Old School House Ontario Homes

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House for sale: 1741 OLD SCHOOL ROAD, Caledon

50 photos

$1,599,000

1741 Old School Road, Caledon (Rural Caledon), Ontario L7C 0X5

5 beds
3 baths
3 days

Mississauga Rd and Old School Rd It Doesn't Get Better Than This Location - A Private Country Oasis Just Minutes From the City. Just a short drive from Highway 410 lies this beautiful bungalow nestled among mature trees with breathtaking views of the Caledon countryside. Welcome to 1741 Old

House for sale: 67 WOODSIDE ROAD, Guelph

50 photos

$1,350,000

67 Woodside Road, Guelph (Dovercliffe Park/Old University), Ontario N1G 2H1

3 beds
3 baths
35 days

Dean Ave Endless Potential in a Prime Location! Set on a generous lot at the end of a quiet, dead-end street lined with multi-million dollar homes, this well-maintained property is ready to be transformed into your dream residence. With timeless architectural details and a spacious layout,

Andra Arnold,Royal Lepage Royal City Realty
Listed by: Andra Arnold ,Royal Lepage Royal City Realty (519) 824-9050
House for sale: 67 ROBERT STREET, Milton

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$2,488,000

67 Robert Street, Milton (1035 - OM Old Milton), Ontario L9T 1G7

5 beds
5 baths
31 days

BELL ST AND MAIN ST Welcome to one of Old Milton's finest custom homes, totalling over 5000 sq ft, built in 2019 and impeccably maintained, just steps to Town Hall, the fairgrounds, and downtown. The exterior showcases historic reclaimed brick (replica), a durable metal roof with snow stops,

Listed by: Jordin Coey ,Re/max Real Estate Centre Inc. (905) 724-8888
House for sale: 358 KINGSWAY PLACE, Milton

41 photos

$1,995,000

358 Kingsway Place, Milton (1035 - OM Old Milton), Ontario L9T 4C8

5 beds
4 baths
14 days

Commercial & Kingsway Pl Find the charm of Old Milton in this updated spacious family home. Aspirational cul-de-sac pie shaped lot with loads of privacy and room to roam. From the inviting stamped concrete front porch to the centre hall plan, you will feel at home as soon as you enter. An entertainer's

Listed by: Natasha Hughes ,Forest Hill Real Estate Inc. (647) 819-7733
House for sale: 15 SOUTH DRIVE, St. Catharines

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$859,900

15 South Drive, St. Catharines (457 - Old Glenridge), Ontario L2R 4T9

3 beds
3 baths
34 days

Cross Streets: Glenridge. ** Directions: Glenridge/Westchester Ave to South Drive or Glenridge Ave to Rockcliffe, turn left onto South Drive. This 1929 character home perfectly blends historic charm with a total modern overhaul, offering a "move-in ready" experience in one of the city's most

Listed by: Ruth Woelfl ,Royal Lepage Nrc Realty (289) 213-4222
House for sale: 75 WOODSIDE ROAD, Guelph

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$2,300,000

75 Woodside Road, Guelph (Dovercliffe Park/Old University), Ontario N1G 2H1

5 beds
4 baths
11 days

Woodside Drive & Dean Ave Tucked into the heart of Guelph's sought-after Old University neighbourhood, this custom-built Charleston bungaloft offers a rare blend of architectural character, thoughtful design, and serene outdoor living. Surrounded by mature trees and established homes, the setting

House for sale: 15 BASS ROAD, Elizabethtown-Kitley

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$999,900

15 Bass Road, Elizabethtown-Kitley (814 - Elizabethtown Kitley (Old K.) Twp), Ontario K0G 1L0

3 beds
2 baths
119 days

Cross Streets: HWY 15 and Blanchard. ** Directions: From Smiths Falls on HWY 15 to Blanchard Hill Road turn left, right on Bass Road ( Kitley 1 ). Just south of the growing town of SmithsFalls on a tree lined country road you will find this Century stone farm home. Its perched on the high point

Jeff Low,Royal Lepage Team Realty
Listed by: Jeff Low ,Royal Lepage Team Realty (613) 617-6762
House for sale: 21 CAULFIELD ROAD, Toronto

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$775,000

21 Caulfield Road, Toronto (Elms-Old Rexdale), Ontario M9W 1X1

4 beds
2 baths
17 days

Islington and 401 Great opportunity for wise buyers! Rare 88ft frontage(reverse Pie) siding to park and school on a quiet dead end street. 3 bedroom brick bungalow with finished in-law suite with shared front entrance. Open concept living/dining. Carpet free, Laminate and porcelain tile throughout.

