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Under contract
    • $1,999,000

    5301 Saddle Oak Trl, Sarasota, FL 34241

    4beds
    3,978sqft
    Single Family Residence
    Built in 2003
    6.34 Acres Lot
    $-- Zestimate®
    $503/sqft
    $114/mo HOA

    What's special

    Large islandGas rangeExpansive acreageDine-in areaPlantation shuttersCrown moldingStainless farmhouse sink
    Under contract-accepting backup offers. Set on 6.34 private acres within the gated equestrian community of Saddle Oak Estates, this fully renovated estate has been reimagined for modern luxury living while preserving the rare sense of space and tranquility that defines the neighborhood. A long, impressive paver driveway introduces the nearly 4,000-square-foot residence, where estate privacy meets refined design just minutes from Sarasota’s everyday conveniences. Inside, wood-look tile flows seamlessly throughout the entire home, anchoring an open-concept layout designed for effortless indoor-outdoor living. The living room makes a striking first impression with a custom stone accent wall, fireplace, and built-ins that create a warm focal point for gathering. At the heart of the home, the chef’s kitchen is both elegant and functional, featuring a beautiful cabinetry with lighted upper cabinets, large island, gas range, stainless farmhouse sink, dine-in area, and a butler’s pantry that adds exceptional storage and prep space. A sunlit oversized dining room with custom cabinetry and high tray ceilings was designed for large family celebrations and entertaining. Walls of glass open directly to the pool terrace, blurring the line between inside and out. This impressive space is equally suited to function as a great room or media lounge, with the formal dining room positioned at the front of the home — currently styled as an inviting sitting area. A half bath is conveniently positioned here, and the second primary suite is located on this wing, creating the ideal setup for a private guest retreat or multigenerational living. The home offers two spacious primary suites, each with updated spa-inspired baths that feel like personal retreats. One suite includes a flexible den — perfect as a home office, gym, nursery or even a 5th bedroom. Two additional bedrooms and a full bath provide comfortable accommodations for family or guests. Thoughtful storage is built into every corner, including a cabinet-lined hallway leading to the oversized laundry room complete with granite counters, cabinetry, and utility sink. Plantation shutters, crown molding, and designer lighting elevate the interiors, adding warmth and sophistication throughout. Step outside to a true backyard oasis. The expansive paver patio surrounds a sparkling pool and flows into a large covered area with a wood-accent ceiling designed for lounging and outdoor dining. A pergola grilling area invites relaxed evenings entertaining under the stars, while a fenced dog run offers space for pets to roam. With flexible living spaces that adapt to your needs, expansive acreage, and the serenity of Saddle Oak Estates, this property delivers the rare combination of estate privacy and modern luxury, just minutes from Sarasota’s dining, shopping, and beaches.
    160 days
    |
    140
    |
    4
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    Zillow last checked:

    Listing updated:

    Listed by:

    Toma Milbank PLLC 941-720-5174,

    COMPASS FLORIDA LLC 941-279-3630,

    Rebecca Milbank PLLC 941-302-6840,

    COMPASS FLORIDA LLC

    Source: Stellar MLS,MLS#: A4680226MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Bonus Room, Living Room, Utility Room
      Other
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 27.78 Square Feet
      • Dimensions: 11.11x2.5
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 179.8 Square Feet
      • Dimensions: 12.4x14.5
      Bedroom 3
      • Features: Built-in Closet
      • Level: First
      • Area: 177 Square Feet
      • Dimensions: 11.8x15
      Bedroom 4
      • Features: Built-in Closet
      • Level: First
      • Area: 166.4 Square Feet
      • Dimensions: 13x12.8
      Den
      • Features: No Closet
      • Level: First
      • Area: 89.21 Square Feet
      • Dimensions: 8.11x11
      Dinette
      • Level: First
      • Area: 97.75 Square Feet
      • Dimensions: 11.5x8.5
      Dining room
      • Level: First
      • Area: 497.96 Square Feet
      • Dimensions: 23.6x21.1
      Family room
      • Level: First
      • Area: 239.61 Square Feet
      • Dimensions: 14.7x16.3
      Foyer
      • Level: First
      • Area: 162.8 Square Feet
      • Dimensions: 14.8x11
      Kitchen
      • Level: First
      • Area: 313.74 Square Feet
      • Dimensions: 18.9x16.6
      Laundry
      • Level: First
      • Area: 279.5 Square Feet
      • Dimensions: 21.5x13
      Living room
      • Level: First
      • Area: 247.95 Square Feet
      • Dimensions: 17.1x14.5
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Bar Fridge, Oven, Cooktop, Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
      • Laundry: Laundry Room
      Features
      • Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Open Floorplan, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s)
      • Flooring: Tile
      • Doors: French Doors, Outdoor Grill, Outdoor Kitchen, Sliding Doors
      • Windows: Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Living Room
      Interior area
      • Total structure area: 5,304
      • Total interior livable area: 3,978 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Driveway, Garage Door Opener, Golf Cart Parking, Oversized
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Patio
      • Exterior features: Dog Run, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Private Yard, Rain Gutters
      • Has private pool: Yes
      • Pool features: Gunite, Lighting, Salt Water
      • Has view: Yes
      • View description: Pool
      Lot
      • Size: 6.34 Acres
      • Features: Level
      • Residential vegetation: Mature Landscaping
      Details
      • Parcel number: 0277020018
      • Zoning: OUE
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Stone, Stucco
      • Foundation: Block
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 2003

