.

7451 Blackberry Dr, Naples, FL 34114
/40
$710,000 Sold Jan 21, 2025
- 1,685 Sq Ft
- $421/SF
- 11 Days On Market
- 2 Beds
- 2 Baths
- Built 2016
7263 Live Oak Dr, Naples, FL 34114

WOW! HERE IS A GORGEOUS RESIDENCE THAT WAS PROFESSIONALLY DECORATED AND IS IN PRISTINE CONDITION. THE HOME HAS A RESORT STYLE LARGE PAVER DECK SALT WATER POOL WITH A PICTURE FRAME SCREENED LANAI. ENJOY AN EXPANSIVE DECK AREA TO RELAX, SOAK UP THE SUN, OR JUST TAKE IN THE STUNNING LAKE VIEW. THE GOURMET KITCHEN HAS STATE OF THE ART APPLIANCES, QUARTZ COUNTERS, TILE BACK SPLASH WITH HAND CRAFTED

Tony Walter Island Realty Marco

7263 Live Oak Dr, Naples, FL 34114

/43
Est $1,163,345 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,148 Sq Ft
6695 Pennyroyal Dr, Naples, FL 34114

6695 Pennyroyal Dr, Naples, FL 34114

/33
$585,000 Open Sun 1PM - 4PM
- 3 Beds
- 2 Baths
- 1,554 Sq Ft
7176 Live Oak Dr, Naples, FL 34114

Sophisticated Villa Living in Winding Cypress – Priced to Sell/Fully Furnished. An extraordinary opportunity awaits in the highly sought-after Winding Cypress community—this impeccably upgraded 3-bedroom, 2-bathroom villa is set on the largest homesite in the neighborhood, offering both privacy and an expansive outdoor retreat. Thoughtfully enhanced with luxury upgrades and high-end finishes,

Samantha Krol Marzucco Real Estate

7176 Live Oak Dr, Naples, FL 34114
/49
$1,495,000 Sold Jan 21, 2025
- 2,519 Sq Ft
- $593/SF
- 56 Days On Market
- 3 Beds
- 3 Baths
- Built 2021
6883 Cocoplum St, Naples, FL 34114

This popular DiVosta Pinnacle Model is situated in the amenity rich community of Winding Cypress. It is possible to purchase this beauty furnished or turnkey furnished as negotiated and agreed upon. This property is a one owner home that's loaded with builder and owner upgrades to include: custom tile plank flooring throughout, 12'+ coffered/tray ceilings with crown molding and custom detail

Theresa Bocka William Raveis Real Estate

6883 Cocoplum St, Naples, FL 34114

/50
Est $685,317 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,544 Sq Ft
7611 Jacaranda Ln, Naples, FL 34114

7611 Jacaranda Ln, Naples, FL 34114

/33
$899,900 Open Sun 1PM - 4PM
- 2 Beds
- 2 Baths
- 1,685 Sq Ft
7128 Lily Way, Naples, FL 34114

Stunning Abbeyville home in Winding Cypress is move-in ready! This immaculate residence is a must-see, featuring a fresh neutral palette, offering a spacious open split-bedroom floor plan with 2 bedrooms, a flex/den & 2 full bathrooms. Entertainment is elevated with flat-screen TVs mounted in both bedrooms & living area. Soaring ceilings enhanced by elegant molding, tray & coffered details, along

Kate Pentelow Premiere Plus Realty Company

7128 Lily Way, Naples, FL 34114
/50
$785,000 Sold Dec 18, 2024
- 1,774 Sq Ft
- $443/SF
- 67 Days On Market
- 2 Beds
- 2 Baths
- Built 2021
6792 Bromeliad Dr, Naples, FL 34114

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,

Nancy Bjork John R Wood Properties

6792 Bromeliad Dr, Naples, FL 34114

/35
Est $953,534 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,080 Sq Ft
6742 Pennyroyal Dr, Naples, FL 34114

6742 Pennyroyal Dr, Naples, FL 34114

/41
$549,000 Open Sun 1PM - 4PM
- 2 Beds
- 2 Baths
- 1,554 Sq Ft
7658 Jacaranda Ln, Naples, FL 34114

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 in kitchen and bathrooms, den

Anne Lashenka Downing Frye Realty Inc.

7658 Jacaranda Ln, Naples, FL 34114
/29
$995,000 Sold Nov 15, 2024
- 2,496 Sq Ft
- $399/SF
- 77 Days On Market
- 3 Beds
- 3 Baths
- Built 2016
7063 Winding Cypress Dr, Naples, FL 34114

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.

Linda Covino Royal Shell Real Estate, Inc.

