The community of Winterpark is found in Naples. Wonderfully located for access to all of the Naples region amenities and comforts has to offer.
Search Options
-
2Bedrooms
- 1246Sq Ft
- 1986Year Built
$209,000
This unit is THE LOWEST PRICED unit in Winterpark and move in ready sold Turnkey Furnished. 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! Very well…
-
2Bedrooms
- 1200Sq Ft
- 1986Year Built
$309,900
Charming 2 Bed, 2 Bath in Desirable Winterpark – Prime Naples Location Nestled in the heart of sunny Naples, this beautifully updated 2-bedroom, 2-bathroom condo in Winter park offers the perfect blend of comfort, style, and convenience. The open-concept layout is ideal for entertaining, while the spacious screened-in lanai provides a peaceful space to relax…
-
2Bedrooms
- 1246Sq Ft
- 1989Year Built
$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…
-
2Bedrooms
- 1246Sq Ft
- 1990Year Built
$284,000
Tropical Paradise - Winterpark IX! This 2-bedroom, 2-bathroom condo is ideal as a Florida tropical vacation home, a full-time residence or investment property. Offered Furnished. Ground-floor unit- no stairs and no hassle. Only a few buildings in Winterpark community feature a screened lanai; perfect for enjoying your Florida morning coffee or a glass of…
-
2Bedrooms
- 1246Sq Ft
- 1990Year Built
$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…
-
2Bedrooms
- 1246Sq Ft
- 1988Year Built
$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…
-
2Bedrooms
- 1234Sq Ft
- 1987Year Built
$295,000
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…
-
2Bedrooms
- 1246Sq Ft
- 1986Year Built
$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.
-
2Bedrooms
- 1246Sq Ft
- 1986Year Built
$0
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!…
-
2Bedrooms
- 1246Sq Ft
- 1988Year Built
$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…
-
2Bedrooms
- 1246Sq Ft
- 1988Year Built
$0
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.…
-
2Bedrooms
- 1246Sq Ft
- 1988Year Built
$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…
-
2Bedrooms
- 1246Sq Ft
- 1986Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1986Year Built
$299,000
Well appointed 2 bedroom, 2 bath condo. This unit is tastefully decorated. Primary bedroom offers King size bed, bathroom with walk in shower. The 2nd bedroom has a twin beds. The guest bathroom has been tastefully remodeled. The Kitchen has granite countertops, newer refrigerator, microwave and dishwasher. There are 3 televisions throughout the unit. The…
-
2Bedrooms
- 1246Sq Ft
- 1988Year Built
$0
A Slice of Sunshine in Winterpark!
-
2Bedrooms
- 1246Sq Ft
- 1989Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1987Year Built
$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…
-
2Bedrooms
- 1246Sq Ft
- 1987Year Built
$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…
-
2Bedrooms
- 1246Sq Ft
- 1989Year Built
$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…
-
2Bedrooms
- 1246Sq Ft
- 1990Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1987Year Built
$265,000
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 second-floor units! The open side-wall kitchen design enhances the living space, and…
-
2Bedrooms
- 1246Sq Ft
- 1988Year Built
$249,000
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 $250K. Whether it’s dinner on 5th Avenue, a beach day, or everyday shopping and errands, everything…
-
2Bedrooms
- 1246Sq Ft
- 1987Year Built
$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…
-
2Bedrooms
- 1246Sq Ft
- 1989Year Built
$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…
-
2Bedrooms
- 1246Sq Ft
- 1989Year Built
$349,000
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…
-
2Bedrooms
- 1300Sq Ft
- 1985Year Built
$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…
-
2Bedrooms
- 1246Sq Ft
- 1985Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1985Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1990Year Built
$0
***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…
-
2Bedrooms
- 1246Sq Ft
- 1986Year Built
$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…
-
2Bedrooms
- 1234Sq Ft
- 1987Year Built
$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…
-
2Bedrooms
- 1246Sq Ft
- 1986Year Built
$270,000
Welcome to this beautifully updated condo in the desirable Winterpark community. Inside, you’ll find a completely renovated kitchen with brand new stainless steel appliances, an electric cooktop, countertops, new cabinetry, and a modern backsplash. The guest bathroom has been fully updated. Additional upgrades include new light fixtures, ceiling fans, fresh interior paint throughout, and even…
-
2Bedrooms
- 1246Sq Ft
- 1989Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1989Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1987Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1985Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1989Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1989Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1987Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1987Year Built
$0
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…
-
2Bedrooms
- 1234Sq Ft
- 1987Year Built
$0
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. …
-
2Bedrooms
- 1246Sq Ft
- 1985Year Built
$0
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,…
-
2Bedrooms
- 1246Sq Ft
- 1989Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1986Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1985Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1985Year Built
$0
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,…
-
2Bedrooms
- 1248Sq Ft
- 1988Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1990Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1986Year Built
$0
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…
-
2Bedrooms
- 1234Sq Ft
- 1987Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1986Year Built
$0
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…
-
2Bedrooms
- 1234Sq Ft
- 1987Year Built
$0
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…
-
2Bedrooms
- 1248Sq Ft
- 1988Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1990Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1988Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1987Year Built
$0
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…
-
2Bedrooms
- 1246Sq Ft
- 1985Year Built
$0
**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…
-
2Bedrooms
- 1246Sq Ft
- 1986Year Built
$0
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…
Search Options
- 10 per page
- 25 per page
- 50 per page
- 100 per page
- View All
- Sort by
- Lower Price
- Higher Price
- Fewest Beds
- Most Beds
- Fewest Baths
- Most Baths
- Smaller Area
- Larger Area
- Newer Built
- Older Built