Hockley Valley House For Sale

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House for sale: 794008 3RD LINE, Mono

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$699,000

794008 3rd Line, Mono (Rural Mono), Ontario L9W 5Y7

1 beds
1 baths
110 days

Hockley Rd/ 3rd Line EHS Welcome to 794008 3rd Line, Mono - a rare riverfront gem nestled in the heart of Hockley Valley. This fully renovated, turn-key (all furniture & contents are included in the sale price), all season one-bedroom, one-bathroom cottage offers the perfect blend of charm,

House for sale: 18 SHADY GLEN LANE, Mono

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$959,900

18 Shady Glen Lane, Mono (Rural Mono), Ontario L9W 6G9

3 beds
3 baths
30 days

Cross Streets: 7TH LINE E - SHADY GLEN LANE. ** Directions: Hockley Rd - 7 Line E - Shady Glen Ln. Country charm meets modern comfort at this serene 3-bedroom, 3-bath bungalow on 3.4 private acres, nestled in the heart of beautiful Hockley Valley, just 15 minutes to Orangeville or Alliston.

Cheryl Cruise,Royal Lepage In Touch Realty
Listed by: Cheryl Cruise ,Royal Lepage In Touch Realty (705) 220-2171
House for sale: 934190 AIRPORT ROAD, Mono

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$2,350,000

934190 Airport Road, Mono (Rural Mono), Ontario L9W 6C4

5 beds
3 baths
35 days

Hockley Road/Airport Road Unlock rare opportunity to own 2 homes on 25+ acres of breathtaking Hockley Valley landscape! Incredible property boasts serene, park-like setting w/ 1/2 acre pond, barns, fenced paddocks, miles of groomed forest trails, and a charming 2-storey, 3 bed/3 bath home.

Listed by: Tracy E Reynolds ,Royal Lepage Your Community Realty (905) 751-6214
House for sale: 8689 COUNTY RD 1, Adjala-Tosorontio

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$1,599,000

8689 County Rd 1, Adjala-Tosorontio (Rural Adjala-Tosorontio), Ontario L0N 1P0

2 beds
2 baths
121 days

Highway 50 to County Rd 1 Outstanding 63 Acres with views over the Hockley Valley and Escarpment. Approx. 50 acres of workable land. Property is being sold in "As Is" condition. Bank barn, some new fencing. Close to all the Hockley Valley resorts, restaurants, wineries, craft breweries,

House for sale: 4 DELL STREET, Mulmur

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$499,000

4 Dell Street, Mulmur (Rural Mulmur), Ontario L0N 1H0

2 beds
1 baths
64 days

Cross Streets: 2nd Line E / Side Rd 25. ** Directions: West of 2nd Line, just off of Side Rd 25. Discover a rare double-lot (200ft x 150ft) property situated on top of Mulmurs scenic hills. This bright, open-concept home offers privacy, expansive views, and easy access to hiking, skiing, and

House for sale: 1 BAYBERRY ROAD, Mono

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$1,465,000

1 Bayberry Road, Mono (Rural Mono), Ontario L9W 6G5

3 beds
3 baths
75 days

Cross Streets: Hwy 10 & 5th SR. ** Directions: Hwy 10, West on Cty Rd 16 (5th SR), North at the second Hawthorne Rd, East on Bayberry. Welcome to 1 Bayberry Road in the prestigious Cardinal Wood Estates! This charming 3-bedroom, 3-bathroom bungalow, set on just under an acre, offers a fantastic

Shawn Patrick Lanigan,Royal Lepage Rcr Realty
Listed by: Shawn Patrick Lanigan ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 387091 20TH SIDE ROAD, Mono

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$1,880,000

387091 20th Side Road, Mono (Rural Mono), Ontario L9W 6V5

6 beds
4 baths
64 days

Cross Streets: 20th Sdrd/Hurontario St. ** Directions: Hwy 10 North. Head East on 20th Sideroad. An incredible opportunity in Mono Centre offering 48 acres and backing to the Dufferin County Forest! Set back from the road, a long private drive leads past the level and open paddock areas to

Kaitlan Klein,Century 21 Millennium Inc.
Listed by: Kaitlan Klein ,Century 21 Millennium Inc. (905) 586-5258
House for sale: 954461 7TH LINE EHS ROAD, Mono

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$2,549,900

954461 7th Line Ehs Road, Mono (Rural Mono), Ontario L9W 6G1

4 beds
3 baths
77 days

Cross Streets: 7th Line EHS and 15th Sideroad, Mono. ** Directions: Airport Rd. North of Highway 9 to 15 Sdrd turn right, 7th Line turn Left (North). Set on 50 gently rolling acres in scenic Hockley Valley, this exceptional country retreat combines timeless character with rural elegance. The

