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
51 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: 25 SIR LANCELOT COURT, Caledon

50 photos

$1,349,999

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

5 beds
4 baths
17 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: 116 FRANK JOHNSTON ROAD, Caledon

41 photos

$1,299,000

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

4 beds
4 baths
30 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: 6 FLINTWOOD AVENUE, Caledon

46 photos

$979,900

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

4 beds
3 baths
31 days

Cross Streets: King St./ Harvest Moon Drive/ Headwater Rd. ** Directions: King St./ Harvest Moon Drive/ Headwater Rd. Begin your family's next chapter in this warm and welcoming all-brick home, nestled in the sought-after Bolton West community. Perfectly positioned just moments from top-rated

Listed by: Manila Goncalves ,Exp Realty (416) 930-9657
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
17 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: 57 ROYALTON DRIVE, Caledon

20 photos

$1,150,900

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

4 beds
3 baths
51 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, renovated gourmet

Sara Lauro,Royal Lepage Maximum Realty
Listed by: Sara Lauro ,Royal Lepage Maximum Realty (905) 265-3022
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
75 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: 203 LANDSBRIDGE STREET, Caledon

43 photos

$929,900

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

3 beds
4 baths
9 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: 88 CASTELLI COURT, Caledon

50 photos

$1,399,900

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

4 beds
4 baths
38 days

Hwy 50 and Columbia Way Welcome to 88 Castelli Court located in one of Bolton's most prestigious sought-out after area. This 2 storey home has 4 bedrooms, 2 kitchens, main floor laundry room and finished basement with lots of space to entertain. Located on a premium lot, backs onto beautiful

Aldo Rossi,Remax Your Community Realty
Listed by: Aldo Rossi ,Remax Your Community Realty (416) 271-9601
House for sale: 51 HARVEST MOON DRIVE, Caledon

50 photos

$999,900

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

3 beds
4 baths
4 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: 107 MARTHA STREET, Caledon

41 photos

$824,900

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

3 beds
2 baths
59 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.

Jasmine Maria Xuereb,Sutton Group Elite Realty Inc.
Listed by: Jasmine Maria Xuereb ,Sutton Group Elite Realty Inc. (905) 848-9800
House for sale: 4 VANTAGEBROOK COURT, Caledon

50 photos

$1,469,800

4 Vantagebrook Court, Caledon (Bolton North), Ontario L7E 1J3

4 beds
4 baths
2 days

Cross Streets: Hwy 50 & Columbia Way. ** Directions: North on Hwy 50, Turn Right (East) on Columbia Way, to Taylorwood Ave, to Vantagebrook Crt. Welcome to this exceptional, meticulously cared-for home, ideally located on a premium court in one of Bolton's most desirable, family-friendly neighbourhoods.

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

50 photos

$1,399,000

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

6 beds
5 baths
8 days

Cross Streets: Evans Ridge & Silvervalley. ** Directions: Evans Ridge & Silver valley. Welcome to 24 Christensen Ave, a beautifully upgraded and exceptionally spacious 4+1 bedroom detached home in highly sought-after Bolton North! With approximately $240,000 in recent upgrades, this property

Listed by: Sanjay Mehta ,Royal Lepage Ignite Realty (416) 282-3333
House for sale: 99 GRAY PARK DRIVE, Caledon

39 photos

$1,499,900

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

5 beds
4 baths
8 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: 50 CROSS COUNTRY BOULEVARD, Caledon

45 photos

$1,269,900

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

4 beds
3 baths
31 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: 19 TERRASTONE COURT, Caledon

28 photos

$1,164,900

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

5 beds
4 baths
120 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: 126 MELLOW CRESCENT, Caledon

42 photos

$974,900

126 Mellow Crescent, Caledon (Bolton East), Ontario L7E 1Z2

4 beds
2 baths
42 days

QUEEN ST S AND ALLAN DR Stunning FULLY renovated turn-key 3 level, 3-bedroom side split home located in the highly sought after south hill East Bolton! Very quiet street! This home boasts modern elegance, style & comfort combined. Open concept kitchen, living & dining room, gas range with quartz

