Kennedy Rd Caledon Property Listings for Sale

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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
30 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: 15633 KENNEDY ROAD, Caledon

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$3,099,000

15633 Kennedy Road, Caledon (Rural Caledon), Ontario L7C 2H7

4 beds
4 baths
17 days

Kennedy Rd & Old Base Line Rd Idyllic Rural Caledon Location, A Winding Driveway Takes You To A Breathtaking 25-Acre Estate With Rolling Hills, ~8 acres Farmland, Offering Unparalleled Privacy Complete With A Large Tranquil Pond. The Mid-Century, Architecturally Inspirational Home Boasts Over

Unknown for sale: 21120 KENNEDY ROAD, Caledon

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$5,995,000

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

0 beds
0 baths
405 days

Hwy 9/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 Of Orangeville. Currently Featuring An All Brick 2-Story Home, This Property

House for sale: 18819 KENNEDY ROAD, Caledon

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$1,099,900

18819 Kennedy Road, Caledon (Rural Caledon), Ontario L7K 1Y8

5 beds
3 baths
22 days

Kennedy Rd & Charleston Sdr Welcome to STUNNING 18819 Kennedy Road! This Beautiful Highly Upgraded 5-bedroom Detached Bungalow sits on over an acre of treed land, offering privacy and tranquility. Tastefully upgraded with chandeliers, crown moulding, pot lights, and a gourmet kitchen featuring

I. P. Rawal,Save Max Supreme Real Estate Inc.
Listed by: I. P. Rawal ,Save Max Supreme Real Estate Inc. (647) 285-4578
House for sale: 20643 KENNEDY ROAD, Caledon

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$1,199,000

20643 Kennedy Road, Caledon (Rural Caledon), Ontario L7K 1Z3

2 beds
2 baths
45 days

Kennedy Rd. and Highpoint Sdrd. A Century Home Steeped in History-With Space to Live, Grow & Play Nestled on a private, tree-lined 2-acre lot just 5 minutes from Orangeville, this enchanting century heritage home is where timeless charm meets modern convenience. Set behind a gated entry & long

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
33 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

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
15 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
Row / Townhouse for sale: 58 DORIS PAWLEY CRESCENT, Caledon

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$899,000

58 Doris Pawley Crescent, Caledon (Rural Caledon), Ontario L7C 4E7

3 beds
3 baths
117 days

Kennedy Rd N & Benadir Ave **Rare To Find** Totally Freehold "Sundial 3" 3 Bedrooms Townhouse In Prestigious Caledon Area!!. Bright & Spacious Open-Concept Main Floor Features 9 Ft Ceilings & Gleaming Hardwood. Kitchen Is Equipped With Granite Counters, Extended Upper Cabinets, Custom Backsplash,

Keval Shah,Homelife/miracle Realty Ltd
Listed by: Keval Shah ,Homelife/miracle Realty Ltd (647) 270-7845
Row / Townhouse for sale: 69 DORIS PAWLEY CRESCENT, Caledon

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$799,999

69 Doris Pawley Crescent, Caledon (Rural Caledon), Ontario L7C 4E7

4 beds
4 baths
18 days

Kennedy Rd/ Mayfield rd Step into elevated living with this beautifully upgraded 3+1 bedroom, 3.5 bathroom freehold townhome thoughtfully enhanced with premium upgrades! From the moment you walk in, you'll feel the difference; rich hardwood floors, elegant quartz countertops, a sleek backsplash,

Oscar Romero,Keller Williams Legacies Realty
Listed by: Oscar Romero ,Keller Williams Legacies Realty (905) 669-2200
Row / Townhouse for sale: 5 ORMAND TERRACE, Caledon

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$799,999

5 Ormand Terrace, Caledon (Rural Caledon), Ontario L7C 4L6

3 beds
3 baths
15 days

Kennedy Rd / Dougall Ave Welcome to this Beautiful Brand New Luxury 3 story Town home In The Heart Of Caledon, the most developing area in Caledon right on the 410 and soon coming 413highway. Area is still developing and is a great opportunity to invest in future coming. This town home is one

House for sale: 24 KEARNY AVENUE, Caledon

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$1,199,900

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

3 beds
4 baths
51 days

Kennedy Rd/Mayfield Rd Absolutely stunning Bungaloft in a highly sought-after Caledon neighbourhood! This rarely available detached home backs and sides onto lush greenery, offering ultimate privacy and peaceful views. Bright and spacious throughout, this 3-bedroom gem defines style and elegance

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
2 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: 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
95 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
House for sale: 89 DEER RIDGE TRAIL, Caledon

