125+ Houses for Sale in Dufferin Under $5 Million

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33 Quarry Drive, Dufferin, ON , MLS #W12775586 , Image - 1

33 Quarry Drive Orangeville, Dufferin, ON MLS® W12775586

Residential Freehold (Semi-Detached )

$639000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 33 Quarry Drive-a versatile raised bungalow ideal for families, extended family, or investors. Bright upper level with open-concept living

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690 Broadway N/A, Dufferin, ON , MLS #W12814692 , Image - 1

Unit-22, 690 Broadway N/A Orangeville, Dufferin, ON MLS® W12814692

Residential Freehold (Att/Row/Townhouse)

$799000.0

3 Beds
3 Baths
1500-2000 sq-ft

Arguably the finest townhouse currently on the market in Orangeville. This stunning end-unit looks straight out of a magazine and offers a level of fi

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485201 30th Side Road, Dufferin, ON , MLS #X12843812 , Image - 1

485201 30th Side Road Rural Amaranth, Amaranth, Dufferin, ON MLS® X12843812

Residential Freehold (Detached)

$1434000.0

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

Country Charm Meets Modern Convenience on 2.5 Acres. Welcome to this beautifully maintained 3+2 bedroom bungalow, offering the perfect balance of spac

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35 Drew Brown Boulevard, Dufferin, ON , MLS #W12613572 , Image - 1

35 Drew Brown Boulevard Orangeville, Dufferin, ON MLS® W12613572

Residential Freehold (Detached)

$1125000.0

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

Stunning corner detached home with exceptional curb appeal and a thoughtfully designed layout, perfect for family living and entertaining. Enjoy a spa

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231039 Trafalgar Road, Dufferin, ON , MLS #X12600302 , Image - 1

231039 Trafalgar Road Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X12600302

Residential Freehold (Vacant Land)

$689000.0

Price drop by 8.1%

Imagine .... your custom home on this 10 Acre parcel of land. Tree lined drive to property. Foundation has been poured. Convenient location, close to

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486289 30th Side Road, Dufferin, ON , MLS #X12830590 , Image - 1

486289 30th Side Road Rural Mono, Mono, Dufferin, ON MLS® X12830590

Residential Freehold (Detached)

$1245995.0

5 Beds
3 Baths
2500-3000 sq-ft

Power of Sale property. Home full of character. Original log home that has been upgraded to become large family home w/ separate entrance apartment. T

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437090 4th Line, Dufferin, ON , MLS #X12713542 , Image - 1

437090 4th Line Rural Melancthon, Melancthon, Dufferin, ON MLS® X12713542

Residential Freehold (Detached)

$783000.0

Price drop by 1.9%

3 +1 Beds
2 Baths
700-1100 sq-ft

Set on nearly two acres in Melancthon, this 1992-built bungalow offers a relaxed rural lifestyle just minutes from Shelburne. Surrounded by open space

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373008 6th Line, Dufferin, ON , MLS #X12821452 , Image - 1

373008 6th Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X12821452

Residential Freehold (Detached)

$1995000.0

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

Rare Opportunity To Own A 5-Bedroom Log Home On 10.3 Private Acres In Amaranth, Just 10 Minutes From Orangeville And Under One Hour To The GTA. Offeri

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169 Burbank Crescent, Dufferin, ON , MLS #W12812540 , Image - 1

169 Burbank Crescent Orangeville, Dufferin, ON MLS® W12812540

Residential Freehold (Semi-Detached )

$614000.0

4 +1 Beds
3 Baths
1100-1500 sq-ft

This well-maintained 4-bedroom, 3-bathroom townhome offers an exceptional combination of space, functionality, and income potential. The main floor fe

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507506 Highway 89 N/A, Dufferin, ON , MLS #X12330340 , Image - 1

507506 Highway 89 N/A Rural Mono, Mono, Dufferin, ON MLS® X12330340

Residential Freehold (Detached)

