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MLS® listings · updated daily Seller's market · 58/100

Dempsey Real Estate & Homes for Sale

Dempsey, Milton

Currently a seller's market in Dempsey. Browse 39 MLS® listings, local market stats, and recent sold history across Dempsey, Milton — updated daily.

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  • Licensed real estate brokerage
  • Direct MLS® feed
  • Zara, AI virtual agent
  • Paired mortgage support
1471 Maple Avenue, Dempsey: home for sale
1471 Maple Avenue · $2,650Listed by RIGHT AT HOME REALTY, Brokerage

Dempsey at a glance

MLS® data

Homes for sale
39
For rent
12
Sold · 90 days
49
Average sold price · 90 days
$830,298

Market typeSeller's market · 58/100

37 days on market (average) · 1.9 months of inventory

Full market reportAll Milton real estate
Zara, Summitly's AI virtual agent (AI-generated image)
Zara · AI virtual agent

Meet Zara · Dempsey

Ask Zara about any listing, street, school zone, or sold comparable in Dempsey, Milton. Available 24/7 via chat or phone — no signup, no waiting.

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AI-friendly answerUpdated daily from MLS®

Dempsey, Milton currently has 39 active MLS® listings for sale, alongside 49 recent sold-property records, local pricing, and recent market trend data — all sourced directly from MLS® and updated daily. Through Mortgage Squad Advisors — Summitly's preferred mortgage partner — you can browse Dempsey listings and talk to a licensed mortgage advisor in the same flow.

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New in Dempsey, Milton

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Market intelligence

Home price trends & market temperature in Dempsey, Milton

Composite hotness score, the year-long sold-price line, and a plain-English read on the Dempsey data from Zara, our real estate AI.

Full Dempsey market breakdown
Market temperature

Dempsey is leaning toward a seller's market

Composite score derived from days-on-market and months-of-inventory signals.

58
warm
Cool buyer's mktBalancedHot seller's mkt
  • Days on market
    37
    Lower = hotter
  • Months of inventory
    1.9
    Under 4 = hot
  • Closed (90d)
    62
    MLS® last 90 days
12-month trend

Average sold price in Dempsey, Milton

Last 12 months of MLS® closed transactions, average per month.

$830,298
-20.6% YoY
$718,350
Nov 25Oct 26
Zara's take · Dempsey
Dempsey is currently a leaning toward sellers.

The latest monthly average sold price is roughly 20.6% lower than 12 months earlier. Monthly averages move with the mix of homes that sold, so treat this as a direction rather than a precise change. Inventory is tight at ~1.9 months of supply.

Practical takeaway

Buyers: lead with strong financing and limit conditions on the right home. Sellers: price competitively but expect interest.

Generated from MLS® data — not investment advice.See the full report
Market snapshot

Dempsey, Milton real estate market: the numbers

MLS® closed-transaction stats for the selected window.

  • Avg sold price
    $830,298
  • Median sold price
    $831,500
  • Avg days on market
    37 days
  • Closed sales
    62
Sold price breakdown

What homes actually sell for in Dempsey, Milton

Average MLS® sold price by property type and bedroom count, for the selected window.

By property type
  • Detached$1,046,246
  • Semi-detached$894,545
  • Townhouse$760,742
  • Condo$498,238
By bedroom count
  • 1-bed$439,127
  • 2-bed$568,042
  • 3-bed$847,299
  • 4-bed$1,098,427
Speed & benchmarks

How fast Dempsey, Milton sells, and how it compares

Days-on-market trend, price per square foot, and how the neighbourhood stacks up against the provincial average.

Avg days on market
56d
Lower is faster
Price / sq ft
$627
Avg sold
Avg price vs Ontario
$830,298
$684 vs province avg
Dempsey homes sell 1 days slower than the Ontario average
What this means

Your Dempsey, Milton move depends on which side you're on

A plain-English read of the numbers above for buyers and sellers.

If you're buying

Inventory moves fast in Dempsey. Get pre-approved before you shop, keep your conditions tight, and be ready to act on the day a listing hits — strong listings won't wait for the weekend.

