Winterpark - Naples, FL Homes for Sale

2 Beds ⋅ 2 Baths ⋅ 226015387 MLS

$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 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 Drive, Naples

Courtesy of Premier Property Management

$280,000

2 Beds ⋅ 2 Baths ⋅ 226014881 MLS

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

Courtesy of John R Wood Properties

$252,900

2 Beds ⋅ 2 Baths ⋅ 226012540 MLS

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

Courtesy of London Foster Realty

2 Beds ⋅ 2 Baths ⋅ 226012607 MLS

$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 1st floor condo offers a perfect blend of modern style and effortless Florida living. Step inside to an open, light-filled layout designed for both comfort and entertaining. Darkwood accents & cabinetry in the kitchen and breakfast bar, custom tile work and exquisite finishes throughout. Enjoy your morning coffee or unwind in the evening on the spacious lanai, a perfect private retreat with a relaxing, tropical feel. Winterpark is known for its resort-style amenities, including one of the largest pools in Naples, newly updated pickleball and tennis courts, and a vibrant, active social atmosphere. Surrounded by lush green spaces and charming scenery, the community captures the essence of classic Florida living. Ideally located just minutes from 5th Avenue South, Olde Naples, shopping, dining, and the beach, this property is perfect as a full-time residence, seasonal getaway, or investment opportunity. Come experience it for yourself—this one won’t last.

4150 Looking Glass Lane Unit 3903, Naples

Courtesy of LPT Realty, LLC

$267,000

2 Beds ⋅ 2 Baths ⋅ 226012425 MLS

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

Courtesy of Beycome of Florida LLC

2 Beds ⋅ 2 Baths ⋅ 226011974 MLS

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 including, Tennis Courts, Pickleball, Bocce Ball, Shuffleboard, and a Resort style pool. Walking distance to shopping(Home Depot ,Publix, Walgreen's) and restaurants. Pets are Allowed.

4031 Ice Castle Way Unit 3306, Naples

Courtesy of Realty World Top Producers Rlt

$310,000

2 Beds ⋅ 2 Baths ⋅ 226011021 MLS

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

Courtesy of John R Wood Properties

2 Beds ⋅ 2 Baths ⋅ 2026009632 MLS

$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 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

Courtesy of Century 21 AllPoints Realty

$240,000

2 Beds ⋅ 2 Baths ⋅ 226009042 MLS

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 Lane Unit 3002, Naples

Courtesy of Saggio Realty, Inc

$225,000

2 Beds ⋅ 2 Baths ⋅ 2026010114 MLS

Welcome home to this beautifully maintained Winter Park condo offering over 1,200 square feet of comfortable living space with peaceful green space views. This spacious residence features 2 bedrooms and 2 bathrooms, providing an ideal layout for both everyday living and entertaining. Enjoy a vibrant, resort-style community with exceptional amenities, including a sparkling resort swimming pool, pickleball and tennis courts, bocce ball, scenic walking trails, and a variety of organized social activities. Recent major improvements include a newer A/C system and roof, offering added value and peace of mind. The monthly condo fee covers water, sewer, exterior insurance, exterior maintenance, cable service, landscaping, and full access to all community amenities, helping simplify ownership. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this property offers flexibility with both short-term and annual rentals permitted, subject to community restrictions.

4200 Looking Glass Lane Unit 4204, Naples

Courtesy of Portside Property Group

$239,000

2 Beds ⋅ 2 Baths ⋅ 226005021 MLS

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

Courtesy of Coldwell Banker Realty

$339,000

2 Beds ⋅ 2 Baths ⋅ 226005552 MLS

Discover comfortable and easy Florida living in this inviting 2-bedroom, 2-bath condo located in the highly desirable Winterpark community. This first-floor residence offers a well-designed floor plan with a welcoming living and dining area, a thoughtfully arranged kitchen, and two comfortably sized bedrooms with excellent closet storage. The primary suite includes an en-suite bath and relaxing views of the community’s green space. Step outside to enjoy Winterpark’s resort-style amenities, including one of the largest community pools in Naples, a clubhouse, pickleball and tennis courts, bocce, and beautifully maintained walking paths. Residents appreciate the convenient East Naples location—just minutes from downtown 5th Avenue, shopping, dining, and Naples’ world-famous beaches. Whether you're seeking a seasonal retreat, full-time residence, or investment property, this Winterpark condo offers wonderful value and a uniquely comfortable Naples lifestyle.

4180 Looking Glass Lane Unit 4102, Naples

Courtesy of Premiere Plus Realty Company

$210,000

2 Beds ⋅ 2 Baths ⋅ 226005257 MLS

WINTERPARK IS A HIDDEN GEM WITH A VERY DESIRABLE LOCATION... ONLY 2-3 MILES TO BAYFRONT, 5TH AVE, DOWNTOWN RESTAURANTS AND SHOPS, AND THE BEACHES... 2 BDRM 2 BATH FIRST FLOOR UNIT WITH LARGE SCREENED IN PATIO LOOKING OUT TO LUSH LANDSCAPING... SNOWFLAKE LANE IS RIGHT NEXT TO THE RESORT STYLE POOL (ONE OF THE LARGEST IN NAPLES) / FIVE TENNIS COURTS, FOUR PICKLEBALL COURTS, BOCCE... FULLY FURNISHED TURNKEY... NEW HW TANK, CEILING POLY PIPES RECENTLY CHANGED IN LAUNDRY ROOM, AND NEWER MSTR BATH... THIS IS A VERY FRIENDLY ACTIVE COMMUNITY WITH GREAT RENTAL POTENTIAL... ENJOY YOUR WINTERS IN THE SUNSHINE!

3832 Snowflake Lane Unit 1207, Naples

Courtesy of ERA Naples Realty Services

2 Beds ⋅ 2 Baths ⋅ 226004763 MLS

Nestled at the end of a cul-de-sac, this first-floor end-unit condo offers a level of privacy and accessibility that’s hard to find in Naples at this price. With no road noise from Davis Boulevard and no building directly in front or to the side, this residence feels peaceful and secluded yet remains close to everything. The lush grassy side and back yards feel like your own private oasis, and with the walking path just steps from your back door, a nice stroll takes you right to the resort-style amenities. This two-bedroom, two-bath unit has been thoughtfully updated, allowing you to skip the renovations and start enjoying the Naples lifestyle immediately. Its freshly painted interior features impact windows and doors, tile flooring throughout, stainless appliances, white cabinetry and stone counter tops, and modern tile-surround step-in showers. AC system and roof were replaced in 2022. Owners are permitted to have one household pet. Winterpark offers its residents one of Naples’ largest community pools, tennis and pickleball courts, and a community room. Centrally located, the beaches and downtown shops and restaurants are just minutes away and conveniences like Publix, Starbucks and Home Depot are right around the corner.

4000 Ice Castle Way Unit 2601, Naples

Courtesy of John R Wood Properties

2 Beds ⋅ 2 Baths ⋅ 226002662 MLS

$222,500

Tucked away End Unit, no road noise from Davis Blvd. Private feel entrance with lanai that over looks a lovely grass area with beautiful floral blooming trees which is rare and hard to find in this community. No building directly in front or to the side of this unit. Well maintained interior ready for your own touch or for an investor to Seasonally rent. Great rental income in this community due to proximity to downtown and Naples Beaches. Building has Flood Insurance and Poly pipes have been replaced so no issues with getting a loan on the property. All assessments have been paid in full. Original owners, never used as a rental unit. Renovated throughout the years. Winterpark is a large, well-established condominium complex known for its resort-style amenities like a large pool, clubhouse, tennis, and pickleball courts, and its convenient location near beaches, shopping, and dining

4140 Looking Glass Lane Unit 3816, Naples

Courtesy of Downing Frye Realty Inc.

