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Skysail Naples Florida Homes for Sale

Naples Florida Real Estate

Skysail Naples Real Estate

Homes For Sale10$449K - $650K
Sold ( Past 6 Months )16$428K - $797K
Last updated at 6:00am 07/12/2025

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$650,000
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$45K
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Skysail

3959 Pegasus Way, Naples, FL 34120

Homes - 2,464 ft² / 3,573 ft² - 3 Car Garage

3+Den / 2 Baths / 1 Half

Built 2023
Skysail Naples Homes for Sale: Come enjoy breathtaking sunset views from the fenced backyard in this like new Sea Mist model. It is a 3 Bedroom, 2.5 baths plus Den and 3 car garage in Skysail by Neal Communities. Home is almost 2500 sq ft and loaded with additional options. Built in Outdoor Gas Kitchen. Ceiling Fans and Blinds already in every room. Skysail amenities include Resort Style pool, separate lap pool and hot tub, gas Firepit, Walking trails, gym and aerobics room and much more. Come check it out!!!



$650,000
Decrease*
$50K
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Skysail

4016 Pegasus Way, Naples, FL 34120

Homes - 3,486 ft² / 4,345 ft² - 2 Car Garage

4 Bed / 3 Baths / 1 Half

Built 2023
Skysail Naples Homes for Sale: Welcome to SKYSAIL - Your Naples Dream Home Awaits! Experience resort-style living in one of Naples' fastest-growing areas with this exquisite "like new" 4-bedroom, 3.5-bathroom home, designed for luxury and comfort. With serene views and exceptional amenities, your dream home is just a showing away! As you enter, you'll be captivated by the elegant interior, featuring a spacious layout and high-end finishes throughout. The large gourmet kitchen is a chef's paradise, featuring gas cooking, perfect for culinary adventures. The open-concept living and dining areas provide an ideal setting for entertaining, while the screened lanai beckons you to take the festivities outdoors. With gas and hot/cold water hookups in place, your outdoor kitchen dreams are within reach. Retreat to the primary bedroom sanctuary, which boasts two large walk-in closets and a primary bath with two sinks and a large glass walk-in shower. Each of the additional bedrooms also features a walk-in closet, providing ample space for everyone in the family. Imagine endless days of relaxation in your private backyard, complete with a spacious area for a pool. The luxury of this community extends beyond your home, offering a New Clubhouse with pickleball and tennis courts, a dog park, kayak launch, event lawn, and miles of scenic walking trails. Cool off in one of the two resort-style pools or soak up the Florida sunshine in style. Don't miss the opportunity to live the ultimate Naples lifestyle! Schedule your private tour today and start living your dream. With motivated sellers who only lived in the house for 7 months due to a work transfer out of state, this home comes with a transferable home warranty for added peace of mind. As a bonus, the TOWN OF BIG CYPRESS is coming soon near SKYSAIL, featuring new restaurants, shopping, and a new two-story Publix set to open in 2025. Act fast—your slice of paradise awaits!



$607,290
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Skysail

4568 Centaurus Cir, Naples, FL 34120

Homes - 2,428 ft² / 3,113 ft² - 2 Car Garage

4 Bed / 2 Baths / 1 Half

Built 2024
Skysail Naples Homes for Sale: New HERITAGE Single Family Home by Neal Communities in SKYSAIL. This single-family home is a 4-bedroom, LOFT, 2.5 bath, 2 car garage home and is READY NOW! UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded 42"cabinets, stainless steel appliances, upgraded 8x40 plank floors throughout, IMPACT WINDOWS/DOORS, 8-ft doors, with a beautiful lanai and room for a pool on a long lake view. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 24.



