Country Houses In Woodstock ON

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House for sale: 155 VANSITTART AVENUE, Woodstock

48 photos

$849,900

155 Vansittart Avenue, Woodstock (Woodstock - North), Ontario N4S 6E7

4 beds
3 baths
29 days

Cross Streets: Drew Street. ** Directions: Travel South on Vansittart Avenue, turn right on to Drew Street. Property is located on the North side of Drew Street. Welcome to 155 Vansittart Avenue! An elegant and meticulously updated 2-storey century home nestled on a large lot beside the highly

House for sale: 505109 OLD STAGE Road, Woodstock

50 photos

$3,888,888

505109 Old Stage Road, Woodstock, Ontario N4S 7V8

6 beds
4 baths
10 days

Exit 232 For Oxford Road 59 To Old Stage Road Beauty Beyond words: Welcome to 505109 Old Stage Road, Woodstock - Nestled on a sprawling 33-acre estate, this property promises unparalleled privacy with an exquisitely updated house that is sure to impress. The luxurious house is a private oasis

Anurag Sharma,Re/max Twin City Realty Inc.
Listed by: Anurag Sharma ,Re/max Twin City Realty Inc. (226) 780-8886
House for sale: 763 BOYLE DRIVE, Woodstock

36 photos

$663,900

763 Boyle Drive, Woodstock (Woodstock - South), Ontario N4S 8M1

4 beds
2 baths
36 days

Cross Streets: Parkinson Rd & Norwich Ave. ** Directions: From 401/East or West/take exit for Hwy 59 Norwich Ave/turn L at Juliana Drive, then R onto Lampman Pl,then 2nd R onto Boyle Dr, up bend to R, house is on L. A true family home! Original farmhouse to the area, solidly built in 1905,

Listed by: James Tasca ,Ici Source Real Asset Services Inc. (800) 253-1787
House for sale: 515146 11TH LINE, Woodstock

46 photos

$979,900

515146 11th Line, Woodstock (Woodstock - North), Ontario N4S 7V7

6 beds
4 baths
9 days

11th line & HWY 2 Rare Opportunity To Own A Unique 1.58-Acre Commercial/Residential Property Offering The Perfect Blend Of Investment Potential And Country-Style Living. Situated On A Spacious 96-Ft Frontage Lot, This Exceptional Property Is Within The City Of Woodstock Yet Enjoys A Peaceful

Listed by: Gagan Sangha ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 17 DOVER STREET, Woodstock

42 photos

$469,000

17 Dover Street, Woodstock (Woodstock - South), Ontario N4S 3L7

3 beds
2 baths
16 days

Henry St & Dover St Updated Three-Bedroom Detached Home with Two-Bath & Two parking Spots. (One Parking in driveway and next spot as marked in Photo in Listing) The Main Floor Features Primary Bedroom Overlooking The Front Yard with Full Bathroom & Enclosed Laundry facilities wih Storage, Complete

House for sale: 442 ONTARIO STREET, Woodstock

50 photos

$789,000

442 Ontario Street, Woodstock (Woodstock - South), Ontario N4V 1G7

5 beds
4 baths
9 days

Manitoba Rd to Ontario St Welcome to this absolutely stunning home with premium finishes, located in one of Woodstock's most sought-after, family-friendly neighbourhoods. Situated on a large private lot, this beautifully finished multi-level home offers the perfect blend of style, comfort,

House for sale: 241 TAMARACK BOULEVARD, Woodstock

50 photos

$2,875,950

241 Tamarack Boulevard, Woodstock (Woodstock - North), Ontario N4S 0E4

4 beds
8 baths
9 days

Cross Streets: Tamarack. ** Directions: north on 11th line, right onto hawthorne, right onto tamarack. 241 Tamarack represents a rare opportunity to own one of Woodstock's most exceptional luxury estates. Offering approximately 7780 sq. ft. of living space on a private lot backing onto conservation

Jessica Curtis-blair,Revel Realty Inc Brokerage
Listed by: Jessica Curtis-blair ,Revel Realty Inc Brokerage (519) 532-7458
House for sale: 405 WELLINGTON Street N, Woodstock

39 photos

$679,900

405 Wellington Street N, Woodstock, Ontario N4S 6S8

3 beds
2 baths
16 days

HWY 59 North, left on Devonshire, right on Wellington St. Picture-perfect curb appeal and timeless Cape Cod charm make 405 Wellington Street North a home you'll be proud to call your own! Step into this charming Woodstock home that perfectly blends style and family-friendly living. Featuring

