14542 BLACK CHERRY TRAIL, Winter Garden, FL, 34787 | $589,900

Virtually Staged. Welcome to this beautifully maintained former model home located in the highly sought-after Winter Garden area, just minutes from Magic Kingdom, shopping, dining, and top community amenities including pools, tennis courts, basketball courts, and a dog park. This spacious 4-bedroom, 2. 5-bath residence combines thoughtful upgrades, functional living spaces, and exceptional curb appeal.

Step inside to discover upgraded ceramic tile flooring throughout the main living areas, an open-concept layout, and a dedicated office/flex room featuring custom built-in desks and cabinetry—perfect for working from home. The expansive gourmet kitchen offers granite countertops, upgraded cabinetry, stainless steel appliances, oversized island seating, and abundant storage space ideal for entertaining and everyday living.

The first floor flows seamlessly into the oversized great room and large screened covered lanai, creating the perfect indoor-outdoor lifestyle. A spacious laundry room includes built-in cabinetry, utility sink, and folding station for added convenience.

Upstairs, the generous primary suite features dual vanities, a garden tub, walk-in shower, and spacious walk-in closet. Three additional bedrooms and a full bathroom provide comfortable accommodations for family and guests. The second upstairs bathroom was updated with a new vanity in 2024.

This home has been extensively improved with major recent upgrades including:

NEW ROOF (2022)
Solar panels (2023)
NEW fence (2021)
Fresh exterior paint (2026)
New refrigerator (2024)
Washer & dryer (2021)
HVAC (2014)
Updated blinds throughout
Ring security system, Ring cameras, and smart front door lock
Water softener system
Reverse osmosis system in kitchen

Enjoy the oversized yard, exceptional cabinet and storage space, and the premium feel that comes with owning a former model home. This move-in-ready property offers the perfect combination of comfort, upgrades, energy efficiency, and prime Central Florida living.

Schedule your private showing today!

Features

  • Amenities: Basketball Court, Cable TV, Clubhouse, Fitness Center, Playground, Pool, Tennis Court(s)
  • Rooms: 10
  • Bedrooms: 4
  • Baths: 2 full / 1 half
  • Laundry: Inside, Laundry Room
  • Year Built: 2008
  • Garage: 2-car
  • Heating: Central
  • Cooling: Central Air
  • Approx Sq. Feet: 2,234
  • Acreage: 0.21
  • Est. Taxes: $5,498
  • HOA Fee: $184 Monthly
  • Pet Policy: Yes
  • Appliances: Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Refrigerator
  • MLS#: O6410574
  • Days on Market: 29 days
  • Website: https://www.raveis.com
    /prop/O6410574/14542blackcherrytrail_wintergarden_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 6/27/2026 12:47:08 PM)
Listing courtesy of Dalton Wade Inc   Phone: 888-668-8283

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:

  • Market your home to realize a quick sale at the best possible price
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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

14542 BLACK CHERRY TRAIL, Winter Garden, FL, 34787

$589,900

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 Conforming*
30 Year
Fixed-Rate Conforming
15 Year
Fixed-Rate Conforming
Loan Amount $471,920 $471,920 $471,920
Term 360 months 360 months 180 months
Initial Interest Rate** 5.990% 6.375% 5.625%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.370% 6.512% 5.866%
Monthly Tax Payment $458 $458 $458
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $2,826 $2,944 $3,887
Total Monthly Payment $3,376 $3,494 $4,437

* 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.