Winding Cypress, FL - single-family homes for sale

35 of 35 results displayed

New
$1,645,000Active
4 beds 4 baths3,656 sq. ft.
7247 Clamshell Lane, Naples, FL 34114
MLS# 226008865Listed by: REAL BROKER, LLC
New
$549,000Active
2 beds 2 baths1,574 sq. ft.
7785 Jacaranda Lane, Naples, FL 34114
MLS# 226008984Listed by: PREMIER SOTHEBY'S INT'L REALTY
New
$989,000Active
2 beds 2 baths2,036 sq. ft.
7545 Geranium Way, Naples, FL 34114
MLS# 226009304Listed by: COLDWELL BANKER REALTY
$659,000Pending
2 beds 2 baths1,554 sq. ft.
7717 Jacaranda Lane, Naples, FL 34114
MLS# 226009024Listed by: REALTY ONE GROUP MVP
$899,000Active
3 beds 2 baths2,188 sq. ft.
7460 Blackberry Drive, Naples, FL 34114
MLS# 226007913Listed by: PREMIER SOTHEBY'S INT'L REALTY
$599,999Active
2 beds 2 baths1,554 sq. ft.
7733 Jacaranda Lane, Naples, FL 34114
MLS# 226006913Listed by: PREMIERE PLUS REALTY COMPANY
$630,000Active
2 beds 2 baths1,554 sq. ft.
7121 Live Oak Drive, Naples, FL 34114
MLS# 226006762Listed by: JOHN R WOOD PROPERTIES
$949,900Active
3 beds 2 baths2,100 sq. ft.
6844 Winding Cypress Drive, Naples, FL 34114
MLS# 226005365Listed by: ROYAL SHELL REAL ESTATE, INC.
$499,000Pending
2 beds 2 baths1,554 sq. ft.
7658 Jacaranda Lane, Naples, FL 34114
MLS# 226005810Listed by: WILLIAM RAVEIS REAL ESTATE
$649,000Active
2 beds 2 baths1,554 sq. ft.
7639 Jacaranda Lane, Naples, FL 34114
MLS# 226005934Listed by: PREMIER SOTHEBY'S INT'L REALTY
$845,000Active
3 beds 3 baths2,158 sq. ft.
6754 Pennyroyal Drive, Naples, FL 34114
MLS# 226004334Listed by: REALTY ONE GROUP MVP
$639,900Active
2 beds 2 baths1,659 sq. ft.
7255 Live Oak Drive, Naples, FL 34114
MLS# 226002887Listed by: ROYAL SHELL REAL ESTATE, INC.
$550,000Pending
3 beds 2 baths1,554 sq. ft.
7176 Live Oak Drive, Naples, FL 34114
MLS# 226000537Listed by: JOHN R WOOD PROPERTIES
Open Sun, 1 to 4pm
$949,000Active
3 beds 2 baths2,186 sq. ft.
7679 Winding Cypress Drive, Naples, FL 34114
MLS# 226000491Listed by: PREMIERE PLUS REALTY COMPANY
$1,499,900Active
4 beds 4 baths3,350 sq. ft.
7072 Live Oak Drive, Naples, FL 34114
MLS# 225084091Listed by: HARBORVIEW REALTY INC
$943,000Pending
3 beds 3 baths2,150 sq. ft.
6698 Pennyroyal Drive, Naples, FL 34114
MLS# 225082316Listed by: PREMIER SOTHEBY'S INT'L REALTY
$1,050,000Active
4 beds 3 baths3,036 sq. ft.
6825 Greenbriar Court, Naples, FL 34114
MLS# 225081501Listed by: WILLIAM RAVEIS REAL ESTATE
$679,000Active
3 beds 2 baths2,230 sq. ft.
7057 Live Oak Drive, Naples, FL 34114
MLS# 225074768Listed by: PREMIERE PLUS REALTY COMPANY
$1,098,000Active
3 beds 2 baths2,166 sq. ft.
7457 Winding Cypress Drive, Naples, FL 34114
MLS# 225067825Listed by: GULF COAST INTERNATIONAL PROP
$634,999Active
2 beds 2 baths1,685 sq. ft.
7248 Live Oak Drive, Naples, FL 34114
MLS# 225072028Listed by: WILLIAM RAVEIS REAL ESTATE
$1,595,000Pending
4 beds 4 baths3,656 sq. ft.
7412 Winding Cypress Drive, Naples, FL 34114
MLS# 225067265Listed by: MANUELA REALTY
$698,500Active
3 beds 2 baths1,594 sq. ft.
7670 Jacaranda Lane, Naples, FL 34114
MLS# 225068781Listed by: COLDWELL BANKER REALTY
$875,000Active
3 beds 2 baths2,084 sq. ft.
6902 Winding Cypress Drive, Naples, FL 34114
MLS# 225065830Listed by: WATERFRONT REALTY GROUP INC
$825,000Active
3 beds 3 baths2,128 sq. ft.
6770 Pennyroyal Drive, Naples, FL 34114
MLS# 225065477Listed by: WILLIAM RAVEIS REAL ESTATE
$610,000Pending
2 beds 2 baths1,554 sq. ft.
7690 Jacaranda Lane, Naples, FL 34114
MLS# 225056443Listed by: PREMIER SOTHEBY'S INT'L REALTY
$529,000Active
2 beds 2 baths1,554 sq. ft.
7602 Jacaranda Lane, Naples, FL 34114
MLS# 225051042Listed by: COLDWELL BANKER REALTY
$919,000Active
3 beds 2 baths2,186 sq. ft.
6787 Pennyroyal Drive, Naples, FL 34114
MLS# 225050485Listed by: ROYAL SHELL REAL ESTATE, INC.
$575,000Active
2 beds 2 baths1,574 sq. ft.
7666 Jacaranda Lane, Naples, FL 34114
MLS# 226008768Listed by: EXP REALTY LLC
$925,000Pending
3 beds 2 baths2,118 sq. ft.
6854 Greenbriar Ct, NAPLES, FL 34114
MLS# 225023660Listed by: WILLIAM RAVEIS REAL ESTATE
$549,999Pending
2 beds 2 baths1,554 sq. ft.
7591 Jacaranda Ln, NAPLES, FL 34114
MLS# 225021743Listed by: KELLER WILLIAMS MARCO REALTY
$899,000Pending
3 beds 2 baths2,208 sq. ft.
6763 Pennyroyal Dr, NAPLES, FL 34114
MLS# 225008365Listed by: WILLIAM RAVEIS REAL ESTATE
$659,000Pending
2 beds 2 baths1,554 sq. ft.
7199 Live Oak Dr, NAPLES, FL 34114
MLS# 225001830Listed by: PREMIER SOTHEBY'S INT'L REALTY
$1,050,000Pending
2 beds 2 baths2,062 sq. ft.
7404 Winding Cypress Dr, NAPLES, FL 34114
MLS# 224090027Listed by: PREMIER SOTHEBY'S INT'L REALTY
$969,000Pending
3 beds 2 baths2,018 sq. ft.
7683 Winding Cypress Dr, NAPLES, FL 34114
MLS# 224082513Listed by: JOHN R WOOD PROPERTIES
$509,900Active
2 beds 2 baths1,574 sq. ft.
7638 Jacaranda Lane, Naples, FL 34114
MLS# 224079403Listed by: PREMIER SOTHEBY'S INT'L REALTY

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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 2026 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.”

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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.

Terms of use Accessibility DMCA notice Fraud alert Privacy policy Fair housing Do not sell info NY reasonable accommodation Submit agent or broker complaint

Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.

©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.