Caledon Multi-Family For Sale

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House for sale: 24 CEDAR DRIVE, Caledon

50 photos

$1,849,000

24 Cedar Drive, Caledon (Rural Caledon), Ontario L7K 1H6

5 beds
3 baths
44 days

Cross Streets: Hwy 10 / Forks of The Credit. ** Directions: West of Hwy 10 just off Forks of The Credit. Welcome to your private retreat in one of the BEST areas of Caledon. Beautiful 2.98 acres located just off the scenic Forks of The Credit. Custom 3 bedroom raised bungalow with 3 car garage.

Bruce Edward Bell,Re/max Realty Services Inc.
Listed by: Bruce Edward Bell ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 16030 HUMBER STATION ROAD, Caledon

36 photos

$1,499,999

16030 Humber Station Road, Caledon (Rural Caledon), Ontario L7E 0Y9

4 beds
4 baths
38 days

Cross Streets: Highway 50 / Old Church. ** Directions: From Highway 50, west on Old Church, North on Humber Station. Stunning 10-Acre Oasis in Caledon East. Natural Light Filled Home With In-Law Suite & Workshop. Welcome to your private sanctuary nestled in sought after Caledon East. This expansive

Listed by: Brian Gavrilovic (416) 402-3809
House for sale: 16067 HEART LAKE ROAD, Caledon

46 photos

$9,950,000

16067 Heart Lake Road, Caledon (Rural Caledon), Ontario L7C 2L3

4 beds
3 baths
76 days

Grange Sideroad & Heart Lake Welcome to 16067 Heart Lake Road, an extraordinary 91-acre Caledon estate set amongst prestigious farms and executive country homes. This rare offering blends natural beauty, modern comforts, and endless potential just minutes to town amenities and under an hour

Listed by: Arsh Ghuman ,Royal Lepage Signature Realty (416) 205-0355
House for sale: 43 WISHING WELL CRESCENT, Caledon

50 photos

$1,849,000

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

4 beds
6 baths
14 days

Kennedy Road / Dougall Ave Just Listed! 43 Wishing Well Cres, Caledon. A true masterpiece of luxury and design on a premium pie-shaped lot! Step into elegance with this custom home reimagined by Parkyn Design. Featuring hardwood floors throughout, the main floor boasts a stunning layout-living

Rajesh Randev,Century 21 Royaltors Realty Inc.
Listed by: Rajesh Randev ,Century 21 Royaltors Realty Inc. (647) 830-2940
House for sale: 124 ROYAL VALLEY DRIVE, Caledon

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$1,525,000

124 Royal Valley Drive, Caledon (Rural Caledon), Ontario L7C 1A5

5 beds
5 baths
3 days

Royal Valley and Valleywood Blvd Welcome to Valleywood, one of Caledon's most sought-after communities, ideally located just off Highway 410 and minutes from shopping, parks, and top-rated schools including the coveted Mayfield Secondary School, this elegant family home delivers more than 3,300

Alex Cygal,Re/max Realty Services Inc.
Listed by: Alex Cygal ,Re/max Realty Services Inc. (416) 471-7475
House for sale: 32 DAISY MEADOW CRESCENT, Caledon

44 photos

$1,545,000

32 Daisy Meadow Crescent, Caledon (Caledon East), Ontario L7C 3A3

4 beds
5 baths
38 days

Old Church Rd & Innis Lake Rd Experience refined luxury in one of Caledon East most desirable communities. This stunning, fully upgraded corner detached home sits on a premium extra-deep 50' ravine lot, offering a rare combination of space, privacy, and scenic views. From the moment you arrive,

House for sale: 6 MASSARI STREET, Caledon

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$1,549,900

6 Massari Street, Caledon (Caledon Village), Ontario L7K 0B6

5 beds
4 baths
51 days

Cross Streets: Charleston SR/Kennedy Rd/Hwy 10. ** Directions: North on Kennedy Left onto Giles , Right onto Massari. Welcome to 6 Massari St in Caledon Village - a meticulously maintained 2 storey estate home offering - 2500 sq/ft above grade plus a fully finished basement (1431 sq/ft as per

Enez Karabegovic,Zolo Realty
Listed by: Enez Karabegovic ,Zolo Realty (416) 565-7003
House for sale: 457 DOUGALL AVENUE, Caledon

50 photos

$1,399,888

457 Dougall Avenue, Caledon (Rural Caledon), Ontario L7C 4A5

5 beds
4 baths
62 days

Dougall & Kennedy road Welcome To 457 Dougall Ave, Caledon A Beautifully Designed 4-Bedroom, 4-Bathroom Home Perfect For Growing Or Multi-Generational Families. Featuring A Grand Double-Door Entry And Inviting Porch, This Home Offers An Impressive Open-Concept Luxurious Layout With Spacious

Dave Merat,Royal Lepage Flower City Realty
Listed by: Dave Merat ,Royal Lepage Flower City Realty (647) 984-9694
House for sale: 3 RUTLAND HILL COURT, Caledon