House for sale: 405 WELLINGTON STREET N, Woodstock

39 photos

$679,900

405 Wellington Street N, Woodstock (Woodstock - North), Ontario N4S 6S8

3 beds
2 baths
16 days

Cross Streets: Devonshire Ave. ** Directions: HWY 59 North, left on Devonshire, right on Wellington St. Picture-perfect curb appeal and timeless Cape Cod charm make 405 Wellington Street North a home you'll be proud to call your own! Step into this charming Woodstock home that perfectly blends

Ryand Campbell,Re/max Twin City Realty Inc.
Listed by: Ryand Campbell ,Re/max Twin City Realty Inc. (519) 756-8111
House for sale: 443 RIVERCREST DRIVE, Woodstock

28 photos

$443,000

443 Rivercrest Drive, Woodstock (Woodstock - North), Ontario N4S 5W5

3 beds
1 baths
15 days

Rivercrest and Fair Tucked away in the north end of Woodstock, just steps from Pittock Park, the lake, and scenic walking trails, this charming home offers a warm welcome in a peaceful setting. Lovingly maintained by the same owner since 1955, it is now ready to begin its next chapter with

Allen Skinner,Re/max A-b Realty Ltd Brokerage
Listed by: Allen Skinner ,Re/max A-b Realty Ltd Brokerage (519) 535-4030
House for sale: 483 PARROTT Place, Woodstock

42 photos

$899,000

483 Parrott Place, Woodstock, Ontario N4T 1V8

5 beds
3 baths
47 days

Absolutely stunning fully upgraded home in a highly desirable Woodstock neighbourhood near Pittock Lake, scenic walking and bicycle trails, and golf. This beautifully maintained property sits on a premium private ravine lot offering breathtaking backyard views and a peaceful, cottage-like setting.

House for sale: 483 PARROTT PLACE, Woodstock

42 photos

$899,000

483 Parrott Place, Woodstock (Woodstock - North), Ontario N4T 1V8

5 beds
3 baths
55 days

LANDSDOWNE AVE TO FINCH AVE, LEFT ONTO PARROTT PLACE Absolutely stunning fully upgraded home in a highly desirable Woodstock neighbourhood near Pittock Lake, scenic walking and bicycle trails, and golf. This beautifully maintained property sits on a premium private ravine lot offering breathtaking

Listed by: Vishal Saxena ,Exp Realty (866) 530-7737
House for sale: 200 BOWER HILL ROAD, Woodstock

17 photos

$650,000

200 Bower Hill Road, Woodstock (Woodstock - South), Ontario N4S 2N4

3 beds
2 baths
31 days

Cross Streets: Parkinson Road and Mill Street. ** Directions: Parkinson Road and Mill Street. Rare opportunity to own one of Woodstock's few remaining oversized city lots. Set on a spectacular and private property measuring approximately 80 ft x 295 ft (over half an acre!), this exceptional

Frank Leo,Re/max West Realty Inc.
Listed by: Frank Leo ,Re/max West Realty Inc. (416) 917-5466
House for sale: 38 GLEN ABBEY Court, Woodstock

50 photos

$799,000

38 Glen Abbey Court, Woodstock, Ontario N4S 8S9

3 beds
4 baths
80 days

Sixth Ave to St. Andrews Rd to Glen Abbey Court BEAUTIFUL 2-STOREY HOME THAT SITS ON JUST UNDER .25 ACRES IN A QUIET COURT! Step into a warm and inviting foyer that immediately makes you feel at home. The living room flows into the dining room, creating an open and inviting space. Large windows

Mandy Greig,Re/max Twin City Realty Inc.
Listed by: Mandy Greig ,Re/max Twin City Realty Inc. (226) 755-0200
House for sale: 38 GLEN ABBEY COURT, Woodstock

46 photos

$799,000

38 Glen Abbey Court, Woodstock (Woodstock - South), Ontario N4S 8S9

3 beds
3 baths
80 days

Cross Streets: Sixth Ave & St. Andrews Rd. ** Directions: Sixth Ave to St. Andrews Rd to Glen Abbey Court. BEAUTIFUL 2-STOREY HOME THAT SITS ON JUST UNDER .25 ACRES IN A QUIET COURT! Step into a warm and inviting foyer that immediately makes you feel at home. The living room flows into the

Listed by: Mandy Greig ,Re/max Twin City Realty Inc. (519) 740-3690
House for sale: 339 ANDERSON STREET, Woodstock

