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Orangeville Real Estate & Houses for Sale - P2

Showing results 31 - 60 of 148
Last Updated: September 27, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
33 Photos
Last Updated : 3 Days ago
124 Parkinson Crescent, Dufferin, ON , MLS #W13802528 , Image - 1
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Unit-69, 124 Parkinson Crescent Orangeville, Dufferin, ON MLS® W13802528

Residential Freehold (Att/Row/Townhouse)

$619999.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this Beautiful & Well Maintained 3 Bedroom Townhouse. Covered Front Porch into Large Tiled Entry with 2pc Bath, Coat Closet & Access Door t
34 Photos
Last Updated : 3 Days ago
164 Courtney Crescent, Dufferin, ON , MLS #W13519726 , Image - 1

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164 Courtney Crescent Orangeville, Dufferin, ON MLS® W13519726

Residential Freehold (Detached)

$719999.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Bright & Welcoming 3+1 Bedroom Home in Family Friendly Location. Covered Front Porch Entry into Open Foyer with Convenient 2pc Powder Room. Traditiona
50 Photos
Last Updated : 3 Days ago
22 John Street, Dufferin, ON , MLS #W13621854 , Image - 1

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22 John Street Orangeville, Dufferin, ON MLS® W13621854

Residential Freehold (Detached)

$1190000.0
price drop iconPrice drop by 4.8%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Perfectly situated in the heart of Orangeville, this beautifully renovated home delivers an exceptional lifestyle just steps from Kaycee Gardens, scen
32 Photos
Last Updated : 3 Days ago
2 Parkview Drive, Dufferin, ON , MLS #W13818178 , Image - 1

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Unit-4, 2 Parkview Drive Orangeville, Dufferin, ON MLS® W13818178

Residential Condo & Other (Condo Townhouse)

$469900.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Look no further with this beautifully maintained 3 bedroom, 2 bathroom end unit townhome with sought after 2 cartandem parking outside of your front d
38 Photos
Last Updated : 3 Days ago
329 Howard Crescent, Dufferin, ON , MLS #W13817536 , Image - 1

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329 Howard Crescent Orangeville, Dufferin, ON MLS® W13817536

Residential Freehold (Detached)

$925000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 329 Howard Cres, Orangeville!Beautiful and spacious family home offering a well-designed layout with plenty of living space inside and out.
44 Photos
Last Updated : 3 Days ago
126 Parkinson Crescent, Dufferin, ON , MLS #W13817028 , Image - 1

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126 Parkinson Crescent Orangeville, Dufferin, ON MLS® W13817028

Residential Freehold (Att/Row/Townhouse)

$679900.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to the heart of the Meadowlands! This beautifully maintained end-unit freehold townhome offers the space and feel of a semi, with no maintenan
25 Photos
Last Updated : 3 Days ago
99 Glengarry Road, Dufferin, ON , MLS #W13765486 , Image - 1

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99 Glengarry Road Orangeville, Dufferin, ON MLS® W13765486

Residential Freehold (Detached)

$799900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 99 Glengarry Road, a warm and welcoming family home tucked into Orangeville's sought-after west end! Beautifully updated and truly move in
38 Photos
Last Updated : 4 Days ago
114 Parkinson Crescent, Dufferin, ON , MLS #W13816390 , Image - 1

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114 Parkinson Crescent Orangeville, Dufferin, ON MLS® W13816390

Residential Freehold (Att/Row/Townhouse)

$679900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to the beautifully designed, freehold, stunning 3 bedroom townhouse with modern open concept layout. The primary suit offers walk in closet an
49 Photos
Last Updated : 4 Days ago
215 Oakwood Crescent, Dufferin, ON , MLS #W13779430 , Image - 1

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215 Oakwood Crescent Orangeville, Dufferin, ON MLS® W13779430

Residential Freehold (Detached)

$939000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 215 Oakwood Crescent in Orangeville, a completely renovated 3 bedroom, 3 bathroom home with a fully finished lower level, heated 2 car gara
50 Photos
Last Updated : 4 Days ago
38 Lakeview Court, Dufferin, ON , MLS #W13815048 , Image - 1

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38 Lakeview Court Orangeville, Dufferin, ON MLS® W13815048

Residential Freehold (Semi-Detached )