House for sale: 2738 CONCESSION RD 4, Adjala-Tosorontio

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$999,000

2738 Concession Rd 4, Adjala-Tosorontio (Rural Adjala-Tosorontio), Ontario L0G 1L0

4 beds
3 baths
21 days

Cross Streets: County Rd 1 & Conc Rd 4. ** Directions: County Rd 1 & Conc Rd 4 West of Highway 50. Set on nearly an acre, this charming 4-bedroom, 4-level side split showcases true pride of ownership. Enjoy a private and peaceful setting on a paved country road just outside the scenic Hockley

House for sale: 346195 15TH SIDE ROAD, Mono

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$3,499,000

346195 15th Side Road, Mono (Rural Mono), Ontario L9W 6R9

4 beds
4 baths
63 days

HWY 10 and 15 Side Road 29 acres of paradise! Zoning permits farming (!) and secondary dwelling units (!) with applicable provisions per Town of Mono. Discover the epitome of luxurious living in this expansive, custom-built 3 storey home nestled in the sought-after neighborhood in Mono. Built

Listed by: Tracy Ho ,Icloud Realty Ltd. (416) 722-1899
House for sale: 20462 WILLOUGHBY ROAD, Caledon

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$1,390,000

20462 Willoughby Road, Caledon (Rural Caledon), Ontario L7K 1V3

4 beds
3 baths
1 day

Cross Streets: Hwy 10 and HighPoint Sideroad. ** Directions: Hwy 10 North from Caledon Village to Highpoint Sideroad. Turn Left (West) travel to Willoughby, Turn Right (North) Home is on the left just over the river. WHY make the long frustrating drive to cottage country for your weekend relaxation

Steve Catcher,Re/max Real Estate Centre Inc.
Listed by: Steve Catcher ,Re/max Real Estate Centre Inc. (519) 942-8700
House for sale: 2414 CONCESSION 3 ROAD, Caledon

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$2,870,000

2414 Concession 3 Road, Caledon (Palgrave), Ontario L0N 1P0

7 beds
5 baths
44 days

Gore Rd + Hwy 9 Two homes and one magical location, perfect for homesteading nestled on 25.5 acres of carefully maintained with organic practices under the protection of the Nottawasaga Conservation and (Oakridge Moraine protection easement). For over a decade, this land has been organically

House for sale: 8 CASTLEWOOD COURT, Caledon

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$1,699,000

8 Castlewood Court, Caledon (Rural Caledon), Ontario L7K 0C1

4 beds
4 baths
41 days

Cross Streets: Charleston & Heart Lake Rd. ** Directions: Charleston to Heart Lake Rd, North of Beech Grove, Left on Castlewood Crt. Located on a prestigious country cul-de-sac, minutes to Orangeville amenities, this quality, custom-built 3+1 bedroom, 3.5 bathroom, brick bungalow has a partly

Kaitlan Klein,Century 21 Millennium Inc.
Listed by: Kaitlan Klein ,Century 21 Millennium Inc. (905) 586-5258
House for sale: 3178 CONCESSION ROAD 4, Adjala-Tosorontio

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$1,499,000

3178 Concession Road 4, Adjala-Tosorontio (Rural Adjala-Tosorontio), Ontario L0G 1L0

2 beds
1 baths
86 days

Adjala 20 Sideroad / Concession Rd 4 66 acres ideally located between Loretto and Hockley Valley, with frontage on a paved road just off Highway 50. The land is primarily level pasture, offering excellent potential for a variety of uses. A house exists on the property, though it is currently

House for sale: 674217 HURONTARIO STREET, Mono

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$2,898,000

674217 Hurontario Street, Mono (Rural Mono), Ontario L9W 5R9

5 beds
4 baths
60 days

Cross Streets: Mono Center Rd/Hockley Valley. ** Directions: Hockley Valley North on Hurontario, Mono Centre RD South on Hurontario. Park like setting on a quiet country road with a large renovated & updated 5 bedroom Century home. Modern kitchen, surrounded by windows. Center island, walk

Wendy Costante,Re/max Aboutowne Realty Corp.
Listed by: Wendy Costante ,Re/max Aboutowne Realty Corp. (905) 338-9000
House for sale: 1538 CONCESSION RD 4 CONCESSION, Adjala-Tosorontio

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$2,398,000

1538 Concession Rd 4 Concession, Adjala-Tosorontio (Loretto), Ontario L0G 1L0

4 beds
3 baths
1 day

Highway 9 @ Concession Rd 4 Welcome to this exceptional property that perfectly combines comfort, space, and natural beauty. Set on 6 scenic acres, this home offers the peaceful lifestyle you've been looking for-complete with two picturesque ponds, open pastures, and mature trees that frame

Listed by: Patrick Alexander ,Royal Lepage Your Community Realty (905) 731-2000
House for sale: 873273 FIFTH LINE, Mono

