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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

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 office ...

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.