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Holiday Heights Houses Sold55+ Active Adult

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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 29 of 39
Sold - Jun 29, 2026
Holiday Heights, 5650 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$1,300,000$200K
  • 3 Beds
  • 3 Baths
  • 2,326 SqFt
  • $559/SqFt
Mid-Tier
House sold in Holiday Heights
5650 Williams Dr, Fort Myers Beach, FL 33931
This bay front island paradise offers an opportunity to restore one of the most premier locations on fort myers beach or rebuild. The home is 2, 326 square feet and is certified structurally sound. Originally designed as a bay front three-bedroom, three-bathroom, two-car garage home, the home also has a large, screened lanai and swimming pool that have been meticulously maintained. The home also includes a paver driveway, extra paver parking, and paver sidewalks around both sides of the home extending to a newer composite boat dock and newer seawall and cap. The screened pool cage has undergone refurbishment with fresh paint and screening. The garage door is an insulated impact to code door. The front of the williams home has an enjoyable screened lanai. The owner has installed a new air conditioning system and an updated electrical box in the garage, new pool pump, new well pump, irrigation system and a 500-gallon underground propane tank and so much more. The property is fenced and situated on the private williams drive, emphasizing its appeal as a distinctive asset. 5650 williams is a beautiful piece of paradise on quiet circular drive across from st. Raphael church. It’s a real gem waiting for renovation.
Holiday Heights, 5229 Avenida Pescadora, Fort Myers Beach, Florida 33931, image 1
$976,500$219K
  • 4 Beds
  • 2 Baths
  • 1,679 SqFt
  • $582/SqFt
Mid-Tier
House for sale in Holiday Heights
5229 Avenida Pescadora, Fort Myers Beach, FL 33931
Beach & boater’s dream home – stunning coastal pool home on fort myers beach! Welcome to your piece of paradise on highly sought-after avenida pescadora—the highest street on fort myers beach! This beautifully renovated 4-bedroom, 2-bathroom coastal retreat offers an unbeatable combination of beachside relaxation and boating adventure. Situated on a deep-water canal with a private dock, this home provides quick access to estero bay and the gulf of mexico, perfect for boaters looking to explore scenic waterways and waterfront dining spots. The spacious outdoor living area includes a large heated pool, a screened lanai perfect for entertaining, and lush tropical landscaping featuring orchid trees, hibiscus, and stunning palms. A front patio shaded by powder puff and geiger trees adds even more charm. Inside, the open-concept living area is designed for entertaining, featuring a modern kitchen with high-end appliances and a stylish, coastal-inspired aesthetic. Hurricane-impact windows, garage doors, and shutters provide peace of mind, and the home remained dry through the last two hurricanes—thanks to its elevated location. The entire pool home has been completely renovated, including all-new equipment, appliances, and stylish florida-themed furnishings. A unique feature of this home is the separate guest suite, complete with its own entrance, bedroom, tv room, and bathroom—ideal for extended family or visitors. Beyond the home, life in this location is truly priceless. Just a short stroll (mere minutes!) to the pristine beach, you’ll love morning walks along the shore as the sun rises over the gulf, watching sandpipers scurry along the tide. In the evenings, the breathtaking sunsets and warm, welcoming neighbors make every day feel like a vacation. Whether you’re boating through scenic backwaters, fishing with friends, hosting lively gatherings, or simply unwinding by the pool, this home delivers the ultimate florida lifestyle. Plus, you're just minutes from publix, santini plaza, open-air markets, and fantastic dining—no dress code required! It’s more than just a home; it’s a lifestyle of relaxation, beauty, and endless adventure. Don’t miss this rare opportunity to own a premier coastal pool home in the heart of fort myers beach!
Holiday Heights, 5360 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$632,000
  • 3 Beds
  • 3 Baths
  • 1,958 SqFt
  • $323/SqFt
Mid-Tier
House for sale in Holiday Heights
5360 Williams Dr, Fort Myers Beach, FL 33931
Outstanding location on impressive street near center of island with privacy & short walk to sugar sand beach.....Gulf access & boat dock along rear but waterviews off front also. Two car attached garage. Metal roof. No carpeting-all tile & wood flooring. Kitchen has wood cabinets, granite countertops, recessed lighting, tile backsplash, st steel appliances, lazy susan and island. Home has additional bonus rooms that can be used as a den/office/family room etc. In this unique island getaway. Some wood ceilings. Will make outstanding vaca rental with potential great roi. 3 full baths. Break-away walls on street level and divided into two sections with laundry room in between. Two hvac units-covers front & rear of home & one newer air handler & water heater. Two electric hurricane shutters off rear along with some accordian shutters and remainder with crank shutters. County records show "effective" year built 1993. Sprinkler system & boat lift may be inoperable. Only lower level took in water from ian & was fully remediated. Margaritaville is now open & many other shops & attractions are coming available. Beautifullly compelling 7 mile long island is undergoing major improvements. Flood insurance policy at only $845 transferrable.
