Winterpark Homes with Condo/Hotel Community Type

Welcome to Winterpark, a charming subdivision nestled in the heart of Naples, Florida, within the beautiful Collier County. This idyllic community is a perfect blend of luxury and comfort, offering residents a unique lifestyle that combines the convenience of condo living with the amenities of a hotel community.

At Winterpark, you'll find an array of stunning homes that cater to a variety of tastes and preferences. From spacious condos with modern finishes to cozy retreats that exude warmth and character, there’s something for everyone in this vibrant neighborhood. Each residence is thoughtfully designed to maximize space and natural light, creating an inviting atmosphere that feels like home.

One of the standout features of Winterpark is its exceptional community amenities. Residents can enjoy access to resort-style pools, well-maintained walking trails, and beautifully landscaped common areas that encourage outdoor activities and social gatherings. The hotel-style services offered here elevate everyday living, providing conveniences such as concierge services, on-site dining, and recreational facilities that make life easier and more enjoyable.

Location is key, and Winterpark does not disappoint. Just minutes away from the pristine beaches of Naples, world-class shopping, and gourmet dining options, residents can indulge in the best that Southwest Florida has to offer. Whether you’re looking for a year-round residence or a seasonal getaway, Winterpark presents an unparalleled opportunity to embrace the Naples lifestyle.

Experience the charm of Winterpark today and discover why this community is the perfect place to call home!

Newest Winterpark Homes with Condo/Hotel Community Type

$309,900

2 Beds ⋅ 2 Baths ⋅ 226015387 MLS ⋅ Winterpark BLDG.

Charming 2 Bed, 2 Bath in Desirable Winterpark – Prime Naples Location Nestled in the heart of sunny Naples, this beautifully updated 2-bedroom, 2-bathroom condo in Winter park offers the perfect blend of comfort, style, and convenience. The open-concept layout is ideal for entertaining, while the spacious screened-in lanai provides a peaceful space to relax and unwind. Located just a short drive to 5th Avenue, Naples Beach, Publix, and a variety of restaurants and shops, this highly sought-after community.

4030 Northlight DR, Naples

$240,000

2 Beds ⋅ 2 Baths ⋅ 226009042 MLS ⋅ Winterpark BLDG.

Seller Says Sell! Price reduction for this amazing condo in highly sought after Winterpark. Discover the perfect blend of comfort, style, and location in this spacious second-floor corner condo in beautiful Naples. Featuring vaulted ceilings and serene garden views, this light-filled residence offers privacy and tranquility within the lush, peaceful community of Winterpark. This updated 2-bedroom, 2-bath home showcases an open, airy layout with neutral tones that complement any décor. The remodeled kitchen features modern cabinetry, quartz countertops, stainless steel appliances, and a convenient breakfast bar that flows seamlessly into the expansive living and dining areas—ideal for entertaining or relaxing at home. Both bathrooms have also been tastefully renovated. Other updates include a newer A/C, a brand new water heater, and a roof that's only a year old for added peace of mind. Flood insurance is covered by the association. Another advantage is the in-unit laundry room with washer, dryer, and abundant storage. Enjoy Florida living year-round from the screened porch overlooking the garden, the large heated community pool, tennis courts and other playing courts, as well as walking and jogging paths. Other features include private assigned parking and plenty of additional guest parking for even more convenience. Extra private storage accompanies this property to store your bike or anything else you may need. The location is perfect, only a few minutes to Downtown Naples and its world renowned beaches, plus easy access to exceptional dining, shopping and entertainment options. Pet-friendly, rental-friendly and without age restrictions, this condo presents an excellent investment opportunity or seasonal retreat. While other units may be available in the community, this beautifully updated corner residence truly stands out—one you must see in person to fully appreciate.

4100 Looking Glass LN Unit 3002, Naples

$339,000

2 Beds ⋅ 2 Baths ⋅ 226005552 MLS ⋅ Winterpark BLDG.

Discover comfortable and easy Florida living in this inviting 2-bedroom, 2-bath condo located in the highly desirable Winterpark community. This first-floor residence offers a well-designed floor plan with a welcoming living and dining area, a thoughtfully arranged kitchen, and two comfortably sized bedrooms with excellent closet storage. The primary suite includes an en-suite bath and relaxing views of the community’s green space. Step outside to enjoy Winterpark’s resort-style amenities, including one of the largest community pools in Naples, a clubhouse, pickleball and tennis courts, bocce, and beautifully maintained walking paths. Residents appreciate the convenient East Naples location—just minutes from downtown 5th Avenue, shopping, dining, and Naples’ world-famous beaches. Whether you're seeking a seasonal retreat, full-time residence, or investment property, this Winterpark condo offers wonderful value and a uniquely comfortable Naples lifestyle.

4180 Looking Glass LN Unit 4102, 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.