7 photos

$746,815

339 Anderson Street, Woodstock (Woodstock - South), Ontario N4S 0G6

4 beds
3 baths
78 days

Cross Streets: Gillespie and Sixth Ave. ** Directions: Mill St South to Sixth Ave. turn right, follow to Anderson turn left, on the left. This is a perfect time to buy your new home. Saving the HST makes home ownership more affordable, though the government rebates being offered are for a LIMITED

House for sale: 343 ANDERSON STREET, Woodstock

9 photos

$683,985

343 Anderson Street, Woodstock (Woodstock - South), Ontario N4S 0G6

3 beds
3 baths
77 days

Cross Streets: Kading and Sixth Ave. ** Directions: Mill Street turn West onto Sixth Ave. thurn South onto Anderson. This is the perfect time to buy your new home. Saving the HST makes home ownership more affordable, though the government rebates being offered are for a LIMITED TIME. This WESTPORT

House for sale: 349 MASTERS Drive, Woodstock

50 photos

$999,900

349 Masters Drive, Woodstock, Ontario N4T 0L2

3 beds
3 baths
38 days

From Oxford Rd 17, Turn onto Masters Drive, Home will be on the Left Side This is the kind of home that speaks to buyers with a sharp eye for design and a taste for the finer things. Backing onto conservation land and creek, 349 Masters Dr., is a rare offering for buyers who appreciate true

Listed by: Mellissa King ,Century 21 Heritage House Ltd. (519) 320-0203
House for sale: 305 ROBINSON STREET, Woodstock

48 photos

$1,098,900

305 Robinson Street, Woodstock (Woodstock - South), Ontario N4S 3B8

5 beds
3 baths
15 days

Cross Streets: Parkinson Rd. ** Directions: Parkinson Rd., South on Robinson. House is on East side. Stylish & Chic Multi-Generational Living in South Woodstock! Experience modern Luxury meets country charm in this unique split level home situated on a massive in-town, oasis like lot. Perfectly

Georgina Turchet,Re/max A-b Realty Ltd Brokerage
Listed by: Georgina Turchet ,Re/max A-b Realty Ltd Brokerage (519) 536-5151
House for sale: 87 BAY STREET, Woodstock

35 photos

$665,000

87 Bay Street, Woodstock (Woodstock - South), Ontario N4S 3K7

4 beds
3 baths
28 days

Cross Streets: Main St and Peel St. ** Directions: Main St to Bay St, 3rd house on Right. Spacious 4-bedroom family home showcasing numerous high-quality updates and improvements, situated on a huge 66' x 179' city lot, offering an exceptional amount of living space, versatility and updates

Listed by: Jen Chadwick-storey ,Century 21 Heritage House Ltd Brokerage (519) 854-2731
House for sale: 451 MASTERS Drive, Woodstock

2 photos

$1,739,883

451 Masters Drive, Woodstock, Ontario N4T 0P6

4 beds
4 baths
17 days

Pre-Construction Home – To Be Built Welcome to Masters Edge, a prestigious master-planned community nestled between a scenic golf course and beautiful natural surroundings. This executive 60-foot lot offers the perfect setting for your future dream home. We are proud to present the Wilmont

Listed by: David Parsons ,Homelife Miracle Realty Mississauga (289) 241-9942
House for sale: 557 BALDWIN CRESCENT, Woodstock

50 photos

$639,900

557 Baldwin Crescent, Woodstock (Woodstock - North), Ontario N4S 7W2

3 beds
3 baths
9 days

Thompson St and Arthur Parker Ave Welcome to 557 Baldwin Crescent in Woodstock, a beautiful all-brick two-storey home offering 3 bedrooms, 2.5 bathrooms, and a bright, open main-floor layout. The inviting living room features a cozy gas fireplace, while the eat-in kitchen offers a centre island,

Chantel Nightingale,Re/max Escarpment Realty Inc.
Listed by: Chantel Nightingale ,Re/max Escarpment Realty Inc. (905) 573-1188

Thinking about a country house Woodstock Ontario province buyers can call home? The rural fringe around Woodstock and across Oxford County offers a practical blend of small‑town convenience and true countryside living. Whether you're searching for a country side house for sale as a primary residence, a small weekend retreat, or an investment, the area rewards careful due diligence on zoning, services (well/septic), and resale dynamics. Throughout this overview, I'll flag the Ontario-specific rules and local nuances that matter most to buyers and investors.

