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106 81st St, Holmes Beach, FL 34217
106 81st St, Holmes Beach, FL 34217 Street View
106 81st St, Holmes Beach, FL 34217 Street View

106 81st St Holmes Beach, FL 34217

$5,250,000

ACTIVE
Beds
4
Baths
5
Sqft
2,980
Acres
0.19
Year
2017
Days on Site
1 Hour
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$1,762
Date Listed
Sep 15, 2026

Description of 106 81st St, Holmes Beach, FL 34217

Listing details for 106 81st St, Holmes Beach, FL 34217 : One of the most distinctive residences on Anna Maria Island, this exceptional coastal home is a true celebration of thoughtful design, effortless entertaining, and spectacular Gulf views. Just steps from the shoreline and the island’s world-renowned beaches, this four-bedroom retreat was designed as a private haven for family and guests, with every detail carefully considered. An established and successful vacation rental, the property grosses over $350,000 annually, offering an exceptional opportunity for both personal enjoyment and investment. Three expansive travertine terraces create extraordinary outdoor living spaces, each offering its own unique setting. The second-level covered terrace features a fully equipped summer kitchen with grill, sink, and ice machine, overlooking the large heated pool and spa. The third-level terrace is open to the sky and furnished with a fire pit, creating the perfect place to gather while taking in unobstructed views of the Gulf of Mexico. Above it all, the rooftop terrace offers breathtaking panoramic views stretching from the Gulf to the Skyway Bridge. Every level is easily accessible by elevator or stairs. Designed for both luxury and efficiency, the home features more than 9,000 watts of solar power, offering exceptional performance with low-maintenance coastal living. The ground level includes two garages—one oversized two-car garage and a separate garage ideal for a golf cart, beach equipment, water toys, or owner storage. The second level showcases an inviting living and great room, dining area, and gourmet kitchen, with French doors opening directly to the covered terrace and summer kitchen. The kitchen is appointed with state-of-the-art appliances and a wine cooler, perfectly suited for both intimate gatherings and larger-scale entertaining. The thoughtfully designed bedroom layout offers four private en-suite retreats. Two are located on the second level alongside an office/media room, while the third level features the home’s expansive primary suite and an additional guest suite. From its exceptional outdoor living spaces and sweeping Gulf views to its sophisticated interiors, impressive energy features, and proven rental history, this extraordinary Anna Maria Island residence offers a rare opportunity to experience island living at its finest.
Listing Updated : 09-15-2026 at 2:20 PM EDT
Listing Provided By : Charles Buky, 941-383-6411, COLDWELL BANKER REALTY
Source :

Stellar MLS as distributed by MLS GRID, MLS#: MFRA4706045

For more information on this listing contact us at (727) 533-5815

Property History

DateEventPrice
9/15/2026
Listed for sale
$5,250,000 +11.8%
$1,762/sqft
Source:Stellar MLS #MFRA4706045
11/12/2024
Sold
$4,697,000 -20.3%
$1,576/sqft
Source:Stellar MLS #MFRA4591475
12/5/2023
Listed for sale
$5,895,000 +123.7%
$1,978/sqft
Source:Stellar MLS #MFRA4591475
5/31/2017
Sold
$2,635,000 -12%
$884/sqft
Source:Stellar MLS #MFRA4179248
3/14/2017
Listed for sale
$2,995,000 +199.5%
$1,005/sqft
Source:Stellar MLS #MFRA4179248
1/29/2016
Sold
$1,000,000 -9%
$336/sqft
Source:Stellar MLS #MFRA4137241
11/15/2015
Listed for sale
$1,099,000
$369/sqft
Source:Stellar MLS #MFRA4137241

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Based on information submitted to the MLS GRID as of 2026-09-15. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information

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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

For more information on this listing contact us at (727) 533-5815