Old School House Ontario Homes

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House for sale: 67 WOODSIDE ROAD, Guelph

45 photos

$1,399,999

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

3 beds
3 baths
51 days

Cross Streets: Dean Ave. ** Directions: Edinburgh Rd S to Dean Ave to Woodside Rd. 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

House for sale: 15 BASS ROAD, Elizabethtown-Kitley

48 photos

$1,099,000

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

3 beds
2 baths
72 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: 214 RIVERPLACE CRESCENT, Milton

38 photos

$1,130,000

214 Riverplace Crescent, Milton (1035 - OM Old Milton), Ontario L9T 1W5

5 beds
3 baths
8 days

Martin St & Woodward Welcome to 214 Riverplace Crescent: a beautifully updated home on one of Old Milton's most sought-after streets. Tucked within a quiet, tree-lined crescent in one of the town's most established and walkable neighbourhoods, this property blends timeless charm with thoughtful

Matthew Emek,Re/max Ultimate Realty Inc.
Listed by: Matthew Emek ,Re/max Ultimate Realty Inc. (416) 530-1080
House for sale: 390 WOODWARD AVENUE, Milton

50 photos

$975,000

390 Woodward Avenue, Milton (1035 - OM Old Milton), Ontario L9T 1V4

4 beds
2 baths
8 days

Cross Streets: Woodward Avenue and Elm Avenue. ** Directions: Ontario Street N, West onto Woodward Avenue. Welcome to this STYLISH 3+1 Bedroom TURN-KEY FULLY RENOVATED BUNGALOW in Sought-After Old Milton that is located on a fabulous 50' x 132' lot! It begins with charming curb appeal and,

House for sale: 15 SOUTH DRIVE S, St. Catharines

42 photos

$879,000

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

3 beds
3 baths
2 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: 260 SYDNEY STREET, Milton

17 photos

$1,099,900

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

3 beds
1 baths
114 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,

Listed by: Scott B. Prior (905) 875-7268
House for sale: 35 COUNTY ROAD #1 ROAD, Elizabethtown-Kitley

49 photos

$699,000

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

2 beds
2 baths
7 days

Cross Streets: HWY 29. ** Directions: From HWY 29 - Turn onto County Rd 1 - House is on the right hand side. Set on 3.2 fully fenced acres in the heart of Toledo, this breathtaking brick century home delivers a lifestyle that's anything but ordinary. Completely reimagined from the inside in

Natalie Sobhie,Remax Boardwalk Realty
Listed by: Natalie Sobhie ,Remax Boardwalk Realty (613) 913-7653
House for sale: 885 TOWNLINE ROAD, Elizabethtown-Kitley

44 photos

$549,000

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

4 beds
1 baths
181 days

Cross Streets: HWY 29. ** 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 cleared

Natalie Sobhie,Remax Boardwalk Realty
Listed by: Natalie Sobhie ,Remax Boardwalk Realty (613) 913-7653
House for sale: 48 KITLEY 8 LINE, Elizabethtown-Kitley

29 photos

$479,900

48 Kitley 8 Line, Elizabethtown-Kitley (814 - Elizabethtown Kitley (Old K.) Twp), Ontario K0E 1H0

3 beds
2 baths
42 days

Cross Streets: Healey Road and Lake Eloida Road. ** Directions: Follow Hwy 29 towards Brockville. Turn right onto Kitley Line 8 Road. Excellent location for your next move or first home! This beautifully refinished 3 bedroom, 2 full bathroom home offers the perfect blend of modern comfort and

Tegan Mackey,Re/max Affiliates Marquis
Listed by: Tegan Mackey ,Re/max Affiliates Marquis (613) 340-3045
House for sale: 434 COUNTY ROAD 29 ROAD, Elizabethtown-Kitley

44 photos

$699,900

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

4 beds
3 baths
9 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: 1190 COUNTY RD 2 ROAD, Elizabethtown-Kitley

