Bolton-House Listings For Sale

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House for sale: 370 WHITEHEAD CRESCENT, Caledon

50 photos

$859,000

370 Whitehead Crescent, Caledon (Bolton North), Ontario L7E 3Z3

3 beds
3 baths
28 days

Cross Streets: Hwy # 50 & Bolton Heights. ** Directions: Take Hwy # 50 north to Bolton Heights, make a left at Kingsview Dr make a right then another. Your new home awaits you in Bolton's desirable North Hill area complete with in law suit and rental potential ! This charming 3 bedroom home

Listed by: Stephanie Blake Pulis ,Re/max West Realty Inc. (905) 857-7653
House for sale: 97 RIVERWOOD TERRACE, Caledon

47 photos

$1,425,000

97 Riverwood Terrace, Caledon (Bolton East), Ontario L7E 1S6

5 beds
3 baths
60 days

Hwy 50 & Queensgate Blvd A rare opportunity to own a beautiful sprawling ranch bungalow with 1712 sq ft in one of Bolton's most sought-after neighbourhoods! Situated on a quiet crescent in desirable South Hill, this elegant 3+2 bedroom, 3 bathroom home is close to schools, parks, and all amenities.

Cheryl Robb,Royal Lepage Rcr Realty
Listed by: Cheryl Robb ,Royal Lepage Rcr Realty (416) 805-1316
House for sale: 21 BERRYDOWN DRIVE, Caledon

49 photos

$1,115,000

21 Berrydown Drive, Caledon (Bolton East), Ontario L7E 1L6

4 beds
3 baths
54 days

Highway 50/ Queensgate Nestled in one of Bolton's most desirable and peaceful neighbourhoods, 21 Berrydown Drive offers the perfect combination of space, style and serenity. As you walk toward the home you are surrounded by a beautiful flower Garden, Elegant Stucco Accents and Grand Entrance

House for sale: 45 TRAILVIEW LANE, Caledon

25 photos

$999,000

45 Trailview Lane, Caledon (Bolton West), Ontario L7E 2W1

3 beds
3 baths
31 days

Cross Streets: King St / Harvest Moon Drive. ** Directions: Please follow google map. Timeless Elegance in Bolton West Discover this beautifully maintained 3-bedroom home in the heart of Bolton West, offering approx. 2,000 sq ft of refined living space. Ideally located near top schools, parks,

House for sale: 12 MANORWOOD COURT, Caledon

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$875,000

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

3 beds
3 baths
36 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: 116 FRANK JOHNSTON ROAD, Caledon

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$1,375,000

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

4 beds
4 baths
110 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: 54 STATION ROAD, Caledon

50 photos

$1,150,000

54 Station Road, Caledon (Bolton West), Ontario L7E 1V1

3 beds
3 baths
3 days

King and Ellwood Welcome to this charming detached bungalow located in the highly sought-after Bolton West Hill area! Offering over 1,700 sq ft of total living space, this 2+1 bedroom home features a spacious and functional layout perfect for families or downsizers. Enjoy the convenience of

Listed by: Frank J Hribar ,Royal Lepage Credit Valley Real Estate (416) 804-2939 X42939
House for sale: 13 CARRIAGE HOUSE ROAD, Caledon

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$898,000

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

3 beds
3 baths
2 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-friendly neighborhoods. 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: 58 OLD KING ROAD, Caledon

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$1,449,900

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

5 beds
3 baths
73 days

King St & Old King Rd Calling all builders & developers! Discover the ultimate blend of tranquility and potential at 58 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'

House for sale: 126 MELLOW CRESCENT, Caledon

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$999,900

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

4 beds
2 baths
39 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,Century 21 Best Sellers Ltd.
Listed by: Fernando Aguilar ,Century 21 Best Sellers Ltd. (905) 273-4211
House for sale: 51 CRESTRIDGE DRIVE, Caledon

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$1,149,000

51 Crestridge Drive, Caledon (Bolton North), Ontario L7E 2T9

3 beds
3 baths
23 days

Cross Streets: Columbia Way / Mt Hope Rd. ** Directions: Columbia Way & Mt Hope Rd. Outstanding 3-Bedroom Home Backing Onto a Scenic Pond in Bolton's Sought-After North Hill Community!Nestled on a tranquil, dead-end street with minimal traffic, this beautifully maintained home offers the perfect

Listed by: Guru Saraf ,Right At Home Realty (416) 910-0684
House for sale: 40 BIRCHVIEW CRESCENT, Caledon

