Skysail Naples Real Estate : 21 Homes for Sale

Skysail Naples Homes for Sale: 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.

Skysail Naples Homes for Sale: Welcome to this RARELY AVAILABLE 3-bed plus den, 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.

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. **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

Skysail Naples Homes for Sale: BANK-OWNED AND PRICED TO SELL IMMEDIATELY! 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!

Skysail Naples Homes for Sale: 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 Naples Homes for Sale: 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 214. 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 Naples Homes for Sale: Welcome to SKYSAIL the fasted growing community in Naples. Featuring the desirable "Dream" model with 3 bedrooms, a den/flex room, 2 bathes, spacious great room with coffered ceiling, pocket sliding glass doors, you will love the gourmet kitchen with quartz counters and island, walk in pantry, 42" cabinets, stainless appliances. Upgraded tile flooring through out. Screened lanai overlooking serene lake with the most beautiful sunrises and sunsets. This home has over 100k in upgrades. The amenities include a stunning Lake/Club House, Resort like pool with additional Lap pool, Children Play area, Wellness Center with top of line fitness equipment plus a studio room for yoga, pilates, zumba or circuit training classes, a spa, fire pit, walking and biking trails, dog park, tennis and pickle ball courts as well as a Activities Director on site. Plus so much more!! A natural gas community with low HOA fees! *Contact Katherine/ Listing Agent for upgrade details.

Skysail Naples Homes for Sale: This home was built in 2023. Meadow Brook floorplan is simply the best. Can be sold with or with the furniture. Three bedrooms plus den and a 3 car garage!!! The kitchen has 42 "white shaker cabinets with pull outs, quartz countertops, a large island, stainless steel appliances & natural gas what a plus for cooking! Walk in pantry has a smoked glass door. Cool color accents are present throughout this lovely home. Porcelain tile in living areas and den, carpet in the bedrooms. Open living and dining area makes entertaining easy. Tray ceilings in the living area and master. The master has 2 walk in closets and a gorgeous bathroom gray & white upgraded tile and flooring. There is a walk in closet in the guest bedroom. A 3 car garage with epoxy flooring what is better than that!! Laundry room offers a sink and cabinets. A screened in Lanai with an enlarged patio, Southern views give plenty of light in this home and has a backyard for your pet to lounge around in. Lanai features Mont Alpi Grill and sink with granite countertops. Front and back of home are professionally landscaped. Last but not least Impact glass and an Impact front Door!! You will be busy with these amenities, a beautiful pool, lap pool, spa, fitness center, tennis courts, pickle ball courts, bocce, clubhouse and more!

Skysail Naples Homes for Sale: Sophisticated yet inviting, the spacious Eventide 4 floor plan at SkySail on Homesite 383 is designed for both effortless entertaining and everyday relaxation. The welcoming foyer flows into an elegant dining area, leading to an expansive great room that serves as the heart of the home. This open living space connects seamlessly to a beautifully appointed kitchen featuring a center island, breakfast nook, quartz countertops, designer-selected backsplash, upgraded cabinetry with dovetail construction and soft-close drawers, GE stainless steel appliances, and under-cabinet lighting. Enjoy indoor-outdoor living on the screened lanai, perfect for relaxing year-round. Additional highlights include impact-resistant windows, recessed ceilings in both the great room and primary bedroom, and a two-car garage with a 2-foot extension for added storage or workspace. The luxurious primary suite offers two walk-in closets and a spa-inspired bath with a walk-in shower and private water closet. Completing the home is an additional bedroom and a versatile den, ideal for a home office or flex space. **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 383

Skysail Naples Homes for Sale: New HERITAGE Single Family Home by Neal Communities in SKYSAIL. 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! Images are not an exact representation of this feature home and the feature home will not be sold furnished. This home is built on lot 414.

Skysail Naples Homes for Sale: Sellers offering $10,000 towards closing costs until 2/26/2026! Welcome to this light and bright coastal Spanish–style ranch, thoughtfully designed with a desirable split-bedroom floor plan and truly move-in ready. Offering 3 bedrooms plus a versatile den, 2 bathrooms, and an extended 2-car garage, this home blends timeless architecture with modern upgrades throughout. At the heart of the home is a gourmet kitchen featuring quartz countertops, 42" upgraded cabinetry, a spacious island, under-cabinet lighting, and a striking herringbone tile backsplash. Stainless steel appliances, including a gas range, stainless hardware, custom lighting, and ceiling fans complete the space, while the tray ceiling and pocketing patio sliders enhance the open, airy feel—perfect for seamless indoor-outdoor living. The den with French doors off the entryway offers flexibility as a home office, guest bedroom, or fitness room. Privately tucked away, the primary suite showcases two walk-in closets, a double vanity, and a large walk-in shower, creating a serene retreat. Additional highlights include a designer accent wall, upgraded Samsung washer and dryer, and a laundry sink. Step outside to the screened lanai, complete with hookups for a full summer kitchen, and enjoy breathtaking western sunsets overlooking a large, expansive backyard—ideal for adding a pool and creating your own private oasis. Curb appeal abounds with a covered front porch perfect for morning coffee or relaxed lounging, and a paver driveway beautifully illuminated by glass lanterns, adding charm and warmth from day to night. Located within Skysail, an amenity-rich gated community, residents enjoy 246 acres of lakes, scenic walking trails, dog parks, pickleball, tennis and basketball courts, a wellness center, lakehouse, clubhouse, resort-style pool, lap pool, and hot tub—offering a lifestyle that feels like a year-round vacation.

