Bolton-House Listings For Sale

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House for sale: 26 WRIGHT CRESCENT, Caledon

34 photos

$1,119,000

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

3 beds
2 baths
6 days

Cross Streets: Kingsview/ Wright Cres. ** Directions: Hwy 50/ Bolton Heights/ Kingsview to Wright Cres. Immaculate, 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 fenced, entertainers dream backyard with

Laura Elizabeth Smith,Lpt Realty
Listed by: Laura Elizabeth Smith ,Lpt Realty (416) 660-1115
House for sale: 311 WHITEHEAD CRESCENT, Caledon

50 photos

$889,000

311 Whitehead Crescent, Caledon (Bolton North), Ontario L7E 3Y6

4 beds
2 baths
26 days

Cross Streets: Hwy 50 & Bolton Heights Rd. ** Directions: Hwy 50 North to Bolton Heights Rd to Whitehead Cres. Welcome to this impeccably cared for 3+1 bedroom raised-bungalow, ideally located in one of Bolton's most sought-after, family-friendly neighbourhoods. Set on a generous 41 x 125

House for sale: 12 MANORWOOD COURT, Caledon

35 photos

$875,000

12 Manorwood Court, Caledon (Bolton North), Ontario L7E 2S9

3 beds
3 baths
128 days

Cross Streets: Columbia Way & Forest Gate. ** Directions: North On Hwy 50, Right on Columbia Way. Here Is Your Chance To Own A Piece Of The Popular North Hill! This 3 Bedroom, 3 Washroom Semi/Detached Home Is Located On A Quiet Neighbourhood Street, On The Perfect Sized Lot In One Of Bolton's

Hunter Kirkpatrick,Realty Executives Plus Ltd
Listed by: Hunter Kirkpatrick ,Realty Executives Plus Ltd (905) 860-0800
House for sale: 104 TAYLORWOOD AVENUE, Caledon

40 photos

$1,249,999

104 Taylorwood Avenue, Caledon (Bolton North), Ontario L7E 1H9

5 beds
3 baths
14 days

Columbia Way & Kingsview Dr Nestled on a mature 62 ft lot in Bolton's coveted North Hill community, this beautiful detached family home is surrounded by lush trees and cedars that create a peaceful, private setting. Offering over 3,500 sq ft of total living space, this home features a cozy

House for sale: 175 CONNAUGHT CRESCENT, Caledon

50 photos

$979,000

175 Connaught Crescent, Caledon (Bolton West), Ontario L7E 2S8

4 beds
2 baths
12 days

Cross Streets: King & Connaught. ** Directions: King/Connaught. Welcome to 175 Connaught Crescent, offering over 2,400 sq ft of total living space in a beautifully updated 4-level sidesplit, just steps from downtown Bolton. This move-in-ready home features a modern renovated kitchen with a

Listed by: Stephen Bulatovic ,Sutton Group Realty Systems Inc. (905) 896-3333
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
41 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 COOLSPRING CRESCENT, Caledon

38 photos

$899,000

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

3 beds
4 baths
4 days

Sant Farm / Allan Dr For more info on this property, please click the Brochure button. Welcome to 15 Coolspring Crescent, a beautifully upgraded semi-detached home nestled on a quiet, family-friendly crescent in highly desirable Bolton East. Backing directly onto a park, this property offers

Listed by: Sophie Alegra Giterman ,Easy List Realty Ltd. (888) 323-1998
House for sale: 182 WATERBURY STREET, Caledon

48 photos

$1,296,000

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

4 beds
4 baths
2 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: 107 MARTHA STREET, Caledon

41 photos

$888,800

107 Martha Street, Caledon (Bolton West), Ontario L7E 4X5

3 beds
2 baths
13 days

Cross Streets: Marth And Henderson. ** Directions: Hwy 50 to Martha. Charming 3-Bedroom Bungalow in the Heart of Bolton Welcome to 107 Martha Street, a well-maintained detached bungalow offering comfort, convenience, and exceptional potential in one of Bolton's most desirable neighbourhoods.

