534+ Houses for Sale in Dufferin Under $5 Million

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555463 Mono-Amaranth Townline, Dufferin, ON , MLS #X13485536 , Image - 1

555463 Mono-Amaranth Townline Rural Mono, Mono, Dufferin, ON MLS® X13485536

Residential Freehold (Farm)

$1999999.0

2 Beds
1 Baths
700-1100 sq-ft

123.67 Acres of Farm Land in Mono Township. 75 Workable acres currently rented out and the crops are not included in the sale. Recent crops were cor

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758510 2nd Line E, Dufferin, ON , MLS #X13157424 , Image - 1

758510 2nd Line E Rural Mulmur, Mulmur, Dufferin, ON MLS® X13157424

Residential Freehold (Rural Residential)

$2890000.0

Price drop by 19.6%

6 Beds
5 Baths
3500-5000 sq-ft

Welcome to ALLWYNDES. Set across 101 private acres in the rolling hills of Mulmur, this exceptional country estate offers an ideal four-season retreat

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2 Parkview Drive, Dufferin, ON , MLS #W13818178 , Image - 1

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

Residential Condo & Other (Condo Townhouse)

$459900.0

Price drop by 2.1%

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

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241 Simon Street, Dufferin, ON , MLS #X14156168 , Image - 1

241 Simon Street Shelburne, Dufferin, ON MLS® X14156168

Residential Freehold (Semi-Detached )

$585000.0

3 Beds
1 Baths
700-1100 sq-ft

Beautifully updated semi-detached home nestled in the heart of the charming town of Shelburne. Bright and inviting, this 3-bedroom, 1-bathroom home fe

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665221 20 Sideroad N/A, Dufferin, ON , MLS #X13828180 , Image - 1

665221 20 Sideroad N/A Rural Melancthon, Melancthon, Dufferin, ON MLS® X13828180

Residential Freehold (Detached)

$945000.0

4 Beds
4 Baths
1500-2000 sq-ft

This beautifully updated home offers true country living with the convenience of being close to town! Set on a picturesque 3.14 acres with really nice

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431438 19th Line, Dufferin, ON , MLS #X13672594 , Image - 1

431438 19th Line Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X13672594

Residential Freehold (Rural Residential)

$999999.0

Price drop by 9.1%

4 Beds
3 Baths
1500-2000 sq-ft

Welcome to this rare opportunity to own a beautiful 2.01 acre property just five minutes from downtown Orangeville in the peaceful community of East G

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328 Blind Line, Dufferin, ON , MLS #W14130882 , Image - 1

328 Blind Line Orangeville, Dufferin, ON MLS® W14130882

Residential Freehold (Detached)

$1599900.0

4 +1 Beds
5 Baths
2500-3000 sq-ft

Absolutely gorgeous custom built home! Loaded with tons of upgrades and extras, Marble foyer leads into a main floor office, hardwood floors throughou

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485525 30th Side Road S Rural Amaranth, Amaranth, Dufferin, ON MLS® X13882458

Residential Freehold (Detached)

$1250000.0

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

Enjoy country living in this renovated detached bungalow with a finished walkout basement on picturesque 2.5-acre property bordering Shelburne! Situat

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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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4 Island Lake Road, Dufferin, ON , MLS #X13825102 , Image - 1

4 Island Lake Road Rural Mono, Mono, Dufferin, ON MLS® X13825102

Residential Freehold (Detached)

$1999000.0

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

Welcome to 4 Island Lake Road, an impressive 4+1 bedroom bungalow with loft nestled in the prestigious Island Lake Estates community of Mono. Offering

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205386 County Rd 109 N/A, Dufferin, ON , MLS #X13845474 , Image - 1

205386 County Rd 109 N/A Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X13845474

Residential Freehold (Detached)

$799000.0

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

Opportunity awaits in Orangeville! Set on just over half an acre, this well-maintained bungalow offers generous outdoor space, a convenient location a

