Skysail Houses For Sale

Entry-Level
Ultra LuxuryAbove $1,000 per SqFt
High-End$650 - $1,000 per SqFt
Mid-Tier$400 - $650 per SqFt
Premium$300 - $400 per SqFt
Entry-LevelBelow $300 per SqFt
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0–30 favors buyers
30–100 favors sellers
Selling Speed
20.45
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20%+ Fast
8–19.9% Steady
Below 8% Slow
Inventory Supply
4.89
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0.75–1.99/mo Steady
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Community rating based on resident and buyer reviews
4.5+ Excellent
4.0–4.49 Good
3.0–3.99 Average
Below 3.0 Below Average
Results 11 of 11
Skysail, 5046 Draco Cir, Naples, Florida 34120, image 1
Skysail, 5046 Draco Cir, Naples, Florida 34120, image 2
Skysail, 5046 Draco Cir, Naples, Florida 34120, image 3
$369,970
  • 3 Beds
  • 21/2 Baths
  • 1,790 SqFt
  • $207/SqFt
Entry-Level
Condo for sale in Skysail
5046 Draco Cir, Naples, FL 34120
Morgan townhome - end unit - water view! Unit 3001 come home to the morgan - a new townhome design by award winning neal communities. This 2 story home includes 3 bedrooms, 2.1 baths and an attached 1 car garage. Features include a large living room with a well appointed kitchen and dining space leading out to the covered lanai. The kitchen boasts stainless appliances, quartz counters and a designer selected backsplash. A powder room, storage closet on the lanai and access to the garage area also on the first floor. The second floor offers the primary suite, along with two nicely sized bedrooms. Photos are of the plan model - these are not actual photos of the home. This home is unit 3001.
Skysail, 4605 Centaurus Cir, Naples, Florida 34120, image 1
Skysail, 4605 Centaurus Cir, Naples, Florida 34120, image 2
Skysail, 4605 Centaurus Cir, Naples, Florida 34120, image 3
$505,000 $32K
  • 4 Beds
  • 21/2 Baths
  • 2,428 SqFt
  • $208/SqFt
Entry-Level
House for sale in Skysail
4605 Centaurus Cir, Naples, FL 34120
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.
Skysail, 4580 Skysail Dr, Naples, Florida 34120, image 1
Skysail, 4580 Skysail Dr, Naples, Florida 34120, image 2
Skysail, 4580 Skysail Dr, Naples, Florida 34120, image 3
$432,900 $7K
  • 3 Beds
  • 2 Baths
  • 1,848 SqFt
  • $234/SqFt
Entry-Level
Villa for sale in Skysail
4580 Skysail Dr, Naples, FL 34120
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!
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Skysail, 3995 Pegasus Way, Naples, Florida 34120, image 1
Skysail, 3995 Pegasus Way, Naples, Florida 34120, image 2
$895,900
  • 5 Beds
  • 42/2 Baths
  • 3,393 SqFt
  • $264/SqFt
Entry-Level
House for sale in Skysail
3995 Pegasus Way, Naples, FL 34120
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!
Skysail, 3998 Perseus St, Naples, Florida 34120, image 1
Skysail, 3998 Perseus St, Naples, Florida 34120, image 2
Skysail, 3998 Perseus St, Naples, Florida 34120, image 3
$659,000 $10K
  • 3 Beds
  • 3 Baths
  • 2,456 SqFt
  • $268/SqFt
Entry-Level
House for sale in Skysail
3998 Perseus St, Naples, FL 34120
Welcome to the unparalleled skysail community, where luxury meets tranquility. This breathtaking "harvest" model home offers a sophisticated layout featuring 3 bedrooms plus a den, 3 bathrooms, and a spacious 3-car garage. Thoughtful upgrades abound, from the impact-resistant windows and doors to the elegant wood flooring that flows throughout the entire home. The heart of the home is the chef-inspired kitchen, which has undergone a complete luxury transformation. It features top-of-the-line quartz countertops, extra-tall cabinetry, and a striking backsplash that extends to the ceiling. High-end stainless steel appliances and a powerful range hood complete this culinary workspace. From the designer bathroom fixtures to the upgraded electrical outlets, no detail has been overlooked. Step outside to your private, screened-in lanai to enjoy serene lake views, or take advantage of the expansive backyard—perfectly sized for a future custom swimming pool. Skysail residents enjoy natural gas service, low hoa fees, and a world-class clubhouse. Amenities include a fitness center, tennis courts, a fishing pier, and a vibrant social calendar. This lakefront masterpiece is move-in ready—schedule your private tour today and start living your dream.
Skysail, 4235 Pegasus Way, Naples, Florida 34120, image 1
Skysail, 4235 Pegasus Way, Naples, Florida 34120, image 2
Skysail, 4235 Pegasus Way, Naples, Florida 34120, image 3
$739,349
  • 4 Beds
  • 3 Baths
  • 2,601 SqFt
  • $284/SqFt
Entry-Level
House for sale in Skysail
4235 Pegasus Way, Naples, FL 34120
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.
Skysail, 3980 Pegasus Way, Naples, Florida 34120, image 1
Skysail, 3980 Pegasus Way, Naples, Florida 34120, image 2
$525,000
  • 3 Beds
  • 2 Baths
  • 1,812 SqFt
  • $290/SqFt
Entry-Level
House for sale in Skysail
3980 Pegasus Way, Naples, FL 34120
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.
