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$7,499,000
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Property Description
There is a quieter side of Anna Maria Island that not everyone experiences. At 242 Oak Avenue, life unfolds in a way that feels entirely your own. Tucked away from the crowds, this rare waterfront retreat is designed for stillness, privacy, and uninterrupted views across Bimini Bay. With no neighboring rooftops competing for your attention, the setting is defined by open water, coastal breezes, and the natural rhythm of island life. Positioned on a remarkable triangular parcel with over 500 feet of water frontage, this gated, elevated residence offers water views from every room. The open-concept design creates a seamless connection between indoor and outdoor living, anchored by a dramatic great room with vaulted ceilings and expansive glass doors that disappear into the walls, opening to an oversized covered lanai. The chef's kitchen is thoughtfully designed with custom imported cabinetry and distinctive finishes, flowing effortlessly into both formal dining and outdoor entertaining spaces. Just beyond, the lanai becomes a true extension of the home, complete with a full outdoor kitchen, Teppanyaki dining, fire table, lounge areas, and a whirlpool spa, all set against panoramic bay views. The main residence features two luxurious primary suites with private ensuites, while a separate guest house, connected by a covered bridge, offers two additional bedrooms, a full bath, and kitchenette, creating an ideal private retreat for family and guests. Outdoor living continues at every level. A resort-style pool with fire and water features is surrounded by lush tropical landscaping, leading to a private waterfront fire pit along your own sandy shoreline. For boating enthusiasts, the property is equally exceptional, featuring a 60-foot dock, 12,000 lb. boat lift, and direct access to Tampa Bay and the Gulf of Mexico. Now offered with a significant $500,000 price adjustment, this is a rare opportunity to secure one of the island's most distinctive waterfront estates. This pricing opportunity is available for a limited time through April 15, 2026.
Full Property Details
Full Property Details for 242 Oak Ave
General
- Price: $7,499,000
- Taxes: $55,382 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4668575
- Updated: 3/25/2026
- Added to Site: 155 day(s) ago
Rental Information
- Min. Lease: 1-7 Days
Interior
- Number of Rooms: 12
- Interior Features: Built-in Features, Ceiling Fan(s), Central Vacuum, Crown Molding, Elevator, High Ceilings, Open Floorplan, Other, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
- Fireplace: Yes
- Fireplace(s): Gas, Living Room, Ventless
- Appliances: Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
- Furnishings: Partially
- Flooring: Tile, Travertine, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Auto Cleaner, Deck, Gunite, Heated, In Ground, Lighting, Outside Bath Access, Tile
- Spa: Yes
- Spa Description: Heated, In Ground
- Security/Safety: Closed Circuit Camera(s), Security System, Security System Owned, Smoke Detector(s)
Exterior
- Exterior Features: Balcony, Courtyard, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Sprinkler Metered
- Deck/Patio: Covered, Deck, Enclosed, Patio, Porch, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Deck, Enclosed, Patio, Porch, Rear Porch, Scree
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Garage Door Opener, Golf Cart Parking, Split Garage, Workshop in Garage
Location
- Area: 34216 - Anna Maria
- County: Manatee
- Development Name: 34216 - Anna Maria
- Subdivision: BIMINI BAY ESTATES
- Driving Directions: State road 64/Manatee Avenue to Anna Maria Island. Turn right onto Gulf Drive. When you get to Holmes Beach, turn right onto Marina Drive. Continue until street turns into Gulf Drive. Right on Oak Avenue. House is at the end of the street. Do not enter unless gate has been opened by the listing agent.
- Direction Faces: South
School Information
- Elementary School: Anna Maria Elementary
- Middle School: Martha B. King Middle
- High School: Manatee High
Community
- Community Name: 34216 - Anna Maria
- Pet Restrictions: Please refer to the City of Anna Maria for pet codes and regulations.
