Country House Waterdown Homes

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House for sale: 712 ROBSON Road, Waterdown

49 photos

$3,450,000

712 Robson Road, Waterdown, Ontario L8B 1H1

4 beds
3 baths
92 days

Parkside Dr. in Waterdown - north on Robson Rd, past Connon Nursery A truly magical property! Strategically positioned to capture the woodland views & natural sunlight in the house & on the pool, this custom built, meticulously maintained home on the outskirts of Waterdown is a family's dream

Donna Lavin,Re/max Escarpment Realty Inc.
Listed by: Donna Lavin ,Re/max Escarpment Realty Inc. (905) 575-5478
House for sale: 241 HUMPHREY Street, Waterdown

46 photos

$1,699,000

241 Humphrey Street, Waterdown, Ontario L8B 1X4

6 beds
5 baths
30 days

Dundas St E to Burke St, right on Humphrey St. Step into the largest floor plan in the neighbourhood with over 5,200 sq ft of beautifully renovated living space! Ideal for multigenerational living or an in-law suite, the walkout basement features a fully separate living space with two bedrooms

Listed by: Nick Daymond ,Keller Williams Edge Realty (416) 985-9692
House for sale: 166 BOULDING Avenue, Waterdown

43 photos

$1,100,000

166 Boulding Avenue, Waterdown, Ontario L8B 0N2

3 beds
4 baths
32 days

From Parkside turn onto Boulding and it's on your left Welcome to your perfect Waterdown home! Highly sought-after East Waterdown location. Filled with natural light, this carpet-free home features hardwood flooring throughout, with durable finishes right down into the basement - perfect for

Krista Hann,Royal Lepage State Realty Inc.
Listed by: Krista Hann ,Royal Lepage State Realty Inc. (905) 741-9785
House for sale: 175 CONCESSION 5 E, Waterdown

43 photos

$1,299,900

175 Concession 5 E, Waterdown, Ontario L8B 1K4

4 beds
2 baths
8 days

PARKSIDE DR TO HWY 6 TO CONCESSION 5 E Situated just five minutes from all the amenities of Waterdown, close to shops, schools and restaurants, this 2.64-acre property offers the perfect blend of country living and city convenience. This spacious four-level side split is full of potential and

Drew Woolcott,Re/max Escarpment Realty Inc.
Listed by: Drew Woolcott ,Re/max Escarpment Realty Inc. (905) 332-9223
House for sale: 25 CAREY Street, Waterdown

50 photos

$879,900

25 Carey Street, Waterdown, Ontario L8B 0L5

3 beds
2 baths
33 days

Client Remarks Welcome to this lovely 3 level side-split with charming curb appeal on a quiet, family friendly cul-de-sac in the picturesque Millgrove community! The open concept main level has much to offer with hardwood floors, an abundance of natural light and kitchen and dining room windows

Listed by: Tracey Driver ,Re/max Real Estate Centre (416) 723-8404
House for sale: 19 CONCESSION 5 E, Waterdown

50 photos

$1,899,999

19 Concession 5 E, Waterdown, Ontario L8B 1K4

4 beds
3 baths
22 days

Hwy 6 & Concession 5 E Set on a private one-acre lot just six minutes from the heart of Waterdown, this 2500+ square foot custom built bungalow offers an ideal combination of space, comfort and versatility. With four-plus-one bedrooms total, the property is well suited for families, downsizers

Drew Woolcott,Re/max Escarpment Realty Inc.
Listed by: Drew Woolcott ,Re/max Escarpment Realty Inc. (905) 332-9223
House for sale: 34 CAREY Street, Waterdown

33 photos

$849,000

34 Carey Street, Waterdown, Ontario L8B 0L5

3 beds
1 baths
11 days

Highway 6 to Concession Rd 5W, West on Concession Rd 5W, South on Carey St Welcome to 34 Carey Street, a beautifully maintained side-split located on a desirable dead end street in Waterdown. Set on a rare and private almost three-quarter acre lot with no rear neighbours and backing onto a