$589900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 38 Lakeview Court, a three-bedroom semi-detached home tucked away on a quiet, mature street on the east side of Orangeville. Set on a 26' x
50 Photos
Last Updated : 4 Days ago
1 St. Paul's Place, Dufferin, ON , MLS #W13674430 , Image - 1

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1 St. Paul's Place Orangeville, Dufferin, ON MLS® W13674430

Residential Freehold (Detached)

$999900.0
price drop iconPrice drop by 9.1%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this exceptional two-storey residence on a large, fully fenced corner lot in a highly desirable neighbourhood close to excellent schools an
43 Photos
Last Updated : 4 Days ago
88 Shirley Street, Dufferin, ON , MLS #W13568990 , Image - 1

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88 Shirley Street Orangeville, Dufferin, ON MLS® W13568990

Residential Freehold (Detached)

$769900.0
price drop iconPrice drop by 2.5%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully maintained detached bungalow with an attached garage, ideally located in a highly sought-after family-friendly neighbourho
45 Photos
Last Updated : 5 Days ago
67 Carlton Drive, Dufferin, ON , MLS #W13714366 , Image - 1

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67 Carlton Drive Orangeville, Dufferin, ON MLS® W13714366

Residential Freehold (Detached)

$699900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 67 Carlton Drive - Orangeville's best-kept secret! Perfectly perched on a beautiful corner lot in one of Orangeville's most family-friendly
44 Photos
Last Updated : 6 Days ago
23 Third Street, Dufferin, ON , MLS #W13778268 , Image - 1

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23 Third Street Orangeville, Dufferin, ON MLS® W13778268

Residential Freehold (Detached)

$775000.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Charming Renovated Bungalow In The Heart Of Orangeville! Welcome To This Move-In Ready Bungalow Situated On A Beautiful, Generously Sized Lot In One O
37 Photos
Last Updated : 6 Days ago
1 Victor Large Way, Dufferin, ON , MLS #W13807252 , Image - 1

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1 Victor Large Way Orangeville, Dufferin, ON MLS® W13807252

Residential Freehold (Link)

$899000.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully maintained 3-bedroom link home, attached only at the garage, offering approximately 1,750 sq. ft. above grade plus a fully
50 Photos
Last Updated : 6 Days ago
17 First Avenue, Dufferin, ON , MLS #W13656710 , Image - 1

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17 First Avenue Orangeville, Dufferin, ON MLS® W13656710

Residential Freehold (Detached)

$1100000.0
price drop iconPrice drop by 8.3%
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to 17 First Avenue, a truly stunning red brick Century Home, built in 1933 and rich with timeless charm. Perfectly located in the heart of dow
47 Photos
Last Updated : 7 Days ago
53 Benjamin Crescent, Dufferin, ON , MLS #W13777586 , Image - 1

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53 Benjamin Crescent Orangeville, Dufferin, ON MLS® W13777586

Residential Freehold (Att/Row/Townhouse)

$715000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This Is THE ONE! Welcome To This Beautifully Maintained 3-Bedroom Freehold, Townhome In One Of Orangeville's Most Desirable Locations! Bright, Spaciou
42 Photos
Last Updated : 7 Days ago
60 William Street, Dufferin, ON , MLS #W13799692 , Image - 1

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60 William Street Orangeville, Dufferin, ON MLS® W13799692

Residential Freehold (Detached)

$618000.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
This is a 2 Story Legal Non Confirming duplex with a Detached 24 X 30 Garage/Workshop and two Huge Fenced Yards . Options-- as an investment property
43 Photos
Last Updated : 7 Days ago
93 Church Street, Dufferin, ON , MLS #W13642188 , Image - 1

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93 Church Street Orangeville, Dufferin, ON MLS® W13642188

Residential Freehold (Detached)

$799900.0
price drop iconPrice drop by 3.0%
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this fantastic family home, set on a premium 60-foot lot surrounded by mature trees. The bright and well-maintained interior features a spa
39 Photos
Last Updated : 8 Days ago
14 Carlton Drive, Dufferin, ON , MLS #W13805320 , Image - 1

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14 Carlton Drive Orangeville, Dufferin, ON MLS® W13805320

Residential Freehold (Semi-Detached )

$629000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this beautifully maintained 3-bedroom semi-detached home in Orangeville! Featuring hardwood floors, plenty of closet and storage space, a b
38 Photos
Last Updated : 8 Days ago
2 Front Street, Dufferin, ON , MLS #W13804904 , Image - 1