Skysail, 4653 Centaurus Cir, Naples, Florida 34120, image 1
Skysail, 4653 Centaurus Cir, Naples, Florida 34120, image 2
$489,000 $10K
  • 3 Beds
  • 2 Baths
  • 1,548 SqFt
  • $316/SqFt
Entry-Level
House for sale in Skysail
4653 Centaurus Cir, Naples, FL 34120
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.
Skysail, 3993 Perseus St, Naples, Florida 34120, image 1
Skysail, 3993 Perseus St, Naples, Florida 34120, image 2
Skysail, 3993 Perseus St, Naples, Florida 34120, image 3
$739,900
  • 3 Beds
  • 21/2 Baths
  • 2,309 SqFt
  • $320/SqFt
Entry-Level
House for sale in Skysail
3993 Perseus St, Naples, FL 34120
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. 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.
Skysail, 4003 Pegasus Way, Naples, Florida 34120, image 1
Skysail, 4003 Pegasus Way, Naples, Florida 34120, image 2
Skysail, 4003 Pegasus Way, Naples, Florida 34120, image 3
$649,000
  • 3 Beds
  • 21/2 Baths
  • 1,966 SqFt
  • $330/SqFt
Entry-Level
House for sale in Skysail
4003 Pegasus Way, Naples, FL 34120
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.
Skysail, 3967 Pegasus Way, Naples, Florida 34120, image 1
Skysail, 3967 Pegasus Way, Naples, Florida 34120, image 2
Skysail, 3967 Pegasus Way, Naples, Florida 34120, image 3
$790,000 $60K
  • 3 Beds
  • 2 Baths
  • 1,922 SqFt
  • $411/SqFt
Entry-Level
House for sale in Skysail
3967 Pegasus Way, Naples, FL 34120
Welcome to 3967 pegasus way, a refined expression of naples luxury where sophisticated design, thoughtful upgrades, and effortless living come together. Built in 2023, this turnkey-furnished 3-bedroom, 2-bath residence offers sweeping lake views, peace of mind with impact-resistant windows and doors, and a level of customization rarely found in newer construction. From the moment you arrive, the zero-grade front entry, sealed driveway pavers, extensive perimeter landscaping, and mature palm trees set a polished first impression. Inside, the open-concept layout is enhanced by designer light fixtures and chandeliers, custom drapes, 4" plantation shutters throughout, upgraded tile flooring, and hunter douglas ceiling fans—creating a home that feels both luxurious and comfortable. Practical upgrades include a whole-house carbon filtration system with uv light, reverse osmosis drinking water at the kitchen sink and refrigerator ice maker, electrical outlets in the primary closets and utility room, and lg washer and dryer units with pedestal storage. The living and dining areas flow seamlessly to a private screened lanai through expansive openings, designed for true indoor-outdoor living. Outdoors, the custom pool is a showpiece—featuring inlaid glass tile, deck jets, a waterfall sun shelf with three bubblers, sealed white carrara marble decking, and a natural gas heater, allowing for year-round enjoyment. A fully equipped outdoor kitchen includes a refrigerator, oversized sink, and a 4-burner natural gas grill with sear burner, making the space ideal for entertaining. Additional outdoor highlights include a 3-hole putting green, super-screen pool cage and front entry porch, and led bluetooth-controlled landscape lighting in both the front and rear of the home. The primary suite offers a serene retreat with tranquil water views and a spa-inspired feel, while two additional bedrooms provide flexible space for guests or a home office. The guest bathroom is finished with frameless glass shower doors, continuing the home’s refined aesthetic. Located within the desirable skysail community, residents enjoy a wide array of resort-style amenities designed to complement an active and social lifestyle, all while being just minutes from naples’ premier shopping, dining, golf, and beaches. Offered fully turnkey, thoughtfully upgraded, and impeccably maintained—this is modern naples living at its finest.

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Subdivision Amenities

Barbecue
Bike And Jog Path
Bocce Court
Cabana
Clubhouse
Community Room
Dog Park
Fishing Pier
Fitness Center
Internet Access
Park
Pickleball
Play Area
Pool
Shuffleboard Court
Sidewalk
Spa/Hot Tub
Streetlight
Tennis Court(s)
Underground Utility
Barbecue
Bike And Jog Path
Clubhouse

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Nearby Subdivisions

Entry-Level
2.65 miles
For Sale (4)
$395K - $849K
For Rent (2)
$2K - $2K
Premium
2.81 miles
For Sale (10)
$498K - $975K
For Rent (9)
$3K - $7K
Entry-Level
2.85 miles
For Sale (43)
$339K - $770K
For Rent (12)
$2K - $4K
Entry-Level
3.38 miles
For Sale (20)
$515K - $2M
For Rent (3)
$3K - $4K
Premium
4.02 miles
For Sale (2)
$465K - $467K

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Walk Score®
Car-Dependent. Almost all errands require a car
0

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
25

100
Sound Score®
Bearable noise
83

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
19

100
Local Score
Limited local amenities nearby
0

100

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