Back 5301 Saddle Oak Trail
Off Market

5301 Saddle Oak Trail

Sarasota FL 34241

4
4
3
5304 sq. ft.
276170 sq. ft.
Single-Family
Last sold for $1,733,000
Toma MilbankToma Milbank, last sold this property on 20 August 2026 after 2269 days on market.

Overview

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.

Features

4 bedrooms
4 bathrooms
3 carspaces
3 garage spaces
5304 sq. ft. floor area
276170 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Sarasota over the last 12 months, the estimated median property value of 5301 Saddle Oak Trail is $750k.

Median value
$750k
Estimated value range
$359k - $2.6m
Median days on market
76
Estimated value trend
-9%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Sarasota. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 5301 Saddle Oak Trail

2026
Sold
$1,733,000
20 Aug 2026 by Toma Milbank, of COMPASS FLORIDA LLC

Happy sellers in Sarasota

89%
89% of sellers in Sarasota reported that their sale price either exceeded or met their price expectations.

Sarasota stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 12 reviews in Sarasota over the last 12 months.

Local market activity for 4 bedroom single-family properties in Sarasota

In the last 12 months, 148 four-bedroom single-family properties similar to 5301 Saddle Oak Trail, have been sold.

This represents a 5% decrease in four-bedroom single-family properties sales when compared to the previous 12 months.

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