Country House Toronto For Sale

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House for sale: 7 TREELINE COURT, Toronto

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$2,100,000

7 Treeline Court, Toronto (Markland Wood), Ontario M9C 1K7

4 beds
4 baths
37 days

Truly exceptional and rarely offered. Custom built 4 Bedroom unique family home on one of Markland's prestigious courts in "The Heart Of Markland Wood". From the moment you arrive this distinguished home welcomes you with an impressive stone covered front porch and fabulous curb appeal surrounded

House for sale: 55 STRATHEARN BOULEVARD, Toronto

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$8,995,000

55 Strathearn Boulevard, Toronto (Forest Hill South), Ontario M5P 3M3

4 beds
5 baths
56 days

Welcome Home! Country living meets modern luxury in one of Forest Hill's most unique settings. Situated on an exclusive cul-de-sac with only two residences, this one-of-a-kind custom dream home offers a retreat unlike any other. Thoughtfully renovated with exceptional care and attention to

House for sale: 372 OLD YONGE STREET, Toronto

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$6,680,000

372 Old Yonge Street, Toronto (St. Andrew-Windfields), Ontario M2P 1R4

8 beds
8 baths
39 days

A Country Estate in the Heart of the City. Hidden behind private gates and enveloped by nearly an acre of magnificent, tree-canopied grounds, 372 Old Yonge Street is a remarkable Tudor residence offering a level of privacy, character and architectural presence rarely found in Toronto. Offering

House for sale: 16 DELROY DRIVE, Toronto

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$999,000

16 Delroy Drive, Toronto (Stonegate-Queensway), Ontario M8Y 1M7

3 beds
2 baths
4 days

Rare Opportunity! Country Living In The City On A Spectacular Ravine Lot! Nestled In The Highly Sought-After Stonegate-Queensway Enclave (Royal York/The Queensway), This Detached Bungalow Is A Dream Find For Entertainment Enthusiasts, Downsizers, Savvy Investors, & Custom Builders Alike. Experience

Susan Dawn Macleod,Bosley Real Estate Ltd.
Listed by: Susan Dawn Macleod ,Bosley Real Estate Ltd. (416) 530-1100
House for sale: 1421 MILITARY TRAIL, Toronto

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$1,950,000

1421 Military Trail, Toronto (Highland Creek), Ontario M1C 1A7

4 beds
3 baths
192 days

Country living in the city! An extraordinary opportunity on a rare 100 x 478 ft ravine lot offering endless possibilities-renovate, rebuild your dream estate, or explore potential severance options (buyer to verify). Nestled in a serene, nature-filled setting with frequent wildlife sightings,

Lou Cornacchia,Royal Lepage Signature Realty
Listed by: Lou Cornacchia ,Royal Lepage Signature Realty (416) 443-0300
House for sale: 19 TALWOOD DRIVE, Toronto

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$2,688,000

19 Talwood Drive, Toronto (Banbury-Don Mills), Ontario M3B 2P4

3 beds
3 baths
144 days

Stunningly Renovated 2+1 Bedroom Executive Home on a Rare Lot Sliding onto a Ravine. New Roof Installed Last Summer. Welcome to this beautifully updated residence nestled on a serene, park-like lot offering unmatched privacy and natural beauty. Set on approximately half an acre and siding onto

Moe Asgarian,Re/max Hallmark Realty Ltd.
Listed by: Moe Asgarian ,Re/max Hallmark Realty Ltd. (416) 837-8000
House for sale: 127 ROXBOROUGH DRIVE, Toronto

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$6,480,000

127 Roxborough Drive, Toronto (Rosedale-Moore Park), Ontario M4W 1X5

7 beds
5 baths
44 days

A unique opportunity to achieve your great architectural ambition, to create your own dream home on one of the most prestigious blocks in Canada. This iconic Rosedale residence, set on a massive lot (77 ft x 157 ft), is among a select handful of properties of this scale. The stately home has

House for sale: 33 THORNDALE AVENUE, Toronto

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$3,750,000

33 Thorndale Avenue, Toronto (Kingsway South), Ontario M8X 1W8

6 beds
5 baths
42 days

A rare offering on an impeccable brand new custom residence in the Kingsway, one of Etobicoke's finest and highly sought-neighbourhoods known for its vibrant family-oriented community, top schools, and walkable neighbourhood charm. This grand, castle -like country house boasts approximately