If you're selling

Demand favours sellers in Dempsey. Price to the recent comps above, present the home well, and a tight offer window can turn strong interest into competing offers.

Figures are computed from the direct MLS® feed — closed transactions over the selected window and current active inventory, refreshed regularly. Averages can swing in lower-volume windows; treat them as direction, not a precise appraisal.
Explore the data

Dempsey month by month

Homes sold, new listings, asking prices, days on market and rent in Dempsey, up to five years, by home type, against Milton or Ontario. Updated September 2026.

Homes sold · Dempsey · All home types · 2 years

Homes that sold firm in the month.

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Focus the chart and use the left and right arrow keys, Home and End to step through months. The table view lists every figure.

Source: TRREB MLS® System data, compiled by Summitly. A median needs at least 5 homes behind it, so thin months are left out. No sold prices or single homes are shown here. MLS® data is deemed reliable but not guaranteed.

Report on my neighbourhood: Dempsey

Once a month, when the month's figures are final: Dempsey's homes sold, new listings, asking prices and days on market against last month and last year, a short take, and a link back to these charts. Unsubscribe in one click.

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Browse by price

Dempsey, Milton homes for sale by price range

Active MLS® listings per price band.

  • Under $500K
    12
  • $500K – $750K
    12
  • $750K – $1M
    8
  • $1M – $1.5M
    7
  • $1.5M – $2M
    0
  • Over $2M
    0
Browse by type

Dempsey, Milton homes by property type

Detached, semi-detached, townhouse, condo, multi-family and commercial inventory — all in one view.

  • Detached
    Standalone homes on their own lot.
    6 listings
  • Semi-Detached
    Side-by-side homes sharing a wall.
    5 listings
  • Townhouses
    Multi-storey row homes.
    5 listings
  • Condos
    Apartments and condo suites.
    19 listings
  • Multi-Family
    Duplexes, triplexes, fourplexes.
    0 listings
  • Commercial
    Retail, office, industrial.
    0 listings
Browse by bedrooms

Dempsey, Milton listings by bedroom count

  • 1+ Bedroom
    36
  • 2+ Bedrooms
    28
  • 3+ Bedrooms
    15
  • 4+ Bedrooms
    6
  • 5+ Bedrooms
    0
Browse by intent

Popular Dempsey, Milton searches

The way buyers really search — new listings, price drops, condos, detached, move-in ready, and more. One tap drops you on the map with that filter applied.

People also ask

Common Dempsey, Milton real estate questions, answered

Quick answers to the questions people ask most.

  • How long does it take to sell a home in Dempsey?

    The average days-on-market figure in the market sections reflects how quickly homes are selling in Dempsey. Lower is hotter — anything under 14 days typically indicates a seller's market.

  • Should I rent or buy in Dempsey?

    That depends on rent-to-price ratios, your time horizon, and your tax situation. Run the numbers with Summitly's mortgage calculator, then ask Zara — or a licensed advisor — for a personal recommendation.

Nearby neighbourhoods

Explore nearby in Milton

Other Milton neighbourhoods worth a look — each with its own MLS® listings hub.

All Milton real estate
About the neighbourhood

Living in Dempsey, Milton

Summitly's Dempsey, Milton hub tracks 39 active for-sale listings alongside recent sold history, local pricing, days-on-market, and lender-ready financing — all in one place.

Whether you're buying in Dempsey for the first time or trading up within Milton, the data on this page comes directly from the MLS® and is updated daily. Use the price-band, property-type, and bedroom browse tiles below to narrow Dempsey inventory in seconds, or jump onto the map to draw your own search area.

Already pre-approved? Click any listing to connect with a licensed mortgage advisor at Mortgage Squad Advisors — Summitly's preferred mortgage partner. Not pre-approved yet? Zara, Summitly's AI virtual agent, can give you a target purchase price for Dempsey in under two minutes — no credit pull required.

Automated estimate from recent area sales. Sign in or create a free account to see it, and we'll email the full report.