$590,870
Increase*
$10K
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Skysail

4075 Pegasus Way, Naples, FL 34120

Homes - 2,288 ft² / 3,412 ft² - 3 Car Garage

3+Den / 2 Baths

Built 2025
Skysail Naples Homes for Sale: New Home by Neal Communities in the SkySail. This beautiful BRIGHT MEADOW floor plan has 2288 SF, 3 bedrooms, den, 2 baths, 3- car garage, HUGE ISLAND, Designer Chef’s Kitchen, Wall oven, 42” Linen Cabinets with Quartz counters, Butlers Pantry and upgraded tile floors. BRAND NEW HIGH EFFICIENCY 16 SEER AC UNIT, IMPACT WINDOWS/DOORS, 8-ft doors, pocket sliders, coffer ceilings, and a beautiful lanai. THIS HOME ALSO INCLUDES A 10 YEAR STRUCTURAL WARRANTY. Make your showing appointment today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 90.



$546,453
Decrease*
$20K
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Skysail

4096 Pegasus Way, Naples, FL 34120

Homes - 2,233 ft² / 3,036 ft² - 2 Car Garage

3+Den / 2 Baths / 1 Half

Built 2025
Skysail Naples Homes for Sale: New STARLIGHT Single Family Home by Neal Communities in SKYSAIL. This single family home is a 3 bedroom, DEN, 2.5 bath, 2 car garage home and is READY NOW! UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, coffered ceiling, stainless steel appliances, upgraded tile floors throughout, IMPACT WINDOWS/DOORS, 8-ft doors, with an beautiful lanai on an landscaped lot. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 192.



$482,779
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Skysail NEW

4088 Pegasus Way, Naples, FL 34120

Homes - 1,812 ft² / 2,488 ft² - 2 Car Garage

3+Den / 2 Baths

Built 2025
Skysail Naples Homes for Sale: New FRESH SPRING Single Family Home by Neal Communities in SkySail. This single-family home is a 3 bedroom, DEN, 2 bath, 2 car garage home and is READY NOW! UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded 42" white cabinets, backsplash, under cabinetry lighting, GE Stainless appliances, dovetail draws & soft close draws and doors, coffered ceiling, tile floors throughout, carpet in the bedrooms, IMPACT WINDOWS/DOORS, 8-ft doors, screened in lanai and pocket sliding glass doors. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS and LOW HOA FEES. This home is being built on lot 190. The images are not an exact representation of this feature home and the feature home will not be sold furnished.



$477,990
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Skysail NEW

4563 Centaurus Cir, Naples, FL 34120

Homes - 1,778 ft² / 2,414 ft² - 2 Car Garage

3+Den / 2 Baths

Built 2025
Skysail Naples Homes for Sale: Introducing the brand-new Imagination 2 style floor plan by Neal Communities, now in SKYSAIL. This stunning home is ready for immediate move-in and features impact resistant windows and doors, 3 bedrooms plus a den, 2 full bathrooms, and a 2-car garage. Inside, you'll find a range of premium features, including 8-foot doors, upgraded tile flooring, stainless steel appliances, and sleek quartz countertops. The Coastal elevation with impact-resistant windows and doors adds both beauty and safety. SkySail is beautiful community offering a clubhouse, tennis and pickleball courts, walking stations and work out stations, 2 pools, a fitness room, outdoor gaming area, fishing pier and fire pit. There are two dog parks. Skysail is a natural gas community. This home is being built on Homesite 36. The images are not an exact representation of this feature home and the feature home will not be sold furnished.



$470,471
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Skysail NEW

4577 Centaurus Cir, Naples, FL 34120

Homes - 1,859 ft² / 2,524 ft² - 2 Car Garage

3+Den / 2 Baths

Built 2025
Skysail Naples Homes for Sale: New Dream Single Family Home by Neal Communities in SKYSAIL is READY NOW!. This single family home is a 3 bedroom, Den, 2 bath and offers an extended 2 car garage home. UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, coffered ceiling, pocket sliding glass doors stainless steel appliances, upgraded tile floors throughout, IMPACT WINDOWS/DOORS, 8-ft doors, with a beautiful screened in lanai. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 39. *Photos are of Dream Model * Not of actual home and the furnishings are not included.



