Orangeville Real Estate: 173 Houses and Condos for Sale

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Row / Townhouse for sale: 158 PARKINSON CRESCENT, Orangeville

25 photos

$799,999

158 Parkinson Crescent, Orangeville (Orangeville), Ontario L6W 6X3

3 beds
3 baths
Today

Cross Streets: Parkinson Crescent / Laverty. ** Directions: Cty Rd 16/Veteran's Way to Hansen Blvd. 2nd Right onto Parkinson ( 158 Parkinson Corner Lot. Welcome To 158 Parkinson Crescent - A Beautifully Renovated And Meticulously Maintained 100% Freehold Corner-Unit Home, Proudly Owned And

Akwasi Dwomoh,Century 21 Regal Realty Inc.
Listed by: Akwasi Dwomoh ,Century 21 Regal Realty Inc. (416) 291-0929
House for sale: 59 SHERWOOD STREET, Orangeville

50 photos

$929,900

59 Sherwood Street, Orangeville (Orangeville), Ontario L9W 5E1

3 beds
3 baths
Today

... Glengarry Rd. ** Directions: B Line to Spencer to Sherwood. Welcome to this beautifully maintained 2002 sq ft Dover model in Orangeville's sought-after west end - a layout loved for its open flow, soaring vaulted ceilings, and family-friendly design. Offering 3 bedrooms and 3 bathrooms, this home blends...

John Walkinshaw,Exp Realty
Listed by: John Walkinshaw ,Exp Realty (519) 942-7413
House for sale: 26 PHEASANT COURT, Orangeville

35 photos

$778,000

26 Pheasant Court, Orangeville (Orangeville), Ontario L9W 4K1

3 beds
2 baths
Today

Cross Streets: Meadow Drive & Pheasant Court. ** Directions: Blind Line / Meadow Drive Left on Pheasant Court; Note Court not Drive. Welcome to This Beautifully Maintained & Bright Family Home Located in a Desirable & Family-Friendly Neighborhood near the end of the court. Offering 3 Spacious

Heidi Crowther,Coldwell Banker Ronan Realty
Listed by: Heidi Crowther ,Coldwell Banker Ronan Realty (705) 440-6614
Row / Townhouse for sale: 19 - 100 CENTURY DRIVE, Orangeville

25 photos

$519,900

19 - 100 Century Drive, Orangeville (Orangeville), Ontario L9W 4L3

3 beds
2 baths
Today

C Line & Century Step Into This Inviting 3-Bedroom, 2-Bathroom Townhouse Condo Offering The Perfect Blend Of Space, Comfort, And Low-Maintenance Living. Ideal For First-Time Buyers, Growing Families, Or Savvy Investors, This Home Checks All The Right Boxes. The Main Level Welcomes You With

Row / Townhouse for sale: 110 WINTERTON COURT, Orangeville

25 photos

$689,999

110 Winterton Court, Orangeville (Orangeville), Ontario L9W 6Z7

3 beds
3 baths
1 day

Riddell Rd and Spencer Ave Welcome to this beautifully maintained 3-bedroom, 3-bathroom townhouse in one of Orangeville's most sought after family-friendly communities. Perfect for first-time home buyers, young families, or downsizers, this bright and functional home offers the ideal blend

House for sale: 33 PAULA COURT, Orangeville

25 photos

$999,000

33 Paula Court, Orangeville (Orangeville), Ontario L9W 5V1

4 beds
4 baths
1 day

Broadway 109/Dufferin Welcome to this stunning, meticulously maintained family home, ideally situated on a quiet cul-de-sac in the highly sought after Highland Ridge community. Set on a premium reverse pie-shaped lot. This beautiful open-concept 2-storey home offers the perfect blend of comfort,

Terry Bergie,Re/max Real Estate Centre Inc.
Listed by: Terry Bergie ,Re/max Real Estate Centre Inc. (416) 843-1565
House for sale: 11 CHAPMAN ROAD, Orangeville

49 photos

$1,229,900

11 Chapman Road, Orangeville (Orangeville), Ontario L9W 5C7

5 beds
4 baths
1 day

Cross Streets: Montgomery/Redfern. ** Directions: Ridell Rd - Montgomery Blvd - Chapman Road. Welcome to 11 Chapman Road, an executive home set in one of the area's most sought-after neighbourhoods, offering an exceptional blend of comfort, style, and family living. From the moment you enter,

House for sale: 237 ELMWOOD CRESCENT, Orangeville

37 photos

$1,199,900

237 Elmwood Crescent, Orangeville (Orangeville), Ontario L9W 4T4

4 beds
3 baths
1 day

... 4-bedroom, 3-bathroom home, perfectly situated on an exceptional landscaped conservation lot. Surrounded by mature trees and greenery, this stunning property offers unmatched privacy and a peaceful setting rarely found within town limits. The gourmet kitchen features quartz countertops, premium...

