Parkside Drive Waterdown Homes

(24 relevant results)
Sort by
Row / Townhouse for sale: 257 PARKSIDE Drive Unit# 17, Waterdown

26 photos

$799,900

257 Parkside Drive Unit# 17, Waterdown, Ontario L8B 0W5

3 beds
3 baths
54 days

North on Hamilton St, W on Parkside Nestled in the heart of Waterdown, this charming 3-bedroom, 2.5-bathroom home is well within walking distance to everything you’ll need - shopping, parks, restaurants, and just a short stroll to downtown, across the street from the skating loop in the

FRONT PARKSIDE Drive, Waterdown

1 photos

$13,900,000

Front Parkside Drive, Waterdown, Ontario L0R 2H0

0 beds
0 baths
125 days

Dundas St E to Parkside Drive Discover an exceptional opportunity to own 26 acres of vacant land offering potential future development. Located in a rapidly growing area, this expansive parcel presents the ideal canvas for urban sprawl. Situated just minutes from major transportation routes,

Drew Woolcott,Re/max Escarpment Realty Inc.
Listed by: Drew Woolcott ,Re/max Escarpment Realty Inc. (905) 332-9223
REAR PARKSIDE Drive, Waterdown

12 photos

$1,399,000

Rear Parkside Drive, Waterdown, Ontario L0R 2H0

0 beds
0 baths
314 days

Please contact listing agent Fabulous, very private rare estate lot opportunity situated just north of Waterdown offering excellent commuter access and near schools, shopping, etc. Exquisite natural environment surrounded by parkland and trails, yet almost in town. City of Hamilton is providing

Drew Woolcott,Re/max Escarpment Realty Inc.
Listed by: Drew Woolcott ,Re/max Escarpment Realty Inc. (905) 332-9223
Row / Townhouse for sale: 68 LUPO Drive, Waterdown

37 photos

$799,900

68 Lupo Drive, Waterdown, Ontario L8B 0V3

3 beds
3 baths
26 days

Springcreek & Parkside Drive Welcome to an ideal first step into homeownership—a lovely freehold townhome nestled in one of Waterdown’s most sought-after family communities. This warm and welcoming 2-storey residence is perfectly tailored for new families looking for comfort, convenience,

FRONT PARKSIDE DRIVE, Hamilton

1 photos

$13,900,000

Front Parkside Drive, Hamilton (Waterdown), Ontario L0R 2H0

0 beds
0 baths
125 days

Dundas St E to Parkside Drive Discover an exceptional opportunity to own 26 acres of vacant land offering potential future development. Located in a rapidly growing area, this expansive parcel presents the ideal canvas for urban sprawl. Situated just minutes from major transportation routes,

Drew Woolcott,Re/max Escarpment Realty Inc.
Listed by: Drew Woolcott ,Re/max Escarpment Realty Inc. (905) 332-9223
Row / Townhouse for sale: 17 - 257 PARKSIDE DRIVE, Hamilton

26 photos

$799,900

17 - 257 Parkside Drive, Hamilton (Waterdown), Ontario L7R 2G4

3 beds
3 baths
54 days

Cross Streets: Hamilton St. ** Directions: North on Hamilton St, West on Parkside. Nestled in the heart of Waterdown, this charming 3-bedroom, 2.5-bathroom home is well within walking distance to everything you'll need - shopping, parks, restaurants, and just a short stroll to downtown, across

REAR PARKSIDE DRIVE, Hamilton

12 photos

$1,399,000

Rear Parkside Drive, Hamilton (Waterdown), Ontario L0R 2H0

0 beds
0 baths
43 days

Cross Streets: Mill St N. ** Directions: -. Fabulous, very private rare estate lot opportunity situated just north of Waterdown offering excellent commuter access and near schools, shopping, etc. Exquisite natural environment surrounded by parkland and trails, yet almost in town. City of Hamilton

Drew Woolcott,Re/max Escarpment Realty Inc.
Listed by: Drew Woolcott ,Re/max Escarpment Realty Inc. (905) 332-9223
House for sale: 181 SPRINGVIEW Drive, Waterdown

50 photos

$1,549,000

181 Springview Drive, Waterdown, Ontario L8B 0V9

5 beds
4 baths
30 days

Parkside Dr to Mosaic Dr, to Painter Terrace and right on Springview Dr Welcome to your dream home featuring a premium lot & an entertainer's paradise in the backyard! Enjoy your private outdoor retreat complete with stamped concrete patio, elevated deck, beautifully landscaped grounds, vinyl