$462,466
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Skysail

4636 Skysail Dr, Naples, FL 34120

Homes - 1,842 ft² / 2,596 ft² - 2 Car Garage

3+Den / 2 Baths

Built 2024
Skysail Naples Homes for Sale: New Villa Home by Neal Communities in SKYSAIL. This SANDCASTLE villa home is a 3 bedroom, plus den, 2 bath, 2 car garage home is ready how! UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded 42" cabinets, stainless steel appliances, Upgraded tile floors throughout main rooms and carpet in the bedrooms, 8-ft doors, IMPACT WINDOWS/DOORS, Laundry tub, pocketing sliding doors, with an extended lanai. Included are faux wood blinds on all windows. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 438.



$449,180
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Skysail NEW

4624 Skysail Dr, Naples, FL 34120

Homes - 1,632 ft² / 2,320 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2024
Skysail Naples Homes for Sale: New Tidewinds Villa Home by Neal Communities in SKYSAIL. This attached twin villa home is a 2 bedroom, plus den, 2 bath, 2 car garage home and is READY NOW! UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, coffered ceiling, stainless steel appliances, upgraded tile floors throughout main rooms and carpet in bedrooms, IMPACT WINDOWS/DOORS, 8-ft doors, with an extended lanai. Included are faux wood blinds on all windows. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 441. *Photos are of Tidewinds Model * Not of actual home



$711,772
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Skysail

4065 Aquila Pl, Naples, FL 34120

Homes - 2,456 ft² / 3,425 ft² - 2 Car Garage

3+Den / 3 Baths

Built 2025
Skysail Naples Homes Under Contract: Offering the brand-new Harvest 3 style floor plan by Neal Communities, now in SKYSAIL. This stunning home is ready for immediate move-in and features impact resistant windows and doors, 3 bedrooms plus a den, 3 full bathrooms, and an oversized 2-car garage with a LAKE VIEW. Inside, you'll find a range of premium features, including a smart home package, 8-foot doors, upgraded tile flooring, stainless steel appliances, and sleek quartz countertops. The impact-resistant windows and doors adds both beauty and safety. SkySail is beautiful community offering a clubhouse, tennis and pickle ball courts, walking stations and work out stations, 2 pools, a fitness room, outdoor gaming area, fishing pier and fire pit. There are two dog parks. Skysail is a natural gas community. This home is being built on Homesite 104.



$524,129
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Skysail

4166 Pegasus Way, Naples, FL 34120

Homes - 2,014 ft² / 3,036 ft² - 3 Car Garage

3+Den / 2 Baths

Built 2025
Skysail Naples Homes Under Contract: Introducing the brand-new Meadow Brook style floor plan by Neal Communities, now in SKYSAIL. This stunning home is ready for immediate move-in and features impact resistant windows and doors, 3 bedrooms plus a den, 2 full bathrooms, and a 3-car garage. Inside, you'll find a range of premium features, including a smart home package, 8-foot doors, upgraded tile flooring, stainless steel appliances, recessed ceilings and sleek quartz countertops. The impact-resistant windows and doors adds both beauty and safety. SkySail is beautiful community offering a clubhouse, tennis and pickle ball courts, walking stations and work out stations, 2 pools, a fitness room, outdoor gaming area, fishing pier and fire pit. There are two dog parks. Skysail is a natural gas community. This home is being built on Homesite 209.



$442,031
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Skysail

4640 Skysail Dr, Naples, FL 34120

Homes - 1,632 ft² / 2,320 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2024
Skysail Naples Homes Under Contract: New Tidewinds Villa Home by Neal Communities in SKYSAIL. This attached twin villa home is a 2 bedroom, plus den, 2 bath, 2 car garage home and is READY NOW! UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, coffered ceiling, stainless steel appliances, upgraded tile floors throughout main rooms and carpet in bedrooms, IMPACT WINDOWS/DOORS, 8-ft doors, with an extended lanai. Included are faux wood blinds on all windows. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 437.



