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Skysail Naples Florida Homes for Sale

Naples Florida Real Estate

Skysail Naples Real Estate

Homes For Sale10$469K - $959K
Condos For Sale1$346K
Sold ( Past 6 Months )30$355K - $773K
Last updated at 4:55pm 09/14/2026

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$958,732
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Skysail

4647 Skysail Dr, Naples, FL 34120

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

3+Den / 2 Baths / 1 Half

Built 2026
Skysail Naples Homes for Sale: The Sea Mist plan offers a spacious, open-concept main living area that brings together the great room, dining area, and island kitchen for effortless everyday living and entertaining. The private primary suite features two walk-in closets just off the bedroom, which is highlighted by an elegant coffered ceiling. The primary bath is designed for comfort and convenience with dual sinks, a large walk-in shower, and a separate water closet. Additional features of the home include a dedicated office, a large laundry room, a generous covered lanai, a three-car garage, and a second full bath conveniently located between the two secondary bedrooms. The upgraded kitchen showcases quartz countertops, a center island, upgraded soft-close cabinetry with dovetail drawers, 42" upper cabinets, under-cabinet lighting, a designer-selected backsplash, and stainless steel GE appliances. Further enhancements include 8-foot interior doors, pocket sliding doors, recessed ceilings in the great room and primary bedroom, impact-resistant windows, and a screened-in lanai—adding both style and functionality throughout the home. The images are not an exact representation of this feature home and the feature home will not be sold furnished. This home is being built on Homesite 366.



$895,900
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Skysail

3995 Pegasus Way, Naples, FL 34120

Homes - 3,393 ft² / 5,066 ft² - 3 Car Garage

5+Den / 4 Baths / 2 Half / Pool

Built 2023
Skysail Naples Homes for Sale: One or more photo(s) has been virtually staged, AI generated or rendered. PRICED TO SELL! This home would cost over ONE MILLION DOLLARS if purchased direct from the Builder. It is located on a SUPER PREMIUM lot size with stunning and expansive 180 degree lake views. With a fresh paint job throughout and only two years young, this looks and feels practically brand new! The community makes everyday life feel like an adventure—and every moment is designed for making memories. Nestled within Skysail by Neal Communities, one of Collier County’s newest and most exciting communities, this stunning lakeside residence offers the perfect blend of comfort, space, and connection. Surrounded by 246 acres of sparkling lakes, Skysail creates a peaceful, scenic setting where families can truly thrive. Step inside this beautifully upgraded two-story home featuring 5 spacious bedrooms and 4 full bathrooms, plus 2 half baths—thoughtfully designed with flexibility in mind. The main floor includes 3 bedrooms, including a luxurious primary suite, making everyday living easy and convenient. Upstairs, you’ll find 2 additional bedrooms and an expansive bonus room—perfect for a playroom, media space, friend gatherings, or guest retreat. The 2.5-car garage provides plenty of room for storage, bikes, or even your golf cart. Natural light fills the open-concept living space, where modern elegance meets comfortable living. From the plank tile flooring and tray ceilings to the custom lighting and refined finishes, every detail has been carefully selected. At the heart of the home, the chef’s kitchen is made for gathering—complete with quartz countertops, stainless steel appliances, gas cooking, a stylish tile backsplash, oversized pendant lighting, and a walk-in pantry. The primary suite offers a private escape, featuring dual vanities, a spacious walk-in shower, and a generous walk-in closet designed for both function and luxury. Step outside and experience your own backyard oasis. The screened lanai showcases a sparkling pool with a tranquil water feature, all overlooking a breathtaking lake view. Whether it’s morning coffee, afternoon swims, or sunset evenings with family, this space is designed to be enjoyed year-round. Life in Skysail extends far beyond your front door. The community is filled with amenities for every age and lifestyle—scenic walking and biking trails, a beautiful clubhouse and lakehouse, fitness center, tennis and pickleball courts, basketball, and a lap pool. Families will love the resort-style pool, playground, dog park, fishing pier, outdoor fire pit, and game room with a catering kitchen—perfect for celebrations and gatherings. This isn’t just a home—it’s a place where your family can grow, connect, and create lasting memories, and make new friends all set against the backdrop of one of Southwest Florida’s most beautiful lakefront communities. Don't delay!



