Nestled on the coveted shores of Anna Maria Island, this exceptional 5-bedroom, 4.5-bathroom bayfront home offers the ultimate in coastal living, combining laid-back island charm with upscale comfort. With 3,500 square feet of beautifully designed living space and sweeping, unobstructed views of Tampa Bay, this residence delivers a truly unique lifestyle experience. Whether you’re searching for a full-time island retreat or a high-performing investment property, this home is both a luxurious getaway and a proven, successful rental. From the moment you arrive, the home’s architecture and tropical landscaping set the tone for relaxed sophistication. Inside, expansive windows showcase the mesmerizing views, flooding the open living areas with natural light. The layout is designed to maximize connection to the water, with the living room, dining space, and kitchen all oriented to take full advantage of the bayfront setting. Coastal-inspired décor, clean lines, and carefully selected finishes create an elegant, breezy atmosphere throughout. The chef’s kitchen is a true centerpiece, featuring a large granite island, custom cabinetry, and high-end appliances, making it perfect for entertaining. Just beyond, the dining area feels like a private waterfront restaurant, offering stunning sunrise views over the bay. The main living space opens directly to outdoor balconies where you can relax, dine, or simply take in the calming sounds of the water. The primary suite is a peaceful sanctuary with a wall of windows that frame the bay like a work of art. Its ensuite bathroom offers a spa-like experience with a soaking tub, double vanity, and walk-in shower. The additional bedrooms are spacious and comfortable, including a charming bunk room ideal for families. Each space is thoughtfully designed with both relaxation and functionality in mind. Outside, the private pool overlooks the water, creating a resort-style escape just steps from your back door. A private dock with seating extends into the bay, offering the perfect perch to watch dolphins play or launch a kayak into the calm waters. There’s even a game room with a pool table and more bay views to enjoy. Located in one of Florida’s most beloved beach communities, this home offers easy access to white-sand beaches, local dining, boutique shopping, and all the charm Anna Maria Island is known for. RARE BAYFRONT LOT THAT IS ZONED R2 AND ALLOWS WEEKLY RENTALS!!! This property is not just a home—it’s a lifestyle. Whether you’re enjoying it yourself or sharing it with guests, the memories made here will last a lifetime!!!
For sale
$3,970,000
238 S Harbor Dr, Holmes Beach, FL 34217
5beds
3,526sqft
Est.:
Single Family Residence
Built in 2013
6,769 Square Feet Lot
$-- Zestimate®
$1,126/sqft
$-- HOA
What's special
- 27 days
- on Zillow |
- 1,005 |
- 56 |
Zillow last checked: 7 hours ago
Listing updated: August 05, 2025 at 03:58am
Listing Provided by:
Christy Travis 941-545-5284,
RE/MAX ALLIANCE GROUP 941-758-7777
Source: Stellar MLS,MLS#: A4660724
Originating MLS: Sarasota - Manatee

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Primary bedroom
- Features: En Suite Bathroom, Walk-In Closet(s)
- Level: Third
Primary bathroom
- Features: Dual Sinks
- Level: Third
Kitchen
- Level: Second
Living room
- Level: Second
Heating
- Electric
Cooling
- Central Air
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Freezer, Ice Maker, Microwave, Refrigerator, Washer
- Laundry: Inside, Laundry Room
Features
- Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
- Flooring: Travertine, Hardwood
- Doors: Sliding Doors
- Windows: Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 4,343
- Total interior livable area: 3,526 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: Three Or More
- Stories: 3
- Patio & porch: Deck, Patio, Porch, Rear Porch
- Exterior features: Balcony, Lighting
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground
- Has spa: Yes
- Spa features: Heated, In Ground
- Has view: Yes
- View description: Water, Bay/Harbor - Full, Intracoastal Waterway
- Has water view: Yes
- Water view: Water,Bay/Harbor - Full,Intracoastal Waterway
- Waterfront features: Bay/Harbor, Bay/Harbor Access, Gulf/Ocean Access, Intracoastal Waterway Access, Bridges - No Fixed Bridges, Sailboat Water, Seawall
- Body of water: ANNA MARIA SOUND
Lot
- Size: 6,769 Square Feet
- Dimensions: 72 x 94
Details
- Parcel number: 7379000059
- Zoning: R2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Cement Siding, HardiPlank Type
- Foundation: Slab, Stem Wall
- Roof: Metal
Condition
- New construction: No
- Year built: 2013
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
Community & HOA
Community
- Subdivision: SPORTSMANS HARBOR REV
HOA
- Has HOA: No
- Pet fee: $0 monthly
Location
- Region: Holmes Beach
Financial & listing details
- Price per square foot: $1,126/sqft
- Tax assessed value: $5,043,356
- Annual tax amount: $59,386
- Date on market: 8/4/2025
- Cumulative days on market: 27 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
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