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$1,049,999

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

3 beds
3 baths
59 days

Humber Valley Heritage Trail 40 Birchview Crescent, Bolton Welcome to this charming family home on a kid-safe street, just steps from schools. The main floor showcases maple hardwood floors, a large vaulted kitchen with island and walkout to the backyard, plus a sunken family room with cozy

Listed by: Jason John Castiglione ,Re/max Ultimate Realty Inc. (416) 530-1080
House for sale: 43 WAKELY BOULEVARD, Caledon

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$1,299,000

43 Wakely Boulevard, Caledon (Bolton West), Ontario L7E 2H1

4 beds
4 baths
49 days

King St/Station Rd Welcome to 43 Wakely Blvd, Bolton - Bright, Spacious, and Move-In Ready Pride of ownership is clear in this beautifully maintained 4-bedroom home, ideally located in one of Bolton's most family-friendly neighbourhoods. Set on a private, fully fenced lot with a covered front

Listed by: Alex Monaco ,Re/max West Realty Inc. (905) 857-7653
House for sale: 417 KINGSVIEW DRIVE, Caledon

33 photos

$1,198,888

417 Kingsview Drive, Caledon (Bolton North), Ontario L7E 1J4

4 beds
4 baths
36 days

Hwy 50 / Bolton Heights This attractive and meticulously maintained 4-bedroom, 4-bathroom home offers approximately 2,500 sqft of comfortable living space designed with family in mind. Step inside to find a bright and inviting main floor featuring a large sun-filled family room, an oversized

House for sale: 14 COUNTRY STROLL CRESCENT, Caledon

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$1,249,999

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

5 beds
4 baths
54 days

HWY 50/ ELLWOOD DR IF YOU HAVE BEEN WAITING FOR YOUR FOREVER HOME THEN THIS ONE IS FOR YOU! WELCOME TO 14 COUNTRY STROLL CRESCENT WHERE BEAUTY MEETS SERENITY IN THE HEART OF BOLTON WEST. THIS METICULOUSLY KEPT 4+1 BEDROOM, 4 BATH HOME WITH A DOUBLE CAR GARAGE HAS BEEN TASTEFULLY UPGRADED FROM

Tasmia Ahmed,Re/max Gold Realty Inc.
Listed by: Tasmia Ahmed ,Re/max Gold Realty Inc. (905) 673-8500
House for sale: 160 LITTLE COURT, Caledon

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$1,799,900

160 Little Court, Caledon (Bolton North), Ontario L7E 3T8

4 beds
3 baths
53 days

Humber Lea Rd/Crestwood Rd/Little Court Welcome to 160 Little Court, a rare offering on Boltons most exclusive 7-home private court. This exceptional 4-bedroom family residence sits on nearly half an acre with no neighbours behind, backing onto protected conservation. The true showstopper is

Katharine Loucaidou,Exp Realty
Listed by: Katharine Loucaidou ,Exp Realty (905) 863-7893
House for sale: 100 HUMBER LEA ROAD, Caledon

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$1,069,900

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

4 beds
2 baths
24 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: 31 MCCABE CRESCENT, Caledon

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$1,349,900

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

4 beds
3 baths
52 days

Cross Streets: Columbia Way/Mount Hope. ** Directions: Columbia way, south on Mount Hope, west on Guardhouse, north on Mccabe. Here is your opportunity to live in a sought-after community cuddled in North Bolton. Located on McCabe Crescent and offered by its original owner, this home is situated

Listed by: Adam Romasco ,Re/max Experts (905) 499-8800
House for sale: 42 DEER VALLEY DRIVE, Caledon

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$1,029,900

42 Deer Valley Drive, Caledon (Bolton West), Ontario L7E 2E5

4 beds
4 baths
9 days

Deer Valley And King St This well-kept detached home in Bolton West offers a spacious and functional layout designed for comfortable family living. The main floor features elegant hardwood floors, a bright living and dining area, and a cozy family room with a fireplace perfect for relaxing

House for sale: 183 RIDGE ROAD, Caledon

50 photos

$1,149,000

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

3 beds
3 baths
9 days

QUEEN ST/WILLIAM Beautifully Renovated freshly painted Raised Bungalow in Bolton West! Located in a quiet, family-friendly area, this home features a large irregular 52' lot, double driveway, garage access & separate side entrance with potential in-law suite (2nd kitchen, 4-pc bath, rec room

