Caledon Southfields Listings

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Row / Townhouse for sale: 69 MAPLE CIDER STREET, Caledon

48 photos

$829,900

69 Maple Cider Street, Caledon (Rural Caledon), Ontario L7C 4B8

3 beds
3 baths
7 days

Cross Streets: Kennedy & Dougall. ** Directions: . //Fully Freehold With Backyard// Immaculate 3 Bedrooms Luxury Freehold Town House In Executive Caledon Southfields Village Community!! Open Concept Main Floor With 9 Feet High Ceiling Layout & Filled With Natural Light! Modern Style Kitchen

Row / Townhouse for sale: 21 WATERVILLE WAY, Caledon

50 photos

$829,900

21 Waterville Way, Caledon (Rural Caledon), Ontario L7C 3P8

3 beds
3 baths
5 days

Cross Streets: Kennedy & Dougall. ** Directions: . //North Facing Freehold With Backyard - Extra Deep Lot// Immaculate 3 Bedrooms Luxury Freehold Town House In Executive Caledon Southfields Village Community!! Open Concept Main Floor With 9 Feet High Ceiling Layout & Filled With Natural Light!

House for sale: 34 NEWHOUSE BOULEVARD, Caledon

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$1,139,999

34 Newhouse Boulevard, Caledon (Rural Caledon), Ontario L7C 4A1

5 beds
4 baths
8 days

Kennedy And Mayfield Welcome to this absolutely stunning and rarely offered 4-bedroom, 4-bathroom detached home in the prestigious Southfield Village community of Caledon, offering approximately 2,300 sq. ft. of beautifully upgraded living space. This move-in ready home features 9-foot ceilings

Listed by: Vamseedhar Ketha ,Yes Realty Inc. (905) 458-9200
House for sale: 578 DOUGALL AVENUE, Caledon

31 photos

$1,599,900

578 Dougall Avenue, Caledon (Rural Caledon), Ontario L7C 3Z4

5 beds
5 baths
31 days

Cross Streets: Kennedy & Mayfield. ** Directions: Dougall Ave & Pinedale Ave. Welcome to 578 Dougall Avenue in the highly sought-after Southfields Village community of Caledon - a stunning corner-lot detached home offering over 4,000 sq. ft. of beautifully finished living space. Showcasing

Listed by: Komel Sandha ,International Realty Firm, Inc. (647) 313-3400
House for sale: 185 BONNIEGLEN FARM BOULEVARD, Caledon

29 photos

$1,150,000

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

4 beds
3 baths
12 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
House for sale: 79 LARSON PEAK ROAD, Caledon

48 photos

$1,090,999

79 Larson Peak Road, Caledon (Rural Caledon), Ontario L7C 3P2

4 beds
5 baths
7 days

Larson Peak Rd and Kennedy Road 3,100 Sq.Ft. detached masterpiece on a *PREMIUM LOT* in Southfield Village Caledon with Unobstructed front views and a Green Walkway in the backyard.. The main floor welcomes you with soaring ceilings, a private den perfect for a home office, and rich HARDWOOD

Amar Arora,Lpt Realty
Listed by: Amar Arora ,Lpt Realty (647) 627-0277
Row / Townhouse for sale: 133 BENADIR AVENUE, Caledon

32 photos

$899,900

133 Benadir Avenue, Caledon (Rural Caledon), Ontario L7C 4E7

3 beds
3 baths
6 days

Cross Streets: Kennedy Road N. ** Directions: S. Welcome home. Nestled in the prestigious Southfields Village community of Caledon, this exceptional freehold (NO fee!) end-unit townhome-featuring the sought after Sundial 9 model with approximately 2,036 square feet delivers a rare combination

Listed by: Sam Naiel ,Right At Home Realty, Brokerage (905) 637-1700
House for sale: 23 TWISTLETON STREET, Caledon

50 photos

$1,149,900

23 Twistleton Street, Caledon (Rural Caledon), Ontario L7C 3V9

4 beds
3 baths
4 days

Cross Streets: Kennedy & Dougall. ** Directions: . //Backing On To Largest Park Of Subdivision - Premium 45 Feet Wide Lot// Monarch Builder Luxury Built 4 Bedrooms Detached House In Prestigious Southfields Village Caledon Community! *2429 Sq Feet* Rare To Find Open To Above Family Room With

