75090 Overseas Highway, Islamorada, FL 33036

$29,000,000 — Active

Property Features

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Villa Lago is an Italian-inspired waterfront estate positioned along 220 feet of pristine Florida Bay frontage in Islamorada. Offering 8,194 SF of living space on 1 acre of bayfront property, a dramatic arrival unfolds beneath soaring 30ft ceilings, leading into a grand living space framed by turquoise bay views. An arcaded hallway with a hand-tiled barrel-vaulted ceiling connects interiors featuring Italian finishes, exquisite marble details, five fireplaces, hand-painted ceiling frescoes, and a one-of-a-kind imported tile roof. Florentine windows, Juliette balconies, wrought-iron railings, copper gutters, and hand-carved marble corbels. The floor plan includes four bedrooms, with three guest suites on the main level and a private third-floor primary retreat. The chef's kitchen is appointed with top of the line appliances, a walk-in pantry, and dedicated prep kitchen. A pass-through window connects to the outdoor kitchen and covered dining. A formal dining room with a hand-painted ceiling fresco, wellness room, sauna, theater, and billiards lounge. Outside, an infinity-edge pool, sunken gazebo with swim-up seating, putting green, fountains, and tropical landscaping. Deep dockage, sand beach, and clear waters provide immediate access to fishing, diving, snorkeling, and boating. An air-conditioned boat room, skiff ramp, 4,000+ SF collector's garage, elevator servicing all 3 levels, C4/Sonos smart home, secure walled & gated grounds.

Property Details

  • Listing ID: A12050889
  • Status: Active
  • Listing Date: 2026-06-24
  • Property Type: Single Family Residence
  • Subdivision: Matecumbe Ocean Bay (75.0)
  • County: Monroe
  • MLS Area: 5940 - Other Florida County
  • Bedrooms: 4
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Living Area Sq Ft: 8,194
  • Lot Dimensions: 1 acre
  • Year Built: 2011

Financial

  • List Price: $29,000,000
  • HOA Fee: None
  • Taxes: $76,981/yr

Features & Amenities

  • View: Bay
  • 55+ Community (HOPA): Yes
  • Furnished: Furnished
  • Parking: Driveway, Golf Cart Garage, Garage Door Opener, Guest, Paver Block, Garage, Attached Garage, Attache
  • Cooling: Central Air
  • Heating: Central
  • Flooring: Carpet, Marble, Tile, Wood
  • Construction: CBS
  • Roof: Barrel
  • Interior Features: Bar, Built-in Features, Entrance Foyer, Elevator, Kitchen Island, Other, Pantry, Vaulted Ceiling(s),
  • Exterior Features: Awning(s), Built-in Barbecue, Outdoor Shower, Balcony
  • Community Amenities: Boating, Fitness Center, Game Room, Sauna, Spa/Hot Tub, Bar, Street Lights

Courtesy of Ocean Sothebys Intl Realty
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© 2026 Starfish Real Estate. 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.