Caledon Multi-Family For Sale

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Duplex for sale: 2 PARSONS AVENUE, Caledon

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$1,099,999

2 Parsons Avenue, Caledon (Caledon East), Ontario L7C 1G1

5 beds
3 baths
47 days

AIRPORT RD & PARSONS AVE Fantastic opportunity in the heart of Caledon East! This duplex sits on a large 67x173 lot just steps from the downtown core, abutting commercial properties and offering incredible potential to renovate or redevelop. With its prime location near shops, restaurants,

Marissa Kerr,Re/max Realty Services Inc.
Listed by: Marissa Kerr ,Re/max Realty Services Inc. (613) 793-1598
House for sale: 24 ROYAL VALLEY DRIVE, Caledon

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$1,189,900

24 Royal Valley Drive, Caledon (Rural Caledon), Ontario L7C 1B2

5 beds
4 baths
19 days

Royal Valley/Valleywood Blvd. Welcome to this beautifully maintained, all-brick detached home in Caledon's sought-after Valleywood community - an ideal step-up into detached living or the perfect first family home. Set on an exceptional 142-ft deep lot, this property offers rare privacy with

Alex Cygal,Re/max Realty Services Inc.
Listed by: Alex Cygal ,Re/max Realty Services Inc. (416) 471-7475
House for sale: 17711 HUMBER STATION ROAD, Caledon

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$3,499,900

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

6 beds
4 baths
53 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: 877 THE GRANGE SIDE ROAD, Caledon

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$1,830,000

877 The Grange Side Road, Caledon (Rural Caledon), Ontario L7C 0E4

6 beds
5 baths
30 days

Cross Streets: Mississauga Road and The Grange Side Road. ** Directions: West Of Mississauga Road. Experience the very best in one of the Caledon's most desirable neighbourhoods. Set on a beautifully treed 1 acre lot with stunning views, this custom detached brick home features 6 bedrooms and

Listed by: Varinder Kaur Singh (416) 740-5100
House for sale: 41 DAISY MEADOW CRESCENT, Caledon

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$1,399,000

41 Daisy Meadow Crescent, Caledon (Caledon East), Ontario L7C 4G3

4 beds
5 baths
1 day

Cross Streets: Old Church Rd & Innis Lake Rd. ** Directions: Old church Rd & Airport Rd. Welcome to 41 Daisy Meadow, a truly exceptional executive residence that defines luxury living with a perfect balance of timeless elegance and modern sophistication. Boasting approximately 3,238 sq. ft.

House for sale: 40 SPECKLED ALDER STREET, Caledon

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$1,139,900

40 Speckled Alder Street, Caledon (Rural Caledon), Ontario L7C 3H1

5 beds
4 baths
38 days

Tim Manley Ave/ Chinguacousy Rd LEGAL BASEMENT APARTMENT in Caledon! - Stunning 4 year old detached home offering modern finishes, functional design. This 4+1 bedroom, 3+1 bathroom home features an open-concept layout with 9 ft smooth ceilings and upgraded hardwood flooring throughout the main

Stephen Dignum,Exit Realty Hare (peel)
Listed by: Stephen Dignum ,Exit Realty Hare (peel) (416) 559-2995
House for sale: 20040 KENNEDY ROAD, Caledon

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$1,999,999

20040 Kennedy Road, Caledon (Rural Caledon), Ontario L7K 1Y3

7 beds
4 baths
50 days

Charleston Sdrd/Kennedy Rd Rare 10 acre estate minutes to Orangeville! Custom Built Home offering 4,100 sq ft above grade andover 6,400 sq ft total living space with 6+ bedrooms, 4 bathrooms, including 2 bedrooms on the main level with their own separate entrance, a full bathroom, and a kitchen

Listed by: Manveer Singh Dhindsa ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 12 FLAHERTY LANE, Caledon

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$2,799,000

12 Flaherty Lane, Caledon (Rural Caledon), Ontario L7K 2P3

5 beds
5 baths
9 days

PORTERFIELD & HIGHPOINT Location, Elegance and Affordability ! This 5000sqf plus home on 10 acres has been recently renovated and is beyond your wildest dreams both inside and out. Featuring 5 bedrooms and five bathrooms on 3 renovated levels including the spacious finished loft. The home has

