Winterpark Real Estate

Welcome to Winterpark, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming subdivision is more than just a collection of homes; it’s a vibrant community that embodies the essence of Florida living.

Winterpark is known for its lush landscapes and tranquil atmosphere, making it an ideal retreat for families, retirees, and anyone seeking a slice of paradise. The beautifully designed homes here reflect a variety of architectural styles, offering something for everyone, whether you prefer a cozy single-family residence or a spacious villa.

One of the standout features of Winterpark is its commitment to outdoor living. Residents can enjoy the scenic walking trails that wind through the community, perfect for morning strolls or evening jogs. The well-maintained parks provide ample space for picnics, playdates, and community gatherings, fostering a strong sense of camaraderie among neighbors.

Location is key, and Winterpark does not disappoint. Just a short drive away, you’ll find the stunning beaches of Naples, renowned for their soft white sand and crystal-clear waters. The area is also home to top-notch dining, shopping, and entertainment options, ensuring that you’re never far from the action.

In Winterpark, you’re not just buying a home; you’re investing in a lifestyle. Experience the warmth of community, the beauty of nature, and the luxury of Naples living. Come explore Winterpark today, and discover your perfect slice of Florida paradise!

Newest Listings in Winterpark

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 $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
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...

2 Beds
2 Baths
226016168 MLS
Winterpark Bldg.

4030 Northlight DR, Naples — Winterpark $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
226015387 MLS
Winterpark Bldg.

4150 Looking Glass LN Unit 3903, Naples image

4150 Looking Glass LN Unit 3903, Naples — Winterpark $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
226012607 MLS
Winterpark Bldg.

4031 Ice Castle WAY Unit 3306, Naples image

4031 Ice Castle WAY Unit 3306, Naples — Winterpark $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
226011974 MLS
Winterpark Bldg.

4070 Looking Glass LN Unit 3101, Naples image

4070 Looking Glass LN Unit 3101, Naples — Winterpark $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
2026009632 MLS
Winterpark Bldg.

4100 Looking Glass LN Unit 3002, Naples image

4100 Looking Glass LN Unit 3002, Naples — Winterpark $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...