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$3,799,000

3 Rutland Hill Court, Caledon (Rural Caledon), Ontario L7C 0B4

6 beds
6 baths
25 days

Cross Streets: Mountainview & Rutland Hill. ** Directions: Mountainview Rd.- North East on Rutland Hill. Just under an hour from the city, 3 Rutland Hill Crt offers over 15 acres of resort-style living in an exclusive cul-de-sac setting in an immediate area of many multi-million dollar estates,

Hilary Matthews,Harvey Kalles Real Estate Ltd.
Listed by: Hilary Matthews ,Harvey Kalles Real Estate Ltd. (647) 354-9506
House for sale: 8225 FINNERTY SIDE ROAD, Caledon

50 photos

$1,595,000

8225 Finnerty Side Road, Caledon (Rural Caledon), Ontario L7E 0H6

3 beds
4 baths
9 days

Cross Streets: Hwy 50 & Finnerty Side Rd. ** Directions: North on Hwy 50 to Finnerty Side Rd. Experience tranquility and endless opportunity on this breathtaking 10-acre retreat, surrounded by majestic mature trees offering complete privacy. Hidden away from the everyday yet just minutes from

Bill Parnaby,Royal Lepage Rcr Realty
Listed by: Bill Parnaby ,Royal Lepage Rcr Realty (289) 514-2489
House for sale: 16357 MOUNTAINVIEW ROAD, Caledon

50 photos

$1,949,000

16357 Mountainview Road, Caledon (Caledon East), Ontario L7C 2V7

5 beds
5 baths
5 days

The Grange/Mountainview Set on nearly 14 acres in one of Caledon's most desirable pockets, this spacious 3 + 2 bedroom, 5-bathroom home offers a rare two-in-one layout AND each home with its own private entrance, above-grade living space, walkout basement, and separate laundry (!!!). Perfect

Jade Skuce,Royal Lepage Rcr Realty
Listed by: Jade Skuce ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 8 VISTA VIEW COURT, Caledon

50 photos

$1,299,000

8 Vista View Court, Caledon (Rural Caledon), Ontario L7C 1E1

4 beds
4 baths
26 days

Cross Streets: HWY 10 & VALLEYWOOD. ** Directions: From 410 exit N onto Valleywood Rd, R-Royal Valley, R-Garden Wood, R- Vista View. Welcome to this 3+1 Bungalow - over 3,000' of living includes an in-law suite in the coveted Valleywood neighbourhood nestled on a quiet cul-de-sac. Enjoy the

Listed by: Carol Lynn Carter ,Keller Williams Portfolio Realty (416) 579-2803
House for sale: 14902 MOUNT PLEASANT ROAD, Caledon

50 photos

$2,999,000

14902 Mount Pleasant Road, Caledon (Rural Caledon), Ontario L7E 3M3

5 beds
5 baths
71 days

Cross Streets: Mount Pleasant and Castlederg. ** Directions: castlederg south on mount pleasant. An extraordinary opportunity to own a unique, income-generating multi-residential property on approx. 15.8 acres in the heart of scenic Caledon. Perfectly blending rural charm and investment potential,

Brenda Koley,Royal Lepage Rcr Realty
Listed by: Brenda Koley ,Royal Lepage Rcr Realty
House for sale: 5812 BEECH GROVE, Caledon

30 photos

$1,689,000

5812 Beech Grove, Caledon (Rural Caledon), Ontario L7K 0M7

3 beds
3 baths
134 days

Airport Rd/Beech Grove Sd Rd Wow !! Fully Renovated, Step Into Private Country Living In Caledon With Lots Of Natural Trees, Almost 6 Acres In Caledon Steps From Airport Road. Raised Bungalow With 2 Car Garage, Loads Of Natural Light. Living Room W/Fireplace, ,New Reno Kitchen, New Flrs, New

House for sale: 17711 HUMBER STATION ROAD, Caledon

50 photos

$3,999,000

17711 Humber Station Road, Caledon (Rural Caledon), Ontario L7E 3A7

6 beds
4 baths
5 days

Humber Station Rd and Patterson Side Rd THIS SPECTACULAR NEWLY CUSTOM BUILT FAMILY ESTATE HOME OFFERS 4800 SQ FT OF LUXURIOUS ABOVE GRADE LIVING SPACE. DESIGNED FOR BOTH GRAND-SCALE ENTERTAINING & INTIMATE FAMILY LIFE, THE HOMES IMPRESSIVE CURB APPEAL IS MATCHED ONLY BY IT'S BREATHTAKING PICTURESQUE

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

50 photos

$1,549,000

3 Daybreak Lane, Caledon (Rural Caledon), Ontario L7K 0N1

5 beds
5 baths
58 days

St Andrews & Briarwood Stunning estate bungalow Raised, multi generational layout with completely finished lower level boasting 4 separate walkouts, Fully renovated home featuring a modern design throughout. 2additional rooms, office, gym, Living, Family room with fireplace. Bright, spacious

Rogan Manokarasingam,Re/max Millennium Real Estate
Listed by: Rogan Manokarasingam ,Re/max Millennium Real Estate (416) 953-7873
House for sale: 27 LIGHTHEART DRIVE, Caledon

