Winterpark Homes with Resale Property Status Type

Welcome to Winterpark, a charming neighborhood nestled in the heart of Naples, Florida, within Collier County. Known for its picturesque landscapes and friendly community atmosphere, Winterpark offers the perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and professionals alike.

As you stroll through the tree-lined streets, you’ll quickly notice the diverse range of beautiful homes that this neighborhood has to offer. From cozy single-family residences to modern townhomes, Winterpark’s real estate market is vibrant and appealing. With many properties boasting resale status, prospective buyers have the opportunity to find a well-maintained home that fits their unique lifestyle. Each home reflects the warmth and character of the community, often featuring lush gardens, spacious layouts, and inviting outdoor spaces perfect for entertaining or relaxing.

The neighborhood is not just about beautiful homes; it’s also about community. Winterpark is conveniently located near top-rated schools, shopping centers, and recreational facilities, ensuring that residents have everything they need within easy reach. Enjoy weekends at nearby parks, partake in community events, or explore the stunning beaches of Naples—all just a short drive away.

Whether you’re looking to invest in your first home, downsize, or simply relocate to a community that feels like a retreat, Winterpark offers a welcoming environment where neighbors become friends. Discover the charm of Winterpark and find your perfect home today!

Newest Winterpark Homes with Resale Property Status Type

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...