House for sale: 152 NEWHOUSE BOULEVARD, Caledon

50 photos

$1,449,900

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

7 beds
7 baths
16 days

Cross Streets: Kennedy & Dougall. ** Directions: . //3365 Sq Feet + Legal Basement Apartment// 4+3 Bedrooms & 7 Washrooms Stone & Brick Elevation Detached House In Prestigious Southfields Village Caledon Community!! **No House In Back** Your Search Ends Here With This Impeccably Maintained

House for sale: 563 DOUGALL AVENUE E, Caledon

42 photos

$1,289,900

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

6 beds
6 baths
24 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: 129 BONNIEGLEN FARM BOULEVARD, Caledon

44 photos

$1,269,999

129 Bonnieglen Farm Boulevard, Caledon (Rural Caledon), Ontario L7C 4B9

6 beds
5 baths
9 days

Kennedy Rd N / Dougall Ave Wow This Stunning 4+2 Bedroom Home On A Premium Is A Must-See And Priced To Sell! Offering Approx. 3,600 Sqft of Living Space With Legal Basement Apartment, This Home Blends Space, Style, And Functionality! The Main Floor Boasts Soaring 9' Smooth Ceilings, A Separate

Manjinder Singh,Re/max Gold Realty Inc.
Listed by: Manjinder Singh ,Re/max Gold Realty Inc. (905) 456-1010
Row / Townhouse for sale: 43 WATERVILLE WAY, Caledon

31 photos

$674,900

43 Waterville Way, Caledon (Rural Caledon), Ontario L7C 2H1

3 beds
2 baths
5 days

KENNEDY / DOUGALL Stunning 2+1 bedroom townhome in Caledon's prestigious Southfields Village Community being sold under power of sale. Den on the 3rd floor can be used as a 3rd bedroom with double door entry.Modern kitchen with a large center island and pantry, open concept layout with large

Listed by: Dhairya Kapoor ,Kapsons Realty Point (905) 216-6664
House for sale: 84 KENNEDY ROAD, Caledon

50 photos

$2,998,000

84 Kennedy Road, Caledon (Cheltenham), Ontario L7C 2A7

6 beds
6 baths
293 days

Cross Streets: Creditview Rd / Kennedy Rd. ** Directions: Creditview Rd / King St. Timeless elegance meets impeccable craftsmanship in this stunning Cheltenham estate. A rare find, this beautifully built 5+1 bed, 6 bath home in the sought-after Cheltenham community offers thoughtful design

Jade Skuce,Royal Lepage Rcr Realty
Listed by: Jade Skuce ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 104 KENNEDY ROAD, Caledon

30 photos

$1,978,500

104 Kennedy Road, Caledon (Cheltenham), Ontario L7C 2A7

6 beds
3 baths
15 days

CREDITVIEW/KENNEDY Potential For 3 Separate Building Lots. One Of Cheltenham's Most Private Estates, 2 Acres, With An Amazing 200 Feet Frontage, Has The Enjoyment Of Over 10 Acres, Backing Onto Protected Nec. Land, And Siding Onto A Stunning Ravine With Gorgeous Babbling Brook, Complete "MAGIC".

House for sale: 24 MAPLE CIDER STREET, Caledon

49 photos

$1,375,000

24 Maple Cider Street, Caledon (Rural Caledon), Ontario L7C 4B8

6 beds
6 baths
115 days

Kennedy Rd / Bonnieglen Farm Blvd Modern and spacious 3,101 sq ft home with a legal basement apartment. Features a translucent glass double-door entrance leading to an impressive living room with nine-foot ceilings, tall windows, and a welcoming open-concept design. The gourmet kitchen, with

Row / Townhouse for sale: 29 ASPENVIEW AVENUE, Caledon

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$925,000

29 Aspenview Avenue, Caledon (Rural Caledon), Ontario L7C 3P9

3 beds
3 baths
16 days

Kennedy Rd/Benadir Ave End-Unit Beauty In Southfields Village That Feels Like A Semi! Offering approximately 1,833 sq ft of thoughtfully designed living space, this 3-bedroom, 3-washroom home is ideal for first time home buyers, growing families, downsizers seeking comfort, functionality, and

Abhiraj Kumar,Re/max Gold Realty Inc.
Listed by: Abhiraj Kumar ,Re/max Gold Realty Inc. (905) 456-1010
House for sale: 26 ARCADIA ROAD, Caledon

