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Single Family Residence at 4401 LITTLE JOHN TRL, SARASOTA
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59 photos

$510,000

4401 LITTLE JOHN TRL
SARASOTA, FL 34232
Listed by Bogdan Osipov · OSIPOV GROUP REAL ESTATE
Bedrooms
3
Bathrooms
2.5
Living area
1,894 sqft
Year built
1986

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

Property details

MLS
Stellar MLS
MLS #
MFRA4695906
Property type
Single Family Residence
Subdivision
SHERWOOD FOREST
Status
Active
Days on market
104
On market date
June 4, 2026
Stories
N/A
Total bathrooms
2.5
Garage spaces
2
Parking spaces
N/A
Lot size
0.38 acres

Location

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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

ElementaryCharter
SARASOTA ACADEMY OF THE ARTS
0.77 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
181
Student:teacher ratio
11.3:1
District
SARASOTA
Middle
MCINTOSH MIDDLE SCHOOL
0.59 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
846
Student:teacher ratio
16.9:1
District
SARASOTA
High
SARASOTA COUNTY ACCELERATION ACADEMIES
1.63 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
127
Student:teacher ratio
42.3:1
District
SARASOTA

Walkability

Blended score for SARASOTA's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). EPA National Walkability Index only -- nearby-amenity data not cached yet for this area.

43
Somewhat walkable
out of 100
EPA National Walkability Index
8.5 / 20 -- Below average walkable

Market position

How this listing compares to current activity in SARASOTA, from live MLS data.

On the market 104 days -- 66 fewer days than SARASOTA's current average of 170 days.
For reference, the median list price across 4,668 active listings in SARASOTA right now is $360,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$3,221/mo
$102,000 down
$408,000 loan
Principal & interest$2,646
Property tax (est.)$425
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated September 16, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.