🔥 Price Drops in Orangeville

Price Drops & Reduced Homes for Sale in Orangeville

Motivated sellers and recent price reductions. Browse real-time MLS® listings, updated every 15 minutes with complete photo galleries and price histories.

Active Listings35Properties available
Residential Freehold for sale - 6 Bed, 4 Bath Home at 37 Wardlaw Avenue Orangeville ON listed at $1,110,000 (MLS# W13841672)
Price Change
$1,110,000Est. $3,695/mo
6bd
4ba
Residential Freehold

37 Wardlaw Avenue, Orangeville

Sep 29, 2026
DOM: 26

You're in for a treat with this stunning country-style home, boasting an open concept design and app...

MLS#: W13841672
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 108 Glengarry Road Orangeville ON listed at $749,900 (MLS# W13828208)
Price Change
$749,900Est. $2,496/mo
3bd
3ba
Residential Freehold

108 Glengarry Road, Orangeville

Sep 25, 2026
DOM: 30

Welcome to 108 Glengarry Road - this beautiful home is situated in an desirable location, just steps...

MLS#: W13828208
For Sale
Residential Freehold for sale - 6 Bed, 2 Bath Home at 139 Town Line Orangeville ON listed at $699,000 (MLS# W13821384)
Price Change
$699,000Est. $2,327/mo
6bd
2ba
Residential Freehold

139 Town Line, Orangeville

Sep 23, 2026
DOM: 32

Offered for the very first time. Homes like this don't come up often on Town line, and this one neve...

MLS#: W13821384
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 50 Margaret Street Orangeville ON listed at $674,900 (MLS# W13820860)
Price Change
$674,900Est. $2,246/mo
4bd
4ba
Residential Freehold

50 Margaret Street, Orangeville

Sep 23, 2026
DOM: 32

Welcome to 50 Margaret Street, a surprisingly spacious 3 +1 bedroom, 4 bath detached home tucked int...

MLS#: W13820860
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 333 Lisa Marie Drive Orangeville ON listed at $839,900 (MLS# W13803010)
Price Change
$839,900Est. $2,796/mo
3bd
3ba
Residential Freehold

333 Lisa Marie Drive, Orangeville

Sep 18, 2026
DOM: 37

Welcome to this beautifully maintained 3-bedroom, 3-bathroom home in a welcoming, family-friendly Or...

MLS#: W13803010
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 32 Feltre Avenue Orangeville ON listed at $655,000 (MLS# W13801050)
Price Change
$655,000Est. $2,180/mo
3bd
2ba
Residential Freehold

32 Feltre Avenue, Orangeville

Sep 18, 2026
DOM: 37

Welcome to this wonderful 3-bedroom, 2-bathroom semi-detached home in Orangeville! Situated on an im...

MLS#: W13801050
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 12 Steven Street Orangeville ON listed at $665,000 (MLS# W13798932)
Price Change
$665,000Est. $2,214/mo
4bd
3ba
Residential Freehold

12 Steven Street, Orangeville

Sep 17, 2026
DOM: 38

Incredible Investment Opportunity...This Legal registered 2 unit semi-detached, raised bungalow offe...

MLS#: W13798932
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 53 Benjamin Crescent Orangeville ON listed at $688,000 (MLS# W13777586)
Price Change
$688,000Est. $2,290/mo
3bd
2ba
Residential Freehold

53 Benjamin Crescent, Orangeville

Sep 13, 2026
DOM: 42

***OPEN HOUSE SATURDAY, OCTOBER 24th FROM 12:00pm-2:00pm*** This Is THE ONE! Welcome To This Beautif...

MLS#: W13777586
For Sale
Residential Freehold for sale - 2 Bed, 2 Bath Home at 14 Elizabeth Street Orangeville ON listed at $619,900 (MLS# W13771180)
Price Change
$619,900Est. $2,063/mo
2bd
2ba
Residential Freehold

14 Elizabeth Street, Orangeville

Sep 11, 2026
DOM: 44

Welcome to 14 Elizabeth Street, a lovely detached home in the heart of Orangeville. This warm, invit...

MLS#: W13771180
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 82 Quarry Drive Orangeville ON listed at $529,000 (MLS# W13771480)
Price Change
$529,000Est. $1,761/mo
3bd
2ba
Residential Freehold

82 Quarry Drive, Orangeville

Sep 8, 2026
DOM: 47

Welcome to this unique freehold home on Quarry Drive in Orangeville. Featuring a thoughtful layout w...

MLS#: W13771480
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 194 Lisa Marie Drive Orangeville ON listed at $799,900 (MLS# W13739652)
Price Change
$799,900Est. $2,663/mo
4bd
3ba
Residential Freehold

194 Lisa Marie Drive, Orangeville

Sep 3, 2026
DOM: 52

Beautiful Inside & Out, This Modern, all Brick Detached Is Ready to Welcome You Home. Beautifully po...

