Bolton House Listings For Sale

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House for sale: 91 KING STREET W, Caledon

25 photos

$874,900

91 King Street W, Caledon (Bolton West), Ontario L7E 1A2

3 beds
2 baths
119 days

Cross Streets: King St W/Hwy 50. ** Directions: King St W/Hwy50. Full of warmth and personality, this property blends inviting living spaces with thoughtful updates throughout. From the welcoming front porch to the comfortable interior, the home offers a layout that feels both functional and

House for sale: 6 TERRASTONE COURT, Caledon

50 photos

$969,800

6 Terrastone Court, Caledon (Bolton West), Ontario L7E 2H1

3 beds
4 baths
14 days

Cross Streets: Coleraine Dr & King St W. ** Directions: North of Old Ellwood Dr West / East of Coleraine Dr. Welcome to 6 Terrastone Crt - a well-appointed home in sought-after West Bolton, situated on a premium lot that widens at the rear, offering added outdoor space and privacy. This home

Jason Mansingh,Re/max Premier Inc.
Listed by: Jason Mansingh ,Re/max Premier Inc. (647) 286-4589
House for sale: 86 WILLOW STREET, Caledon

49 photos

$2,488,000

86 Willow Street, Caledon (Bolton East), Ontario L7E 3G3

4 beds
5 baths
16 days

King St E & Queen St N This newly custom-built home at 86 Willow Street in Bolton showcases exceptional quality and stunning design that set a new standard for luxury living in Bolton East. Every element reflects meticulous craftsmanship, thoughtful planning, and premium finishes. Soaring ceilings,

House for sale: 179 QUEEN STREET S, Caledon

1 photos

$1

179 Queen Street S, Caledon (Bolton East), Ontario L7E 2C6

2 beds
1 baths
15 days

Cross Streets: Hwy50 & King St. ** Directions: Hwy 50. !!Prime Location Hwy 50 in Bolton!! Fully Renovated. Roof done 2020,New Kitchen With Stainless Steel Appliances ,New Windows , Pot Lights In The Whole House ,Walking Distance To The Heart Of Downtown Bolton, Shopping, Restaurants, Schools,

Listed by: Premjit Grewal ,Homelife Silvercity Realty Inc. (416) 727-3096
House for sale: 33 HESP DRIVE, Caledon

39 photos

$867,900

33 Hesp Drive, Caledon (Bolton West), Ontario L7E 2R5

3 beds
2 baths
33 days

Cross Streets: King St W/Hwy 50. ** Directions: Hwy 50 To King St W To Hesp Dr. Welcome To 33 Hesp!! This Lovely 1175 Sqft Detach 4 Level Backsplit Offers 3+1 Bdrm, 1.5 Baths And Located In A Sought After Charming Bolton Neighbourhood. Freshly Painted. All New Berber Broadloom. This Lovely

Doug Harron,Re/max Realty Services Inc.
Listed by: Doug Harron ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 75 TARQUINI CRESCENT, Caledon

48 photos

$1,075,000

75 Tarquini Crescent, Caledon (Bolton West), Ontario L7E 2Z5

3 beds
3 baths
15 days

Cross Streets: King Rd/Harvest Moon. ** Directions: From Queen St. S take King Street W. At the end of King W continue straight onto Harvest Moon Dr. Take Harvest Moon to the roundabout and take the third exit onto Cedargrove. Make your first right on Tarquini. Available for immediate occupancy

Listed by: Gina Rose Cristello ,Solid Rock Realty (613) 878-8157
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
55 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
16 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: 338 ELLWOOD DRIVE W, Caledon

50 photos

$1,089,000

338 Ellwood Drive W, Caledon (Bolton West), Ontario L7E 2G6

4 beds
3 baths
5 days

Coleraine Dr & King St W Presenting a beautifully upgraded detached home offering exceptional style, comfort, and turnkey living. This bright and spacious residence features 4 bedrooms, 3 bathrooms, and a highly functional layout thoughtfully designed for both everyday living and entertaining.

