Collier, FL Homes

/49
$774,000 Pending
- 3 Beds
- 2 Baths
- 2,198 Sq Ft
7445 Winding Cypress Dr, Naples, FL 34114

Welcome to this beautifully appointed 3-bedroom, 2-bathroom + den home in the vibrant and sought-after community of Winding Cypress in Naples. Perfectly positioned on a prime lakefront lot, this residence offers serene, long water views that extend to the untouched beauty of the preserve beyond. Thoughtfully designed for both comfort and style, this home features tall interior doorways, an

Drayton Herold

KW Elevate Luxury

(239) 439-4013

7445 Winding Cypress Dr, Naples, FL 34114
Explore Winding Cypress
/49
$12,000 per month
- 3 Beds
- 3 Baths
- 2,158 Sq Ft
- House for Rent
6754 Pennyroyal Dr, Naples, FL 34114

AVAILABLE FOR 2026 SEASON!! Step into paradise! ONE SMALL DOG ALLOWED! Built in 2021, this newly decorated and spacious pool home offers 3 bedrooms (King, King & 2 Twins) plus a den and 3 FULL bathrooms. Features include a wonderful open floor plan with zero-corner sliders that bring the outside in! Fabulous screened-in area with heated pool, natural gas, stainless appliances, quartz counters,

Sam Wells Coldwell Banker Realty

6754 Pennyroyal Dr, Naples, FL 34114
/50
$1,255,000 Sold Jul 24, 2025
- 2,496 Sq Ft
- $503/SF
- 161 Days On Market
- 3 Beds
- 3 Baths
- Built 2020
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

/46
Est $572,020 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,554 Sq Ft
7694 Jacaranda Ln, Naples, FL 34114

7694 Jacaranda Ln, Naples, FL 34114

/46
$1,250,000
- 3 Beds
- 3 Baths
- 2,496 Sq Ft
7788 Winding Cypress Dr, Naples, FL 34114

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 behind the home. This home has

Justine Hine Royal Shell Real Estate, Inc

7788 Winding Cypress Dr, Naples, FL 34114
/39
$4,950 per month
- 3 Beds
- 2.5 Baths
- 2,123 Sq Ft
- House for Rent
6690 Pennyroyal Dr, Naples, FL 34114

Will consider a 6 month seasonal lease Oct- Mar or Nov-Apr at a different monthly rate. Stunning and spacious, this 2 car garage, 3-bedroom, 2.5-bathroom home built in 2020 offers luxury living with high-end upgrades throughout and located in the sought after amenity rich community of Winding Cypress. This turnkey property comes beautifully furnished with high-end decor and a fully stocked

Aimee O'Connor Coldwell Banker Realty

6690 Pennyroyal Dr, Naples, FL 34114
/11
$510,000 Sold Jul 16, 2025
- 1,579 Sq Ft
- $323/SF
- 61 Days On Market
- 2 Beds
- 2 Baths
- Built 2018
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. The open concept living/dining space includes a custom-built dry

Theresa Bocka William Raveis Real Estate

7650 Jacaranda Ln, Naples, FL 34114

/44
Est $670,152 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,594 Sq Ft
7682 Jacaranda Ln, Naples, FL 34114

7682 Jacaranda Ln, Naples, FL 34114

/34
$979,900
- 3 Beds
- 2 Baths
- 2,100 Sq Ft
6787 Pennyroyal Dr, Naples, FL 34114

Beautiful like new mystique contemporary home.with lots of privacy gorgeous marble look tile floor, custom wood moldings featuring beams in trey ceiling in gathering room, upgraded kitchen back splash and faucet , custom hallway, decorative wall design in master bedroom , oversized shower and upgraded shower heads, custom master closet and laundry room with plenty of cabinets and storage

Linda Covino Royal Shell Real Estate, Inc.

6787 Pennyroyal Dr, Naples, FL 34114
/35
$5,500 per month
- 3 Beds
- 2 Baths
- 2,100 Sq Ft
- House for Rent
6856 Winding Cypress Dr, Naples, FL 34114

Gorgeous kitchen with an oversized island is open to the bright and airy great room as well as your very own private pool and spa! Sliding doors fold all the way back allowing for fabulous inside/outside entertaining. The chef's dream kitchen offers GAS cooking, a huge pantry and counter island seating. Your private pool and spa is heated by gas as well! Be sure to notice the unique lighting

