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Four Winds Marina North Condos Sold

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Ultra Luxury — Above $1,000 per SqFt
High-End — $650 - $1,000 per SqFt
Mid-Tier — $400 - $650 per SqFt
Premium — $300 - $400 per SqFt
Entry-Level — Below $300 per SqFt
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Results 8 of 8
Sold - Sep 10, 2026
Four Winds Marina North, 16641 Stringfellow Rd #506, Bokeelia, Florida 33922, image 1
$410,00088K
  • 2 Beds
  • 2 Baths
  • 1,059 SqFt
  • $387/SqFt
Mid-Tier
Condo sold in Four Winds Marina North
16641 Stringfellow Rd #506, Bokeelia, FL 33922
Experience effortless coastal living in this modern and sleek 2-bedroom, 2-bath turnkey penthouse end-unit condo, ideally located in the highly desirable four winds marina community. Soaring vaulted ceilings enhance the open, light-filled layout, while impact-resistant doors and windows provide peace of mind. Enjoy tile and luxury vinyl plank flooring throughout, complemented by beautifully designed, contemporary kitchens and bathrooms. The spacious wraparound screened lanai offers coveted southeast exposure—perfect for relaxing in afternoon shade while still capturing glimpses of stunning sunsets and shimmering water reflections. Just steps away, you’ll find the popular lazy flamingo restaurant and world-class fishing charters. Also located a short distance away is jug creek marina & fish house, where you can enjoy more tasty island food and cath the ferry for amazing tours and adventures. Surrounded by abundant wildlife including dolphins, manatees, wild birds, and schools of fish, this prime waterfront location provides quick boating access to sanibel, pine island, captiva, boca grande, cayo costa, and beyond. The solid, secure building features concrete pillars and walls, a durable metal roof installed in 2022, and is complemented by a beautifully updated community with new brick paver driveways, ample parking, and fresh landscaping throughout. Schedule your private showing today and start living the waterfront lifestyle you’ve been dreaming of.
Sold - Mar 19, 2026
Four Winds Marina North, 16641 Stringfellow Rd #502, Bokeelia, Florida 33922, image 1
$439,25020K
  • 2 Beds
  • 2 Baths
  • 1,053 SqFt
  • $417/SqFt
Mid-Tier
Condo sold in Four Winds Marina North
16641 Stringfellow Rd #502, Bokeelia, FL 33922
Welcome to your slice of paradise in beautiful bokeelia! This charming condo at four winds marina places you right in the heart of island living, surrounded by sparkling waterfront views, tropical breezes, and the relaxed pine island lifestyle. Inside, you’ll find a bright, open living space filled with natural light and coastal charm. The condo is offered completely furnished, making it truly move-in ready—just bring your flip-flops. Step out onto the screened lanai to enjoy your morning coffee as boats glide by, or take a short walk to four winds marina. You can also secure a boat slip or lift for your convenience. Boaters will love the quick access to boca grande, cayo costa, north captiva, and sanibel island. Four winds is known for having one of the most modern and updated exteriors of any condo association on pine island, offering a clean, coastal look that stands out. Even better, the community features one of the most affordable hoa fees compared to other island associations, making waterfront living both stylish and attainable. When it’s time to unwind or grab a bite, the iconic lazy flamingo is just steps away, serving fresh seafood in a friendly, laid-back island atmosphere. Whether you’re searching for a full-time residence, a winter retreat, or a vacation rental opportunity, this condo checks all the boxes for easy, breezy waterfront living. Come see why life is better on the island—schedule your showing today!
Four Winds Marina North, 16621 Stringfellow Rd #306, Bokeelia, Florida 33922, image 1
$530,000
  • 2 Beds
  • 2 Baths
  • 1,059 SqFt
  • $500/SqFt
Mid-Tier
Condo for sale in Four Winds Marina North
16621 Stringfellow Rd #306, Bokeelia, FL 33922
