Bolton Bungalows For Sale

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House for sale: 13 BLUEBERRY HILL COURT, Caledon

38 photos

$1,250,000

13 Blueberry Hill Court, Caledon (Bolton East), Ontario L7E 1S3

4 beds
3 baths
8 days

Goodsell Hill Rd Welcome to 13 Blueberry Hill Court - a beautifully maintained, all-brick raised bungalow on a quiet, family-friendly court in sought-after Bolton East, Caledon. This bright 3+1 bedroom, 3-bath detached bungalow offers easy main-floor living: sun-filled living and dining rooms,

David Hutchinson,Exp Realty
Listed by: David Hutchinson ,Exp Realty (647) 332-9997
Other for sale: 142 KING STREET E, Caledon

49 photos

$2,499,999

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

4 beds
4 baths
18 days

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

Francesco De Dominicis,Re/max Experts
Listed by: Francesco De Dominicis ,Re/max Experts (905) 499-8800
House for sale: 19 TANGLEWOOD DRIVE, Caledon

40 photos

$2,495,000

19 Tanglewood Drive, Caledon (Rural Caledon), Ontario L7K 0K3

7 beds
5 baths
11 days

Horseshoe Hill Rd/ Tanglewood Stunning Builders Custom Designed Unique Grand Estate on a Scenic lot w/Grand Entrance in a Desirable neighborhood. Boasting a 3789sqft main floor,1400sqft upper loft, & approx. 3000Sqft of finished liveable space in the basement. Built with steel beams and Concrete

Listed by: Paul Singh Tarriwal ,Homelife/miracle Realty Ltd (905) 624-5678
House for sale: 44 MCCLELLAN ROAD, Caledon

43 photos

$1,000,000

44 Mcclellan Road, Caledon (Alton), Ontario L7K 0C8

5 beds
3 baths
8 days

Downtown Alton: Main St & Queen St ***RENOVATED BUNGALOW with BASEMENT APT*** Whether this is an Investment property OR a Family Home, the location is perfect with room to grow! Set on a gorgeous large lot with mature trees, this functional Bungalow boasts 2,495 of total SqFt. The main level

Telma Melo,Royal Lepage Real Estate Associates
Listed by: Telma Melo ,Royal Lepage Real Estate Associates (905) 812-8123
House for sale: 10 RIVERWOOD TERRACE, Caledon

9 photos

$1,798,888

10 Riverwood Terrace, Caledon (Bolton East), Ontario L7E 1S1

5 beds
4 baths
35 days

Cross Streets: EAST HWY 50/ SOUTH OF KING/NORTH OF QUEENGATE. ** Directions: OFF STRAWBERRY / NORTH OF ALLAN DR. PLEASE TAKE NOTE!!!...THIS ONE OF A KIND CUSTOM INTERIOR BUNGALOW-LOFT IS NOT OF BUILDER GRADE QUALITY!!! EXTREMELY RARE WITH WALK-OUT BASEMENT ON A PIE SHAPED LOT/2 CAR GARAGE/

Angelo Rizzo,Right At Home Realty
Listed by: Angelo Rizzo ,Right At Home Realty (905) 565-9200
House for sale: 183 RIDGE ROAD, Caledon

50 photos

$1,049,000

183 Ridge Road, Caledon (Bolton West), Ontario L7E 4V8

3 beds
3 baths
58 days

QUEEN ST/WILLIAM Beautifully Renovated freshly painted Raised Bungalow in Bolton West! Located in a quiet, family-friendly area, this home features a large irregular 52' lot, double driveway, garage access & separate side entrance with potential in-law suite (2nd kitchen, 4-pc bath, rec room

House for sale: 154 RIDGE ROAD, Caledon

50 photos

$1,169,900

154 Ridge Road, Caledon (Bolton West), Ontario L7E 4V4

3 beds
3 baths
19 days

Cross Streets: Ellwood Drive West & Ridge Road. ** Directions: Hwy 50 To Ellwood Drive West, Turn Right Onto Ridge Road. This beautifully renovated (2025/26) open-concept modern contemporary home showcases quality craftsmanship and impressive upgrades throughout, offering a move-in-ready opportunity

Listed by: Diana Arter ,Century 21 Heritage Group Ltd. (905) 895-1822
House for sale: 14812 CENTREVILLE CREEK ROAD, Caledon

22 photos

$1,649,000

14812 Centreville Creek Road, Caledon (Rural Caledon), Ontario L7C 3B1

5 beds
4 baths
60 days

King St & Centreville Creek Rd Discover the ideal harmony of tranquil country living and urban convenience in this meticulously maintained property in prestigious Caledon. This exceptional 3+2 bedroom, 4-bathroom home sits on a private 1-acre lot, offering luxury amenities and stunning natural