MLS#: W13739652
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 1 Montgomery Boulevard Orangeville ON listed at $545,900 (MLS# W13730838)
Price Change
$545,900Est. $1,817/mo
3bd
3ba
Residential Freehold

1 Montgomery Boulevard, Orangeville

Sep 1, 2026
DOM: 54

Welcome to this spacious 3-bedroom corner-unit townhome offering a unique and functional layout, wit...

MLS#: W13730838
For Sale
Residential Freehold for sale - 2 Bed, 1 Bath Home at 20 Sarah Street Orangeville ON listed at $499,000 (MLS# W13717870)
Price Change
$499,000Est. $1,661/mo
2bd
1ba
Residential Freehold

20 Sarah Street, Orangeville

Aug 27, 2026
DOM: 59

Welcome to this charming semi-detached brick bungalow offering affordable living with plenty of pote...

MLS#: W13717870
For Sale
Commercial for sale - 0 Bed, 2 Bath Home at 4 Clara Street Orangeville ON listed at $879,000 (MLS# W13679074)
Price Change
$879,000Est. $2,926/mo
0bd
2ba
Commercial

4 Clara Street, Orangeville

Aug 15, 2026
DOM: 71

Welcome to 4 Clara Street, a beautiful freestanding building for sale in a highly desirable area of ...

MLS#: W13679074
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 11 Northampton Street Orangeville ON listed at $765,999 (MLS# W13673308)
Price Change
$765,999Est. $2,550/mo
4bd
3ba
Residential Freehold

11 Northampton Street, Orangeville

Aug 13, 2026
DOM: 73

Welcome to 11 Northampton St a beautifully designed bungalow offering the perfect blend of comfort, ...

MLS#: W13673308
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 19 Oxford Street Orangeville ON listed at $599,000 (MLS# W13669216)
Price Change
$599,000Est. $1,994/mo
3bd
2ba
Residential Freehold

19 Oxford Street, Orangeville

Aug 12, 2026
DOM: 74

Welcome to this spacious 2-storey semi-detached home, offering comfortable living space, a functiona...

MLS#: W13669216
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 6 Orange Street Orangeville ON listed at $649,900 (MLS# W13660730)
Price Change
$649,900Est. $2,163/mo
4bd
2ba
Residential Freehold

6 Orange Street, Orangeville

Aug 11, 2026
DOM: 75

Charming Brick Bungalow in a Prime Orangeville Location. Welcome to this well-maintained all-brick b...

MLS#: W13660730
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 7 Morgandale Crescent Orangeville ON listed at $774,900 (MLS# W13648056)
Price Change
$774,900Est. $2,579/mo
4bd
3ba
Residential Freehold

7 Morgandale Crescent, Orangeville

Aug 6, 2026
DOM: 80

Welcome To This Well-Maintained Raised Bungalow Located In Orangeville's West End. Offering 3 Bedroo...

MLS#: W13648056
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 19 Cardwell Street Orangeville ON listed at $849,999 (MLS# W13626820)
Price Change
$849,999Est. $2,829/mo
5bd
3ba
Residential Freehold

19 Cardwell Street, Orangeville

Jul 31, 2026
DOM: 86

*LEGAL BASEMENT*Welcome to 19 Cardwell Street a beautifully maintained bungalow nestled in one of Or...

MLS#: W13626820
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 172 Parkinson Crescent Orangeville ON listed at $785,000 (MLS# W13624212)
Price Change
$785,000Est. $2,613/mo
5bd
4ba
Residential Freehold

172 Parkinson Crescent, Unit 6, Orangeville

Jul 30, 2026
DOM: 87

Rarely offered and truly one of a kind! This spacious end-unit freehold townhome offers 4 bedrooms a...

MLS#: W13624212
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 22 John Street Orangeville ON listed at $1,150,000 (MLS# W13621854)
Price Change
$1,150,000Est. $3,828/mo
3bd
2ba
Residential Freehold

22 John Street, Orangeville

Jul 30, 2026
DOM: 87

Perfectly situated in the heart of Orangeville, this beautifully renovated home delivers an exceptio...

MLS#: W13621854
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 352 Lisa Marie Drive Orangeville ON listed at $754,400 (MLS# W13614012)
Price Change
$754,400Est. $2,511/mo
4bd
3ba
Residential Freehold

352 Lisa Marie Drive, Orangeville

Jul 28, 2026
DOM: 89

Welcome to 352 Lisa Marie Drive, located in a desirable neighbourhood. The main level featuresa comb...

MLS#: W13614012
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 30 Parkview Drive Orangeville ON listed at $624,999 (MLS# W13603272)
Price Change
$624,999Est. $2,080/mo
4bd
2ba
Residential Freehold

30 Parkview Drive, Orangeville

Jul 24, 2026
DOM: 93

Home Sweet Home! If the walls could talk, they would actually sing many of the songs that were playe...

