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Winding Cypress Open Houses

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  • /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

    Agent Photo

    Taylor Smith

    Premier Sotheby's Int'l Realty

    (239) 396-4003

    7520 Blackberry Dr, Naples, FL 34114
  • /35

    $720,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,654 Sq Ft

    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 shining example of comfort, style, and thoughtful design. Ideally positioned to offer peaceful water and sunset views, has been meticulously maintained and invites you to enjoy the absolute best in a Florida lifestyle.Step inside through a welcoming entryway and discover an

    Theresa Bocka William Raveis Real Estate

    6787 Winding Cypress Dr, Naples, FL 34114
  • /40

    $979,900 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,186 Sq Ft

    6787 Pennyroyal Dr, Naples, FL 34114

    Beautiful 2022 mystique model contemporary home.long corner private lot , beautiful long lake view on one of the largest lakes in WC. Ready for imediate occupancy most furniture has been removed. marble design tile floor, custom wood moldings & beams in trey ceiling in gathering room, upgraded kitchen back splash and faucet ,custom molding in foyer , Custom wall design in master bedroom ,

    Linda Covino Royal Shell Real Estate, Inc.

    6787 Pennyroyal Dr, Naples, FL 34114
  • /43

    $895,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,230 Sq Ft

    7211 Live Oak Dr, Naples, FL 34114

    Experience Your Best Life at Winding Cypress! Ready to live like you're on vacation every single day? This isn't just a home; it's your personal retreat in the highly sought-after Winding Cypress community. This spectacular Summerville Extended model is meticulously designed for those who crave the perfect blend of resort-style luxury and sophisticated comfort.Imagine waking up to

    Felicia Saraceno eXp Realty LLC

    7211 Live Oak Dr, Naples, FL 34114
  • /32

    $650,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft

    7815 Jacaranda Ln, Naples, FL 34114

    PRICED TO SELL!! This beautiful Cressida model villa in highly sought-after Winding Cypress offers two bedrooms, two baths plus a den along with a two-car air-conditioned garage. The den can be easily converted into a third bedroom. Step onto your lanai with the largest pool and hot tub available in a villa. Couple that with a spectacular long lake view and you truly have a one-of-a-kind home.

    Kati Bepko Coldwell Banker Realty

    7815 Jacaranda Ln, Naples, FL 34114
  • /27

    $695,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,805 Sq Ft

    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 residence, with a versatile den that can easily be converted into a third bedroom, offers a spacious 1,805 square feet of living space, perfectly nestled on an 8,276 square foot lot.Step inside to discover a welcoming interior featuring both carpet and tile floors, ideal for

    Joseph Scott Compass Florida LLC

    7370 Mockingbird Ct, Naples, FL 34114

Home Trends in Winding Cypress, FL

Housing Trends

Median Sale Price
$850,000
Median Single Family Sale Price
$899,000
Median Townhouse Sale Price
$624,900
Median 2 Bedroom Sale Price
$539,000
Average Price Per Sq Ft
$440
Number of Homes for Sale
22
Last 12 months Home Sales
80
Months of Supply
3.30
Median List Price
$899,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
-3%
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