Old School House Ontario Homes

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House for sale: 3736 OLD SCHOOL ROAD, Caledon

13 photos

$10,500,000

3736 Old School Road, Caledon (Rural Caledon), Ontario L0N 1K0

6 beds
4 baths
21 days

Cross Streets: Old School/Kennedy/Heart Lake. ** Directions: Old School/Kennedy. Prime Location with Exceptional Development Potential, This generous 12.40-acre lot, as detailed in the Geo Warehouse, offers an outstanding opportunity for developers and builders. Located in a rapidly growing

Vijay Kumar,Icloud Realty Ltd.
Listed by: Vijay Kumar ,Icloud Realty Ltd. (647) 261-1873
House for sale: 574252 OLD SCHOOL LINE, Woodstock

38 photos

$899,900

574252 Old School Line, Woodstock (Woodstock - South), Ontario N4S 7V8

5 beds
4 baths
14 days

Cross Streets: Old School Line and Hwy 59. ** Directions: South on Hwy 59, turn slight right onto Old School Line, property is corner lot. Welcome to your dream home, a stunning new build by Everest Homes on nearly half an acre, this beautiful 4-bedroom + den, 4 bath home offers over 3000 sq.

Katherine Clarke,Revel Realty Inc Brokerage
Listed by: Katherine Clarke ,Revel Realty Inc Brokerage (519) 588-8549
House for sale: 115 RIVERDALE DRIVE, St. Catharines

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$2,195,000

115 Riverdale Drive, St. Catharines (457 - Old Glenridge), Ontario L2R 4C1

5 beds
5 baths
40 days

Cross Streets: Rockcliffe Road. ** Directions: Glenridge Avenue, east on Rockcliffe Road, north on Riverdale Drive. STUNNING EXCLUSIVE GOLF COURSE FAMILY HOME! Beautiful one-of-a-kind 4 bedroom home backing onto the St. Catharines Golf Club by award winning Pym & Cooper, this unique home is

Listed by: Susan Graham ,Royal Lepage Nrc Realty (905) 328-5443
House for sale: 275 MARTIN STREET, Milton

50 photos

$2,849,800

275 Martin Street, Milton (1035 - OM Old Milton), Ontario L9T 2R7

7 beds
6 baths
69 days

Steeles/Martin Welcome to this exquisite custom-designed French château-style residence, nestled on a sprawling 74 by 158-foot lot in the heart of Old Milton. Blending timeless elegance with modern luxury, this beautifully crafted home offers over 5,400 square feet of living space, including

Michael Malarski,Re/max Real Estate Centre Inc.
Listed by: Michael Malarski ,Re/max Real Estate Centre Inc. (416) 999-1583
House for sale: 15 BASS ROAD, Elizabethtown-Kitley

50 photos

$1,249,900

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

3 beds
2 baths
14 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: 228 WATER STREET, Guelph

44 photos

$749,999

228 Water Street, Guelph (Dovercliffe Park/Old University), Ontario N1G 1B2

2 beds
2 baths
18 days

Edinburgh Rd S Nestled on a mature, tree-lined lot in the heart of Guelph's sought-after Old University neighbourhood, this charming brick bungalow offers character, income potential, and an unbeatable lifestyle. Just steps from the river, Royal City Park, and the vibrant downtown core, the

House for sale: 10 HOUGHTON BOULEVARD, Markham

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$2,938,888

10 Houghton Boulevard, Markham (Old Markham Village), Ontario L3P 2N6

6 beds
5 baths
136 days

HWY 7 & MAIN STREET Unmatched Development / Investment Opportunity in Prestigious Old Markham VillageUnlock the full potential of this beautifully maintained 4+2 bedroom, 5-bathroom home offering approx. 3,500 sq ft of total living space-including a walkout basement apartment-in one of Markham's