Lukas Joseph Krznaric,Re/max Noblecorp Real Estate
Listed by: Lukas Joseph Krznaric ,Re/max Noblecorp Real Estate (905) 856-6611
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
32 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: 223 LANDSBRIDGE STREET, Caledon

46 photos

$1,048,000

223 Landsbridge Street, Caledon (Bolton East), Ontario L7E 2J6

3 beds
4 baths
25 days

Queensgate Blvd & Hwy 50 Welcome To 223 Landsbridge St! This Home Can Be Used In Many Ways. Move In Or A Great Investment Property With A LEGAL BASEMENT WITH THE CITY. A Covered Porch With A Custom Oversized Decorative Front Door (2014) With Wrought Iron Glass Insert, That Adds Light & Style

House for sale: 5 CEDARGROVE ROAD, Caledon

50 photos

$949,000

5 Cedargrove Road, Caledon (Bolton West), Ontario L7E 2L4

3 beds
4 baths
40 days

Cross Streets: King And Coleraine. ** Directions: Harvest Moon Dr and Cedargrove RD. Charming Updated 3 Bedroom, 3.5 Bath Detached Family Home with In-Law Potential, Ideally Situated on the West Side of Bolton. Features an Eat-In Kitchen with Quartz Counters, Stainless Steel Appliances & Walk-Out

April Lan,Bay Street Group Inc.
Listed by: April Lan ,Bay Street Group Inc. (905) 341-8055
House for sale: 24 HANTON CRESCENT, Caledon

44 photos

$1,599,000

24 Hanton Crescent, Caledon (Bolton East), Ontario L7E 2M3

4 beds
4 baths
53 days

Queensgate Blvd/Queen St S Welcome to 24 Hanton Cres - Newly Built 4 Bedroom, 4 Bathroom Home Situated On A Premium Pie-Shaped Lot With An Impressive 77.11 Ft Width At The Rear. Featuring Luxury Vinyl Flooring Throughout And 9 Ft Ceilings On Both The Main And Second Floors, This Home Offers

House for sale: 150 CONNAUGHT CRESCENT, Caledon

50 photos

$999,900

150 Connaught Crescent, Caledon (Bolton West), Ontario L7E 2S4

4 beds
2 baths
35 days

Highway 50 / King st W Welcome to 150 Connaught Crescent - a beautifully updated detached home on a premium 50 ft lot in sought-after Bolton West, situated on a quiet, family-friendly street just minutes to historic downtown, parks, and schools. This home has undergone extensive renovations,

House for sale: 45 SUNKIST VALLEY ROAD, Caledon

50 photos

$1,099,000

45 Sunkist Valley Road, Caledon (Bolton East), Ontario L7E 1T1

5 beds
3 baths
30 days

King st E/Albion-Vaughan Welcome to 45 Sunkist Valley Road, a truly special family home nestled in one of Bolton's most sought-after yet quietly tucked-away neighbourhoods. Offering 4+1 bedrooms and a thoughtfully designed layout, this home provides the perfect balance of comfort, functionality,

Stuart Sinclair,Re/max Experts
Listed by: Stuart Sinclair ,Re/max Experts (905) 499-8800
House for sale: 108 HEMLOCK STREET, Caledon

35 photos

$969,000

108 Hemlock Street, Caledon (Bolton East), Ontario L7E 3H1

3 beds
2 baths
23 days

Cross Streets: King St & James St. ** Directions: King St East of hwy 50 to James, go South to Hemlock, turn right. From the moment you arrive, you'll be captivated by the warmth, character and timeless appeal of this charming Century home, tucked away on a quiet street at the edge of one of

House for sale: 2 IRONHORSE CRESCENT, Caledon

50 photos

$1,269,900

2 Ironhorse Crescent, Caledon (Bolton West), Ontario L7E 2K8

5 beds
4 baths
22 days

Cross Streets: Coleraine Drive / Harvest Moon Drive. ** Directions: Coleraine Drive To Harvest Moon Drive. Meticulously Maintained Detached Home Situated On An Oversized 59 X 110 Ft Corner Lot In The Highly Desirable Bolton West Community! Boasting 2,574 Sq Ft Above-Grade (As Per MPAC), Plus

Andrew Presta,Re/max Experts
Listed by: Andrew Presta ,Re/max Experts (416) 817-5158
House for sale: 7 HEADWATER ROAD, Caledon

25 photos

$799,900

7 Headwater Road, Caledon (Bolton West), Ontario L7E 2W1

4 beds
4 baths
15 days

King St & Emil Kolb Pkwy The Perfect 4 Bedroom 2 Story Detached Home In A Family Friendly Community! * Steps From Highly Rated Elementary School * Ample 6 Car Parking W/ Double Car Garage And No Sidewalk * Beautiful All Brick Curb Appeal W/ Exterior Lighting * Stone Interlocked Entertainer's

