Bolton House Listings For Sale

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House for sale: 116 FRANK JOHNSTON ROAD, Caledon

48 photos

$1,299,000

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

4 beds
4 baths
168 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: 23 CEDARGROVE ROAD, Caledon

39 photos

$1,059,000

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

4 beds
3 baths
108 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: 90 COOLSPRING CRESCENT, Caledon

50 photos

$1,099,900

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

4 beds
4 baths
80 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
79 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

Rosemarie James,Royal Lepage Rcr Realty
Listed by: Rosemarie James ,Royal Lepage Rcr Realty (705) 435-3000
House for sale: 74 DOWNEY DRIVE, Caledon

33 photos

$749,000

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

3 beds
1 baths
58 days

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 and make your own. The kitchen features stainless

Victor Caputo,Re/max Experts
Listed by: Victor Caputo ,Re/max Experts (416) 884-4163
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
46 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 comfort and functionality in mind, it offers four large bedrooms, a family-friendly layout, and generous indoor

House for sale: 525 KING STREET E, Caledon

47 photos

$1,489,000

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

4 beds
3 baths
45 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: 56 FOUNTAINBRIDGE DRIVE, Caledon

39 photos

$1,249,000

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

6 beds
4 baths
38 days

Welcome to 56 Fountainbridge Drive, a detached 2-storey brick home on Bolton's South Hill with no houses behind for extra privacy. This home offers about 3209 sq ft Livable area (2264Sqft above grade & 945 Legal Basement Apartment) and 4 good-size bedrooms. The main floor has a combined living

Parveen Dalal,Century 21 Red Star Realty Inc.
Listed by: Parveen Dalal ,Century 21 Red Star Realty Inc. (647) 269-5666
House for sale: 8 WATERBURY STREET, Caledon

39 photos

$949,000

8 Waterbury Street, Caledon (Bolton East), Ontario L7E 1X2

4 beds
2 baths
36 days

5 Reasons Why You Will Love This Detached 2-Storey Home: 1) The upper floor features a 4-piece bathroom, hardwood flooring and three bedrooms, each offering a window for natural light and a closet. 2) The main floor offers a spacious living room and modern kitchen with smooth ceilings and pot

Gary Cirillo,Realty Executives Priority One Limited
Listed by: Gary Cirillo ,Realty Executives Priority One Limited (905) 738-5478
House for sale: 13 DOVASTON GATE, Caledon

37 photos

$1,150,000

13 Dovaston Gate, Caledon (Bolton East), Ontario L7E 2K3

4 beds
4 baths
30 days

Welcome to 13 Dovaston Gate., a beautifully maintained detached home offering approximately 4109 sq. ft. of total finished living space in one of Bolton East's most sought after family neighborhoods. This home is carpet free and offers 4 good size bedrooms and ample closet space. Basement is

Kiran Kumar,Homelife/miracle Realty Ltd
Listed by: Kiran Kumar ,Homelife/miracle Realty Ltd (905) 454-4000
House for sale: 331 KING STREET E, Caledon

40 photos

$1,679,000

331 King Street E, Caledon (Bolton North), Ontario L7E 3J8

6 beds
3 baths
30 days

Welcome to 331 King Street East, a rare opportunity to own nearly an acre in the heart of Bolton! Situated on an impressive 110.31 x 355.49 ft lot, this 0.947-acre property offers exceptional potential for homeowners, builders and investors. The spacious raised bungalow features 3 bedrooms

Mike Jebo,Re/max Experts
Listed by: Mike Jebo ,Re/max Experts (905) 499-8800
House for sale: 61 HEADWATER ROAD, Caledon

50 photos

$1,010,000

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

4 beds
4 baths
17 days

Located in a desirable Caledon neighbourhood, this spacious detached home features four bedrooms, four bathrooms, and a premium lot offering plenty of outdoor space. The interior offers a fresh, modern feel with large windows, an open layout, and a welcoming living area with a fireplace. Upgraded

Gurjot Dhillon,Royal Star Realty Inc.
Listed by: Gurjot Dhillon ,Royal Star Realty Inc. (905) 793-1111
House for sale: 58 WRIGHT CRESCENT, Caledon

