**PRICE IMPROVEMENT OF NEARLY $150,000!** STUNNING & EXPANSIVE unobstructed BAY & WATERFRONT VIEWS across Estero Bay Aquatic Preserve from this OVERSIZED cleared and buildable BAY FRONT lot! Over 100' of spectacular water frontage on over 1/3 of an acre which wakes up to beautiful sunrises across the bay and is only a short distance to Deeded Beach Access & sunsets on the Gulf! ONE OF THE MOST SOUGHT-AFTER WATERFRONT AND BOATING COMMUNITIES ON THE ISLAND, Holiday Heights, is KNOWN FOR ITS HIGHER ELEVATION AND GULF-ACCESS CANALS and warm & friendly community. Build your custom designed dream home on this oversized bay front lot offering awe inspiring views and the best in coastal living! Located mid-island close to Publix grocery store, trolley stop, full service marina, Fresh Catch Exquisite Waterfront Dining & Junkanoo Below Deck for the more casual waterfront dining experience. Don't miss out on this opportunity to own one of the few vacant bay front lots in this desirable mid island neighborhood location!
Listing Courtesy of FLORIDA GULF COAST MLS / ERA Lahaina Realty / Tauna Schott
$999,900 (USD)
Yachtsmans Cove Area Land
Active
21711 Madera Road Fort Myers Beach, FL 33931
Bed
0 Baths
sqft
MLS# 223088464
Incredible opportunity to build your dream home on nearly 200ft of gulf access waterfront within the prestigious island boating community of Yachtsman Cove in the beautiful island town of Fort Myers Beach. This gem of a waterfront lot is located on a wide open Basin and is just steps to the soft as sugar, white sandy beach. Yachtsman Cove invites you to enjoy the waterfront lifestyle you desire with two greenways, one along one side of the gulf access canal waterfront and one along Estero Blvd and a deeded beach access. Close enough to Publix market, Snook Bight Marina, and waterfront restaurants Fresh Catch Bistro & Junkanoo's that you can walk, bike, drive or golf cart it! *NOTE: House & plans not included and are for illustration purposes only. There are several new and established builders in the area to work with.
Listing Courtesy of FLORIDA GULF COAST MLS / ERA Lahaina Realty / Tauna Schott
$925,000 (USD)
Island Winds Condo Area Condominium
Active
6612 Estero Boulevard 1104 Fort Myers Beach, FL 33931
2 Bed
2 Baths
1405 sqft
MLS# 2026008917
Elevated coastal living awaits from this 11th-floor luxury beachfront and Gulf-front residence in a secure, gated-entry community. Recently updated, this beautifully appointed 2-bedroom, 2 full bath condo showcases breathtaking panoramic views of the sugar-white sand and turquoise Gulf waters from multiple vantage points.
The expansive living area is filled with natural light, featuring wide-plank tile flooring and floor-to-ceiling sliding glass doors that open to a private balcony overlooking the beach. A second wall of windows frames additional Gulf views, creating a bright and airy ambiance ideal for relaxing or entertaining.
The updated kitchen offers timeless cabinetry, sleek granite countertops, stainless steel appliances, recessed lighting, and generous storage—designed for both functionality and style.
The primary suite is a serene retreat with direct balcony access and stunning Gulf views, allowing you to wake up to the sight of endless blue waters. The spa-inspired en-suite bath features dual vanities with granite countertops, custom cabinetry, and a beautifully tiled glass-enclosed shower.
The guest bedroom is equally inviting, offering private balcony access, abundant natural light, and comfortable accommodations for family or visitors. The split-bedroom floor plan provides privacy and comfort for all.
Three private balconies create exceptional outdoor living spaces, including a screened beachfront balcony where sweeping shoreline views and unforgettable sunsets become part of everyday life.
Resort-style amenities complete the experience, featuring a beachfront pool and spa/jacuzzi surrounded by lounge seating, a fitness room with inspiring Gulf views, and a community room with a full kitchen ideal for gatherings and social events.
A rare opportunity to enjoy refined coastal luxury with unmatched beach and Gulf frontage in an exceptional high-rise setting.