7063 Winding Cypress Dr, Naples, FL 34114

/38
Est $998,876 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 2,117 Sq Ft
6898 Winding Cypress Dr, Naples, FL 34114

6898 Winding Cypress Dr, Naples, FL 34114

/42
$895,000 Open Sun 1PM - 4PM
- 3 Beds
- 3 Baths
- 2,124 Sq Ft
6906 Winding Cypress Dr, Naples, FL 34114

This magnificent Mystique model by DiVosta, located in the prestigious Winding Cypress community, offers a perfect blend of elegance and luxury. Featuring 3 bedrooms plus a den, and 3 bathrooms, this spacious pool home offers comfortable living with all the amenities you'd expect in a high-end property. The primary suite is a true retreat, complete with a lavish en-suite bath and an expansive

Terry Trombetti Berkshire Hathaway FL Realty

6906 Winding Cypress Dr, Naples, FL 34114
/42
$690,000 Sold Nov 08, 2024
- 1,685 Sq Ft
- $409/SF
- 20 Days On Market
- 3 Beds
- 2 Baths
- Built 2015
7256 Live Oak Dr, Naples, FL 34114

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

Gabriele H. Vretta John R Wood Properties

7256 Live Oak Dr, Naples, FL 34114

/35
Est $812,488 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,805 Sq Ft
7103 Lily Way, Naples, FL 34114

7103 Lily Way, Naples, FL 34114

/41
$640,000
- 3 Beds
- 2 Baths
- 1,544 Sq Ft
7167 Live Oak Dr, Naples, FL 34114

Don't miss your chance to own a Serenity Turnkey Pool Villa in the highly sought-after Winding Cypress community! This meticulously designed residence boasts 3 bedrooms, 2 bathrooms, and a 2-car garage, offering both comfort and style.Step outside to your private outdoor oasis, complete with a tranquil waterfall feature, electrically heated salt pool, built-in speakers, and serene

Kendra Hoefs Realty One Group MVP

7167 Live Oak Dr, Naples, FL 34114
/50
$860,000 Sold Nov 01, 2024
- 2,198 Sq Ft
- $391/SF
- 159 Days On Market
- 4 Beds
- 2 Baths
- Built 2017
7420 Winding Cypress Dr, Naples, FL 34114

Winding Cypress is the ultimate Naples resort community, and this home serves as the ultimate poolside retreat. The long southwest water views seamlessly blend waterfront serenity, preserved nature, and privacy. Adorning the oversized covered lanai is a deluxe outdoor kitchen complete with every conceivable feature and top-grade finishes. This award-winning Summerwood floor plan boasts every

Taylor Smith Premier Sotheby's Int'l Realty

7420 Winding Cypress Dr, Naples, FL 34114

/33
Est $724,767 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,685 Sq Ft
7108 Lily Way, Naples, FL 34114

7108 Lily Way, Naples, FL 34114

/32
$675,000 Open Sun 1PM - 4PM
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
7815 Jacaranda Ln, Naples, FL 34114

PRICE DRASTICALLY REDUCED FOR QUICK SALE!! This beautiful villa in highly sought-after Winding Cypress offers two bedrooms, two baths plus a den along with a two-car air-conditioned garage. Step onto your lanai with the largest pool and hot tub available in a villa. Couple that with a spectacular long lake view and you truly have a one-of-a-kind home. Winding Cypress offers resort-style living

Kati Bepko Coldwell Banker Realty

7815 Jacaranda Ln, Naples, FL 34114
/50
$775,000 Sold Oct 15, 2024
- 1,805 Sq Ft
- $429/SF
- 64 Days On Market
- 2 Beds
- 2 Baths
- Built 2017
7507 Blackberry Dr, Naples, FL 34114

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

Taylor Smith Premier Sotheby's Int'l Realty

7507 Blackberry Dr, Naples, FL 34114

/22
Est $843,051 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,107 Sq Ft
7006 Live Oak Dr, Naples, FL 34114

7006 Live Oak Dr, Naples, FL 34114

/47
$1,497,500
- 3 Beds
- 3 Baths
- 2,619 Sq Ft
7478 Winding Cypress Dr, Naples, FL 34114

Welcome to this exceptional Infinity Model home, a rare find in the prestigious Winding Cypress community of Naples, Florida. Built by the esteemed DiVosta Builders, this home is one of only three Infinity Models in a community of over 750 residences, making it a truly exclusive opportunity. Designed with elegance and comfort in mind, this property blends high-end finishes, thoughtful upgrades,

Austin Kellam Coldwell Banker Realty

7478 Winding Cypress Dr, Naples, FL 34114
/29
$1,495,000 Sold Oct 08, 2024
- 2,952 Sq Ft
- $506/SF
- 100 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2020
6962 Winding Cypress Dr, Naples, FL 34114

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

Linda Covino Royal Shell Real Estate, Inc.

6962 Winding Cypress Dr, Naples, FL 34114

/32
Est $638,272 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,554 Sq Ft
7163 Live Oak Dr, Naples, FL 34114

7163 Live Oak Dr, Naples, FL 34114

/23
$650,000
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
7666 Jacaranda Ln, Naples, FL 34114

The Finest in Resort Style Living! You do not want to miss this opportunity to own a find like this in the Community of Winding Cypress. This Beautifully updated 2+Den/2 Bath Gem has 9' 4" ceilings with a two car garage is move in ready and it has everything you need to call this sought after Villa your Home. New refrigerator, new hot water tank, new pavers, plantation shutters and much more.

