Winterpark Naples Real Estate : 15 Condos for Sale

Winterpark Naples Condos for Sale: 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.

Winterpark Naples Condos for Sale: A Slice of Sunshine in Winterpark! Live like royalty without the royal price tag in this beautifully updated turnkey-furnished 2-bedroom, 2-bath condo in the heart of Naples. Located in the popular Winterpark community, this first-floor corner unit is all about ease, elegance, and effortless Florida living. Step inside and feel the vacation vibes—sleek tile flooring, a breezy open layout, and a light-filled living area perfect for entertaining or relaxing after a beach day. Cook up something delicious in the stylish kitchen featuring stainless appliances and a cozy breakfast bar. The split-bedroom floor plan offers privacy, and the primary suite is a tranquil retreat with an updated bath and walk-in shower. Even better? Impact-resistant windows and doors, no stairs, assigned parking, and a location just minutes from 5th Avenue, white-sand beaches, and vibrant shopping and dining. Enjoy resort-style amenities: a sparkling pool, tennis, pickleball, bocce, shuffleboard, and a social clubhouse. HOA includes water, lawn care, pest control, and more—just lock and go! Welcome to your castle on Ice Castle Way.

Winterpark Naples Condos for Sale: Light and Bright First Floor Condo. This large 2 bedroom/ 2 bath Split Bedroom home has Sunny Southern Exposure and Private backyard landscape views. Winterpark is located just 3 miles from 5th Avenue and The Pristine Gulf Beaches. It is an amenity rich community with a Newly Refurbished, large Resort Style Pool, Brand New Pickleball Courts, Tennis, Bocce, Shuffleboard and SO much more! The Polybutylene piping was replaced 2 years ago with improved Piping. New roof 2 years ago.There is a Master Flood Insurance Policy. WinterPark has a strong rental program.

Winterpark Naples Condos for Sale: Bright and spacious 2 bdrm/2 bth 2nd floor condo with all new storm impact windows, newly renovated bathrooms, tile throughout, laundry rm in residence... spectacular location only 2 miles to Bayfront, 5th Ave shops, dining, and beaches... the Winterpark community amenities include tennis courts, pickleball, shuffleboard, bocce, large resort style community pool surrounded by palm trees and lounge chairs and a very friendly atmosphere... enjoy the Florida sunshine in your own condo with a downtown location without the high cost. Owners in residence until march 21...(*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.*)

Winterpark Naples Condos for Sale: A bright and beautiful 2 bedroom condominium is being offered for sale in the wonderful Winterpark community. This tastefully decorated and well-appointed residence features large spaces and functional rooms. The well-lit kitchen boasts quartz countertops and breakfast bar, tiled backsplash, a stainless steel sink and stainless steel appliances. Large plank ceramic flooring runs throughout the principal rooms and hallways adding a sleek and modern look, while pot lights covering the cathedral ceilings to a peak height of 11 feet giving a resplendent feeling. Sliding glass doors open to an attractive second floor balcony. The combined dining and living areas offer generous seating for large or intimate gatherings while overlooking the green space outside. The large main bedroom features a ceiling fan, walk-in closet and ensuite bathroom. The gracious second bedroom offers double closets and ceiling fan. One dedicated outdoor parking space and outdoor storage area are nearby. With an updated clubhouse, tennis and pickleball courts, jogging and biking paths, and resort-style pool area, Winterpark is an active and friendly community located just a short drive away from the iconic 5th Avenue and the beach.

Winterpark Naples Condos for Sale: This is an amazing listing! Winterpark in Naples truly seems like a dream for someone looking to enjoy an active and vibrant lifestyle. The proximity to the pool (right in the back yard) plus all the fantastic amenities like pickleball, tennis, bocce, and that huge resort pool, make it very attractive. The updates (new air conditioner, hot water tank, hurricane windows, and updated plumbing) are a huge bonus for peace of mind. And having the property offered turnkey so you can move right in. The tile throughout is perfect for low maintenance—ideal for Florida living! The HOA perks are also a great value, covering so much like cable, internet, water, lawn care and building maintenance. This property will likely grab a lot of attention.

Winterpark Naples Condos for Sale: Newly renovated 2 bedroom, 2 bath Condo Available! Just 4 miles to beautiful downtown Naples! 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, Bocce, Walking and Bike Paths, and a resort style community pool. Great for socializing!