25 photos

$999,000

58 Wright Crescent, Caledon (Bolton North), Ontario L7E 3X5

4 beds
2 baths
10 days

Space, privacy and timeless charm come together at 58 Wright Crescent, a beautifully situated detached backsplit in one of Bolton's established residential neighbourhoods. Set on an impressive 50ftx150ft. lot with no rear neighbours and surrounded by mature trees, this inviting 3+1 bedroom,

Paul Simonetta,Pma Brethour Real Estate Corporation Inc.
Listed by: Paul Simonetta ,Pma Brethour Real Estate Corporation Inc. (905) 415-2710
House for sale: 33 FOUNTAINBRIDGE DRIVE, Caledon

28 photos

$849,000

33 Fountainbridge Drive, Caledon (Bolton East), Ontario L7E 1N5

4 beds
4 baths
10 days

Priced to sell & great value in a mature pocket of Bolton! *Fully detached 2-Storey home built in an era where quality craftsmanship came first! This lovingly cared-for Bolton East home offers the solid structure, practical layout, and back-yard freedom that newer builds just can't replicate.

Stephanie Soave,Real Broker Ontario Ltd.
Listed by: Stephanie Soave ,Real Broker Ontario Ltd. (289) 380-0433
House for sale: 37 CHRISTENSEN AVENUE, Caledon

37 photos

$1,325,000

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

6 beds
4 baths
10 days

You will fall in love with this exceptional detached home situated on a premium corner lot in Bolton North's highly desirable family neighbourhood. Offering nearly 3,000 sq ft above grade, plus a beautifully finished basement, this home combines generous living space, timeless finishes, and

Igor Gryshyn,Re/max Experts
Listed by: Igor Gryshyn ,Re/max Experts (416) 844-0900
House for sale: 39 ERNEST BIASON BOULEVARD, Caledon

28 photos

$1,068,000

39 Ernest Biason Boulevard, Caledon (Bolton East), Ontario L7E 2B6

3 beds
3 baths
9 days

Welcome to 39 Ernest Biason Boulevard - An exceptional residence in Bolton's desirable South Hill community - where timeless elegance meets sophisticated modern living. Beautifully renovated and updated - this stunning detached home offers a thoughtfully designed layout with 3 bedrooms, 3 bathrooms,

Adamo Colella,Re/max West Realty Inc.
Listed by: Adamo Colella ,Re/max West Realty Inc. (416) 999-8058
House for sale: 24 ALBIWOODS TRAIL, Caledon

1 photos

$929,000

24 Albiwoods Trail, Caledon (Bolton East), Ontario L7E 2J6

3 beds
3 baths
1 day

5 Reasons Why You Will Love This Detached Bungalow: 1) The Spacious primary bedroom is designed for comfort, featuring a walk-in closet, abundant natural light and a private 3-piece ensuite. 2) The main level features a bright and inviting living area, a functional kitchen with a walk-out to

Gary Cirillo,Realty Executives Priority One Limited
Listed by: Gary Cirillo ,Realty Executives Priority One Limited (905) 738-5478
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
151 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

Gina Rose Cristello,Solid Rock Realty
Listed by: Gina Rose Cristello ,Solid Rock Realty (613) 878-8157
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
108 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

$1,714,900

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

7 beds
5 baths
107 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: 8 EVANS RIDGE, Caledon

50 photos

$1,474,000

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

3 beds
3 baths
86 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

$929,101

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

3 beds
2 baths
86 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
86 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
86 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: 111 EMILY CARR CRESCENT, Caledon

40 photos

$1,069,000

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

4 beds
4 baths
80 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

Laura Romeo,Re/max Noblecorp Real Estate
Listed by: Laura Romeo ,Re/max Noblecorp Real Estate (905) 856-6611
House for sale: 63 HUMBERSHED CRESCENT, Caledon

48 photos

$1,399,000

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

6 beds
4 baths
67 days

Welcome to this beautifully upgraded family home, perfectly positioned on a premium corner lot in one of Bolton's most desirable neighbourhoods. Offering an impressive combination of space, style and functionality, this move-in-ready residence features 4 spacious bedrooms above grade plus 2

House for sale: 43 CRESTRIDGE DRIVE, Caledon

37 photos

$1,089,000

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

4 beds
4 baths
64 days

Beautiful, recently restyled, one of the BIGGEST houses on the street - 2304 sq.ft.- perfectly nestled in a very desirable location offers 4 spacious good-sized bedrooms and the rare convenience of 3 FULL bathrooms on the upper level plus a powder room on a main. A very practical layout features