Angela Plante RE Florida Homes

7666 Jacaranda Ln, Naples, FL 34114
/22
$945,000 Sold Sep 30, 2024
- 2,152 Sq Ft
- $439/SF
- 63 Days On Market
- 4 Beds
- 3 Baths
- Built 2022
6801 Greenbriar Ct, Naples, FL 34114

Like new, two years old four bedroom, three-bathroom residence in Winding Cypress. House has been totally custom remodeled. This furnished home showcases new furniture and TVs, finished with 9’ ceilings, 8’ doors, pristine tile floors. The gourmet kitchen features high end appliances with gas cooking, pullout drawer cabinets, designer backsplash, pantry, and a large center island. Each bedroom

Yuri Granovsky Realty One Group MVP

6801 Greenbriar Ct, Naples, FL 34114

/34
Est $566,684 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,542 Sq Ft
7097 Live Oak Dr, Naples, FL 34114

7097 Live Oak Dr, Naples, FL 34114

/44
$830,000
- 3 Beds
- 3 Baths
- 2,496 Sq Ft
7045 Live Oak Dr, Naples, FL 34114

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, and it is being offered at an amazing value in equity! An entertainer's dream home boasting an expansive open floorplan joining a huge great

Theresa Bocka William Raveis Real Estate

7045 Live Oak Dr, Naples, FL 34114
/37
$690,000 Sold Sep 30, 2024
- 1,554 Sq Ft
- $444/SF
- 118 Days On Market
- 2 Beds
- 2 Baths
- Built 2019
7793 Jacaranda Ln, Naples, FL 34114

Rare opportunity to own the crème de la crème villa in Winding Cypress. This pool home features 2 bedrooms, plus den, 2 bathrooms and a 2 car garage and is being offered turnkey furnished! The property boasts exceptional upgrades, including impact windows, a whole-house generator, crown molding, tile throughout, electric hurricane screens, upgraded appliances, closet systems throughout and so

Kendra Hoefs Realty One Group MVP

7793 Jacaranda Ln, Naples, FL 34114

/50
Est $963,716 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,350 Sq Ft
7021 Live Oak Dr, Naples, FL 34114

7021 Live Oak Dr, Naples, FL 34114

/46
$475,000
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
7686 Jacaranda Ln, Naples, FL 34114

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 countertops, crown

Kendra Hoefs Realty One Group MVP

7686 Jacaranda Ln, Naples, FL 34114
/37
$600,000 Sold Sep 30, 2024
- 1,554 Sq Ft
- $386/SF
- 242 Days On Market
- 2 Beds
- 2 Baths
- Built 2016
7574 Jacaranda Ln, Naples, FL 34114

Villa w/ PEACEFUL view! Attached villa Serenity floor plan that lives like a single family home w/ luxury features throughout- tray ceilings, 18" tile flooring, quartz countertops, custom tile backsplash in kitchen, convection double oven, designer light fixtures, high-end cabinetry, crown molding, French door entry to den, frameless glass enclosure in master shower, custom built heated pool, & a

Denny Grimes Keller Williams Realty Naples

7574 Jacaranda Ln, Naples, FL 34114

/34
Est $664,298 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,554 Sq Ft
7156 Live Oak Dr, Naples, FL 34114

7156 Live Oak Dr, Naples, FL 34114

/43
$1,497,500
- 4 Beds
- 4 Baths
- 2,989 Sq Ft
6878 Winding Cypress Dr, Naples, FL 34114

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

Austin Kellam Coldwell Banker Realty

6878 Winding Cypress Dr, Naples, FL 34114
/50
$1,525,000 Sold Sep 20, 2024
- 2,515 Sq Ft
- $606/SF
- 146 Days On Market
- 3 Beds
- 3 Baths
- Built 2019
6932 Cocoplum St, Naples, FL 34114

A staggering mix of natural beauty and fabulous Naples living. This jewel box home is situated on one of the most desirable lots in Winding Cypress. Look at the aerial view, simply breathtaking. Lot location had a $125,000 premium.Coveted Southern exposure Peaceful and full of nature. Well-designed, expansive floor plan offering generous size rooms, an outstanding white kitchen that is perfect

Joy Selby Real Estate of South Florida

6932 Cocoplum St, Naples, FL 34114

/36
Est $1,567,888 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,696 Sq Ft
7383 Mockingbird Ct, Naples, FL 34114

7383 Mockingbird Ct, Naples, FL 34114

/50
$1,399,000
- 3 Beds
- 3 Baths
- 2,496 Sq Ft
7675 Winding Cypress Dr, Naples, FL 34114

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, featuring every upgrade possible

Taylor Smith Premier Sotheby's Int'l Realty

7675 Winding Cypress Dr, Naples, FL 34114

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