Winterpark
The community of Winterpark is situated in Naples. Ideally located for access to all of the Naples area amenities and comforts available.
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4070 Looking Glass Naples
$230,000
Low Rise (1-3)
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,…
4000 Ice Castle Naples
$265,000
Low Rise (1-3)
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…
4100 Looking Glass Naples
$259,900
Low Rise (1-3)
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,…
3560 Antarctic Naples
$239,000
Low Rise (1-3)
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…
4031 Ice Castle Naples
$299,000
Low Rise (1-3)
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…
4021 Ice Castle Naples
$240,000
Low Rise (1-3)
A Slice of Sunshine in Winterpark!
4220 Looking Glass Naples
$259,000
Low Rise (1-3)
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…
4001 Ice Castle Naples
$310,000
Low Rise (1-3)
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…
3410 Frosty Naples
$260,000
Low Rise (1-3)
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…
4200 Looking Glass Naples
$239,900
Low Rise (1-3)
This spacious over 1200 sq foot Winterpark condo boasts 2 bedroom, 2 bath over looking a beautiful greenspace. With a resort style pool, bocce ball, pickleball, tennis, walking trails and organized activities you will feel…
4180 Looking Glass Naples
$225,000
Low Rise (1-3)
Welcome to Winterpark in Naples, one of the most desirable communities just minutes from downtown and the white-sand beaches! This spacious condo offers comfort, convenience, and resort-style living. Residents enjoy one of the largest resort-style…
4030 Northlight Naples
$309,900
Low Rise (1-3)
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…
4040 Ice Castle Naples
$265,000
Low Rise (1-3)
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…
3420 Frosty Naples
$269,500
Low Rise (1-3)
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…
3450 Frosty Naples
$249,000
Low Rise (1-3)
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…
3430 Frosty Way Naples
$289,900
Low Rise (1-3)
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…
4200 Looking Glass Naples
$229,000
Low Rise (1-3)
Most of the updating has already been done for you! Have a vinyl flooring of your choice laid over the existing tile for a totally remodeled look! Close to Beautiful Downtown Naples and the Naples…
4180 Looking Glass Naples
$349,000
Low Rise (1-3)
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…
3832 Snowflake Naples
$254,900
Low Rise (1-3)
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…
3750 Northwinds Naples
$243,500
Low Rise (1-3)
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…
3603 Arctic Naples
$257,500
Low Rise (1-3)
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,…
4040 Ice Castle Naples
$220,000
Low Rise (1-3)
***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…
4001 Ice Castle Naples
$220,000
Low Rise (1-3)
CASH BUYER WANTED…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…
4079 Northlight Naples
$279,000
Low Rise (1-3)
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…
4150 Looking Glass Naples
$195,000
Low Rise (1-3)
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…
3574 Antarctic Naples
$270,000
Low Rise (1-3)
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…
4200 Looking Glass Naples
$279,900
Low Rise (1-3)
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,…
4220 Looking Glass Naples
$299,000
Low Rise (1-3)
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…
4001 Ice Castle Naples
$214,000
Low Rise (1-3)
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…
3612 Arctic Naples
$309,000
Low Rise (1-3)
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…
4200 Looking Glass Naples
$230,000
Low Rise (1-3)
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…
4220 Looking Glass Naples
$229,000
Low Rise (1-3)
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.…
3480 Frosty Naples
$259,900
Low Rise (1-3)
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…
4084 Northlight Naples
$299,900
Low Rise (1-3)
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…
4051 Northlight Naples
$288,000
Low Rise (1-3)
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…
3840 Snowflake Naples
$305,000
Low Rise (1-3)
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…
4080 Looking Glass Naples
$268,500
Low Rise (1-3)
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…
3539 Antarctic Naples
$239,900
2 Story,Low Rise (1-3)
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,…
3804 Snowflake Naples
$329,000
2 Story,Low Rise (1-3)
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…
3609 Arctic Naples
$298,000
2 Story,Low Rise (1-3)
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.…
4230 Jack Frost Naples
$229,000
2 Story,Low Rise (1-3)
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…
4110 Looking Glass Naples
$265,000
Apartment,Low Rise (1-3)
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 &…
3512 Antarctic Naples
$259,000
Low Rise (1-3)
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…
4053 Northlight Naples
$309,000
2 Story,Low Rise (1-3)
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…
3659 Arctic Naples
$250,000
Low Rise (1-3)
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…
4049 Northlight Naples
$295,000
Low Rise (1-3)
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…
4230 Jack Frost Naples
$278,900
2 Story,Low Rise (1-3)
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.…
4040 Ice Castle Naples
$239,000
Low Rise (1-3)
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…
4030 Ice Castle Naples
$289,000
2 Story,Low Rise (1-3)
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…
3470 Frosty Naples
$259,900
2 Story,Low Rise (1-3)
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…
4210 Looking Glass Naples
$248,500
Low Rise (1-3)
**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…
3558 Antarctic Naples
$309,999
Low Rise (1-3)
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…
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