Matthew Gordon Lindsay,Royal Lepage Rcr Realty
Listed by: Matthew Gordon Lindsay ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 115 MORGANDALE CRESCENT, Orangeville

50 photos

$768,999

115 Morgandale Crescent, Orangeville (Orangeville), Ontario L9W 3C6

4 beds
2 baths
1 day

PARKVIEW/ MORGANDALE Introducing 115 Morgandale Crescent this spectacular well maintained newly painted renovated raised bungalow is move in ready!! A door from the bright kitchen steps into large pool size lot awaiting all friends and family for summer barbeques and or sitting around a fire

Josie Moniz,Royal Lepage Credit Valley Real Estate
Listed by: Josie Moniz ,Royal Lepage Credit Valley Real Estate (416) 277-8095
House for sale: 21 PAULA COURT, Orangeville

50 photos

$1,199,999

21 Paula Court, Orangeville (Orangeville), Ontario L9W 5V1

5 beds
4 baths
1 day

Cross Streets: Broadway 109/Dufferin 3. ** Directions: West on Broadway 109,Lefton Dufferin Rd 3, Left on B Line, Left on Paula Court. Stunning 2015 Summit model with high-end craftsmanship and thoughtful design throughout. Enter through double doors into a grand foyer with ceramic tile, coat

House for sale: 15 SETTLERS ROAD, Orangeville

40 photos

$825,000

15 Settlers Road, Orangeville (Orangeville), Ontario L9W 5E3

4 beds
2 baths
1 day

Cross Streets: Alder St/Abbey Rd/ Settlers. ** Directions: Abbey Rd/Settlers Rd. Welcome to this stunning 4-level backsplit in Orangeville, offering 3+1 bedrooms and 2 bathrooms, perfect for families seeking comfort and space. From the moment you step inside, you're greeted by a bright and

Listed by: Teny John ,Right At Home Realty (647) 521-2454
Apartment for sale: 25 - 16 FOURTH STREET, Orangeville

24 photos

$495,000

25 - 16 Fourth Street, Orangeville (Orangeville), Ontario L9W 4N7

2 beds
1 baths
1 day

Broadway & Fourth St. ***OPEN HOUSE SATURDAY MAY 23 - 1:00-3:00PM*** Welcome to this bright and spacious 2-bedroom condo. Situated in the well maintained Orangeway Garden building and within walking distance to local shops, popular farmers market, restaurants, and nearby parks. Experience the

Anna Fitzcharles,One Percent Realty Ltd.
Listed by: Anna Fitzcharles ,One Percent Realty Ltd. (416) 858-5657
House for sale: 55 COUNTY RD 16 (VETERANS WAY), Orangeville

37 photos

$799,000

55 County Rd 16 (veterans Way), Orangeville (Orangeville), Ontario L9W 1L0

3 beds
2 baths
1 day

Cross Streets: Broadway & Cty Rd 16. ** Directions: Hwy 10 North to Dufferin Rd 109 (Riddell Rd ) West on Broadway North on Cty Rd 16. Estate Sale! Country living in the city, offered for the first time. This 3-bedroom bungalow located in the sought-after west end of Orangeville sits on just

Jennifer Jewell,Royal Lepage Rcr Realty
Listed by: Jennifer Jewell ,Royal Lepage Rcr Realty (519) 941-5151
Apartment for sale: 5 - 166 BROADWAY AVENUE, Orangeville

20 photos

$399,999

5 - 166 Broadway Avenue, Orangeville (Orangeville), Ontario L9W 1K3

2 beds
1 baths
1 day

Cross Streets: Broadway & First. ** Directions: Broadway/ First. Welcome to top-floor living in the heart of Downtown Orangeville. This bright and airy condo offers 10-foot ceilings, oversized windows facing north, south, and east, and a private rooftop deck that creates a rare blend of openness

Bradley Mayer-harman,Century 21 Millennium Inc.
Listed by: Bradley Mayer-harman ,Century 21 Millennium Inc. (647) 494-5387
House for sale: 18 SAMUEL COURT, Orangeville

28 photos

$1,148,888

18 Samuel Court, Orangeville (Orangeville), Ontario L9W 0B8

5 beds
4 baths
1 day

Cross Streets: Broadway & Riddell Road. ** Directions: Montgomery Blvd. to Dinnick Cres, to Samuel Ct. Set on a corner lot at the quiet end of a cul-de-sac, 18 Samuel Court overlooks the green space and watercourse from the front porch. It is also one of the few Orangeville homes to pair a

Listed by: Ryan Bautista ,Right At Home Realty (905) 565-9200
House for sale: 340 PERRY ROAD, Orangeville

46 photos

$599,999

340 Perry Road, Orangeville (Orangeville), Ontario L9W 4Z1

4 beds
3 baths
2 days

Hwy 9 & Hwy 10 Location Location and Location, Welcome to this beautifully updated family home, perfectly situated in one of Orangeville's most sought-after neighborhoods! Enjoy the convenience of being just minutes from top-rated schools, shopping, dining, the hospital, and multiple parks

Phil Mohan,Century 21 People's Choice Realty Inc.
Listed by: Phil Mohan ,Century 21 People's Choice Realty Inc. (647) 836-4577
Row / Townhouse for sale: 4 - 2 PARKVIEW DRIVE, Orangeville

31 photos

$514,900

4 - 2 Parkview Drive, Orangeville (Orangeville), Ontario L9W 1T2

3 beds
2 baths
2 days

Parkview Drive & Lawrence Avenue Look no further with this beautifully maintained 3 bedroom, 2 bathroom end unit townhome with sought after 2 car tandem parking outside of your front door. The main floor showcases an open concept feel with combination living and dining room area with electric

Listed by: Tracey Victoria Adams ,Royal Lepage Credit Valley Real Estate (905) 796-8888
House for sale: 27 RUSTIC CRESCENT, Orangeville