$439,512
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Skysail

4576 Skysail Dr, Naples, FL 34120

Homes - 1,632 ft² / 2,320 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2024
Skysail Naples Homes Under Contract: New Tidewinds Villa Home by Neal Communities in SKYSAIL. This attached twin villa home is a 2 bedroom, plus den, 2 bath, 2 car garage home and will have an estimated completion date of Winter 2024! UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, coffered ceiling, stainless steel appliances, upgraded tile floors throughout main rooms and carpet in bedrooms, IMPACT WINDOWS/DOORS, 8-ft doors, with an extended lanai. Included are faux wood blinds on all windows. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 453. *Photos are of Tidewinds Model * Not of actual home



$427,713
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Skysail

4637 Centaurus Cir, Naples, FL 34120

Homes - 1,531 ft² / 2,189 ft² - 2 Car Garage

3 Bed / 2 Baths

Built 2025
Skysail Naples Homes Under Contract: READY NOW – New LIBERTY 3 Single Family Home by Neal Communities in SKYSAIL. This single-family home is a 3 bedroom, DEN, 2 bath, 2 car garage home and is ready now! UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded Linen cabinets, coffered ceiling, stainless steel appliances, upgraded tile floors throughout, carpet in bedrooms, IMPACT WINDOWS/DOORS, 8-ft doors, with a beautiful lanai and room for a pool. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 54. *Photos are of previous model, not of actual home.



$797,096
Sold Price:
$737,000
Sold Date:
03/03/2025
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Skysail

3998 Skysail Dr, Naples, FL 34120

Homes - 2,427 ft² / 3,558 ft² - 3 Car Garage

3+Den / 2 Baths / 1 Half / Pool

Built 2024
Skysail Naples Homes: New SEA MIST Single Family Home by Neal Communities in SKYSAIL. This single-family home is a 3-bedroom, Den, 2.5 bath, 3 car garage home and is READY NOW! UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, coffered ceiling, stainless steel appliances, upgraded tile floors throughout, IMPACT WINDOWS/DOORS, 8-ft doors, with a beautiful lake view and on a larger corner homesite. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 151.



$714,954
Sold Price:
$675,000
Sold Date:
04/18/2025
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Skysail

3973 Perseus St, Naples, FL 34120

Homes - 2,456 ft² / 3,425 ft² - 3 Car Garage

4 Bed / 3 Baths

Built 2025
Skysail Naples Homes: New HARVEST Single Family Home by Neal Communities in SKYSAIL. This single family home is a 4 bedroom, 3 bath, 3 car garage home and is ready now! UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, coffered ceiling, stainless steel appliances, upgraded tile floors throughout, IMPACT WINDOWS/DOORS, 8-ft doors, with a beautiful lake view. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 230.



$645,215
Sold Price:
$619,000
Sold Date:
05/19/2025
View Details

Skysail

3946 Perseus Way, Naples, FL 34120

Homes - 2,456 ft² / 3,425 ft² - 3 Car Garage

4 Bed / 3 Baths

Built 2024
Skysail Naples Homes: New HARVEST Single Family Home by Neal Communities in SKYSAIL. This single family home is a 4 bedroom, 3 bath, 3 car garage home and is READY NOW! UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, coffered ceiling, stainless steel appliances, upgraded tile floors throughout, IMPACT WINDOWS/DOORS, 8-ft doors, with a beautiful lake view. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 133.



$632,803
Sold Price:
$585,000
Sold Date:
07/01/2025
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Skysail

4109 Pegasus Way, Naples, FL 34120

Homes - 2,332 ft² / 3,035 ft² - 2 Car Garage

3+Den / 2 Baths / 1 Half

Built 2024
Skysail Naples Homes: New Triumph Single Family Home by Neal Communities in SKYSAIL. This single family home is a 3 bedroom, Den, 2.5 bath, 2 car garage home and will have an estimated completion date of Winter 2024! UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, coffered ceiling, stainless steel appliances, upgraded tile floors throughout, IMPACT WINDOWS/DOORS, 8-ft doors, with a beautiful lake view. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 112.