Listed by: Iryna Zhydetska ,Right At Home Realty (905) 565-9200
House for sale: 28 THOMAS AVENUE, Toronto

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$1,350,000

28 Thomas Avenue, Toronto (Highland Creek), Ontario M1C 1E5

2 beds
1 baths
37 days

Nestled at the end of a quiet cul de sac of executive homes this unique irregular property widens to just under 120 ft at the garage. Visit and experience the "country in the city feel" of one of the nicest building lots left in the city. In summer enjoy the fruit from apple and pear trees,

Amir Kamali,New Era Real Estate
Listed by: Amir Kamali ,New Era Real Estate (416) 508-9929
House for sale: 9 CLAY COURT, Toronto

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$1,750,000

9 Clay Court, Toronto (Edenbridge-Humber Valley), Ontario M9A 4S2

6 beds
3 baths
22 days

This unique 6 bed, 3 bath home nestled at the end of quiet Clay Court's private, safe court w/zero through-traffic (great for parents) is in luxurious Edenbridge. Feel like you're out of the city, but still have the city close. This home has lots of potential with a unique layout, a backyard

House for sale: 30 BARBARA CRESCENT, Toronto

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$1,599,000

30 Barbara Crescent, Toronto (East York), Ontario M4C 3B2

4 beds
2 baths
22 days

Welcome to your cottage in the city! Backing onto the ravine and views from almost every window, this setting and location are set to impress. Sitting on an an extraordinary 40 ft x 340 ft lot that widens toward the rear to 160 ft, this beautiful, rare, ranch-style bungalow offers a perfect

House for sale: 17 AMBOY ROAD, Toronto

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$829,900

17 Amboy Road, Toronto (Morningside), Ontario M1G 3J3

3 beds
2 baths
22 days

NATURE, PRIVACY & MODERN LIVING - A RARE FIND IN THE CITY . welcome to this beautifully renovated 3 bedroom, 2 washroom home , perfectly situated on an Oversized private lot backing onto a peaceful wooded trail / forest . Imagine starting your morning with a coffee while enjoying beautiful

House for sale: 2 TRIMONTIUM CRESCENT, Toronto

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$1,800,000

2 Trimontium Crescent, Toronto (East York), Ontario M4C 5N7

4 beds
4 baths
17 days

"COUNTRY IN THE CITY". First time offering! A large 4 bedroom all brick home (currently converted to 3 bedroom) having 2 primary bedrooms both with 4 pcs ensuited. Located in a much sought-after neighourhood in the heart of East York, nestled among an enclave of large executive homes in a tranquil

House for sale: 17 BAYVIEW RIDGE, Toronto

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$8,995,000

17 Bayview Ridge, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario M2L 1E3

8 beds
7 baths
3 days

Re-Imagine This Amenity Rich Signature French Country Estate, Dramatic Facade With Exquisite Stone Accents, With A Spectacular Premium Corner Locale On Ravine With Panoramic City Views And The Rosedale Golf Club. Located Within On One Of The Most Sought After Enclaves Of The Exclusive Bridle

Barry Cohen,Re/max Realtron Barry Cohen Homes Inc.
Listed by: Barry Cohen ,Re/max Realtron Barry Cohen Homes Inc. (416) 223-1818

Country House Toronto: What Buyers and Investors Should Know

If you are searching for a “country house Toronto” experience, you are likely weighing the charm of rural living against the convenience of the city. In the Greater Toronto Area (GTA), that often means exploring the edges—Caledon, King, Uxbridge, Whitchurch-Stouffville, Halton Hills, parts of Durham and Simcoe—where houses in the country side sit within commuting distance. Below is practical, Ontario-focused guidance on zoning, financing, lifestyle trade-offs, seasonal dynamics, and resale potential for country living houses, whether your target is a modest country side home or a larger country manor for sale.

Defining “Country” Near Toronto

In and immediately around Toronto, true rural parcels are limited; most “home for sale countryside” searches surface properties in adjacent municipalities. Expect larger lots, private wells and septic systems, and more varied outbuildings versus urban properties. You may also encounter hybrid settings—hamlets and village edges—that offer town services on one side of the street and rural systems on the other.

