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 Sale7 days50

$549,000

2 beds 2 baths

102 - 1479 MAPLE AVENUE, Milton (DE Dempsey), ON, L9T0B5

MLS® W14086952 • RE/MAX REAL ESTATE CENTRE INC.

For Sale7 days32

$625,000

3 beds 2 baths

112 - 1380 MAIN STREET E, Milton (DE Dempsey), ON, L9T0R3

MLS® W14086898 • RE/MAX PREMIER INC.

For Rent7 days16

$2,475/mo

1 bed 1 bath

309 - 1460 MAIN STREET E, Milton (DE Dempsey), ON, L9T8W5

MLS® W14085972 • CENTURY 21 MILLER REAL ESTATE LTD.

For Rent7 days16

$2,475/mo

2 beds 1 bath 940 m²

1460 MAIN Street E Unit# 309, Milton, ON, L9T8W5

MLS® 40869822 • Century 21 Miller Real Estate Ltd.

For Rent8 days28

$2,100/mo

2 beds 1 bath

206 - 1491 MAPLE AVENUE, Milton (DE Dempsey), ON, L9T0B8

MLS® W14080426 • RE/MAX EXPERTS

For Sale9 days27

$569,000

2 beds 2 baths

302 - 1471 MAPLE AVENUE, Milton (DE Dempsey), ON, L9T0B4

MLS® W14034120 • Unknown

For Sale9 days25

$625,000

3 beds 2 baths

414 - 1483 MAPLE AVENUE, Milton (DE Dempsey), ON, L9T0B6

MLS® W14032348 • RE/MAX REALTY SPECIALISTS INC.

For Sale10 days43

$515,000

2 beds 2 baths

301 - 1350 MAIN STREET E, Milton (DE Dempsey), ON, L9T7S7

MLS® W14029514 • Keller Williams Edge Realty

For Sale10 days43

$515,000

2 beds 2 baths 1,013 m²

1350 MAIN Street E Unit# 301, Milton, ON, L9T7S7

MLS® 40871053 • Keller Williams Edge Realty

For Sale10 days33

$1,149,999

5 beds 4 baths

169 COOKE CRESCENT, Milton (DE Dempsey), ON, L9T6E5

MLS® W14004864 • RE/MAX REAL ESTATE CENTRE INC.

For Sale10 days28

$349,900

2 beds 1 bath

206 - 1491 MAPLE AVENUE, Milton (DE Dempsey), ON, L9T0B8

MLS® W14004300 • RE/MAX EXPERTS

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.

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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