Jay Kowal,Forest Hill Real Estate Inc.
Listed by: Jay Kowal ,Forest Hill Real Estate Inc. (416) 996-9603
House for sale: 272 ORIOLE COURT, Milton

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$1,149,000

272 Oriole Court, Milton (1035 - OM Old Milton), Ontario L9T 3R4

4 beds
2 baths
12 days

Cross Streets: Derry/Commercial St. ** Directions: Derry/Commercial St/Oriole. Welcome to 272 Oriole Court - Old Milton Living at Its Best. Some streets just feel different, and Oriole Court is one of them. This fully detached back-split sits on one of Old Milton's most beloved streets, surrounded

Katherine Maureen Barnett,Real Broker Ontario Ltd.
Listed by: Katherine Maureen Barnett ,Real Broker Ontario Ltd. (416) 856-5161
House for sale: 28 CHARTWELL CRESCENT, Guelph

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$749,900

28 Chartwell Crescent, Guelph (Dovercliffe Park/Old University), Ontario N1G 2T7

3 beds
2 baths
34 days

Cross Streets: College Avea and Devere Drive. ** Directions: Hanlon to College Ave to Devere Drive to Chartwell Cres. Move-in ready, perfectly located, and ideal for families or investors-this is the home you've been waiting for. Welcome to 28 Chartwell Crescent, a beautifully maintained 3+1

Nick Fitzgibbon,Coldwell Banker Neumann Real Estate
Listed by: Nick Fitzgibbon ,Coldwell Banker Neumann Real Estate (519) 821-3600
House for sale: 2 CAMPBELL DRIVE, Elizabethtown-Kitley

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$674,900

2 Campbell Drive, Elizabethtown-Kitley (814 - Elizabethtown Kitley (Old K.) Twp), Ontario K0G 1G0

5 beds
3 baths
32 days

Cross Streets: Ronan and Campbell. ** Directions: From Smiths Falls, follow Hwy 29 to Ronan Road. Turn right and take your immediate right into Campbell. It is the first house on your left. Set along a quiet cul-de-sac on 7 acres, this is where subdivision living meets a level of privacy that's

Holly Kinch,Re/max Affiliates Marquis
Listed by: Holly Kinch ,Re/max Affiliates Marquis (613) 266-9652
House for sale: 3945 COUNTY ROAD 26 ROAD, Elizabethtown-Kitley

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$799,000

3945 County Road 26 Road, Elizabethtown-Kitley (811 - Elizabethtown Kitley (Old Kitley) Twp), Ontario K6V 5T2

3 beds
2 baths
10 days

Located on County Road 26, East of Brockville. Just past Kelly Side Road and very close to Bethel United Church. This beautiful circa 1860 stone home, located just 3 minutes east of Brockville, offers the perfect blend of historic charm and modern comfort with approximately 1,872 sq. ft. of

Debra Lynn Currier,Royal Lepage Proalliance Realty
Listed by: Debra Lynn Currier ,Royal Lepage Proalliance Realty (613) 246-1349
House for sale: 7209 COUNTY ROAD 28 ROAD, Elizabethtown-Kitley

45 photos

$499,000

7209 County Road 28 Road, Elizabethtown-Kitley (811 - Elizabethtown Kitley (Old Kitley) Twp), Ontario K6V 5T4

5 beds
2 baths
21 days

Cross Streets: CR 29 and CR 28. ** Directions: From Brockville Head north on Stewart (CR 29) turn right on CR28 subject property on the right. Welcome home to this bright and sunny raised bungalow, perfectly situated just a short 20-minute drive from Brockville. Offering a spacious and versatile

House for sale: 329 COUNTY ROAD 29 ROAD, Elizabethtown-Kitley

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$539,900

329 County Road 29 Road, Elizabethtown-Kitley (814 - Elizabethtown Kitley (Old K.) Twp), Ontario K0E 1Y0

3 beds
2 baths
Today

Cross Streets: County Road 29. ** Directions: From Brockville, head NORTH on County Road 29, and just past Frankville, on the right hand side will be the subject property with signage. Positioned on 5.45 acres just north of Frankville, this circa 2002 raised ranch bungalow offers spacious,

Debra Lynn Currier,Royal Lepage Proalliance Realty
Listed by: Debra Lynn Currier ,Royal Lepage Proalliance Realty (613) 246-1349
House for sale: 7136 COUNTY 42 ROAD, Elizabethtown-Kitley

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$229,900

7136 County 42 Road, Elizabethtown-Kitley (811 - Elizabethtown Kitley (Old Kitley) Twp), Ontario K6V 5T4

3 beds
1 baths
5 days

Cross Streets: County Road 42 and County Road 29. ** Directions: County Rd 29 north to Forthton, turn left and proceed west on County Road 42. House is 3rd on right side-driveway for property is on WEST side. A fantastic opportunity for investors, renovators, or first-time buyers looking for

Kathy Macdonald,Homelife/dlk Real Estate Ltd
Listed by: Kathy Macdonald ,Homelife/dlk Real Estate Ltd (613) 340-4345
House for sale: 260 SYDNEY STREET, Milton

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$999,900

260 Sydney Street, Milton (1035 - OM Old Milton), Ontario L9T 1E1

3 beds
1 baths
6 days

Cross Streets: Heslop and Sydney. ** Directions: Heslop to Sydney. Welcome to 260 Sydney Street, ideally located in the established and highly sought-after Old Milton neighbourhood. This custom bungalow sits on a generous 75' x 133' mature lot backing onto open space and J.M. Denyes School,

