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:
2/25/2026
Description
This is an exceptionally rare chance to secure a versatile mixed use commercial property in Islamorada's most established business corridors. With prominent highway frontage, excellent visibility, and steady traffic exposure, theses three building 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
More Information MLS# 618814
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
Current Price: $4,600,000
Listing Date: 2026-02-10
List Price: $4,600,000
Location, Tax & Legal
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
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
General Property Description
Realtor.COM Type: Commercial
Waterfront: No
Control Depth: 0
Lot Size: 9225
Lot SqFt: 9225
# Parking Spaces: 14
# Stories: 1
Building Ht. Ft.: 20
SqFt Source: Tax Records
Total # Buildings: 3
Building SqFt: 2965
Style: Commercial
Year Built: 1951
Total Bedrooms: 1
Full Baths: 1
Half Baths: 3
Total Baths: 4
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. With prominent highway frontage, excellent visibility, and steady traffic exposure, theses three building 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: 1
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Type
Office Buildings: 1
Retail: 1
Other Services: 1
Fee Includes
Other: 1
Misc Property Info
Recorded Plat: Yes
Dockage
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Range: 1
Refrigerator: 1
Washer: 1
Cooling
Central Air: 1
Wall/Window Unit(s): 1
Heating
Heat Pump: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Floor
Tile: 1
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Construction
CBS: 1
Combo Construction: 1
Land Size
Less Than 1/4 Acre: 1
Utilities
Buyer to Verify: 1
FKAA: 1
Municipal Sewer: 1
Title
Title Ins - Buyer: 1
Miscellaneous
Fencing: 1
Handicap Access: 1
High Traffc Location: 1
Highway Frontage: 1
Residence on Premise: 1
Roof
Combo Roof: 1
Financial Status
Bank Owned: No
Potential Short Sale: No
Status Change Info
Status: Active
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: February - 25 - 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.
