4045 Skyway Dr, Naples, FL 34112
Property image
Property image
FOR SALE
NEW - 3 HRS AGO

$1,225,000

  • 5 Beds
  • 3 Baths
  • 3,536 sqft

4045 Skyway Dr, Naples, FL 34112

Est. Mortgage $8,666/mo*
Get Pre-Qualified

Home Highlights

Single-Family Home
Built in 1997
$346/sqft
3 Car Garage
HOA $1,088/mo

Local Information

  • Map ViewExplore the area around 4045 Skyway Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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 extra 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 extra 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. 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.
Last check for updates: about 1 hour ago
Listing courtesy of Brian Stolliker, (239) 207-1187
BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
Nancy Stolliker, (239) 398-3918
BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
Source: Marco Multi List, MLS#2261623
Also Listed on SWFLMLS, Marco Multi List, SWFLMLS.

Home Details for 4045 Skyway Dr

Interior Features

Interior Details
Number of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Den, Kitchen, Living Room, Loft, Office, Utility Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3536 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, WasherDishwasherDisposalDryerLaundry: Inside,Electric Dryer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Electric,CentralHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Electric
Fireplace & Spa
Fireplace: Wood BurningHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Shutters, Sliding, Window CoveringsFlooring: Carpet, Laminate, Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Laminate, Tile
View
Has a ViewView: Trees/Woods
Security
Security: Gated Community

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Lanai, DeckExterior: Balcony, Fruit TreeHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached,Garage Door Opener,Private
Pool
Pool: In Ground, Screen EnclosurePool
Frontage
Waterfront: NoneNot on Waterfront
Water & Sewer
Sewer: Sewer Central
Surface & Elevation
Elevation Units: Feet

Days on Market

Cumulative Days on Market: 1Days on Market: <1 day on Trulia

Property Information

Year Built
Year Built: 1997
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, Residential
Building
Construction Materials: Block, Frame, Concrete
Property Information
Condition: ResaleParcel Number: 82941040008

Price & Status

Price
List Price: $1,225,000Price Per Sqft: $346

Active Status

MLS Status: Active

Location

Direction & Address
City: NaplesCommunity: Wing South Airpark Private Villas Condo

Agent Information

Listing Agent
Listing ID: 2261623

Building

Building Area
Building Area: 4841 Square Feet

HOA

Has an HOAHOA Fee: $1,088/Monthly

Lot Information

Lot Area: 9750 sqft

Offer

Listing Terms: At Close, Buyer Obtain Mortgage, Cash

Miscellaneous

Delayed Marketing Date: Mon Sep 21 2026Mls Number: 2261623

Additional Information

HOA Amenities: Clubhouse,Tennis Court(s),See Remarks

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Naples

At least 1698 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 83 % Say car is needed

  • 78 % Say parking is easy

  • 75 % Say it's quiet

  • 69 % Say people would walk alone at night

  • 69 % Say there's holiday spirit

  • 67 % Say there are sidewalks

  • 62 % Say yards are well-kept

  • 61 % Say streets are well-lit

  • 60 % Say they plan to stay for at least 5 years

  • 53 % Say neighbors are friendly

  • 51 % Say there's wildlife

  • 48 % Say kids play outside

  • 47 % Say it's walkable to grocery stores

  • 46 % Say it's walkable to restaurants

  • 39 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Silvia Polgati
    "Is a quiet neighborhood we really enjoy "
    0
    Flag
  • Mfontaine21
    "Many community events at our town center including food trucks, swim and dance parties and weekly bingo"
    0
    Flag
  • Jeff W
    "What an awesome community. From the beach, to the restaurants, the berm, the amenities, people … just love Pelican Bay. "
    1
    Flag
  • Trulia User
    "Safe neighborhoods but be wary of some of the complexes as you move east. Naples is amazing if you do your homework "
    1
    Flag
  • Swatson645
    "There is so much space to walk your dog on nice sidewalks."
    0
    Flag
  • Chad Roberson
    "Quiet, people leave you alone here. No hoa, can expand on your property. Weather is amazing 6-8 months out of the year. You’ll see amazing wildlife everywhere in this area. "
    0
    Flag
  • Jimandhelensimon
    "We have an excellent location to access numerous beaches and have an enormous amount of well landscaped green space. Our pool feels like a resort pool."
    0
    Flag
  • Jarek Przada
    "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
    0
    Flag
  • Jimandhelensimon
    "This is more of a senior community. There are not many families with children here. The greater community is very family oriented."
    0
    Flag
  • James
    "lots of green space in the area and there are dog parks that also can be visited by dog owners and the place is always well groomed"
    1
    Flag
  • Sandra Decain
    "Great friendly people - love the dining access to water amazing weather. Could not ask for more. "
    0
    Flag
  • Michael.mccann
    "Lovely and quiet. Great location with beach and shopping/dining nearby. Homes are well maintained "
    0
    Flag
  • Michelle SanFillipo
    "Great dog parks and open spaces for recreational activities. Safe and secure. Well lit at night. Wide sidewalks and others are respectful of dogs and clean up."
    1
    Flag
  • Cristiano Machado
    "Friendly and safe neighborhood Close to schools, lhospital and grocery stores plus great restaurants and pubs"
    0
    Flag
  • Lisa Ethier
    "Everyone would love living in my neighborhood it’s beautiful. It’s family oriented. Everyone gets along with everyone."
    0
    Flag
  • Brian.bird
    "Fun people and safe gated community with golf and tennis and good food. Homes are nice and the grounds are well kept"
    0
    Flag
  • waterman46
    "Pet friendly all dogs on leashes . We have never had a problem and 99% pick up after their dogs. Just a really nice pet friendly area."
    1
    Flag
  • Jimandhelensimon
    "It’s dog friendly but dogs must be on a leash. The dogs must be twenty pounds or less unless they are an emotional support dog."
    0
    Flag
  • DonnaT
    "Naples is a great place to retire. It is paradise. The cost of living is outrageous but it is worth every penny! "
    0
    Flag
  • Wheeler04
    "The Isles is surrounded by nature with 1/2 of its 2,400 acres dedicated to preserve and waterways. Such a friendly and active community! "
    0
    Flag
  • Airwavessystem
    "I great community to live close to everything shops supermarkets and the beach. 15 minutes to the mall and 5 minutes to the main highway 75 to tampa Orlando or to miami."
    0
    Flag
  • Scottjohnnewhouse
    "I’ve lived in Naples for 33 years. It is growing at an alarming rate but it is such a safe place to live…."
    0
    Flag
  • Trulia User
    "Everyone in Naples is very kind and friendly. The crime rate is very low. It’s a very family friendly city. "
    0
    Flag
  • Eric
    "There are a lot of young families with children out playing with each other. The community center is well equipped with gym equipment and a beautiful pool."
    0
    Flag
  • Oditth Ricardo
    "Peaceful and safe. No issues and no problems most of the time. Great schools. Great place to start a family and raise kids. "
    0
    Flag
  • Jimandhelensimon
    "Beautiful open spaces and amenities. Beaches and large variety of restaurants and entertainment. The shopping is awesome and the people are fun loving."
    0
    Flag
  • Laurel
    "This is a family friendly neighborhood. It is close to the beach, the Greenway, the zoo, parks, theater, shopping, and dining. It’s close to downtown Naples and just a few miles to The Mercato. "
    0
    Flag
  • Nmarranca
    "I am here on vacation and it is a wonderful community. We are in Beachwalk, which is very close to the beach and walking distance and we have a big pool."
    0
    Flag
  • Kldaniel29
    "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
    0
    Flag
  • Twalkercillins
    "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
    0
    Flag
  • Mccartneyjosh
    "It is a standard city commute with lengthy traffic lights and moderate to heavy traffic, but generally it is a normal commute "
    0
    Flag
  • Amolter
    "Lake park is close to everything anyone would want. Mall, restaurants, parks, dog park, hospital, grocery store, zoo, move theatre,downtown, boat launch to the bay, and the beach!!"
    0
    Flag
  • Blondbasket
    "Great groups of people live in the area. Everything is relatively easy and close to the house. I know my neighbors and they are so far very helpful and all around happy people. "
    0
    Flag
  • Kim
    "Activities are organized by HOA director they always have lots of activities planned lots of fun "
    0
    Flag
  • Swatson645
    "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
    0
    Flag
  • Juntig5
    "Naples is a lovely place, tends to get crowded in the season, nice beaches and the city is clean with lots of restaurants. Pleasant weather. "
    0
    Flag
  • Jkgc11
    "There are Lots of community parks and activities for children. Miles of bike paths. Near the beach. "
    0
    Flag
  • Trulia User
    "Close to the beaches restaurant downtown feel like you on vacation family friendly and pet friendly neighborhood. Very clean and safe. Beautiful area "
    0
    Flag
  • Trulia User
    "Super nice location ! Close to beaches, downtown, everything you might want. Friendly neighbors. Close to restaurants, groceries, cafes. Beautiful homes. Historic homes "
    0
    Flag
  • Trulia User
    "Easy commute. Beautiful area to live in. Lovely people, friendly, helpful, very neighborly and close to everything."
    1
    Flag

Market trends in Naples

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$550K
$18.33KMoM
Sale-to-List Price
95.0%
0.1%MoM
Price per sq ft
$323
$9MoM
Available listings
4452
376MoM

