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Orangeville Detached Houses for Sale

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Last Updated: September 27, 2026

38 Photos

124 Jordan Drive, Dufferin, ON , MLS #W13580804 , Image - 1

124 Jordan Drive Orangeville, Dufferin, ON MLS® W13580804

Residential Freehold (Detached)

$999000.0

4 +1 Beds
4 Baths
2000-2500 sq-ft

Beautiful Home Is Located On Quiet Street, Close To Parks & Amenities. Great for Commuters! Meticulously Maintained & Professionally Landscaped Front

31 Photos

27 Rustic Crescent, Dufferin, ON , MLS #W13719760 , Image - 1

27 Rustic Crescent Orangeville, Dufferin, ON MLS® W13719760

Residential Freehold (Detached)

$629900.0

2 +2 Beds
2 Baths
1100-1500 sq-ft

Spacious. Versatile. Connected. Welcome to 27 Rustic Street in the heart of Orangeville-a beautifully maintained 3-level side split offering exception

50 Photos

333 Lisa Marie Drive, Dufferin, ON , MLS #W13803010 , Image - 1

333 Lisa Marie Drive Orangeville, Dufferin, ON MLS® W13803010

Residential Freehold (Detached)

$889900.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautifully maintained 3-bedroom, 3-bathroom home in a welcoming, family-friendly Orangeville neighbourhood. Set on a corner lot with

43 Photos

7 Third Avenue, Dufferin, ON , MLS #W13798324 , Image - 1

7 Third Avenue Orangeville, Dufferin, ON MLS® W13798324

Residential Freehold (Detached)

$875000.0

2 Beds
2 Baths
1500-2000 sq-ft

Enjoy exceptional in-town living, timeless character and thoughtful updates in this charming century bungalow. Located on a beautiful, mature tree-lin

44 Photos

70 Hunter Road, Dufferin, ON , MLS #W13814722 , Image - 1

70 Hunter Road Orangeville, Dufferin, ON MLS® W13814722

Residential Freehold (Detached)

$929000.0

4 +2 Beds
4 Baths
2000-2500 sq-ft

WELCOME TO THIS WELL-MAINTAINED DETACHED HOME nestled in a quiet, family-friendly neighbourhood in ORANGEVILLE. Offering approximately 2,001 SQ FT ABO

50 Photos

77 Zina Street, Dufferin, ON , MLS #W13207758 , Image - 1

77 Zina Street Orangeville, Dufferin, ON MLS® W13207758

Residential Freehold (Detached)

$749900.0

Price drop by 10.7%

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to 77 Zina Street, a charming bungalow located on one of Orangeville's most sought-after streets, just steps from downtown shops, restaurants,

49 Photos

108 Glengarry Road, Dufferin, ON , MLS #W13828208 , Image - 1

108 Glengarry Road Orangeville, Dufferin, ON MLS® W13828208

Residential Freehold (Detached)

$799900.0

3 Beds
3 Baths
1100-1500 sq-ft

Welcome to 108 Glengarry Road - this beautiful home is situated in an desirable location, just steps away from the recreation centre, vibrant shops, l

49 Photos

267 Montgomery Boulevard, Dufferin, ON , MLS #W13817980 , Image - 1

267 Montgomery Boulevard Orangeville, Dufferin, ON MLS® W13817980

Residential Freehold (Detached)

$775000.0

3 Beds
2 Baths
1100-1500 sq-ft

Fantastic 4-Level Backsplit on a 37.99 x 95 Feet Premium Corner Lot located in the highly desirable Montgomery Village neighbourhood.This beautiful &

45 Photos

7 Henry Street, Dufferin, ON , MLS #W13824932 , Image - 1

7 Henry Street Orangeville, Dufferin, ON MLS® W13824932

Residential Freehold (Detached)

$1077000.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 7 Henry Street, a beautifully crafted newly built, two storey home blending refined design with thoughtful everyday functionality. Built wi

50 Photos

119 Oak Ridge Drive, Dufferin, ON , MLS #W13778264 , Image - 1

119 Oak Ridge Drive Orangeville, Dufferin, ON MLS® W13778264

Residential Freehold (Detached)

$1175000.0

4 Beds
3 Baths
2000-2500 sq-ft

*Open House this Sunday, Sept 27th from 12-2pm* This Is The One You've Been Waiting For! Welcome To A Home That Truly Checks All The Boxes, Space, Sty

Open House : Sun Sep 27, 11:00 AM to 01:00 PM

24 Photos

12 Maude Court, Dufferin, ON , MLS #W13817252 , Image - 1

12 Maude Court Orangeville, Dufferin, ON MLS® W13817252

Residential Freehold (Detached)

$1039900.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 12 Maude Court, an exceptional Karleton model on a quiet cul de sac in Orangeville's popular Settlers Creek neighbourhood. This spacious 4-

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

50 Photos

16 Brenda Boulevard, Dufferin, ON , MLS #W13590678 , Image - 1

16 Brenda Boulevard Orangeville, Dufferin, ON MLS® W13590678

Residential Freehold (Detached)