$1299000.0

Price drop by 7.1%

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

You have been dreaming of living in a place that is a blend of country comfort with an idyllic estate setting. You have found it. On a 5.42 acre parc

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335 Leanne Lane, Dufferin, ON , MLS #X12809490 , Image - 1

335 Leanne Lane Shelburne, Dufferin, ON MLS® X12809490

Residential Freehold (Detached)

$1089000.0

6 +6 Beds
5 Baths
2500-3000 sq-ft

Rare Opportunity to Own in Shelburne!!!6 bedroom and 5 bathrooms. Conveniently build one bedroom and bath with stand up shower on main floor for senio

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82 Spencer Avenue, Dufferin, ON , MLS #W12789946 , Image - 1

82 Spencer Avenue Orangeville, Dufferin, ON MLS® W12789946

Residential Freehold (Detached)

$1129900.0

4 Beds
3 Baths
1500-2000 sq-ft

The kitchen truly is the heart of this home - and this one delivers in every way. Anchored by a show-stopping 10-foot island, it's the natural gatheri

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250 Robert Street, Dufferin, ON , MLS #X12545224 , Image - 1

Unit-310, 250 Robert Street Shelburne, Dufferin, ON MLS® X12545224

Residential Condo & Other (Condo Apartment)

$409900.0

Price drop by 4.7%

2 Beds
1 Baths
1000-1199 sq-ft

Perfect for first-time buyers or downsizers, this well-maintained 2-bedroom, 1-bath unit offers exceptional value in a growing community. Featuring a

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904 O'Reilly Crescent, Dufferin, ON , MLS #X12693634 , Image - 1

904 O'Reilly Crescent Shelburne, Dufferin, ON MLS® X12693634

Residential Freehold (Detached)

$899900.0

Price drop by 10.0%

4 Beds
4 Baths
3000-3500 sq-ft

Stunning family home with Over 3250 Sq Ft of above-Ground Living Space. This gorgeous home offers exceptional space, comfort and functionality perfect

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515199 2nd Line, Dufferin, ON , MLS #X12529472 , Image - 1

515199 2nd Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X12529472

Residential Freehold (Detached)

$1299000.0

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

If you are longing for a peaceful space with a custom-built bungalow then take a look at this 4+1 bed, 3 full bath rural charmer conveniently located

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42 Bielby Street, Dufferin, ON , MLS #X12720620 , Image - 1

42 Bielby Street Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X12720620

Residential Freehold (Detached)

$799000.0

Price drop by 3.2%

3 Beds
2 Baths
2000-2500 sq-ft

Welcome to this thoughtfully updated century home, brimming with timeless character and style. Tucked away on a quiet street in the heart of Grand Val

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42 Somerville Crescent, Dufferin, ON , MLS #X12564694 , Image - 1

42 Somerville Crescent Rural Mulmur, Mulmur, Dufferin, ON MLS® X12564694

Residential Freehold (Detached)

$1325000.0

4 Beds
2 Baths
2000-2500 sq-ft

Discover the perfect blend of residential comfort and business opportunity at 42 Somerville Crescent, Mulmur. This impressive 4-bedroom, 2-bathroom ho

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28 Stonegate Avenue, Dufferin, ON , MLS #X12789530 , Image - 1

28 Stonegate Avenue Rural Mono, Mono, Dufferin, ON MLS® X12789530

Residential Freehold (Detached)

$1499000.0

4 Beds
4 Baths
3000-3500 sq-ft

Welcome To A Stunning 3,300+ SqFt Home Situated On An Expansive 62x130ft Lot. This Meticulously Designed Property Offers Ample ParkingWith A 3-Car Gar

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37 Woodland Drive, Dufferin, ON , MLS #X12787830 , Image - 1

37 Woodland Drive Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X12787830

Residential Freehold (Detached)

