Bolton House Listings For Sale

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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
122 days

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 to a bright, open-concept main floor with large windows and natural light throughout. The

Mary Barone,Royalty Plus Realty Corp.
Listed by: Mary Barone ,Royalty Plus Realty Corp. (416) 414-1658
House for sale: 13 BLUEBERRY HILL COURT, Caledon

38 photos

$1,250,000

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

4 beds
3 baths
96 days

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

David Hutchinson,Exp Realty
Listed by: David Hutchinson ,Exp Realty (647) 332-9997
House for sale: 13 TARQUINI CRESCENT, Caledon

48 photos

$1,099,999

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

4 beds
3 baths
90 days

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 comfortand functionality in mind, it offers four large bedrooms, a family-friendly layout, andgenerous indoor and

House for sale: 525 KING STREET E, Caledon

47 photos

$1,550,000

525 King Street E, Caledon (Bolton North), Ontario L7E 0V2

4 beds
3 baths
86 days

Nestled on an approximately half-acre lot in the heart of Bolton, this turnkey bungalow offers exceptional privacy with a setting that's completely hidden from the road. Surrounded by mature trees and breathtaking views, you'll feel miles away while enjoying the convenience of being right in

Listed by: Paolo Joseph Deluca ,Re/max Experts (905) 499-8800
House for sale: 23 CEDARGROVE ROAD, Caledon

38 photos

$1,059,000

23 Cedargrove Road, Caledon (Bolton West), Ontario L7E 2L7

4 beds
3 baths
63 days

Step into this stunning, fully-renovated detached home nestled in one of Bolton's most coveted family-oriented pockets. Designed with modern elegance in mind, the main floor features an open-concept layout anchored by a Chef-inspired kitchen with sleek quartz countertops, a custom tiled backsplash,

Listed by: Andrea Moniz ,Forest Hill Real Estate Inc. (416) 488-2875
House for sale: 28 CRESTRIDGE DRIVE, Caledon

47 photos

$939,000

28 Crestridge Drive, Caledon (Bolton North), Ontario L7E 2T7

3 beds
3 baths
54 days

Welcome to 28 Crestridge Drive, a beautifully maintained detached home tucked away on a quiet cul-de-sac in one of Bolton's most sought-after neighbourhoods. The landscaped walkway and double car garage set the tone for the pride of ownership found throughout. Step inside to awarm, inviting

Listed by: Vince Porco ,Re/max Experts (416) 729-4052
House for sale: 90 COOLSPRING CRESCENT, Caledon

50 photos

$1,150,000

90 Coolspring Crescent, Caledon (Bolton East), Ontario L7E 1W7

4 beds
4 baths
35 days

Welcome to 90 Coolspring Crescent, tucked away on a quiet, highly sought-after crescent in Bolton's prestigious South Hill community. This spacious 3+1 bedroom, 4-bathroom detached home offers over 2,200 sq. ft. above grade and a functional layout with generous principal rooms, including separate

Anthony Caputo,Re/max Experts
Listed by: Anthony Caputo ,Re/max Experts (416) 938-7771
House for sale: 18 MCCABE CRESCENT, Caledon

43 photos

$1,399,000

18 Mccabe Crescent, Caledon (Bolton North), Ontario L7E 5W9

4 beds
3 baths
34 days

Stunning Family Home in Desirable Bolton North - Welcome to this exceptional detached home in the highly sought-after community of Bolton North. Lovingly cared for by its original owner, this residence showcases true pride of ownership and has been meticulously maintained inside and out. Nestled

Listed by: Rosemarie James ,Royal Lepage Rcr Realty (705) 435-3000
House for sale: 43 STRAWBERRY HILL COURT, Caledon

49 photos

$1,399,900

43 Strawberry Hill Court, Caledon (Bolton East), Ontario L7E 2M4

4 beds
4 baths
22 days

Rarely does a property of this calibre become available, where traditional elegance and contemporary design come together so beautifully. Filled with natural light and timeless charm, this impeccably maintained detached brick home is nestled on a quiet cul-de-sac in the highly sought-after

Listed by: Ray Jaro ,Century 21 People's Choice Realty Inc. (905) 760-8300
House for sale: 74 DOWNEY DRIVE, Caledon

35 photos

$759,000

74 Downey Drive, Caledon (Bolton East), Ontario L7E 2B8

3 beds
1 baths
13 days

Attention First-time home buyers and investors! Welcome to 74 Downey Drive, an excellent opportunity to own an affordable detached home in a convenient and family-friendly Bolton neighbourhood. This three-bedroom home offers a functional layout with plenty of potential to update, personalize