2 Beds ⋅ 2 Baths ⋅ 225084742 MLS

$232,500

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 location close to shopping, dining, beaches, downtown Naples, and major roads. Ideal as a primary residence, second home, or investment property.

4220 Looking Glass Lane Unit 4302, Naples

Courtesy of Key & Legacy Realty LLC

2 Beds ⋅ 2 Baths ⋅ 225083101 MLS

$172,500

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

Courtesy of Downing Frye Realty Inc.

2 Beds ⋅ 2 Baths ⋅ 225077102 MLS

$267,000

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 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

Courtesy of Premiere Plus Realty Company

2 Beds ⋅ 2 Baths ⋅ 2025017302 MLS

$180,000

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

Courtesy of Century 21 Allpoints Realty

2 Beds ⋅ 2 Baths ⋅ 225076778 MLS

$182,500

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

Courtesy of REMAX Affinity Mercato

2 Beds ⋅ 2 Baths ⋅ 2025014071 MLS

$259,000

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 this great community. Furniture is negotiable

4079 Northlight Drive Unit 1802, Naples

Courtesy of Atlas Realty Company, Inc.

2 Beds ⋅ 2 Baths ⋅ 225073392 MLS

Newly renovated 2 bedroom, 2 bathroom Condo Available! Just 4 miles to beautiful downtown Naples, 5th Avenue! Complete renovation includes a beautiful new kitchen with updated cabinetry, countertops and appliances. New flooring, lighting, plumbing fixtures, and new hot water heater and furnace. Enjoy pickleball, tennis, Boccee Ball, Walking, Bike Paths, and a resort style community pool, great for socializing!

4200 Looking Glass Lane Unit 4202, Naples

Courtesy of Waterfront Realty Group Inc

2 Beds ⋅ 2 Baths ⋅ 225071808 MLS

$185,000

Welcome to your slice of paradise in the sought-after Winterpark community! This beautifully maintained 2nd-floor condominium offers serene views of the resort-style pool and is ideally situated in a premier location within the community—tucked away from busy streets for added peace and privacy. Boasting over 1,200 square feet of living space, this spacious unit features a thoughtfully designed open floor plan with two bedrooms, two bathrooms, and a dedicated laundry room. The entire unit has been replumbed and is free of polybutylene piping, offering peace of mind and long-term reliability. Inside, you'll find elegant tile flooring throughout—NO carpet—creating a clean, modern aesthetic that's easy to maintain. Impact-resistant windows provide enhanced safety, energy efficiency, and quiet comfort. The layout is perfect for both seasonal getaways and year-round living, with generous natural light and a welcoming ambiance. Offered turnkey, this residence is move-in ready and fully furnished for effortless living. Located just minutes from downtown Naples and the pristine Gulf beaches, you'll enjoy convenient access to world-class dining, shopping, and entertainment. Whether you're seeking a vacation retreat or a full-time residence, this condo delivers the perfect blend of comfort, style, and Florida charm.

3750 NORTHWINDS Drive Unit 1010, Naples

Courtesy of John R Wood Properties

2 Beds ⋅ 2 Baths ⋅ 225071202 MLS

Stop searching for an affordable condo in Naples—this one has already been beautifully updated and is truly move-in ready! This 2-bedroom, 2-bath end-unit on the 2nd floor offers both privacy and natural light, along with a desirable open layout. Enjoy vaulted ceilings, impact windows, and updated flooring that give the home a bright, modern feel. The primary suite features a spacious walk-in closet, and the entire condo can be offered turnkey as furnishings are negotiable, so you can skip the renovations and start enjoying Naples living right away. With low fees that include everything but FPL, ownership here is simple and affordable. Located just minutes from the Gulf beaches, 5th Avenue South, and downtown Naples, this property is ideal as a first home, seasonal retreat, or investment opportunity. Homes like this don’t last long at this price—schedule your showing today!

4040 Ice Castle Way Unit 2802, Naples

Courtesy of Coldwell Banker Realty

2 Beds ⋅ 2 Baths ⋅ 225070242 MLS

Welcome to Winter Park, one of Naples’ most desirable communities just minutes from Downtown Naples, Olde Naples, and the beach. This beautifully updated 2-bedroom, 2-bath corner condo is offered fully furnished and completely move-in ready. Fully remodeled from top to bottom, it features a brand-new kitchen with new appliances, cabinets, and countertops, updated bathrooms, new flooring throughout, plus updated plumbing, HVAC, and water heater. Winter Park offers resort-style amenities including one of the largest pools in Naples, brand-new pickleball and tennis courts, lush green spaces, and an active social atmosphere.

3430 Frosty Way Unit 12, Naples

Courtesy of Downing Frye Realty Inc.

2 Beds ⋅ 2 Baths ⋅ 225058833 MLS

Investor’s dream located just 10 minutes from Downtown Naples and the beach, and 15 minutes from Mercato. This 2 bedroom, 2 bathroom home features one-of-a-kind hand-painted murals that add artistic charm and character throughout. The community offers a massive resort-style pool, perfect for relaxing or entertaining. With incredible potential and a prime location, this property is ideal for investors, seasonal residents, or full-time living. Situated in a well-established neighborhood with low fees and no rental restrictions.

3515 Antarctic Circle Unit 2408, Naples

Courtesy of Compass Florida LLC

2 Beds ⋅ 2 Baths ⋅ 225036600 MLS

$215,000

Gorgeous 2 bedroom, 2 bath residence centrally located near all that Naples has to offer! Upon entering, you will be greeted by ample natural light and the freshly painted interior with tile flooring throughout. The living room features beautiful views of manicured landscaping. The kitchen is fully equipped with white cabinetry and stainless-steel appliances. The master suite boasts a walk-in closet and en-suite bath with stunning custom tilework. Guests will enjoy the additional bedroom and bathroom. The screened front porch is the ideal place to relax and unwind while enjoying the beautiful Florida weather. This beautiful home also offers a spacious laundry room and an additional outdoor storage closet – you will have no shortage of storage space. Winterpark is a wonderful community boasting a wide array of amenities including a heated resort-style pool, bike and jogging trails, 4 tennis courts, 8 pickleball courts, bocce, and a clubhouse. Winterpark is located within minutes of many shopping and dining options, and only a short drive to the charm of Olde Naples and the beautiful beach and blue waters of the Gulf.

