The community of Winterpark is located in Naples. Ideally situated for access to all of the Naples area facilities and conveniences has to offer.

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19 listings match your search criteria.
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4030 Northlight Dr   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1200Sq Ft
  • 1986Year Built
$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 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…

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4031 Ice Castle Way  3303 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1986Year Built
$299,000

Well appointed 2 bedroom, 2 bath condo. This unit is tastefully decorated. Primary bedroom offers King size bed, bathroom with walk in shower. The 2nd bedroom has a twin beds. The guest bathroom has been tastefully remodeled. The Kitchen has granite countertops, newer refrigerator, microwave and dishwasher. There are 3 televisions throughout the unit. The…

Active
3430 Frosty Way   12 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1987Year Built
$289,900

Welcome to Winterpark, one of Naples’ most popular communities just minutes from downtown. This beautifully updated 2-bedroom, 2-bath corner condo has been fully remodeled from top to bottom. The brand-new kitchen features all new appliances, cabinets and counter tops, both bathrooms have been updated, the plumbing, HVAC and water heater has been redone, and there’s fresh…

Active
3410 Frosty Way  4802 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1987Year Built
$284,999

Welcome to this beautifully maintained 2-bedroom, 2-bath second-floor end unit in the highly sought-after western section of the Winterpark community of Naples, FL. This light-filled home enjoys a desirable southern exposure, allowing sunshine to pour through the spacious rear windows and brighten the open living area all day long. Inside, you’ll appreciate the tasteful tile…

Active
4085 Northlight Dr  5607 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1990Year Built
$284,000

Tropical Paradise - Winterpark IX! This 2-bedroom, 2-bathroom condo is ideal as a Florida tropical vacation home, a full-time residence or investment property. Offered Furnished. Ground-floor unit- no stairs and no hassle. Only a few buildings in Winterpark community feature a screened lanai; perfect for enjoying your Florida morning coffee or a glass of…

Active
4079 Northlight Dr  1802 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1234Sq Ft
  • 1987Year Built
$279,000

Excellent unit, less than 5 minutes from Naples' pristine beaches, pier, restaurants, and more. This bright and spacious second-floor condo unit is perfect for a small family or as a vacation rental. Very well-maintained, you will not be disappointed. Reasonable HOA fees and amazing amenities, including a pool, multiple tennis courts, and many more, in…

Active
4180 Looking Glass Ln  4108 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1989Year Built
$278,900

Seller is open to considering concessions toward the buyer’s closing costs, creating an exceptional opportunity to step into this beautifully renovated Naples retreat with added financial flexibility. Welcome home to your private oasis in the heart of Naples. This stunning 2-bedroom, 2-bath condo has been thoughtfully remodeled from top to bottom, offering a bright,…

Active
3574 Antarctic Cir  2107 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1986Year Built
$270,000

Welcome to this beautifully updated condo in the desirable Winterpark community. Inside, you’ll find a completely renovated kitchen with brand new stainless steel appliances, an electric cooktop, countertops, new cabinetry, and a modern backsplash. The guest bathroom has been fully updated. Additional upgrades include new light fixtures, ceiling fans, fresh interior paint throughout, and even…

Active
3676 Arctic Cir  112 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1985Year Built
$264,900

Welcome to 3676 Arctic Circle, a furnished turnkey condo located in Winter Park. Located only ten minutes from Fifth Avenue shopping and dining, and fifteen minutes from Naples beaches, this location and price cannot be beat. This two-bedroom, two-bathroom home features an updated kitchen and primary bathroom, tile throughout with wood-looking tile in the living…

Active
4070 Looking Glass Ln  3101 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1988Year Built
$259,500

Wonderful furnished, 2 bedroom/ 2 bath, end unit, 1st floor condo in Winterpark. Impact windows and doors, new plumbing throughout, new AC, mostly new appliances. Fully furnished, turn key. Secluded condo location with landscape view in front and back and a screened porch off of the kitchen. Easy to rent seasonally or annually. Close to…