If you ultimately decide to stay urban while adding privacy or accessory space, consider in-city alternatives like laneway house options in Toronto or coach house guidelines and listings in Toronto, both subject to specific bylaws that differ from rural municipalities.

Country House Realty Essentials: Zoning and Land-Use

Zoning in Ontario is municipal, layered with provincial plans and conservation controls. Rural zones (often RU, A1/A2 Agricultural, or similar) can look permissive at first glance, but:

  • Greenbelt Plan, Oak Ridges Moraine, and Niagara Escarpment policies introduce limits on new development, severances, and certain uses.
  • Conservation authorities (e.g., TRCA, LSRCA) regulate building near watercourses, wetlands, and steep slopes; permits may be required for minor grading or additions.
  • Minimum Distance Separation (MDS) may restrict new dwellings or barns near existing livestock operations.
  • Accessory dwellings, garden suites, and short-term rentals are municipality-specific; permissions near Toronto are generally improving but not universal.

Key takeaway: Always confirm use permissions, setbacks, and development potential directly with the local municipality and the relevant conservation authority before waiving conditions. Zoning impacts resale value, the viability of secondary suites, and future additions—issues buyers of town and country houses for sale can't afford to overlook.

Property Systems Unique to Country Living Houses

Water and Septic

Most country living houses for sale rely on a drilled well and a septic system. Lenders often require a recent water potability test and a septic inspection or pump-out receipt. The Ontario Building Code governs septic setbacks, tank size, and replacement standards. Expect costs for upgrades or replacements to vary widely based on soil type and site access.

Expert tip: Include conditions for water testing (bacteria, often minerals/chemicals as well) and septic review. Never assume a system is compliant because it's “working.”

Heat, Power, and Insurance

Heating may be propane, oil, electric, or wood/wood-pellet. Insurance companies scrutinize solid-fuel appliances and older oil tanks; WETT (wood energy) inspections and proof of tank age/compliance are common. Rural response times can affect premiums.

Roads and Access

Mortgage lenders prefer properties on year-round municipally maintained roads. Private lanes or seasonal roads can impair financing and winter access. If a shared road or right-of-way exists, obtain the agreement and budget for maintenance.

Connectivity

High-speed internet varies by street; verify fiber, cable, fixed wireless, or Starlink availability. Coverage affects work-from-home viability and resale. A scenic country manor for sale with poor connectivity may linger on market or sell at a discount.

Financing and Appraisal Nuances

Financing a countryside property differs from an urban semi. Many lenders value the house plus a limited land portion (commonly 5–10 acres); excess acreage may be excluded from appraised value. Seasonal cottages or properties lacking year-round access, a permanent foundation, or potable water are harder to finance and may require larger down payments or alternative lenders.

  • Appraisals: Comparable sales for country living houses can be sparse; be prepared for appraisal gaps.
  • Insured mortgages: Insurers typically require year-round access, acceptable water and septic, and a permanent foundation.
  • Outbuildings: Large shops or barns don't always add dollar-for-dollar value with mainstream lenders.

Buyer move: Build a financing condition that allows time for water potability testing, septic review, and appraisal—especially if you're stretching into premium “best country houses for sale” territory.

Lifestyle Appeal and Trade-Offs

Country side living delivers privacy, night skies, and space for hobbies. Trade-offs include longer commutes, snow clearing, and fewer walkable amenities. Parents should check school bus routes and special program availability. If you rely on public transit, verify park-and-ride options and travel times in peak weather.

Architecture is diverse. You'll see farmhouses and stone cottages, but also renovated Victorian houses in Toronto (urban) and mid-century forms. If you pivot back to the city, you can compare row houses in Toronto, modern contemporary houses in Toronto, or even specialty inventory like a rare Toronto elevator house example on KeyHomes.ca.

Seasonal Market Trends

Spring and early fall typically see the widest selection and strongest activity for country house realty in the GTA. Summer brings recreational buyers into cottage corridors (Kawarthas, Simcoe, Muskoka), which can push prices in waterfront pockets. Winter listings are fewer but sometimes more negotiable.

For those tracking the “best country houses for sale this week,” remember that rural days-on-market are longer on average than urban Toronto homes. Weather, internet speed, and condition of rural systems influence demand year-round.

