Bolton-House Listings For Sale

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House for sale: 26 WRIGHT CRESCENT, Caledon

39 photos

$1,119,000

26 Wright Crescent, Caledon (Bolton North), Ontario L7E 3X9

3 beds
2 baths
97 days

Cross Streets: Kingsview/ Wright Cres. ** Directions: Hwy 50/ Bolton Heights/ Kingsview to Wright Cres. Brand New Cistom kitchen! This beauty willl not last! Fully renovated home on one of the best streets in the North Hill. This huge cornet lot on a quiet crescent boasts a very spacious, fully

Laura Elizabeth Smith,Lpt Realty
Listed by: Laura Elizabeth Smith ,Lpt Realty (416) 660-1115
House for sale: 63 PAVIN CRESCENT, Caledon

43 photos

$995,000

63 Pavin Crescent, Caledon (Bolton East), Ontario L7E 1X1

3 beds
3 baths
16 days

Cross Streets: Queensgate / Landsbridge. ** Directions: Locate in Bolton. Beautiful Detached Home In The Heart Of Bolton's South Hill Neighbourhood. This "Well Taken Care Of" Home Is All About Space And Comfort. From The Beautiful Open Living And Dining Rooms, To The Grand Primary Bedroom With

Listed by: Joe Bigelli ,Right At Home Realty (416) 391-3232
House for sale: 26 WRIGHT CRESCENT S, Caledon

45 photos

$1,099,000

26 Wright Crescent S, Caledon (Bolton North), Ontario L7E 3X9

4 beds
2 baths
17 days

Cross Streets: Kingsview/Wright. ** Directions: Hwy 50/Bolton Heights. Brand New Custom kitchen! This beauty will not last! NEW PRICE and MOTIVATED SELLER! Fully renovated home on one of the best streets in the North Hill. This huge cornet lot on a quiet crescent boasts a very spacious, fully

Laura Elizabeth Smith,Lpt Realty
Listed by: Laura Elizabeth Smith ,Lpt Realty (416) 660-1115
House for sale: 296 WHITEHEAD CRESCENT, Caledon

31 photos

$837,000

296 Whitehead Crescent, Caledon (Bolton North), Ontario L7E 3Y1

5 beds
2 baths
26 days

Kingsview & Bolton Heights Rd Welcome to 296 Whitehead Crescent, nestled in Bolton's highly sought-after North Hill-one of the most desirable, family-friendly neighbourhoods in the area. This beautifully maintained raised bungalow offers exceptional versatility, making it an ideal fit for families,

Cheryl Robb,Royal Lepage Rcr Realty
Listed by: Cheryl Robb ,Royal Lepage Rcr Realty (416) 805-1316
House for sale: 50 ESPOSITO DRIVE, Caledon

46 photos

$1,359,900

50 Esposito Drive, Caledon (Bolton East), Ontario L7E 1T5

4 beds
4 baths
11 days

Queensgate/Albion-Vaughan Rd Rarely offered on one of Bolton's most sought-after streets, this exceptional 2-storey detached home sits in a quiet, family-friendly South Hill pocket. Showcasing impressive curb appeal, this 4-bedroom, 4-bathroom home offers a perfect blend of comfort, space,

Listed by: Dino Nunno (416) 690-2121
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
74 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: 42 ARCHBURY CIRCLE, Caledon

41 photos

$969,000

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

4 beds
4 baths
31 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: 196 DALE STREET, Caledon

33 photos

$1,099,000

196 Dale Street, Caledon (Bolton North), Ontario L7E 3W5

4 beds
2 baths
6 days

Cross Streets: Humber Lea Rd and King Rd. ** Directions: Highway. Welcome to this move-in ready 4-level side split located on a quiet dead-end street in the mature community of Bolton. Situated on a wide corner lot next to a school, this home offers the perfect setting for families seeking

House for sale: 19 ST. MICHAEL'S CRESCENT, Caledon

27 photos

$1,198,000

19 St. Michael's Crescent, Caledon (Bolton North), Ontario L7E 5Z2

6 beds
4 baths
13 days

Hwy 50 and Columbia Way Located in one of the most sought out streets on the North Hill of Bolton. This beautiful 4 bedroom home is situated on a deep 50 x 120 Foot Lot. Basement has been refreshed boasting 2 bedrooms, kitchen, soaker tub and walkout to a beautiful backyard. Garage has new

Listed by: Rita Garofalo ,Remax Your Community Realty (905) 832-6656
House for sale: 100 HUMBER LEA ROAD, Caledon

