
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.
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
2 units for sale at 3499 Upper Middle Road, plus 1 for rent
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 Type | Asking Now | Size | Maint. /ft²/mo |
|---|---|---|---|
| 1 Bed | $349.9K–$399.9K | 750 ft² | $1.14 |
| 2 Bed | None 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 guideWhat’s Nearby
Nearby Schools
Elementary
- C H Norton Public School434 m · 5 min walk
Halton DSB — JK-8
- Florence Meares Public School890 m · 11 min walk
Halton DSB — JK-8
- Sacred Heart of Jesus Catholic Elementary School1.0 km · 13 min walk
Halton CDSB — JK-8
- Canadian Martyrs Catholic Elementary School1.0 km · 13 min walk
Halton CDSB — JK-8
- Sir Ernest Macmillan Public School1.0 km · 13 min walk
Halton DSB — JK-8
- St. Timothy Catholic Elementary School1.3 km · 17 min walk
Halton CDSB — JK-8
- Dr Charles Best Public School1.6 km · 21 min walk
Halton DSB — JK-5
Secondary
- Notre Dame Catholic Secondary School1.8 km · 22 min walk
Halton CDSB — 9-12
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).
| Metric | Walker's Square Condos Live snapshot · sold last 24mo | Headon 2026-10-01 · sold last 24mo | Burlington 2026-10-01 · sold last 24mo |
|---|---|---|---|
| Active Listings | 2 | 4 | 187 |
| Median Asking Price | $374.9K | $424.4K | $568K |
| Avg. Days on Market | 147 | 125 | 51 |
| Sold (24mo) | 7 | 43 | 837 |
| Median Sold Price | $512.5K | $455K | $540K |
| Median $/sqft (Sold) | $545 | $527 | $600 |
| Sale-to-List Ratio | 95% | 96% | 96% |
| Months of Inventory | 6.9 mo | — | 5.5 mo |
Active Inventory
Active Listings by Unit Type
| Unit Type | Count | Median | Highest | Lowest | Avg. DOM |
|---|---|---|---|---|---|
| 1 Bed | 2 | $374.9K | $399.9K | $349.9K | 147 |
Closed Sales — Last 24 Months
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.
Similar & Nearby Buildings
Other buildings in this pocket of Headon with units on the market right now.

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2030 Cleaver Avenue
2030 Cleaver Avenue
Suite Sizes: 600–1,199 ft²
$2,500 - $2,500/mo
Building Features: 72 units · 3 floors · Built 1992

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Maintenance Fees: $467/mo · Suite Sizes: 600–899 ft²
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Tansley Gardens Condos
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$320k - $595k · Median $408k
Maintenance Fees: $460–$979/mo · Suite Sizes: 600–1,199 ft²
Building Features: 4 floors · Built 1996

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4005 Kilmer Drive
4005 Kilmer Drive
$370k - $410k · Median $379k
Maintenance Fees: $685–$1,002/mo · Suite Sizes: 500–1,199 ft²
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More Buildings in Headon
Every other condo and townhouse building we cover in Headon, Burlington.
- 2020 Cleaver Avenue
- 2030 Cleaver Avenue
- 2230 Walkers Line
- 2960 Headon Forest Drive
- 3050 Pinemeadow Drive
- Paddington Gardens Townhouses
- The Chelsea Condos

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.