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$2,149,000

873273 Fifth Line, Mono (Rural Mono), Ontario L9W 6A4

5 beds
6 baths
146 days

Cross Streets: Airport Rd & Highway 9. ** Directions: Heading Northeast on Airport Rd, Turn Left onto Side Rd 5, Then Turn left onto Fifth Line. Welcome to 873273 Fifth Line, a detached 4+1 bedroom home designed to accommodate large and growing families. This spectacular country estate is nestled

Listed by: Rana Gill ,Re/max Skyway Realty Inc. (905) 791-7900

Buying a Hockley Valley House: What Savvy Ontario Buyers Should Know

A hockley valley house appeals to buyers who value quiet, scenery, and four-season recreation within reach of the GTA. The valley straddles the Niagara Escarpment around the Town of Mono (Dufferin County), with rolling farmland, forested ravines, the Bruce Trail, and the Hockley Valley Resort for skiing and golf. Inventory is typically limited, so it pays to understand zoning overlays, rural services, seasonal pricing, and what drives long-term value before you start shortlisting houses for sale Hockley Valley.

Location and Lifestyle Fit

Hockley Valley sits roughly north of Caledon and east of Orangeville, offering a rural lifestyle with weekend-town convenience. Expect:

  • Four-season appeal: skiing, snowshoeing, road cycling, gravel riding, hiking, fly fishing on the Nottawasaga, and fall colours.
  • Quiet roads and dark skies, but also winter driving and regular snow removal. Check whether your road is municipally maintained year-round.
  • Services that are rural by default: wells, septic systems, propane or oil heat, and variable broadband (fibre is expanding, but many rely on fixed wireless or satellite).

Many buyers are moving from Toronto/Etobicoke neighbourhoods—some relocating from hubs like the Woodbine Mall area or west-end pockets similar to Martin Grove—seeking space and privacy without severing urban ties.

Zoning, Conservation, and Where You Can Build

Land-use rules here are layered. Beyond municipal zoning (e.g., Town of Mono's Rural Residential, Agricultural), much of the valley lies within the Niagara Escarpment Commission (NEC) Development Control Area. Properties can also fall under Nottawasaga Valley Conservation Authority (NVCA) or Credit Valley Conservation (CVC) jurisdiction. That combination influences building, additions, tree removal, driveways, and even fencing near ravines or watercourses.

  • NEC permits: In development control areas, you may need NEC approval in addition to municipal building permits for new homes, additions, and major site alteration.
  • Severances and lot creation: Often restricted in agricultural or escarpment areas. Don't assume you can split acreage for family or resale.
  • Accessory buildings and uses: Garages, studios, or barns may be allowed with limits on size and setbacks; agricultural zoning can restrict purely residential use.
  • Environmental buffers: Expect setbacks from creeks, wetlands, and steep slopes; consult NVCA/CVC early.

Key takeaway: Verify zoning category, NEC status, conservation mapping, and any registered easements before going firm. A diligence period that allows time for conversations with the Town, NEC, and the conservation authority is prudent.

What Defines a Hockley Valley House

Architecture ranges from renovated farmhouses and chalet-style timber frames to contemporary country builds tucked into the trees. View corridors over rolling hills and proximity to the resort carry premiums. Some estates sit on 5–50+ acres; others are in small rural clusters. Compared with an urban detached like a Humber Valley-style house, value here hinges more on land characteristics, driveway length, privacy, and outbuildings than on lot frontage alone.

Water, Septic, and Rural Systems

Most properties are on private wells and septic systems, which deserve specific due diligence:

  • Well testing: Lenders often require water potability results (bacteria, sometimes chemistry). A flow/pressure assessment helps avoid surprises.
  • Septic inspection: Have a qualified inspector confirm tank type, location, capacity, and leaching bed condition; ask for pump-out records.
  • Heating and energy: Propane furnaces, oil tanks, wood stoves, and heat pumps are common. Insurers may ask for WETT inspections on wood-burning appliances and proof of compliant oil tanks.
  • Electrical and internet: An ESA review for older panels is wise; verify internet options and speeds if you work remotely.

Budget for maintenance: wells and septic systems require ongoing care and eventual replacement over the life of ownership.

Financing Nuances for Rural and Recreational Purchases

Most A-lenders will finance rural homes, but guidelines differ from suburban properties:

  • Acreage treatment: Lenders generally value a portion of the land as “residential,” with excess acreage considered limited in contributory value.
  • Hobby farm risk: Agricultural zoning or income-generating farm uses can push buyers into specialized financing; discuss early with your broker.
  • Outbuildings: Large barns or shops are not always fully valued by appraisers.
  • Condition holds: Your financing condition should allow time for well/septic results and any required inspections for insurer sign-off.