Mandeep Singh Dhesi,Re/max Excellence Real Estate
Listed by: Mandeep Singh Dhesi ,Re/max Excellence Real Estate (905) 507-4436
House for sale: 27 TERRASTONE COURT, Caledon

49 photos

$999,990

27 Terrastone Court, Caledon (Bolton West), Ontario L7E 2G7

5 beds
4 baths
23 days

Coleraine / Ellwood Well Maintained Raised Bungalow On Quiet Crt On Bolton's South Hill, Great Curb Appeal, Hdwd T/O, Vinyl Windows, Open Concept Kitchen W/ Centre Island, Great Room W/ Vaulted Ceiling, Formal Dining Rm W/ 12.5' Ceiling, 3 Spacious Bdrms, Incl. A Lrg Master Bdrm On Sep. Level

Listed by: Amit Dhankhar ,Axis Realty Brokerage Inc. (905) 890-1444
Row / Townhouse for sale: 1 - 28 REDDINGTON DRIVE, Caledon

41 photos

$849,000

1 - 28 Reddington Drive, Caledon (Rural Caledon), Ontario L7E 0E4

2 beds
2 baths
12 days

Cross Streets: Hwy 50 & Zimmerman Dr. ** Directions: North Hwy 50, West on Zimmerman Dr (Access to Legacy Pines Community) to Reddington Drive. Welcome to the prestigious Legacy Pines community in Palgrave, one of Caledon's most sought-after enclaves. Nestled among breathtaking conservation

Bill Parnaby,Royal Lepage Rcr Realty
Listed by: Bill Parnaby ,Royal Lepage Rcr Realty (289) 514-2489
House for sale: 24 CEDAR DRIVE, Caledon

50 photos

$1,799,000

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

5 beds
3 baths
18 days

Hwy 10 / Forks of The Credit MUST SEE!!!! Escape the hustle, a hidden sanctuary awaits. Private hidden away retreat in one of the BEST areas of Caledon offering natural beauty with all the charm of country living. Beautiful 2.98 acres located just off the scenic Forks of The Credit Road. For

Bruce Edward Bell,Re/max Realty Services Inc.
Listed by: Bruce Edward Bell ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 8339 FINNERTY SIDE ROAD, Caledon

36 photos

$2,199,999

8339 Finnerty Side Road, Caledon (Rural Caledon), Ontario L0N 1E0

5 beds
5 baths
38 days

Hwy 50 / Finnerty Set amidst 25 acres of serene, wooded landscape backing onto conservation land, this exceptional raised bungalow offers over 5,800 sq. ft. of refined living space in an extraordinarily private setting. Surrounded by towering trees and breathtaking natural views, the home seamlessly

House for sale: 115 HARVEST MOON DRIVE, Caledon

49 photos

$875,000

115 Harvest Moon Drive, Caledon (Bolton West), Ontario L7E 2K7

4 beds
3 baths
11 days

Cross Streets: Harvest Moon Dr & King St East. ** Directions: King St West to Harvest Moon Drive. Welcome to 115 Harvest Moon Drive, a well-maintained raised bungalow nestled in one of Bolton's most desirable family-friendly neighborhoods. Offering 2+2 bedrooms, 3 bathrooms, and a spacious

Victor Caputo,Re/max Experts
Listed by: Victor Caputo ,Re/max Experts (416) 884-4163
House for sale: 17 TRAVELLED ROAD, Caledon

28 photos

$1,399,000

17 Travelled Road, Caledon (Caledon Village), Ontario L7K 1B7

5 beds
2 baths
28 days

Cross Streets: Hurontario and Charleston sdrd. ** Directions: Charleston Sdrd south on Troiless St to east on Travelled. Welcome to Caledon Village, where small-town charm meets exceptional versatility. This beautifully upgraded bungalow offers the perfect blend of family living, outdoor enjoyment,

Listed by: Sean Dylan Anderson ,The Richie Group Inc. (519) 942-0234
House for sale: 5 O'REILLY'S LANE, Caledon

50 photos

$1,650,000

5 O'reilly's Lane, Caledon (Rural Caledon), Ontario L7E 0W4

6 beds
4 baths
24 days

Gore Rd And Mayfield Rd Great Opportunity! Unique Property Two Houses On One Lot. Completely Renovated 2+1 Br Bungalow W/Fin One Br Basement Apartment. Bungalow Has Sep Living & Dining Rm, Master Offers W/I Closet . Kitchen W/Custom Built Cabinets/Pantry. 2 Story House Has Large Living And

