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For sale
    • $435,000

    4468 ASCOT CIRCLE N, SARASOTA, FL 34235

    2beds
    2,079sqft
    : 
    $3,806/mo
    Get pre-qualified
    Single Family Residence
    Built in 1991
    4,507 Square Feet Lot
    $416,600 Zestimate®
    $209/sqft
    $981/mo HOA

    What's special

    Waterfront pool homeTwo-car garageGlistening water views
    Virtually Staged. **Waterfront Elegance in an Exclusive Enclave of Just 100 Homes** Tucked among mature trees and lush landscaping, this exceptional 2-bedroom, 2-bathroom residence offers a rare combination of privacy, space, and Gulf Coast sophistication. With 2,079 square feet of beautifully arranged living space, this waterfront pool home invites you to slow down and savor Florida living at its finest. Beyond the two-car garage lies a floor plan designed for both connection and quiet. A dedicated office/den provides the perfect work-from-home retreat, while the family room, anchored by a cozy fireplace, sets the stage for memorable gatherings. Formal living and dining rooms add a touch of grace, and the eat-in kitchen keeps mornings casual and convenient. Outside, glistening water views and a private pool create your own personal oasis. The interior as well as the exterior were freshly painted July 2026. A new roof was added in 2025. The setting is every bit as impressive as the home itself. Residing in one of the area's most coveted communities, you'll enjoy the serenity of tree-lined streets while remaining minutes from University Town Center — Sarasota's premier destination boasting 150-plus stores and restaurants. Culture seekers will love the short drive to downtown's vibrant arts district, home to the Sarasota Orchestra, Sarasota Ballet, and the iconic Van Wezel Performing Arts Hall. Everyday essentials are close, too. Whole Foods Market, Conservatory Park, and convenient bus access are all nearby, and families will appreciate Foundations Christian Montessori Academy just steps away. This is refined Sarasota living — schedule your private tour today.
    20 days
    1,226
    76

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Michael Sikorski 941-206-6000,

    MICHAEL SIKORSKI & COMPANY 941-206-6000

    Source: Stellar MLS,MLS#: A4703420MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Tub with Separate Shower Stall, Walk-In Closet(s)
      • Level: First
      • Area: 176 Square Feet
      • Dimensions: 11x16
      Bedroom 2
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: First
      • Area: 176 Square Feet
      • Dimensions: 11x16
      Primary bathroom
      • Features: Dual Sinks, Linen Closet
      • Level: First
      • Area: 176 Square Feet
      • Dimensions: 11x16
      Balcony porch lanai
      • Level: First
      • Area: 297 Square Feet
      • Dimensions: 27x11
      Den
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 154 Square Feet
      • Dimensions: 11x14
      Dining room
      • Features: Wet Bar
      • Level: First
      • Area: 255 Square Feet
      • Dimensions: 15x17
      Family room
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 294 Square Feet
      • Dimensions: 14x21
      Foyer
      • Level: First
      • Area: 56 Square Feet
      • Dimensions: 8x7
      Great room
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 330 Square Feet
      • Dimensions: 15x22
      Kitchen
      • Features: Pantry, Storage Closet
      • Level: First
      • Area: 228 Square Feet
      • Dimensions: 12x19
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
      • Laundry: In Garage
      Features
      • Cathedral Ceiling(s), Ceiling Fan(s), L Dining, Split Bedroom, Walk-In Closet(s)
      • Flooring: Carpet, Ceramic Tile, Laminate
      • Doors: French Doors, Outdoor Kitchen
      • Windows: Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Family Room
      Interior area
      • Total structure area: 2,940
      • Total interior livable area: 2,079 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Outdoor Kitchen
      • Has private pool: Yes
      • Pool features: In Ground
      • Has view: Yes
      • View description: Pond
      • Has water view: Yes
      • Water view: Pond
      • Waterfront features: Pond, Pond Access
      Lot
      • Size: 4,507 Square Feet
      Details
      • Parcel number: 0019020025
      • Zoning: RSF1
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block
      • Foundation: Slab
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 1991