House for sale: 166 BOULDING AVENUE, Hamilton

44 photos

$1,100,000

166 Boulding Avenue, Hamilton (Waterdown), Ontario L0R 2H3

3 beds
4 baths
32 days

Cross Streets: Parkside to Boulding. ** Directions: From Parkside turn onto Boulding and it's on your left. Welcome to your perfect Waterdown home! Highly sought-after East Waterdown location. Filled with natural light, this carpet-free home features hardwood flooring throughout, with durable

Krista Marie Hann,Royal Lepage State Realty
Listed by: Krista Marie Hann ,Royal Lepage State Realty (905) 648-4451
House for sale: 1898 WATERDOWN Road, Burlington

40 photos

$1,389,000

1898 Waterdown Road, Burlington, Ontario L7P 0T2

5 beds
3 baths
46 days

Enjoy this beautifully renovated Burlington bungalow, offering the perfect blend of nature and urban convenience. Set on an incredible 190-ft deep lot with no rear neighbours, this home delivers a rare, private setting surrounded by mature trees—bringing a true cottage feel to the city.

House for sale: 2340 CONCESSION 4 Road W, Flamborough

26 photos

$1,049,900

2340 Concession 4 Road W, Flamborough, Ontario L0R 2B0

3 beds
2 baths
10 days

Head toward Flamborough/Waterdown and take Hwy 6 or Hwy 5 to reach Concession 4 Rd W, then follow Concession 4 West until you arrive at 2340. Welcome to 2340 Concession 4 Rd W in Flamborough, a charming 3-bedroom, 2-bathroom bungalow set on an expansive 0.7-acre lot, offering the perfect blend

Listed by: Michael K. Johnson ,Real Broker Ontario Ltd. (226) 792-6385
House for sale: 228 GLENARIFF Drive, Freelton

50 photos

$798,000

228 Glenariff Drive, Freelton, Ontario L8B 1A5

3 beds
3 baths
10 days

Step into a residence designed for those who value both quality and quiet. Situated on a premium pie-shaped lot with no rear neighbours, this 2+1 bedroom, 3-bathroom bungalow offers a rare combination of space and serenity. With 1,667 sq. ft. on the main floor and an additional 1,320 sq. ft.

House for sale: 2340 CONCESSION 4 ROAD W, Hamilton

26 photos

$1,049,900

2340 Concession 4 Road W, Hamilton (Rural Flamborough), Ontario L0R 2B0

3 beds
2 baths
10 days

Cross Streets: Sheffield Rd. ** Directions: Head toward Flamborough/Waterdown and take Hwy 6 or Hwy 5 to reach Concession 4 Rd W, then follow Concession 4 West until you arrive at 2340. Welcome to 2340 Concession 4 Rd W in Flamborough, a charming 3-bedroom, 2-bathroom bungalow set on an expansive

Listed by: Ana Marin Suarez ,Real Broker Ontario Ltd. (888) 311-1172
House for sale: 123 HILLCREST Avenue, Hamilton

48 photos

$1,199,000

123 Hillcrest Avenue, Hamilton, Ontario L9H 4X7

5 beds
2 baths
10 days

Hwy 8, left on Hillcrest Avenue Some homes just feel different the moment you arrive. 123 Hillcrest Ave is one of them. Set on a commanding 100 x 200 ft corner lot in the heart of Greensville, surrounded by parks, lush green space, and some of the area's most breathtaking waterfalls, this beautifully

House for sale: 132 SETTLERS Road E, Oakville

35 photos

$1,689,000

132 Settlers Road E, Oakville, Ontario L6H 0Y3

4 beds
5 baths
30 days

Dundas St E to Waterdown Rd, north on Waterdown Rd, left on Masonry Crt, right on Settlers Rd E. Discover this stunning home in a sought-after Oakville community, offering spacious living and modern convenience. Designed for comfortable living and entertaining, the home features a built-in

Listed by: Nick Daymond ,Keller Williams Edge Realty (416) 985-9692
House for sale: 437 6TH CONCESSION ROAD E, Hamilton

37 photos

$3,990,000

437 6th Concession Road E, Hamilton (Rural Flamborough), Ontario L8B 1A3

2 beds
2 baths
12 days

Cross Streets: Highway 6. ** Directions: Highway 6 to Concession 6 Road East. Welcome to 437 6th Concession Road East, an exceptional legacy estate where historic charm meets modern luxury. Tucked away nearly 2,000 feet from the road, this private country retreat offers unmatched tranquility