Holiday Heights, 5511 Avenida Pescadora, Fort Myers Beach, Florida 33931, image 1
$1,500,000
  • 3 Beds
  • 21/2 Baths
  • 2,097 SqFt
  • $715/SqFt
Mid-Tier
House for sale in Holiday Heights
5511 Avenida Pescadora, Fort Myers Beach, FL 33931
3 bedroom / 2 and a half bathroom exquisite fort myers beach canal home! Highest street on the island 10' above sea level! This property offers the perfect balance of luxury, comfort, and convenience. Step inside and be captivated by the spacious open floor plan. The beautifully designed kitchen is a chef's dream, featuring ample cabinet space, and a breakfast bar that overlooks the bright and airy living area. Outside, you'll find your very own private oasis, complete with a dock and boat lift, allowing for easy access to the sparkling waters of fort myers beach. Spend your days lounging by the inviting pool, soaking up the warm florida sun, or entertain guests in the expansive outdoor living space, perfect for hosting unforgettable gatherings. Located just moments away from pristine sandy beaches, picturesque sunsets, and world-class dining and shopping options, this home is ideally situated in one of the most desirable areas of fort myers beach. Whether you're seeking year-round residence or a vacation retreat, this property offers the ultimate coastal lifestyle. Schedule your private showing today!
Holiday Heights, 5585 Avenida Pescadora, Fort Myers Beach, Florida 33931, image 1
$1,775,000
  • 0.27 Acres
  • $6,574,074/Acre
Mid-Tier
Land for sale in Holiday Heights
5585 Avenida Pescadora, Fort Myers Beach, FL 33931
Big boaters bayfront paradise! This oversized waterfront lot offers direct gulf access on the prestigious estero bay aquatic preserve, providing an idyllic setting to watch dolphins play from your very own dock. With sweeping bay views and 103 feet of seawall, this remarkable lot presents the perfect canvas to build your dream home. Imagine crafting your luxury residence just a short stroll away from the renowned sandy white beaches of fort myers beach. Boasting a boat dock equipped with a 27, 000-pound lift, this property offers convenient access to the open waters of the gulf of mexico via a quick deep-water channel. Additionally, indulge in the nearby marinas, bars and restaurants that define the famous north end of fort myers beach. Embrace the opportunity to create your custom dream home on the most breathtaking bay view lot. Here, the possibilities are truly endless. Immerse yourself in the panoramic vistas that stretch across the bay, providing a picturesque backdrop for your envisioned masterpiece. With boundless potential at your fingertips, you have the freedom to design a residence perfectly tailored to your unique lifestyle and preferences. Let your imagination run wild as you envision luxurious living spaces, expansive outdoor entertaining areas, and every amenity imaginable. Seize this opportunity to turn your dreams into reality and make your mark on this unparalleled waterfront canvas! Don't miss this opportunity to elevate your waterfront lifestyle to new heights!
Holiday Heights, 5127 Estero Blvd, Fort Myers Beach, Florida 33931, image 1
$1,200,000
  • 0.35 Acres
  • $3,428,571/Acre
Mid-Tier
Land for sale in Holiday Heights
5127 Estero Blvd, Fort Myers Beach, FL 33931
Financing fell through, back on market. Bring all offers! We are excited to introduce you to the largest sfh lot on estero island with both gulf views and gulf access in mls history. Located in the weekly rental zone. Deeded beach access across the street. Deep irrigation well. Go out back to the dock & take your boat & jet skis out to play on the gulf or relax in your private pool! This property is perfect for fishing, boating, majestic sunrise & sun sets, jet-skiing, dolphins, manatees, bird watching & water sports. The dock has water & electric prior to ian with a 20k pound lift. This is a great opportunity to build your dream home or investment on an island that is going under massive renovations. Bay beach golf course, water slides, tennis, and disk golf are just 2 miles down the road. The island's only grocery store (publix) is just a few blocks away. This lot is located on one of the highest elevation areas of the island. Full rv hook up's are in, buy the sellers rv or your own & hang out in your private pool while your home is being built. This property has the potential to be at least an 6-bedroom home bringing in hundreds of thousands of dollars a year.. Ask your agent about attached documents.