House for sale: 17 ALANAVALE ROAD, Caledon

28 photos

$1,429,000

17 Alanavale Road, Caledon (Caledon Village), Ontario L7K 0T1

5 beds
4 baths
10 days

Cross Streets: Hurontario St. & Charleston Sideroad. ** Directions: Mistywood Dr. to Hayleyvale Rd, then left on Alanavale Rd. Set on a half-acre lot in Caledon Village, 17 Alanavale Road is one of the few homes in this market to pair a custom-built bungalow with a 3-car attached garage and

Listed by: Ryan Bautista ,Right At Home Realty (905) 565-9200
House for sale: 15252 CHINGUACOUSY ROAD, Caledon

48 photos

$1,599,900

15252 Chinguacousy Road, Caledon (Rural Caledon), Ontario L7C 1Z7

4 beds
4 baths
23 days

Cross Streets: North Of Boston Mills. ** Directions: E. Welcome To 15252 Chinguacousy Rd, Caledon-An Exceptional Estate Home Extensively Rebuilt In 2008, Including The Finished Basement, Heated Saltwater Pool, And Stunning Professional Landscaping. Situated On A Private, Beautifully Treed 1.01-Acre

House for sale: 94 SACKVILLE STREET, Caledon

27 photos

$945,000

94 Sackville Street, Caledon (Bolton West), Ontario L7E 1B8

5 beds
3 baths
16 days

Hwy 50/Hickman St Attention investors! Rare investment opportunity in prime Bolton! Well-maintained bungalow on prime lot 35x150 ft renovated over the years, featuring two self-contained units with tenants willing to stay. Strong rental income of $4,700 monthly rent ($2,400 main floor and $2,300

Claudia Kovalev,Sutton Group-admiral Realty Inc.
Listed by: Claudia Kovalev ,Sutton Group-admiral Realty Inc. (416) 710-2753
House for sale: 34 KIRKWOOD CRESCENT, Caledon

49 photos

$1,059,000

34 Kirkwood Crescent, Caledon (Rural Caledon), Ontario L7C 1B8

4 beds
3 baths
9 days

Valleywood Blvd and Hurontario St. (Hwy 10) Welcome to this bright, spacious, and exceptionally functional 3-bedroom bungalow inthe highly sought-after community of Valleywood, Caledon. From the moment you stepinside, you will love the abundance of natural light and the seamless flow of the

Pat Pisanti,Royal Lepage Maximum Realty
Listed by: Pat Pisanti ,Royal Lepage Maximum Realty (905) 265-3056
House for sale: 63 ROLLING HILLS LANE, Caledon

36 photos

$1,199,900

63 Rolling Hills Lane, Caledon (Bolton West), Ontario L7E 1T8

3 beds
3 baths
5 days

King St. & Station Rd. Comfortable and Functional Family Home in Bolton. Welcome to this stunning raised bungalow, perfectly situated on a quiet cul-de-sac in the heart of Bolton. This rare ravine lot offers a large, irregular pie-shaped property with the ultimate backyard retreat- a private

Maria Calabrese,Remax Your Community Realty
Listed by: Maria Calabrese ,Remax Your Community Realty (416) 418-3473
House for sale: 154 RIDGE ROAD, Caledon

50 photos

$1,115,000

154 Ridge Road, Caledon (Bolton West), Ontario L7E 4V4

3 beds
3 baths
Today

Cross Streets: Ellwood Drive West & Ridge Road. ** Directions: Hwy 50 To Ellwood Drive West, Turn Right Onto Ridge Road. This beautifully renovated (2025/26) open-concept modern contemporary home showcases quality craftsmanship and impressive upgrades throughout, offering a move-in-ready opportunity

Listed by: Diana Arter ,Century 21 Heritage Group Ltd. (905) 895-1822
House for sale: 17 NORTON BOULEVARD, Caledon

9 photos

$1,480,000

17 Norton Boulevard, Caledon (Bolton East), Ontario L7E 2C6

2 beds
1 baths
35 days

HWY 50/ NORTON BLVD Prestigious South Hill Building Opportunity Welcome to 17 Norton Drive, gracefully positioned in an exclusive and secluded pocket of highly coveted South Hill, Bolton. Surrounded by established estate homes and mature streetscapes, this exceptional property presents a rare

Listed by: Stephen Ongaro (905) 709-5707
Row / Townhouse for sale: 2-28 REDDINGTON DRIVE, Caledon

43 photos

$879,000

2-28 Reddington Drive, Caledon (Rural Caledon), Ontario L7E 0E4

3 beds
3 baths
106 days

Cross Streets: Hwy 50/Zimmerman. ** Directions: Legacy Pines. This special Legacy Pines home has many noteworthy features, including its location backing onto the first hole of one of Caledon's prime nine hole golf courses (where shared ownership is available to local residents). Beyond the

