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$529,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,894 Sq. Ft.
  • Updated 16 hours ago
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Nestled beneath majestic oak trees in the established Sherwood Forest community, this beautifully maintained home offers the perfect blend of privacy, character, and convenience. Situated on a spacious homesite, the property welcomes you with mature landscaping, abundant shade, and a tranquil setting rarely found in such a central Sarasota location. Inside, you'll find a thoughtfully designed floor plan featuring generous living spaces, abundant natural light, and comfortable accommodations for everyday living and entertaining. The home's layout flows seamlessly from the main living areas to the outdoor spaces, creating an inviting atmosphere for gatherings with family and friends. Step outside to enjoy the expansive yard, offering plenty of room for outdoor activities, gardening, or simply relaxing beneath the canopy of mature trees. Whether you're seeking a primary residence, seasonal retreat, or investment opportunity, this property provides exceptional flexibility and value. Conveniently located just minutes from I-75, shopping, dining, top-rated schools, golf courses, and Sarasota's world-famous beaches, this home combines peaceful neighborhood living with easy access to everything the Gulf Coast lifestyle has to offer. Don't miss this opportunity to own a charming Sarasota property in one of the area's most established and desirable communities.

Full Property Details for 4401 Little John Trail

General

  • Price: $529,000
  • HOA FEE: $50/month
  • HOA FEE FREQ.: Annually
  • Taxes: $4,285 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4695906
  • Updated: 6/5/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: 3 Months

Interior

  • Number of Rooms: 3
  • Interior Features: Ceiling Fan(s), Thermostat, Vaulted Ceiling(s)
  • Appliances: Dishwasher, Disposal, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Luxury Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Spa: Yes
  • Spa Description: Above Ground, Heated

Exterior

  • Exterior Features: Balcony, Lighting, Private Mailbox

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34232 - Sarasota/Fruitville
  • County: Sarasota
  • Development Name: 34232 - Sarasota/Fruitville
  • Subdivision: SHERWOOD FOREST
  • Driving Directions: Take Exit 207 and head west on Bee Ridge Road (SR-758). Continue approximately 1.5 miles. Turn left onto McIntosh Road. Continue about 0.7 miles. Turn right onto Wilkinson Road. Turn left into Sherwood Forest (Little John Trail). Continue to 4401 Little John Trail, which will be on your right.
  • Direction Faces: South

School Information

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

Community

  • Community Name: 34232 - Sarasota/Fruitville
  • Association: Yes
  • Assoc. Name: Pinnacle Management Company/Craig Smith

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Private

Structural Information

  • Exterior Const.: Wood Frame
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,894
  • Sq. Ft. Source: Public Records
  • Year Built: 1986

Lot Features

  • Lot Size (Acres): 0.38
  • Lot Size (Sq. Ft.): 16,627
  • Lot Size: 16627
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $600
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $4,285
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 59 SHERWOOD FOREST UNIT 3
  • Flood Zone Info: AE
  • APN: 50120017
  • Property ID: 50120017

Listed by Osipov Group Real Estate

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Listing agent

— 4401 Little John Trail —

  • Osipov Group Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 4401 Little John Trail

School District:Sarasota County School District
NameGradesDistance
Fruitville Elementary School
601 Honore Avenue, Sarasota, FL 34232
PK-51.1 mi
Mcintosh Middle School
701 McIntosh Road, Sarasota, FL 34232
6-80.6 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-122.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4401 Little John Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/04/2026
Listed
$529,000
46.94%
MLS
8/02/2021
Sold
$360,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 4401 Little John Trail

Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,571
-29%
$311,200
-18%
2024
$5,013
-3%
$380,000
-4%
2023
$5,149
137%
$395,300
127%
2021
$2,175
-54%
$173,992
-52%
2022
$4,748
118%
$362,100
111%
2021
$2,175
5%
$171,590
2%
2019
$2,078
3%
$167,732
2%
2018
$2,015
1%
$164,605
2%
2017
$2,003
1%
$161,219
2%
2016
$1,984
-2%
$157,903
1%
2015
$2,015
—
$156,805
1%
2014
$2,005
—
$155,561
2%
2013
$2,001
—
$153,262
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 4401 Little John Trail

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Osipov Group Real Estate

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4401 Little John Trail, Sarasota, FL 34232 (MLS# A4695906) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 4401 Little John Trail is currently listed for $529,000 and was received on June 04, 2026. Want to learn more about 4401 Little John Trail? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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