Whippoorwill Real Estate

Welcome to Whippoorwill, a hidden gem nestled in the heart of Naples, Florida. This charming neighborhood offers a serene retreat while still being close to the vibrant lifestyle that Naples is known for. Whippoorwill is characterized by its lush landscapes, well-maintained homes, and a friendly community atmosphere that makes it a perfect place for families and retirees alike.

One of the standout features of Whippoorwill is its prime location. Residents enjoy easy access to some of Naples' most beautiful beaches, where the sun-kissed sands and crystal-clear waters beckon for relaxation and recreation. Whether you’re looking to take a morning jog along the shore or enjoy a sunset picnic, the coastal allure is just minutes away.

The neighborhood is also in close proximity to a variety of shopping and dining options. From upscale boutiques to delightful cafes and gourmet restaurants, you'll find everything you need to satisfy your cravings and indulge in a bit of retail therapy. For outdoor enthusiasts, the nearby parks and nature preserves offer ample opportunities for hiking, biking, and birdwatching, making it easy to connect with nature.

Education is a priority in Whippoorwill, with highly-rated schools serving the area, ensuring that families have access to quality education. The sense of community is palpable, with frequent neighborhood events, social gatherings, and friendly neighbors who look out for one another.

In Whippoorwill, you’ll find not just a home, but a lifestyle filled with warmth, convenience, and a touch of Florida charm. Come discover the magic of this delightful neighborhood in Naples!

Newest Listings in Whippoorwill

$395,000

2 Beds ⋅ 2 Baths ⋅ 226029624 MLS ⋅ Mariposa BLDG.

Updated and well-maintained Condominium in the heart of Naples. Ground floor unit featuring 2 bedrooms plus a den and 2 full bathrooms. Open floor plan with large living room, formal dining room plus and eat-in kitchen. 1 car attached garage plus a 2-car wide driveway. Master bedroom with 2 walk-in closets plus a master bath with double sinks, large soaking tub and walk-in tiled shower. 2nd full bathroom offers a walk-in shower as well. Screened lanai off living room. Recent updates include new interior paint throughout home including walls, ceilings, doors and trim. Brand new LVT flooring throughout the entire home. Newer ceiling fans in living room, bedrooms and den. All recessed lighting has been upgraded to LED lighting. Both bathrooms have been updated with new light fixtures, new faucets and new mirrors. Bathroom countertops have been refinished, and the master bathtub was refinished as well. Air handler and A/C units were replaced in 2022. All roofs throughout the community were replaced in 2023. Gated community with Clubhouse that features a meeting/party room, gym, game room and bathrooms. Heated saltwater pool with ample seating and lounge chairs. Pool furniture was all just replaced, and all new gym equipment was just installed. Close proximity to schools shopping, entertainment. Freeway within close proximity and only 20 minutes to fabulous beaches. This condo is move-in ready for the next owner.

1425 Mariposa CIR Unit 101, Naples

$525,000

3 Beds ⋅ 2.5 Baths ⋅ 226024599 MLS ⋅ Mariposa BLDG.

SELLER ENCOURAGES ALL OFFERS! Don't miss this rare opportunity to own one of the most extensively renovated and beautifully designed townhomes in Mariposa at Whippoorwill. Offered furnished with brand-new furnishings negotiable, this stunning lakefront residence combines luxury design, modern finishes, and an unbeatable central Naples location. Completely renovated from top to bottom, this spacious 3-bedroom + loft, 2.5-bath townhome offers over 2,300 square feet of thoughtfully designed living space with a 2-car garage and tranquil lake views. The dramatic great room features luxury vinyl flooring throughout, a custom brick accent wall, and a striking 72-inch linear electric fireplace that creates the perfect focal point for entertaining and everyday living. The designer kitchen has been completely transformed with gorgeous Cristallo granite countertops, a custom glass tile backsplash, oversized stainless steel sink, and brand-new stainless steel appliances. A formal dining room provides the perfect setting for hosting family and friends, while the expansive upstairs loft creates a flexible second living area, media room, office, or play space. The primary suite is a true retreat, featuring custom millwork, designer wallpaper, and a beautifully renovated spa-inspired bath. Additional bathrooms have been stylishly updated with new tile, vanities, fixtures, and designer finishes throughout. Every detail of this home has been carefully selected to create a fresh, modern, move-in-ready living experience. Located within the gated community of Mariposa, residents enjoy a clubhouse, fitness center, resort-style pool and spa, scenic lakes, and lush preserve surroundings, all while being just minutes from Waterside Shops, Mercato, Artis–Naples, Downtown Naples, world-famous beaches, shopping, dining, and I-75. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this exceptional property offers luxury, location, and value rarely found in today's market. With premium upgrades, negotiable furnishings, and one of the most desirable floor plans in the community, this is a home that must be seen in person to be fully appreciated.

