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Discover effortless luxury in this impeccably maintained villa—your private oasis in Naples' premier gated community, Winding Cypress. This inviting 2-bedroom + den, 2-bath home delivers exceptional comfort and versatility.
Both bedrooms feature generous walk-in closets. The guest suite offers true privacy with a hallway pocket door that creates a secluded en-suite retreat. Bathrooms showcase floor-to-ceiling porcelain tile, frameless glass showers, and spa-like sophistication. The master bath elevates your routine with a dramatic full-wall custom mirror and elegant drop-down designer lighting.
The flexible den, enclosed by beautiful glass panel doors, adapts effortlessly as a home office or third bedroom. Step into the expansive Great Room with soaring ceilings for an open, airy vibe—perfect for entertaining or unwinding after a day in Naples.
The chef's kitchen impresses with premium quartz countertops, solid wood soft-close cabinets, and natural gas cooking. High-traffic porcelain tile flooring flows throughout, paired with smooth-finish walls for a clean, modern, low-maintenance aesthetic.
Outside, a premium lot provides generous spacing between villas and captivating views over the community's second-largest lake—where the serene water vistas create an unparalleled sense of tranquility and timeless appeal. West-facing orientation captures breathtaking sunsets reflecting off the shimmering waters, while south-facing exposure floods the interior with natural light. Plenty of space awaits an extended lanai or private pool, all enhanced by the soothing backdrop of the lake.
Built for peace of mind: impact windows and doors boost energy efficiency, reduce noise, and lower insurance premiums—no flood insurance required in FEMA Zone X. Appliances, A/C, and water heater have performed flawlessly since new. Fiber optic connectivity ensures ultra-fast internet and seamless 4K streaming. Natural gas powers cooking, drying, hot water, and preps for a whole-home generator.
Nestled in gated Winding Cypress—praised as Naples' best lifestyle value with remarkably low HOA fees that cover comprehensive maintenance (lawn care, irrigation, community upkeep) plus full access to extensive high-end amenities—you'll embrace the pet-friendly lifestyle with two dedicated dog parks, miles of scenic walking/biking trails across 800+ acres of preserved natural land, and a vibrant social calendar with events curated by the on-site activities director.
Resort-style perks include the on-site Shady Palm Café for casual dining and drinks, state-of-the-art fitness center with movement/yoga room, sparkling resort pool and spa, lighted tennis and pickleball courts, bocce courts, community garden, fire pit, and more—all accessible by foot, bike, or golf cart.
Conveniently located between downtown Naples and Marco Island, you're minutes from pristine beaches, upscale shopping, and fine dining.
Paradise is calling.
Property Details
Price: $585,000
Sq Ft: 1,554
($376 per
sqft)
Bedrooms: 2
Bathrooms: 2
City: Naples
County: Collier
Type: Single Family
Development: Winding Cypress
Acres: 0.1200
Year Built: 2018
Listing Number: 226006913
Status Code: A-Active
Taxes: $4,607.54
Tax Year: 2025
Garage:
2
/
Y
Furnishings: Unfurnished
Pets Allowed: Limits
Interior Features:
Built- In Cabinets
Custom Mirrors
French Doors
Pantry
Smoke Detectors
Walk- In Closet(s)
Window Coverings
Amenities:
Bocce Court
Clubhouse
Pool
Community Room
Spa/ Hot Tub
Dog Park
Fitness Center
Internet Access
Library
Pickleball
Private Membership
Restaurant
Sidewalk
Streetlight
Tennis Court(s)
Underground Utility
Financial Information:
Taxes: $4,607.54
Tax Year: 2025
Association Fee: $6,248.00
Association Description: Mandatory
Exterior Features:
Screened Lanai/ Porch
Equipment:
Dishwasher
Disposal
Dryer
Microwave
Range
Refrigerator/ Freezer
Refrigerator/ Icemaker
Self Cleaning Oven
Washer
View:
Y
Waterfront Description:
Lake
Additional Information:
Building Description: Ranch, Villa Attached
Building Design: Villa Attached
Community Type: Gated
MLS Area: Winding Cypress
Total Square Footage: 1,914
Total Rooms: 8
Total Floors: 1
Water: Central
Construction: Concrete Block, Stucco
Date Listed: 2026-02-14 00:00:00
Pool Description: Community
Furnished: Unfurnished
Kitchen Description: Gas Available, Island, Pantry
Windows: Window Coverings
Parking: Driveway Paved, Attached
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Tile
Roof: Tile
Heating: Central Electric
Cooling: Central Electric
Storm Protection: Impact Resistant Doors, Impact Resistant Windows
Security: Smoke Detector(S), Gated Community
Laundry: Laundry In Residence
Irrigation: Reclaimed
Pets: Limits
Restrictions: Architectural, Deeded, Endangered Species
Maintenance: Insurance, Lawn/ Land Maintenance, Manager, Rec Facilities, Repairs, Reserve, Security, Sewer, Street Lights, Street Maintenance
Rear Exposure: W
Lot Desc.: Irregular Lot, Oversize
Amenities: Bocce Court, Clubhouse, Pool, Community Room, Spa/ Hot Tub, Dog Park, Fitness Center, Internet Access, Library, Pickleball, Private Membership, Restaurant, Sidewalk, Streetlight, Tennis Court(S), Underground Utility
Map of 7733 Jacaranda Ln, Naples, FL 34114
Listing Courtesy Of: Premiere Plus Realty Company
jeffrey@jeffreywaldman.com