Victor Caputo,Re/max Experts
Listed by: Victor Caputo ,Re/max Experts (416) 884-4163
House for sale: 14 CRESTRIDGE DRIVE, Caledon

34 photos

$899,900

14 Crestridge Drive, Caledon (Bolton North), Ontario L7E 2T7

5 beds
3 baths
12 days

4 Bed 3 Bath Detached Home In Bolton's Highly Sought-After North Hill Community. Over 1,576 Sq. Ft. Of Above-Grade Living Space Plus A Finished Basement. Private Backyard With No Homes Directly Behind. Steps To The Park In A Family-Friendly Neighborhood. Original Owners Since The Home Was Built,

Listed by: Luisa Ragona ,Re/max Premier Inc. (416) 987-8000
House for sale: 91 KING STREET W, Caledon

29 photos

$759,900

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

3 beds
2 baths
12 days

NOT YOUR TYPICAL DOWNTOWN BOLTON HOME! What truly sets this property apart is its unique addition with a SEPARATE PRIVATE ENTRANCE, creating a distinct space away from the home's main living areas and offering incredible flexibility for today's lifestyle. Offering nearly 2,000 sq. ft. of above-grade

House for sale: 76 BIRCHVIEW CRESCENT, Caledon

50 photos

$969,900

76 Birchview Crescent, Caledon (Bolton North), Ontario L7E 3X1

4 beds
2 baths
5 days

Location, Location! This detached home is nestled on a quiet crescent in the ever popular "North Hill" of Bolton, this home sits on a premium 177 ft deep lot with a fully fenced, private backyard complete with a garden, 2 sheds, and a covered interlocking stone patio area ideal for a gardener

House for sale: 9 SHEARDOWN TRAIL, Caledon

27 photos

$1,080,000

9 Sheardown Trail, Caledon (Bolton East), Ontario L7E 1Y5

4 beds
4 baths
4 days

Welcome to 9 Sheardown Trail, an elegant and beautifully updated detached residence nestled in one of Bolton's most desirable family-friendly communities. Offering 3+1 bedrooms and 4 bathrooms, this thoughtfully designed home combines refined finishes, generous living space, and exceptional

Listed by: Jonathan Mathew ,Re/max Realty Specialists Inc. (647) 360-6904
House for sale: 2 IRONHORSE CRESCENT, Caledon

50 photos

$1,199,900

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

5 beds
4 baths
4 days

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 A Fully Finished 1,161 Sq Ft Basement (As Per iGuide Floor Plan)! Over 3,700 Sq Ft Of Total Living Space!

Andrew Presta,Re/max Experts
Listed by: Andrew Presta ,Re/max Experts (416) 817-5158
House for sale: 13 TARQUINI CRESCENT, Caledon

48 photos

$1,049,999

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

4 beds
3 baths
1 day

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, and generous indoor

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
123 days

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 opportunity for the

Listed by: Stephen Ongaro (905) 709-5707
House for sale: 42 ARCHBURY CIRCLE, Caledon

41 photos

$925,000

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

4 beds
4 baths
99 days

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 featuring its own separate entrance, kitchen, and living room, which provides privacy and convenience for extended family or guests.

Jennifer Jewell,Royal Lepage Rcr Realty
Listed by: Jennifer Jewell ,Royal Lepage Rcr Realty (519) 941-5151
House for sale: 163 BIRCHLAWN ROAD, Caledon

34 photos

$1,049,900

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

4 beds
3 baths
99 days

Over 2600 sq ft total with approx 2100 sq feet upper plus huge area for storage. Much larger than it looks from the quiet cul de sac rd in front with no homes behind. This Bolton north 4 level back-split offers a rare layout perfect for a quiet home office or in-law potential or a fourth very

House for sale: 16140 MOUNT HOPE ROAD, Caledon

38 photos

$1,589,900

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

4 beds
3 baths
130 days

6 Acre estate property in Cedar Mills Estates, Caledon Hills. Blessed with 3 acre spring fed pond. Cottage country style living! Rare opportunity! Spaciously laid out 4 bedroom raised bungalow with multiple walk outs overlooking natural landscape and pond. Family room and sunroom. Update this

Walter Ranieri,Right At Home Realty
Listed by: Walter Ranieri ,Right At Home Realty (905) 953-0550
House for sale: 45 SUNKIST VALLEY ROAD, Caledon

50 photos

$1,049,900

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

5 beds
3 baths
121 days

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, and space for a growing

Stuart Sinclair,Re/max Experts
Listed by: Stuart Sinclair ,Re/max Experts (905) 499-8800
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
107 days

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, expansive windows,

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
106 days

!!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, Parks And More.Beautiful Extra Deep Lot 65' * 180'.

