Winterpark Homes with Streetlight Amenities

Welcome to Winterpark, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming neighborhood is celebrated for its lush landscapes, friendly community vibe, and convenient access to the best that Naples has to offer.

Winterpark is renowned for its beautifully designed homes, many of which feature modern amenities and streetlight enhancements that create a welcoming atmosphere for residents and visitors alike. Strolling through the tree-lined streets, you'll find a blend of classic architecture and contemporary designs, all set against the backdrop of Florida’s stunning natural beauty. The streetlights not only illuminate the pathways but also enhance the neighborhood's safety and charm, making evening walks a delightful experience.

This family-friendly community is perfect for those seeking a tranquil lifestyle while still being close to vibrant city life. With nearby parks, shopping centers, and dining options, residents enjoy a plethora of activities just a stone's throw away. The proximity to the beautiful Gulf Coast beaches provides a perfect escape for sunbathing, swimming, and water sports.

Winterpark also boasts excellent schools, making it an ideal location for families. Whether you are looking for a cozy starter home or a spacious residence for your growing family, Winterpark offers a variety of options to suit your lifestyle. Experience the warmth of community living in this enchanting neighborhood, where every day feels like a vacation. Come discover why Winterpark is not just a place to live, but a place to call home!

Newest Winterpark Homes with Streetlight Amenities

$265,000

2 Beds ⋅ 2 Baths ⋅ 226036321 MLS ⋅ Winterpark BLDG.

Fully renovated in March 2022 with brand new kitchen, floors, hurricane windows & doors, and new bathrooms. Quartz countertops, glass tile backsplashes, stainless steel appliances, new AC and water heater, luxury vinyl flooring, new hurricane windows and doors. Beautifully furnished/decorated with new furniture and art, this well-appointed home is being sold turnkey. The condo also features a large convenient outdoor storage for bicycles or beach toys which is perfect for enjoying Florida's sunny lifestyle. The community is complete with a Clubhouse, Resort-Style Pool, tennis, pickle ball and bocce courts and a lovely walking trail. Conveniently located in the heart of Naples with a short distance to the beach, downtown, 5th Avenue South, Publix and Interstate 75. First floor unit with assigned parking and low association fees.

4001 Ice Castle WAY Unit 3605, Naples

$247,000

2 Beds ⋅ 2 Baths ⋅ 226034559 MLS ⋅ Winterpark BLDG.

Welcome to this spacious and beautifully updated second-floor end-unit condo in the desirable Winterpark community. Freshly painted throughout, this home features an upgraded kitchen and bathrooms, high ceilings, and exceptional storage, including an attic, a spacious laundry room, and an outdoor storage closet. Smart-home features add modern convenience, including Lutron Caséta lighting controls, a smart thermostat, and smart appliances, many of which can be conveniently controlled from your phone. Winterpark offers an outstanding resort-style lifestyle with a large community pool, multiple tennis courts, and a clubhouse for social gatherings, events, and neighborhood activities. The community is well maintained, with reasonable HOA fees. The location is hard to beat, with the beach just a 10-minute drive away and grocery stores and hardware stores within walking distance. You'll also be close to Downtown Naples, parks, fitness centers, boat ramps, NCH Baker Hospital, restaurants, shopping, and other everyday conveniences. A wonderful opportunity to enjoy the Naples lifestyle in a move-in-ready home with desirable updates, smart features, abundant storage, and the added privacy of an end-unit location.

4079 Northlight DR Unit 2, Naples

$299,000

2 Beds ⋅ 2 Baths ⋅ 226032860 MLS ⋅ Winterpark BLDG.

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 bedroom, 2 bath residence has undergone an extensive and impeccable REMODEL, delivering a bright, open split-bedroom plan designed for easy living and privacy. Every finish feels intentional and move-in ready. Tile flooring flows through the living spaces, anchored by a granite kitchen that opens to the dining and living areas. The primary suite is generously sized with a walk-in closet; the second bedroom and full bath are ideal for guests or seasonal use. A newly screened lanai extends the living space outdoors for morning coffee or sunset dinners. Thoughtful updates include impact-rated windows and doors, a newer roof, and a newer water heater. In-unit laundry and assigned parking add everyday ease. Residents enjoy one of the larger community pools in Naples, plus tennis, bocce, a clubhouse, and extra storage, all set among mature landscaping. Whether you are looking for a full-time home, a seasonal retreat, or a well-located rental, this fully remodeled, TURNKEY-furnished, move-in-ready condo delivers the Naples lifestyle without the upkeep.

