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$7,445,000

242 OAK AVENUE, ANNA MARIA, FL 34216

Active5 days on market

Beds

4

Baths

4

Sq Ft

3,722 sq ft

Year Built

2020

Lot Size

0.37 acres

Garage

3

About This Property

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.

Property Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #A4707699
StatusActive
Year Built2020
Stories1
Total Rooms12
ConstructionBlock, Concrete, HardiPlank Type, Stucco
RoofTile
FoundationSlab
FacesSouth
SubdivisionBIMINI BAY ESTATES
CountyManatee
OwnershipFee Simple
FurnishedPartially

Interior Features

InteriorBuilt-in Features, Ceiling Fan(s), Central Vacuum, 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
FlooringTile, Travertine, Hardwood
AppliancesBar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
LaundryInside, Laundry Room
WindowsBlinds, ENERGY STAR Qualified Windows, Low-Emissivity Windows, Shades, Shutters, Storm Window(s), Thermal Windows, Window Treatments
CoolingZoned
HeatingElectric, Heat Pump
FireplaceYes ()
SecurityClosed Circuit Camera(s), Security System, Security System Owned, Smoke Detector(s)

Exterior & Lot

ExteriorBalcony, Courtyard, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Sprinkler Metered
FencingVinyl
Lot Size0.37 acres (16,274 sq ft)
Lot Dimensions113 x 144
Lot FeaturesOversized Lot, Street Dead-End
Road SurfaceAsphalt
ViewWater

Pool & Spa

Private PoolYes
Pool FeaturesAuto Cleaner, Deck, Gunite, Heated, In Ground, Lighting, Outside Bath Access, Tile
SpaHeated, In Ground

Waterfront

WaterfrontYes
FeaturesBay/Harbor, Canal - Saltwater

Utilities

WaterPublic
SewerPublic Sewer
UtilitiesCable Connected, Electricity Connected, Propane, Public, Sprinkler Meter, Underground Utilities, Water Connected

Parking

GarageYes (3 spaces)

HOA & Community

HOANo
Senior CommunityNo

Financial Details

List Price$7,445,000
Annual Taxes$55,383 (2025)
FinancingCash, Conventional
ZoningR1
Parcel #7046300005

Schools

ElementaryAnna Maria Elementary
MiddleMartha B. King Middle
HighManatee High

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.

Location

242 OAK AVENUE, ANNA MARIA, FL 34216

Listing Information

OfficeMICHAEL SAUNDERS & COMPANY
ListedOctober 1, 2026

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Home Price

$7,445,000

20% ($1,489,000)
6.75%

Loan Term

Principal & Interest$38,631
Property Tax (est.)$6,825
Insurance (est.)$150
Total Monthly$45,605
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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. 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. Data last updated: October 2, 2026.

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