46 photos

$1,449,000

26 Arcadia Road, Caledon (Rural Caledon), Ontario L7C 3V7

4 beds
5 baths
14 days

Kennedy & Learmont KEY HIGHLIGHTS Resort-Style Backyard Oasis Heated inground pool Gas BBQ and entertaining area Professional landscaping and lighting Private fenced yard with storage shed for relaxing and entertaining Kitchen Built for Cooking & Gathering Spacious kitchen with abundant cabinetry

Listed by: June Dias ,Royal Lepage Certified Realty (416) 741-4443
House for sale: 193 BONNIEGLEN FARM BOULEVARD, Caledon

43 photos

$1,299,000

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

6 beds
5 baths
11 days

Kennedy/Mayfield Rd Welcome to this exceptional luxury residence offering over 3,700 sq. ft. of exquisitely designed living space with premium upgrades throughout. Thoughtfully crafted for modern family living, this stunning home features 6 spacious bedrooms and 5 elegantly finished bathrooms.

House for sale: 48 WISHING WELL CRESCENT N, Caledon

47 photos

$999,999

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

6 beds
5 baths
7 days

MAYFIELD AND KENNEDY Step into this stunning 5-bedroom, 5-washroom detached home in Caledon's prestigious Southfield Village, offering an impressive 4,050 sq. ft total . Finished living space. Designed for both comfort and style, the main floor features separate living and family rooms, a formal

Vaishali Mathur,Century 21 People's Choice Realty Inc.
Listed by: Vaishali Mathur ,Century 21 People's Choice Realty Inc. (416) 710-9457
18888 KENNEDY ROAD, Caledon
Vacant land

15 photos

$899,999

18888 Kennedy Road, Caledon (Rural Caledon), Ontario L7K 1Y1

30 days

Kennedy / Charleston Side Rd Must See! Gorgeous 1 acre prime flat vacant land for sale in Caledon. Perfect to build your dreamhome. Drawings for custom home approved, zoning allows house to built up to 12, 000 sqft. On a pavedroad surrounded by custom homes. Minutes to Caledon Village and Highway

Rick Singh,Century 21 Paramount Realty Inc.
Listed by: Rick Singh ,Century 21 Paramount Realty Inc. (647) 505-2100
House for sale: 3574 ESCARPMENT SIDE ROAD, Caledon

46 photos

$1,399,900

3574 Escarpment Side Road, Caledon (Rural Caledon), Ontario L7K 1E7

5 beds
4 baths
7 days

Kennedy Rd N & Escarpment Sideroad Welcome to a rare 10-acre luxury estate opportunity on the Niagara Escarpment, where a 3+2 bedroom raised bungalow sits on a beautifully manicured, south-facing lot that has been in the same family for over 50+ years. Perfectly positioned at the top of the

Row / Townhouse for sale: 9 MELBRIT LANE, Caledon

35 photos

$675,000

9 Melbrit Lane, Caledon (Rural Caledon), Ontario L7C 4C9

3 beds
2 baths
33 days

Kennedy / Dougall Welcome to 9 Melbrit Ln, an impeccably maintained 3 story Townhome in the highly desired Village of Southfield. This sun filled, 3 bed 2bath end unit features 1,698SqFt (including main floor Den), 9ft ceilings and hardwood flooring on the 1st & 2nd floors, plus a stellar open

Vince Nestico,Re/max West Realty Inc.
Listed by: Vince Nestico ,Re/max West Realty Inc. (905) 857-7653
Row / Townhouse for sale: 19 TIVERON AVENUE, Caledon

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$679,900

19 Tiveron Avenue, Caledon (Rural Caledon), Ontario L7C 4L4

3 beds
3 baths
33 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

House for sale: 93 LEARMONT AVENUE, Caledon

50 photos

$1,199,900

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

4 beds
4 baths
34 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

House for sale: 77 DEER RIDGE TRAIL, Caledon

50 photos

$1,399,900

77 Deer Ridge Trail, Caledon (Rural Caledon), Ontario L7C 3Z5

6 beds
5 baths
7 days

Cross Streets: Kennedy & Dougall. ** Directions: . // Greenpark Built Premium Stone Elevation With Finished Basement // Rare To Find 4+2 Bedrooms & 5 Washrooms// Luxury Stone Elevation Greenpark Built House in Southfields Village Of Caledon! Double Door Entry!! Separate Living, Dining & Family

