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4045 Skyway DR, Naples
$1,225,000
5 Beds ⋅ 3 Baths ⋅ 226033666 MLS ⋅ Wing South Airpark BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. !Attention aviation enthusiasts! Great opportunity to own your own home in Wing South Airpark, a gated, private fly-in community in Southwest Florida. Wing South offers a 4400 ft by 100 ft lighted and paved runway, aviation fuel station, and pilot's lounge. Fly in and taxi to this 2 story, 3500+ sq ft ''hangar'' home. The garage can accommodate small aircraft, plus several cars. It also has a mechanic's pit. Home boasts 5 bedrooms, office, loft, and bonus room with all rooms being very spacious. You will find a large living area with wood burning fireplace, double French Doors, and vaulted wood ceiling with spiral staircase leading to a loft with attached bonus room. The separate dining room can handle a large group; great for entertaining. Adjacent to the dining room you will find the kitchen offering custom cabinetry, eating area, space for dumb waiter, garden window, gas (propane) range, and built-in desk. The primary bedroom located on its own wing, has new carpet, walk-in closet, wood accents, several windows and French door leading out to one of the many tiled balconies. There are two other bedrooms upstairs and two downstairs, plus an office/den. Home has been freshly painted throughout. Enjoy the outdoor living this home has to offer with a private front patio, pool and spa, and wrap-around balcony. Wing South Airpark is located just minutes from downtown Naples' 5th Avenue offering world-class dining and shopping and of course, the beautiful white sand beaches, sparkling Gulf waters and brilliant sunsets that southwest Florida is famous for.

4045 Skyway DR, Naples

Courtesy of Berkshire Hathaway FL Realty.

3967 Skyway DR, Naples
$1,449,000
3 Beds ⋅ 2.5 Baths ⋅ 226031027 MLS ⋅ Wing South Airpark BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to Wing South Airpark, where luxury living and aviation come together in one of Southwest Florida's premier private fly-in communities. Designed for pilots and aviation enthusiasts, this exceptional custom hangar residence is offered well below the cost to replicate its design, aviation infrastructure, and extensive upgrades, presenting an outstanding value in today's market. One of the newest and most complete storm-ready homes in the community, this thoughtfully engineered residence blends modern comfort with exceptional durability. Features include a 22KW Generac whole-home generator, 500-gallon LP tank, tankless gas water heater, impact-rated windows and doors, whole-home fire suppression system, spray foam insulation, private elevator, and a comprehensive whole-home data network with wireless access points and integrated Sonos audio. Dual air filtration with UV light technology further enhances indoor comfort and air quality. Purpose-built for aviation, the insulated, climate-controlled hangar measures approximately 42' x 33' with 13.5-foot clearance and a 40' x 12' hydraulic door rated to withstand 180 mph winds, accommodating a variety of aircraft. Pilots enjoy direct access to the community's newly paved, lighted 4,400-foot runway, along with an on-site fuel station and tie-down facilities. Outdoor living is equally impressive, featuring a fully automated saltwater pool with UV sterilization, advanced chemical management, LED lighting, and a 140,000 BTU heat pump, creating a private resort-style retreat. Ideally located just minutes from downtown Naples, world-class dining, luxury shopping, and the Gulf's renowned white sand beaches, Wing South Airpark offers a lifestyle unlike any other. With limited private hangar inventory available in Southwest Florida, this is a rare opportunity to own one of the community's most thoughtfully designed residences. Schedule your private showing, or better yet, fly in and experience this exceptional lifestyle firsthand.

3967 Skyway DR, Naples

Courtesy of Coldwell Banker Realty.

4085 SKYWAY DR LOT#33, Naples
$695,000
226025646 MLS
Naples, Florida – Wing South Airpark | Private Gated Fly-In Community ?? Where Aviation Meets Coastal Living Discover a rare opportunity to build your dream hangar home in Wing South Airpark, a private gated fly-in community on Florida’s beautiful southwest coast. Here, all vehicles yield to aircraft as neighbors taxi directly from their homes to the 4,400’ lighted paved runway (100’ wide). Property Highlights: Lot Size: 78’ x 130’ Buildable Plot: 63’ x 75’ (not including eaves, A/C, or pool equipment) Minimum Living Area: 1,500 sq. ft. Build your hangar home, garage, pool, and storage with room for all your toys—airplanes, cars, motorhomes, or boats Resident contractor, community builders, and even a resident mechanic available All utilities and fuel club on-site Community Amenities: 1/59th ownership share of all common areas Tennis courts, new pilot lounge, and tie-downs for extra aircraft Secure gated entry and close-knit aviation community Just minutes from Naples beaches, schools, churches, and shopping Navigation Details: ADDIS: 122.9 Runway: 18N / 36S Cypress VOR: 4.6 | Designator: FA37 | Frequency: 108.6 GPS: 26°06'9 N / 081°42'2 W ?? You don’t have to be a pilot to live here—just someone who loves the freedom, convenience, and unique lifestyle of a private aviation community. ?? Build your dream today—learn more about this rare opportunity in Naples!

