Winding Cypress Single Family Homes For Sale

Naples, FL 34114

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Results 7 of 7

Winding Cypress, 6694 Pennyroyal Dr, Naples, Florida 34114, image 1

$5,000

Winding Cypress

6694 Pennyroyal Dr, Naples, FL 34114

MLS# 224082278

Beds

Baths

2,175

SqFt

0.0%

Garage

$2.30

$/SqFt

NEW CONSTRUCTION ~Blt. 2023

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 needs. The master bedroom features a king-sized bed, while the other two bedrooms are fitted with queen-sized comfort. Featuring, a spacious kitchen equipped with a gas cooktop ensures culinary delight and endless space for memories to be made with your loved one. Nestled in the amenity-rich community of winding cypress, your vacation paradise is complete with a community center, pool, fitness center, pickle ball, tennis, bocce ball, dog park, and endless community activities. Located perfectly between the shopping, dining, and entertainment of downtown naples and the quaint beach town of marco island.

Coldwell Banker Realty

Winding Cypress, 6754 Pennyroyal Dr, Naples, Florida 34114, image 1

$5,900

Winding Cypress

6754 Pennyroyal Dr, Naples, FL 34114

MLS# 225027005

Beds

Baths

2,158

SqFt

0.0%

Garage

$2.73

$/SqFt

UNFURNISHED

Built in 2021, this spacious floor plan offers 3 bedrooms, 3 full baths plus a den. The primary suite has a luxurious bath with double sinks, a huge custom walk-in shower and an enormous walk-in closet! There are wonderful corner pocket doors that open to a tranquil lanai featuring a private below ground, heated pool with led colored lighting. The home also features stainless appliances, including the gas range, quartz counters, white cabinets, a pantry and an island! There is luxury vinyl wood-look flooring throughout the main living areas. The great room built-in cabinets have so much storage, and there are additional can-lights throughout, as well as ceiling fans in every room. Equipped with vivent security cameras at the lanai and front windows and doors. The home also has an over-sized garage with a work shop wall of cabinets and a remote-control screen! Winding cypress is a natural gas, resort-style community, with over 2/3rds of the neighborhood remaining a preserve! You are surrounded by nature, yet close to wonderful dining options, gourmet grocers, and lots of fun shopping! There’s a serene boardwalk that meanders through winding cypress which takes you to a covered overlook, the perfect place for tranquility and bird-watching! The community also boasts the popular shady palm café, a spacious clubhouse and a state-of-the-art fitness center. Did i mention pickle-ball? Bocce? Tennis? Yes, even a dog park! The perfect annual rental available now!! Seasonal options available too!

Coldwell Banker Realty

Winding Cypress, 6856 Winding Cypress Dr, Naples, Florida 34114, image 1

$6,250

Winding Cypress

6856 Winding Cypress Dr, Naples, FL 34114

MLS# 225028174

Beds

Baths

2,100

SqFt

0.0%

Garage

$2.98

$/SqFt

UNFURNISHED

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 fixtures and ceiling fans, as well as the plantation shutters in all the bedrooms, living room and office. Master bedroom is located away from the two guest bedrooms and office. The laundry room has full size stainless washer and dryer as well as additional cabinetry with a sink. There is also a storage closet in the laundry room. The home has an oversized 2 car garage. The beautiful club house offers a state of the art fitness center, movement studio, outdoor yoga deck, card room, library, meeting room plus so much more. Enjoy tennis, pickleball, bocce, etc. Or meet up with friends at the community pool or hot tub and enjoy a bite to eat or a refreshing drink at the shady palm poolside restaurant.