Inna Gryshyna,Sutton Group-admiral Realty Inc.
Listed by: Inna Gryshyna ,Sutton Group-admiral Realty Inc. (905) 764-6000
House for sale: 52 WESTCHESTER BOULEVARD, Caledon

50 photos

$1,299,000

52 Westchester Boulevard, Caledon (Bolton North), Ontario L7E 5V8

5 beds
5 baths
59 days

Welcome to 52 Westchester Blvd. A spacious and well-maintained home located in Bolton's desirable North Hill. Offering approximately 2900 ft.2 of living space, this impressive 4 + 1 bedrooms, 5 bathrooms and three kitchen home provides exceptional space and flexibility for today's family. The

Wendy Koster,Re/max Experts
Listed by: Wendy Koster ,Re/max Experts (905) 499-8800
House for sale: 89 WILLOW STREET, Caledon

50 photos

$1,199,900

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

3 beds
3 baths
58 days

WELCOME TO 89 WILLOW, AN IMPRESSIVE CUSTOM BUILT HOME COMPLETED IN 2022, OFFERING APPROXIMATELY 1800 SQFT BEAUTIFULLY DESIGNED LIVIING SPACE WITH HIGH END QUALITY FINISHES THROUGHOUT. STEP INSIDE TO A BRIGHT, OPEN-CONCEPT MAIN LEVEL FEATURING SOARING IO-FT CEILINGS ENGINEERED HARDWOOD FLOORING

Emanuel Rodrigues,Re/max Realty Services Inc.
Listed by: Emanuel Rodrigues ,Re/max Realty Services Inc. (905) 456-1000
House for sale: 9 SANT FARM DRIVE, Caledon

40 photos

$999,999

9 Sant Farm Drive, Caledon (Bolton East), Ontario L7E 1T7

3 beds
3 baths
57 days

Welcome to 9 Sant Farm Drive in the desirable neighbourhood of East Bolton! Offering over 3,100 square feet of total living space including a partly finished basement, this home features a unique multi-level layout similar to a raised bungaloft style home, offering split-level accessibility

Vanessa Moscillo,Re/max Premier Inc.
Listed by: Vanessa Moscillo ,Re/max Premier Inc. (647) 921-8317
House for sale: 10 RIVERWOOD TERRACE, Caledon

12 photos

$1,699,998

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

5 beds
4 baths
53 days

PLEASE TAKE NOTE!!! ONE OF A KIND CUSTOM INTERIOR BUNGALOW LOFT!!! THIS IS NOT A SUBDIVISION BASIC GRADE HOME!!! HIGHLY UPGRADED WITH APPROX $400,000 SPENT IN RENOS!!! EXTREMELY RARE WALK OUT BASEMENT W SEPARATE ENTRANCE ON PIE SHAPED LOT!!!2 CAR GARAGE W/EXTRA ROOMS IN BASEMENT BELOW THE PARKING

Angelo Rizzo,Right At Home Realty
Listed by: Angelo Rizzo ,Right At Home Realty (905) 565-9200
House for sale: 222 ALBERT STREET, Caledon

41 photos

$1,325,000

222 Albert Street, Caledon (Bolton East), Ontario L7E 3J4

3 beds
4 baths
52 days

Welcome To 222 Albert Street, A Beautifully Renovated Side-Split In The Heart Of Bolton Showcasing Designer Finishes And True Pride Of Ownership Throughout. Completely Renovated In 2024, This 3-Bedroom, 3.5-Bathroom Home Providing An Exceptional Amount Of Living Space Across Its Thoughtfully

House for sale: 81 DE ROSE AVENUE, Caledon

50 photos

$1,149,000

81 De Rose Avenue, Caledon (Bolton West), Ontario L7E 1A6

3 beds
4 baths
45 days

Welcome to 81 De Rose Avenue, Bolton! Located in a desirable residential community, this inviting home offers the perfect blend of comfortable living, neighbourhood charm and convenient access to everything Bolton and Caledon have to offer. Step inside to discover a warm and welcoming interior

Maria Casale,Re/max Premier Inc.
Listed by: Maria Casale ,Re/max Premier Inc. (416) 743-5000
House for sale: 36 COACHWOOD MANOR COURT, Caledon

42 photos

$1,180,000

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

4 beds
4 baths
44 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: 8 JACK KENNY COURT, Caledon

