15255 E Oakland AvenueWinter Garden, FL 34787Sale Price: $1,950,000

  • Sale Price: $1,950,000
  • 677 Days Since Sale
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Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $1,950,000Sale Price
  • 5Bedrooms
  • 3Full Bath
  • 1Half Baths
  • 5,754Square Feet

Listing Tools

Discover the epitome of luxury living in this stunning custom-built RCB Homes masterpiece, nestled on an exquisite tree-lined street in the sought-after Oakland Park subdivision. This exquisite residence is the true definition of a “forever” home and boasts an array of premium features and sits on one of the largest lots in the community, offering unparalleled space and privacy. As you approach the home, you'll be greeted by charming front and rear covered porches that overlook the expansive, nearly half-acre homesite. Step inside to find your choice of either formal rooms, or dual offices as you make your way to the breathtaking open floor plan. The heart of the home features a massive family room with custom shiplap feature wall, electric fireplace and a gourmet kitchen that will delight even the most discerning chef! The natural gas kitchen is equipped with an abundance of cabinets, a hidden walk-in pantry, pot filler, multiple ovens (including convection and steam), and top-of-the-line Thermador and Bosch appliances. The counter-height island comfortably seats 12, making it perfect for family meals as well as formal entertaining. The first-floor primary suite is a true oasis, featuring two oversized custom walk-in closets and a spa-inspired master bathroom. Indulge in the walk-in double-head shower, his and her vanities, bidet, and a contemporary-styled garden soaker tub. Upstairs, you'll find three additional oversized bedrooms all with walk-in closets, a fifth guest bedroom (currently used as a home gym), multiple walk-in storage closets, an open loft area, and library leading out to the second-floor balcony overlooking majestic Oakland Avenue. This home features approximately 1,200 square feet of walk-in attic storage providing endless future possibilities. Designed to accommodate a future elevator, and with the walk-in attic storage you have the potential to build out an in-law suite, or that same space can easily be transformed into a 7th bedroom or utilize the extra 1200 +/- square feet for a home theater, dance studio, gym, or flex space to suit your personal desires. Enjoy outdoor living on the screened-in rear patio with built-in summer kitchen and grill or relax in the pool planned fenced-in backyard under the shade of enormous mature trees. Savor your morning coffee on the inviting front porch or take advantage of the two community pools just steps away. This residence is completed with an oversized 4-car garage, with both front driveway and rear alley access providing ample space and access for your vehicles and all of your storage needs. Additional upgraded features include: upgraded light fixtures, crown molding, resurfaced upper deck, new upstairs sinks, full house water filtration, water softener, as well as 20 amp electrical under porch pavers for hot tub, as well as pre-wired columns for electric gate. With the utmost flexible floor plan and prime location close to downtown Winter Garden's quaint shopping, savory restaurants, and the West Orange Trail, this home offers unlimited possibilities and won't last long!

Property Details of 15255 E Oakland Avenue

Property Details

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Mortgage Calculator


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Est. Mortgage:
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026. * The above figures are estimates provided by Union Street Media using the FRED® API, and are not endorsed or certified by the Federal Reserve Bank of St. Louis. Check with your lender for actual interest rates.
Listed by Julie Bettosini,PA of STOCKWORTH REALTY GROUP (407-909-5900)

Listing Sold by CORCORAN PREMIER REALTY

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 27, 2026 9:37 AM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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