House for sale: 6 OVERLOOK RIDGE, Caledon

49 photos

$1,849,000

6 Overlook Ridge, Caledon (Palgrave), Ontario L7E 0C1

5 beds
3 baths
59 days

Mt Pleasant & Old Church Elevate Your Lifestyle with this Stunning Custom Built Bungalow with Finished Walk-Out Basement in Rolling Meadows Estates, Situated on a Picturesque Estate Lot. Magnificent Backyard Oasis, Heated Pool, Cabana, and Hot Tub, Landscaped with Flag Stone, Interlock and

Listed by: Silvestro Papa ,Re/max Experts (905) 499-8800
House for sale: 57 KIRKWOOD CRESCENT, Caledon

45 photos

$1,349,900

57 Kirkwood Crescent, Caledon (Rural Caledon), Ontario L7C 1B8

6 beds
4 baths
101 days

Cross Streets: VALLEYWOOD BLVD AND HURONTARIO. ** Directions: Head north on Valleywood Blvd, turn right on Royal Valley Dr, then turn right on Kirkwood Cres. Welcome to this rare and beautifully maintained spacious bungalow in the sought-after community of Valleywood, surrounded by scenic trails,

Listed by: Alex Divac ,Right At Home Realty, Brokerage (905) 637-1700
House for sale: 2 TERRY STREET, Caledon

3 photos

$899,000

2 Terry Street, Caledon (Rural Caledon), Ontario L7K 0B1

3 beds
2 baths
95 days

Highway 10 & Terry St. Charming bungalow with a fully equipped workshop and exceptional exposure, ideal for commuters and home-based businesses. Conveniently located with quick access to a main road, close to GO Transit, and near Hwy 10 for maximum visibility. Situated on approximately half

Hardip Ghag,Re/max Real Estate Centre Inc.
Listed by: Hardip Ghag ,Re/max Real Estate Centre Inc. (416) 274-4115
House for sale: 20603 WILLOUGHBY ROAD, Caledon

41 photos

$1,799,000

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

5 beds
5 baths
30 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: 7454 OLD CHURCH ROAD, Caledon

37 photos

$1,479,000

7454 Old Church Road, Caledon (Rural Caledon), Ontario L7C 0H5

6 beds
5 baths
94 days

Cross Streets: The Gore and Old Church. ** Directions: Old Church Road. Access this property through a new paved (2026) circular driveway with plenty of parking for multiple vehicles. This beautiful 3.7-acre property offers space, flexibility, and great potential for extended families or additional

Ricardo Aldrey,Right At Home Realty
Listed by: Ricardo Aldrey ,Right At Home Realty (905) 953-0550
House for sale: 9240 CASTLEDERG SIDE ROAD, Caledon

50 photos

$1,949,000

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

5 beds
5 baths
24 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: 19728 KENNEDY ROAD, Caledon

34 photos

$2,289,000

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

4 beds
4 baths
79 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: 3 FIELD CREST ROAD, Caledon

48 photos

$1,199,000

3 Field Crest Road, Caledon (Inglewood), Ontario L7C 1H4

4 beds
3 baths
19 days

Cross Streets: W. Village Dr. & Field Crest Rd. ** Directions: McLaughlin Rd & W. Village Dr. This charming bungalow, spanning 1,800 square feet, features a fantastic layout perfect for family life. The main floor showcases a beautifully renovated kitchen that opens seamlessly to the family

Listed by: Italia Soares ,Re/max West Realty Inc. (416) 769-1616
House for sale: 17 AGNES STREET, Caledon

43 photos

$1,149,900

17 Agnes Street, Caledon (Alton), Ontario L7K 0C6

4 beds
3 baths
31 days

Cross Streets: King/Agnes St. ** Directions: Charleston To Main St N to King St, left to top of hill on left. What a gorgeous home in the desirable Village of Alton. The Stunning curb appeal is just the beginning of this wonderful package. The spacious open concept ranch bungalow with bright

Listed by: Arlene C Peavoy ,Icloud Realty Ltd. (519) 942-5044
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
33 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: 7 KING STREET, Caledon

10 photos

$849,900

7 King Street, Caledon (Alton), Ontario L7K 0C5

3 beds
1 baths
33 days

Cross Streets: Main/King. ** Directions: Main to King (west). Approximately 1400 Square Ft bungalow perched n the top of King Street in desirable Alton Village. Lovely mature 2.5 lot and garden measures approximately 131.8 ft x 145 ft. Frontage on King Street, and overlooking a few custom homes,

Listed by: Arlene C Peavoy ,Icloud Realty Ltd. (519) 942-5044
House for sale: 43 DONHERB CRESCENT, Caledon

49 photos

$999,900

43 Donherb Crescent, Caledon (Rural Caledon), Ontario L7C 1E4

4 beds
3 baths
61 days

Cross Streets: Mayfield and Hwy 10. ** Directions: Google Maps. Welcome to this beautifully upgraded "Bungalow" in a sought-after Caledon neighborhood! The main floor offers a bright and modern living space featuring stylish laminate flooring, elegant iron pickets on the staircase, pot lights,