Listed by: Jasmine Maria Xuereb (905) 848-9800
House for sale: 69 KING STREET W, Caledon

27 photos

$829,000

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

3 beds
2 baths
37 days

King Street/Hwy 50 Prime Investment Opportunity in the Heart of Historic Downtown Bolton! Mixed-Use Century Home, Institutional Zoning. Unlock the potential of this rare mixed-use property located in Bolton's vibrant and growing downtown core. With institutional zoning and excellent street

Cheryl Robb,Royal Lepage Rcr Realty
Listed by: Cheryl Robb ,Royal Lepage Rcr Realty (416) 805-1316
House for sale: 28 AUTUMN OAK COURT, Caledon

43 photos

$1,469,999

28 Autumn Oak Court, Caledon (Bolton East), Ontario L7E 1X6

4 beds
3 baths
8 days

Cross Streets: Queensgate Boulevard (north) and Earnest Biason Boulevard (west). ** Directions: Queensgate Boulevard. 28 Autumn Oak Crt - Brand-new Treasure Hill Songbird detached home, never lived in, in the highly desirable Meadowlark Enclave community of Bolton East. This bright, open-concept

Listed by: Fahad Javed ,Century 21 Property Zone Realty Inc. (647) 898-1739
House for sale: 273 NEWLOVE DRIVE, Caledon

36 photos

$1,069,000

273 Newlove Drive, Caledon (Bolton East), Ontario L7E 2A2

3 beds
3 baths
72 days

Highway 50 & Allan Dr Welcome to this beautifully maintained 3-level backsplit nestled in one of Bolton's most sought-after mature neighbourhoods! Sitting on a huge 60' x 140' lot with mature trees and lush greenery, this property offers exceptional outdoor space and privacy. Inside, you'll

Angela Sardella,Royal Lepage Rcr Realty
Listed by: Angela Sardella ,Royal Lepage Rcr Realty (416) 709-0993
House for sale: 50 WILLOW STREET, Caledon

43 photos

$1,599,000

50 Willow Street, Caledon (Bolton East), Ontario L7E 1C4

4 beds
5 baths
70 days

Highway 50 & Willow st Stunning, Light-Filled Home in the heart of Bolton. Welcome to the perfect blend of modern living and small-town charm. This beautifully updated home offers spacious, open-concept living on an exceptional lot. Enjoy the convenience of being minutes away from everything

Listed by: Diljot Chahal ,Re/max Gold Realty Inc. (905) 673-8500
House for sale: 57 ROYALTON DRIVE, Caledon

20 photos

$1,150,900

57 Royalton Drive, Caledon (Bolton East), Ontario L7E 2G1

4 beds
3 baths
6 days

QUEENSGATE AND LANDSBRIDGE Meticulously maintained & beautifully renovated, this 3+1 bedroom, 3-bathroom raised bungalow in Bolton East is owned by the original family & features over $150K in premium upgrades. The main level offers a bright living room with vaulted ceilings & a renovated gourmet

Sara Lauro,Royal Lepage Maximum Realty
Listed by: Sara Lauro ,Royal Lepage Maximum Realty (905) 265-3022
House for sale: 12 JACK KENNY COURT, Caledon

50 photos

$1,349,990

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

4 beds
4 baths
28 days

Coleraine Drive & Harvest Moon Welcome to the Home You've Been Waiting For! This brand-new designer model home 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 showcases an

Listed by: Sukhjeet Singh ,Royal Lepage Premium One Realty (416) 410-9111
House for sale: 51 HARVEST MOON DRIVE, Caledon

50 photos

$1,099,900

51 Harvest Moon Drive, Caledon (Bolton West), Ontario L7E 2L2

3 beds
4 baths
6 days

EMIL KOLB PKWY AND KING ST Welcome to this beautifully maintained 2 storey detached home located in a desirable, family friendly neighbourhood of Bolton. This inviting property offers a spacious and functional layout, perfect for comfortable family living. The main floor features a bright living

Boris Dimovski,Bask Realty Inc.
Listed by: Boris Dimovski ,Bask Realty Inc. (647) 930-1521
House for sale: 7 SOUTHBURY MANOR DRIVE, Caledon

50 photos

$1,279,000

7 Southbury Manor Drive, Caledon (Bolton East), Ontario L7E 1X7

6 beds
4 baths
3 days

Cross Streets: Queensgate Blvd/Landsbridge St. ** Directions: Turn right from Landsbridge St to Southbury Manor. Beautifully upgraded home in Bolton's highly sought-after South Hill community, featuring 4+2 bedrooms and 4 bathrooms.This stunning property showcases numerous upgrades inside and

