18989 SE Windward Island, Jupiter
#MLS: B26044449
$ 4 799 000
Listing date06/23/2026
CityJupiter, FL 33458
Address18989 SE Windward Island
Area4650 sqft
Tax/year$ 28 606
HOA$291/Monthly
Built year2000
Bedrooms4
Bathrooms5
Garage
(>3)
Pool
Waterfront
18989 SE Windward Island Lane, Jupiter FL 33458
Experience an exceptional waterfront lifestyle at **18989 SE Windward Island Lane, Jupiter FL 33458**, a refined Residential Single Family Residence in the prestigious, gated **Islands of Jupiter / Jupiter River Estates** community in Martin County. Built in 2000, this impressive two-story Mediterranean and modern/contemporary estate offers approximately **4,650 square feet** of elegant living space, combining privacy, luxury, and outstanding boating access.
Set on approximately **100 feet of deep-water canal frontage**, this remarkable property enjoys canal, Intracoastal, river, water, pool, canal-view, and river-view scenery. With navigable water, ocean access, Intracoastal frontage, mangrove frontage, and no fixed bridges, boaters can reach the ocean in approximately 10 minutes. A private dock can accommodate **2–3 boats**, making this a standout choice for those seeking a true South Florida boating home.
The thoughtfully planned split-bedroom floor plan includes **4 bedrooms, 5 bathrooms, a bonus room, and a rare 4-car garage**. The main level features an expansive primary suite plus two guest suites, while the upstairs VIP retreat provides a sitting area, wet bar, and private balcony overlooking peaceful river views. Interior highlights include volume ceilings, an entrance foyer, bar, cooking island, closet cabinetry, Roman tub, walk-in closets, a 3-bedroom split layout, and abundant storage, including a dedicated storage room.
Designed for effortless entertaining, the renovated kitchen is equipped with a dishwasher, disposal, dryer, ice maker, microwave, electric range, refrigerator, self-cleaning oven, solar hot water, wall oven, and washer. Central individual A/C for cooling and heating, along with ceiling fans, supports year-round comfort. Recent improvements include a new roof, fresh interior and exterior paint, impact windows and doors throughout, a porcelain-paver driveway, whole-home water filtration, and a full-house generator.
Outside, the private backyard creates a resort-inspired escape with a **private pool and spa**, screened patio, outdoor kitchen, cabana bath, and desirable eastern rear exposure. Refreshing ocean breezes help keep outdoor areas comfortable throughout the afternoon, creating an inviting setting for relaxed weekends, waterfront dining, and memorable gatherings. Parking is easy with a 4-car parking garage, driveway, and space for two or more vehicles.
Islands of Jupiter is an exclusive community of approximately **105 custom waterfront estates spread across four islands**. The neighborhood is gated, has a mandatory HOA of **$291 per month**, and welcomes pets. Residents also benefit from access to highly regarded area schools, including **Hobe Sound Elementary School, Murray Middle School, and South Fork High School**.
Enjoy the best of the South Florida lifestyle, with year-round sunshine, warm weather, beautiful Atlantic beaches, championship golf, acclaimed restaurants, upscale shopping, marinas, and endless outdoor recreation close by. The broader Miami lifestyle adds even more appeal, from world-class entertainment and dining to international culture, professional sports, and convenient infrastructure—while Jupiter offers a more private, relaxed waterfront setting.
For details, private showings, or additional information about this exceptional Jupiter waterfront estate, call or message **+1 786.468.4380 (Tel/WhatsApp)** today.