$579,000
PENDING $116K PRICE DROP

4444 Robin Hood Trail W Sarasota, FL 34232

Estimated payment $3,593/month

Total Views 10,451
3 Beds
2 Baths
1,691 Sq Ft
$342 Price per Sq Ft

Highlights

  • Screened Pool
  • Open Floorplan
  • Vaulted Ceiling
  • Fruitville Elementary School Rated A-
  • Living Room with Fireplace
  • Main Floor Primary Bedroom

About This Home

Under contract-accepting backup offers. 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.

Listing Agent

Matthew Hickey

EXP REALTY LLC Brokerage Phone: 800-486-1794 License #3371661 Listed on: 03/20/2025

EXP REALTY LLC

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $5,495

Year Built

  • Built in 1987

Lot Details

  • 0.25 Acre Lot
  • Cul-De-Sac
  • North Facing Home
  • Landscaped
  • Metered Sprinkler System
  • Property is zoned RSF2

HOA Fees

  • $50 Monthly HOA Fees

Parking

  • 2 Car Attached Garage

Home Design

  • Elevated Home
  • Slab Foundation
  • Shingle Roof
  • Block Exterior

Interior Spaces

  • 1,691 Sq Ft Home
  • Open Floorplan
  • Built-In Features
  • Vaulted Ceiling
  • Ceiling Fan
  • French Doors
  • Living Room with Fireplace
  • Tile Flooring
  • Pool Views

Kitchen

  • Range
  • Microwave
  • Ice Maker
  • Dishwasher
  • Solid Surface Countertops
  • Solid Wood Cabinet
  • Disposal

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Primary Bedroom on Main
  • Split Bedroom Floorplan
  • Walk-In Closet
  • 2 Full Bathrooms

Laundry

  • Laundry Room
  • Dryer
  • Washer

Pool

  • Screened Pool
  • Heated In Ground Pool
  • Heated Spa
  • In Ground Spa
  • Fence Around Pool
  • Pool Lighting

Outdoor Features

  • Exterior Lighting
  • Private Mailbox

Schools

  • Fruitville Elementary School
  • Mcintosh Middle School
  • Sarasota High School

Utilities

  • Central Heating and Cooling System
  • Thermostat
  • Electric Water Heater
  • Cable TV Available

Community Details

  • Association fees include common area taxes
  • Tiffany Cox Association, Phone Number (941) 444-7090
  • Sherwood Forest Community
  • Sherwood Forest Subdivision
  • The community has rules related to deed restrictions

Listing and Financial Details

Home Details

Home Type

Single Family

Est. Annual Taxes

$5,495

Year Built

Built in 1987

Lot Details

0

HOA Fees

$50 per month

Parking

2

Listing Details

  • HOA Fee Includes: Common Area Taxes
  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Construction Materials: Block
  • Fireplace: Yes
  • Living Area: 1691
  • Lot Size Acres: 0.25
  • New Construction: No
  • Year Built: 1987
  • Building Area Total: 2523
  • Lot Size Sq Ft: 10858
  • Directions to Property: To reach Sherwood Forest from I-75 North, take I-75 South toward Sarasota and exit at **Exit 210** for **Fruitville Road (FL-780)**. Turn **right (west)** onto Fruitville Road and continue for approximately **2.5 miles**. Then, turn **left onto Honore Avenue** and drive for about **1 mile** before turning **right onto 17th Street**. Continue for **0.7 miles**, then turn **left onto Robin Hood Trail** to enter the **Sherwood Forest** neighborhood. You'll recognize the entrance by its **charming covered bridge** and **beautiful tree-lined streets**, making it a truly unique and welcoming community.
  • Status: Pending
  • Ownership: Fee Simple
  • Available for Lease YN: 1
  • Escrow City: Sarasota
  • Escrow Postal Code: 34236
  • Escrow State: FL
  • Escrow Street Name: Main St
  • Escrow Street Number: 1605
  • List Office Head Office Key Nume: 1041803
  • Minimum Lease: 3 Months
  • Number Of Pets: 10+
  • RATIO Current Price By Calculate: 342.40
  • Total Acreage: 1/4 to less than 1/2
  • Unit Number YN: 0
  • Water Access YN: 0
  • Property Description: Elevated
  • MFR_InLawSuiteYN: 0
  • Attribution Contact: 800-486-1794
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Fireplace Features: Living Room
  • Living Area Units: Square Feet
  • Flooring: Tile
  • Full Bathrooms: 2
  • Interior Amenities: Built-in Features, Ceiling Fans(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)
  • Appliances Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer
  • Foundation Details: Slab
  • Total Bedrooms: 3
  • Levels: One
  • Other Equipment: Irrigation Equipment
  • Spa Features: Heated, In Ground
  • Spa Yn: Yes
  • Street Number Modifier: 4444
  • Living Area Meters: 157.10
  • Room Count: 5

