Sherwood Homes with Pickleball Amenities

Welcome to Sherwood, a hidden gem nestled in the heart of Naples, Florida, where charm meets convenience in a picturesque setting. This delightful neighborhood offers a blend of serene living and vibrant community spirit, making it an ideal choice for families, retirees, and everyone in between.

Sherwood is renowned for its lush landscapes and well-maintained homes, many of which boast modern amenities and spacious layouts. One of the standout features of this community is its dedication to an active lifestyle, particularly with the inclusion of pickleball amenities. Whether you’re a seasoned player or a curious beginner, the community’s pickleball courts provide the perfect venue for friendly matches and socializing with neighbors. This sport is not just a pastime here; it’s a way to forge friendships and foster a sense of belonging among residents.

Beyond the courts, Sherwood is conveniently located near some of Naples’ finest attractions. Enjoy easy access to pristine beaches, upscale shopping, and gourmet dining, all just a short drive away. Nature enthusiasts will appreciate the nearby parks and nature reserves, perfect for hiking, biking, and soaking in the Florida sunshine.

In Sherwood, you’ll find more than just a house; you’ll discover a warm and welcoming community that encourages an active, engaged lifestyle. With homes that cater to both comfort and recreation, this neighborhood is truly a place where you can live your best life. Come and experience the Sherwood lifestyle—your dream home awaits!

Newest Sherwood Homes with Pickleball Amenities

$273,900

2 Beds ⋅ 2 Baths ⋅ 226027799 MLS ⋅ Sherwood BLDG.

Welcome to this charming, two bedroom, two bathroom condo perfectly situated at the end of a private cul-de-sac to offer serene and panoramic Lake views from your private lanai. As you step inside, you’ll be greeted by an abundance of natural light highlighting the spacious open concept living area design for both comfort and style. The kitchen features, sleek countertops, ample cabinetry, and plenty of space for preparing meals or entertaining guests. The living and dining areas, flow, seamlessly, creating and inviting space to relax while enjoying the peaceful beauty of the lake. Both bedrooms are generously sized with large windows that frame stunning water views. The master suite includes a private bath with a separate shower and dual vanities. The second bedroom is perfect for guests, family or as a home office. Additional features include in unit laundry, plenty of storage space and assigned parking space with one garage. Residence can take advantage of the community amenities, including a sparkling pool fitness center walking paths along the lake, as well as Pickleball and tennis courts ideal for outdoor enthusiasts. Best of all this condo is located within 15 minutes of beautiful beaches world class shopping on fifth Avenue and an array of fine dining restaurants, ensuring you’re never far from all the best Naples has to offer. Whether you’re looking for a full-time residence or a weekend retreat, this condo offers the perfect blend of luxury, convenience, and tranquility with breathtaking lake views from nearly every room.

431 Valerie WAY Unit 103, Naples

$342,900

3 Beds ⋅ 2 Baths ⋅ 226026405 MLS ⋅ Sherwood BLDG.

Welcome to Sherwood – Naples Living at Its Best Discover comfort, convenience, and resort-style living in this beautifully maintained 1st-floor end unit coach home in the highly desirable Sherwood community! This 3-bedroom, 2-bath home offers over 1,600 sq. ft. of living space with an open-concept design perfect for everyday living and entertaining. A HOME YOU'LL LOVE The open living and dining areas create a warm and inviting atmosphere. The well-appointed kitchen features abundant cabinetry, granite countertops, upper cabinet lighting, a breakfast area, and plenty of functionality for everyday living. Additional highlights include tile flooring throughout, interior rooms painted within the past two years, a fully updated guest bathroom (2024), a new AC unit (2025), and a new garage door motor (2026). The spacious primary suite offers a walk-in closet, a private en-suite bath with dual vanity cabinet, and a walk-in shower. Two additional bedrooms provide flexibility for family, guests, or a home office. COMFORT & CONVENIENCE Enjoy the ease of first-floor living with an attached garage (no stairs), easy access, and added privacy on your screened lanai—complete with tile flooring. RESORT-STYLE AMENITIES Sherwood residents enjoy access to a wealth of amenities, including 12 acres of picturesque lakes, two pools, a tennis court, four pickleball courts, a fitness room, and a clubhouse with a gathering room and kitchen—perfect for social events and activities. A COMMUNITY THAT HAS IT ALL Sherwood is a pet-friendly community (up to 2 pets) with six neighborhood associations and a master association that maintains our beautiful common areas. Low condo fees include internet, cable, water, garbage, and outdoor pest control for worry-free living. PRIME NAPLES LOCATION Ideally located just off Radio Road, this home is only a short drive to the stunning white sand beaches of Naples and approximately eight miles from Downtown Naples, with close proximity to historic Naples, Tin City, the airport, premier shopping, dining, and easy access to I-75. Whether you're looking for a seasonal retreat or a full-time residence, this move-in ready home offers the perfect blend of comfort, convenience, and the Florida lifestyle. Don't miss your opportunity to own a slice of paradise—schedule a showing today!