Maureen Vita Berkshire Hathaway FL Realty

6856 Winding Cypress Dr, Naples, FL 34114
/42
$855,000 Sold Jul 11, 2025
- 2,124 Sq Ft
- $403/SF
- 103 Days On Market
- 3 Beds
- 3 Baths
- Built 2022
6906 Winding Cypress Dr, Naples, FL 34114

Built in 2022, this 2,124-square-foot Mystique model by DiVosta offers a rare turnkey opportunity, fully furnished with over $100,000 in luxury personal property, including indoor and outdoor furniture, artwork, decor, cookware, bedding, and more. Virtually everything photographed is included, ensuring effortless move-in-ready elegance. The residence blends sophisticated design with

Terry Trombetti Berkshire Hathaway FL Realty

6906 Winding Cypress Dr, Naples, FL 34114

/36
Est $641,688 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,554 Sq Ft
7627 Jacaranda Ln, Naples, FL 34114

7627 Jacaranda Ln, Naples, FL 34114

/46
$1,099,000
- 3 Beds
- 2 Baths
- 2,185 Sq Ft
6767 Pennyroyal Dr, Naples, FL 34114

Wow! 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 walk-in pantry. The two guest

Jeff Waldman Premiere Plus Realty Company

6767 Pennyroyal Dr, Naples, FL 34114
/50
$9,500 per month
- 3 Beds
- 3 Baths
- 2,272 Sq Ft
- House for Rent
6779 Pennyroyal Dr, Naples, FL 34114

A stunning new pool and outdoor lanai, complement this exquisitely designed home, which offers tranquil views of the lake. This property features three bedrooms plus a den and three bathrooms, making it ideal for vacationing. The interior boasts a bright and airy coastal contemporary style with an open floor plan.This is a perfect vacation rental!

Patricia Moreno Naples Homes and Rentals Inc

6779 Pennyroyal Dr, Naples, FL 34114
/17
$975,000 Sold Jun 20, 2025
- 2,496 Sq Ft
- $391/SF
- 41 Days On Market
- 3 Beds
- 3 Baths
- Built 2018
7530 Geranium Way, Naples, FL 34114

This home is an amazing value for Winding Cypress!! Once you compare, you'll agree. The Pinnacle model is clearly the most popular floorplan in The Community. The sought after "open area concept" footprint boasts 3 expansive bedrooms including a most impressive owner's suite, 3 full baths, a large den, desirable 3 car garage, and 2496 square feet of indoor living space under air. Builder and

Theresa Bocka William Raveis Real Estate

7530 Geranium Way, Naples, FL 34114

/29
Est $759,845 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,878 Sq Ft
7244 Live Oak Dr, Naples, FL 34114

7244 Live Oak Dr, Naples, FL 34114

/48
$1,195,000 Open Sun 1PM - 4PM
- 3 Beds
- 3 Baths
- 2,496 Sq Ft
7520 Blackberry Dr, Naples, FL 34114

Introducing a luxury estate site with landscaped privacy corner lot home in Winding Cypress with pool and spa. Step into elegance with this stunning Pinnacle model estate home, set in the prestigious, gated community of Winding Cypress. This home stands out with its soaring raised tray ceilings, rare privacy and spacious yard, impact glass for peace of mind, and an expansive open layout filled

Taylor Smith Premier Sotheby's Int'l Realty

7520 Blackberry Dr, Naples, FL 34114
/29
$12,000 per month
- 3 Beds
- 2 Baths
- 1,805 Sq Ft
- House for Rent
7567 Winding Cypress Dr, Naples, FL 34114

From the moment you arrive at the stunning entry, Winding Cypress invites you into this wonderful community. This natural gas, resort-style community, remaining almost 2/3 preserve, welcomes you with a streetscape of superb views and new homes designed for the way you live. This premier Naples location offers highly attractive fees for the variety of world-class amenities right in your own

Dave Garafola Reed Property Mgt. & Sales

7567 Winding Cypress Dr, Naples, FL 34114
/46
$453,000 Sold Jun 20, 2025
- 1,574 Sq Ft
- $288/SF
- 100 Days On Market
- 2 Beds
- 2 Baths
- Built 2018
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

/50
Est $656,399 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,544 Sq Ft
7611 Jacaranda Ln, Naples, FL 34114

7611 Jacaranda Ln, Naples, FL 34114

/46
$950,000
- 3 Beds
- 2 Baths
- 2,186 Sq Ft
7679 Winding Cypress Dr, Naples, FL 34114

Imagine waking up every morning in your dream home, nestled in one of Naples’ most sought-after gated communities. This isn’t just a place to live—it’s a lifestyle defined by comfort, elegance, and convenience. As you step through the front door, you’re welcomed by a bright, open-concept floor plan that immediately feels like home. The heart of the house—your chef-inspired kitchen—boasts granite