Row / Townhouse for sale: 12 FRANK LANE, Caledon

27 photos

$699,800

12 Frank Lane, Caledon (Rural Caledon), Ontario L7C 4C9

3 beds
2 baths
22 days

Kennedy/Dougall Ave Gorgeous end-unit townhouse in the highly desired Southfields Village, Caledon. This home is ideally located near schools, parks, community centre, plaza, trails, and Etobicoke Creek. This beautiful sun-filled, open-concept home features a spacious family-size kitchen with

Marina Soon,Royal Lepage Credit Valley Real Estate
Listed by: Marina Soon ,Royal Lepage Credit Valley Real Estate (416) 804-8813
House for sale: 20 ROYAL FERN CRESCENT, Caledon

50 photos

$1,499,900

20 Royal Fern Crescent, Caledon (Rural Caledon), Ontario L7C 4G7

4 beds
4 baths
7 days

Cross Streets: Kennedy & Dougall. ** Directions: . !!! Premium 66 Feet Wide Corner Lot !!! [3504 Sq Ft As Per Mpac] Luxury Brick & Stone Elevation 4 Bedrooms & 4 Washrooms House In Southfields Village Of Caledon! Double Door Main Entry* 2 Master Bedrooms & Total 3 Full Washrooms In 2nd Floor!!

Row / Townhouse for sale: 9 MAPLE TRAIL ROAD, Caledon

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$859,900

9 Maple Trail Road, Caledon (Rural Caledon), Ontario L7C 3Z3

3 beds
3 baths
14 days

Cross Streets: Kennedy & Dougall. ** Directions: . ** Luxury Rosehaven Built ** //1815 Sq Ft// Fully Freehold 2 Storey Stone Elevation End-Unit Town House With No Side Walk For Extra Parking In Prestigious Southfields Village Caledon! ** No Side Walk ** Can Fit 2 Cars In Driveway! Open Concept

Row / Townhouse for sale: 118 TUNDRA ROAD, Caledon

50 photos

$929,900

118 Tundra Road, Caledon (Rural Caledon), Ontario L7C 4A6

4 beds
4 baths
12 days

Cross Streets: Kennedy & Dougall. ** Directions: . !!! East Facing Freehold End Unit Townhouse with Finished Basement!!! Immaculate 3+1 Bedrooms House in Sought After Southfields Village Caledon Community!! Separate Living & Family Rooms W/ 9' Ceiling. Dark Hardwood on Main Floor & Oak Staircase!

Row / Townhouse for sale: 78 DEER RIDGE TRAIL, Caledon

21 photos

$725,000

78 Deer Ridge Trail, Caledon (Rural Caledon), Ontario L7C 3Z5

3 beds
3 baths
5 days

Kennedy Rd & Dougall Ave **POWER OF SALE** SOLD AS IS. This home offers 2,031 sq. ft. of bright, open-concept living space with 9-ft ceilings, a modern kitchen with granite counterops and an upgraded oak staircase with iron pickets. Featuring 3 spacious bedrooms, including a primary suite with

Row / Townhouse for sale: 35 MAPLE CIDER STREET, Caledon

50 photos

$829,999

35 Maple Cider Street, Caledon (Rural Caledon), Ontario L7C 4B4

3 beds
3 baths
1 day

Kennedy & Dougall !! Beautiful Freehold Townhome !! Located in the highly sought after Southfields Village community, this stunning home offers a bright, open concept layout with 9Ft main floor ceilings, separate living, dining, and family room spaces-perfect for modern living. The upgraded

Listed by: Bradley Lima ,Homelife/local Real Estate Ltd. (416) 537-2441
Retail for sale: 431 DOUGALL AVENUE, Caledon

12 photos

$1,199,300

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

0 beds
0 baths
190 days

Cross Streets: KENNEDY RD & DOUGALL AVE. ** Directions: MAYFIELD RD/KENNEDY RD / DOUGALL AVE. Modern - Fully Upgraded. Move-in & Ready for Business. Skip the construction headaches and move straight into this professionally finished 1,074 sq. ft. commercial retail unit. Located in a high-growth,

Listed by: Ssanjay Joshi (905) 568-2121
House for sale: 23 LOST HOLLOW ROAD, Caledon