House for sale: 7 HEADWATER ROAD, Caledon

23 photos

$899,900

7 Headwater Road, Caledon (Bolton West), Ontario L7E 2W1

4 beds
4 baths
2 days

King St & Emil Kolb Pkwy The Perfect 4 Bedroom 2 Story Detached Home In A Family Friendly Community! * Steps From Highly Rated Elementary School * Ample 6 Car Parking W/ Double Car Garage And No Sidewalk * Beautiful All Brick Curb Appeal W/ Exterior Lighting * Stone Interlocked Entertainer's

House for sale: 63 ROLLING HILLS LANE, Caledon

37 photos

$1,259,000

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

3 beds
3 baths
107 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: 13 TARQUINI CRESCENT, Caledon

48 photos

$1,199,999

13 Tarquini Crescent, Caledon (Bolton West), Ontario L7E 2V8

4 beds
3 baths
76 days

King St / Harvest Moon Welcome To This Beautifully Updated Detached 4-Bedrooms, 3-Washrooms Home Nestled In A Quiet, Family-Friendly Neighborhood Steps From Scenic Wooded Trails And Parks*Designed with comfort and functionality in mind, it offers four large bedrooms, a family-friendly layout,

House for sale: 61 HEADWATER ROAD, Caledon

50 photos

$999,999

61 Headwater Road, Caledon (Bolton West), Ontario L7E 2W4

5 beds
4 baths
67 days

King Rd and Emil Kolb Parkway Welcome to 61 Headwater Road, Caledon - A Stunning Detached Home on a Premium 150-Foot Deep Lot in a Highly Desirable, Family-Friendly Community.Step into this beautifully maintained 4-bedroom, 4-bathroom residence where style, space, and comfort come together

Dave Merat,Royal Lepage Flower City Realty
Listed by: Dave Merat ,Royal Lepage Flower City Realty (647) 984-9694
House for sale: 83 HEADWATER ROAD, Caledon

34 photos

$999,000

83 Headwater Road, Caledon (Bolton West), Ontario L7E 2W4

4 beds
3 baths
21 days

King Rd / Harvest Moon Welcome to this beautifully maintained, original-owner 3+1 bedroom detached two-storey home, proudly built by Bella Vista Homes and nestled in a sought-after family-friendly community. Featuring timeless all-brick curb appeal, no carpet throughout, a bright breakfast

House for sale: 37 CHRISTENSEN AVENUE, Caledon

50 photos

$1,459,000

37 Christensen Avenue, Caledon (Bolton North), Ontario L7E 2Y5

5 beds
4 baths
12 days

King St E & Evans Ridge Situated on a premium corner lot along a quiet and highly sought-after street, this exceptional residence offers the perfect blend of space, comfort, and style. Featuring 4+1 bedrooms and 4 bathrooms, the home provides approximately 2,974 sq. ft. above grade, plus an

Listed by: Sonan Askndar ,Re/max Noblecorp Real Estate (905) 856-6611
House for sale: 92 HEADWATER ROAD, Caledon

45 photos

$1,368,000

92 Headwater Road, Caledon (Bolton West), Ontario L7E 2Z3

4 beds
4 baths
7 days

King/Coleraine Welcome to this stunning, fully renovated two-storey family home in the heart of Bolton, where modern luxury meets exceptional functionality. Completely transformed from top to bottom, this impressive four-bedroom residence showcases quality craftsmanship and premium finishes

Listed by: Anna Maria Bellissimo ,Re/max Premier Inc. (416) 987-8000
House for sale: 111 GRAPEVINE ROAD, Caledon

32 photos

$928,880

111 Grapevine Road, Caledon (Bolton West), Ontario L7E 2M6

4 beds
3 baths
6 days

King/Coleraine Nestled in one of Bolton's most desirable family communities, this beautifully appointed 3+1 bedroom semi-detached residence offers an exceptional blend of comfort, style, and functionality. The heart of the home is a stunning eat-in kitchen featuring a centre island, seamless

Daniel Massaroni,Vanguard Realty Brokerage Corp.
Listed by: Daniel Massaroni ,Vanguard Realty Brokerage Corp. (905) 856-8111
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
2 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: 37 CHRISTENSEN AVENUE, Caledon