House for sale: 20280 SHAWS CREEK ROAD, Caledon

50 photos

$1,174,900

20280 Shaws Creek Road, Caledon (Rural Caledon), Ontario L7K 1K6

3 beds
2 baths
60 days

Shaws Creek & Highpoint Sideroad Welcome to your very own country retreat, where space, comfort, and a slower pace of life come together. Set on a private one-acre lot and surrounded by mature trees, this bright and inviting 3-bedroom bungalow is the kind of place families grow into and never

Paula Sawatsky,Century 21 Millennium Inc.
Listed by: Paula Sawatsky ,Century 21 Millennium Inc. (519) 940-2100
House for sale: 1749 STATION ROAD, Caledon

50 photos

$2,599,000

1749 Station Road, Caledon (Rural Caledon), Ontario L7C 3L2

6 beds
5 baths
11 days

Cross Streets: King & Chinguacousy. ** Directions: North of King St between Chinguacousy & Creditview. Beautiful Bungalow with amazing views! A rare find, this custom built home in the sought-after Cheltenham community offers 3200sq ft upstairs and another 2690 sq ft downstairs, has soaring

Listed by: Kathy Tuitt ,Tailor Made Real Estate Inc. (416) 876-7355
House for sale: 20051 WILLOUGHBY ROAD, Caledon

49 photos

$2,199,900

20051 Willoughby Road, Caledon (Rural Caledon), Ontario L7K 1W1

3 beds
3 baths
35 days

Charleston & Willoughby Beautiful custom-built Bungalow-Raised on a stunning 6+ acre treed rolling lot in sought-after Caledon. Featuring a small stream along the southwest portion of the property, this home offers privacy, natural beauty, and refined country living just minutes from amenities

Kulwinder Chhina,Homelife Silvercity Realty Inc.
Listed by: Kulwinder Chhina ,Homelife Silvercity Realty Inc. (905) 913-8500
House for sale: 19290 HURONTARIO STREET, Caledon

50 photos

$1,199,000

19290 Hurontario Street, Caledon (Rural Caledon), Ontario L7K 1W6

5 beds
3 baths
34 days

Cross Streets: Hurontario St. / Beech Grove Sdrd. ** Directions: From Brampton - North on Hurontario St., just past Caledon Village on West Side. Beautiful well maintained, move-in-ready, very spacious 2,250 sq. ft., 4 + 1 bedroom, 3 bathroom detached Bungalow, situated on a 1 acre lot. Prime

House for sale: 18387 THE GORE ROAD, Caledon

32 photos

$5,995,000

18387 The Gore Road, Caledon (Rural Caledon), Ontario L7E 0X8

5 beds
5 baths
50 days

Finnerty/The Gore/Hwy 9 Discover That Form A Private Paradise, This Stunning Property Boasts Over 10,000 Square Feet Of Gorgeous Living Space On Almost 25 Acres Of Prime Land. Lovingly Cared For And Kept in Perfect Shape, This One-Of-A-Kind Home Mixes Classic Charm With Timeless Beauty. Step

House for sale: 1741 OLD SCHOOL ROAD, Caledon

50 photos

$1,599,000

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

5 beds
3 baths
50 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: 13450 HERITAGE ROAD, Caledon

47 photos

$1,434,905

13450 Heritage Road, Caledon (Rural Caledon), Ontario L7C 1T4

4 beds
3 baths
50 days

Cross Streets: Old School Rd/ Heritage. ** Directions: Google Maps. Idyllic Country Bungalow with all the Bells & Whistles. House is much larger-than-it-looks, thanks to a nice large addition. Bright open concept living area on main level. Hardwood, laminate, ceramic floors through the main

Michael Baron,Re/max Real Estate Centre Inc.
Listed by: Michael Baron ,Re/max Real Estate Centre Inc. (905) 877-5211
House for sale: 61 PINEBROOK CIRCLE, Caledon

33 photos

$1,269,000

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

4 beds
3 baths
44 days

Cross Streets: Highway 410 and Royal Valley Dr. ** Directions: Highway 410 to Valleywood Blvd. Exceptional Opportunity In Prestigious Valleywood! This beautifully maintained raised bungalow offers impressive curb appeal with a huge stone-laid interlocking driveway, grand double-door entry,

House for sale: 8 VISTA VIEW COURT, Caledon

34 photos

$1,299,000

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

4 beds
4 baths
44 days

Cross Streets: HWY 10 & Valleywood. ** Directions: 410, exit N - Valleywood Rd, R-Royal Valley, r-Garden Wood, R-Vista view. Freshly painted and tucked away on a quiet Valleywood cul-de-sac, this beautifully maintained ravine-side bungalow offers over 3,300 sq ft of finished living space with