1430 Mariposa CIR Unit 102, Naples

$375,000

2 Beds ⋅ 2 Baths ⋅ 226024075 MLS ⋅ Mariposa BLDG.

Motivated seller! With a full-price offer, the seller is willing to contribute $10,000 toward the buyer’s closing costs. A completely remodeled roof and a water heater purchased just 2 years ago. Well maintained and move-in ready—ideal for both homeowners and investors. Enjoy easy living in the heart of Naples. This well-maintained, located in the gated community of Mariposa, surrounded by peaceful preserves. Featuring 2 bedrooms + Den, 2 bathroom, and a flexible loft area, it offers comfort and functionality in a top-rated school district. Brand-new air conditioning system (2026). Residents enjoy access to a community pool, clubhouse, and fitness center, with convenient access to I-75, SWFL Airport, shopping, medical facilities, and Naples’ beautiful beaches. Ideal for professionals or families seeking low-maintenance Florida living.

1405 Mariposa CIR Unit 102, Naples

$439,900

3 Beds ⋅ 2.5 Baths ⋅ 226017077 MLS ⋅ Mariposa BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. NEW PRICE REDUCTION!!!! UNBELIEVABLE PRICE for this beautiful, pristine, and exceptionally spacious, this tastefully updated two-story residence offers the perfect combination of comfort, style, and an unbeatable central Naples location. This bright 3-bedroom, 2.5-bath home features luxury vinyl flooring throughout, an open-concept floor plan ideal for everyday living and entertaining, and a beautifully appointed kitchen with granite countertops, stainless steel appliances, and a French-door refrigerator. The expansive living area flows seamlessly into the formal dining room and sunny breakfast nook, while the upstairs loft provides the perfect space for a home office, media room, or additional living area. The oversized primary suite boasts two walk-in closets and a stunning, fully remodeled en-suite bathroom featuring a freestanding soaking tub and modern finishes. An upstairs laundry room adds everyday convenience. Located in the intimate, beautifully maintained community of Mariposa, residents enjoy outstanding amenities, including a community clubhouse with a gathering room, a fitness center featuring new exercise equipment, and a children’s playroom. The HOA fees also cover internet, water and sewer. For added peace of mind, the community's tile roofs were replaced less than three years ago. Ideally situated in the heart of Naples, Mariposa is just minutes from premier shopping, dining, medical facilities, and less than five miles from Naples' beautiful Gulf beaches. This move-in-ready home is an exceptional opportunity to enjoy the best of Southwest Florida living.

1410 Mariposa CIR Unit 102, Naples

$514,990

3 Beds ⋅ 2.5 Baths ⋅ 225083922 MLS ⋅ Mariposa BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. This charming and spacious elegant residence offers 3 bedrooms, 2.5 bathrooms, dining room, living room and family, and is available furnished, with an unfurnished option negotiable. Exceptional value includes a 2-car garage and dedicated space for a future elevator. Roof: Replaced in 2024.A/C System:Replaced in 2025. Inside, you’ll find elegant travertine flooring throughout the main living areas and bathrooms, creating a seamless and sophisticated look. The showers are finished with matching travertine, adding to the home’s cohesive design. The staircase features beautifully crafted stained oak wood, adding warmth and character, while all bedrooms include engineered wood flooring for both durability and style.Thoughtful custom wall finishes elevate the interior, including decorative accents in the main living areas, a refined primary suite with designer details, and a spa-inspired primary bathroom with high-end finishes. Located within a top-rated school district, this modern residence has privacy and with low HOA fees of just $545 per month . Residents enjoy access to a community pool, clubhouse, and fitness center, all while being conveniently located near I-75, Southwest Florida International Airport (approximately 27 minutes), Physicians Regional Medical Center, and a variety of medical offices. You’re also just minutes from premier shopping and dining destinations such as Mercato and Waterside Shops, as well as Naples’ world-class beaches. This residence offers a blend of quality living, privacy, and style—ideal for both seasonal and full-time residents, and perfectly suited for professionals or families seeking the Southwest Florida lifestyle in a prime North Naples location.

1345 Mariposa CIR Unit 5204, Naples

$465,000

3 Beds ⋅ 2.5 Baths ⋅ 225078375 MLS ⋅ Mariposa BLDG.

Bathed in natural light and graced with sweeping lake views, this residence captures the essence of Naples living. This stunning two-story end unit offers 1,945 square feet of refined living space designed for effortless comfort and entertaining. The primary suite on the first floor provides convenience and privacy, while soaring cathedral ceilings and an open, airy floor plan create an inviting sense of space. The gourmet kitchen showcases elegant 42” cabinetry and flows seamlessly into the living and dining areas adorned with rich wood flooring and neutral tones that complement any style. Upstairs, two versatile lofts offer endless possibilities—transform one into a fourth bedroom, home office, or den to suit your lifestyle. One bedroom offers a built in Murphy bed for extra guest space. A two-car garage with an expansive driveway completes this exceptional offering. New A/C in 2021, new hot water tank in 2022, new washer/dryer in 2025 and 2021, new roof in 2023, new primary carpet in 2020..truly move in! Set within the gated enclave of Mariposa, surrounded by lush preserves and tranquil lakes, residents enjoy resort-style amenities including a private pool, fitness and community center, and a coveted central location close to Mercato, 5th Avenue South, and Naples’ famed white-sand beaches. Elegant. Light-filled. Effortless. This is Naples living at its finest.

1320 Mariposa CIR Unit 104, Naples

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.