2026 TRREB Verified Sold MLS® Data

Recently Sold Homes & Past Sale Prices in Dempsey, Dempsey, Milton, ON

Browse verified historical MLS® sales data in Dempsey, Dempsey, Milton. Compare actual closing prices against original asking prices, see days on market, and analyze 2026 neighborhood selling trends.

Total Recorded Sales330Verified in Dempsey, Dempsey, Milton
Average Sold Price$767,729All property types
Median Sold Price$550,000Estimated median
Avg Days to Sell14Days on market
Showing page 1 of 7 (330 total sold homes)
Showing 48 sold records per page
Sold property - 2 Bed, 1 Bath Home at 1479 Maple Avenue Milton ON listed at $399,900 (MLS# W13691544)
SOLD
Sold Price: Members Only
2 bd
1ba
Residential Condo & Other

1479 Maple Avenue, Unit 206, Milton

Aug 19, 2026
Sold in 86 days

Welcome to this spacious 1-bedroom + den condo in the highly sought-after Dempsey community of Milto...

MLS#: W13691544
Sold
Sold: Nov 12, 2026
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Sold property - 3 Bed, 3 Bath Home at 1311 Cartmer Way Milton ON listed at $850,000 (MLS# W14094118)
SOLD
Sold Price: Members Only
3 bd
3ba
Residential Freehold

1311 Cartmer Way, Milton

Oct 18, 2026
Sold in 18 days

Beautifully Updated End-unit Family Home. Welcome to this beautifully-updated family home, offering ...

MLS#: W14094118
Sold
Sold: Nov 4, 2026
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Sold property - 5 Bed, 4 Bath Home at 276 Sherwood Road Milton ON listed at $1,149,000 (MLS# W14105314)
SOLD
Sold Price: Members Only
5 bd
4ba
Residential Freehold

276 Sherwood Road, Milton

Oct 22, 2026
Sold in 9 days

Welcome to 276 Sherwood Road! This spacious all-brick 4+1 bedroom, 4-bathroom home offers over 3,200...

MLS#: W14105314
Sold
Sold: Oct 30, 2026
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Sold property - 3 Bed, 3 Bath Home at 241 Featherstone Road Milton ON listed at $834,900 (MLS# W13712870)
SOLD
Sold Price: Members Only
3 bd
3ba
Residential Freehold

241 Featherstone Road, Milton

Aug 26, 2026
Sold in 59 days

Welcome to 241 Featherstone Road, This 3 Bed, 3 Bath Detached Home is Located in Milton's Sought Aft...

MLS#: W13712870
Sold
Sold: Oct 23, 2026
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Sold property - 2 Bed, 1 Bath Home at 1487 Maple Avenue Milton ON listed at $434,900 (MLS# W13617838)
SOLD
Sold Price: Members Only
2 bd
1ba
Residential Condo & Other

1487 Maple Avenue, Unit 307, Milton

Jul 29, 2026
Sold in 85 days

Welcome to Unit 307 at 1487 Maple Avenue, where comfort and convenience come together in the heart o...

MLS#: W13617838
Sold
Sold: Oct 21, 2026
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Sold property - 3 Bed, 3 Bath Home at 1379 Brandon Terrace Milton ON listed at $849,000 (MLS# W13866146)
SOLD
Sold Price: Members Only
3 bd
3ba
Residential Freehold

1379 Brandon Terrace, Milton

Oct 6, 2026
Sold in 15 days

Welcome to 1379 Brandon Terrace, Milton! This inviting 3-bedroom townhome combines stylish finishes ...

MLS#: W13866146
Sold
Sold: Oct 20, 2026
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Sold property - 3 Bed, 4 Bath Home at 1319 Weller Cross Milton ON listed at $1,049,900 (MLS# W13835456)
SOLD
Sold Price: Members Only
3 bd
4ba
Residential Freehold

1319 Weller Cross, Milton

Sep 28, 2026
Sold in 22 days

Welcome to 1319 Weller Crossing, a 3-bedroom, 4-bathroom detached home in Milton's Dempsey neighbour...