Row / Townhouse for sale: 68 LUPO DRIVE, Hamilton

37 photos

$799,900

68 Lupo Drive, Hamilton (Waterdown), Ontario L8B 0V3

3 beds
3 baths
26 days

Springcreek & Parkside Drive Welcome to an ideal first step into homeownership-a lovely freehold townhome nestled in one of Waterdown's most sought-after family communities. This warm and welcoming 2-storey residence is perfectly tailored for new families looking for comfort, convenience, and

Row / Townhouse for sale: 9 HISCOTT DRIVE, Hamilton

50 photos

$739,000

9 Hiscott Drive, Hamilton (Waterdown), Ontario L8B 0A2

2 beds
2 baths
111 days

Parkside Drive / Centre Road Welcome to this meticulously maintained and beautifully appointed townhome offering true freehold ownership - no condominium or POTL fees. From the moment you step inside, pride of ownership is evident through the pristine condition and thoughtful upgrades throughout.

Listed by: Sumeet Arora ,Re/max Excellence Real Estate (647) 887-4442
Row / Townhouse for sale: 62 BROWVIEW DRIVE, Hamilton

50 photos

$949,900

62 Browview Drive, Hamilton (Waterdown), Ontario L1B 1L9

3 beds
4 baths
74 days

Cross Streets: PARKSIDE DR OR NISBET ST. ** Directions: HAMILTON ST - PARKSIDE DR - COLE ST - BROWVIEW DR. Welcome to 62 Browview Drive, a beautifully maintained end-unit freehold townhouse in the heart of Waterdown. This spacious home offers 2+1 bedrooms plus a den, 3.5 bathrooms, and a smart,

Bob Veevers,Keller Williams Edge Realty
Listed by: Bob Veevers ,Keller Williams Edge Realty (905) 335-8808
Row / Townhouse for sale: 69 MCMONIES DRIVE, Hamilton

28 photos

$877,000

69 Mcmonies Drive, Hamilton (Waterdown), Ontario L8B 0A5

3 beds
3 baths
43 days

Cross Streets: Parkside Drive and Spring Creek Drive. ** Directions: Spring Creek Drive. Don't miss this bright and stylish FREEHOLD Mattamy built townhouse! No condo fees! Built in 2016, this 3-bedroom, 3-bathhome welcomes you with a light-filled open layout designed for everyday living. Upstairs,

Listed by: Nila Amedi ,Citygate Realty Inc. (647) 778-1354
Row / Townhouse for sale: 48 - 0 NORTH WATERDOWN DRIVE, Hamilton

0 photos

$840,000

48 - 0 North Waterdown Drive, Hamilton (Waterdown), Ontario L0R 2H9

3 beds
3 baths
50 days

Cross Streets: parkside dr/clappison ave. ** Directions: north. Brand New Stacked Town house in the Liv Communities. Move in Spring Of 2026. (id:27476)

Listed by: Aun Ur Rehman ,Gold Estate Realty Inc. (905) 858-9700
House for sale: 181 SPRINGVIEW DRIVE, Hamilton

42 photos

$1,549,000

181 Springview Drive, Hamilton (Waterdown), Ontario L8B 0V9

5 beds
4 baths
30 days

Cross Streets: Parkside Dr & Mosaic Dr. ** Directions: Parkside Dr to Mosaic Dr to Painter Ter to Springview Dr. Welcome to your dream home featuring a premium lot & an entertainer's paradise in the backyard! Enjoy your private outdoor retreat complete with stamped concrete patio, elevated

Margaret Uznanska,Royal Lepage State Realty
Listed by: Margaret Uznanska ,Royal Lepage State Realty (905) 574-4600
573 PARKSIDE Drive, Hamilton

43 photos

$5,900,000

573 Parkside Drive, Hamilton, Ontario L8B 0G7

6 beds
3 baths
29 days

Turn North West onto Parkside Drive from Hwy 6 Welcome to 573 Parkside Drive! A truly rare offering with 116.5 acres of prime farmland on the outskirts of Waterdown. Featuring a 2,785 sq. ft. 2 storey brick farmhouse, and a beautiful old wood bank barn that was formerly used as a destination

Christopher Van Berkel,Royal Lepage State Realty Inc.
Listed by: Christopher Van Berkel ,Royal Lepage State Realty Inc. (905) 517-0861
Unknown for sale: 573 PARKSIDE DRIVE, Hamilton