Shekhar Phogat,Homelife Maple Leaf Realty Ltd.
Listed by: Shekhar Phogat ,Homelife Maple Leaf Realty Ltd. (905) 456-9090
House for sale: 203 LANDSBRIDGE STREET, Caledon

36 photos

$939,900

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

3 beds
4 baths
75 days

Cross Streets: HWY 50 AND QUEENSGATE BLVD. ** Directions: NORTH ON HWY 50 EAST ON QUEENSGATE, SOUTH ON LANDSBRIDGE. Sun-Drenched 3 Bedroom All-Brick Home in Prime South Bolton A True Entertainers Delight! Pride of ownership in this well-maintained, move-in ready family home located in one of

Chris Kelos,Re/max Hallmark Realty Ltd.
Listed by: Chris Kelos ,Re/max Hallmark Realty Ltd. (416) 465-7850
House for sale: 18 FLINTWOOD AVENUE, Caledon

39 photos

$1,249,999

18 Flintwood Avenue, Caledon (Bolton West), Ontario L7E 2W3

4 beds
3 baths
5 days

Harvestmoon/King Welcome to refined modern living in the heart of sought-after Bolton West. This exceptional detached residence showcases striking curb appeal, a double-car garage, and a beautifully landscaped lot that sets the tone for the elegance found within. Step inside to a fully customized

House for sale: 116 FRANK JOHNSTON ROAD, Caledon

50 photos

$1,375,000

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

4 beds
4 baths
202 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: 508 KING STREET E, Caledon

50 photos

$2,250,000

508 King Street E, Caledon (Bolton North), Ontario L7E 0B9

6 beds
4 baths
8 days

King Street East of Sneath An Architectural Masterpiece Nestled On An Expansive 0.84- Acre Lot In The Prestigious Valley of Bolton. This Opulent Estate Embodies Unparalleled Elegance and Exquisite Craftsmanship. Designed For the Discerning Buyer, The Home Boasts 9-Foot Ceilings On the Main

House for sale: 19 TERRASTONE COURT, Caledon

28 photos

$1,249,000

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

5 beds
4 baths
74 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: 163 BIRCHLAWN ROAD, Caledon

37 photos

$1,128,900

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

3 beds
3 baths
27 days

Cross Streets: Birchlawn x Kingsview. ** Directions: humberview Right on kingsview left on Birchlawn. There's so much more space here than you can imagine. You need to see it to believe it. This well-maintained large 4-level back-split, is set on a private, nicely treed quiet, large

House for sale: 100 HUMBER LEA ROAD, Caledon

19 photos

$1,069,900

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

4 beds
2 baths
116 days

King & Humber Lea Rd 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 with quartz counters & stainless steel appliances, and

Listed by: Joe Bilotta ,Right At Home Realty (905) 665-2500
House for sale: 36 FRUSTAC TRAIL, Caledon

48 photos

$1,250,000

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

4 beds
4 baths
30 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: 58 OLD KING ROAD, Caledon

24 photos

$1,320,000

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

5 beds
2 baths
27 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: 205 MARTHA CRESCENT, Caledon

44 photos

$859,000

205 Martha Crescent, Caledon (Bolton West), Ontario L7E 4X2

4 beds
2 baths
5 days

Cross Streets: Hwy 50 & Wilton Dr. ** Directions: North Hwy 50 to Wilton Dr to Stephen Dr to Henderson St to Martha St to Martha Cres. Welcome to 205 Martha Crescent in the highly desirable Bolton West community! Situated on an oversized, pie-shaped lot with a 50 ft frontage and a backyard

Bill Parnaby,Royal Lepage Rcr Realty
Listed by: Bill Parnaby ,Royal Lepage Rcr Realty (289) 514-2489
House for sale: 172 BELL AIR DRIVE, Caledon

29 photos

$2,299,000

172 Bell Air Drive, Caledon (Bolton East), Ontario L7E 2A2

5 beds
4 baths
15 days

Bell Air/ Ellwood/ Hwy 50 Exceptional Detached Home on a 12,000 Sq Ft Lot in the Heart of Bolton. Welcome to this stunning 2-storey fully detached home situated on a rare flat lot backing onto a serene ravine. Completely rebuilt interior and custom-renovated just 4 years ago, this home offers

Listed by: Anna Mistal ,Intercity Realty Inc. (416) 798-7070
House for sale: 67 SHERIN COURT, Caledon