House for sale: 34A WASHINGTON STREET, Markham

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$1,398,000

34a Washington Street, Markham (Old Markham Village), Ontario L3P 2R5

4 beds
3 baths
19 days

HWY 7/ Main St. N Discover the charm of Old Markham Village. This is the ideal location for professionals and families alike. This home is a show stopper with it's striking curb appeal, high-end features and prime location, it is the perfect blend of comfort and accessibility in the highly

Cathy Coker,Century 21 Leading Edge Realty Inc.
Listed by: Cathy Coker ,Century 21 Leading Edge Realty Inc. (905) 471-2121
House for sale: 1229 HALLECKS ROAD S, Elizabethtown-Kitley

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$575,000

1229 Hallecks Road S, Elizabethtown-Kitley (811 - Elizabethtown Kitley (Old Kitley) Twp), Ontario K6V 5T3

5 beds
2 baths
133 days

Cross Streets: Highway 2. ** Directions: East from Brockville on Highway 2 turn North on Hallecks rd S. Enjoy the perfect blend of country living and convenience with this exceptional property just minutes from town. This spacious home features an attached double garage and a stunning, chef-inspired

Connie Eustace-reuvers,Re/max Hometown Realty Inc
Listed by: Connie Eustace-reuvers ,Re/max Hometown Realty Inc (613) 498-4495
House for sale: 10932 JELLYBY ROAD, Elizabethtown-Kitley

46 photos

$829,900

10932 Jellyby Road, Elizabethtown-Kitley (811 - Elizabethtown Kitley (Old Kitley) Twp), Ontario K0G 1R0

4 beds
4 baths
27 days

Cross Streets: County Road 15 & Jellby Road. ** Directions: County Road 15 North to North Augusta, keep heading north on CR15, until you reach Jellby Road. Turn left and drive to subject property.Fr. Welcome to this stunning 2020 raised bungalow set on 4.95 acres, offering the perfect blend

Debra Lynn Currier,Royal Lepage Proalliance Realty
Listed by: Debra Lynn Currier ,Royal Lepage Proalliance Realty (613) 246-1349
House for sale: 24 DENSMORE AVENUE, Toronto

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$699,900

24 Densmore Avenue, Toronto (Elms-Old Rexdale), Ontario M9W 1V2

3 beds
3 baths
2 days

Cross Streets: Allenby Ave & Burrard Rd. ** Directions: Islington Ave. & Hwy 401. Great opportunity to own a fully detached home nestled in Rexdale family village. Great curb appeal. Conveniently located within walking distance to Rexdale Shopping Plaza, Elms-Old Rexdale Public School and

House for sale: 408 YOLE CRESCENT, Elizabethtown-Kitley

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$824,900

408 Yole Crescent, Elizabethtown-Kitley (811 - Elizabethtown Kitley (Old Kitley) Twp), Ontario K6V 5T3

3 beds
3 baths
25 days

Cross Streets: Wanda & Yole. ** Directions: From Brockville, take County Road 2 West, turn left onto Paul Road, follow through onto Wanda Drive, turn right onto Yale Crescent. Home is at the end of the cul-de-sac. At the end of a quiet cul-de-sac, just minutes west of Brockville, 408 Yole Crescent

House for sale: 920 STEWART BOULEVARD, Elizabethtown-Kitley

50 photos

$529,000

920 Stewart Boulevard, Elizabethtown-Kitley (811 - Elizabethtown Kitley (Old Kitley) Twp), Ontario K6V 5T4

5 beds
2 baths
32 days

Cross Streets: Centennial Road/Stewart Blvd. ** Directions: From HWY 401 - Take Brockville/Smiths Falls Exit/Stewart BLVD - Continue north on Stewart and house is shortly past the lights on the left hand side after Centennial Rd. Tucked away on a beautifully treed 1.36-acre lot within the City

Natalie Sobhie,Remax Boardwalk Realty
Listed by: Natalie Sobhie ,Remax Boardwalk Realty (613) 913-7653
House for sale: 22 MARKHAM STREET, Markham

30 photos

$1,200,000

22 Markham Street, Markham (Old Markham Village), Ontario L3P 2L3

3 beds
1 baths
25 days

Hwy 7 E & Main St N. Markham Welcome to this charming, well-designed 3-bedroom bungalow in the heart of Old Markham Village. Thoughtfully laid out and full of character, this home offers comfortable living in a highly sought-after location.The primary bedroom features a sliding door walkout

Listed by: Michael Inglis ,Century 21 Leading Edge Realty Inc. (647) 308-0993
House for sale: 262 PINE STREET, Milton

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$625,000

262 Pine Street, Milton (1035 - OM Old Milton), Ontario L9T 1K5

2 beds
2 baths
3 days

Cross Streets: Main St & Ontario St S. ** Directions: Main St - Commercial St - Pine St. Welcome to this charming 1.5-storey detached home located in the heart of Old Milton. Set on a generous 50 ft x 64 ft lot, this property offers 2 bedrooms and 2 bathrooms with a functional and inviting

