Caledon Southfields Listings

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Row / Townhouse for sale: 27 PHYLLIS DRIVE, Caledon

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$849,900

27 Phyllis Drive, Caledon (Rural Caledon), Ontario L7C 4E3

3 beds
3 baths
15 days

Cross Streets: Kennedy & Dougall. ** Directions: . *Premium Deep Lot** Freehold Immaculate Stone Elevation 3 Bedrooms Town-House In Prestigious Caledon Southfields Village!! Large Foyer Leading To Free Flowing Open Concept Main Floor With Open Concept 9' High Ceiling Main Floor With Separate

House for sale: 51 LARSON PEAK ROAD, Caledon

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$1,199,900

51 Larson Peak Road, Caledon (Rural Caledon), Ontario L7C 3P3

4 beds
5 baths
35 days

Cross Streets: Kennedy & Dougall. ** Directions: . //Premium Lot Backing On To Green Space// 4 Bedrooms Detached House With Finished Basement Caledon Southfields Village!! Built By Coscorp Builder !!! Aprx 2594 Sq Ft As Per Mpac ***3 Full Washrooms In 2nd Floor! Double Door Grand Entry! Full

Row / Townhouse for sale: 25 VINEWOOD ROAD, Caledon

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$849,999

25 Vinewood Road, Caledon (Rural Caledon), Ontario L7C 1A9

3 beds
3 baths
26 days

Kennedy/Mayfield "Freshly Painted, Whole House Full Of Pot Lights" Beautifully upgraded 3-bedroom, 3-washroom freehold townhome in the desirable Southfields Village community. Designed for modern living, the open-concept kitchen seamlessly connects to the dining, breakfast, and family areas,

House for sale: 32 COTTONFIELD CIRCLE, Caledon

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$1,649,900

32 Cottonfield Circle, Caledon (Rural Caledon), Ontario L7C 3M9

5 beds
5 baths
35 days

Kennedy Rd And Mayfield Welcome to this meticulously maintained detached home with a double-car garage, nestled on a quiet and highly sought-after circle. This residence showcases a blend of luxury and functionality, beginning with an impressive custom double-door entry that leads into a bright

Ron Chatha,Upstate Realty Inc.
Listed by: Ron Chatha ,Upstate Realty Inc. (416) 723-9500
House for sale: 52 BLACKBERRY VALLEY CRESCENT, Caledon

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$1,229,900

52 Blackberry Valley Crescent, Caledon (Rural Caledon), Ontario L7C 3Z9

6 beds
5 baths
19 days

Cross Streets: Kennedy & Dougall. ** Directions: . **2 Bedrooms Legal Basement Apartment** //Rare To Find 4 Bedrooms & 4 Washrooms// Luxury Stone Stucco Elevation House in Southfields Village Of Caledon! Double Door Entry!! Separate Living, Dining & Family Rooms - Gas Fireplace In Family Room!!

Row / Townhouse for sale: 13 BIRCHFIELD CRESCENT, Caledon

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$700,000

13 Birchfield Crescent, Caledon (Rural Caledon), Ontario L7C 3P6

3 beds
2 baths
15 days

Kennedy/Mayfield FREEHOLD!! FREEHOLD!! BEAUTIFULLY maintained 10-year-old GEM that truly shows like a MODEL HOME! With meticulous care and thoughtful upgrades throughout, this residence offers the PERFECT BLEND OF STYLE, CONVENIENCE, COMFORT, LUXURIOUS LIVING, & INCREDIBLE VALUE. MOVE IN READY

Listed by: Leon Persaud ,Century 21 People's Choice Realty Inc. (647) 209-4755
House for sale: 94 NEWHOUSE BOULEVARD, Caledon

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$1,399,900

94 Newhouse Boulevard, Caledon (Rural Caledon), Ontario L7C 4E4

4 beds
4 baths
12 days

Cross Streets: Kennedy & Dougall. ** Directions: . //Rare To Find Premium 43 * 110 Feet Ravine Lot// 3161 Sq Ft - 4 Bedrooms & 4 Washrooms Luxury Stone Stucco Elevation House in Southfields Village Of Caledon! Formal Living, Dining & Family Rooms - Gas Fireplace In Family Room!! Hardwood Flooring

