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Captains Bay Fort Myers Beach Florida Condos for Sale

Naples Florida Real Estate

Captains Bay Fort Myers Beach Real EstateCaptains Bay Fort Myers Beach

Condos For Sale6$400K - $549K
Sold ( Past 6 Months )2$325K - $375K
Last updated at 1:10am 12/05/2025

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$549,000
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Captains Bay South at Captains Bay NEW

22736 Island Pines Way # 502, Fort Myers Beach, FL 33931

Condos - 1,239 ft² / 1,239 ft² - 1 Car Garage

3 Bed / 2 Baths / Pool

Built 1995
Captains Bay South Captains Bay Fort Myers Beach Condos for Sale: This is a 3 Bedroom 2 Bath on the fifth floor with just a short walk to the beautiful sandy beach on the Gulf. This condo has a new A/C 2023, new hot water heater 2023 and also new carpeting throughout with tile in the kitchen and baths. Every window has Electric Shutters. The A/C and hot water tank are new in 2023. The guest bathroom is updated with new sink, countertop, cabinet and mirror. Master bath has new countertop and 2 sinks. You have 2 guest bedrooms, one with a Queen bed and the other with Twin Couch Beds. The Pool is great and being enjoyed by Owners and guests. The Roof is new. You have Tennis courts, Pickleball and shuffleboard to enjoy with family and friends. Again, the Beautiful Fort Myers Beach is just across the street. Santini Plaza is also a short walk where you can enjoy shopping and a great dining experience.



$499,900
Decrease*
$19.1K
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Captains Bay South at Captains Bay

22700 Island Pines Way # 503, Fort Myers Beach, FL 33931

Condos - 1,073 ft² / 1,201 ft² - 1 Carport

2 Bed / 2 Baths

Built 1997
Captains Bay South Captains Bay Fort Myers Beach Condos for Sale: Welcome to your island getaway. Top floor Captains Bay end unit with views of the Gulf and Estero Bay. Spacious light and bright 2 bedroom/2 bath unit with a split floorplan and high ceilings. Double screened lanais, one offering views of the Gulf and an entry lanai overlooking the Bay are sure to provide incredible views and unique peaceful settings. Unit is freshly painted with new tile throughout and new kitchen cabinets. New dishwasher and disposal, AC has UV light system, W/D 2022. In unit laundry room with full size washer/dryer and laundry sink. Large master walk-in closet. Shutter on all windows and lanai. Assigned under building parking with extra storage is ideally located next to the secured lobby entry. Community is pet friendly, offering 2 heated pools, pickleball/tennis and a BBQ area. Fantastic south island location with the highly desirable “wide” white sandy beach just across the street, within walking distance to Santini plaza, easy access to Bonita Springs/Naples and a short drive to the island Publix. The unit has been lightly used with the original owners and never rented making for a great opportunity to claim your island retreat or a great investment with 2 week minimum rentals allowed. Property is furnished/turnkey which allows you to buy today and move in tomorrow.



$475,000
Decrease*
$14.5K
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Captains Bay South at Captains Bay

22748 Island Pines Way # 401, Fort Myers Beach, FL 33931

Condos - 1,059 ft² / 1,059 ft² - 1 Carport

2 Bed / 2 Baths

Built 1995
Captains Bay South Captains Bay Fort Myers Beach Condos for Sale: JUST REDUCED!! INCREDIBLE VALUE AND FANTASTIC INVESTMENT OPPORTUNITY!!Beautiful Turnkey Beach condo with Awesome Gulf views and rear lanai views overlooking the canal and bay! 2 Screened Lanais give you Beach to Bay views and wonderful Gulf breezes when the doors and windows are open! Peaceful canal views with lush mangroves allowing you to enjoy the natural splendor of SWFL! This is your opportunity to own a great value on Fort Myers Beach! Steps from the beach, Santino Plaza, and minutes to Times Square, Margaritaville, Lovers Key, and Bonita Beach! New AC & water heater in 2024! New washer! Building has new plumbing with a new roof in 2018! New flooring in Master Bedroom! Very open floor plan! Dream no more of owning a perfect beach property in SWFL! This is your chance! Great investment as rent minimums are very flexible!