3400 Frosty WAY Unit 5, Naples

$255,000

2 Beds ⋅ 2 Baths ⋅ 226028684 MLS ⋅ Winterpark BLDG.

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 amazing updates all throughout, this condo shows like new. A beautifully updated and spacious kitchen has brand new stainless steel appliance that have never been used! Large beautiful tile all throughout with clean carpeting in the bedrooms. Bath bathrooms have been updated as well and are clean and bright. The front lanai is screened in and is a perfect place to BBQ or enjoy your morning coffee. Feel free to build your own outdoor screened lanai with the communities new approval! Winterpark has great amenities and is close to downtown Naples and the surrounding area.

3574 Antarctic CIR Unit 2107, Naples

$235,000

2 Beds ⋅ 2 Baths ⋅ 226026798 MLS ⋅ Winterpark BLDG.

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 windows and doors, plus PLANTATION SLIDERS and SHUTTERS. The open, spacious floor plan offers large bedrooms and abundant storage, with California Closets beautifully finishing out the master en-suite. Outdoor living is enhanced by a screened front patio and a rear PAVERED PATIO, perfect for year-round enjoyment. Enjoy resort-style amenities including a pool, clubhouse, tennis, and pickleball courts—all with low association fees and a never-flooded property. You’re steps from the pool, with convenient parking right outside your door, and just minutes to the beach, downtown Naples, and local shopping.

4001 Ice Castle WAY Unit 1, Naples

$262,000

2 Beds ⋅ 2 Baths ⋅ 226027202 MLS ⋅ Winterpark BLDG.

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 in the heart of Naples. This cozy high-ceilings 2nd-floor END-UNIT condo offers 2 bedrooms, 2 bathrooms, and a desirable concept floor plan with a spacious living area, designed for comfortable Florida living. The screened front balcony provides the perfect setting for morning coffee or an evening glass of wine while enjoying the peaceful Florida sunsets. Second-floor residences are the only homes in Winterpark with soaring cathedral ceilings, creating a bright and open atmosphere throughout. Kitchen side wall removed to enhance the kitchen and living area. The owner's suite features an added barn door for more privacy. With no carpet throughout, partially furnished interiors (inventory list available), a large laundry room with an oversized private storage closet, additional attic storage, and an exterior storage unit, this home offers exceptional convenience. Major updates provide peace of mind, including approximately 2-year-old appliances, a 2022 roof, CPVC plumbing, and a water heater replaced at the end of 2025. And a one-year home warranty is included with the purchase! Ideally located just a short walk from the community amenities. Winterpark residents enjoy an active resort-style lifestyle featuring a large swimming pool, tennis and pickleball courts, bocce courts, and a welcoming clubhouse. This residence also offers quick access to Downtown Naples, world-famous white-sand Gulf beaches, premier shopping, dining, and entertainment. Beyond the community, Naples offers an exceptional blend of recreation and culture, including Gulfshore Opera, Artis—Naples, The Baker Museum, Gulfshore Playhouse, The Naples Players, Naples Botanical Garden, Naples Zoo, and countless parks and nature preserves. Popular destinations such as Fifth Avenue South, Third Street South, Venetian Village, Waterside Shops, and Mercato offer outstanding shopping, dining, and entertainment. Whether as a full-time residence, seasonal retreat, or investment opportunity, this property represents outstanding value in one of Naples' most desirable locations.