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253247 9th Line, Dufferin, ON , MLS #X13726664 , Image - 1

253247 9th Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X13726664

Residential Freehold (Detached)

$1049900.0

Price drop by 4.5%

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

Welcome to total privacy and country living on a pristine 1-acre lot, all just steps from a paved road and featuring rare natural gas amenities. This

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71 Hunter Road, Dufferin, ON , MLS #W13600690 , Image - 1

71 Hunter Road Orangeville, Dufferin, ON MLS® W13600690

Residential Freehold (Detached)

$999000.0

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

Nestled on a quiet, family-friendly street, this beautifully maintained Bungaloft offers the perfect blend of comfort, functionality, and lifestyle. T

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486098 30 Sideroad N/A, Dufferin, ON , MLS #X14153846 , Image - 1

486098 30 Sideroad N/A Rural Mono, Mono, Dufferin, ON MLS® X14153846

Residential Freehold (Detached)

$1998000.0

3 +2 Beds
3 Baths
2000-2500 sq-ft

Over seven acres of property in west Mono Township. Just under 5,000 sq. ft. of living space in this multigenerational five-bedroom residence with thr

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22 Sparrow Crescent, Dufferin, ON , MLS #X13693448 , Image - 1

22 Sparrow Crescent Rural East Luther Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X13693448

Residential Freehold (Detached)

$699000.0

Price drop by 2.9%

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 22 Sparrow Crescent! This great home sits on a lot that backs right onto open green space! Located in the charming community of Grand Valle

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515 Brooks Street, Dufferin, ON , MLS #X13836304 , Image - 1

515 Brooks Street Shelburne, Dufferin, ON MLS® X13836304

Residential Freehold (Semi-Detached )

$615000.0

Price drop by 10.9%

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this lovely 1640 Sq Ft 2 storey semi-detached home. The property is 5 years old & beautifully maintained. Note that an enclosed 16.7 sq/m d

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764183 240 Sideroad N/A, Dufferin, ON , MLS #X14150568 , Image - 1

764183 240 Sideroad N/A Rural Melancthon, Melancthon, Dufferin, ON MLS® X14150568

Residential Freehold (Detached)

$499900.0

3 Beds
2 Baths
1100-1500 sq-ft

Value priced cute home on pretty 3.5 acre lot with trees, gardens & included greenhouse. Approximately 2 acres are farmed by tenant farmer (year to ye

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41 Woodland Drive, Dufferin, ON , MLS #X13867308 , Image - 1

41 Woodland Drive Rural East Garafraxa, East Garafraxa, Dufferin, ON MLS® X13867308

Residential Freehold (Detached)

$1629000.0

4 Beds
3 Baths
3000-3500 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 a

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154 Bythia Street, Dufferin, ON , MLS #W14108794 , Image - 1

154 Bythia Street Orangeville, Dufferin, ON MLS® W14108794

Residential Freehold (Detached)

$949000.0

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

A FLEXIBLE RAISED BUNGALOW WITH IN-LAW POTENTIAL & PLENTY TO LOVE OUTSIDE! This renovated home pairs nearly 2,000 finished square feet with four bedro

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477 Fiddle Park Lane, Dufferin, ON , MLS #X14153420 , Image - 1

477 Fiddle Park Lane Shelburne, Dufferin, ON MLS® X14153420

Residential Freehold (Detached)

$675000.0

3 Beds
2 Baths
1100-1500 sq-ft

What's better than living just steps away from some of Shelburne's most sought-after amenities, including schools and the community recreation centre?