Exterior Features

  • Direction Faces: North
  • Pool Features: Heated, In Ground, Lighting, Screen Enclosure
  • Exterior Features: French Doors, Lighting, Private Mailbox, Sprinkler Metered
  • Roof: Shingle
  • Home Warranty: No
  • Pool Private: Yes
  • View: Pool
  • Waterfront: No
  • Road Surface Type: Concrete
  • Water Extras YN: 0
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes

Utilities

  • Utilities: Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Inside, Laundry Room
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Deed Restrictions, Sidewalks
  • Association Fee: 600
  • Association Fee Frequency: Annually
  • Association Name: Tiffany Cox
  • Phone: 9414447090
  • Association: Yes
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0
  • Pet Restrictions: see rules and regulations
  • Association Fee Requirement: Required
  • Association Email: tiffany@pinncaclecam.com
  • Pet Size: Extra Large (101+ Lbs.)

Fee Information

  • Total Annual Fees: 600.00
  • Total Monthly Fees: 50.00
  • Monthly HOA Amount: 50.00

Schools

  • Elementary School: Fruitville Elementary
  • High School: Sarasota High
  • Middle Or Junior School: McIntosh Middle

Lot Info

  • Zoning: RSF2
  • Parcel Number: 0050-13-0048
  • Additional Parcels: No
  • Lot Features: Cul-De-Sac, Landscaped
  • Flood Zone Code: AE
  • Homestead YN: 0
  • Lot Size Square Meters: 1009

Rental Info

  • Pets Allowed: Yes
  • Lease Restrictions YN: 0
  • Additional Lease Restrictions: see rules and regulations

Tax Info

  • Tax Annual Amount: 5495
  • Tax Block: 001302/0050130048
  • Tax Book Number: 29/40
  • Tax Lot: 9

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $2,491 $422,000 $161,300 $260,700
2023 $2,491 $202,092 $0 $0
2022 $2,391 $196,206 $0 $0
2021 $2,339 $190,491 $0 $0
2020 $2,333 $187,861 $0 $0
2019 $2,238 $183,637 $0 $0
2018 $2,173 $180,213 $0 $0
2017 $2,160 $176,506 $0 $0
2016 $2,146 $218,600 $61,200 $157,400
2015 $2,181 $196,200 $55,400 $140,800
2014 $2,171 $167,795 $0 $0
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
09/03/2025 09/03/25 Pending -- -- --
07/30/2025 07/30/25 Price Changed $579,000 -3.3% $342 / Sq Ft
07/05/2025 07/05/25 Price Changed $599,000 -4.2% $354 / Sq Ft
06/26/2025 06/26/25 For Sale $625,000 0.0% $370 / Sq Ft
06/23/2025 06/23/25 Off Market $625,000 -- --
06/06/2025 06/06/25 Price Changed $625,000 -3.7% $370 / Sq Ft
05/17/2025 05/17/25 Price Changed $649,000 -3.9% $384 / Sq Ft
05/02/2025 05/02/25 Price Changed $675,000 -1.5% $399 / Sq Ft
04/16/2025 04/16/25 Price Changed $685,000 -1.4% $405 / Sq Ft
03/20/2025 03/20/25 For Sale $695,000 +69.5% $411 / Sq Ft
08/29/2024 08/29/24 Sold $410,000 -14.4% $242 / Sq Ft
08/16/2024 08/16/24 Pending -- -- --
06/24/2024 06/24/24 Price Changed $479,000 -4.0% $283 / Sq Ft
06/13/2024 06/13/24 Price Changed $499,000 -0.2% $295 / Sq Ft
05/15/2024 05/15/24 Price Changed $499,990 -3.7% $296 / Sq Ft
03/30/2024 03/30/24 Price Changed $519,000 -5.5% $307 / Sq Ft
03/28/2024 03/28/24 For Sale $549,000 0.0% $325 / Sq Ft
03/15/2024 03/15/24 Pending -- -- --
02/20/2024 02/20/24 For Sale $549,000 -- $325 / Sq Ft
Source: Stellar MLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $410,000 None Listed On Document
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $250,000 Credit Line Revolving
Source: Public Records

Source: Stellar MLS

MLS Number: A4644943

Stellar MLS

APN: 0050-13-0048