$464,999
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Captains Bay South at Captains Bay

22736 Island Pines Way S # 201, Fort Myers Beach, FL 33931

Condos - 1,073 ft² / 1,073 ft² - 1 Carport

2 Bed / 2 Baths

Built 1995
Captains Bay South Captains Bay Fort Myers Beach Condos for Sale: Positioned on the desirable south end of Fort Myers Beach, this fully renovated 2-bedroom, 2-bath end-unit condo is the perfect blend of modern luxury and investment opportunity. With housing in high demand as the island continues to rebuild, this unit offers exceptional flexibility for 2-week, monthly, or annual rentals—making it an ideal income-producing property or personal beach retreat. Step inside to discover a bright, open layout with a split-bedroom design for optimal privacy. The brand-new kitchen showcases quartz countertops, soft-close cabinetry, and all-new stainless steel appliances. The primary suite impresses with dual sinks, an updated walk-in shower, and a spacious walk-in closet. Every inch of this residence has been upgraded—from new plumbing and electrical, moisture-resistant sound-barrier flooring, and modern fixtures and fans, to fresh baseboards, outlets, and switches throughout. Relax on your private lanai overlooking the pool, complete with new screens, railings, and fresh exterior paint. The building itself has been fully restored after Ian, with a new roof, brick pavers, working elevator, and all assessments paid—truly turnkey peace of mind. Nestled within Captain’s Bay, this prime south-end location offers easy access to Santini Plaza’s Farmers Market, Lovers Key State Park, and Flipper’s on the Bay, with the Beach Trolley and Margaritaville Resort just minutes away. Enjoy the Gulf breezes from your spacious balcony accessible from both the living room and primary bedroom. This pet-friendly community allows 2-week rentals, offering unmatched income potential at an incredible moment to secure your slice of paradise on Fort Myers Beach.



$449,900
Decrease*
$15.1K
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Captains Bay South at Captains Bay

22724 Island Pines Way # 101, Fort Myers Beach, FL 33931

Condos - 1,073 ft² / 1,073 ft² - 1 Carport

2 Bed / 2 Baths

Built 1997
Captains Bay South Captains Bay Fort Myers Beach Condos for Sale: Bright & Sunny END UNIT condo overlooking natural waterway/preserve offering peaceful views and privacy. BI-WEEKLY RENTALS makes this a GREAT INVESTMENT OPPORTUNITY! Immaculate split 2BD/2BA each w/ their own ensuite full bath PLUS office/breakfast nook for that bit of bonus space! Volume ceilings throughout! Plantation shutters on all the extra high windows are a luxurious upgrade and lasting investment in quality. NEW IMPACT SLIDERS to screened and tiled corner lanai w/ electric shutters. Entrance lanai is also tiled and screened, an upgrade only a few units in the community have. Tile floors in kitchen/utility/laundry/entry/baths and carpeted bedrooms and living area. Spacious kitchen w/ stone countertops, white cabinetry & all white appliances and breakfastbar open to main living/dining area making it great for entertaining or relaxing enjoyment w/ family/friends. Primary suite offers access to lanai, walk-in closet, ensuite full bath w/ comfort height dual sink stone topped vanity and separate walk-in shower & toilet room. Guest suite w/ plenty of natural light, generous closet, full ensuite shared hall bath. UNDERBUILDING DESIGNATED PARKING w/ a generous storage closet, plus secured elevator lobby/stairway access. sparkling heated pool for an afternoon dip or enjoy some beach time just across the Blvd. to the sugary sands of the Gulf of Mexico waters and an unforgettable Fort Myers Beach sunset! Indoor/Outdoor living where you can enjoy a relaxing and peaceful setting and vast bay views, native beach birds rain or shine. Captain's Bay South offers BI-WEEKLY rentals and includes many amenities for you and your guests to enjoy, 2 heated pools, tennis/pickle ball courts & BBQ picnic area. Close to Santini Plaza & CVS now open and trolley stop to take you to Publix Grocery, Times Square, waterfront restaurants and shops or the local farmer's markets and marina's. PET FRIENDLY ANY SIZE!



$399,900
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Captains Bay South at Captains Bay NEW

