Income-Producing Property or Commercial Opportunity – Prime Pine Avenue Location! Attention investors and business-minded buyers! 509 Pine Avenue offers a rare chance to own a dual-zoned (residential/commercial) property in the heart of Anna Maria Island — ideal for those seeking immediate rental income, a business location, or the flexibility to do both. This fully remodeled, turnkey-furnished property includes two separate dwellings on one lot: a 3-bedroom, 2-bath main residence and a 1-bedroom, 1-bath guest cottage with a full kitchen and private patio garden — perfect for short-term rental or commercial/retail conversion. This versatile property is already set up for income with future vacation rental bookings in place, or it can be easily transformed into a boutique, retail space, gallery, or office — all within walking distance to one of Anna Maria’s highest foot-traffic corridors. Outside, enjoy a heated inground pool and spa (hot tub) surrounded by privacy fencing, offering a relaxing atmosphere for guests or clients. The home has been extensively renovated top to bottom, including all new luxury vinyl plank flooring, subfloor, drywall, cabinetry, shelving, countertops, appliances, updated electrical, plumbing, and HVAC systems, windows, interior doors, vanities, a refinished tub, washer/dryer, new gravel driveway, and new pool equipment. Even the beach gear is new! Located just off iconic Pine Avenue, you’re steps from restaurants, specialty shops, galleries, and year-round events that make this one of the most desirable and walkable spots on the island. Whether you’re building your rental portfolio, launching a new island business, or doing both — this move-in ready property offers unmatched flexibility, visibility, and income potential. USED AS A VACATION RENTAL SO IT IS BUSY AND CAN ONLY BE SHOWN ON TURN OVER DAYS TO NOT DISTURB GUEST IN PLACE. ANNA MARIA IS NIGHTLY RENTAL - MANG BY A RENTAL MANG CO. SEE ATTACHED RENTAL PROJECTIONS OF $200,000 A YEAR INCOME
For sale
$2,500,000
509 Pine Ave APT A, Anna Maria, FL 34216
4beds
2,187sqft
Est.:
Single Family Residence
Built in 1922
7,540 Square Feet Lot
$2,288,300 Zestimate®
$1,143/sqft
$-- HOA
What's special
Private patio gardenRefinished tubGuest cottageNew gravel drivewayNew pool equipmentHvac systemsInterior doors
- 65 days
- on Zillow |
- 277 |
- 5 |
Zillow last checked: 7 hours ago
Listing updated: 7 hours ago
Listing Provided by:
CHRISTINE KOURIK 314-440-7574,
RE/MAX ALLIANCE GROUP 941-778-7777
Source: Stellar MLS,MLS#: A4655511
Originating MLS: Sarasota - Manatee

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Bonus Room, Florida Room, Storage Rooms
Primary bedroom
- Features: Claw Foot Tub, En Suite Bathroom, Built-in Closet
- Level: First
- Area: 99 Square Feet
- Dimensions: 11x9
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 110 Square Feet
- Dimensions: 11x10
Bedroom 3
- Features: Built-in Closet
- Level: First
- Area: 110 Square Feet
- Dimensions: 10x11
Dining room
- Level: First
- Area: 128 Square Feet
- Dimensions: 16x8
Foyer
- Level: First
- Area: 126 Square Feet
- Dimensions: 14x9
Kitchen
- Features: Built-In Shelving, Stone Counters
- Level: First
- Area: 117 Square Feet
- Dimensions: 9x13
Living room
- Features: Ceiling Fan(s)
- Level: First
- Area: 238 Square Feet
- Dimensions: 14x17
Heating
- Electric
Cooling
- Central Air, Ductless
Appliances
- Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Laundry: Laundry Closet, Laundry Room, Outside
Features
- Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, In-Law Floorplan
- Flooring: Ceramic Tile, Luxury Vinyl
- Windows: Drapes, ENERGY STAR Qualified Windows, Thermal Windows, Window Treatments
- Has fireplace: Yes
- Fireplace features: Decorative
- Furnished: Yes
Interior area
- Total structure area: 2,187
- Total interior livable area: 2,187 sqft
Video & virtual tour
Property
Features
- Levels: One
- Stories: 1
- Patio & porch: Front Porch, Patio
- Exterior features: Sidewalk, Storage
- Has private pool: Yes
- Pool features: Gunite, Heated
- Has spa: Yes
- Spa features: In Ground
- Fencing: Vinyl
- Has view: Yes
- View description: City, Pool
Lot
- Size: 7,540 Square Feet
- Dimensions: 51.6 x 145
Details
- Additional structures: Residence
- Parcel number: 7003300006
- Zoning: ROR
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Bungalow,Coastal,Cottage,Ranch
- Property subtype: Single Family Residence
Materials
- Block, Wood Frame
- Foundation: Crawlspace
- Roof: Built-Up
Condition
- New construction: No
- Year built: 1922
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Public
Community & HOA
Community
- Subdivision: ANNA MARIA BEACH
HOA
- Has HOA: No
- Pet fee: $0 monthly
Location
- Region: Anna Maria
Financial & listing details
- Price per square foot: $1,143/sqft
- Tax assessed value: $1,654,003
- Annual tax amount: $24,531
- Date on market: 6/18/2025
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Paved
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