House for sale: 25 GILES ROAD, Caledon

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$1,790,000

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

5 beds
4 baths
10 days

Charleston Sdrd/Kennedy Rd Immaculate** 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 Sunken Family

Avneet Ghataura,Icloud Realty Ltd.
Listed by: Avneet Ghataura ,Icloud Realty Ltd. (416) 364-4776
House for sale: 12753 CENTREVILLE CREEK ROAD E, Caledon

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$1,799,000

12753 Centreville Creek Road E, Caledon (Rural Caledon), Ontario L7C 3B7

5 beds
5 baths
94 days

Mayfield RD Welcome To This Exquisite Home Situated on A Private One-Acre Lot Surrounded by Multi-Million Dollar Estates. Fully Redesigned and Renovated from Top to Bottom, This Turnkey Property Offers 4 Spacious Bedrooms And 5 Elegant Washrooms. Extensive 2022 Upgrades Include New Windows,

Listed by: Bhupinder Toor (416) 893-8667
House for sale: 7 PROCTOR AVENUE, Caledon

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$2,895,000

7 Proctor Avenue, Caledon (Rural Caledon), Ontario L7E 4E7

5 beds
5 baths
19 days

Cross Streets: The Gore Road & Proctor Ave. ** Directions: The Gore Road North to Proctor Ave, East (Right Turn) to Proctor Ave. Exquisite 2-storey estate home offering approximately 4,000 sq. ft. on the main and second levels, located in the prestigious Millcreek Estates and gracefully set

Bill Parnaby,Royal Lepage Rcr Realty
Listed by: Bill Parnaby ,Royal Lepage Rcr Realty (289) 514-2489
House for sale: 16030 HUMBER STATION ROAD, Caledon

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$1,499,999

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

4 beds
4 baths
79 days

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

Listed by: Brian Gavrilovic (416) 402-3809
House for sale: 9240 CASTLEDERG SIDE ROAD, Caledon

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$1,949,000

9240 Castlederg Side Road, Caledon (Rural Caledon), Ontario L7E 0S2

5 beds
5 baths
17 days

Hwy 50/Castlederg Sdrd Multi-Generational Home on a Serene Setting. Welcome to 9240 Castlederg Side Road - a stunning, fully renovated bungalow set on 2 private acres in the heart of rural Caledon. Offering over 2,700 sq ft of total living space, this 4-bedroom (2 on the main level, 2 on the

Listed by: Vito Anthony Casella ,Re/max Noblecorp Real Estate (905) 856-6611
House for sale: 563 DOUGALL AVENUE E, Caledon

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$1,379,900

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

6 beds
6 baths
15 days

Dougall Ave and Kennedy Rd BEST VALUE IN SOUTHFIELDS COMMUNITY - This Detached Home On A Wide Lot, Showcasing An Elegant Brick And Stone Elevation, This Impressive Residence Offers 4 - SPACIOUS BEDROOMS - EACH WITH ITS OWN PRIVATE ENSUITE WASHROOM, Making It Perfectly Suited For Growing Or

House for sale: 24 CEDAR DRIVE, Caledon

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$1,799,000

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

5 beds
3 baths
33 days

Cross Streets: Hwy 10 / Forks of The Credit. ** Directions: West of HWY 10 just off of Forks of The Credit. MUST SEE!!!! Escape the hustle, a hidden sanctuary awaits. Private retreat in one of the BEST areas of Caledon. Beautiful 2.98 acres located just off the scenic Forks of The Credit.

Bruce Edward Bell,Re/max Realty Services Inc.
Listed by: Bruce Edward Bell ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 1741 OLD SCHOOL ROAD, Caledon

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$1,599,000

1741 Old School Road, Caledon (Rural Caledon), Ontario L7C 0X5

5 beds
3 baths
2 days

Mississauga Rd and Old School Rd It Doesn't Get Better Than This Location - A Private Country Oasis Just Minutes From the City. Just a short drive from Highway 410 lies this beautiful bungalow nestled among mature trees with breathtaking views of the Caledon countryside. Welcome to 1741 Old

House for sale: 15995 HUMBER STATION ROAD, Caledon

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$1,788,888

15995 Humber Station Road, Caledon (Rural Caledon), Ontario L7E 3A3

5 beds
3 baths
28 days

Cross Streets: Old Church Rd & Humber Station Rd. ** Directions: Corner of Old Church Rd & Humber Station Rd. Motivated Seller - Thoughtfully cared for and move in ready with so much to offer, this property needs to be seen to be appreciated! Don't miss your opportunity to own this extraordinary

