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$6,750,000
83407 Old Highway
Upper Matecumbe Key Islamorada, FL 33036
MLS# 619150
6 beds  |  5 baths  |  4566 sqft

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83407 Old Hwy
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83407 Old Hwy Pristine property Pool, ocean, beach Resort style living Sandy beach Tropical landscaping Serene cove Sandy Drive Entry Family room Family room Bright and Light Stairway to second level Open living space Dining and kitchen Kitchen Island kitchen Kitchen and dining with views Living room Floor to ceiling windows Living room Laundry room Guest bedroom Guest bath Guest bedroom Guest bath Guest bedroom with garden view Upstairs sitting room Upstairs sitting room Top floor primary with ocean views Primary Primary Primary bath Guest bedroom Guest bedroom with shared bath Shared bath Guest bedroom Guest bath Covered patio off of primary bedroom Top floor covered patio Covered porch and beach Pool deck Pool deck Chickee Pool Beach with firepit View from the beach Beach, firepit 83407 Old Hwy Cove beach Private beach Lush grounds Side view Cove beach Cove beach From the beach Aerial Nestled on a beach Pristine property Pool Beach Drive with parking Gardens Serene cove

Property Description
This breathtaking three-story beachfront estate offers the ultimate blend of resort-style living and refined comfort. Featuring six spacious bedrooms and five luxurious bathrooms, and three inviting living rooms, home is designed to accommodate both relaxation and entertainment with ease. Set in a serene cove with a pristine natural beach, the home showcases floor-to-ceiling windows that frame sweeping180-degree views. Every space is thoughtfully curated with elegant, coastal-inspired decor, creating an atmosphere that feels both sophisticated and personal. Located in downtown Islamorada in the Florida Keys, the property includes a private beach, a tranquil oceanfront pool, and a charming tiki hut perfect for shaded lounging. Outdoor living is elevated by a cozy firepit, offering an intimate setting for gatherings. As a vacation rental, this home presents a high-yield investment opportunity in a highly sought-after area. This home is a true masterpiece, offering unparalleled luxury, privacy, and breathtaking views.

Details
Maps
Contract Information
Listing Board: Florida Keys
As is Rght to Inspct: Yes
Species List: Yes
Current Price: $6,750,000
Listing Date: 2026-03-21
List Price: $6,750,000
Location, Tax & Legal
City: ISLAMORADA
Mile Marker: 83.5
Marathon Neighborhood: N/A
Side: Ocean
Flood Zone: AE 7,8,9,10
Alternate Key #: 1496324
Handicap Access: No
Parcel #: 00404020000000
Zoning: TC - Tourist Commercial
Deed Restrictions: Unknown
Legal: 27 63 37 The Russell Estates Pb2-14/15 Upper Matecumbe Adj Tracts 3-4 And Pt Bay Btm S Or364-215 Or376-109 Or467-9 Or681
Taxes: 31796.02
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 83407
Street Name: Old
Street Suffix: Highway
Key/Island: Upper Matecumbe Key Islamorada
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Russell Estates (83.2)
Area: 23 - Upper Matecumbe
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 1
Lot Size: X
Lot SqFt: 28749
Pool: Yes
Lot Sqft Source: Property Data Card
Total Units: 0
Acres: 0.57
SqFt Source: Seller
Rentals Allowed: Yes
Min Rental Days: 7
Style: Single Family
Year Built: 1992
Living Apx SqFt: 4566
Total Bedrooms: 6
Full Baths: 5
Total Baths: 5
Remarks & Misc
Remarks – Consumer: This breathtaking three-story beachfront estate offers the ultimate blend of resort-style living and refined comfort. Featuring six spacious bedrooms and five luxurious bathrooms, and three inviting living rooms, home is designed to accommodate both relaxation and entertainment with ease. Set in a serene cove with a pristine natural beach, the home showcases floor-to-ceiling windows that frame sweeping180-degree views. Every space is thoughtfully curated with elegant, coastal-inspired decor, creating an atmosphere that feels both sophisticated and personal. Located in downtown Islamorada in the Florida Keys, the property includes a private beach, a tranquil oceanfront pool, and a charming tiki hut perfect for shaded lounging. Outdoor living is elevated by a cozy firepit, offering an intimate setting for gatherings. As a vacation rental, this home presents a high-yield investment opportunity in a highly sought-after area. This home is a true masterpiece, offering unparalleled luxury, privacy, and breathtaking views.
Directions: Upper Matecumbe Key, oceanside, gated.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
License Info
Transient Rntl Licns: Yes
Fee Includes
None: 1
Dockage
None: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Ductless: 1
Heating
Central: 1
Ductless: 1
Waterfront
Oceanfront: 1
Waterview
Ocean View: 1
Floor
Tile: 1
Neighborhood Feature
Beach: 1
Bike Paths: 1
Community Boat Ramp: 1
Community Pool: 1
Tennis Courts: 1
Interior Features
Drapes/Blinds Incl: 1
Entrance Foyer: 1
Quartz Countertops: 1
Storage: 1
Window Treatments: 1
Property Condition
Updated/Remodeled: 1
Specialty Rooms
Laundry Room: 1
Building Style
Above Flood: Yes
Stories: 3 Stories
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Vehicle Storage
Open Parking: 1
Construction
CBS: 1
Land Size
1/2 - Less Than 1 AC: 1
Furnished
Negotiable: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Porch/Balcony
Deck: 1
Open Porch/Balcony: 1
Title
Title Ins - Buyer: 1
Exterior Features
Chickee Hut: 1
Fencing: 1
Privacy Wall/Fence: 1
Sandy Beach: 1
Storage: 1
Pool Info
In Ground: 1
Salt Water: 1
Decked: 1
Roof
Metal Roof: 1
Accessibility Feat
None: 1
GF-Interior Features
Tankless Hot Wtr Htr: 1
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: Oceanfront
Waterview: Ocean View
Dockage: None
Property Condition: Updated/Remodeled
Vehicle Storage: Open Parking
Furnished: Negotiable
Cooling: Ceiling Fans(s); Central Air; Ductless
Heating: Central; Ductless
Utilities: FKAA; Municipal Sewer
Interior Features: Drapes/Blinds Incl; Entrance Foyer; Quartz Countertops; Storage; Window Treatments
Specialty Rooms: Laundry Room
Appliances: Dishwasher; Disposal; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Chickee Hut; Fencing; Privacy Wall/Fence; Sandy Beach; Storage
Accessibility Feat: None
Pool Info: In Ground; Salt Water; Decked
Construction: CBS
Floor: Tile
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Beach; Bike Paths; Community Boat Ramp; Community Pool; Tennis Courts
Land Size: 1/2 - Less Than 1 AC
Title: Title Ins - Buyer
GF-Interior Features: Tankless Hot Wtr Htr

Listing Office: Ocean Sotheby's International Realty

Last Updated: March - 21 - 2026

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.