$724000.0

Price drop by 3.3%

3 +1 Beds
2 Baths
1100-1500 sq-ft

Welcome to 16 Brenda Boulevard - a beautifully maintained bungalow that checks every box for first-time buyers and savvy investors alike. This move-in

39 Photos

309 Marshall Crescent, Dufferin, ON , MLS #W13822258 , Image - 1

309 Marshall Crescent Orangeville, Dufferin, ON MLS® W13822258

Residential Freehold (Detached)

$825500.0

3 +1 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautifully appointed all-brick detached home, ideally situated in a desirable family friendly neighborhood and offering a thoughtfull

Open House : Sun Oct 04, 01:00 PM to 03:00 PM

50 Photos

12 York Street, Dufferin, ON , MLS #W13715960 , Image - 1

12 York Street Orangeville, Dufferin, ON MLS® W13715960

Residential Freehold (Detached)

$2350000.0

3 +1 Beds
3 Baths
2500-3000 sq-ft

Set on one of the most coveted streets in Orangeville, this rarely offered 3+1 bedroom Victorian residence combines timeless charm w modern luxury. Fu

35 Photos

50 Margaret Street, Dufferin, ON , MLS #W13820860 , Image - 1

50 Margaret Street Orangeville, Dufferin, ON MLS® W13820860

Residential Freehold (Detached)

$699000.0

3 +1 Beds
4 Baths
1500-2000 sq-ft

Welcome to 50 Margaret Street, a surprisingly spacious 3 +1 bedroom, 4 bath detached home tucked into a mature, tree-lined neighbourhood just minutes

40 Photos

117 Oak Ridge Drive, Dufferin, ON , MLS #W13805938 , Image - 1

117 Oak Ridge Drive Orangeville, Dufferin, ON MLS® W13805938

Residential Freehold (Detached)

$1059900.0

4 +1 Beds
4 Baths
2000-2500 sq-ft

Welcome to this 4+1 bedroom, fully finished home designed for practical family living. Featuring bright, open-to-above ceilings and great layout flow,

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

44 Photos

260 Lisa Marie Drive, Dufferin, ON , MLS #W13649724 , Image - 1

260 Lisa Marie Drive Orangeville, Dufferin, ON MLS® W13649724

Residential Freehold (Detached)

$959999.0

3 +1 Beds
4 Baths
1500-2000 sq-ft

Gorgeous Family Home that Backs onto Greenbelt in Established Orangeville Neighbourhood. Numerous Upgrades including Lower Level In Law Suite with Ful

49 Photos

39 Amelia Street, Dufferin, ON , MLS #W13701492 , Image - 1

39 Amelia Street Orangeville, Dufferin, ON MLS® W13701492

Residential Freehold (Detached)

$875000.0

4 Beds
4 Baths
1500-2000 sq-ft

Spacious and beautifully updated 4-bed, 4-bath two-storey home on a desirable corner lot in Orangeville. A charming covered front porch and double-doo

47 Photos

35 Cameron Court, Dufferin, ON , MLS #W13766354 , Image - 1

35 Cameron Court Orangeville, Dufferin, ON MLS® W13766354

Residential Freehold (Detached)

$829999.0

4 Beds
4 Baths
1500-2000 sq-ft

Exceptionally Maintained 4-Bed, 3-Bath Home Offering Approx. 2,500 sq. ft. of Thoughtfully Designed Living Space in One of Orangeville's Most Desirabl

34 Photos

164 Courtney Crescent, Dufferin, ON , MLS #W13519726 , Image - 1

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

22 John Street, Dufferin, ON , MLS #W13621854 , Image - 1

22 John Street Orangeville, Dufferin, ON MLS® W13621854

Residential Freehold (Detached)

$1190000.0

Price 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

38 Photos

329 Howard Crescent, Dufferin, ON , MLS #W13817536 , Image - 1

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.

25 Photos

99 Glengarry Road, Dufferin, ON , MLS #W13765486 , Image - 1

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

49 Photos

215 Oakwood Crescent, Dufferin, ON , MLS #W13779430 , Image - 1

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

1 St. Paul's Place, Dufferin, ON , MLS #W13674430 , Image - 1

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

Residential Freehold (Detached)

$999900.0

Price 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

88 Shirley Street, Dufferin, ON , MLS #W13568990 , Image - 1

88 Shirley Street Orangeville, Dufferin, ON MLS® W13568990

Residential Freehold (Detached)

$769900.0

Price 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

67 Carlton Drive, Dufferin, ON , MLS #W13714366 , Image - 1

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

23 Third Street, Dufferin, ON , MLS #W13778268 , Image - 1

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

50 Photos

17 First Avenue, Dufferin, ON , MLS #W13656710 , Image - 1

17 First Avenue Orangeville, Dufferin, ON MLS® W13656710

Residential Freehold (Detached)

$1100000.0

Price 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

42 Photos

60 William Street, Dufferin, ON , MLS #W13799692 , Image - 1

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

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