House for sale: 434 COUNTY ROAD 29 ROAD, Elizabethtown-Kitley

42 photos

$699,900

434 County Road 29 Road, Elizabethtown-Kitley (814 - Elizabethtown Kitley (Old K.) Twp), Ontario K0E 1Y0

4 beds
3 baths
56 days

Cross Streets: County Rd. 29 and County Rd. 8. ** Directions: Follow County Rd. 29 to # 434. Discover exceptional privacy and space on this beautiful 6.1-acre property, complete with two severed lots at the front-ideal for future opportunity or added buffer. Set well back from the main road

Rob Garvin,Re/max Affiliates Marquis
Listed by: Rob Garvin ,Re/max Affiliates Marquis (613) 284-6968
House for sale: 248 KINGSLEIGH COURT, Milton

44 photos

$1,098,000

248 Kingsleigh Court, Milton (1035 - OM Old Milton), Ontario L9T 1X7

4 beds
3 baths
4 days

Cross Streets: Martin & Steeles. ** Directions: Hey siri, take me to 248 Kingsleigh Court!. Located on a quiet court, surrounded by new custom build homes and towering mature trees, this property sits on a beautifully landscaped lot that turns heads in every season! The large covered front

Genevieve Rita Caya,Century 21 Miller Real Estate Ltd.
Listed by: Genevieve Rita Caya ,Century 21 Miller Real Estate Ltd. (416) 629-0885
House for sale: 885 TOWNLINE ROAD, Elizabethtown-Kitley

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$549,000

885 Townline Road, Elizabethtown-Kitley (814 - Elizabethtown Kitley (Old K.) Twp), Ontario K7A 4S5

4 beds
2 baths
7 days

Cross Streets: HWY 29/CountyRd17. ** Directions: From HWY 29 Turn right onto Townline Rd. House is on the right hand side. Wide-open skies, fresh country air, and the freedom to live life your way. Welcome to 885 Townline Road, where country charm meets modern comfort on 15 private, beautifully

Natalie Sobhie,Remax Boardwalk Realty
Listed by: Natalie Sobhie ,Remax Boardwalk Realty (613) 913-7653
House for sale: 11437 COUNTY ROAD 7 ROAD, Elizabethtown-Kitley

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$449,000

11437 County Road 7 Road, Elizabethtown-Kitley (811 - Elizabethtown Kitley (Old Kitley) Twp), Ontario K0G 1R0

3 beds
1 baths
16 days

Cross Streets: Miller Rd/ CR7. ** Directions: FROM BROCKVILLE: CR7. Welcome to your perfect blend of country charm and commuter convenience in Rocksprings! Ideally located just a short drive to Ottawa, Smiths Falls, Brockville, and the village of Merrickville, this beautifully updated brick

Jessica Ireland,Re/max Hometown Realty Inc
Listed by: Jessica Ireland ,Re/max Hometown Realty Inc (613) 556-1244
House for sale: 6034 COUNTY RD 29 ROAD N, Elizabethtown-Kitley

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$549,900

6034 County Rd 29 Road N, Elizabethtown-Kitley (811 - Elizabethtown Kitley (Old Kitley) Twp), Ontario K6V 5T4

3 beds
2 baths
30 days

Cross Streets: Foster Hall Rd. ** Directions: See mapping. Step into a home that effortlessly balances everyday comfort with standout spaces designed to be enjoyed. This 3-bedroom, 2 full bath split-level offers a layout that feels both functional and inviting from the moment you arrive.The

Listed by: Lisa Cyr-auld ,Re/max Hallmark Realty Group (613) 802-2529
House for sale: 3956 OLD ORCHARD Way, Lincoln

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$699,900

3956 Old Orchard Way, Lincoln, Ontario L0R 2C0

4 beds
2 baths
1 day

TWENTY THIRD STREET TO OLD ORCHARD WAY Welcome to 3956 Old Orchard Way, nestled in the heart of beautiful Vineland and surrounded by Niagara wine country. This spacious and well-maintained family home offers approximately 1,891 sq.ft. of finished living space with a versatile layout ideal for

House for sale: 83 OLD MOSLEY STREET, Wasaga Beach

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$1,225,000

83 Old Mosley Street, Wasaga Beach (Wasaga Beach), Ontario L9Z 2J5

4 beds
3 baths
5 days

Mosley Street to Old Mosley Street to #83 Waterfront retreat that offers year round living on the prime boating part of the Nottawasaga River in Wasaga Beach a convenient short walk to the pristine sandy shores of beautiful Wasaga Beach. This all-brick, four-bedroom, three-bathroom home comes

Michelle Seip,Re/max By The Bay Brokerage
Listed by: Michelle Seip ,Re/max By The Bay Brokerage (705) 429-4500
House for sale: 1052 OLD FALKENBURG ROAD, Bracebridge

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$549,000

1052 Old Falkenburg Road, Bracebridge (Macaulay), Ontario P1L 1X4

4 beds
1 baths
4 days

Cross Streets: Manitoba/Old Falkenburg. ** Directions: From Bracebridge, drive north on Manitoba St, to Old Falkenburg on the left. House is 60-sec drive, on right. 4-BEDROOMS, 1-BATHROOM, SIDE-SPLIT WITH A RECROOM AND LARGE FOYER, ON 1-ACRE, JUST 6-MINUTES FROM DOWNTOWN. Of the 1855 sqft of