House for sale: 11 FOUNTAINBRIDGE DRIVE, Caledon

47 photos

$1,299,000

11 Fountainbridge Drive, Caledon (Bolton East), Ontario L7E 1P6

4 beds
4 baths
28 days

Cross Streets: Queensgate/Landsbridge. ** Directions: Right on Fountainbridge Dr from Landsbridge St. Beautifully Upgraded Home in Prime Bolton Location! This stunning 4-bedroom, 4-bathroom home offers over 3,000 sq ft of finished living space, including a spacious family room, 2 full kitchens,

Anthony Di Chiazza,Real Broker Ontario Ltd.
Listed by: Anthony Di Chiazza ,Real Broker Ontario Ltd. (888) 311-1172
House for sale: 44 EDGAR ROAD, Caledon

36 photos

$1,158,000

44 Edgar Road, Caledon (Bolton East), Ontario L7E 2J9

5 beds
3 baths
63 days

Landsbridge/Tanzini Welcome to this beautifully maintained raised bungalow nestled in a desirable Bolton neighborhood! Featuring 3+2 spacious bedrooms and 3 full bathrooms, this home offers ample space for growing families or those seeking extra room for guests or a home office. Enjoy the warmth

House for sale: 29 CEDARGROVE ROAD, Caledon

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$899,000

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

4 beds
3 baths
14 days

Harvest Moon/Cedargrove Welcome to this charming family home located in one of Bolton's most quiet and desirable neighbourhoods in beautiful Caledon. Perfectly situated for families, this well-maintained property is just minutes away from parks, grocery stores, and several top-rated schools,

Listed by: Maaz Panchbhaya ,Sutton Group - Summit Realty Inc. (905) 897-9555
House for sale: 104 TAYLORWOOD AVENUE, Caledon

40 photos

$1,299,999

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

5 beds
3 baths
16 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. Inside, you'll find a cozy and inviting layout designed for comfortable family

House for sale: 9 SHEARDOWN TRAIL, Caledon

24 photos

$1,135,000

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

4 beds
4 baths
4 days

Landsbridge/Queensgate Immaculate detached home in a sought-after Bolton neighbourhood, offering approximately 2,650 sq. ft. of living space including a fully finished basement with a separate entrance. This beautifully renovated residence features a bright open-concept layout, a modern kitchen

Listed by: Sharon Beniamin ,Royal Lepage Credit Valley Real Estate (905) 793-5000
House for sale: 15 JACK KENNY COURT, Caledon

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$1,279,000

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

4 beds
4 baths
32 days

Coleraine Dr. & Harvest Moon Dr. Welcome to this charming 3-bedroom home located on a family-friendly court in one of Boltons most desirable areas. Backing onto a scenic pond, this property offers stunning views and a peaceful connection to nature right from your own backyard. The main floor

Angela Sardella,Royal Lepage Rcr Realty
Listed by: Angela Sardella ,Royal Lepage Rcr Realty (416) 709-0993
House for sale: 107 MARTHA STREET N, Caledon

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$948,880

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

3 beds
2 baths
49 days

Cross Streets: Martha And Henderson. ** Directions: Hwy 50 To Martha. A well-maintained property with plenty of space to enjoy In A Desirable BoltonThe main floor features a bright and functional layout with spacious principal rooms, including a welcoming living area. The kitchen provides ample

Jasmine Maria Xuereb,Sutton Group Elite Realty Inc.
Listed by: Jasmine Maria Xuereb ,Sutton Group Elite Realty Inc. (905) 848-9800
House for sale: 12 JACK KENNY COURT, Caledon

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$1,349,990

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

4 beds
4 baths
60 days

Coleraine Drive & Harvest Moon Welcome to the home youve 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: 203 LANDSBRIDGE STREET, Caledon

43 photos

$979,900

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

3 beds
4 baths
60 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: 20 FOXCHASE DRIVE, Caledon

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$1,099,990

20 Foxchase Drive, Caledon (Bolton North), Ontario L7E 1H7

3 beds
4 baths
4 days

HWY 50/ Columbia Way Gorgeous 3 Bedroom Home In Bolton's sought after North Hill. Situated on a 48' lot with no neighbours behind! Meticulously maintained and beautifully renovated featuring brand new concrete walkway and front patio with new asphalt driveway, pot lights and chefs kitchen complete

Listed by: Adam Romasco ,Re/max Experts (905) 499-8800
House for sale: 78 ARCHBURY CIRCLE, Caledon

