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Houses for Sale in Orangeville ON Under $5 Million - P5

Showing results 121 - 150 of 151
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)
25 Photos
Last Updated : 41 Days ago
33 Paula Court, Dufferin, ON , MLS #W13512300 , Image - 1
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33 Paula Court Orangeville, Dufferin, ON MLS® W13512300

Residential Freehold (Detached)

$989000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this stunning, meticulously maintained family home, ideally situated on a quiet cul-de-sac in the highly sought after Highland Ridge commun
33 Photos
Last Updated : 43 Days ago
44 Madison Avenue, Dufferin, ON , MLS #W13206198 , Image - 1

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44 Madison Avenue Orangeville, Dufferin, ON MLS® W13206198

Residential Freehold (Detached)

$718000.0
price drop iconPrice drop by 4.1%
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome To 44 Madison Ave In The Heart Of Orangeville. A Warm And Inviting 3level Backsplit Nestled In A Quiet, Family-Friendly Neighbourhood Just Ste
13 Photos
Last Updated : 45 Days ago
122 Parkview Drive, Dufferin, ON , MLS #W13424106 , Image - 1

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122 Parkview Drive Orangeville, Dufferin, ON MLS® W13424106

Residential Freehold (Detached)

$809999.0
price drop iconPrice drop by 3.0%
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Stunning 5-Bedroom Upgraded Detached Home! This elegant and modern 5-bedroom detached home offers an inviting and open concept layout on the main floo
47 Photos
Last Updated : 48 Days ago
53 Abbey Road, Dufferin, ON , MLS #W13490510 , Image - 1

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53 Abbey Road Orangeville, Dufferin, ON MLS® W13490510

Residential Freehold (Detached)

$1149900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Fabulous 4-Bedroom Family Home Backing Onto Conservation in Orangeville!Welcome to this beautifully maintained home in one of Orangeville's most sough
42 Photos
Last Updated : 49 Days ago
29 Cameron Court, Dufferin, ON , MLS #W13469324 , Image - 1

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29 Cameron Court Orangeville, Dufferin, ON MLS® W13469324

Residential Freehold (Detached)

$999333.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
UBID HOME FOR SALE. HOMEOWNER RELOCATING ($999,333) TOP 5 REASONS YOU WILL LOVE THIS HOME! 1. Rare bungaloft design offering 3+1 bedrooms, 3 bathrooms
30 Photos
Last Updated : 49 Days ago
1 Steven Street, Dufferin, ON , MLS #W13246606 , Image - 1

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1 Steven Street Orangeville, Dufferin, ON MLS® W13246606

Residential Freehold (Detached)

$689900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Get into the market with this charming detached home tucked away on a quiet cul-de-sac. From the moment you arrive, the curb appeal stands out. A newe
25 Photos
Last Updated : 49 Days ago
8 Fead Street, Dufferin, ON , MLS #W13429982 , Image - 1

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Unit-812, 8 Fead Street Orangeville, Dufferin, ON MLS® W13429982

Residential Condo & Other (Condo Apartment)

$524900.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to the Bromount!, one of Orangeville's most desirable and well-maintained condominiums, ideally located just steps from the vibrant shops, res
38 Photos
Last Updated : 51 Days ago
114 Parkinson Crescent, Dufferin, ON , MLS #W13469532 , Image - 1

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114 Parkinson Crescent Orangeville, Dufferin, ON MLS® W13469532

Residential Freehold (Att/Row/Townhouse)

$689900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to the beautifully freehold designed, stunning 3 bedroom townhouse with modern open concept layout. The primary suit offers walk in closet and
45 Photos
Last Updated : 54 Days ago
31 Orange Mill Court, Dufferin, ON , MLS #W13458946 , Image - 1

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Unit-31, 31 Orange Mill Court Orangeville, Dufferin, ON MLS® W13458946

Residential Condo & Other (Condo Townhouse)

$549000.0
  • 3 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Your first home starts here-and it's a good one. Welcome to Orangeville, where comfort meets convenience in this stylish 3-bedroom condo townhouse tha
43 Photos
Last Updated : 54 Days ago
26 Cardwell Street, Dufferin, ON , MLS #W13466964 , Image - 1

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26 Cardwell Street Orangeville, Dufferin, ON MLS® W13466964

Residential Freehold (Detached)