Berkshire Hathaway FL Realty

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Winding Cypress, 6775 Winding Cypress Dr, Naples, Florida 34114, image 1

$5,750

Winding Cypress

6775 Winding Cypress Dr, Naples, FL 34114

MLS# 225002327

Beds

Baths

1,896

SqFt

0.0%

Garage

$3.03

$/SqFt

UNFURNISHED

NEW CONSTRUCTION ~Blt. 2022

Welcome to this inviting home in the sought-after winding cypress community. With 3 generous bedrooms and 2 bathrooms, this nearly 2,000 square feet home harmoniously merges modern design with everyday comfort. It is in immaculate condition, with quality upgrades throughout. Finding a rental of this caliber is rare; it is sparkling clean and meticulously cared for, with an unfurnished setup that allows tenants to decorate and personalize the space to their liking. The home features a luxurious master suite complete with a walk-in shower, dual vanities, and a spacious walk-in closet. Upgraded tile flooring throughout. An expanded 2-car garage accommodates up to three vehicles, providing ample space. The expansive great room is perfect for social gatherings and relaxation, while the contemporary kitchen boasts quartz countertops and high end kitchenaid appliances. Embrace outdoor living with a custom outdoor kitchen featuring a blaze stainless steel power burner, griddle, beverage cooler, and an xl big green egg, all overlooking a tranquil lake and pool area—ideal for enjoying sunny florida days. The luxury salt water pool includes a sundeck with loungers and a new electric pool heater, ensuring comfort and enjoyment year-round. Additional highlights include a sonos surround sound system enhancing the overall experience. Beyond the exceptional home features, the winding cypress community offers a vibrant lifestyle. Just minutes away from naples' beautiful beaches, 5th avenue, and marco island, this location balances peaceful living with convenience. Residents can enjoy meals at the shady palm cafe by the resort style pool and spa with cabanas or take advantage of the clubhouse and fitness center, which are equipped with state-of-the-art facilities and fitness classes. For those who enjoy staying active, the community offers pickleball, tennis, and bocce courts, along with a scenic boardwalk for leisurely strolls through the lush, natural surroundings. This home truly embodies the essence of luxury living in a fantastic neighborhood.

Coldwell Banker Realty

Winding Cypress, 6770 Pennyroyal Dr, Naples, Florida 34114, image 1

$12,000

Winding Cypress

6770 Pennyroyal Dr, Naples, FL 34114

MLS# 224060943

Beds

Baths

2,128

SqFt

0.0%

Garage

$5.64

$/SqFt

FURNISHED

NEW CONSTRUCTION ~Blt. 2023

This newly completed and spacious pet friendly home offers 3 bedrooms (king, king & 2 twins) plus a den that is equipped with a queen-size murphy bed. This home is full of entertaining options that allow you to bring the extended family along. With its open floor plan as well as zero-corner sliders that blend the interior seating with the outside kitchen and bar. As soon as you drive through the winding cypress gate access, you are instantly put into vacation mode as you pass the resort style clubhouse and community grounds. The amenities include a resort style pool, restaurant/bar, fire pit, world-class fitness center, outdoor yoga deck, pickle-ball, tennis, bocce ball, community garden, a dog park, and a nature trail boardwalk that meanders throughout the protected preserves. Conveniently located between marco island and fifth avenue south, you are only minutes away from sandy beaches and all the shopping, dining, and entertainment you could ask for!

William Raveis Real Estate

Winding Cypress, 6779 Pennyroyal Dr, Naples, Florida 34114, image 1

$13,000

Winding Cypress

6779 Pennyroyal Dr, Naples, FL 34114

MLS# 224094436

Beds

Baths

2,272

SqFt

0.0%

Garage

$5.72

$/SqFt

FURNISHEDA 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!

Naples Homes and Rentals Inc

Winding Cypress, 7567 Winding Cypress Dr, Naples, Florida 34114, image 1

$12,000

Winding Cypress

7567 Winding Cypress Dr, Naples, FL 34114

MLS# 224092042

Beds

Baths

1,805

SqFt

0.0%

Garage

$6.65

$/SqFt

FURNISHEDFrom 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 backyard, including a grand clubhouse, resort pool, sports courts, dog park, community garden, and more. One of the most sought after new communities in the area!