Extremely rare opportunity to own a condo with an elevator on pine island. Building 3 in four winds marina condos north is the only condo on pine island with an elevator. This is a beautiful top floor end unit condo overlooking jug creek and back bay. The kitchen has granite countertops and wood cabinets. The kitchen has a pantry. The entire condo has plantation shutters including for the two sliding doors which lead out to the oversized wrap-around screened lanai. Laundry room includes cabinets with lots of storage. Newer kitchen appliances and a brand new hvac system. This beautiful condo is being sold turnkey, so just bring your clothes and fishing gear and start living the island lifestyle that pine island has to offer. On-site full service marina and a seafood restaurant. This is truly one of the most beautiful areas of pine island in bokeelia. Bring your boat for leased storage at the on-site marina. There are also many fishing guides who charter out of this marina for a day of offshore, inshore and tarpon fishing. Pine island is known for it's world-class fishing, the arts, wildlife and much, much more!
Four Winds Marina North, 16641 Stringfellow Rd #502, Bokeelia, Florida 33922, image 1
$450,000
  • 2 Beds
  • 2 Baths
  • 1,059 SqFt
  • $425/SqFt
Mid-Tier
Condo for sale in Four Winds Marina North
16641 Stringfellow Rd #502, Bokeelia, FL 33922
Beautiful 2nd floor unit available in four winds marina north condominiums! This community is both a boater’s and fisher’s dream, with direct access to the gulf of mexico, charlotte harbor, & boca grande. This unit is being offered turkey with fine quality furnishings and accessories! Take in the endlessly beautiful and entertaining views overlooking the marina activity. All impact resistant windows and doors allow for peace of mind, low utility bills and minimal unwanted noise. This unit boasts beautiful square tile floors throughout, leaving no carpet to maintain. The community is incredibly well cared for, with all new exterior paint, pavers installed throughout the grounds, and epoxy applied to all interior staircases and walkways. Boat slips are offered on a first come, first serve basis through the marina. Perfectly located in walking distance to the lazy flamingo, where you can enjoy craft beer and fresh seafood, and easy access to the best fishing spots, tarpon lodge restaurant, and attractions in matlacha.
Four Winds Marina North, 16641 Stringfellow Rd #504, Bokeelia, Florida 33922, image 1
$455,000
  • 2 Beds
  • 2 Baths
  • 1,059 SqFt
  • $430/SqFt
Mid-Tier
Condo for sale in Four Winds Marina North
16641 Stringfellow Rd #504, Bokeelia, FL 33922
Welcome home to your remodeled, furnished, end unit condo with breathtaking views, tucked into a paradise island. Direct access to gulf of mexico, charlotte harbor, & boca grande! Pulling in to the four winds marina notice the lazy flamingo restaurant and new pavers throughout the grounds & buildings that have recently been painted. Walking in the front door of the condo you are greeted by the open, updated kitchen that is a chef's dream! A large island, top quality 48" cabinets, drawers that are soft close, & many more custom features like pull-out trash cans, built-in pantry & maytag appliances. Kitchen is open to the dining area, and the family room. Gorgeous sliders along the back give you million dollar views from almost every room with a wrap around porch to enjoy the amazing florida evenings. Bedrooms are all large & the bathrooms have been remodeled with top quality cabinets and granite countertops. Hurricane windows and doors! Beautiful pinwheel-patterned tile and carpet in living room and bedrooms. Enjoy watching the boaters come in and out. Boat slip is first come, first serve (provided through the marina). This unit is not like any other on the island and is a must see!
Four Winds Marina North, 16641 Stringfellow Rd #505, Bokeelia, Florida 33922, image 1
$425,000
  • 2 Beds
  • 2 Baths
  • 1,053 SqFt
  • $404/SqFt
Mid-Tier
Condo for sale in Four Winds Marina North
16641 Stringfellow Rd #505, Bokeelia, FL 33922
Condo
