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4039 & 4041 Sissiboo Road
Digby County South Range B0W 1H0

$1,299,900
Residential beds: 7 baths: 5.0 3,708 sq. ft. built: 2010

Main Photo: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 1: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 2: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 3: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 4: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 5: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 6: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 7: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 8: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 9: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 10: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 11: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 12: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 13: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 14: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 15: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 16: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 17: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 18: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 19: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 20: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 21: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 22: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 23: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 24: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 25: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 26: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 27: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 28: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 29: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 30: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 31: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 32: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 33: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 34: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 35: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 36: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 37: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 38: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 39: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 40: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 41: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 42: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 43: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 44: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 45: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 46: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 47: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 48: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Photo 49: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
Status:
Active
Prop. Type:
Residential
MLS® Num:
202617653
Bedrooms:
7
Bathrooms:
5
Year Built:
2010
This exceptional 8.8 acre waterfront property blends relaxed bespoke lifestyle vibes alongside outstanding income potential. Tucked away from the road and surrounded by extensive landscaping, this private estate features a custom chalet style home, a fully self-contained in-law suite, and a separate waterfront cabin offering incredible possibilities for multi-generational living, short-term rentals, or supplemental income. The striking main home is designed to embrace its waterfront setting, with vaulted ceilings, exposed beams, expansive windows, and inviting living spaces that make the most of the spectacular west facing views. The self-contained suite above the garage provides comfortable independent space with a separate entrance, while the charming waterfront cabin with private covered deck is the perfect retreat for guests or a highly desirable vacation rental. Whether you're looking to offset your expenses, create a family compound, or invest in a property with unlimited potential, this unique offering delivers flexibility without compromising privacy or lifestyle. Spend your days enjoying the water, entertaining, or simply relaxing in the peaceful surroundings all just a short drive from the amenities of charming Digby.
Contact Listing Agent
Listing Sub-Area:
Digby County
Property Type:
Residential
Residential Type:
Single Family
Residential Style:
Detached
Title To Land:
Freehold
Home Style:
Chalet, Contemporary
Exterior Finish:
Wood Shingles, Stone
Year built:
2010 (Age: 16)
Age:
16
Bedrooms:
7
Bedrooms Above Grade:
7
Bedrooms Below Grade:
0
Full Bathrooms:
4
Half Bathrooms:
1
Main Living Area:
3,708 sq. ft.
Floor Area:
3,708 sq. ft.
Building Dimenions:
Irregular
Prop Size:
3 to 9.99 Acres
Lot Size:
8.8 acre(s)
Zoning:
GD
Water Type:
Fresh Water
Water Supply:
Pond/Lake
Sewer:
Septic
Foundation:
Poured Concrete, Slab
Floor Finish:
Laminate, Softwood, Tile
Roof:
Asphalt Shingle, Metal
New Constr.:
No
Basement:
Partial, Partially Developed
Heating:
Baseboard, In Floor, Stove
Fuel:
Electric, Pellet, Wood
Utilities:
Electricity, High Speed Internet, Telephone
Garage:
Attached, Double, Heated, Wired
Garage Description:
Attached, Double, Heated, Wired
Driveway:
Circular, Gravel
Floor
Type
Size
Other
Main Floor
Kitchen
19'5" × 11'11"
Main Floor
Storage
6'11" × 5'11"
(Pantry)
Main Floor
Dining Room
18'6" × 13'7"
Main Floor
Living Room
16'2" × 13'7"
Main Floor
Foyer
15'7" × 6'5"
Main Floor
Games Room
27'10" × 19'11"
Main Floor
Primary Bedroom
15'10" × 14'9"
Main Floor
Laundry
10'10" × 7'1"
Main Floor
Mud Room
7'8" × 6'1"
2nd Level
OTHER
15'3" × 8'7"
(Irreg. Landing)
2nd Level
Bedroom
13'8" × 5'7"
+6'11 x 5'5
2nd Level
Bedroom
11'3" × 10'5"
+jog
2nd Level
Bedroom
15'6" × 8'
+ 6'6 x 2'11
Main Floor
Kitchen
15' × 14'5"
(Guest House)
Main Floor
Bedroom
10'2" × 9'8"
(Guest House)
Floor
Ensuite
Pieces
Other
Main Floor
No
-
6'4" x 4'10"
Main Floor
Yes
-
12'8" x 8'4"
2nd Level
No
-
7'1" x 5'10"
Main Floor
No
-
7'10" x 8'8"
Balcony, Ensuite Bath, Secondary Suite, Wood Stove(s), 1758
Deck, Patio, Boathouse, Dock, Shed, Wharf
Appliances, Some Furnishings
Propane Tank
Stove - Gas, Dishwasher, Dryer, Washer, Freezer - Stand Up, Microwave, Refrigerator, Wine Fridge, Other
Golf Course, Recreation Center, School Bus Service, Shopping, Marina, Place of Worship, Beach
Partially Cleared, Landscaped, Level
Lake
Yes
475'
Access: Lake, View: Lake, View: Other
Rental Income:
Yes
Possession Info:
Negotiable
Elementary School:
Digby Elementary School
Middle School:
Digby Regional High School
High School:
Digby Regional High School
French Imm Elementary School:
Digby Elementary School (Early)
French Imm High School:
Digby Regional High School (Late)
Listed Date:
Days on Mkt:
  • Photo 1: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
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  • Photo 5: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House
  • Photo 6: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House
  • Photo 7: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House
  • Photo 8: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House
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  • Photo 11: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House Primary Suite
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  • Photo 13: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House Ensuite
  • Photo 14: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Repurposed Historic Timbers
  • Photo 15: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House Upstairs Landing
  • Photo 16: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House Bedroom 2
  • Photo 17: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House Bedroom 3
  • Photo 18: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House Bedroom 4
  • Photo 19: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House Full Bath
  • Photo 20: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House Games Room
  • Photo 21: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House Bar Area
  • Photo 22: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House Games Room
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  • Photo 24: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House Powder Room
  • Photo 25: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Main House Side Entry
  • Photo 26: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Stairs to In Law Suite
  • Photo 27: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    In Law Suite Water View
  • Photo 28: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    In Law Suite Exposed Beams
  • Photo 29: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    In Law Suite
  • Photo 30: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    In Law Suite
  • Photo 31: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    In Law Suite Bedroom 5
  • Photo 32: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    In Law Suite Bedroom 6
  • Photo 33: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    In Law Suite Full Bath
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  • Photo 35: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Waterfront Cabin
  • Photo 36: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Waterfront Cabin to Beach
  • Photo 37: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Waterfront Cabin
  • Photo 38: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Waterfront Cabin Kitchen Area
  • Photo 39: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Waterfront Cabin Bedroom 7
  • Photo 40: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Waterfront Cabin Full Bath
  • Photo 41: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    Boathouse
  • Photo 42: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
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  • Photo 44: 4039 & 4041 Sissiboo Road in South Range: Digby County Residential for sale (Annapolis Valley)  : MLS®# 202617653
    West Facing Waterfront
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Listed by Exit Realty Town & Country
Data was last updated July 17, 2026 at 01:20 AM (UTC)
Area Statistics
Listings on market:
208
Avg list price:
$350,000
Min list price:
$79,000
Max list price:
$1,795,000
Avg days on market:
70
Min days on market:
1
Max days on market:
1,122
Avg price per sq.ft.:
$219.19
These statistics are generated based on the current listing's property type and located in Digby County. Average values are derived using median calculations. This data is not produced by the MLS® system.