46 photos

$1,194,990

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

4 beds
4 baths
43 days

Welcome to the Home You've Been Waiting For! This brand-new home built by Grand Brook Homes is waiting for you to customize and pick your own finishes. Located on a quiet private court in the prestigious Bolton West community. Offering 4 spacious bedrooms and 4 bathrooms, this residence features

Listed by: Sukhi Singh ,Royal Lepage Premium One Realty (416) 410-9111
House for sale: 5 SOUTHBURY MANOR DRIVE, Caledon

33 photos

$1,389,000

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

6 beds
4 baths
42 days

Welcome to 5 Southbury Manor Drive, an impressive family residence situated in the highly sought-after South Hill community of Bolton. Offering approximately 2,582 sq.ft. of spacious living space, this well-proportioned home features 4 bedrooms and 4 bathrooms, providing an ideal layout for

House for sale: 25 SIR LANCELOT COURT, Caledon

50 photos

$1,149,990

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

5 beds
4 baths
40 days

Welcome to this exceptional 4-bedroom, 4-bathroom home nestled on a quiet private court in Bolton's prestigious South Hill community. Thoughtfully upgraded throughout, this residence combines timeless elegance with modern comfort and functionality. A grand foyer with soaring ceilings welcomes

Listed by: Sukhi Singh ,Royal Lepage Premium One Realty (416) 410-9111
House for sale: 134 QUEEN STREET N, Caledon

37 photos

$799,000

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

5 beds
3 baths
40 days

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 Space, Complete with Fireplace. Kitchen Features Lovely Quartz Countertops And Backsplash, Pot Filler And

Julie Mcdonell,Royal Lepage Rcr Realty
Listed by: Julie Mcdonell ,Royal Lepage Rcr Realty (905) 857-0651
House for sale: 115 MEADOWVALE COURT, Caledon

32 photos

$949,900

115 Meadowvale Court, Caledon (Bolton East), Ontario L7E 3H3

4 beds
2 baths
38 days

Tucked away on a quiet, family-friendly court just steps from downtown Bolton and its walking trails, 115 Meadowvale Court is the kind of place where you can finally design the home you've been picturing. The lot is approximately 60 x 118 feet, with a private, peaceful backyard ready for gardens,

Greg Ringer,Royal Lepage Rcr Realty
Listed by: Greg Ringer ,Royal Lepage Rcr Realty (905) 857-0651
House for sale: 98 DE ROSE AVENUE, Caledon

47 photos

$1,270,000

98 De Rose Avenue, Caledon (Bolton West), Ontario L7E 1A7

4 beds
3 baths
32 days

Welcome to 98 De Rose Ave located in Bolton. This charming two-story brick home offers, timeless appeal, a welcoming presence and plenty of potential to make it your own. Featuring a double car garage, private driveway with ample parking and a beautifully landscape front yard.This spacious

Wendy Koster,Re/max Experts
Listed by: Wendy Koster ,Re/max Experts (905) 499-8800
House for sale: 3 NATUREVIEW COURT, Caledon

46 photos

$1,649,000

3 Natureview Court, Caledon (Bolton West), Ontario L7E 2N2

5 beds
4 baths
32 days

Situated In Boltons Most Sought After North Hill. Gorgeous 4+1 Bedroom, 4 Bathroom Home Nestled on a Cul de Sac With Walk-Out To An Entertainers Dream Backyard featuring a Large Deck, Heated Outdoor Pool, Landscaping, Bar Shed and Low Maintenance Astro-Turf. Newly Renovated Main Floor with

Angela Ramos,Royal Lepage Security Real Estate
Listed by: Angela Ramos ,Royal Lepage Security Real Estate (416) 654-1010
House for sale: 59 SENATOR WAY, Caledon

39 photos

$829,999

59 Senator Way, Caledon (Bolton North), Ontario L7E 2R9

3 beds
3 baths
31 days

Looking for a great home? Welcome to 59 Senator Way in North Bolton. This home offers a spacious main floor layout great for hosting and entertaining featuring updated laminate flooring, an open dining and updated kitchen with S/S Appliances and walk out to a sun drenched deck. Make your way

Listed by: Christopher Thomas Genova ,Sutton Group Old Mill Realty Inc. (416) 234-2424
House for sale: 20 GOODFELLOW CRESCENT, Caledon

