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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 Sale14$390K - $599K
Sold1$549K
Last updated at 10:30pm 03/06/2025

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$599,000
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Captains Bay South at Captains Bay

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.



$598,000
Decrease*
$21K
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Captains Bay South at Captains Bay

22748 Island Pines Way # 201, 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: Welcome to an updated 2 bedroom, 2 bath unit located just steps away from the beach access! Situated in a peaceful corner of the island, you'll enjoy beautiful views of the mangroves and water from your new home. With convenient access to CVS and a short bike ride to the top of the island where you'll find shops, restaurants and boat tours, this location truly has it all. Come experience beach living at its finest-this unit is move-in ready.



$549,900
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Captains Bay South at Captains Bay

22748 Island Pines Way # 503, 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: IT"S ALL ABOUT THE GULF TO BAY VIEWS from this TOP FLOOR END-UNIT PENTHOUSE with STUNNING WATERFRONT VIEWS of The Gulf of Mexico and Estero Bay! Located just across the blvd to the beach. Soaring 9-10ft ceilings throughout and no footsteps from above since this is the coveted top floor with A NEW roof in 2018! Upon entry through your private covered screened lanai and sitting area you can take in the fresh beach air and sunny views of the Gulf of Mexico and unforgettable Fort Myers Beach sunsets. Absolute stunning view from the private back lanai looking straight down a natural canal extending out to expansive Estero Bay with views that seem neverending. The canal is surrounded by protected mangroves and nature preserve sanctuary where it's home to many birds native to SWFL that you can enjoy watching while you sit and relax in your top floor end unit. Hurricane shutters (electric/manual) on every opening keep your piece of paradise safe and secure. UNDERBUILDING ASSIGNED exclusive single space PARKING & STORAGE CONVENIENTLY LOCATED NEXT TO SECURE ELEVATOR LOBBY. All NEW PLUMBING, HVAC & HWH in 2023. TWO WEEK Rentals, Pet Friendly, 2 Heated Pools, Tennis/Pickleball court, BBQ & Picnic area. Pavered drive and common open guest parking. Building exteriors freshly painted. Schedule your Private Showing Today!



$548,000
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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: 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!



$529,000
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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: STUNNING NEW REMODEL WITH INCREDIBLE RENTAL POTENTIAL as southern end of Ft Myers is being rebuilt. Housing is limited in southern end and this TOTALLY RENOVATED condo is ready for 2 week, monthly or yearly rentals. This 2-bed, 2-bath, split bedroom layout, completely renovated end unit condo is located one block from the gulf. The all new primary features double sinks, & updated shower, and walk in closet. The well-appointed kitchen features quartz countertops, soft close cabinets, and all new appliances. Updates throughout the condo include all new plumbing and electrical, old flooring removed and installed moisture resistance/sound barrier to all floors. New fixtures, faucets, ceiling fans, electrical outlets/switches, baseboards throughout. The lanai overlooks the pool and includes new screen & rails, and fresh exterior paint. Building roof damaged in Ian and all repairs completed & assessments paid with working elevator, pool & amenities, and new brick pavers. Nestled on the coveted south end of the island, Captain's Bay provides easy access to Santini Plaza’s Farmers Market, beautiful Lovers Key, and the famous Flipper’s on the Bay. Bike or take the Beach Trolley to Times Square and the vibrant new Margaritaville resort. Imagine unwinding on your spacious balcony, accessible from both the master bedroom and living room, while taking in the Gulf breezes and views. PET-FRIENDLY unit with 2 WEEK RENTALS allowed, the income potential here is unmatched, making it an ideal investment at an incredible time to secure property on Fort Myers Beach!



$520,000
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Captains Bay South at Captains Bay

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!



$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.



