Winterpark

List Price:  $298,999

Discover easy Florida living in this inviting 2-bedroom, 2-bath condo located in the highly desirable Winterpark community. This first-floor corner unit features a bright open floor plan with great views overlooking the peaceful walking path. FURNITURE OPTIONAL. LOCATION LOCATION Enjoy a split-bedroom layout for added privacy, along with a welcoming living and dining area, a…

List Price:  $275,000

One or more photo(s) has been virtually staged, AI generated or rendered. Charming second-floor 2-bedroom, 2-bath condominium located in the highly desirable Winterpark community, specifically within Winterpark VIII, which offers the lowest HOA fees in the neighborhood. Ideally positioned for convenient access to the vibrant downtown Naples area, this residence is set within a…

List Price:  $245,000

One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. Beautiful lake-view condo just minutes from everything Naples has to offer! Located only 8 minutes from the beach and close to 5th Ave South and downtown, this desirable second-floor unit…

List Price:  $4,200

Welcome to 3608 Arctic, a beautifully furnished rental offering flexible short-term accommodations in a highly desirable location. This well-maintained home features a bright, open living space, a fully equipped kitchen, and comfortable sleeping arrangements—perfect for vacationers, relocating professionals, or seasonal residents. Enjoy a move-in-ready experience with stylish furnishings, modern conveniences, and inviting indoor-outdoor living areas designed…

List Price:  $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…

List Price:  $299,000

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…

List Price:  $4,000

SEASONAL RENTAL AVAILABLE JANUARY - APRIL 2027. LOCATED IN CLOSE PROXIMITY TO NAPLES BEACHES, 5TH AVE IN DOWNTOWN NAPLES, & THE BEST SHOPPING & DINING NAPLES HAS TO OFFER! This condo has been completely remodeled and is fully furnished with designer quality finished and equipped for your winter getaway. The community features a newly renovated…

List Price:  $2,680

Centrally located in sunny Naples lies a 2 Bed 2 Bath property in Winterpark that is welcoming to your seasonal desires! Screened in Lani is set for your enjoyment and remodeled open concept is open to entertaining guests. Neighborhood amenities such as a heated pool and fitness center. This is a highly sought after community…

List Price:  $252,900

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…

List Price:  $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…

List Price:  $290,000

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…

List Price:  $250,000

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.

List Price:  $215,000

Welcome to this beautifully maintained first-floor condo in the highly desirable Winterpark community of Naples. This immaculate 2-bedroom, 2-bath residence is being offered turnkey furnished—simply bring your suitcase and start enjoying the Florida lifestyle. Thoughtfully updated, the unit has been repiped and features impact windows for added peace of mind. The building carries an association flood…

List Price:  $259,900

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…

List Price:  $3,000

AVAILABLE FOR 2026 SEASON AND DISCOUNTED FOR ONE SEASON! Two bedroom, two bath ground floor condo with access to the fabulous Winterpark pool and community area. Spacious living and dining room and eat-in kitchen. Full laundry room in condo. Winterpark is located on Davis Blvd west of Airport Pulling Road. A short drive will take…

List Price:  $3,000

Available from June 1, 2026! Enjoy the best of Naples living in this fully renovated condo, ideally located in the sought-after Winterpark community -just minutes from Downtown Naples and the beaches! This bright and spacious home features modern finishes throughout, an updated kitchen with stainless steel appliances, stylish bathrooms, and open-concept living. Winterpark offers resort style…

List Price:  $298,000

Fully renovated in March 2022 with brand new kitchen, floors and bathrooms. Quartz countertops, glass tile backsplashes, stainless steel appliances, new AC and water heater, luxury vinyl flooring, new hurricane windows and doors. Beautifully furnished/decorated with new furniture and art, this well-appointed home is being sold turnkey. The condo also features a…

List Price:  $260,000

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

List Price:  $235,000

Welcome home to this spacious Winter Park condo featuring 2 bedrooms, 2 bathrooms, and over 1,200 square feet of comfortable living space with serene green space views. Residents enjoy resort-style amenities including a sparkling pool, bocce ball, pickleball, tennis courts, walking trails, and organized social activities. Major updates include a newer A/C and roof. The…

List Price:  $3,200

Lovely 2 bedroom 2 bath close to Downtown, Beaches and shopping. 1st floor, newer kitchen, all tile. Fabulous resort style amenities. Walk to shopping and dining.