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$1,449,000

27 Lightheart Drive, Caledon (Rural Caledon), Ontario L7C 1E3

4 beds
4 baths
17 days

Hurontario Street/Mayfield Road Sun-filled, Spacious & Oh So Gracious! Rarely offered family home with ravine backyard on Lightheart Drive nestled alongside Etobicoke Creek. Beautifully designed and meticulously maintained, it offers all the modern luxuries your family needs, along with the

Liliana Carvalheiro,Royal Lepage Urban Realty
Listed by: Liliana Carvalheiro ,Royal Lepage Urban Realty (416) 461-9900
House for sale: 33 BROOKWATER CRESCENT, Caledon

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$1,299,000

33 Brookwater Crescent, Caledon (Rural Caledon), Ontario L7C 4A4

6 beds
6 baths
8 days

Cross Streets: Kennedy Rd N & Old School Rd. ** Directions: Head southeast onto Kennedy Rd N/Peel Regional Rd 16 at Old School Rd; At the roundabout, take the 1st exit onto Newhouse Blvd; Turn right onto Brookwater Cres; Destination will be on the left. **Elegant 4+2 Bedroom Family Home in

Listed by: Rakesh Chander Babber ,Cityscape Real Estate Ltd. (416) 450-0747
House for sale: 68 GENTLE FOX DRIVE, Caledon

33 photos

$1,649,000

68 Gentle Fox Drive, Caledon (Rural Caledon), Ontario L7C 3S6

4 beds
5 baths
3 days

Enoch St Luxurious 4-bdrm, 3.1-bath executive bungalow W/finished W/O bsmt backing onto Etobicoke Creek Trail! Set on rare ravine lot in one of Caledons most sought-after neighbourhoods, this home offers expansive living across both levels W/in-law suite potential, exquisite views & amenities

House for sale: 101 BONNIEGLEN FARM BOULEVARD, Caledon

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$1,450,000

101 Bonnieglen Farm Boulevard, Caledon (Rural Caledon), Ontario L7C 4B7

7 beds
7 baths
4 days

Cross Streets: Kennedy & Dougall. ** Directions: As Per Google Maps. **Move in Ready December 2025 ** Luxurious Home on Premium Lot Backing onto Pond & Green Space| Legal Walkout Basement ( Basement rented for $2000 + 30% utilities. ) Welcome to 101Bonnieglen Farm Blvd, where elegance meets

House for sale: 81 PINEBROOK CIRCLE, Caledon

48 photos

$1,449,900

81 Pinebrook Circle, Caledon (Rural Caledon), Ontario L7C 1C3

5 beds
4 baths
42 days

Hwy 10 & Valleywood Blvd Welcome to this stunning two-story 4 bedroom home in the highly desirable Valleywood community. A perfect blend of modern upgrades, elegant finishes and ultimate indoor-outdoor living. Bright and open layout with 9 foot ceilings, crown moulding and luxury vinyl flooring

Listed by: Lori Farquhar ,Royal Lepage Credit Valley Real Estate (905) 793-5000
House for sale: 4 DAISY MEADOW CRESCENT, Caledon

33 photos

$1,729,900

4 Daisy Meadow Crescent, Caledon (Caledon East), Ontario L7C 4G4

5 beds
6 baths
9 days

Innis Lake Rd & Old Church rd Welcome to 4 Daisy Meadow an extraordinary executive residence that represents the pinnacle of luxury living, where timeless elegance seamlessly blends with contemporary sophistication. This impressive 3,880 square foot (above-grade) home showcases architectural

Listed by: Jameson Mackinnon ,Sutton Group Old Mill Realty Inc. (416) 234-2424
House for sale: 25 GILES ROAD, Caledon

49 photos

$1,990,000

25 Giles Road, Caledon (Caledon Village), Ontario L7K 0B6

5 beds
4 baths
2 days

Charleston Sdrd/Kennedy Rd Welcome To This Rarely Offered 1 Acre Ravine Lot ((4+1 Bedroom 4 Bathroom Home W/ Walkout Basement /Triple Garage Located In Caledon Village)) Featuring: D/D entry, Hardwood Sweeps Throughout** A Large Eat In Kitchen With Centre Island And Quartz Countertop** A Separate

Avneet Ghataura,Icloud Realty Ltd.
Listed by: Avneet Ghataura ,Icloud Realty Ltd. (416) 364-4776
House for sale: 18330 MOUNTAINVIEW ROAD, Caledon

48 photos

$2,999,999

18330 Mountainview Road, Caledon (Rural Caledon), Ontario L7K 2K8

3 beds
1 baths
65 days

Mountainview Road & Charleston 49.22 Acres corner farm house with Charming 3 Bedroom, 2 Car Garage Bungalow, Multi use other Buildings including Two Barns ,Storage space ,Drive in Shop . Excellent manicured Lawns & Garden. small Pond, 2 Driveways. Perfect Commuter location close to Caledon

House for sale: 89 DEER RIDGE TRAIL, Caledon

49 photos

$1,420,000

89 Deer Ridge Trail, Caledon (Rural Caledon), Ontario L7C 4H4

7 beds
6 baths
77 days

Kennedy Rd & Dougall Ave Experience Luxury Living in This Stunning 5+2 Bedroom Home with Legal Basement Suite! (2960 Sq Ft Above Grade---As per Mpac)Welcome to this beautifully upgraded home offering over 4,000 sq ft of total living space, including a fully legal 2-bedroom basement suite perfect

