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
SkySailQuestions about this home?
Ask about this home or what available homes are like it.
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
The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2026 M.L.S. of Naples, Inc. 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.
Displayed under License No. SL3295589.
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.
| Name | Miles | ETA |
|---|---|---|
| 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 |
| Name | Miles | ETA |
|---|---|---|
| Nearest beach access: Vanderbilt Beach at Bluebill Ave. | 20 mi | 36 min |
| Delnor-Wiggins Pass State Park | 20 mi | 35 min |
| Clam Pass Park | 23.7 mi | 41 min |
| Barefoot Beach Preserve | 24.6 mi | 40 min |
| Bonita Beach | 24.8 mi | 40 min |
| Via Miramar Beach | 26.2 mi | 45 min |
| Lowdermilk Park | 26.8 mi | 44 min |
| Naples Municipal Beach and Pier | 28.7 mi | 48 min |
| Lovers Key State Park | 29.6 mi | 51 min |
| Tigertail Beach Park | 36 mi | 63 min |
| Name | Miles | ETA |
|---|---|---|
| Artis—Naples | 22.5 mi | 39 min |
| Gulfshore Playhouse | 26.9 mi | 43 min |
| Sugden Community Theatre | 27.6 mi | 45 min |
| Music & Arts Community Center | 36.1 mi | 51 min |
| Barbara B. Mann Performing Arts Hall | 40.5 mi | 59 min |
| Name | Miles | ETA |
|---|---|---|
| Big Corkscrew Island Regional Park | 6.3 mi | 14 min |
| Corkscrew Swamp Sanctuary | 11 mi | 21 min |
| North Collier Regional Park | 17.1 mi | 33 min |
| Paradise Coast Sports Complex | 19.7 mi | 36 min |
| Fred W. Coyle Freedom Park | 24.9 mi | 39 min |
| Naples Zoo | 25.7 mi | 43 min |
| Gordon River Greenway Park | 25.8 mi | 41 min |
| Baker Park | 27 mi | 44 min |
| Cambier Park | 27.8 mi | 45 min |
| Sugden Regional Park | 27.8 mi | 45 min |
| Naples Botanical Garden | 28.6 mi | 47 min |
| Name | Miles | ETA |
|---|---|---|
| NCH North Naples Hospital | 17.7 mi | 31 min |
| Physicians Regional Pine Ridge Rd. | 18.6 mi | 33 min |
| Physicians Regional Collier Blvd. | 23.1 mi | 40 min |
| NCH Baker Downtown | 27.1 mi | 45 min |
| Name | Miles | ETA |
|---|---|---|
| Naples Airport (APF) | 25.3 mi | 41 min |
| Marco Island Executive Airport (MKY) | 32.4 mi | 57 min |
| Southwest Florida International Airport (RSW) | 37.5 mi | 54 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.
Zone F Collier
The last zone called, and only in the strongest storms.
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.
Flood zones, evacuation, and insurance are explained in the Risk, Resilience & Insurance chapter of the 2027 Naples Buyer’s Guide.
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.”
Ask me about this home
Or book a call with me
Pick a day and a time that suit you and I will call.