22724 Island Pines Way # 403, Fort Myers Beach, FL 33931

Condos - 1,073 ft² / 1,073 ft² - 1 Carport

2 Bed / 2 Baths

Built 1997
Captains Bay South Captains Bay Fort Myers Beach Condos for Sale: It's all about the breathtaking views from every room in this immaculate 4th floor end unit at Captain's Bay South ready for you or renters to enjoy now! Gulf views from your front lanai & Estero Bay views from the back! IMPACT GLASS SLIDERS on corner screened lanai offer spectacular views to the Bay overlooking the natural waterway and preserve to ensure your view is enjoyed for many years to come! This END UNIT is Bright and spacious offering a split 2 Bedroom/2 Full Bath open floor plan with 9 ft ceilings, full size laundry room with extra storage, NEW AC & HWH 2023, Roof new in 2018. Sought after end unit with larger size bay window, warm color tones, tile on the diagonal, generous size kitchen with above cabinet decor and accent lighting, thoughtfully redesigned kitchen with dishwasher moved for a more workable space, fully furnished and ready to call home! Spacious master suite with hickory wood flooring and access to screened/glassed in lanai, walk-in closet, owner's ensuite bath w/ dual sink marble top vanity, separate WC includes a walk-in shower and convenient linen closet. Private covered and screened entry so no one walking by your unit, secured elevator lobby or secure stairway access along with under building assigned parking and generous storage closet. Beautiful sunrise views to start your mornings, sparkling heated pool for an afternoon dip or enjoy some beach time just across the Blvd. to the sugary sands of the Gulf of Mexico waters and an unforgettable Fort Myers Beach sunset! Indoor/Outdoor living where you can enjoy a relaxing and peaceful setting and vast bay views, native beach birds rain or shine.Captain's Bay South offers 14 day rentals and includes many amenities for you and your guests to enjoy, 2 heated pools, tennis/pickle ball courts & BBQ picnic area. Close to CVS now open and trolley stop to take you to Publix Grocery, Times Square, waterfront restaurants and shops or the local farmer's markets and marina's. All Assessments Paid!



$375,000
Sold Price:
$340,000
Sold Date:
09/09/2025
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Captains Bay South at Captains Bay

22748 Island Pines Way # 102, Fort Myers Beach, FL 33931

Condos - 1,095 ft² / 1,095 ft²

2 Bed / 2 Baths / Pool

Built 1995
Captains Bay South Captains Bay Fort Myers Beach Condos: Discover your Island vibes at Captains Bay with this inviting 2-bedroom, 2-bath condo that rents well with the 14-day rental rule. Nestled just steps away from the sandy shores of Fort Myers Beach, this meticulously maintained retreat offers the perfect blend of comfort and convenience. Step inside to find a freshly updated interior boasting new carpeting in the bedrooms, new plank tile in the family area, and a vibrant coat of paint throughout, and modern amenities including a brand-new A/C, hot water tank, and plumbing. The heart of the home, the kitchen, shines with its striking tile backsplash and newer appliances, providing both style and functionality. Relax and unwind in the spacious retreat offering serene views from either the lanai facing Eastward or the screened-in front porch overlooking the sunset-drenched West. Experience resort-style living with access to a host of amenities, including tennis or pickleball courts, a sparkling community pool, and convenient additional storage on the ground floor. Embrace the convenience of the nearby CVS and 7-11 stores that recently re-opened, ensuring all your daily needs are just around the corner.



$325,000
Sold Price:
$315,000
Sold Date:
11/24/2025
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Captains Bay South at Captains Bay

22712 Island Pines Way # 301, Fort Myers Beach, FL 33931

Condos - 1,073 ft² / 1,073 ft² - 1 Carport

2 Bed / 2 Baths

Built 1997
Captains Bay South Captains Bay Fort Myers Beach Condos: Escape the cold and snow for the sun and sand in a READY TO ENJOY END UNIT Condo overlooking canal, preserve and bay! Capatin's Bay located on Estero Island in Fort Myers Beach a short distance to sugary sand and the sparkling Gulf waters has 2 HEATED POOLS, tennis/pickleball courts, elevators and social activities in season. Located across street from the Gulf beach, nestled along a natural canal and preserve where the large all weather lanai offers floor to ceiling glass sliders with views overlooking the bay and preserve; home to beautiful beach birds such as egrets, herons and roseate spoonbills. Min 14 DAY RENTALS. Spacious, fully & turnkey furnished, 2BD/ 2BATH desirable split bedroom floorplan, full size laundry room, designated covered parking and storage. Bright, immaculate, well maintained open floor plan and high ceilings. This end unit welcomes you with a covered private entry, bonus bay window dining area, cozy breakfast nook with an extra roomy kitchen and bar counter. Generous sized master bedroom with custom walk-in closet and ensuite bathroom with dual sink vanity. Guest bedroom w/ convienent Jack and Jill bathroom. Heated pool, BBQ & picnic area, tennis courts and secured lobby with elevator. Nearby is Santini Plaza with shops and restaurants opening up, CVS pharmacy, trolley stop, seasonal farmer's market and events for you or your guests to enjoy!




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Need professional assistance selling your property at Captains Bay Fort Myers Beach? Find out how an Area Specialist can help to generate more property exposure in order to get the most money for your investment in the least amount of time.Contact Us.
*Just Listed: new properties that came on the market within the last 30 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.

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