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Winding Cypress, Naples, FL Homes for Sale | Realty.com
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

    37 listings
    Sell

    Selling Options

    • What's my home worth?
    • Compare selling options
    • Get an instant cash offer
    • Buy before you sell

    Resources

    • How selling works
    • When should I sell?
    • Home selling tips
    • Pricing your home
    • What's worth fixing first
    • Find a seller's agent
    Home Loans
    Find an Agent
    Save search

    Homes for Sale in Winding Cypress, Naples, FL

    Homes for Sale in Winding Cypress, Naples, FL

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    12 of 37 Listings
    Map

    Homes for Sale in Winding Cypress, Naples, FL

    12 of 37 Listings

    1. 7259 Live Oak Dr — photo9Active

      $969,000

    3 bd · 3 ba · 2,500 sqft

    7259 Live Oak Dr, Naples, FL

    Linda Covino · Royal Shell Real Estate, Inc.

  • 7383 Mockingbird Ct — photo50Active

    $1,550,000

    4 bd · 4 ba · 3,696 sqft

    7383 Mockingbird Ct, Naples, FL

    Bob Cowan · Compass Florida LLC

  • 6932 Cocoplum St — photoOpen house Sun, Nov 22 · 1:00 PM49Active

    $1,575,000

    3 bd · 3 ba · 2,496 sqft

    6932 Cocoplum St, Naples, FL

    James Pilkington, PA · WeichertRealtors-ParadiseHomes

  • 7591 Jacaranda Ln — photoPrice Reduced50Active

    $539,000

    2 bd · 2 ba · 1,554 sqft

    7591 Jacaranda Ln, Naples, FL

    Kristina Lambros · Keller Williams Marco Realty

  • 7775 Winding Cypress Dr — photoOpen house Sun, Nov 15 · 1:00 PM50Active

    $990,000

    4 bd · 3 ba · 3,206 sqft

    7775 Winding Cypress Dr, Naples, FL

    Theresa Bocka · William Raveis Real Estate

  • 7098 Live Oak Dr — photoOpen house Sun, Nov 15 · 1:00 PM29Active

    $520,000

    3 bd · 2 ba · 1,554 sqft

    7098 Live Oak Dr, Naples, FL

    Julie Blanton · John R Wood Properties

  • 7235 Live Oak Dr — photoOpen house Sun, Nov 15 · 12:00 PM42Active

    $925,000

    3 bd · 3 ba · 2,300 sqft

    7235 Live Oak Dr, Naples, FL

    Linda Covino · Royal Shell Real Estate, Inc.

  • 7247 Clamshell Ln — photo28Active

    $1,549,000

    4 bd · 4 ba · 3,656 sqft

    7247 Clamshell Ln, Naples, FL

    Sheila Kumar · Real Broker, LLC

  • 7602 Jacaranda Ln — photoPrice Reduced39Active

    $548,000

    2 bd · 2 ba · 1,554 sqft

    7602 Jacaranda Ln, Naples, FL

    Melissa Alic Jones, PA · Florida Listing Experts LLC

  • 7072 Live Oak Dr — photoPrice ReducedOpen house Sun, Nov 15 · 1:00 PM50Active

    $1,350,000

    4 bd · 4 ba · 3,350 sqft

    7072 Live Oak Dr, Naples, FL

    Reilly McGregor · Harborview Realty Inc

  • 6907 Cocoplum Street — photo35Active

    $1,295,000

    3 bd · 3 ba · 2,515 sqft

    6907 Cocoplum Street, Naples, FL

    Michael Dorobanti · Compass Florida LLC

  • 7230 Live Oak Dr — photoPrice ReducedOpen house Sun, Nov 15 · 2:00 PM43Active

    $1,100,000

    3 bd · 3 ba · 2,500 sqft

    7230 Live Oak Dr, Naples, FL

    Linda Covino · Royal Shell Real Estate, Inc.

  • 12
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    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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    Listing data & MLS disclosures

    Midwest Real Estate Data (MRED)
    Based on information submitted to the MLS GRID as of 2026-09-30 09:49:03 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
    Florida Gulf Coast MLS/Royal Palm Coast Realtor Association(SWFLMLS)
    IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
    Listing information ©2026 Florida Gulf Coast MLS®, Inc®. All Rights Reserved. Last Updated: 2026-11-11 19:27:53 UTC