House for sale: 26 DEER RIDGE TRAIL, Caledon

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$1,029,900

26 Deer Ridge Trail, Caledon (Rural Caledon), Ontario L7C 3Z6

5 beds
4 baths
13 days

Cross Streets: Kennedy & Dougall. ** Directions: . !!! Legal Finished 2-Bedrooms Basement Semi-Detached With Separate Entrance & Permit By The Town Of Caledon !!! Approx. 1749 Sq Ft As Per Mpac. Executive 3-Bedrooms Semi-Detached Home With Elegant Brick Elevation In Prestigious Southfields

House for sale: 72 BONNIEGLEN FARM BOULEVARD, Caledon

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$1,229,900

72 Bonnieglen Farm Boulevard, Caledon (Rural Caledon), Ontario L7C 4C8

4 beds
4 baths
12 days

Cross Streets: Kennedy & Dougall. ** Directions: . //Rare To Find 4 Bedrooms & 4 Washrooms// Luxury Stone Elevation House in Southfields Village Of Caledon! **Luxury Finished Basement** Double Door Entry!! Separate Living, & Family Rooms!! Hard Flooring in Main Floor & 2nd Floor Hallway!! Family

House for sale: 9 MEADOWCREEK ROAD, Caledon

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$1,279,900

9 Meadowcreek Road, Caledon (Rural Caledon), Ontario L7C 3Y9

6 beds
4 baths
41 days

Cross Streets: Kennedy & Dougall. ** Directions: . //Legal 2nd Dwelling Basement Apartment// 4+2 Bedrooms, 4 Washrooms Luxury Treasurehill Stone Elevation Built House In Prestigious Southfields Village Caledon!! Grand Double Door Entry! Tastefully Upgraded House! Separate Living & Family Rooms

Caledon Southfields: A Practical Guide for Buyers, Investors, and Cottage-Season Planners

Caledon Southfields (often called Southfields Village) sits at the southern edge of Caledon, immediately north of Mayfield Road and near the Highway 410 terminus—an appealing location for those who want Caledon's space and schools with quick access to the GTA. If you've been searching “homes for sale Southfields,” “southfields houses for sale,” or a “southfields house for sale” suitable for family life or rental income, it helps to understand zoning, resale dynamics, lifestyle appeal, and seasonal trends that shape this micro-market.

Caledon Southfields at a Glance

Southfields is a relatively new master-planned community (part of the Mayfield West secondary plan), dominated by freehold townhomes, semis, and newer detached models. Municipal water and sewer service, sidewalks, and newer schools point to family-oriented living. Many “new houses for sale in Southfields” feature open-concept layouts, compact lots compared to rural Caledon, and energy-efficient construction typical of the late-2000s and 2010s. For buyers specifically looking for a “house for sale Southfields” or a “house for sale in Southfields,” expect competition around move-in-ready detached models with double-car garages and calm streets close to parks and the community centre.

Housing Types and Lot Considerations

  • Townhomes and semis: Often freehold; some blocks may be on private laneways with a small POTL fee—confirm before you buy.
  • Detached homes: Usually smaller lots than rural Caledon but optimized space, with modern mechanicals and fewer immediate capital expenditures.
  • Parking: Driveway depth/width and garage height can vary by builder. If you anticipate multi-vehicle households or EV charging, measure during showings.

Buying in Caledon Southfields: What to Know About Zoning and Approvals

Caledon's zoning by-laws are evolving alongside Ontario's planning changes. Additional Residential Units (ARUs)—like basement suites—are increasingly permitted across Ontario municipalities, but specifics differ by zone, servicing capacity, and lot parameters. In Southfields, many homes were built with rough-ins for a future suite, yet you must confirm permission, parking, and egress requirements with the Town of Caledon. For investors eyeing “southfields for sale” listings with potential suites, verify:

  • Whether an ARU is permitted on your exact lot and what fire separation/egress is required.
  • Driveway width and parking ratios—Caledon enforces standards to control on-street congestion.
  • Any conservation authority overlays (TRCA/CVC) that might affect exterior works.

Short-term rentals are handled differently across GTA municipalities and are frequently updated. Caledon has considered and implemented various rental controls over time; always check the latest by-law and licensing status before assuming nightly rentals are allowed. If your strategy needs flexibility, plan for the long-term rental case to still make sense.

Examples: Practical Zoning Scenarios

  • Basement suite conversion: A semi with side entrance may convert well, but expect to add proper egress, smoke/CO detection, and electrical upgrades. Budget contingency for fire-rated assemblies.
  • Coach houses/garden suites: Some lots allow ARUs in accessory structures, subject to zoning and services. Corner lots may have advantages—but confirm setbacks and height caps.
  • Exterior works: Decks, fences, and driveways still require permits or compliance; corner sightlines and grading matter in master-planned areas.