Listed by: Premjit Grewal ,Homelife Silvercity Realty Inc. (416) 727-3096
House for sale: 1 ST MICHAELS CRESCENT, Caledon

49 photos

$1,299,000

1 St Michaels Crescent, Caledon (Bolton North), Ontario L7E 5Z6

6 beds
4 baths
105 days

Stunning 4+2-bedroom corner-lot home in a prime North Hill location, filled with natural light and beautifully renovated from top to bottom. This spacious 2,744 sq. ft. model offers an impressive layout featuring a Scarlett O'Hara-style staircase, generous principal rooms, and a move-in-ready

Listed by: Adel George ,Royal Lepage Flower City Realty (905) 230-3100
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
106 days

Available for immediate occupancy means you could be in this turn-key home for this summer! Upgraded throughout, buyers will appreciate the functionality of this lovely property. You will immediately notice the upgrades from the moment you open the front door- sleek upgraded doorknobs, light

Listed by: Gina Rose Cristello ,Solid Rock Realty (613) 878-8157
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
93 days

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 additional 1,487 sq. ft.

Listed by: Sonan Askndar ,Re/max Noblecorp Real Estate (905) 856-6611
House for sale: 25 SIR LANCELOT COURT, Caledon

48 photos

$1,149,990

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

5 beds
4 baths
83 days

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 into a grand foyer that create

Listed by: Sukhi Singh ,Royal Lepage Premium One Realty (416) 410-9111
House for sale: 11 BEEHIVE DRIVE, Caledon

41 photos

$1,174,880

11 Beehive Drive, Caledon (Bolton North), Ontario L7E 2V4

4 beds
3 baths
82 days

This updated, move-in ready, home is a must see for any family looking to move to the highly sought after Bolton North community. Follow the newly laid stone walkway into your next home where you will enter to see a magnificent new 24"x24" ceramic, marble-like floor and a new staircase with

House for sale: 17 SHANGRILA TERRACE, Caledon

45 photos

$1,199,000

17 Shangrila Terrace, Caledon (Bolton North), Ontario L7E 2N2

5 beds
4 baths
75 days

This two-storey, 4-bedroom, 4-bathroom home with a finished walkout basement is a real crowd-pleaser. Family friendly area. Treed view. Boasting 2,356 sq. ft. plus the finished basement provides over 3000 sq. ft of living space. The main floor is bright and airy with hardwood flooring throughout.

Sandy Hopkinson,Century 21 Heritage Group Ltd.
Listed by: Sandy Hopkinson ,Century 21 Heritage Group Ltd. (905) 866-9443
House for sale: 59 TARQUINI CRESCENT, Caledon

29 photos

$1,269,000

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

5 beds
5 baths
68 days

A Rare Family Floor Plan That Simply Doesn't Come Along Often! Situated on a premium corner lot with no neighbours directly across the street and ample parking for family and guests, this extensively renovated 5-bedroom, 5-bathroom home combines exceptional craftsmanship with a layout designed

Listed by: Sean Dylan Anderson ,The Richie Group Inc. (519) 942-0234
House for sale: 36 COACHWOOD MANOR COURT, Caledon

42 photos

$1,249,900

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

4 beds
4 baths
67 days

A rare opportunity to own a fully renovated home that is situated on a quiet and dead-end, family-friendly court. Children can safely play, and neighbours enjoy a true sense of community. Families will love the exceptional location, with several elementary schools within walking distance and

Anna Fitzcharles,One Percent Realty Ltd.
Listed by: Anna Fitzcharles ,One Percent Realty Ltd. (416) 858-5657
House for sale: 307 PEARL STREET, Caledon

24 photos

$829,999

307 Pearl Street, Caledon (Bolton West), Ontario L7E 4Z2

4 beds
2 baths
64 days

Welcome to this charming brick bungalow nestled in the heart of sought-after Bolton West, where comfort, character, and community come together. From the inviting front verandah to the private backyard, this home offers a warm and welcoming atmosphere that's perfect for families, downsizers,

Listed by: Daniel De Rosa ,Re/max Experts (647) 515-6807
House for sale: 24 HANTON CRESCENT, Caledon

42 photos

$1,549,000

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

4 beds
4 baths
63 days

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 A Bright, Open-Concept Layout

House for sale: 14190 MOUNT HOPE ROAD, Caledon

31 photos

$1,899,900

14190 Mount Hope Road, Caledon (Bolton North), Ontario L7E 3K3

7 beds
5 baths
62 days

ATTENTION DEVELOPERS AND INVESTORS!! This dream country home on 1 acre is sure to impress you. LOCATED ON PRIME DEVELOPMENT LAND WITH RM zoning which allows for severing the lot and building multiple residential homes OR A MULTIPLEX and many other uses permitted. This property and home are