$777,000
Decrease*
$112K
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Skysail

3967 Pegasus Way, Naples, FL 34120

Homes - 1,922 ft² / 2,377 ft² - 2 Car Garage

3 Bed / 2 Baths / Pool

Built 2023
Skysail Naples Homes for Sale: Your lucky number just came up—$777,000 ( LOWEST -PRICED POOL HOME in the entire Skysail Community plus -Fully Furnished ) Welcome to one of the most extensively upgraded and beautifully appointed homes in Skysail—a better-than-new lakefront masterpiece where every detail has already been perfected. Why spend months building and thousands more on upgrades when this stunning, fully furnished TURNKEY residence is ready to exceed every expectation from the moment you walk through the door? Built in 2023 and meticulously enhanced far beyond builder standards, this home offers the effortless elegance today’s luxury buyers demand. Soaring ceilings, impact windows and doors, designer lighting, plantation shutters, custom finishes, and an open-concept layout create a bright, sophisticated atmosphere that perfectly blends everyday comfort with refined living. At the heart of the home, the chef-inspired kitchen was designed to impress, featuring premium cabinetry, natural gas cooking, an oversized island, abundant storage, and seamless flow into the expansive great room and dining area—all framed by breathtaking long lake views. The owner’s suite is a peaceful sanctuary with tranquil water views, spa-inspired finishes, and generous walk-in closets, while the additional bedrooms offer exceptional comfort for family and guests.… step outside and discover what truly sets this property apart. Your private resort begins here. Lounge beside the spectacular heated saltwater pool featuring a sun shelf, elegant waterfall, deck jets, shimmering glass tile, and luxurious Carrara marble decking. Entertain under the panoramic screened lanai complete with a fully equipped natural gas outdoor kitchen, professionally designed tropical landscaping, and your own private putting green. Whether you’re hosting sunset dinners, weekend gatherings, or simply enjoying your morning coffee overlooking the sparkling lake, every day feels like you’re living at a five-star resort. Located within Naples’ exciting Skysail community, residents enjoy an unmatched resort lifestyle featuring a spectacular clubhouse, resort-style pool and spa, state-of-the-art fitness center, pickleball, tennis, walking trails, dog park, social events, and beautifully maintained grounds—all just a short drive from Naples’ white-sand beaches, championship golf courses, upscale shopping, fine dining, and everything that makes Southwest Florida one of the most desirable places to live. This is more than a home—it’s a lifestyle. A lifestyle where weekends feel like vacations, entertaining comes naturally, luxury surrounds you at every turn, and every sunset reminds you why you chose Naples. Opportunities like this don’t last. Skip the construction delays, skip the costly upgrades, and start living the luxury lifestyle you’ve earned today....



$739,900
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Skysail

3993 Perseus St, Naples, FL 34120

Homes - 2,309 ft² / 3,412 ft² - 3 Car Garage

3+Den / 2 Baths / 1 Half

Built 2025
Skysail Naples Homes for Sale: One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to this RARELY AVAILABLE 3-bed plus den, New Construction, 2.5 bath BRIGHT MEADOW floorplan! This spacious open concept model stuns with expansive views from the screened-in lanai. This property features upgrades galore including designer kitchen finishes with quartz countertops, stainless appliances, 3-car garage, upgraded electrical and plumbing options, and all exterior windows and doors are impact-rated. Extended warranty is available if desired. All electrical for future pool construction is complete as well as pool architectural plans. The den offers flexibility for a home office, extra guests, or a quiet reading space. SkySail is a serene home neighborhood located among 246 acres of sparkling lakes. This beautiful lakeside community offers a variety of resort amenities perfect for connecting with neighbors through outdoor relaxation or exciting activities.Neighborhood features include the lake, tennis, pickleball, trails, fishing pier, dog parks, pickleball, basketball court, fitness center, community pools, lap pool, spa, bocce, playgrounds, and a state-of-the-art community wellness and gathering center. Check out the Virtual Amenities Tour to see this wonderful neighborhood. One or more photo(s) has been virtually staged, AI generated or rendered.