House for sale: 1326 LILY BAY DRIVE N, Elizabethtown-Kitley

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$899,000

1326 Lily Bay Drive N, Elizabethtown-Kitley (811 - Elizabethtown Kitley (Old Kitley) Twp), Ontario K6V 7C5

3 beds
3 baths
124 days

From the City of Brockville, west on King St. becoming Highway #2, north onto Lily Bay Dr., the property will be signed! You'll not find another like it. This extraordinary architectural home rests on 33 groomed acres just outside Brockville, moments from the St. Lawrence River and the breathtaking

House for sale: 467 LAKE ELOIDA ROAD, Elizabethtown-Kitley

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$699,000

467 Lake Eloida Road, Elizabethtown-Kitley (814 - Elizabethtown Kitley (Old K.) Twp), Ontario K0E 1Y0

5 beds
3 baths
82 days

Cross Streets: County Rd 8 (Toledo) and Lake Eloida Rd. ** Directions: From Smiths Falls, south on Hwy 29. Right on County Rd 8. Approx 3 mins past Toledo, keep left on Lake Eloida Rd. From Brockville, north on Hwy 29. Left on Baker Rd. Left County Rd 8. Keep left on Lake Eloida Rd. Attractive,

Stephanie Mols,Coldwell Banker First Ottawa Realty
Listed by: Stephanie Mols ,Coldwell Banker First Ottawa Realty (613) 812-5510
House for sale: 260 SYDNEY STREET, Milton

7 photos

$1,099,900

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

3 beds
1 baths
3 days

Cross Streets: Heslop and sydney. ** Directions: Heslop to Sydney. Welcome to 260 Sydney St in old mature Milton & this well built custom bungalow is located on a 75' x 133' mature lot backing unto open space and J.M. Denyes School. Walking distance to downtown & the fair grounds. If your

Scott B. Prior,Re/max Real Estate Centre Inc.
Listed by: Scott B. Prior ,Re/max Real Estate Centre Inc. (905) 875-7268
House for sale: 4068 COUNTY ROAD 29, Elizabethtown-Kitley

50 photos

$539,000

4068 County Road 29, Elizabethtown-Kitley (811 - Elizabethtown Kitley (Old Kitley) Twp), Ontario K6V 5T4

3 beds
1 baths
46 days

Cross Streets: Rowsome Rd. ** Directions: Heading West on County Road 29, property is on the South Side. Nestled in the serene landscape of Elizabethtown-Kitley, Ontario, this charming 3-bedroom, 1-bathroom home offers idyllic country living on just under 7 acres of meticulously landscaped

House for sale: 35 COUNTY ROAD #1 ROAD, Elizabethtown-Kitley

50 photos

$775,000

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

2 beds
2 baths
43 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 completely rebuilt brick century home offers an extraordinary lifestyle. Originally reimagined & rebuilt on the inside in 2010

Natalie Sobhie,Re/max Affiliates Realty Ltd.
Listed by: Natalie Sobhie ,Re/max Affiliates Realty Ltd. (613) 913-7653
House for sale: 6229 FOSTER HALL ROAD, Elizabethtown-Kitley

12 photos

$774,900

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

2 beds
2 baths
53 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: 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
44 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,Re/max Affiliates Realty Ltd.
Listed by: Natalie Sobhie ,Re/max Affiliates Realty Ltd. (613) 913-7653
House for sale: 467 ANTHONY DRIVE, Oakville

33 photos

$1,495,000

467 Anthony Drive, Oakville (1013 - OO Old Oakville), Ontario L6J 2K6

3 beds
2 baths
70 days

Cross Streets: Maple/Anthony. ** Directions: Trafalgar/Cornwall/Watson/Maple/Anthony. Lot and Location! Backing onto Maple Valley Park in Southeast OakvilleIn one of Oakvilles most coveted neighbourhoods, this property offers exceptional value and premier location backing onto Maple Valley

