Caledon-Southfields Property Listings for Sale

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Row / Townhouse for sale: 93 ROYAL FERN CRESCENT, Caledon

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$849,900

93 Royal Fern Crescent, Caledon (Rural Caledon), Ontario L7C 4G9

3 beds
3 baths
44 days

Kennedy & Dougall **Rare To Find** 2 Storey Freehold Immaculate 3 Bedrooms Town-House In Prestigious Caledon Southfields Village!! Open Concept 9' High Ceiling In Main Floor With Lots Of Sunlight & Hardwood Flooring! Family Size Kitchen With S/S Appliances! Walk/Out To Backyard. Oak Staircase!

Row / Townhouse for sale: 27 PHYLLIS DRIVE, Caledon

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$889,900

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

3 beds
3 baths
14 days

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

Row / Townhouse for sale: 21 COSBURY LANE, Caledon

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$799,900

21 Cosbury Lane, Caledon (Rural Caledon), Ontario L7C 4H2

3 beds
3 baths
24 days

Kennedy & Newhouse Immaculate 2 Storey With Backyard 3 Bedrooms Townhouse In Prestigious Caledon Southfields Village Community!! Built By Coscorp Builder, Open Concept Modern Style Layout** Hardwood Floor In Main Floor. Full Family Size Kitchen With S/S Appliances!! Walk To Backyard From Breakfast

Row / Townhouse for sale: 52 VALLEY LANE, Caledon

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$849,000

52 Valley Lane, Caledon (Rural Caledon), Ontario L7C 4C9

3 beds
3 baths
68 days

Kenney And Mayfield Charming and move-in ready, this beautiful 2-storey townhouse is located in one of Caledon's most desirable neighbourhoods, perfect for first-time buyers and investors alike. Featuring all-new flooring throughout, fresh paint, and a functional open-concept layout, this home

Row / Townhouse for sale: 36 MEADOWCREEK ROAD, Caledon

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$899,000

36 Meadowcreek Road, Caledon (Rural Caledon), Ontario L7C 4A1

3 beds
3 baths
8 days

Kennedy and Mayfield Welcome To Your Next Home In Beautiful Strawberry Fields, Caledon!! A Massive 2 Car Garage Executive Townhome in The Village of Southfields! This Home Invites You Into An Expansive Foyer With 16ft Cathedral Ceilings, Giving The Home a Grand Entrance as you walk through

Fredel Anthony Mohammed-ali,Right At Home Realty
Listed by: Fredel Anthony Mohammed-ali ,Right At Home Realty (905) 565-9200
House for sale: 101 BONNIEGLEN FARM BOULEVARD, Caledon

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$1,635,000

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

7 beds
7 baths
22 days

KENNEDY & DOUGALL **Move in Ready Aug 2025** Luxurious Home on Premium Lot Backing onto Pond & Green Space | Legal Walkout Basement. Welcome to 101 Bonnieglen Farm Blvd, where elegance meets functionality in this stunning 4-bedroom home offering over 3,300 sq. ft. of refined above-grade living

House for sale: 15 TOKARA AVENUE, Caledon

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$999,990

15 Tokara Avenue, Caledon (Rural Caledon), Ontario L7C 3P4

4 beds
4 baths
34 days

Kennedy/Mayfield/Larson Peak Welcome to an amazing Semi-Detached Home in the sought-after Southfields community of Caledon! This beautifully landscaped residence boasts of a modern open-concept floor plan, highlighted by stunning hardwood floors, soaring 9' ceilings, elegant pot lights, and

Kamaldeep Singh,Re/max Skyway Realty Inc.
Listed by: Kamaldeep Singh ,Re/max Skyway Realty Inc. (647) 261-5000
House for sale: 14 DOTCHSON AVENUE, Caledon

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$1,364,900

14 Dotchson Avenue, Caledon (Rural Caledon), Ontario L7C 4G5

4 beds
4 baths
38 days

Kennedy & Dougall //3 Years Old// East Facing Executive Luxury Built 4 Bedrooms & 4 Washrooms Detached House In Prestigious Southfields Village Caledon Community!! *2 Master Bedrooms & 3 Full Washrooms In 2nd Floor** Grand Double Door Main Entry! Separate Living, Dining & Family Rooms With

