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 1, Naples image

4001 Ice Castle Way Unit 1, Naples $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
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...

2 Beds
2 Baths
Winterpark SubDv.

3816 Snowflake Lane Unit 1303, Naples image

3816 Snowflake Lane Unit 1303, Naples $249,000

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
Winterpark SubDv.

3532 Antarctic Circle Unit 2216, Naples image

3532 Antarctic Circle Unit 2216, Naples $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
Winterpark SubDv.

4140 Looking Glass Lane Unit 7, Naples image

4140 Looking Glass Lane 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
Winterpark SubDv.

3420 Frosty Way Unit 4910, Naples $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
Winterpark SubDv.

4050 Ice Castle Way Unit 2812, Naples image

4050 Ice Castle Way Unit 2812, Naples $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...

2 Beds
2 Baths
Winterpark SubDv.

4030 Northlight Drive, Naples $309,900

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 Winte...

2 Beds
2 Baths
Winterpark SubDv.

4150 Looking Glass Lane Unit 3903, Naples image

4150 Looking Glass Lane Unit 3903, Naples $284,900

Welcome to Winterpark, one of Naples most sought-after communities just minutes from downtown and the pristine Gulf beaches. This beautifully updated 2-bedroom, 2-bath 1s...

2 Beds
2 Baths
Winterpark SubDv.

4031 Ice Castle Way Unit 3306, Naples image

4031 Ice Castle Way Unit 3306, Naples $250,000

Nicely appointed 2ND FLOOR UNIT with screened-in deck. Ready to move in. Newer refrigerator and Range in kitchen. A/C is 3 years old. Extensive amenities in the complex i...

2 Beds
2 Baths
Winterpark SubDv.

4070 Looking Glass Lane Unit 3101, Naples image

4070 Looking Glass Lane Unit 3101, Naples $209,500 ▼

Best Value in Winterpark – First Floor • Turnkey • Impact Windows • New A/C • Conventional Financing On of the Lowest-priced first-floor condo in Winterpark. This turn...

2 Beds
2 Baths
Winterpark SubDv.

4100 Looking Glass Lane Unit 3002, Naples image

4100 Looking Glass Lane Unit 3002, Naples $240,000 ▼

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 s...