Greg Ringer,Royal Lepage Rcr Realty
Listed by: Greg Ringer ,Royal Lepage Rcr Realty (905) 857-0651
House for sale: 44 JAMES WALKER AVENUE, Caledon

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$1,399,888

44 James Walker Avenue, Caledon (Caledon East), Ontario L7C 1R5

4 beds
4 baths
12 days

Cross Streets: North of Old Church / Airport. ** Directions: Walker Avenue/ Ann Mckee St. ***HST Rebate will be applied on Closing*** One of the best remaining lots in the prestigious Castles of Caledon community - a rare chance to secure premium Caledon East living. Introducing the "Stirling"

Listed by: Joe Rea ,Royal Lepage Premium One Realty (416) 800-1888
House for sale: 20603 WILLOUGHBY ROAD, Caledon

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$1,799,000

20603 Willoughby Road, Caledon (Rural Caledon), Ontario L7K 1W2

5 beds
5 baths
47 days

Cross Streets: Hurontario & Highpoint Sideroad. ** Directions: Hurontario (Hwy 10) to High Point Side Road, go west to Willoughby and turn right. Just past entrance to golf course. 1 acre of land and over 4000 sf of living space in this Multi-Generational Ranch Style Home! 5 Bedrooms and 5

House for sale: 21 BARTLEY DRIVE, Caledon

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$2,499,000

21 Bartley Drive, Caledon (Rural Caledon), Ontario L7E 0N1

6 beds
5 baths
81 days

Cross Streets: Old Church Road and Humber Station Road. ** Directions: Old Church and Humberstation Rd. Sought after private 4 acre lot in a prestigious estate subdivision!This comprehensively renovated home offers a sophisticated living environment designed for those who value privacy, quality,

Listed by: Sean Dylan Anderson ,The Richie Group Inc. (519) 942-0234
House for sale: 124 ROYAL VALLEY DRIVE, Caledon

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$1,424,900

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

5 beds
5 baths
47 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: 2874 CHARLESTON SIDE RD SIDE ROAD, Caledon

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$4,400,000

2874 Charleston Side Rd Side Road, Caledon (Caledon Village), Ontario L7K 0T9

6 beds
7 baths
11 days

Cross Streets: hurontario st / charleston side rd. ** Directions: 0. Stunning Custom-Built Estate in Caledon Village!Only 2 years new, this luxurious, fully custom-built home sits on a premium over half acre lot in a quiet, family-friendly neighborhood. Featuring 6 spacious bedrooms and 7

Parsh Dhaliwal,Homelife Maple Leaf Realty Ltd.
Listed by: Parsh Dhaliwal ,Homelife Maple Leaf Realty Ltd. (416) 884-7880
House for sale: 34 ISABELLA STREET, Caledon

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$2,094,900

34 Isabella Street, Caledon (Rural Caledon), Ontario L7C 1N7

6 beds
5 baths
38 days

Winston Churchill / King St / Isabella Experience luxury living in this stunning custom-built bungalow designed for comfort and style having more than 4000sqft living space. Offering the perfect blend of functionality and sophistication. Step into the chef-inspired kitchen, featuring premium

Paal Wirring,Re/max Realty Services Inc.
Listed by: Paal Wirring ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 64 GARDENIA WAY, Caledon

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$999,000

64 Gardenia Way, Caledon (Rural Caledon), Ontario L7C 1A8

4 beds
2 baths
19 days

Cross Streets: HWY 10/Valleywood Blvd. ** Directions: Hwy 410/ Valleywood Blvd. Welcome to this beautifully maintained raised bungalow in Caledon's highly desirable Valleywood community, offering the perfect blend of comfort, functionality and lifestyle appeal for downsizers seeking main-floor

Alex Cygal,Re/max Realty Services Inc.
Listed by: Alex Cygal ,Re/max Realty Services Inc. (416) 471-7475
House for sale: 134 QUEEN STREET N, Caledon

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$859,000

134 Queen Street N, Caledon (Bolton West), Ontario L7E 2M7

5 beds
3 baths
72 days

Cross Streets: Highway 50 and Centennial Drive. ** Directions: West on centennial to the first driveway. Opportunity For Multi-Family Living In This Spacious 3+2 Bedroom Fully Renovated Raised Bungalow. Upstairs there are 2 Large Skylights That Offer A Bright Open Concept Main Floor Living