House for sale: 43 CIRRUS CRESCENT, Caledon

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$1,446,666

43 Cirrus Crescent, Caledon (Rural Caledon), Ontario L7C 4B7

5 beds
4 baths
17 days

Kennedy/Bonnieglen Farm Absolutely Stunning !!! Brick & Stone Elevation 4+1 Bedrooms 4 Washrooms Detached House In Prestigious Southfields Village Community of Caledon !!! ( Big Loft on 2nd Floor / Can be Turned to 5Bedroom) ## Beautifully Landscaped with Natural Stone in the Front & Backyard

House for sale: 20 BLACKBERRY VALLEY CRESCENT, Caledon

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$929,900

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

3 beds
3 baths
18 days

Kennedy & Dougall Executive 3 Bedrooms Semi-Detached House In Prestigious Southfields Village Caledon!! Grand Double Door Entry! Open Concept Main Floor Layout Including Separate Living & Family Rooms! Family Size Kitchen With Gas Stove! Walk Out To Fenced Backyard From Breakfast Area! Oak

House for sale: 72 MCECHEARN CRESCENT, Caledon

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$1,359,900

72 Mcechearn Crescent, Caledon (Rural Caledon), Ontario L7C 3Y2

6 beds
5 baths
29 days

Kennedy Rd And Mayfield Welcome to this Stunning, Move-In Ready 4+2 Bedroom, 5 Bathroom Detached Home in the Prestigious Southfields Village of Caledon! Featuring 6-Car Parking with No-Sidewalk, this beautifully upgraded home includes a LEGAL 2-Bedroom, 2-Bathroom BASEMENT APARTMENT (REGISTERED

House for sale: 210 LEARMONT AVENUE, Caledon

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$1,299,900

210 Learmont Avenue, Caledon (Rural Caledon), Ontario L7C 3W4

5 beds
5 baths
8 days

Kennedy & Dougall //Rare To Find// 5 Bedrooms & 5 Washrooms Immaculate Detached House In Prestigious Southfields Caledon Community! Coscorp Linden Model With Loft* ~3079 Sq Ft As Per MPAC. 5 Bedrooms & 4 Full Washrooms Upstairs For Extended Family! Upgrades Galore. Features D/D Main Entry,

House for sale: 32 COTTONFIELD CIRCLE, Caledon

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$1,849,900

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

5 beds
5 baths
4 days

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

Ron Chatha,Upstate Realty Inc.
Listed by: Ron Chatha ,Upstate Realty Inc. (416) 723-9500
Row / Townhouse for sale: 3 ROYAL FERN CRESCENT, Caledon

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$849,000

3 Royal Fern Crescent, Caledon (Rural Caledon), Ontario L7C 4G8

4 beds
3 baths
3 days

Mayfield Road & Kennedy Road This Beautiful 4 Bed, 3 Bath Townhouse Located in Prestigious Southfields Village Caledon Features an Open Concept with Hardwood Flooring Throughout the Living and Great Room. Kitchen Open to Great Room with Breakfast Bar. Spacious Bedrooms Filled with Natural Light.

House for sale: 20 BENADIR AVENUE, Caledon

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$899,900

20 Benadir Avenue, Caledon (Rural Caledon), Ontario L7C 3M8

4 beds
4 baths
21 days

Kennedy, Mayfield, Benadir PUBLIC OPEN HOUSE SATURDAY JULY 26 & SUNDAY JULY 27. 12PM to 5PM..Welcome to 20 Benadir Ave! Warm & Inviting Super Southfield Semi Detached 3 Plus 1 Bedroom, 4 Washroom. Don't Miss This One!! This Home is Spotless!! Main Floor With 9 Foot Ceilings. Open Concept Dining