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Sewer Connected

      Community & HOA

      Community
      • Features: Community Mailbox, Deed Restrictions, Tennis Court(s)
      • Pet fee: $0 monthly
      • Subdivision: LONGWOOD VILLAS
      HOA
      • Has HOA: Yes
      • Amenities included: Tennis Court(s)
      • Services included: Common Area Taxes, Reserve Fund, Maintenance Structure, Maintenance Grounds, Manager, Private Road, Sewer, Trash
      • HOA fee: $981 monthly
      • HOA name: Capstone Association Management/ Jill Gravino
      • HOA phone: 941-554-8838
      • Second HOA name: Longwood Villas
      Location
      • Region: Sarasota

      Financial & listing details

      • Price per square foot: $209/sqft
      • Tax assessed value: $396,400
      • Annual tax amount: $3,606
      • Date on market: 8/19/2026
      • Cumulative days on market: 21 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        $416,600

        $396,000 - $437,000

        $3,677/mo

        Price history

        DateEventPrice
        8/19/2026Listed for sale$435,000+294.4%$209/sqft
        Source: Stellar MLS #A4703420 Report a problem
        5/5/2011Sold$110,300-20.6%$53/sqft
        Source: Public Record Report a problem
        12/23/2010Price change$138,900-6.7%$67/sqft
        Source: Exit Realty Signature Properties #A3930071 Report a problem
        11/8/2010Price change$148,900-5.1%$72/sqft
        Source: Exit Realty Signature Properties #A3930071 Report a problem
        10/2/2010Price change$156,900-4.3%$75/sqft
        Source: Exit Realty Signature Properties #A3930071 Report a problem
        9/24/2010Price change$163,900-4.1%$79/sqft
        Source: Exit Realty Signature Properties #A3930071 Report a problem
        9/2/2010Price change$170,900-3.9%$82/sqft
        Source: Exit Realty Signature Properties #A3930071 Report a problem
        8/9/2010Price change$177,900-4.3%$86/sqft
        Source: Exit Realty Signature Properties #A3930071 Report a problem
        8/7/2010Listed for sale$185,900+87.2%$89/sqft
        Source: Exit Realty Signature Properties #A3930071 Report a problem
        6/2/2009Sold$99,300-44.1%$48/sqft
        Source: Public Record Report a problem
        10/18/1999Sold$177,500-6.6%$85/sqft
        Source: Public Record Report a problem
        11/20/1997Sold$190,000-0.5%$91/sqft
        Source: Public Record Report a problem
        10/21/1996Sold$191,000+5.5%$92/sqft
        Source: Public Record Report a problem
        3/7/1994Sold$181,000$87/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$3,606 +4.5%$287,281 +2.9%
        2024$3,452 +4.5%$279,185 +3%
        2023$3,304 +3%$271,053 +3%
        2022$3,207 +2.3%$263,158 +3%
        2021$3,134 0%$255,493 +1.4%
        2020$3,135 +3.8%$251,965 +2.3%
        2019$3,020 $246,300 -2.4%
        2018$3,020 -1.7%$252,300 +0%
        2017$3,073 -8.5%$252,200 +8.7%
        2016$3,358 $232,000 +3.9%
        2015$3,358 +5.3%$223,300 +15%
        2014$3,190 +5.4%$194,200
        2013$3,025 +8.7%$194,200 +9%
        2012$2,782 +3.5%$178,100 +2.3%
        2011$2,688 -6.7%$174,100 -4.7%
        2010$2,881 +17.2%$182,600 -14.4%
        2009$2,459 $213,200 +7.3%
        2008$2,459 -3.1%$198,622 +3%
        2007$2,538 $192,837 +2.5%
        2006-- $188,134 +3%
        2005-- $182,654 +3%
        2004$2,636 -0.9%$177,334 +1.9%
        2003$2,660 +0.8%$174,027 +2.4%
        2002$2,639 +7.1%$169,948 +1.6%
        2001$2,464 +2.4%$167,272 +3%
        2000$2,407 $162,400
        Find assessor info on the county website

        Monthly payment

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        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: Longwood Run

        Getting around

        7 / 100
        Car-Dependent
        22 / 100
        Minimal Transit
        47 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Emma E. Booker Elementary
        • Middle: Booker Middle
        • High: Booker 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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