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Houses for Sale in Dufferin Under $5 Million - P9

Showing results 241 - 270 of 573
Last Updated: August 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
38 Photos
Last Updated : 12 Days ago
172 Parkinson Crescent, Dufferin, ON , MLS #W13624212 , Image - 1
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Unit-6, 172 Parkinson Crescent Orangeville, Dufferin, ON MLS® W13624212

Residential Freehold (Att/Row/Townhouse)

$870000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Rarely offered and truly one of a kind! This spacious end-unit freehold townhome offers 4 bedrooms above grade and a legal 1-bedroom basement apartmen
50 Photos
Last Updated : 12 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)

$1249999.0
  • 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
21 Photos
Last Updated : 13 Days ago
829 Cook Crescent, Dufferin, ON , MLS #X13427248 , Image - 1

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829 Cook Crescent Shelburne, Dufferin, ON MLS® X13427248

Residential Freehold (Att/Row/Townhouse)

$519900.0
price drop iconPrice drop by 7.2%
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 829 Cook Crescent, a beautifully maintained freehold townhouse nestled in one of Shelburne's most family-friendly neighbourhoods. This invi
32 Photos
Last Updated : 13 Days ago
323 Michael Drive, Dufferin, ON , MLS #W13493904 , Image - 1

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323 Michael Drive Orangeville, Dufferin, ON MLS® W13493904

Residential Freehold (Detached)

$839099.0
price drop iconPrice drop by 2.9%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to a home where thoughtful design meets everyday living. Situated on a gigantic corner lot, this move in ready home offers the perfect blend o
43 Photos
Last Updated : 13 Days ago
327 Perry Road, Dufferin, ON , MLS #W13573910 , Image - 1

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327 Perry Road Orangeville, Dufferin, ON MLS® W13573910

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 3.2%
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully updated family home, perfectly situated in one of Orangeville's most sought-after neighborhoods! Enjoy the convenience of
50 Photos
Last Updated : 13 Days ago
17 Mitchell Crescent, Dufferin, ON , MLS #X13238400 , Image - 1

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17 Mitchell Crescent Rural Mono, Mono, Dufferin, ON MLS® X13238400

Residential Freehold (Detached)

$1299000.0
price drop iconPrice drop by 12.2%
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 17 Mitchell Crescent - A Stunning Home Designed for Modern Living This beautifully appointed 4-bedroom, 4-bathroom home offers the perfect
50 Photos
Last Updated : 13 Days ago
286364 10th Side Road, Dufferin, ON , MLS #X13621996 , Image - 1

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286364 10th Side Road Rural Mono, Mono, Dufferin, ON MLS® X13621996

Residential Freehold (Detached)

$2395000.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Set on 10 private acres in the rolling hills of Mono Township, this beautiful bungalow offers sweeping southern views, all-day sun, and a peaceful cou
21 Photos
Last Updated : 13 Days ago
572 Simon Street, Dufferin, ON , MLS #X13621820 , Image - 1

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572 Simon Street Shelburne, Dufferin, ON MLS® X13621820

Residential Freehold (Detached)

$744900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully updated 3-bedroom detached home offering the perfect blend of elegance, comfort, and functionality. Featuring a spacious l
50 Photos
Last Updated : 13 Days ago
77 Zina Street, Dufferin, ON , MLS #W13207758 , Image - 1

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77 Zina Street Orangeville, Dufferin, ON MLS® W13207758

Residential Freehold (Detached)

$789900.0
price drop iconPrice drop by 6.0%
  • 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,
32 Photos
Last Updated : 13 Days ago
305 Alder Street, Dufferin, ON , MLS #W13621230 , Image - 1

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305 Alder Street Orangeville, Dufferin, ON MLS® W13621230

Residential Freehold (Att/Row/Townhouse)

$589900.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully maintained freehold townhouse in one of Orangeville's most family-friendly neighbourhoods! Featuring 3 spacious bedrooms,
16 Photos
Last Updated : 13 Days ago
598321 2nd Line W, Dufferin, ON , MLS #X13621056 , Image - 1

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598321 2nd Line W Rural Mulmur, Mulmur, Dufferin, ON MLS® X13621056

Residential Freehold (Detached)

