view of front facade featuring a wooden deck Features: gas meter, awning, fence, porch

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shotgun-style home with a deck Features: gas meter, fence, awning, porch

view of front of house with a deck Features: awning, porch

unfurnished room featuring a wainscoted wall, a decorative wall, and recessed lighting Features: vent, tile floor

foyer entrance with a wainscoted wall, a decorative wall, and recessed lighting Features: natural light, vent

spare room with recessed lighting, wainscoting, and a decorative wall Features: natural light, tile floor

foyer with wainscoting, a decorative wall, and recessed lighting Features: vent, natural light

kitchen featuring white cabinetry, freestanding refrigerator, electric range, a decorative wall, and stacked washer and clothes dryer Features: range oven, refrigerator, sink, tile floor, range hood, backsplash, laundry, l shaped kitchen, white cabinets, stacked washer dryer, shaker cabinets, countertops, vaulted ceiling

kitchen featuring freestanding refrigerator, black / electric stove, dark countertops, lofted ceiling, and white cabinetry Features: countertops, stacked washer dryer, white cabinets, range hood, vaulted ceiling, backsplash, laundry, refrigerator, natural light, range oven, sink, shaker cabinets

bonus room with a wainscoted wall, a decorative wall, lofted ceiling, and recessed lighting Features: refrigerator, tile floor, vaulted ceiling

unfurnished room featuring a wainscoted wall, recessed lighting, a decorative wall, and dark tile patterned floors Features: vaulted ceiling, tile floor

bonus room with vaulted ceiling, light wood finished floors, and recessed lighting Features: vaulted ceiling, natural light, hardwood floor, vent

bonus room with light colored carpet, vaulted ceiling, and recessed lighting Features: smoke carbon monoxide detector, vent, carpet, vaulted ceiling

additional living space with light carpet and recessed lighting Features: carpet, smoke carbon monoxide detector, vaulted ceiling, natural light, vent

bathroom featuring vanity, a marble finish shower, recessed lighting, and dark marble finish flooring Features: sink, shower, vent, vanity

spare room featuring light wood finished floors and recessed lighting Features: hardwood floor, natural light, vent

bathroom featuring vanity and a stall shower Features: vanity, vent, sink, shower, toilet

laundry area featuring wainscoting, a decorative wall, washer and clothes dryer, light wood-style floors, and recessed lighting Features: separate washer dryer, electric panel, laundry, vent, hardwood floor

kitchen with white cabinets, light wood-style floors, backsplash, light stone counters, and recessed lighting Features: backsplash, sink, hardwood floor, range hood, vent, white cabinets, stone countertops, stovetop, shaker cabinets

hall with wainscoting, a decorative wall, recessed lighting, and light wood-type flooring Features: refrigerator, vent, smoke carbon monoxide detector, hardwood floor

finished basement with freestanding refrigerator, wainscoting, a decorative wall, light wood-type flooring, and recessed lighting Features: separate washer dryer, hardwood floor, refrigerator, laundry, vent

laundry area with electric panel, washing machine and clothes dryer, recessed lighting, and light marble finish flooring Features: electric panel, separate washer dryer, laundry

full bath with vanity, a shower stall, light marble finish floors, and recessed lighting Features: vent, vanity, toilet, shower, sink

finished basement with light wood-style flooring and recessed lighting Features: vent, hardwood floor, smoke carbon monoxide detector

snow covered back of property featuring a fenced backyard Features: fence

yard covered in snow with a residential view Features: residential view, fence

snow covered property featuring a shingled roof Features: fence, central ac

yard layered in snow with a fenced backyard and a residential view Features: fence, residential view

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For Sale - 1055 HIGHLAND Avenue, Windsor, Ontario

1055 Highland Avenue

Windsor , Ontario

4 3 $279,900

Est payment $1,387/mo

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Time on Jump 1 days

AI Summary *

Legal duplex located in vibrant Little Italy, close to restaurants and shops.
Turnkey 4 bedroom, 3 bath home with many recent upgrades.
New electrical, plumbing, windows, and flooring for peace of mind.
Basement features city-approved ADU for additional income potential.
Upgraded backyard with low-maintenance concrete slabs for easy care.

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Down Payment:
$ 13,995 ( 5% )

First Time Buyer:
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Investor and first time home buyers alert! Legal duplex nestled in the heart of little italy, just steps from erie street’s popular restaurants, bakeries, & boutique shops. This turnkey 4 bedroom, 3 bath home is an exceptional investment opportunity with many upgrades!! Upgrades include new electrical panel & wiring, plumbing, windows, flooring, drywall and insulation, washrooms, kitchens & more! Basement includes a city approved adu. Roof is approx. 2 years old. The backyard has been beautifully upgraded with brand-new concrete slabs, offering low maintenance and long-lasting durability. Main unit offers 3 bedrooms, living room, kitchen/dining combo and 2 full bathrooms. Lower unit offers 1 bedroom, kitchen and 1 full bathroom. Flexibility to set your own rents or accommodate family and guests! This move-in-ready home is an exceptional opportunity.

Listing ID26002625

Address1055 HIGHLAND Avenue

CityWindsor, Ontario

Price$279,900

Bed / Bath4 / 3 Full

Style1 1/2 Storey, Duplex

ConstructionAluminum/Vinyl

FlooringCeramic or Porcelain, Cushion or Lino or…

TypeResidential

StatusFor Sale

Extras

Attachment Style DetachedSubtype 1 1/2 Storey, DuplexAcreage 0.071Indoor Features 2nd Kitchen, Grade Entrance, In-Law Suite, Other, See RemarksInclusions 2 COOKTOPS, 2 FRIDGES, 2 HOOD FANS, 2 WASHERS, 2 DRYERSDriveway Concrete Drive, Double Width Or More Drive, Finished Drive, Rear DriveParking NoneAmenities Fenced Yard, Playground Nearby, Shopping NearbyOwnership FreeholdRental Equipment Hot Water Tank (Owned)Appliances 2 Fridges, Cooktop, Dryer, WasherBasement FullBasement Development FinishedFoundation BlockHeating / Cooling Central Air Conditioning, Forced Air, FurnaceHeating Fuel Natural GasHot Water Tank GasUtility Water Municipal WaterSewer Sanitary

Market Info

Date Listed Feb 5, 2026

Listing Agency:
REMAX CAPITAL DIAMOND REALTY

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Listing Agency:
REMAX CAPITAL DIAMOND REALTY

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For Sale - 1055 HIGHLAND Avenue, Windsor, Ontario

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