5256 Estero Boulevard, Fort Myers Beach, FL 33931
For Sale $11,000,000
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A boutique beach resort treasure spanning more than half an acre of Gulf-front property—this is the kind of holding that instantly captivates and is almost never available. This rare assemblage includes two Gulf-front single-family homes with a combined 8 bedrooms, 6½ baths, and over 4,500 square feet of living space, together with a large multi-family parcel stretching back to Estero Boulevard. United, they form an irreplaceable gulf-to-boulevard footprint with the scale, frontage, and depth to create something extraordinary. The beachfront homes at 5256 and 5266, structurally cleared and ready for their next chapter, anchor the site directly on the sand. Just behind them, 5250 Estero adds boulevard visibility and development strength, unlocking the ability to craft a boutique resort, private retreat, or iconic residential compound that stands apart on the island. For those who want to take it even further, this package can be combined with the adjoining 5300 Estero assemblage—together spanning nearly 1.25 acres and 210 feet of Gulf frontage, stretching seamlessly back to Estero Boulevard. United, they create one of the most commanding continuous holdings on the island, perfectly suited for a boutique resort or a legacy estate that will define the new era of Fort Myers Beach. With Fort Myers Beach surging forward in its renewal at a velocity like no one has ever seen before, holdings of this size and character are vanishing. This gulf-to-Estero treasure is not just to be admired—it is to be claimed. The buyer who steps forward now will secure one of the island’s defining addresses, a property destined to deliver both pride of ownership and long-term value.
Family Dining Room
Living Dining Room
None
Other
Upper Level Primary
None
Taxes: $20,006.17
Tax Year: 2024
None
Y
Gulf
Building Description: Other, Two Story, See Remarks
MLS Area: Fb04 - Avenida Pescadora To S.bd
Total Square Footage: 4,579
Total Floors: 2
Water: Public
Construction: Vinyl Siding, Wood Frame
Date Listed: 2025-08-27 12:47:41
Furnished: Unfurnished
Windows: Double Hung
Garage Spaces: 0
Flooring: Tile
Roof: Metal
Heating: Central, Electric
Cooling: Central Air, Electric
Security: None
Irrigation: None
Pets: Yes
Sewer: Public Sewer
Lot Desc.: Multiple Lots, Oversized Lot
Amenities: None
Listing Courtesy Of: Premiere Plus Realty Company
beach.realtor11@gmail.com
A boutique beach resort treasure spanning more than half an acre of Gulf-front property—this is the kind of holding that instantly captivates and is almost never available. This rare assemblage includes two Gulf-front single-family homes with a combined 8 bedrooms, 6½ baths, and over 4,500 square feet of living space, together with a large multi-family parcel stretching back to Estero Boulevard. United, they form an irreplaceable gulf-to-boulevard footprint with the scale, frontage, and depth to create something extraordinary. The beachfront homes at 5256 and 5266, structurally cleared and ready for their next chapter, anchor the site directly on the sand. Just behind them, 5250 Estero adds boulevard visibility and development strength, unlocking the ability to craft a boutique resort, private retreat, or iconic residential compound that stands apart on the island. For those who want to take it even further, this package can be combined with the adjoining 5300 Estero assemblage—together spanning nearly 1.25 acres and 210 feet of Gulf frontage, stretching seamlessly back to Estero Boulevard. United, they create one of the most commanding continuous holdings on the island, perfectly suited for a boutique resort or a legacy estate that will define the new era of Fort Myers Beach. With Fort Myers Beach surging forward in its renewal at a velocity like no one has ever seen before, holdings of this size and character are vanishing. This gulf-to-Estero treasure is not just to be admired—it is to be claimed. The buyer who steps forward now will secure one of the island’s defining addresses, a property destined to deliver both pride of ownership and long-term value.
Property Details
Price: $11,000,000
Sq Ft: 4,579
($2,402 per sqft)
Bedrooms: 6
Bathrooms: 8
City: Fort Myers Beach
County: Lee
Type: Single Family
Development: Gulf Heights
Acres: 0.54
Year Built: 1990
Listing Number: 225068413
Status Code: A-Active
Taxes: $20,006.17
Tax Year: 2024
Garage:
Furnishings: Unfurnished
Pets Allowed: Yes
Interior Features:
Family Dining Room
Living Dining Room
None
Other
Upper Level Primary
Amenities:
None
Financial Information:
Taxes: $20,006.17
Tax Year: 2024
Exterior Features:
None
View:
Y
Waterfront Description:
Gulf
Additional Information:
Building Description: Other, Two Story, See Remarks
MLS Area: Fb04 - Avenida Pescadora To S.bd
Total Square Footage: 4,579
Total Floors: 2
Water: Public
Construction: Vinyl Siding, Wood Frame
Date Listed: 2025-08-27 12:47:41
Furnished: Unfurnished
Windows: Double Hung
Garage Spaces: 0
Flooring: Tile
Roof: Metal
Heating: Central, Electric
Cooling: Central Air, Electric
Security: None
Irrigation: None
Pets: Yes
Sewer: Public Sewer
Lot Desc.: Multiple Lots, Oversized Lot
Amenities: None
Map of 5256 Estero Boulevard, Fort Myers Beach, FL 33931
Listing Courtesy Of: Premiere Plus Realty Company
beach.realtor11@gmail.com