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Street View
$5,250,000
Monthly Est:$26,131
4 Beds
- 5 Baths
5 full baths
2,980sqft
106 81st Street, Holmes Beach, FL 34217
$5,250,000
$26,131/moEst:
Get Pre-Approved
Single Family Residence
Built in 2017
$-- HOA
8,320 sqft lot
$1,762/sq.ft
Description
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.
- Houzeo last checked: 13 minutes ago
- Listing updated: September 17, 2026 at 12:41 pm
- Listing Provided by: Charles Buky (941) 228-6086 | COLDWELL BANKER REALTY (941) 383-6411
- Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: A4706045

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
2017
HOA Fees
-
Finished Area
2,980 sqft
Lot Size
8,320 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
A4706045
MLS Status
Active
Days on Market
53
Cumulative Days on Market
2

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 5
Great Room
Level: Second
Area: 700.00 Square Feet
Dimensions: 25x28
Kitchen
Level: Second
Area: 168.00 Square Feet
Dimensions: 12x14
Primary Bedroom
Level: Third
Area: 252.00 Square Feet
Dimensions: 14x18
Interior
Exterior Features
Balcony, Lighting, Outdoor Kitchen, Outdoor Shower, Storage
Sewer
Public Sewer
Cooling
Central Air
Appliances
Bar Fridge, Dishwasher, Disposal, Dryer, Range, Refrigerator, Washer, Wine Refrigerator
Window Features
Blinds, Thermal Windows
Heating
Central
Interior Features
Cathedral Ceiling(s), Ceiling Fans(s), Central Vaccum, Elevator, Solid Surface Counters, Solid Wood Cabinets, Vaulted Ceiling(s), Walk In Closet(s)
Flooring
Tile
Construction
Year Built
Year Built: 2017
Home type
Single Family Residence
Foundation Details
Slab
Construction Materials
Block, Stucco, Frame
Roof
Metal
Utilities & Energy
Utilities
Cable Connected, Public
Pool Features
Gunite, Heated, In Ground
Security Features
Smoke Detector(s)
Laundry Features
Inside
Water Source
Public
Parking Features
Garage Door Opener, Golf Cart Parking
Other Features
Lot Features
Flood Zone, Oversized Lot, Paved
Subdivision Name
Holmes Beach Dev 1st Unit
Patio And Porch Features
Covered, Deck, Patio, Porch
Price History
| Date | Event | Price |
|---|---|---|
09/15/2026 Source: | Listed for Sale | $5,250,000 +11.77% $1,762/sqft |
11/13/2024 Source: | Price Decreased | $4,697,000 -5.97% $1,576/sqft |
06/20/2024 Source: | Sold | $4,995,000 -9.10% $1,676/sqft |
08/26/2022 Source: | Price Decreased | $5,495,000 -8.42% $1,844/sqft |
04/15/2022 Source: | Price Increased | $5,999,999 +76.73% $2,013/sqft |
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Based on information from Stellar MLS® through Nov 08, 2026, 07:45AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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