If rental income is part of your plan, note that lenders treat short-term rental income conservatively. Compare projected returns to urban rentals—resources like KeyHomes.ca can help you analyze cash flows against examples in other markets, from a rental in Guelph to family housing in Vista Hills, Waterloo.

Secondary Suites and Short-Term Rentals

Accessory apartments and STRs are tightly regulated and vary by municipality. The Town of Mono and neighbouring townships have policies that may include business licensing, occupancy limits, parking standards, and fire code compliance. Some prohibit whole-home STRs in certain zones or cap the number of days per year.

Creating a legal suite requires zoning compliance, building permits, and life-safety upgrades (egress, fire separation). For context on process—even though it's an urban example—review the steps seen in a legal basement apartment in Woodbridge. The framework (permits, inspections, and bylaw compliance) is similar, but rural constraints like septic system capacity add complexity in Hockley Valley.

Buyer tip: Before purchasing for Airbnb purposes, obtain written confirmation from the municipality about permissibility and licensing, and ask your insurer whether short-term stays are covered.

Seasonal Market Patterns

Inventory is lean year-round; pricing and buyer activity tend to follow the seasons:

  • Spring to early summer: Most listings, strongest buyer pool, more competition.
  • Late summer/fall: Lifestyle buyers target closings before ski season; foliage boosts property showings.
  • Winter: Motivated resort-focused buyers remain active; access and plowing costs become part of the conversation.

In rural transactions, condition periods may be longer to accommodate water testing, septic inspections, and environmental due diligence. Don't be surprised to see 10–14 days for conditions instead of the shorter windows typical in city markets.

Resale Drivers and Long-Term Value

Resale in the valley hinges on:

  • Setting and privacy: Escarpment views, treed setbacks, and quiet paved roads add resilience.
  • Proximity: Faster drives to Orangeville and arterial routes (Hwy 9/10) improve liquidity.
  • Connectivity: Fibre internet, where available, widens your future buyer pool.
  • Permits and documentation: Clear records for well, septic, and any renovations reduce friction at sale.
  • Restrictions: NEC and conservation oversight can preserve character—and limit supply—which generally supports values.

Buyers cross-shop widely. Some compare against an urban detached benchmark in areas like Humber Valley; others look at cottage-country alternatives along Lake Simcoe or Georgian Bay to weigh trade-offs on commute versus waterfront.

Building or Renovating in the Escarpment Context

Renovation and new-build timelines can be longer due to multi-agency approvals. Plan for:

  • Pre-consultation with the Town, NEC, and NVCA/CVC for additions, decks, pools, and driveways.
  • Site plan, grading, and possibly an environmental impact study for projects near ravines or wetlands.
  • Energy and comfort upgrades (air sealing, heat pumps) that materially lower operating costs in a country home.

Because material delivery and trades access can be weather-dependent, add float to schedules—especially from November through March.

Portfolio Perspective: Comparing Hockley to Other Ontario Options

Investors often balance a Hockley Valley acquisition—with its constrained supply and lifestyle premium—against more conventional rental markets. For example, the yield profile of a valley chalet may differ from an urban condo asset like Edgewater or freehold rentals in university-adjacent nodes such as Vista Hills in Waterloo. Likewise, family-oriented rentals in Guelph can provide steadier occupancy patterns but lack the recreational upside.

If your brief leans toward a true cottage experience, compare the valley's hills-and-trails lifestyle with shoreline markets—think Willow Beach in Georgina, a compact Tiny Beaches cottage, or even a specific example like 5 Cedar Drive to understand waterfront premiums, septic constraints in sandy soils, and shoreline bylaw differences. These alternatives help calibrate value and carrying costs relative to a Hockley Valley base.

For relocators from Toronto, lifestyle comparisons are part of the decision tree—city conveniences from areas around Woodbine Mall or west-end communities such as Martin Grove won't be at your doorstep in Hockley. Many residents run weekly errands in Orangeville and plan bulk trips to the GTA.

Practical Offer Strategy and Buyer Protections

In a low-inventory market, preparation matters:

  • Get pre-underwritten where possible; rural appraisals can take longer.
  • Build in conditions that explicitly reference satisfactory well and septic reports, insurance approval for any wood-burning appliances, and review of NEC/Conservation constraints.
  • Confirm road maintenance, school bus routes, and snow-plow arrangements in writing.
  • If income is part of the plan, underwrite it both as an STR and as a long-term rental to ensure resiliency.

For market data, zoning pointers, and comparable property research, many Ontario buyers lean on resources like KeyHomes.ca to explore listings, examine neighbourhood trends, and connect with licensed professionals who transact in both rural and urban submarkets. When you see houses for sale Hockley Valley alongside urban comparables—from detached homes in Humber Valley to condo options at Edgewater—you'll get a clearer picture of value and lifestyle trade-offs specific to your goals.