Front Of Structure
Photo 1: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 2: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 3: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 4: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 5: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 6: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 7: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 8: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 9: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 10: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 11: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 12: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 13: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 14: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 15: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 16: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 17: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 18: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 19: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 20: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 21: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 22: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 23: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 24: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 25: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 26: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 27: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 28: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 29: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 30: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 31: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 32: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 33: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 34: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 35: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 36: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 37: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 38: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 39: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 40: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 41: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 42: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 43: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 44: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 45: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 46: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Photo 47: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
Status:
Active
Prop. Type:
Commercial
MLS® Num:
202526548
Bus Major:
Other
Exceptional opportunity to own a highly visible 3-unit commercial building in the heart of Middleton’s business district. This well-maintained property offers strong income potential with long-term tenants and room to expand. The ground floor features two established businesses, a popular pizza shop and a busy hair salon, both with many years of successful operation. The third main-level unit is currently owner-occupied as an office space, offering flexibility for continued use or rental income. Upstairs, the spacious upper level has been completely gutted and is ready for development, ideal for additional office suites or conversion into residential apartments. There is also two small offices upstairs and a half bath, with potential for many more spaces. A new carrying beam has already been installed, making the renovation process easier for the next owner. The building is efficiently heated and cooled with a ducted heat pump system. Ample deeded parking is available for tenants and customers, along with a convenient storage shed at the rear of the property. With excellent Main Street exposure, strong existing tenants, and untapped potential for additional income, this property presents a rare investment opportunity in a prime location.
Main Street, Middleton
Listing Sub-Area:
Annapolis County
Property Type:
Commercial
Commercial Type:
Other
Major Bus Type:
Other, Salon
Title To Land:
Freehold
Year built:
1955 (Age: 71)
Age:
70
Main Living Area:
2,991 sq. ft.
Floor Area:
5,982 sq. ft.
Building Dimenions:
Irregular
Prop Size:
Under 0.5 Acres
Lot Size:
12,828 sq. ft.
Zoning:
Commercial
Construction:
Wood Frame
New Constr.:
No
Parking:
Yes
Driveway:
Circular, Parking Spaces(s), Paved
Parking Description:
Rear of building
# Floors:
2
Floor Finish:
Other
Roof:
Asphalt Shingle
Heating:
Heat Pump -Ducted, Ducted Cooling
Fuel:
Electric
Fire Protection:
Other Fire Protection, Smoke Detector
Water Supply:
Municipal
Utilities:
Municipal Water
Public Transportation, Shopping Nearby, Visual Exposure, High Traffic Location
Air Conditioning
None
No
Assessment:
21000.0
Assessment Year:
2025
Rental Income:
Yes
Business Tax Payer:
Tenant
Property Taxes Payer:
Owner
Heating Payer:
Tenant
Hydro Payer:
Tenant
Water Payer:
Owner
Insurance Payer:
Owner
Structural Maintenance Payer:
Owner
Exterior Maintenance Payer:
Owner
Interior Maintenance Payer:
Tenant
Lease 1 - Net Rental Area:
Retail
Lease 1 - Expiration Date:
September 30/27
Lease 1 - Occupant:
Hair Hunters
Lease 1 - Rental Rate:
600+HST
Lease 2 - Net Rental Area:
Retail
Lease 2 - Expiration Date:
September 30/27
Lease 2 - Occupant:
Pizza Factory
Lease 2 - Rental Rate:
625+HST
Lease 3 - Net Rental Area:
Office
Lease 3 - Expiration Date:
Nil
Lease 3 - Occupant:
Owner
Lease 3 - Rental Rate:
Nil
Possession Info:
On closing
Listed Date:
Days on Mkt:
  • Photo 1: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Front Of Structure
  • Photo 2: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Front Of Structure
  • Photo 3: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Side Of Structure
  • Photo 4: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Front Of Structure
  • Photo 5: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Side Of Structure
  • Photo 6: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Front Of Structure
  • Photo 7: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Front Of Structure
  • Photo 8: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Front Of Structure
  • Photo 9: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Reception
  • Photo 10: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Sun Room
  • Photo 11: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Reception
  • Photo 12: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Hallway
  • Photo 13: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Office
  • Photo 14: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Office
  • Photo 15: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Office
  • Photo 16: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Office
  • Photo 17: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Office
  • Photo 18: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Office
  • Photo 19: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Office
  • Photo 20: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Hallway
  • Photo 21: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Office
  • Photo 22: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Office
  • Photo 23: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Office
  • Photo 24: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Hallway
  • Photo 25: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Hallway
  • Photo 26: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Hallway
  • Photo 27: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Bathroom
  • Photo 28: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Office
  • Photo 29: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Dining Area
  • Photo 30: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Kitchen
  • Photo 31: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Bathroom
  • Photo 32: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Bathroom
  • Photo 33: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Stairs
  • Photo 34: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Stairs
  • Photo 35: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Dining Area
  • Photo 36: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Game Room
  • Photo 37: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Game Room
  • Photo 38: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Bonus Room
  • Photo 39: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Office
  • Photo 40: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Other
  • Photo 41: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Other
  • Photo 42: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Basement
  • Photo 43: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Other
  • Photo 44: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Other
  • Photo 45: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Other
  • Photo 46: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Front Of Structure
  • Photo 47: 284 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley)  : MLS®# 202526548
    Community
Listed by RE/MAX Banner Real Estate
Data was last updated February 3, 2026 at 03:20 PM (UTC)
Area Statistics
Listings on market:
22
Avg list price:
$583,500
Min list price:
$45,900
Max list price:
$1,590,000
Avg days on market:
137
Min days on market:
12
Max days on market:
754
Avg price per sq.ft.:
$155.25
These statistics are generated based on the current listing's property type and located in Annapolis County. Average values are derived using median calculations. This data is not produced by the MLS® system.
KAREN DOOKS
PETE DOOKS