Where “country” begins around Woodstock

Woodstock itself is urban, but a few minutes beyond the city line you'll find farms, hamlets, and wooded lots in townships like Blandford‑Blenheim, Norwich, Zorra, East Zorra‑Tavistock, and South‑West Oxford. Commuters appreciate ready 401/403 access to Kitchener‑Waterloo, London, and the GTA, while families value school bus routes and proximity to conservation areas such as Pittock and Wildwood. For a feel of current inventory—detached, acreage, and rural‑adjacent—scan the current Woodstock and area listings on KeyHomes.ca, a trusted resource for browsing data-rich property pages and connecting with licensed professionals.

Buying a country house in Woodstock, Ontario province: zoning and land-use essentials

Rural properties here are guided by the Oxford County Official Plan plus each municipality's zoning by‑law. Inside Woodstock, the City's zoning applies; outside, townships govern rural and agricultural (A) zones. Key factors:

  • Agricultural zoning and severances: Most farm parcels can't be easily split due to provincial policy on protecting farmland. If you're eyeing a “house for sale country” setting with surplus buildings or a second dwelling, expect tight rules. Verify permitted uses and any site‑specific exceptions with the applicable planning office.
  • Minimum Distance Separation (MDS): New or expanded livestock barns and sensitive uses (like new dwellings) must respect MDS setbacks. This can affect where additions or new accessory units go.
  • Accessory units and secondary suites: Ontario policy encourages more units, but rural services (well/septic capacity, road frontage) often limit what's feasible. Don't assume you can add a rental suite without approvals and servicing upgrades.
  • Conservation authority permits: Properties near rivers, creeks, floodplains, or wetlands may be regulated by the Upper Thames River Conservation Authority. Building, grading, or shoreline work often requires permits.

Services and inspections: wells, septic, heat, and internet

Most countryside houses rely on private wells and septic systems. Ontario Building Code (Part 8) governs septic design; wells are overseen by O. Reg. 903 under the Ontario Water Resources Act. Lenders and insurers may require:

  • Water quality and quantity: Potability tests (bacteria, sometimes metals) and a well flow test. Plan time in your offer conditions to complete lab testing.
  • Septic inspection: Pumping and assessment to confirm condition, size, and compliance. Replacement systems can be costly; understand reserve area requirements on the lot.
  • Heating and fuel: Propane and oil are common. Insurers often ask for documentation on above‑ground oil tanks (age, double‑wall) and WETT inspections for wood stoves. Budget for efficiency upgrades if a country home for sale runs older mechanicals.
  • Internet and cell coverage: Availability of fibre or fixed wireless materially impacts resale. SWIFT-funded builds and private providers have improved coverage, but confirm speeds at the specific address.

Example: A buyer considering a small country homes for sale listing on a treed acre near Innerkip negotiated a potable water condition plus a holdback for a failing septic tank discovered during inspection. The deal closed smoothly once the system was replaced to code.

Financing nuances for acreage and hobby properties

High‑ratio insured mortgages typically work for residential homes on modest acreage. Larger parcels, significant farm outbuildings, or income‑producing agriculture may push the file into conventional lending or a farm‑focused product. Lenders differ on maximum acreage they'll consider “residential,” and many exclude value of extensive outbuildings from lending calculations.

  • Income use matters: A property marketed as a country side home with a few rented fields or a small barn may be treated as agricultural. Expect larger down payments and stricter appraisal reviews.
  • Appraisals and comparables: Rural comps are thin. Appraisers may extend search radiuses to similar markets (e.g., Elmira or Linwood) to support value, adjusting for distance and attributes.
  • HST considerations: Most resale principal residences are HST‑exempt, but farmland or mixed‑use transactions can involve HST. Obtain tax advice early.

Case in point: A 25‑acre property with a large steel barn and rented cropland may not qualify under standard insured guidelines, even if the residence is typical. A conventional mortgage with 20%+ down and agricultural expertise might be needed.

Lifestyle appeal: practical countryside living

For many, a country house means privacy, space for hobbies, and room for kids and dogs. Woodstock's proximity to trails and water (Pittock Conservation Area, Wildwood Lake) adds weekend value without long cottage drives. If you're choosing between an in‑town option and a rural setting, it's easy to compare using neighborhood‑level data on KeyHomes.ca—browse, for example, condo and unit listings in Woodstock or the current townhouse supply in Woodstock alongside acreage opportunities.