4220 Looking Glass Lane Unit 4303, Naples

Courtesy of Re/Max Alliance Group

2 Beds ⋅ 2 Baths ⋅ 225055267 MLS

$240,000

LOCATION, LOCATION, LOCATION — This Is the One! This rarely available 2nd-floor END unit offers one of the best locations in the Winterpark community! Ideally situated close enough to walk to all the fantastic amenities, yet privately tucked away on Arctic Circle with no drive-through traffic. Enjoy an expansive wide green space directly behind the building, providing extra privacy and beautiful views. Inside, you’ll find a move-in ready condo with thoughtfully updated bathrooms, stylish flooring, and tasteful furnishings—where every detail has been well cared for. Winterpark is one of Naples’ most sought-after communities thanks to its unbeatable proximity to 5th Avenue South & 3rd Street South shopping and dining, Bayfront, Tin City, and Naples’ renowned sugar-sand beaches plus a wide variety of top-rated restaurants! If you’re dreaming of a resort-style lifestyle, Winterpark delivers with one of the largest resort-style pools in Naples, an updated clubhouse with regular social activities, tennis and pickleball courts, bocce, and miles of biking and jogging paths. The perfect condo, in the perfect location, at an amazing price point—don’t miss this opportunity!

3603 Arctic Circle Unit 402, Naples

Courtesy of Coldwell Banker Realty

2 Beds ⋅ 2 Baths ⋅ 225053787 MLS

THIS WINTERPARK VIII ASSOC CONDO HAS LOWEST HOA FEES IN WINTERPARK + INCLUDES FLOOD INSURANCE!!! Perfectly positioned with easy access to downtown Naples and area beaches, this 2B/2BA unit is ideal for buyers looking to downsize or escape the harsh winters up north. The completely remodeled open floor plan features a custom-built wall unit in living room with lots of storage, (2023) HVAC unit, vaulted ceiling, smart thermostat and modern updates with an inspiring crisp/clean grey & white interior color palette throughout to compliment the wood-like plank tile flooring. Kitchen boasts sleek white + charcoal Euro-style cabinets, glass tile backsplash, dramatic quartz waterfall counter w/ bar seating and stainless-steel appliances. Both baths have been modernized as well. The primary ensuite also features Euro-style sleek cabinetry, 3" thick counters, dual sinks & showerheads. Guest bath has stunning white vanity with glass countertop, decorative tile, jetted tub w/ rain showerhead and bluetooth fan. In addition, this bright and sunny second floor unit offers a screened outdoor patio to relax and unwind with a book or favorite beverage. Pet friendly and great resort-style amenities including large community pool, bocce, shuffleboard, pickleball and tennis courts. Truly a coastal get-a-way you'll love coming home to.

4220 Looking Glass Lane Unit 4304, Naples

Courtesy of John R. Wood Properties

2 Beds ⋅ 2 Baths ⋅ 225017804 MLS

$220,000

***WINTERPARK***QUAINT CONDO***2BEDS/2BATHS***FULLY FURNISHED***DOGS ALLOWED*** Welcome to this charming 2-bedroom, 2-bathroom condo located in the beautiful city of Naples, FL. This cozy home is perfect for those seeking a comfortable and convenient living space. The unit comes fully furnished, allowing you to move in hassle-free and start enjoying your new home right away. The community offers a refreshing pool, providing a great opportunity to relax and cool off during those warm Florida days. Tennis enthusiasts will be delighted to find a tennis court within the community, allowing you to stay active and enjoy some friendly competition. With its prime location in Naples, you'll have easy access to all the amenities and attractions this vibrant city has to offer. Whether you're looking to explore the stunning beaches, indulge in delicious dining options, or shop at the nearby boutiques, this house is perfectly situated to fulfill all your desires.

4040 Ice Castle Way Unit 2807, Naples

Courtesy of Premier Property Management

2 Beds ⋅ 2 Baths ⋅ 225049080 MLS

$295,000

Winterpark Condominiums are conveniently located close to Downtown Naples shopping, fine dining, entertainment and world-renowned white sand beaches. The kitchen is a dream, newly updated. The living-dining area is extremely spacious and the unit is an always preferred split bedroom floorplan. There is a laundry room in the condo with an extra laundry closet for storage or rental purposes. This unit has been recently tastefully renovated featuring new kitchen cabinetry, gorgeous quartz stone counters, luxurious backsplash, all new tile flooring throughout, beautifully renovated primary bathroom, impact windows, newer HVAC & water heater. This unit will have no lender issues as the Condo Association holds Flood Insurance for the building. The amenities include resort-style community pool, tennis & pickle ball courts, bocce and the community clubhouse with regular activities just steps away. This community has one of the largest community pools in Naples Florida, along with 5 Tennis courts, 4 Pickleball courts, and 2 Bocce ball courts. After you spend your day with all of these activities, it's just 3 miles to the world famous Naples Beaches and 5TH Avenue for amazing restaurants, shopping and entertainment.

3612 Arctic Circle Unit 512, Naples

Courtesy of Downing Frye Realty Inc.

2 Beds ⋅ 2 Baths ⋅ 224089222 MLS

$207,000

This is the best value in Winterpark! This spacious well cared for 2 bedroom condo offers soaring ceilings, an open, efficient floor plan, updated kitchen, hurricane impact windows and more! The bedrooms are spacious with large closets and the laundry room offers additional storage, as well as outdoor storage under the stairs. This condo is conveniently located to the huge resort style pool, renovated clubhouse, tennis courts, pickle ball, bocce, shuffleboard and more. Winterpark has an active social calendar and is a very short drive to Naples' award winning white sand beaches. You don’t want to miss this fabulous opportunity to own a piece of Florida paradise!

4001 Ice Castle Way Unit 3602, Naples

Courtesy of Realty One Group MVP

2 Beds ⋅ 2 Baths ⋅ 225035581 MLS

$230,000

A Slice of Sunshine in Winterpark!

4021 Ice Castle Way Unit 3407, Naples

Courtesy of Waterfront Realty Group Inc

2 Beds ⋅ 2 Baths ⋅ 225045517 MLS

$220,000

Huge price reduction on a Winterpark condo with value-added updates! Nothing compares in the area with these features at this price. This well-maintained home will delight you - updated kitchen and baths with Uba Tuba granite, large owners suite with walk in closet, engineered wood floors, high ceilings, impact windows and slider, plumbing and AC updated. Extra storage under breakfast bar. Reserved parking right outside your door, large laundry room with lots of storage, and the huge resort pool and tennis/pickle ball courts add to the lifestyle you are looking for. A pet is allowed, and cable, water and sewer are provided with your HOA fees. Newer stainless refrigerator, washing machine, and disposal. Walk to Kings Lake shopping and 10 minutes to Olde Naples.

4200 Looking Glass Lane Unit 4206, Naples

Courtesy of Coldwell Banker Realty

2 Beds ⋅ 2 Baths ⋅ 225037478 MLS

$245,000

Welcome to WinterPark! This spacious and bright turnkey 2-bedroom condo features soaring volume ceilings, an open and efficient floor plan, hurricane impact windows, a screened-in front porch and additional storage under stairs. The bedrooms are generously sized with large closets, and the laundry room offers additional storage. Upgrades include new CPVC plumbing (2020), a replaced AC system (2017), a new water heater (2020), updated laminate flooring with new rugs in the bedrooms (2020), a new master vanity and toilet (2024), and a replaced roof (2022). Fully furnished, this second-floor unit is move-in ready. Located close to the resort-style pool, renovated clubhouse, tennis courts, pickleball, bocce, and shuffleboard, WinterPark offers an active social calendar and resort-like amenities. The community is just 3 miles from Naples' award-winning white sand beaches and 5th Avenue South's premier dining, shopping, and entertainment. Take a short stroll to Kings Lake Square for Publix, Starbucks, and local dining options. Don't miss this incredible opportunity to own a piece of Florida

3480 Frosty Way Unit 5504, Naples

Courtesy of Premiere Plus Realty Company

2 Beds ⋅ 2 Baths ⋅ 225035358 MLS

$292,000

Just a short walk to the stunning resort-style pool, this beautifully updated First-Floor condo is your chance to enjoy the highly sought-after Winterpark lifestyle! The community is packed with amenities including pickleball, tennis, bocce ball, and a full calendar of activities. Inside, you’ll find: Fresh interior paint Stylish tile flooring in the living area A kitchen with wood cabinets, granite countertops, and a brand-new dishwasher All of this is offered completely furnished, including kitchenware and linens—just bring your suitcase! Located less than a mile from vibrant Downtown Naples and the breathtaking beaches of Southwest Florida. MOVE-IN READY – don’t miss this one!