4085 SKYWAY DR LOT#33, Naples

Courtesy of Premiere Plus Realty Company.

4060 SKYWAY DR Unit 45, Naples
$1,975,000
4 Beds ⋅ 4 Baths ⋅ 226024657 MLS
Experience the ultimate combination of luxury living and private aviation in this exceptional two-story hangar home, ideally located in Naples, Florida. Just minutes from the area's pristine Gulf beaches and the renowned boutiques, restaurants, and entertainment of 5th Avenue South and 3rd Street South, this one-of-a-kind property offers an unmatched lifestyle. Built in 1993 and thoughtfully updated, the home features an open-concept design highlighted by soaring volume ceilings, custom cabinetry, and granite countertops throughout. With three spacious bedrooms, four full bathrooms, a dedicated 10' x 14' office, and an expansive family room, the floor plan is designed for both everyday comfort and effortless entertaining. Recent improvements include all-new appliances, fresh interior and exterior paint, and updated tile flooring. The luxurious primary suite offers walk-in closets, generous storage, and a whirlpool bidet, creating a private retreat. Upstairs, a versatile loft provides the ideal space for a media room, game room, home office, or additional lounge area. Step outside to enjoy the peaceful screened lanai, perfect for relaxing or entertaining year-round. The oversized three-car garage with integrated hangar provide exceptional space for an airplane, helicopter, motorhome, golf cart, or an impressive automobile collection. The garage overhead doors in the front of the home, and the Hangar door is in the rear with access to the taxi way. Best of all, you don't have to be a pilot to appreciate everything this unique community has to offer. Nestled within an exclusive gated aviation community, ownership includes a 1/59 interest in a private 4,400-foot by 100-foot lighted, paved runway, providing convenient access for aviation enthusiasts. The attached aircraft hangar is equipped with a 42-foot bi-fold door offering 11 feet 6 inches of clearance, making it as functional as it is impressive. Offering approximately 7,000 square feet under roof, this remarkable residence is a rare opportunity to enjoy luxury, privacy, and the freedom of aviation in one of Southwest Florida's most sought-after destinations. The office is located off the hangar in the front of the home.

4060 SKYWAY DR Unit 45, Naples

Courtesy of Premiere Plus Realty Company.

3940 Skyway DR Unit 55, Naples
$750,000
2 Beds ⋅ 2 Baths ⋅ 226022994 MLS ⋅ Wing South Airpark BLDG.
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.

3940 Skyway DR Unit 55, Naples

Courtesy of Premiere Plus Realty Company.

4017 Skyway DR, Naples
$425,000
226008977 MLS
NAPLES, FLORIDA-PRIVATE FLY-IN GATED COMMUNITY, 4400' LIGHTED PAVED RUNWAY 100' WIDE, OWN 1/59TH SHARE OF ALL COMMON AREA'S - TENNIS COURTS - PILOT LOUNGE - TIE DOWNS - ADDIS 122.9 - 18N 36S - 130 CYPRESS VOR 4.6 DESIGNATOR FA37 108.6 FREQUENCY. BUILD AND TAXI TO YOUR OWN HANGER HOME (BUILD A MINIMUM 1500 SQ FT LIVING AREA, HANGER HOME), ALL UTILITIES AVAILABLE. FUEL CLUB. CLOSE TO EVERYTHING YOU NEED TO ENJOY THE FLORIDA FLY IN & OUT LIFESTYLE. BUILD A HOME TO HOLD ALL YOUR BIG BOY TOYS!!

4017 Skyway DR, Naples

Courtesy of Downing Frye Realty Inc..