28 photos

$487,500

1190 County Rd 2 Road, Elizabethtown-Kitley (811 - Elizabethtown Kitley (Old Kitley) Twp), Ontario K6V 5T3

3 beds
1 baths
37 days

Cross Streets: Highway 401/CR 2. ** Directions: From Brockville take Highway 2 West to 1190 CR 2. This beautifully built by and maintained one-owner home offers timeless quality, thoughtful updates, and located just minutes from Brockville and offering immediate access to Highway 401. This

Brandy Macgregor,Modern Brock Group Realty
Listed by: Brandy Macgregor ,Modern Brock Group Realty (613) 803-1344
House for sale: 262 PINE STREET, Milton

26 photos

$649,000

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

2 beds
2 baths
77 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: 1229 HALLECKS ROAD S, Elizabethtown-Kitley

36 photos

$575,000

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

5 beds
2 baths
86 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: 21 CAULFIELD ROAD, Toronto

19 photos

$809,900

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

4 beds
2 baths
65 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: 6 ALBERT STREET, Markham

18 photos

$1,180,000

6 Albert Street, Markham (Old Markham Village), Ontario L3P 2T2

5 beds
2 baths
72 days

Cross Streets: Highway7/Markham Road. ** Directions: HIGHWAY 7. Client Remarks$$Thousands spent renovated Link Bangalow(by Garage Only) Located in the Mature Neighborhood of Markham village, A Premium Lot(41.25*132 Feet) , 3 Bedrooms in main floor with Closets ,Furnace (2018)Newer Main Floor

Listed by: Patrick Liu ,Real One Realty Inc. (647) 287-6368
House for sale: 11437 COUNTY ROAD 7 ROAD, Elizabethtown-Kitley

33 photos

$499,000

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

3 beds
1 baths
6 days

Cross Streets: Miller Rd/ CR7. ** Directions: From CR29 head towards Smiths Falls, Turn right onto Greenbush Rd/CR 7, Turn right onto Addison -Greenbush Rd/CR 7, Turn left onto CR7, destination will be on the right. Welcome to your perfect blend of country charm and commuter convenience in

Jessica Ireland,Re/max Hometown Realty Inc
Listed by: Jessica Ireland ,Re/max Hometown Realty Inc (613) 556-1244
House for sale: 3224 COUNTY ROAD 27, Elizabethtown-Kitley

50 photos

$979,500

3224 County Road 27, Elizabethtown-Kitley (811 - Elizabethtown Kitley (Old Kitley) Twp), Ontario K0E 1M0

4 beds
5 baths
1 day

Country Rd 27 *** Visit the REALTOR website for further information about this Listing *** Beauty and seclusion combine to showcase this completely renovated 1830s fieldstone home, privately nestled at the end of a winding driveway on 8.8 acres of mature trees, perennial and vegetable gardens.

Listed by: Sophie Giterman ,Easy List Realty Ltd. (416) 993-1040
House for sale: 166 WATSON AVENUE, Oakville

48 photos

$3,999,000

166 Watson Avenue, Oakville (1013 - OO Old Oakville), Ontario L6J 3T7

5 beds
4 baths
27 days

Watson Ave / Sumner Ave As close to an ideal balance between quiet location and downtown living as you can get.Charming curb appeal and excellent condition. Quality construction and classic finishing. Enter the home through the heavy solid wood front door. Sophisticated and stylish interior.

House for sale: 6229 FOSTER HALL ROAD, Elizabethtown-Kitley

36 photos

$699,900

6229 Foster Hall Road, Elizabethtown-Kitley (811 - Elizabethtown Kitley (Old Kitley) Twp), Ontario K6V 5T4

2 beds
2 baths
73 days

Cross Streets: Foster Hall Road & County Road 29. ** Directions: From Brockville's CJFR Radio Station, head northwest to Stewart Boulevard/Cty Rd 29 for 9.9 km, turn left onto Foster Hall Road and follow that road for 400 m to #6229 on the left(sign at the property). Welcome to 6229 Foster

Debra Lynn Currier,Royal Lepage Proalliance Realty
Listed by: Debra Lynn Currier ,Royal Lepage Proalliance Realty (613) 246-1349
House for sale: 1235 OLD RIVER ROAD, Mississauga

30 photos

$1,748,000

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

3 beds
2 baths
36 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: 110 OLD HIGHWAY 4, Grey Highlands