Listing Courtesy of FLORIDA GULF COAST MLS / ERA Lahaina Realty / Tauna Schott
$648,900 (USD)
Island Winds Condo Area Condominium
Active
6612 Estero Boulevard 301 Fort Myers Beach, FL 33931
2 Bed
2 Baths
1331 sqft
MLS# 2025004586
DON'T MISS THIS EXECEPTIONAL OPPORTUNITY to own a SPACIOUS two-bedroom, two-bath condominium located on Fort Myers Beach at Island Winds Resort Style Condo! Privately owned and never rented, this fully furnished well-cared-for residence offers the flexibility to enjoy as a personal retreat, full-time home, or strong rental opportunity.
The thoughtfully designed floor plan provides generous living space, SERENE POOL & GULF VIEWS that deliver breathtaking sunsets along with added protection from storms. A NEW HVAC system was installed in 2025. Three private balconies—accessible from the living room, primary suite, and guest bedroom—invite you to enjoy coastal breezes and the relaxing island atmosphere. Same-level living and a private storage room is conveniently located adjacent to the unit on the same floor for added convenience.
Set in a peaceful mid-island location, this property is literally one step from the white sand of the beach and just moments from Fort Myers Beach’s vibrant lifestyle including the amazing Margaritaville entertainment district !!!. Recent beach replenishment has expanded the sugar-sand shoreline, ideal for shelling, beach walks, wildlife watching, and enjoying the soothing sounds of the surf. Spend your days unwinding by the beachside pool and spa, taking in spectacular Southwest Florida sunsets, or exploring island favorites such as boating, concerts, farmers markets, parades, art events, and dining.
Island Winds offers resort-style amenities including a pool and spa, redesigned community room for social gatherings or morning coffee, a well-equipped fitness center with panoramic beach and Gulf views, grilling areas, and an outdoor shower. All amenities were installed new in 2025. On-site management, a full-time engineer, rental coordinator, and dedicated rental website provide excellent support for owners. Rental flexibility includes a 14-day minimum in season and weekly rentals in the off-season.
Move right in and start creating unforgettable beach memories—or take advantage of this rental-ready opportunity in one of Fort Myers Beach’s most desirable communities. This is coastal living at its best.
Listing Courtesy of FLORIDA GULF COAST MLS / ERA Lahaina Realty / Tauna Schott
$640,000 (USD)
Island Reef Club Area Condominium
Active
7000 Estero Boulevard 205 Fort Myers Beach, FL 33931
2 Bed
2 Baths
1287 sqft
MLS# 2026004927
Resort-style living awaits at Island Reef Club, a boutique beachfront condominium on the sugar-sand shores of Fort Myers Beach. This beautifully appointed residence features a bright, open living area with floor-to-ceiling sliding glass doors and multiple balconies showcasing Gulf, shoreline, and city views—ideal for enjoying coastal breezes and spectacular sunsets. One of the few communities with a protective seawall, Island Reef offers an added layer of peace of mind during storm season.
The living area opens seamlessly to a private beachfront balcony overlooking the pool, lawn, and gardens, while framing direct views of the shimmering Gulf and endless horizon. With generous space for seating, this outdoor retreat is perfect for morning coffee, sunset cocktails, or unwinding to the soothing sound of the surf.
The serene primary suite provides a private coastal sanctuary, featuring soft neutral tones, plush carpeting, generous closet space, and sliding glass doors that lead directly to the balcony, filling the room with natural light and gentle sea breezes.
The bright, well-appointed kitchen is designed for both style and function, offering crisp white cabinetry, stone-look countertops, and a striking mosaic tile backsplash. A full suite of appliances, including a built-in microwave, dishwasher, and side-by-side refrigerator, makes everyday living and entertaining effortless, while recessed lighting and a tray ceiling add warmth and sophistication.
Thoughtfully designed with a cohesive coastal palette, abundant natural light, and tasteful finishes throughout, this Island Reef residence offers a refined yet relaxed beachfront retreat—ideal for full-time living, a luxurious second home, or a high-performing investment. Pet-friendly with no weight restrictions, the community has recently undergone top-to-bottom renovations inside and out, further enhancing its boutique appeal and long-term value.
