5850 SADDLE OAK TRAIL, Sarasota, FL, 34241 | $1,848,000

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.

Features

  • Rooms: 13
  • Bedrooms: 4
  • Baths: 3 full / 1 half
  • Laundry: Inside, Laundry Closet, Laundry Room
  • Style: Contemporary, Custom
  • Year Built: 2005
  • Garage: 3-car Boat, Driveway, Garage Door Opener, Oversized, Parking Pad, Workshop in Garage
  • Heating: Central, Electric
  • Cooling: Central Air
  • Approx Sq. Feet: 3,871
  • Acreage: 5.33
  • Est. Taxes: $13,445
  • HOA Fee: $348 Quarterly
  • Lot Desc: Conservation Area, Irregular Lot
  • Elem. School: Lakeview Elementary
  • Middle School: Sarasota Middle
  • High School: Riverview High
  • Pool: Heated, In Ground, Screen Enclosure
  • Pet Policy: Yes
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Kitchen Reverse Osmosis System, Range, Range Hood, Refrigerator, Washer
  • MLS#: N6138843
  • Days on Market: 202 days
  • Website: https://www.raveis.com
    /eprop/N6138843/5850saddleoaktrail_sarasota_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. (last updated 2/1/2026 11:34:47 PM)
Listing courtesy of MEDWAY REALTY   Phone: 941-375-2456

William Raveis Family of Services

Our family of companies partner in delivering quality services in a one-stop-shopping environment. Together, we integrate the most comprehensive real estate, mortgage and insurance services available to fulfill your specific real estate needs.

Customer Service

888.699.8876

Contact@raveis.com

Our family of companies offer our clients a new level of full-service real estate. We shall:

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To learn more about our credentials, visit raveis.com today.

Melissa CohnRVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 16953

917.838.7300

Melissa.Cohn@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
  • Offers you pre-approval in minutes!
  • Provides a guaranteed closing date that meets your needs
  • Has access to hundreds of loan programs, all at competitive rates
  • Is in constant contact with a full processing, underwriting, and closing staff to ensure an efficient transaction

Pedro DelgadilloInsurance Sales Director, William Raveis Insurance

305.922.5393

Pedro.Delgadillo@raveis.com

Our Insurance Division:

  • Will Provide a home insurance quote within 24 hours
  • Offers full-service coverage such as Homeowner's, Auto, Life, Renter's, Flood and Valuable Items
  • Partners with major insurance companies including Chubb, Kemper Unitrin, The Hartford, Progressive,
    Encompass, Travelers, Fireman's Fund, Middleoak Mutual, One Beacon and American Reliable

5850 SADDLE OAK TRAIL, Sarasota, FL, 34241

$1,848,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Melissa Cohn

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 917.838.7300

Melissa.Cohn@raveis.com

NMLS Mortgage Loan Originator ID 16953

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $1,478,400 $1,478,400 $1,478,400
Term 360 months 360 months 180 months
Initial Interest Rate** 5.500% 5.875% 5.750%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.165% 6.007% 5.952%
Monthly Tax Payment $1,120 $1,120 $1,120
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $8,394 $8,745 $12,277
Total Monthly Payment $9,639 $9,990 $13,522

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.  The Total Monthly Payment does not include the estimated HOA/Common Charge payment.