West Wind Estates Homes with Pickleball Amenities

Welcome to West Wind Estates, a hidden gem nestled in the heart of Naples, Florida, within the scenic Collier County. This charming subdivision offers a perfect blend of luxury and leisure, making it an ideal destination for families, retirees, and anyone seeking an active lifestyle.

West Wind Estates features beautifully designed homes that exude elegance and comfort. Each residence is thoughtfully crafted, showcasing modern architecture with spacious layouts, lush landscaping, and inviting outdoor spaces. The community is not only about stunning homes; it’s also about the lifestyle that comes with them.

One of the standout amenities of West Wind Estates is its commitment to promoting an active and social lifestyle, particularly through its pickleball facilities. Pickleball, a rapidly growing sport that combines elements of tennis, badminton, and ping-pong, is a fantastic way to stay fit while making new friends. Residents can enjoy well-maintained courts right within the community, providing ample opportunity for both casual play and competitive matches.

Imagine spending your mornings playing pickleball under the warm Florida sun, followed by relaxing afternoons by the pool or exploring the nearby pristine beaches. The vibrant Naples community is just a stone’s throw away, offering a plethora of dining, shopping, and entertainment options.

At West Wind Estates, you don’t just find a home; you discover a lifestyle filled with activity, camaraderie, and the beauty of Southwest Florida living. Come and experience the charm of West Wind Estates – where your dream home awaits!

Newest West Wind Estates Homes with Pickleball Amenities

$138,500

2 Beds ⋅ 1 Baths ⋅ 226022967 MLS ⋅ West Wind Estates BLDG.

Adorable home in the fun-festive community of West Wind Estates. This 2 bedroom home has been beautifully updated. Lighting, flooring, cabinets, quartz counters - everything is new. The home features a washer/dryer indoors, an oversized storage room or workshop, and a lovely screen room to enjoy your morning coffee or evening cocktail. West Wind Estates is a fun, pet friendly 55+ neighborhood with so many activities to keep you busy including pickleball, shuffleboard, corn hole, game nights, monthly brunches, and too many celebrations to mention. You own the land and the community fees are a very low $125/mth. No lot rent!!! Home is located just 12 miles from either downtown Naples or Marco Island each with great beaches, restaurants, and shopping.

221 Grassy Key LN, Naples

$139,000

2 Beds ⋅ 1 Baths ⋅ 226019770 MLS ⋅ West Wind Estates BLDG.

You Own the Land! Strong Investment Opportunity or Discover a peaceful and secure retirement in this beautiful and peaceful 55+ community in the West Wind Estates, where your homeownership is truly complete. This Fully Updated Unit is a must see! Enjoy the awesome country club style living with clubhouse, community pool, community room, Pickleball, Shuttle board, Tennis courts and all for a low fee of $375 per quarter. If you enjoy boating this community is for you minutes away from a public access boat ramp off Marco Island with a quick boat ride out to the Gulf (this is invaluable). West Wind Estates is also minutes from Marco Island, Tin City, Celebration Park, Downtown Naples, Naples Beaches and some of the nicest Golf Courses in the country. West Wind Estates is located in a prime location which offers potential strong investment opportunities. This is not just a community; it's a neighborhood you and your neighbors own together. Your home, your land, your future!

120 Grassy Key LN Unit 38, Naples

$99,900

2 Beds ⋅ 2 Baths ⋅ 226019030 MLS ⋅ West Wind Estates BLDG.

Opportunity awaits in West Wind Estates! Own your piece of Naples for under $100,000 in this quiet 55+ community conveniently located near Marco Island, downtown Naples, shopping, dining, local beaches, and public boat ramps with quick Gulf access. This property is ideal for investors, seasonal residents, or buyers willing to put some sweat equity into creating their own Florida retreat. The home needs TLC and is priced accordingly, offering a chance to renovate, update, or reimagine the space while enjoying all the benefits of the community and location. West Wind Estates features low fees and amenities including a clubhouse, community pool, shuffleboard, pickleball, billiards, fitness area, and social activities. If you’ve been looking for an affordable entry into the Naples lifestyle with strong potential and a great location, this could be the opportunity you’ve been waiting for.

181 Grassy Key LN Unit 49, Naples

$174,900

2 Beds ⋅ 2 Baths ⋅ 226019508 MLS ⋅ West Wind Estates BLDG.

Adorable home in the fun-festive community of West Wind Estates. This super cute 2 bed 2 bath home has been lovingly cared for. Both baths have been upgraded, the master bath with a walk in tiled shower with seat, the guest bath with an oversized updated tub. The front screened lanai has newer removable windows and is the perfect place to enjoy the Florida weather. The home features a newer roof and AC and updated plumbing and windows. A very deep 45 foot carport, long enough to protect your boat, and a double-wide drive for plenty of parking. You can also keep a boat, RV, or other toys in the gated community storage lot for a very low fee. Home is a short distance to the heated pool, huge clubhouse, and all the other great community amenities offered. West Wind Estates is a fun, pet friendly 55+ neighborhood with so many activities to keep you busy including pickleball, shuffleboard, corn hole, game nights, monthly brunches, and too many celebrations to mention. You own the land and the community fees are a very low $125/mth. No lot rent!!! Home is located just 12 miles from either downtown Naples or Marco Island each with great beaches, restaurants, and shopping.