Winterpark Naples Condos for Sale: WINTERPARK IS A HIDDEN GEM WITH A VERY DESIRABLE LOCATION... 2 BDRM 2 BATH FIRST FLOOR UNIT WITH LARGE SCREENED IN PATIO LOOKING OUT TO LUSH LANDSCAPING... 2-3 MILES TO BAYFRONT, 5TH AVE, DOWNTOWN RESTAURANTS AND SHOPS, AND THE BEACHES... ... WALK TO 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, NEWER MSTR BATH... THIS IS A VERY FRIENDLY ACTIVE COMMUNITY WITH GREAT RENTAL POTENTIAL... ENJOY YOUR WINTERS IN THE SUNSHINE!

Winterpark Naples Condos for Sale: Discover this investor's dream in the heart of Winterpark! This 2 bedroom 2 bathroom end unit, top floor condo is READY TO SELL! CASH BUYERS ONLY... No financing contingency. With high ceilings and an abundance of natural sunlight streaming through every room, you'll immediately feel the warmth and openness of this inviting space. NEWLY added features consist of the AC (2022), water heater (2023), carpeting and paint! The kitchen features direct access to your screened balcony, upgraded granite countertops, oversize sink, light custom cabinets and all stainless steel appliances. Enjoy western-facing views of the landscaped courtyard, allowing you to experience sunsets and morning sunrises from the comfort of your own home. The pet-friendly environment ensures that all members of your family, including the furry one, are welcome. Located within the exceptional Winterpark community, this condo offers access to an array of top-tier amenities to include the gigantic heated resort-style pool, bike and jogging trails that wind through the park-like landscaping and for sports enthusiasts, the community boasts 4 tennis and 8 pickleball courts, bocce, and a fabulous clubhouse with a full kitchen for social gatherings. Convenience is key with this location, as you'll be within walking distance to Publix and other local stores, making daily errands a breeze. Plus, you're just a quick drive away from the vibrant dining, shopping, and charming experiences of Naples’ famous 5th Avenue.

Winterpark Naples Condos for Sale: 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

Winterpark Naples Condos for Sale: you will be impressed with the light and bright and spacious feel in this 2 bedroom, 2 bath condo. It has vaulted ceilings and is tastefully turnkey furnished. The furniture is negotiable. There is extra storage too. Shopping and restaurants are within walking distance of the condo. There is a resort style pool and tennis and pickleball courts for your enjoyment as well as other amenities. This property is a great investment opportunity, as well, and rentals are allowed during the first year of ownership.

Winterpark Naples Condos for Sale: ***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.

Winterpark Naples Condos for Sale: 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!

Winterpark Naples Condos for Sale: 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.

Winterpark Naples Condos for Sale: BEST DEAL 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. Seller never had any flood damage or water intrusion at all, in the 15 years of ownership. 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! The Please note that the owners never experienced any flood or water intrusion from storms. 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. Schedule your showing this week!

Winterpark Naples Condos Under Contract: 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!

Winterpark Naples Condos Under Contract: Welcome Home! This 2-bedroom 2-bathroom condo with vaulted ceilings and tons of natural sunlight is ready for you. So many updates, you will feel like you are in a brand-new home! All-new kitchen and baths boast new cabinets and quartz counter tops, brand new kitchen appliances and washer and dryer, new shower and bath/shower, the old plumbing was replaced with new pex water supply lines and a new water heater, new luxury vinyl plank floors, base boards and trim, new paint, new light fixtures and ceiling fan. The bedrooms are generously sized with large closets, and the laundry room offers additional storage. Winterpark is pet friendly and located within walking distance to Publix, Starbucks and other local stores and restaurants, making daily errands a breeze. You’ll never run out of things to do with an incredible heated resort style pool, pickleball, tennis, bocce, paved walking/bike paths and organized activities. Winter Park is just 3 miles from Naples’ award-winning white sand beaches and 5th Avenue’s premier dining, shopping, and entertainment.

Winterpark Naples Condos: 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!

Winterpark Naples Condos: 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.

Winterpark Naples Condos: 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.

Winterpark Naples Condos: 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.

Winterpark Naples Condos: 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.

Winterpark Naples Condos: 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.*

Winterpark Naples Condos: 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!

Winterpark Naples Condos: 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.

Winterpark Naples Condos: 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.