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27 Properties

27 Properties Available In Winding Cypress

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FL >Naples >Winding Cypress >
Market Insights
6787 Winding Cypress DR, Naples, FL 34114
1/35 35

$720,000

Open Sun 1PM-3PM

Single Family Home

2 Beds 2 Baths 1,654 SqFt

6787 Winding Cypress DR, Naples, FL 34114

Sophisticated living with serene views in this rarely available Abbeyville model built in 2021. This home provides a shi...

Listed by William Raveis Real Estate

SouthWest Florida Naples MLS (NABOR)
7690 Jacaranda LN, Naples, FL 34114
1/50 50

$639,000

Open Sun 1PM-4PM

Single Family Home

2 Beds 2 Baths 1,554 SqFt

7690 Jacaranda LN, Naples, FL 34114

Set against private garden views with tranquil eastern exposure, this beautifully appointed villa in Winding Cypress off...

Listed by Premier Sotheby's Int'l Realty

SouthWest Florida Naples MLS (NABOR)
7211 Live Oak DR, Naples, FL 34114
1/43 43

$925,000

Open Mon 11AM-1PM

Single Family Home

3 Beds 2 Baths 2,230 SqFt

7211 Live Oak DR, Naples, FL 34114

Welcome to your personal retreat in Winding Cypress, where resort-style living meets sophisticated comfort! This magnifi...

Listed by eXp Realty LLC

SouthWest Florida Naples MLS (NABOR)
7520 Blackberry DR, Naples, FL 34114
1/48 48

$1,199,000

Open Sun 1PM-4PM

Single Family Home

3 Beds 3 Baths 2,496 SqFt

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...

Listed by Premier Sotheby's Int'l Realty

SouthWest Florida Naples MLS (NABOR)
7128 Lily WAY, Naples, FL 34114
1/33 33

$825,000

Open Sun 1PM-4PM

Single Family Home

2 Beds 2 Baths 1,685 SqFt

7128 Lily WAY, Naples, FL 34114

Thoughtful price improvements, upgraded finishes throughout, an expanded kitchen island & a rare 4-foot extension in the...

Listed by Premiere Plus Realty Company

SouthWest Florida Naples MLS (NABOR)
7658 Jacaranda LN, Naples, FL 34114
1/41 41

$549,000

Open Sun 1PM-4PM

Single Family Home

2 Beds 2 Baths 1,554 SqFt

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,...

Listed by Downing Frye Realty Inc.

SouthWest Florida Naples MLS (NABOR)
7045 Live Oak DR, Naples, FL 34114
1/44 44

$830,000

Open Sun 12PM-1:30PM

Single Family Home

3 Beds 3 Baths 2,496 SqFt

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, ...

Listed by William Raveis Real Estate

SouthWest Florida Naples MLS (NABOR)
7788 Winding Cypress DR, Naples, FL 34114
3D

$1,250,000

Open Sun 1PM-4PM

Single Family Home

3 Beds 3 Baths 2,496 SqFt

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-bathro...

Listed by Royal Shell Real Estate, Inc.

SouthWest Florida Naples MLS (NABOR)
7544 Winding Cypress DR, Naples, FL 34114
1/50 50

$899,900

Open Sun 1PM-4PM

Single Family Home

3 Beds 3 Baths 2,532 SqFt

7544 Winding Cypress DR, Naples, FL 34114

Welcome to a beautiful Pinnacle Model in the desirable, amenity rich community of Winding Cypress. This waterfront home ...

Listed by William Raveis Real Estate

SouthWest Florida Naples MLS (NABOR)
6848 Winding Cypress DR, Naples, FL 34114
1/47 47
Exclusive Listing

$900,000

Active

Single Family Home

2 Beds 2 Baths 1,901 SqFt

6848 Winding Cypress DR, Naples, FL 34114

The perfect move in ready home for sale! This Summerwood floorplan features 2 bedrooms, 2 baths+den, saltwater pool and ...

Listed by Realty One Group MVP

SouthWest Florida Naples MLS (NABOR)
7597 BLACKBERRY DR, Naples, FL 34114
1/46 46

$1,294,000

Pending

Single Family Home

3 Beds 3 Baths 2,496 SqFt

7597 BLACKBERRY DR, Naples, FL 34114

EXCEPIONAL in design and setting, this Pinnacle model commands southwest-facing LAKE AND PRESERVE VIEWS from one of the ...

Listed by Coldwell Banker Realty

SouthWest Florida Naples MLS (NABOR)
7642 Jacaranda LN, Naples, FL 34114
1/42 42

$537,000

Active

Single Family Home

2 Beds 2 Baths 1,554 SqFt

7642 Jacaranda LN, Naples, FL 34114

Tucked Away Treasure in Winding Cypress- Step into a slice of serenity with this charming attached villa, nestled in on...

Listed by Downing Frye Realty Inc.