$650,000
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Skysail

3998 Perseus St, Naples, FL 34120

Homes - 2,454 ft² / 3,082 ft² - 3 Car Garage

3+Den / 3 Baths

Built 2024
Skysail Naples Homes for Sale: One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to 3998 Perseus Street, an exceptional lakefront home in SkySail offering luxury finishes, extensive upgrades, and move-in-ready convenience. This beautifully upgraded Neal Communities Harvest 3 model features 3 bedrooms plus a den, 3 full bathrooms, and a spacious 3-car garage on a premium lakefront homesite with peaceful water views and beautiful Florida sunsets. Better than building new, the original owners invested more than $72,000 in builder upgrades plus thousands more in improvements after closing, bringing the total investment in upgrades and improvements to over $80,000. Inside, you'll find beautiful Buckingham Oak luxury vinyl plank flooring throughout most of the home, whole-house impact windows, upgraded lighting, premium finishes, and an open-concept layout designed for entertaining and everyday living. The chef-inspired kitchen is the centerpiece of the home and features premium quartz countertops, an oversized island, upgraded Aristokraft cabinetry with crown molding and soft-close features, designer hardware, under-cabinet lighting, a dramatic tile backsplash, stainless steel appliances, and a pull-out trash and recycling cabinet. All three bathrooms feature upgraded finishes including quartz countertops, premium cabinetry, designer tile, upgraded shower glass, plumbing fixtures, and luxury hardware. Additional upgrades include an outdoor kitchen rough-in, recessed lighting, additional electrical outlets, upgraded interior doors, trim and hardware, a garage utility sink, garage service door, designer lighting, ceiling fans throughout the home and covered lanai, custom Venetian blinds, blackout curtains, decorative curtain rods, Maytag washer, and Maytag gas dryer. Step outside to the screened and covered lanai overlooking the lake and enjoy a peaceful waterfront setting with an expansive backyard offering plenty of room for a future custom swimming pool. SkySail offers natural gas and an incredible resort-style lifestyle with a clubhouse, fitness center, resort-style pool, tennis and pickleball courts, fishing pier, walking and biking opportunities, and an active social calendar. The surrounding Randall Boulevard and Orangetree corridor continues to grow, bringing shopping, dining, healthcare, schools, and everyday conveniences closer to home, with easy access to Immokalee Road, Oil Well Road, I-75, Downtown Naples, Gulf beaches, and Southwest Florida International Airport. Why wait months to build and then spend thousands more after closing? With premium lake views, impact protection, a 3-car garage, over $80,000 in upgrades and improvements, and the finishing touches already completed, this SkySail home is ready to enjoy from day one.



$649,000
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Skysail

4003 Pegasus Way, Naples, FL 34120

Homes - 1,966 ft² / 2,106 ft² - 2 Car Garage

3 Bed / 2 Baths / 1 Half

Built 2023
Skysail Naples Homes for Sale: This Beautiful NEARLY NEW FURNISHED 3 bedroom 3 bath home offers tile throughout, a gorgeous chef's kitchen with 42" cabinetry, quartz counters, stainless steel appliances including double oven & GAS cooktop. Beautiful views of the lake from the great room and lanai.You will love the breath taking sunrises and sunsets from your own private oasis! Naples newest gated community Skysail afford you the active Florida lifestyle you've been dreaming of! Resort amenities for all ages with 2 pools..spa..fitness center... lake front Clubhouse... fire pit.. pickleball..tennis.. fishing pier.. walking and biking trails.



$551,106
Decrease*
$30K
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Skysail

4519 Centaurus Cir, Naples, FL 34120

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

4 Bed / 2 Baths / 1 Half

Built 2026
Skysail Naples Homes for Sale: New HERITAGE Single Family Home by Neal Communities in SKYSAIL is Ready Now! This single-family home is a 4-bedroom plus loft, 2.1 bath, 2 car garage home. UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded 42"cabinets, stainless steel appliances, IMPACT WINDOWS/DOORS, 8-ft doors and a beautiful lanai. 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 built on lot 415. *Photos are of Heritage Model * Not of actual home. Images are not an exact representation of this feature home and the feature home will no be sold furnished.