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$1,285,000

78 Archbury Circle, Caledon (Bolton East), Ontario L7E 2H8

4 beds
4 baths
26 days

Carriage House & Landsbridge Welcome To 78 Archbury Circle, 4 bedrooms and 4 bathrooms detached home in one of Bolton's most sought-after neighbourhoods South Hill, open-concept layout with hardwood floors throughout, family-sized kitchen with centre island, top-of-the-line stainless steel

Franca Rende,Re/max Premier Inc.
Listed by: Franca Rende ,Re/max Premier Inc. (416) 987-8000
House for sale: 128 HAINES DRIVE, Caledon

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$2,689,000

128 Haines Drive, Caledon (Bolton East), Ontario L7E 2C4

6 beds
5 baths
57 days

Cross Streets: Hwy 50 and Norton. ** Directions: Hwy 50 North to Norton Left On Haines. Custom-Built Luxury Home Completed In 2023 By Owner With All Permits Closed. Nestled In The Quiet Neighbourhood Of Bolton, This Exceptional Residence Features 4+2 Bedrooms And 5 Bathrooms With Superior Finishes

Jasmine Maria Xuereb,Sutton Group Elite Realty Inc.
Listed by: Jasmine Maria Xuereb ,Sutton Group Elite Realty Inc. (905) 848-9800
House for sale: 73 HEADWATER ROAD, Caledon

40 photos

$1,249,000

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

4 beds
3 baths
13 days

Headwater Road & King St Client RemarksWelcome to this open concept beautifully maintained 4 bedroom, 3 bathroom home in a family neighbourhood of the Bolton. From the moment you step inside, you'll be greeted by a large main floor with a Dream Updated Modern Kitchen serving as the heart of

Paul Rishi,Royal Lepage Certified Realty
Listed by: Paul Rishi ,Royal Lepage Certified Realty (905) 452-7272
House for sale: 10 CULPEPPER COURT, Caledon

38 photos

$1,099,900

10 Culpepper Court, Caledon (Bolton North), Ontario L7E 5V6

4 beds
4 baths
23 days

Cross Streets: Columbia Way & Westchester. ** Directions: Go East on Columbia Way from Hwy 50, Turn right (South) onto Westchester Blvd, turn right onto Culpepper. COURT LOCATION! Desirable North Hill. Well laid out detached home with finished basement. Main floor laundry room with entry to

House for sale: 50 WILLOW STREET, Caledon

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$1,599,000

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

4 beds
5 baths
4 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: 175 CONNAUGHT CRESCENT, Caledon

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$994,500

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

4 beds
2 baths
25 days

Cross Streets: King & Connaught. ** Directions: King/Connaught. Welcome to 175 Connaught Crescent, boasting over 2400 sqft of living space. A beautifully renovated 4-level sidesplit just steps from downtown Bolton. This home boasts a modern, spacious renovated kitchen with a large island, 3+1

Listed by: Stephen Bulatovic ,Sutton Group Realty Systems Inc. (905) 896-3333
House for sale: 329 ELLWOOD DRIVE W, Caledon

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$999,000

329 Ellwood Drive W, Caledon (Bolton West), Ontario L7E 2G9

4 beds
4 baths
25 days

Cross Streets: Colerain and Ellwood Dr. West. ** Directions: Coleraine and Ellwood Dr. West. Welcome to this beautiful sun-drenched Detached Home in Bolton's sought-after West end. This Home has a lot to offer with room for improvement. Great for growing family. Freshly Painted Throughout

Listed by: Maurizia De Biasio ,Icloud Realty Ltd. (416) 364-4776
House for sale: 44 FOUNTAINBRIDGE DRIVE, Caledon

44 photos

$1,499,900

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

5 beds
4 baths
100 days

Cross Streets: LANDSBRIDGE/QUEENSGATE/PEMBROOK. ** Directions: HWY 50, EAST ON QUEENSGATE, NORTH ON PEMBROOK. Where Luxury Living Meets Everyday Ease! Tucked within Bolton's coveted South Hill community, 44 Fountainbridge Drive is a rare blend of style, comfort, and functionality. Renovated

Melanie Cozzi,Royal Lepage Rcr Realty
Listed by: Melanie Cozzi ,Royal Lepage Rcr Realty (905) 857-0651
House for sale: 273 NEWLOVE DRIVE, Caledon

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$1,098,000

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

3 beds
3 baths
42 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: 26 SHADY GLEN CRESCENT, Caledon

49 photos

$1,157,000

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

5 beds
4 baths
66 days

Cross Streets: Landsbridge St & Dovastan Gate. ** Directions: See google maps. Welcome to this meticulously maintained detached 4 bedroom 4 bath home in Bolton's south hill! This home features a finished basement and an 15x22 foot above ground pool! This home is over 2000 square ft above grade