Laura Elizabeth Smith,Lpt Realty
Listed by: Laura Elizabeth Smith ,Lpt Realty (416) 660-1115
House for sale: 23 BERRYDOWN DRIVE, Caledon

49 photos

$1,389,000

23 Berrydown Drive, Caledon (Bolton East), Ontario L7E 1P9

5 beds
4 baths
54 days

Welcome to 23 Berrydown Drive - a beautifully renovated, turnkey home that's been meticulously maintained and thoughtfully updated from top to bottom. Offering exceptional curb appeal and modern finishes throughout, this move-in ready property is perfect for buyers looking for style, comfort,

House for sale: 1 GOODFELLOW CRESCENT, Caledon

48 photos

$1,010,000

1 Goodfellow Crescent, Caledon (Bolton North), Ontario L7E 5Z4

5 beds
4 baths
51 days

Welcome to 1 Goodfellow Crescent, a spacious family home situated on a premium corner lot in one of Bolton North's most established and sought-after neighbourhoods. Offering approximately 2,769 sq. ft. above grade plus a finished basement with apartment/in-law suite, this 4+1 bedroom, 4 bathroom

Anthony Caputo,Re/max Experts
Listed by: Anthony Caputo ,Re/max Experts (416) 938-7771
House for sale: 249 LEAVENS COURT, Caledon

48 photos

$899,000

249 Leavens Court, Caledon (Bolton East), Ontario L7E 2A8

3 beds
3 baths
51 days

Located in the desirable South Hill community of Bolton, welcome to 249 Leavens Court. This beautifully updated home features 3 bedrooms, 3 bathrooms, and a finished basement complete with a Cozy rec room with rough ins for future kitchen/laundry room.The open-concept main floor offers a fully

Listed by: Rob Schneider ,Century 21 B.j. Roth Realty Ltd. (705) 436-2121
House for sale: 4 COMPTON COURT, Caledon

38 photos

$1,099,999

4 Compton Court, Caledon (Bolton East), Ontario L7E 1L4

4 beds
4 baths
47 days

Welcome to 4 Compton Crescent, Bolton!Spacious 4-bedroom home offering comfortable living in a highly desirable family-friendly neighbourhood. This well-maintained property features a practical layout with generous principal rooms, ideal for both everyday living and entertaining.The main floor

Listed by: Fahad Javed ,Century 21 Property Zone Realty Inc. (647) 898-1739
House for sale: 4 TOMEL COURT, Caledon

49 photos

$1,299,000

4 Tomel Court, Caledon (Bolton West), Ontario L7E 1B2

5 beds
4 baths
43 days

Pride of ownership shines throughout this beautiful home, offered for sale for the very first time! Ideally situated on a quiet cul-de-sac, this meticulously maintained residence offers 2,450 sq. ft. of elegant living space with 4+1 spacious bedrooms and four bathrooms. Elegant French doors

Christina Gerodimou,Remax Your Community Realty
Listed by: Christina Gerodimou ,Remax Your Community Realty (905) 832-6656
House for sale: 8 EVANS RIDGE, Caledon

50 photos

$1,499,900

8 Evans Ridge, Caledon (Bolton North), Ontario L7E 2Z2

3 beds
3 baths
41 days

Welcome to 8 Evans Ridge - a beautifully maintained true bungalow offering over 1,700 sq ft of thoughtfully designed living space in the heart of Bolton.Step inside to find gleaming hardwood floors throughout the main level, complemented by soaring 9' ceilings and an abundance of pot lighting

Stuart Sinclair,Re/max Experts
Listed by: Stuart Sinclair ,Re/max Experts (905) 499-8800
House for sale: 50 HILLTOP COURT, Caledon

47 photos

$967,000

50 Hilltop Court, Caledon (Bolton West), Ontario L7E 2P8

3 beds
2 baths
41 days

Welcome to 50 Hilltop Court, tucked away on a quiet cul-de-sac in a sought-after Bolton neighborhood and ideally located next to Foundry Park. This well-maintained raised bungalow offers a fantastic combination of privacy, location and comfortable living, with easy access to the Humber River,

Listed by: Spencer Ridding ,Re/max By The Bay Brokerage (705) 441-4289
House for sale: 53 ELLWOOD DRIVE W, Caledon