Listing Courtesy of FLORIDA GULF COAST MLS / ERA Lahaina Realty / Tauna Schott
$640,000 (USD)
Island Reef Club Area Condominium
Active
7000 Estero Boulevard 102 Fort Myers Beach, FL 33931
2 Bed
2 Baths
1261 sqft
MLS# 2026001224
Island Reef offers an exceptional opportunity for refined beachfront living, now available move-in ready. Ideally positioned just two residences from the sand, this beautifully appointed coastal retreat enjoys sweeping Gulf and beach views from every window and sliding door—including both bedroom suites. This desirable split two-bedroom, two-bath layout was designer-renovated in 2020, blending timeless coastal elegance with today’s modern luxury.
The sophisticated living space is highlighted by a dramatic wood-beamed ceiling and flows effortlessly into the open dining area, where twin impact windows frame tranquil water views and flood the home with natural light. Three sets of sliders lead to a screened lanai, creating a seamless indoor-outdoor living experience with serene pool, beach, and Gulf vistas—perfect for enjoying brilliant sunsets year-round.
Luxury upgrades include impact-rated windows and sliders, motorized hurricane shutters, no storm damage, and luxury vinyl flooring with five-inch baseboards throughout. The chef-inspired kitchen has been fully reimagined with quartz countertops, stainless steel appliances, and an impact window—an ideal setting for morning coffee while overlooking the crescent beach and shimmering Gulf waters toward Sanibel.
Additional features include a full-size walk-in laundry room with custom closet systems, updated HVAC, and a newer hot water heater. Direct access to a scenic beachfront walkway offers effortless enjoyment of breathtaking coastal views and unforgettable sunsets.
Island Reef is a pet-friendly community with no size restrictions, welcomes monthly rentals, and features a geothermal-heated beachfront pool. Ideally located directly across from Santini Plaza with shopping, dining, marina access, and a trolley stop, this residence delivers the ultimate in luxury, convenience, and coastal lifestyle.
A rare opportunity to own an elegant, pet-friendly beach retreat in one of Fort Myers Beach’s most desirable communities.
Listing Courtesy of FLORIDA GULF COAST MLS / ERA Lahaina Realty / Tauna Schott
$525,000 (USD)
Captains Bay South Area Condominium
Active
22748 Island Pines Way 503 Fort Myers Beach, FL 33931
2 Bed
2 Baths
1059 sqft
MLS# 2026007390
IT’S ALL ABOUT THE GULF-TO-BAY VIEWS from this TOP-FLOOR END-UNIT PENTHOUSE! Enjoy breathtaking waterfront panoramas from the Gulf Beach to Estero Bay! Located just across the boulevard from the sugary white sand beach, this coveted top-floor residence offers soaring 9–10 ft ceilings and the peace of no neighbors above. Plus, a NEW roof (2018)!
Enter through your private covered, screened lanai — the perfect spot to relax with the fresh coastal breeze and soak in unforgettable Fort Myers Beach sunsets over the Gulf. Out back, your private lanai overlooks a natural canal stretching into expansive Estero Bay, surrounded by protected mangroves and a serene nature preserve sanctuary. Watch native Southwest Florida birds glide by as you unwind in your own slice of paradise.
Hurricane shutters (electric & manual) protect every opening for added peace of mind. UNDERBUILDING assigned parking and private storage are conveniently located next to the secure elevator lobby.
Major updates include ALL NEW plumbing, HVAC, and hot water heater (2023).
Community perks: Two-week rentals allowed, pet friendly, 2 heated pools, tennis/pickleball courts, BBQ & picnic area, pavered drive, open guest parking, and freshly painted building exteriors.
Schedule your private showing today and experience the views for yourself!
Listing Courtesy of FLORIDA GULF COAST MLS / ERA Lahaina Realty / Tauna Schott
$405,000 (USD)
Captains Bay South Area Condominium
Active
22724 Island Pines Way 101 Fort Myers Beach, FL 33931
2 Bed
2 Baths
1073 sqft
MLS# 225007503
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!