Francesca Valente,Re/max West Realty Inc.
Listed by: Francesca Valente ,Re/max West Realty Inc. (416) 436-4829
House for sale: 173 KINGSVIEW DRIVE, Caledon

50 photos

$1,150,000

173 Kingsview Drive, Caledon (Bolton North), Ontario L7E 3W8

5 beds
2 baths
8 days

Kingsview and Humber Lea Dr Welcome to 173 Kingsview Drive, The bungalow you've been waiting for in Bolton! Set on a rare 75 x 140 foot premium lot, this beautifully renovated home combines modern style, functionality, and endless possibilities. With 1,227 sq. ft. on the main floor plus a fully

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

44 photos

$924,900

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

3 beds
3 baths
9 days

KING RD / COLEREANE DR Welcome to this stunning 3-bedroom, 2.5-bath semi-detached High Demand Bolton W. Neighbourhood, offering the perfect blend of style, space, and comfort. Step inside to a bright open-concept layout with elegant pot lights, crown moulding, and hardwood floors throughout.

Listed by: Vicky Parwana ,Re/max President Realty (647) 772-0405
House for sale: 44 SUNKIST VALLEY ROAD, Caledon

45 photos

$1,175,000

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

3 beds
2 baths
3 days

ALBION VAUGHAN & OLD KING RD Welcome Home To 44 Sunkist Valley Road, A Charming 3-Bedroom Home Nestled In Bolton's Prestigious Valley, The Community Everyone Longs To Call Home. Known For It's Luxury, Privacy, And Prestige, It's No Surprise This Exclusive Pocket Is Of High Demand. Surrounded

Listed by: Ally Kwan-navarro ,Re/max Experts (905) 499-8800
House for sale: 28 WAKELY BOULEVARD, Caledon

40 photos

$1,154,900

28 Wakely Boulevard, Caledon (Bolton West), Ontario L7E 2G9

5 beds
4 baths
59 days

King Street West & Coleraine Drive Welcome to this beautifully maintained detached home in the heart of Bolton, set on a corner lot directly across from Wakely Memorial Park. Offering over 2000 square feet of living space, this two-story residence combines comfort, convenience, and versatility

Listed by: Nidia Campbell ,Royal Lepage Rcr Realty (905) 857-0651
House for sale: 63 ROLLING HILLS LANE, Caledon

36 photos

$1,299,000

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

3 beds
3 baths
10 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,Royal Lepage Your Community Realty
Listed by: Maria Calabrese ,Royal Lepage Your Community Realty (416) 418-3473
House for sale: 13 PAULETTE WAY, Caledon

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$1,099,000

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

3 beds
3 baths
58 days

Cross Streets: Landsbridge / Royalton. ** Directions: Landsbridge to Royalton and then to Paulette Way. 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,

Sarah Watson,Century 21 Skylark Real Estate Ltd.
Listed by: Sarah Watson ,Century 21 Skylark Real Estate Ltd. (905) 673-3100
House for sale: 47 ELIZABETH STREET, Caledon

26 photos

$999,000

47 Elizabeth Street, Caledon (Bolton West), Ontario L7E 1A3

4 beds
3 baths
3 days

King St & Hwy 50 Large Bungalow with a fully separate entrance to a 2-bedroom in-law suite. Nestled in a quiet, mature neighborhood across from a beautiful park. This spacious original 3-bedroom bungalow offers comfort and functionality. The main level features an updated kitchen with granite

Rocco Pettinaro,Re/max West Realty Inc.
Listed by: Rocco Pettinaro ,Re/max West Realty Inc. (416) 930-6161
House for sale: 190 LANDSBRIDGE STREET, Caledon

50 photos

$1,319,000

190 Landsbridge Street, Caledon (Bolton East), Ontario L7E 2A3

6 beds
5 baths
2 days

Landsbridge & Queensgate Welcome to 190 Landsbridge Street, Caledon, a home that truly redefines modern luxury living. From the moment you step inside, you'll realize you've never seen a home like this before.This 6-bedroom, 5-bathroom luxury bungalow has been fully renovated from top to bottom

Rajiv Rajak,Revel Realty Inc.
Listed by: Rajiv Rajak ,Revel Realty Inc. (416) 317-3111
House for sale: 148 TAYLORWOOD AVENUE, Caledon

40 photos

$949,900

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

4 beds
3 baths
31 days

Columbia Way and Kingsview Dr Client RemarksWelcome 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,

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.