SouthWest Florida Naples MLS (NABOR)
7650 Jacaranda LN, Naples, FL 34114
1/49 49

$549,000

Pending

Single Family Home

2 Beds 2 Baths 1,579 SqFt

7650 Jacaranda LN, Naples, FL 34114

Welcome to your dream home in the heart of one of Naples' most sought-after communities! <br> This stunning FRONT entran...

Listed by William Raveis Real Estate

SouthWest Florida Naples MLS (NABOR)
7451 Blackberry DR, Naples, FL 34114
1/30 30

$949,000

Active

Single Family Home

3 Beds 2 Baths 2,188 SqFt

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 ...

Listed by Downing Frye Realty Inc.

SouthWest Florida Naples MLS (NABOR)
7679 WINDING CYPRESS DR, Naples, FL 34114
1/46 46

$1,000,000

Active

Single Family Home

3 Beds 2 Baths 2,186 SqFt

7679 WINDING CYPRESS DR, Naples, FL 34114

Imagine waking up each morning in your dream home,Nestled in one of Naples' most sought-after gated communities. As you ...

Listed by Premiere Plus Realty Company

SouthWest Florida Naples MLS (NABOR)
7176 Live Oak DR, Naples, FL 34114
1/33 33

$585,000

Active

Single Family Home

3 Beds 2 Baths 1,554 SqFt

7176 Live Oak DR, Naples, FL 34114

Sophisticated Villa Living in Winding Cypress – Priced to Sell/Fully Furnished. An extraordinary opportunity awaits in t...

Listed by Marzucco Real Estate

SouthWest Florida Naples MLS (NABOR)
6856 Winding Cypress DR, Naples, FL 34114
1/35 35

$5,950

Active

Single Family Home

3 Beds 2 Baths 2,100 SqFt

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 poo...

Listed by Berkshire Hathaway FL Realty

SouthWest Florida Naples MLS (NABOR)
6754 Pennyroyal DR, Naples, FL 34114
1/49 49

$5,900

Active

Single Family Home

3 Beds 3 Baths 2,158 SqFt

6754 Pennyroyal DR, Naples, FL 34114

Built in 2021, this spacious floor plan offers 3 bedrooms, 3 full baths plus a den. The primary suite has a luxurious ba...

Listed by Coldwell Banker Realty

SouthWest Florida Naples MLS (NABOR)
6906 Winding Cypress DR, Naples, FL 34114
1/42 42

$875,000

Pending

Single Family Home

3 Beds 3 Baths 2,124 SqFt

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 ...

Listed by Berkshire Hathaway FL Realty

SouthWest Florida Naples MLS (NABOR)
7167 Live Oak DR, Naples, FL 34114
1/41 41
Exclusive Listing

$640,000

Active

Single Family Home

3 Beds 2 Baths 1,544 SqFt

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 m...

Listed by Realty One Group MVP

SouthWest Florida Naples MLS (NABOR)
7675 Winding Cypress DR, Naples, FL 34114
1/50 50

$1,399,000

Pending

Single Family Home

3 Beds 3 Baths 2,496 SqFt

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...

Listed by Premier Sotheby's Int'l Realty

SouthWest Florida Naples MLS (NABOR)
6754 Pennyroyal DR, Naples, FL 34114
1/49 49

$985,000

Active

Single Family Home

3 Beds 3 Baths 2,158 SqFt

6754 Pennyroyal DR, Naples, FL 34114

From the moment you drive into the beautiful community of Winding Cypress you will feel welcomed. The stunning entry to ...

Listed by Coldwell Banker Realty

SouthWest Florida Naples MLS (NABOR)
7355 Mockingbird CT, Naples, FL 34114
1/46 46

$999,900

Price Dropped by $100K

Single Family Home

3 Beds 2 Baths 2,198 SqFt

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 acr...

Listed by The Agency Naples

SouthWest Florida Naples MLS (NABOR)
7370 Mockingbird CT, Naples, FL 34114
1/27 27

$695,000

Price Dropped by $35K

Single Family Home

2 Beds 2 Baths 1,805 SqFt

7370 Mockingbird CT, Naples, FL 34114

Welcome to your dream home at 7370 Mockingbird Court in beautiful Naples, FL! This charming 2-bedroom, 2-bathroom reside...

Listed by Compass Florida LLC

SouthWest Florida Naples MLS (NABOR)
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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
dali logo GOLDScreenshot 2024-09-14 at 2.17.42 AM

Premiere Plus Realty

Dali Mihajlovic

License ID: SL3467725

+1(630) 915-1752 daliflhomes@gmail.com

1545 Pine Ridge Rd, Naples, FL, 34109, USA
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Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
dali logo GOLDScreenshot 2024-09-14 at 2.17.42 AM

Premiere Plus Realty

Dali Mihajlovic

License ID: SL3467725

+1(630) 915-1752 daliflhomes@gmail.com

1545 Pine Ridge Rd, Naples, FL, 34109, USA
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Rent
      1. For Rent
      Property Management
      1. Property Management
      About
      1. Contact Us
      2. Reviews
      Market Snapshot

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility