4580 Skysail DR, Naples, FL 34120
Property image
Property image
PENDING

4580 Skysail DR
Naples, FL 34120

  • 3 Beds
  • 2 Baths
  • 1,848 sqft

$424,900

Est. Mortgage $2,887/mo*
Get Pre-Qualified

$424,900

Est. Mortgage $2,887/mo*
Get Pre-Qualified
3 Beds
2 Baths
1,848 sqft

Home Highlights

Parking
2 Car Garage
Outdoor
Porch
Climate Control
Heating & Cooling
HOA
$309/Monthly
Price/Sqft
$230
Listed
53 days ago

Local Information

  • Map ViewExplore the area around 4580 Skysail DR.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

WELCOME TO SKYSAIL, ONE OF NAPLES' NEWEST RESORT-STYLE COMMUNITIES BY NEAL COMMUNITIES. THIS NEW SANDCASTLE MODEL/VILLA OFFERS AN OPEN-CONCEPT FLOOR PLAN WITH SPACIOUS LIVING AREAS, A MODERN KITCHEN FEATURING QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, AND A LARGE ISLAND PERFECT FOR ENTERTAINING. THE SPLIT-BEDROOM DESIGN PROVIDES PRIVACY FOR OWNERS AND GUESTS, WHILE THE VERSATILE DEN CAN SERVE AS A HOME OFFICE, HOBBY ROOM, OR ADDITIONAL GUEST SPACE. ENJOY PEACEFUL OUTDOOR LIVING FROM THE SCREENED LANAI OVERLOOKING LANDSCAPED SURROUNDINGS. RESIDENTS OF SKYSAIL ENJOY EXCEPTIONAL AMENITIES, INCLUDING A RESORT-STYLE POOL, FITNESS CENTER, LAPPOO, LAKEHOUSE/CLUBHOUSE, TENNIS, WALKING TRAILS, AND A VIBRANT SOCIAL CALENDAR ALONG WITH AMENITIES DIRECTOR. CONVENIENTLY LOCATED NEAR SHOPPING, DINING, GOLF, BEACHES, AND ALL THAT NAPLES HAS TO OFFER. THIS IS AN EXCELLENT OPPORTUNITY TO ENJOY THE FLORIDA LIFESTYLE IN A GROWING, AMENITY-RICH COMMUNITY WITH NATURAL GAS AND LOW HOA FEES!

Home Details for 4580 Skysail DR

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Bedroom, Dining Room, Kitchen
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1848 Square Feet
Appliances & Utilities
Appliances: Gas Cooktop, Dishwasher, Disposal, Microwave, Refrigerator, Refrigerator/Freezer, Refrigerator/Icemaker, Self Cleaning OvenDishwasherDisposalLaundry: Washer/Dryer Hookup,Inside,Laundry TubMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Gas: Natural
Windows, Doors, Floors & Walls
Window: Window Coverings, Impact Resistant WindowsFlooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Floors: Carpet, Tile
View
Has a ViewView: Landscaped Area
Security
Security: Smoke Detector(s), Gated Community

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Screened Lanai/PorchOther Structures: Cabana, Tennis Court(s)Foundation: Concrete BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Attached
Frontage
Waterfront: NoneRoad Surface Type: PavedNot on Waterfront
Farm & Range
Not Allowed to Raise Horses

Days on Market

Days on Market: 53

Property Information

Year Built
Year Built: 2025
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Duplex, Villa AttachedArchitecture: Florida
Building
Building: DSL/Cable AvailableConstruction Materials: Block, Metal Frame, StuccoNot a New Construction
Property Information
Parcel Number: 73650010105

Price & Status

Price
List Price: $424,900Price Per Sqft: $230

Active Status

MLS Status: Pending

Location

Direction & Address
City: NAPLESCommunity: SKYSAIL
School Information
Elementary School: CORKSCREW ELEMENTARYJr High / Middle School: CORKSCREW MIDDLEHigh School: PALMETTTO RIDGE HS

Agent Information

Listing Agent
Listing ID: 226022829

Building

Building Area
Building Area: 2597 Square Feet
Community rooms
Fitness Center

Community

Community Features: Clubhouse, Dog Park, Fitness Center, Fishing, Sidewalks, Street Lights, Tennis Court(s), GatedNot Senior Community

HOA

Association for this Listing: NaplesHas an HOAHOA Fee: $3,704/Annually

Miscellaneous

Mls Number: 226022829

Additional Information

HOA Amenities: Basketball Court,Barbecue,Bike And Jog Path,Bocce Court,Cabana,Clubhouse,Dog Park,Fitness Center,Fishing Pier,Internet Access,Pickleball,Play Area,Sidewalk,Streetlight,Tennis Court(s),Underground UtilitySource Internet Entire Listing Display
Last check for updates: about 1 hour ago
Listing courtesy of Katherine Daniels, (239) 634-4720
Realty One Group MVP
Originating MLS: Naples
Source: SWFLMLS, MLS#226022829
Also Listed on SWFLMLS.

