Caledon Southfields Listings

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House for sale: 185 BONNIEGLEN FARM BOULEVARD, Caledon

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$1,279,000

185 Bonnieglen Farm Boulevard, Caledon (Rural Caledon), Ontario L6P 1K7

4 beds
3 baths
43 days

Kennedy & Mayfield Stunning 4 Bed, 3 Bath Detached Home Offering Approx. 2,400 Sq Ft On A Premium Lot Backing Onto Open Farmland With No Rear Neighbours In Highly Desirable Southfields Village, Caledon. Bright Open-Concept Layout Featuring A Grand Double Door Entry With 20 Ft Foyer, 9 Ft Ceilings,

Listed by: Ridhi Johal ,Insider Condos Inc. (647) 955-8100
Row / Townhouse for sale: 44 SPRINGDALE AVENUE, Caledon

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$799,900

44 Springdale Avenue, Caledon (Rural Caledon), Ontario L7C 4L4

3 beds
3 baths
37 days

Kennedy/Dougal Welcome to this stunning 6-month-new executive 3-storey townhouse in the highly sought-after Southfields Village, Caledon. Offering approx. 1,690 sq ft as per builder's floor plan, this modern home features an elegant stone, brick & stucco elevation and an unbeatable location

House for sale: 112 NEWHOUSE BOULEVARD, Caledon

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$1,799,700

112 Newhouse Boulevard, Caledon (Rural Caledon), Ontario L7C 4E1

6 beds
5 baths
35 days

KENNEDY RD/NEWHOUSE BLVD NESTLED ON A PREMIUM RAVINE LOT, LOCATED IN THE HIGHLY SOUGHT-AFTER VILLAGE OF SOUTHFIELDS IN CALEDON! THIS MAGNIFICENT 4400+ SQ.FT. (ABOVE GRADE) 6 BEDROOM HOME IS DESIGNED FOR BOTH LUXURY AND COMFORT, BACKING DIRECTLY ONTO A SERENE RAVINE FOR ULTIMATE PRIVACY. THE

Emanuel Rodrigues,Re/max Realty Services Inc.
Listed by: Emanuel Rodrigues ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 3 TOKARA AVENUE, Caledon

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$1,025,000

3 Tokara Avenue, Caledon (Rural Caledon), Ontario L7C 3P3

5 beds
4 baths
35 days

Kennedy Rd N/Larson Peak Rd A rare find. Nestled on a peaceful, family-friendly street, this stunning home sits on an oversized premium lot with no sidewalks, offering enhanced privacy. Located across from the Southfields Community Centre and just minutes to public transit, splash pas park,

Raman Johal,Re/max Realty Services Inc.
Listed by: Raman Johal ,Re/max Realty Services Inc. (647) 524-7407
House for sale: 20 BLACKBERRY VALLEY CRESCENT, Caledon

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$949,900

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

3 beds
3 baths
34 days

Cross Streets: Kennedy & Dougall. ** Directions: . **Greenpark Built** Executive 3 Bedrooms Semi-Detached House In Prestigious Southfields Village Caledon!! Grand Double Door Entry! Open Concept Main Floor Layout Including Separate Living & Family Rooms! Family Size Kitchen With Gas Stove!

House for sale: 82 WATERVILLE WAY, Caledon

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$1,149,900

82 Waterville Way, Caledon (Rural Caledon), Ontario L7C 3P2

3 beds
3 baths
30 days

Cross Streets: Kennedy & Dougall. ** Directions: . **Backing On To Park** Rare To Find Contemporary Layout 3 Bedrooms Juniper Model House In Prestigious Southfields Village Caledon! This Exceptional Property Backs Onto Serene Dennison Park, Offering Beautiful, Unobstructed Views!! A Grand Foyer,

House for sale: 65 STOWMARKET STREET N, Caledon

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$1,199,000

65 Stowmarket Street N, Caledon (Rural Caledon), Ontario L7C 4B1

4 beds
3 baths
26 days

Cross Streets: Kennedy and Dougall Ave. ** Directions: Mayfield And Kennedy. Stunning 4-bedroom Southfields home featuring a carpet-free interior with hardwood floors, oak staircase, 9 ft smooth ceilings, pot lights, and California shutters. Modern kitchen with quartz counters, island, and