22 photos

$694,500

27 Rustic Crescent, Orangeville (Orangeville), Ontario L9W 1T1

4 beds
2 baths
2 days

Parkview /Edelwild Spacious. Versatile. Connected. Welcome to 27 Rustic Street in the heart of Orangeville-a beautifully maintained 3-level side split offering exceptional space, flexibility, and lifestyle. Ideally located within walking distance to schools and parks, and just minutes to shopping,

Listed by: Kimberly Saunders ,Keller Williams Experience Realty (705) 229-7203
Row / Townhouse for sale: 16 - 100 CENTURY DRIVE, Orangeville

28 photos

$549,900

16 - 100 Century Drive, Orangeville (Orangeville), Ontario L9W 4L2

3 beds
2 baths
2 days

Cross Streets: C line. ** Directions: C line Century. This lovely townhouse offers the perfect blend of comfort, convenience and location. With 3 spacious Bedrooms and 2 well-appointed updated bathrooms. The main floor Living room flows seamlessly into the kitchen, boasting ample cabinetry

Dan Degroot,Right At Home Realty, Brokerage
Listed by: Dan Degroot ,Right At Home Realty, Brokerage (905) 637-1700
Row / Townhouse for sale: 33 - 68 FIRST STREET, Orangeville

42 photos

$599,000

33 - 68 First Street, Orangeville (Orangeville), Ontario L9W 2E4

3 beds
3 baths
2 days

First Street/Fourth Avenue Beautiful 3-bedroom townhouse located in desirable area of Orangeville. This well maintained home features impressive 9 ft ceilings on the main floor, creating a bright and spacious atmosphere throughout. Conveniently situated close to shopping, schools, parks, and

Bhupinder Singh Bhogal,Homelife Maple Leaf Realty Ltd.
Listed by: Bhupinder Singh Bhogal ,Homelife Maple Leaf Realty Ltd. (905) 456-9090
House for sale: 48 GLENFOREST ROAD, Orangeville

47 photos

$1,199,900

48 Glenforest Road, Orangeville (Orangeville), Ontario L9W 1A5

4 beds
3 baths
2 days

First St/Fead St A lovely covered front porch welcomes you to 48 Glenforest Rd, Orangeville, a spacious 5-level sidesplit set on a large lot, offering a versatile layout and plenty of living space throughout. Complete with an attached 2-car garage and parking for up to 6 vehicles in the driveway,

House for sale: 118 OAK RIDGE DRIVE, Orangeville

43 photos

$1,240,000

118 Oak Ridge Drive, Orangeville (Orangeville), Ontario L9W 5J5

4 beds
4 baths
2 days

Cross Streets: Buena Vista/Oak Ridge. ** Directions: From Hwy 10, East of Buena Vista Dr. South on Oak Ridge. Some homes are built for everyday living. Others are built for when people come over. This one does both. Inside, the home reveals itself through thoughtful updates and a layout that

Listed by: Ryan Latorre ,Royal Lepage Rcr Realty (519) 943-5827
House for sale: 33 FOURTH AVENUE, Orangeville

35 photos

$664,999

33 Fourth Avenue, Orangeville (Orangeville), Ontario L9W 3S7

5 beds
2 baths
2 days

Cross Streets: First Street/Fourth Avenue. ** Directions: First Street - Fourth Ave. 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 amenities in Orangeville. This well maintained four bedroom home

House for sale: 32 WESTDALE AVENUE, Orangeville

46 photos

$929,000

32 Westdale Avenue, Orangeville (Orangeville), Ontario L9W 1B7

4 beds
2 baths
2 days

Cross Streets: Banting and Westdale. ** Directions: Blind Line to Banting Dr, Turn Left onto Westdale. Fully finished 4-level sidesplit on a premium 60 x 130 ft lot in one of Orangeville's most desirable, mature neighbourhoods. This is not your typical subdivision setting. Towering trees, pride

House for sale: 292 LISA MARIE DRIVE, Orangeville

49 photos

$1,049,000

292 Lisa Marie Drive, Orangeville (Orangeville), Ontario L9W 4P4

7 beds
4 baths
2 days

Hansen Blvd & Michael Drive Welcome to 292 Lisa Marie Drive in Orangeville, a spacious 4+3 bedroom, 4 bath, detached home. Featuring a walk-out basement, double car garage, and a backyard that does more than check a box. The brick exterior, black-framed windows and doors, and wide driveway

House for sale: 342 LEWIS DRIVE, Orangeville

39 photos

$850,000

342 Lewis Drive, Orangeville (Orangeville), Ontario L9W 4P8

5 beds
3 baths
3 days

Cross Streets: Bailey/Lewis. ** Directions: blindline, faith, lewis. Welcome to this lovingly maintained all-brick bungalow, offering a comfortable and manageable lifestyle that's especially appealing for retirees or downsizers who appreciate a quiet setting and practical layout. With only

Listed by: Tammy Woods ,Mccarthy Realty (519) 925-6948
House for sale: 255 KENSINGTON PLACE, Orangeville

37 photos

$824,900

255 Kensington Place, Orangeville (Orangeville), Ontario L9W 4G8

3 beds
3 baths
3 days

Cross Streets: Kensington Place/College Avenue. ** Directions: Take Blind Line to College Avenue. Then take College Avenue to Kensington Place. Welcome to 255 Kensington Place, a beautifully laid out home in a highly desirable neighbourhood. Freshly painted throughout in 2026! The main floor

Listed by: Ron Bradley Wall ,Re/max Real Estate Centre Inc. (519) 216-1385
Row / Townhouse for sale: 14 - 60 FIRST STREET, Orangeville

41 photos

$719,900

14 - 60 First Street, Orangeville (Orangeville), Ontario L9W 2E4

3 beds
3 baths
4 days

Cross Streets: First Street and 4th Ave. ** Directions: HWY 10 South, Turn Right onto First Street, Driveway on the Righthand side. Welcome to this stunning 3 bedroom, 3 bathroom townhome in the heart of Orangeville, offering the perfect blend of modern style, comfort, and low-maintenance living.

