105 Palm Avenue, Upper Matecumbe Key Islamorada, FL 33036
$4,600,000
Property Type:
Commercial Sale
Bedrooms:
1
Baths:
4
Lot Size (sq. ft.):
9,225
Status:
Active
Current Price:
$4,600,000
List Date:
2/25/2026
Last Modified:
3/12/2026
Overview
Description
...
(Read more)
This is an exceptionally rare chance to secure a versatile mixed use commercial property in Islamorada's most established business corridors. Sale does not include real estate business. These three building and the land are ideally positioned for a wide range of commercial uses. Its central location within the Village of Islamorada provides strong access to both local residents and year-round visitor activity, making it an appealing option for investors and owner-operators.
The building features a practical, adaptable layout suitable for professional offices, medical or wellness services, boutique retail, administrative operations, or specialty businesses. Large front-facing windows bring in natural light and enhance street presence, creating an inviting entry point for customers and clients. The interior opens into a flexible main area that can function as a reception space, retail floor, open office environment, or showroom. The footprint also supports the creation of private offices, treatment rooms, or storage areas, allowing businesses to tailor the space to their operational needs.
On-site parking adds significant value, providing convenient access for customers and employees--an important advantage in Islamorada's commercial zones. Excellent signage opportunities ensure strong brand exposure. Easy ingress and egress make the location suitable for both destination-based and walk-in business models. Surrounded by established businesses, restaurants, marinas, and residential neighborhoods, the property benefits from a diverse and active customer base. Islamorada's strong local economy and tourism-driven demand enhance the long-term appeal of this location. With limited standalone commercial inventory available in the Upper Keys, 81579 Old Highway offers a unique setting for multiple uses within walking distance to Cheeca Lodge, The Moorings, and Worl Wide Sportsman. Totally renovated in 2019. Virtual tour www.166bayviewdrive,com
Listing Details MLS# 618814
Location, Tax & Legal
- Street #
- 105
- Street Name
- Palm
- Street Suffix
- Avenue
- Key/Island
- Upper Matecumbe Key Islamorada
- State/Province
- FL
- Zip Code
- 33036
- Subdivision
- Grove Park (81.5)
- County
- Monroe
- Area
- 23 - Upper Matecumbe
- City
- ISLAMORADA
- Mile Marker
- 81.5
- Marathon Neighborhood
- N/A
- Side
- Ocean
- Alternate Key #
- 1491144
- Parcel #
- 00398750-000000
- Zoning
- HC - Highway Commercial
- Legal
- BK 10 LT 15 & ADJ 16' STRIP OF LAND LYING NW OF LOT 15 GROVE PARK ADDTN PB1-196 UPPER MATECUMBE G5-231.....
- Taxes
- 17206
- Tax Year
- 2025
Contract Information
- Listing Board
- Florida Keys
- Limited Representation
- No
- As is Rght to Inspct
- Yes
- Potential Short Sale
- No
- Bank Owned
- No
- Species List
- No
General Property Description
- Realtor.COM Type
- Commercial
- Style
- Commercial
- Lot SqFt
- 9225
- Waterfront
- No
- # Parking Spaces
- 14
- # Stories
- Yes
- Building Ht. Ft.
- 20
- Total # Buildings
- 3
- Building SqFt
- 2965
- SqFt Source
- Tax Records
- Year Built
- 1951
- Total Bedrooms
- Yes
- Full Baths
- Yes
- Half Baths
- 3
- Total Baths
- 4
- Control Depth
- 0
Association Info
- Mandatory Home Owners Asc
- No
- 1st Right of Refusal
- No
Misc Property Info
- Recorded Plat
- Yes
More Information
Financial Status
- Bank Owned
- No
- Potential Short Sale
- No
Remarks & Misc
- Remarks – Consumer
- This is an exceptionally rare chance to secure a versatile mixed use commercial property in Islamorada's most established business corridors. Sale does not include real estate business. These three building and the land are ideally positioned for a wide range of commercial uses. Its central location within the Village of Islamorada provides strong access to both local residents and year-round visitor activity, making it an appealing option for investors and owner-operators. The building features a practical, adaptable layout suitable for professional offices, medical or wellness services, boutique retail, administrative operations, or specialty businesses. Large front-facing windows bring in natural light and enhance street presence, creating an inviting entry point for customers and clients. The interior opens into a flexible main area that can function as a reception space, retail floor, open office environment, or showroom. The footprint also supports the creation of private offices, treatment rooms, or storage areas, allowing businesses to tailor the space to their operational needs. On-site parking adds significant value, providing convenient access for customers and employees--an important advantage in Islamorada's commercial zones. Excellent signage opportunities ensure strong brand exposure. Easy ingress and egress make the location suitable for both destination-based and walk-in business models. Surrounded by established businesses, restaurants, marinas, and residential neighborhoods, the property benefits from a diverse and active customer base. Islamorada's strong local economy and tourism-driven demand enhance the long-term appeal of this location. With limited standalone commercial inventory available in the Upper Keys, 81579 Old Highway offers a unique setting for multiple uses within walking distance to Cheeca Lodge, The Moorings, and Worl Wide Sportsman. Totally renovated in 2019. Virtual tour www.166bayviewdrive,com
- Directions
- Located on Old Highway and visible from Overseas Highway at MM 81.5
Deed Restrictions
- No
- Yes
Type
- Office Buildings
- Yes
- Retail
- Yes
- Other Services
- Yes
Fee Includes
- Other
- Yes
Dockage
- None
- Yes
Appliances
- Dishwasher
- Yes
- Dryer
- Yes
- Range
- Yes
- Refrigerator
- Yes
- Washer
- Yes
Cooling
- Central Air
- Yes
- Wall/Window Unit(s)
- Yes
Heating
- Heat Pump
- Yes
Waterfront
- None
- Yes
Waterview
- No Waterview
- Yes
Floor
- Tile
- Yes
Windows/Doors
- Impact Rstnce Doors
- Yes
- Impact Rstnce Window
- Yes
Construction
- CBS
- Yes
- Combo Construction
- Yes
Land Size
- Less Than 1/4 Acre
- Yes
Utilities
- Buyer to Verify
- Yes
- FKAA
- Yes
- Municipal Sewer
- Yes
Title
- Title Ins - Buyer
- Yes
Miscellaneous
- Fencing
- Yes
- Handicap Access
- Yes
- High Traffc Location
- Yes
- Highway Frontage
- Yes
- Residence on Premise
- Yes
Roof
- Combo Roof
- Yes
Property Features
Deed Restrictions:
No
Type:
Office Buildings; Retail; Other Services
Waterfront:
None
Waterview:
No Waterview
Dockage:
None
Cooling:
Central Air; Wall/Window Unit(s)
Heating:
Heat Pump
Utilities:
Buyer to Verify; FKAA; Municipal Sewer
Appliances:
Dishwasher; Dryer; Range; Refrigerator; Washer
Miscellaneous:
Fencing; Handicap Access; High Traffc Location; Highway Frontage; Residence on Premise
Construction:
CBS; Combo Construction
Floor:
Tile
Roof:
Combo Roof
Land Size:
Less Than 1/4 Acre
Fee Includes:
Other
Title:
Title Ins - Buyer
Listing Office:
Paradise Florida Keys Real Estate, a Luxury Brand
Last Updated: March - 12 - 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.
