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$310,000
2 Beds ⋅ 2 Baths ⋅ Winterpark SubDv.
This Beautifully updated condo is on first floor in the Winterpark 1 community. Unit was completely remodeled in 2021, with tile flooring throughout unit, stainless KitchenAid appliances, new cabinets, new countertops, light fixtures, coffered ceiling in living room, hurricane rated windows and sliders throughout, custom closets 2022, updated master bath and guest bathroom too! Screened in lanai in front of unit as well as NEW screened in lanai in back of unit added in 2024. Beautiful, landscaped views with lots of room in a tranquil setting. There is a dedicated parking spot with unit as well. This wonderful diamond in the ruff community has an amazing resort style pool with a clubhouse, and 8 pickleball courts along with bocce and tennis. Minutes to the beaches, restaurants and downtown Naples. You don't want to miss this amazing unit!

3569 Antarctic Circle Unit 2105, Naples

$267,000
2 Beds ⋅ 2 Baths ⋅ Winterpark SubDv.
Move-in ready and beautifully furnished, this 2BR/2BA second-floor condo features an open-concept layout with vaulted ceilings, bamboo flooring in the main living areas, and recessed lighting in the kitchen. Both bathrooms are updated with natural limestone showers and glass enclosures. Enjoy tranquil pond views from the living room and primary bedroom, along with a screened lanai overlooking landscaped grounds. Offered turnkey furnished, this residence is well-suited for seasonal living, investment, or full-time use. Highlights: Hurricane impact windows throughout; vaulted ceilings (2nd-floor units only); pond views from living area and primary bedroom; newer washer/dryer; exterior storage for bikes and beach gear; community roof replaced in 2018. Amenities: Resort-style heated pool, tennis, pickleball, bocce, clubhouse. Location: Minutes to 5th Ave South, Bayfront, and beaches; walk to Publix and dining at Kings Lake Square. Community: Leasing permitted 3 times per year (30-day minimum / 180-day maximum). Pets: one dog (up to 50 lbs) or cat for owners (no pets for tenants).

4070 Northlight Drive Unit 1612, Naples

$267,000
2 Beds ⋅ 2 Baths ⋅ Winterpark SubDv.
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 wine at sunset. New roof-2024, A/C-2020, Water Heater-2016, new piping, Impact Resistant windows and doors. Check out this property on our 360° Virtual Tour! Located just a short walk to the community amenities - no need to cross a busy street, unlike owners in some other buildings. A rare opportunity to purchase in one of the most desirable buildings. Up to 12 leases are allowed per year, making it an excellent investment property, or a vacation home. Prime location with quick access to Naples Downtown, white-sand Naples beaches, shopping, dining, and local attractions. Simple and cozy - this is how we live on the Gulf in Naples. Take a short trip to swim and sunbathe on one of the Naples beaches, play tennis or pickleball, dine and watch the sunset at one of the finest restaurants, or enjoy a fun day of shopping and then relax in the large resort-style pool right in the community. The amenities include a spacious resort-style pool, tennis and pickleball courts, a clubhouse, and bocce. Naples also welcomes everyone to enjoy its cultural and entertainment venues, including the Gulfshore Opera, Artis, The Baker Museum, Gulfshore Playhouse, The Naples Players Theater, Naples Botanical Garden, Naples Zoo, and numerous public parks with miles of walking paths, and even the Sun-N-Fun Lagoon water park. Don’t miss Fifth Avenue South and Third Street South in Olde Naples, as well as The Village Shops on Venetian Bay in Park Shore, Waterside Shops in the Pelican Bay area, Mercato, and much more. Make this home yours today, spend this winter season in sunny Florida!

4085 Northlight Drive Unit 5607, Naples

$253,000
2 Beds ⋅ 2 Baths ⋅ Winterpark SubDv.
THIS WINTERPARK VIII ASSOCIATION CONDO HAS LOWEST HOA FEES IN WINTERPARK + INCLUDES FLOOD INSURANCE. Experience effortless Naples living in this beautifully renovated two-bedroom, two-bath second floor condo, ideally located with convenient access to the vibrant energy of downtown Naples. Thoughtfully updated throughout, this light-filled condominium blends modern sophistication with a relaxed coastal aesthetic. Cathedral ceilings elevate the main living space, enhancing the open, airy feel, while luxury vinyl plank flooring flows seamlessly throughout. The stunning kitchen is a true focal point, featuring distinctive ceiling details, quartzite countertops, and stainless-steel appliances—perfectly designed for both everyday living and entertaining. Enjoy tranquil landscaped views from the screened lanai, creating a private retreat for morning coffee or evening relaxation. Impact-resistant doors and windows provide both peace of mind and energy efficiency. Offered beautifully furnished, this condo provides the perfect opportunity for instant enjoyment. This pet-friendly community includes an impressive array of amenities, including a resort-style pool, clubhouse, scenic walking paths, bocce courts, pickleball, and tennis. A rare opportunity to own a move-in-ready coastal escape in one of Naples’ most convenient locations.

