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Property Description
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. 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.
Full Property Details
Full Property Details for 74049 Overseas
General
- Price: $3,999,999
- Taxes: $21,966 (2025)
- Status: Active
- Type: Single Family
- Source: Greater_Miami
- MLS ID: A12010138
- Updated: 4/30/2026
- Added to Site: 2 day(s) ago
Interior
- Interior Features: First Floor Entry, Second Floor Entry, Family Room
- Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Self-Cleaning Oven, Washer
- Flooring: Tile
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 4
- Bedroom Features: At Least 1 Bedroom Ground Level, Primary Bath Shower, Primary Bedroom Ground Level, Primary Bedroom Upstairs
Other Rooms
- Living Room: Family Room Sq. Ft.
Additional Information
- Pool: Yes
- Pool Description: In Ground, Concrete, Heated, 544
Exterior
- Exterior Features: Lighting
- Deck/Patio: Deck, Open Porch, Patio
Parking
- Carport Spaces: 1
- Covered Spaces: 1
- Parking Features: Additional Spaces Available, Guest, Rv/Boat Parking
Location
- Area: Lower Matecumbe
- County: Monroe County
- Subdivision: Lower Matecumbe
- Building Name: Lower Matecumbe
- Direction Faces: Northwest
Community
- Community Name: Lower Matecumbe
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Air
- Heating Type: Heat Pump/Reverse Cycle
Utilities
- Sewer: Public Sewer
- Water: Municipal Water
Structural Information
- Architectural Style: Detached, Two Story
- Structure Type: House
- Detached/Attached: Detached
- Construction: CBS Construction
- Roof: Metal Roof
- Doors: High Impact Doors
- Year Built: 1970
Lot Features
- Property View: Direct Ocean
- Lot Size (Sq. Ft.): 21,000
- Frontage Feet: 104
- Lot Features: 1/4 To Less Than 1/2 Acre Lot
- Zoning: SFH R1
- Fencing (Description): Fenced
Water Features
- Water Front: Yes
- Water Front Desc.: Ocean Access, Ocean Front
Financial Considerations
- Tax Amount: $21,966
- Tax Year: 2025
- Terms: All Cash, Conventional
Disclosures and Reports
- Legal Description: BK 4 LOT 2 & SW'LY 30' OF NE'LY 110' TR B LOWER MATECUMBE BEACH PB3-34 LOWER MATECUMBE OR426-
- Restrictions: Ok To Lease, Ok To Lease With Res
- Inclusions: Deeded Beach Access
- Property ID: 00389650-000000
Listed by Paradise Florida Keys Real Est
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Schools
Schools serving 74049 Overseas
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Plantation Key School 100 Lake Road, Tavernier, FL 33070 | PK-8 | 15.1 mi |
Coral Shores High School 89901 Old Highway, Tavernier, FL 33070 | 9-12 | 15.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 74049 Overseas
Date
Details
Price
Change
Source
4/29/2026
Listed
$3,999,999
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 74049 Overseas
Year
Property Taxes
Change
Tax Assessment
Change
2024
$20,641
—
$2,272,746
3%
2024
$20,641
—
$2,210,100
2%
2023
$20,652
1%
$2,160,897
7%
2021
$20,515
1%
$2,028,438
-3%
2022
$20,227
-1%
$2,092,893
-1%
2021
$20,515
13%
$2,111,665
27%
2019
$18,219
15%
$1,662,066
10%
2018
$15,819
1%
$1,510,969
-5%
2017
$15,653
1%
$1,597,514
2%
2016
$15,540
17%
$1,566,213
27%
2015
$13,294
-6%
$1,230,954
-5%
2014
$14,120
9%
$1,289,894
10%
2013
$12,948
—
$1,172,631
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 74049 Overseas
74049 Overseas, Islamorada, FL 33036 (MLS# A12010138) is a Single Family property with 4 bedrooms and 4 full bathrooms. 74049 Overseas is currently listed for $3,999,999 and was received on April 29, 2026. Want to learn more about 74049 Overseas? Do you have questions about finding other Single Family real estate for sale in Islamorada? You can browse all Islamorada real estate or contact a Coldwell Banker agent to request more information.