House for sale: 112 JORDAN DRIVE, Orangeville

34 photos

$819,888

112 Jordan Drive, Orangeville (Orangeville), Ontario L9W 4W7

4 beds
3 baths
4 days

Rolling Hills/Jordan Motivated Seller! This Four Bedroom Fully Detached All Brick Stoneybrook Model That Offers 1933 Square Feet Plus The Basement. Main Floor Features A Large Bright Eat-In Kitchen With Walk-Out To A Treed & Fully Fenced Backyard. Family Room Features A Large Window & a Gas

Listed by: Maurizio Miceli ,Royal Lepage Maximum Realty (416) 324-2626
Row / Townhouse for sale: 102 - 17 CENTRE STREET, Orangeville

26 photos

$650,000

102 - 17 Centre Street, Orangeville (Orangeville), Ontario L9W 7S6

2 beds
2 baths
4 days

Cross Streets: Broadway/Centre St. ** Directions: Broadway/Dawson Rd. Built in 2021, this bright and beautifully maintained 2-bedroom, 2-bathroom apartment with 2 parking spots, in a highly walkable location, is ideal for first-time homebuyers, downsizers, or investors. Nestled in a quiet,

Apartment for sale: 51 - 16 FOURTH STREET, Orangeville

30 photos

$440,000

51 - 16 Fourth Street, Orangeville (Orangeville), Ontario L9W 4N7

2 beds
1 baths
6 days

Cross Streets: Broadway and Townline Rd. ** Directions: From Broadway head North on Fourth St. Building in on the right. This well-maintained 2-bedroom unit, offers an excellent opportunity for both first-time buyers seeking an accessible entry into the Orangeville market or those ready to

Eran Williamson,Royal Lepage Rcr Realty
Listed by: Eran Williamson ,Royal Lepage Rcr Realty (416) 824-7685
House for sale: 27 DREW BROWN BOULEVARD, Orangeville

50 photos

$1,150,000

27 Drew Brown Boulevard, Orangeville (Orangeville), Ontario L9W 6Z4

4 beds
5 baths
6 days

Cross Streets: Parkinson and Drew Brown. ** Directions: County Rd 16 to Hansen blvd to Parkinson Cres to Drew Brown. Located in one of Orangeville's most sought-after family neighbourhoods, surrounded by parks, scenic walking trails, excellent schools, and some of the town's newest and most

Adrian Muscat,Re/max Real Estate Centre Inc.
Listed by: Adrian Muscat ,Re/max Real Estate Centre Inc. (519) 278-5888
House for sale: 86 DAWSON ROAD, Orangeville

49 photos

$749,900

86 Dawson Road, Orangeville (Orangeville), Ontario L9W 2W6

3 beds
2 baths
6 days

Cross Streets: Dawson Rd. & Lawrene Ave. ** Directions: Townline to Dawson Rd. Welcome to this beautifully maintained, freshly painted home nestled in one of Orangeville's established family-friendly neighbourhoods - offering comfort, space, and an incredible backyard retreat you'll enjoy all

2 - 48 CENTENNIAL ROAD, Orangeville

1 photos

$349,900

2 - 48 Centennial Road, Orangeville (Orangeville), Ontario L9W 3T4

0 beds
0 baths
6 days

Cross Streets: Dawson & Centennial Rd. ** Directions: Fronting Centennial Rd. Excellent Opportunity for Business Owners & Investors! This versatile industrial condo unit offers outstanding street exposure on busy Centennial Rd along with ample on-site parking. Ideal for an office, showroom,

Amolak Dhindsa,Century 21 Green Realty Inc.
Listed by: Amolak Dhindsa ,Century 21 Green Realty Inc. (416) 721-2576
House for sale: 118 PARKVIEW DRIVE, Orangeville

43 photos

$834,900

118 Parkview Drive, Orangeville (Orangeville), Ontario L9W 3J2

3 beds
2 baths
7 days

Parkview & Morgandale Beautifully maintained carpet-free 4-level sidesplit nestled in a mature Orangeville neighbourhood, close to parks, schools, shopping, restaurants, and all in-town amenities. Thoughtfully updated throughout, this inviting detached home features engineered hardwood flooring

Apartment for sale: A2 - 63 FIRST STREET, Orangeville

12 photos

$289,000

A2 - 63 First Street, Orangeville (Orangeville), Ontario L9W 2E6

1 beds
1 baths
7 days

First St/4th Ave Welcome to this charming 1-bedroom condo that combines character with great potential. Featuring laminate floors and large windows that bring in plenty of natural light, this home offers a warm, cozy and inviting atmosphere. The open-concept living and dining area provides

Listed by: Sam Vig ,Century 21 Percy Fulton Ltd. (416) 509-5013
House for sale: 218 KENSINGTON PLACE, Orangeville

