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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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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!
Holiday Heights, 5575 Avenida Pescadora, Fort Myers Beach, Florida 33931, image 1
$3,400,000
  • 3 Beds
  • 3 Baths
  • 2,614 SqFt
  • $1,301/SqFt
Mid-Tier
House for sale in Holiday Heights
5575 Avenida Pescadora, Fort Myers Beach, FL 33931
Attention boaters! Spectacular custom-built home on wide canal to estero bay. Easy flowing floorplan offers over 7000 sq ft total area 3 bedrooms and 3 baths plus den with private elevator. The primary suite features walk out to balcony, luxurious bath and two walk in closets. Kitchen is open to floorplan and perfect for entertaining. Natural light in the great room combines dining and gathering space under soaring ceilings. Amazing outdoor patio, secluded saltwater pool and spa surrounded by a 2-story pool cage. No expense spared and no detail overlooked. Watch the dolphins play from the outdoor patio. Lower level offers huge space for entertaining and opens to the pool area which leads to an amazing backyard with dock and 16, 000 pound boat lift. Ask to see new dock plan attached. Bayside channel gives quick access to the open waters of the gulf of mexico or short cruise to the marinas, bars and restaurants on the famous north end estero island. Recently updated upper deck, modern balcony, landscaping, fence, pool cage. *hardie board fiber cement siding. 4 car garage plus storage for cars, tools and toys.
Holiday Heights, 5455 Avenida Pescadora, Fort Myers Beach, Florida 33931, image 1
$995,000
  • 2 Beds
  • 21/2 Baths
  • 1,513 SqFt
  • $658/SqFt
Mid-Tier
House for sale in Holiday Heights
5455 Avenida Pescadora, Fort Myers Beach, FL 33931
Remodeled beach home villa on canal with new boat lift , jet ski lifts , florida room . Has it all! Low insurance in place, full coverage. No damage or water damage from recent storms ! This “elevated street and well built home had minimal damage from ian , and is on “the highest elevation area and street of the island”. Easy walk to beach and gulf of mexico . Make your dreams come true ! New quartz counters and granite with top grade cabinets, and new appliances. Just show up and enjoy, don't forget to bring your boat. Easy walk to beach, and gulf of mexico sunsets. This 2 bedroom , 2.5 bath home opens to great pool and canal area. Great boating on the gulf of mexico ! Florida room opens to pool and lanai! Zero scape yard is easy to maintain. This open floor plan has , instant hot water central vacuum, with a new hvac , also a new pool pump , and heater, great metal roof had no damage! The terrazzo marble floor re-surfaced and is beautiful ! Just planted some new palm trees. Storm shutters for all windows and doors. Windows thermo pane , aluminum framed , insulated. Bring your jet skis and boat and enjoy life at this beautiful villa on the island! Rents out monthly to bring in an income for you! One of the "highest elevation on island " , owner has insurance at "low cost ", (flood ins is only $4751.00) will share information. Low maintenance home ! No stairs in this great home !!!
Holiday Heights, 5630 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$1,849,000
  • 2,363 SqFt
  • $782/SqFt
Mid-Tier
House for sale in Holiday Heights
5630 Williams Dr, Fort Myers Beach, FL 33931
Paradise awaits!! Big boaters bayfront dream! This oversized waterfront lot offers direct gulf access on the prestigious estero bay aquatic preserve. 11, 230 sq ft with 95 ft of bay frontage and 155 ft depth is an idyllic location to re-build your dream home. A perfect setting to watch the dolphins and manatees play from your very own dock. Get lost in your own sunshine daydream with sweeping bay views and 95’ feet of seawall, this remarkable lot presents the perfect opportunity to build your dream home. Located on a quiet cul-de-sac at one of the highest elevations on the island, in the highly desirable holiday heights neighborhood. A short stroll to your deeded beach access or nearby marina and grocery store. This one-of-a-kind lot offers the opportunity to create your own coastal living 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 entertainment 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! Come be a part of the fort myers beach renaissance. Onsite multiple builder introductions are available.
Holiday Heights, 5157 Estero Blvd, Fort Myers Beach, Florida 33931, image 1
$1,500,299
  • 0.34 Acres
  • $4,412,644/Acre
Mid-Tier
Land for sale in Holiday Heights
5157 Estero Blvd, Fort Myers Beach, FL 33931
