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$750,000 Sale Pending
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Property Description
One or more photo(s) has been virtually staged, AI generated or rendered. Experience a lifestyle unlike any other in Southwest Florida at Wing South Airpark, Naples' private gated aviation community. Welcome all! Whether you're a pilot, aircraft owner, or just appreciate the unique fly-in lifestyle, this exceptional property offers a rare opportunity to live in one of only 59 homes with shared ownership of a private 4,400' x 100' lighted paved runway. This well-maintained residence features a two-car garage, convenient car/plane-port with direct access taxiway, and a private screened swimming pool that creates the perfect setting for relaxing and entertaining year-round. The spacious screened lanai provides seamless sun or shade, indoor-outdoor Florida living in a peaceful setting. Recent improvements include a brand-new metal roof, newer appliances include water heater, washer, dryer, range, and dishwasher. The home also features quality vinyl wood-look flooring, refreshed landscaping, a freshly painted exterior, and a newly painted pool deck. This home awaits your touches or updates. All furnishings and contents currently in the home may remain, offering a move-in-ready opportunity. Owners at Wing South Airpark enjoy access to a pilot lounge/clubhouse, aircraft tie-down facilities, and discounted on-site aviation fuel. Each homesite includes a 1/59th ownership interest in the community's private 4,400' x 100' lighted paved runway. Ideally located just minutes from downtown Naples, residents enjoy convenient access to world-class dining, shopping, entertainment, schools, churches, and the pristine Gulf beaches. The renowned Fifth Avenue South and Third Street South districts are only a short drive away. You do not need to own an aircraft or be a pilot to live here. This unique community appeals to aviation enthusiasts and non-pilots alike who appreciate the privacy, security, and distinctive character of a fly-in neighborhood. OWNER FINANCING may be considered. Agent see confidential remarks. Airpark Information FAA Identifier: FA37 Runway: 18/36 Runway Length: 4,400' x 100' CTAF/UNICOM: 122.9Cypress VOR: 108.6 (4.6 NM) Coordinates: 26°06'09" N / 81°42'02" W Rarely available and exceptionally located, this is a unique opportunity to live, fly, swim, and relax in one of Naples' most distinctive communities. One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered.
Full Property Details
Full Property Details for 3940 Skyway Dr #55
General
- Price: $750,000
- HOA FEE: $363/month
- HOA FEE FREQ.: Quarterly
- Taxes: (2025)
- Status: Pending
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 226022994
- Updated: 8/15/2026
- Added to Site: 69 day(s) ago
Rental Information
- Lease/Rent Term: 90
- Min. Lease (Days): 90
Interior
- Interior Features: Den - Study, Wired for Data, Entrance Foyer, Volume Ceiling
- Appliances: Electric Cooktop, Dishwasher, Disposal, Dryer, Range, Refrigerator/Freezer, Washer
- Furnishings: Partially
- Flooring: Carpet, Vinyl
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Primary Bathroom: Shower Only
Bedrooms
- Total Bedrooms: 2
- Primary Bedroom: Master BR Ground
Other Rooms
- Kitchen: Kitchen Island
- Dining Room: Breakfast Bar, Breakfast Room, Eat-in Kitchen
- Laundry: Washer/Dryer Hookup, Inside, Sink
Additional Information
- Shared Amenities: Clubhouse, Community Room, See Remarks, Gated
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground, Concrete, Screen Enclosure
- Security/Safety: Safe
- Equipment: Generator
Exterior
- Exterior Features: Automatic Sprinkler
- Porch/Patio/Deck: Open Porch/Lanai, Screened Lanai/Porch, Deck, Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Carports: Yes
- Carport Spaces: 2
- Covered Spaces: 4
- Parking Features: Garage Door Opener, Attached, Attached Carport
Location
- Area: NA18 - N/O Rattlesnake to Davis
- County: Collier
- Subdivision: WING SOUTH AIRPARK
- Building Name: WING SOUTH AIRPARK
- Driving Directions: Rattlesnake Hammock to Skyway Dr. Proceed to the gate entry box on the left of the road before the gate. Stay left after entering the gate, go to the end of the road and turn right, then take the next right. Home on the right.
- Direction Faces: North
Community
- Assoc. Fees Include: Maintenance Grounds, Legal/Accounting, Manager, Street Maintenance
- Units Assoc/Comm: 59
- Pets Allowed: Yes
- Management Type: Professional
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Electric
- Heating Type: Central Electric
Utilities
- Sewer: Central
- Water: Central
- Cable Available: Yes
- Utility Description: Underground Utilities, Cable Available
Structural Information
- Description/Design: Single Family Residence
- Exterior Const.: Concrete Block, Stucco
- Roof: Metal
- Windows: Jalousie, Sliding
- Entry Floor Number: 1
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 1,713
- Sq. Ft. Source: Property Appraiser Office
- Living Area: 1,713 Sq. Ft.
- Year Built: 1974
Lot Features
- Property View: Lake, Landscaped Area
- Lot Size (Acres): 0.36
- Lot Size (Sq. Ft.): 15,681
- Lot Size Source: Property Appraiser Office
- Lot Dimensions: 125 x 125 x 100 x 100
- Frontage: Private Road
- Frontage Feet: 125
- Irrigation System: Central
- Lot Features: Regular, Zero Lot Line
- Lot Description: Regular, Zero Lot Line
Water Features
- Water Front Desc.: None
- Canal Width: None
Financial Considerations
- Condo Fee: $1,088
- Condo Fee Freq: Quarterly
- Tax Year: 2025
- Terms: Buyer Finance/Cash, Owner Will Carry
Disclosures and Reports
- Ownership: Condo
- Legal Description: WING SOUTH INC A CONDOMINIUM LOT 55
- Property ID: 82942200009
- Section: 16
- Lot Number: 55
Listed by Premiere Plus Realty Company
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Schools
Schools serving 3940 Skyway Dr #55
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Lely Elementary School 8125 Lely Cultural Parkway, Naples, FL 34113 | PK-5 | 1.2 mi |
East Naples Middle School 4100 Estey Avenue, Naples, FL 34104 | 6-8 | 3.7 mi |
Lely High School 1 Lely High School Boulevard, Naples, FL 34113 | 9-12 | 2.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 3940 Skyway Dr #55
Date
Details
Price
Change
Source
6/17/2026
Listed
$750,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 3940 Skyway Dr #55
Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,650
8%
$427,912
10%
2024
$5,223
7%
$389,011
10%
2023
$4,865
37%
$353,646
21%
2021
$3,564
-16%
$292,269
-9%
2022
$4,225
19%
$321,496
12%
2021
$3,564
4%
$287,406
2%
2019
$3,436
1%
$282,595
1%
2018
$3,386
1%
$279,020
1%
2017
$3,368
182%
$275,776
118%
2016
$1,193
-1%
$126,264
1%
2015
$1,199
19%
$125,386
1%
2014
$1,011
-14%
$124,391
1%
2013
$1,176
—
$122,553
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 3940 Skyway Dr #55
3940 Skyway Dr #55, Naples, FL 34112 (MLS# 226022994) is a Single Family property with 2 bedrooms and 2 full bathrooms. 3940 Skyway Dr #55 is currently listed for $750,000 and was received on June 17, 2026. Want to learn more about 3940 Skyway Dr #55? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

