The Condo Bar Real Estate
Walker's Square Condos view

Condominium · Headon, Burlington

Walker's Square Condos3499 Upper Middle Road, Burlington, ON L7M 4M7

Low-rise condominium living in Burlington's Headon neighbourhood

As of October 2026, Walker's Square Condos has 2 units for sale from $349.9K to $399.9K and 1 for rent at $2,200 a month. Maintenance fees run $852 a month.

2 Listings$349.9K–$399.9KListings updated Oct 14, 8:02 PM EDT
Nearby on the map

Walker's Square Condos is at 3499 Upper Middle Road in Headon Forest, a leafy north Burlington neighbourhood. Compact one- and two-bedroom suites make it an accessible start for first-time buyers and singles. A Pet Valu is about 100 metres away, Neighbours grocery and Red Chillie are around 200 metres, and a grocery store and pharmacy are a few minutes away at Walkers Line.

Year Built
1998
Units
51
Floors
4
Suite Sizes
600–999 ft²
Asking Now
$349.9K–$399.9K
Maintenance
$852/mo

About Walker's Square Condos

Completed in 1998 by Valfour Developments, the 4-storey building has 51 suites from 600 to 999 sq ft. Amenities include a fitness centre, a party room, and a games room.

Walker's Square is a four-storey condo at 3499 Upper Middle Road. Valfour Developments built it in 1998. It has 51 suites, in the leafy Headon Forest area of north Burlington.

Suites run from about 600 to 999 square feet, with one or two bedrooms. That makes the building an affordable first step for first-time buyers and singles.

Owners can work out in the gym, relax in the games room or book the party room. The building has an elevator and a car wash, and guests have parking. A shared barbecue is on site, and owners may barbecue too.

Headon was built through the 1980s and 1990s around Walkers Line and Upper Middle Road. Parks, trails and quiet streets surround the building. Ireland Park has sports fields and a community garden, and a paved path runs along the hydro corridor for walks and bike rides. A pet store is about 100 metres away, and a small grocer is close. The Price Chopper plaza at the corner covers daily needs. Public and Catholic schools serve the area; check catchments by address.

Highway 407 is a quick drive north, and the QEW is south. Appleby and Burlington GO stations are both a short drive.

For similar units, compare 2030 Cleaver Avenue. The Headon market report tracks local sales, and more units are on Burlington condos for sale.

Unit Types in This Building

Unit TypeAsking NowSizeMaint. /ft²/mo
1 Bed$349.9K–$399.9K750 ft²$1.14
2 BedNone listed——

Prices shown are current asking prices for active For Sale listings of that unit type -- not sold prices, and not every unit type has one on the market right now.

$/ft²/mo is each unit type's monthly maintenance fee divided by its size, from this building's current listings only.

Building Amenities

  • BBQs Allowed
  • Car Wash
  • Community BBQ
  • Elevator
  • Game Room
  • Gym
  • Party Room/Meeting Room
  • Visitor Parking

Compiled from amenities reported in this building's past listings. Not an official building amenities list and may be incomplete or out of date -- confirm directly with the condo corporation or property management.

Maintenance fee reflect this building's currently active listings, not an official building-wide figure -- individual units may differ. Data provided by MLS® and should be independently verified; no liability is assumed for any errors or omissions.

Headon Neighbourhood

Walker's Square Condos is located in Headon, Burlington.

See what's nearby -- schools, parks, shopping and transit -- in the map below.

Explore the Headon neighbourhood guide

What’s Nearby

Nearby Schools

Elementary

Secondary

All Burlington schools →

School details come from the Ontario Ministry of Education and the school boards, and may change. Boundaries, programs and grades are set by each board and can change from year to year, so confirm with the board before you buy.

Nearby Amenities

Bar

  • Uptown Tavern238 m

Grocery

  • Neighbours157 m
  • Convenience K230 m

Pet Store

  • Pet Valu128 m
  • Pet Max527 m

Restaurant

  • Red Chillie163 m
  • St. Louis Bar & Grill334 m
  • Rust Bistrobar351 m

Walker's Square Condos Market Snapshot

Live snapshot of this building's own listings -- rentals not included

Bedrooms

Walker's Square Condos currently has 2 homes for sale, with a median asking price of $374.9K, averaging 147 days on market. Over the last 24 months, 7 units have sold in the building at a median of $512.5K — selling at 95% of asking price (based on a small number of sales).

Walker's Square Condos by the numbers

vs Headon and Burlington

At Walker's Square Condos, the median asking price for condo apartments is $374.9K, lower than Headon ($424.4K) and Burlington ($568K).

At Walker's Square Condos, listings have been on the market for an average of 147 days, longer than Headon (125) and Burlington (51).

At Walker's Square Condos, there are 6.9 months of inventory at the recent sales pace, more than Burlington (5.5).

MetricWalker's Square Condos
Live snapshot · sold last 24mo
Headon
2026-10-01 · sold last 24mo
Burlington
2026-10-01 · sold last 24mo
Active Listings24187
Median Asking Price$374.9K$424.4K$568K
Avg. Days on Market14712551
Sold (24mo)743837
Median Sold Price$512.5K$455K$540K
Median $/sqft (Sold)$545$527$600
Sale-to-List Ratio95%96%96%
Months of Inventory6.9 mo—5.5 mo

Active Inventory

Active Listings by Unit Type

Unit TypeCountMedianHighestLowestAvg. DOM
1 Bed2$374.9K$399.9K$349.9K147

Closed Sales — Last 24 Months

Recently Sold7 soldin the last 24 monthsMedian $512.5K, 95% of asking. Based on a small number of sales (7). See the address, photos and exact sale price for every recent transaction, free with a registered account.

Based on a small number of sales (7) — figures may not reflect the broader market.

Aggregate estimates from TRREB MLS® data (PropTx feed). Deemed reliable but not guaranteed, and not an appraisal. Full terms.

Frequently Asked Questions

Where is Walker's Square Condos located?

Walker's Square Condos is located at 3499 Upper Middle Road in the Headon neighbourhood of Burlington, Ontario.

Who is the developer of Walker's Square Condos and when was it built?

The building was developed by Valfour Developments and completed in 1998.

What types and sizes of suites are available in the building?

The development features 51 suites offering one- and two-bedroom layouts, with sizes ranging from approximately 600 to 999 square feet.

What building amenities are available to residents at 3499 Upper Middle Road?

Residents have access to a gym, game room, party or meeting room, visitor parking, an elevator, a car wash, community BBQs, and BBQs are allowed on-site.

Is Walker's Square Condos convenient for commuters?

Yes, the building is highly accessible for commuters, with both Highway 407 and the QEW within easy reach. Additionally, the Appleby and Burlington GO stations are a short drive to the south on the Lakeshore West line.

What schools and parks are nearby in the Headon community?

Nearby parks include Ireland Park, which offers sports fields and a community garden. Local public schools include C.H. Norton, Florence Meares, and M.M. Robinson Secondary School, while Catholic options include St. Timothy and Notre Dame.

Miko Nalepa

Miko Nalepa

Realtor® at The Condo Bar Real Estate · RECO #4737024

Realtor® with Right At Home Realty, Brokerage, covering condos and townhouses in Mississauga, Oakville, Burlington and Milton. More about Miko Nalepa

Building details are approximate and may change. Confirm fees, sizes and availability with the condo corporation before you buy.