$679900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
TURN-KEY BUNGALOW IN A SOUGHT-AFTER LOCATION WITH A LARGE PRIVATE YARD, HOT TUB & TWO LARGE SHEDS! Your wish list starts with a big yard, useful outbu
38 Photos
Last Updated : 13 Days ago
30 Dawson Road, Dufferin, ON , MLS #W13620426 , Image - 1

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30 Dawson Road Orangeville, Dufferin, ON MLS® W13620426

Residential Freehold (Att/Row/Townhouse)

$629000.0
  • 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
44 Photos
Last Updated : 13 Days ago
666 Hammond Street, Dufferin, ON , MLS #X13615840 , Image - 1

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666 Hammond Street Shelburne, Dufferin, ON MLS® X13615840

Residential Freehold (Detached)

$799999.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Meticulously maintained with pride of ownership throughout, this family home offers nearly 3,000 sq. ft. of above-grade living space in one of Shelbur
50 Photos
Last Updated : 13 Days ago
441 Greenwood Street, Dufferin, ON , MLS #X13615666 , Image - 1

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441 Greenwood Street Shelburne, Dufferin, ON MLS® X13615666

Residential Freehold (Detached)

$739900.0
  • 2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Built in 1998 and offering approximately 1,644 sq. ft. above grade, this versatile raised bungalow is an excellent fit for first-time buyers, downsize
1 Photos
Last Updated : 13 Days ago
380 Leanne Lane, Dufferin, ON
380 Leanne Lane Shelburne, Dufferin, ON MLS® X13604918

Residential Freehold (Detached)

$1128000.0
  • 5 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to this exceptional upgraded 5+1 bedroom, 5 bathroom detached home in one of Shelburne's newest neighbourhoods. Situated on a premium wider lo
50 Photos
Last Updated : 13 Days ago
210 Chippewa Avenue, Dufferin, ON , MLS #X13562120 , Image - 1

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210 Chippewa Avenue Shelburne, Dufferin, ON MLS® X13562120

Residential Freehold (Detached)

$1015000.0
  • 6 Beds
  • 5 Baths
  • 3000-3500 sq-ft
**Luxury Living on a Premium Wooded Ravine Lot!** Stunning 2-year-new Fieldgate-built detached home offering approx. 3,280 sq. ft. of upgraded living
50 Photos
Last Updated : 13 Days ago
200 Kingfisher Drive, Dufferin, ON , MLS #X13232926 , Image - 1

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Unit-158, 200 Kingfisher Drive Rural Mono, Mono, Dufferin, ON MLS® X13232926

Residential Freehold (Detached)

$949850.0
price drop iconPrice drop by 5.0%
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 158 Carolina Crescent, located in the highly sought-after Watermark community in Mono. This beautifully appointed bungalow offers approxima
34 Photos
Last Updated : 13 Days ago
8 Prentis Court, Dufferin, ON , MLS #X13619588 , Image - 1

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8 Prentis Court Rural Melancthon, Melancthon, Dufferin, ON MLS® X13619588

Residential Freehold (Detached)

$1499900.0
  • 4 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
This Stunning Custom Built Bungalow With Nearly 6000 Sqft Of Finished Living Space Offers 6 Bdrm & 5 W/R With W/O Bsmt On 1.48 Acre Land. Beautiful St
3 Photos
Last Updated : 13 Days ago
996002 Mulmur/Tosorontio Road E, Dufferin, ON , MLS #X11996031 , Image - 1
996002 Mulmur/Tosorontio Road E Rural Mulmur, Mulmur, Dufferin, ON MLS® X11996031

Residential Freehold (Vacant Land)

$399000.0
price drop iconPrice drop by 41.3%
  • < 700 sq-ft
One of the only corner lots, cornering on 4 affluent townships Mulmur, Mono, Adjala and Tosorontio, zoned for both commercial and residential use in a
50 Photos
Last Updated : 13 Days ago
77 McMaster Road, Dufferin, ON , MLS #W13615120 , Image - 1

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77 McMaster Road Orangeville, Dufferin, ON MLS® W13615120

Residential Freehold (Detached)