Joseph Bartos Premiere Plus Realty Company

7679 Winding Cypress Dr, Naples, FL 34114
/35
$8,500 per month
- 3 Beds
- 2 Baths
- 2,175 Sq Ft
- House for Rent
6694 Pennyroyal Dr, Naples, FL 34114

Unwind in this brand new, pristine vacation rental. Revel in the allure of a splendid pet-friendly home with a dazzling outdoor lanai, designed for the ultimate outdoor living experience. This residence boasts abundant natural light, a refreshing coastal contemporary interior, and an inviting open floor plan. With three bedrooms plus a versatile office you'll have ample space to accommodate your

Ashley Baird Coldwell Banker Realty

6694 Pennyroyal Dr, Naples, FL 34114
/27
$530,000 Sold Jun 20, 2025
- 1,554 Sq Ft
- $341/SF
- 271 Days On Market
- 2 Beds
- 2 Baths
- Built 2019
7702 Jacaranda Ln, Naples, FL 34114

Absolutely the best deal on a 2 bedroom plus den with French doors, 2 baths, 2 car garage attached villa with your own POOL in Winding Cypress. You better Hurry. Furniture negotiable too, move right in for season, nicely furnished.What's Special: *Open floor plan *Epoxy garage floor *Granite countertops*3 ft. bathroom countertops *Remote controlled garage screen*Remote

Mike Miller Berkshire Hathaway FL Realty

7702 Jacaranda Ln, Naples, FL 34114

/39
Est $890,086 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,089 Sq Ft
6828 Winding Cypress Dr, Naples, FL 34114

6828 Winding Cypress Dr, Naples, FL 34114

/46
$925,000
- 3 Beds
- 2 Baths
- 2,094 Sq Ft
6699 Pennyroyal Dr, Naples, FL 34114

Welcome to this Winding Cypress beauty! Why wait months to build and spend twice as much to get less in a home and amenities. You can't tell this rarely lived in home from a new built. This 2022 built classic Mystique Model has everything you'll ever need in a home and is located in Naples best hidden secret.....Winding Cypress! Located on a private, quiet, dead-end cul-de-sac, this home has many

Theresa Bocka William Raveis Real Estate

6699 Pennyroyal Dr, Naples, FL 34114
/43
$7,000 per month
- 2 Beds
- 2 Baths
- 1,542 Sq Ft
- Condo for Rent
7631 Jacaranda Ln, Naples, FL 34114

Beautiful two bedroom plus den, two bath attached villa pool home in the amenity rich gated community of Winding Cypress. Main bedroom has a king bed, second bedroom has a queen bed and den has a full size pullout couch that sleeps 2 and includes a full wardrobe armor for clothing . Spacious attached 2-car garage. Relax on the spacious lanai that overlooks the private pool with peaceful lake

Amber Jasper Grice Realty Inc

7631 Jacaranda Ln, Naples, FL 34114
/27
$675,000 Sold May 30, 2025
- 1,554 Sq Ft
- $434/SF
- 47 Days On Market
- 2 Beds
- 2 Baths
- Built 2019
7742 Jacaranda Ln, Naples, FL 34114

This move in ready furnished Winding Cypress Serenity 2 bedroom plus den Attached Villa with POOL & SPA is a unique quality find. This Serenity floor plan with the kitchen conveniently tucked away behind peninsula island allows for optimal entertaining space. Kitchen features Quartz countertops, natural gas range & SS appliances. Other high quality highlights include, plantation shutters, crown

Bob Bailey R L Bailey Realty Inc.

7742 Jacaranda Ln, Naples, FL 34114

/41
Est $1,451,587 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,515 Sq Ft
6880 Cocoplum St, Naples, FL 34114

6880 Cocoplum St, Naples, FL 34114

/46
$999,900
- 3 Beds
- 2 Baths
- 2,198 Sq Ft
7355 Mockingbird Ct, Naples, FL 34114

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 20 minutes away, you’ll always be close to the best of city

Mike Zecchino The Agency Naples

7355 Mockingbird Ct, Naples, FL 34114
/17
$925,000 Sold May 14, 2025
- 2,118 Sq Ft
- $437/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 2020
6854 Greenbriar Ct, Naples, FL 34114