House for sale: 437 6TH CONCESSION Road E, Flamborough

37 photos

$3,990,000

437 6th Concession Road E, Flamborough, Ontario L8B 1A3

3 beds
3 baths
10 days

Highway 6 to Concession 6 Road East An exceptional legacy estate where historic charm meets modern luxury. Tucked away nearly 2,000 feet from the road, this private country retreat offers unmatched tranquility for the discerning buyer. Featuring two distinct residences. A 1893 farmhouse, rich

House for sale: 1388 HIGHWAY NO. 6 N, Flamborough

21 photos

$1,900,000

1388 Highway No. 6 N, Flamborough, Ontario L8N 2Z7

5 beds
2 baths
148 days

401 OR 403 TO HIGHWAY 6 Located on Highway 6 with quick access to Highways 401 and 403, this property offers an excellent commuter location just minutes from Burlington and Waterdown, with convenient access to amenities and services. Set on approximately 3 acres, the property provides ample

Listed by: Ajay Shah ,Homelife Miracle Realty Ltd (416) 809-2555
House for sale: 348 SYDENHAM Road, Dundas

36 photos

$1,224,900

348 Sydenham Road, Dundas, Ontario L9H 5E2

3 beds
3 baths
37 days

Hwy 5 W, south onto Sydenham Road Beautifully updated four-level side-split on just over half an acre at the top of Sydenham Road. Enjoy unobstructed farmland views, privacy, and quick access to Dundas, Waterdown, and the highway. This turnkey home has seen extensive updates since 2022, including

Debbie Mitchell,Royal Lepage State Realty Inc.
Listed by: Debbie Mitchell ,Royal Lepage State Realty Inc. (905) 541-5708
House for sale: 875 SAFARI Road, Hamilton

50 photos

$2,899,900

875 Safari Road, Hamilton, Ontario L0R 1V0

6 beds
2 baths
15 days

HIGHWAY 6 TO SAFARI ROAD, JUST PAST BROCK ROAD WELCOME TO 875 SAFARI ROAD! Lovingly maintained by its current owners for 47 years, this property—with 48.25 total acres, 37 of which are farmable, feels like home. Less than 5 minutes to Highway 6, with access to Waterdown Village, 403, 401

Andrew Karpavicius,Royal Lepage State Realty Inc.
Listed by: Andrew Karpavicius ,Royal Lepage State Realty Inc. (905) 929-0661
House for sale: 1416 HIGHWAY 6, Hamilton

45 photos

$3,499,000

1416 Highway 6, Hamilton, Ontario L8N 2Z7

3 beds
1 baths
15 days

Location, Location, remarkable location on Hwy 6, we are presenting a remarkable 22-acre parcel zoned A2 with three bedrooms, one washroom, beautiful open concept, abundant windows, its cottage-like charm, those scenic views. Situated directly on Highway 6, the property offers prime proximityto

Listed by: Parveen Rani ,Homelife Miracle Realty Ltd (647) 892-1255
House for sale: 24 JOHN MARTIN Crescent, Flamborough

38 photos

$1,945,000

24 John Martin Crescent, Flamborough, Ontario L8B 0Z9

4 beds
4 baths
94 days

Hwy 6 or Centre Rd to 6th Conc Rd East. East of Centre Rd to John Martin Cres Situated on a quiet, beautifully manicured 0.99-acre lot in one of the most exclusive enclaves in the area, this impressive two-storey brick estate immediately captures attention with its elegant curb appeal, circular

Rob Golfi,Re/max Escarpment Golfi Realty Inc.
Listed by: Rob Golfi ,Re/max Escarpment Golfi Realty Inc. (905) 575-7700
House for sale: 175 CONCESSION 5 E, Hamilton

43 photos

$1,299,900

175 Concession 5 E, Hamilton (Rural Flamborough), Ontario L8B 1K4

4 beds
2 baths
8 days

Cross Streets: HWY 6. ** Directions: Parkside Dr to Hwy 6 to Concession 5 E. Situated just five minutes from all the amenities of Waterdown, close to shops, schools and restaurants, this 2.64-acre property offers the perfect blend of country living and city convenience. This spacious four-level