48 photos

$1,149,999

218 Kensington Place, Orangeville (Orangeville), Ontario L9W 4G7

6 beds
5 baths
7 days

Cross Streets: Blind Line and College Ave. ** Directions: North on Blind from Broadway, Right on College, Left on Kensington Place. Discover Your Dream Family Home in Orangeville! This spacious, versatile home is perfect for growing families, multi-generational living, or anyone seeking rental

Listed by: Satnam Chauhan ,Exp Realty (866) 530-7737
House for sale: 71 MORGANDALE CRESCENT, Orangeville

40 photos

$779,900

71 Morgandale Crescent, Orangeville (Orangeville), Ontario L9W 3C6

3 beds
2 baths
7 days

Cross Streets: C Line / Century Dr. ** Directions: Town Line OR C Line / Century Dr / Parkview Dr / Morgandale Cres. Welcome to this beautifully maintained 3-bedroom, 2-bathroom four-level side-split with an attached single-car garage, ideally situated in a mature, family-friendly neighbourhood

Shawn Patrick Lanigan,Royal Lepage Rcr Realty
Listed by: Shawn Patrick Lanigan ,Royal Lepage Rcr Realty (519) 941-5151
Row / Townhouse for sale: 75 WINTERTON COURT, Orangeville

27 photos

$724,888

75 Winterton Court, Orangeville (Orangeville), Ontario L9W 5H8

3 beds
3 baths
7 days

Cross Streets: Cty Rd 109 - Spencer - Winterton. ** Directions: Riddell Road to Spencer to Winterton. Offered for the first time! Perfectly located end unit freehold townhome with front ravine views with no neighbours directly behind and a fully fenced backyard that features direct access from

Jennifer Jewell,Royal Lepage Rcr Realty
Listed by: Jennifer Jewell ,Royal Lepage Rcr Realty (519) 941-5151
Row / Townhouse for sale: 24 - 68 FIRST STREET, Orangeville

43 photos

$599,900

24 - 68 First Street, Orangeville (Orangeville), Ontario L9W 2E4

3 beds
3 baths
7 days

... On the entry level, a versatile den handles whatever you need, whether that's a home office, playroom, or gym, and the finished lower level adds real bonus space with inside garage access.The location punches above its weight. You're positioned between Broadway's walkable main-street strip...

House for sale: 25 SETTLERS ROAD, Orangeville

47 photos

$849,900

25 Settlers Road, Orangeville (Orangeville), Ontario L9W 5B2

3 beds
3 baths
7 days

Cross Streets: Abbey St To Settlers Rd. ** Directions: Abbey St To Settlers Rd. Welcome to 25 Settlers Road, perfectly situated in the heart of beautiful West Orangeville. This Detached Stunning 2-Storey Home is professionally painted and offers tasteful finishes throughout and plenty of space

Tim Greg Johnston,Re/max Real Estate Centre Inc.
Listed by: Tim Greg Johnston ,Re/max Real Estate Centre Inc. (905) 270-2000
House for sale: 3 NEWTON DRIVE, Orangeville

27 photos

$849,000

3 Newton Drive, Orangeville (Orangeville), Ontario L9W 3E3

4 beds
4 baths
7 days

Cross Streets: Parkview and Newton. ** Directions: Parkview Drive to Newton Drive. This fabulous property feels like luxury living in a conveniently located beautiful two storey home in a great family neighbourhood, walking distance to 3 schools, parks and public transit! Here is the added

Cindy Diana Williams,Right At Home Realty
Listed by: Cindy Diana Williams ,Right At Home Realty (519) 939-6224
House for sale: 11 NORTHAMPTON STREET, Orangeville

49 photos

$899,999

11 Northampton Street, Orangeville (Orangeville), Ontario L9W 5H8

4 beds
3 baths
8 days

Cross Streets: Althorpe / Northampton. ** Directions: Cornwall Gate to Althorpe Dr. Welcome to 11 Northampton St a beautifully designed bungalow offering the perfect blend of comfort, style, accessibliity and income potential. This spacious 2+2 bedroom home features soaring cathedral ceilings

Deidre Williamson,Century 21 Millennium Inc.
Listed by: Deidre Williamson ,Century 21 Millennium Inc. (705) 445-5640
495 RICHARDSON ROAD, Orangeville

19 photos

$1,399,000

495 Richardson Road, Orangeville (Orangeville), Ontario L9W 4Z4

0 beds
0 baths
8 days

Riddell Rd/Richardson Rd Seize the opportunity to own a corner lot with unmatched visibility and access from both Riddell Road and Richardson Road. Positioned on the Bypass in the west end of Orangeville, conveniently close to Highway 10, ensuring high traffic and easy accessibility. Whether

Andrew W. Wildeboer,Royal Lepage Rcr Realty
Listed by: Andrew W. Wildeboer ,Royal Lepage Rcr Realty (519) 941-5151
Row / Townhouse for sale: 67 - 124 PARKINSON CRESCENT, Orangeville

40 photos

$639,900

67 - 124 Parkinson Crescent, Orangeville (Orangeville), Ontario L9W 6R7

3 beds
3 baths
8 days

County Rd16 & Hansen Blvd. Welcome to Unit 67 at 124 Parkinson Crescent in Orangeville, a bright 3 bedroom, 3 bathroom townhome that gives you the space you need without the heavy upkeep. Large windows bring in plenty of natural light and make the home feel open, comfortable, and easy to live

Listed by: Sabrina Correia ,Re/max Real Estate Centre Inc. (416) 648-9042
Row / Townhouse for sale: 8 - 31 PARKVIEW DRIVE, Orangeville