4240 Jack Frost Court Unit 6, Naples

$252,900
2 Beds ⋅ 2 Baths ⋅ Winterpark SubDv.
Experience effortless Florida living in this charming 2-bedroom, 2-bath first-floor condo located in the desirable Winterpark community. Offered beautifully furnished and turnkey, this home presents a rare opportunity for immediate enjoyment with a seamless move-in experience or investment. The entire condo features new plank-style tile floors, creating a cohesive and modern look with the latest style. The kitchen has been tastefully refreshed with professionally painted cabinetry, a new faucet, and a new vent hood, creating a clean and modern aesthetic. Both bathrooms now feature new Quartz Custom Countertops and cabinets and and modern lighting. adding a touch of elegance and style. Additional updates include updated lighting, and plantation shutters that add both style and functionality. The spacious primary suite offers a serene retreat, complete with a walk-in closet for ample storage and organization. Additional highlights include a spacious in-residence laundry room with ample storage, as well as a large, convenient outdoor storage area—perfect for bicycles, beach gear, or seasonal items. The unit also benefits from a full replacement of polybutylene plumbing for added peace of mind. Enjoy the screened-in front porch, an ideal space to relax with your morning coffee or unwind in the evening. Residents of Winterpark enjoy an exceptional array of amenities, including a resort-style pool, clubhouse, tennis and pickleball courts, bocce, and scenic walking paths, all within a beautifully maintained, amenity-rich environment. The property’s convenient location, is just a short drive away from Fifth Avenue and Third Street, where you can indulge in a variety of restaurants, parades, upscale shopping and holiday events. Close to the beautiful Napes Gulf beaches, offering a perfect spot for relaxation and breathtaking sunsets. This move-in-ready condo is an excellent opportunity for a variety of lifestyles. schedule your showing today!

4250 Jack Frost Court Unit 4505, Naples

$225,000
2 Beds ⋅ 2 Baths ⋅ Winterpark SubDv.
PRICE IMPROVED!! BRING AN OFFER!! Enjoy the best of Naples living without the premium price tag! Located just 9 minutes from Downtown Naples and beaches, this second-floor 2 bed/2 bath condo offers an incredibly convenient lifestyle in a prime in-town location, all for under $240K. Whether it’s dinner on 5th Avenue, a beach day, or everyday shopping and errands, everything is close by and easy to reach. Inside, vaulted ceilings and impact-resistant windows and doors create a bright, comfortable space that feels open and secure. The condo has been exceptionally well cared for and is truly easy to move right into. Major building improvements have already been completed, including the full replacement of polybutylene plumbing and aluminum wiring, a newer roof, and a recent professional vent cleaning for improved air quality and peace of mind. Outside, you can enjoy a screened in front porch and a second access point into the kitchen through the impact sliders. The HOA maintains flood insurance that supports Fannie Mae and Freddie Mac financing, and the community and its board are a reflection of strong, proactive management. Amenities are just steps away, including one of the largest community pools in Naples, multiple tennis and pickleball courts, bocce, and an active clubhouse. It’s a setting that makes everyday living feel like a getaway, yet keeps you close to everything that makes Naples so desirable!

3450 Frosty Way Unit 5210, Naples

$190,000
2 Beds ⋅ 2 Baths ⋅ Winterpark SubDv.
Best Value in Winterpark, LOWEST PRICED UNIT! This beautifully maintained END UNIT second-floor residence with soaring vaulted ceilings is offered turnkey furnished and is ready for immediate enjoyment or seasonal rental income. The association carries flood insurance on the building, an important benefit for buyers seeking conventional financing, and the community has recently completed the installation of new underground utilities, enhancing both aesthetics and infrastructure reliability. The thoughtfully maintained interior features a fully renovated primary bath and a partially renovated guest bath, providing a fresh and comfortable living experience. Ideally located just minutes from Downtown Naples, residents enjoy convenient access to upscale shopping, fine dining, entertainment, and Naples' world-famous white sand beaches. Winterpark offers an exceptional lifestyle with resort-style amenities including a community pool, tennis and pickleball courts, bocce, and an active clubhouse with regularly scheduled social events—all just steps from your door. Whether you're seeking a seasonal retreat, investment opportunity, or year-round residence, this home presents an outstanding opportunity in one of Naples' most desirable locations. *The Buildings are in the process of being painted afresh neutral light gray with a blue trim/shutters