Drew Woolcott,Re/max Escarpment Realty Inc.
Listed by: Drew Woolcott ,Re/max Escarpment Realty Inc. (905) 332-9223
House for sale: 424 8TH CONCESSION ROAD, Hamilton

39 photos

$1,990,000

424 8th Concession Road, Hamilton (Rural Flamborough), Ontario L0P 1B0

4 beds
4 baths
13 days

East of Centre Road Welcome to a rare rural residence offering exceptional space, privacy, and peace of mind just minutes from city amenities. Situated on approximately 13.5 picturesque acres in Rural Flamborough, this classic brick farmhouse blends timeless character with thoughtful modern

Aiden Wang,Royal Lepage Signature Realty
Listed by: Aiden Wang ,Royal Lepage Signature Realty (905) 568-2121
House for sale: 1 MEANDER CLOSE, Hamilton

42 photos

$1,499,000

1 Meander Close, Hamilton (Carlisle), Ontario L0R 1H1

5 beds
3 baths
16 days

Centre Road & Meander Close Welcome to Carlisle! Situated on a 1/2 Acre lot this home offers a practical, and functional layout for growing families. Featuring 4+1 Bedrooms, 2.5 Bath and a fully finished basement this is the one you've been waiting for! Sun drenched throughout from the moment

House for sale: 19 CONCESSION 5 E, Hamilton

50 photos

$1,899,999

19 Concession 5 E, Hamilton (Rural Flamborough), Ontario L8B 1K4

4 beds
3 baths
22 days

Hwy 6 & Concession 5 E Set on a private one-acre lot just six minutes from the heart of Waterdown, this 2500+ square foot custom built bungalow offers an ideal combination of space, comfort and versatility. With four-plus-one bedrooms total, the property is well suited for families, downsizers

Drew Woolcott,Re/max Escarpment Realty Inc.
Listed by: Drew Woolcott ,Re/max Escarpment Realty Inc. (905) 332-9223
House for sale: 348 SYDENHAM ROAD, Hamilton

35 photos

$1,224,900

348 Sydenham Road, Hamilton (Rural Flamborough), Ontario L9H 5E2

3 beds
3 baths
15 days

Cross Streets: Harvest Road or Highway #5. ** Directions: Hwy 5 W, south onto Sydenham Road. Beautifully updated four-level side-split on just over half an acre at the top of Sydenham Road. Enjoy unobstructed farmland views, privacy, and quick access to Dundas, Waterdown, and the highway. This

Listed by: Debbie Mitchell ,Royal Lepage State Realty (905) 648-4451
House for sale: 962 CONCESSION 10 ROAD W, Hamilton

30 photos

$1,499,999

962 Concession 10 Road W, Hamilton (Rural Flamborough), Ontario N0B 2J0

3 beds
1 baths
1 day

Cross Streets: HWY 6 & Cocession Rd 10 W. ** Directions: From Hwy 401 - north on hwy 6 - concession rd 10 w. Priced to Sell! Exceptional opportunity to own approximately 76 acres featuring a charming century home, with nearly 1/4 of the land in open field and the balance surrounded by mature

Country house Waterdown: practical guidance for rural living in Hamilton's escarpment country

Thinking about a country house Waterdown purchase? Waterdown sits at the edge of the Niagara Escarpment within the City of Hamilton, minutes to Burlington and Aldershot GO, and surrounded by country property pockets where privacy meets commuter convenience. Buyers weighing country houses or houses in the country side here should understand zoning layers, servicing realities (wells/septic), and municipal rules that affect both day‑to‑day use and long‑term resale.

Where country meets commuter convenience

Waterdown's appeal is lifestyle first: trail access (Smokey Hollow), small‑town amenities, and quick connections via Highway 5, 6, 407, and Waterdown Road Burlington to the QEW. Postal codes like L0R 1H1 capture many rural addresses that feel worlds away yet remain close to shops and schools (e.g., Waterdown District High School). Streets such as Karen Crescent Hamilton highlight typical suburban comparables, while nearby rural lanes offer acreage and woodlots for buyers seeking quiet and space.