List Price:  $2,350

Live the Naples lifestyle year-round in this furnished 2-bedroom, 2-bath first-floor condo available for annual rental in a prime location. Offering easy ground-level access and a spacious, inviting layout, this residence is move-in ready and designed for comfortable living. Enjoy exceptional community amenities including a resort-style pool, tennis courts, pickleball, and bocce — all just…

List Price:  $265,000

A 1-year home warranty is included with the purchase of this property! Welcome to Winterpark, the tropical paradise! This spacious upper-floor 2-bedroom, 2-bath END-UNIT condo features a front screened balcony, perfect for enjoying your Florida morning coffee or a glass of wine at sunset. Partially furnished (inventory list available). Cathedral ceilings are available only in…

List Price:  $239,000

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…

List Price:  $284,900

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

List Price:  $229,000

Most of the updating has already been taken cared of! Select a vinyl flooring of your choice to lay over existing tile for a totally remodeled look! Close to Beautiful Downtown Naples and the Naples Beach! This 2 bedroom, 2 bath condominium has an Open Floor Plan with Split Bedrooms and offers a totally remodeled/upgraded…

List Price:  $3,000

Available Seasonally! This quaint 2-bedroom, 2-bath first-floor condo in the highly desirable Winterpark community is waiting for you. The home features a well-designed layout with a comfortable living and dining area, a practical and nicely appointed kitchen, and two inviting bedrooms with generous closet space. Residents enjoy access to Winterpark’s impressive amenities, including one of…

List Price:  $339,000

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…

List Price:  $2,550

Discover easy Florida living in this inviting 2-bedroom, 2-bath first-floor condo available for lease in the highly desirable Winterpark community. The home features a well-designed layout with a comfortable living and dining area, a practical and nicely arranged kitchen, and two welcoming bedrooms with generous closet space. The primary suite includes its own private bath…

List Price:  $254,900

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…

List Price:  $3,500

Gorgeous 1st floor 2 bedroom / 2 bath turnkey furnished condo in Winterpark. Property features granite countertops, stainless steel appliances, wood plank tile, and a split floorplan that is perfect for entertaining guests. The primary suite has a spacious walk-in closet and a tranquil landscaped view. Property features two screened in outdoor areas that are…

List Price:  $220,000

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

List Price:  $2,650

*Available May-December 2026* Beautifully updated condo in the popular Winterpark community! This second floor condo has vaulted ceilings, tile throughout, granite countertops, stainless steel appliances, updated kitchen and bathrooms, and is tastefully furnished and decorated. Large spacious living room with open floor plan to the dining & kitchen, is perfect for entertaining guests. There is…

List Price:  $3,000

This 2 bedroom, 2 bath condo has brand new appliances in the kitchen and updated flooring in the living room-dining room area. There is a resort style swimming pool and tennis and pickleball courts available for your enjoyment. A vaulted ceiling in the living-dining area gives this condo a light and bright…

List Price:  $1,900

Brand new kitchen appliances and flooring in living-dining area. Turnkey furnished, You can move right in and start living the Florida lifestyle!. Vaulted ceilings in living-dining area. Extra storage inside and outside and walk-in closet in master bedroom. Excellent condition throughout. Resort style swimming pool and tennis and…

List Price:  $269,000

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…

List Price:  $3,500

Short Term Rental Available. Perfectly appointed 2 bedroom, 2 bath condo. This entire home has been renovated and tastefully decorated. Primary bedroom offers King size bed, bathroom with walk in shower. The 2nd bedroom has a Queen size bed. The guest bathroom will surprise you with a wonderful Jacuzzi tub for your relaxation. The Kitchen…

List Price:  $270,000

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

List Price:  $3,450

Spacious first floor condo with 2 large bedrooms, screened porch, large living room, short walk to the huge Winterpark pool. $3450 per month for 3 months, $3200. per month for 4 months total, $2750. per month for 6 months total, Maximum 6 months. No pets allowed. Great location, short drive to beaches…