Winterpark Homes with Pool Amenities

Welcome to Winterpark, a hidden gem nestled in the heart of Naples, Florida, within the beautiful Collier County. This charming subdivision offers a serene and picturesque environment, perfect for those looking to escape the hustle and bustle of city life while still enjoying the vibrant culture and amenities that Naples has to offer.

Winterpark is known for its beautifully landscaped streets and friendly community atmosphere, making it an ideal place for families, retirees, and everyone in between. Residents enjoy a close-knit community feel, with plenty of opportunities to socialize and make lasting connections. The area is also conveniently located near shopping, dining, and recreational activities, ensuring that everything you need is just a short drive away.

One of the standout features of homes in Winterpark is the abundance of properties with pool amenities. Imagine stepping out into your own backyard oasis, where you can relax by the pool, host summer barbecues, or simply enjoy the warm Florida sun. These homes are designed for both comfort and luxury, offering spacious layouts and modern finishes that cater to your lifestyle needs.

With a variety of floor plans and styles available, you’re sure to find the perfect home in Winterpark that suits your taste and budget. Whether you’re seeking a cozy retreat or a spacious family home, this subdivision has something for everyone. Experience the best of Naples living in Winterpark, where community charm meets the beauty of Florida’s natural landscape. Come and discover your dream home today!

Newest Winterpark Homes with Pool Amenities

4038 Northlight DR Unit 1506, Naples image

4038 Northlight DR Unit 1506, Naples — Winterpark $259,900

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 open water views over the co...

2 Beds
2 Baths
226030364 MLS
Winterpark Bldg.

4100 Looking Glass LN Unit 3008, Naples image

4100 Looking Glass LN Unit 3008, Naples — Winterpark $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
226031126 MLS
Winterpark Bldg.

4027 Northlight DR Unit 4, Other — Winterpark $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
226030748 MLS
Winterpark Bldg.

4230 Jack Frost CT Unit 4402, Naples image

4230 Jack Frost CT Unit 4402, Naples — Winterpark $250,000

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
226028571 MLS
Winterpark Bldg.

3574 Antarctic CIR Unit 2107, Naples image

3574 Antarctic CIR Unit 2107, Naples — Winterpark $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
226028684 MLS
Winterpark Bldg.

4001 Ice Castle WAY Unit 1, Naples image

4001 Ice Castle WAY Unit 1, Naples — Winterpark $245,000

Escape to this meticulously maintained two-bedroom condo featuring a brand-new air conditioning system, hurricane windows and doors, plus plantation sliders and shutters....

2 Beds
2 Baths
226026798 MLS
Winterpark Bldg.

3420 Frosty WAY Unit 4902, Naples — Winterpark $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...

2 Beds
2 Baths
226027202 MLS
Winterpark Bldg.

3816 Snowflake LN Unit 1303, Naples image

3816 Snowflake LN Unit 1303, Naples — Winterpark $224,000 ▼

Welcome to Winter Park! Ready for its next owner, this charming 2-bedroom, 2-bathroom centrally located condo is a fantastic find. It features hurricane-resistant windows...

2 Beds
2 Baths
226024603 MLS
Winterpark Bldg.

3532 Antarctic CIR Unit 2216, Naples image

3532 Antarctic CIR Unit 2216, Naples — Winterpark $248,000

Discover a pristine Naples paradise with this meticulously maintained 2 bedroom, 2 bathroom condominium at Winter Park that shines with amazing amenities and a luxurious ...

2 Beds
2 Baths
226020005 MLS
Winterpark Bldg.

4140 Looking Glass LN Unit 7, Naples image

4140 Looking Glass LN Unit 7, Naples $329,900

4140 Looking Glass Ln #3815 is a move-in-ready 2-bedroom, 2-bath condo for sale in Winterpark, one of Naples’ established communities with resort-style amenities and a co...

2 Beds
2 Baths
226019156 MLS

3420 Frosty WAY Unit 4910, Naples — Winterpark $249,000

Welcome to an exceptional opportunity to own an upstairs residence in the highly sought-after Winterpark community—where value meets vision and the potential to create yo...

2 Beds
2 Baths
226017233 MLS
Winterpark Bldg.

4050 Ice Castle WAY Unit 2812, Naples image

4050 Ice Castle WAY Unit 2812, Naples — Winterpark $239,000 ▼

One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. Beautiful lake-view c...