$520,000
Decrease*
$5K
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Skysail

3980 Pegasus Way, Naples, FL 34120

Homes - 1,812 ft² / 2,445 ft² - 2 Car Garage

3+Den / 2 Baths

Built 2022
Skysail Naples Homes for Sale: Refined Lakeside Living in SkySail - Discover beautifully upgraded living in the sought-after SkySail community, where refined design meets the tranquility of lakeside living. Surrounded by 246 acres of sparkling lakes and lush natural landscaping, this exceptional residence offers the perfect blend of comfort, style, and everyday functionality while providing access to an unmatched resort-inspired lifestyle. From the moment you arrive, the home's quality craftsmanship is evident. A striking multi-lite impact glass entry door welcomes you into a bright, open great room highlighted by elegant single-step coffered ceilings that continue into the spacious primary suite. A pocket sliding glass door creates a seamless transition to the expansive covered lanai, extending your living space outdoors for effortless entertaining or peaceful mornings overlooking the spacious backyard. With plenty of room to design your own private pool, the outdoor space offers endless possibilities. At the heart of the home, the thoughtfully designed kitchen combines beauty with everyday practicality. Upgraded cabinetry with crown molding, pot-and-pan drawers, a coordinating center island, quartz countertops, a timeless herringbone backsplash, stainless steel appliances including a gas range, and a Moen Genta faucet with an undermount sink create a space equally suited for casual meals or entertaining family and friends. The adjacent utility room adds exceptional functionality with additional cabinetry, a Corian countertop, and a deep laundry sink. The primary and guest bathrooms have been beautifully appointed with upgraded cabinetry, quartz countertops, oversized wall tile, decorative accents, brushed nickel fixtures, and custom shower niches, creating spa-inspired retreats. Throughout the main living areas, durable wood-look tile flooring offers warmth and elegance, while the bedrooms feature upgraded carpeting with premium padding for enhanced comfort. Additional features include impact-resistant windows, upgraded lighting throughout, ceiling fan prewiring, a versatile den with double doors ideal for a home office and an extended two-foot garage complete with a LiftMaster opener, keyless entry, and professionally finished speckled flooring. Beyond your front door, SkySail delivers an exceptional lifestyle. Residents enjoy two resort-style pools, a dedicated lap pool and spa, a lakehouse and wellness center, eight pickleball courts, two tennis courts, event lawns, playgrounds, dog parks, and a scenic three-mile walking and biking trail. A fishing pier and kayak launch provide the perfect opportunity to enjoy the community's beautiful lakes and Southwest Florida's outdoor lifestyle. This is more than just a home, it's an opportunity to enjoy thoughtfully designed living in one of Naples' most exciting newer communities. **Please Note:** Several photographs were professionally taken when the home was furnished to help illustrate its design potential.



$495,736
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Skysail

4467 Centaurus Cir, Naples, FL 34120

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

3+Den / 2 Baths

Built 2026
Skysail Naples Homes for Sale: 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 a den, 2 full bathrooms and a 2 car garage. There are a range of premium features including a smart home package, 8 foot doors, upgraded tile flooring, stainless steel appliances and quartz countertops. SkySail is a 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 428. The images are not an exact representation of this home and the feature home will not be sold furnished nor is a pool included with this home.



$469,000
Decrease*
$30K
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Skysail

4653 Centaurus Cir, Naples, FL 34120

Homes - 1,548 ft² / 1,943 ft² - 2 Car Garage

3 Bed / 2 Baths

Built 2023
Skysail Naples Homes for Sale: 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-ready convenience without the builder wait. Inside, the open great-room floor plan features high-end wood-look luxury vinyl flooring throughout the main living areas and an upgraded kitchen with quartz countertops, tile backsplash, under-cabinet lighting, stainless steel appliances, natural gas stove, pantry, and peninsula—perfect for entertaining. Additional owner upgrades include wood-look plantation shutters, remote-controlled rear blinds, whole-home air purifier integrated into the HVAC system, a water softener and filtration system, and upgraded lighting. The screened lanai overlooks a fenced backyard with western exposure—ideal for sunset evenings—and offers room for a future pool. Impact-resistant windows and doors provide peace of mind. Concrete block construction. 2-car garage. Smart home features. Skysail residents enjoy resort-style amenities including clubhouse, fitness center, community pool and lap pool, pickleball, tennis, basketball, fishing pier, kayak/canoe launch, bike/jog paths, and a dog park—all within a gated lake-centered community in one of Naples’ fastest-growing corridors.