$1180000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 77 Macmaster Road, Orangeville. This stunning home boasts amazing curb appeal, situated on a 55 by 121-foot lot with a three-car garage and
31 Photos
Last Updated : 13 Days ago
8 Fead Street, Dufferin, ON , MLS #W13605616 , Image - 1

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Unit-#404, 8 Fead Street Orangeville, Dufferin, ON MLS® W13605616

Residential Condo & Other (Condo Apartment)

$549900.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to 8 Fead St, Unit 404! This fully renovated (2024), 2 bedroom condo in the ever popular and sought after Bromount building in Orangeville , f
27 Photos
Last Updated : 14 Days ago
798377 Third Line E, Dufferin, ON , MLS #X13058234 , Image - 1

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798377 Third Line E Rural Mulmur, Mulmur, Dufferin, ON MLS® X13058234

Residential Freehold (Rural Residential)

$1885000.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
PANORAMIC VIEWS ON THIRD LINE. Located along one of Mulmur's most coveted roads, this 25-acre country estate offers unobstructed vistas and privacy. S
34 Photos
Last Updated : 14 Days ago
68 First Street, Dufferin, ON , MLS #W13617232 , Image - 1

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Unit-35, 68 First Street Orangeville, Dufferin, ON MLS® W13617232

Residential Freehold (Att/Row/Townhouse)

$699900.0
  • 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 a
12 Photos
Last Updated : 14 Days ago
934529 Airport Road, Dufferin, ON , MLS #X13601844 , Image - 1

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934529 Airport Road Rural Mono, Mono, Dufferin, ON MLS® X13601844

Residential Freehold (Vacant Land)

$650000.0
Discover the opportunity to join the exclusive Mono Hills Country Club. Build your dream home overlooking a pristine fairway at this private golf cour
41 Photos
Last Updated : 14 Days ago
954461 7th Line Ehs Line, Dufferin, ON , MLS #X13616492 , Image - 1

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954461 7th Line Ehs Line Rural Mono, Mono, Dufferin, ON MLS® X13616492

Residential Freehold (Detached)

$2499000.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Set on 50 acres of tiered land with the residence perfectly positioned on a natural plateau, this Hockley Valley estate captures spectacular panoramic
3 Photos
Last Updated : 15 Days ago
202199 County Road, Dufferin, ON , MLS #X13123328 , Image - 1
Unit-109, 202199 County Road Rural East Luther Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X13123328

Residential Freehold (Vacant Land)

$999900.0
10 Acres Near Orangeville - Rare Opportunity! Exceptional 10-acre property with 201.81 ft frontage. Includes storage shed and mobile office container.
50 Photos
Last Updated : 15 Days ago
375729 6TH Line, Dufferin, ON , MLS #X13506472 , Image - 1

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375729 6TH Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X13506472

Residential Freehold (Detached)

$1199999.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to this charming 5.1-acre country property in beautiful Amaranth, offering space, privacy, and endless possibilities for families, hobbyists,
48 Photos
Last Updated : 15 Days ago
308451 Hockley Road, Dufferin, ON , MLS #X13422242 , Image - 1

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308451 Hockley Road Rural Mono, Mono, Dufferin, ON MLS® X13422242

Residential Freehold (Detached)

$659000.0
price drop iconPrice drop by 5.8%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Amazing opportunity to own your own home/cottage with the Nottawasaga River running through the yard. Recently renovated country bungalow. Private lar
44 Photos
Last Updated : 15 Days ago
193280 Amaranth East Luther Townline, Dufferin, ON , MLS #X13501398 , Image - 1

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193280 Amaranth East Luther Townline Rural East Luther Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X13501398

Residential Freehold (Detached)

$999900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 193280 Amaranth East Luther Townline, a fantastic country property situated on just under an acre with breathtaking panoramic views and an
48 Photos
Last Updated : 15 Days ago
8 Orchard Drive, Dufferin, ON , MLS #X13554904 , Image - 1

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8 Orchard Drive Rural Mono, Mono, Dufferin, ON MLS® X13554904

Residential Freehold (Detached)

$2199999.0
  • 5 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Exceptional executive two-storey 6-bedroom, 5.5-bathroom home in the highly sought-after Cardinal Woods neighborhood. This beautifully appointed resid
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