3420 Frosty WAY Unit 4902, Naples

$224,000

2 Beds ⋅ 2 Baths ⋅ 226024603 MLS ⋅ Winterpark BLDG.

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 and a delightful patio perfect for your morning coffee. Well-priced and full of potential, this home is waiting for your personal touches! Roof 2 years old - AC 2018 - Water heater 2020 - The location is truly unbeatable—just 3 miles from the famous beaches of Naples and the vibrant shops and restaurants on Olde Naples' 5th Avenue. Plus, you can easily walk to Kings Lake Square, which offers a Publix, various shops, and multiple dining options. Insurance included in the HOA fee that also includes all amenities. Cable and internet not included in HOA fees.

3816 Snowflake LN Unit 1303, Naples

$248,000

2 Beds ⋅ 2 Baths ⋅ 226020005 MLS ⋅ Winterpark BLDG.

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 location. Enjoy a condo that benefits from splendid design choices, including vaulted ceilings, plentiful natural light, and split bedrooms. The primary suite is a relaxing retreat, featuring a walk-in closet and a stylish barn door that leads to the en-suite master bath with a sparkling shower. The unit comes turnkey; all you have to bring is your suitcase! This condo is fully equipped with much-desired impact windows and sliders to protect your paradise. Additional in-unit perks include a spacious laundry and utility room with a dedicated washer and dryer and room to spare, as well as a clever small storage area tucked under the stairs, perfect for storing bikes and beach chairs. Tile and carpet flooring throughout. Winter Park boasts an absolutely stacked lineup of amenities that includes one of the LARGEST resort-style community pools in Naples, a beautiful clubhouse with an expansive library, separate pickleball and tennis courts, bocce and shuffleboard courts, and bike and jog path; a sensational lineup of community activities for a fabulous community. What’s more - this particular condo is situated well in this robust community, enjoying close proximity to all of these amenities. Just minutes from world-renowned 5th Avenue, scintillating shopping, and beautiful beaches, this location is absolutely rich with convenience. No matter what your real estate goal is, this Winter Park wonderland offers the quintessential Southwest Florida lifestyle!

3532 Antarctic CIR Unit 2216, Naples

$309,900

2 Beds ⋅ 2 Baths ⋅ 226015387 MLS ⋅ Winterpark BLDG.

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 Winter park offers the perfect blend of comfort, style, and convenience. The open-concept layout is ideal for entertaining, while the spacious screened-in lanai provides a peaceful space to relax and unwind. Located just a short drive to 5th Avenue, Naples Beach, Publix, and a variety of restaurants and shops, this highly sought-after community.

4030 Northlight DR, Naples

$240,000

2 Beds ⋅ 2 Baths ⋅ 226009042 MLS ⋅ Winterpark BLDG.

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 second-floor corner condo in beautiful Naples. Featuring vaulted ceilings and serene garden views, this light-filled residence offers privacy and tranquility within the lush, peaceful community of Winterpark. This updated 2-bedroom, 2-bath home showcases an open, airy layout with neutral tones that complement any décor. The remodeled kitchen features modern cabinetry, quartz countertops, stainless steel appliances, and a convenient breakfast bar that flows seamlessly into the expansive living and dining areas—ideal for entertaining or relaxing at home. Both bathrooms have also been tastefully renovated. Other updates include a newer A/C, a brand new water heater, and a roof that's only a year old for added peace of mind. Flood insurance is covered by the association. Another advantage is the in-unit laundry room with washer, dryer, and abundant storage. Enjoy Florida living year-round from the screened porch overlooking the garden, the large heated community pool, tennis courts and other playing courts, as well as walking and jogging paths. Other features include private assigned parking and plenty of additional guest parking for even more convenience. Extra private storage accompanies this property to store your bike or anything else you may need. The location is perfect, only a few minutes to Downtown Naples and its world renowned beaches, plus easy access to exceptional dining, shopping and entertainment options. Pet-friendly, rental-friendly and without age restrictions, this condo presents an excellent investment opportunity or seasonal retreat. While other units may be available in the community, this beautifully updated corner residence truly stands out—one you must see in person to fully appreciate.

4100 Looking Glass LN Unit 3002, Naples

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