Holiday Heights, 5630 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$1,599,000
  • 3 Beds
  • 2 Baths
  • 2,057 SqFt
  • $777/SqFt
Mid-Tier
House for sale in Holiday Heights
5630 Williams Dr, Fort Myers Beach, FL 33931
Bayfront home. Boaters dream! This is a unique opportunity to make this bayfront home with sweeping gulf views your own or tear it down and build your dream home. Home was damaged by hurricane ian, but structural engineer has confirmed its sound, letter on file, a real plus with electric replaced including panel, new wiring, meter box with meter. Highly sought after holiday heights neighborhood perfectly situated in the mid island area. Home is on a cul-de-sac across from historic st. Raphael church. One of the highest elevations on the island. Walk to the beach or publix grocery store. Snook bight marina and two restaurants all within walking distance. And you can watch the manatees, dolphins and boaters, ... From your oversized dock. There's 95' of bay front for fishing, boating and wildlife for the nature enthusiast. The view from the dock includes many mangrove islands, all part of the protected estero bay aquatic preserve. No better time or place to become part of our beach community. Buyer is responsible for understanding the fema 50/50 rule. Sample house rendering is provided by homebound and not included in the sale price of this lot. Builder introductions available. Meet onsite with a builder
Holiday Heights, 5140 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$1,450,000
  • 3 Beds
  • 2 Baths
  • 1,864 SqFt
  • $778/SqFt
Mid-Tier
House for sale in Holiday Heights
5140 Williams Dr, Fort Myers Beach, FL 33931
Opportunity to own your boaters paradise! Gorgeous elevated, furnished, canal home with boat dock and 4 car garage. Home is ready for immediate occupancy. The 3+ den/2 bath living level did not flood from hurricane ian. Massive garage fits 4 cars and used to have a finished bonus room ("man cave") pre-hurricane. The open floor plan great room has high ceilings, quadruple sliders with partial views of the gulf of mexico, and overlooks the pool/spa and canal leading to estero bay with boat dock and lift. Watch spectacular florida sunsets! Open kitchen features granite counter tops and open breakfast bar perfect for entertaining. Price reflects repairs that will need to occur on the property from hurricane ian. Seller wishes to sell home as-is. Buyer to make necessary repairs (sliding glass door on main level, window in master bedroom, some soffits, metal roof repair, pool cage was damaged and removed, one piling to boat dock, seller unsure about boat lift. Buyer welcome to inspect)
Holiday Heights, 5130 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$1,125,000
  • 3 Beds
  • 21/2 Baths
  • 2,243 SqFt
  • $502/SqFt
Mid-Tier
House for sale in Holiday Heights
5130 Williams Dr, Fort Myers Beach, FL 33931
Property was affected by hurricane ian and is being sold as-is. Built up above ground level! Owners say 50% rule will not apply to this rebuild. Be part of the new fort myers beach as we rebuild stronger than ever! This is a boat lovers paradise with direct access to estero bay and the gulf of mexico. The home is elevated (10 feet) and located in very desirable area of fort myers beach. A quick 5 minute walk to the beautiful sandy beaches of fort myers beach. Rebuild your tropical oasis the way you want to enjoy it. Currently, the home has 3 full bedrooms and 2 full with 1 half bathroom. There is also a large 'bonus space' on the first floor. Elevator going to all three floors. The kitchen has a pass through window to lanai, plenty of counter space & cabinets. Huge master suite on top floor with private lanai. Split plan with 2 bedrooms on second floor and guest bathroom has dual sinks, two showers and tub! Watch the famous florida sunsets from your large back lanai that overlooks the pool and hot tub. Deep water canal with boat lift and tandeck dock along with seawall. Electric and water available at the dock. No homeowner association, great short term rental possibility.
Holiday Heights, 5110 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$650,000
  • 2 Beds
  • 2 Baths
  • 1,167 SqFt
  • $557/SqFt
Mid-Tier
House for sale in Holiday Heights
5110 Williams Dr, Fort Myers Beach, FL 33931
This is very likely the last opportunity you will ever have to own a waterfront gulf-access property on fort myers beach for under $700k. This hurricane-damaged property offers a blank slate to remake a beautiful waterfront home on this oversized corner lot on a wide canal with quick access to estero bay and the open gulf of mexico. The house has been gutted to the studs and is ready for whatever you decide to do. The location is impeccable - just steps from the beach, restaurants, publix grocery store, the beachfront newton park, and the snook bight marina. Just down the road from lovers key state park. The island is coming back in a very big way. This is your opportunity to be a part of this inspiring story of recovery. Don't miss this opportunity. God willing, we will never see prices like this ever again on the island. Don't wait to call on this.
Holiday Heights, 5157 Estero Blvd, Fort Myers Beach, Florida 33931, image 1
$1,140,000
  • 0.34 Acres
  • $3,352,941/Acre
Mid-Tier
Land for sale in Holiday Heights
5157 Estero Blvd, Fort Myers Beach, FL 33931
Hurricane ian has created an opportunity for you to own an amazing waterfront canal lot with direct boating access to the bay and gulf. Located directly on estero blvd, this property also has an unobstructed view of the white sand gulf beach from your front yard. The lot is approximately 75x200x75x200. Prior to hurricane ian destroying the house, the home was utilized for weekly vacation rentals.
Holiday Heights, 5200 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$900,000
  • 3 Beds
  • 3 Baths
  • 1,778 SqFt
  • $506/SqFt
Mid-Tier
House for sale in Holiday Heights
5200 Williams Dr, Fort Myers Beach, FL 33931
This is an incredible opportunity to own in the desirable mid-island location of holiday heights on fort myers beach. This gulf-access waterfront home enjoys stunning sunsets and is only steps to the beach and with a coveted neighborhood deeded beach access. Although affected by hurricane ian, this home is ready for you to create your perfect home. This home is designed with three bedrooms and three full baths with one bath conveniently accessing the outdoor living spaces as well. Enjoy the pool and new spa (see remarks) or take advantage of the island tiki bar, perfect for entertaining. This home has been completely remediated including structural repairs required after structural inspection. Electric is working in this home and the new air conditioner is up and running. A boater's dream ready with a new boathouse with electric and water at the dock. Don't miss this exceptional opportunity!