$499,000
Decrease*
$20K
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Captains Bay South at Captains Bay

22700 Island Pines Way # 301, Fort Myers Beach, FL 33931

Condos - 1,073 ft² / 1,272 ft² - 1 Car Garage

2 Bed / 2 Baths

Built 1997
Captains Bay South Captains Bay Fort Myers Beach Condos for Sale: 2BR/2BA sunny corner Captain's Bay End Unit with east and south exposure. Relax on your private corner tiled and screened lanai (with electric shutters). Entry to the unit is through your private covered screened area, spacious enough to allow for a peaceful sitting area. The unit has just been painted. Wood-look plank tile flooring is throughout the main living area and plantation shutters adorn the windows. Open the 3-panel sliding doors to the lanai to enjoy your open air living space this can add. This is an open concept living/dining floor plan, including a breakfast bar plus eat-in kitchen area. The morning sun lights up the bay window area, perfect your morning coffee. The roomy kitchen has pendant lighting, bead-board cabinetry (with upper cabinet accent lighting) and solid surface countertops. The stainless steel refrigerator was purchased in October 2023. The owner's suite has a sunny southern exposure window plus a 2-panel sliding door to allow direct access to the lanai and to enjoy cool breezes. The owner's en-suite bath area includes a large walk-in closet, dual sink vanity and full-height tiled shower with a frameless glass door. The guest bedroom has a convenient pocket door to the guest bath, offering your guests a private en-suite experience. The spacious laundry room has lots of cabinet storage. The A/C unit and air handler were replaced in Spring 2023. An under-building parking space is included along with a convenient adjacent storage unit, perfect for all your beach toys. There's also common parking in the pavered parking areas. This is a pet friendly community with rental/income opportunities as TWO WEEK rentals are allowed. Captain's Bay is located just across the street from our wide, white sand, nearly 7 miles long beach. When you don't feel like heading to the beach, enjoy Captains Bay's 2 heated pools, tennis/pickelball courts and BBQ/picnic area.



$475,000
Decrease*
$64K
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Captains Bay South at Captains Bay

22700 Island Pines Way # 502, Fort Myers Beach, FL 33931

Condos - 1,239 ft² / 1,239 ft² - 1 Carport

3 Bed / 2 Baths / Pool

Built 1997
Captains Bay South Captains Bay Fort Myers Beach Condos for Sale: Take the convenient elevator to this top floor 3-bedroom 2-bath home to enjoy gorgeous views from not one but two screened lanais. A large lanai with sliders just off the kitchen looking out to the north and providing spectacular bay views. The second lanai facing in the southern direction is situated off the living room, primary and second bedrooms. This property is loaded with additional value attributes. A reserved covered under building parking space, ground floor storage closet in front of the reserved parking spot, convenient electric roll down hurricane shutters, laundry room in the unit with full sized machines and with 1239 square feet a walk-in closet in the primary bedroom. All these features and views add up to the best value currently listed on our beloved south end of Fort Myers Beach. The open layout of the living and dining areas creates a bright and welcoming atmosphere, with large windows and glass sliders allowing natural light to pour in and highlight the scenery from every angle. Priced in mind with the ability to add your personal touch, this property offers a unique opportunity to build equity in this top floor condo as Fort Myers Beach continues its exciting revitalization. Just a short walk to the beach and Santini Plaza, where you can explore a variety of shops, restaurants, and local attractions. The southside location provides convenient access on and off the island, ensuring that trips to nearby destinations like Bonita Springs, or Naples are just a short drive away. Motivated Seller's, reach out today to schedule a showing or to receive the 3d virtual tour and floorplan.



$469,000
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Captains Bay South at Captains Bay

22736 Island Pines Way # 102, Fort Myers Beach, FL 33931

Condos - 1,095 ft² / 1,095 ft²

2 Bed / 2 Baths

Built 1995
Captains Bay South Captains Bay Fort Myers Beach Condos for Sale: Whether you are looking for your 2nd home away from home, or for a great investment, this tastefully decorated and UPDATED mid-island Condo on Fort Myers Beach is offered TURNKEY with minimal exemptions!! Granite countertops on counter height bar in kitchen, stainless-steel appliances, porcelain tile flooring, and white cabinetry. Porcelain tiles continue into the entry and living room showcasing crown molding and patio doors to your private screened balcony. The carpeted Master Bedroom features an en-suite bath with dual sinks, Quartz countertops, walk-in shower, bidet, and large walk-in closet to include white built-in shelves and drawers. Pocketed door allows your guests their private suite with bed and bathroom. Spacious laundry room just off the kitchen. A/C and Water Heater replaced in 2023. In this truly welcoming community of Captain's Bay South, you will enjoy 2 community heated pools, BBQ with friends, or play a game of pickleball or tennis!! Feel like going to the beach? Walk just across the street to the stunning white sand beaches and crystal blue waters of the Gulf of Mexico. Close to recently remodeled Santini Plaza for shopping and restaurants, or Lovers Key to enjoy kayaking to watching the manatees and dolphins.



