Listing Provided Courtesy of Premiere Plus Realty Company
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.
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:
$599,999
MLS #:
226006913
Status:
Active
Beds:
2
Baths:
2
Type:
Villa – Attached
Subtype:
Villa Attached
Subdivision:
WINDING CYPRESS
Neighborhood:
windingcypress
Listed Date:
Feb 14, 2026
Finished Sq Ft:
1,554
Total Sq Ft:
1,914
Lot Size:
5,227 sqft / 0.12 acres (approx)
Year Built:
2018
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Refrigerator/Icemaker, Self Cleaning Oven, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Electric
Flooring
Tile
Heating
Central Electric
Laundry Features
Laundry in Residence
Exterior
Architectural Style
Ranch, Villa Attached
Association 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
Community Features
Clubhouse, Pool, Dog Park, Fitness Center, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated
Construction Materials
Concrete Block, Stucco
Exterior Features
Screened Lanai/Porch
Other Structures
Tennis Court(s)
Parking Features
Driveway Paved, Attached
Parking Spots
2
Roof
Tile
Security Features
Smoke Detector(s), Gated Community
Financial
HOA Fee
$6,248
Tax Year
2025
Taxes
$4,608
Map
Community
- Address7733 Jacaranda LN NAPLES FL
- SubdivisionWINDING CYPRESS
- CityNAPLES
- CountyCollier
- Zip Code34114
Market Summary
Current real estate data for Villa – Attached in NAPLES as of Mar 16, 2026
497
Villa – Attached Listed
104
Avg DOM
400
Avg $ / SqFt
$730,387
Avg List Price
Property Summary
- Located in the WINDING CYPRESS subdivision, 7733 Jacaranda LN NAPLES FL is a Villa – Attached for sale in NAPLES, FL, 34114. It is listed for $599,999 and features 2 beds, 2 baths, and has approximately 1,554 square feet of living space, and was originally constructed in 2018. The current price per square foot is $386. The average price per square foot for Villa – Attached listings in NAPLES is $400. The average listing price for Villa – Attached in NAPLES is $730,387. To schedule a showing of MLS#226006913 at 7733 Jacaranda LN in NAPLES, FL, contact your Carney Realty & Associates, Inc. agent at 239-574-1965.
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