Garry Gill,Icloud Realty Ltd.
Listed by: Garry Gill ,Icloud Realty Ltd. (647) 786-5554
House for sale: 188 BONNIEGLEN FARM BOULEVARD, Caledon

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$1,229,900

188 Bonnieglen Farm Boulevard, Caledon (Rural Caledon), Ontario L7C 4C1

5 beds
5 baths
26 days

Cross Streets: Kennedy Rd/Mayfield Rd. ** Directions: From 410 go west on Mayfield Rd, turn right (north) on Kennedy Rd, then right on Dougall Ave, and left on Bonnieglen Farm Blvd. Continue to 188 Bonnieglen Farm Blvd. Welcome to this bright and beautifully upgraded family home in the highly

Natasha Sethi,Century 21 People's Choice Realty Inc.
Listed by: Natasha Sethi ,Century 21 People's Choice Realty Inc. (416) 742-8000
House for sale: 49 WISHING WELL CRESCENT, Caledon

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$1,699,900

49 Wishing Well Crescent, Caledon (Rural Caledon), Ontario L7C 3R3

5 beds
6 baths
25 days

Cross Streets: Kennedy & Dougall. ** Directions: . //4 Master Bedrooms - 3444 Sq Ft - Highly Upgraded// Luxury Monarch Built Brick & Stone Elevation 4 Bedrooms & 6 Washrooms Detached House In Prestigious Southfields Village Caledon Community!! *4 Master Bedrooms With Their Dedicated Ensuites!

Row / Townhouse for sale: 16 SLACK LANE, Caledon

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$879,000

16 Slack Lane, Caledon (Rural Caledon), Ontario L7C 4H2

4 beds
3 baths
25 days

KENNEDY/NEW HOUSE Beautiful three-storey freehold townhouse in the desirable Southfields Village community of Caledon! This five-year-old Coscorp "Chelsea" model offers approximately 1,683 sq. ft. of well-designed, move-in ready living space on a quiet street. The ground floor features a spacious

Arfan Chaudhary,Re/max Gold Realty Inc.
Listed by: Arfan Chaudhary ,Re/max Gold Realty Inc. (905) 290-6777
Row / Townhouse for sale: 3 ALNWICK AVENUE, Caledon

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$749,900

3 Alnwick Avenue, Caledon (Rural Caledon), Ontario L7C 3P5

3 beds
2 baths
14 days

Cross Streets: Kennedy & Larson Peak Road. ** Directions: . Premium Corner Lot 3-Bedrooms Sun-Filled Townhouse In Prestigious Southfields Village Caledon Community! [Built By Coscorp Builder] Open Concept Layout, Den In Main Floor For Quiet Moments. Walk Out To Balcony From Living Room. Full

House for sale: 563 DOUGALL AVENUE E, Caledon

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$1,425,000

563 Dougall Avenue E, Caledon (Rural Caledon), Ontario L7C 3Z4

6 beds
6 baths
14 days

Dougall Ave and Kennedy Rd An Exceptional Opportunity To Own A Beautifully Appointed Detached Home On A Wide Lot In Caledon's Highly Desirable Southfields Community. Showcasing An Elegant Brick And Stone Elevation Inter, This Impressive Residence Offers 4 - MASTER BEDROOMS AND 5 WASHROOMS,

Row / Townhouse for sale: 47 PHYLLIS DRIVE, Caledon

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$824,000

47 Phyllis Drive, Caledon (Rural Caledon), Ontario L7C 2E9

3 beds
3 baths
13 days

Cross Streets: Kennedy Rd And Mayfield Rd. ** Directions: Kennedy Rd And Dotchson Ave. **NO POTL FEE** Absolutely Freehold Townhouse with Premium 132 feet Deep Lot! 2018 built, carpet free townhouse located in highly desirable Southfields Village Community. Open concept main floor with 9 feet