Listing Courtesy of FLORIDA GULF COAST MLS / ERA Lahaina Realty / Tauna Schott
$385,000 (USD)
Leonardo Arms Beach Club Area Condominium
Active
7400 Estero Boulevard 214 Fort Myers Beach, FL 33931
2 Bed
2 Baths
930 sqft
MLS# 2025020935
BRAND NEW IMPACT GLASS SLIDERS AND BEDROOM WINDOW JUST INSTALLED AUG 2025! Opportunity seldom knocks twice! Here's your chance, this one is BACK ON MARKET and seller READY to get it sold! Lovely Beachside condo with views overlooking the pool, soft, sugary beach, sunsets and gulf beach from your private balcony and even the owner's suite where you can enjoy breakfast in bed with a view of the gulf beach! Recent updates include luxury vinyl plank style flooring and freshly painted throughout! This 2nd floor condo features a split 2 bedroom floorplan, each with their own ensuite full baths and walk-in closets! Leonardo Arms is well maintained condominium complex with DirectTV/Internet included, all NEW PLUMBING, ROOFS and FRESHLY PAINTED EXTERIORS. Conveniently located on the south end of the island across the street to Santini Plaza offering shops, restaurants, marina, trolley stop and seasonal farmers market and events. Close to Lovers Key State Park, Bonita/Estero, Bonita beach and Naples with easy access to I-75 and airports. Get away from the cold & snow and enjoy THIS season in the Sun & Surf!
Listing Courtesy of FLORIDA GULF COAST MLS / ERA Lahaina Realty / Tauna Schott
$385,000 (USD)
Estero Cove Condo Area Condominium
Active
6893 Estero Boulevard 446 Fort Myers Beach, FL 33931
2 Bed
2 Baths
832 sqft
MLS# 2026007389
Enjoy expansive views of the pool and preserve stretching toward Estero Bay from this 4th-floor corner end-unit condo, with the beach just across the street—perfect for days in the sand and evening Gulf sunsets. This light-filled 2-bedroom, 2-bath residence at Estero Cove offers relaxed island living with great amenities and an affordable price point.
The open-concept layout features new carpet throughout with tile in the kitchen and baths, ceiling fans, and a bright kitchen with double stainless-steel sink, white refrigerator/freezer, dishwasher, range, black over-the-range microwave, and a breakfast bar with seating. The kitchen flows into a spacious dining area and living room, all opening to the screened lanai with peaceful pool and preserve views.
Impact Glass Sliding doors open to the lanai from both the living area and the owner’s suite, allowing coastal breezes and natural light to fill the home. Storm shutters on the windows and lanai provide added privacy and peace of mind. The primary bedroom includes a walk-in closet and ensuite bath with step-in shower, along with an impact-glass slider to the tiled lanai. A nicely sized guest bedroom features a generous closet, window overlooking the front balcony, with a full guest bath nearby. A laundry closet with stackable washer and dryer is conveniently located in the guest suite hall area. Estero Cove offers a heated pool and sundeck with tables, umbrellas, and loungers, along with a sport court featuring tennis, pickleball, and shuffleboard—ideal for enjoying the Florida lifestyle. CVS, 7-Eleven, and Santini Plaza are close by, offering restaurants, shops, a marina, farmers market, and trolley stop—all just minutes away.
Listing Courtesy of FLORIDA GULF COAST MLS / ERA Lahaina Realty / Tauna Schott
$350,000 (USD)
Royal Pelican Townhouse Area Condominium
Active
4521 Bay Beach Lane 222 Fort Myers Beach, FL 33931
2 Bed
2 Baths
1156 sqft
MLS# 2025016517
Spacious 2BD/2BTH condo w/ NEW HVAC 2025, new garbage disposer, faucets, front door screen and includes assigned UNDER-BUILDING PARKING! Two tiled and screened lanais run the length of the entire unit on the canal side facing north & east for some stunning sunrises across the bay! Storm protection includes manual shutters on both lanais. Open kitchen w/ loads of storage and counterspace, w/ open view to dining,living & lanai over the breakfast bar. Spacious owner's suite with it's own private canal side lanai access, large walk-in closet and full en-suite bath w/ walk-in shower. Guest bedroom also has a generous walk-in closet and is adjacent to full guest bath. . Full size laundry conveniently located on bedroom lanai w/ louvered closet doors. Royal Pelican at the quiet south end of Fort Myers Beach. Amenities include community