Julie Mcdonell,Royal Lepage Rcr Realty
Listed by: Julie Mcdonell ,Royal Lepage Rcr Realty (905) 857-0651
Row / Townhouse for sale: 7 WARBRICK LANE, Caledon

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$749,000

7 Warbrick Lane, Caledon (Bolton North), Ontario L7E 1G3

2 beds
3 baths
2 days

Highway 50 North Of King Rd Extensively Remodelled Executive Condo Townhouse in the Heart of Bolton, just steps from charming Downtown Bolton and full of lifestyle. A rare 2-bedroom + oversized den home offering the perfect blend of modern design, functional space, and an unbeatable location.

Igor Gryshyn,Re/max Experts
Listed by: Igor Gryshyn ,Re/max Experts (416) 844-0900
House for sale: 163 BIRCHLAWN ROAD, Caledon

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$1,099,980

163 Birchlawn Road, Caledon (Bolton North), Ontario L7E 3W3

3 beds
3 baths
14 days

Birchlawn x Kingsview Private refuge. and massive flex space. This Bolton north 4 level backsplit offers a rare layout perfect for a quiet home office or in-law potential featuring three bedrooms, 3 baths and an expansive open main floor. It's all set on a stunning tree lined lot with no rear

House for sale: 49 CROSS COUNTRY BOULEVARD, Caledon

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$1,179,999

49 Cross Country Boulevard, Caledon (Bolton North), Ontario L7E 2N6

6 beds
4 baths
11 days

Cross Streets: Hwy 50. ** Directions: North of Hwy 50 to Cross country Blvd. Welcome to this stunning, fully renovated residence in the highly sought-after community of Bolton. Thoughtfully upgraded with over $100,000 in premium renovations, this exceptional home blends modern elegance with

Listed by: Usha Kaler ,Homelife/miracle Realty Ltd (647) 999-1019
House for sale: LOT 2 HUNSDEN SIDE ROAD, Caledon

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$3,454,990

Lot 2 Hunsden Side Road, Caledon (Palgrave), Ontario L7E 4L6

5 beds
5 baths
14 days

Cross Streets: Hunsden St & Mount Pleasant Road. ** Directions: North of Bolton. Introducing The Somerset Elevation "B" by Carringwood Homes, an exceptional 4,790 sq ft executive residence in the prestigious Hillview Estates on Hunsden. Set on a sprawling 1.21-acre lot, this beautifully designed

Joseph D'addio,Royal Lepage Citizen Realty
Listed by: Joseph D'addio ,Royal Lepage Citizen Realty (905) 597-0466
House for sale: 3 BOWES Court, Caledon

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$1,445,000

3 Bowes Court, Caledon, Ontario L7E 1A5

6 beds
4 baths
7 days

150-Chickadee-DeRose - Bowes Spacious and well-appointed large 2-storey home offering exceptional move-in versatility for large families and multi-generational living. This large 4+bedroom, 4-bath residence features a bright, open layout with many improvements. The fully finished, carpet-free

Andy Tulloch,Century 21 Heritage House Ltd
Listed by: Andy Tulloch ,Century 21 Heritage House Ltd (519) 771-2095
House for sale: 45 HUMBER TRAIL, Caledon

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$1,949,000

45 Humber Trail, Caledon (Palgrave), Ontario L7E 0B2

7 beds
4 baths
1 day

Hwy 50 and Old Church Rd This custom-built nestled on a private cul-de-sac in the prestigious Palgrave Community. Offering approximately8,000 sq.ft. of total living space, including 3,976 sq.ft. of above-grade area. From the moment you enter, you're greeted by soaring high ceilings and a expansive

House for sale: 36 COACHWOOD MANOR COURT, Caledon

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$1,250,000

36 Coachwood Manor Court, Caledon (Bolton East), Ontario L7E 1X8

3 beds
4 baths
23 days

Queensgate/Landsbridge Located on a quiet dead-end court in one of Bolton's sought-after neighbourhoods, this fully renovated home offers a combination of modern design and everyday functionality. Designed with custom finishes throughout, it's a must-see for buyers looking for something truly