Qamar Munir,Swift Group Realty Ltd.
Listed by: Qamar Munir ,Swift Group Realty Ltd. (416) 725-4500
House for sale: 14 CEDAR DRIVE, Caledon

48 photos

$3,649,999

14 Cedar Drive, Caledon (Rural Caledon), Ontario L7K 1H4

5 beds
5 baths
23 days

Forks Credit & Hurontario Welcome to this extraordinary custom-built estate nestled on a breathtaking 4-acre lot in one of Caledon's most sought-after neighbourhoods. This property seamlessly combines luxury, comfort, and natural beauty-complete with a pond, wrap-around deck, and a massive

Listed by: Aryan Gupta ,Royal Lepage Citizen Realty (416) 708-0900
16718 CALEDON KING TOWNLINE N, Caledon

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$3,850,000

16718 Caledon King Townline N, Caledon (Palgrave), Ontario L7E 3R5

5 beds
2 baths
70 days

HWY 9 / Caledon King Townline N Welcome To 16718 Caledon King Townline N, A Rare Hobby Farm Estate On Nearly 25 Scenic Acres In Caledon. Behind The Gated Entrance Lies A Property That Blends Privacy, Function, And Long-Term Potential. The Spacious 5-Bedroom Residence Offers Comfort For Family

Denise Gottardo,Re/max Millennium Real Estate
Listed by: Denise Gottardo ,Re/max Millennium Real Estate (905) 265-2200
House for sale: 68 GENTLE FOX Drive, Caledon

33 photos

$1,649,000

68 Gentle Fox Drive, Caledon, Ontario L7C 3S6

4 beds
5 baths
3 days

Enoch St Luxurious 4-bdrm, 3.1-bath executive bungalow W/finished W/O bsmt backing onto Etobicoke Creek Trail! Set on rare ravine lot in one of Caledon’s most sought-after neighbourhoods, this home offers expansive living across both levels W/in-law suite potential, exquisite views & amenities

Listed by: Bradley Wylde ,Re/max Real Estate Centre Inc., Brokerage (226) 790-1466
House for sale: 457 DOUGALL Avenue, Caledon

50 photos

$1,399,888

457 Dougall Avenue, Caledon, Ontario L7C 4A5

4 beds
4 baths
13 days

Dougall & Kennedy road Welcome To 457 Dougall Ave, Caledon A Beautifully Designed 4-Bedroom, 4-Bathroom Home Perfect For Growing Or Multi-Generational Families. Featuring A Grand Double-Door Entry And Inviting Porch, This Home Offers An Impressive Open-Concept Luxurious Layout With Spacious

Listed by: Dave Merat ,Royal Lepage Flower City Realty (647) 984-9694
House for sale: 38 ESPOSITO DRIVE, Caledon

50 photos

$1,299,999

38 Esposito Drive, Caledon (Bolton East), Ontario L7E 1T4

5 beds
4 baths
39 days

Sant Farm / Queensgate This beautifully updated 4-bedroom brick home boasts exceptional curb appeal and sits on a spacious, well-maintained lot in a highly sought-after, family-friendly neighborhood. Ideally located within walking distance to top-rated schools, parks, and local conveniences,

House for sale: 15481 MOUNT WOLFE ROAD, Caledon

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$2,099,000

15481 Mount Wolfe Road, Caledon (Palgrave), Ontario L7E 3P3

6 beds
6 baths
42 days

Mount Wolfe/Castlederg/17th Caledon/King border great LOCATION! Great for Entertaining, extended Family, multi-generation, income potential, separate work out space with sauna, home office, the possibilities are endless. RARE to have Natural Gas, municipal water and Fibre Optic internet on

Listed by: Debbie A. Sweetman ,Re/max Experts (416) 659-8826
House for sale: 128 HAINES DRIVE, Caledon

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$2,689,000

128 Haines Drive, Caledon (Bolton East), Ontario L7E 2C4

6 beds
5 baths
57 days

Cross Streets: Hwy 50 and Norton. ** Directions: Hwy 50 North to Norton Left On Haines. Custom-Built Luxury Home Completed In 2023 By Owner With All Permits Closed. Nestled In The Quiet Neighbourhood Of Bolton, This Exceptional Residence Features 4+2 Bedrooms And 5 Bathrooms With Superior Finishes

Jasmine Maria Xuereb,Sutton Group Elite Realty Inc.
Listed by: Jasmine Maria Xuereb ,Sutton Group Elite Realty Inc. (905) 848-9800
House for sale: 50 LYONSVIEW LANE, Caledon

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$2,549,900

50 Lyonsview Lane, Caledon (Cheltenham), Ontario L7C 1P1

5 beds
4 baths
52 days

Creditview North of King Welcome To The Village Of Cheltenham! This Stunning Executive Estate Sits At The End Of The Coveted Lyonsview Lane Cul-De-Sac. Luxuriously Renovated, This Bungaloft Is Set On A Private Pie-Shaped Lot Backing Onto Conservation Land. Enjoy Easy Commutes With The Charm

House for sale: 57 KENNEDY Road, Caledon

49 photos

$2,679,000

57 Kennedy Road, Caledon, Ontario L7C 2M7

4 beds
7 baths
59 days

Creditview to Kennedy Road Discover a property that redefines luxury living for the discerning buyer seeking something truly special. This exceptional estate invites you to experience 6,500 square feet of thoughtfully designed spaces, blending open concept living with cozy private retreats.