Derek Richard Buttivant,Re/max Real Estate Centre Inc.
Listed by: Derek Richard Buttivant ,Re/max Real Estate Centre Inc. (519) 942-8700
House for sale: 16 BLACKBERRY VALLEY CRESCENT, Caledon

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$910,999

16 Blackberry Valley Crescent, Caledon (Rural Caledon), Ontario L7C 3Z8

3 beds
3 baths
19 days

MAYFIELD AND KENNEDY Welcome to 16 Blackberry Valley Crescent, in Prestigious Southfields Village Caledon! This stunning home is in a peaceful, family-friendly neighborhood with parks, trails, top schools, and nearby amenities. Featuring Grand Double Door Entry, a spacious, light-filled layout,

Nipun Siddharth Jain,Exp Realty
Listed by: Nipun Siddharth Jain ,Exp Realty (866) 530-7737
House for sale: 6 KEARNY AVENUE, Caledon

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$1,249,000

6 Kearny Avenue, Caledon (Rural Caledon), Ontario L7C 3N9

4 beds
4 baths
20 days

Kennedy Rd / Kearny Ave Welcome to this Amazing 4 bedroom, 4 washroom detached home with finished basement. 2473 Sq ft. Juniper Model. Premium lot backing onto green space and 42 ft wide at back!!. 100k plus in upgrades. Chefs kitchen with quartz counters and stainless steel appliances.

Bruce Edward Bell,Re/max Realty Services Inc.
Listed by: Bruce Edward Bell ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 15 VINEWOOD ROAD, Caledon

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$989,900

15 Vinewood Road, Caledon (Rural Caledon), Ontario L7C 4A9

3 beds
3 baths
18 days

Kennedy & Dougall **One Of Biggest Semi Models** 1962 Sq Ft As Per Mpac!! Executive 3 Bedrooms Semi-Detached House With Brick Elevation In Prestigious Southfields Village Caledon!! Countless Upgrades With Hand Scrapped Hardwood Floor In Main Level* Open Concept Main Floor Layout With 9 Feet

House for sale: 54 MAPLE CIDER STREET, Caledon

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$999,900

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

4 beds
3 baths
40 days

Kennedy & Dougall **One Of Biggest Semi Models** 2023 Sq Ft As Per Mpac!! Executive 4 Bedrooms Semi-Detached House With Brick & Stone Elevation In Prestigious Southfields Village Caledon!! Countless Upgrades With Hardwood Floor In Main Level* Double Door Main Entry & 9 Feet High Ceiling In

House for sale: 31 COTTONFIELD CIRCLE, Caledon

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$1,345,000

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

4 beds
5 baths
61 days

Kennedy Rd. & Mayfield Rd. Stunning executive home in the quaint Southfields Village of Caledon. This beautiful family home is situated on one of the most sought after streets in the neighbourhood! Over 3700sf of living space, this 4 bdrm 5 bathroom home boasts hardwood floors throughout,

House for sale: 85 WATERVILLE WAY, Caledon

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$1,299,888

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

4 beds
4 baths
10 days

Larson Peak Road & Kennedy Road North Welcome to this beautifully maintained "Juniper" model in the prestigious Southfields Village community. This upgraded home features an extended driveway with no sidewalk, offering parking for up to 6 cars. Inside a large front foyer leads to an open

Bryan Chana,Re/max Realty Services Inc.
Listed by: Bryan Chana ,Re/max Realty Services Inc. (416) 358-4669
House for sale: 92 DEER RIDGE TRAIL, Caledon

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$869,900

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

3 beds
4 baths
12 days

Kennedy & Dougall Welcome to this stunning Greenpark-built semi-detached home in the highly sought-after Southfields Village community of Caledon! Proudly owned by its original owner, this beautifully upgraded 3+1 bedroom, 4 washroom home offers approximately 2028 sq. ft. above grade. Features

