145 Commercial Street
Annapolis County Middleton B0P 1S0

$444,900
Residential beds: 4 baths: 3.0 3,192 sq. ft. built: 1890

Main Photo: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 1: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 2: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 3: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 4: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 5: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 6: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 7: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 8: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 9: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 10: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 11: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 12: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 13: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 14: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 15: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 16: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 17: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 18: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 19: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 20: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 21: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 22: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 23: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 24: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 25: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 26: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 27: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 28: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 29: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 30: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 31: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 32: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 33: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 34: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 35: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 36: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 37: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 38: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 39: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 40: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 41: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 42: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 43: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 44: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 45: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 46: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 47: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 48: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 49: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Photo 50: 145 Commercial Street in Middleton: Annapolis County Residential for sale (Annapolis Valley)  : MLS®# 202614539
Status:
Active
Prop. Type:
Residential
MLS® Num:
202614539
Bedrooms:
4
Bathrooms:
3
Year Built:
1890
Step into a piece of history with this beautifully restored Victorian residence. Rich in character and thoughtfully updated, this stunning 4-bedroom century home blends timeless charm with modern comfort, ready to welcome its next chapter. Inside, you’ll find impressive ceiling heights, large sun-filled windows, and elegant wood trim that highlight the home’s original craftsmanship, along with a stunning original staircase that serves as a true focal point. The spacious layout offers both functionality and warmth, featuring an open-concept kitchen complete with a large island and cozy eat-in nook, a formal dining room with walkout to a private back patio, a comfortable family room, and a classic formal living room. The inviting front entry showcases custom library built-ins and leads to a bright sun porch—perfect for quiet mornings or evening relaxation. Modern upgrades ensure year-round comfort, including efficient heat pumps, a wood stove, and full bathrooms on both the main and second levels, plus a private en suite off the primary bedroom. Skylights add to the airy feel, while thoughtful updates preserve the home’s authentic Victorian appeal. Set on a rare double town lot, the fully fenced backyard has been lovingly transformed into a private garden oasis, featuring mature landscaping, blooming flowers, vegetable gardens, and a workshop space—ideal for hobbyists or additional storage. Located just a short walk to amenities—schools, shops, restaurants, recreational facilities, and the hospital—this property offers both convenience and community. With Kingston and Greenwood only a short drive away, it’s perfectly positioned for families or commuters alike. This property offers commercial zoning potential, opening the door to a variety of opportunities—from a home-based business to a boutique retail venture. A truly unique and eye-catching property where history, charm, and opportunity come together.
Follow Commercial Street in Middleton north to civic on left side.
Listing Sub-Area:
Annapolis County
Property Type:
Residential
Residential Type:
Single Family
Residential Style:
Detached
Title To Land:
Freehold
Home Style:
3 Level
Exterior Finish:
Wood Siding
Year built:
1890 (Age: 136)
Age:
136
Bedrooms:
4
Bedrooms Above Grade:
4
Bedrooms Below Grade:
0
Full Bathrooms:
3
Half Bathrooms:
0
Main Living Area:
3,192 sq. ft.
Floor Area:
3,192 sq. ft.
Building Dimenions:
Irregular
Prop Size:
Under 0.5 Acres
Lot Size:
18,927 sq. ft.
Zoning:
(CG) Comme
Water Supply:
Municipal
Sewer:
Municipal
Foundation:
Poured Concrete, Other, Stone
Floor Finish:
Carpet, Hardwood, Laminate, Linoleum, Tile
Roof:
Asphalt Shingle
New Constr.:
No
Basement:
Crawl Space, Full, Undeveloped
Heating:
Baseboard, Furnace, Heat Pump -Ductless, Stove, Ductless Cooling
Fuel:
Electric, Oil, Wood
Utilities:
Cable, Electricity, High Speed Internet, Telephone
Garage:
None
Garage Description:
N/A
Parking Description:
Gravel, Parking Spaces
Driveway:
Gravel, Parking Spaces(s)
Floor
Type
Size
Other
Main Floor
Kitchen
15'2" × 8'1"
Main Floor
Dining Nook
16'8" × 10'11"
Main Floor
Dining Room
18'7¼" × 16'1¼"
Main Floor
Living Room
16'2" × 14'4"
Main Floor
Family Room
18'6" × 16'6"
Main Floor
Great Room
20'4" × 11'1"
Main Floor
Sun Room
18'6" × 7'7"
2nd Level
Primary Bedroom
24'7¼" × 10'1"
2nd Level
Bedroom
13'1" × 9'7"
2nd Level
Bedroom
13'2" × 8'1"
2nd Level
Bedroom
14'4" × 9'11"
2nd Level
Laundry
11'2" × 9'7"
3rd Level
OTHER
30'1¼" × 14'10"
Floor
Ensuite
Pieces
Other
Main Floor
No
-
7'8" x 5'7"
2nd Level
Yes
-
5'1" x 8'4"
2nd Level
No
-
7'1" x 12'2"
Ensuite Bath, Wood Stove(s)
Deck, Shed
Fridge, Stove, Dishwasher, Washer, Dryer, Pianos (x2)
None
Stove, Dishwasher, Dryer, Washer, Refrigerator
Cleared, Landscaped, Level, Fenced, Year Round Road
No
PID 05081427
Assessment:
399400.0
Assessment Year:
2026
Rental Income:
Unknown
Possession Info:
Negotiable
Elementary School:
Annapolis East Elementary School
Middle School:
Middleton Regional High School
High School:
Middleton Regional High School
Listed Date:
Days on Mkt:
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Listed by Royal LePage Atlantic (Greenwood)
Data was last updated August 26, 2026 at 01:20 AM (UTC)
Area Statistics
Listings on market:
275
Avg list price:
$369,900
Min list price:
$75,000
Max list price:
$3,295,000
Avg days on market:
88
Min days on market:
1
Max days on market:
957
Avg price per sq.ft.:
$253.29
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