Fernando Aguilar,Best Sellers Real Estate Ltd.
Listed by: Fernando Aguilar ,Best Sellers Real Estate Ltd. (905) 273-4211
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
73 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

43 photos

$839,000

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

4 beds
2 baths
21 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 sought-after Bolton West community! Set on an oversized pie-shaped lot with a 50 ft frontage and a backyard widening

Bill Parnaby,Royal Lepage Rcr Realty
Listed by: Bill Parnaby ,Royal Lepage Rcr Realty (289) 514-2489
House for sale: 234 ALLAN DRIVE, Caledon

40 photos

$1,134,900

234 Allan Drive, Caledon (Bolton East), Ontario L7E 1R9

3 beds
4 baths
36 days

Allan Dr/Newlove Bright & spacious detached 2-storey in sought-after South Hill, Bolton. Features renovated kitchen with stainless steel appliances, plus separate entrance to finished basement with kitchen & 3-pc bath - ideal for extended family or potential rental. Backs onto school field

House for sale: 100 HUMBER LEA ROAD, Caledon

22 photos

$1,019,000

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

4 beds
2 baths
36 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: 99 SENATOR WAY, Caledon

48 photos

$798,000

99 Senator Way, Caledon (Bolton North), Ontario L7S 2S6

4 beds
3 baths
2 days

Columbia Way / Forest Gate Welcome to this bright & beautifully maintained family home in the prestigious Bolton North Hill Community. Showcasing true pride of ownership, this exceptional residence offers 3 spacious bedrooms, 3 bathrooms, and thoughtfully curated upgrades throughout. Step inside

Listed by: Sukhi Singh ,Royal Lepage Premium One Realty (416) 410-9111
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
13 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: 69 KING STREET W, Caledon

27 photos

$829,000

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

3 beds
2 baths
83 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: 8 GRAPEVINE ROAD, Caledon

38 photos

$1,010,000

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

4 beds
3 baths
6 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: 44 FOUNTAINBRIDGE DRIVE, Caledon

42 photos

$1,389,900

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

5 beds
4 baths
9 days

Cross Streets: LANDSBRIDGE/QUEENSGATE/PEMBROOK. ** Directions: East on Queensgate, Left on Landsbridge, Right on Fountainbridge. A Fully Renovated, Turnkey Luxury Home in Bolton's South Hill. Welcome to 44 Fountainbridge Drive, where high-end design and everyday comfort come together in one

Melanie Cozzi,Royal Lepage Rcr Realty
Listed by: Melanie Cozzi ,Royal Lepage Rcr Realty (905) 857-0651
House for sale: 163 BIRCHLAWN ROAD, Caledon

38 photos

$1,100,000

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

3 beds
3 baths
72 days

Cross Streets: Birchlawn x Kingsview. ** Directions: humberview Right on kingsview left on Birchlawn. 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

House for sale: 17 NORTON BOULEVARD, Caledon

9 photos

$1,480,000

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

2 beds
1 baths
35 days

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

Listed by: Stephen Ongaro ,Psr (905) 709-5707
House for sale: 16 HUMBERSHED CRESCENT, Caledon

39 photos

$929,900

16 Humbershed Crescent, Caledon (Bolton West), Ontario L7E 2X2

4 beds
4 baths
31 days

Cross Streets: Cedargrove / Humbershed. ** Directions: Coleraine North/ Harvest Moon West/Cedargrove44FLEX162167.65PeelNorth. Welcome to this stunning 3+1 bedroom, 4 bathroom semi-detached home in the heart of Bolton! This beautifully maintained property features an upgraded modern kitchen,

Listed by: Domenic Dettore ,Re/max Noblecorp Real Estate (905) 856-6611
House for sale: 60 HUMBERSHED CRESCENT, Caledon