$1549000.0

4 Beds
4 Baths
2000-2500 sq-ft

Top 5 Reasons 37 Woodland Drive Is the Move-Up Home You've Been Waiting For. (1) An Estate-Style Backyard Rarely Found; Set on a clear, private 1.5 ac

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428510 25th Side Road, Dufferin, ON , MLS #X12114588 , Image - 1

428510 25th Side Road Rural Mono, Mono, Dufferin, ON MLS® X12114588

Residential Freehold (Detached)

$2850000.0

Price drop by 3.4%

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

Welcome to Ash Croft set on 47 acres with stunning views, manicured grounds, 2.5 km of groomed hiking trails, bubbling spring stream and the most amaz

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18 Spruyt Avenue, Dufferin, ON , MLS #X12783254 , Image - 1

18 Spruyt Avenue Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X12783254

Residential Freehold (Detached)

$759000.0

5 Beds
3 Baths
1500-2000 sq-ft

A versatile, move-in ready home offering a rare combination of space, updates, and backyard amenities. With 5 bedrooms, 3 full bathrooms, and a finish

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184 Howard Crescent, Dufferin, ON , MLS #W12778458 , Image - 1

184 Howard Crescent Orangeville, Dufferin, ON MLS® W12778458

Residential Freehold (Detached)

$939900.0

4 Beds
4 Baths
1500-2000 sq-ft

**Watch Virtual Tour** Nestled in one of Orangeville's most desirable family neighbourhoods, this beautifully upgraded 4-bedroom, 4-bath detached home

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196 Limestone Lane, Dufferin, ON , MLS #X12774628 , Image - 1

196 Limestone Lane Shelburne, Dufferin, ON MLS® X12774628

Residential Freehold (Detached)

$980000.0

5 +1 Beds
5 Baths
3000-3500 sq-ft

Seize the chance to own a stunning Brand New, 3280 SqFt , Detached Luxury Home in the charming town of Shelburne! This beautiful property features 5+

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2 Sparrow Crescent E, Dufferin, ON , MLS #X12524026 , Image - 1

2 Sparrow Crescent E Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X12524026

Residential Freehold (Detached)

$919900.0

Price drop by 1.1%

3 Beds
3 Baths
2000-2500 sq-ft

Welcome to #2 Sparrow Crescent! This exquisite residence built by Thomasfield Homes is nestled in the quaint and family-friendly town of Grand Valley,

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30725 Hockley Road Rural Mono, Mono, Dufferin, ON MLS® X12773112

Residential Freehold (Vacant Land)

$339900.0

Set on 2.754 acres of scenic Mono countryside, this rare vacant land offering is a true lifestyle opportunity. The Nottawasaga River flows through the

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120 Second Avenue E, Dufferin, ON , MLS #X12713624 , Image - 1

120 Second Avenue E Shelburne, Dufferin, ON MLS® X12713624

Residential Freehold (Detached)

$399000.0

2 Beds
1 Baths
700-1100 sq-ft

Opportunity Knocks! Charming bungalow located in the heart of serene Shelburne offering 2 bed, 1 bath, 800sqft of living space with a private backyard

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1 Jeffery Drive, Dufferin, ON , MLS #X12763018 , Image - 1

1 Jeffery Drive Rural Mulmur, Mulmur, Dufferin, ON MLS® X12763018

Residential Freehold (Detached)

$699000.0

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

Welcome to this quaint bungalow, nestled on a quiet near half-acre corner lot in the heart of Mansfield. Offering over 1,200 sq. ft. of comfortable li

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375753 6th Line, Dufferin, ON , MLS #X12757094 , Image - 1

375753 6th Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X12757094

Residential Freehold (Detached)

$1479000.0

5 +4 Beds
6 Baths
2500-3000 sq-ft

Enjoy 5 private acres with a custom bungalow, ideal for multi-generational living or rental income. This home features a total of 9 bedrooms, 6 bathro