50 photos

$1,399,999

37 Christensen Avenue, Caledon (Bolton North), Ontario L7E 2Y5

5 beds
4 baths
2 days

King St E & Evans Ridge Situated on a premium corner lot along a quiet and highly sought-after street, this exceptional residence offers the perfect blend of space, comfort, and style. Featuring 4+1 bedrooms and 4 bathrooms, the home provides approximately 2,974 sq. ft. above grade, plus an

Listed by: Sonan Askndar ,Re/max Noblecorp Real Estate (905) 856-6611
House for sale: 50 CROSS COUNTRY BOULEVARD, Caledon

45 photos

$1,269,900

50 Cross Country Boulevard, Caledon (Bolton West), Ontario L7E 2N6

4 beds
3 baths
56 days

Hwy50/cross country Blvd Location, location, location! Nestled in a small enclave in North Bolton on the west side of Queen Street, this beautiful home is within walking distance to all amenities.Built by Pacific Homes and featuring upgrades throughout, this property offers a fantastic layout

Eva Faryna,Re/max Real Estate Centre Inc.
Listed by: Eva Faryna ,Re/max Real Estate Centre Inc. (905) 270-2000
House for sale: 3 FRUSTAC TRAIL, Caledon

42 photos

$1,069,000

3 Frustac Trail, Caledon (Bolton East), Ontario L7E 2A9

3 beds
4 baths
83 days

Cross Streets: Queensgate / Landsbridge st. ** Directions: Queensgate to Landsbridge st. Welcome to this spacious, move-in ready home located in the highly desirable South Hill community. Offering a fantastic opportunity to personalize and update to your own taste, this solid all-brick residence

Listed by: Ross Fowler ,Royal Lepage Terrequity Fowler Group (416) 495-2338
House for sale: 42 ARCHBURY CIRCLE, Caledon

41 photos

$959,000

42 Archbury Circle, Caledon (Bolton East), Ontario L7E 2H7

4 beds
4 baths
8 days

Cross Streets: Albion Vaughan / Queensgate. ** Directions: Albion Vaughan Rd / Queensgate Blvd / Landsbridge / Carriage House / Archbury. This beautiful four-bedroom, four-bathroom home is perfectly located in Bolton's sought-after South Hill. The home boasts a finished one-bedroom in-law suite

Jennifer Jewell,Royal Lepage Rcr Realty
Listed by: Jennifer Jewell ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 85 DEROSE AVENUE, Caledon

50 photos

$1,150,000

85 Derose Avenue, Caledon (Bolton West), Ontario L7E 1A6

3 beds
4 baths
25 days

Cross Streets: Emil Parkway and King. ** Directions: Emil Parkway North to De Rose Avenue. This Beautiful Detached 2-storey Turn Key Home, Offering Modern Living and Exceptional Space. Landscaped Walkway, Spacious Driveway with Ample Parking, Bright, Stylish Interior Featuring Oversized Windows,

Silvana Tabani,Royal Lepage Credit Valley Real Estate
Listed by: Silvana Tabani ,Royal Lepage Credit Valley Real Estate (416) 951-7355
House for sale: 36 FRUSTAC TRAIL, Caledon

47 photos

$1,199,000

36 Frustac Trail, Caledon (Bolton East), Ontario L7E 2B6

4 beds
4 baths
21 days

Landsbridge St & Frustac Tr Luxurious 2,350 Sq. Ft. 3+1 Bedroom Home on Premium Corner Lot in South Hill, BoltonBeautifully appointed and move-in ready, this bright and spacious 3+1 bedroom, 3.5 bath residence offers elegant living in a highly sought-after family neighborhood. A grand double-door

House for sale: 3 BOWES COURT, Caledon

50 photos

$1,249,000

3 Bowes Court, Caledon (Bolton West), Ontario L7E 1A5

6 beds
4 baths
32 days

Cross Streets: Bowes/DeRose. ** Directions: 150-Chickadee-Bowes. Spacious and well-appointed large 2-storey home offering exceptional move-in versatility for large families and multi-generational living. From the moment you walk up to the front door and imagine sitting outside on rainy days

Listed by: Andy Tulloch ,Century 21 Heritage House Ltd (519) 570-4663
House for sale: 60 HUMBERSHED CRESCENT, Caledon