27 photos

$5,900,000

573 Parkside Drive, Hamilton (Rural Flamborough), Ontario L8B 0G7

0 beds
0 baths
29 days

Cross Streets: Milborough Line and Parkside Drive. ** Directions: From Highway 6, take Parkside Drive East. Welcome to 573 Parkside Drive! A truly rare offering with 116.5 acres of prime land, ideally situated on the edge of Waterdown in rapidly growing Flamborough. This expansive property

573 PARKSIDE DRIVE, Hamilton

42 photos

$5,900,000

573 Parkside Drive, Hamilton (Rural Flamborough), Ontario L8B 0G7

6 beds
3 baths
29 days

Cross Streets: Milborough Line. ** Directions: From Highway 6 take Parkside East through Waterdown. Welcome to 573 Parkside Drive! A truly rare offering with 116.5 acres of prime farmland on the outskirts of Waterdown. Featuring a 2,785 sq. ft. 2 storey brick farmhouse, and a beautiful old

House for sale: 128 BRIAN BOULEVARD, Hamilton

49 photos

$874,900

128 Brian Boulevard, Hamilton (Waterdown), Ontario L8B 0C8

4 beds
3 baths
20 days

Cross Streets: Parkside to Braeheid to Brian Blvd. ** Directions: Parkside Drive to Brian Blvd. Welcome to 128 Brian Boulevard, Waterdown - Your Dream Home Awaits! Discover this beautifully maintained, move-in-ready residence nestled in one of Waterdown's most sought-after, mature neighborhoods,

House for sale: 195 PAINTER TERRACE, Hamilton

41 photos

$1,399,900

195 Painter Terrace, Hamilton (Waterdown), Ontario L8B 0V6

4 beds
3 baths
90 days

Cross Streets: Parkside Drive & Mosaic Drive. ** Directions: Parkside Dr, Mosaic Dr, Gunby Blvd, Painter Terrace. Beautifully upgraded and truly move-in ready! This turnkey 4-bedroom home on a wide, family-friendly street has been tastefully upgraded and meticulously hardscaped front to back.

Philip Russell Hollett,Re/max Escarpment Realty Inc.
Listed by: Philip Russell Hollett ,Re/max Escarpment Realty Inc. (905) 639-7676
House for sale: 33 STRATHROY CRESCENT, Hamilton

50 photos

$1,299,800

33 Strathroy Crescent, Hamilton (Waterdown), Ontario L8B 0K9

3 beds
3 baths
4 days

Parkside/Hollybush/Strathroy Stunning Beautiful Three Bedroom Executive Double Garage Detached House 2566 Sq. Ft. MPAC, (Converted From Four Bedroom Plan) On A Premium 131' Deep Pie-Shaped Lot That Is 61' Wide Across The Back of the House! Main Floor Has A Bright & Airy Two Story High Foyer,

Mike Tokmak,Re/max Real Estate Centre Inc.
Listed by: Mike Tokmak ,Re/max Real Estate Centre Inc. (416) 436-0299
Row / Townhouse for sale: 137 BORERS CREEK CIR CIRCLE, Hamilton

30 photos

$835,000

137 Borers Creek Cir Circle, Hamilton (Waterdown), Ontario L8B 1W3

3 beds
3 baths
22 days

Cross Streets: Parkside Dr / Mosaic Dr. ** Directions: Parkside Dr/Mosaic Drive. Welcome to this beautifully upgraded, turn-key executive freehold townhome-an exceptional blend of space, style, and comfort in one of the area's most sought-after locations. Boasting over 3 bedrooms, 2.5 bathrooms,

Tarek El-masry,Re/max Real Estate Centre Inc.
Listed by: Tarek El-masry ,Re/max Real Estate Centre Inc. (905) 270-2000
Row / Townhouse for sale: 62 BROWVIEW Drive, Hamilton

48 photos

$949,900

62 Browview Drive, Hamilton, Ontario L1B 1L9

3 beds
4 baths
74 days

Parkside Dr - Cole St - Browview Welcome to 62 Browview Drive, a beautifully maintained end-unit freehold townhouse in the heart of Waterdown. This spacious home offers 2+1 bedrooms plus a den, 3.5 bathrooms, and a smart, functional layout perfect for families or downsizers alike. The main

House for sale: 564 EVANS ROAD, Hamilton

49 photos

$1,249,900

564 Evans Road, Hamilton (Rural Flamborough), Ontario L8B 0G7

3 beds
1 baths
1 day

Cross Streets: Between Dundas (HWY 5) And Parkside. ** Directions: Dundas to Evans. Welcome to 564 Evans Rd, possibly the most convenient rural location in Waterdown/Flamborough! Nestled on a totally private lot surrounded by trees on the eastern edge of Waterdown bordering Burlington, it is