A MOST INCREDIBLE OFFERING MARTIN RAY. THIS HOME HAS IT ALL.HURRICANE IMPACT WINDOWS & SLIDING GLASS DOOR, HURRICANE IMPACT MAIN ENTRANCE DOOR WITH LEADED GLASS, CEILINGS WITH TRAYS, COFFERS, & WIDE MOLDINGS, EXTERIOR LIGHTING PACKAGE, KITCHEN CABINET PACKAGE INCLUDING SOFT CLOSE DOORS, QUARTZ COUNTERTOPS,2 CAR GARAGE WITH UTILITY SINK, EXTENDED DRIVEWAY & MAIN ENTRANCE PAVERS, PAVER SIDEWALKS

Theresa Bocka William Raveis Real Estate

6854 Greenbriar Ct, Naples, FL 34114

/50
Est $969,293 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 2,105 Sq Ft
6830 Greenbriar Ct, Naples, FL 34114

6830 Greenbriar Ct, Naples, FL 34114

/48
$925,000 Pending
- 3 Beds
- 2 Baths
- 2,084 Sq Ft
6870 Winding Cypress Dr, Naples, FL 34114

This turnkey furnished Mystique home feels like a model — impeccably maintained, thoughtfully laid out, and filled with cozy, stylish touches throughout! The floorplan features 3 bedrooms + den, 2 baths, pool and spa, and an oversized car garage. The open-concept layout features a dramatic zero-corner slider, seamlessly connecting indoor and outdoor spaces, while the whole home generator,

Kendra Hoefs Realty One Group MVP

6870 Winding Cypress Dr, Naples, FL 34114
/47
$760,000 Sold May 08, 2025
- 1,921 Sq Ft
- $396/SF
- 52 Days On Market
- 2 Beds
- 2 Baths
- Built 2021
6758 Pennyroyal Dr, Naples, FL 34114

This beautifully upgraded 2-bedroom plus den, 2-bath Mystique floorplan home in Winding Cypress offers the perfect blend of style, comfort, and functionality. The open-concept design features a zero-corner slider, seamlessly connecting indoor and outdoor spaces, while impact windows and doors provide security and energy efficiency. A whole-home generator ensures uninterrupted comfort and peace of

Kendra Hoefs Realty One Group MVP

6758 Pennyroyal Dr, Naples, FL 34114

/48
Est $1,014,774 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,107 Sq Ft
6846 Greenbriar Ct, Naples, FL 34114

6846 Greenbriar Ct, Naples, FL 34114

/30
$949,000 Pending
- 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

Brandi Chapman Downing Frye Realty Inc.

7451 Blackberry Dr, Naples, FL 34114
/13
$860,000 Sold May 02, 2025
- 2,208 Sq Ft
- $389/SF
- 66 Days On Market
- 3 Beds
- 2 Baths
- Built 2020
6763 Pennyroyal Dr, Naples, FL 34114

Don't miss out on this stunning impeccably maintained 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. 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 a bright and open

Theresa Bocka William Raveis Real Estate

6763 Pennyroyal Dr, Naples, FL 34114

/34
Est $1,001,840 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,094 Sq Ft
6723 Pennyroyal Dr, Naples, FL 34114

6723 Pennyroyal Dr, Naples, FL 34114

/39
$899,000
- 3 Beds
- 3 Baths
- 2,128 Sq Ft
6770 Pennyroyal Dr, Naples, FL 34114

Discover your dream home in the prestigious Winding Cypress community! This newly constructed, pet-friendly residence boasts 3 spacious bedrooms plus a versatile den, perfect for guests or a home office. Designed for seamless entertaining, the open-concept floor plan flows effortlessly, with zero-corner sliders merging the indoor living area with a stylish outdoor kitchen and bar—ideal for

Ryan Buchalter William Raveis Real Estate

6770 Pennyroyal Dr, Naples, FL 34114
/20
$537,000 Sold May 01, 2025
- 1,554 Sq Ft
- $346/SF
- 26 Days On Market
- 2 Beds
- 2 Baths
- Built 2016
7591 Jacaranda Ln, Naples, FL 34114

Price Negotiable! Seller is highly motivated!! Discover your slice of paradise in this stunning 2-bedroom plus den villa, located in the resort-style community of Winding Cypress. With exquisite builder-installed upgrades, this home features a sleek open floor plan, granite countertops, and elegant porcelain tile throughout. The kitchen is outfitted with stainless appliances and gas stove

william Romano Keller Williams Marco Realty

7591 Jacaranda Ln, Naples, FL 34114

/43
Est $1,034,853 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,884 Sq Ft
6762 Pennyroyal Dr, Naples, FL 34114

6762 Pennyroyal Dr, Naples, FL 34114

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