$745000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
ATTENTION FIRST-TIME BUYERS, MULTI-GEN FAMILIES & SAVY INVESTORS! Positioned on a premium 50x109 ft mature lot with NO sidewalk for maximum parking an
50 Photos
Last Updated : 56 Days ago
11 Third Avenue, Dufferin, ON , MLS #W13067060 , Image - 1

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11 Third Avenue Orangeville, Dufferin, ON MLS® W13067060

Residential Freehold (Detached)

$2199900.0
price drop iconPrice drop by 8.3%
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Bring your sketchbook, your contractor & your boldest ideas to transform this iconic estate into this neighbourhood's next masterpiece. Experience the
39 Photos
Last Updated : 60 Days ago
84 Hunter Road, Dufferin, ON , MLS #W13428592 , Image - 1

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84 Hunter Road Orangeville, Dufferin, ON MLS® W13428592

Residential Freehold (Detached)

$899000.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 84 Hunter Road, an exceptional family residence nestled in one of Orangeville's most sought-after west-end neighbourhoods. This remarkable
46 Photos
Last Updated : 60 Days ago
34 Elizabeth Street, Dufferin, ON , MLS #W13441298 , Image - 1

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34 Elizabeth Street Orangeville, Dufferin, ON MLS® W13441298

Residential Freehold (Detached)

$659900.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Nestled in a prime central town location, this quaint and well-maintained bungalow offers the perfect blend of historic character and incredible poten
30 Photos
Last Updated : 62 Days ago
37 Margaret Street E, Dufferin, ON , MLS #W13429702 , Image - 1

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37 Margaret Street E Orangeville, Dufferin, ON MLS® W13429702

Residential Freehold (Detached)

$799900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Set on a quiet lot in a mature area, and backing onto green space with no rear neighbours, this three-bedroom bungalow offers a blend of privacy, vers
18 Photos
Last Updated : 62 Days ago
65 First Street, Dufferin, ON , MLS #W13430278 , Image - 1

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Unit-10, 65 First Street Orangeville, Dufferin, ON MLS® W13430278

Residential Condo & Other (Condo Apartment)

$405000.0
  • 2 Beds
  • 1 Baths
  • 500-599 sq-ft
Gorgeous main floor condo apartment in convenient location close to all amenities that Orangeville has to offer. Parks, trails, shopping, fine dining
34 Photos
Last Updated : 63 Days ago
308 Howard Crescent, Dufferin, ON , MLS #W13424136 , Image - 1

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308 Howard Crescent Orangeville, Dufferin, ON MLS® W13424136

Residential Freehold (Detached)

$822990.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome 308 Howard Cres in Orangeville. This is a well maintained 4 bedroom, 3 bathroom detached home is nestled in a highly desirable, quiet family f
42 Photos
Last Updated : 63 Days ago
68 First Street, Dufferin, ON , MLS #W13152470 , Image - 1

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Unit-33, 68 First Street Orangeville, Dufferin, ON MLS® W13152470

Residential Freehold (Att/Row/Townhouse)

$599000.0
  • 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,
21 Photos
Last Updated : 63 Days ago
63 First Street, Dufferin, ON , MLS #W13172618 , Image - 1

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Unit-20, 63 First Street Orangeville, Dufferin, ON MLS® W13172618

Residential Condo & Other (Condo Apartment)

$399999.0
price drop iconPrice drop by 3.6%
  • 2 Beds
  • 1 Baths
  • 600-699 sq-ft
Fully renovated 2-bedroom main-floor condo in the heart of Orangeville with over $55,000 in recent upgrades. Bright open-concept layout featuring a st
47 Photos
Last Updated : 63 Days ago
35 Cameron Court, Dufferin, ON , MLS #W13426492 , Image - 1

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35 Cameron Court Orangeville, Dufferin, ON MLS® W13426492

Residential Freehold (Detached)

$879999.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Spectacular Well Maintained 4 Bed 3 Bath in Great Neighbourhood. Approx. 2500 Sq Ft of Living Space. Covered Front Porch Entry into Bright Foyer with
19 Photos
Last Updated : 65 Days ago
334 Cottonwood Street, Dufferin, ON , MLS #W13413880 , Image - 1

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334 Cottonwood Street Orangeville, Dufferin, ON MLS® W13413880

Residential Freehold (Detached)

$799999.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Discover this beautifully updated family home in Orangeville's desirable Montgomery Village neighbourhood. Featuring 3 generous bedrooms plus a flexib
40 Photos
Last Updated : 71 Days ago
125 Bythia Street, Dufferin, ON , MLS #W13228092 , Image - 1