Holiday Heights, 5660 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$1,100,000
  • 3 Beds
  • 3 Baths
  • 2,230 SqFt
  • $493/SqFt
Mid-Tier
House for sale in Holiday Heights
5660 Williams Dr, Fort Myers Beach, FL 33931
Home has hurricane damage. 3 bedroom / 3 bath canal home only one lot back from estero bay! Backyard oasis complete with pool and dock lift plus 2-car attached garage! Dock and lift have storm damage. Impact resistant windows and doors throughout. The main entrance features double panel doors with glass inserts, leading to a soaring foyer with a featured brick wall. Once you enter the spacious open main living area, the sliding doors and numerous windows. Home is located in a very quiet neighborhood, with higher elevation than other areas on the island. Current market value report from property appraisers office to renovate is $634, 000 for the 50% permitting substantially damaged homes, this should allow you to renovate back to a beautiful property again. See attachments for further explanation.
Holiday Heights, 5525 Avenida Pescadora Ave, Fort Myers Beach, Florida 33931, image 1
$750,000
  • 3 Beds
  • 2 Baths
  • 1,338 SqFt
  • $561/SqFt
Mid-Tier
House for sale in Holiday Heights
5525 Avenida Pescadora Ave, Fort Myers Beach, FL 33931
Hurricane sale property sold as is . Buyers must sign a hold harmless form before entering the property site. Must be accompanied by realtor. No exception. Must understand 50% rule and do own diligence of rebuild with town of ft myers beach . Before and after photos provided .Before********before*******before******before******before******before**********before boat lovers and beach goers delight! Located south on ft myers beach, on the beautiful avenida pescadora street and waterfront. This well appointed 3 bed 2 bath florida ranch home with pool, lanai, screened enclosure and boat dock and lift, offer the dream seeker, quick gulf access for their watercraft, a wide canal and a quick walk to our famous beach for early morning and sunset strolls. Relax evenings and afternoons on an oversized paver lanai by your own private pool and waterfront. This home has maintained and renovated its old florida pine ceilings to match with its rich cabinets and distinct modern flair. All impact glass except for the rear slider add to convenient protection and security. . Zero landscaping for hassle free maintenance and irrigation. .
Holiday Heights, 5475 Avenida Pescadora, Fort Myers Beach, Florida 33931, image 1
$670,000
  • 2 Beds
  • 2 Baths
  • 1,794 SqFt
  • $373/SqFt
Mid-Tier
House for sale in Holiday Heights
5475 Avenida Pescadora, Fort Myers Beach, FL 33931
Big price decrease for a quick sale! Motivated seller! This gulf-access home is the best value on fort myers beach. Situated on a deep, sailboat-access canal just 15 minutes to the gulf. Concrete block construction with newer windows throughout. 60 foot dock is in great shape with a 10, 000 lb boat lift. Tons of fruit trees and room for pool in the front yard. Hot tub stays for buyer! Add your finishing touches & make this home yours with just a little creativity and tlc!
Holiday Heights, 5690 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$2,350,000
  • 3 Beds
  • 3 Baths
  • 2,187 SqFt
  • $1,075/SqFt
Mid-Tier
House for sale in Holiday Heights
5690 Williams Dr, Fort Myers Beach, FL 33931
Deep-water, gulf-access waterfront home, steps to the beach with deeded beach access — who says you can't have it all? This fort myers beach and boater's dream home has been beautifully updated but still captures the charm of old florida in its design. This open-concept home boasts three bedrooms, all with in-suite baths and a massive great room. Escape into your very own tropical oasis that is the expansive entertainment deck complete with a gigantic pool and four lounging areas, including two with glistening white sand; you could easily turn one into a beach volleyball court or bocce court. Enjoy quick gulf access from your private dock and lift. The inside is decked out in cool coastal tones reminiscent of the azure gulf waters. Entertaining is fun and easy in your new gourmet kitchen outfitted with stainless steel appliances, custom cabinetry and an adjacent wet bar. Pop open the sliders to fully immerse yourself in the indoor/outdoor florida lifestyle. Additional updates include all new baths, new floors, new hardware, lighting fixtures and all new tropical landscaping. Your piece of paradise is here!
