Price Reduced 5.47%

$1,848,000 ($477.40 per sqft)

Est. Mortgage $8,745/mo *

Quick Pre-Approval

Price History

$1,955,000
5/10/2025

$1,888,000
11/12/2025

$1,848,000
1/3/2026


5850 SADDLE OAK TRAIL, Sarasota, FL, 34241

5850 SADDLE OAK TRAIL, Sarasota, FL, 34241

13 rooms

4 beds

3 Full / 1 Half baths

2005

Contemporary, Custom

3,871 sqft

Stunning MOVE-IN ready Estate on 5+ Acres in a Gated Community with an Enchanted Forest Retreat Welcome to 5850 Saddle Oak Trail—Nestled behind the gates of one of Sarasota’s most exclusive communities, this beautifully remodeled, ALL BLOCK, nearly 4,000 sq. ft. estate sits on over 5 private acres and welcomes you with a long, tropical Florida-style driveway—lush, enchanting, and designed to impress from the moment you arrive. Step into your own secret garden—a rare and magical feature of this property is its enchanting forest, unlike anything else in the community. Winding walkways guide you through the natural canopy of mature trees and lush foliage, offering peaceful moments of serenity, connection with nature, and space for meditation, mindful walks, or simply getting lost in the beauty of your own private woodland escape. This one-of-a-kind feature adds mystery, charm, and a timeless magic rarely found in Sarasota real estate. Inside, you’ll find a spacious open floor plan with soaring tray ceilings, showcasing an elegant blend of comfort and style. The gourmet kitchen has been fully renovated with sleek modern cabinetry and high-end finishes, seamlessly flowing into the living and dining areas—ideal for entertaining and everyday living. The home features 4 bedrooms, 4 beautifully updated bathrooms, 2 dedicated offices, and a versatile upstairs bonus area—currently a media room—perfect for a gym, art studio, or guest retreat. Your private outdoor resort awaits: a fully renovated pool area with luxurious travertine tile, heated pool and spa, expansive screened lanai, and lush tropical landscaping—perfect for year-round enjoyment. Car enthusiasts and adventurers will love the two garages—a spacious attached garage and a brand-new 1,500 sq. ft. detached garage, both with premium epoxy floors and space for your cars, boat, RV, and more. Sarasota’s educational options near this property include Skye Ranch School, a new community public K–8 school with modern facilities and a strong STEAM emphasis; The Out-of-Door Academy, a respected private Pre-K–12 college preparatory school known for its balanced academics, character development, and supportive community; and Pine View School for the Gifted, a nationally recognized magnet school serving gifted learners that consistently ranks at the top of Florida’s public schools and among the best in the country. Additional highlights include: New roof (2022) New oversized steel building New kitchen cabinets New flooring in all bedrooms New impact-rated patio doors Newly paved circular driveway with striking paver/asphalt design Meticulously maintained throughout There’s also a generously sized fenced-in pet area, perfect for your dogs to roam safely and freely, with plenty of space for play and peace of mind for you. This property offers a rare combination of privacy, nature, luxury, and convenience—just minutes from Sarasota’s top shopping, dining, and world-renowned beaches. Homes like this are rarely available—and even more rarely this mysterious, magical, and one-of-a-kind. Schedule your private tour today and experience the enchantment for yourself.


Status:

Active

Type:

Single-family residential

Furnished Remarks:

Unfurnished

Laundry Remarks:

Inside, Laundry Closet, Laundry Room

Subdivision:

SADDLE OAK ESTATES

Garage:

3-car Boat, Driveway, Garage Door Opener, Oversized, Parking Pad, Workshop in Garage

Heating:

Central, Electric

Cooling:

Central Air

Common Charge:

$348 Quarterly

Acreage:

5.33

Est. Taxes:

$13,445

HOA Fee

$348

Construction

Block, Stucco, Wood Frame

Utilities

Electricity Connected, Sprinkler Well

Lot Description:

Conservation Area, Irregular Lot

Elementary School:

Lakeview Elementary

Middle School:

Sarasota Middle

High School:

Riverview High

Days on Market:

202

Elevator:

N

Pet Policy:

Yes

Appliances:

Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Kitchen Reverse Osmosis System, Range, Range Hood, Refrigerator, Washer

Pool:

Heated, In Ground, Screen Enclosure

Min Lease Term:

No Minimum

MLS #:

N6138843


Community Info

School Info

Walk Score

Yelp


Listing courtesy of MEDWAY REALTY 941-375-2456