Anna Fitzcharles,One Percent Realty Ltd.
Listed by: Anna Fitzcharles ,One Percent Realty Ltd. (416) 858-5657
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
67 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
Row / Townhouse for sale: 25 TRUE BLUE CRESCENT, Caledon

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$925,000

25 True Blue Crescent, Caledon (Bolton East), Ontario L7E 4K6

4 beds
4 baths
2 days

Cross Streets: Highway 50/ Albion Vaughan. ** Directions: Albion Vaughan Road & Morra Ave. Welcome to 25 True Blue Crescent, a beautifully upgraded executive townhome in the family-friendly Bolton Gateway. This spacious 3-bedroom, 4-bathroom home features a professionally finished basement

House for sale: 296 WHITEHEAD CRESCENT, Caledon

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$837,000

296 Whitehead Crescent, Caledon (Bolton North), Ontario L7E 3Y1

5 beds
2 baths
27 days

Kingsview & Bolton Heights Rd Welcome to 296 Whitehead Crescent, nestled in Bolton's highly sought-after North Hill-one of the most desirable, family-friendly neighbourhoods in the area. This beautifully maintained raised bungalow offers exceptional versatility, making it an ideal fit for families,

Cheryl Robb,Royal Lepage Rcr Realty
Listed by: Cheryl Robb ,Royal Lepage Rcr Realty (416) 805-1316
House for sale: 12 BERRYDOWN DRIVE, Caledon

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$1,288,000

12 Berrydown Drive, Caledon (Bolton East), Ontario L7E 1L8

5 beds
4 baths
12 days

Cross Streets: Whitbread Ave & Pembrook St. ** Directions: See Google Maps. Welcome to this fully renovated 4+1 bed, 4 bath home with finished basement & inground pool, thoughtfully updated from top to bottom with modern finishes & a functional open concept design. Perfect for multi-generational

Francesca Valente,Re/max West Realty Inc.
Listed by: Francesca Valente ,Re/max West Realty Inc. (416) 436-4829
House for sale: 52 STINSON STREET, Caledon

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$2,698,965

52 Stinson Street, Caledon (Palgrave), Ontario L7E 4L6

7 beds
8 baths
12 days

Mount Pleasant/Highway 9 Discover your own private retreat in the highly sought-after Palgrave community. Set on 2.3 acres of picturesque land, this custom-built estate offers approximately 7,235 sq ft of refined living space, including 4,700 sq ft above grade and a fully finished 2,500 sq

House for sale: LOT 2B HUNSDEN SIDE ROAD, Caledon

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$3,764,990

Lot 2b Hunsden Side Road, Caledon (Palgrave), Ontario L7E 4L6

5 beds
6 baths
12 days

Cross Streets: Hunsden Sideroad & Mount Pleasant Rd. ** Directions: North of Bolton. Presenting the Ellesmere Elevation "A" by Carringwood Homes, a distinguished 5,535 sqft estate residence located within the coveted Hillview Estates on Hunsden. Positioned on an expansive 1.21-acre property,

Joseph D'addio,Royal Lepage Citizen Realty
Listed by: Joseph D'addio ,Royal Lepage Citizen Realty (905) 597-0466
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
20 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: 16 HILLTOP CRESCENT, East Garafraxa

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$1,499,999

16 Hilltop Crescent, East Garafraxa (Rural East Garafraxa), Ontario L9W 6B8

6 beds
5 baths
26 days

B Line & Caledon/East Garafraxa Town-Line (Old Carriage Rd) Your Private Retreat Awaits. Space For Family, Work & Play! Discover The Perfect Balance Of Sophisticated Living & Rural Tranquility In This Stunning Detached Bungalow From The Front & 2-Story Home From The Back, Featuring 3+3 Bdrms

Listed by: Elly Triantafillou ,Royal Lepage Signature Realty (416) 443-0300
House for sale: 7271 13TH LINE, New Tecumseth

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$1,823,000

7271 13th Line, New Tecumseth (Alliston), Ontario L9R 1V4

4 beds
4 baths
2 days

Cross Streets: Hwy 9/Adjala-Tecumseth Townline or Industrial Prkwy & Adj-Tec Townline. ** Directions: Turn east from Adjala-Tecumseth Townline onto 13th - first house on south ). Nestled on a serene country setting on just over half an acre this inviting executive home offers a blend of luxury

Listed by: Sarah Fleming ,Homelife Integrity Realty Inc. (416) 400-6599

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.