Skysail Naples Homes for Sale: Welcome to a beautifully upgraded home in the scenic SkySail community, where lakeside living blends seamlessly with refined design. Nestled among 246 acres of sparkling lakes and lush landscaping, this home combines comfort, style, and functionality, complemented by amenities that encourage relaxation, wellness, and an active lifestyle. From the moment you arrive, the home’s thoughtful details are evident. A multi-lite impact glass entry door opens to an inviting, light-filled layout. The great room and primary suite feature elegant single-step coffered ceilings that add architectural character, while a pocket sliding glass door connects the indoors to a spacious covered lanai—ideal for both quiet mornings and evening gatherings. Just beyond, a large, spacious backyard offers ample space for outdoor entertaining and is perfectly suited for adding a pool. The kitchen is designed for both beauty and performance. Upgraded cabinetry with crown molding, pot-and-pan drawers, and a matching island provide style and function. Quartz countertops are paired with a herringbone-pattern backsplash, stainless steel appliances including a gas range, and a Moen Genta faucet with stainless undermount sink. Nearby, the utility room offers extra convenience with a cabinet, Corian countertop, and a deep laundry sink. Both the primary and guest baths reflect a spa-like elegance with upgraded cabinetry, quartz countertops, brushed nickel fixtures, oversized wall tiles, decorative accents, and custom shower niches. The primary bath features a walk-in shower with accent tile and upgraded lighting, while the guest bath offers equally refined finishes. Throughout the main living areas, wood-look tile provides warmth and durability, while bedrooms feature plush patterned carpet with upgraded padding. Impact-resistant windows ensure peace of mind, and the home includes upgraded lighting, ceiling fan prewires, and a versatile den with double doors. The garage is extended by two feet and includes a Liftmaster opener, keyless entry, and a speckled floor finish. Life in SkySail offers far more than just a beautiful home. Residents enjoy two resort-style pools, a lap pool, and a relaxing spa. The lakehouse and wellness center provide gathering and fitness spaces, while eight pickleball courts, two tennis courts, and outdoor gaming areas offer plenty of recreation. A three-mile perimeter trail winds through the neighborhood, perfect for walking or biking, and the fishing pier and kayak launch make it easy to enjoy the water. The community also features dog parks, playgrounds, and expansive event lawns, ensuring there’s always something to do close to home.

Skysail Naples Homes for Sale: New Meadowbrook Single Family Home by Neal Communities in SKYSAIL. This single family home is a 3 bedroom, den, 2.1 bath, 3 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. 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 114. *Photos are of Meadowbrook Model * Not of actual home

Skysail Naples Homes for Sale: Introducing the brand-new Imagination 2 style floor plan by Neal Communities, now in SKYSAIL. This stunning home 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 401. The images are not an exact representation of this feature home and the feature home will not be sold furnished.

Skysail Naples Homes for Sale: SUBJECT TO SHORT SALE APPROVAL. 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!

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 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.

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.

Skysail Naples Homes for Sale: Welcome to SKYSAIL the fastest growing resort-style community in Naples. Introducing the new Sandcastle Villa by Neal Communities! This attached villa features 3 bedrooms, plus a den, 2 bathrooms, and a 2-car garage. Upgrades galore: Gourmet kitchen with quartz countertops, 42" upgraded cabinetry, stainless steel appliances, tray ceilings, upgraded tile flooring in main areas, plush carpet in bedrooms, 8-ft doors, and impact-resistant windows and doors. Enjoy the Florida lifestyle with a screened-in lanai perfect for relaxing or entertaining. Don't miss your chance tour this stunning home! Residents of SKYSAIL enjoy the benefits of natural gas, low HOA fees, and a full range of resort-style amenities. Schedule your tour today!!

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. 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 being built on lot 456. The images are not an exact representation of this feature home and the feature home will not be sold furnished.

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 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.

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 under construction. 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 a screned 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 455. The images are not an exact representation of this feature home and the feature home will not be sold furished.

Skysail Naples Homes Under Contract: 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!!!

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.

Skysail Naples Homes Under Contract: New HERITAGE Single Family Home by Neal Communities in SKYSAIL. 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 33. *Photos are of Heritage Model * Not of actual home