$739,349
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Skysail

4235 Pegasus Way, Naples, FL 34120

Homes - 2,601 ft² / 3,622 ft² - 3 Car Garage

4+Den / 3 Baths

Built 2026
Skysail Naples Homes Under Contract: The Lighthouse home design by Neal Communities offers an open layout for the common living areas. The beautifully-equipped kitchen comes with an island, corner walk in pantry and a cafe area. A spacious great room is open from the kitchen. In the primary bedroom suite you will find dual walk in closets and primary bath with walk in shower and private water closet. The second story features a loft and bonus bedroom with a Jack and Jill bath to maximize space and functionality of the home. 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 Lot 278. The images are not an exact representation of this feature home and the feature home will not be sold furnished. A pool is not included with this home.



$718,396
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Skysail

4679 Skysail Dr, Naples, FL 34120

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

4 Bed / 3 Baths

Built 2026
Skysail Naples Homes Under Contract: THE PRICE HAS BEEN REDUCED FOR MONTH OF JULY AND IS 50% OFF OF THE LOT PREMIUM, WHICH IS INCLUDED IN THE CURRENT LIST PRICE. New HARVEST 3 Single Family Home by Neal Communities in SKYSAIL. This single family home is a 3 bedroom, 3 bath, den, 3 car garage home and is being built. UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, coffered ceiling, stainless steel appliances, upgraded tile floors throughout, IMPACT WINDOWS/DOORS and 8-ft doors. 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 385. The images are not an exact representation of this feature home and the feature home will not be sold furnished.



$601,448
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Skysail

4073 Aquila Pl, Naples, FL 34120

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

4 Bed / 3 Baths

Built 2025
Skysail Naples Homes Under Contract: Ready Now! This brand-new Triumph single-family home by Neal Communities is available now in the highly desirable SkySail community, featuring a Northern Italian elevation. Situated on Lot 106, this beautifully upgraded 4-bedroom, 2.1-bath, 2-car garage home offers luxury, style, and functionality throughout. The open-concept design boasts a gourmet kitchen package with quartz countertops, GE stainless steel appliances, 42” upper cabinets with dovetail drawers and soft-close doors, designer-selected backsplash, roll-out shelves, and a spacious center island—perfect for entertaining. Elegant details like upgraded tile flooring throughout, coffered ceiling, 8-foot doors, and a pocket sliding glass door leading to the screened-in lanai elevate the living experience. Built with impact-resistant windows this home combines beauty and peace of mind. SkySail is a natural gas community with low HOA fees and a wealth of amenities, making it the perfect place to call home. Schedule your private showing today and experience the comfort and convenience this home has to offer! The images are not an exact representation of this feature home and the feature home will not be sold furnished, nor is an outdoor kitchen included. This home is being built on Homesite 106.



$487,095
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Skysail

4539 Centaurus Cir, Naples, FL 34120

Homes - 1,860 ft² / 2,524 ft² - 2 Car Garage

3+Den / 2 Baths

Built 2025
Skysail Naples Homes Under Contract: 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 a 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 410. *Photos are of Dream Model * 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

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 Under Contract: 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.



$460,466
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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 Under Contract: 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.



$455,327
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Skysail

4174 Pegasus Way, Naples, FL 34120

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

3+Den / 2 Baths

Built 2025
Skysail Naples Homes Under Contract: 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 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. Images are not an exact representation of this feature home and the feature home will not be sold furnished. This home is being built on lot 211.



$437,484
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Skysail

4592 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 449.



