This elevated coastal home at 242 Oak Ave stands out for its modern design and prime location on Anna Maria Island’s north end, providing full bay views and easy gulf access via a saltwater canal. The property includes a glass walled elevator, gas fireplace, and turnkey furnishings, ideal for seasonal or full time island living. Its 2020 construction incorporates energy efficient features like low emissivity windows and a heat pump system.
Villa is available for sale, you can see how cool it is for yourself. If you would like to get the best deal possible email us at team(at)superbcrew.com
This luxury waterfront estate at 242 Oak Ave in Anna Maria, Florida, represents a pinnacle of contemporary coastal living on Anna Maria Island, a barrier island known for its relaxed vibe, pristine beaches, and affluent residential appeal. Built in 2020, the property combines modern architecture with practical features suited to the island’s subtropical environment, offering direct access to Bimini Bay and broader gulf waters. It is actively listed for sale at $7,999,000, positioning it as a high end option in a market that has shown resilience despite broader economic pressures.
The single family residence spans 3,722 square feet of interior living space across two levels, with a total structure area of 7,151 square feet on an oversized 0.43-acre lot (dimensions: 113 x 144 feet). Classified as coastal contemporary with custom elements, it features elevated construction on a slab foundation, stucco exterior, and a concrete tile roof designed for durability in a marine setting. The lot is irregular, landscaped with mature vegetation, and situated on a cul-de-sac for privacy, with 500 feet of canal frontage providing sailboat depth water access without fixed bridges. Waterfront amenities include a boat lift, seawall, and views encompassing bay, harbor, and gulf to bay panoramas.
Interior highlights include an open floorplan with high ceilings, crown molding, and tray/vaulted designs, complemented by tile, travertine, and hardwood flooring. Key rooms comprise a 450 square foot great room, a similarly sized kitchen with stone counters and solid wood cabinets, a 323 square foot living room with built-in shelving, and a primary bedroom suite (240 square feet) featuring an en suite bath and walk-in closet. Additional spaces include a bonus room, den/office, dining room, utility room, workshop, and attic storage. Appliances are high end, including a convection oven, wine refrigerator, and central vacuum system, with laundry facilities inside. Energy efficient elements such as ENERGY STAR windows, insulation, and a zoned central air system contribute to sustainability, alongside a whole house vacuum and humidity control.
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Exterior features emphasize outdoor living, with a massive covered lanai (750 square feet), screened porch, balcony, courtyard, and full outdoor kitchen equipped with a grill and shower. The in-ground gunite pool includes auto cleaning, heating, and lighting, paired with a heated spa. A guest house and fenced vinyl perimeter add versatility, while irrigation, rain gutters, and lighting enhance maintenance. Parking accommodates three vehicles in an attached garage with golf cart space and workshop. Security measures include closed circuit cameras, a owned system, and smoke detectors integrated with fire detection. Accessibility is supported by an installed elevator. Utilities are public, with cable, electricity, propane, sewer, and water connected, plus underground lines and sprinkler metering.
The home is turnkey furnished, with Tahitian inspired finishes, a built-in fire table, and tropical gardens, making it ready for immediate occupancy. Zoning is R1 (residential), with no HOA fees, and the parcel ID is 7046300005 in the Bimini Bay Estates subdivision.
Financial Aspects
The listing price equates to $2,149 per square foot, with terms allowing cash or conventional financing. Annual property taxes stand at $56,029, based on a tax assessed value of $4,898,490. No detailed sales history is available beyond the current listing, which has been on the market for 69 days as of late 2025. Ownership is fee simple, with no special conditions. Potential buyers should factor in flood insurance requirements, as the property is in a designated flood zone.

Market Analysis and Trends
Anna Maria’s 2025 housing market demonstrated stability, particularly for investors, with consistent performance and a somewhat competitive environment (score 52/100). Median sale prices rose 34.6% year over year to $1.8 million in November, while homes sold after an average of 53 days. However, average home values declined 15% to $1,817,565, reflecting broader Florida trends of cooling amid easing mortgage rates and migration patterns. Waterfront and luxury segments remained strong, with properties in gated or view oriented areas selling faster. Annual sales on nearby islands like Longboat Key and Anna Maria dipped slightly to 443 from 489 the prior year. The Gulf Coast outlook for 2026 suggests rebound potential with improving international activity.
| Metric | Value | Year Over Year Change | Source |
| Median Sale Price | $1.8 million | +34.6% | |
| Average Home Value | $1,817,565 | -15% | |
| Days on Market | 53-127 days | Varied (down in some reports) | , |
| Total Sales | 57 homes (Anna Maria), 204 (Island wide) | Slight decline | , |
| Market Competitiveness | Somewhat competitive (52/100) | Stable |

Comparable Sales
Recent sales of waterfront or similar luxury homes in Anna Maria provide context for valuation. High end properties often exceed $3 million, with premiums for canal access and modern builds. Examples include a 3 bedroom waterfront sold for $4.995 million in October 2025 and another for $3.6 million. Lower end comps, such as a 2 bedroom at $900,000, highlight the range. Island wide, 1,127 transactions occurred recently, with medians around $1.35 million for sold homes.
| Address/Property | Sale Date | Price | Beds/Baths/Sq Ft | Notes | Source |
| Unspecified Waterfront (3 bed) | Oct 2025 | $4,995,000 | 3/NA/NA | Luxury canal front | |
| 111 81st St, Holmes Beach | 2025 | $3,600,000 | NA/NA/NA | Waterfront luxury | |
| 212 70th St, Holmes Beach | 2025 | $3,350,000 | NA/NA/NA | Island comparable | |
| Unspecified (3 bed) | Dec 2025 | $1,400,000 | 3/NA/NA | Recent sale | |
| 216 Archer Way | Dec 2025 | $840,000 | NA/NA/NA | Entry level comp | |
| 108 Tern Dr | Dec 2025 | $1,200,000 (est.) | NA/NA/NA | Recent transaction |
Neighborhood and Lifestyle
Anna Maria, part of Manatee County, is a small community (population under 1,000) on the northern tip of Anna Maria Island, emphasizing low density living with no high rises. Crime rates are notably low, at 89% below the national average (27.55 per 1,000 residents), with violent crime 90% lower. Schools nearby include Anna Maria Elementary (GreatSchools 8/10, 4700 Gulf Dr), Martha B. King Middle, and Manatee High. Amenities abound, with beaches like Anna Maria Island Beach (4.8/5, 101 Elm Ave) and Manatee Public Beach (4.7/5, 4000 State Road 64) offering recreation. Dining options include highly rated spots like The Porch Restaurant (4.8/5, 9707 Gulf Dr), Sandbar Seafood + Spirits (4.4/5, 100 Spring Ave), and The Waterfront Restaurant (4.5/5, 111 S Bay Blvd), many open daily until 9-10 PM. Groceries are convenient at Anna Maria General Store (4.5/5, 503 Pine Ave), open until 9 PM most days. The area supports tourism and rentals, with paved roads and public utilities enhancing livability.
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