Winterpark Real Estate

Welcome to Winterpark, a captivating residential community nestled in the heart of Naples, Florida. This charming development is situated in Collier County, where the sun shines bright and the lifestyle is nothing short of idyllic. Winterpark offers a harmonious blend of natural beauty and modern conveniences, making it an ideal choice for families, retirees, and everyone in between.

As you enter Winterpark, you'll be greeted by lush landscaping, serene lakes, and a vibrant array of flora that creates a picturesque backdrop for your new home. The community is designed to foster a sense of belonging, with thoughtfully planned amenities that encourage social interaction and outdoor enjoyment. Residents can take advantage of the community clubhouse, where events and activities bring neighbors together, or enjoy a refreshing swim in the sparkling pool.

The homes in Winterpark are a testament to quality craftsmanship, featuring a variety of styles and sizes to suit diverse preferences. Whether you’re looking for a cozy villa or a spacious single-family home, you’ll find the perfect fit in this enchanting neighborhood. Each residence is designed with modern finishes and open layouts, ensuring comfort and functionality.

Beyond the community, Winterpark is ideally located just minutes from Naples' stunning beaches, world-class dining, and premier shopping destinations. With easy access to major highways, you can explore all that Southwest Florida has to offer. Experience the best of both worlds in Winterpark, where tranquility meets convenience, and your dream lifestyle awaits!

Newest Listings in Winterpark

4001 Ice Castle Way Unit 3605, Naples image

4001 Ice Castle Way Unit 3605, Naples $265,000

Fully renovated in March 2022 with brand new kitchen, floors, hurricane windows & doors, and new bathrooms. Quartz countertops, glass tile backsplashes, stainless steel a...

2 Beds
2 Baths
Winterpark SubDv.

4079 Northlight Drive Unit 2, Naples image

4079 Northlight Drive Unit 2, Naples $220,000 ▼

Welcome to this spacious and beautifully updated second-floor end-unit condo in the desirable Winterpark community. Freshly painted throughout, this home features an upgr...

2 Beds
2 Baths
Winterpark SubDv.

4096 Northlight Drive Unit 1709, Naples image

4096 Northlight Drive Unit 1709, Naples $239,000

For sale is this 2 bedroom 2 bath 1st floor end unit beautiful Winterpark Naples condo. A short drive or walk to Naples world famous white sandy sunny beaches. Northl...

2 Beds
2 Baths
Winterpark SubDv.

3400 Frosty Way Unit 5, Naples $299,000 ▼

Welcome to Winterpark—one of Naples’ most convenient, low-maintenance communities—just minutes from 5th Avenue, Bayfront, Tin City, and the Gulf. This first-floor 2 bedro...

2 Beds
2 Baths
Winterpark SubDv.

4073 Northlight Drive Unit 1803, Naples image

4073 Northlight Drive Unit 1803, Naples $265,000

First-floor 2BR/2BA condo in the highly desirable Winter Park community and located in Winter Park IV. This light and spacious home features an inviting screened front po...

2 Beds
2 Baths
Winterpark SubDv.

4038 Northlight Drive Unit 1506, Naples image

4038 Northlight Drive Unit 1506, Naples $249,900 ▼

Lake views and a prime in-town Naples location define this move-in-ready 2-bedroom, 2-bath second-floor condo in Naples Winterpark IV. Enjoy water views over the communi...

2 Beds
2 Baths
Winterpark SubDv.

4100 Looking Glass Lane Unit 3008, Naples image

4100 Looking Glass Lane Unit 3008, Naples $255,000

Welcome to **4100 Looking Glass Ln #8**, a great opportunity to own in Naples! This inviting residence offers a comfortable and functional layout with plenty of natural l...

2 Beds
2 Baths
Winterpark SubDv.

4027 Northlight Drive Unit 4, Winter Park image

4027 Northlight Drive Unit 4, Winter Park $259,900

Welcome to 4027 Northlight Drive #4 in the desirable Winterpark community, offered at $259,900! This light and breezy second-floor, 2-bedroom, 2-bath condo features an up...

2 Beds
2 Baths
Winterpark SubDv.

4230 Jack Frost Court Unit 4402, Naples image

4230 Jack Frost Court Unit 4402, Naples $230,000 ▼

One or more photo(s) has been virtually staged, AI generated or rendered. Soaring vaulted ceilings. Exceptional amenities. Prime Naples location. Great value! Located in...

2 Beds
2 Baths
Winterpark SubDv.

3574 Antarctic Circle Unit 2107, Naples image

3574 Antarctic Circle Unit 2107, Naples $255,000

Looking for that perfect seasonal sanctuary or cozy abode in the heart of Naples? Look no further! This first floor two bedroom, two bathroom is ready for move in. With a...

2 Beds
2 Baths
Winterpark SubDv.

4001 Ice Castle Way Unit 1, Naples image

4001 Ice Castle Way Unit 1, Naples $235,000 ▼

Sun-drenched END UNIT with natural light from sunrise to sunset. Escape to this meticulously maintained 2-bedroom condo featuring a NEW air conditioning system, hurricane...

2 Beds
2 Baths
Winterpark SubDv.

3420 Frosty Way Unit 4902, Naples $262,000

One or more photo(s) has been virtually staged, AI generated or rendered. Move-in ready, exceptionally well-maintained condo. Welcome to Winterpark, a tropical retreat i...