280 Grassy Key LN, Naples

$177,000

3 Beds ⋅ 3 Baths ⋅ 226012030 MLS ⋅ West Wind Estates BLDG.

INCREDIBLE VALUE PER SQUARE FOOT on this spacious home located in the welcoming 55+ community of West Wind Estates! Best of all, the land is owned—no land lease! This well-maintained home features brand-new vinyl flooring throughout most of the house, fresh interior paint, and elegant touches like wide baseboards and crown molding. Major updates provide peace of mind, including a newer A/C unit (2020), water heater (2021), and roof (2018). Offering 3 bedrooms and 3 bathrooms, this home provides generous living space with a well-sized kitchen featuring ample cabinetry and beautiful granite countertops. The interior laundry room adds convenience, while the layout includes two master suites—perfect for guests or a private in-law suite. Additional highlights include an oversized one-car garage and a large driveway for extra parking. Enjoy resort-style living with community amenities such as a pool, tennis courts, fitness center, shuffleboard, and clubhouse, all with low HOA fees. Ideally located near churches, shopping, dining, and just a short drive to the stunning beaches of Marco Island and Naples. Don’t miss this amazing opportunity—schedule your private showing today!

181 Pine Key LN Unit 29, Naples

$159,900

3 Beds ⋅ 2 Baths ⋅ 226005980 MLS ⋅ West Wind Estates BLDG.

OWN THE LAND! 1977 Manufactured home! 3 Bedroom with 2 Full Baths. Discover a peaceful and secure retirement in the beautiful 55+ community of West Wind Estates, where homeownership is just AMAZING. Enjoy country club-style living with amenities including a clubhouse, community pool, pickleball, shuffleboard, tennis courts, and a community room. If you enjoy boating, this community is ideal; we offer on-site boat storage and are located just minutes from a public boat ramp near Marco Island, providing quick access to the Gulf. These extensive amenities are available for a low fee of only $375 per quarter. West Wind Estates is perfectly situated near Marco Island, Tin City, Celebration Park, downtown Naples, local beaches, and premier golf courses. This prime location also offers strong potential for investment. This is more than just a community; it is a neighborhood that you and your neighbors own together.

170 Pine Key LN Unit 13, Naples

$185,000

2 Beds ⋅ 2 Baths ⋅ 225083759 MLS ⋅ West Wind Estates BLDG.

Welcome to this beautifully maintained manufactured home located in the desirable West Wind Estates, a sought-after 55+ community in Naples, Florida. Offering 1,104 square feet of living space, this home features two bedrooms and two bathrooms with an exceptionally spacious and well-designed interior layout. This residence offers three distinct living areas, including a generously sized living room, a separate dining area, and an additional family or great room—providing flexibility for entertaining, relaxing, or hosting guests. The bedrooms are nicely sized, and the overall interior feels open and inviting, with an emphasis on gathering and living space—perfect for both full-time residents and seasonal homeowners. West Wind Estates is known for its active lifestyle, offering a variety of community activities and amenities designed for residents 55 and over. Ideally located, the community is just minutes from downtown Naples, world-class shopping, dining, boating, and the area’s beautiful Gulf beaches. While close to everything Naples has to offer, the neighborhood is tucked away, providing a peaceful retreat from the city lights and bustle. Additionally, the seller is offering an extra vacant lot within the community, located off Pine Key, providing a unique opportunity for a buyer who may wish to purchase both the home and the additional lot. The vacant lot may be used for placement of another manufactured home, subject to community approval and guidelines.

221 Indian Key LN Unit 254, Naples

$38,900

2025014495 MLS

Seller said sell, sell, sell!!! Bring me an offer! Great property ready for a new home in West Wind Estates. West Wind Estates is a very active 55+ community offering a community pool, clubhouse with billiards room, laundry and hobby room, event room, exercise room, shuffle board and tennis courts. Excellent location close to shopping and dining and a very short drive to Marco Island, Downtown Naples and the beaches. Low HOA fees of $125 a month. This lot has the majority of impact fees paid which is a $23,000 savings! Select your brand new, hurricane resistant home for about $140,000 plus the lot cost, you'll have a brand new home for less than $200,000!

171 Pine Key LN, 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.