23 photos

$1,019,000

100 Humber Lea Road, Caledon (Bolton North), Ontario L7E 3T7

4 beds
2 baths
81 days

Cross Streets: King & Humber Lea Rd. ** Directions: King and Humber Lea Road. Welcome to Prestigious North Hill, Bolton!Stunning, fully updated 3+1 bdrm bungalow on an impressive 80-ft lot with a resort-style saltwater pool. Bright open-concept layout features new flooring, a designer kitchen

Listed by: Joe Bilotta ,Right At Home Realty (905) 665-2500
House for sale: 67 SHERIN COURT, Caledon

50 photos

$1,090,000

67 Sherin Court, Caledon (Bolton North), Ontario L7E 3T6

4 beds
3 baths
58 days

King / Humberlea Best-Kept Secret! A secluded paradise in Bolton's prestigious North Hill Court. This unique property features a beautifully renovated home highlighted by a warm wood-rustic vibe throughout. The open-concept main floor includes an entertainer's dream kitchen island, stylish

Listed by: Sunny Singh ,Re/max Millennium Real Estate (647) 300-3600
House for sale: 21 SHADY GLEN CRESCENT, Caledon

40 photos

$899,000

21 Shady Glen Crescent, Caledon (Bolton East), Ontario L7E 2K4

3 beds
4 baths
13 days

Cross Streets: Queensgate Blvd and Landsbridge St. ** Directions: Take hwy 50 to Queensgate Blvd, turn right at Landsbridge St, then turn left at Shady Glen. Welcome to 21 Shady Glen Cres a well-loved home in one of Bolton's most desirable family neighborhoods. Offered for the first time by

Listed by: Stephanie Blake Pulis ,Re/max West Realty Inc. (905) 857-7653
House for sale: 134 QUEEN STREET N, Caledon

30 photos

$859,000

134 Queen Street N, Caledon (Bolton West), Ontario L7E 2M7

5 beds
3 baths
71 days

Cross Streets: Highway 50 and Centennial Drive. ** Directions: West on centennial to the first driveway. Opportunity For Multi-Family Living In This Spacious 3+2 Bedroom Fully Renovated Raised Bungalow. Upstairs there are 2 Large Skylights That Offer A Bright Open Concept Main Floor Living

Julie Mcdonell,Royal Lepage Rcr Realty
Listed by: Julie Mcdonell ,Royal Lepage Rcr Realty (905) 857-0651
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
10 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: 58 OLD KING ROAD, Caledon

24 photos

$1,320,000

58 Old King Road, Caledon (Bolton East), Ontario L7E 3J5

5 beds
2 baths
118 days

King St & Old King Rd Calling all builders & developers! Discover the ultimate blend of tranquility and potential at58 Old King Rd. Nestled atop a hill, this large brick bungalow offers breathtaking views of Bolton's Valley and 100s of acres of conservation. Spanning a generous 132 x 103' double

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
62 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: 50 CROSS COUNTRY BOULEVARD, Caledon

45 photos

$1,269,900

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

4 beds
3 baths
11 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: 28 WILLIAM STREET, Caledon

41 photos

$2,475,000

28 William Street, Caledon (Bolton West), Ontario L7E 4V2

6 beds
6 baths
11 days

HWY 50/WILLIAM ST Ever wonder what true luxury looks like? Welcome to this 2025 custom-built masterpiece in the heart of Bolton, offering an impressive 3,840 sq ft above grade on a premium 60 x 135 ft lot, just steps from all amenities, shops, schools, and everyday conveniences. From the moment

House for sale: 15 MOUNT HOPE ROAD, Caledon

29 photos

$839,999

15 Mount Hope Road, Caledon (Bolton North), Ontario L7E 2V3

3 beds
3 baths
5 days

Columbia Way & Highway 50 Welcome to one of Bolton's most peaceful and family-friendly neighbourhoods! Located on a quiet street with no neighbours directly in front, this beautifully maintained home is just steps to trails, schools, the Caledon community centre, and only minutes from Downtown

Listed by: Nicolas Mendes ,Re/max Experts (905) 499-8800
House for sale: 8 JACK KENNY COURT, Caledon

43 photos

$1,319,990

8 Jack Kenny Court, Caledon (Bolton West), Ontario L7E 2M5

4 beds
4 baths
4 days

Coleraine Drive & Harvest Moon Welcome to the Home You've Been Waiting For! This brand-new home to be built by Grand Brook Homes is ideally located on a quiet private court in the prestigious Bolton West community. Offering 4 spacious bedrooms and 4 bathrooms, this residence features an open