Foreclosure
$499,900
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Skysail

4605 Centaurus Cir, Naples, FL 34120

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

4 Bed / 2 Baths / 1 Half

Built 2023
Skysail Naples Homes Under Contract: Lowest priced Special...This stunning 4-bedroom, 2.5-bathroom Heritage model home built in 2023 with 2428 sqft of living space with a gorgeous tile roof. Located in the gated Skysail community of Naples, Florida. Boasting one of the largest lots in the area, it's perfect for adding a pool. The home features full-impact resistant windows, a modern kitchen with gas stove, a spacious loft, and an owners' suite on the main floor. Skysail is a gated community with top-notch amenities, including tennis courts, a community pool, basketball court, pickle ball courts, and a clubhouse. The community has waterfront views and a resort-style pool, surrounded by luxury homes. Don't miss this incredible opportunity to make this stunning Heritage model your dream home! SUBJECT TO SHORT SALE APPROVAL.



$772,797
Sold Price:
$732,000
Sold Date:
07/30/2026
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Skysail

4243 Pegasus Way, Naples, FL 34120

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

4 Bed / 3 Baths

Built 2026
Skysail Naples Homes: ARTISTRY Single Family Home by Neal Communities in SKYSAIL. This single family home is a 4 bedroom, Bonus room, 3 bath with a 2 car garage home UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, stainless steel appliances, upgraded tile floors throughout, IMPACT WINDOWS/DOORS, 8-ft doors, with a beautiful lanai. Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! Images are not an exact representation of this feature home and the feature home will not be sold furnished. A pool is not included with this home. This home is built on lot 276.



$746,331
Sold Price:
$715,000
Sold Date:
06/05/2026
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Skysail

4292 Pegasus Dr, Naples, FL 34120

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

3+Den / 2 Baths / 1 Half

Built 2025
Skysail Naples Homes: The Sea Mist plan offers a spacious, open-concept main living area that brings together the great room, dining area, and island kitchen for effortless everyday living and entertaining. The private primary suite features two walk-in closets just off the bedroom, which is highlighted by an elegant coffered ceiling. The primary bath is designed for comfort and convenience with dual sinks, a large walk-in shower, and a separate water closet. Additional features of the home include a dedicated office, a large laundry room, a generous covered lanai, a three-car garage, and a second full bath conveniently located between the two secondary bedrooms. The upgraded kitchen showcases quartz countertops, a center island, upgraded soft-close cabinetry with dovetail drawers, 42" upper cabinets, under-cabinet lighting, a designer-selected backsplash, and stainless steel GE appliances. Further enhancements include 8-foot interior doors, pocket sliding doors, recessed ceilings in the great room and primary bedroom, impact-resistant windows, and a screened-in lanai—adding both style and functionality throughout the home. **DISCLAIMER: Photos shown are of a model home and are for illustrative purposes only. They may include features, upgrades, furnishings and design elements that are not included in the actual home being offered for sale. This home does not include a pool. This home is being built on Homesite 296



$735,000
Sold Price:
$699,500
Sold Date:
07/14/2026
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Skysail

4652 Centaurus Cir, Naples, FL 34120

Homes - 2,428 ft² / 2,491 ft² - 2 Car Garage

4 Bed / 2 Baths / 1 Half / Pool

Built 2023
Skysail Naples Homes: Welcome to 4652 Centaurus Circle in Skysail, a 2023-built Heritage model offering the combination buyers want: newer construction, private pool, outdoor summer kitchen, impact-resistant windows and doors, wide lake views, and a first-floor primary suite. This two-story home features 4 bedrooms, a spacious loft, 2.5 bathrooms, and 2,428 square feet of living space, giving buyers flexibility without sacrificing main-level primary comfort. Listed at $747,000 with limited days on market, this home offers lake and water views, a private pool, impact glass, and an outdoor grill/summer kitchen setup. The value is clear. Buyers looking for a newer Naples home with a pool know how limited the options are, especially with impact glass, lake views, a summer kitchen, and a gated community with resort-style amenities. This home gives you the major upgrades buyers want without waiting for new construction, paying today’s builder premiums, or adding a pool, outdoor kitchen, window protection, and landscaping after closing. Inside, the open-concept layout is built for everyday living and entertaining, with a bright main living area, island kitchen, tile flooring in the main areas, walk-in closets, dual sinks in the primary bath, and a separate tub and shower. The first-floor primary suite is a major advantage for buyers wanting privacy, convenience, and long-term livability, while the upstairs bedrooms and oversized loft create the perfect setup for guests, kids, a media room, office, game room, or second lounge area. The outdoor space is where this home separates itself. The private pool, covered lanai, summer kitchen, and lake backdrop create the Southwest Florida lifestyle buyers are searching for now. Morning coffee, weekend grilling, evening swims, and sunset views over the water are already here. No waiting months for permits, construction, or upgrades. Move in and start living. Skysail adds more value with a guard-gated setting and strong amenities, including a clubhouse, community pool, spa, lap pool, fitness center, pickleball, tennis, basketball, dog park, bike and jogging paths, play area, fishing pier, streetlights, underground utilities, lawn maintenance, irrigation water, security, and recreational facilities. For buyers comparing newer Naples communities, this home and community package is hard to replace. With limited days on market, the opportunity is sitting in plain sight. This is not a basic resale. This is a newer construction lake-view pool home with impact glass, a summer kitchen, first-floor primary bedroom, oversized loft, and resort-style amenities at $747,000. Buyers who wait may pay more for less or spend months trying to recreate what this home already offers. Schedule your private showing now before one of Skysail’s best pool-home values is gone.