Karen Hewson,Keller Williams Edge Realty
Listed by: Karen Hewson ,Keller Williams Edge Realty (905) 464-2744
Other for sale: 142 KING STREET E, Caledon

50 photos

$2,499,999

142 King Street E, Caledon (Bolton East), Ontario L7E 3G2

4 beds
4 baths
3 days

King St E & Humber Lea Rd Completely Renovated 2+2 Bedroom, 4 Bathroom Riverfront Bungalow with Dual Basement Apartments! Welcome to this fully renovated detached bungalow nestled on a massive riverfront lot, offering the ultimate combination of residential comfort, income potential, and business

Francesco De Dominicis,Re/max Experts
Listed by: Francesco De Dominicis ,Re/max Experts (905) 499-8800
House for sale: 31 MCCABE CRESCENT, Caledon

50 photos

$1,349,900

31 Mccabe Crescent, Caledon (Bolton North), Ontario L7E 5X1

4 beds
3 baths
52 days

Cross Streets: Columbia Way/Mount Hope. ** Directions: Columbia way, south on Mount Hope, west on Guardhouse, north on Mccabe. Here is your opportunity to live in a sought-after community cuddled in North Bolton. Located on McCabe Crescent and offered by its original owner, this home is situated

Listed by: Adam Romasco ,Re/max Experts (905) 499-8800
House for sale: 44 FOUNTAINBRIDGE DRIVE, Caledon

44 photos

$1,499,900

44 Fountainbridge Drive, Caledon (Bolton East), Ontario L7E 1N4

5 beds
4 baths
100 days

Cross Streets: LANDSBRIDGE/QUEENSGATE/PEMBROOK. ** Directions: HWY 50, EAST ON QUEENSGATE, NORTH ON PEMBROOK. Where Luxury Living Meets Everyday Ease! Tucked within Bolton's coveted South Hill community, 44 Fountainbridge Drive is a rare blend of style, comfort, and functionality. Renovated

Melanie Cozzi,Royal Lepage Rcr Realty
Listed by: Melanie Cozzi ,Royal Lepage Rcr Realty (905) 857-0651
House for sale: 74 NORTH RIVERDALE DRIVE, Caledon

48 photos

$1,399,888

74 North Riverdale Drive, Caledon (Inglewood), Ontario L7C 1L1

4 beds
4 baths
68 days

McLaughlin North Old Base The Gable House Classic (Bungalow Loft)with over 4700 square feet of finished living space perfectly nestled in one of Caledon's most desirable enclaves known as Inglewood. Backing onto ravine this home offers a serene setting with perennial gardens, limestone porch

Julianne Budd,Re/max Realty Services Inc.
Listed by: Julianne Budd ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 173 KINGSVIEW DRIVE, Caledon

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$1,150,000

173 Kingsview Drive, Caledon (Bolton North), Ontario L7E 3W8

5 beds
2 baths
8 days

Kingsview and Humber Lea Dr Welcome to 173 Kingsview Drive, The bungalow you've been waiting for in Bolton! Set on a rare 75 x 140 foot premium lot, this beautifully renovated home combines modern style, functionality, and endless possibilities. With 1,227 sq. ft. on the main floor plus a fully

Anthony Chiechi,Re/max Experts
Listed by: Anthony Chiechi ,Re/max Experts (905) 499-8800
House for sale: 42 DEER VALLEY DRIVE, Caledon

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$1,029,900

42 Deer Valley Drive, Caledon (Bolton West), Ontario L7E 2E5

4 beds
4 baths
9 days

Deer Valley And King St This well-kept detached home in Bolton West offers a spacious and functional layout designed for comfortable family living. The main floor features elegant hardwood floors, a bright living and dining area, and a cozy family room with a fireplace perfect for relaxing

House for sale: 17 EDGEWILD DRIVE, Caledon

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$5,499,000

17 Edgewild Drive, Caledon (Palgrave), Ontario L7E 4H7

4 beds
8 baths
4 days

Hwy 9/Hwy 50 Timeless Architectural Jewel. This Bespoke Multi-level French Country Manor Home Boasts Over 6,700 Sqft Of Grand Living Space, With Much More Potential Finish Spaces. Sitting Proudly Atop A 2.12 Acre Private Cul-de-sac Home Site, In The Picturesque Hamlet Of Palgrave/Caledon. Surrounded

Listed by: Irina Reznik ,Times Realty Group Inc. (416) 410-0116
House for sale: 190 LANDSBRIDGE STREET, Caledon