On the resale side, proximity to Burlington and GO transit generally supports demand, even when rural inventory moves slower than urban semis or townhomes. Buyers frequently scan “Waterdown Manor photos” or “antrim glen | a Parkbridge residential community Freelton photos” to compare finishes, layouts, and lifestyle options across nearby communities, including adult‑lifestyle enclaves in Freelton.

Country house Waterdown: zoning and land-use layers to check

Rural addresses in and around Waterdown are regulated by the City of Hamilton, but several overlapping frameworks can govern what you can build, sever, or operate on the property:

  • Municipal zoning (City of Hamilton): Agricultural and rural residential zones often limit additional dwellings, on‑site businesses, or lot severances. Secondary suites and garden suites permitted under provincial policy may still vary by rural zone. Always verify with Hamilton's Planning Division for your specific roll number.
  • Niagara Escarpment Plan (NEC): Properties within NEC jurisdiction may require development permits for additions, decks, accessory buildings, tree removal, or driveways. Escarpment policies can limit severances and intensification.
  • Greenbelt Plan and Source Water Protection: The Greenbelt and local source water protection rules can restrict certain uses and impose setbacks near sensitive features.
  • Conservation Authority: Waterdown straddles the influence of Hamilton Conservation Authority and Conservation Halton; floodplains, wetlands, and watercourse buffers add permitting requirements.
  • Minimum Distance Separation (MDS): If livestock operations are nearby (or planned on your land), provincial MDS formulas may affect where new homes or barns can locate.

Buyer takeaway: Confirm zoning, NEC mapping, Conservation Authority boundaries, and whether any buildings or additions were permitted before you waive conditions.

Wells, septic, and servicing: what to expect

Many country houses around Waterdown rely on private wells and septic systems. A typical due‑diligence package includes:

  • Potable water testing: Lenders often require a satisfactory bacteriological test and sometimes a flow test (e.g., gallons per minute) for a drilled well. Older dug wells warrant extra caution for surface contamination.
  • Septic inspection: Pump‑out and inspection can assess tank condition and bed performance. Expect replacement costs in the tens of thousands if a bed has failed. Check setbacks between wells, septic, and water features.
  • Fuel and heat: Oil or propane is common where there's no natural gas. Confirm the age and compliance of oil tanks and the WETT status of any wood‑burning appliance for insurance.
  • Internet and hydro: Verify provider options; rural bandwidth varies. Hydro service amps and the presence of aging panels or aluminum wiring can affect insurance and renovation plans.

Scenario: You offer on a 2‑acre property with an older septic, wood stove, and original oil tank. A prudent offer includes conditions for water potability, septic inspection, insurance approval, and WETT certification—paired with a realistic timeline to complete them, especially in winter when access can be limited.

Financing and insurance nuances for rural property

Most residential lenders value the dwelling and a reasonable “residential” portion of acreage (commonly the first 5–10 acres), with agricultural or commercial outbuildings adding limited lending value unless you secure specialized financing. Anticipate:

  • Appraisals: Rural comparables can be sparse; appraisers focus on the home, outbuilding condition, and functional utility of land.
  • Acreage limits: Large acreages and hobby‑farm elements can reduce the loan‑to‑value offered by mainstream lenders.
  • Insurance: Wood stoves, knob‑and‑tube wiring, and oil tanks older than typical carrier thresholds may trigger conditions or higher premiums.

For context and price benchmarking beyond Waterdown, it can help to scan nearby and provincial comparables. Neutral resources like KeyHomes.ca provide searchable data; for example, compare Ancaster country house inventory with Waterdown to understand how proximity to the 403 affects pricing per acre.

Short-term rentals, multi‑generational living, and accessory units

Hamilton and many neighbouring municipalities have moved toward licensing for short‑term rentals (STRs), often restricting them to a principal residence with caps on days or guest rooms. Burlington has considered similar controls. If you plan to STR a rural guest suite or coach house, confirm with the City of Hamilton's Licensing and By‑law Services whether a licence is required and if zoning permits this use at your address.