46 photos

$839,999

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

4 beds
2 baths
5 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: 533 OLD MARMORA ROAD, Madoc

46 photos

$895,000

533 Old Marmora Road, Madoc (Madoc), Ontario K0K 2K0

3 beds
2 baths
27 days

Hwy 62 to Seymour Street West to Old Marmora Road Welcome to 533 Old Marmora Rd! This impeccable 3-year-old country bungalow is nestled among the pines on a beautifully manicured 1 acre lot, just 2 minutes outside Madoc on a paved road. This property truly checks all the boxes and will not

Steve Bancroft,Century 21 Lanthorn Real Estate Ltd.
Listed by: Steve Bancroft ,Century 21 Lanthorn Real Estate Ltd. (613) 473-1238
House for sale: 86 OLD CUT Boulevard, Long Point

50 photos

$2,200,000

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

4 beds
4 baths
2 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: 99 OLD KINGSTON ROAD, Rideau Lakes

47 photos

$889,000

99 Old Kingston Road, Rideau Lakes (820 - Rideau Lakes (South Elmsley) Twp), Ontario K0G 1L0

3 beds
2 baths
73 days

Cross Streets: Rideau Ferry Road. ** Directions: Hwy 7 to Perth. South thru Perth. Continue south on Rideau Ferry Rd (County Rd #1). Right on Old Kingston Road to Pin #99. Or from Smiths Falls, south on Hwy 15. Right on Rideau Ferry Rd. Left Old Kingston Rd to Pin #99. Easy to fall in love

Stephanie Mols,Coldwell Banker First Ottawa Realty
Listed by: Stephanie Mols ,Coldwell Banker First Ottawa Realty (613) 812-5510
House for sale: 1353 OLD ZELLER Drive, Kitchener

47 photos

$899,000

1353 Old Zeller Drive, Kitchener, Ontario N2A 0C6

3 beds
4 baths
26 days

Zeller Drive to Old Zeller Drive Welcome to 1353 Old Zellers Drive, Kitchener! This beautiful 3-bedroom, 4-bath home with a double garage, cold room, and finished basement is located inthe sought-after Lackner Woods community. The open-concept main floor features an updated kitchen with 2025

Listed by: Gavin Yuan ,One Percent Realty Ltd. (519) 933-1092
House for sale: 1686 OLD BROCK Street, Vittoria

50 photos

$659,900

1686 Old Brock Street, Vittoria, Ontario N0E 1W0

3 beds
2 baths
57 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: 469 OLD NEWBURY Lane, Cambridge

47 photos

$799,000

469 Old Newbury Lane, Cambridge, Ontario N3H 5P5

4 beds
4 baths
13 days

concession Rd & Eagle St N 469 Old Newbury Lane, Cambridge - GORGEOUS Fully Renovated Detached Home with Double Car Garage. Welcome to this stunning detached double-car garage home, beautifully finished from top to bottom and move-in ready. The main floor features a bright open-concept layout

Listed by: Chatinder Pal Singh Chhatwal ,Homelife Miracle Realty Ltd (647) 887-2707
House for sale: 1260 OLD ZELLER DRIVE, Kitchener

17 photos

$769,900

1260 Old Zeller Drive, Kitchener, Ontario N2A 0A2

3 beds
3 baths
6 days

Cross Streets: Old Zeller Dr and Valebrook St. ** Directions: Head east along Old Zeller Drive; the property is on the left, just before Valebrook Street. 1260 Old Zeller Drive sits on a quiet street in one of Kitchener's most connected communities. Grand River trails are a 2-minute walk, transit

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
23 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 in one

House for sale: 356 OLD WELSH ROAD, Hastings Highlands

50 photos

$1,249,000

356 Old Welsh Road, Hastings Highlands (Monteagle Ward), Ontario K0L 1C0

6 beds
5 baths
22 days

Cross Streets: East Loop Road. ** Directions: Hwy 62 North to Musclow Greenview to Old Welsh Rd. Follow to sign. Stunning 2025 custom-build, full of intention and craftsmanship. Set on just under 6 acres. Styled to capture sophisticated Modern French Country charm that pairs warmth with a natural