46 photos

$997,500

60 Humbershed Crescent, Caledon (Bolton West), Ontario L7E 2X4

5 beds
5 baths
58 days

King & Harvest Moon Welcome to this beautifully upgraded 6-year-old semi-detached home in Bolton West, offering 2,461 sq. ft. of well-designed living space by Marycroft Homes. Featuring over $150,000 in upgrades, this home offers 9-foot ceilings on the main floor and a bright, open-concept

Listed by: Melissa Cristiano ,Re/max Experts (905) 499-8800
House for sale: 82 TARQUINI CRESCENT, Caledon

44 photos

$834,900

82 Tarquini Crescent, Caledon (Bolton West), Ontario L7E 2Z5

3 beds
3 baths
57 days

Cross Streets: KING RD / COLEREANE DR. ** Directions: King Rd & Harvest Moon Dr. Welcome to this stunning 3-bedroom, 2.5-bath semi-detached High Demand Bolton W. Neighbourhood, offering the perfect blend of style, space, and comfort. Step inside to a bright open-concept layout with elegant

Listed by: Vicky Parwana ,Re/max President Realty (647) 772-0405
House for sale: 145 ALBERT STREET, Caledon

50 photos

$1,399,900

145 Albert Street, Caledon (Bolton East), Ontario L7E 3G5

4 beds
3 baths
14 days

Cross Streets: King St. East / James Street. ** Directions: King St. East - James St. - east on Albert St. Discover a rare blend of historic character and modern luxury with this enchanting home, tucked away on a serene street in the heart of Bolton and backing onto the Humber River. Originally

Douglas Walter Schild,Royal Lepage Rcr Realty
Listed by: Douglas Walter Schild ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 55 PAVIN CRESCENT, Caledon

38 photos

$999,000

55 Pavin Crescent, Caledon (Bolton East), Ontario L7E 1W9

4 beds
3 baths
37 days

Landsbridge St. & Queensgate Welcome To 55 Pavin Cres. In Desirable Bolton South Hill! Nestled On A Quiet Crescent In A Fantastic Family-Friendly Neighbourhood, This Immaculately Kept Home Showcases True Pride Of Ownership Inside And Out. Thoughtfully Maintained And Beautifully Presented, Offering

Will Vera,Re/max West Realty Inc.
Listed by: Will Vera ,Re/max West Realty Inc. (905) 607-2000
House for sale: 195 RIDGE ROAD, Caledon

45 photos

$929,000

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

3 beds
3 baths
20 days

Cross Streets: Ellwood Drive West and Highway 50. ** Directions: North on Highway 50, East on Elwood Drive West,North on Ridge Rd. Welcome to this beautifully maintained detached home situated on a premium corner lot in the heart of Bolton, offering the perfect blend of comfort, functionality,

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
8 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: 3 MANORWOOD COURT, Caledon

49 photos

$939,000

3 Manorwood Court, Caledon (Bolton North), Ontario L7E 2T4

3 beds
4 baths
26 days

columbia way & forest gate Tastefully updated and spacious 3-bedroom, 4-bathroom semi-detached home nestled in the sought-after North Hill community of Bolton! Offering over 2,000 sq. ft. of total living space, including nearly 1,700 sq. ft. above grade plus a beautifully finished basement,

Listed by: Pat Oppedisano ,Century 21 People's Choice Realty Inc. (416) 856-7712
House for sale: 3 NATUREVIEW COURT, Caledon

46 photos

$1,699,000

3 Natureview Court, Caledon (Bolton West), Ontario L7E 2N2

5 beds
4 baths
22 days

Queen Street N/ Cross Country Boulevard Situated In Boltons Most Sought After North Hill. Gorgeous 4+1 Bedroom, 4 Bathroom Home Nestled on a Cul de Sac With Walk-Out To An Entertainers Dream Backyard featuring a Large Deck, Heated Outdoor Pool, Landscaping, Bar Shed and Low Maintenance Astro-Turf.