Holiday Heights, 5147 Estero Blvd, Fort Myers Beach, Florida 33931, image 1
$1,680,000
  • 3 Beds
  • 2 Baths
  • 1,731 SqFt
  • $971/SqFt
Mid-Tier
House for sale in Holiday Heights
5147 Estero Blvd, Fort Myers Beach, FL 33931
This exceptionally spacious waterfront 3br/2b + family room pool home is right across the street from the gulf & has a gulf view. Our world famous white sand beach is just steps away, along with the most beautiful sunsets imaginable.The canal (with covered dock) has excellent estero bay & gulf of mexico access. The rear of this fun and cheery home faces east, with absolutely delightful sunlight streaming through the home, welcoming each new day with scents of jasmine and frangipani wafting thru the air. The canal front pool and spa are under a screened lanai, with the large outdoor entertainment area perfect for the whole family. With over 3700 total sq. Ft. You will not want for space. The fenced & very private back yard is practically maintenance free. The icing on the cake is that this handsome home is an excellent weekly permitted rental property, furnished with all the extras any guest could want! New windows and doors are hurricane rated (and shutters are available for "insurance")! This mid-island location is close to shopping & dining with easy access off the island. Wonderfully updated home is a super income & investment opportunity & definitely a must see!
Holiday Heights, 5570 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$1,185,000
  • 4 Beds
  • 21/2 Baths
  • 2,070 SqFt
  • $572/SqFt
Mid-Tier
House for sale in Holiday Heights
5570 Williams Dr, Fort Myers Beach, FL 33931
The perfect beach and boating get-away! Four bedrooms and 2 1/2 bath and 2 car garage, metal roof (2017) - impact windows (2018) - fresh paint inside and out. Expansive composite dock with 10, 000 lb boat lift and floating jet ski dock. Major remodel in 1989. The large family room opens into the ac enclosed glass florida room and is overlooking the pool and canal. Kitchen has granite countertops and has views into the great room. Oversized parcel is great for pets and cookouts. Well on property for irrigation, solar heating for the pool. Located on one of the highest elevations on fort myers beach. Just a short walk or bike ride to "feet in the sand" on the beautiful beaches of the gulf of mexico! Also mentionable: southern rear exposure for maximum sunshine, gorgeous trellis area to enjoy your afternoons, a front porch to relax and greet your neighbors in this friendly community. Boaters love that is just 2 minutes into lovely estero bay, then about 15 minutes out to the gulf, and a wide canal to pull your boat in to your boat dock with a refreshed canopy. Just a 1/2 mile to publix grocery and a short bike ride to the pier distict area with many shops and restaurants.
Holiday Heights, 5550 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$750,000
  • 3 Beds
  • 1 Baths
  • 1,264 SqFt
  • $593/SqFt
Mid-Tier
House for sale in Holiday Heights
5550 Williams Dr, Fort Myers Beach, FL 33931
This is not the house that you dreamed about! But, this gulf-access lot on prestigious williams drive, fort myers beach is just waiting for you to build your dream home!! Wide water canal front lot has southern exposure and is approximately .29 acres. Located in the highly sought-after holiday heights community. Boaters dream! Beach access! Check out the aerial photos of the canal, neighborhood & back bay! Within walking distance to cool white sandy beaches, restaurants, shopping etc. After a sunny walk on the beach, imagine enjoying biking to the farmer's market at santini plaza; shopping for groceries at the nearby publix; or meeting friends at the upcoming margaritaville! Or have fun kayaking in the back bay, boating to cayo costa, or fishing in the canal behind your new dream home! Sightseeing at the historic mound house is great. The possibilities are endless! One of the highest elevated areas on the island and is one of the most desirable neighborhoods on fort myers beach.
Holiday Heights, 5320 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$1,999,999
  • 3 Beds
  • 2 Baths
  • 1,727 SqFt
  • $1,158/SqFt
Mid-Tier
House for sale in Holiday Heights
5320 Williams Dr, Fort Myers Beach, FL 33931
Stunning coastal pool home with gulf access canal and boat house! Experience the best of coastal living in this “new new new” remodeled home! The property is situated at the highest elevation in the area, exceeding fema's base flood elevation (bfe) requirements (13ft) for added peace of mind. Enjoy direct gulf access from your private canal, and take advantage of the nearby pristine beaches, vibrant restaurants, and a full-service marina just minutes away. This beautifully newly remodeled home, offers a perfect blend of luxury and convenience. The open-concept interior includes an entertainers gorgeous kitchen, 3 bedrooms, 2 bathrooms, and a wet bar, creating an ideal space for relaxation and entertaining. Everything here is new, with every detail thoughtfully crafted. Don’t miss out on this exceptional opportunity! Step outside to a spacious patio, perfect for outdoor gatherings, with a sparkling pool and fresh landscaping. Whether you're looking to relax by the pool or explore the local amenities, this home provides the ideal coastal lifestyle. With direct gulf access from the canal, enjoy your own boat house and lift, perfect for boating enthusiasts. Located within walking distance to the beach, marina, and local restaurants, this home is truly a coastal gem. The property boasts new landscaping, enhancing its curb appeal, and is situated within walking distance to the beach, marina, and nearby restaurants. Everything here is new, from the design to the details—don’t miss out on this exceptional opportunity!
