74049 Overseas Highway, Lower Matecumbe, FL 33036
New Listing
$3,999,999
Property Type:
Residential
Bedrooms:
4
Baths:
4
Square Footage:
1,532
Lot Size (sq. ft.):
21,000
Status:
Active
Current Price:
$3,999,999
List Date:
4/29/2026
Last Modified:
5/03/2026
Overview
Description
...
(Read more)
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary located at 74049 Overseas Highway in the prestigious Village of Islamorada. This iconic property represents one of the rarest opportunities in the Upper Keys: a private, gated, resort-style compound offering expansive open-water views, unmatched privacy, and the timeless charm of classic Florida Keys architecture. Set on a generous parcel with a sandy beach, and direct ocean access, Casa Matecumbe delivers the ultimate coastal lifestyle--one defined by serenity, natural beauty, and the freedom to enjoy the water at a moment's notice.
The gated entrance supplies a perfect level of privacy. The approach sets the tone for the entire experience: peaceful, secluded, and authentically 'Old Florida,' yet elevated with the sophistication expected in a luxury Keys residence. Whether used as a full-time home, a seasonal retreat, or a legacy property to be enjoyed for generations, Casa Matecumbe offers a rare combination of location, land, and lifestyle that is nearly impossible to replicate.
The main residence is thoughtfully positioned to maximize panoramic ocean views from nearly every room. Expansive windows and glass doors frame the turquoise water, inviting natural light to fill the interior spaces throughout the day. Upstairs there are 3 bedrooms and 2 baths as well as a gorgeous kitchen an open concept with dining under air conditioning or al fresco, Downstairs includes a large en-suite bedroom with water views as well as an additional kitchen and dining living area. Lower-Level Finished area of 1,065 not included in square footage. Both levels offer a breezy indoor-outdoor living--with modern comforts including updated finishes, impact windows, and spacious living areas. This 4-bedroom House is the perfect vacation home for larger families wishing to enjoy the pool, the beach and the ocean in a private setting.
Listing Details MLS# 619687
Location, Tax & Legal
- Street #
- 74049
- 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
- City
- ISLAMORADA
- Off Shore Island
- No
- Mile Marker
- 74.5
- Marathon Neighborhood
- N/A
- Side
- Ocean
- Flood Zone
- VE,AE,VE,VE,VE,AE,AE
- Alternate Key #
- 1478032
- Handicap Access
- Yes
- Parcel #
- 00389650-000000
- Zoning
- R1 - Residential Single Family
- Deed Restrictions
- Unknown
- Legal
- BK 4 LOT 2 & SW'LY 30' OF NE'LY 110' TR B LOWER MATECUMBE BEACH PB3-34 LOWER MATECUMBE OR426-786 OR1368-1165 OR3185-2211
- Taxes
- 20640.7
- Tax Year
- 2024
- Pub Sewer HkUp
- Yes
Contract Information
- Listing Board
- Florida Keys
- As is Rght to Inspct
- Yes
- Species List
- No
General Property Description
- Realtor.COM Type
- Residential - Single Family
- Style
- Single Family
- Waterfront
- Yes
- Control Depth
- 2
- Pool
- Yes
- Year Built
- 1970
- Total Units
- Yes
- Lot SqFt
- 21000
- Lot Sqft Source
- Tax Records
- Acres
- 0.5
- Living Apx SqFt
- 1532
- SqFt Source
- Tax Records
- Total Bedrooms
- 4
- Full Baths
- 4
- Total Baths
- 4
- Rentals Allowed
- With Restrictions
- Min Rental Days
- 7
Association Info
- Mandatory Home Owners Asc
- No
- 1st Right of Refusal
- No
- Association Fee $
- 0
Building Style
- Above Flood
- Unknown
- Stories
- 2 Stories
More Information
Remarks & Misc
- Remarks – Consumer
- Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary located at 74049 Overseas Highway in the prestigious Village of Islamorada. This iconic property represents one of the rarest opportunities in the Upper Keys: a private, gated, resort-style compound offering expansive open-water views, unmatched privacy, and the timeless charm of classic Florida Keys architecture. Set on a generous parcel with a sandy beach, and direct ocean access, Casa Matecumbe delivers the ultimate coastal lifestyle--one defined by serenity, natural beauty, and the freedom to enjoy the water at a moment's notice. The gated entrance supplies a perfect level of privacy. The approach sets the tone for the entire experience: peaceful, secluded, and authentically 'Old Florida,' yet elevated with the sophistication expected in a luxury Keys residence. Whether used as a full-time home, a seasonal retreat, or a legacy property to be enjoyed for generations, Casa Matecumbe offers a rare combination of location, land, and lifestyle that is nearly impossible to replicate. The main residence is thoughtfully positioned to maximize panoramic ocean views from nearly every room. Expansive windows and glass doors frame the turquoise water, inviting natural light to fill the interior spaces throughout the day. Upstairs there are 3 bedrooms and 2 baths as well as a gorgeous kitchen an open concept with dining under air conditioning or al fresco, Downstairs includes a large en-suite bedroom with water views as well as an additional kitchen and dining living area. Lower-Level Finished area of 1,065 not included in square footage. Both levels offer a breezy indoor-outdoor living--with modern comforts including updated finishes, impact windows, and spacious living areas. This 4-bedroom House is the perfect vacation home for larger families wishing to enjoy the pool, the beach and the ocean in a private setting.