Market trends in Naples

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$568K
$19KMoM
Sale-to-List Price
95.2%
0.1%MoM
Price per sq ft
$330
$0MoM
Available listings
5204
766MoM

Price History for 4580 Skysail DR

DatePriceEventSource
07/30/2026$424,900PendingSWFLMLS #226022829
07/20/2026$424,900PriceChange
SWFLMLS #226022829
06/18/2026$432,900PriceChange
SWFLMLS #226022829
06/11/2026$439,900Listed For SaleSWFLMLS #226022829
06/11/2026$439,900ListingRemovedSWFLMLS #226005625
05/09/2026$439,900PriceChange
SWFLMLS #226005625
04/23/2026$444,900PriceChange
SWFLMLS #226005625
03/24/2026$449,900PriceChange
SWFLMLS #226005625
02/20/2026$459,900PriceChange
SWFLMLS #226005625
02/04/2026$464,900Listed For SaleSWFLMLS #226005625
01/25/2026$3,965ListingRemovedNABOR FL #225083089
01/04/2026$3,965PriceChange
NABOR FL #225083089
12/11/2025$4,150Listed For RentNABOR FL #225083089

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Comparable Sales for 4580 Skysail DR

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4568 SkySail DR, Naples, FL
0.08
Single-Family Home
$400,000
04/30/26
2
2
1,632
4543 Centaurus Cir, Naples, FL
0.26
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$470,000
12/18/25
3
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1,860
4088 Pegasus WAY, Naples, FL
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$445,000
03/31/26
3
2
1,812
4087 Pegasus WAY, Naples, FL
0.28
Single-Family Home
$442,940
07/22/26
3
2
1,812
4691 Centaurus CIR, Naples, FL
0.30
Single-Family Home
$445,000
02/27/26
3
2
1,859
4166 Pegasus WAY, Naples, FL
0.28
Single-Family Home
$500,000
08/28/25
3
2
2,014
4482 Centaurus Cir, Naples, FL
0.30
Single-Family Home
$509,000
06/22/26
3
2
1,778
4577 Centaurus CIR, Naples, FL
0.32
Single-Family Home
$440,000
11/03/25
3
2
1,859
4507 Centaurus CIR, Naples, FL
0.32
Single-Family Home
$472,000
05/29/26
3
2
1,860
4564 SkySail DR, Naples, FL
0.39
Single-Family Home
$460,093
05/28/26
3
2
1,842

Nearby homes

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Assigned Schools

These are the assigned schools for 4580 Skysail DR.
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 1697 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.
  • Jeff W
    "What an awesome community. From the beach, to the restaurants, the berm, the amenities, people … just love Pelican Bay. "
    0
    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 "
    0
    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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Kldaniel29
    "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
    0
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  • Twalkercillins
    "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
    0
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  • Mccartneyjosh
    "It is a standard city commute with lengthy traffic lights and moderate to heavy traffic, but generally it is a normal commute "
    0
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  • 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
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  • 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
  • Kim
    "Very well kept sidewalks and community areas, yards are well maintained it’s so easily accessible to markets and stores very easy to walk around , biking is also easy to do there are nice friendly people "
    0
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  • Swatson645
    "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
    0
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  • H5hnmg992c
    "none. i like that it isn’t gated. its a friendly neighborhood and people are kind. it’s becoming more accessible to food and restaurants"
    2
    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
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  • 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

LGBTQ Local Legal Protections

Katherine Daniels, Realty One Group MVP
Agent Phone: (239) 634-4720
The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS. Copyright 2026 Southwest Florida MLS. 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.
4580 Skysail DR, Naples, FL 34120 is a 3 bedroom, 2 bathroom, 1,848 sqft single-family home built in 2025. This property is currently available for sale and was listed by SWFLMLS on Jun 11, 2026. The MLS # for this home is MLS# 226022829.