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$1,599,000

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

6 beds
6 baths
43 days

Kennedy Rd & Dougall Ave Experience Unmatched Luxury in This Stunning 5+2 Bedroom Home with Legal Basement Suite!Step into this breathtaking residence where elegance, comfort, and modern design blend seamlessly to create the ultimate living experience. Boasting 5 spacious bedrooms upstairs

Qamar Munir,Swift Group Realty Ltd.
Listed by: Qamar Munir ,Swift Group Realty Ltd. (416) 725-4500
House for sale: 3 LOSINO STREET, Caledon

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$1,224,900

3 Losino Street, Caledon (Rural Caledon), Ontario L7C 3N2

3 beds
4 baths
1 day

Kennedy Rd/Losino Welcome to Your Ideal Home in Sought-After Southfield Village! Perfectly nestled in the highly desirable Southfield Village community, this stunning property offers the perfect blend of modern comfort, style, and unbeatable convenience. just minutes from Highway 410 for easy

Vicky Aulakh,Homelife/miracle Realty Ltd
Listed by: Vicky Aulakh ,Homelife/miracle Realty Ltd (905) 454-4000
House for sale: 33 BONNIEGLEN FARM BOULEVARD, Caledon

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$1,499,999

33 Bonnieglen Farm Boulevard, Caledon (Rural Caledon), Ontario L7C 3X8

6 beds
5 baths
2 days

Kennedy Rd N & Mayfield Rd Stunning 4-Bedroom, 4-Bathroom Detached Home with Legal Basement Apartment with 1+1-Bedroom. Welcome to this beautifully designed detached home offering luxurious living space in a highly sought-after neighborhood. Thoughtfully crafted with both functionality and

Listed by: Nit Arora ,Housesigma Inc. (416) 371-7479
Row / Townhouse for sale: 22 SLACK LANE, Caledon

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$849,000

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

4 beds
4 baths
102 days

Kennedy Rd N & Bonnieglen Farm Welcome to one of the most exclusive and meticulously upgraded end-unit townhomes in the area! This 3-storey beauty at 22 Slack Lane offers exceptional curb appeal with an extended exposed aggregate driveway that fits 3 cars, plus a garage and visitor parking

House for sale: 37 ROYAL FERN CRESCENT, Caledon

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$1,485,000

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

4 beds
4 baths
166 days

Kennedy Rd & Mayfield Rd Beautiful Detached Approx. 2 yr old Remarkable Home With 4 spacious bedroom & 3.5 washrooms. Hardwood on Main floor, stairs & hallway, Double Door Entry. Master Bedroom has 4 Pcs Ensuite & Walk-In Closet. 9 Ft ceiling on main floor. One bedroom has balcony on 2nd floor.

Listed by: Sandy Layal ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 32 DOTCHSON AVENUE, Caledon

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$1,549,900

32 Dotchson Avenue, Caledon (Rural Caledon), Ontario L7C 4G6

4 beds
4 baths
20 days

Kennedy Rd & Dotchson Ave Experience the perfect blend of luxury and craftsmanship in this stunning 2022-built executive home, ideally situated on one of the largest pie-shaped, pool-sized lots in Southfield (212 feet deep). Step through the elegant double-door entry into a breathtaking open-to-above

Ranbir Sahota,Homelife/miracle Realty Ltd
Listed by: Ranbir Sahota ,Homelife/miracle Realty Ltd (416) 894-9948
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
24 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: 32 COTTONFIELD CIRCLE, Caledon

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$1,849,900

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

5 beds
5 baths
8 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: 27 LOWES HILL CIRCLE, Caledon

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$899,999

27 Lowes Hill Circle, Caledon (Rural Caledon), Ontario L7C 4H5

3 beds
3 baths
100 days

Dougall Rd./Kennedy Street Welcome to this inspiring sun-filled, less than 5 year old 2000+ square foot CARPET FREE freshly professionally PAINTED home with 3 bedrooms + Den on main floor and 3 bathrooms built by Greenpark.9" ceilings on main and second floor, double door entry, 300 sq. ft.

Listed by: Pargat Singh ,Homelife/miracle Realty Ltd (905) 454-4000
House for sale: 23 LARSON PEAK ROAD, Caledon

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$1,699,900

23 Larson Peak Road, Caledon (Rural Caledon), Ontario L7C 3P7

6 beds
5 baths
43 days

Larson Peak Rd and Kennedy Road Step into pure luxury with this stunning 3,070 sq. ft. home (per MPAC), perfectly positioned on a premium ravine lot backing onto a serene pond. Designed for ultimate comfort and style, this home features a beautifully finished walkout basement with a private

Sukhbinder Jammu,Tri-city Professional Realty Inc.
Listed by: Sukhbinder Jammu ,Tri-city Professional Realty Inc. (905) 793-5777
House for sale: 34 KENNEDY ROAD, Caledon