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173413 County Road 25 Road, Dufferin, ON , MLS #X13533880 , Image - 1

173413 County Road 25 Road Rural East Luther Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X13533880

Residential Freehold (Vacant Land)

$459000.0

Imagine starting each morning with the sounds of birdsong, casting a fishing line into the Grand River, or simply enjoying the peace and privacy that

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57 Benson Avenue, Dufferin, ON , MLS #X14149796 , Image - 1

57 Benson Avenue Rural Mono, Mono, Dufferin, ON MLS® X14149796

Residential Freehold (Detached)

$1499900.0

3 Beds
3 Baths
2500-3000 sq-ft

Your Dream Bungalow Awaits! Nestled in the highly sought-after Fieldstone community of Mono, this stunning luxury bungalow offers pride of ownership a

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798377 Third Line E, Dufferin, ON , MLS #X13841534 , Image - 1

798377 Third Line E Rural Mulmur, Mulmur, Dufferin, ON MLS® X13841534

Residential Freehold (Rural Residential)

$1675000.0

3 Beds
2 Baths
2000-2500 sq-ft

PANORAMIC VIEWS ON THIRD LINE. Properties with truly unobstructed views are rare, and for many buyers searching Mulmur, they are worth the wait. Set o

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434541 4th Line, Dufferin, ON , MLS #X13169848 , Image - 1

434541 4th Line Rural Amaranth, Amaranth, Dufferin, ON MLS® X13169848

Residential Freehold (Detached)

$2099000.0

Price drop by 6.7%

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

Welcome to 434541 4th Line, Amaranth - an extraordinary luxury estate set on 4.6 picturesque acres just minutes from town. Surrounded by rolling meado

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8 Fead Street, Dufferin, ON , MLS #W14142310 , Image - 1

Unit-300, 8 Fead Street Orangeville, Dufferin, ON MLS® W14142310

Residential Condo & Other (Condo Apartment)

$499900.0

2 Beds
1 Baths
800-899 sq-ft

A fresh start awaits at beautiful Bromount Place, one of Orangeville's most desirable condo buildings! Welcome to Suite 300 at 8 Fead Street, a move-i

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163 Crozier Street, Dufferin, ON , MLS #X13834372 , Image - 1

163 Crozier Street Grand Valley, East Luther Grand Valley, Dufferin, ON MLS® X13834372

Residential Freehold (Detached)

$659000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 163 Crozier Street in Grand Valley, a 3 bedroom, 2 bathroom 4 level backsplit set on a large corner lot in a mature neighbourhood on the no

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27 Madison Avenue, Dufferin, ON , MLS #W14152568 , Image - 1

27 Madison Avenue Orangeville, Dufferin, ON MLS® W14152568

Residential Freehold (Semi-Detached )

$580000.0

3 Beds
3 Baths
1500-2000 sq-ft

This semi detached, 4 level back split may be the opportunity you've been looking for. Priced as one of the cheapest freehold homes in Orangeville, th

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221 Owen Sound Street, Dufferin, ON , MLS #X13878620 , Image - 1

221 Owen Sound Street Shelburne, Dufferin, ON MLS® X13878620

Residential Freehold (Triplex)

$824000.0

6 Beds
3 Baths
1500-2000 sq-ft

LEGAL TRIPLEX. 7 % Cap Rate. This iconic building located in the growing municipality of Shelburne has been completed renovated top to bottom, cr

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154 Preston Drive, Dufferin, ON , MLS #W14152424 , Image - 1

154 Preston Drive Orangeville, Dufferin, ON MLS® W14152424

Residential Freehold (Att/Row/Townhouse)

$659900.0

3 Beds
3 Baths
1100-1500 sq-ft

QUIET SURROUNDINGS, PRIVATE OUTDOOR LIVING, & SPACE TO SETTLE IN! Welcome to 154 Preston Drive, ideally located on a quiet, dead-end street in Orangev

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242 Main Street E, Dufferin, ON , MLS #X14147448 , Image - 1

242 Main Street E Shelburne, Dufferin, ON MLS® X14147448

Residential Freehold (Detached)

$859000.0

5 Beds
3 Baths
2500-3000 sq-ft

Two homes for the price of one! Discover an exceptional opportunity in Shelburne, where timeless century-home charm meets the comfort of a separate, m

Houses for Sale in Dufferin Under $5 Million - P3