517 Robin Hood CIR Unit 101, Naples

$339,900

2 Beds ⋅ 2 Baths ⋅ 226025908 MLS ⋅ Sherwood BLDG.

Motivated Sellers. Gorgeous, newly renovated second floor unit. Vaulted ceilings, open kitchen with views of the preserve from the lanai. Meticulously maintained, custom cabinetry, New impact windows & sliders, modern, light and airy, ready to be enjoyed by the new owners. *Dogs welcome! One or Two Dogs allowed with a 100lb combined weight limit. Have a pick-up truck...? That's ok too! Lots of wonderful amenities come with this beautiful home. Easy access to downtown Naples and I75.

225 Robin Hood CIR Unit 203, Naples

$389,900

2 Beds ⋅ 2 Baths ⋅ 226020153 MLS ⋅ Sherwood BLDG.

MOTIVATED SELLER — PRICE REDUCED! Spacious 2BR + Den Coach Home, Custom Kitchen Remodel, Attached Garage Welcome home to this beautifully updated second-floor coach home in Sherwood, offering approximately 1,656 square feet of bright, open living space with soaring ceilings and abundant natural light — plus the rare convenience of an attached one-car garage and private driveway. The centerpiece is a $50,000+ custom kitchen remodel — quartz countertops, stainless steel appliances, and abundant cabinetry flow into an open-concept layout that's perfect for entertaining or everyday living. Major systems are already handled: a brand-new 2019 roof means one less big-ticket item for you to think about for years to come, alongside newer refrigerator, dishwasher, washer, and water heater — this home is truly move-in ready with the expensive updates already done. A versatile den adds flexible space for a home office, formal dining area, media room, or guest suite — make it your own. Unwind on your private screened lanai overlooking peaceful landscaped views, with one of the community pools just steps away. Enjoy a prime Naples location with low HOA fees, just minutes from shopping, dining, hospitals, top-rated schools, parks, downtown Naples, and the Gulf beaches. Don't miss this move-in-ready opportunity in one of Naples' most convenient communities. Schedule your showing today! **Send in your offers and ask about a 1% lender incentive available through the seller's preferred lender — inquire for details**

509 Robin Hood CIR Unit 202, Naples

$320,000

2 Beds ⋅ 2 Baths ⋅ 226020256 MLS ⋅ Sherwood BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Move right into this beautifully updated second-floor villa featuring 2 bedrooms + den, 2 baths, and an attached 1-car garage. The versatile den can easily double as a family room, office, media room, or all-purpose space to fit your lifestyle needs. Freshly repainted inside and showcasing new luxury plank vinyl flooring throughout, this home offers a bright and inviting atmosphere with soaring vaulted ceilings that enhance the open feel. Relax and enjoy the gorgeous views of lush landscaping and preserve area from this peaceful setting. The extended driveway is a rare and highly valuable feature in this community, providing additional convenience for guests and parking. Residents enjoy outstanding amenities including 2 community pools, clubhouse, exercise room, tennis courts, and pickleball. Conveniently located close to downtown Naples, dining, shopping, and beaches, this move-in ready residence offers the perfect blend of comfort, flexibility, and Florida lifestyle living. 3-5% Downpayment assistance available.

357 Robin Hood CIR Unit 202, Naples

$344,900

3 Beds ⋅ 2 Baths ⋅ 226017273 MLS ⋅ Sherwood BLDG.

Turnkey Furnished First-Floor Coach Home with Peaceful Lake Views! Experience the best of Southwest Florida living in this turnkey furnished, beautifully maintained 3-bedroom, 2-bath first-floor coach home in the highly sought-after Sherwood community of Naples. Featuring tranquil lake views, an attached garage, and the convenience of one-level living with no stairs, this residence offers the perfect combination of comfort, style, and location. Filled with natural light, the open-concept floor plan creates an inviting atmosphere for both everyday living and entertaining. Tile flooring flows throughout the main living areas, while the spacious kitchen is thoughtfully designed with stainless steel appliances, abundant cabinetry, upper and lower cabinet lighting, and generous counter space that seamlessly connects to the dining and living areas. Wake up to peaceful water views in the spacious primary suite, complete with a walk-in closet and a private ensuite bath. Two additional bedrooms provide versatile space for family, guests, or a home office. Step outside to your screened lanai and enjoy morning coffee or evening cocktails while overlooking the serene lake and taking in Naples' breathtaking sunsets. Set within an impeccably maintained 88-acre community, Sherwood offers an exceptional resort-style lifestyle. Residents enjoy two heated pools, tennis courts, four pickleball courts, a fitness center, clubhouse, and 12 acres of scenic lakes surrounded by lush tropical landscaping. The pet-friendly community welcomes up to two pets, while low condominium fees include cable, high-speed internet, and water, providing outstanding value—NO CDD. Ideally located just off Radio Road, you'll be only minutes from Naples' world-famous Gulf beaches, historic downtown Naples, Fifth Avenue South, Tin City, premier shopping, dining, golf, and entertainment. New Whole Foods will be located off Davis and Santa Barbara. Convenient access to I-75 and Naples Airport makes travel effortless. Whether you're searching for a full-time residence or a seasonal retreat, this move-in-ready coach home offers everything you've been looking for - an unbeatable location, beautiful lake views, exceptional amenities, and the carefree Florida lifestyle you've been dreaming of. Don't miss this opportunity to own your piece of paradise in one of Naples' most desirable communities!

320 Robin Hood CIR Unit 101, Naples

Start Your Search

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.