4150 Skyway DR, Naples
$850,000
3 Beds ⋅ 2.5 Baths ⋅ 225063769 MLS ⋅ Wing South Airpark BLDG.
Fly-In Luxury Living in the Heart of Naples! This single family detached residence is poised to become an aviator’s dream home, located in one of Naples’ most unique and sought-after gated communities—where you can fly in, taxi home, and live the ultimate Southwest Florida lifestyle. This well designed 3 bedroom, 2 and a half bath residence features high impact windows and boasts new A/C in 2021. A combination of comfort, privacy, and practicality with a one of a kind feature: nearly 2,000 square feet of garage/hangar space directly connected to the home. Whether you’re a flying enthusiast, collector, or simply value convenience and flexibility, this space is ideal for aircraft, car collections (store 8+ vehicles!), hobby storage or anyone seeking exceptional storage flexibility—with seamless access right from your living area. Enjoy the rare opportunity to taxi straight from the private lighted runway to your attached hangar, measuring 40' wide, 9.5' high, 33' deep. The community features a 4400’ x 100’ paved runway, complete with night lighting, a pilots’ lounge, and fueling privileges through an exclusive membership. Inside, you’ll find bright, inviting living spaces designed for both relaxation and entertaining, complemented by lush landscaping and a tranquil setting. This home offers the perfect blend of aviation access and residential comfort—a true lifestyle property for those who want to live where they fly, while enjoying the close proximity to shopping, restaurants and world class white sand Naples beaches. Live, fly, and thrive where every takeoff and landing starts at home.

4150 Skyway DR, Naples

Courtesy of John R Wood Properties.

Selling Office: John R Wood Properties.

4222 SKYWAY DR LOT#12, Naples
$799,000
224105219 MLS
Naples, Florida – Private Fly-In Gated Community ?? Live the Aviation Lifestyle – Even if You’re Not a Pilot! This rare lot opportunity in Shadowwood Track-B, an extension of the prestigious Wing South Airpark community, offers the perfect canvas to build your dream hangar home. Enjoy the freedom to taxi right from your property to the 4,400’ lighted paved runway (100’ wide)—all within a secure and vibrant aviation neighborhood. Property Highlights: Lot Size: 115’ x 135’ Buildable Plot: 95’ x 100’ (not including eaves, A/C, or pool equipment) Minimum Living Area: Attached hangar home required Board-approved plans included for peace of mind Build a hangar/garage/pool/storage space large enough for all your toys: airplanes, cars, small motorhomes, or boats Community Features: All utilities & fuel available near the new pilot lounge Secure, gated access with a strong aviation community Just minutes from Naples’ famous beaches, shopping, schools, and churches Whether you fly or simply want the unique lifestyle of a fly-in community, this property offers unmatched convenience, flexibility, and value in one of Florida’s most sought-after coastal cities. ?? Don’t miss this chance—Learn more about building your dream hangar home in Naples!

4222 SKYWAY DR LOT#12, Naples

Courtesy of Premiere Plus Realty Company.

4001 SKYWAY DR LOT#20, Naples
$300,000
224103790 MLS
Naples, Florida – Unique Private Fly-In Gated Community ?? Live the Aviation Lifestyle – and you don’t have to be a pilot to enjoy it! This buildable 56' x 60' (111X75 Overall lot size) lot in a premier Naples fly-in airpark offers a rare opportunity to design and build your own custom hangar home. Taxi straight to your private hangar from the 4,400’ lighted paved runway (100’ wide), and enjoy a lifestyle built around convenience and freedom. Property Highlights: • Build a minimum 1,500 sq ft living area attached to your hangar home • Room for garage, pool, storage for all your toys: airplanes, cars, boats, or small motorhomes • Lot prep & plan approval required (set of plans available for this lot) • Utilities and fuel located next to the new Pilot Lounge Community Features: • Secure gated entry • Ownership includes 1/59th share of all common areas • Tennis courts, pilot lounge, tie-downs inside the gate • Conveniently close to shopping, schools, churches, and world-famous Naples beaches ?? Build your dream hangar home and embrace the Florida fly-in lifestyle! ?? Learn more about this unique opportunity in Naples.

4001 SKYWAY DR LOT#20, Naples

Courtesy of Premiere Plus Realty Company.

Selling Office: Coldwell Banker Realty.

4072 SKYWAY DR LOT#44, Naples
$799,000
224069098 MLS
Naples, Florida – Wing South Airpark | Private Gated Fly-In Community ?? Aviation Lifestyle Meets Coastal Living! Welcome to Wing South Airpark, a unique private fly-in gated community on Florida’s sunny southwest coast. Whether you’re a pilot or simply love the idea of living in a vibrant aviation neighborhood, this property offers an incredible opportunity to build your dream hangar home. Property Details: Buildable Lot Size: 100’ x 125’ Buildable Plot: 70’ x 85’ (not including eaves, A/C or pool equipment) Minimum Living Area: 1,500 sq. ft. House Plans Included with purchase Taxi directly to your hangar home from the 4,400’ paved, lighted runway (100’ wide) Community Highlights: All vehicles yield to aircraft inside the gates Own 1/59th share of all common areas Tennis courts, newer pilot lounge, and tie-downs available for additional aircraft Resident contractor and local builders available with experience in the community Full utilities and fuel club on site Minutes to Naples beaches, shopping, schools, and churches Navigation Info: ADDIS 122.9 Runway: 18N / 36S Cypress VOR 4.6, Designator FA37 Frequency: 108.6 GPS: 26°06'9 N / 081°42'2 W This is more than just a place to live—it’s a lifestyle. Build a custom hangar home with garage, pool, and storage large enough for all your toys: airplanes, cars, boats, motorcycles, or motorhomes. ?? Enjoy the best of Florida living—whether you fly or not! ?? Private tours and explore this rare opportunity in Naples.