Angela Ramos,Royal Lepage Security Real Estate
Listed by: Angela Ramos ,Royal Lepage Security Real Estate (416) 654-1010
House for sale: 54 DE ROSE AVENUE, Caledon

43 photos

$1,349,000

54 De Rose Avenue, Caledon (Bolton West), Ontario L7E 1B4

5 beds
4 baths
15 days

COLERAINE AND KING ST Welcome to 54 Derose Ave, in the heart of Bolton. A truly exceptional Home that backs onto a premium ravine lot with all breathtaking panoramic views of Bolton. Whether you enjoy spectacular sunsets and unmatched privacy right from your own backyard Oasis, or you enjoy

Wendy Koster,Re/max Experts
Listed by: Wendy Koster ,Re/max Experts (905) 499-8800
House for sale: 59 TARQUINI CRESCENT, Caledon

32 photos

$1,269,000

59 Tarquini Crescent, Caledon (Bolton West), Ontario L7E 2Z5

5 beds
5 baths
12 days

Cross Streets: Kings St/Harvest Moon Dr. ** Directions: King St/Harvest Moon Dr. Rarely Offered Family Home with Ensuite Access for Every Bedroom! Set on a premium corner lot with no neighbours directly across the street and abundant parking for family and guests, this extensively renovated

Listed by: Sean Dylan Anderson ,The Richie Group Inc. (519) 942-0234
House for sale: 23 DEER VALLEY DRIVE, Caledon

48 photos

$1,299,000

23 Deer Valley Drive, Caledon (Bolton West), Ontario L7E 2E3

4 beds
4 baths
6 days

Cross Streets: Deer Valley & King Street W. ** Directions: King Street W to Deer Valley Drive. Welcome to 23 Deer Valley Drive, a beautifully maintained all brick family home set on a premium 142 foot deep lot in one of Bolton's most established family neighbourhoods. Lovingly cared for by

Janine Speirs,Re/max Real Estate Centre Inc.
Listed by: Janine Speirs ,Re/max Real Estate Centre Inc. (647) 964-3307
House for sale: 48 MORRA AVENUE, Caledon

46 photos

$1,368,800

48 Morra Avenue, Caledon (Bolton East), Ontario L7E 4K6

5 beds
5 baths
6 days

Cross Streets: Albion Vaughan & Highway 50. ** Directions: Albion Vaughan to Morra Ave. This beautiful 4 +2 bedroom, 5 bathroom home sits on a unique 154-ft deep lot (irregular) in Bolton, offering more than 3,100 sq ft of inviting, thoughtfully designed living space above grade plus another

Mark Persaud,Century 21 Red Star Realty Inc.
Listed by: Mark Persaud ,Century 21 Red Star Realty Inc. (647) 210-5105
House for sale: 21 BARTLEY DRIVE, Caledon

43 photos

$2,350,000

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

6 beds
5 baths
28 days

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

Listed by: Sean Dylan Anderson ,The Richie Group Inc. (519) 942-0234
House for sale: 73 WRIGHT CRESCENT, Caledon

15 photos

$1,250,000

73 Wright Crescent, Caledon (Bolton North), Ontario L7E 3X6

5 beds
4 baths
53 days

Cross Streets: Humberlea Rd / Kingsview Dr. ** Directions: On HW50 turn King street east and then turn Humberlea rd north. Fabulous Family Sized Home, Huge Finished Basement, True Double Garage. Premium 50 Ft x 140 Ft Lot On Bolton's Coveted North Hill With Cultivated Landscape, Stunning Kidney

Listed by: Nikolay Lyashov ,Icloud Realty Ltd. (416) 364-4776
House for sale: 163 BIRCHLAWN ROAD, Caledon

34 photos

$1,099,980

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

3 beds
3 baths
8 days

Birchlawn x Kingsview Massive flex space over 2600 sq ft total with approx 2100 sq feet upper. Much larger than it looks from the quiet cul de sac rd in front with no homes across the street and no homes behind. This Bolton north 4 level back-split offers a rare layout perfect for a quiet home

House for sale: 16718 CALEDON KING TOWNLINE N, Caledon

48 photos

$2,998,000

16718 Caledon King Townline N, Caledon (Palgrave), Ontario L7E 3R5

5 beds
2 baths
15 days

HWY 9 / Caledon King Townline N Welcome To 16718 Caledon King Townline N An Exceptional Opportunity To Own A Private Country Estate On Nearly 25 Acres In Prestigious Palgrave. Tucked Behind A Gated Entrance And Surrounded By Mature Trees, This Remarkable Property Offers The Perfect Blend Of

Denise Gottardo,Re/max Millennium Real Estate
Listed by: Denise Gottardo ,Re/max Millennium Real Estate (905) 265-2200

Buying a Bolton house: practical guidance for end-users and investors

A Bolton house appeals to buyers who want small-town rhythm with Greater Toronto access. As part of Caledon in Peel Region, Bolton offers a walkable historic core, family-oriented subdivisions, and rural edges shaped by conservation and the Greenbelt. Whether you're seeking a primary residence, an income property, or exploring cottages for sale Bolton within an easy drive, the due diligence here balances typical GTA concerns with unique regional overlays.