MLS#: W13835456
Sold
Sold: Oct 19, 2026
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Sold property - 3 Bed, 4 Bath Home at 164 Panton Trail Milton ON listed at $775,000 (MLS# W13746410)
SOLD
Sold Price: Members Only
3 bd
4ba
Residential Freehold

164 Panton Trail, Milton

Sep 4, 2026
Sold in 43 days

Beautifully Maintained 3-Bedroom + Den Townhome in Northeast Milton! This inviting home offers an id...

MLS#: W13746410
Sold
Sold: Oct 16, 2026
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Sold property - 2 Bed, 2 Bath Home at 1340 Main Street Milton ON listed at $549,900 (MLS# W13752974)
SOLD
Sold Price: Members Only
2 bd
2ba
Residential Condo & Other

1340 Main Street, Unit 113, Milton

Sep 8, 2026
Sold in 29 days

Welcome to 1340 Main Street #113 - a beautifully renovated 2-bedroom, 2-bathroom suite offering 1,18...

MLS#: W13752974
Sold
Sold: Oct 6, 2026
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Sold property - 3 Bed, 2 Bath Home at 1350 Main Street Milton ON listed at $599,900 (MLS# W13595384)
SOLD
Sold Price: Members Only
3 bd
2ba
Residential Condo & Other

1350 Main Street, Unit 412, Milton

Jul 22, 2026
Sold in 76 days

Beautiful And Rare 3 Bedroom 2 Bathroom (Approx 1400 Sqft) Penthouse Suite With Vaulted Ceilings. Be...

MLS#: W13595384
Sold
Sold: Oct 5, 2026
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Sold property - 4 Bed, 3 Bath Home at 1193 Knight Trail Milton ON listed at $1,089,000 (MLS# W13177090)
SOLD
Sold Price: Members Only
4 bd
3ba
Residential Freehold

1193 Knight Trail, Milton

May 25, 2026
Sold in 134 days

Rarely Offered 3-Level Detached Gem in Prime Milton! Welcome to this impeccably maintained 4- bedroo...

MLS#: W13177090
Sold
Sold: Oct 5, 2026
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Sold property - 2 Bed, 1 Bath Home at 1380 Main Street Milton ON listed at $489,000 (MLS# W13457204)
SOLD
Sold Price: Members Only
2 bd
1ba
Residential Condo & Other

1380 Main Street, Unit 303, Milton

Jun 17, 2026
Sold in 107 days

This very desirable 2 bedroom in Milton's popular Dempsey neighbourhood! This spacious & fantastic f...

MLS#: W13457204
Sold
Sold: Oct 1, 2026
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Sold property - 2 Bed, 2 Bath Home at 1050 Main Street Milton ON listed at $519,000 (MLS# W13795010)
SOLD
Sold Price: Members Only
2 bd
2ba
Residential Condo & Other

1050 Main Street, Unit 403, Milton

Sep 17, 2026
Sold in 14 days

Welcome To Suite 403 At Art On Main In Milton's Dempsey Neighbourhood. This Two-Bedroom, Two-Bathroo...

MLS#: W13795010
Sold
Sold: Sep 30, 2026
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Sold property - 4 Bed, 4 Bath Home at 137 Fitzgerald Crescent Milton ON listed at $1,139,000 (MLS# W13738806)
SOLD
Sold Price: Members Only
4 bd
4ba
Residential Freehold

137 Fitzgerald Crescent, Milton

Sep 2, 2026
Sold in 29 days

High Demand Location In Milton. Walking Distance To The Theatre, Shopping And Daycares. Minutes Away...

MLS#: W13738806
Sold
Sold: Sep 30, 2026
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Sold property - 2 Bed, 1 Bath Home at 1483 Maple Avenue Milton ON listed at $529,900 (MLS# W13463528)
SOLD
Sold Price: Members Only
2 bd
1ba
Residential Condo & Other

1483 Maple Avenue, Unit 409, Milton

Jun 18, 2026
Sold in 97 days

Beautifully renovated unit featuring a stunning custom kitchen with premium 36" upper and lower cabi...