Heating & Cooling
- Cooling Type: Central Air, Humidity Control, Zoned
- Heating Type: Electric, Heat Pump
Utilities
- Sewer: Public Sewer
- Water District: BIMINI BAY
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Propane, Public, Sewer Connected, Sprinkler Meter, Underground Utilities, Water Connected
Structural Information
- Architectural Info: Coastal, Contemporary, Courtyard, Custom
- Architectural Style: Coastal, Contemporary, Courtyard, Custom
- Exterior Const.: Block, Concrete, HardiPlank Type, Stucco
- Roof: Concrete, Tile
- Common Walls: End Unit
- Windows: Blinds, ENERGY STAR Qualified Windows, Low-Emissivity Windows, Shades, Shutters, Storm Window(s), Thermal Windows, Window Treatments
- Stories/Levels: Two
- Square Feet: 3,722
- Sq. Ft. Source: Owner
- Year Built: 2020
Additional Structures
- Other Structures: Guest House, Outdoor Kitchen
Lot Features
- Property View: Water
- Lot Size (Acres): 0.37
- Lot Size (Sq. Ft.): 18,590
- Lot Size: 18590
- Lot Dimensions: 113 x 144
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced, Vinyl
Water Features
- Water Front: Yes
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Bay/Harbor, Canal - Saltwater, Gulf/Ocean, Gulf/Ocean to Bay
- Water Extras: Yes
- Water Front Name: BIMINI BAY
- Water Front Desc.: Bay/Harbor, Canal Front
Green Features
- Energy Efficient: Construction, HVAC, Insulation, Roof, Thermostat, Windows
- Indoor Air Quality: Whole House Vacuum System
Financial Considerations
- Tax Amount: $55,382
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 18, ALSO; BEG AT THE INTERSEC OF THE N LN OF LOT 18 IN SD BIMINI BAY ESTATES & THE E LN OF SEC 18, THENCE N ALG SD SEC LN 86.80 FT TO A PT WHERE THE NWLY LN OF LOT 18 PROJ N EASTWARDLY WOULD INTERSEC SD SEC LN; THENCE S 38 DEG 50 MIN W ALG SD PRO J LN 101.82 FT, THENCE ALG THE N LN OF SD LOT, S 83 DEG 19 MIN E, 64.28 FT TO POB, RIP RTS BIMINI BAY ESTATES
- Flood Zone Info: AE
- APN: 7046300005
- Property ID: 7046300005
Listed by Michael Saunders & Company
Get Pre-Approved Today
Schools
Schools serving 242 Oak Ave
School District:Manatee County School District
| Name | Grades | Distance |
|---|---|---|
Anna Maria Elementary School 4700 Gulf Drive, Holmes Beach, FL 34217 | PK-5 | 2 mi |
Martha B. King Middle School 600 75th Street Northwest, Bradenton, FL 34209 | 6-8 | 5.8 mi |
Manatee High School 902 33rd Street Court West, Bradenton, FL 34205 | 9-12 | 8.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 242 Oak Ave
Date
Details
Price
Change
Source
3/17/2026
Price Reduced
$7,499,000
-6.25%
MLS
10/22/2025
Listed
$7,999,000
539.92%
MLS
3/29/2018
Sold
$1,250,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 242 Oak Ave
Year
Property Taxes
Change
Tax Assessment
Change
2024
$56,030
—
$4,307,045
-12%
2024
$56,030
—
$4,898,490
-1%
2023
$56,270
57%
$4,937,502
126%
2021
$35,907
-21%
$2,180,642
-37%
2022
$45,173
26%
$3,479,715
483%
2021
$35,907
228%
$597,210
—
2019
$10,961
156%
$597,210
110%
2017
$4,288
—
$284,054
2%
2017
$4,288
—
$278,212
2%
2016
$4,274
—
$272,490
1%
2015
$4,262
2%
$270,596
1%
2014
$4,199
1%
$268,448
1%
2013
$4,177
—
$264,481
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 242 Oak Ave
242 Oak Avenue, Anna Maria, FL 34216 (MLS# A4668575) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 242 Oak Avenue is currently listed for $7,499,000 and was received on October 22, 2025. Want to learn more about 242 Oak Avenue? Do you have questions about finding other Single Family real estate for sale in Anna Maria? You can browse all Anna Maria real estate or contact a Coldwell Banker agent to request more information.

