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5301 SADDLE OAK TRL,  SARASOTA, FL 34241

MLS# A4680226.  4 beds.  3.5 baths.  Single Family Home.  Active

$343.00 Quarterly Fees.  $10,477 in taxes (2025)

$1,999,000

 

Remarks:

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.

Quick Info:

  • Listing is courtesy Of: COMPASS FLORIDA LLC ((941-279-3630))
  • Listing Agent: Toma Milbank Pllc ((941-720-5174))
  • Days on yellowkey: 117
  • Property Type: Single Family Home
  • Beds: 4
  • Baths: 3.5
  • Living Area Square Feet: 3978
  • Built 2003
  • Taxes: $10,477 (2025)
  • 0 Days off yellowkey (back on 6/8/2026 )
  • Garage Spaces:3 ()
  • Square Feet: 5304
  • Fees: $343 Quarterly
  • Sarasota County
  • Terms: Cash, Conventional, FHA, VA Loan
  • Subdivision Info:
  • Occupancy Information: Owner
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  • Subdivision Name: SADDLE OAK ESTATES
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  • Interior Features: Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Open Floorplan, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
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  • Exterior Features: Dog Run, French Doors, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Private Yard, Rain Gutters, Sliding Doors
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History:

DateListing TypeDays on yellowkeyMLS#EventPrice% Chg$/sqftSource
6/8/2026Sale114A4680226Back on yellowkey$1,999,000-376.8853MLS
2/13/2026Sale0A4680226listed for sale$1,999,000-376.8853MLS
6/6/2014Sale0A3999496Listed for Sale$434,500-172.9697MLS




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