House for sale: 40 PORTMAN STREET, Caledon

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$1,595,900

40 Portman Street, Caledon (Rural Caledon), Ontario L7C 4E5

4 beds
5 baths
12 days

Kennedy & Dougall **4 Primary Bedrooms** [3435 Sq Ft Per MPAC] Executive House Situated On Backing On To Trail Premium Lot In Southfields Village Caledon!! **4 Full Washrooms In 2nd Floor** Formal Living, Dining & Family Rooms With Hardwood Flooring! Dream Kitchen With Island, Quartz Counter-Top,

Row / Townhouse for sale: 50 VALLEY LANE, Caledon

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$799,999

50 Valley Lane, Caledon (Rural Caledon), Ontario L7C 4C9

3 beds
3 baths
12 days

Dougall Ave and Kennedy Rd Welcome to 50 Valley Lane a bright and beautifully maintained 3-bedroom townhome that's perfect for a growing family. From the moment you step inside, you'll love the airy 9-foot ceilings, gleaming hardwood floors, stylish pot lights, and the open-concept layout that's

Frank Vella,Royal Lepage Your Community Realty
Listed by: Frank Vella ,Royal Lepage Your Community Realty (905) 832-6656
House for sale: 30 NEWHOUSE BOULEVARD, Caledon

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$1,270,000

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

4 beds
4 baths
12 days

Kennedy Road y Dougall Avenue Welcome to this beautifully maintained 4-bed, 4-bath detached home in sought-after Southfields Village. Bright and spacious layout featuring 9' ceilings, hardwood floors, pot lights, and a cozy gas fireplace. Two bedrooms have private ensuites, plus a Jack & Jill

Lisa Lara,Cityscape Real Estate Ltd.
Listed by: Lisa Lara ,Cityscape Real Estate Ltd. (905) 241-2222
House for sale: 19 LIPPA DRIVE, Caledon

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$1,049,000

19 Lippa Drive, Caledon (Rural Caledon), Ontario L7C 1Z9

3 beds
3 baths
8 days

Mayfield and McLaughlin Welcome to your new home nestled in Caledon's vibrant Southfields Village, an ideal retreat for small families or young professionals looking to escape the city's hustle and embrace a tranquil, community-focused lifestyle. This brand-new, detached home offers three spacious

Kai Min Tan,Royal Lepage Meadowtowne Realty
Listed by: Kai Min Tan ,Royal Lepage Meadowtowne Realty (905) 821-3200
House for sale: 252 BONNIEGLEN FARM BOULEVARD, Caledon

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$1,349,000

252 Bonnieglen Farm Boulevard, Caledon (Rural Caledon), Ontario L7C 3Y4

6 beds
5 baths
5 days

Mayfield & Kennedy Welcome To Beautiful 252 Bonnieglen Farm Blvd! A Luxurious 4 Bedroom Home Located In Highly Sought-After Southfields Community Of Caledon. This Gorgeous Home Features An Open Concept Layout W/ Separate Living/Dining, Beautiful Kitchen W/ Extended Cabinets, Granite Countertops

Listed by: Haroon Tariq ,Royal Lepage Credit Valley Real Estate (647) 739-9767
House for sale: 21 COTTONFIELD CIRCLE, Caledon

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$1,299,000

21 Cottonfield Circle, Caledon (Rural Caledon), Ontario L7C 3M8

6 beds
5 baths
5 days

Mayfield/Kennedy This Is the One You've Been Waiting For! Nestled on a quiet, family-friendly circle in the heart of Caledon's prestigious Southfields Village, this beautifully maintained detached home features 4 spacious bedrooms and 4 bathrooms, plus a finished basement with 2 bedrooms, 1

House for sale: 12400 OLD KENNEDY ROAD, Caledon

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$1,999,999

12400 Old Kennedy Road, Caledon (Rural Caledon), Ontario L7C 2E8

6 beds
3 baths
26 days

OLD KENNEDY RD/ LARSON PEAK RD Nestled on a quiet cul-de-sac in Southfields Village, this rare bungalow sits on over half an acre with nearly 100 feet of frontage, backing onto the picturesque Etobicoke Creek. Offering a peaceful, private setting, the home features a long driveway, elegant

