Step back in time and appreciate the craftsmanship of a well-maintained century home. Have you been looking for a spacious home in Middleton with loads of flexibility, high ceilings, a kitchen for anyone who loves to cook, and a garage with a built-in workshop? Then you're in luck! Welcome to 383 Main St., Middleton - a 1905 home built by the Rogers family, once the workplace of a local doctor, and later home to the owner of the local creamery and Middleton's Mayor McKenzie, whose distinctive "M" is still carved into the window shutters today. Whether you're admiring the fine woodworking on the banisters, the hardwood floors, the cosy woodstove in the living room that has kept families warm for decades, or the attic space that's ready to be finished, this home offers both move-in-ready living and the potential to add your own creative touches. This five-bedroom, 1.5-bathroom home will not disappoint. The main floor offers plenty of living space; a large kitchen with breakfast nook, formal dining room, living room, den, half bath, and sunroom. Upstairs you'll find three generous bedrooms at the front of the home, a full 4-piece bathroom with double sink, two additional bedrooms, and a second staircase. The home is heated by wood and oil. The garage offers room for vehicles and storage, plus a permanent workshop with built-in workbenches along the entire back half of one side. Outside, enjoy a covered porch, ample parking, and a partially fenced yard with the opportunity to fence in more. Close to all of Middleton's amenities! Reach out to your agent of choice to see this piece of Middleton history.
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Listing Sub-Area:
Annapolis County
Property Type:
Residential
Residential Type:
Single Family
Residential Style:
Detached
Title To Land:
Freehold
Home Style:
2 Storey
Exterior Finish:
Wood Siding
Year built:
1910
(Age: 116)
Age:
116
Bedrooms:
5
Bedrooms Above Grade:
5
Bedrooms Below Grade:
0
Full Bathrooms:
1
Half Bathrooms:
1
Main Living Area:
2,905 sq. ft.270 m2
Floor Area:
2,905 sq. ft.270 m2
Building Dimenions:
Irregular
Prop Size:
Under 0.5 Acres
Lot Size:
13,991 sq. ft.1,300 m2
Zoning:
RMU
Water Supply:
Municipal
Sewer:
Municipal
Foundation:
Poured Concrete, Stone
Floor Finish:
Hardwood, Softwood, Vinyl
Roof:
Asphalt Shingle
New Constr.:
No
Basement:
Full, Undeveloped
Heating:
Hot Water, Stove, Radiator
Fuel:
Oil, Wood
Utilities:
Cable, Electricity, High Speed Internet, Telephone
Garage:
Attached, Wired
Garage Description:
Attached, wired with workshop
Driveway:
Paved
Floor
Type
Size
Other
Main Floor
Mud Room
5'7"1.69 m × 4'2"1.28 m
Main Floor
Eat In Kitchen
18'1"5.51 m × 11'8"3.56 m
Main Floor
Laundry
10'8"3.25 m × 7'2"2.19 m
Main Floor
OTHER
18'1"5.51 m × 5'7½"1.71 m
Main Floor
Mud Room
9'3"2.82 m × 3'5⅞"1.06 m
Main Floor
Dining Room
14'4"4.36 m × 13'2"4.01 m
Main Floor
Living Room
20'7"6.26 m × 13'8"4.16 m
Main Floor
Foyer
14'6"4.42 m × 13'1½"4.00 m
Main Floor
Den/Office
13'8"4.16 m × 11'3"3.43 m
Main Floor
Sun Room
20'5⅞"6.25 m × 10'6"3.20 m
- jog
2nd Level
OTHER
14'5⅞"4.42 m × 13'2"4.02 m
2nd Level
Bedroom
13'7"4.13 m × 13'4"4.07 m
2nd Level
Bedroom
13'8"4.17 m × 9'5"2.87 m
2nd Level
Primary Bedroom
13'6⅛"4.12 m × 13'5¾"4.11 m
2nd Level
Bedroom
11'10"3.61 m × 9'2"2.80 m
2nd Level
Bedroom
18'10"5.73 m × 5'11"1.81 m
Floor
Ensuite
Pieces
Other
Main Floor
No
-
3'8½" x 7'2"
2nd Level
No
-
8'2" x 6'10"
Wood Stove(s), 1758
Deck
Appliances
None
Stove, Dishwasher, Dryer, Washer, Refrigerator
Golf Course, Park, Playground, Public Transit, Shopping, Place of Worship
Data was last updated October 7, 2026 at 09:20 PM (UTC)
Area Statistics
Listings on market:
262
Avg list price:
$375,000
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:
1,000
Avg price per sq.ft.:
$245.05
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.