House for sale: 1567 OLD BROCK STREET, Norfolk

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$530,000

1567 Old Brock Street, Norfolk (Vittoria), Ontario N0E 1W0

3 beds
1 baths
32 days

Cross Streets: Water St & Vittoria Rd. ** Directions: Hwy 24 South to Vittoria Rd - turns into Old Brock St. Welcome to 1567 Old Brock Street -- a charming 1.5-storey home situated on a beautifully oversized 0.46-acre lot in the heart of the quaint and peaceful hamlet of Vittoria. This tastefully

House for sale: 1235 OLD RIVER ROAD, Mississauga

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$1,748,000

1235 Old River Road, Mississauga (Mineola), Ontario L5G 3G2

3 beds
2 baths
83 days

Cross Streets: Mineola Rd W & Hurontario St. ** Directions: If heading southbound on Hurontario St, turn right onto Old River Rd. If heading northbound on Hurontario St, turn left onto Old River Rd. Turn right to continue onto Old River Rd, the property will be on your right side. Welcome to

Sam Allan Mcdadi,Sam Mcdadi Real Estate Inc.
Listed by: Sam Allan Mcdadi ,Sam Mcdadi Real Estate Inc. (905) 502-1500
House for sale: 226 OLD COLONY ROAD, Ottawa

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$619,000

226 Old Colony Road, Ottawa (9003 - Kanata - Glencairn/Hazeldean), Ontario K2L 1M7

4 beds
2 baths
17 days

Cross Streets: Eagleson Rd. and Rothessay Dr. ** Directions: From Eagleson Rd., turn west onto Rothesay Dr., then head north onto Old Colony Rd. The property is located on the cornerFrom Eagleson Rd Rothesay Dr first right onto Old Colony Rd immediate right into laneway (corner property).

Farzin Hadisy,Re/max Hallmark Realty Group
Listed by: Farzin Hadisy ,Re/max Hallmark Realty Group (613) 324-8212
House for sale: 86 OLD CUT Boulevard, Long Point

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$2,200,000

86 Old Cut Boulevard, Long Point, Ontario N0E 1M0

4 beds
4 baths
49 days

Erie Blvd to Old Cut on left to # 86 on left side of Old Cut Welcome to this stunning 2-storey lake house, perfectly situated along the channel on Long Point’s sought-after Old Cut Boulevard. From the moment you arrive, you’ll be impressed by the double garage, paved driveway, professional

Listed by: Ron Yantho (519) 428-6003
House for sale: 19 OLD MILL PARK, Belleville

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$650,000

19 Old Mill Park, Belleville (Thurlow Ward), Ontario K0K 2B0

4 beds
3 baths
19 days

Cross Streets: Mudcat Rd & Fox Ln. ** Directions: From 401, Exit on N Front St/Hwy 62 N, R on Ashley St, R on Mudcat Rd, R on Fox Ln, Left on Old Mill Park. This Home is Move-in Ready! 19 Old Mill Park is set on a quiet cul-de-sac in Foxboro's coveted riverfront estate-style community. Here,

House for sale: 110 OLD HIGHWAY 4, Grey Highlands

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$839,999

110 Old Highway 4, Grey Highlands (Grey Highlands), Ontario N0C 1E0

4 beds
2 baths
52 days

Grey Rd 4/Old Highway 4 Welcome to 110 Old Highway 4, Flesherton, Ontario! Set on just over 2 acres of picturesque countryside, this charming bungalow offers 3+1 bedrooms, 2 full bathrooms, and 1+1 kitchens perfect for a growing family or an ideal setup for an in-law suite. The home is situated

Listed by: Kirsten Barton ,Coldwell Banker Ronan Realty (905) 936-4216
House for sale: 6537 OLD GARRISON BOULEVARD, London South

50 photos

$1,179,000

6537 Old Garrison Boulevard, London South (South V), Ontario N6P 0A8

4 beds
5 baths
1 day

Cross Streets: Settlement Trail and Pack Road. ** Directions: Settlement Trail, turn right on Old Garrison Rd. What's the best modern luxury home for growing families in London? This stunning move-in ready home offers the perfect blend of space, style, and comfort in one of the city's most

Chris Costello,Thrive Realty Group Inc.
Listed by: Chris Costello ,Thrive Realty Group Inc. (519) 933-3446
House for sale: 23 OLD TRAFFORD DRIVE, Trent Hills

50 photos

$799,900

23 Old Trafford Drive, Trent Hills (Hastings), Ontario K0L 1Y0

4 beds
3 baths
2 days

Cross Streets: Water St. ** Directions: Bridge St S to Water St to Old Trafford. 23 Old Trafford Drive, Hastings - This Is Not Your Average Home. Welcome to a property where thoughtful planning, premium upgrades & professional finishes come together in exceptional harmony. Every inch of this

Listed by: Julie Whiteman ,Royal Heritage Realty Ltd. (705) 313-1835
House for sale: 1567 OLD BROCK Street, Vittoria