House for sale: 78 DEER RIDGE TRAIL, Caledon

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$849,900

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

4 beds
3 baths
91 days

Kennedy Rd & Dougall Ave Client Remks: Stunning Green park-Built Semi-Detached Home in Southfields, Caledon. Welcome to this beautifully maintained offering 2,031 Sq. Ft of bright and spacious living, this home is perfect for families seeking comfort & Convenience. The main floor features 9

Abhishek Sharma,Century 21 Property Zone Realty Inc.
Listed by: Abhishek Sharma ,Century 21 Property Zone Realty Inc. (647) 213-6397

Exploring Caledon Southfields: A Comprehensive Guide for Home Buyers and Investors

Caledon Southfields, a burgeoning community in the town of Caledon, Ontario, offers a unique blend of suburban tranquility and modern convenience. As a licensed Canadian real estate expert, I aim to provide you with a detailed overview of this promising area, focusing on zoning, resale potential, lifestyle appeal, and seasonal market trends.

Zoning and Development in Caledon Southfields

Understanding the zoning regulations in Caledon Southfields is crucial for both home buyers and investors. The area is primarily zoned for residential development, with a mix of single-family homes, townhouses, and some low-rise condominiums. This zoning strategy ensures a balanced community atmosphere, catering to diverse housing needs. For those interested in larger properties, there are opportunities to explore 10-acre lots in the surrounding rural areas, offering potential for custom homes or agricultural ventures.

Investors should note that the town of Caledon is committed to sustainable growth, with plans to enhance infrastructure and public amenities. This commitment is evident in the ongoing development along King Street, which is poised to become a vibrant commercial hub. Such developments are likely to increase property values over time, making Caledon Southfields a sound investment choice.

Resale Potential: A Promising Outlook

The resale potential in Caledon Southfields is bolstered by its strategic location and community-focused planning. Properties in this area benefit from proximity to major highways, including Highway 9, which connects residents to urban centers like Toronto and Brampton. This accessibility enhances the appeal of homes in the area, particularly for commuters seeking a peaceful retreat from city life.

Moreover, the demand for homes with unique features, such as ravine lots or properties with finished basements, is on the rise. These features not only enhance the living experience but also significantly boost resale value. For instance, homes with finished basements offer additional living space, appealing to growing families or those seeking rental income opportunities.

Lifestyle Appeal: A Community for All Seasons

Caledon Southfields is renowned for its lifestyle appeal, offering residents a harmonious blend of nature and modern amenities. The community is surrounded by picturesque landscapes, including the scenic Terra Cotta Conservation Area, providing ample opportunities for outdoor activities such as hiking, cycling, and bird watching.

For those who prefer a more urban lifestyle, the area offers a variety of shopping, dining, and entertainment options. The development along Airport Road is particularly noteworthy, featuring a mix of local boutiques and popular retail chains. This balance of rural charm and urban convenience makes Caledon Southfields an attractive destination for families, retirees, and young professionals alike.

Seasonal Market Trends: Timing Your Investment

Understanding seasonal market trends is essential for making informed real estate decisions in Caledon Southfields. Historically, the spring and fall months have been the most active periods for home sales, with increased buyer interest and competitive pricing. During these times, properties such as condominiums and single-family homes tend to move quickly, often receiving multiple offers.

In contrast, the winter months typically see a slowdown in market activity, presenting opportunities for buyers to negotiate better deals. Investors looking to capitalize on the seasonal market should consider exploring rural properties during this period, as they may offer more favorable pricing and less competition.

For those interested in the long-term potential of Caledon Southfields, it's worth noting that the area's real estate market has shown resilience and steady growth over the years. This trend is expected to continue, driven by ongoing development and the community's inherent appeal.

In conclusion, Caledon Southfields presents a compelling opportunity for home buyers, investors, and seasonal cottage seekers. With its strategic location, diverse housing options, and strong community focus, this area is well-positioned for future growth and prosperity. Whether you're looking for a family home, an investment property, or a seasonal retreat, Caledon Southfields offers something for everyone. For more information on available listings, you can explore options such as Caledon properties and homes along Highway 9.