MLS#: W13463528
Sold
Sold: Sep 22, 2026
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Sold property - 2 Bed, 2 Bath Home at 165 Hampshire Way Milton ON listed at $685,000 (MLS# W13553550)
SOLD
Sold Price: Members Only
2 bd
2ba
Residential Freehold

165 Hampshire Way, Unit 153, Milton

Jul 11, 2026
Sold in 71 days

Welcome to this beautifully upgraded sun-filled end-unit freehold townhouse in one of Milton's most ...

MLS#: W13553550
Sold
Sold: Sep 19, 2026
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Sold property - 2 Bed, 1 Bath Home at 1450 Main Street Milton ON listed at $459,900 (MLS# W13548626)
SOLD
Sold Price: Members Only
2 bd
1ba
Residential Condo & Other

1450 Main Street, Unit 210, Milton

Jul 10, 2026
Sold in 69 days

Welcome to 1450 Main St E, Milton, a bright and well-maintained condo offering a functional layout a...

MLS#: W13548626
Sold
Sold: Sep 16, 2026
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Sold property - 2 Bed, 1 Bath Home at 1479 Maple Avenue Milton ON listed at $474,900 (MLS# W13750884)
SOLD
Sold Price: Members Only
2 bd
1ba
Residential Condo & Other

1479 Maple Avenue, Unit 405, Milton

Sep 7, 2026
Sold in 10 days

Executive premium apartment located in one of the most desirable areas of Milton. A perfect opportun...

MLS#: W13750884
Sold
Sold: Sep 16, 2026
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Sold property - 3 Bed, 3 Bath Home at 214 Pettigrew Trail Milton ON listed at $898,888 (MLS# W13671272)
SOLD
Sold Price: Members Only
3 bd
3ba
Residential Freehold

214 Pettigrew Trail, Milton

Aug 13, 2026
Sold in 30 days

She's got three bedrooms, two secret doors and absolutely no interest in being basic. The living roo...

MLS#: W13671272
Sold
Sold: Sep 11, 2026
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Sold property - 3 Bed, 4 Bath Home at 95 Waters Boulevard Milton ON listed at $829,000 (MLS# W13638566)
SOLD
Sold Price: Members Only
3 bd
4ba
Residential Freehold

95 Waters Boulevard, Milton

Aug 5, 2026
Sold in 35 days

Welcome to this beautifully renovated 3-bedroom, 4-bathroom townhome nestled in one of Milton's most...

MLS#: W13638566
Sold
Sold: Sep 8, 2026
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Sold property - 3 Bed, 3 Bath Home at 1245 Newell Street Milton ON listed at $949,007 (MLS# W13707958)
SOLD
Sold Price: Members Only
3 bd
3ba
Residential Freehold

1245 Newell Street, Milton

Aug 24, 2026
Sold in 16 days

From the moment you arrive, you'll be drawn in by the timeless curb appeal of this beautiful white h...

MLS#: W13707958
Sold
Sold: Sep 8, 2026
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Sold property - 2 Bed, 1 Bath Home at 1440 Main Street Milton ON listed at $499,900 (MLS# W13593760)
SOLD
Sold Price: Members Only
2 bd
1ba
Residential Condo & Other

1440 Main Street, Unit 303, Milton

Jul 22, 2026
Sold in 38 days

Welcome to this beautifully maintained 2-bedroom, 1-bathroom condo in The Courtyards on Main, a soug...

MLS#: W13593760
Sold
Sold: Aug 28, 2026
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Sold property - 3 Bed, 3 Bath Home at 1190 Fox Crescent Milton ON listed at $999,000 (MLS# W13663716)
SOLD
Sold Price: Members Only
3 bd
3ba
Residential Freehold

1190 Fox Crescent, Milton

Aug 11, 2026
Sold in 14 days

A Dream Home for Modern Living Steps from All the Essentials! This exquisite approx 2000sqf Detached...

MLS#: W13663716
Sold
Sold: Aug 24, 2026
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Sold property - 2 Bed, 2 Bath Home at 1483 Maple Avenue Milton ON listed at $550,000 (MLS# W13659444)
SOLD
Sold Price: Members Only
2 bd
2ba
Residential Condo & Other

1483 Maple Avenue, Unit 401, Milton

Aug 10, 2026
Sold in 11 days

Welcome to 401-1483 Maple Ave, a bright top floor condo in Milton's desirable Dempsey neighbourhood ...