50 photos

$1,199,000

20 Goodfellow Crescent, Caledon (Bolton North), Ontario L7E 5X8

5 beds
4 baths
31 days

Welcome to 20 Goodfellow Crescent, a substantially expanded 4-bedroom home offering exceptional space, flexibility and thoughtful upgrades directly across from a park. The renovated kitchen features quartz counters, centre island, stainless steel appliances, integrated Miele dishwasher, soft-close

House for sale: 4 TOMEL COURT, Caledon

49 photos

$1,269,000

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

5 beds
4 baths
26 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 approximately 2,500 sq. ft. of elegant living space with 4+1 spacious bedrooms and four bathrooms. Elegant

Christina Gerodimou,Remax Your Community Realty
Listed by: Christina Gerodimou ,Remax Your Community Realty (905) 832-6656
House for sale: 118 WATERBURY STREET, Caledon

49 photos

$1,099,999

118 Waterbury Street, Caledon (Bolton East), Ontario L7E 2G1

5 beds
4 baths
25 days

Designed for family living, this inviting 4+1 bedroom home in the heart of Bolton East offers the space, comfort, and updates today's families are looking for. Featuring hardwood flooring and crown moulding throughout, the open-concept main floor is ideal for everyday living and entertaining.

House for sale: 62 WRIGHT CRESCENT, Caledon

42 photos

$1,039,000

62 Wright Crescent, Caledon (Bolton North), Ontario L7E 3X5

4 beds
4 baths
25 days

Welcome to this beautifully maintained family home in desirable Bolton North! Reflecting true pride of ownership, this inviting home is nestled on a quiet family-friendly Crescent/Street surrounded by mature trees and backing onto peaceful green space with no homes directly behind. Set on a

Bill Parnaby,Royal Lepage Rcr Realty
Listed by: Bill Parnaby ,Royal Lepage Rcr Realty (289) 514-2489
House for sale: 14 JACK KENNY COURT, Caledon

50 photos

$1,399,990

14 Jack Kenny Court, Caledon (Bolton West), Ontario L3Z 0C6

4 beds
4 baths
23 days

Welcome to Your Dream Home in Bolton West! Discover luxury living in this brand-new model home built by Grand Brook Homes, featuring over $100,000 in upgrades! Situated on a quiet private court in the prestigious Bolton West community, this stunning home sits on an extra-deep, extra-wide premium

Listed by: Sukhi Singh ,Royal Lepage Premium One Realty (416) 410-9111
House for sale: 1 PLUMMER ROAD, Caledon

50 photos

$1,089,000

1 Plummer Road, Caledon (Bolton West), Ontario L7E 1V1

5 beds
3 baths
19 days

Welcome to 1 Plummer Road, a spacious family home on a premium corner lot in one of Bolton's most sought-after neighbourhoods. Offering more than 2,600 sq. ft. above grade, this 4-bedroom, 3-bathroom home provides the space, privacy and lifestyle growing families have been searching for. With

Alex Cygal,Re/max Realty Services Inc.
Listed by: Alex Cygal ,Re/max Realty Services Inc. (416) 471-7475
House for sale: 23 DEER VALLEY DRIVE, Caledon

48 photos

$1,199,000

23 Deer Valley Drive, Caledon (Bolton West), Ontario L7E 2E3

4 beds
4 baths
18 days

Welcome to 23 Deer Valley Drive, a beautifully maintained all brick family home set on a premium 142 foot deep lot in one of Bolton's most established family neighbourhoods. Lovingly cared for by its original owners, this home has been the backdrop for years of family memories and is ready

Janine Speirs,Re/max Real Estate Centre Inc.
Listed by: Janine Speirs ,Re/max Real Estate Centre Inc. (647) 964-3307
House for sale: 7 PENHURST PLACE, Caledon

27 photos

$1,449,000

7 Penhurst Place, Caledon (Bolton East), Ontario L7E 1L6

5 beds
4 baths
18 days

Location, Location!! Fully renovated main and upper floors New kitchen, bathrooms, and flooring throughout the main and upper levels. This Beautifully Upgraded Home Features 4 +1 Bedrooms, 4 Bathrooms, and Extensive Renovations Throughout the Main and Upper Levels. Spacious Principal Rooms

Listed by: Meera Sudhir ,Century 21 People's Choice Realty Inc. (416) 742-8000

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.