50 photos

$1,600,000

23 Lost Hollow Road, Caledon (Rural Caledon), Ontario L7C 4E5

4 beds
4 baths
39 days

Kennedy Road/ Dougall Ave Step into luxury living with this exceptional 4-bedroom detached home in the heart of Caledon. Built in 2022, this stunning property offers approximately 3,500 sq ft of thoughtfully designed above ground living space, featuring a spacious and modern layout with elegant

Row / Townhouse for sale: 2 NECTARLANE AVENUE, Caledon

40 photos

$924,900

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

5 beds
4 baths
26 days

Cross Streets: Kennedy Rd & Mayfield Rd. ** Directions: From Kennedy Rd & Mayfield Rd, proceed to Benadir Ave and continue 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

House for sale: 19976 KENNEDY ROAD, Caledon

50 photos

$1,499,000

19976 Kennedy Road, Caledon (Rural Caledon), Ontario L7K 1Y3

4 beds
3 baths
27 days

Cross Streets: Kennedy & Beach Grove Sdrd. ** Directions: Kennedy Road North of Charleston, North of Beech Grove Sdrd. Built by Charleston Homes, this quality-constructed, 3+1 bedroom custom bungalow, is set on a mature, private, park-like 2.05 acre lot, with an ornamental pond with a waterfall

Kaitlan Klein,Century 21 Millennium Inc.
Listed by: Kaitlan Klein ,Century 21 Millennium Inc. (905) 586-5258
Row / Townhouse for sale: 3 ALNWICK AVENUE, Caledon

36 photos

$689,900

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

3 beds
2 baths
13 days

Cross Streets: Kennedy & Larson Peak Road. ** Directions: . 1487 Sq Ft As Per Floor Plan - 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

Unknown for sale: 21120 KENNEDY ROAD, Caledon

24 photos

$5,995,000

21120 Kennedy Road, Caledon (Rural Caledon), Ontario L7K 1Y5

0 beds
0 baths
177 days

Cross Streets: Hwy 9/Kennedy Rd. ** Directions: Hwy 10, east on Hwy 9, south on Kennedy Rd. Looking For An Incredible Investment Opportunity? Look No Further Than This 94.4-Acre Farm Located In A Prime Location Just South Of Highway 9 On Kennedy Road. Property Abuts The Se Corner Of The Town

House for sale: 19728 KENNEDY ROAD, Caledon

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$2,289,000

19728 Kennedy Road, Caledon (Rural Caledon), Ontario L7K 1Y2

4 beds
4 baths
76 days

Kennedy/Beech Grove This elegant bungalow has everything today's buyer could wish for-beautifully finished and move-in ready. Behind striking double iron gates, the full stone exterior and exquisite landscaping create an impressive first impression. Inside, coffered ceilings, rich crown moldings,

Listed by: Maurice Aguayo ,Upperside Real Estate Limited (905) 597-9333
House for sale: 13924 KENNEDY ROAD, Caledon

28 photos

$1,859,000

13924 Kennedy Road, Caledon (Rural Caledon), Ontario L7C 2G2

6 beds
2 baths
30 days

Kennedy / King An Exceptional Opportunity - Severance Approved After 7 Years of Hard Work. Severance has finally been approved, unlocking a rare and valuable opportunity. Ideal for two brothers, friends, or investors looking to build custom dream homes side by side in a highly desirable area.

House for sale: 19982 KENNEDY ROAD, Caledon

50 photos

$1,309,000

19982 Kennedy Road, Caledon (Rural Caledon), Ontario L7K 1Y3

3 beds
3 baths
7 days

Cross Streets: Beech Grove/Kennedy. ** Directions: Hwy 24 turn north on Kennedy Rd, From Hwy 9 turn south on Kennedy Rd. Nestled on a serene, tree-lined 1.03 acre in Caledon, this stunning 3-bedroom, 3-bathroom, residence offers of beautiful living space 2,104 sq. ft above grade + 850 sq ft

Nancy Ackerman,Icloud Realty Ltd.
Listed by: Nancy Ackerman ,Icloud Realty Ltd. (519) 278-6813
House for sale: 20040 KENNEDY ROAD, Caledon

39 photos

$1,899,999

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

7 beds
4 baths
14 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: 19748 KENNEDY ROAD, Caledon