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125 Bythia Street Orangeville, Dufferin, ON MLS® W13228092

Residential Freehold (Semi-Detached )

$649900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This beautifully updated 3-bedroom, semi-detached home is move-in ready and located in a quiet, welcoming neighborhood just steps from parks, schools,
24 Photos
Last Updated : 75 Days ago
8 Fead Street, Dufferin, ON , MLS #W13176540 , Image - 1

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Unit-311, 8 Fead Street Orangeville, Dufferin, ON MLS® W13176540

Residential Condo & Other (Condo Apartment)

$419900.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Welcome to Bromount Place! This well-maintained 1-bedroom condo offers comfortable, low-maintenance living in one of Orangeville's most recognized and
38 Photos
Last Updated : 75 Days ago
33 Fourth Avenue, Dufferin, ON , MLS #W13148394 , Image - 1

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33 Fourth Avenue Orangeville, Dufferin, ON MLS® W13148394

Residential Freehold (Semi-Detached )

$664999.0
  • 4 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 33 Fourth Avenue, a spacious 1,732 sq. ft. home set in a highly convenient location just steps from shopping, dining, and everyday amenitie
37 Photos
Last Updated : 76 Days ago
234 Howard Crescent, Dufferin, ON , MLS #W13019736 , Image - 1

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234 Howard Crescent Orangeville, Dufferin, ON MLS® W13019736

Residential Freehold (Detached)

$929900.0
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this spacious all-brick family home offering incredible versatility for today's lifestyle-whether you're looking to move right in or take a
24 Photos
Last Updated : 77 Days ago
100 Century Drive, Dufferin, ON , MLS #W13152500 , Image - 1

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Unit-16, 100 Century Drive Orangeville, Dufferin, ON MLS® W13152500

Residential Condo & Other (Condo Townhouse)

$549900.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
This lovely townhouse offers the perfect blend of comfort, convenience and location. With 3 spacious Bedrooms and 2 well-appointed updated bathrooms.
25 Photos
Last Updated : 82 Days ago
158 Parkinson Crescent, Dufferin, ON , MLS #W13162842 , Image - 1

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158 Parkinson Crescent Orangeville, Dufferin, ON MLS® W13162842

Residential Freehold (Att/Row/Townhouse)

$799999.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome To 158 Parkinson Crescent - A Beautifully Renovated And Meticulously Maintained 100% Freehold Corner-Unit Home, Proudly Owned And Cared For By
12 Photos
Last Updated : 82 Days ago
63 First Street, Dufferin, ON , MLS #W13133590 , Image - 1

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Unit-A2, 63 First Street Orangeville, Dufferin, ON MLS® W13133590

Residential Condo & Other (Condo Apartment)

$289000.0
  • 1 Beds
  • 1 Baths
  • 0-499 sq-ft
Welcome to this charming 1-bedroom condo that combines character with great potential. Featuring laminate floors and large windows that bring in plent
34 Photos
Last Updated : 83 Days ago
1 Laverty Crescent, Dufferin, ON , MLS #W13155936 , Image - 1

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1 Laverty Crescent Orangeville, Dufferin, ON MLS® W13155936

Residential Freehold (Att/Row/Townhouse)

$774999.0
  • 3 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Beautiful End Unit 3 Bedroom Townhouse on Oversized Corner Lot. Bright Front Entry with Tile Floor, 2pc Powder Rm & Inside Garage Access. Open Concept
50 Photos
Last Updated : 83 Days ago
21 Paula Court, Dufferin, ON , MLS #W13153844 , Image - 1

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21 Paula Court Orangeville, Dufferin, ON MLS® W13153844

Residential Freehold (Detached)

$1199999.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Stunning 2015 Summit model with high-end craftsmanship and thoughtful design throughout. Enter through double doors into a grand foyer with ceramic ti
7 Photos
Last Updated : 140 Days ago
52 Meyer Drive, Dufferin, ON , MLS #W12490892 , Image - 1

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Unit-Lot 46, 52 Meyer Drive Orangeville, Dufferin, ON MLS® W12490892

Residential Freehold (Detached)

$1311990.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Offered by the Builder. Welcome to Five Creeks by Great Gulf - where luxury, nature, and modern living come together. This brand-new Fendley Model (El
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