Ron Lewyckyj,Re/max Escarpment Realty Inc.
Listed by: Ron Lewyckyj ,Re/max Escarpment Realty Inc. (905) 973-3303
House for sale: 564 EVANS Road, Hamilton

49 photos

$1,249,900

564 Evans Road, Hamilton, Ontario L8B 0G7

3 beds
1 baths
5 days

Between Dundas (Hwy 5) And Parkside Welcome to 564 Evans Rd, possibly the most convenient rural location in Waterdown/Flamborough! Nestled on a totally private lot surrounded by trees on the eastern edge of Waterdown bordering Burlington, it is literally minutes to both communities with their

Ron Lewyckyj,Re/max Escarpment Realty Inc.
Listed by: Ron Lewyckyj ,Re/max Escarpment Realty Inc. (905) 973-3303

Parkside Drive Waterdown: Practical Guidance for Buyers, Investors, and Seasonal Seekers

Parkside Drive Waterdown sits at the meeting point of small-town character and Greater Hamilton convenience. The corridor links neighbourhood schools, recreation, and newer subdivisions to Highway 6 and Burlington, making it a steady draw for families and commuters. Below is an advisor's view of how zoning, resale dynamics, and seasonal trends shape decision-making along Parkside Drive Hamilton—plus what to verify before you commit. Throughout, I'll reference comparable neighbourhoods and condo case studies you can explore on KeyHomes.ca, a reliable resource for listings, market data, and connections to licensed professionals.

Street Profile and Lifestyle Appeal

Parkside Drive runs east–west across Waterdown with a mix of freehold towns, detached homes, and selective commercial nodes. Waterdown District High School (on Parkside) and the Flamborough Family YMCA anchor everyday routines, while Joe Sams Park, Smokey Hollow Falls, and the Bruce Trail offer quick access to green space. Expect sidewalks, bikeable pockets, and steady traffic—especially near the school and during peak hours.

Commuters typically use Highway 6 to reach the 403 or 407 ETR; Aldershot GO in Burlington is the nearest rail hub. For buyers weighing commute times and family-friendly amenities, Parkside often outperforms similarly priced pockets in Milton and northern Burlington. For a sense of price and product mix in nearby suburban corridors, compare the townhome and detached inventory around Britannia in Milton and established Mississauga townhome streets like South Parade Court.

What to know before buying on Parkside Drive Waterdown

Homes that back onto stormwater ponds, trails, or parkettes usually command a premium and resell faster, but confirm maintenance responsibilities and fencing rules with the City and the subdivision agreement. Properties fronting Parkside Drive itself may experience higher road noise; check whether sound walls, triple-pane windows, or landscaping mitigations are in place. If you are particularly sensitive to noise, bring a decibel meter and visit during rush hour and school dismissal.

Zoning, Intensification, and the Secondary Plan

The City of Hamilton's Urban Zoning By-law (05-200) and Waterdown Secondary Plans guide development along Parkside. Expect a blend of low-density residential zones (detached and townhouses) with strategically placed mixed-use or commercial sites at key intersections. Buyers planning home-based businesses or accessory dwelling units should confirm:

  • Permitted uses in the specific zone (e.g., residential vs. mixed-use designations).
  • Parking minimums and driveway width rules for second suites.
  • Setbacks from natural heritage features—Conservation Halton may regulate near creeks or erosion hazards.

Key takeaway: Always pull the property-specific zoning schedule and any amendments; intensification areas can shift. For condo purchasers, review status certificates closely—resources like the 404 Sheppard condo documentation example illustrate what to examine around reserve funds, by-laws, and restrictions.

Resale Potential and Value Drivers

In Parkside's family-oriented pockets, the strongest resale signals are walkability to schools, quiet crescents, functional layouts (especially 3+ bedrooms with a usable main-floor office), and parking for two vehicles. Premiums often attach to homes with:

  • South or west-facing backyards
  • Finished basements with egress compliance
  • Upgraded HVAC and insulation—useful near busier road segments

Buyers comparing to other GTA-west markets should adjust expectations: Mississauga and midtown Toronto condos show different price-per-square-foot and fee dynamics than suburban freehold. See how monthly costs stack up by reviewing high-rise examples like Nahani Way in Mississauga or a condo near Toronto Pearson, where amenity packages and noise contours influence value differently than along Parkside.