Active
4220 Looking Glass Ln  4302 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1989Year Built
$259,000

Well-maintained second-floor apartment located in the desirable Winterpark community in Naples. This 2 bedroom, 2 bathroom unit offers a bright and functional layout with an open living and dining area, perfect for everyday living or seasonal use. The unit features spacious bedrooms & ample closet space.Winterpark is a well-established community with mature landscaping and convenient amenities. Excellent…

Active
4001 Ice Castle Way  3607 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1986Year Built
$250,000

MAKE AN OFFER ...Charming 2-Bedroom, 2-Bathroom First-Floor Condo in Naples, FL A beautifully maintained 2-bedroom, 2-bathroom first-floor condo, in the heart of Naples, FL. Features all-tile flooring throughout, impact-resistant windows for added peace of mind, and updated kitchen and bathrooms. Enjoy granite countertops and sleek stainless steel appliances. Offers spacious living, open floor plan. Amenities:…

Active
3400 Frosty Way  4704 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1987Year Built
$250,000

Welcome to Winterpark in Naples, a highly sought-after community just minutes from downtown and the Gulf of Mexico. This spacious 2-bedroom, 2-bath condo offers vaulted ceilings, an open floor plan, and a split-bedroom design for added privacy. New roof 2 years old! The primary suite features a walk-in closet and private bath with walk-in shower,…

Active
4200 Looking Glass Ln  4204 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1989Year Built
$249,900

This spacious over 1200 sq foot Winterpark condo boasts 2 bedroom, 2 bath over looking a beautiful greenspace. With a resort style pool, bocce ball, pickleball, tennis, walking trails and organized activities you will feel right at home. Newer AC and roof. Condo fee includes water/sewer, exterior insurance and maintenance, cable, landscape…

Active
4092 Northlight Dr  1707 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1264Sq Ft
  • 1987Year Built
$249,700

Escape to Your Naples Oasis. A Turnkey Treasure in WINTERPARK. Get ready to fall in love with this stunning, immaculately maintained 2 bedroom, 2 bathroom, first-floor condominium in the vibrant WINTERPARK community, a true gem in the heart of Naples, Florida! This turnkey furnished beauty is your ticket to effortless coastal living, blending modern updates…

Active
3560 Antarctic Cir  2202 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1986Year Built
$239,000

Discover an exceptional opportunity to own one of only 8 unique corner units in this celebrated Naples community. The moment you step inside, your eyes are drawn upward to the breathtaking cathedral ceilings, creating an immediate sense of grandeur and space. Updated Flooring, elegant floors flow throughout, providing a perfect , polished canvas for your…

Active
4200 Looking Glass Ln  4207 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1989Year Built
$235,000

Welcome to your dream condo close to Beautiful Downtown Naples and Downtown Naples' Beach! This stunning 2 bedroom, 2 bath condominium with Open Floor Plan and Split Bedrooms offers a remodeled kitchen with upgraded Granite Countertops, sleek newer modern Appliances and ample storage space with plenty of drawers and open to a large Great Room…

Active
4180 Looking Glass Ln  4105 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1989Year Built
$229,999

Welcome to Winterpark in Naples, one of the most desirable communities just minutes from downtown and the white-sand beaches! This spacious condo offers comfort, convenience, and resort-style living. Residents enjoy one of the largest resort-style pools in Naples, pickleball and tennis courts, clubhouse, bike and jogging paths, shuffleboard, and beautifully landscaped grounds. The community also…

Active
4150 Looking Glass Ln  5 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1246Sq Ft
  • 1989Year Built
$195,000

LOWEST PRICE IN WINTERPARK! 2 bedrooms 2 baths TURNKEY FURNISHED ground floor condo in Winterpark! With 1,246 square feet of air conditioned living area, the living areas are tiled with 18" neutral tone tile. Extra storage closet outside your front door. Winterpark amenities include a spectacular heated, resort-style community pool which is one of the…

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