Homes for sale in 1029 - DE Dempsey, Milton

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

For Sale11 days28
$349,900
2 beds 1 bath
206 - 1491 MAPLE AVENUE, Milton (DE Dempsey), ON, L9T0B8
MLS® W14004300 • RE/MAX EXPERTS
For Sale14 days27
$599,999
2 beds 3 baths
103 - 1208 MAIN STREET E, Milton (DE Dempsey), ON, L9T9K7
MLS® W13883678 • RE/MAX REALTY SPECIALISTS INC.
For Sale15 days50
$849,000
4 beds 3 baths
1268 NEWELL STREET, Milton (DE Dempsey), ON, L9T6C2
MLS® W13880968 • RE/MAX PREMIER INC.
For Sale16 days34
$489,000
2 beds 1 bath
412 - 1460 MAIN STREET E, Milton (DE Dempsey), ON, L9T8W5
MLS® W13873676 • RE/MAX REAL ESTATE CENTRE INC.
For Rent16 days34
$2,450/mo
2 beds 1 bath
412 - 1460 MAIN STREET E, Milton (DE Dempsey), ON, L9T8W5
MLS® W13873384 • RE/MAX REAL ESTATE CENTRE INC.
For Rent19 days17
$2,250/mo
1 bed 1 bath
401 - 1050 MAIN STREET, Milton (DE Dempsey), ON, L9T9M3
MLS® W13860022 • SAVE MAX SPECIALISTS REALTY
For Sale22 days43
$920,000
4 beds 3 baths
1015 BORDEN LANE, Milton (DE Dempsey), ON, L9T5N9
MLS® W13850350 • EXP REALTY
For Sale24 days40
$499,000
2 beds 1 bath
114 - 1050 MAIN STREET E, Milton (DE Dempsey), ON, L9T9M3
MLS® W13843362 • ROYAL LEPAGE CERTIFIED REALTY
For Rent25 days28
$3,250/mo
2 beds 2 baths
204 - 1050 MAIN STREET E, Milton (DE Dempsey), ON, L9T9M3
MLS® W13838934 • REAL BROKER ONTARIO LTD.
For Sale29 days36
$1,389,999
4 beds 3 baths
116 DIXON DRIVE, Milton (DE Dempsey), ON, L9T5P7
MLS® W13826006 • ROYAL LEPAGE MEADOWTOWNE REALTY
For Sale30 days41
$579,100
2 beds 2 baths
210 - 1380 MAIN STREET E, Milton (DE Dempsey), ON, L9T7S4
MLS® W13822814 • RE/MAX GOLD REALTY INC.
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Market stats in 1029 - DE Dempsey

52
Active listings
$584,950
Median list price
$2,563/mo
Median rent
36
For sale
16
For rent

Property types in 1029 - DE Dempsey

["Apartment"]: 33["House"]: 11["Row / Townhouse"]: 7["Duplex"]: 1

About 1029 - DE Dempsey real estate

1029 - DE Dempsey currently has 52 active MLS® listings on GetSetSold.ca, with a median list price of $584,950. 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 52 active MLS® listings in 1029 - DE Dempsey, including 36 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 $584,950, 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 33 ["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 →

52 active listings in 1029 - DE Dempsey, Milton with a $585K 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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