50 photos

$1,065,000

53 Ellwood Drive W, Caledon (Bolton West), Ontario L7E 4W8

4 beds
3 baths
41 days

Welcome to one of Bolton's most charming turn-key bungalows, perfectly situated in the heart of town! This beautifully updated 3+1 bedroom home offers bright, open-concept living with a stunning renovated kitchen that's perfect for everyday living and entertaining.Step out from eat-in-kitchen

Hannah Manesh,Modern Solution Realty Inc.
Listed by: Hannah Manesh ,Modern Solution Realty Inc. (905) 897-5000
House for sale: 19 TERRASTONE COURT, Caledon

11 photos

$1,099,000

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

5 beds
4 baths
41 days

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 an added bonus for the kids! This upgraded home is fully tenanted with A+++ tenants and

Laura Elizabeth Smith,Lpt Realty
Listed by: Laura Elizabeth Smith ,Lpt Realty (416) 660-1115
House for sale: 27 TERRASTONE COURT, Caledon

49 photos

$980,000

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

5 beds
4 baths
38 days

Welcome to this well-maintained raised bungalow, ideally situated on a quiet court in Bolton's desirable South Hill neighbourhood. Featuring excellent curb appeal and a thoughtfully designed layout, this home offers hardwood flooring throughout, vinyl windows, and an open-concept kitchen with

Evan Jihyun Eom,Retrend Realty Ltd
Listed by: Evan Jihyun Eom ,Retrend Realty Ltd (416) 433-4267
House for sale: 15 ESPOSITO DRIVE, Caledon

41 photos

$899,900

15 Esposito Drive, Caledon (Bolton East), Ontario L7E 1T3

4 beds
3 baths
36 days

One of Bolton's best values! If you've been waiting for the right opportunity to own in South Hill, this is it! Solidly built, this raised bungalow offers outstanding space, a functional layout, and tremendous potential to update at your own pace. Offering 3+1 bedrooms, 3 bathrooms, and approximately

House for sale: 111 EMILY CARR CRESCENT, Caledon

40 photos

$1,069,000

111 Emily Carr Crescent, Caledon (Bolton West), Ontario L7E 2L8

4 beds
4 baths
35 days

Set on a premium 30' x 110' lot with no homes directly behind, this exceptional 4-bedroom, 4-bathroom residence offers the perfect blend of privacy, functionality, and modern family living. With pride of ownership evident throughout, this is a home you'll want to see in person! From the moment

Listed by: Laura Romeo ,Re/max Noblecorp Real Estate (905) 856-6611
House for sale: 67 SHERIN COURT, Caledon

46 photos

$954,900

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

4 beds
3 baths
35 days

Tucked away on a quiet court in Bolton's highly desirable North Hill community, this beautifully renovated 4 bedrooms home sits on an impressive oversized lot, offering the perfect balance of privacy, style, and functionality. Thoughtfully redesigned with warm wood finishes and rustic-inspired

Chris Kelos,Re/max Hallmark Realty Ltd.
Listed by: Chris Kelos ,Re/max Hallmark Realty Ltd. (416) 465-7850
House for sale: 4 GRAY PARK, Caledon

35 photos

$1,399,000

4 Gray Park, Caledon (Bolton West), Ontario L7E 2N3

5 beds
4 baths
35 days

Welcome to this beautifully maintained home in Bolton's desirable North Hill neighbourhood, where pride of ownership is evident throughout. This bright and spacious two-story home offers a thoughtfully designed layout featuring 3 bedrooms and 4 bathrooms. The open-concept main floor seamlessly

Listed by: Pino Borino ,Re/max West Realty Inc. (416) 710-7653
House for sale: 156 CEDARGROVE ROAD, Caledon

37 photos

$1,038,000

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

4 beds
4 baths
34 days

Welcome to 156 Cedargrove Road, a beautifully maintained, move-in-ready family home in one of Bolton's most loved family neighbourhoods. Designed for growing family life, this spacious 4-bedroom home offers the kind of layout families are always searching for. The heart of the home is the bright,

Katharine Loucaidou,Exp Realty
Listed by: Katharine Loucaidou ,Exp Realty (905) 863-7893
House for sale: 46 CROSS COUNTRY BOULEVARD, Caledon

50 photos

$1,099,000

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

3 beds
3 baths
34 days

Welcome to this beautifully maintained home nestled in a family-friendly Bolton neighbourhood, offering a wonderful combination of comfort, functionality, and thoughtful updates. With welcoming curb appeal & an inviting interior, this home is truly move-in ready and offers plenty of space for

Cheryl Robb,Royal Lepage Rcr Realty
Listed by: Cheryl Robb ,Royal Lepage Rcr Realty (416) 805-1316

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.