House for sale: 469 OLD NEWBURY Lane, Cambridge

47 photos

$649,000

469 Old Newbury Lane, Cambridge, Ontario N3H 5P5

4 beds
4 baths
1 day

concession Rd & Eagle St N 469 Old Newbury Lane, Cambridge - GORGEOUS Fully Renovated Detached Home with Double Car Garage. Welcome to this stunning detached double-car garage home, beautifully finished from top to bottom and move-in ready. The main floor features a bright open-concept layout

Listed by: Chatinder Pal Singh Chhatwal ,Homelife Miracle Realty Ltd (647) 887-2707
House for sale: 141 OLD HIGHWAY 26, Meaford

50 photos

$625,000

141 Old Highway 26, Meaford (Meaford), Ontario N4L 1W7

4 beds
1 baths
53 days

Cross Streets: From Highway 26 turn onto Old Highway 26. Turn right at stop sign. 4th house on right. ** Directions: From Highway 26 turn onto OldHighway 26. Turn right at stop sign.4th house on right. Beautifully crafted BUNGALOW, located just a short drive from Lora Bay, Thornbury, and Meaford,

Heather Mcgee,Royal Lepage Locations North
Listed by: Heather Mcgee ,Royal Lepage Locations North (705) 994-9455
House for sale: 6346 OLD GARRISON BOULEVARD, London South

26 photos

$1,349,900

6346 Old Garrison Boulevard, London South (South V), Ontario N6P 0H3

5 beds
5 baths
50 days

From Pack Rd. turn north on Frontier and East on Old Garrison Move-In Ready & Exceptional Value - The Greengrove III by Mapleton Homes. Take advantage of builder discount of approximately $45,000 on this amazing property. This significant price reduction makes this luxury home an outstanding

Mark Morningstar,Streetcity Realty Inc.
Listed by: Mark Morningstar ,Streetcity Realty Inc. (519) 649-6900
House for sale: 730 OLD NORWOOD ROAD, Havelock-Belmont-Methuen

32 photos

$649,900

730 Old Norwood Road, Havelock-Belmont-Methuen (Belmont-Methuen), Ontario K0L 1Z0

4 beds
2 baths
22 days

Cross Streets: Hwy 30. ** Directions: S on Hwy 30 from Havelock E on Old Norwood Rd. Spacious family home in a prime location! Welcome to this beautiful and spacious family home offering comfort, convenience and room to grow. Featuring 3+1 bedrooms, and 2 full baths, this property boasts generous

House for sale: 340 OLD MUD Street, Hamilton

50 photos

$1,099,000

340 Old Mud Street, Hamilton, Ontario L8J 3Z9

4 beds
3 baths
50 days

Winterberry Drive/Paramount Drive to Old Mud Street One-of-a-kind, only two owner custom home on a rare double lot in a quiet upper Stoney Creek court! This is the kind of property that rarely comes to market. Loaded with custom finishes, outdoor luxuries, and lifestyle upgrades inside and

Listed by: Miguel Lima ,Century 21 Heritage Group Ltd. (905) 730-3843
House for sale: 46447 OLD MAIL ROAD, Meaford

40 photos

$2,899,999

46447 Old Mail Road, Meaford (Meaford), Ontario N4L 1W7

4 beds
4 baths
69 days

Cross Streets: Grey Road 7 & Old Mail Road. ** Directions: From Grey 7, turn on to Old Mail Road and head East. The moment you turn in, you can feel it - you've arrived somewhere unlike anywhere else. On a quiet country road, a long winding driveway leads to a secluded retreat. More than sixty

Katherine Robichaud,Real Broker Ontario Ltd
Listed by: Katherine Robichaud ,Real Broker Ontario Ltd (416) 358-4844
House for sale: 1225 OLD POST DRIVE, Oakville

50 photos

$2,199,900

1225 Old Post Drive, Oakville (1007 - GA Glen Abbey), Ontario L6M 1A5

5 beds
4 baths
33 days

Monks Passage to Old Post Drive Welcome to 1225 Old Post Drive, a beautifully renovated family home on a mature, private lot in Glen Abbey's sought-after Abbey Park school district. Extensively updated inside and out, this 4+1 bedroom residence offers refined finishes, thoughtful upgrades,