Resale Potential: What Drives Value

  • Access and commute: Paved, year-round municipal roads within 60–75 minutes of Toronto see deeper buyer pools.
  • Services: Reliable internet and backup power readiness are now core resale factors.
  • Site conditions: Dry, usable land with manageable topography and minimal conservation constraints improves marketability.
  • Permitting clarity: Documented permits for additions, decks, and outbuildings reduce buyer risk perceptions.
  • Waterfront specifics: Check shoreline road allowances, flood risk, and septic placement—critical to both financing and resale.

Historic homes can be excellent when updated thoughtfully, but scope your due diligence carefully. If you trend back to urban, broad categories such as full detached houses across Toronto or classic backsplit houses in Toronto provide a price-and-maintenance contrast to rural ownership.

Short-Term Rentals and Investment Angles

Short-term rental (STR) rules differ by municipality. Toronto allows STRs only in a host's principal residence and requires registration; penalties apply for non-compliance. Surrounding municipalities range from permissive to restrictive—some require STR licensing, caps on nights, or prohibit them in certain zones. Investors considering country living houses for sale near tourist areas (e.g., Prince Edward County, Blue Mountains, Muskoka) should verify local bylaws and consult their insurer and lender.

Example: An investor eyeing a 3-bedroom near a lake might budget for well/septic maintenance, enhanced insurance, and municipal STR licensing. Conservative underwriting assumes lower off-season occupancy and reserves for winter access costs. Plan for cash flow with a full 12-month view, not just peak summer rates.

Regional Considerations Around Toronto

West and North of the City

Halton Hills and Caledon offer equestrian and hobby farm properties; King and Whitchurch-Stouffville provide estate lots and proximity to Highway 404/400. Conservation authority overlay is common—expect to consult both municipal planning and conservation staff before significant site changes.

East and Northeast

Uxbridge and parts of Durham present forested acreages and trails, with varying soil and well depths. Internet coverage can be patchwork; resale strengthens on streets with fiber service. If you're open to a wider radius, Quinte and Belleville provide value compared with the GTA. See current country house listings in Belleville on KeyHomes.ca for price benchmarking against GTA-adjacent areas.

Beyond Ontario for Comparison

Some buyers compare interprovincial pricing. For example, country houses in Moncton often price differently due to regional incomes and supply. Cross-province comparisons are informative but ensure financing, inspection standards, and local bylaws are understood with local professionals.

Cottage and Four-Season Conversion Notes

Many buyers start with a 3-season cottage and plan upgrades for winter use. To convert to four-season, you'll need insulation to code, an appropriate heating system, and proof of safe winter access. Lenders look for permanent foundations; insurance companies assess freeze risk and heat sources. Waterfront lots may face conservation permits for shoreline work and septic upgrades.

Example: A buyer financing a modest home for sale countryside near the Kawarthas includes conditions for water potability, flow rate, and a septic inspection. The offer also requests seller-provided winter access confirmation from the municipality and the road association to satisfy lender concerns.

Working With Data and Due Diligence

Reliable, region-specific information reduces surprises. KeyHomes.ca is a useful resource to explore rural and urban listings, review market data, and connect with licensed professionals experienced in both cottages and estates. If you decide a rural move isn't right now, browsing heritage and urban alternatives like Victorian inventory in Toronto, or modern choices such as modern contemporary homes in the city, can help recalibrate expectations on price, commute, and maintenance.

Practical Buyer Checklist (Condensed)

  • Zoning and permits: Confirm principal use, accessory units, and any conservation or erosion hazards.
  • Water/septic: Test water (bacteria and minerals), review well records, inspect septic, and estimate remaining life.
  • Access: Verify year-round municipal maintenance; obtain private road agreements if applicable.
  • Insurance: Pre-quote if wood stoves or oil tanks are present; ask about response time surcharges.
  • Internet: Confirm providers and speeds in writing; it affects both lifestyle and resale.
  • Appraisal and financing: Allow time for rural appraisals; expect lenders to value house plus limited acreage.
  • STR bylaws: If investing, confirm local licensing, occupancy caps, and tax/insurance implications.

For additional context while you search, you can compare urban form factors—like attached housing and lot efficiency—by reviewing Toronto row-house stock and other city-focused collections on KeyHomes.ca, which complement rural research even if your goal remains a quiet country living house for sale outside the core.