Listed by: Carol Lynn Carter ,Keller Williams Portfolio Realty (416) 579-2803
House for sale: 15634 MOUNTAINVIEW Road, Caledon

49 photos

$3,499,999

15634 Mountainview Road, Caledon, Ontario L7C 2V2

5 beds
5 baths
35 days

Mountainview Rd./ Old Base Line Welcome to this one-of-a-kind raised bungalow estate, situated on a breathtaking 4.5-acre manicured lot & offering approx.7,000 sqft of luxurious living space. Designed for both grand entertaining & comfortable family living, this exceptional home showcases high-end

Listed by: Maria Vargas ,Royal Lepage Signature Realty (416) 729-2100
House for sale: 15634 MOUNTAINVIEW ROAD, Caledon

49 photos

$3,499,999

15634 Mountainview Road, Caledon (Caledon East), Ontario L7C 2V2

5 beds
5 baths
24 days

Mountainview Rd./Old Base Line Welcome to this one-of-a-kind raised bungalow estate, situated on a breathtaking 4.5-acre manicured lot & offering approx.7,000 sqft of luxurious living space. Designed for both grand entertaining & comfortable family living, this exceptional home showcases high-end

House for sale: 16140 MOUNT HOPE ROAD, Caledon

38 photos

$1,589,900

16140 Mount Hope Road, Caledon (Bolton North), Ontario L7E 3K7

4 beds
3 baths
42 days

Cross Streets: Mt Hope N Old Church Rd. ** Directions: east of hwy 50, South of hwy 9. 6 Acre estate property in Cedar Mills Estates, Caledon Hills. Blessed with 3 acre spring fed pond. Cottage country style living! Rare opportunity! Spaciously laid out 4 bedroom raised bungalow with multiple

Walter Ranieri,Right At Home Realty
Listed by: Walter Ranieri ,Right At Home Realty (905) 953-0550
5 - 23 REDDINGTON DRIVE, Caledon

50 photos

$875,000

5 - 23 Reddington Drive, Caledon (Palgrave), Ontario L7E 0E4

4 beds
3 baths
35 days

Hwy 50 & Zimmerman Tucked Away in the Peaceful and Prestigious Adult Lifestyle Community of Legacy Pines, this Beautifully Renovated and Meticulously Maintained Bungalow Offers the Perfect Blend of Comfort, Privacy, and Scenic Surroundings. Surrounded by Mature Trees and Filled with Natural

Jennifer Eaglesham,Remax Your Community Realty
Listed by: Jennifer Eaglesham ,Remax Your Community Realty (905) 832-6656
House for sale: 13 PAULETTE WAY, Caledon

17 photos

$899,999

13 Paulette Way, Caledon (Bolton East), Ontario L7E 1X2

3 beds
3 baths
35 days

Cross Streets: Landsbridge / Royalton. ** Directions: Landsbridge to Royalton. Priced to sell - Amazing value!! This is your chance to break into a desirable Bolton neighbourhood! Well maintained and structurally solid, this 3 bedroom raised bungalow offers the combination of immediate livability

Sarah Watson,Century 21 Skylark Real Estate Ltd.
Listed by: Sarah Watson ,Century 21 Skylark Real Estate Ltd. (905) 673-3100
House for sale: 52 ATCHISON DRIVE, Caledon

50 photos

$1,189,900

52 Atchison Drive, Caledon (Caledon East), Ontario L7C 3R5

2 beds
2 baths
39 days

Old Church Rd & Atchison Dr. Watch the video and imagine the lifestyle - bright open spaces, peaceful parkette views, family gatherings, movie nights, and effortless bungalow living surrounded by nature and convenience. Experience The Perfect Harmony Of Sophisticated Living In This Stunning

Listed by: Ross Vignale ,Re/max Realty Services Inc. (905) 702-4326

Bungalow Bolton: what buyers, investors, and cottage-seekers should know

When people search “bungalow bolton,” they're usually weighing a single-storey home in Bolton, Ontario against comparable options across the GTA and cottage country. As a licensed Canadian real estate advisor, I see bungalows in Bolton appeal to downsizers, multigenerational families, and investors who value main-floor living, wide lots, and the potential for additional residential units. Below is a practical guide to zoning, resale, lifestyle, and seasonal trends—plus a few regional nuances that often shape the decision.

The appeal of a Bolton bungalow

Bolton sits within the Town of Caledon, bordering Vaughan and Brampton, and offers a small-town feel with GTA access via Highway 50 and regional roads. Bungalows here range from mid-century builds on mature lots to newer infill and semi-custom homes. Lifestyle draws include proximity to trails along the Humber River, community amenities, and relative privacy compared with dense urban neighbourhoods. For many prospective buyers searching bungalows for sale Bolton Ontario, key priorities are accessibility (few or no stairs), potential for a main-floor primary suite, and the ability to reconfigure space for changing needs.