Reed Property Mgt. & Sales

Similar Communities & Listings

Results 3 of 13

Esplanade At Hacienda Lakes, 8527 N Palacio Ter, Naples, Florida 34114, image 1

$4,000

Esplanade At Hacienda Lakes

8527 N Palacio Ter, Naples, FL 34114

MLS# 224090031

Beds

Baths

1,895

SqFt

0.0%

Garage

$2.11

$/SqFt

Welcome to esplanade at hacienda lakes and this beautiful, peaceful home. Offered furnished or unfurnished, this home is sure to be your tranquil retreat. A lovely 2-bedroom + den with lake view, this spacious home offers ultimate privacy. You'll love the large, open floor plan connecting the living room, dining room, and kitchen. Each bedroom offers a cozy retreat - the primary bedroom features two walk-in closets and dual vanities in the attached bathroom. The den is large enough to be used as a third bedroom or can be used as a true flex-space to suit your needs (office, playroom, hobby room). Spend time relaxing on the extended lanai, enjoying the quiet view of the lake and local wildlife. The community amenities can't be beat - large gym, fitness room, incredible pool with spa, playground, and pickleball/tennis courts! Tenants have access to all the community has to offer! While an annual rental is prefered, short-term rentals are welcome.

Compass Florida LLC

Esplanade At Hacienda Lakes, 8171 S Lucello Ter, Naples, Florida 34114, image 1

$12,000

Esplanade At Hacienda Lakes

8171 S Lucello Ter, Naples, FL 34114

MLS# 224065927

Beds

Baths

1,700

SqFt

0.0%

Garage

$7.06

$/SqFt

FURNISHED

NEW CONSTRUCTION ~Blt. 2022

Luxury boutique rental available with resort style amenities in naples, fl! Month minimum. Located in the gated community of esplanade at hacienda lakes which is conveniently between 5th ave, marco island, and mercado. Only minutes to shopping, golfing, fishing, and the beautiful beaches. This is a fully furnished new construction single family home in esplanade at hacienda lakes. Features a master bedroom with king bed and large walk in closet, 2nd bedroom with queen bed, a den to be able to work remotely with a queen sleeper sofa, 2 bathrooms, and 2 car garage. Newly built pool and spa, with large patio and fully caged lanai.community amenities include pickle ball courts, tennis courts, fitness room, yoga classes, pool, cabanas, lap pool, dog park, children’s play area, bocce, social activities & more!

John R Wood Properties

Esplanade At Hacienda Lakes, 8110 Calle Canovas St, Naples, Florida 34114, image 1

$6,000

Esplanade At Hacienda Lakes

8110 Calle Canovas St, Naples, FL 34114

MLS# 224091750

Beds

Baths

1,558

SqFt

0.0%

Garage

$3.85

$/SqFt

Available for short-term rentals -sorry, already rented jan -march 2025. This modern designed villa in hacienda lakes will be your perfect home away from home with only minutes from the marco island beaches or downtown naples for fine shopping, dining and local events. Enjoy the resort- style community lap pool or a game of pickleball, along with other amenities for the whole family.

WeichertRealtors-ParadiseHomes

1 - 3 of 13 Results

Community Snapshot

N/ABedrooms

$520.9K to $1.8MPrice Range

1,542 - 3,696SqFt Range

2018Year Build

1Total Floors

N/ATotal Units

Subdivision Amenities

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

Shuffleboard Court

Sidewalk

Spa/Hot Tub

Streetlight

Tennis Court(s)

Underground Utility

Barbecue

Basketball Court

Bike And Jog Path

Bocce Court

Clubhouse

Frequently Asked Questions

How much are the maintenance fees (HOA) in Winding Cypress?

The current monthly maintenance fee at Winding Cypress is ~0.22 per unit SqFt.

What is included in the Winding Cypress monthly association dues?

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

What are the interior features of the residences?

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

What are the available unit views from Winding Cypress?

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