MLS#: W13603272
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 17 Centre Street Orangeville ON listed at $579,000 (MLS# W13577092)
Price Change
$579,000Est. $1,927/mo
2bd
2ba
Residential Condo & Other

17 Centre Street, Unit 102, Orangeville

Jul 17, 2026
DOM: 100

Welcome to 17 Centre Street, Suite 102, a stylish 2 bedroom, 2 bathroom condominium offering approxi...

MLS#: W13577092
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 111 Diane Drive Orangeville ON listed at $735,000 (MLS# W13506774)
Price Change
$735,000Est. $2,447/mo
4bd
2ba
Residential Freehold

111 Diane Drive, Orangeville

Jun 30, 2026
DOM: 117

When Lot Size Matters to you. Opportunities like this don't come along often! This spacious and beau...

MLS#: W13506774
For Sale
Residential Condo & Other for sale - 1 Bed, 1 Bath Home at 105 Spencer Avenue Orangeville ON listed at $513,130 (MLS# W13482610)
Price Change
$513,130Est. $1,708/mo
1bd
1ba
Residential Condo & Other

105 Spencer Avenue, Unit 304, Orangeville

Jun 24, 2026
DOM: 123

Location, Location, Location! Welcome to Westview Condos in a highly sought-after location. This spa...

MLS#: W13482610
For Sale
Residential Freehold for sale - 7 Bed, 5 Bath Home at 15 - 17 York Street Orangeville ON listed at $2,549,900 (MLS# W13455468)
Price Change
$2,549,900Est. $8,488/mo
7bd
5ba
Residential Freehold

15 - 17 York Street, Orangeville

Jun 17, 2026
DOM: 130

Welcome to 15-17 York Street where old original meet new addition and an incredible 4 Car Garage And...

MLS#: W13455468
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 44 Madison Avenue Orangeville ON listed at $718,000 (MLS# W13206198)
Price Change
$718,000Est. $2,390/mo
4bd
2ba
Residential Freehold

44 Madison Avenue, Orangeville

May 27, 2026
DOM: 151

Welcome To 44 Madison Ave In The Heart Of Orangeville. A Warm And Inviting 3level Backsplit Nestled ...

MLS#: W13206198
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 21 Paula Court Orangeville ON listed at $1,179,999 (MLS# W13153844)
Price Change
$1,179,999Est. $3,928/mo
5bd
4ba
Residential Freehold

21 Paula Court, Orangeville

May 21, 2026
DOM: 157

Stunning 2015 Summit model with high-end craftsmanship and thoughtful design throughout. Enter throu...

MLS#: W13153844
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 364 Adams Court Orangeville ON listed at $769,900 (MLS# W13091146)
Price Change
$769,900Est. $2,563/mo
3bd
3ba
Residential Freehold

364 Adams Court, Orangeville

May 6, 2026
DOM: 172

Serenity Meets Modern Living! Welcome to 364 Adams Court, a lovely 3-bedroom detached home nestled o...

MLS#: W13091146
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 400 Town Line Orangeville ON listed at $260,000 (MLS# W13040748)
Price Change
$260,000Est. $865/mo
0bd
0ba
Commercial

400 Town Line, Orangeville

Apr 24, 2026
DOM: 184

Excellent opportunity to own a Gino's Pizza franchise in a prime Orangeville location! This newly bu...

MLS#: W13040748
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 50 Rolling Hills Drive Orangeville ON listed at $269,900 (MLS# W13020782)
Price Change
$269,900Est. $898/mo
0bd
0ba
Commercial

50 Rolling Hills Drive, Orangeville

Apr 20, 2026
DOM: 188

Excellent opportunity to own a well-established shawarma business in a high-traffic plaza in Orangev...

MLS#: W13020782
For Sale
Commercial for sale - 0 Bed, 1 Bath Home at 27 Robb Boulevard Orangeville ON listed at $490,000 (MLS# W12882660)
Price Change
$490,000Est. $1,631/mo
0bd
1ba
Commercial

27 Robb Boulevard, Orangeville

Mar 13, 2026
DOM: 226

Great opportunity to own a commercial-industrial condo that has incredible street exposure in Orange...

MLS#: W12882660
For Sale
Commercial for sale - 0 Bed, 3 Bath Home at 9 Stewart Court Orangeville ON listed at $3,399,000 (MLS# W12698750)
Price Change
$3,399,000Est. $11,314/mo
0bd
3ba
Commercial

9 Stewart Court, Orangeville

Jan 15, 2026
DOM: 283

Unique opportunity to acquire this freestanding industrial warehouse with outside storage in the hea...

MLS#: W12698750
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 52 Meyer Drive Orangeville ON listed at $1,172,990 (MLS# W12490892)
Price Change
$1,172,990Est. $3,904/mo
4bd
4ba
Residential Freehold

52 Meyer Drive, Unit Lot 46, Orangeville

Oct 30, 2025
DOM: 360

Price with rebate included: $1,066,990. Includes a $106,000 enhanced HST rebate for eligible buyers....

MLS#: W12490892
For Sale
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