Zoning and expansion: ARUs, additions, and conservation authority overlays

Ontario's planning changes generally enable up to three residential units on many urban lots with municipal services, but each municipality implements the rules differently. In Bolton (Town of Caledon), verify:

  • Additional Residential Units (ARUs): Many single-detached lots can accommodate an interior suite and, in some cases, a garden suite, subject to parking, servicing, and lot size. Always confirm local by-laws and site-specific restrictions with the Town.
  • Setbacks and lot coverage: Mature Bolton lots invite additions or garages, but setbacks and coverage caps may limit massing. Check the current Caledon Zoning By-law for your exact address.
  • Conservation authority permissions: Properties near the Humber River may fall within Toronto and Region Conservation Authority (TRCA) regulated areas. Other parts of Caledon involve Credit Valley Conservation (CVC). Floodplains, erosion hazards, and valleylands can affect additions, grading, and decks. Permit timelines can impact project budgets.
  • Oak Ridges Moraine/Greenbelt protections: Portions of Caledon are under provincial policy constraints that may influence redevelopment potential; applicability is site-specific.

Investors assessing duplex potential should map zoning allowances, parking minimums, and egress window requirements under the Ontario Building Code. A typical example: an investor converts a high-clearance basement to a legal secondary unit. You'll need proper fire separations, egress, smoke/CO interconnects, and likely an electrical inspection. If you're exploring comparison markets, browsing well-documented listings such as Kingston bungalow homes with legal-suite potential can help you benchmark renovation scope and rents.

Condition and due diligence: what to expect in Bolton bungalows

Older Bolton bungalows can present era-specific issues:

  • Electrical: Aluminum branch wiring (1960s–1970s) requires insurer-friendly remediations and often an ESA certificate. Knob-and-tube may appear in earlier homes.
  • Plumbing: Kitec (common circa 1995–2007) may complicate insurance and should be budgeted for replacement.
  • Insulation and windows: Energy efficiency upgrades can materially improve comfort and operating costs—important for investors underwriting cap rates.
  • Water management: Sump pumps, backwater valves, and grading are key in areas with clay soils or near valleylands.

In urban Bolton, most properties have municipal water and sewer. However, rural Caledon homes just outside the urban boundary may be on well and septic. That triggers additional lender and insurer requirements—potability tests, flow rates, and septic inspections. As a comparison, rural-style bungalows in other markets—like Flamborough bungalow listings on larger lots—often share similar well/septic due diligence.

Financing and insurance nuances

For primary residences, insured mortgages through CMHC, Sagen, or Canada Guaranty typically require the home to meet building and safety standards. For income properties, lenders may apply rental offsets or debt-service calculations differently depending on whether the suite is legal. An example: a buyer adds a garden suite to a Bolton lot and seeks a refinance based on increased income. The appraiser will usually need permits and final inspections to reflect the added unit's contribution to value. Insurance companies will also ask about electrical type, heating (e.g., oil tanks), and any prior water claims.

Resale potential and investor outlook

Single-storey homes have durable demand from multiple cohorts: downsizers, families with mobility needs, and buyers who want to “age in place.” In Bolton, that translates to steady resale interest, especially for bungalows with attached garages, functional basements, and walkable access to shops and parks. For investors, ARU-friendly properties with sufficient parking and a practical layout usually command better rent and resale liquidity.

Ontario's rent control rules exempt most newly created units in buildings first occupied after November 15, 2018, which can improve investor flexibility—verify the occupancy date and unit status with your lawyer. If short-term rentals are in your plan, review municipal by-laws; some GTA municipalities require licensing, principal-residence status, or set caps. Caledon's approach may evolve, and condominium corporations (where applicable) often prohibit STRs entirely.

Seasonal market patterns

Across the GTA West, spring listings draw the largest buyer pool and competitive offer dynamics; fall often delivers serious, well-qualified buyers with less bidding intensity. Summer activity in Bolton can moderate as families travel, while late-winter showings may be weather-dependent. If your bungalow has extensive landscaping or a pool, spring photography can enhance perceived value. Conversely, off-season buying sometimes yields price flexibility, particularly for homes needing updates.

Regional comparisons and trade-offs

Buyers weighing Bolton against neighbouring areas often compare commute times, taxes, and lot sizes. For example, Woodbridge bungalow inventory may offer quicker access to Highway 400/407 and more urban amenities, but at higher price points per square foot. In Oakville, the Bronte bungalow pocket appeals to lakefront lifestyle seekers, though tear-down economics may affect long-term value if the area trends toward larger custom builds.