Multi‑generational set‑ups—like garden suites or second units—benefit from recent provincial rules encouraging gentle density, but rural/agricultural zones can differ. Also check private road agreements, fire access, and sufficient parking.

Resale potential and seasonal market rhythms

Rural listings near Waterdown typically follow Ontario's broader cycle: spring sees the largest buyer pool, summer slows when families travel, and fall can bring a second, shorter window. Winter transactions do occur but with narrower demand; properties may spend longer on market and appraisals can be trickier if rural comparables are snow‑covered or inaccessible.

Resale strength tends to favour properties with:

  • Conforming permits for additions, decks, and outbuildings
  • Reliable servicing (documented well tests, recent septic pump‑out/inspection)
  • Usable outbuildings and manageable acreage (not overly dense bush without clearings)
  • Reasonable commute times to Aldershot GO and Highway 403/407 via Waterdown Road Burlington

For photo research and finish benchmarking, buyers often review local “Waterdown Manor photos” and similar galleries to calibrate expectations before touring rural listings. In valuation discussions, agents will also reference suburban comparables along corridors like Karen Crescent Hamilton to ground the rural premium in nearby urban demand.

Regional comparables and research tools

Understanding value is easier when you examine a broad set of Ontario and cross‑country rural markets. While your offer should rely on immediate comparables, browsing similar inventory can sharpen your sense of pricing, lot utility, and days‑on‑market:

Within Waterdown proper, it's helpful to track both established and new supply. You can monitor current house listings in Waterdown alongside new‑build options in Waterdown to see how builder upgrades, lot premiums, and warranty coverage compare to renovated rural resales nearby. Many buyers use resources like KeyHomes.ca to review listing history, map overlays, and neighbourhood data before requesting showings with a licensed local advisor.

If you're also exploring nearby lifestyle communities, note that the Freelton area's Antrim Glen is an age‑restricted option; scanning “antrim glen | a Parkbridge residential community Freelton photos” can help calibrate expectations for bungalow layouts and clubhouse amenities relative to freehold country houses on private lots.

Practical offer strategy and conditions

Given layered regulation and servicing variables, structure conditions to protect your objectives:

  • Title and survey: Seek an up‑to‑date survey or reference plan; title insurance is standard but does not replace all surveying needs when boundaries or encroachments are in question.
  • Water/septic: Make the offer conditional on potable water and a satisfactory septic inspection/pump‑out.
  • Permits: Require seller disclosure of building permits for major work; where NEC or Conservation approvals were needed, request documentation.
  • Insurance/Financing: Include insurance approval and financing conditions that allow time for a rural appraisal and any required WETT or oil‑tank inspections.

Buyers considering new country‑style construction outside Waterdown can compare build‑new scenarios with resale by reviewing rural Woodstock‑area builds or Ancaster estate‑lot properties to understand how lot prep, HST, and servicing costs affect total project budgets.

What to bring to rural showings

  • Footwear for uneven or muddy terrain; check fence lines and outbuildings
  • Flashlight for crawlspaces and barns; look for signs of moisture or pests
  • Cell coverage test; note internet options and speed claims versus actual signal
  • Seasonal lens: in spring, identify drainage paths; in winter, verify plowing/road access

To broaden perspective on rural price bands and acreage utility, some buyers also look at secondary markets like Smiths Falls or cottage‑adjacent areas such as Tiny Township and then return to Waterdown armed with a tighter budget and use‑case fit.

Local photography and comparables: reading between the lines

Listing media can be telling. “Waterdown Manor photos” or aerials of escarpment‑edge homes often reveal topography, tree coverage, and driveway grades. When you review images, look for hydro line routing, culvert locations, and potential wet spots that may not be obvious from a quick walk‑through. Compare staging and finish levels to suburban streets like Karen Crescent Hamilton to better estimate the premium you're paying for acreage versus interior upgrades.

Finally, when you're comparing Waterdown to broader regions—from Tillsonburg and Woodstock to Northern markets like North Bay—remember that lender appetite, insurance criteria, and municipal bylaws differ. Verifying locally with Planning, the NEC (if applicable), and the relevant Conservation Authority is essential before finalizing terms.