MLS#: W13659444
Sold
Sold: Aug 20, 2026
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Sold property - 3 Bed, 2 Bath Home at 1050 Main Street Milton ON listed at $579,900 (MLS# W13569618)
SOLD
Sold Price: Members Only
3 bd
2ba
Residential Condo & Other

1050 Main Street, Unit 226, Milton

Jul 15, 2026
Sold in 36 days

Welcome to luxury condo living in one of Milton's most sought-after communities! This beautifully ap...

MLS#: W13569618
Sold
Sold: Aug 19, 2026
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Sold property - 1 Bed, 1 Bath Home at 1360 Main Street Milton ON listed at $399,900 (MLS# W13525460)
SOLD
Sold Price: Members Only
1 bd
1ba
Residential Condo & Other

1360 Main Street, Unit 304, Milton

Jul 6, 2026
Sold in 44 days

TOP 5 REASONS TO BUY THIS UNIT! 1. Incredible value for over 600 sq ft. There's lots of room in this...

MLS#: W13525460
Sold
Sold: Aug 18, 2026
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Sold property - 5 Bed, 4 Bath Home at 40 Dills Crescent Milton ON listed at $899,000 (MLS# W13619304)
SOLD
Sold Price: Members Only
5 bd
4ba
Residential Freehold

40 Dills Crescent, Milton

Jul 29, 2026
Sold in 20 days

Tucked into Milton's sought-after Dempsey neighbourhood,this detached two-storey residence offers 4+...

MLS#: W13619304
Sold
Sold: Aug 17, 2026
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Sold property - 2 Bed, 1 Bath Home at 1370 Main Street Milton ON listed at $515,000 (MLS# W13555576)
SOLD
Sold Price: Members Only
2 bd
1ba
Residential Condo & Other

1370 Main Street, Unit 205, Milton

Jul 13, 2026
Sold in 32 days

Open concept Hampton model, 893 sq ft, in the Heart of Milton's Dempsey neighborhood. Just steps awa...

MLS#: W13555576
Sold
Sold: Aug 13, 2026
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Sold property - 3 Bed, 3 Bath Home at 236 Fitzgerald Crescent Milton ON listed at $798,900 (MLS# W13234686)
SOLD
Sold Price: Members Only
3 bd
3ba
Residential Freehold

236 Fitzgerald Crescent, Milton

Jun 3, 2026
Sold in 70 days

Welcome home to this beautiful 3 bed freehold townhome! Amazing location, close to amenities and bac...

MLS#: W13234686
Sold
Sold: Aug 11, 2026
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Sold property - 5 Bed, 4 Bath Home at 1317 Weller Cross Milton ON listed at $1,289,900 (MLS# W13418720)
SOLD
Sold Price: Members Only
5 bd
4ba
Residential Freehold

1317 Weller Cross, Milton

Jun 9, 2026
Sold in 60 days

Welcome to 1317 Weller Crossing, Milton Beautiful Home with State-of-the-Art Upgrades This house is ...

MLS#: W13418720
Sold
Sold: Aug 7, 2026
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Sold property - 2 Bed, 2 Bath Home at 1470 Main Street Milton ON listed at $499,900 (MLS# W13593514)
SOLD
Sold Price: Members Only
2 bd
2ba
Residential Condo & Other

1470 Main Street, Unit 411, Milton

Jul 22, 2026
Sold in 14 days

Welcome to penthouse living in one of Milton's most sought-after locations. This bright and beautifu...

MLS#: W13593514
Sold
Sold: Aug 4, 2026
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Sold property - 3 Bed, 3 Bath Home at 53 Dills Crescent Milton ON listed at $920,000 (MLS# W13531894)
SOLD
Sold Price: Members Only
3 bd
3ba
Residential Freehold

53 Dills Crescent, Milton

Jul 7, 2026
Sold in 29 days

Tucked onto a quiet street in one of Milton's most convenient locations, this move-in-ready home off...