4084 Northlight Drive Unit 1703, Naples

Courtesy of Sellstate Tropical Waters Rlty

2 Beds ⋅ 2 Baths ⋅ 225019443 MLS

$309,000

Here are 3 reasons why you shouldn't miss this amazing opportunity! 1. Unbeatable Value in a Prime Location – This condo offers modern luxury at an affordable price, making it a rare find in such a desirable area. 2. Resort-Style Amenities – Enjoy access to a community pool, spa, clubhouse, tennis courts, and more—everything you need for an active and relaxing lifestyle right at your doorstep. 3. Move-In Ready with High-End Features – With soundproof windows, elegant ceramic floors, a modern kitchen, and eastern exposure for beautiful morning sunlight, this home is designed for both comfort and style. Don’t miss the opportunity to call this remarkable residence your home. Schedule a viewing today and experience the exceptional lifestyle awaiting you at Winterpark!

3804 Snowflake Lane, Naples

Courtesy of Compass Florida LLC

2 Beds ⋅ 2 Baths ⋅ 225007518 MLS

$205,000

This unit is THE LOWEST PRICED unit in Winterpark and ready for your personal touch. Great Location near the Wonderful Amenities Winterpark has to offer. A quick walk to the resort size Pool, Bocce Court, Tennis Courts and Community Center. If interested in renting for season, it is perfect for that also! Close to Grocery Shopping, Starbucks, 5th Ave Restaurants and Naples finest beaches.

3539 Antarctic Circle Unit 2304, Naples

Courtesy of Downing Frye Realty Inc.

2 Beds ⋅ 2 Baths ⋅ 224079706 MLS

Beautiful remodeled 2 bedroom 2 bath 2nd Floor condo. Enter into the condo with vaulted ceilings, recessed lighting, eat-in kitchen along with counter bar, quartz counter tops, backsplash, large stainless steel sink, new custom cabinets with gold accents, and Kitchen Aid appliances. Malibu French Oak engineered hardwood flooring throughout, oversized tile in baths. New lighting and fans, and 6 panel interior doors with new hardware. Guest bath has walk-in shower, quartz countertop. Nice size laundry room with washer and dryer. Main bedroom with en-suite bath, tub/shower combo and walk-in closet. Screened in lanai to enjoy the great Florida weather. Close to shopping and restaurants. Community has resort style pool, pickleball, tennis, and clubhouse.

4051 Northlight Drive Unit 1816, Naples

Courtesy of Coldwell Banker Realty

2 Beds ⋅ 2 Baths ⋅ 224077724 MLS

Don’t miss this fantastic opportunity to own a turnkey 2-bedroom, 2-bath condo in the sought-after Winterpark resort community! Situated on the second floor, this condo boasts impressive high ceilings and an updated kitchen featuring white cabinets, granite countertops, and stainless steel appliances. Enjoy elegant tile flooring laid on the diagonal, stylish plantation shutters, and plenty of storage options in the spacious laundry room and storage under the stairs. Located in the heart of the community, you’re just steps away from resort-style amenities, including pickleball, tennis, fitness facilities, bocce, and a stunning lagoon-style pool. Winterpark is ideally positioned in Naples, close to 5th Avenue, beautiful beaches, Mercato, and I-75. Don’t let this opportunity slip away—grab it before it’s gone!

3512 Antarctic Circle Unit 2508, Naples

Courtesy of Realty One Group MVP

2 Beds ⋅ 2 Baths ⋅ 224073903 MLS

Location, Location, Location! This 2-bedroom, 2-bath gem is situated in the highly sought-after Winterpark community. But what sets this home apart? A Private Den! Perfectly enclosed with sliders for ultimate privacy, this den is your personal retreat to watch your favorite game or event without interruption. Key Features: Completely Tiled Throughout: Low-maintenance, modern, and stylish. Updated Stainless Steel Appliances: A kitchen ready for your culinary adventures. New Hot Water Tank 2024 & Air Conditioner 2018: Recent upgrades for comfort and peace of mind. Community offers tons of activities a Resort Style Pool, Bocce Ct, Pickle Ball and Tennis Courts to name a few. Don’t miss this unique opportunity to own in Winterpark! Schedule your tour today and see what makes this condo stand out!

3659 SW Arctic Circle Unit 102, Naples

Courtesy of Sellstate Tropical Waters Rlty

2 Beds ⋅ 2 Baths ⋅ 224073832 MLS

$268,500

Great Location within the Development and an END UNIT so it only shares on wall, unlike most that share two. This unit is immaculately clean and sold turnkey furnished with modern coastal feel finishes and furniture. The bathrooms have been beautifully renovated along with newer wood like tile in both bedrooms. The Kitchen has been opened up with the foyer wall taken down creating an airy open feel. Light neutral paint throughout. This unit is nicely situated within Winterpark, away from the noise of Davis Rd and not looking directly at another building or a parking lot. It also has a great added perk of a backyard that feels private with a cement paver open air lanai for extended outdoor living enjoyment. Winterpark has so many amenities to enjoy including a Resort size Pool and friendly owner get-togethers at the community center and pool area. Lease in place that needs to be honored for Feb & Mar 2025.

4080 Looking Glass Lane Unit 2901, Naples

Courtesy of Downing Frye Realty Inc.

2 Beds ⋅ 2 Baths ⋅ 224075102 MLS

$285,000

Beautiful first floor, 2-bedroom 2-bathroom condo located in the community of Winterpark. One of the few condos in Winterpark with a screened in lanai. The kitchen and bathrooms were remodeled, granite countertops, and impact-resistant windows. Plumbing was also replaced. A nicely furnished move in ready condo. The Winterpark community also offers a resort style pool, community room, and tennis courts. Winterpark is conveniently located next to the Kings Lake shopping center and just 10 minutes from historic 5th Ave and Naples beautiful white sandy beaches.

3609 Arctic Circle Unit 405, Naples

Courtesy of Staton Properties, LLC

2 Beds ⋅ 2 Baths ⋅ 224062288 MLS

$215,000

This charming Winterpark end unit residence is the opportunity you've been waiting for! This charming 2-bedroom/2-bathroom condo is an ideally situated corner residence, offering added privacy and natural light. Winterpark is an appealing and vibrant community with excellent amenities yet reasonable HOA fees. These include a resort-style pool, tennis and pickleball courts, bocce, biking & jogging paths throughout; and a welcoming clubhouse - a great way to connect with neighbors and new friends. This condominium features green space to the front and rear; enjoy peaceful views plus the convenience of two assigned parking spaces just outside your front door and breezy lanai. Plenty of potential here or enjoy as is - this condo has a spacious & open floor plan, perfect for your winter getaway or the convenience of year round living. The unit includes a generous utility/laundry room and ample storage space, making it a practical & easy choice for those looking for real value. Other items of note: only one shared wall and the extra storage is conveniently situated near the condo entry. Located just minutes from Naples' famous Fifth Ave. S. stunning beaches, and a variety of shopping and dining options, this condo is an ideal opportunity to create your dream home in a desirable location. With approximately 1,246 square feet of space, this home provides a fantastic canvas for personalization as desired.