4072 SKYWAY DR LOT#44, Naples

Courtesy of Premiere Plus Realty Company.

3987 SKYWAY DR LOT#18, Naples
$467,500
224067793 MLS
NAPLES, FLORIDA-UNIQUE PRIVATE FLY-IN GATED COMMUNITY. You don’t have to be a Pilot to live here! Infrastructure, for this Lot has been installed and partially filled, it still requires Lot prep. Build and Taxi to your own Hangar Home. (BUILD A MINIMUM 1500 SQ FT LIVING AREA. Hangar home must be attached, BUILDABLE PLOT (56X60) NOT INCLUDING EVES, A/C & POOL EQUIPMENT.), All utilities & fuel available is next to the Pilot Lounge – Close to shopping, churches, schools and the famous beaches. We have FLY-INS AND SOCIALS. Build A Hangar/Garage/Pool/Storage large enough for your TOYS! AIRPLANES, CARS, OR SMALL MOTORHOMES OR BOATS. 4400' Lighted paved runway 100' wide, OWN 1/59TH Share of all common area’s Tennis Courts-Pilot Lounge-Tie downs. GPS: 26 DEG. 06'9 N 081 DEG. 42'2 W. ADDIS 122.9 - 18N 36S - 130 CYPRESS VOR 4.6 DESIGNATOR FA37 108.6 FREQUENCY.

3987 SKYWAY DR LOT#18, Naples

Courtesy of Premiere Plus Realty Company.

Selling Office: John R Wood Properties.

4009 Skyway DR, Naples
$390,000
224030291 MLS
WING SOUTH A PRIVATE FLY-IN-GATED COMMUNITY LOCATED IN THE HEART OF NAPLES. Build your own private hangar home or utilize the completed home plan specific to this lot. This gated, exclusive, private fly-in community is conveniently located between Downtown Naples and Marco Island. The recent area developments of retail stores, restaurants, medical facilities, and the mention of a near future, nearby Costco enhance this unique community. Taxiway access from your private lot to a 100' wide x 4400' long paved runway with low-intensity lighting. FAA Designator “FA37” Runway 18 Lat 26-07 .358075N Long 081-42.141543W Elevation 8.0 ft Left pattern. Runway 36 Lat 26-06.632047N Long 081-42.132930W Elevation 9.0 Right pattern. Own 1/59TH Share of all common areas. Amenities include Tennis courts, a Pilot Lounge, and tie-downs for extra planes. Total current aircrafts based on the field are 24 (17 single engine planes, 3 multi engine planes and 4 helicopters). Keep your plane, car collection, RV, or any of your hobby interests in your own personal hangar. LIVE WITH YOUR TOYS! This is an absolute MUST-SEE for all pilots and/or hobbyists. You DO NOT need to be a pilot to own in Wing South.

4009 Skyway DR, Naples

Courtesy of Premiere Plus Realty Company.

Selling Office: Element Real Estate, LLC.

4012 SKYWAY DR LOT #49, Naples
$750,000
224006431 MLS
Naples, Florida-unique private gated Fly-In Airpark in the sunny South West Coast Community of Wing South Airpark. All vehicles yield to Aircraft! Paved runway 4400' and 100' wide. Own 1/59TH share of all common areas. Tennis courts and new pilot lounge. Tie downs available for extra airplanes. ADDIS 122.9 - 18N 36S - 130 Cypress VOR 4.6 Designator FA37 108.6 frequency, GPS: 26 DEG. 06'9 N 081 DEG. 42'2 W. Taxi to your own beautifully built hangar home (Build a minimum 1,500' of living area, buildable plot is 70 X 85, not including eves, A/C or pool equipment, Lot size 100 X 125). We have our own resident Contractor and other builders in the area who have built in our community. You do not have to own an airplane or be a pilot to live here. All utilities available, fuel club, close to Naples beaches, schools, churches and shopping. Build Hangar/Garage/Pool/Storage large enough for your TOYS! AIRPLANES, CARS, MOTORHOMES OR BOATS

4012 SKYWAY DR LOT #49, Naples

Courtesy of Premiere Plus Realty Company.

Selling Office: Premiere Plus Realty Company.

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

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