Market context and locations that shape value

Bolton sits along the Humber River, with established streets north and south of Queen Street and newer subdivisions radiating west. Proximity to Highway 50 and the 427 extension supports commuter demand, but truck routes and employment lands also influence micro-values. The coleraine drive bolton corridor is a prime example—largely employment-focused with logistics and light industrial—creating strong day-time traffic and specific noise considerations on adjacent residential streets.

Lifestyle-wise, you'll find a range from compact townhomes to larger detached on pie-shaped lots. Rural Caledon parcels nearby add privacy but introduce well/septic care and conservation permitting. Investors often consider Bolton a steadier, family-driven market with fewer speculative spikes than downtown Toronto, yet still tied to the broader 905 cycle.

Bolton house zoning and land-use due diligence

Zoning in Bolton is under the Town of Caledon (comprehensive Zoning By-law 2006-50, as amended), and much of the area is affected by provincial frameworks like the Greenbelt Plan and, in portions, Oak Ridges Moraine policies. Always verify permissions directly with the Town of Caledon Planning department before counting on rental suites, home businesses, or additions.

  • Environmental overlays: Properties near the Humber River or valley lands may be within Toronto and Region Conservation Authority (TRCA) regulated areas. Setbacks, grading, or tree removal can require permits. Floodplain mapping can limit expansions and influence insurance availability.
  • Employment vs. residential: Near Coleraine Drive, residential streets can abut employment lands. Check the Official Plan maps for long-term land-use stability—this matters for resale and tenant appeal.
  • Lot severances: Rural edge parcels have stricter severance criteria. Even where frontage seems generous, servicing, source water protection, and minimum distance separation (MDS) from agricultural uses can constrain splits.

Additional residential units (ARUs) and secondary suites

Ontario legislation supports more gentle density, and Caledon permits additional residential units in many zones, subject to parking, size, and servicing rules. Don't assume as-of-right: heritage overlays, septic capacity (where applicable), and driveway widths can narrow feasibility. If you need income to qualify, consult your lender early on whether hypothetical suite rent can be used at underwriting.

Environmental and servicing checks

  • Conservation permits: If regulated by TRCA, factor in permit timelines (often weeks to months).
  • Septic and wells (rural fringe): Request recent pump-out records and a water potability test; lenders commonly require them for funding. Upgrades like replacing steel-cased wells or undersized tanks can be expensive.
  • Noise and vibration: For homes backing onto employment or arterial roads, consider a noise study or at least a day/night visit to confirm acceptability.

Property types: detached, townhomes, and nearby cottage-style options

Most in-town Bolton purchases are freehold detached or townhomes with municipal services. On the rural edges, some listings resemble cottage-lifestyle living—larger lots, more trees, and well/septic systems. If “cottages for sale Bolton” is your search, know that true waterfront stock near town is limited; many buyers branch to Hockley Valley, Caledon's lakeside pockets, or go further to Georgian Bay and the Kawarthas.

For broader comparison, researching markets like Brooklin family houses can help benchmark east-end GTA commuting towns, while heritage homes in Paris, Ontario showcase small-town charm with river trails akin to Bolton's Humber-side appeal.

Financing and offer strategy in a Bolton context

  • Stress test: Most buyers must qualify at the greater of their contract rate plus 2% or the prevailing qualifying floor. Pre-approvals help, but underwriters still scrutinize property-specific issues (e.g., legal status of suites, potable water).
  • Price bands: Insured mortgages aren't available above the $1M purchase price; plan for 20%+ down in that segment. Appraisals can be conservative on homes with unique renovations or proximity to employment lands.
  • Conditions: In competitive spring markets, offers sometimes go firm. Where wells/septics or conservation overlays exist, a short but targeted condition window is prudent—e.g., water test, septic inspection, and zoning letter.
  • Investors: Budget a vacancy reserve and confirm local comparable rents; proximity to schools and parks tends to reduce turnover in Bolton.

