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$2,699,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 3,352 Sq. Ft.
  • Updated 10 days ago
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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.

Full Property Details for 10808 Leafwing Dr

General

  • Price: $2,699,000
  • HOA FEE: $258/month
  • HOA FEE FREQ.: Annually
  • Taxes: $21,698 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: TB8409835
  • Updated: 1/6/2026
  • Added to Site: 134 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 8
  • Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
  • Fireplace: Yes
  • Fireplace(s): Gas
  • Appliances: Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Indoor Grill, Kitchen Reverse Osmosis System, Microwave, Range, Range Hood, Refrigerator, Washer, Water Filtration System, Water Purifier, Whole House R.O. System, Wine Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Porcelain Tile

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Corridor Access, Electric Dryer Hookup, Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Auto Cleaner, Fiber Optic Lighting, Gunite, Heated, Lighting, Outside Bath Access, Salt Water, Screen Enclosure
  • Security/Safety: Gated Community, Key Card Entry, Security Gate, Smoke Detector(s)

Exterior

  • Exterior Features: Dog Run, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Rain Gutters, Sliding Doors, Storage
  • Deck/Patio: Covered, Deck, Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Deck, Enclosed, Front Porch, Patio, Porch, Rear

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 4
  • Carports: Yes
  • Carport: 4
  • Carport Spaces: 4
  • Covered Spaces: 8
  • Parking Features: Boat, Covered, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Garage, Golf Cart Parking, Ground Level, Guest, Oversized, RV Carport, Tandem, Workshop in Garage

Location

  • Area: 34241 - Sarasota
  • County: Sarasota
  • Development Name: 34241 - Sarasota
  • Subdivision: FOREST AT THE HI HAT RANCH
  • Driving Directions: I-75 to Clark Rd. Exit. Head East on Clark Rd. (HWY72) for approximately 5 miles. Turn Left onto Hi Hat Ranch Blvd. Enter Gates and take first Right onto Leafwing Drive. Home will be on your right.
  • Direction Faces: West

School Information

  • Elementary School: Lakeview Elementary
  • Middle School: Sarasota Middle
  • High School: Riverview High

Community

  • Community Name: 34241 - Sarasota
  • Community Features: Association Recreation - Owned, Deed Restrictions, Golf Carts OK
  • Association: Yes
  • Assoc. Name: The Forest Homeowners Association/Emily Riddle
  • Pet Restrictions: Please check with the Management Company regarding Pets.

Heating & Cooling

  • Cooling Type: Central Air, Humidity Control
  • Heating Type: Central, Electric, Natural Gas, Heat Pump, Propane

Utilities

  • Sewer: Septic Tank
  • Water District: LAKE WOOD
  • Water: Private, Well
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Fiber Optics, Fire Hydrant, Phone Available, Propane, Sprinkler Well, Water Connected

Structural Information

  • Architectural Info: Craftsman, Custom, Traditional
  • Architectural Style: Craftsman, Custom, Traditional
  • Exterior Const.: Block, Stucco
  • Roof: Metal
  • Windows: Storm Window(s)
  • Stories/Levels: One
  • Square Feet: 3,352
  • Sq. Ft. Source: Public Records
  • Year Built: 2021

Additional Structures

  • Other Structures: Guest House, Outdoor Kitchen, Storage, Workshop

Lot Features

  • Property View: Garden, Trees/Woods
  • Lot Size (Acres): 3.64
  • Lot Size (Sq. Ft.): 158,710
  • Lot Size: 3.6435
  • Frontage: Street Paved, Private Road
  • Street/Road Desc.: Paved, Concrete, Limerock

Water Features

  • Water Access: Yes
  • Water Access Desc: Lake
  • Water Front Name: LAKE WOOD

Financial Considerations

  • Association Fee: $3,100
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $21,698
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 22, FOREST AT HI HAT RANCH SUB TO 2462 C-SF ESMT AS DESC IN ORI 2021115803
  • Flood Zone Info: X
  • APN: 297010220
  • Property ID: 297010220
  • Block/Lot/Section: 1

Listed by Exp Realty Llc

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Listing agents

— 10808 Leafwing Dr —

  • Exp Realty Llc

  • Exp Realty Llc

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 10808 Leafwing Dr

School District:Sarasota County School District
NameGradesDistance
Lakeview Elementary School, Sarasota, FL
7299 Hand Road, Sarasota, FL 34241
PK-54.5 mi
Riverview High School, Sarasota, FL
1 Ram Way, Sarasota, FL 34231
9-129.7 mi
Sarasota Middle School
4826 Ashton Road, Sarasota, FL 34233
6-86.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 10808 Leafwing Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/06/2026
Price Reduced
$2,699,000
-1.85%
MLS
12/15/2025
Price Reduced
$2,750,000
-1.75%
MLS
11/21/2025
Price Reduced
$2,799,000
-0.57%
MLS
10/30/2025
Price Reduced
$2,815,000
-3.43%
MLS
10/03/2025
Price Reduced
$2,915,000
-2.51%
MLS
9/19/2025
Price Reduced
$2,990,000
-8%
MLS
9/05/2025
Listed
$3,250,000
20.37%
MLS
5/25/2023
Sold
$2,700,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 10808 Leafwing Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$18,872
-17%
$1,644,800
-13%
2024
$22,602
66%
$1,880,600
66%
2023
$13,614
3%
$1,135,753
3%
2022
$13,272
633%
$1,102,673
660%
2021
$1,811
—
$145,100
-25%
2021
$1,811
-10%
$194,600
23%
2019
$2,007
-4%
$158,100
-3%
2018
$2,081
—
$163,600
1%
2017
$2,089
—
$161,400
1%
2016
$2,079
9%
$159,200
13%
2015
$1,914
2%
$140,900
10%
2014
$1,882
16%
$127,820
10%
2013
$1,619
—
$116,200
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Exp Realty Llc

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10808 Leafwing Drive, Sarasota, FL 34241 (MLS# TB8409835) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 10808 Leafwing Drive is currently listed for $2,699,000 and was received on September 05, 2025. Want to learn more about 10808 Leafwing Drive? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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