MLS#: W13531894
Sold
Sold: Aug 4, 2026
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Sold property - 2 Bed, 1 Bath Home at 1390 Main Street Milton ON listed at $499,999 (MLS# W13452454)
SOLD
Sold Price: Members Only
2 bd
1ba
Residential Condo & Other

1390 Main Street, Unit 405, Milton

Jun 16, 2026
Sold in 48 days

Welcome to this beautiful top-floor suite at Bristol on Main, where impressive 12-foot vaulted ceili...

MLS#: W13452454
Sold
Sold: Aug 2, 2026
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Sold property - 6 Bed, 4 Bath Home at 1017 Woodward Avenue Milton ON listed at $1,280,000 (MLS# W13062088)
SOLD
Sold Price: Members Only
6 bd
4ba
Residential Freehold

1017 Woodward Avenue, Milton

Apr 21, 2026
Sold in 103 days

RARE OPPORTUNITY Prime Milton LOCATION is Everything: Minutes to Hwy 401, MILTON GO, MILTON LIBRARY,...

MLS#: W13062088
Sold
Sold: Aug 1, 2026
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Sold property - 4 Bed, 4 Bath Home at 267 Fitzgerald Crescent Milton ON listed at $949,900 (MLS# W13559248)
SOLD
Sold Price: Members Only
4 bd
4ba
Residential Freehold

267 Fitzgerald Crescent, Milton

Jul 13, 2026
Sold in 19 days

Welcome to this Highly Upgraded gem. The 267 Fitzgerald Crescent. Stunning Fully Upgraded Home In A ...

MLS#: W13559248
Sold
Sold: Jul 31, 2026
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Sold property - 4 Bed, 5 Bath Home at 1228 Fox Crescent Milton ON listed at $1,399,000 (MLS# W13438172)
SOLD
Sold Price: Members Only
4 bd
5ba
Residential Freehold

1228 Fox Crescent, Milton

Jun 12, 2026
Sold in 47 days

Step into luxury with this stunning, fully detached all-brick residence that has been impeccably mai...

MLS#: W13438172
Sold
Sold: Jul 28, 2026
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Sold property - 5 Bed, 4 Bath Home at 1297 Roper Drive Milton ON listed at $1,168,000 (MLS# W13545198)
SOLD
Sold Price: Members Only
5 bd
4ba
Residential Freehold

1297 Roper Drive, Milton

Jul 9, 2026
Sold in 16 days

Welcome to 1297 Roper Drive, a spacious all-brick and stone family home on a premium pie-shaped lot ...

MLS#: W13545198
Sold
Sold: Jul 24, 2026
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Sold property - 4 Bed, 3 Bath Home at 1201 Fox Crescent Milton ON listed at $1,299,999 (MLS# W13442240)
SOLD
Sold Price: Members Only
4 bd
3ba
Residential Freehold

1201 Fox Crescent, Milton

Jun 13, 2026
Sold in 42 days

Welcome to 1201 Fox Crescent, a beautifully maintained family home that combines comfort, functional...

MLS#: W13442240
Sold
Sold: Jul 24, 2026
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Sold property - 3 Bed, 4 Bath Home at 1201 Mowat Lane Milton ON listed at $975,000 (MLS# W13456138)
SOLD
Sold Price: Members Only
3 bd
4ba
Residential Freehold

1201 Mowat Lane, Milton

Jun 17, 2026
Sold in 35 days

Beautifully renovated 3-bedroom, 3+1 bathroom semi-detached home in Milton's sought-after Dempsey co...

MLS#: W13456138
Sold
Sold: Jul 21, 2026
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Sold property - 2 Bed, 1 Bath Home at 1450 Main Street Milton ON listed at $489,900 (MLS# W13473066)
SOLD
Sold Price: Members Only
2 bd
1ba
Residential Condo & Other

1450 Main Street, Unit 412, Milton

Jun 22, 2026
Sold in 29 days

Welcome to this beautifully maintained 1-bedroom plus den condo at 1450 Main Street East in Milton. ...

MLS#: W13473066
Sold
Sold: Jul 20, 2026
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Sold property - 2 Bed, 1 Bath Home at 1487 Maple Avenue Milton ON listed at $499,000 (MLS# W13420860)
SOLD
Sold Price: Members Only
2 bd
1ba
Residential Condo & Other

1487 Maple Avenue, Unit 403, Milton

Jun 9, 2026
Sold in 39 days

Located in Milton's desirable Maple Crossing community, this updated 2 bedroom suite with two parkin...

