View of pool with a lanai, a water view, a sunroom, and a pool with connected hot tub

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3992 Skysail Dr., Naples, FL 34120

$755,000 Sold

Beds
3
Baths
2
Sq Ft
2,309
Built
2023

MLS# 225067849 Listed at $774,900 Sold January 15, 2026

Fees & taxes

Annual fees
$2,436
Seller’s 2024 taxes
$9,909

Community

SkySail

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Listing description

Step into this expansive and beautifully upgraded ranch home offering 3 spacious bedrooms, 2 full bathrooms, a private den, and a 3-car garage. Perfectly designed for both everyday living and entertaining, this light-filled residence blends modern elegance with comfortable style, all while enjoying breathtaking water views—one lake in back and another just across the street. Inside, you’ll find a thoughtfully designed open layout accented by plank tile flooring, tray ceilings, plantation shutters, custom fans, and recessed lighting throughout. The chef’s kitchen is a true showpiece, featuring quartz countertops, stainless steel appliances, gas cooking, oversized pendant lighting, a polished tile backsplash, wine cooler, walk-in pantry, and a butler’s pantry for added storage and prep space. French doors lead to a versatile den—ideal for a home office, hobby room, or additional guest space.
The primary suite offers a luxurious retreat with dual sinks, a spacious walk-in shower, and two generous walk-in closets. Two additional bedrooms provide comfort for family and guests alike.
Outdoor living is just as impressive. The lanai featuring a picture screen cage and sparkling pool with sun shelf and fountain create a private backyard oasis, complete with gas hookup, electric and plumbing, ready for your dream outdoor kitchen. A covered front porch adds charm and invites you to relax and enjoy the tranquil surroundings.
Beyond the home, the amenity-rich community offers something for everyone. Explore scenic biking and jogging trails, unwind at the sprawling clubhouse and lakehouse, or stay active at the fitness center, tennis courts, pickleball, basketball, and lap pool. For more leisurely days, enjoy the resort-style pool, outdoor fire pit, fishing pier, play area, dog park, or the game room with catering kitchen for gatherings.
Blending refined finishes, thoughtful upgrades, and resort-style amenities, this home delivers the ultimate Florida lifestyle in a one-of-a-kind lakefront setting.

Property details

Building & ownership

Ownership
Single Family
Furnishings
Unfurnished
Building style
Ranch, Single Family
Floor plan
Great Room, Split Bedrooms
Construction
Concrete Block, Stucco
Roof
Tile
Lot size
0.2 acres
Lot description
Across From Waterfront, Regular

Interior

Features
Built-In Cabinets, French Doors, Pantry, Smoke Detectors, Tray Ceiling(s), Walk-In Closet(s), Window Coverings
Flooring
Carpet, Tile
Cooling
Ceiling Fan(s), Central Electric
Additional rooms
Den - Study, Great Room, Laundry in Residence, Screened Lanai/Porch

Kitchen & dining

Kitchen
Island, Walk-In Pantry
Appliances
Gas Cooktop, Dishwasher, Disposal, Microwave, Refrigerator/Icemaker, Wall Oven, Wine Cooler
Dining
Breakfast Bar, Eat-in Kitchen

Outdoor & view

View
Lake, Landscaped Area
Rear exposure
South
Exterior
Screened Lanai/Porch
Storm protection
Impact Resistant Doors, Impact Resistant Windows

Parking

Garage
Yes
Car port
No
Spots
3
Description
Attached

Pool & spa

Private pool
Yes
Private spa
No
Community pool
Yes
Pool description
Community, Below Ground, Concrete, Gas Heat
Spa description
Community

Waterfront

Waterfront
Yes
Description
Lake
Gulf access
No
Boat / dock
None

Community amenities

Amenities
Basketball Court, Bike And Jog Path, Clubhouse, Pool, Community Room, Spa/Hot Tub, Dog Park, Fitness Center, Fishing Pier, Pickleball, Play Area, Sidewalk, Tennis Court(s), Underground Utility
Elevator
None
Security
Smoke Detector(s), Gated Community

What the fees cover

Maintenance
Irrigation Water, Lawn/Land Maintenance, Manager, Sewer, Street Lights, Street Maintenance

Pets & leasing

Pets allowed
Yes
Leases per year
2
Minimum lease
180 days
Restrictions
Architectural, No RV

Schools

Elementary
Corkscrew Elementary
Middle
Corkscrew Middle School
High
Palmetto Ridge

Additional details

Parcel number
73650003387
Potential short sale
No

Listing last updated January 19, 2026

Listing courtesy of John R Wood Properties · 239-280-2000

Destinations & driving times from 3992 Skysail Dr

Every destination named here is described in the Destinations chapter of the 2027 Naples Buyer’s Guide.

Driving times are estimated from this home’s location, using OpenStreetMap road data.

Dining & Shopping near 3992 Skysail Dr., Naples, FL 34120 – #225067849, by driving distance
NameMilesETA
Galleria Shoppes at Vanderbilt 18.6 mi 33 min
Mercato 20.3 mi 36 min
Waterside Shops 22.6 mi 39 min
Venetian Village 24.7 mi 42 min
Coastland Center 25.6 mi 41 min
Miromar Outlets 26.9 mi 41 min
Fifth Avenue South 27.5 mi 45 min
Coconut Point 27.6 mi 44 min
Third Street South 28.6 mi 48 min
Gulf Coast Town Center 31.2 mi 45 min

Flood zones & evacuation

Two different things, measured by two different agencies. Evacuation zones are about storm surge and who leaves first. Flood zones are FEMA’s insurance rating, and they vary from home to home.

Hurricane evacuation zone

Zone F Collier

The last zone called, and only in the strongest storms.

Called firstCalled last
FEMA flood zone

Mostly Zone AH

Shallow ponding, 1–3 ft

Most of the lot is inside a Special Flood Hazard Area, where a federally backed mortgage requires flood insurance. Part of the lot lies in another zone.

FEMA flood maps and Collier County Emergency Management. A revised Collier County flood map is in preparation and may change these zones.

A starting point, not a determination. Your lender will require its own flood zone determination before closing, and your insurer will normally require an elevation certificate — a surveyor’s measurement of how high the building actually sits — before quoting. Those documents govern; this does not replace either. Zones can also be amended individually through FEMA.

Flood zones, evacuation, and insurance are explained in the Risk, Resilience & Insurance chapter of the 2027 Naples Buyer’s Guide.

Flood zones across SkySail

Jeffrey Waldman

Jeffrey Waldman

REALTOR® and Owner, Naples Abodes

Call (239) 450-3763 Text (239) 450-3763

Florida License SL3295589

“By far, Jeff has been the best.”
Ray & Diane Kolodziej

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