18989 Windward Island Lane, Jupiter, FL 33458

$4,675,000 — Active

Property Features

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Experience ultimate Florida waterfront lifestyle in prestigious, gated Islands of Jupiter, private waterfront estates spread across 4 islands, renowned for its exclusivity, deep-water access, prime location in heart of Jupiter. Situated on 100 feet water frontage with no fixed bridges, this exceptional estate offers direct ocean access minutes from Ocean. Private dock accommodates 2-3 boats. Spanning 4,648 square feet, home features a thoughtfully designed split floor plan with 4 bedrooms, 5 baths, an additional living space, and a rare 4-car garage. Main level showcases an expansive primary suite and two guest suites, upstairs VIP retreat offers a sitting area, wet bar, private balcony with tranquil river views. Indoor-outdoor living, backyard is a private oasis complete with a resort-style pool and spa, screened patio, outdoor kitchen, cabana bath. Desirable eastern rear exposure captures refreshing ocean breezes keeps outdoor living spaces cool and comfortable throughout the afternoon. Ideal setting for year-round entertainment and relaxation. Recent upgrades include new roof, beautifully renovated kitchen, fresh interior/exterior paint, porcelain-paver driveway, impact windows/doors throughout. Secluded setting, New full-house generator, whole-home water filtration system completes this move-in-ready waterfront retreat, where luxury, privacy, and premier boating access come together in one of Jupiter's most coveted boating communities.

▼ Price Reduced — originally listed at $4,798,999

Property Details

  • Listing ID: A12068035
  • Status: Active
  • Listing Date: 2026-08-09
  • Property Type: Single Family Residence
  • Subdivision: JUPITER RIVER ESTATES
  • County: Martin
  • MLS Area: 5020 - Jupiter/Hobe Sound (Martin County) - South of Bridge Rd
  • Bedrooms: 4
  • Full Bathrooms: 5
  • Living Area Sq Ft: 4,650
  • Year Built: 2000

Financial

  • List Price: $4,675,000
  • Original List Price: $4,798,999
  • HOA Fee: $292/mo
  • Taxes: $28,606/yr

Features & Amenities

  • View: Water, Direct Ocean, River
  • Pets Allowed: Yes
  • Parking: Covered, Driveway, Garage Door Opener, Garage, Attached Garage, Attached
  • Cooling: Central Air
  • Heating: Central
  • Flooring: Marble
  • Construction: Block
  • Roof: Flat, Tile
  • Interior Features: Central Vacuum, Vaulted Ceiling(s), Storage
  • Exterior Features: Balcony
  • Community Amenities: Boating

Courtesy of Premier Flat Fee Realty LLC
Contact Starfish Real Estate to schedule an appointment or call .

RAPB

© 2026 Starfish Real Estate. Listings updated Nov 9, 2026 5:00 am. Listing data is derived from the Broker Reciprocity Program of the Realtor Association of Indian River County (RAIRC) and BeachsMLS. Properties listed by brokers other than Starfish Real Estate are identified with the applicable MLS logo and include the listing broker's name. Not all properties available through either MLS may be displayed. All MLS data is the copyrighted property of the respective MLS and its participants. Data is deemed reliable but is not guaranteed accurate and should be independently verified prior to entering into any transaction.