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Off Market

10808 Leafwing Drive

Sarasota FL 34241

4
5
8
5540 sq. ft.
158710 sq. ft.
Single-Family
Last sold for $2,600,000
Tanner TillungTanner Tillung, last sold this property on 20 July 2026 after 317 days on market.

Overview

Welcome to 10808 Leafwing Drive, a private 3.64-acre estate in Sarasota’s exclusive gated community, The Forest at Hi Hat Ranch. Designed and built in 2021, this custom-crafted residence—known as The David—is a rare opportunity to experience modern luxury seamlessly blended with the tranquility of nature. Every element of this home was thoughtfully designed to deliver sophistication, privacy, and the finest in Florida living. The main residence spans more than 5,500 square feet in total, with 3,352 square feet of air-conditioned living space centered around an open, airy floorplan. A dramatic 23-by-34-foot great room serves as the heart of the home, with soaring ceilings, a fireplace, and expansive glass doors that frame peaceful views of Lake Wood and the surrounding conservation land. The chef’s kitchen is equally impressive, featuring custom wood cabinetry, stone counters, top-tier appliances, walk-in pantry, and generous workspace for both everyday living and large-scale entertaining. There are a total of 4 bedrooms - 1 is currently used as an office which has an adjacent bathroom. The primary suite was designed as a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized walk-in shower, dual vanities, and a spacious custom closet. Two additional guest suites with walk-in closets and en suite baths lend comfort and privacy. A versatile study with its own walk-in closet provides flexibility as a home office, library, or additional bedroom. Enhancing the property’s versatility, a detached casita offers an additional 600 square feet with a private bath and kitchenette—perfect for extended family, long-term guests, or multigenerational living. Outdoor living takes center stage in this estate, with a heated saltwater pool featuring a sun shelf, fiber optic lighting, and an integrated spa. The expansive screened lanai with summer kitchen, outdoor dining, and multiple lounge areas creates a seamless indoor-outdoor lifestyle. Mature landscaping, irrigation system, and private fencing further enhance the serene setting. Additional features include a four-car garage with carport parking, golf cart and RV accommodations, storm protection, whole-house water filtration and reverse osmosis systems, and energy-efficient design throughout. Beyond the property, residents of The Forest at Hi Hat Ranch enjoy the rare combination of seclusion and convenience. Just minutes from downtown Sarasota, world-class beaches, fine dining, golf, and cultural venues, this estate provides both privacy and access to everything that makes Sarasota one of Florida’s most desirable destinations. 10808 Leafwing Drive is more than a residence—it is an estate of distinction that offers timeless craftsmanship, luxurious amenities, and an unparalleled Florida lifestyle.

Features

4 bedrooms
5 bathrooms
8 carspaces
4 carport spaces
4 garage spaces
5540 sq. ft. floor area
158710 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 10808 Leafwing Drive is $755.33k.

Median value
$755.33k
Estimated value range
$359k - $2.6m
Median days on market
69
Estimated value trend
-10%
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 10808 Leafwing Drive

2026
Sold
$2,600,000
20 Jul 2026 by Tanner Tillung
2023
Sold
$2,700,000
25 May 2023 by Brian Wood, of COMPASS FLORIDA, LLC
2023
Sold
$2,700,000
25 May 2023 by Brian Wood, 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, 149 four-bedroom single-family properties similar to 10808 Leafwing Drive, have been sold.

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