46 photos

$535,000

8 - 31 Parkview Drive, Orangeville (Orangeville), Ontario L9W 4H5

3 beds
2 baths
8 days

Cross Streets: Parkview Dr/Lawrence Ave. ** Directions: Townline, north on Cedar St, left on Lawrence Ave, left on Parkview Dr. Located on the south side of Orangeville, 31 Parkview Drive, Unit 8 offers a practical 3 bedroom, 2 bathroom condo townhouse with an attached single car garage, functional

Retail for sale: 7 - 520 ALDER STREET, Orangeville

11 photos

$1,199,990

7 - 520 Alder Street, Orangeville (Orangeville), Ontario L9W 5A3

0 beds
0 baths
9 days

Alder St & C-line Sale of Unit & Business Together*** Take over a well known franchise in the GTHA My Tea Bar Cafe, in a brand-new commercial retail unit at 520 Alder St, Orangeville, an exceptional location surrounded by a growing residential community. This turnkey business offers a rare

Listed by: Kristina Lallbachan ,Re/max West Realty Inc. (905) 607-2000
House for sale: 229 ELMWOOD CRESCENT, Orangeville

34 photos

$829,900

229 Elmwood Crescent, Orangeville (Orangeville), Ontario L9W 4T4

4 beds
3 baths
9 days

Cross Streets: Amelia / Credit Creek / Elmwood. ** Directions: Amelia St/ Credit Creek Blvd / Elmwood Cres. Welcome to this charming 3-bedroom home, ideally situated on a quiet crescent in the highly sought-after Credit Creek neighbourhood of Orangeville. Perfect for families, this home is

Shawn Patrick Lanigan,Royal Lepage Rcr Realty
Listed by: Shawn Patrick Lanigan ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 75 JOHN STREET, Orangeville

42 photos

$699,000

75 John Street, Orangeville (Orangeville), Ontario L9W 2P7

3 beds
1 baths
9 days

JOHN/TOWNLINE Must see charming bungalow with tons of character and curb appeal. Soaring 10 ft. ceilings with original baseboards throughout this amazing home. Cozy dining room & living room with hardwood floors & wood stove. Family addition offers plenty of space for gatherings with walk out

Alexander Kastanis,Century 21 Heritage Group Ltd.
Listed by: Alexander Kastanis ,Century 21 Heritage Group Ltd. (905) 764-7111
Row / Townhouse for sale: 88 WINTERTON COURT N, Orangeville

37 photos

$729,990

88 Winterton Court N, Orangeville (Orangeville), Ontario L9W 6Z7

3 beds
4 baths
9 days

Cross Streets: Spencer/Winterton. ** Directions: GPS. ** WALKOUT BASEMENT ** Welcome to this beautifully upgraded freehold townhouse, perfectly situated on a quiet, family-friendly cul-de-sac. Move-in ready and tastefully finished from top to bottom, this home exudes modern style and comfort.

Listed by: Shan Yousaf Cheema ,Right At Home Realty (647) 937-2243

Home Prices in Orangeville

In 2025, Orangeville real estate in Ontario continues to reflect steady buyer interest and a diverse mix of properties, with home prices shaped by location, lot characteristics, and overall presentation. Detached homes, townhomes, and condos each appeal to different budgets and lifestyle needs, and pricing typically varies based on interior finish, usable space, and proximity to everyday amenities.

Sellers and buyers alike tend to watch the balance between available supply and active demand, the mix of property types on the market, and days on market indicators for comparable homes. Local factors such as school catchments, commuter routes, and nearby parks often influence perceived value. Effective pricing strategies, professional presentation, and clear disclosure of recent updates can help listings stand out, while buyers benefit from comparing similar properties that have recently come on and off the market to understand momentum and value alignment when exploring Orangeville Homes For Sale.

Median Asking Price by Property Type

House
$981,066
Townhouse
$734,666
Condo
$483,233

Find Real Estate & MLS® Listings in Orangeville

There are 179 active listings, including 107 houses, 9 condos, and 24 townhouses. These options span 1 neighbourhood, giving buyers a focused view of what is currently available across the local area.

Use search filters to narrow results by price range, beds and baths, lot size, parking, and outdoor space to match your must‑haves. Review photos and floor plans to gauge layout and natural light, and scan descriptions for recent upgrades, energy efficiencies, or maintenance history. Compare recent activity in the same pocket of town to understand whether a property is aligned with nearby offerings, and create a shortlist that balances condition, location, and long‑term goals. Listing data is refreshed regularly, helping you stay current as new houses for sale appear or status changes occur in the Orangeville real estate listings.

Neighbourhoods & amenities

Orangeville offers a range of neighbourhood settings, from quiet residential streets with mature trees to areas close to shops, schools, and community centres. Access to parks, trails, and recreation facilities can be an important deciding factor, as can connectivity to transit and main commuter routes. Some buyers prioritize walkability to cafés and everyday services, while others look for larger yards or proximity to greenspace. These location and lifestyle considerations often shape buyer preferences, influence perceived value, and guide how sellers position their homes for the best exposure.

For rentals, there are 28 listings available, including 8 houses and 0 apartments.

Orangeville City Guide

Set among rolling hills at the headwaters of the Credit, Orangeville, Ontario blends small-town charm with practical proximity to the Greater Toronto Area. This Orangeville city guide introduces the town's roots, daily rhythms, and the spaces where community life shines, from heritage main streets to shoreline trails. Whether you're planning a move, scouting weekend plans, or simply curious about this Dufferin County hub, you'll find a place that balances convenience with character.

