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$3,999,000
75433 Overseas Highway
Lower Matecumbe, FL 33036
MLS# 621270
4 beds  |  4 baths  |  2624 sqft


Aerial from front
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Aerial from front Dock view Ariel from front yard DJI_0748-HDR 2025_01_28 75433 OVERSEAS HWY HOUSE-8 Boat ramp view 2025_01_28 75433 OVERSEAS HWY HOUSE-2 2026_09_08 KELSEY-53 2026_09_01 75433 OVERSEAS HWY KELSEY-18 2026_09_01 75433 OVERSEAS HWY KELSEY-20 2025_01_28 75433 OVERSEAS HWY HOUSE-5 2025_01_28 75433 OVERSEAS HWY HOUSE-1 Front gate view 2025_01_28 75433 OVERSEAS HWY HOUSE-4 1/1 Cottage 3/3 House Back of house Back of house ariel Back of house ariel 2 Utility side of house Cottage kitchen Cottage Kitchen 2 Cottage living room Cottage interior Cottage Living room 2 Cottage bedroom Cottage bedroom view 2 Cottage bathroom Main house kitchen Main house kitchen and living Living area 1 Main house living area Main house sitting area Main house living room Main house dining area Main house master Main House master view 2 Main house master sitting area Main house master bath Main house bath view 2 Main house hallway Main house bedroom 2 Main house bedroom 2 closet Main house bathroom 2 Main house bathroom 2 view 2 Main house hallway 2 Main house bedroom 3 Main house bedroom 3 view 2 Main House bath 3 2026_09_08 KELSEY-57 2026_09_01 75433 OVERSEAS HWY KELSEY-11 2026_09_01 75433 OVERSEAS HWY KELSEY-12 2026_09_01 75433 OVERSEAS HWY KELSEY-14 2026_09_08 KELSEY-54 Fire place by pool

Property Description
Wake up to the sunrise over the Atlantic from this private oceanfront retreat offering two separate residences, a sandy beach, and direct access from Highway to Ocean. This unique property offers a 3BD/3BA main residence plus a separate 1BD/1BA guest house, ideal for extended family, visiting friends, private home, or income producing estate. Enjoy a sandy beach, pool, two beachside tiki huts, observation pier, concrete boat ramp and rock jetties for tide protection, creating the ultimate setting for entertaining and waterfront living. Extensive upgrades include impact windows and doors, metal roof, A/C, stucco, paint, appliances and more. With abundant parking for cars, boats, trailers, toys and guests, there is room for everyone. Just minutes by boat to Alligator Lighthouse and nearby Caloosa Marina for fuel, ice, boat storage and food. A rare opportunity to own a true oceanfront Keys compound with space, privacy and a stunning view!

Details
Maps
Contract Information
Listing Board: Florida Keys
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Species List: No
Current Price: $3,999,000
Listing Date: 2026-09-11
List Price: $3,999,000
Location, Tax & Legal
City: ISLAMORADA
Mile Marker: 75
Marathon Neighborhood: N/A
Senior Community YN: No
Side: Ocean
Flood Zone: AE
Alternate Key #: 1491349
Handicap Access: Yes
Parcel #: 00398950000000
Zoning: R1M - Residential SF Masonry
Deed Restrictions: No
Legal: Lt 74 & Adj Bay Btm Matecumbe Ocean Bch Sec A Lower Matecumbe Pb2-39 Or238-293(Ii Deed 21889) Or373-122 Or467-801 Or485-
Taxes: 22730.6
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 75433
Street Name: Overseas
Street Suffix: Highway
Key/Island: Lower Matecumbe
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Mat Ocean Beach (75.0)
Area: 22 - Lower Matecumbe
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 3
Lot Size: 100 X 230
Lot SqFt: 23250
Pool: Yes
Lot Sqft Source: Property Data Card
Total Units: 2
Acres: 0.99
SqFt Source: Property Data Card
Rentals Allowed: Yes
Min Rental Days: 28
Floor Number: 1
Style: Multi-Units
Year Built: 1970
Living Apx SqFt: 2624
Total Bedrooms: 4
Full Baths: 4
Total Baths: 4
Remarks & Misc
Remarks – Consumer: Wake up to the sunrise over the Atlantic from this private oceanfront retreat offering two separate residences, a sandy beach, and direct access from Highway to Ocean. This unique property offers a 3BD/3BA main residence plus a separate 1BD/1BA guest house, ideal for extended family, visiting friends, private home, or income producing estate. Enjoy a sandy beach, pool, two beachside tiki huts, observation pier, concrete boat ramp and rock jetties for tide protection, creating the ultimate setting for entertaining and waterfront living. Extensive upgrades include impact windows and doors, metal roof, A/C, stucco, paint, appliances and more. With abundant parking for cars, boats, trailers, toys and guests, there is room for everyone. Just minutes by boat to Alligator Lighthouse and nearby Caloosa Marina for fuel, ice, boat storage and food. A rare opportunity to own a true oceanfront Keys compound with space, privacy and a stunning view!
Association Info
Mandatory Home Owners Asc: No
Voluntary Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
Dock: Wood
Boat Ramp: 1
Dock Permit: Yes
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Freezer: 1
Microwave: 1
Oven: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Wine Cooler: 1
Pets
Pets Allowed: 1
Cooling
Central Air: 1
Waterfront
Oceanfront: 1
Open Water: 1
Waterview
Ocean View: 1
Floor
Concrete: 1
Tile: 1
Neighborhood Feature
Beach: 1
Property Condition
Updated/Remodeled: 1
Specialty Rooms
Laundry Room: 1
Building Style
Above Flood: Yes
Ground Level: 1
Stories: 1 Story
Windows/Doors
Impact Rstnce Doors: 1
Vehicle Storage
Car(s): 4+
RV Parking Open: 1
Off Street Parking: 1
Trailer Storage: 1
Security
No Security: 1
Construction
Concrete: 1
Stucco: 1
Land Size
1/4 - 1/2 Acre: 1
Furnished
Negotiable: 1
Utilities
FKAA: 1
Exterior Features
Chickee Hut: 1
Fencing: 1
Sandy Beach: 1
Pool Info
In Ground: 1
Concrete: 1
Roof
Concrete Roof: 1
Metal Roof: 1
Financial Status
Bank Owned: No
Potential Short Sale: No
Standard Sale: Yes
Shutters
Bahama: 1
GF-Interior Features
LED Lighting: 1
Tankless Hot Wtr Htr: 1
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: Oceanfront; Open Water
Waterview: Ocean View
Dockage: Boat Ramp
Property Condition: Updated/Remodeled
Building Style: Ground Level
Vehicle Storage: Off Street Parking; RV Parking Open; Trailer Storage
Furnished: Negotiable
Cooling: Central Air
Utilities: FKAA
Specialty Rooms: Laundry Room
Appliances: Dishwasher; Dryer; Freezer; Microwave; Oven; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler
Exterior Features: Chickee Hut; Fencing; Sandy Beach
Pool Info: In Ground; Concrete
Construction: Concrete; Stucco
Shutters: Bahama
Floor: Concrete; Tile
Roof: Concrete Roof; Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Beach
Security: No Security
Land Size: 1/4 - 1/2 Acre
GF-Interior Features: LED Lighting; Tankless Hot Wtr Htr

Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

Last Updated: September - 11 - 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.