50 photos

$2,499,000

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

6 beds
4 baths
22 days

Creditview Rd/Boston Mills Rd Discover this spacious 6-bedroom, 4-bath family home, extensively renovated with over $300,000 in upgrades. The property features brand-new windows, doors, eaves, and soffits, along with professional landscaping. Inside, enjoy a neutral color palette complemented

House for sale: 49 CREDIT ROAD, Caledon

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$1,350,000

49 Credit Road, Caledon (Cheltenham), Ontario L7C 3J3

6 beds
3 baths
18 days

Kennedy Rd/ Credit Rd Welcome to 49 Credit Road, a stunning residence nestled in the tranquil community of Cheltenham, Caledon. This exquisite and picturesque home offers a private backyard oasis backing onto the serene Credit River, complete with a private patio by the river and a Gazebo,

Valentina Tzagadouris,New Era Real Estate
Listed by: Valentina Tzagadouris ,New Era Real Estate (416) 803-9161
House for sale: 10 SHELBOURNE COURT, Brampton

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$789,900

10 Shelbourne Court, Brampton (Heart Lake West), Ontario L6Z 1C2

4 beds
2 baths
31 days

Kennedy Rd and Somerset Dr. WELCOME TO THE PERFECT LOCATION FOR YOUR FAMILY TO CALL HOME! A lovingly cared for 3+1 bedroom, brick and vinyl siding, detached home with separate side entrance on a quiet, conveniently located cul-de-sac in desirable Heart Lake West. Homes on this street are RARELY

Jane Mccarthy,Tailor Made Real Estate Inc.
Listed by: Jane Mccarthy ,Tailor Made Real Estate Inc. (416) 889-8453

Exploring Kennedy Rd, Caledon: A Comprehensive Guide for Home Buyers and Investors

Located in the picturesque region of Caledon, Ontario, Kennedy Rd offers a unique blend of rural charm and modern convenience. As a licensed Canadian real estate expert, I aim to provide you with a detailed overview of this area, focusing on zoning, resale potential, lifestyle appeal, and seasonal market trends. Whether you're a home buyer, investor, or seasonal cottage seeker, understanding the nuances of Kennedy Rd can help you make informed decisions.

Zoning and Development Potential

One of the first considerations for any real estate investment is zoning. Kennedy Rd in Caledon is primarily zoned for residential and agricultural use, offering a mix of single-family homes, farms, and potential development sites. The zoning regulations are designed to preserve the rural character of the area while allowing for sustainable growth. For those interested in urban development opportunities, nearby areas like Credit Valley in Brampton offer more intensive zoning options.

Investors should note that Caledon's municipal plans include provisions for controlled growth, which could enhance the value of properties on Kennedy Rd over time. The potential for rezoning agricultural land for residential development exists, but it requires navigating local regulations and community input.

Resale Potential

When considering the resale potential of properties on Kennedy Rd, several factors come into play. The area's natural beauty and proximity to urban centers like Brampton and Mississauga make it an attractive option for buyers seeking a balance between city and country living. Properties here tend to hold their value well, with steady appreciation rates.

For those looking to diversify their portfolio, investing in a condo in Toronto or a condo in Suncrest can complement a rural investment on Kennedy Rd. The key is to understand the market dynamics and timing your entry and exit strategies effectively.

Lifestyle Appeal

Caledon is renowned for its lifestyle appeal, and Kennedy Rd is no exception. The area offers a serene environment with access to outdoor activities such as hiking, cycling, and horseback riding. The nearby Duntroon area provides additional recreational opportunities, including skiing and golfing.

For families, the community-oriented atmosphere and quality schools make Kennedy Rd a desirable location. The proximity to urban amenities in Mississauga Rd, Brampton and Thomas Street, Mississauga ensures that residents can enjoy the best of both worlds.

Seasonal Market Trends

The real estate market on Kennedy Rd, like many rural areas, experiences seasonal fluctuations. Spring and summer are typically the busiest times for buying and selling, as the warmer weather showcases the area's natural beauty and outdoor amenities. During these months, properties tend to move quickly, and prices may be more competitive.

In contrast, the fall and winter months often see a slowdown in activity, which can be advantageous for buyers looking for deals. Understanding these trends can help you time your purchase or sale to maximize your investment. For those interested in exploring other markets, the Welland area offers different seasonal dynamics worth considering.

Investment Opportunities

For investors, Kennedy Rd presents a range of opportunities. The potential for long-term appreciation is strong, given the area's growth plans and desirable location. Additionally, the demand for rental properties in rural settings is increasing, providing a potential income stream for savvy investors.

Exploring options in nearby urban centers, such as a condo in Georgetown or a property in Laval, can offer diversification and mitigate risk. The key is to balance rural and urban investments to capitalize on different market conditions.