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Propane, Sewer Connected, Water Connected

      Community & HOA

      Community
      • Features: Deed Restrictions, Horses Allowed
      • Security: Gated Community, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: SADDLE OAK ESTATES
      HOA
      • Has HOA: Yes
      • Amenities included: Gated
      • HOA fee: $114 monthly
      • HOA name: Harbor Management Services - Deric Van Hook
      • HOA phone: 305-246-5867
      Location
      • Region: Sarasota

      Financial & listing details

      • Price per square foot: $503/sqft
      • Tax assessed value: $847,100
      • Annual tax amount: $10,477
      • Date on market: 2/13/2026
      • Cumulative days on market: 131 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/8/2026Contingent$1,999,000$503/sqft
        Source: Stellar MLS #A4680226 Report a problem
        6/8/2026Pending sale$1,999,000$503/sqft
        Source: Stellar MLS #A4680226 Report a problem
        2/13/2026Listed for sale$1,999,000+110.4%$503/sqft
        Source: Stellar MLS #A4680226 Report a problem
        8/4/2020Listing removed$950,000$239/sqft
        Source: GOOD LIFE REALTY LLC #A4460938 Report a problem
        2/26/2020Listed for sale$950,000+118.6%$239/sqft
        Source: GOOD LIFE REALTY LLC #A4460938 Report a problem
        7/24/2014Sold$434,500$109/sqft
        Source: Public Record Report a problem
        6/8/2014Listed for sale$434,500+334.5%$109/sqft
        Source: Coldwell Banker Residential Real Estate - Sarasota Downtown #A3999496 Report a problem
        5/13/2014Sold$100,001-66.7%$25/sqft
        Source: Public Record Report a problem
        11/5/2012Listing removed$300,000$75/sqft
        Source: HORIZON REALTY INTERNATIONAL #A3968186 Report a problem
        11/4/2012Listed for sale$300,000-44.8%$75/sqft
        Source: HORIZON REALTY INTERNATIONAL #A3968186 Report a problem
        10/16/2009Listing removed$543,600$137/sqft
        Source: NRT Florida #A3911841 Report a problem
        9/20/2009Price change$543,600-10%$137/sqft
        Source: NRT Florida #A3911841 Report a problem
        8/13/2009Listed for sale$604,000+517%$152/sqft
        Source: NRT Florida #A3911841 Report a problem
        11/30/2000Sold$97,900$25/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$10,477 -1.8%$847,100 +17.4%
        2024$10,672 +7.8%$721,487 +10%
        2023$9,903 +13.5%$655,897 +10%
        2022$8,722 +22.3%$596,270 +12.1%
        2021$7,134 +4.1%$531,700 +6.5%
        2020$6,857 -5.1%$499,200 -7.1%
        2019$7,223 $537,300 -0.8%
        2018$7,223 -0.5%$541,400 -4%
        2017$7,262 +13.6%$563,700 +23.5%
        2016$6,393 -0.4%$456,500 +3.1%
        2015$6,419 +0.4%$442,600 +38.1%
        2014$6,393 +45.8%$320,538
        2013$4,386 +2.7%$320,538 +1.7%
        2012$4,272 +4.6%$315,180 +3%
        2011$4,085 -2%$306,000 +0.5%
        2010$4,169 +0.4%$304,400 -6.5%
        2009$4,152 $325,625 +0.1%
        2008$4,152 -19.1%$325,300 -17.4%
        2007$5,133 $393,864 +2.5%
        2006-- $384,258 +3%
        2005-- $373,066 +3%
        2004$5,396 +254%$362,200 +270%
        2003$1,525 +9.3%$97,900 +7.3%
        2002$1,395 +9.5%$91,200 +4%
        2001$1,274 +6.2%$87,700 +7%
        2000$1,200 $82,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 34241

        Getting around

        0 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Lakeview Elementary
        • Middle: Sarasota Middle
        • High: Riverview 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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