Skysail Homes under $500,000

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Skysail and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Skysail Homes under $500,000

4475 Centaurus CIR, Naples $496,500

New Dream 2 Single Family Home by Neal Communities in SKYSAIL is READY NOW!. This single family home is a 3 bedroom, Den, 2 bath and offers a 2 car garage home. UPGRADES ...

3 Beds
2 Baths
226034968 MLS

5042 Draco CIR Unit 2906, Naples — Skysail $355,517

Welcome home to the SAWYER at Skysail, a stunning townhome designed for comfort, style and modern living. This beautifully upgraded residence features 3 spacious bedrooms...

3 Beds
2.5 Baths
226034964 MLS
Skysail Bldg.

5129 Draco CIR Unit 0105, Naples — Skysail $346,780

Welcome home to the Avery at Skysail, a stunning townhome designed for comfort, style and modern living and is READY NOW! This beautifully upgraded residence features 3 s...

3 Beds
2.5 Baths
226034958 MLS
Skysail Bldg.

4636 Skysail DR, Naples $454,900

Welcome to Skysail, one of Naples' newest resort-style communities by Neal Communities. This beautiful Sandcastle villa features an open floor plan with spacious living a...

3 Beds
2 Baths
226033834 MLS

4467 Centaurus CIR, Naples $495,736

Introducing the brand new Imagination 2 style floor plan by Neal Communities now in SkySail. This stunning home offers impact resistant windows and doors, 3 bedrooms plus...

3 Beds
2 Baths
226031212 MLS

5034 Draco CIR, Naples — Skysail $345,525

Welcome home to the Winslow at Skysail, a stunning townhome designed for comfort, style and modern living and is READY NOW! This beautifully upgraded residence features 3...

3 Beds
2.5 Baths
226025064 MLS
Skysail Bldg.

4653 Centaurus CIR, Naples $439,900 ▼

Built in 2023 and better than new, this 3-bedroom, 2-bath single-family home in gated Skysail offers upgraded finishes, impact windows and doors, natural gas, and move-in...

3 Beds
2 Baths
226009672 MLS