74501 Overseas Highway
Lower Matecumbe, FL 33036
MLS# 621750
5 beds | 4 baths | 3772 sqft
Property DescriptionDiscover a rare oceanfront paradise in the Florida Keys, situated on 1.35 acres of private oceanfront property featuring an extraordinary stretch of natural sandy beach, a feature seldom found in the Keys. Perfectly positioned next to iconic Sea Oats Beach, known for its pristine shoreline and seasonal sea turtle nesting, this exceptional estate offers privacy, coastal elegance, and breathtaking turquoise waters, just minutes from Islamorada's renowned dining and shopping.
Enter through a private electric gate with ample parking for vehicles, boats, and trailers, plus an oversized three-car garage with pull-through access. An expansive ground-level storage area, currently utilized as a private gym, provides additional space for recreational equipment and boating gear. Built with concrete construction, the residence features impact-resistant windows and doors, along with a 25kW propane generator.
Inside, marble floors, granite countertops, stainless steel appliances, a wine refrigerator, built-in ice maker, and spectacular open living spaces create an inviting coastal retreat. Four sets of double sliding impact glass doors frame panoramic ocean views and abundant natural light.
The residence features five bedrooms and four full bathrooms, including two guest suites with private baths. The oceanview primary suite offers a walk-in closet, dual vanities, soaking tub, and walk-in shower.
Outside, a lagoon-style pool, Jacuzzi, and wraparound balcony create an exceptional setting for entertaining and enjoying the ocean breezes.
Offered below its 2026 appraised value, this remarkable oceanfront estate presents a rare opportunity to own 1.35 acres of private oceanfront property with a natural sandy beach, stunning open-water views, and convenient access to Islamorada's restaurants, shopping, and marinas.
Listing Board: Marathon/Lower Keys
Potential Short Sale: No
Current Price: $4,850,000
Listing Date: 2026-10-19
City: ISLAMORADA
Mile Marker: 74
Marathon Neighborhood: N/A
Side: Ocean
Flood Zone: VE,VE,VE,VE,AE,AE
Alternate Key #: 1114201
Parcel #: 00097670000000
Zoning: R1 - Residential Single Family
Deed Restrictions: Unknown
Legal: 20/21 64 36 Lower Matecumbe Key Pt Lot 2 Sec 20 Pt Lot 3 Sec 21 Or118-189 Or355-204 Or422-569 Or426-582 Or428-45 Or1116-
Taxes: 24131.21
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 74501
Street Name: Overseas
Street Suffix: Highway
Key/Island: Lower Matecumbe
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Lower Mat Bch (74.0)
Area: 22 - Lower Matecumbe
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 1
Lot Size: X
Lot Sqft Source: Property Data Card
Total Units: 0
Acres: 1.92
SqFt Source: Tax Records
Rentals Allowed: With Restrictions
Min Rental Days: 28
Style: Single Family
Year Built: 2006
Living Apx SqFt: 3772
Total Bedrooms: 5
Full Baths: 4
Total Baths: 4
Remarks – Consumer: Discover a rare oceanfront paradise in the Florida Keys, situated on 1.35 acres of private oceanfront property featuring an extraordinary stretch of natural sandy beach, a feature seldom found in the Keys. Perfectly positioned next to iconic Sea Oats Beach, known for its pristine shoreline and seasonal sea turtle nesting, this exceptional estate offers privacy, coastal elegance, and breathtaking turquoise waters, just minutes from Islamorada's renowned dining and shopping.
Enter through a private electric gate with ample parking for vehicles, boats, and trailers, plus an oversized three-car garage with pull-through access. An expansive ground-level storage area, currently utilized as a private gym, provides additional space for recreational equipment and boating gear. Built with concrete construction, the residence features impact-resistant windows and doors, along with a 25kW propane generator.
Inside, marble floors, granite countertops, stainless steel appliances, a wine refrigerator, built-in ice maker, and spectacular open living spaces create an inviting coastal retreat. Four sets of double sliding impact glass doors frame panoramic ocean views and abundant natural light.
The residence features five bedrooms and four full bathrooms, including two guest suites with private baths. The oceanview primary suite offers a walk-in closet, dual vanities, soaking tub, and walk-in shower.
Outside, a lagoon-style pool, Jacuzzi, and wraparound balcony create an exceptional setting for entertaining and enjoying the ocean breezes.
Offered below its 2026 appraised value, this remarkable oceanfront estate presents a rare opportunity to own 1.35 acres of private oceanfront property with a natural sandy beach, stunning open-water views, and convenient access to Islamorada's restaurants, shopping, and marinas.
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Microwave: 1
More Appliances: 1
Stainless Steel Appliance(s): 1
Washer: 1
Wine Cooler: 1
Other: Gas line to kitchen
Oceanfront: 1
Open Water: 1
Ocean View: 1
Open Water View: 1
Built-in Cabinets: 1
Drapes/Blinds Incl: 1
Granite Counter Top: 1
Smoke Alarms: 1
Storage: 1
Walk-in Closet(s): 1
Whirlpool Bath Tub: 1
Window Treatments: 1
Above Flood: No
Stories: 2 Stories
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Guest Parking: 1
Open Parking: 1
Attached: 1
Auto Door Opener: 1
Buyer to Verify: 1
FKAA: 1
Municipal Sewer: 1
Whole House Generatr: 1
Open Porch/Balcony: 1
Patio: 1
In Ground: 1
Other: chlorine
Auction: No
Potential Short Sale: No
Tax Exemptions: Homestead
Waterfront: Oceanfront; Open Water
Waterview: Ocean View; Open Water View
Vehicle Storage: Garage; Attached; Auto Door Opener; Guest Parking; Open Parking; Trailer Storage
Utilities: Buyer to Verify; FKAA; Municipal Sewer; Whole House Generatr
Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Granite Counter Top; Smoke Alarms; Storage; Walk-in Closet(s); Whirlpool Bath Tub; Window Treatments
Pre-Wired: Cable; Satellite
Specialty Rooms: Gym; Laundry Room; Utility Room; Other
Appliances: Dishwasher; Disposal; Dryer; Ice Machine; Microwave; More Appliances; Oven; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler
Exterior Features: Chickee Hut; Fencing; Hot Tub; Lanai; Sandy Beach; Storage
Pool Info: In Ground; Concrete
Construction: CBS; Concrete; Stucco
Neighborhood Feature: Beach; Bike Paths; Other Area Features
Land Size: 1 Less Than 2 Acres
Terms: Cash; Conventional; FHA; Other Specify
GF-Exterior Features: Xeriscaped
Listing Office: Engel & Völkers Marathon
Last Updated: October - 22 - 2026
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