MLS#: W13420860
Sold
Sold: Jul 17, 2026
Want to see what this home sold for?
Sold property - 2 Bed, 2 Bath Home at 165 HAMPSHIRE Way Milton ON listed at $689,911 (MLS# W13463960)
SOLD
Sold Price: Members Only
2 bd
2ba
Residential Freehold

165 HAMPSHIRE Way, Unit 128, Milton

Jun 18, 2026
Sold in 28 days

Welcome Home! Step into this bright and beautifully maintained end-unit townhome, offering the perfe...

MLS#: W13463960
Sold
Sold: Jul 15, 2026
Want to see what this home sold for?
Sold property - 4 Bed, 4 Bath Home at 147 Waters Boulevard Milton ON listed at $899,000 (MLS# W13491632)
SOLD
Sold Price: Members Only
4 bd
4ba
Residential Freehold

147 Waters Boulevard, Milton

Jun 20, 2026
Sold in 26 days

Remarkable Fully Upgraded Home In Most Desirable Location Of Milton. Easy Access To 401, Close To Go...

MLS#: W13491632
Sold
Sold: Jul 15, 2026
Want to see what this home sold for?
Sold property - 3 Bed, 3 Bath Home at 88 Manley Lane Milton ON listed at $799,900 (MLS# W13494316)
SOLD
Sold Price: Members Only
3 bd
3ba
Residential Freehold

88 Manley Lane, Milton

Jun 26, 2026
Sold in 19 days

This three-bedroom townhouse is a fantastic option for anyone looking for a blend of comfort, conven...

MLS#: W13494316
Sold
Sold: Jul 14, 2026
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Sold property - 2 Bed, 3 Bath Home at 165 Hampshire Way Milton ON listed at $688,800 (MLS# W13486346)
SOLD
Sold Price: Members Only
2 bd
3ba
Residential Freehold

165 Hampshire Way, Unit 106, Milton

Jun 24, 2026
Sold in 20 days

Imagine coming home to this move in ready home in the family friendly Dempsey neighbourhood, just mi...

MLS#: W13486346
Sold
Sold: Jul 13, 2026
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Sold property - 3 Bed, 3 Bath Home at 113 Panton Trail Milton ON listed at $799,900 (MLS# W13465872)
SOLD
Sold Price: Members Only
3 bd
3ba
Residential Freehold

113 Panton Trail, Milton

Jun 19, 2026
Sold in 23 days

This inviting home offers 3 spacious bedrooms and 2.5 bathrooms, providing plenty of room for a grow...

MLS#: W13465872
Sold
Sold: Jul 11, 2026
Want to see what this home sold for?
Sold property - 4 Bed, 4 Bath Home at 212 Ellis Crescent Milton ON listed at $1,100,000 (MLS# W13505242)
SOLD
Sold Price: Members Only
4 bd
4ba
Residential Freehold

212 Ellis Crescent, Milton

Jun 30, 2026
Sold in 10 days

Located in one of Milton's most desirable neighbourhoods, this beautifully maintained 3-bedroom, 4-b...

MLS#: W13505242
Sold
Sold: Jul 9, 2026
Want to see what this home sold for?
Sold property - 3 Bed, 3 Bath Home at 162 Panton Trail Milton ON listed at $799,000 (MLS# W12692848)
SOLD
Sold Price: Members Only
3 bd
3ba
Residential Freehold

162 Panton Trail, Milton

Jan 12, 2026
Sold in 178 days

End-unit townhome with large, open-concept floor plan. Living/dining room with hardwood flooring. Ki...

MLS#: W12692848
Sold
Sold: Jul 8, 2026
Want to see what this home sold for?
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Dempsey, Dempsey, Milton Sold Real Estate FAQs

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Why is viewing sold data helpful when buying or selling in Dempsey, Dempsey, Milton?

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Recently Sold Homes in Dempsey, Dempsey, Milton | Past MLS® Sale Prices & Comps