History & Background

Orangeville grew from a milling and market crossroads into a service centre for the farms and villages surrounding it, with Broadway emerging as a showcase of brick storefronts, handsome façades, and a classic Ontario streetscape. The arrival of rail and improved roads widened its reach, and over time the town matured into a cultural and commercial anchor for the region. Historic civic buildings, the Opera House, and restored streetscapes speak to a community that values its past while investing in accessible public spaces. You can sense this continuity in annual festivals, the Saturday market tradition, and an active local arts scene that punches above its weight. Around the region you'll also find towns like Shelburne that share historical ties and amenities. Today, Orangeville balances steady growth with heritage preservation, welcoming new residents and homebuyers looking at Orangeville Real Estate while retaining the neighbourly pace that makes it easy to settle in.

Economy & Employment

The local economy is diverse and resilient, drawing on a mix of public services, small enterprise, and light industry. Healthcare anchors a significant share of employment, supported by clinics, long-term care, and allied health services that serve Dufferin County. Education, municipal administration, and first responders provide stable public-sector roles, while construction, trades, and home services remain active thanks to ongoing residential growth. On the commercial side, a lively main street retail scene coexists with larger-format shopping in the west end, giving residents a mix of independent shops and national brands. Manufacturing and logistics take advantage of nearby arterial routes for efficient distribution, and many local firms specialize in niche fabrication, food production, and building materials. Entrepreneurship thrives here: makers, designers, and professional services can operate locally while tapping regional markets. Commuting remains part of the picture, with residents travelling toward Brampton, Mississauga, and the broader GTA for roles in technology, finance, and advanced manufacturing; hybrid and remote work patterns also give professionals the flexibility to live locally while working for employers elsewhere. Many people considering a move will find it practical to buy a house in Orangeville while keeping options to commute or work remotely.

Neighbourhoods & Lifestyle

Orangeville's neighbourhoods offer a thoughtful variety of settings. The heritage downtown radiates from Broadway, with century homes on tree-lined streets, pocket parks, and an easy walk to cafés, galleries, and the theatre. Family-friendly subdivisions extend to the west and south, where curving streets and cul-de-sacs connect to playgrounds, sports fields, and multi-use trails. Near the eastern edge, residential pockets benefit from quick access to the water, boardwalks, and nature at Island Lake Conservation Area-perfect for sunrise strolls or an after-dinner loop on the Vicki Barron Lakeside Trail. Housing options span detached homes, townhouses, low-rise condos, and secondary-suite rentals, accommodating first-time buyers, upsizers, and downsizers alike. A pair of full-service recreation complexes offer hockey rinks, a pool, and fitness programs, and community groups run everything from youth sports to seniors' clubs. Locals gather for live music, seasonal parades, art installations, and a beloved farmers' market that fills Broadway with produce and pastries. Neighbourhood-hopping is easy with nearby communities like Mono and Amaranth. If you're weighing schools, walkability, and green space, living in Orangeville feels comfortably balanced-close to nature, lively enough on weekends, and quiet when you want it to be.

Getting Around

Orangeville is straightforward to navigate. Broadway serves as a central spine, with Highway 10 carrying north-south traffic and Highway 9 connecting east-west. Driving is the default for many residents, with street parking and several lots serving the downtown core; weekend visitors often park once and explore on foot. Local transit provides fixed routes linking major destinations-shopping nodes, recreation centres, and residential areas-making it practical for students, seniors, and commuters who prefer to leave the car at home. Regional buses connect to larger transit networks for onward travel to the GTA. Cyclists will find bikeable neighbourhood streets and multi-use paths, and the town's compact scale makes short trips by bike or on foot realistic in fair weather. When winter descends, crews keep main corridors clear, though planning a little extra time for a snow day commute is wise. For broader commuting and day trips, consider close-by hubs such as Erin and East Luther Grand Valley. If air travel is on the agenda, major airports are within a comfortable drive, with travel times depending on traffic and season.

Climate & Seasons

Orangeville experiences a true four-season climate shaped by its elevation and proximity to the Niagara Escarpment. Winters are cold and often snowy, inviting outdoor recreation from pond skating to snowshoeing on forested trails. Streets twinkle under holiday lights, and indoor rinks and recreation centres hum with activity. Spring brings a slow thaw and the kind of crisp mornings that make coffee taste better; trails grow lively with migrating birds, and local markets start to feature early greens and maple products. Summer is warm and comfortable in the evenings, perfect for patios on Broadway, lakeside picnics, and community festivals that light up the calendar with live music and street performances. Shorelines and splash pads are family favourites, while early mornings are calm enough for paddleboarding or a quiet circuit on the boardwalk. Autumn steals the show with fiery foliage across nearby hills, scenic drives, and harvest events that celebrate local orchards and producers. Through it all, the town's event calendar moves with the seasons-indoors when needed, outdoors whenever possible-giving residents and visitors a steady stream of activities to enjoy without straying far from home.

Neighbourhoods

What makes a place feel like home isn't just the house-it's the rhythm of the streets around it, the way a morning unfolds, the ease of getting to what matters. In Orangeville, that sense of place is front and centre, with residential pockets that balance calm corners and everyday convenience. As you explore listings on KeyHomes.ca, you'll notice how the local fabric reveals itself through map views, photos, and the small cues that signal fit when searching Orangeville Neighborhoods or Orangeville Real Estate Listings.

