Homes for sale in 1029 - DE Dempsey, Milton

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

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For Rent77 days12

$2,200/mo

2 beds 1 bath

206 - 1340 MAIN STREET, Milton (DE Dempsey), ON, L9T7S6

MLS® W13653386 • RIGHT AT HOME REALTY

For Sale77 days23

$619,888

2 beds 3 baths

108 - 1202 MAIN STREET E, Milton (DE Dempsey), ON, L9T9K8

MLS® W13651452 • ROYAL LEPAGE PREMIUM ONE REALTY

For Sale88 days39

$580,000

2 beds 2 baths

313 - 1340 MAIN STREET E, Milton (DE Dempsey), ON, L9T7S6

MLS® W13609428 • RE/MAX REALTY SPECIALISTS INC.

For Sale92 days32

$879,900

3 beds 3 baths

248 PETTIGREW TRAIL, Milton (DE Dempsey), ON, L9T5X7

MLS® W13597254 • Royal LePage Meadowtowne Realty Inc., Brokerage

For Rent107 days29

$1,999/mo

1 bed 1 bath

321 - 1050 MAIN STREET E, Milton (DE Dempsey), ON, L9T9M3

MLS® W13537764 • SMARTWAY REALTY

For Sale143 days31

$459,900

1 bed 1 bath

405 - 1050 MAIN STREET E, Milton (DE Dempsey), ON, L9T9M3

MLS® W13226910 • RE/MAX REALTY SPECIALISTS INC.

For Rent186 days16

$2,725/mo

2 beds 3 baths

102 - 1210 MAIN STREET E, Milton (DE Dempsey), ON, L9T9K9

MLS® W13022348 • EASY LIST REALTY LTD.

Market stats in 1029 - DE Dempsey

Active listings

$589,900

Median list price

$2,563/mo

Median rent

For sale

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

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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

Past 10 years

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