50 photos

$1,319,000

190 Landsbridge Street, Caledon (Bolton East), Ontario L7E 2A3

6 beds
5 baths
2 days

Landsbridge & Queensgate Welcome to 190 Landsbridge Street, Caledon, a home that truly redefines modern luxury living. From the moment you step inside, you'll realize you've never seen a home like this before.This 6-bedroom, 5-bathroom luxury bungalow has been fully renovated from top to bottom

Rajiv Rajak,Revel Realty Inc.
Listed by: Rajiv Rajak ,Revel Realty Inc. (416) 317-3111
House for sale: 15 JACK KENNY COURT, Caledon

41 photos

$1,279,000

15 Jack Kenny Court, Caledon (Bolton West), Ontario L7E 2M5

4 beds
4 baths
32 days

Coleraine Dr. & Harvest Moon Dr. Welcome to this charming 3-bedroom home located on a family-friendly court in one of Boltons most desirable areas. Backing onto a scenic pond, this property offers stunning views and a peaceful connection to nature right from your own backyard. The main floor

Angela Sardella,Royal Lepage Rcr Realty
Listed by: Angela Sardella ,Royal Lepage Rcr Realty (416) 709-0993
House for sale: 16322 HILLVIEW PLACE, Caledon

50 photos

$5,488,000

16322 Hillview Place, Caledon (Palgrave), Ontario L7E 3S2

7 beds
8 baths
83 days

Hwy 50/Old Church Road Discover this one-of-a-kind estate on 2.76-acres, nestled in the heart of a multi-million dollar Palgrave community. Providing panoramas of the majestic conservation park,the home spans over 10,000 sqft 7032+3000 sqft fully finished walk out basement. Upon entrance, you

Listed by: Purva Bhatia ,Century 21 Paramount Realty Inc. (905) 799-7000
House for sale: 57 KENNEDY ROAD, Caledon

50 photos

$2,679,000

57 Kennedy Road, Caledon (Cheltenham), Ontario L7C 2M7

4 beds
6 baths
210 days

Cross Streets: Creditview and King. ** Directions: Creditview to Kennedy Road. Welcome to your next chapter! This rare gem of an estate is a chance to have your dream home on the perfect secluded lot, still close to the city. This exceptional estate invites you to experience 6,500 square feet

Karen Hewson,Keller Williams Edge Realty
Listed by: Karen Hewson ,Keller Williams Edge Realty (905) 335-8808
142 KING STREET E, Caledon

50 photos

$2,499,999

142 King Street E, Caledon (Bolton East), Ontario L7E 3G2

0 beds
1 baths
3 days

King St E & Humber Lea Rd Completely Renovated 2+2 Bedroom, 4 Bathroom Riverfront Bungalow with Dual Basement Apartments!Welcome to this fully renovated detached bungalow nestled on a massive riverfront lot, offering the ultimate combination of residential comfort, income potential, and business

Francesco De Dominicis,Re/max Experts
Listed by: Francesco De Dominicis ,Re/max Experts (905) 499-8800
House for sale: 187 CALEDON CR, Spruce Grove

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$650,000

187 Caledon Cr, Spruce Grove, Alberta T7X 4E3

4 beds
3 baths
78 days

IMMEDIATE POSSESSION - INCLUDES DECK AND BLINDS! 5 Things to Love about this new Alquinn Home in Copperhaven: 1) Striking Design: Enjoy soaring 18ft ceilings in the living room with a modern electric fireplace, complemented by 9ft ceilings throughout the rest of the main floor. 2) Smart Layout:

Jay Lewis,Re/max Excellence
Listed by: Jay Lewis ,Re/max Excellence (780) 220-8449
House for sale: 24 BROOKHAVEN CRESCENT, East Garafraxa

47 photos

$1,998,000

24 Brookhaven Crescent, East Garafraxa (Rural East Garafraxa), Ontario L9W 7L9

8 beds
4 baths
45 days

B Line /E Garafraxa-Caledon Townline Looking for a Multi Family Home? Look no Further!! Welcome to the Perfect Place to call home for your Family and extended family, featuring 8 Bdrms, 4 Baths and 2 Kitchens. This home is over 5000 sq ft of finished Living space and begins with Great curb

Kimberley Anne Asanin,Re/max Realty Services Inc.
Listed by: Kimberley Anne Asanin ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 2139 ADJALA-TECUMSETH TOWNLINE, New Tecumseth

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$825,000

2139 Adjala-tecumseth Townline, New Tecumseth (Rural New Tecumseth), Ontario L0G 1W0

5 beds
2 baths
7 days

Cross Streets: 5th Line/Adjala-Tecumseth Townline. ** Directions: 5th Line/Adjala -Tecumseth Townline. THE OUTDOOR FREEDOM YOU CRAVE WITH INDOOR SPACE THAT LETS YOU DREAM BIG! It's the kind of property that catches you off guard in the best way because it offers peaceful country living with

House for sale: 2139 ADJALA-TECUMSETH TOWNLINE, Tottenham

16 photos

$825,000

2139 Adjala-tecumseth Townline, Tottenham, Ontario L0G 1W0

5 beds
2 baths
7 days

5th Line/Adjala-Tecumseth Townline THE OUTDOOR FREEDOM YOU CRAVE WITH INDOOR SPACE THAT LETS YOU DREAM BIG! It’s the kind of property that catches you off guard in the best way because it offers peaceful country living with a backyard so generous that you start imagining summer weekends