For military and DND moves, some clients compare Bolton to Durham or Quinte; resources like Trenton bungalow listings provide a sense of affordability, rentability, and proximity to CFB Trenton. If you're open to smaller centres with university influence, bungalows in Kingston and broader Kingston-area bungalow options show how student and healthcare employment bases can stabilize rent demand.

Beyond Ontario, some readers compare climate, taxes, and job markets. For a maritime example, browsing Halifax bungalow properties illustrates how regional migration trends affect pricing. Western relocations often look at Vernon bungalow listings in the Okanagan for four-season recreation. And for Atlantic-return movers or value hunters, Salisbury, New Brunswick bungalows highlight different price-to-income dynamics.

Within the Golden Horseshoe, Fonthill bungalow homes and Niagara-area stock attract downsizers looking for quieter communities, while still maintaining amenity access. Each market carries its own zoning environment, conservation overlays, and short-term rental policies—always verify locally.

Bolton Road Merrickville and cottage considerations

Some clients ask about “bolton road merrickville” when considering a rural bungalow or cottage in Eastern Ontario. That area, within Merrickville–Wolford and near the Rideau Canal, is a different ownership profile than urban Bolton:

  • Wells and septics: Expect water potability tests, flow-rate verification, and septic inspections. Winter showings may limit the ability to test systems fully; build in conditions or escrow holdbacks to address seasonal testing.
  • Road maintenance: Confirm whether Bolton Road segments are municipally maintained year-round; unmaintained or private lanes can impact financing and insurance.
  • Conservation and flood risk: Properties near waterways may require Rideau Valley Conservation Authority review for additions or shoreline work.
  • Short-term rentals: Policies vary widely in Eastern Ontario. Some municipalities require STR licensing, caps, or principal-residence rules. Verify with Merrickville–Wolford to avoid compliance issues.

If you're browsing other cottage-adjacent regions for comparison, you might explore bungalow options in smaller Atlantic towns or even communities with rural character closer to the GTA like Flamborough's country bungalows, noting that due diligence on private services remains paramount.

Transportation, infrastructure, and policy watch

Prospective Bolton buyers should monitor regional infrastructure. The proposed Highway 413 corridor has been subject to ongoing provincial and federal review; if built, it could alter traffic patterns, commute times, and noise buffers in parts of Caledon. Likewise, any expansion of regional transit could influence value over time. When assessing long-term hold potential, review official plans, secondary plans, and environmental assessments to anticipate change.

Working with reliable data and local expertise

Resources like KeyHomes.ca serve as practical starting points to explore listings, scan neighbourhood-level trends, and connect with licensed professionals familiar with Bolton and surrounding markets. For instance, studying inventory and prices across geographies—from Bronte-area bungalows in Oakville to Kingston bungalow listings—can help contextualize Bolton's value proposition.

Because zoning, conservation, and rental rules vary by municipality and change over time, always confirm current requirements with the Town of Caledon, applicable conservation authorities, and your lawyer. Buyers who complete thorough due diligence—title, surveys, building permits, utility locates, and specialized inspections—tend to avoid surprises and preserve resale value.

Investor scenarios: maximizing a Bolton bungalow

Scenario A: Secondary suite conversion

You purchase a 1968 Bolton bungalow with a side entrance and 8-foot basement ceiling. After confirming zoning and obtaining permits, you add a code-compliant suite with an egress window and fire separations. Your lender applies a rental offset, improving debt service. Insurance requires an ESA certificate due to partial aluminum wiring remediation. You budget for improved drainage and a sump pump to protect both units.

Scenario B: Garden suite on a deep lot

On a deeper Bolton lot, you explore a detached garden suite. You confirm municipal servicing capacity, parking, and TRCA clearance (no floodplain encroachments). The newly constructed unit may be exempt from Ontario rent control depending on occupancy. Over time, this setup can enhance resale appeal to multi-generational buyers and investors. If you're weighing similar strategies elsewhere, study communities with robust single-storey stock like Woodbridge and regional hubs such as Trenton for rent and permitting differences.

How to benchmark value

Compare apples to apples: lot size, parking (driveway depth for tandem parking matters), finished basement quality, and proximity to schools and parks. Properties near valleylands may trade at a premium for views, but check conservation overlays. It can be helpful to also look at out-of-market examples like Halifax bungalow comparables or Fonthill bungalow sales to understand how local factors drive differences in price per square foot.

Where to research further

Market-savvy buyers and investors typically combine municipal sources (zoning by-law, official plan), conservation authority maps, and current sold data. KeyHomes.ca is often used as a neutral hub to explore cross-provincial bungalow inventory—from Vernon in the Okanagan to Kingston—and to connect with local professionals when a property warrants a deeper dive.