$615,469
Sold Price:
$696,759
Sold Date:
03/03/2025
View Details

Skysail

4074 Aquila Way, Naples, FL 34120

Homes - 2,288 ft² / 3,412 ft² - 3 Car Garage

3+Den / 2 Baths

Built 2024
Skysail Naples Homes: New Home by Neal Communities in the SkySail. This beautiful BRIGHT MEADOW floor plan has 2288 SF, 3 bedrooms, den, 2 baths, 3- car garage, HUGE ISLAND, Designer Chef’s Kitchen, Wall oven, 42” Linen Cabinets with Quartz counters, and upgraded tile floors. BRAND NEW HIGH EFFICIENCY 16 SEER AC UNIT, IMPACT WINDOWS/DOORS, 8-ft doors, pocket sliders, coffer ceilings, and a beautiful lanai. THIS HOME ALSO INCLUDES A 10 YEAR STRUCTURAL WARRANTY. Make your showing appointment today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 91. *Photos are of Bright Meadow Model * Not of actual home



$588,420
Sold Price:
$570,000
Sold Date:
03/10/2025
View Details

Skysail

4564 Centaurus Cir, Naples, FL 34120

Homes - 1,859 ft² / 2,524 ft² - 2 Car Garage

3+Den / 2 Baths

Built 2024
Skysail Naples Homes: Dream Floor Plan - used for comp purposes only.



$560,678
Sold Price:
$520,000
Sold Date:
05/27/2025
View Details

Skysail

3966 Perseus St, Naples, FL 34120

Homes - 1,904 ft² / 2,803 ft² - 2 Car Garage

3+Den / 2 Baths

Built 2025
Skysail Naples Homes: READY NOW! New EVENTIDE 4 Single Family Home by Neal Communities in SKYSAIL. This single family home is a 2 bedroom, DEN, 2 bath, 2 car garage home and will have an estimated completion date of Fall/Winter 2022! UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded 42" cabinets, coffered ceiling, stainless steel appliances, upgraded tile floors throughout, IMPACT WINDOWS/DOORS, 8-ft doors, with a beautiful lanai with outdoor kitchen rough-in. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 138.



$530,714
Sold Price:
$530,714
Sold Date:
04/23/2025
View Details

Skysail

4110 Pegasus Way, Naples, FL 34120

Homes - 2,014 ft² / 3,035 ft² - 2 Car Garage

3+Den / 2 Baths / 1 Half

Built 2025
Skysail Naples Homes: New MEADOWBROOK Single Family Home by Neal Communities in SKYSAIL. This single family home is a 3 bedroom, DEN, 2.5 bath, 3 car garage home and is READY NOW! UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, coffered ceiling, stainless steel appliances, upgraded tile floors throughout, IMPACT WINDOWS/DOORS, 8-ft doors, with an beautiful Lanai. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 195. *Photos are of Meadowbrook Model * Not of actual home



$469,651
Sold Price:
$450,000
Sold Date:
04/30/2025
View Details

Skysail

4593 Centaurus Cir, Naples, FL 34120

Homes - 1,859 ft² / 2,524 ft² - 2 Car Garage

3+Den / 2 Baths

Built 2025
Skysail Naples Homes: New Dream Single Family Home by Neal Communities in SKYSAIL. This single family home is a 3 bedroom, Den, 2 bath, 2 car garage home. UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, coffered ceiling, stainless steel appliances, upgraded tile floors throughout, IMPACT WINDOWS/DOORS, 8-ft doors, with a beautiful lanai and room for a pool with a landscape view. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 43. *Photos are of Dream Model * Not of actual home




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Need professional assistance selling your property at Skysail Naples? Find out how an Area Specialist can help to generate more property exposure in order to get the most money for your investment in the least amount of time.Contact Us.
*Just Listed: new properties that came on the market within the last 30 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.

The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker's logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.