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2 Front Street Orangeville, Dufferin, ON MLS® W13804904

Residential Freehold (Detached)

$699900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Charming, Historic, Cottage-Style Home Across from Mill Creek! Brimming with character and old-world charm, this beautiful home is perfectly situated
1 Photos
Last Updated : 8 Days ago
19 Oxford Street, Dufferin, ON
19 Oxford Street Orangeville, Dufferin, ON MLS® W13669216

Residential Freehold (Semi-Detached )

$599000.0
price drop iconPrice drop by 7.8%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this spacious 2-storey semi-detached home, offering comfortable living space, a functional layout, and a fully fenced backyard. With 3 bedr
28 Photos
Last Updated : 8 Days ago
32 Feltre Avenue, Dufferin, ON , MLS #W13801050 , Image - 1

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32 Feltre Avenue Orangeville, Dufferin, ON MLS® W13801050

Residential Freehold (Semi-Detached )

$675000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this wonderful 3-bedroom, 2-bathroom semi-detached home in Orangeville! Situated on an impressive large corner lot, this inviting home offe
30 Photos
Last Updated : 8 Days ago
21 Ontario Street, Dufferin, ON , MLS #W13778954 , Image - 1

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21 Ontario Street Orangeville, Dufferin, ON MLS® W13778954

Residential Freehold (Semi-Detached )

$649900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
PRESENTING 21 Ontario Street - a meticulously maintained home in a family-centric community home to mature large lots and established gardens and cent
49 Photos
Last Updated : 9 Days ago
292 Lisa Marie Drive, Dufferin, ON , MLS #W13752400 , Image - 1

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292 Lisa Marie Drive Orangeville, Dufferin, ON MLS® W13752400

Residential Freehold (Detached)

$970000.0
  • 4 +3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this updated and well maintained all-brick, two-storey detached home, located in Orangeville's most sought-after, family-friendly neighbour
27 Photos
Last Updated : 9 Days ago
12 Steven Street, Dufferin, ON , MLS #W13798932 , Image - 1

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12 Steven Street Orangeville, Dufferin, ON MLS® W13798932

Residential Freehold (Semi-Detached )

$675000.0
  • 4 Beds
  • 3 Baths
  • 700-1100 sq-ft
Incredible Investment Opportunity...This Legal registered 2 unit semi-detached, raised bungalow offers 2 bright, spacious, fully self contained, above
7 Photos
Last Updated : 9 Days ago
68 First Street, Dufferin, ON , MLS #W13798564 , Image - 1

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Unit-6, 68 First Street Orangeville, Dufferin, ON MLS® W13798564

Residential Freehold (Att/Row/Townhouse)

$735000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this unique and beautifully designed 3-storey townhouse at 68 First Street in the heart of Orangeville! Offering an exceptional layout with
45 Photos
Last Updated : 9 Days ago
31 Orange Mill Court, Dufferin, ON , MLS #W13785026 , Image - 1

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Unit-31, 31 Orange Mill Court Orangeville, Dufferin, ON MLS® W13785026

Residential Condo & Other (Condo Townhouse)

$500000.0
  • 3 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Welcome to your next chapter in the heart of Orangeville! This stylish 3-bedroom condo townhouse is the perfect blend of comfort, function, and modern
29 Photos
Last Updated : 9 Days ago
17 Centre Street, Dufferin, ON , MLS #W13577092 , Image - 1

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Unit-102, 17 Centre Street Orangeville, Dufferin, ON MLS® W13577092

Residential Condo & Other (Condo Townhouse)

$599999.0
price drop iconPrice drop by 1.2%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to 17 Centre Street, Suite 102, a stylish 2 bedroom, 2 bathroom condominium offering approximately 1,097 square feet of thoughtfully designed
24 Photos
Last Updated : 10 Days ago
1 Montgomery Boulevard, Dufferin, ON , MLS #W13730838 , Image - 1

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1 Montgomery Boulevard Orangeville, Dufferin, ON MLS® W13730838

Residential Freehold (Att/Row/Townhouse)

$575000.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this spacious 3-bedroom corner-unit townhome offering a unique and functional layout, with one bedroom on each level and a full bathroom fo
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