Sanjeev Bansal,Pontis Realty Inc.
Listed by: Sanjeev Bansal ,Pontis Realty Inc. (647) 501-2528
Row / Townhouse for sale: 47 TIVERON AVENUE, Caledon

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$689,900

47 Tiveron Avenue, Caledon (Rural Caledon), Ontario L7C 4L6

3 beds
3 baths
13 days

Cross Streets: Kennedy & Dougall. ** Directions: . Walking Distance To Pond! Executive Brick & Stone Elevation 3-Bedroom, 3-Washroom Townhouse In Prestigious Southfields Village, Caledon. Features 2 Full Washrooms On The Upper Level, A Spacious Family-Size Kitchen, And Walk-Out To Deck From

Row / Townhouse for sale: 435 DOUGALL AVENUE, Caledon

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$789,900

435 Dougall Avenue, Caledon (Rural Caledon), Ontario L7C 4L5

3 beds
3 baths
8 days

Cross Streets: Kennedy & Dougall. ** Directions: . //Rare To Find Massive Roof Top Terrace// Immaculate 2077 Sq Feet Brick & Stone Elevation 3 Bedrooms & 3 Washrooms Newer House In Prestigious Southfields Village Caledon* 641 Sq Feet Roof Top Terrace To Entertain & Throw Events! Situated Right

Row / Townhouse for sale: 13 BIRCHFIELD CRESCENT, Caledon

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$729,900

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

3 beds
2 baths
12 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: 93 LEARMONT AVENUE, Caledon

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$1,269,900

93 Learmont Avenue, Caledon (Rural Caledon), Ontario L7C 3R4

4 beds
4 baths
8 days

Cross Streets: Kennedy & Dougall. ** Directions: . //Premium Corner Lot// Luxury Built 4 Bedrooms & 4 Washrooms Detached House In Prestigious Southfields Village Caledon Community!! *2 Master Bedrooms & 3 Full Washrooms In 2nd Floor** Grand Upgraded Double Door Main Entry! Very Rare To Find

Row / Townhouse for sale: 76 PHYLLIS DRIVE, Caledon

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$798,800

76 Phyllis Drive, Caledon (Rural Caledon), Ontario L7C 4E2

3 beds
3 baths
6 days

Kennedy Rd & Mayfield Rd Beautiful 2-storey townhouse located in the highly sought-after Southfields Village community of Caledon! Offering nearly 1,700 sq ft of living space, this spacious home features 3 bedrooms and 3 bathrooms. The main level showcases elegant hardwood flooring throughout

Kapil Marwaha,Re/max Realty Services Inc.
Listed by: Kapil Marwaha ,Re/max Realty Services Inc. (905) 456-1000
Row / Townhouse for sale: 2 NECTARLANE AVENUE, Caledon

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$949,900

2 Nectarlane Avenue, Caledon (Rural Caledon), Ontario L7C 3M8

5 beds
4 baths
6 days

Cross Streets: Kennedy Rd & Mayfield Rd. ** Directions: Drive Kennedy Rd to Benadir Ave then Drive to Nectarlane Ave. Luxurious End-Unit Corner Townhome In Sought-After Southfields Village, Caledon. Bright And Spacious 4-Bedroom, 4-Bath Home With 9-Ft Ceilings And Upgraded Flooring Throughout.

Listed by: Harps Kaur ,Executive Real Estate Services Ltd. (437) 227-0697
Row / Townhouse for sale: 25 VINEWOOD ROAD, Caledon

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$814,999

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

3 beds
3 baths
4 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: 9 MEADOWCREEK ROAD, Caledon

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$1,229,900

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

6 beds
4 baths
90 days

Cross Streets: Kennedy & Dougall. ** Directions: . !!! Legal 2nd Dwelling Basement Apartment!!! Stunning 4+2 Bedroom, 4 Washroom luxury home with Treasure Hill stone elevation, located in prestigious Southfields Village, Caledon. Grand double-door entry leads to a tastefully upgraded interior

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.