Exclusive fort myers beach lot with unobstructed gulf of mexico views rarely does an opportunity like this come along. This prime waterfront lot, located in the highly sought-after and exclusive area of fort myers beach, offers magnificent, unobstructed views of the gulf of mexico, making it the perfect canvas to build your dream coastal retreat. Unobstructed gulf of mexico views. Breathtaking, panoramic views of the gulf’s shimmering waters and stunning sunsets, offering an unrivaled setting for your future home. Seawall & dock – already in place, the seawall ensures stability and protection, while the private dock offers direct access to the gulf of mexico, perfect for boating, fishing, or simply enjoying the water. Direct gulf access – with immediate access to the gulf, this lot offers an ideal location for avid boaters and water enthusiasts, allowing you to enjoy everything the gulf coast has to offer right from your backyard. Exclusive fort myers beach location – situated in one of the most desirable areas of fort myers beach, this lot provides both privacy and convenience, with easy access to local shops, restaurants, and the beach. Prime development opportunity, whether you’re envisioning a luxurious waterfront estate or a serene vacation getaway, this lot offers endless possibilities for customization and development. Don’t miss your chance to make this spectacular property your own!
Holiday Heights, 5630 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$1,794,499
  • 3 Beds
  • 2 Baths
  • 2,363 SqFt
  • $759/SqFt
Mid-Tier
House for sale in Holiday Heights
5630 Williams Dr, Fort Myers Beach, FL 33931
This oversized waterfront lot offers direct gulf access on the prestigious estero bay aquatic preserve. 11, 230 sq ft with 95 ft of bay frontage and 155 ft depth is an idyllic location to build new elevated 2 story or 3 story bay front home. A perfect setting to watch the dolphins and manatees play from your very own dock. Paradise awaits!! Big boaters bayfront dream! Get lost in your own sunshine daydream with sweeping bay views and 95’ feet of seawall, this remarkable lot presents the perfect opportunity to build your dream home. Located on a quiet cul-de-sac at one of the highest elevations on the island, in the highly desirable holiday heights neighborhood. A short stroll to your deeded beach access or nearby marina and grocery store. This one-of-a-kind lot offers the opportunity to create your own coastal living 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 entertainment 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! Come be a part of the fort myers beach renaissance. Onsite multiple builder introductions are available.
Holiday Heights, 5320 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$1,699,000
  • 3 Beds
  • 2 Baths
  • 1,727 SqFt
  • $984/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!
Holiday Heights, 5650 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$2,900,000
  • 3 Beds
  • 3 Baths
  • 2,326 SqFt
  • $1,247/SqFt
Mid-Tier
House for sale 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, it features an open-concept kitchen, dining room, and great room, complemented by a wall of sliding glass doors and screened lanai that overlooks estero bay as well as the front garden. The swimming pool has 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. Enjoy your time sitting on the pier while watching dolphins playing in the water. The screened pool cage has recently 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, 5455 Avenida Pescadora, Fort Myers Beach, Florida 33931, image 1
$1,150,000
  • 2 Beds
  • 21/2 Baths
  • 1,513 SqFt
  • $760/SqFt
Mid-Tier
House for sale in Holiday Heights
5455 Avenida Pescadora, Fort Myers Beach, FL 33931
Canal front , pool, beach house! Finished , now move in ready! Make your dreams come true ! New quartz counters and granite with top grade cabinets, and new appliances. Just show up and enjoy, don't forget to bring your boat. Easy walk to beach, and gulf of mexico sunsets. This 2 bedroom , 2.5 bath home opens to great pool and canal area. Great boating on the gulf of mexico ! Florida room opens to pool and lanai! Zero scape yard is easy to maintain. This open floor plan has , instant hot water central vacuum, with a new hvac , also a new pool pump , and heater. The terrazzo marble floor re-surfaced and is beautiful ! Just planted some new palm trees. Storm shutters for all windows and doors. Windows thermo pane , aluminum framed , insulated. Shower in garage. Lift and dock repaired, has jet ski docks ! This * villa on avp * can be yours!
Holiday Heights, 5660 Williams Dr, Fort Myers Beach, Florida 33931, image 1
$1,340,000$55K
  • 3 Beds
  • 3 Baths
  • 2,264 SqFt
  • $592/SqFt
Mid-Tier
House for sale in Holiday Heights
5660 Williams Dr, Fort Myers Beach, FL 33931
Oversized premium lot with stunning estero bay views and direct gulf access. Nestled in a top neighborhood, perfect for boaters and nature lovers. Minutes from beaches, dining, and shopping. Sold as-is for lot value—build your dream home in paradise!
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Walk Score®
Car-Dependent. Almost all errands require a car
11

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
46

100
Sound Score®
Very loud
73

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
32

100
Local Score
Limited local amenities nearby
0

100

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