$2,499,000 Coming soon

21238 STONEWOOD DR, BOCA RATON, FL 33428

5 beds4.5 baths4,509 sq ftHouseBuilt 1990
Updated today, November 3, 2026

This home against the area

$554 per sq ft
1 day on the market
$18,473 in property taxes (2025)
31,799 sq ft lot
Private pool
2 car garage

About this home

RARE OPPORTUNITY IN PRESTIGIOUS WINDING LAKES ESTATES! Here is your chance to own a magnificent estate in one of West Boca Raton's most desirable residential enclaves, where homes rarely become available for sale. Situated on nearly three-quarters of an acre of lush tropical grounds, this exceptional residence offers 4,509 square feet of living space, five bedrooms, four and a half bathrooms, and a dedicated office, combining grand-scale living, timeless architectural character, and remarkable privacy. From the moment you enter, dramatic soaring two-story ceilings, expansive windows, and an abundance of natural light create an unforgettable first impression. A striking fireplace anchors the impressive main living area, while generously proportioned rooms and distinctive architectural details lend a sense of grandeur throughout. The thoughtfully designed floor plan offers an effortless flow between formal and casual living spaces, ideal for both everyday comfort and elegant entertaining. The spacious kitchen features a center island, abundant cabinetry and counter space, and newer appliances, opening to the inviting family room and creating a welcoming gathering space. Designed for those who love to entertain, the home features an impressive custom wet bar with expansive countertops, rich wood cabinetry, and built-in beverage refrigeration. Multiple gathering spaces offer flexibility for hosting intimate celebrations or large-scale gatherings, while beautiful views of the surrounding tropical landscape create a seamless connection between indoor and outdoor living. Beautifully renovated bathrooms introduce contemporary finishes and modern sophistication, complementing the home's distinctive character. The versatile first-floor layout includes a dedicated office and a spacious guest bedroom featuring a beautifully renovated en-suite bathroom and direct exterior access, offering an ideal retreat for visiting guests. An additional powder room completes the main level. Upstairs, the expansive primary suite offers a private sanctuary, complete with two generously sized walk-in closets, an en-suite bathroom with a soaking freestanding tub and its own outdoor deck overlooking the lush tropical grounds. Three additional bedrooms and two full bathrooms complete the upper level, including an additional en-suite bedroom, providing exceptional comfort and flexibility. Outdoors, discover your own private tropical oasis. The sprawling backyard features a swimming pool and spa, expansive lawn, mature landscaping, and generous space for relaxation, recreation, and entertaining. With nearly three-quarters of an acre, the property offers a rare sense of openness and privacy, creating an exceptional setting to enjoy the South Florida lifestyle. Additional highlights include impact windows, a roof approximately 12 years old, an A/C system replaced in 2022, a water heater replaced in 2021, and kitchen appliances less than five years old. Located within the gated Winding Lakes Estates neighborhood of Loggers Run, this remarkable property offers the tranquility of estate-style living while remaining convenient to Boca Raton's shopping, dining, parks, and everyday amenities. A rare opportunity to own a distinctive Boca Raton estate where soaring architectural spaces, thoughtful enhancements, and expansive private grounds come together to create a home unlike the ordinary.

Listing courtesy of Compass Florida LLC. MLS# B26095634.

Listing information is provided by the MLS and is deemed reliable but not guaranteed.

Listed November 1, 2026.

Similar homes near BOCA RATON

Home for sale at 22721 WILDERNESS WAY, BOCA RATON, FL 334285 photos

$2,499,000list price

Per sq ft$760

5 bd · 3 ba · 3,289 sq ft House

22721 WILDERNESS WAY, BOCA RATON, FL 33428

Listing courtesy of Compass Florida LLC. MLS# A12103678.On the MLS · Listed Oct 7

Home for sale at 10574 BOCA WOODS LN, BOCA RATON, FL 334285 photos

$2,999,000list price

Per sq ft$844

4 bd · 3.5 ba · 3,552 sq ft House

10574 BOCA WOODS LN, BOCA RATON, FL 33428

Listing courtesy of Serhant. MLS# B26069752.On the MLS · Listed Aug 27

Home for sale at 22829 HORSE SHOE WAY, BOCA RATON, FL 334285 photos

$1,895,000list price

Per sq ft$452

6 bd · 4 ba · 4,189 sq ft House

22829 HORSE SHOE WAY, BOCA RATON, FL 33428

Listing courtesy of Douglas Elliman. MLS# B26046900.On the MLS · Listed Oct 28

Home for sale at 21337 ROCK RIDGE DR, BOCA RATON, FL 334285 photos

$1,799,900list price

Per sq ft$472

5 bd · 5 ba · 3,810 sq ft House

21337 ROCK RIDGE DR, BOCA RATON, FL 33428

Listing courtesy of Compass Florida LLC. MLS# B26065457.On the MLS · Listed Aug 17

Home for sale at 12137 BOCA RESERVE LN, BOCA RATON, FL 33428Price cut5 photos

$1,700,000list price

Price cut$550,000

5 bd · 4.5 ba · 3,995 sq ft House

12137 BOCA RESERVE LN, BOCA RATON, FL 33428

Listing courtesy of One Sotheby's International Realty. MLS# A11846552.On the MLS · Listed Jul 23

Home for sale at 10630 BOCA WOODS LN, BOCA RATON, FL 334285 photos

$1,525,000list price

Per sq ft$540

4 bd · 3.5 ba · 2,822 sq ft House

10630 BOCA WOODS LN, BOCA RATON, FL 33428

Listing courtesy of EXP Realty. MLS# B26050261.On the MLS · Listed Jul 7