Holiday Heights, 5440 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$1,399,000
  • 3 Beds
  • 3 Baths
  • 1,913 SqFt
  • $731/SqFt
Mid-Tier
House for sale in Holiday Heights
5440 Williams Dr, Fort Myers Beach, FL 33931
A custom pool is scheduled to be built in the summer of 2024. This stunning 3 bedroom, 3 bathroom property has been completely remodeled to offer an elegant and modern living experience. The renovation includes 100% new electrical wiring & fixtures, plumbing lines & fixtures, a/c system & ductwork, interior doors, custom cabinetry and flooring! Exterior upgrades include a new metal roof, windows & doors & landscaping with sprinkler system. Boasting 1913 square feet of living space, this home features breathtaking design elements and high end finishes throughout. Upon entering, you'll be greeted by a spacious living room with abundant natural light and an open-concept layout that flows seamlessly into the gourmet kitchen. Each of the three bedrooms is generously sized with ample closet space. The bathrooms are outfitted with luxurious fixtures including custom vanities, premium tile work, modern shower finishes and a custom soaking tub in the main master bathroom. Outside, the property features a private patio area that's perfect for enjoying the beautiful florida weather. With its lush landscaping & serene atmosphere, this outdoor space is the perfect place to entertain guests or simply relax!
Holiday Heights, 5670 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$1,890,000
  • 3 Beds
  • 2 Baths
  • 1,754 SqFt
  • $1,078/SqFt
Mid-Tier
House for sale in Holiday Heights
5670 Williams Dr, Fort Myers Beach, FL 33931
Live the pure florida lifestyle with this fully renovated and upgraded home on fort myers beach! A boater's dream with gulf access, located on a deep water lagoon, including a boatlift and captain's walk, you are just 2 houses to the estero bay then just minutes to the gulf! Turnkey furnished and located in the desirable mid-island section on williams dr., you can be a part of the revitalization of fort myers beach. Featuring 3 spacious bedrooms and 2 full bathrooms, this home has been expertly renovated from top to bottom with a metal roof, hurricane impact windows and doors, luxury vinyl flooring throughout, a spacious kitchen with an island, peninsula with seating, white cabinetry, accent tile backsplash, white quartz counters and new stainless appliances. The soaring vaulted ceilings with detail beams throughout lend to the open and airy coastal design. Step outside onto the expansive screened lanai with plenty of room to dine and entertain, plus a large, heated pool. An additional open-air patio with an outdoor kitchen extends the outdoor island living capability. Enjoy sweeping views of the bay and breathtaking sunsets. Making for a great investment, this home has brought in $8-10k monthly when rented. This opportunity is truly one-of-a-kind, don't miss it!
Holiday Heights, 5440 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$1,399,000
  • 3 Beds
  • 3 Baths
  • 1,913 SqFt
  • $731/SqFt
Mid-Tier
House for sale in Holiday Heights
5440 Williams Dr, Fort Myers Beach, FL 33931
A custom pool is scheduled to be built in the summer of 2024. This stunning 3 bedroom, 3 bathroom property has been completely remodeled to offer an elegant and modern living experience. The renovation includes 100% new electrical wiring & fixtures, plumbing lines & fixtures, a/c system & ductwork, interior doors, custom cabinetry and flooring! Exterior upgrades include a new metal roof, windows & doors & landscaping with sprinkler system. Boasting 1913 square feet of living space, this home features breathtaking design elements and high end finishes throughout. Upon entering, you'll be greeted by a spacious living room with abundant natural light and an open-concept layout that flows seamlessly into the gourmet kitchen. Each of the three bedrooms is generously sized with ample closet space. The bathrooms are outfitted with luxurious fixtures including custom vanities, premium tile work, modern shower finishes and a custom soaking tub in the main master bathroom. Outside, the property features a private patio area that's perfect for enjoying the beautiful florida weather. With its lush landscaping & serene atmosphere, this outdoor space is the perfect place to entertain guests or simply relax!
Holiday Heights, 5475 Avenida Pescadora, Fort Myers Beach, Florida 33931, image 1
$799,000
  • 2 Beds
  • 2 Baths
  • 1,800 SqFt
  • $444/SqFt
Mid-Tier
House for sale in Holiday Heights
5475 Avenida Pescadora, Fort Myers Beach, FL 33931
Huge price improvement! Income-producing waterfront gem in fort myers beach welcome to 5475 avenida pescadora, a stunning canal-front home in the desirable holiday heights neighborhood of fort myers beach. This property offers a rare combination of tranquility, charm, and income potential. Currently operating as a full-time vacation rental, it is professionally managed and delivers consistent rental income, making it an ideal investment opportunity or personal retreat. Situated on a deep-water canal, this home boasts a private 60-foot dock with a 10, 000-pound boat lift, providing direct gulf access for boating, fishing, and enjoying the waterways. Inside, the 2-bedroom, 2-bathroom layout is thoughtfully renovated designed with bright, open living spaces that are perfect for relaxation or entertaining. Large windows invite natural light and showcase beautiful water views. The outdoor area is a private oasis with ample room for lounging, dining, and soaking up the southwest florida sunshine. With fort myers beach undergoing exciting redevelopment and growth, this property offers the perfect opportunity to invest in a market poised for future appreciation. Whether you're looking for a turnkey rental property or a waterfront home to enjoy with friends and family, 5475 avenida pescadora offers the best of both worlds. Don’t miss this chance to own a piece of paradise in one of florida’s most desirable coastal communities.
