106 81ST STREET
HOLMES BEACH, FL, 34217
$5,250,000
4 Beds
5 Baths
2,980 SqFt
0.19 Acres
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MLS #A4706045 image #0
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.

Property Details

Price:
$5,250,000
MLS #:
A4706045
Status:
Active
Beds:
4
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
HOLMES BEACH DEV 1ST UNIT
Neighborhood:
34217holmesbeachbradentonbeach
Listed Date:
Sep 15, 2026
Finished Sq Ft:
2,980
Total Sq Ft:
5,164
Lot Size:
8,320 sqft / 0.19 acres (approx)
Year Built:
2017
Pool34217 – Holmes Beach/bradenton Beach34217holmesbeachbradentonbeachHolmes Beach Dev 1st Unit1 Week

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Schools

Interior

Appliances
Bar Fridge, Dishwasher, Disposal, Dryer, Range, Refrigerator, Washer, Wine Refrigerator
Bathrooms
5 Full Bathrooms
Cooling
Central Air
Flooring
Porcelain Tile
Heating
Central
Interior Features
Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Elevator, Solid Surface Counters, Solid Wood Cabinets, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry Features
Inside
Levels
Three Or More

Exterior

Attached Garage YN
1
Construction Materials
Block, Stucco, Wood Frame
Covered Spaces
2
Direction Faces
South
Exterior Features
Balcony, Irrigation System, Lighting, Outdoor Kitchen, Outdoor Shower, Sliding Doors, Storage
Fencing
Fenced
Garage Spaces
2
Lot Features
FloodZone, Oversized Lot
Other Structures
Outdoor Kitchen, Storage
Parking Features
Garage Door Opener, Golf Cart Parking
Patio And Porch Features
Covered, Deck, Patio, Porch
Roof
Metal
Security Features
Smoke Detector(s)
Spa Features
Heated
View
Pool, Water
Window Features
Blinds, Thermal Windows

Financial

Tax Year
2025
Taxes
$6,847

Map

Community

Subdivisions in HOLMES BEACH

Market Summary

Current real estate data for Single Family in HOLMES BEACH as of Oct 19, 2026
76
Single Family Listed
166
Avg DOM
986
Avg $ / SqFt
$2,145,695
Avg List Price

Property Summary

    Located in the HOLMES BEACH DEV 1ST UNIT subdivision, 106 81ST STREET HOLMES BEACH FL is a Single Family for sale in HOLMES BEACH, FL, 34217. It is listed for $5,250,000 and features 4 beds, 5 baths, and has approximately 2,980 square feet of living space, and was originally constructed in 2017. The current price per square foot is $1,762. The average price per square foot for Single Family listings in HOLMES BEACH is $986. The average listing price for Single Family in HOLMES BEACH is $2,145,695. To schedule a showing of MLS#a4706045 at 106 81ST STREET in HOLMES BEACH, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.

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106 81ST STREET
HOLMES BEACH, FL