House for sale: 177 OLD MAPLE Boulevard, Rockwood

47 photos

$1,199,990

177 Old Maple Boulevard, Rockwood, Ontario N0B 2K0

4 beds
4 baths
35 days

From Dunbar St to Old Maple Blvd Fronting onto a charming treed boulevard and backing onto peaceful natural surroundings and open farmer’s fields, this home offers the perfect blend of privacy and community. Step inside to find a spacious open-concept layout designed for everyday living

House for sale: 13920 OLD SCUGOG ROAD, Scugog

50 photos

$829,000

13920 Old Scugog Road, Scugog (Blackstock), Ontario L0B 1B0

3 beds
2 baths
6 days

Cross Streets: Old Scugog & Church. ** Directions: Hwy 7a to Hwy 57 S to Blackstock. A TRUE MODERN FARMHOUSE! Absolutely Charming country home located in the quaint hamlet of Blackstock. Cozy living room featuring a gas fireplace, perfect for relaxing evenings. The custom kitchen boasts a breakfast

Karen Mckenna,Re/max All-stars Realty Inc.
Listed by: Karen Mckenna ,Re/max All-stars Realty Inc. (705) 328-6589
House for sale: 2884 OLD HASTINGS ROAD, Limerick

49 photos

$524,900

2884 Old Hastings Road, Limerick (Limerick), Ontario K0L 1P0

2 beds
1 baths
232 days

Old Hastings Road & Highway 620 Enjoy country living with 27 acres surrounded by forest and next to 100's of acres of crown land. This two bedroom home is ready to move into. The open concept living with large eat in kitchen is perfect for entertaining. There are 2 covered porches completely

House for sale: 206 OLD PAKENHAM ROAD, Ottawa

48 photos

$699,000

206 Old Pakenham Road, Ottawa (9401 - Fitzroy), Ontario K0A 1X0

3 beds
2 baths
135 days

Cross Streets: Clifford Campbell Street. ** Directions: From Galetta Side Road turn onto Harbour Street to Left onto Clifford Campbell to left onto Old Pakenham Rd. Charming Log Home Retreat on the Ottawa Snye - Fitzroy Harbour! Escape to the tranquility of this stunning log home, nestled on

Jacquie Macdonald,Re/max Hallmark Realty Group
Listed by: Jacquie Macdonald ,Re/max Hallmark Realty Group (613) 795-2678
House for sale: 177 OLD MAPLE BOULEVARD, Guelph/Eramosa

48 photos

$1,199,990

177 Old Maple Boulevard, Guelph/Eramosa (Rockwood), Ontario N0B 2K0

4 beds
4 baths
34 days

Cross Streets: J.F. Ross, St James. ** Directions: From Dunbar St to Old Maple Blvd. Fronting onto a charming treed boulevard and backing onto peaceful natural surroundings and open farmer's fields, this home offers the perfect blend of privacy and community. Step inside to find a spacious

Listed by: Jason O'keefe ,Real Broker Ontario Ltd. (519) 503-5828
House for sale: 146 OLD COLONY ROAD, Ottawa

29 photos

$799,900

146 Old Colony Road, Ottawa (9003 - Kanata - Glencairn/Hazeldean), Ontario K2L 1M4

5 beds
3 baths
8 days

Old Colony Rd and St Andrews Circle Discover a truly unique home in the area, featuring a stunning and spacious 450 sq. ft. addition that creates a bright, inviting family room-perfect for relaxing, entertaining, or gathering with loved ones. This thoughtfully designed extension adds exceptional

Listed by: Erin Holowach ,Comfree (877) 888-3131
House for sale: 25 - 35 OLD COURSE ROAD, St. Thomas

8 photos

$629,000

25 - 35 Old Course Road, St. Thomas (St. Thomas), Ontario N5R 0N3

4 beds
3 baths
110 days

Cross Streets: Shaw Valley Dr and Old Course Rd. ** Directions: going south on Sunset Drive, turn right onto Shaw Valley Dr, turn right onto Old Course Rd and at the end of Old Course Rd, the condo area is to the right. Beautiful 1490 sq. ft. bungalow condo on a 39'4" x 102'3" lot, featuring