Peggy Hill,Re/max Hallmark Peggy Hill Group Realty Brokerage
Listed by: Peggy Hill ,Re/max Hallmark Peggy Hill Group Realty Brokerage (705) 739-4455

Caledon multi family: what buyers and investors should know now

Caledon's mix of village cores, estate subdivisions, and protected countryside has made “caledon multi family” an evolving conversation—combining small-town appeal with GTA-proximity economics. Whether you're eyeing a duplex near Bolton, a legal secondary suite in Caledon East, or a rural property off Finnerty Side Road with room for an accessory dwelling, the playbook here is equal parts zoning diligence, infrastructure due diligence, and lifestyle fit. Throughout, resources like KeyHomes.ca can help you compare sales and rental trends and connect with licensed professionals who work this terrain daily.

What “multi-family” typically means in Caledon

In practical terms, Caledon's multi-family landscape includes:

  • Single-detached homes with a legal secondary suite or garden suite.
  • Conversion duplexes/triplexes within serviced settlement areas like Bolton and Caledon East.
  • Purpose-built multiplexes; 5+ units move you into commercial financing and more intensive code compliance.

Ontario-wide policy changes (notably Bill 23) allow up to three residential units “as-of-right” on many urban lots, but the exact implementation and standards are municipal. Always confirm with the Town of Caledon's Planning department, applicable zoning by-laws (e.g., By-law 2006-50, as amended), and conservation authorities before you underwrite a deal.

Caledon multi family zoning and planning realities

Caledon sits within the Region of Peel, and layers of policy can apply: the Town's Official Plan, zoning by-laws, the Niagara Escarpment Commission (NEC) in certain areas, the Oak Ridges Moraine Conservation Plan, and conservation authorities (CVC/TRCA). Key zoning and permitting checkpoints:

  • Location matters: Settlement areas (Bolton, Caledon East, Palgrave) typically offer more permissive multi-unit potential than rural or environmental zones.
  • Parking, setbacks, and coverage: A second or third unit often hinges on meeting parking ratios and maintaining required setbacks—common stumbling blocks for conversions.
  • Fire and Building Code: Egress, fire separation, smoke/CO alarms, and electrical capacity frequently drive renovation scope and cost.
  • Rural constraints: On roads like Finnerty Side Road, expect larger lots with septic and well and possible NEC oversight. A “roomy” lot doesn't guarantee an ADU is feasible if the building envelope or environmental buffers limit placement.
  • Consent/variance: Minor variances or consents (severances) may be required. Build your timeline accordingly.

Buyer takeaway: Ask the Town for a zoning compliance letter and speak with Planning before waiving conditions. Your design may be allowed in principle but blocked by site-specific details.

Rural services: septic, wells, and conservation authority approvals

Many Caledon addresses outside serviced areas rely on private water and wastewater. For investors, that impacts underwriting, operations, and exit:

  • Septic capacity: Adding a suite changes the number of fixtures/bedrooms and may trigger a larger tank and bed. Reserve for an upgrade if the system is older or undersized.
  • Well water: Lenders may request potability tests and flow-rate confirmation. Buyers often coordinate a flow test with a septic inspection during conditional periods.
  • Conservation approvals: If close to watercourses or within regulated areas, you may need permits for additions or detached garden suites.

Financing thresholds and examples

In Ontario, 1–4 units are typically financed as residential; 5+ units are commercial. That threshold changes your down payment, underwriting metrics, and amortization options.

  • Owner-occupied duplex/triplex: Often the most cost-effective entry. Some lenders use rental offset; others use add-back. Budget 20% down for non-owner-occupied; owner-occupied may qualify for lower down payments, but confirm lender-specific rules.
  • Commercial (5+): Debt service coverage replaces personal TDS/GDS. Consider CMHC-insured options (e.g., MLI Select) for longer amortization but expect more documentation and environmental diligence.
  • Well/septic properties: Some lenders limit exposure or add conditions—factor this into both rate and timeline.

Scenario: A Caledon East bungalow converted to a legal duplex for multi-generational living. The owner occupies the main and rents the lower unit. The lender applies a rental offset, improving serviceability; the appraiser confirms code-compliant egress and separate heating zones added during renos.

Rental operations, rent control, and short-term stays

Ontario's Residential Tenancies Act applies to most long-term rentals. Buildings first occupied on or after Nov. 15, 2018 may be exempt from provincial rent control, but municipalities can add requirements—verify the property's first residential occupancy date and current bylaws. Standard Ontario lease forms, prompt maintenance, and documented move-in inspections remain best practice.

On short-term rentals (STRs), the Town of Caledon has discussed and implemented forms of licensing and compliance in recent years. Rules can change, and may include principal-residence requirements, caps on guest counts, and safety inspections. If part of your strategy involves STR or mid-term insurance rentals, confirm current licensing directly with the Town before closing.

