569+ Houses for Sale in Dufferin Under $10 Million

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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 &

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628190 15 SideRd N/A, Dufferin, ON , MLS #X13224854 , Image - 1

628190 15 SideRd N/A Rural Mulmur, Mulmur, Dufferin, ON MLS® X13224854

Residential Freehold (Vacant Land)

$1150000.0

Welcome to Valleyview, an exceptional 41-acre parcel offering a rare opportunity to build your country masterpiece. Elevated and private, the land fea

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515490 2nd Line, Dufferin, ON , MLS #X13733412 , Image - 1

515490 2nd Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X13733412

Residential Freehold (Farm)

$1456910.0

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

Nestled on 34 PICTURESQUE ACRES just minutes from Shelburne, this beautiful EAST FACING BUNGALOW offers the perfect blend of comfort, functionality, a

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14 Devonleigh Drive, Dufferin, ON , MLS #X13764610 , Image - 1

14 Devonleigh Drive Rural Amaranth, Amaranth, Dufferin, ON MLS® X13764610

Residential Freehold (Detached)

$1275000.0

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

Welcome to 14 Devonleigh in Amaranth, where space, privacy, & thoughtful design come together on an impressive 1.6-acre property. With no neighbours d

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

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798227 Third Line E, Dufferin, ON , MLS #X13824036 , Image - 1

798227 Third Line E Rural Mulmur, Mulmur, Dufferin, ON MLS® X13824036

Residential Freehold (Detached)

$995000.0

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

Great value in Mulmur! Located on a quiet country road just 15 minutes from the Village of Creemore, this 7-acre hobby farm offers a peaceful and priv

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433527 4th Line, Dufferin, ON , MLS #X13823160 , Image - 1

433527 4th Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X13823160

Residential Freehold (Rural Residential)

$1349900.0

3 +2 Beds
3 Baths
1500-2000 sq-ft

Drive into the long driveway and immediately exhale. That's what coming home to this property feels like! Lovingly maintained, this 3 bedroom, 2 bat

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5 Grundy Crescent, Dufferin, ON , MLS #X13825790 , Image - 1

5 Grundy Crescent Rural East Luther Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X13825790

Residential Freehold (Detached)

$949000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome home to 5 Grundy Crescent, a beautifully upgraded and renovated home offering exceptional space, style and comfort in the charming community o

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68 First Street, Dufferin, ON , MLS #W13813304 , Image - 1

Unit-35, 68 First Street Orangeville, Dufferin, ON MLS® W13813304

Residential Freehold (Att/Row/Townhouse)

$669000.0

3 Beds
3 Baths
1500-2000 sq-ft

Built in 2023 and immaculately kept, Unit 35 at First Street Towns is a bright, upgraded 3-bedroom, 3-bathroom corner unit townhome, that feels like

Open House : Sun Sep 27, 12:30 PM to 02:30 PM

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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

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63 First Street, Dufferin, ON , MLS #W13825606 , Image - 1

Unit-A2, 63 First Street Orangeville, Dufferin, ON MLS® W13825606

Residential Condo & Other (Condo Apartment)

$229000.0

1 Beds
1 Baths
0-499 sq-ft

REDUCED PRICE: Welcome to this charming 1-bedroom condo that combines character with great potential. Featuring laminate floors and large windows that

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68 First Street, Dufferin, ON , MLS #W13671628 , Image - 1

Unit-33, 68 First Street Orangeville, Dufferin, ON MLS® W13671628

Residential Freehold (Att/Row/Townhouse)

$499000.0

3 Beds
3 Baths
1500-2000 sq-ft

Beautiful 3-bedroom townhouse located in desirable area of Orangeville. This well maintained home features impressive 9 ft ceilings on the main floor,

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72 Victor Large Way, Dufferin, ON , MLS #W13753770 , Image - 1

72 Victor Large Way Orangeville, Dufferin, ON MLS® W13753770

Residential Freehold (Att/Row/Townhouse)

$599999.0

3 Beds
3 Baths
1100-1500 sq-ft

Absolutely immaculate and truly move-in ready, this beautifully maintained 3-bedroom, 3-bathroom home showcases quality and attention to detail throug

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

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41 Woodland Drive, Dufferin, ON , MLS #X13769404 , Image - 1

41 Woodland Drive Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X13769404

Residential Freehold (Detached)

$1699000.0

4 Beds
3 Baths
3500-5000 sq-ft

Welcome to this exceptional East Garafraxa estate, offering over 4,500 sqft of living space on a spectacular 1.28-acre lot. Offering space, privacy an

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295449 8th Line, Dufferin, ON , MLS #X13819634 , Image - 1

295449 8th Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X13819634

Residential Freehold (Detached)

Price On Request

4 +1 Beds
3 Baths
3000-3500 sq-ft

Stunning Luxury Brand-new (2025) custom-built Home set on a private and beautifully landscaped2.5-acre lot. Designed with a sleek European aesthetic,

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105 Spencer Avenue, Dufferin, ON , MLS #W13482610 , Image - 1

Unit-304, 105 Spencer Avenue Orangeville, Dufferin, ON MLS® W13482610

Residential Condo & Other (Condo Apartment)

$513130.0

Price drop by 14.3%

1 Beds
1 Baths
600-699 sq-ft

Location, Location, Location! Welcome to Westview Condos in a highly sought-after location. This spacious 1-bedroom, 1-bathroom condo includes 1 parki