Listed by: Erin Holowach ,Comfree (877) 888-3131
House for sale: 239 OLD GOVERNMENT Road, Emsdale

46 photos

$935,000

239 Old Government Road, Emsdale, Ontario P0A 1J0

4 beds
3 baths
37 days

HWY 11 North from Huntsville. Exit HWY 518 (Emsdale) turn left (West) over HWY 11, then left onto Old Government Road This extraordinary property provides a unique opportunity for multi-generational living within a cozy, log home setting. The finished living spaces of the home were extensively

Listed by: Ron Mitten ,Leap Real Estate Services Inc. (519) 591-5327
House for sale: 630 OLD HIGHWAY 2, Quinte West

50 photos

$1,780,000

630 Old Highway 2, Quinte West (Sidney Ward), Ontario K8V 5P5

6 beds
5 baths
5 days

Cross Streets: White's Rd. ** Directions: GPS. This is a rare opportunity to own a legacy property in one of the Bay of Quinte's most prestigious corridors. Whether you're hosting a summer soiree by the pool or enjoying a quiet morning watching the sunrise over the water, this estate offers

Listed by: Elaine Bouma ,Royal Lepage Proalliance Realty (613) 966-6060
House for sale: 1225 OLD POST Drive, Oakville

50 photos

$2,199,900

1225 Old Post Drive, Oakville, Ontario L6M 1A5

5 beds
4 baths
33 days

Monks Passage to Old Post Drive Welcome to 1225 Old Post Drive, a beautifully renovated family home on a mature, private lot in Glen Abbey’s sought-after Abbey Park school district. Extensively updated inside and out, this 4+1 bedroom residence offers refined finishes, thoughtful upgrades,

Brad Miller,Century 21 Miller Real Estate Ltd.
Listed by: Brad Miller ,Century 21 Miller Real Estate Ltd. (905) 338-2121
House for sale: 14 OLD VIENNA ROAD, Tillsonburg

15 photos

$544,000

14 Old Vienna Road, Tillsonburg (Tillsonburg), Ontario N4G 3C4

3 beds
2 baths
17 days

Cross Streets: Old Vienna Road and Simcoe Street. ** Directions: From Simcoe Street, turn south on Old Vienna Road. Property on east side. Lovely home on Old Vienna Road in Tillsonburg, just minutes from amenities yet tucked away on a quiet street, with the school bus conveniently stopping

Marius Kerkhoff,Re/max A-b Realty Ltd Brokerage
Listed by: Marius Kerkhoff ,Re/max A-b Realty Ltd Brokerage (519) 532-3995
House for sale: 930 OLD DERRY ROAD, Mississauga

32 photos

$1,899,000

930 Old Derry Road, Mississauga (Meadowvale Village), Ontario L5W 1A1

2 beds
2 baths
4 days

Derry & Mavis Rd One-of-a-kind, peaceful property situated in Prestigious Meadowvale Village & surrounded by Top Schools. This Sophisticated (100ft Wide) Bungalow is located right in front of Rotherglen School. Situated on a large (100 x 197 ft) lot, this renovated property offers a 'cottage

Harman Sidhu,Royal Lepage Ignite Realty
Listed by: Harman Sidhu ,Royal Lepage Ignite Realty (647) 519-2429
House for sale: 17170 OLD MAIN STREET, Caledon

44 photos

$999,999

17170 Old Main Street, Caledon (Rural Caledon), Ontario L7K 0E6

4 beds
2 baths
71 days

Cross Streets: Fork of the Credit Rd & Mississauga Rd. ** Directions: From Fork of the Credit Rd to Mississauga Rd, 2 minutes walk from Belfountain Community Hall. Welcome home to this one-of-a-kind, fully renovated home in the highly sought-after hamlet of Belfountain! This four-bedroom, 2-bath,

Lesley Stoneham,Real Broker Ontario Ltd.
Listed by: Lesley Stoneham ,Real Broker Ontario Ltd. (226) 917-2774

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.