swiimming pool, deeded beach access, fishing pier & Bay Beach Commons (pickleball, tennis and bocce ball courts; bike traills/walking paths and the recently added golf putting/chipping green & driving bays for the sports enthusiasts!). Easy and quick access to beach (across the street), shopping, restaurants and public marina & trolley/bus service! Conveniently located on south end offering easy access off and on island to Bonita Springs, Estero, Naples/Marco, US 41, I-75, and both Naples and Fort Myers/RSW International airports. Great investment opportunity as the community and area undergo renovations this area is and will be sought after by visitors and residents alike! ASSESSMENTS PAID IN FULL
Listing Courtesy of FLORIDA GULF COAST MLS / ERA Lahaina Realty / Tauna Schott
$349,900 (USD)
Boardwalk Caper Area Townhome
Active
18046 San Carlos Boulevard 139 Fort Myers Beach, FL 33931
2 Bed
3 Baths
1101 sqft
MLS# 225054840
HUGE REDUCTION IN MAINTENANCE FEES! WELCOME TO YOUR WATERFRONT COASTAL GETAWAY in Fort Myers Beach - an exquisitely renovated (throughout, upstairs as well, not just the ground floor like most of the units here!) and tastefully, stylishly furnished townhome offering the perfect blend of waterfront lifestyle and community convenience. Includes a private boat slip with direct DEEP WATER Gulf access - no bridges! Enjoy quick boating access to the Gulf for fishing, sailing, or sunset cruises. Tropical courtyard with a community pool close by for relaxing or entertaining just outside your back door. Tennis courts, pickleball and more - perfect for active living. Just minutes to the white sand beaches, shopping, dining and island fun. Inside the Townhome are Spacious living with 2 bedrooms and 2.5 baths, open-concept layout, New Impact Sliders to Glassed in patio overlooking the lush courtyard with community pool. Ideal for full-time living, a vacation retreat, or a lucrative rental investment. Enjoy the mile-long community boardwalk with boat slips and common area seating placed strategically along the path for rest, gathering, and scenic views.
Listing Courtesy of FLORIDA GULF COAST MLS / ERA Lahaina Realty / Tauna Schott
$325,000 (USD)
Leonardo Arms Beach Club Area Condominium
Active
7400 Estero Boulevard 215 Fort Myers Beach, FL 33931
1 Bed
1 Baths
728 sqft
MLS# 2025017538
Lovely Beachside condo with views overlooking the pool, soft, sugary beach, sunsets and gulf beach from your private balcony and even the owner's suite where you can enjoy breakfast in bed with a view of the gulf beach! Recent updates include luxury vinyl plank style flooring and freshly painted throughout! This 2nd floor condo features a generous floorplan with open kitchen, dining, living area, large bedroom w/ ensuite dressing room and full bath. Leonardo Arms is well maintained condominium complex with DirectTV/Internet included, all NEW PLUMBING, ROOFS and FRESHLY PAINTED EXTERIORS. Conveniently located on the south end of the island across the street to Santini Plaza offering shops, restaurants, marina, trolley stop and seasonal farmers market and events. Close to Lovers Key State Park, Bonita/Estero, Bonita beach and Naples with easy access to I-75 and airports. Get away from the cold & snow and enjoy THIS season in the Sun & Surf!
Listing Courtesy of FLORIDA GULF COAST MLS / ERA Lahaina Realty / Tauna Schott
$5,000 / mo (USD)
Leonardo Arms Beach Club Area Rental
Active
7400 Estero Boulevard 214 Fort Myers Beach, FL 33931
2 Bed
2 Baths
930 sqft
MLS# 225037072
Lovely Beachside condo with views overlooking the pool, soft, sugary beach, sunsets and gulf beach from your private balcony! Recent updates include luxury vinyl plank style flooring and freshly painted throughout! This 2nd floor condo features a split 2 bedroom floorplan, both with thier own ensuite full baths and walk-in closets. Leonardo Arms is well mainteined condominium complex with DirectTV/Internet included, all NEW PLUMBING, ROOFS and FRESHLY PAINTED EXTERIORS. Conveniently located on the south end of the island across the street to Santini Plaza offering shops, restaurants, marina, trolley stop and seasonal farmers market and events. Close to Lovers Key State Park, Bonita/Estero, Bonita beach and Naples with easy access to I-75 and airports.
Listing Courtesy of FLORIDA GULF COAST MLS / ERA Lahaina Realty / Tauna Schott