50 photos

$1,190,000

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

4 beds
3 baths
65 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: Sandeep Singh ,Re/max Millennium Real Estate (647) 300-3600
House for sale: 30 AUTUMN OAK COURT, Caledon

50 photos

$1,580,000

30 Autumn Oak Court, Caledon (Bolton East), Ontario L7E 1X6

4 beds
3 baths
24 days

Cross Streets: Queensgate Boulevard (north) and Earnest Biason Boulevard (west). ** Directions: Queensgate Boulevard. Welcome to 30 Autumn Oak Court, a brand-new Treasure Hill Songbird detached home that has never been lived in, located in the desirable Meadowlark Enclave community in Bolton.This

Listed by: Fahad Javed ,Century 21 Property Zone Realty Inc. (647) 898-1739
House for sale: 70 SILVERVALLEY DRIVE, Caledon

49 photos

$1,499,990

70 Silvervalley Drive, Caledon (Bolton North), Ontario L7E 2Z1

5 beds
4 baths
20 days

Cross Streets: Evans Ridge / King St. N. ** Directions: N on Hwy 50, E on King, Left on Evans Ridge, L Silvervalley. Rare Opportunity To Own A Beautiful Spacious Home With A Great Layout In A Sought After Bolton Neighbourhood. Enjoy Privacy, Nature And Gorgeous Views All Year Round From Your

Listed by: Rosanna Schembri ,Kingsway Real Estate (905) 277-2000
House for sale: 13 CARRIAGE HOUSE ROAD, Caledon

26 photos

$898,000

13 Carriage House Road, Caledon (Bolton East), Ontario L7E 2H8

3 beds
3 baths
18 days

Queensgate Blvd and Hwy 50 Welcome to this beautifully maintained 3-bedroom, 2.5-bath semi-detached home, ideally located in one of Bolton East's most family-friendlyneighborhoods. Step into a warm and inviting living room featuring a striking floor-to-ceiling gas fireplace perfect for cozy

Michele Andrea Denniston,Century 21 Heritage Group Ltd.
Listed by: Michele Andrea Denniston ,Century 21 Heritage Group Ltd. (416) 433-8316
House for sale: 23 COOLSPRING CRESCENT, Caledon

44 photos

$849,999

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

3 beds
4 baths
18 days

Queensgate Blvd & Sant Farm Dr Nestled in Bolton's peaceful and family-friendly South Hill, this beautifully maintained, move-in-ready home is perfect for growing families and first-time buyers alike. Featuring hardwood floors throughout, a cozy gas fireplace, and a bright open-concept layout,

Listed by: Celia Losiggio ,Remax Your Community Realty (416) 618-5985
House for sale: 82 COOLSPRING CRESCENT, Caledon

43 photos

$1,189,000

82 Coolspring Crescent, Caledon (Bolton East), Ontario L7E 2J5

4 beds
4 baths
25 days

Cross Streets: Hwy 50 North to Ellwood Dr E to Allan Dr to Hubert Corless Dr to Coolspring Cres. ** Directions: Hwy 50 & Ellwood Dr E. Welcome to this beautifully maintained 2-storey family home, ideally located in a highly sought-after, family-friendly neighbourhood within walking distance

Bill Parnaby,Royal Lepage Rcr Realty
Listed by: Bill Parnaby ,Royal Lepage Rcr Realty (289) 514-2489
House for sale: 80 DOWNEY DRIVE, Caledon

42 photos

$839,000

80 Downey Drive, Caledon (Bolton East), Ontario L7E 2B7

3 beds
2 baths
4 days

Cross Streets: Hwy 50 & Downey Dr. ** Directions: Downey Dr. East from Hwy 50. Welcome to a home where nature, tranquility, and everyday convenience come together effortlessly. Perfectly positioned on a breathtaking pie-shaped ravine lot, this beautifully maintained 3-bedroom, 2-bath residence

Victor Caputo,Re/max Experts
Listed by: Victor Caputo ,Re/max Experts (416) 884-4163
House for sale: 1 FARMER'S LANE, Caledon

49 photos

$2,099,000

1 Farmer's Lane, Caledon (Bolton East), Ontario L7E 3K1

5 beds
5 baths
40 days

Hwy #50/King Rd E Experience refined living at its finest in this extraordinary custom-built estate, where timeless elegance meets superior craftsmanship. From the moment you step through the beautifully landscaped stone-walled courtyard and into the grand foyer, every detail speaks to exceptional