Four Winds Marina North, 16641 Stringfellow Rd #502, Bokeelia, Florida 33922, image 1
$465,00020K
  • 2 Beds
  • 2 Baths
  • 1,053 SqFt
  • $442/SqFt
Mid-Tier
Condo for sale in Four Winds Marina North
16641 Stringfellow Rd #502, Bokeelia, FL 33922
Here is your opportunity to become part of the four winds marina condo community on the north end of picturesque pine island! The property consists of only 30 units and is ideally situated on a peninsula providing plenty of water views and an oasis atmosphere. Within a few minutes, you can be fishing the gulf, charlotte harbor or pine island sound. Alternatively, you can spend the day boating and beaching the nearby barrier islands of gasparilla (boca grande), cayo costa (state park), captiva and sanibel. All units are raised with concrete block construction, impact windows and doors, and metal roofs to keep you safe and sound! The grounds and buildings are always well maintained and recent updates to the saltwater pool and private entrance (pavers) give this property a tropical resort feel! You only need to bring a toothbrush as this unit is being offered turnkey and is move in ready! Keep an eye on your boat (slips available for lease at the adjacent marina) from your screened lanai while enjoying a cocktail. The 2-bedroom 2 full bathroom unit has many special features including all tile floors, a ground level storage area, stainless steel appliances, and bassett furniture in the living room and primary bedroom. Other perks include a smart thermostat, winix air purifier, a climate controlled lockable storage cabinet and a new a.O smith 40-gallon water heater! The sw florida lifestyle is waiting for you at the four winds marina condo community!
Four Winds Marina North, 16641 Stringfellow Rd #506, Bokeelia, Florida 33922, image 1
$510,000
  • 2 Beds
  • 2 Baths
  • 1,059 SqFt
  • $482/SqFt
Mid-Tier
Condo for sale in Four Winds Marina North
16641 Stringfellow Rd #506, Bokeelia, FL 33922
This a beautiful top floor end-unit condo overlooking four winds marina and jug creek. The kitchen is bright white with wooden cabinets and solid surface countertops. Kitchen pantry and large laundry room with many white cabinets over the washer/dryer. All impact windows and doors. Plantation shutters though out and privacy screens on the sliders. This beautifully decorated condo is being sold turnkey, so just bring your clothes and fishing gear and start living the island lifestyle that pine island has to offer. All of the buildings in the four winds marina condo complex are concrete/stucco (not wood pilings or wood construction. All new metal roofs installed in 2022. On site full service marina and seafood restaurant. All pavered entry and parking. Bokeelia is truly one of the most beautiful areas of pine island. Bring your boat for leased storage at the on-site marina. There are also many fishing charters located at the marina for fishing the flats or offshore in the gulf of america. 24-hour patrolled security on the premises.

Subdivision Amenities

Boat Storage
Fish Cleaning Station
Guest Room
Internet Access
Marina
Pool
Restaurant
Storage
Streetlight
Underground Utility
Barbecue
Boat Storage
Clubhouse
Pool
Storage

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Nearby Subdivisions

Mid-Tier
0.25 miles
For Sale (1)
$499K - $499K
Mid-Tier
0.25 miles
For Sale (2)
$449K - $455K
Premium
0.36 miles
For Sale (1)
$250K - $250K
Mid-Tier
0.56 miles
Mid-Tier
0.60 miles
For Sale (7)
$315K - $1.2M

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
4

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
37

100
Sound Score®
Very quiet
90

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
14

100
Local Score
Limited local amenities nearby
0

100

Four Winds Marina Communities in Bokeelia, FL

Community Residences

Stack/LineFloor
Bed/Bath
Size SqFt
ExposureView
0132/21,059
Bay
Canal
Creek/stream
Lagoon
Stack/Line: 01
Floor: 3
Bed/Bath: 2/2
Size SqFt: 1,059
Exposure:
View:
Bay
Canal
Creek/stream
Lagoon

Bokeelia
Mid-Tier
Mid-Tier Homes & Condos

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