Across Orangeville, you'll find a thoughtful blend of residential character. Some areas feel tucked away, with quieter crescents and gentle foot traffic; others draw a little more energy, offering quick access to daily needs. The result is a town-sized community where different lifestyles coexist comfortably-those who prefer a serene street as well as those who want to be near the action of shops and services. The tone is neighbourly, and that comes through in the way blocks connect and people use nearby green space.

When it comes to homes, the mix is broad in spirit. Detached houses are a mainstay for buyers who want indoor flexibility and private outdoor space. Townhouses answer for those who value lower upkeep with a sense of community on shared streets. Condo-style options bring simplicity and lock-and-leave ease, often appealing to first-time purchasers, right-sizers, or anyone who wants compact living with modern finishes. While each pocket has its own flavour, the overall impression is choice: multiple housing types that support different stages of life.

Green space threads through Orangeville's residential story. Picture an afternoon where a quick stroll leads you to a patch of grass, a cluster of trees, or a play area that neighbours know by heart. Paths and open pockets give residents a breather between busy moments, and it's common to see people out with a coffee, a stroller, or a dog. Even if you're new, the landscape makes it easy to build routine-an evening walk here, a weekend picnic there-without having to overplan.

Connectivity is practical and intuitive. Local corridors take you from calm streets to the places you frequent: groceries, services, coffee, community hubs. Commuters appreciate that daily routes feel consistent, while those working closer to home can move between errands without fuss. The pattern is simple: live on a street that suits your pace, then rely on a network that brings everything together in a few straightforward turns.

Comparing Areas

  • Lifestyle fit: Look for quieter pockets if you value gentle evenings and morning birdsong; select livelier stretches if you want to be a short hop from errands, cafés, and community activity.
  • Home types: Detached homes for space and privacy; townhouses for balanced maintenance and community feel; condos for streamlined living and a smaller footprint.
  • Connections: Residential lanes feed into main corridors that make school runs, groceries, and recreation feel close at hand, whether you walk, bike, or drive.
  • On KeyHomes.ca: Use saved searches, smart alerts, filters, and the map view to compare micro-areas and housing styles at a glance.

Within Orangeville, certain blocks carry a classic feel-established landscaping, familiar architectural lines-while others lean contemporary, with clean profiles and open-concept interiors. If weekend gardening speaks to you, look for detached options with defined outdoor areas that invite seasonal projects. If simplicity is the goal, townhomes often offer just enough private space without demanding entire afternoons of upkeep. Condo living brings the focus inside, where efficient layouts make room for the essentials and little else.

Sellers benefit from these distinctions as well. A detached home on a tree-kissed street attracts a different audience than a sleek, low-maintenance unit closer to daily stops. Presenting the property in the context of its micro-area-quiet enclave versus active corridor, green outlook versus urban edge-helps buyers imagine their routines. Mid-week viewings often hinge on that mental picture: how the driveway clears, where the evening walk begins, why mornings might feel unhurried.

For buyers comparing options, the most useful exercise is to match pace and place. Do you prefer a tucked-away feel that lends itself to reading on the porch, or do you want the buzz of life happening nearby? Are you drawn to the permanence of a detached home or the simplicity of a townhouse block? KeyHomes.ca supports that decision with side-by-side comparisons, neighbourhood notes, and filters that surface listings aligned to your criteria-without burying you in noise.

Another helpful lens is how you spend free time. If your week is punctuated by walks at dusk or early coffee runs, look for streets where footpaths and local nooks are easy to reach. If you thrive on efficient routines, choose corridors that make multitasking natural: pick up a parcel, grab produce, meet a friend, all with minimal backtracking. Orangeville accommodates both styles, making it easier to fine-tune your search until the right front door appears.

Families and right-sizers alike will appreciate that home types are oriented to changing needs. Detached options offer room to grow and rearrange; townhouses balance space with practical maintenance; condos deliver straightforward living that frees up time for travel or hobbies. By saving multiple searches on KeyHomes.ca-one for each scenario-you can watch how the market moves in parallel and be ready when the match arrives.

In Orangeville, the neighbourhood you choose sets the tone for your days: quiet when you want it, active when you need it, and always grounded in a strong sense of place. Explore at your pace, and let KeyHomes.ca surface the homes and streets that align with how you actually live.

Orangeville's single community name keeps things simple, but the lived experience varies block by block-take time to walk the area you're considering and notice how it feels at different times of day.

Nearby Cities

If you're considering homes in Orangeville, explore nearby communities to broaden your search. Towns such as Mono, Caledon, Erin, Amaranth and Adjala-Tosorontio offer a variety of settings to consider.

Visit the linked pages to compare neighborhoods around Orangeville and find the community that best fits your needs.

Demographics

Orangeville is a mix of households that includes young families, working professionals and retirees, creating a community with varied age groups and life stages. The town tends toward a small-town, suburban character with nearby rural landscapes and direct connections to larger urban centres, appealing to people who want quieter neighbourhoods without giving up access to services and amenities.

Housing options commonly include single detached homes in established neighbourhoods, smaller townhomes and condominium units, and rental choices near the town core. The overall lifestyle leans toward neighbourhood-oriented living with walkable pockets, tree-lined streets and accessible green space, making Orangeville an attractive option for those browsing Orangeville Real Estate Listings or looking to Buy a House in Orangeville.