Short-term rentals, student rentals, and bylaw cautions

Short-term rental (STR) rules vary widely and are evolving across Ontario. Some municipalities require licensing, limit STRs to principal residences, or restrict them in certain zones. Before underwriting any STR income, verify current Town of Caledon bylaws and condo declarations (if applicable). For mid-term rentals (insurance claims or relocation clients), ensure your lease terms meet the Residential Tenancies Act and local standards.

Resale potential: what the Bolton market rewards

  • Quiet streets and walkability: Proximity to the core, trails, and schools often lifts resale demand. Backing onto green space is positive, but verify it isn't a stormwater pond or flood fringe.
  • Functional layouts: Family buyers favour 3–4 bedrooms, attached garage, and usable basements. Legal ARUs expand buyer pools but must be properly permitted.
  • Maintenance transparency: Clean home inspection reports, updated roofs/windows, and documented HVAC service history reduce buyer friction and appraiser skepticism.
  • Noise adjacency: Homes immediately bordering the Coleraine Drive employment corridor can sell well if priced right, but market times may be longer than quiet interior streets.

Bolton house micro-locations: a closer look

The core north/south of Queen Street offers a walkable lifestyle and, in places, larger mature lots. West Bolton's newer subdivisions deliver modern floor plans, but watch for traffic patterns to arterials. East toward Highway 50 offers commute convenience; however, evaluate truck routes. When comparing, it's helpful to review similar Canadian towns to calibrate expectations—see, for instance, Elmira detached listings for rural-adjacent family stock and Rothesay single-family homes for East Coast suburban benchmarks.

Seasonality and timing your move

Like most of the GTA, Bolton's listing volume typically peaks in spring and early fall. Spring often brings multiple offers on well-presented family homes; summer can be slower except for relocation moves; late fall/winter may offer fewer bidders but also fewer listings. Cottage-curious buyers tend to shop more actively from late winter through midsummer, which can tighten inventory on rural fringe properties.

To weigh timing against alternatives, some buyers compare Bolton to other lifestyle towns such as Paris or country homes near Ancaster, while investors eye value plays further afield, including Prairie houses in Grenfell or Dieppe area homes in New Brunswick.

Investment lens: rentability, operating costs, and exit

  • Tenant profiles: Bolton's rent demand skews to families and dual-income commuters; garages and fenced yards matter. Homes with a legal suite and separate entrance broaden your tenant pool.
  • Operating costs: Insurance may be higher near flood-fringe areas; obtain quotes early. For rural servicing, plan for septic pump-outs (often every 3–5 years, usage-dependent) and periodic well equipment maintenance.
  • Exit strategy: Target features that are “re-saleable at scale”—3+ bedrooms, parking for two, and neutral finishes. Employment-adjacent streets can still exit well if cap rates justify investor demand.

For broader valuation context outside the GTA, review Nakusp lakeside houses for cottage-style benchmarks, Val‑d' area houses in Quebec for resource-town dynamics, and a national roll-up of Canadian house listings to spot regional price spreads. Market dashboards on KeyHomes.ca also help compare days-on-market and list-to-sale ratios across towns.

Practical checklist when viewing in and around Bolton

  • Confirm zoning: Obtain a zoning letter for clarity on ARUs, setbacks, and any site-specific exceptions.
  • Conservation and flood: Ask whether TRCA permits were needed for past additions; review any elevation certificates.
  • Noise/traffic: Visit during rush hour and overnight if near arterials or the Coleraine Drive corridor.
  • Water/septic (if applicable): Order a lab water test; book a septic inspection with tank location and bed condition verified.
  • Title matters: Look for easements, encroachments, and shared driveways common on older streets.
  • Rental feasibility: Validate parking, ceiling heights, egress windows, and electrical capacity before assuming suite income.

Comparing Bolton to other Canadian small towns

Buyers weighing lifestyle and price often benchmark Bolton against other communities. For example, Elmira homes provide Mennonite-country quiet with Waterloo access, while Brooklin properties skew toward Durham Region commuters. On the Atlantic side, Rothesay and Dieppe can illustrate price-per-square-foot differences and tax structures helpful for investors. For a Prairie contrast, Grenfell SK houses offer affordability with different rent dynamics and vacancy profiles. These cross-Canada comparisons, available on KeyHomes.ca alongside local Bolton data, can sharpen your value lens.