Lifestyle: Schools, Community Centre, Trails, and Commuting

Southfields Village P.S. and newer parks anchor a family-first lifestyle, with the Southfields Community Centre offering fitness, library, and programming. Trails link pockets of homes to green space, while Mayfield Road and Hurontario/Highway 10 offer north-south connectivity. Commuters benefit from 410 access close by, though peak-time congestion is part of the reality along the Mayfield corridor. For backyard-living seekers, filtered searches such as Caledon homes with pools can surface options where summer entertaining is turnkey.

Market Dynamics and Seasonal Trends

The Southfields market behaves like much of the west-GTA suburban belt: spring typically sees the most listings and bidding activity; early fall can offer a second wind; late December through mid-January is quieter with occasional value buys. Inventory of a “southfields house” can be tight because of the area's family-friendly reputation; well-priced, updated detached homes often sell briskly. Townhomes may see more frequent listings, which can help first-time buyers looking for a “house for sale in Southfield” or “southfields for sale” at a lower price point.

Assignments of newer builds appear periodically. If your goal is “new houses for sale in Southfields,” note builder closing costs, HST treatment, and assignment consent fees. A neutral source like KeyHomes.ca, which provides listing search and market context, can help you compare pre-construction options to move-in-ready alternatives across Caledon without the marketing gloss.

Resale Potential and the Investor Lens

Resale strength in Southfields is driven by school draw, commuter access, and the age/condition of the housing stock. Families value low maintenance and modern layouts; investors look for legal suite potential and reliable tenant pools. Expect cap rates to be modest compared with older housing pockets, but turnover and rental demand tend to be steady.

  • Freehold townhomes: Generally liquid when priced correctly; watch for condo-road POTLs that add a monthly fee.
  • Legal two-units: If your plan is to create or buy a multi-unit, check resources like Caledon multi-family listings for comparable income properties and realistic rent projections.
  • Agent selection: Many buyers search for local names—queries like “ruby thambiah” surface frequently. Regardless of who you call, ensure your representative is licensed in Ontario and experienced with Caledon zoning and recent by-law changes.

Regional Considerations and Nearby Alternatives

While “property Southfields” searches centre on the core neighbourhood, some buyers discover that rural or hamlet settings nearby better match their lifestyle—particularly those wanting workshops, hobby farms, or a cottage-like feel. If you're comparing options:

KeyHomes.ca is useful for surveying these submarkets in one place, cross-referencing recent sales, and connecting with licensed professionals who can verify zoning and conservation constraints.

Financing and Closing Nuances for Southfields

  • Stress test and appraisals: Rapidly changing markets mean appraisals can lag. Build a buffer for potential appraisal gaps, particularly on renovated detached homes.
  • Land transfer tax: Caledon buyers pay the Ontario Land Transfer Tax only (no Toronto municipal LTT). First-time buyer rebates may apply—verify eligibility.
  • New build vs resale: With pre-construction (including nearby new-house sites), confirm assignment rights, HST treatment on end use vs investment, and expected closing adjustments. Compare against immediate options such as new house opportunities in Caledon where closing costs are clearer.
  • Insurance and utilities: Southfields homes are typically newer and straightforward to insure. For rural alternatives, insurers may require WETT inspections for wood stoves or special coverage for outbuildings.

Buyer Practicalities: Inspections, Documents, and Seasonal Strategy

  • Inspection focus: Even newer homes benefit from an inspection—look for attic ventilation, grading and downspout extensions, bathroom fan venting, and signs of prior roof or window repairs.
  • Legal suites: Do not rely on a prior owner's word that a suite is “legal.” Request permits, final occupancy/inspection records, and measure egress yourself.
  • POTL/laneway towns: Ask for the status certificate equivalent (if applicable) and budget the monthly fee; confirm who maintains roads, sidewalks, and snow clearing.
  • Seasonal timing: If you can be flexible, late summer and mid-winter can offer fewer competing bids. However, the best Southfields listings still move quickly year-round.
  • Commuter test: Drive your intended route at peak times before waiving conditions.

Whether your search is “house for sale in Southfield,” “house for sale in Southfields,” or a specific “Southfields house” with a legal suite, the fundamentals remain the same: verify zoning, understand carrying costs, and buy with resale in mind. If you find Southfields a touch dense but want nearby lifestyle benefits, casting a wider net with curated resources—such as pool-equipped homes for backyard living or acreage via 10-acre listings—can surface better-fit options while keeping you within the Caledon ecosystem.