Listed by: Sukhi Singh ,Royal Lepage Premium One Realty (416) 410-9111
House for sale: 150 CONNAUGHT CRESCENT, Caledon

50 photos

$1,050,000

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

4 beds
2 baths
23 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: 5 CEDARGROVE ROAD, Caledon

50 photos

$949,000

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

3 beds
4 baths
13 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: 17 NORTON BOULEVARD, Caledon

9 photos

$1,480,000

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

2 beds
1 baths
80 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 ,Psr (905) 709-5707
House for sale: 12 BERRYDOWN DRIVE, Caledon

50 photos

$1,288,000

12 Berrydown Drive, Caledon (Bolton East), Ontario L7E 1L8

5 beds
4 baths
11 days

Cross Streets: Whitbread Ave & Pembrook St. ** Directions: See Google Maps. Welcome to this fully renovated 4+1 bed, 4 bath home with finished basement & inground pool, thoughtfully updated from top to bottom with modern finishes & a functional open concept design. Perfect for multi-generational

Francesca Valente,Re/max West Realty Inc.
Listed by: Francesca Valente ,Re/max West Realty Inc. (416) 436-4829
House for sale: 40 COOLSPRING CRESCENT, Caledon

32 photos

$959,900

40 Coolspring Crescent, Caledon (Bolton East), Ontario L7E 1W6

3 beds
3 baths
10 days

Cross Streets: HubertCorless /Coolspring. ** Directions: Albion Vaughan Rd to Queensgate to Sant Farm to Hubert Corless to Coolspring Cres. Welcome to the perfect blend of suburban comfort and natural beauty. Nestled on one of the most sought after quiet crescents in Bolton's prestigious South

Francine Countryman,Royal Lepage Meadowtowne Realty Inc., Brokerage
Listed by: Francine Countryman ,Royal Lepage Meadowtowne Realty Inc., Brokerage (905) 878-8101
House for sale: 163 BIRCHLAWN ROAD, Caledon

37 photos

$1,099,980

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

3 beds
3 baths
13 days

Birchlawn x Kingsview Private refuge. and massive flex space. This Bolton north 4 level backsplit offers a rare layout perfect for a quiet home office or in-law potential featuring three bedrooms, 3 baths and an expansive open main floor. It's all set on a stunning tree lined lot with no rear

House for sale: 116 FRANK JOHNSTON ROAD, Caledon

41 photos

$1,299,000

116 Frank Johnston Road, Caledon (Bolton West), Ontario L7E 2L7

4 beds
4 baths
75 days

Cross Streets: Lismar/Cedar Grove Rd. ** Directions: Corner Cedargrove Rd / Frank Johnston Rd. Welcome to this spacious and beautifully maintained 4+1 bedroom, 4 bathroom detached home, featuring a finished basement and 7-car parking perfect for large families or entertaining guests.Step inside

Mary Barone,Royalty Plus Realty Corp.
Listed by: Mary Barone ,Royalty Plus Realty Corp. (416) 414-1658
House for sale: 49 CROSS COUNTRY BOULEVARD, Caledon

50 photos

$1,179,999

49 Cross Country Boulevard, Caledon (Bolton North), Ontario L7E 2N6

6 beds
4 baths
10 days

Cross Streets: Hwy 50. ** Directions: North of Hwy 50 to Cross country Blvd. Welcome to this stunning, fully renovated residence in the highly sought-after community of Bolton. Thoughtfully upgraded with over $100,000 in premium renovations, this exceptional home blends modern elegance with

Listed by: Usha Kaler ,Homelife/miracle Realty Ltd (647) 999-1019
House for sale: 54 FOUNTAINBRIDGE DRIVE, Caledon

32 photos

$1,025,000

54 Fountainbridge Drive, Caledon (Bolton East), Ontario L7E 1N4

5 beds
4 baths
73 days

Fountainbridge/Pembroke Beutiful two story home with 4 spacious bedrooms four bathrooms located in a much desired Neighbourhood in East Bolton. Main floor family room with gas fireplace and laundry room. Large renovated kitchen with quartz counter top. Hardwood and ceramics throughout first

Tony Zingaro,Re/max Premier Inc.
Listed by: Tony Zingaro ,Re/max Premier Inc. (416) 587-3555
House for sale: 187 HICKMAN STREET, Caledon

