Walker's Square Condos
Low-rise condominium living in Burlington's Headon neighbourhood
Current listings include 1-bedroom condo apartments from $349.9K–$399.9K and 2-bedroom condo apartments from $409.9K.
For Buyers
View All Burlington Condos For Sale
Not finding the right fit at Walker's Square Condos? Browse every active listing in the area.
Browse ListingsFor Sellers
What’s your unit in Walker's Square Condos worth right now?
Get a free online evaluation of your property’s value.
Get My Instant Home ValueAbout Walker's Square Condos
1998
51 units - 4 floors
600–999 ft²
$349.9K–$409.9K
$852.15/mo
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.
Walker's Square Condos is a four-storey condominium built in 1998 by Valfour Developments, located at 3499 Upper Middle Road. Those seeking Burlington condos for sale will find that this well-established building contains 51 individual suites, providing a close-knit community feel.
Suites at 3499 Upper Middle Road range from approximately 600 to 999 square feet. Layouts inside the building are configured as one- and two-bedroom suites, catering to various living requirements. For comparison with similar layout styles in the area, buyers can also look at 2030 Cleaver Avenue.
The building features a selection of practical amenities designed for everyday convenience and leisure. Residents have access to a gym, a game room, a party room/meeting room, and visitor parking. Additionally, the development features an elevator, a car wash, community BBQs, and allows BBQs on the premises.
Situated in the leafy, family-oriented community of Headon, also known as Headon Forest, the building is surrounded by parks, trails, and quiet residential streets. According to our Headon neighbourhood guide, the area was developed throughout the 1980s and 90s around Walkers Line and Upper Middle Road. Local students are served by nearby schools such as C.H. Norton, Florence Meares, and M.M. Robinson Secondary School, as well as Catholic options like St. Timothy and Notre Dame. For outdoor activities, Ireland Park offers sports fields and a community garden, while a multi-use path in the hydro-corridor provides scenic walking and cycling routes. Everyday shopping is easily accessible at the Price Chopper Plaza at Walkers Line and Upper Middle Road.
For commuters, the location offers seamless regional transit and highway connections. Both Highway 407 and the QEW are within easy reach, while commuter train links are highly accessible with either the Appleby or Burlington GO stations located just a short drive to the south.
Errors & omissions: information here — including specifications, unit sizes, amenities, addresses and neighbourhood details — is provided for general informational purposes only and is subject to change without notice. Buyers and interested parties should verify all details independently with the developer, builder or relevant authorities before making any decisions.
Building Details
Valfour Developments
Pets Allowed With Restrictions
North Star Management Inc.
HCP 314
$/ft²/mo is each unit type's monthly maintenance fee divided by its size, from this building's current listings only.
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.
Building Amenities
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.
Who This Building May Suit
Its smaller, more attainable unit sizes make it a practical entry point for first-time buyers. With 8 amenities and 2-bedroom-and-up floor plans, it suits downsizers wanting more space without a house to maintain.
Before you buy, it's worth understanding what a status certificate review covers for this specific building.
Headon Neighbourhood
Walker's Square Condos is located in Headon, Burlington.
See what's nearby -- schools, parks, shopping and transit -- in the map below, or explore the Headon neighbourhood guide.
Nearby Schools
Elementary
- C H Norton Public School434 m · 5 min walk
Halton DSB
- Florence Meares Public School890 m · 11 min walk
Halton DSB
- Sacred Heart of Jesus Catholic Elementary School1.0 km · 13 min walk
Halton CDSB
- Canadian Martyrs Catholic Elementary School1.0 km · 13 min walk
Halton CDSB
- Sir Ernest Macmillan Public School1.0 km · 13 min walk
Halton DSB
- St. Timothy Catholic Elementary School1.3 km · 17 min walk
Halton CDSB
- Dr Charles Best Public School1.6 km · 21 min walk
Halton DSB
Secondary
- Notre Dame Catholic Secondary School1.8 km · 22 min walk
Halton CDSB
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 3 homes for sale, with a median asking price of $399.9K, averaging 89 days on market. Over the last 24 months, 7 units have sold in the building at a median of $512.5K — selling at 98% of asking price (based on a small number of sales).
Walker's Square Condos vs Headon vs Burlington
| Metric | Walker's Square Condos Live snapshot · sold last 24mo | Headon 2026-09-01 · sold last 24mo | Burlington Sold last 24mo |
|---|---|---|---|
| Active Listings | 3 | 6 | — |
| Median Asking Price | $399.9K | $404.9K | — |
| Avg. Days on Market | 89 | 73 | — |
| Sold (24mo) | 7 | 45 | — |
| Median Sold Price | $512.5K | $455.0K | — |
| Median $/sqft (Sold) | $545 | $531 | — |
| Sale-to-List Ratio | 98% | 98% | — |
| Months of Inventory | 10.3 mo | 3.0 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 | 127 |
| 2 Bed | 1 | $409.9K | $409.9K | $409.9K | 13 |
Closed Sales — Last 24 Months
Based on a small number of sales (7) — figures may not reflect the broader market.
7 sold in the last 24 months · median $512.5K · 98% of asking (based on a small number of sales — 7)
Market statistics are aggregate estimates compiled from TRREB (Toronto Regional Real Estate Board) MLS® data via the PropTx IDX/VOW feed. Deemed reliable but not guaranteed accurate, provided for general informational purposes only, and not a substitute for a professional appraisal, inspection, or investment advice. No liability is assumed for any errors or omissions.
The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA.
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.
View Building
2030 Cleaver Avenue
2030 Cleaver Avenue
Suite Sizes: 600–1,199 ft²
$2,350 - $2,350/mo
Building Features: 72 units · 3 floors · Built 1992
View Building
2020 Cleaver Avenue
2020 Cleaver Avenue
$380k - $380k
Maintenance Fees: $649/mo
Building Features: 36 units · 3 floors · Built 1992
View Building
1800 Walkers Line
1800 Walkers Line
$429k - $430k · Median $429k
Maintenance Fees: $467–$467/mo · Suite Sizes: 600–899 ft²
Building Features: 48 units · 4 floors · Built 2001
View Building
Tansley Gardens Condos
4003 Kilmer Drive, 4015 Kilmer Drive
For Sale: $349k - $595k · Median $399k
Maintenance Fees: $498–$979/mo · Suite Sizes: 600–1,199 ft²
For Rent: $2,300 - $2,300/mo
Building Features: 4 floors · Built 1996
Miko Nalepa
Realtor® at The Condo Bar Real Estate
With 15+ years in the GTA West market, Miko Nalepa is a Realtor® with Right At Home Realty, Brokerage, specializing in condos, townhouses, and detached homes across Mississauga, Oakville, Burlington, and Milton. The focus stays deliberately narrow -- four cities, not a Toronto-wide practice -- because that's what it takes to know individual buildings and blocks, not just neighbourhood names.
Miko Nalepa is also the creator of The Condo Bar, the data platform behind this site, tracking building-level sales history and live market reports across 450+ GTA West condo buildings so every recommendation starts with what comparable units actually closed for, not asking price.
All building details, amenities, pricing, and listing information on this page are deemed reliable but not guaranteed, and may change without notice. This page is provided for general information purposes only and does not constitute legal, financial, or professional advice. Buyers are responsible for independently verifying all information, including unit availability, pricing, fees, and building specifications, before making any decisions. No liability is assumed for any errors or omissions.