Winding Cypress - Naples, FL

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Want to learn more about Winding
Cypress? Naples Ultimate Selling
Team specializes in helping buyers
and sellers in this community with
over 30 years of consolidated real
estate experience and hundreds of
successful transactions. We can help
you find the home you're looking for!

CONTACT US

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"We have only great things to say about Anna and her skills as a real estate agent and advisor. Anna is trustworthy, has a great work ethic, genuinely ... more "
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by stetsonlaw
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Nestled within over 800 acres of natural preserves, Winding Cypress is an active lifestyle community in Naples, FL. It offers a resort-style living and a welcoming community with access to upscale shopping and dining in Downtown Naples, or enjoy the white sand beaches nearby.

Amenities

With almost 2/3 of natural preserve, this natural gas, resort style community welcomes you with a streetscape of superb views and homes designed just for you. Winding Cypress offers a variety of world class amenities, including a grand clubhouse, resort style pool, sports courts, dog park, community garden, fitness center, catering kitchen, community room, activity room and so much more.

Homes

With 774 residence, Winding cypress exhibits a wide variety of homes to choose from. Thee homes include stylish single-family and attached homes with a few models offering optional second floors, All homes feature covered lanais, granite countertops, tile flooring, wooden kitchen cabinets, gourmet kitchens, walk-in closets and spacious master suites.

Homebuyers can choose from nine single-family floor plans which ranges from 1,659 to 2,589 sq. ft. of living space with 2-3 bedrooms, 2-3 bathrooms, and an attached 2-car garage.

Lifestyle

Homeowners have a variety of clubs, activities and events throughout the year to choose from. An activities director is always on hand to assist residents in planning social functions in Winding Cypress.

Another reason to to live in Winding Cypress is the maintenance-free lifestyle where residents can leave the lawn mowing and exterior home chores to the Home Owners Association (HOA). This allows residents to have more free time to enjoy their activities and have fun with neighbors.

Area

Naples, known as the Crown Jewel of Southwest Florida, offers a variety of attractions and easy access to major highways. Residents can take a 15-minute drive to the popular 5th Avenue South and Third Street for shopping, dining and entertainment. Relax under the sun at the stunning Naples Pier, white sand beaches or Marco island. It's easy to see why Winding Cypress in Naples has everything to satisfy your active lifestyle.

Quick Facts

Price Range: Mid $200s - Mid $400s
Home Types: Single Family, Attached
Number of Homes: 774
New/Resale: New Homes Only
Age Restrictions: None
Gated: Yes
Constuction Dates: 2014 - Present
Builder:  DiVosta
Community Development District (CDD):  Yes

Homes for Sale

Amenities

Clubhouse Outdoor Barefoot Bar
Fitness Center 6 Tennis Courts
Catering Kitchen Bocce Ball Courts
Activity Rooms Dog Park
Community Room Boardwalk with Pavilion
Outdoor Movement Studio Bird Wading Overlook
Resort-Style Outdoor Pool & SPA Walking & Biking Trails
Lap Pool Scenic Lakes
Outdoor Patio Parks & Natural Space
Fire Pit

Lifestyle

There are plenty of activities available in Winding Cypress. Here are samples of some of the clubs, activities and classes offered.

Sushi Cooking Class Wine Tasting Event
Arts and Crafts Craft Beer Night
Seafood Night Buffet Seasonal Events
Blues, Brews and BBQ Ladies Lunch
Mahjong Tennis
Men's Poker Night Sports Clubs
Fitness groups Men's Breakfast
Whole Hog Butchering Class Fiber Arts Club
Round Robin Vets & First Responders Club

 

serenity

Serenity

2

2

2

1,542

bedrooms Bathrooms Car Garage Sq, Ft

Serenity’s open floor plan with flexible living space is designed for active adults who enjoy hosting overnight guests.


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Cressida

2-3

2

2

1,579

bedrooms Bathrooms Car Garage Sq, Ft

The Cressida’s thoughtful open layout features a spacious gathering room with adjoining dining area that flow seamlessly into the kitchen, perfect for entertaining.


serenity

Abbeyville

2-4

2-3

2

1,671+

bedrooms Bathrooms Car Garage Sq, Ft

Abbeyville has an open layout: an integrated kitchen, café, and gathering room, with an adjacent flex room for an office or den.


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Summerwood

2-5

2-3

2

1,861+

bedrooms Bathrooms Car Garage Sq, Ft

The Summerwood's open concept modern design features a large kitchen island overlooking the gathering room, making entertaining a breeze.


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Martin Ray

2-4

2-3

2

1,968+

bedrooms Bathrooms Car Garage Sq, Ft

The single-story Martin Ray offers a cook’s kitchen, open dining and gathering areas, versatile flex space, and a huge pantry.


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Tangerly Oak

2-4

2.5-4

2

2,589+

bedrooms Bathrooms Car Garage Sq, Ft

The single-story Tangerly Oak offers a cook’s kitchen, open dining and gathering areas, and spacious owner's suite with large walk-in closet.


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Pinnacle

3-4

3-4

2-3

2,488+

bedrooms Bathrooms Car Garage Sq, Ft

Seek out new heights with Pinnacle's open kitchen, gathering room, covered lanai, den, and Owner's Suite with huge walk-in closet.


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Infinity

3-5

3-4

3

2,634+

bedrooms Bathrooms Car Garage Sq, Ft

Infinity is ideal for entertaining, with ample gathering spaces and a covered lanai. Two guest suites welcome out-of-town guests.