4230 Jack Frost Court Unit 4401, Naples

Courtesy of Downing Frye Realty Inc.

2 Beds ⋅ 2 Baths ⋅ 224066110 MLS

$220,000

This ground-floor (no stairs) condominium is minutes from 5th Avenue- downtown Naples for fine dining, entertainment, and the world-renowned white sand beaches. This 2-Bed, 2-Bath condominium community boasts a resort-style pool, clubhouse, tennis, pickleball, bocce ball, shuffleboard, and walking paths. This condominium has all newer stainless steel appliances, freshly painted, includes a front screened porch and right outside the back door, there is a paved patio with a peaceful wooded view with southern exposure. **The seller states the HOA provides flood insurance as part of the quarterly fee. The seller states the HOA flood policy satisfies his mortgage companies' required coverage; thus, the seller is not required to pay flood insurance.

4040 Ice Castle Way Unit 3, Naples

Courtesy of Sellstate Priority Realty

2 Beds ⋅ 2 Baths ⋅ 224066761 MLS

$285,000

Welcome to your dream condo in the heart of Naples! This stunning, beautifully renovated residence at 4049 Northlight Drive in the desirable Winterpark community offers a blend of coastal and comfortable living. Step inside to discover a bright and airy open floor plan, where natural light pours through large hurricane impact windows. The complete renovation includes crisp coastal colors, wood look laminate flooring and gorgeous bathrooms. The kitchen is a chef's delight, boasting new cabinetry, quartz countertops, and state-of-the-art stainless steel appliances. The bedrooms are spacious with large closets and the laundry room offers additional storage. This condo is very conveniently located to the huge resort style pool, renovated clubhouse, tennis courts, pickle ball, bocce, shuffleboard and more. Winterpark has an active social calendar and is a very short drive to Naples' award winning white sand beaches.

4049 Northlight Drive Unit 1815, Naples

Courtesy of Realty One Group MVP

2 Beds ⋅ 2 Baths ⋅ 224057538 MLS

$255,000

PET-FRIENDLY -- spacious FIRST floor 2BR/2BA END UNIT condo only a few minutes to downtown Naples and all the wonderful activities, shopping, restaurants, entertainment and of course, the world-renowned beaches! The residence is LIGHT & BRIGHT and features 1,350SF including a screened-in lanai. The primary suite has a private full bath plus a large walk in closet. The bathrooms are beautifully UPDATED and there is a NEWER AC. The Winterpark neighborhood amenities include a heated, resort-style community pool which is the 3rd largest in the state of Florida! The pool deck is dotted with palm trees and an abundance of deck-chairs! There are also bike and jogging trails, park-like landscaping, tennis and pickle ball courts, bocce and the fabulous clubhouse has a library and tons of activities! You can walk to Kings Lake Square for grocery shopping and some of the areas best and well-priced restaurants! This is AN IDEAL year-round or seasonal residence! *Per the communities financials, the HOA provides flood insurance and is included in the quarterly fee. This policy satisfies the required coverage for a mortgage.*

4110 Looking Glass Lane Unit 7, Naples

Courtesy of Coldwell Banker Realty

2 Beds ⋅ 2 Baths ⋅ 224055580 MLS

$300,000

Impeccable designer-renovated ground floor turnkey 2 bedroom/2 bath end unit condo in the desirable Winterpark community! This condo features a stunning brand new kitchen with quartz countertops, high-quality white cabinets, herringbone backsplash and stainless steel appliances. Modern seamless tiling throughout the unit with a beautiful master suite featuring a spacious walk-in closet and brand new bathroom! Spacious laundry room with new washer & dryer and lots of storage room. Condo includes an outdoor enclosed storage room for bikes, beach accessories, etc! All new impact-rated windows and doors! Enjoy access to the beautifully landscaped grounds with a quaint outdoor seating area by the living room and a screened-in lanai in the front. Some Photo are virtually staged. The Winterpark community is located minutes away from downtown 5th Ave and the stunning beaches of Naples. It features one of the largest condo resort-style swimming pools in Florida, newly renovated tennis and pickleball courts, bocce, golf and clubhouse! Some photo are virtual staged.

3558 Antarctic Circle Unit 2201, Naples

Courtesy of Dream Street Realty LLC

2 Beds ⋅ 2 Baths ⋅ 224032609 MLS

Light, Bright, Renovated and Turnkey Furnished! Spacious and MOST DESIRED 1st Floor Western Exposure Cozy Beach Coastal in the highly Desirable Winterpark community, known for having one of the Largest Resort Style Pools in town. This friendly neighborhood is minutes from downtown 5th Ave., and 25 mins. from the airport, with low HOA fees! Custom Wainscoting throughout gives this unit a very Elevated Designer feel, along with Stainless Steel Appliances, beautiful updated surfaces, and guestroom Trundle bed. Plenty of storage within the walk in master closet, large utility/laundry room, and additional walk in storage unit just steps outside the front entrance of this well maintained home. Enjoy Tennis and Bocce within extremely close proximity to SW Florida's World Famous Beaches! Easy stroll to Kings Lake Square, where you'll find Publix, Starbucks, Tacos & Tequila, Aldo's Table & Bar and more...

4230 Jack Frost Court Unit 4407 - "7", Naples

Courtesy of DomainRealty.com LLC

2 Beds ⋅ 2 Baths ⋅ 224039872 MLS

PRICE REDUCED! Welcome to Winterpark! This Ground Floor, Turnkey, 2 bed 2 bath 1246 sq ft condo is a 3 minute walk to all of the great amenities that Winterpark has to offer. Ground floor units are highly sought after and hard to come by so dont let this opportunity slip by you. Your new home is located next to one of the largest community pools in Naples Florida, along with 5 Tennis courts, 4 Pickleball courts, and 2 Bocce ball courts. After you spend your day with all of these activities, it's just 3 miles to the world-famous Naples Beaches and 5TH Avenue for amazing restaurants, shopping, entertainment, and culture! People come from around the world to visit our beautiful award-winning beaches, shop and dine here, as well as enjoy the amazing culture only found in Southwest Florida. This unit has all new CPVC plumbing and Water Heater installed 2019. This ground floor unit has tile flooring in the kitchen, dining room, laundry room and bathrooms, and carpet in the living room and bedrooms. Both bathrooms have tub/shower combo. There is a large walk-in closet in the owner's suite. The split floorplan allows for owner and guest privacy. This 1st floor unit also has an outdoor storage room just outside the front screened in lanai door with ample space for bikes, pool toys, coolers and chairs, whatever you want to store! The low HOA includes Internet, Water and Sewer, Pest Control and Trash removal and owners may have pets with HOA approval. Winterpark is a lovely community with a lot of activities for owners and renters during season like BBQ's and Pool Parties with great music and amazing people. This condo is ready to move in as-is, just bring your suitcase and toothbrush and enjoy as a fulltime resident or use it as a seasonal get away. Also, because it is currently the lowest priced unit in Winterpark on the market, you have the option to purchase and update this home to your standards and your taste. Whichever you decide, you will not regret purchasing in THIS community in THIS location! THIS IS THE ONE! Don't miss the opportunity!

