Homes for sale in 1029 - DE Dempsey, Milton

51 active MLS® listings in 1029 - DE Dempsey. Updated daily from the live feed.

For Sale30 days34
$929,000
4 beds 4 baths
1155 DAVIS LANE, Milton (DE Dempsey), ON, L9T5R2
MLS® W13819440 • Royal LePage Real Estate Services Ltd., Brokerage
For Sale35 days37
$399,000
1 bed 1 bath
110 - 1471 MAPLE AVENUE N, Milton (DE Dempsey), ON, L9T0B4
MLS® W13803982 • ROYAL LEPAGE REAL ESTATE SERVICES LTD.
For Sale37 days36
$1,149,900
4 beds 3 baths
187 COOKE CRESCENT, Milton (DE Dempsey), ON, L9T6E4
MLS® W13794070 • RE/MAX REALTY SPECIALISTS INC.
For Rent37 days48
$3,750/mo
4 beds 3 baths
1220 KNIGHT TRAIL, Milton (DE Dempsey), ON, L9T5R9
MLS® W13791228 • iCloud Realty Ltd.
For Sale47 days45
$1,339,000
4 beds 4 baths
1239 FOX CRESCENT, Milton (DE Dempsey), ON, L9T0S7
MLS® W13749700 • RE/MAX REALTY SPECIALISTS INC.
For Sale49 days46
$889,900
3 beds 4 baths
276 FITZGERALD CRESCENT, Milton (DE Dempsey), ON, L9T5Y3
MLS® W13747818 • RE/MAX REALTY SERVICES INC.
For Sale53 days13
$589,900
2 beds 2 baths
112 - 1471 MAPLE AVENUE, Milton (DE Dempsey), ON, L9T0B4
MLS® W13727334 • HOUSESIGMA INC.
For Sale64 days36
$949,000
3 beds 3 baths
71 LIVINGSTON ROAD, Milton (DE Dempsey), ON, L9T6B8
MLS® W13697148 • REVEL REALTY INC.
For Sale65 days36
$399,900
2 beds 1 bath
206 - 1479 MAPLE AVENUE, Milton (DE Dempsey), ON, L9T0B5
MLS® W13691544 • CENTURY 21 GREEN REALTY INC.
For Rent65 days17
$3,150/mo
3 beds 3 baths
7 - 165 HAMPSHIRE WAY, Milton (DE Dempsey), ON, L9T6H7
MLS® W13691300 • ROYAL LEPAGE REAL ESTATE SERVICES LTD.
For Sale71 days29
$789,900
3 beds 4 baths
166 PANTON TRAIL, Milton (DE Dempsey), ON, L9T6K4
MLS® W13671298 • Royal LePage Meadowtowne Realty Inc., Brokerage
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Market stats in 1029 - DE Dempsey

51
Active listings
$589,900
Median list price
$2,563/mo
Median rent
35
For sale
16
For rent

Property types in 1029 - DE Dempsey

["Apartment"]: 32["House"]: 11["Row / Townhouse"]: 7["Duplex"]: 1

About 1029 - DE Dempsey real estate

1029 - DE Dempsey currently has 51 active MLS® listings on GetSetSold.ca, with a median list price of $589,900. The market is dominated by ["apartment"], and new listings are added daily from the live MLS® feed, so what you see here is always current.

Whether you're buying your first home, upsizing, or looking for an investment property, browsing live 1029 - DE Dempsey listings is the best way to understand what your budget buys right now. Prefer to rent? There are also 16 rental listings available in 1029 - DE Dempsey. For a personalized take on the 1029 - DE Dempsey market — pricing trends, neighbourhood trade-offs, and upcoming listings — talk to a local REALTOR® who works these streets every day.

FAQs about 1029 - DE Dempsey real estate

How many homes are listed in 1029 - DE Dempsey?

There are currently 51 active MLS® listings in 1029 - DE Dempsey, including 35 homes for sale and 16 properties for rent. Listings update daily from the live MLS® feed.

What is the median home price in 1029 - DE Dempsey?

The median list price for homes in 1029 - DE Dempsey is $589,900, based on currently active MLS® listings.

What is the median rent in 1029 - DE Dempsey?

The median asking rent in 1029 - DE Dempsey is currently $2,563 per month, based on active rental listings.

What types of properties are available in 1029 - DE Dempsey?

The 1029 - DE Dempsey market offers 32 ["apartment"]s, 11 ["house"]s, 7 ["row / townhouse"]s, 1 ["duplex"].

Meet your 1029 - DE Dempsey, Milton expert

Rohit K Sharma

Real Estate Agent · Lombard Group Real Estate Inc., Brokerage
★★★★★ 5.0 · 65 Google reviews · Serving 1029 - DE Dempsey, Milton & surrounding areas · More about Rohit →

51 active listings in 1029 - DE Dempsey, Milton with a $590K median — a balanced market where pricing strategy decides who wins. Ask me what your street is doing.

1% listing fee$1,500 buyer cash-backFree valuations

Oakville Milton Market

Use our home price trends to better gauge local market conditions and plan your next move. The graphs below show benchmark prices of homes sold in the area. Data generated by MLS® Systems and the MLS® Home Price Index (HPI) — Canada's most advanced tool to gauge local home price levels and trends.

Market Price (CAD)$1,023,000Difference over last year (%)-4.2%

Year over year

$1.1M$1.1M$1.0M$1.0M$1.0MOct ’25Dec ’25Feb ’26May ’26Jul ’26Sep ’26$1,023,000Sep ’26

Past 10 years

$1.4M$1.3M$1.1M$956K$792KDec ’17Dec ’19Dec ’21Dec ’22Dec ’24Sep ’26$1,023,000Sep ’26

Contact us for more detailed market information.

Source: CREA MLS® Home Price Index · Oakville Milton · Updated 2026-09

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