4401 Little John Trail, FL4401 Little John Trail, FL4401 Little John Trail, FL
Stellar MLS
1 / 59

$529,000

4401 Little John Trail

Sarasota, FL 34232

Listing updated: June 12, 2026 at 4:07 PM ET

Active
Stellar MLSListing courtesy of Osipov Group Real Estate · Bogdan Osipov · MLS #A4695906 · Active · 941-284-4237
3
Beds
3
Baths
1,894
Sq Ft
0.38
Acres
1986
Built
$279/sqft360° tour
Single Family Residence

Property type

1986

Year built

16,627 sqft

Lot size

$279

Price / sq ft

$50/mo

HOA dues

8

Days on market

2

Garage spaces

AE

Flood zone

About this home

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. Brand new stainless steel appliances with a natural gas range. 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. New HVAC

Estimated monthly payment

Principal & interest$2,675
Property taxes$357
Home insurance (est.)$242
HOA dues$50

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history8 days on market

  1. Status: Active
    Jun 5, 2026
  2. Listed$529,000
    Jun 4, 2026
  3. Price increased$529,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
8
Subdivision
Sherwood Forest
County
Sarasota
Year built
1986
Living area
1,894 sq ft
Price/sq ft
$279
Building area
2,603 sq ft (Public Records)
Lot size
16,627 sq ft
Lot category
1/4 to less than 1/2
Flood zone
AE (12115C0153G)
Garage
2 spaces
Annual taxes
$4,285 (2025)
Parcel #
0050120017
Zoning
RSF2
MLS #
A4695906

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Interior Details

Bedrooms
3
Full bathrooms
2
Half bathrooms
1
Flooring
Luxury Vinyl
Appliances
Dishwasher, Disposal, Range, Refrigerator
Interior features
Ceiling Fans(s), Thermostat, Vaulted Ceiling(s)
Laundry
Laundry Room
Stories / Levels
One
Direction faces
South

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

HOA fee
$600 / Annually
Monthly HOA
$50/mo
Total monthly fees
$50/mo
Total annual fees
$600
HOA name
Pinnacle Management Company/Craig Smith
CDD
No
Min lease term
3 Months
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Please confirm any lease restrictions with HOA and County Ordinance
Approval process
Tenant application required. Please confirm approval process with HOA

Exterior & Construction

Exterior features
Balcony, Lighting, Private Mailbox
Construction materials
Frame
Roof
Shingle
Foundation
Stem Wall
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Electricity Connected, Natural Gas Connected, Private, Public, Sewer Connected, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryFruitville ElementaryGreatSchools ↗
MiddleMcIntosh MiddleGreatSchools ↗
High SchoolSarasota HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Living RoomFirst17x20
Primary BedroomFirst16x14
KitchenFirst20x12

Listing Details

Listing date
2026-06-04
On market date
2026-06-04
Original list price
$529,000
Occupant type
Vacant
MLS area
34232 - Sarasota/Fruitville
Listing AOR
Sarasota - Manatee
Status changed
2026-06-05
Tax legal description
LOT 59 SHERWOOD FOREST UNIT 3

Flood risk

High riskFEMA Zone AEPanel 12115C0153G

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

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Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of June 12, 2026 at 4:07 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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