38 photos

$530,000

1567 Old Brock Street, Vittoria, Ontario N0E 1W0

3 beds
1 baths
32 days

Hwy 24 South to Vittoria Rd - turns into Old Brock St Welcome to 1567 Old Brock Street -- a charming 1.5-storey home situated on a beautifully oversized 0.46-acre lot in the heart of the quaint and peaceful hamlet of Vittoria. This tastefully updated and move-in-ready home blends cozy comfort

House for sale: 1783 OLD CARP ROAD, Ottawa

44 photos

$1,130,000

1783 Old Carp Road, Ottawa (9104 - Huntley Ward (South East)), Ontario K0A 1L0

4 beds
4 baths
12 days

Cross Streets: Huntmar Drive and Old Carp Road. ** Directions: From Highway 417, take March Road north. Turn left onto Huntmar Drive, then right on to Old Carp Road. Set within a coveted 2 ACRE enclave of mature trees and wildflowers, this exceptional property offers the rare feeling of a PRIVATE

Listed by: Loretta Masaro ,Royal Lepage Team Realty (613) 371-5058
House for sale: 785 OLD MILL ROAD, Kawartha Lakes

48 photos

$1,699,900

785 Old Mill Road, Kawartha Lakes (Ops), Ontario K0L 2W0

5 beds
3 baths
4 days

MOUT HOREB RD/OLD MILL RD Set on 25 private acres with over 1,600 feet of natural Pigeon River frontage, this custom log and stone estate offers a rare blend of craftsmanship, privacy, and outdoor living in the Kawarthas. Surrounded by scenic trails, mature forest, and an unspoiled river corridor,

Trish Leigh Todd,Revel Realty Inc.
Listed by: Trish Leigh Todd ,Revel Realty Inc. (705) 341-4573
House for sale: 1291 OLD HIGHWAY 8, Hamilton

50 photos

$2,400,000

1291 Old Highway 8, Hamilton (Rural Flamborough), Ontario L0R 1Z0

5 beds
4 baths
70 days

Cross Streets: Hwy 5 & Sheffield Rd. ** Directions: HWY 8 - SHEFFIELD RD - OLD HWY 8. An Exceptional ****42-Acre Estate**** w/ 2 Properties, Privacy & Unlimited Potential. A rare opportunity to own 42 breathtaking acres of rolling countryside, combining lifestyle, land, and income potential

House for sale: 1774 OLD MILL Road, Kitchener

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$1,189,000

1774 Old Mill Road, Kitchener, Ontario N2P 1Z5

4 beds
3 baths
9 days

Mill Park Drive to Old Mill Rd YOU WILL LOVE this beautifully updated family home in one of Kitchener’s most desirable neighbourhoods, just minutes to the 401, Grand River trails, parks, playgrounds and top-rated schools. This home offers the perfect blend of space, style and functionality

Charlotte Tarrant,Royal Lepage Wolle Realty
Listed by: Charlotte Tarrant ,Royal Lepage Wolle Realty (519) 591-0755
House for sale: 1686 OLD BROCK Street, Vittoria

50 photos

$654,900

1686 Old Brock Street, Vittoria, Ontario N0E 1W0

3 beds
2 baths
104 days

Take Highway 24 South through Simcoe, Turn RT onto Vittoria Road, cross over Hillcrest Road South. Property on the corner of Vittoria Road and Mill Pond Road Envision life in Norfolk County - Ontario’s Garden County - 10 mins south of Simcoe’s amenities - 15 min drive to Port Dover’s

Peter R. Hogeterp,Re/max Escarpment Realty Inc.
Listed by: Peter R. Hogeterp ,Re/max Escarpment Realty Inc. (905) 928-5240
House for sale: 14455 OLD SIMCOE ROAD, Scugog

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$769,900

14455 Old Simcoe Road, Scugog (Port Perry), Ontario L9L 1C3

3 beds
2 baths
28 days

Cross Streets: Old Simcoe Rd and Jeffery Street. ** Directions: King Street to Old Simcoe. North on Old Simcoe. House on east side. Escape to the Country in Style! This Charming log-style bungalow offers the perfect blend of rustic warmth and modern convenience. This quaint 3-bedroom bungalow

Lauren Newall Tout,Re/max Jazz Inc.
Listed by: Lauren Newall Tout ,Re/max Jazz Inc. (905) 728-1600
House for sale: 1801 OLD MARMORA ROAD, Marmora and Lake

50 photos

$815,000

1801 Old Marmora Road, Marmora and Lake (Marmora Ward), Ontario K0K 2K0

4 beds
3 baths
3 days

Highway 7 and KOA Campground Rd/Old Marmora Road Escape to Your Private 13-Acre Waterfront Sanctuary. The ultimate nature lover's paradise. Set back from the road for unparalleled privacy, this stunning forested home on the banks of the Moira River offers a lifestyle defined by serenity & outdoor

Christine Ann Thompson,Ball Real Estate Inc.
Listed by: Christine Ann Thompson ,Ball Real Estate Inc. (705) 868-1282
House for sale: 23 OLD OAK ROAD, Kingston

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$974,900

23 Old Oak Road, Kingston (18 - Central City West), Ontario K7M 7C3

5 beds
3 baths
23 days

Cross Streets: Johnson St. ** Directions: Johnson Street to Old Oak Road. Tucked into one of the area's most sought-after areas, this spacious bungalow (with loft) offers comfort, thoughtful updates, and a backyard that truly stands out-backing directly onto the Cataraqui Golf Club - 6th tee.