33 photos

$1,268,000

187 Hickman Street, Caledon (Bolton West), Ontario L7E 2P5

4 beds
3 baths
9 days

Highway 50/King Street 187 Hickman Street in Bolton. 1500 sqft of above-grade living space, nestled on a quiet court, in the exclusive "Valley" neighbourhood. Stunning raised bungalow on a premium deep ravine lot, backing onto protected Conservation Land. Breathtaking Humber River Valley views

Listed by: Sophie Alegra Giterman ,Easy List Realty Ltd. (888) 323-1998
House for sale: 27 TERRASTONE COURT, Caledon

49 photos

$999,990

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

5 beds
4 baths
4 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
House for sale: 19 TERRASTONE COURT, Caledon

15 photos

$1,114,900

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

5 beds
4 baths
6 days

Cross Streets: Wakely and Terrastone. ** Directions: Coleraine to Elwood to Terrastone. Immaculate Investors dream! This luxurious turn key bungaloft home and property is located in a highly desirable family neighborhood located on a safe and quiet court for your kids enjoyment. The park is

Laura Elizabeth Smith,Lpt Realty
Listed by: Laura Elizabeth Smith ,Lpt Realty (416) 660-1115
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
17 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: 84 CASTELLI COURT, Caledon

20 photos

$1,299,999

84 Castelli Court, Caledon (Bolton North), Ontario L7E 2T8

3 beds
4 baths
21 days

Hwy. 50 and Columbia Way Hard to find and highly desirable, this stunning bungalow is tucked into one of Bolton's most coveted neighbourhoods. Featuring 9-foot ceilings, rich hardwood flooring, and a bright open-concept layout, the home offers a seamless blend of style and comfort with thoughtful

Listed by: Stephanie Ward ,Re/max West Realty Inc. (416) 580-2505
House for sale: 182 WATERBURY STREET, Caledon

48 photos

$1,244,999

182 Waterbury Street, Caledon (Bolton East), Ontario L7E 2H9

4 beds
4 baths
62 days

Dovaston Gate/ Albion Vaughan Welcome to your Bolton Dream Home! This home boasts over 2500 SF above-grade and offers four generously-sized bedrooms and four bathrooms, perfect for a full-size family and those who love to entertain. The main floor features an open concept design that invites

Listed by: Ally Kwan-navarro ,Re/max Experts (905) 499-8800
House for sale: 118 SENATOR WAY, Caledon

48 photos

$699,900

118 Senator Way, Caledon (Bolton North), Ontario L7E 2T2

3 beds
3 baths
2 days

#50/Columbia Way Welcome to this well-maintained 2-storey link home in desirable North Bolton, offering over 1,500 sq ft of above-grade living space plus approximately 800 sq ft of finished basement space. Featuring 3 spacious bedrooms, 3 bathrooms, and a large recreation area in the basement,

Anthony Caputo,Re/max Experts
Listed by: Anthony Caputo ,Re/max Experts (416) 938-7771
House for sale: 40 HUBERT CORLESS DRIVE S, Caledon

49 photos

$850,000

40 Hubert Corless Drive S, Caledon (Bolton East), Ontario L7E 1W7

3 beds
3 baths
1 day

Cross Streets: alan drive/sant form. ** Directions: Queen st N to hubert corless dr bolton. Huge corner lot that backs onto a beautiful park, giving you great privacy and open views. The backyard is peaceful and surrounded by greenery with no rear neighbors. This well-kept home is freshly painted,

Rajesh Trehan,Global Bricks Executive Homes Realty
Listed by: Rajesh Trehan ,Global Bricks Executive Homes Realty (905) 890-1300
House for sale: 55 PAVIN CRESCENT, Caledon

44 photos

$999,000

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

4 beds
3 baths
2 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: 36 COACHWOOD MANOR COURT, Caledon

43 photos

$1,250,000

36 Coachwood Manor Court, Caledon (Bolton East), Ontario L7E 1X8

3 beds
4 baths
22 days

Queensgate/Landsbridge Located on a quiet dead-end court in one of Bolton's sought-after neighbourhoods, this fully renovated home offers a combination of modern design and everyday functionality. Designed with custom finishes throughout, it's a must-see for buyers looking for something truly

Anna Fitzcharles,One Percent Realty Ltd.
Listed by: Anna Fitzcharles ,One Percent Realty Ltd. (416) 858-5657
House for sale: 99 GRAY PARK DRIVE, Caledon

45 photos

$1,385,000

99 Gray Park Drive, Caledon (Bolton West), Ontario L7E 2N5

5 beds
4 baths
30 days

Hwy 50 & Cross Country Welcome to Bolton's Desirable Humber Meadows Community! Well maintained, one owner home is nestled in a cul-de-sac location, with private backyard backing onto lush, dense forest. This home offers an open layout main level, with 9' ceilings and tons of natural light.