- Directions
- House is located oceanside on Overseas Hwy at the intersection of Overseas Hwy and Sunset Drive
Fee Includes
- None
- Yes
- Other
- Yes
Dockage
- None
- Yes
Tax Exemptions
- None
- Yes
Appliances
- Dishwasher
- Yes
- Dryer
- Yes
- Microwave
- Yes
- Oven
- Yes
- Range
- Yes
- Washer
- Yes
Pets
- Pets Allowed
- Yes
Cooling
- Ceiling Fans(s)
- Yes
- Central Air
- Yes
Waterfront
- Oceanfront
- Yes
Waterview
- Ocean View
- Yes
Floor
- Combo
- Yes
- Tile
- Yes
Neighborhood Feature
- Beach
- Yes
- Bike Paths
- Yes
Interior Features
- Drapes/Blinds Incl
- Yes
- Quartz Countertops
- Yes
- Storage
- Yes
Property Condition
- Updated/Remodeled
- Yes
Windows/Doors
- Impact Rstnce Doors
- Yes
- Impact Rstnce Window
- Yes
Vehicle Storage
- Off Street Parking
- Yes
Security
- Electric Gate
- Yes
Construction
- CBS
- Yes
- Concrete
- Yes
Land Size
- 1/4 - 1/2 Acre
- Yes
Furnished
- Negotiable
- Yes
Terms
- Cash
- Yes
- Conventional
- Yes
- FHA
- Yes
- No Seller Finance
- Yes
Utilities
- Buyer to Verify
- Yes
- Cable Available
- Yes
- Elect Separate Meter
- Yes
- FKAA
- Yes
- Municipal Sewer
- Yes
Porch/Balcony
- Deck
- Yes
- Open Porch/Balcony
- Yes
Title
- Negotiable
- Yes
Exterior Features
- Fencing
- Yes
- Lighting
- Yes
- Sandy Beach
- Yes
Pool Info
- In Ground
- Yes
- Concrete
- Yes
Roof
- Metal Roof
- Yes
Property Features
Fee Includes:
None; Other
Tax Exemptions:
None
Waterfront:
Oceanfront
Waterview:
Ocean View
Dockage:
None
Property Condition:
Updated/Remodeled
Vehicle Storage:
Off Street Parking
Furnished:
Negotiable
Cooling:
Ceiling Fans(s); Central Air
Utilities:
Buyer to Verify; Cable Available; Elect Separate Meter; FKAA; Municipal Sewer
Interior Features:
Drapes/Blinds Incl; Quartz Countertops; Storage
Appliances:
Dishwasher; Dryer; Microwave; Oven; Range; Washer
Exterior Features:
Fencing; Lighting; Sandy Beach
Pool Info:
In Ground; Concrete
Construction:
CBS; Concrete
Floor:
Combo; Tile
Roof:
Metal Roof
Pets:
Pets Allowed
Neighborhood Feature:
Beach; Bike Paths
Security:
Electric Gate
Land Size:
1/4 - 1/2 Acre
Terms:
Cash; Conventional; FHA; No Seller Finance
Title:
Negotiable
Listing Office:
Paradise Florida Keys Real Estate, a Luxury Brand
Last Updated: May - 03 - 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.