House for sale: 167 OLD GOVERNMENT ROAD, Perry

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$799,900

167 Old Government Road, Perry (Emsdale), Ontario P0A 1J0

4 beds
3 baths
7 days

Cross Streets: Hwy 518 W. ** Directions: Hwy 11 to Hwy 518 W exit, left on 518, left onto Old Government Road. Your dream country homestead awaits! Nestled on a picturesque 5-acre lot, this tastefully upgraded 4-bedroom, 3-bathroom home offers the perfect blend of privacy, comfort, and convenience.

Kim Gordon,Re/max Professionals North
Listed by: Kim Gordon ,Re/max Professionals North (705) 788-1444

Why an old school house in the Ontario province captures buyers' imaginations

Across rural townships and small towns, the allure of an old school house Ontario province purchase is a blend of heritage architecture, generous volumes, and a distinctive lifestyle. Whether you're eyeing a converted school house for sale as a four-season family home, hunting for school houses for sale Ontario as a weekend base, or evaluating an investment play, the opportunity is real—but so are the caveats. Market data, heritage status, and municipal zoning all matter. Resources like KeyHomes.ca—where you can research market trends and explore curated heritage listings—can help you assess fit before you book showings.

Buying an old school house Ontario province: what to know

These buildings often sit on rural corners or in hamlet cores and can be stone, brick, or frame. Some are fully converted residences; others remain institutional or partially converted. Searchers who type “old school road house for sale” are often thinking about corridors like Old School Road in the Caledon/Peel area—rural settings with commuter access. If you prefer stone masonry character, browse Ontario stone school house listings and related old stone house options across Ontario to get a feel for pricing and finishes.

Zoning, heritage, and permits: the first due diligence gate

Confirm current zoning and legal use before anything else. Many legacy schoolhouses were zoned Institutional (IN) or Community Facility. Some municipalities now permit residential use as-of-right; others require a zoning by-law amendment or minor variance. If a prior owner converted the building, verify that the change of use was permitted and that an occupancy permit was issued. A legal non-conforming use can be valuable but fragile if you expand or intensify.

Heritage status matters. A property may be listed or designated under the Ontario Heritage Act (Part IV or within a Part V district). Designation does not block alterations, but it can regulate exterior changes and trigger heritage permits. In rural areas, Conservation Authority setbacks (wetlands, floodplains) can affect additions or septic placement. On provincial highways, expect MTO entrance permits for driveway changes. Talk to the local planning department early and retain an architect or planner experienced in change-of-use files.

For comparables and municipal zoning patterns, it's helpful to view similar properties such as Ontario province school house properties and historic houses across the province on KeyHomes.ca to benchmark scale, features, and location influences.

Condition and systems: beautiful bones, modern expectations

Many century schoolhouses feature tall windows, high ceilings, and open halls. The flip side is retrofitting for today's efficiency and comfort standards:

  • Masonry and structure: Stone and brick walls often rely on lime mortar; repointing with hard cement mortar can cause spalling. Engage a heritage mason. Inspect roof trusses or heavy timber for modifications made during loft/mezzanine builds.
  • Envelope and insulation: Solid masonry walls may be uninsulated; adding interior insulation requires attention to vapour management to prevent condensation. Window retrofits should balance R-value with heritage character.
  • Electrical: Older wiring (knob-and-tube, aluminum) triggers both lender and insurer scrutiny. Budget for ESA permits and a service upgrade, especially if radiant electric heaters or an indoor pool were added. For context, see how modern amenities are integrated in homes with indoor pools in Ontario.
  • Heating/Cooling: Propane furnaces, heat pumps, or wood stoves are common. Wood-burning units typically require a WETT inspection for insurance.
  • Environmental: Test for lead paint and potential asbestos in old floor tiles or pipe wrap before renovations.

Rural utilities: wells, septics, and water flow

Most old school properties are off-mains. A standard offer condition in Ontario is a septic inspection and water potability test (bacteria, nitrates). Lenders may require both. Flow rate and recovery matter if you plan multiple bedrooms or a short-term rental.

Example: You find an old school house for sale Ontario with a two-bedroom plan but hope to finish the loft for two more bedrooms. The septic may be undersized; replacement could run tens of thousands. If the lot is small or near a watercourse, you'll need Conservation Authority sign-off. Searching houses on five-acre parcels in Ontario can provide a sense of lot sizes that accommodate future systems and outbuildings.

Financing and insurance: unique property, unique underwriting

Financing a century school house for sale Ontario can be straightforward if it's a completed, code-compliant single-family residence. Challenges arise when conversion is partial, the layout is unconventional, or there are few recent comparables in a tight radius.

  • Appraisals: Expect expanded search areas and time adjustments. Lenders may ask for additional equity if the appraiser can't bracket value with enough similar sales.
  • Down payment: Conventional 20% is common; niche properties sometimes need more. Purchase-plus-improvements mortgages can fund upgrades if scope and quotes are clear.
  • Insurance: Some carriers shy away from solid-fuel heat, heritage designations, or outdated wiring. Obtain conditional quotes during your conditional period.