3470 Frosty Way Unit 5403, Naples

Courtesy of MVP Realty Associates LLC

2 Beds ⋅ 2 Baths ⋅ 224038972 MLS

Welcome to your serene sanctuary in the heart of Winterpark! This charming condominium offers a beautiful living space and an unbeatable location. You are steps from the largest pool in South Florida. With updated plumbing and impact-resistant windows, this home ensures comfort and safety for its residents. The kitchen boasts modern amenities and ample storage, making meal preparation easy. One of the highlights of this condominium is the screened-back lanai, offering a spot to unwind and soak in the beauty of the outdoors. With unobstructed views of the land and the serene lake, this space will surely become your favorite retreat. For those interested in investment opportunities, this unit has a lenient rental policy, making it an option for full-time residents and investors.

3840 Snowflake Lane Unit 1203, Naples

Courtesy of Douglas Elliman Florida,LLC

2 Beds ⋅ 2 Baths ⋅ 224038488 MLS

This first-floor corner unit is being offered furnished and turnkey, making it the perfect option for those seeking convenience and comfort. Some of the notable features include a new air conditioner, new hot water tank, and 18" tile throughout. The windows and plumbing have been updated, ensuring modern efficiency and functionality. Additionally, the condo boasts granite countertops and stainless steel appliances, both just a few years old. With a price below market value, this is an excellent opportunity to own a piece of Winterpark at an affordable price.

3657 Arctic Circle Unit 101, Naples

Courtesy of Sellstate Tropical Waters Rlty

2 Beds ⋅ 2 Baths ⋅ 224024799 MLS

$295,000

Fantastic location, only five minutes from Downtown and the pristine beaches of Gulf of Mexico. Indulge in the thoughtfully crafted split floor plan that seamlessly accommodates both entertainment and ample bedroom space. Beautifully updated 1st floor unit with 2 bedrooms, 2 baths impact resistant windows. Resort style pool, tennis, pickleball, bocce court & cabana. Brand new kitchen!

4053 Northlight Drive Unit 1813, Naples

Courtesy of Royal Shell Real Estate, Inc.

2 Beds ⋅ 2 Baths ⋅ 224028418 MLS

Seller is motivated! This exquisite second-floor furnished kroner unit offers a well-maintained interior that is sure to impress. Complete with two bedrooms and two baths, providing the perfect retreat just 3 miles away from downtown Naples. Close to shopping, restaurants, entertainment, and beautiful sandy beaches. Impact/hurricane windows throughout. Envision yourself in a screened lanai, savoring your morning coffee as you bask in the tranquility of your surroundings.There is an extra storage closet outside of the unit. Winterpark has one of the largest condo resort-style pools in the state of Florida! The pool deck has private seating, group seating areas, and shaded areas. This community offers tennis and pickle ball courts, bocce, bike and walking/running trails, and park-like lush landscaping. Clubhouse offers a wide variety of social activities. You can walk to King's Lake Square for grocery shopping. This property would be perfect for year-round living or as a seasonal residence.

3400 Frosty Way Unit 4712, Naples

Courtesy of Coldwell Banker Realty

2 Beds ⋅ 2 Baths ⋅ 224024321 MLS

Winterpark Condominiums are conveniently located close to Downtown Naples shopping, fine dining, entertainment and world-renowned white sand beaches. Recently renovated Kicthen with White Shaker soft close cabinets, white subway tile backsplash and gorgeous quartz counter tops with silver flecks, bathrooms have been remodeled with new vanities and custom mirrors and updated lighting, fresh coat of neutral paint throughout for a modern coastal feel, and new 2" baseboards make the unit look more modern. The amenities include resort-style community pool, tennis & pickle ball courts, bocce and the community clubhouse with regular activities just steps away. This community has one of the largest community pools in Naples Florida, along with 5 Tennis courts, 4 Pickleball courts, and 2 Bocce ball courts. After you spend your day with all of these activities, it's just 3 miles to the world famous Naples Beaches and 5TH Avenue for amazing restaurants, shopping, entertainment

4030 Ice Castle Way Unit #5, Naples

Courtesy of Downing Frye Realty Inc.

2 Beds ⋅ 2 Baths ⋅ 224018677 MLS

This 2 bedroom 2 bath condo features tile throughout. The unit is in the community of Winterpark. Winterpark is close to King's Lake Square with a Publix, dining and shopping.

4130 Looking Glass Lane Unit 3801, Naples

Courtesy of Naples Vibe Realty, LLC

2 Beds ⋅ 2 Baths ⋅ 224017093 MLS

$277,500

Welcome to this spacious first-floor end unit condo located just 3 miles from the heart of downtown Fifth Avenue and the stunning Naples beaches. Conveniently situated on Frosty Way just steps away from a plethora of amenities which include, pickleball, tennis, bocce, and a large beautiful resort style pool, ensuring endless entertainment options at your fingertips. Featuring impact windows and doors this condo offers a peaceful retreat from the outside world, keeping noise levels to a minimum. The entire condo was repiped in 2019, providing you with peace of mind and added value. The AC was replaced in 2017, ensuring that the condo stays cool and comfortable year-round. Sold turnkey furnished this condo is ready for you to move in and start enjoying the luxurious Naples lifestyle. Don't miss this opportunity to own a piece of paradise in Naples, FL.

3470 Frosty Way Unit 5401, Naples

Courtesy of Coldwell Banker Realty

2 Beds ⋅ 2 Baths ⋅ 224014854 MLS

$295,000

This unit is what living in Florida is all about. FIRST FLOOR 2 bedroom/2 bath condo in the wonderful WINTERPARK Community. The location of this unit is steps to the incredible RESORT-STYLE pool, clubhouse, bocci & newly renovated tennis & pickleball courts. The kitchen is a dream, newly updated. The living-dining area is extremely spacious and an always preferred split bedroom floorplan. There is a laundry room in the condo with an extra laundry closet for storage. Parking right outside your door on a cul-de-sac with guest spots for friends! This condo is ready for you to move in and enjoy all that Winterpark has to offer. Under 5 miles to shopping, restaurants, Naples 5th Ave and BEACHES.

3678 Arctic Circle Unit 109, Naples

Courtesy of Paradise Coast Property Team

2 Beds ⋅ 2 Baths ⋅ 224011083 MLS

$235,000

**EXCELLENT INVESTMENT OPPORTUNITY WITH A HUGE REDUCTION IN PRICE!** This 2 Bedroom/2 Bath downstairs unit is located in the desirable community of Winterpark which features a resort style pool, a Clubhouse & tons of additional amenities. This downstairs' units are desirable because they provide an additional entertaining area in the lovely landscaped backyard where you could place a picnic table & chairs. This unit offers beautiful tile flooring with the look of wood throughout the entire unit, including the kitchen & baths. Unit features an oversized family room, large bedrooms with a Master Bedroom Walk-in closet, a large Laundry room, new range & a large freshly painted exterior storage for your bicycles & pool/beach toys! The Fees include cable, interior water/sewer & exterior pest control. This particular Winterpark unit CAN BE RENTED AND is within walking distance to the King's Lake Square Strip Mall with a Publix, dining, shopping & banking & it is also approximately 4 miles or a 7 minute drive to Olde Naples' Downtown & Naples' beautiful white sandy beaches known for their incredible sunsets! Davis Blvd offers a direct drive (no turns needed) to downtown 5th Ave & to the beach!