Resale and appreciation drivers

Caledon's resale profile benefits from proximity to Brampton and Vaughan, established schools, and outdoor amenities along the Escarpment. Villages like Belfountain and Palgrave appeal to end-users seeking character and trail access, while Bolton offers commuter convenience. Investors often trade a slightly lower cap rate for land value resilience and exit liquidity to families who value multi-generational layouts.

Potential upside and sensitivity:

  • Policy and infrastructure: Transportation planning (e.g., corridor studies) can reshape micro-markets over time; monitor official updates rather than speculation.
  • Build quality and permits: Legal, well-documented conversions command stronger resale than “informal” suites.
  • Seasonality: Spring and early fall bring broader buyer pools. Winter closings can reveal cold-weather performance (ice damming, well freeze-ups) but often see less competition.

Lifestyle appeal: why end-users still set the tone

Even investor-favoured duplexes must resonate with end-users at resale. Caledon's draw includes the Caledon Trailway, Bruce Trail access, equestrian facilities, farm markets, and low-density streetscapes. For many families—among them composite profiles like berenia torres or ikram faried (names illustrative)—a legal suite reduces carrying costs and supports multi-generational living without leaving the GTA orbit. That steady end-user demand helps underpin exit values when cap rates fluctuate.

Seasonal market patterns and rural “cottage-adjacent” notes

Spring listings often set comparables for the year, while August can be quieter and December/January historically slower but opportunistic. Rural properties present a cottage-adjacent experience: privacy, outbuildings, and well/septic. In shoulder months, plan for:

  • Access and safety: Confirm municipal vs. private road maintenance; snow clearance matters for tenants and insurance.
  • Testing windows: Water testing and septic inspections are easier pre-freeze; negotiate access or holdbacks if testing must occur later.
  • Insurance: Disclose multi-unit use. Some carriers require hardwired smoke/CO and may surcharge for solid-fuel appliances.

Regional context and portfolio diversification

It's helpful to benchmark Caledon against other markets. West Toronto investors often compare returns with the Etobicoke multiplex market, where rent ceilings and transit access differ. For those balancing yield with stability, smaller Ontario centres like Brockville's multi-family listings or Pembroke duplex and triplex opportunities can produce different cash flow dynamics.

Cross-province comparisons also add perspective: Alberta's landlord framework and supply profile in Edmonton multi-family homes or Lethbridge multi-family inventory may yield higher cap rates, offset by commodity cycles. In B.C., density and pricing in Burnaby multiplex listings reflect a different regulatory and cost base. Atlantic Canada's evolving demand can be seen in Dieppe multi-unit properties, while B.C. interior towns such as Vernon multifamily listings blend lifestyle draws with mid-market rents. Northern Ontario markets like Timmins multi-family listings offer another cap-rate reference point, as do GTA-adjacent nodes such as Newmarket legal duplexes.

Using a national search hub like KeyHomes.ca to scan these regions side-by-side helps you ground Caledon underwriting in real comparables—both for acquisition and exit planning—so you're not overpaying on a “GTA premium” alone.

Due diligence checklist tailored to Caledon

  • Zoning and overlays: Confirm permitted uses and density; check NEC/ORM and conservation mapping for the specific parcel.
  • Permits and code: Ensure any existing suite is fully legal with closed permits. Fire separation, egress, and parking are recurring issues.
  • Private services: Order septic inspection and well potability/flow tests; verify capacity for added units.
  • Rental framework: Verify rent control applicability and any current or pending STR licensing rules in Caledon.
  • Financing: Clarify 1–4 unit vs. 5+ unit requirements; ask lenders about treatment of rental income and any well/septic conditions.
  • Insurance: Confirm coverage for multi-unit use and rural systems.
  • Exit strategy: Understand end-user appeal and resale comps in the immediate community.

Example: rural accessory suite near Finnerty Side Road

A buyer targets a 1.5-acre property just off Finnerty Side Road, planning a detached garden suite. The steps:

  1. Obtain zoning confirmation and setbacks; identify if the site lies within NEC or conservation limits.
  2. Engage a designer to site the suite outside environmental buffers; confirm septic expansion feasibility.
  3. Apply for permits; if minor variances are required (e.g., for placement or height), build in 60–90 days for the Committee of Adjustment process.
  4. Price upgrades for a dedicated hydro feed, sprinkler (if required by design), and driveway widening for parking compliance.

The result: A compliant accessory dwelling that supports multi-generational living today and provides future tenant income, improving resale versatility.

Where to research, verify, and compare

For Caledon specifics, your best allies are the Town's Planning and Building departments, local conservation authorities, and a lender comfortable with rural services. For portfolio context, browsing regional market pages—such as the Brockville, Lethbridge, Edmonton, Burnaby, Etobicoke, Pembroke, Dieppe, Newmarket, Vernon, and Timmins multi-family pages on KeyHomes.ca—offers live inventory and local signals that can refine your assumptions.

With Caledon, disciplined due diligence is your edge: verify zoning early, underwrite septic/well capacity realistically, and align your plan with how end users actually live in these communities. Do that, and the blend of lifestyle and long-term value that draws people here will often support both your income targets and your exit timeline.