50 photos

$1,189,000

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

5 beds
5 baths
45 days

King & Harvest Moon Welcome to luxury living in the heart of Bolton West. This stunning 2,461 sq. ft. semi-detached by Marycroft Homes boasts over $150k in premium upgrades. The main floor features soaring 9-foot ceilings and an airy, open layout perfect for entertaining. With 4+1 spacious

Listed by: Melissa Cristiano ,Re/max Experts (905) 499-8800
House for sale: 84 FOUNTAINBRIDGE DRIVE, Caledon

39 photos

$799,000

84 Fountainbridge Drive, Caledon (Bolton East), Ontario L7E 1V6

3 beds
3 baths
10 days

Queensgate & Albion Vaughan Welcome to this well-maintained and thoughtfully updated 3 bedroom, 3 bathroom semi-detached home located in one of Bolton's most sought-after family neighbourhoods. This inviting property offers a perfect blend of modern upgrades, functional living space, and a

Giovanni Caschera,Sutton Group Old Mill Realty Inc.
Listed by: Giovanni Caschera ,Sutton Group Old Mill Realty Inc. (416) 234-2424
House for sale: 8 JACK KENNY COURT, Caledon

44 photos

$1,319,990

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

4 beds
4 baths
29 days

Coleraine Drive & Harvest Moon Dr Welcome to the Home You've Been Waiting For! This brand-new home to be built by Grand Brook Homes by Summer 2026 (Lot 5) is ideally located on a quiet private court in the prestigious Bolton West community. Offering 4 spacious bedrooms and 4 bathrooms, this

Listed by: Sukhi Singh ,Royal Lepage Premium One Realty (416) 410-9111
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
29 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: 15 JACK KENNY COURT, Caledon

45 photos

$1,179,900

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

4 beds
4 baths
43 days

Cross Streets: Coleraine Dr & Harvest Moon Dr. ** Directions: Coleraine Dr & Harvest Mood Dr. Welcome to this beautifully maintained 3-bedroom home tucked away on a quiet, family-friendly court in one of Bolton's most sought-after neighbourhoods. Backing directly onto a scenic pond, this property

Angela Sardella,Royal Lepage Rcr Realty
Listed by: Angela Sardella ,Royal Lepage Rcr Realty (416) 709-0993
House for sale: 49 CROSS COUNTRY BOULEVARD, Caledon

46 photos

$1,229,999

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

6 beds
4 baths
28 days

Cross Streets: Hwy 50/ Cross Country. ** Directions: from hwy 50 to Cross country blv. 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

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

32 photos

$1,150,000

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

5 beds
4 baths
27 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: 134 QUEEN STREET N, Caledon

30 photos

$879,000

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

5 beds
3 baths
26 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: 4 KNOLL HAVEN CIRCLE, Caledon

45 photos

$859,000

4 Knoll Haven Circle, Caledon (Bolton North), Ontario L7E 2R8

4 beds
4 baths
11 days

Columbia Way/Forest Gate 4 Knoll Haven Circle Beautiful 3+1 bedroom Semi Detached home located on Bolton's desirable North Hill, Perfect forfirst time home buyers, downsizers, or anyone looking for a turn key semi under 900k! This property features updated hardwood flooring and a modernized

Listed by: Paolo Joseph Deluca ,Re/max Experts (905) 499-8800
House for sale: 195 RIDGE ROAD, Caledon

47 photos

$959,900

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

3 beds
3 baths
15 days

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

House for sale: 7 SOUTHBURY MANOR DRIVE, Caledon

50 photos

$1,199,000

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

6 beds
4 baths
20 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: 24 MANORWOOD COURT, Caledon

50 photos

$879,900

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

3 beds
3 baths
20 days

Columbia Way/Forest Gate Ave Welcome To 24 Manorwood Court, A Beautifully Maintained Home Nestled On Bolton's Desirable North Hill, Where Peaceful Surroundings And Nature Meet Everyday Convenience. This Charming 3 Bedroom, 3 Bathroom Home Offers A Functional Layout With A Finished Basement