Holiday Heights, 5640 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$5,249,000
  • 5 Beds
  • 41/2 Baths
  • 3,417 SqFt
  • $1,536/SqFt
Mid-Tier
House for sale in Holiday Heights
5640 Williams Dr, Fort Myers Beach, FL 33931
Luxury bayfront estate | expansive bay views & resort-style living! Imagine waking up each morning to panoramic 180° bay views, where the sun rises gracefully over the bay and sets in a blaze of color on the horizon. 30, 000 lb synergy boatlift, 5 ensuites, elevator, 3+ car garage. Nearly every room in this home captures breathtaking views, immersing you in the beauty of coastal living. After sunset, retreat to the dock, the lanai, or your private master deck to watch the stars emerge—on a clear night, hundreds sparkle above, and you may even glimpse rockets launching from cape canaveral. The soothing sound of the distant ocean waves completes the picture of tranquility. The newly remodeled heated saltwater pool and spa create your own private resort. Relax with music or a favorite show on the lanai’s large-screen tv, or gather for a cozy movie night under the stars. With five spacious en-suite bedrooms, the home provides ultimate privacy and comfort for family and guests alike. The open-concept kitchen and dining areas accommodate up to 14, making it perfect for entertaining on any scale. Every detail of this residence is designed for both luxury and function. A 3+ car garage with a newly finished multi-coat polyurea floor offers abundant storage, while numerous large closets ensure everything has its place. Beyond the home, the lush landscape is adorned with fragrant flowering plants and stately palms, creating a true tropical retreat. For the boating enthusiast, the private dock system is unparalleled. Outfitted with a 30, 000 lb. Synergy boat lift and new boathouse roof, a double imm quality pwc lift, fish cleaning station, and 50-amp shore power, it has been fully re-decked with premium azek materials for durability and style. Launch your kayak or paddleboard from the floating ez dock and explore mangrove islands teeming with dolphins, manatees, stingrays, & native birds—even the occasional bald eagle. Quick gulf access means you can reach big carlos pass in about 12 minutes, enjoy a trip to naples or marco island in just over an hour, or head north for a scenic ride to cabbage key. At home, cast a line off the dock for snapper or sheepshead while enjoying the evening migration of ibis or the sight of dolphins gliding by. This smartly equipped residence ensures modern comfort with high-speed mesh wi-fi extending throughout the home, pool deck, and dock. Even while aboard your boat, you can stream video seamlessly. Smart leviton lighting controls, newer appliances—including ge profile washer/dryer, kitchenaid dishwasher, and microwave/convection combo—and thoughtfully included furnishings (7 tvs and more) make this property move-in ready. With deeded neighborhood beach access just a 15-minute stroll away, you’ll also enjoy daily sunset gatherings with neighbors on the white sands of the gulf. This home is more than a residence—it’s an experience of refined coastal living, where every sunrise, sunset, and starry night is yours to savor.
Holiday Heights, 5575 Avenida Pescadora, Fort Myers Beach, Florida 33931, image 1
$2,999,000
  • 3 Beds
  • 3 Baths
  • 2,614 SqFt
  • $1,147/SqFt
Mid-Tier
House for sale in Holiday Heights
5575 Avenida Pescadora, Fort Myers Beach, FL 33931
Waterfront paradise! Magnificient luxury, custom pool home situated on a wide gulf access canal & bay, providing direct access to the picturesque estero bay. This stunning residence boasting 2, 600 sq ft under ac, 3 bedrooms + a den and 3 luxurious bathrooms. Plus an abundance of ground level open space for storage, games and more. With an elevator providing easy access to every level, convenience meets elegance in this modern masterpiece. Whether you’re entertaining guests in the expansive living area with soaring ceilings or stepping into the enchanting allure of your very own private oasis of outdoor living, where a two story screened-in pool cage seamlessly transitions into an inviting outdoor patio overlooking your amazing saltwater pool and spa. This is a boater's dream location! This masterpiece of design and craftsmanship offers an unparalleled waterfront lifestyle. Picture-perfect views await as you step onto the 16, 000 lb boat dock, a testament to the limitless possibilities for aquatic adventure. Whether you’re hosting gatherings with friends and family, soaking up sun by the pool or embarking on nautical escapes, imagine waking up to the tranquil waters of the bay and setting out for a day of boating or simply relaxing on the water’s edge. Offering an amazing four car garage plus storage and a rv electric hookup. With its prime location and breathtaking views, this home is a sanctuary for those who appreciate the finer things in life. With lush surroundings this private oasis is sure to become your favorite spot to savor the fresh air and soak in the tranquility of your surroundings. Every detail of this home exudes luxury, from its impeccable finishes to its thoughtfully designed layout. Experience the epitome of waterfront living and make this magnificent custom home your own. Situated walking distance to the marina, bars, restaurants, shops and more. Easy access to the south end of fmb via lovers key, offers relaxing rides to the airport and bonita springs & naples restaurants. Welcome home to the ultimate blend of luxury, comfort, and waterfront bliss.