Lucy Sallal,Re/max West Realty Inc.
Listed by: Lucy Sallal ,Re/max West Realty Inc. (905) 857-7653
House for sale: 195 RIDGE ROAD, Caledon

47 photos

$959,900

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

3 beds
3 baths
60 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,

Listed by: David Elfassy (416) 899-1199
House for sale: 25 SIR LANCELOT COURT, Caledon

48 photos

$1,179,999

25 Sir Lancelot Court, Caledon (Bolton East), Ontario L7E 1N3

5 beds
4 baths
4 days

Queensgate Blvd & Highway 50 Welcome to the home you've been waiting for, ideally located in the prestigious South Hill community of Bolton. This beautifully upgraded 4-bedroom, 4-bathroom residence offers the perfect blend of elegance, comfort, and functionality for modern family living. Step

Listed by: Sukhi Singh ,Royal Lepage Premium One Realty (416) 410-9111
House for sale: 51 BAMBI TRAIL, Caledon

31 photos

$1,029,000

51 Bambi Trail, Caledon (Bolton West), Ontario L7E 2G4

4 beds
3 baths
6 days

Cross Streets: King St W & Hwy 50. ** Directions: King St W to Deer Valley Drive North to Doepath Way to Bambi Trail. Situated on a premium 41.4 x 206.69 ft lot backing onto greenspace, this spacious 2-storey family home offers over 2,000 sq ft of living space and endless potential to make

Bill Parnaby,Royal Lepage Rcr Realty
Listed by: Bill Parnaby ,Royal Lepage Rcr Realty (289) 514-2489
House for sale: 178 CEDARGROVE ROAD, Caledon

50 photos

$964,999

178 Cedargrove Road, Caledon (Bolton West), Ontario L7E 2X6

5 beds
4 baths
9 days

Cedargrove Rd & Harvest Moon Dr Welcome to 178 Cedargrove Rd, a beautifully maintained and move-in ready detached home in the highly desirable Bolton West community. Freshly painted throughout, this bright and spacious 4+1 bedroom, 4 bathroom home features a functional layout with hardwood

Listed by: Sukhi Singh ,Royal Lepage Premium One Realty (416) 410-9111
House for sale: 26 COUNTRY STROLL CRESCENT, Caledon

50 photos

$1,179,900

26 Country Stroll Crescent, Caledon (Bolton West), Ontario L7E 2H3

4 beds
3 baths
25 days

Cross Streets: ELLWOOD DR W & STATION RD. ** Directions: SEE GOOGLE MAPS. Welcome to this spacious detached 4-bedroom, 3-bathroom home nestled on a quiet crescent in the heart of Bolton! perfect for families seeking comfort, space, convenience and a feeling of community. Thoughtfully designed,

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
8 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: 2 IRONHORSE CRESCENT, Caledon

50 photos

$1,299,900

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

5 beds
4 baths
2 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: 35 MCCABE CRESCENT, Caledon

45 photos

$1,299,000

35 Mccabe Crescent, Caledon (Bolton North), Ontario L7E 5X1

4 beds
4 baths
9 days

Columbia Way and Mount Hope Welcome to 35 McCabe Crescent, a beautifully maintained 4 bedroom, 4 bathroom family home nestled in one of North Bolton's most sought-after neighbourhoods. This spacious property offers a bright functional layout with generous principal rooms, large windows, and

Listed by: Rosemarie James ,Royal Lepage Rcr Realty (705) 435-3000
House for sale: 8 GRAPEVINE ROAD, Caledon

38 photos

$1,010,000

8 Grapevine Road, Caledon (Bolton West), Ontario L7E 2L2

4 beds
3 baths
52 days

Cross Streets: King St/Coleraine Dr. ** Directions: google map. Welcome to 8 Grapevine Rd. forever cared and loved home. Step onto the inviting covered porch and into a spacious, bright, open foyer with circular wooden stairs. A welcoming space for real life with 4 bedrooms Designed for both

Paul Rishi,Royal Lepage Certified Realty
Listed by: Paul Rishi ,Royal Lepage Certified Realty (905) 452-7272
House for sale: 86 WILLOW STREET, Caledon

50 photos

$2,688,000

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

4 beds
5 baths
12 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,

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.