48 photos

$1,950,000

19748 Kennedy Road, Caledon (Rural Caledon), Ontario L7K 1Y2

4 beds
10 baths
15 days

Cross Streets: Kennedy Road/Beechgrove Sideroad. ** Directions: North of Highway 9 and South of Charleston Sideroad on Kennedy Road. A very private Executive Resort-Style Estate on a majestic treed property. A grand circular driveway welcomes you to this exceptional residence offering exclusive

Listed by: Richard A Fava ,International Realty Firm, Inc. (647) 494-8012
House for sale: 13905 KENNEDY ROAD, Caledon

49 photos

$2,750,000

13905 Kennedy Road, Caledon (Rural Caledon), Ontario L7C 3W7

4 beds
4 baths
6 days

Kennedy and King St Escape to a home that truly understands the meaning of "space." Situated on an expansive lot, this custom-built masterpiece offers over 3,500 square feet of thoughtfully designed living area. This isn't just a house; it's a lifestyle upgrade for families who want room to

Listed by: Josh Bernard ,Sotheby's International Realty Canada, Brokerage (905) 845-0024
Row / Townhouse for sale: 13 BIRCHFIELD CRESCENT, Caledon

49 photos

$729,900

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

3 beds
2 baths
103 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: 65 STOWMARKET STREET N, Caledon

46 photos

$1,149,000

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

4 beds
3 baths
54 days

Cross Streets: Kennedy and Dougall Ave. ** Directions: North of Mayfield onto Kennedy. Stunning 4-bedroom home in the sought-after Southfields community featuring a carpet-free interior with hardwood flooring, elegant oak staircase, 9-ft smooth ceilings, pot lights, and California shutters

Garry Gill,Icloud Realty Ltd.
Listed by: Garry Gill ,Icloud Realty Ltd. (647) 786-5554
House for sale: 49 BLACKBERRY VALLEY CRESCENT, Caledon

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$1,249,000

49 Blackberry Valley Crescent, Caledon (Rural Caledon), Ontario L7C 2C7

4 beds
3 baths
8 days

Kennedy & Dougall Welcome To 49 Blackberry Valley Crescent. This Power Of Sale Property Offers A Wonderful Curb Appeal, Open Concept Layout, Featuring Hardwood Floors On The Main Floor. Custom Kitchen With Granite Counters Large Eat-in Kitchen And Huge Family Room With Gas Fireplace. A Convenient

Listed by: Stuart Coleman ,Get Sold Realty Inc. (416) 418-7442
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
31 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: 38 PINEDALE AVENUE, Caledon

50 photos

$1,265,000

38 Pinedale Avenue, Caledon (Rural Caledon), Ontario L7C 3Z6

5 beds
4 baths
9 days

Cross Streets: Pinedale Ave & Dougall Ave. ** Directions: Take ON-410 N to Mayfield Rd, left on Mayfield, right on Kennedy Rd N, then follow local roads to Pinedale Ave in Caledon. Welcome To 38 Pinedale Avenue, A Stunning Detached Home Offering 2984 Sq Ft Of Elegant & Functional Living Space.

Listed by: Kavas Satchithanandan ,Re/max Realtron Blue Force Realty (416) 288-8882
House for sale: 37 ROYAL FERN CRESCENT, Caledon

26 photos

$1,298,000

37 Royal Fern Crescent, Caledon (Rural Caledon), Ontario L7C 4H1

4 beds
4 baths
9 days

Kennedy Rd & Dougall Ave Visit the REALTOR website for further information about this listing. Welcome to this remarkable, 4-year-old built home of pristine, open-concept living space. Situated on a premium lot with no sidewalk/walkway, this detached home features a striking double door entry,

Listed by: Sophie Alegra Giterman ,Easy List Realty Ltd. (888) 323-1998
House for sale: 3722 THE GRANGE SIDE ROAD, Caledon

47 photos

$5,299,999

3722 The Grange Side Road, Caledon (Rural Caledon), Ontario L7C 0C3

6 beds
6 baths
91 days

Grange Sideroad & Kennedy Road Welcome to 3722 The Grange Side Road, an exceptional 84-acre country estate offering a rare blend of privacy, natural beauty, and outstanding versatility. A long, tree-lined drivewaywinds through picturesque farmland, leading to an impressive natural stone bungalow

Listed by: Arsh Chawla ,Re/max Gold Realty Inc. (905) 456-1010

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.