Linda Huang,Right At Home Realty
Listed by: Linda Huang ,Right At Home Realty (647) 970-5616
House for sale: 13 PAULETTE WAY, Caledon

22 photos

$975,000

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

3 beds
3 baths
39 days

Cross Streets: Landsbridge / Royalton. ** Directions: Landsbridge and Royalton. Welcome to this charming, well cared for, Three (3) Bedroom, Three (3) Bathroom Raised Bungalow. A True Gem owned by its original family! Nestled in a mature and family friendly neighbourhood, this home offers a

Sarah Watson,Century 21 Skylark Real Estate Ltd.
Listed by: Sarah Watson ,Century 21 Skylark Real Estate Ltd. (905) 673-3100
House for sale: 11 DE ROSE AVENUE, Caledon

48 photos

$1,299,900

11 De Rose Avenue, Caledon (Bolton West), Ontario L7E 1A5

6 beds
4 baths
12 days

Emil Kolb Pkwy/King Street W Wonderfully upgraded home situated on one of the largest lots in the neighbourhood, featuring an impressive 48 ft wide by 156 ft (on the east side). This true 4-bedroom home boasts a beautifully renovated main floor with separate family, living, and dining rooms,

Anthony Chiechi,Re/max Experts
Listed by: Anthony Chiechi ,Re/max Experts (905) 499-8800
House for sale: 148 TAYLORWOOD AVENUE, Caledon

40 photos

$920,000

148 Taylorwood Avenue, Caledon (Bolton North), Ontario L7E 1H8

4 beds
3 baths
17 days

Columbia Way and Kingsview Dr Welcome to 148 Taylorwood Avenue! A beautifully well-maintained two-storey home in Caledon that combines comfort, style and practical living in just the right size. At approx. 1,344 square feet, this house offers three bedrooms and three bathrooms, perfect for

House for sale: CON7LT2 BOLTON ROAD, Merrickville-Wolford

7 photos

$689,000

Con7lt2 Bolton Road, Merrickville-Wolford (805 - Merrickville/Wolford Twp), Ontario K0G 1N0

3 beds
2 baths
242 days

Cross Streets: Main St / Bolton Rd. ** Directions: From Bishop Mills, head West on Main Street for two minutes. Turn left on Bolton Road - property on the left hand side. Check this out a beautiful new home - The Maxime - for an affordable price this stunning 1400 square-foot new bungalow offering

Stephanie Beauregard,Royal Lepage Team Realty
Listed by: Stephanie Beauregard ,Royal Lepage Team Realty (352) 229-1687
House for sale: 3336 BOLTON St, Cumberland

42 photos

$879,000

3336 Bolton St, Cumberland, British Columbia V0R 1S0

3 beds
2 baths
11 days

Welcome to this beautiful, bright 3-bedroom, 2-bathroom rancher in desirable Coal Valley Estates in Cumberland. Enjoy easy access to town, world-class mountain biking, outdoor recreation, and Comox Lake. This move-in-ready home features a spacious open great room layout with a large kitchen,

Katrina Kaboly,Royal Lepage-comox Valley (cv)
Listed by: Katrina Kaboly ,Royal Lepage-comox Valley (cv) (250) 792-4500
House for sale: 27 CAIN COURT, King

23 photos

$2,149,888

27 Cain Court, King (Nobleton), Ontario L0G 1N0

4 beds
4 baths
26 days

Hwy 27 / King Rd Welcome to this beautifully renovated 1,800 sq ft bungalow, tucked away on a quiet, private court in the charming town of Nobleton. Set on a rare 110 x 200 ft deep lot, this home offers the perfect blend of privacy, space, and upscale living. The main floor has been transformed

Listed by: Joe Rea ,Royal Lepage Premium One Realty (416) 800-1888
House for sale: 871 SKI CLUB ROAD, North Bay

49 photos

$525,000

871 Ski Club Road, North Bay (Widdifield), Ontario P1B 7R5

6 beds
2 baths
4 days

Cross Streets: Ski Club Rd & Bolton Drive. ** Directions: Ski Club Rd. between Chapais St. and Bolton Dr. The perfect family home with room to grow does exist! In the desirable mature neighbourhood of Widdifield, steps away from Laurentian Ski Hill is this 6 bedroom family home that has truly