Foreclosure
$729,900
Sold Price:
$710,000
Sold Date:
03/31/2026
View Details

Skysail

3995 Pegasus Way, Naples, FL 34120

Homes - 3,176 ft² / 3,703 ft² - 3 Car Garage

5+Den / 4 Baths / 1 Half / Pool

Built 2023
Skysail Naples Homes: Welcome to SkySail, one of Naples’ newest lake-centric communities crafted by Neal Communities — where wide-open skies, shimmering water, and resort-style amenities define everyday living. This model is the "Harvest Model" with the extra added upstairs of 2 Bedrooms plus loft plus Jack n Jill bathroom. If you tried to build this new with the Builder it would cost you well over ONE MILLION DOLLARS. Plus, this has a STUNNING $100K lot view that will take your breath away. This expansive 5-bedroom + loft pool home sits on a beautiful northwest-facing lakefront lot, offering the perfect backdrop for glowing evening sunsets over the water. A private pool with a dedicated pool bath makes indoor/outdoor entertaining effortless. Inside, the home features 4 full baths, 2 half baths, a spacious loft, and an adaptable layout with room for everyone. The primary suite and adjacent bedroom area offer a fantastic opportunity for redesign, allowing you to craft a personalized retreat that fits your lifestyle. The downstairs bathroom has been opened up and is ready for your finishing vision, providing the rare chance to put your own style and touch on this impressive residence. A 2-car garage PLUS an enclosed tandem flex room provides additional space perfect for hobbies, storage, a workshop, crafting, fitness, gaming, or future conversion back to a tandem 3rd bay if desired. SkySail residents enjoy miles of lakes, walking trails, planned clubhouse amenities, and a peaceful setting just minutes from shopping, dining, and all that Naples has to offer. With its incredible water views, generous square footage, and spaces ready to be customized, this home presents a unique opportunity to create something truly special in one of SWFL’s most sought-after new communities. DON'T DELAY!



$725,000
Sold Price:
$710,000
Sold Date:
08/12/2026
View Details

Skysail

4058 Aquila Pl, Naples, FL 34120

Homes - 2,431 ft² / 3,062 ft² - 3 Car Garage

3+Den / 3 Baths

Built 2024
Skysail Naples Homes: Even the best photos do not do it justice! A beautifully designed 2-year-old, 3 bedroom/plus den, 2 1/2 bath home is being offered FURNISHED, making it a dream come true with a sweeping lake view. No detail overlooked inside this warm and richly toned Sea Mist model home, within the new Skysail community. This 3-car garage home has been professionally decorated with plantation shutters, designer wallpapered accent walls, custom drapes and top-of-the-line lighting throughout. Built in 2024, this new construction home is secured with impact-resistant windows and doors. Additional features include a gourmet kitchen package with natural gas cooking, quartz countertops, upgraded tile flooring, volume ceilings, spacious laundry room with laundry sink and ample storage/workspace, luscious green landscaping and screened areas in both rear and entry. The community has low HOA fees with a wide array of resort-style amenities for an active and social lifestyle. Located in Northeast Naples, shopping, dining and beaches are just minutes away.




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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 5 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.

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