Winterpark Homes with Landscaped Area View

Winterpark Homes with Landscaped Area View

Welcome to Winterpark, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming neighborhood perfectly blends tranquility and convenience, making it an ideal spot for families, retirees, and anyone seeking a serene lifestyle in sunny Florida.

Winterpark is renowned for its beautifully landscaped surroundings, where lush greenery and vibrant flowers create an inviting atmosphere. As you stroll through the community, you’ll be captivated by the meticulously maintained gardens and scenic views that enhance the appeal of this delightful neighborhood. Many homes boast expansive landscaped areas, providing residents with a private oasis to relax and enjoy the natural beauty that surrounds them.

The homes in Winterpark are designed with comfort and style in mind, featuring spacious layouts that cater to modern living. Whether you're looking for a cozy single-family home or a larger residence, you'll find a variety of options that suit your needs. Each property is thoughtfully positioned to maximize views of the stunning landscapes, allowing you to bask in the beauty of your surroundings from the comfort of your own home.

Beyond the picturesque scenery, Winterpark offers easy access to Naples' vibrant lifestyle. Enjoy nearby shopping, dining, and recreational activities, including pristine beaches just a short drive away. With its friendly community spirit and a wealth of amenities, Winterpark is not just a place to live—it's a place to thrive. Come discover your dream home in this enchanting neighborhood, where every day feels like a vacation!

Newest Winterpark Homes with Landscaped Area View

4001 Ice Castle WAY Unit 3605, Naples
$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
4079 Northlight DR Unit 2, Naples
$220,000
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
3400 Frosty WAY Unit 5, 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
4073 Northlight DR Unit 1803, Naples
$265,000
2 Beds ⋅ 2 Baths ⋅ 226033685 MLS ⋅ Winterpark BLDG.
First-floor 2BR/2BA condo in the highly desirable Winter Park community and located in Winter Park IV. This light and spacious home features an inviting screened front porch, a bright open living and dining area with modern flooring, and a stylish kitchen with white cabinetry, granite counters, stainless steel appliances, and a mosaic tile backsplash. The large laundry room offers exceptional storage, complemented by an additional exterior storage closet. Winter Park residents enjoy one of Naples’ largest resort-style pools, tennis, pickleball, bocce, a clubhouse, and beautifully landscaped walking areas. HOA fees include water, sewer, basic cable, and WiFi—leaving only electric as your utility bill. All just minutes from 5th Avenue South, Downtown Naples, and Naples’ world-famous beaches. A prime location with outstanding amenities and move-in-ready appeal.

4073 Northlight DR Unit 1803, Naples
4100 Looking Glass LN Unit 3008, Naples
$255,000
2 Beds ⋅ 2 Baths ⋅ 226031126 MLS ⋅ Winterpark BLDG.
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 light and a relaxed Florida feel. Conveniently located near shopping, dining, entertainment, golf, downtown Naples, and the beautiful Gulf beaches. Whether you're looking for a future residence or an investment opportunity, this property offers excellent potential in a desirable Naples location. **Currently tenant occupied, making it an attractive option for investors. Please allow appropriate notice for showings.**

4100 Looking Glass LN Unit 3008, Naples
4027 Northlight DR Unit 4, Winter Park
$259,900
2 Beds ⋅ 2 Baths ⋅ 226030748 MLS ⋅ Winterpark BLDG.
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 updated kitchen and bathrooms and a comfortable, inviting floor plan perfect for enjoying the Naples lifestyle.Step outside to the tiled and screened lanai, the perfect spot to enjoy your morning coffee, relax with a good book, or take advantage of Naples' beautiful year-round weather. Winterpark is a popular Naples community known for its resort-style atmosphere, beautifully maintained grounds and exceptional recreational amenities. Residents enjoy one of the area's impressive community pools, along with tennis and pickleball courts and plenty of opportunities to enjoy the Florida sunshine. The community's convenient Naples location puts you close to Fifth Avenue South, Tin City, shopping, restaurants and the beautiful Gulf beaches. Winterpark offers an active, welcoming lifestyle in a location that makes it easy to enjoy everything Naples has to offer. Whether you're looking for a seasonal getaway or a year-round residence, this updated condo offers the perfect combination of location, lifestyle and value. 4027 Northlight Drive #4 — offered at $259,900.

4027 Northlight DR Unit 4, Winter Park
3574 Antarctic CIR Unit 2107, 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
4001 Ice Castle WAY Unit 1, 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
3420 Frosty WAY Unit 4902, 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
3816 Snowflake LN Unit 1303, 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
3532 Antarctic CIR Unit 2216, 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
4140 Looking Glass LN Unit 7, Naples
$329,900
2 Beds ⋅ 2 Baths ⋅ 226019156 MLS
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 convenient location. Offered at $329,900, this updated Naples condo features a fully redesigned kitchen with white cabinetry, stainless steel appliances, a stylish backsplash, large breakfast bar, and an open layout connecting the kitchen, dining, and living areas. The interior has a clean coastal feel with updated flooring, recessed lighting, modern finishes, and a spacious living room overlooking a peaceful outdoor setting. The owner’s suite includes custom closet space and an updated bathroom with a walk-in shower. The second bedroom and bathroom provide flexibility for guests, seasonal use, or a home office. A standout feature is the custom laundry and wine cellar area, adding valuable function and a unique touch. Winterpark amenities include a resort-style community pool, clubhouse, community room, pickleball, tennis, bocce court, bike and jog path, bike storage, extra storage, and internet access. The HOA includes cable, insurance, internet/WiFi access, irrigation water, lawn and land maintenance, reserves, sewer, street lights, street maintenance, trash removal, and water. For buyers searching for Naples condos for sale, a move-in-ready condo in Winterpark, or a well-updated property near shopping, dining, beaches, and downtown Naples, this is a strong opportunity.

4140 Looking Glass LN Unit 7, Naples
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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

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