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
17 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: 269 GLENWOOD CRESCENT W, Caledon

37 photos

$1,269,900

269 Glenwood Crescent W, Caledon (Bolton East), Ontario L7E 1Z5

4 beds
3 baths
7 days

HIGHWAY 50 & ELLWOOD DRIVE E. Welcome to 269 Glenwood Crescent, rarely offered Detached Back-split home. Step into a home that truly checks every box-style, space, and standout features designed for real living. This beautifully updated 4-bedroom, 3-bathroom detached backsplit offers the perfect

House for sale: 61 HEADWATER ROAD, Caledon

50 photos

$1,025,000

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

5 beds
4 baths
35 days

King Rd and Emil Kolb Parkway Absolutely Stunning, Beautifully Maintained 4-Bedroom, 4-Bathroom Detached Home Situated On A Premium 150 Deep Lot In A Sought-After Family-Friendly Neighborhood. From The Moment You Step Inside, You'll Be Impressed By The Open-Concept Layout, Fresh Paint Throughout,

Dave Merat,Royal Lepage Flower City Realty
Listed by: Dave Merat ,Royal Lepage Flower City Realty (647) 984-9694
House for sale: 10 RIVERWOOD TERRACE, Caledon

9 photos

$1,798,888

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

5 beds
4 baths
35 days

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

Angelo Rizzo,Right At Home Realty
Listed by: Angelo Rizzo ,Right At Home Realty (905) 565-9200
House for sale: 13 PAULETTE WAY, Caledon

22 photos

$975,000

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

3 beds
3 baths
85 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: 223 LANDSBRIDGE STREET, Caledon

45 photos

$1,098,000

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

3 beds
4 baths
38 days

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

House for sale: 36 BERRYDOWN DRIVE, Caledon

50 photos

$1,249,900

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

6 beds
4 baths
29 days

Hwy 50/Queensgate Experience Elevated Living In This Fully Upgraded 4+2 Bedroom, 4-Bath Residence. Thoughtfully Redesigned With Sophisticated Finishes And Meticulous Attention To Detail From Interior To Exterior.The Main And Upper Levels Feature Scratch-Resistant Engineered Hardwood Flooring

Sara Puente Gomis,Re/max Experts
Listed by: Sara Puente Gomis ,Re/max Experts (905) 499-8800
House for sale: 910 BOLTON ROAD, North Grenville

50 photos

$1,150,000

910 Bolton Road, North Grenville (803 - North Grenville Twp (Kemptville South)), Ontario K0G 1N0

3 beds
4 baths
36 days

Cross Streets: Hares Hill Rd/Bolton Rd. ** Directions: From Hunt Club Rd. Ottawa Follow ON-416 S to Leeds and Grenville Rd 20/County Rd 20 in North Grenville. Take exit 24 from ON-416 S25 min (46.9 km)Continue on Leeds and Grenville Rd 20. County Rd 18 to Right on Victoria St., left on Hares

Winnie Singer,Royal Lepage Team Realty
Listed by: Winnie Singer ,Royal Lepage Team Realty (613) 852-3881
House for sale: 45 Bolton Street, Moncton

50 photos

$419,900

45 Bolton Street, Moncton, New Brunswick E1E 2H5

3 beds
2 baths
2 days

Off Salisbury Road after Toys For Big Boys. Welcome to 45 Bolton Street, an inviting and meticulously maintained 4-level split nestled in Monctons sought-after West Side. From the moment you arrive, this home showcases true pride of ownership and a perfect balance of comfort, space, and lifestyle.

Tracy Gunter,3 Percent Realty Atlantic Inc.
Listed by: Tracy Gunter ,3 Percent Realty Atlantic Inc. (506) 860-0337

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.