4210 Looking Glass Lane Unit 3, Naples

Courtesy of Premiere Plus Realty Company

2 Beds ⋅ 2 Baths ⋅ 224005519 MLS

Discover the allure of this 2-bed, 2-bath Winterpark residence featuring a private southern rear exposure and recent enhancements. The kitchen boasts tons of cabinets, new stainless steel appliances, and a convenient breakfast bar. Indulge in the thoughtfully crafted split floor plan that seamlessly accommodates both entertainment and Ample bedroom space. Revel in the modern upgrades, including new luxury vinyl plank floors, and fresh paint showcasing the condo's impeccable maintenance. Benefit from generous storage options with a spacious walk-in laundry and additional outdoor space for all your belongings. Revel in the community's resort-style pool and the lush landscaping, just a brief stroll from your front door. Positioned a mere 5 minutes away from 5th Avenue shopping, galleries, restaurants, and the renowned beaches of Old Naples, this unit provides an ideal fusion of comfort and ease. Whether you're in search of a permanent residence or a seasonal property, this condo caters to all your needs.

4018 Northlight Drive Unit 1412, Naples

Courtesy of EXP Realty LLC

2 Beds ⋅ 2 Baths ⋅ 224002351 MLS

Discover refined living in this exquisite 2-bed, 2-bath sanctuary on the second floor. As you enter, the soaring ceilings create an immediate sense of openness, complemented by exquisite tile flooring throughout.The kitchen is a masterpiece, featuring granite countertops, new cabinets, new AC 2024 and state-of-the-art appliances that redefine modern living. Entertaining is a joy in this culinary haven.The master bedroom steals the spotlight with a custom wood accent wall, infusing the space with warmth and sophistication. This unique touch transforms the room into a personalized retreat. The master bathroom is a spa-like haven, boasting a luxury bathtub and shower.The guest room is a cozy retreat with a new luxury vinyl floor and a stylish barn door closet. Beyond the walls of this oasis, convenience awaits. Located within walking distance to Publix, restaurants, bars, Starbucks, and Home Depot, the property seamlessly blends luxury living with everyday practicality. Picture the ease of grabbing your morning coffee, grocery shopping, or enjoying a night out—all within a short stroll from your doorstep. This property is only 15 minutes away from downtown Naples and the beach.

4220 Looking Glass Lane Unit 4308, Naples

Courtesy of Signature Intl Premier Propert

2 Beds ⋅ 2 Baths ⋅ 224001038 MLS

$272,250

This Winterpark 2 bed, 2 bath unit is a must-see with its private southern rear exposure and recent renovations. The kitchen boasts hard wood cabinets, granite countertops, and a breakfast bar, the split floor plan is perfect for entertaining guests or for working from home in your home office. Newer carpet and wood plank tile throughout, HIGH END master bath renovation, fresh paint, and new backsplash are just a few of the wonderful features in this meticulously maintained condo. The large walk-in laundry and extra outside storage provide ample space for your belongings. Enjoy the community's resort-style pool and lush landscaping, just a short walk from your doorstep. Located just 5 minutes from 5th Avenue shopping, galleries, restaurants, and the famed beaches of Old Naples. This unit offers a perfect blend of relaxation and convenience. Whether you're looking for a permanent residence or a seasonal property, this condo has it all.

4084 Northlight Drive Unit 1703, Naples

Courtesy of MVP Realty Associates LLC

2 Beds ⋅ 2 Baths ⋅ 223086650 MLS

$290,000

Welcome to 3805 Snowflake Ln, located in the beautiful Winterpark Community. This 2 bedroom, 2 bath condo is situated on the first floor and within walking distance of the big resort style pool, club house, and newly renovated tennis courts. Enjoy the views of the pool from your patio, and the convenience of having a parking space reserved right outside your front door. This unit has a large laundry room with a full size washer and dryer, there are plenty of shelves for storage as well. The kitchen offers updated cabinets and a brand new stove was just placed. Prime location!!! You will be able to enjoy the coveted area of downtown Naples, fine dining, boutiques, and pristine beaches within minutes. This condo has a secured seasonal rental from January 1st 2024 until April 1st 2024. Run do not walk, this is a rare opportunity on this community.

3805 Snowflake Lane Unit 1103, Naples

Courtesy of William Raveis Real Estate

2 Beds ⋅ 2 Baths ⋅ 223077325 MLS

$320,000

Stunning Designer Renovated And FURNISHED!!!! Large 2/2 1246 sq ft,MOST DESIRED 1st floor Chic Beach Coastal Condo TURNKEY in the very Desirable Winterpark community. Proudly having one of the Larges Resort Style Swimming Pools in Naples,with tennis courts,bocce, and walk to Publix,Starbucks,restaurants,and downtown 5th ave is all close by.Airport 25 min away. Kitchen has beautiful white shaker cabinets,SS Farmers Sink, SS appliances, French SS Refrigerator. Designer Furnished. Walk in closets in Master, and plenty of extra storage and closets, great enclosed lanai with light sand cascading white long drapes making a Coastal Breeze so refreshing,and you don't want to leave. Low Assc fees.Just bring your toothbrush and beach towel and live the Florida lifestyle.

4021 Ice Castle Way Unit 3405, Naples

Courtesy of William Raveis Real Estate

2 Beds ⋅ 2 Baths ⋅ 223037179 MLS

$300,000

Move-in ready and completely renovated, this two-bedroom, two-bath condominium is just five miles from downtown Naples and beaches. The sparkling white kitchen has custom cabinets, quartz countertops and stainless steel appliances. Both bathrooms have been completely remodeled including raised ceilings. Updated flooring and beautiful plantation shutters throughout complete this sanctuary. Save on electric bills with a new AC, hot water heater, impact windows and slider. The condo was repiped in 2017, and recently the main water line was relocated to the outside of the building. Extra storage and a large indoor laundry room. New roof in 2018 and painting of the building was just completed! Fiberoptic internet and cable are included in the association fees. Situated in Winterpark I, this condominium is located close to the resort-style pool and tennis/pickleball courts. Starbucks and Publix are just down the street!

3552 Antarctic Circle Unit 2206, Naples

Courtesy of MVP Realty Associates LLC

2 Beds ⋅ 2 Baths ⋅ 223040397 MLS

$273,000

Lowest Priced unit in Winterpark! 2nd Floor Vaulted Ceiling End Unit! It is all about location in this superbly located community close to Downtown Naples shopping, fine dining, entertainment and world-renowned white sand beaches. The amenities include resort-style community pool, tennis & pickle ball courts, bocce and the community clubhouse with regular activities just steps away. Turn key, 2 bed 2 bath 1246 sq ft condo is a few short steps to one of the largest community pools in Naples Florida, along with 5 Tennis courts, 4 Pickleball courts, and 2 Bocce ball courts. After you spend your day with all of these activities, it's just 3 miles to the world famous Naples Beaches and 5TH Avenue for amazing restaurants, shopping, entertainment, and culture! People come from around the world to visit our beautiful award winning beaches, shop and dine here. Frosty Way units don't come on the market often and this unit is ready for your own personal touch. The unit has excellent seasonal renters that return every year and would be interested to continue renting if buyer had interest. Seller confirms they are dream tenants!