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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

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834603 4th Line Ehs N/A, Dufferin, ON , MLS #X13604408 , Image - 1

834603 4th Line Ehs N/A Rural Mono, Mono, Dufferin, ON MLS® X13604408

Residential Freehold (Detached)

$1499900.0

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

Located on a peaceful lot of approx 3-acres, this beautifully updated 4+1-bedroom, 4-bathroom bungalow offers over 4,000 sq. ft. of versatile living s

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073208 Sideroad 24 & 25 Road E, Dufferin, ON , MLS #X13677152 , Image - 1

073208 Sideroad 24 & 25 Road E Rural East Luther Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X13677152

Residential Freehold (Vacant Land)

$499000.0

1.5 Acre Vacant Lot, Excellent Location! Drawings are ready to submit. 5 Bed & 6 Washrooms including one bed room with ensuite, Main floor office/Libr

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358 JELLY Street S, Dufferin, ON , MLS #X13597630 , Image - 1

358 JELLY Street S Shelburne, Dufferin, ON MLS® X13597630

Residential Freehold (Detached)

$750000.0

Price drop by 3.8%

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

With the hot summer we've been having, THIS is the backyard you'll wish you had! Set on a beautifully landscaped 55' x 125' lot in a mature Shelburne

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139 Town Line, Dufferin, ON , MLS #W13821384 , Image - 1

139 Town Line Orangeville, Dufferin, ON MLS® W13821384

Residential Freehold (Semi-Detached )

$749000.0

3 +3 Beds
2 Baths
700-1100 sq-ft

Offered for the very first time. Homes like this don't come up often on Town line, and this one never has - until now. It started out in 1966 and has

Open House : Sun Sep 27, 12:00 PM to 02:00 PM

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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

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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

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330 Stewart Street, Dufferin, ON , MLS #X13485750 , Image - 1

330 Stewart Street Shelburne, Dufferin, ON MLS® X13485750

Residential Freehold (Att/Row/Townhouse)

$569900.0

Price drop by 6.4%

4 Beds
3 Baths
1500-2000 sq-ft

Well- Kept Beautiful 4 B/R Bungaloft/ Townhouse in The heart Of Shelburne Main Area.2 Bedroom Ensuite On The Main Floor, Family Size Maple kitchen, La

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105 Spencer Avenue, Dufferin, ON , MLS #W13822598 , Image - 1

Unit-210, 105 Spencer Avenue Orangeville, Dufferin, ON MLS® W13822598

Residential Condo & Other (Condo Apartment)

$779900.0

2 Beds
2 Baths
1000-1199 sq-ft

Nestled alongside a spectacular hardwood forest is this pristine, corner condominium unit that offers you a tranquil sanctuary with expansive views an

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953283 7th Line EHS N/A, Dufferin, ON , MLS #X13821042 , Image - 1

953283 7th Line EHS N/A Rural Mono, Mono, Dufferin, ON MLS® X13821042

Residential Freehold (Rural Residential)

$3999000.0

4 +2 Beds
4 Baths
3500-5000 sq-ft

Welcome to Cobean House, an extraordinary 69-acre country estate in the rolling hills of Mono, where history, natural beauty and gracious living come

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935545 Airport Road, Dufferin, ON , MLS #X13822700 , Image - 1

935545 Airport Road Rural Mono, Mono, Dufferin, ON MLS® X13822700

Residential Freehold (Detached)

$1080000.0

3 Beds
2 Baths
1100-1500 sq-ft

Gorgeous Location!! Classic Bungalow is nested on rolling 8 acres land with lots of walking trials and pictures, panoramic views to the west. This bun

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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

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420 Simon Street, Dufferin, ON , MLS #X13508018 , Image - 1

420 Simon Street Shelburne, Dufferin, ON MLS® X13508018

Residential Freehold (Detached)

$699000.0

Price drop by 2.2%

3 +0 Beds
3 Baths
2000-2500 sq-ft

Welcome 420 Simon Street, an exceptional family home in charming Shelburne, Ontario. This home offers an unusual wealth of living space, a highly desi

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30 Dawson Road, Dufferin, ON , MLS #W13821230 , Image - 1

30 Dawson Road Orangeville, Dufferin, ON MLS® W13821230

Residential Freehold (Att/Row/Townhouse)

$609000.0

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

Welcome to 30 Dawson Road - a 3+2 - bed, 3-bath FREEHOLD NO FEES AT ALL townhome in the heart of Orangeville! Gleaming hardwood floors, spacious princ

Open House : Sat Oct 03, 01:00 PM to 03:00 PM

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875644 5th Line Ehs N/A, Dufferin, ON , MLS #X13815990 , Image - 1

875644 5th Line Ehs N/A Rural Mono, Mono, Dufferin, ON MLS® X13815990

Residential Freehold (Detached)

$4495000.0

3 Beds
3 Baths
3500-5000 sq-ft

OPEN HOUSE Sept 27 1-3pm. Tower Hill is a rare convergence of architecture, landscape & craftsmanship. Set privately on 25 acres in Mono Township, thi

Open House : Sun Sep 27, 12:00 PM to 02:00 PM

Houses for Sale in Dufferin Under $10 Million - P2