Character buyers may also cross‑shop heritage or adaptive reuse properties—Ontario has a surprising range of historic homes across the province, converted barns, and even a school‑converted house or two. If sustainability features are on your radar, explore eco‑oriented homes in Ontario for ideas to incorporate into a Woodstock‑area renovation.

Seasonal market trends in the countryside

In Oxford County, inventory of country houses for sale tends to build in spring and early summer when properties show their best. Rural listings can linger into fall; winter sees fewer showings but potentially more motivated sellers. Agricultural calendars and school years also shape timing—families often target late spring closings to be settled by September.

Pricing is highly property‑specific. Renovated “turn‑key” country houses with good internet and updated mechanicals command a premium. Dated homes or those needing septic replacement can list attractively but require realistic renovation budgets. In slower winter months, conditional periods for inspections are easier to negotiate.

Investment perspective: rentals, STRs, and resale

Long‑term rentals near Woodstock benefit from stable employment (manufacturing, logistics, services) and 401/403 access. Investors occasionally consider a countryside house for sale for furnished mid‑term stays (e.g., relocations, project crews). Short‑term rentals (STRs) require extra caution:

  • Licensing and zoning: STR rules vary by municipality and can change. The City of Woodstock and surrounding townships may require business licensing, occupancy limits, parking minimums, and proof of safety compliance. Agricultural zones can be especially restrictive. Always confirm with the local municipality before buying for STR use.
  • Events and gatherings: Hosting weddings or retreats on a rural property often isn't permitted without specific zoning or permits and may trigger by‑law enforcement.

For resale, what endures? Manageable acreage (1–3 acres), modern mechanicals, reliable internet, and a dry basement consistently broaden your buyer pool. Thoughtful outbuildings (insulated workshop, 2‑car garage) are preferred over oversized agricultural structures that limit financing options. Properties on paved roads with school bus access and short drives to Woodstock amenities tend to sell faster.

Offer structure: conditions and due diligence that protect you

When you find the right country home for sale, align your offer with rural realities:

  • Water and septic conditions: Include water potability/flow and septic inspection conditions with enough time for lab results. Request recent pump‑out receipts and system drawings if available.
  • WETT/ESA and fuel: Seek WETT certification for wood appliances and an Electrical Safety Authority (ESA) review if upgrades look DIY. Document oil tank age and compliance.
  • Zoning and use warranties: Ask the seller to warrant that the current use is lawful and that there are no outstanding work orders. Confirm conservation authority status.
  • Survey and boundaries: Rural fences and hedgerows are not legal boundaries. A survey or reference plan is valuable, especially with outbuildings close to lot lines.
  • Title and taxes: Clarify HST applicability, fixtures/chattels, and any leases (propane tanks, solar, crop). If part of the property is farmed, understand possession timing relative to harvest.

Neighbourhood and property types to compare

If you're moving from in‑town living, reviewing comparable options sharpens value judgments. Along with countryside houses for sale, compare urban detached and freehold choices to calibrate renovation budgets and operating costs. For perspective on private sellers, see owner‑listed houses in Woodstock. If character is a must‑have, look beyond Woodstock's borders at heritage listings across Ontario. Buyers leaning minimalist might track “small country homes for sale” headlines, but always reconcile list price with likely well/septic, heating, and insulation upgrades.

Practical caveats that often save money

  • Road access and maintenance: Confirm whether the road is municipal year‑round, seasonally maintained, or private. Lenders and insurers prefer year‑round municipal access.
  • Environmental and soil: Ask about former fuel tanks, dump sites, or buried debris; older farms sometimes carry surprises. Tile drainage and soil type impact yard usability.
  • Flood and radon: Review floodplain mapping and consider a radon test, especially for finished basements.
  • Insurance quotes early: Wood heat, knob‑and‑tube wiring, and older roofs can complicate binding coverage. Get a quote during conditional period.

How to research and compare effectively

Because each country house is unique, your best approach is to triangulate local zoning, property condition, and market data. Platforms like KeyHomes.ca are helpful for scanning countryside houses alongside in‑town alternatives, and for exploring niche categories (from barn‑converted properties to eco‑forward homes) to refine what truly fits. Local professionals can then validate bylaws and servicing for the exact address you're considering.

Final buyer takeaways

Country houses for sale near Woodstock deliver space and value, but the best purchases come from disciplined due diligence. Verify zoning and conservation constraints, confirm well and septic health, check internet and heating costs, and plan financing well ahead of offer day. With those boxes checked, a country side home in Oxford County can offer the right balance of lifestyle, commute, and long‑term resale strength.