3460 Frosty Way Unit 5302, Naples

Courtesy of Downing Frye Realty Inc.

2 Beds ⋅ 2 Baths ⋅ 223008946 MLS

$300,000

LOCATION, LOCATION, LOCATION!! Only 3 miles from Naples Down Town, fine dining, shopping and the sandy Naples Beaches . This two bedroom, two bath updated and very well maintained condo located only steps from the resort style Winterpark pool is move in ready. This very active community offers you one of Naples largest pools, Tennis, Pickleball, Bocce and much more.

3712 Northwinds Drive, Naples

Courtesy of TMB Realty Inc

2 Beds ⋅ 2 Baths ⋅ 223054503 MLS

LOWEST PRICED UNIT ON THE MARKET AND AND END UNIT!!! Ohhhh the view...wide open green space....check this out! You rarely get this view and private feel in Winterpark and this unit is an End unit so it has only one shared wall and extra outdoor storage. This condo unit is move in ready sold turnkey furnished with some exclusions. It has tasteful furnishings and some upgrades including dome ceiling removed in kitchen, wall at entry has been cut down for a more open feel. Winterpark is a highly sought after community because of it's updated clubhouse, bocce court, tennis & pickle ball, biking & jogging paths throughout the community, quick drive to 5th Ave, Publix, Restaurants, Naples Beach, Low HOA fee's, Resort size pool, friendly and active community and price point. Winterpark does not allow annual Rentals. Please review Condo docs and rules & regs for rental restrictions.

4250 Jack Frost Court Unit 4501, Naples

Courtesy of Downing Frye Realty Inc.

2 Beds ⋅ 2 Baths ⋅ 223067843 MLS

$230,000

END UNIT - 2 bedroom/2 bath condo in the highly desired WINTERPARK Community....The unique feature of this condo is it's location...directly across and steps away from the incredible RESORT-STYLE pool, CLUBHOUSE, and TENNIS/PICKLEBALL COURTS. This condo lives very large with 1246 Sq Ft plus a front screened lanai. The living-dining area is extremely spacious and the Primary Bedroom Suite has a very nice sized walk-in-closet...There is a laundry room in the condo too.. Parking right outside your door and many guest spots for friends! This condo is ready for your remodelling ideas...Close to shopping, restaurants, and Naples 5th Ave and BEACHES. Buyer to verify all information.

3504 Antarctic Circle Unit 2512, Naples

Courtesy of EXP Realty LLC

2 Beds ⋅ 2 Baths ⋅ 223001658 MLS

FOR SALE!! Nice two bed room two bath second floor condo in WINTERPARK sells turn key furnished. Stunning view and walking distance to pool and tennis courts. Conveniently located only minutes to Naples Down Town, shopping, fine dining and the beautifully Naples beaches.

3838 Snowflake Lane, Naples

Courtesy of TMB Realty Inc

2 Beds ⋅ 2 Baths ⋅ 223053875 MLS

$315,000

Prepare to be amazed by what this must-see condo has to offer less than 3 miles from 5th Avenue. Move-in ready with recent renovations. Beautifully remodeled kitchen including white shaker cabinets and quartz counters for a stylish and modern culinary space. Home features all-tile, hardwood and laminate flooring, making it easy to clean and maintain. Not only does this home offer aesthetic appeal, it also provides practical features. Hurricane impact doors and windows, ensure peace of mind during all weather. The AC and water heater replaced in 2020, providing energy efficiency and reliability. You'll also find extra storage and a large indoor laundry room, enhancing convenience and functionality. Location is key! Easy access to all the vibrant Naples attractions including restaurants, entertainment, shopping and white sandy beaches. Community offers an array of amenities designed for your relaxation and enjoyment. Don't miss out on this exceptional property before the season begins. Schedule a visit today and grab this remarkable home that combines style, convenience, and a prime location. Your dream of owning a perfect retreat in Naples can become a reality!

4001 Ice Castle Way Unit 10, Naples

Courtesy of William Raveis Real Estate

2 Beds ⋅ 2 Baths ⋅ 223052529 MLS

Location, Location, location!! This condo is less than 3 miles from the beach, and the Olde Naples exquisite shopping & dining district. Also only a 20 minute walk (1 mile) to the King's Lake plaza that offers just about everything...Publix, Starbuck's, banks, several restaurants, pet supermarket, dry cleaning and so much more! This condo has two bedrooms and two full baths...it features IMPACT WINDOWS and all old plumbing replaced. There is also a covered, screened-in lanai to enjoy some time outside. This community features one of the largest resort-style pools in Naples, tennis & pickleball courts, bocce courts, and a freshly renovated community room...all located within a few minute walk of the condo. Low condo fees of $1400/quarter also include cable, water, trash, & exterior pest control. (a few pictures are virtually staged to show furniture arrangement)

3627 Arctic Circle, Naples

Courtesy of Waterfront Realty Group Inc

2 Beds ⋅ 2 Baths ⋅ 223061422 MLS

Take advantage of a wonderful opportunity to own this desirable open and airy, two bedroom and two-bath condo that boasts vaulted ceilings and large windows that overlook a beautiful, landscaped area offering privacy and pristine views. Features of this unit include - New Hot Water Heater Tank, New Laminate Flooring in both bedrooms, closets, and living room, new lighting and fans in both bedrooms and living room, A/C installed in 2019, fresh paint throughout interior, New Roof in complex and electrical hurricane shutters on all windows and doors that can also be manually operated in the case of a power outage. This unit is nestled in the Winterpark Community with amenities boasting a newly renovated Clubhouse with a beautiful and large Resort-Style Pool. Play some Tennis or Pickleball and enjoy the monthly social events within the Community. Just a short drive to 5th Ave S and the beaches of Naples as well as just minutes away from Publix, coffee shops and shopping/dining. Make an offer today!

4030 Ice Castle Way Unit 4, Naples

Courtesy of EXP Realty, LLC

2 Beds ⋅ 2 Baths ⋅ 223037076 MLS

With full price offer, there will be a $10,000 Seller Concession at closing. Exceptional affordable condo in Naples, Florida. This stunning residence offers the perfect combination of convenient location, luxurious amenities, and an enviable coastal lifestyle. Close proximity to the beach and downtown Naples with world-class shopping, dining, and recreational opportunities, this condo presents an incredible opportunity for an unforgettable living experience. This condo provides quick and easy access to the beautiful beaches of Naples. Situated just moments away from Fifth Avenue, you'll find yourself immersed in the vibrant pulse of downtown Naples. Indulge in the finest dining experiences, explore boutique shops, art galleries, and enjoy live entertainment in this bustling and charming area. Winterpark has a wealth of amenities and recreational activities including Pickleball and Tennis. Whether it's a refreshing dip in the sparkling swimming pool, a workout session in the fitness center, or a friendly game on the tennis courts, this community offers endless opportunities for relaxation and enjoyment.

3574 Antarctic Circle Unit 2107, Naples

Courtesy of EXP Realty, LLC