Motivated seller! Your Sarasota Castle Awaits in Sherwood Forest. Tucked into one of Sarasota’s most charming and storybook-sounding neighborhoods, 4444 Robin Hood Trail sits in Sherwood Forest—a quiet, tree-lined community known for its oversized lots, relaxed atmosphere and central location. With a low HOA and minimal restrictions, you get the perks of a well-kept neighborhood without sacrificing flexibility. You will feel like you've discovered a hidden gem. This 3-bedroom, 2-bath home has been tastefully renovated with contemporary finishes throughout—think sleek flooring, a bright open kitchen, updated baths and fresh interior details that make it feel brand new. The spacious living area flows perfectly for entertaining or cozy nights in, while large windows let in tons of natural light. Step outside to your private pool and spa, where you can enjoy Florida living all year long. Sherwood Forest offers a unique blend of character and convenience, located just minutes from downtown Sarasota, the Legacy Trail, top-rated schools, and Siesta Key Beach. With a friendly community and well-maintained surroundings, it’s a neighborhood where homes don’t last long. Whether you’re looking for a full-time residence, vacation getaway, or investment opportunity, this home hits the mark. Come see why Sherwood Forest is one of Sarasota’s most sought-after hidden gems! A recent elevation certificate shows the home’s finished floor sits 1.6 feet above base flood elevation (BFE) and may significantly reduce flood insurance premiums.
Sold for $540,000 on 10/02/25
$540,000
4444 Robin Hood Trl W, Sarasota, FL 34232
3beds
1,691sqft
Single Family Residence
Built in 1987
10,858 Square Feet Lot
$539,300 Zestimate®
$319/sqft
$-- Estimated rent
Owner options
What's special
Zillow last checked: 7 hours ago
Listing updated: October 04, 2025 at 05:02am
Listing Provided by:
Matthew Hickey 941-539-6773,
EXP REALTY LLC 800-486-1794
Bought with:
Cari Miller, 3534350
WILLIAM RAVEIS REAL ESTATE
Source: Stellar MLS,MLS#: A4644943
Originating MLS: Sarasota - Manatee

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
Bedroom 1
- Features: Built-in Closet
- Level: First
Bedroom 2
- Features: Built-in Closet
- Level: First
Kitchen
- Features: No Closet
- Level: First
Living room
- Features: No Closet
- Level: First
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Ceiling Fan(s), High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Porcelain Tile
- Doors: French Doors
- Has fireplace: Yes
- Fireplace features: Living Room
Interior area
- Total structure area: 2,523
- Total interior livable area: 1,691 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Exterior features: Irrigation System, Lighting, Private Mailbox, Sprinkler Metered
- Has private pool: Yes
- Pool features: Heated, In Ground, Lighting, Screen Enclosure
- Has spa: Yes
- Spa features: Heated, In Ground
- Has view: Yes
- View description: Pool
Lot
- Size: 10,858 sqft
- Features: Cul-De-Sac, Landscaped
Details
- Parcel number: 0050130048
- Zoning: RSF2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1987
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
Community & neighborhood
Community
- Community features: Deed Restrictions, Sidewalks
Location
- Region: Sarasota
- Subdivision: SHERWOOD FOREST
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $50 monthly
- Services included: Common Area Taxes
- Association name: Tiffany Cox
- Association phone: 941-444-7090
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Ownership: Fee Simple
- Road surface type: Concrete
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Estimated market value
$539,300