242 Oak Avenue, FL
Stellar MLS
1 / 1

$7,445,000

242 Oak Avenue

Anna Maria, FL 34216

Listing updated: October 2, 2026 at 11:26 AM ET

Active
Stellar MLSListing courtesy of Michael Saunders & Company · Kathy Harman · MLS #A4707699 · Active · 941-896-9981
4
Beds
4
Baths
3,722
Sq Ft
0.37
Acres
2020
Built
◆Waterfront◆Water access◆Private pool◆In-law suite◆Fireplace◆3-car garage◆$2,000/sqft
Single Family Residence

Property type

2020

Year built

16,274 sqft

Lot size

$2,000

Price / sq ft

No HOA

HOA dues

1

Day on market

3

Garage spaces

AE

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

Principal & interest$37,646
Property taxes$4,615
Home insurance (est.)$3,412

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

  1. Status: Active
    Oct 1, 2026
  2. Listed$7,445,000
    Oct 1, 2026
  3. 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

ElementaryAnna Maria ElementaryGreatSchools ↗
MiddleMartha B. King MiddleGreatSchools ↗
High SchoolAManatee HighGreatSchools ↗

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

RoomLevelDimensions
Great RoomSecond25x18
KitchenSecond25x18
Dining RoomSecond14x15
Living RoomSecond19x17
Primary BedroomSecond15x16
Primary BathroomSecond17x8
Balcony/Porch/LanaiSecond50x15
Bedroom 2Second15x15
Bathroom 2Second10x7
OfficeSecond14x12
Bonus RoomFirst24x16
WorkshopFirst29x16

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

High riskFEMA Zone AE

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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