$29,000,000
75090 Overseas Highway
Islamorada, FL 33036
Matecumbe Ocean Bay (75.0)
Explore the area: Monroe County real estate
Price Check
How this price compares
- List price
- $29,000,000
- Price per sq ft
- $3,539
- Original price
- Unchanged
- Days on market
- 91
This 4-bedroom single-family home is listed at $29,000,000, or $3,539 per square foot. It has been on the market for 91 days.
Estimated monthly payment
$152,407 /mo
Principal and interest only, based on $5,800,000 down (20%), a 6.875% 30-year fixed rate. Property taxes, homeowners insurance are not included.
Customize this estimateListing Snapshot
- Price
- $29,000,000
- Days on Site
- 91 Days
- Bedrooms
- 4
- Total Baths
- 6
- Full Baths
- 5
- Partial Baths
- 1
- Living Area
- 8,194 sqft
- Lot Size
- 1 Acres
- Year Built
- 2011
- Property Type
- Single Family
- MLS #
- A12050889
- Property Tax
- $76,981 (2025)
- Subdivision
- Matecumbe Ocean Bay (75.0)
- County
- Monroe
- Status
- Active
- Special Conditions
- Listed As Is
About This Property
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.
Virtual TourGeneral Features
- Property Type
- Single Family
- Status
- Active
- Year Built
- 2011
- Number of Stories
- 3
- Levels
- Three Or More
- Garage Spaces
- 6
- Attached Garage
- Yes
- Parking
- Attached / Driveway / Garage / Golf Cart Garage / Garage Door Opener / Guest / Paver Block
- Direction Faces
- West
- Lot Size (Acres)
- 1
- Living Sq Ft
- 8,194
- Sewer
- Public Sewer
- Water Source
- Public
- Zoning
- R1
Interior Features
- Appliances
- Dryer / Dishwasher / Electric Water Heater / Free Standing Freezer / Disposal / Gas Range / Ice Maker / Microwave / Oven / Refrigerator / Water Purifier / Washer
- Cooling
- Central Air
- Heating
- Central
- Flooring
- Carpet / Marble / Tile / Wood
- Fireplace
- Yes
- Interior Features
- Wet Bar / Built In Features / Breakfast Area / Bathtub / Closet Cabinetry / Dining Area / Separate Formal Dining Room / Dual Sinks / Entrance Foyer / Eat In Kitchen / Elevator / Jetted Tub / Kitchen Island / Kitchen Dining Combo / Living Dining Room / Custom Mirrors / Other / Pantry / Sitting Area In Primary / Storage / Soaking Tub
- Windows
- Arched / Blinds / Bay Windows / Drapes / Other / Rods
- Furnished
- Furnished
Exterior Features
- Construction
- Block
- Roof
- Barrel
- Exterior Features
- Awnings / Built In Barbecue / Balcony / Barbecue / Outdoor Living Area / Outdoor Shower
- Architectural Style
- Mediterranean
- Private Pool
- Yes
- Pool Features
- Concrete / Free Form / Heated / In Ground / Other
- Patio & Porch
- Open / Patio / Balcony
- Lot Features
- One To Two Acres / Fruit Trees
- Waterfront
- Yes
- Waterfront Features
- Bayfront / No Fixed Bridges / Ocean Access
- Frontage
- Waterfront
- Frontage Length
- 220.00 ft
- View
- Bay
Community & HOA
- Association Amenities
- Boating / Fitness Center / Recreation Facilities / Sauna / Spa Hot Tub
- Community Features
- Boat Facilities / Street Lights
- Security
- Security System / Fire Alarm / Smoke Detectors
- 55+ Community
- Yes
- Financing Terms
- Cash / Conventional / Other
- Restrictions
- No Restrictions
- MLS Area
- 5940 - Other Florida County
Schools
- Elementary School
- Plantation Key
- High School
- Coral Shores
About the Area
- Homes for Sale
- 42
- Median List Price
- $2,850,000
- Median $/Sq Ft
- $1,464
- Avg Days on Market
- 146
Frequently Asked Questions
- How do I schedule a tour of 75090 Overseas Highway, Islamorada, FL 33036?
- Use the Tour button on this listing to request a showing of 75090 Overseas Highway, Islamorada, FL 33036. Pick a day and time and choose an in-person or video-chat tour, and a Pure Equity agent will confirm your visit, often the same day.
- Is 75090 Overseas Highway, Islamorada, FL 33036 still available?
- 75090 Overseas Highway, Islamorada, FL 33036 is currently listed as Active, and has been on the market 91 days. Status updates directly from the MLS as homes go under contract, so ask us to confirm availability before you plan a visit.
- How much is the monthly payment for 75090 Overseas Highway, Islamorada, FL 33036?
- With 20% down ($5,800,000) on the $29,000,000 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 75090 Overseas Highway, Islamorada, FL 33036 is about $152,407/mo, before property taxes, insurance. Use the payment estimate on this page to adjust the down payment and rate.
- How do I get pre-approved to buy 75090 Overseas Highway, Islamorada, FL 33036?
- Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 75090 Overseas Highway, Islamorada, FL 33036. Contact Pure Equity and we'll connect you with a trusted local lender to review your financing options, no obligation.
- What schools serve 75090 Overseas Highway, Islamorada, FL 33036?
- 75090 Overseas Highway, Islamorada, FL 33036 is zoned for Plantation Key (elementary), Coral Shores (high). School assignments and boundaries can change year to year, so confirm current zoning with the local school district before you buy.
- Can I negotiate the price of 75090 Overseas Highway, Islamorada, FL 33036?
- Often, yes. The right offer on 75090 Overseas Highway, Islamorada, FL 33036 depends on how it's priced against comparable single family sales in Islamorada, how long it's been listed, and how motivated the seller is. Pure Equity will run the comps and help you craft a competitive, well-supported offer.
Listing courtesy of Ocean Sothebys Intl Realty
Listing information is provided by BeachesMLS, Inc.and is deemed reliable but not guaranteed accurate by the MLS or Pure Equity. Information is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. © 2026 BeachesMLS, Inc. Last updated July 19, 2026.
$29,000,000
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Listed by Annie Hagen, Ocean Sothebys Intl Realty
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