Home Value

Trulia Estimate
$1.15M
Since last month
Increased$190K (+19.8%)
Since last year
Increased$199K (+21%)
Since last sale
Increased$768K (+202.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +184% in the last 10 years
MonthEstimated value
2026
September 2026$1.15M
August 2026$959K
July 2026$953K
June 2026$953K
May 2026$934K
April 2026$950K
March 2026$987K
February 2026$1M
January 2026$972K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4061 Vine LN, Naples, FL
0.45
Single-Family Home
$325,000
06/18/26
3
2
1,666
5044 Castlerock WAY, Naples, FL
0.69
Single-Family Home
$1,155,444
05/20/26
4
3
3,160
5092 Cerromar DR, Naples, FL
0.53
Single-Family Home
$2,375,000
06/08/26
4
4
3,372
5101 Cerromar DR, Naples, FL
0.57
Single-Family Home
$1,300,000
05/14/26
3
3.5
3,136
5024 Castlerock WAY, Naples, FL
0.64
Single-Family Home
$1,340,000
09/30/25
3
3
2,645
6167 Adkins AVE, Naples, FL
0.40
Single-Family Home
$610,400
10/08/25
4
2.5
1,838

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
4009 Skyway DR, Naples, FL 34112
0.07
-
-
-
-
Off Market
4072 SKYWAY DR LOT#44, Naples, FL 34112
0.07
$799,000
-
-
-
For Sale
4085 SKYWAY DR LOT#33, Naples, FL 34112
0.09
$695,000
-
-
-
For Sale
4065 E Skyway Dr, Naples, FL 34112
0.10
-
-
-
-
Off Market
3987 SKYWAY DR LOT#18, Naples, FL 34112
0.12
-
-
-
-
Off Market
4060 SKYWAY DR #45, Naples, FL 34112
0.11
$1,975,000
4
4
4,154
For Sale
3967 Skyway DR, Naples, FL 34112
0.17
$1,449,000
3
2.5
2,180
For Sale
4150 Skyway DR, Naples, FL 34112
0.18
$850,000
3
2.5
2,151
Recently Sold
3995 SKYWAY DR LOT#19, Naples, FL 34112
0.21
-
-
-
-
Off Market
4017 Skyway DR, Naples, FL 34112
0.21
$425,000
-
-
-
For Sale
6282 Shadowood CIR #1601, Naples, FL 34112
0.25
$340,800
3
2
1,350
Off Market

Price and Tax history

DateEventPrice
Sep 22, 2026
Source: SWFLMLS #226033666
Listed For Sale
$1,225,000
Jul 24, 2015
Source: N/A
Sold
$380,000
Jun 3, 2015
Source: Agent Provided
Listed For Sale
$449,900
Dec 12, 2014
Source: N/A
ListingRemoved
$449,000
Jul 7, 2014
Source: N/A
PriceChange
$449,000
Price decreased by 9%

LGBTQ Local Legal Protections

Brian Stolliker, BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
Agent Phone: (239) 207-1187
All information provided is deemed reliable but is not guaranteed. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Copyright 2026 Marco Island Area Association of Realtors. All rights reserved.

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 4045 Skyway Dr

Skip to last item
Skip to first item

Frequently asked questions about 4045 Skyway Dr

  • What is the estimated monthly payment for 4045 Skyway Dr?
    Based on a $1,225,000 list price with 20% down at today's rates, the estimated monthly payment for 4045 Skyway Dr in Naples, FL is approximately $7,693 (about $6,628 principal & interest, $990 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 4045 Skyway Dr compare to homes in Naples?
    4045 Skyway Dr in Naples, FL is listed at $1,225,000, about 123% above the $550K median sale price in Naples.
  • What do residents say about Naples?
    Residents describe Naples, FL as dog-friendly, easy to park in, and quiet. Most residents say you need a car. See homes for sale in Naples, FL.
  • What are the closest schools to 4045 Skyway Dr?
    The closest schools to 4045 Skyway Dr in Naples, FL are East Naples Middle School (rated 8/10), Lely Elementary School (Pre-K, rated 7/10), Lely High School (rated 5/10).
  • Does 4045 Skyway Dr have air conditioning?
    Yes, 4045 Skyway Dr in Naples, FL has air conditioning.
  • Does 4045 Skyway Dr have a pool?
    Yes, 4045 Skyway Dr in Naples, FL has a pool.
4045 Skyway Dr, Naples, FL 34112 is a 5 bedroom, 3 bathroom, 3,536 sqft single-family home built in 1997. This property is currently available for sale and was listed by Marco Multi List on Sep 22, 2026. The MLS # for this home is MLS# 2261623.