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Stonewater

3-4

3-4.5

3

2,852+

bedrooms Bathrooms Car Garage Sq, Ft

Ideal for entertaining, the single-story Stonewater has an open kitchen and easily accommodates guests with two full guest suites.


Disclaimer: Please note this floor plan is for marketing purposes and is to be used as a guide only. All efforts have been made to ensure its accuracy at time of print. Changes may be made during the development process and dimensions, fixtures, fittings, finishes and specifications are subject to change without notice. Window placement, balcony configuration, wardrobe sizes and living areas may vary slightly within each plan type. Please refer to contract drawings for more accurate information on a particular property

Buyer Protection Plan

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Buying a home is a huge decision - one you literally have to live with! The trouble is, depending on market conditions, sometimes you’ll find yourself buying a home even if the fit isn’t perfect. There are several possible reasons why this might occur: the commute is too long, you can’t control your neighbors, or simply that the house isn’t what you thought it would be.

When you buy a home through our Team, we strive to find you the perfect home — one you’ll be happy with for years to come. You see, we have many unique systems especially for our buyers which allow us to quickly zero in on exactly what you’re looking for and help you beat out other buyers to the best new listings.

We go the extra mile for our buyers... even AFTER you’ve purchased your home!

But if it doesn’t work out, your satisfaction is still guaranteed. We set ourselves apart from other agents by offering our buyers our unique and unparalleled Buyer Protection Plan. If, for whatever reason, you become dissatisfied with the home you purchased within 18 months, we’ll sell it for Free!

You see, the typical real estate agent disappears after closing. In fact, a recent poll from NAR (The National Association of Realtors) indicated that many home sellers and home buyers do not use the same agent when they buy or sell a home the next time. You have to ask yourself why that is.

We want you to be a client for life

We want you to be so happy with the service we provide you that you’ll want to be a customer of ours for life.

To ensure your satisfaction, we stand behind YOUR decision to buy by offering you our exclusive Buyer Protection Plan. We offer it (in writing) to help maintain, and protect, your investment. We want you to know how committed we are to helping our clients find their dream home.

Here's how it works

When you buy a home through our Team:

1. If, for whatever reason, you become dissatisfied with your home purchase within 18 months, we guarantee to sell your present home and not charge you the listing portion of the commission.

2. We will help you find another home that better meets your needs.

This means that when you buy through our Team, you can do so knowing there’s a safety net under you. If you’re not happy with your home purchase within 18 months, we’ll sell it for Free!

As your Buyer's Agent

1. We will Assist you in securing the best financing program for your specific situation with the lowest interest rate and least expensive closing costs and have a pre-qualification/approval certificate generated to give you the best competitive advantage in future negotiations.

2. We will automatically email you daily any properties that match your specific buying criteria. This will allow you to drive by at your convenience and determine which properties you want to view.

3. We will arrange a private showing of any property you want to see including new construction and For Sale By Owner properties, subject to their consent.

4. When you find a property you like, we will use our Specialized Knowledge and discuss the best strategy with you regarding offer price, financing and terms, interest rate, possession date, and anything else you want to know.

5. We will help you prepare the offer with the terms, provisions, and addendums weighted in your best interest.

6. We will present the offer on your behalf and negotiate, in your best interest, to help you secure the property at the best possible price and terms.

7. We will attempt to negotiate that the seller pays for a one-year home warranty on your behalf (Up to $500 value).

8. We will recommend extremely competent affiliates with respect to your total home purchase: appraisal home inspection, termite inspection, title company, title insurance, etc. subject to your approval.

9. We will always be available to you to answer any questions you may have 10. We will provide an 18-month risk-free Naples Ultimate Selling Team Guarantee (if you are unhappy and decide to sell within 18 months, we will sell it at no cost from us)

BONUS: You will receive our written Buyer Satisfaction Guarantee™ whereby we agree to sell your property for free if you are unhappy with your home within 18 months of your purchase and MVP Realty - Naples Ultimate Selling Team, Realtors® acted as your agent on the home purchase and all terms and conditions of this agreement were fulfilled without modification.



Naples Ultimate Selling Team at Realty One Group MVP
Anna Eckstein
1495 Pine Ridge Rd. Suite 1
Naples, FL 34109
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The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations Copyright 2025. Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it. The property information herein is derived from various sources that may include, but not be limited to, county records and the Multiple Listing Service and it may include approximations. Although the information is believed to be accurate, it is not warranted and you should not rely upon it without personal verification.
2025 Royal Palm Coast REALTOR® Association. All rights reserved. Information has not been verified, is not guaranteed, and is subject to change. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) of the Florida Gulf Coast Multiple Listing Service, Inc. Real estate listings held by brokerage firms other than IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Last Updated: 2/9/2025 3:36 PM CST
The data relating to real estate for sale on this limited electronic display comes in part from the Southwest Florida Multiple Listing Services. Properties listed with brokerage firms other than are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program. The source of this real property information is the copyrighted and proprietary database compilation of the participating Southwest Florida MLS organizations and is Copyright 2017 Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it. Some properties that appear for sale on this limited electronic display may no longer be available. For the most current information, contact Data last updated 2/9/2025 3:36 PM CST.
The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations Copyright 2025. Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it. The property information herein is derived from various sources that may include, but not be limited to, county records and the Multiple Listing Service and it may include approximations. Although the information is believed to be accurate, it is not warranted and you should not rely upon it without personal verification.
mls logo© 2025 My Florida Regional MLS DBA Stellar MLS, Inc.. All rights reserved. The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of My Florida Regional MLS DBA Stellar MLS, Inc. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.2/9/2025 3:36 PM CST
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