The 5-step plan

How to buy a home in Dempsey, Milton

The exact playbook Summitly's licensed advisors walk every first-time buyer through.

  1. 1

    Get pre-approved with Summitly's mortgage partner

    Confirm your maximum purchase price and lock a rate hold before you tour homes in Dempsey. Compare mortgage options with our partner, Mortgage Squad Advisors.

  2. 2

    Browse MLS® listings in Dempsey

    Use the browse-by-price, browse-by-type, and bedroom tiles on this page to narrow Dempsey inventory in seconds. Open any listing for full details, photos, and neighbourhood comparables.

  3. 3

    Tour homes with a licensed agent

    Summitly can connect you with a vetted Milton agent or your existing realtor — every Dempsey listing on the site is real, MLS®-sourced, and bookable for showings.

  4. 4

    Make an informed offer using sold history

    Reference Dempsey's recent sold data to benchmark fair value before you write the offer. Zara, our real estate AI, can also pull instant comparables for any Dempsey address you ask about.

  5. 5

    Close with confidence

    Your Summitly advisor coordinates the lender, lawyer, and closing paperwork so the keys end up in your hand on time. Insurance and movers are optional add-ons.

Frequently asked questions

Buying and selling in Dempsey, Milton: your questions, answered

Plain-English answers grounded in MLS® data and Summitly's broker-of-record knowledge.

  • How many homes are for sale in Dempsey right now?

    There are 39 homes currently for sale in Dempsey, Milton according to MLS® data. Summitly updates this count daily so you're always working with current Dempsey inventory.

  • How much does an average home cost in Dempsey?

    Average and median sale prices for Dempsey, Milton are calculated from closed MLS® transactions over the last 90 days and shown in the market sections on this page. Open any property for neighbourhood-level comparables.

  • Can I rent in Dempsey on Summitly?

    Yes — Summitly currently lists 12 rental properties in Dempsey, Milton. Use the For Rent toggle to filter to leases.

  • How many homes have sold in Dempsey recently?

    Summitly's 90-day sold index for Dempsey covers 49 closed transactions, each with the original list price, final sold price, and days on market so you can benchmark fair value before you offer.

  • Is Dempsey a good place to buy in Milton?

    That depends on your budget, timing, and financing. The market sections on this page show Dempsey's average and median sold price, days on market, and closed transaction count — the signals agents use to read a neighbourhood. For a personal answer, ask Zara for a tailored affordability snapshot.

  • Where does Summitly's Dempsey listing data come from?

    Every active listing, sold record, and statistic on this page is sourced from the MLS®, updated daily. Summitly does not scrape or guess — if it's on this page, a licensed Canadian brokerage has authorised the feed.

  • Can I get a mortgage pre-approval through Summitly while I browse Dempsey?

    Yes. Summitly partners with Mortgage Squad Advisors, a licensed Canadian mortgage brokerage. Click "Get pre-approved" anywhere on the site or chat with Zara to start an application, and compare mortgage options with our partner.

  • Does Summitly cover other Milton neighbourhoods?

    Yes — Summitly maintains live, MLS®-connected pages for Milton and its neighbourhoods. Use the "Explore nearby in Milton" strip below, or open the full Milton real estate hub. Ontario city pages are linked from there too.

Licensed Ontario real estate brokerage

Coldwell Banker Summit Realty, Brokerage

Coldwell Banker Summit Realty, Brokerage is registered with the Real Estate Council of Ontario (RECO). Its licensed agents can help you buy, sell or lease in Dempsey, Milton, from showings and offers to closing. When you are ready to finance, you can compare mortgage options with our partner, Mortgage Squad Advisors.

  • RECO-registered brokerage
  • Licensed agents
  • Zara, AI virtual agent
Contact a licensed agentChat with Zara (AI) instead

Coldwell Banker Summit Realty, Brokerage. Waqar Afzal, Broker of Record. Each office is independently owned and operated.

Ready to make a move in Dempsey?

Estimate what you can afford, talk to a licensed mortgage advisor about pre-approval, or ask Zara for a personal affordability snapshot.

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