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For sale
    • Price cut: $9K (8/31)
    $520,000

    4401 LITTLE JOHN TRAIL, SARASOTA, FL 34232

    3beds
    1,894sqft
    : 
    $3,358/mo
    Get pre-qualified
    Single Family Residence
    Built in 1986
    0.38 Acres Lot
    $-- Zestimate®
    $275/sqft
    $50/mo HOA

    What's special

    Abundant natural lightMajestic oak treesNew hvacNatural gas rangeCanopy of mature treesSpacious homesiteTranquil setting
    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
    96 days
    990
    81

    Zillow last checked:

    Listing updated:

    Listed by:

    Bogdan Osipov 941-500-5885,

    OSIPOV GROUP REAL ESTATE 941-284-4237

    Source: Stellar MLS,MLS#: A4695906MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 224 Square Feet
      • Dimensions: 16x14
      Kitchen
      • Features: No Closet
      • Level: First
      • Area: 240 Square Feet
      • Dimensions: 20x12
      Living room
      • Features: No Closet
      • Level: First
      • Area: 340 Square Feet
      • Dimensions: 17x20
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Range, Refrigerator
      • Laundry: Laundry Room
      Features
      • Ceiling Fan(s), Thermostat, Vaulted Ceiling(s)
      • Flooring: Luxury Vinyl
      • Has fireplace: No
      • Fireplace features: Living Room, Wood Burning
      Interior area
      • Total structure area: 2,603
      • Total interior livable area: 1,894 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Balcony, Lighting, Private Mailbox
      • Has spa: Yes
      • Spa features: Above Ground, Heated
      Lot
      • Size: 0.38 Acres
      Details
      • Parcel number: 0050120017
      • Zoning: RSF2
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame
      • Foundation: Stem Wall
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1986

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Electricity Connected, Natural Gas Connected, Private, Public, Sewer Connected, Street Lights, Water Connected

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: SHERWOOD FOREST
      HOA
      • Has HOA: Yes
      • HOA fee: $50 monthly
      • HOA name: Pinnacle Management Company/Craig Smith
      • HOA phone: 941-444-7090
      Location
      • Region: Sarasota

      Financial & listing details

      • Price per square foot: $275/sqft
      • Tax assessed value: $311,200
      • Annual tax amount: $4,285
      • Date on market: 6/4/2026
      • Cumulative days on market: 98 days
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/31/2026Price change$520,000-1.7%$275/sqft
        Source: Stellar MLS #A4695906 Report a problem
        6/5/2026Listed for sale$529,000+32.7%$279/sqft
        Source: Stellar MLS #A4695906 Report a problem
        12/20/2024Listing removed$3,800$2/sqft
        Source: Zillow Rentals Report a problem
        10/30/2024Listed for rent$3,800$2/sqft
        Source: Zillow Rentals Report a problem
        10/10/2024Listing removed$3,800$2/sqft
        Source: Zillow Rentals Report a problem
        9/9/2024Listed for rent$3,800$2/sqft
        Source: Zillow Rentals Report a problem
        8/6/2024Listing removed$398,500+10.7%$210/sqft
        Source: Stellar MLS #A4506734 Report a problem
        8/30/2023Listing removed--
        Source: Zillow Rentals Report a problem
        7/25/2023Listed for rent$3,800+2.7%$2/sqft
        Source: Zillow Rentals Report a problem
        5/13/2022Listing removed--
        Source: Zillow Rental Manager Report a problem
        4/28/2022Listed for rent$3,700$2/sqft
        Source: Zillow Rental Manager Report a problem
        8/13/2021Sold$360,000-9.7%$190/sqft
        Source: Public Record Report a problem
        7/16/2021Pending sale$398,500$210/sqft
        Source: Stellar MLS #A4506734 Report a problem
        7/14/2021Listed for sale$398,500$210/sqft
        Source: Stellar MLS #A4506734 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,285 -14.5%$311,200 -18.1%
        2024$5,013 -2.6%$380,000 -3.9%
        2023$5,149 +8.4%$395,300 +9.2%
        2022$4,748 +118.3%$362,100 +108.1%
        2021$2,175 +0.4%$173,992 +1.4%
        2020$2,167 +4.3%$171,590 +2.3%
        2019$2,078 $167,732 +1.9%
        2018$2,078 +4.7%$164,605 +2.1%
        2017$1,984 -1.5%$161,219 -19.9%
        2016$2,015 $201,200 +13.5%
        2015$2,015 +0.5%$177,300 +15.7%
        2014$2,005 +0.2%$153,262
        2013$2,001 +2.7%$153,262 +1.7%
        2012$1,948 -1.1%$150,700 -2.5%
        2011$1,970 -7.6%$154,500 -4.5%
        2010$2,133 +8.1%$161,776 +2.7%
        2009$1,974 $157,523 +0.1%
        2008$1,974 -4.4%$157,366 +3%
        2007$2,065 $152,783 +2.5%
        2006-- $149,057 +3%
        2005-- $144,716 +3%
        2004$2,126 -0.8%$140,501 +1.9%
        2003$2,144 +0.3%$137,881 +2.4%
        2002$2,137 +6.6%$134,649 +1.6%
        2001$2,005 +2.2%$132,529 +3%
        2000$1,961 $128,669
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: Fruitville

        Getting around

        19 / 100
        Car-Dependent
        19 / 100
        Minimal Transit
        40 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Fruitville Elementary
        • Middle: McIntosh Middle
        • High: Sarasota High

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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