$465,000
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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!



$450,000
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Captains Bay North at Captains Bay

6691 Estero Blvd # 101, Fort Myers Beach, FL 33931

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

2 Bed / 2 Baths

Built 1997
Captains Bay North Captains Bay Fort Myers Beach Condos for Sale: Investor alert--Turnkey condominium allowing WEEKLY rentals! Great income potential with this 2 BR/2BA light and bright end unit condo that sleeps 6 and sits off of Estero Blvd just across the road from the beautiful wide, quiet beaches at the southern end of the island. It's ready to rent or use as your own beach getaway—you and your guests will enjoy the private end-unit view overlooking permanently preserved land and no through-traffic. The back lanai has been converted to indoor space with impact-resistant sliders and the front lanai/porch is fully screened. Beautiful new hardwood floors in the living area and new tile in the master bath upgrade this home, along with a new master 6-ft double-sink vanity. The oversized master closet can easily be subdivided to create a separate secure owner’s closet. Other amenities include access to 2 heated pools and tennis/pickleball courts, as well as an in-unit laundry room with full-size washer/dryer, covered parking, and a spacious ground-floor storage closet stocked with everything you need for a day at the beach. Captain’s Bay North II is a single-building (15 units) condo association, with by-laws set up for income-maximizing weekly rentals. This one won’t last long, so don’t pass up this opportunity to own at the gorgeous, quiet south end of Fort Myers Beach Island, with brand-new Santini Plaza shops and Farmer’s Market, CVS and 7-11 all a few blocks walk away!



$430,000
Decrease*
$69K
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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 for Sale: Discover your Island vibes at Captains Bay with this inviting 2-bedroom, 2-bath condo. 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, 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.



$390,000
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Captains Bay South at Captains BayNEW

22700 Island Pines Way # 201, Fort Myers Beach, FL 33931

Condos - 1,059 ft² / 1,059 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 w/ southern exposure overlooking preserve offering peaceful views. 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! Screend Entrance lanai vestibule is , an upgrade only a few units in the community have.New blinds on all the extra tall windows. 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 waters and an unforgettable Fort Myers Beach sunset! 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! All



$549,000
Sold Price:
$514,000
Sold Date:
02/07/2025
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Captains Bay North at Captains Bay

6661 Estero Blvd # 101, Fort Myers Beach, FL 33931

Condos - 1,183 ft² / 1,951 ft² - 2 Car Garage

2 Bed / 2 Baths / Pool

Built 1988
Captains Bay North Captains Bay Fort Myers Beach Condos: This stunning 2-bedroom, 2-bath end-unit condo in Captains Bay North offers incredible Gulf views and comes with a rare, oversized 2 1/2 stall private garage. Located in a tri-plex building, Unit 101 remained high and dry during both Hurricane Ian and Hurricane Helene, with no water damage. It was quickly livable after the storms, along with the other two units in the building. Completely remodeled in 2018, the unit features 2-inch solid teak countertops, new stainless steel appliances, updated bathrooms, tile and wood flooring, fresh paint, and a new roof with gutters. The condo also boasts a fire alarm monitoring system, in-unit washer and dryer, and an expansive 700 sq ft of outdoor living space, including a private screened lanai and a ground-level patio that overlooks tennis and pickleball courts. The community offers exceptional amenities, including two large heated pools, tennis courts, and shuffleboard. Additional shared guest parking (four spaces) is available. Situated just steps from the beach and within walking distance to nearby restaurants and shops, this condo is move-in ready and sold fully furnished—just bring your personal belongings. With only three units in the building and its own condo association, this property offers privacy, a strong sense of community, and a prime location for enjoying all that coastal Florida living has to offer.




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*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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