Jessica Diggles,Revel Realty Inc. Brokerage
Listed by: Jessica Diggles ,Revel Realty Inc. Brokerage (705) 825-1122
House for sale: 2 BALSAM COURT, New Tecumseth

46 photos

$399,000

2 Balsam Court, New Tecumseth (Rural New Tecumseth), Ontario L0G 1W0

2 beds
1 baths
68 days

Highway 9 - Tecumseth Pines Dr - Balsam Crt Enjoy the wonderful lifestyle offered at Tecumseth Pines. This well-maintained 2-bedroom, 1-bathroom home is located in a quiet land-lease adult community just off Highway 9, minutes to Tottenham and centrally positioned between Bolton, Newmarket,

House for sale: 4 GALLOWAY CRESCENT, Uxbridge

37 photos

$1,575,000

4 Galloway Crescent, Uxbridge (Uxbridge), Ontario L9P 1W8

5 beds
4 baths
27 days

Cross Streets: Bolton Dr & 6th Concession. ** Directions: Take Bolton Dr & go North onto Galloway Cres. Set in Uxbridge's most coveted neighbourhood, this home is positioned on a private 61x113 ft lot backing onto protected green space. Occupying a premier position at the top of the hill-where

Kelsey Schoenrock,Chestnut Park Real Estate Limited
Listed by: Kelsey Schoenrock ,Chestnut Park Real Estate Limited (416) 738-5379
House for sale: 82 Mollins Crescent, Moncton

38 photos

$529,900

82 Mollins Crescent, Moncton, New Brunswick E1E 4L6

5 beds
2 baths
11 days

From traffic circle take Salisbury Road, turn left on Bolton St by Petro Canada, right on Bond and take second entrance on right to Mollins Crescent NEW CONSTRUCTION WITH TWO BEDROOM IN-LAW SUITE LOCATED IN MACNAUGHTON SCHOOL ZONE!! Welcome to 82 Mollins Crescent, located in quiet family friendly

Amy Hiltz,Re/max Avante
Listed by: Amy Hiltz ,Re/max Avante (506) 871-0203
House for sale: 13413 HUMBER STATION ROAD, Caledon

28 photos

$1,990,000

13413 Humber Station Road, Caledon (Rural Caledon), Ontario L7E 0Z7

6 beds
3 baths
33 days

Cross Streets: healey rd /humber station rd. ** Directions: Just north of Healey on Humber station rd on east side. Great Opportunity To Invest In fastest growing Development Area of Bolton(Caledon). Bolton west secondary plan is underway ( See Attachment).New planned highway 413 exit

Listed by: Gian Singh Tung ,Homelife Superstars Real Estate Limited (905) 792-7800
House for sale: 2139 ADJALA-TECUMSETH TOWNLINE, New Tecumseth

20 photos

$825,000

2139 Adjala-tecumseth Townline, New Tecumseth (Rural New Tecumseth), Ontario L0G 1W0

5 beds
2 baths
14 days

Cross Streets: 5th Line/Adjala-Tecumseth Townline. ** Directions: 5th Line/Adjala -Tecumseth Townline. THE OUTDOOR FREEDOM YOU CRAVE WITH INDOOR SPACE THAT LETS YOU DREAM BIG! It's the kind of property that catches you off guard in the best way because it offers peaceful country living with

House for sale: 14812 CENTREVILLE CREEK ROAD, Caledon

48 photos

$2,078,000

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

5 beds
4 baths
40 days

King St & Centreville Creek Rd Discover the ideal harmony of tranquil country living and urban convenience at 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

Dev Patel,Re/max Excellence Real Estate
Listed by: Dev Patel ,Re/max Excellence Real Estate (416) 716-1098
House for sale: 14384 HUMBER STATION ROAD, Caledon

17 photos

$2,399,000

14384 Humber Station Road, Caledon (Rural Caledon), Ontario L7E 0Y5

5 beds
2 baths
54 days

King/Humber Station Rd !! Attention Investors and Developers!!! Absolutely Fantastic Prime Location !! Bolton Go Station Approved Area !!! 1 Acre Property In A High Demand of Bolton West Secondary Plan area (part of the Town's new urban area). Detached Side split 4 Level House !! 3+2 Bedroom

Ranjit Gill,Re/max Millennium Real Estate
Listed by: Ranjit Gill ,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.