Scenario: A buyer targets a converted school house for sale needing electrical and window updates. A purchase-plus-improvements product wraps permitted upgrades into the mortgage, with the lender advancing improvement funds after inspection milestones. Having a contractor's fixed quotes and ESA permit numbers upfront helps underwriting.

Lifestyle appeal and seasonal market trends

Schoolhouse living emphasizes space and light: open-plan great rooms, mezzanines, and studio-like volumes. Many buyers are creatives or remote workers who value character and acoustics. For four-season use, confirm municipal winter maintenance on the road, attic insulation, and backup heat or power. In cottage-influenced regions (Kawarthas, Muskoka, Prince Edward County), spring through early summer sees the most listing activity and competition. Shoulder-season shopping can reveal motivated sellers, but snow cover hides roofs and grading—schedule a second visit in thaw if drainage is a concern.

If you're balancing character with commute needs, compare rural schoolhouses with options like country houses around Stratford or family-sized homes around Waterloo to understand tradeoffs in drive time, services, and resale velocity.

Short-term rentals, studios, and ancillary use

Many buyers imagine a studio, gallery, or Airbnb wing. Ontario municipalities vary widely: some (e.g., Blue Mountains, Prince Edward County, parts of Kawartha Lakes) have licensing, occupancy caps, and quiet hours; others restrict STRs to principal residences or specific zones. Some levy a Municipal Accommodation Tax. Always verify bylaws locally, and confirm that your zoning permits a home occupation or secondary suite if that's part of your plan.

In hamlet cores, parking requirements and septic capacity can limit guest use. A fire separation and egress plan may be needed for loft sleeping spaces. KeyHomes.ca maintains practical notes on local rules within its listing pages for school converted houses across Ontario, which can be a useful starting point before speaking with municipal staff.

Resale and exit strategy

Unique properties attract a passionate—but narrower—buyer pool. That means you should think about exit before you buy:

  • Layout: Having three+ enclosed bedrooms and two baths broadens appeal compared to a single vast hall.
  • Efficiency: Documented upgrades (insulation, windows, heat pump) reduce ownership costs and make appraisals easier.
  • Permits: Keep receipts, ESA and plumbing permits, and occupancy approvals. They're often the difference between curiosity and offers.
  • Location: Proximity to a service town or GO/VIA corridor improves resale. Even with character, remote sites can have longer days-on-market.

For benchmarking, review restorations among historic stone houses in Ontario and mixed-era historic houses across the province to see which upgrades consistently support price.

Regional nuances and examples buyers encounter

Eastern Ontario and the Huron-Perth corridor offer more stone schoolhouses than some other regions, while Southern Georgian Bay and Prince Edward County feature brick and limestone examples. Listings sometimes appear under broader “historic home” categories—browsing stone school house and adjacent categories like old stone houses helps surface candidates missed by narrow searches for “old schoolhouses for sale.” You may also see names from historic listing archives—such as Debra Lynn Currier—when googling older transactions; just verify current representation before relying on archived details.

Some former schools sit on small village lots; others include acreage for gardens or hobby barns. If acreage is important for privacy, compare with houses on five-acre parcels in Ontario to calibrate value per acre. Where a schoolhouse has been modernized with extras (gyms, pools, studios), it can compete with amenity-rich country homes; scanning Ontario homes with indoor pools can inform how buyers price those features relative to location and condition.

Because MLS descriptions vary—“old school properties,” “school house for sale Ontario,” “old school road house for sale”—a broader search strategy is smart. KeyHomes.ca's curated heritage categories, like Ontario province school house properties, can surface matches even when the listing agent uses uncommon keywords.

Practical offer strategy and conditions

In balanced markets, a conditional offer is standard. Core conditions for old school houses for sale in Ontario include financing, insurance, septic, water, and home inspection (preferably by an inspector with heritage experience). Where heritage designation or variances are material to your plans, insert a due diligence clause allowing time to meet with planning staff. If multiple offers are common in your target area, ask your advisor to price out immediate must-do repairs (e.g., electrical) so you can bid confidently without overcommitting.

For additional context and to ground your valuation, compare with character-rich inventory in nearby hubs, such as country houses around Stratford if you're in Huron-Perth, or four-bedroom homes near Waterloo if you're commuting to the tech corridor.

Key takeaways for buyers and investors

  • Verify zoning, permits, and heritage status upfront—they drive financing, renovations, and resale.
  • Budget for systems (electrical, heating, septic) and plan upgrades that respect building science for solid masonry.
  • Expect lender and insurer questions for unusual layouts; assemble quotes and permits to streamline approvals.
  • Match use to region: weekend retreat, studio, or STR—each has different municipal rules and seasonality.

As you evaluate an old schoolhouse for sale Ontario opportunity, triangulate MLS data, municipal guidance, and specialist advice. Platforms like KeyHomes.ca, with searchable categories for schoolhouse conversions and broader heritage stock, can be useful for discovery and connecting with licensed professionals who know these buildings well.