3420 Frosty Way Unit 12, Naples

$190,000
2 Beds ⋅ 2 Baths ⋅ Winterpark SubDv.
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 turnkey-furnished home offers an incredible opportunity to own in one of Naples’ most desirable communities while leaving room in your budget to update and personalize it over time. The home offers a comfortable, functional layout with one nicely updated bathroom while providing an opportunity to personalize the remaining spaces to your own taste and style. Major improvements have already been completed, including updated plumbing, impact windows and an impact sliding glass door, a new A/C (2024), and a new water heater (2023), allowing you to focus on making it your own. For added peace of mind, the condominium association carries a master flood insurance policy. The property also qualifies for conventional financing, offering greater flexibility for buyers. Winterpark is known for its lush, walkable setting, spectacular resort-style pool, tennis courts, and welcoming atmosphere. Ideally located just minutes from downtown Naples, 5th Avenue South, shopping, dining, and the beautiful Gulf beaches, you’ll enjoy everything Southwest Florida has to offer. Quarterly HOA dues are $1,920 and include outstanding community amenities and exterior maintenance. Pets and rentals are permitted, adding to the property’s versatility. Motivated sellers have priced this home to sell. If you’ve been searching for an affordable opportunity to own in one of Naples’ most popular communities, this is one you won’t want to miss.

4070 Looking Glass Lane Unit 3101, Naples

$182,500
2 Beds ⋅ 2 Baths ⋅ Winterpark SubDv.
FIXER UPPER - INVESTOR SPECIAL (TLC) ! 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 final touches. This 2 Bedroom / 2 Bath condo offers the perfect blend of resort-style living and prime location. You have the freedom to add your personal flair and complete the minor updates needed to create your spectacular dream home. Live the vibrant Naples Lifestyle, with Downtown Naples, Beautiful Beaches, Tin City and Celebration park all just minutes away. The community itself is a destination, boasting a resort-style pool, clubhouse, pickleball and tennis courts. This is more than a home; it's an investment in a highly sought-after , luxurious Florida Lifestyle at a low cost. THIS FIXER UPPER is perfect for investors or DIY buyers seeking to build equity in Prime Location. Solid structure awaiting cosmetic upgrades - Bring your Designer / Contractor - Exceptional Value / Priced to Sell!

3560 Antarctic Circle Unit 2202, Naples

$180,000
2 Beds ⋅ 2 Baths ⋅ Winterpark SubDv.
MOTIVATIVE SELLER, MAKE AN OFFER ...Roof was replaced in 2022. Charming 2-Bedroom, 2-Bathroom First-Floor Condo in Naples, FL A nicely maintained 2-bedroom, 2-bathroom first-floor condo, in the heart of Naples, FL. Features all-tile flooring throughout, impact-resistant windows fand sliding door 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: resort-style pool. Recreation: pickleball, shuffleboard, tennis, and bocce courts. Location: Located in a desirable Naples neighborhood, this condo is just minutes away from beautiful beaches, shopping and dining ion 5th Ave, and all the attractions that make Naples a premier destination. Whether you’re here for the season or looking for a primary year round residence, this location provides the best of Florida living. Affordable HOA: The HOA fee is $1,560 paid per quarter, breaks down to about $520.00 on a monthly basis; offering great value for the exceptional amenities and well-maintained grounds. A lockable storage area, guest parking spots available. Don’t miss out on the opportunity to make this charming condo your new home!

4001 Ice Castle Way Unit 3607, Naples

$172,500
2 Beds ⋅ 2 Baths ⋅ Winterpark SubDv.
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 largest swimming pools in Naples. There are bike and jogging trails, beautiful landscaping, 5 tennis courts and 4 pickle ball courts, 2 bocce courts and a clubhouse with a library and lots of social activities if you so desire. You can walk to Kings Lake Square for grocery shopping at Publix and some of the area's tasty and affordable restaurants! This is AN IDEAL year-round or seasonal residence! Please note that the owners never experienced any flood or water intrusion from storms or any thing else, in their nearly 16 years of ownership. Winterpark is just a short drive to renowned Fifth Ave. South with an eye-popping variety of shopping and dining options and Naples beautiful sandy beaches. This condo is an ideal opportunity to own your perfect winter retreat, affordably priced for you to add your personal touches and improvements

4150 Looking Glass Lane Unit 5, Naples