Holiday Heights, 5146 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$965,000
  • 0.22 Acres
  • $4,386,364/Acre
Mid-Tier
Land for sale in Holiday Heights
5146 Williams Dr, Fort Myers Beach, FL 33931
A rare canal lot in the mid-island, holiday heights neighborhood with western rear exposure for spectacular sunsets. This approx 9500 sq/ft lot is steps from the neighborhood’s deeded beach access. With almost 80ft of canal frontage, you can set out for the bay or gulf in your boat, kayak, paddle board, or jet ski right from your backyard. Additionally, publix and restaurants are all within easy walking/biking distance. Many of the homes in the neighborhood have already been restored and/or rebuilt. Fantastic neighborhood! This location is desired by both locals and visitors for its easy beach access, beautiful homes, walkability, convenience and boat-oriented lifestyle. Building your dream home will not only give you exactly what you want but will also save on insurance expense!
Holiday Heights, 5575 Avenida Pescadora, Fort Myers Beach, Florida 33931, image 1
$3,199,000
  • 3 Beds
  • 3 Baths
  • 2,614 SqFt
  • $1,224/SqFt
Mid-Tier
House for sale in Holiday Heights
5575 Avenida Pescadora, Fort Myers Beach, FL 33931
Waterfront paradise! Magnificient luxury, custom pool home situated on a wide gulf access canal & bay, providing direct access to the picturesque estero bay. This stunning residence boasting 2, 600 sq ft under ac, 3 bedrooms + a den and 3 luxurious bathrooms. Plus an abundance of ground level open space for storage, games and more. With an elevator providing easy access to every level, convenience meets elegance in this modern masterpiece. Whether you’re entertaining guests in the expansive living area with soaring ceilings or stepping into the enchanting allure of your very own private oasis of outdoor living, where a two story screened-in pool cage seamlessly transitions into an inviting outdoor patio overlooking your amazing saltwater pool and spa. This is a boater's dream location! This masterpiece of design and craftsmanship offers an unparalleled waterfront lifestyle. Picture-perfect views await as you step onto the 16, 000 lb boat dock, a testament to the limitless possibilities for aquatic adventure. Whether you’re hosting gatherings with friends and family, soaking up sun by the pool or embarking on nautical escapes, imagine waking up to the tranquil waters of the bay and setting out for a day of boating or simply relaxing on the water’s edge. Offering an amazing four car garage plus storage and a rv electric hookup. With its prime location and breathtaking views, this home is a sanctuary for those who appreciate the finer things in life. With lush surroundings this private oasis is sure to become your favorite spot to savor the fresh air and soak in the tranquility of your surroundings. Every detail of this home exudes luxury, from its impeccable finishes to its thoughtfully designed layout. Experience the epitome of waterfront living and make this magnificent custom home your own. Situated walking distance to the marina, bars, restaurants, shops and more. Easy access to the south end of fmb via lovers key, offers relaxing rides to the airport and bonita springs & naples restaurants. Welcome home to the ultimate blend of luxury, comfort, and waterfront bliss.
Holiday Heights, 5475 Avenida Pescadora, Fort Myers Beach, Florida 33931, image 1
$775,000
  • 2 Beds
  • 2 Baths
  • 1,800 SqFt
  • $431/SqFt
Mid-Tier
House for sale in Holiday Heights
5475 Avenida Pescadora, Fort Myers Beach, FL 33931
Prime waterfront turnkey coastal cottage located in the highly desirable holiday heights neighborhood! This beautifully renovated canal-front home combines charm, peaceful surroundings, and impressive investment potential. Positioned on a deep-water canal, the home features a private 60-foot dock with a 10, 000-pound boat lift, offering direct gulf access—perfect for boating, fishing, or exploring southwest florida’s scenic waterways. Inside, the home boasts a bright and open floor plan and expansive windows that fill the space with natural light and showcase stunning water views. You will love cooking your favorite meals in this updated kitchen with ss appliances and low maintenance flooring! The living and dining room layout is designed for easy and effortless living. Enjoy entertaining in the game room that includes a pool table, sitting area and tv. Conveniently designed with two stylish updated bathrooms for two bedrooms for you and your guests. The home also features an updated hvac and tankless water heater! Outside, you’ll find a private backyard oasis, complete with space for lounging and enjoying the florida sunshine. Also, a connected garage for extra storage and space for all your beach toys. Currently operating as a full-time vacation rental, this property is professionally managed and generates consistent rental income, making it an exceptional opportunity for investors or those seeking a personal waterfront retreat. Close to restaurants, retail shopping, publix along with ongoing growth of fort myers beach!
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11

100
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Somewhat Bikeable. Minimal bike infrastructure
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