
$7,445,000
242 Oak Avenue
Anna Maria, FL 34216
Listing updated: October 2, 2026 at 11:26 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
Come sit on the lanai at this stunning property and you will realize just how different it is from anything else on Anna Maria Island. Set behind gates, tropically landscaped and surrounded by water on three sides, this very private property has only changed hands once in nearly 60 years. It is located on one of the most desirable beach access streets, yet feels remarkably removed from neighboring properties. This four-bedroom family home was constructed in 2020 and engineered to exceed the latest hurricane standards with the safety and security of a concrete elevated home. It was built as an upscale residence, for those who wish to live on Anna Maria, whether seasonally or full-time. It was not designed as a rental home, where the living space is sacrificed to multiple bedrooms. Instead the 3,850 square feet of air-conditioned living area is designed for effortless indoor/outdoor Florida living offering two primary bedrooms with ensuites, a formal dining room, family room and even a dedicated office for those who occasionally work from home. A guest house, connected by a bridge, has two more bedrooms, a full bath and kitchenette, giving family and guests total privacy. Separate utilities even allow this space to be easily closed off when not in use. Architecturally, the home blends Florida, Caribbean and South Pacific influences with custom imported cabinetry, vaulted wood ceilings and walls of glass that allow natural light to fill the interiors. Expansive glass doors disappear to open the great room completely to the covered waterfront lanai, where morning coffee may come with dolphins passing through Bimini Bay. Entertaining flows just as naturally. A Teppanyaki cooking island sits steps from the gourmet kitchen and on the same level, making it easy to move between indoor and outdoor spaces while enjoying the sweeping water views. Or gather around the fire pit, under the stars on your own sandy “beach” at the point of this extraordinary triangular waterfront parcel, surrounded by Bimini Bay. The grounds feel like a private resort, with a dramatic pool featuring fire and water elements, lush landscaping and multiple places to dine, gather or simply enjoy the view. The property is protected by more than 500 feet of new concrete seawall and for boaters offers direct access to the Gulf. A 60-foot dock with power and water accommodates a cruiser, while a separate 12,000-pound boat lift and additional dock provide space for smaller watercraft and toys. With more than 7,000 square feet of luxury covered living area on a one-of-a-kind waterfront parcel, perhaps the greatest luxury here is not something measured in square feet. It is the feeling of openness and privacy, with water in nearly every direction and the ability to enjoy everything you love about Anna Maria Island, then retreat to a place where, for a little while, the island feels entirely your own. Call now to experience this extraordinary waterfront retreat for yourself.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveOct 1, 2026
- Listed$7,445,000Oct 1, 2026
- Price increased$7,445,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Bimini Bay Estates
- County
- Manatee
- Year built
- 2020
- Living area
- 3,722 sq ft
- Price/sq ft
- $2,000
- Building area
- 7,151 sq ft (Owner)
- Lot size
- 16,274 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- AE
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $55,383 (2025)
- Parcel #
- 7046300005
- Zoning
- R1
- MLS #
- A4707699
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Half bathrooms
- 1
- Flooring
- Tile, Travertine, Wood
- Appliances
- Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
- Interior features
- Built-in Features, Ceiling Fans(s), Central Vaccum, Crown Molding, Elevator, High Ceilings, Open Floorplan, Other, Primary Bedroom Main Floor, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
- Laundry
- Inside, Laundry Room
- Stories / Levels
- Two
- Direction faces
- South
- Fireplace
- Yes
- In-law suite
- Yes
Heating & Cooling
- Heating
- Electric, Heat Pump
- Cooling
- Zoned
Parking
- Garage spaces
- 3
- Attached garage
- Yes
- Parking features
- Garage Door Opener, Garage, Workshop in Garage
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Min lease term
- 1-7 Days
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Please refer to City of Anna Maria for vacation rental policies.
Exterior & Construction
- Exterior features
- Balcony, Courtyard, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sprinkler Metered
- Construction materials
- Block, Concrete, HardiPlank Type, Stucco
- Roof
- Tile
- Foundation
- Slab
- Pool
- Private pool
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Propane, Public, Sprinkler Meter, Underground Utilities, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Great Room | Second | 25x18 |
| Kitchen | Second | 25x18 |
| Dining Room | Second | 14x15 |
| Living Room | Second | 19x17 |
| Primary Bedroom | Second | 15x16 |
| Primary Bathroom | Second | 17x8 |
| Balcony/Porch/Lanai | Second | 50x15 |
| Bedroom 2 | Second | 15x15 |
| Bathroom 2 | Second | 10x7 |
| Office | Second | 14x12 |
| Bonus Room | First | 24x16 |
| Workshop | First | 29x16 |
Listing Details
- Listing date
- 2026-09-28
- On market date
- 2026-10-01
- Original list price
- $7,445,000
- Occupant type
- Owner
- MLS area
- 34216 - Anna Maria
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-10-01
- Tax 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 PROJ 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 P-56 PI#70463.0000/5
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
State Road 64/Manatee Avenue to Anna Maria Island. Right on Gulf. Right on Marina Drive in Holmes Beach. Continue until street turns into Gulf Drive. Turn right on Oak Avenue. House at the end of the street. Do not enter unless gate has been opened by the list agent.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of October 2, 2026 at 11:26 AM ET. 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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