Investor Lens: Rentability, STRs, and Ontario Rules

Waterdown's rental demand is driven by families seeking Hamilton board schools and commuters working in Halton or the west GTA. Newer freehold towns are popular with tenants for their modern layouts and low utilities. Note that in Ontario, many units first occupied on or after November 15, 2018 are exempt from annual rent increase guidelines; confirm a specific property's first occupancy date and watch for legislative changes. Vacancy decontrol still applies in Ontario—rents reset on turnover—but investors must stay current with the Residential Tenancies Act and Landlord and Tenant Board processes.

Short-term rentals in the City of Hamilton generally require licensing and must be the host's principal residence; condos often prohibit STRs outright. Verify with the City and the condo's declaration before underwriting on nightly rates. When projecting cash flow, build in conservative assumptions for maintenance, insurance, and potential vacancy—cap rates in suburban Hamilton-area freehold remain modest relative to smaller Ontario cities such as the Kitchener Sunrise district or value plays in Niagara like Pelham Road, St. Catharines.

Due Diligence: Noise, Easements, and Environmental Points

Beyond traffic noise, check for utility easements, rear-lot catch basins, and swales. Some Parkside-area subdivisions back onto stormwater management facilities; confirm if fencing, slope stability, or municipal access rights affect use. Where homes abut natural features, Conservation Halton setbacks can limit additions or decks. Older Waterdown properties can present legacy materials—though less common along newer Parkside builds. If you're considering renovations in older stock nearby, this asbestos risk overview outlines what to ask during inspections.

Seasonal Market Trends and Offer Strategy

Like most of the Hamilton-Halton corridor, Parkside activity peaks March–June, with a second uptick September–October. Summer can drift, as families travel and cottage markets compete for attention, while December is typically quiet. In tighter months, bully offers and no-financing-conditions deals appear on move-in-ready homes on child-friendly streets. If your pre-approval is borderline, structure a financing condition or choose a longer closing to lock today's rate. To understand how seasonality varies by submarket, browse case studies on KeyHomes.ca—e.g., high-turnover condo nodes such as Golden Orchard in Mississauga behave differently from suburban freeholds along Parkside.

Financing Nuances for End-Users and Investors

Banks often favour straightforward freehold purchases in established subdivisions; appraisals typically align with recent local comps. For pre-construction assignments, review assignment clauses, HST treatment, and development charges carefully. If you're comparing a Parkside freehold to a downtown condo, note that higher condo fees can alter debt service metrics; this is evident when you line up examples like the Sheppard Avenue corridor or North York midrise condos against Waterdown freeholds.

Regional Considerations for Seasonal and Rural Seekers

Waterdown itself is urban-suburban, but minutes north toward Flamborough you'll encounter properties with wells, septics, and conservation constraints. If your search spans suburban living during the week and a weekend cottage, lenders typically want 20% down for a second home; for true rental cottages, underwriters will dig deeper into income and access. The rural due diligence playbook—well flow tests, septic inspections, shoreline setbacks—differs from suburban checklists. For a feel of rural property considerations, study a countryside example like Duntroon in the Niagara Escarpment region and compare the inspection scope with a Parkside-area home.

Comparables, Commuting, and Cross-Market Balance

Buyers torn between Waterdown and Milton often weigh commute times to Mississauga and Toronto, school offerings, and yard size. View how Milton's established arteries function by scanning listings around Britannia Road, then contrast with Parkside's blend of new-build enclaves and quick access to the 403 via Highway 6. If you're condo-curious, Mississauga's central towers such as Nahani Way put you closer to transit at the expense of monthly fees and different noise profiles than you'd find on Parkside.

Local Bylaws and Practical Checks

Before finalizing, confirm with the City of Hamilton:

  • Short-term rental licensing and principal residence rules (if applicable to your plan).
  • Parking and driveway widening permissions for multi-car households.
  • Tree protection and boulevard responsibilities along Parkside.

Pro tip: Request utility bills and review water/wastewater rates, especially for larger households. If airport proximity matters for your travel routine, look at how noise mapping impacts values in other corridors using a condo near Toronto airport example—then compare to suburban road-noise realities on Parkside.

KeyHomes.ca is helpful for triangulating comparable sales across regions—browse a suburban freehold comp in Mississauga at Golden Orchard, then counterbalance with a Niagara entry point like Pelham Road—to benchmark how Parkside fits your budget and lifestyle. With the right due diligence on zoning, noise, and municipal rules, Parkside Drive Hamilton offers a durable mix of family appeal and long-term livability.