Susan Masterson,Royal Lepage Realty Plus Oakville
Listed by: Susan Masterson ,Royal Lepage Realty Plus Oakville (647) 388-4471
House for sale: 2804 MYRTLE PLACE, Elizabethtown-Kitley

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$589,000

2804 Myrtle Place, Elizabethtown-Kitley (811 - Elizabethtown Kitley (Old Kitley) Twp), Ontario K6V 7G9

3 beds
2 baths
4 days

Cross Streets: County Road 26 & Myrtle Place. ** Directions: From Walmart head east, turn left onto County Rd 6, continue to the 4-way stop. Turn right to Myrtle Place, right to #2804 - sign onFrom. If you're looking for a spacious lot that offers a hint of rural charm - yet sits only four

Debra Lynn Currier,Royal Lepage Proalliance Realty
Listed by: Debra Lynn Currier ,Royal Lepage Proalliance Realty (613) 246-1349
House for sale: 111 GLOUCESTER AVENUE, Oakville

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$2,675,000

111 Gloucester Avenue, Oakville (1013 - OO Old Oakville), Ontario L6J 3W3

3 beds
3 baths
18 days

Gloucester Ave & Lakeshore Rd E Set on a 75' x 125' lot in one of Oakville's most coveted pockets, this property offers a unique combination of current livability and future potential. Committee of Adjustment approvals are already in place, with full architectural plans for a 3,816 sq. ft.

House for sale: 8 CRAWFORD STREET, Guelph

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$1,429,000

8 Crawford Street, Guelph (Dovercliffe Park/Old University), Ontario N1G 1Z1

5 beds
3 baths
39 days

Cross Streets: Gordon/ University. ** Directions: Gordon/ University/ Crawford. A RARE OPPORTUNITY IN DESIRABLE OLD UNIVERSITY! Located in one of Guelph's most sought-after areas, you'll find a true gem at 8 Crawford St. This 2801sq ft, 2.5 storey home has had numerous updates over the past

Ryan Waller,Keller Williams Home Group Realty
Listed by: Ryan Waller ,Keller Williams Home Group Realty (226) 780-0202
House for sale: 295 MAPLE AVENUE, Oakville

41 photos

$2,998,000

295 Maple Avenue, Oakville (1013 - OO Old Oakville), Ontario L6J 3M5

5 beds
4 baths
32 days

Cross Streets: Maple Avenue at Reynolds Street. ** Directions: Reynolds Street south to Maple Avenue. Fabulous custom build in prime Old Oakville steps to Whole Foods market, Oakville GO and coveted southeast Oakville schools. Luxury living with high ceilings throughout over 3000 SF plus fully

House for sale: 1190 COUNTY RD 2 ROAD, Elizabethtown-Kitley

33 photos

$499,900

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

3 beds
1 baths
35 days

Cross Streets: Highway 401/CR 2. ** Directions: From Brockville, take Highway 2 west until 1190. This beautifully built by and maintained one-owner home offers timeless quality, thoughtful updates, and a location that perfectly balances rural peace with urban convenience. Located just minutes

Brandy Macgregor,Homelife/dlk Real Estate Ltd
Listed by: Brandy Macgregor ,Homelife/dlk Real Estate Ltd (613) 803-1344
House for sale: 502 BOHEMIA CRESCENT, Oakville

50 photos

$1,599,000

502 Bohemia Crescent, Oakville (1013 - OO Old Oakville), Ontario L6J 2K8

3 beds
2 baths
145 days

Chartwell Road/Maple Ave/Bohemia Cres Nestled on a quiet, tree-lined street in prestigious Old Oakville, this beautifully updated, move-in ready home offers an open-concept main floor, featuring a gourmet kitchen with high-end finishes, a generous dining area and a cozy living room with a stone

House for sale: 533 OLD MARMORA ROAD, Madoc

43 photos

$925,000

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

3 beds
2 baths
57 days

Hwy 62 to Seymour Street West to Old Marmora Road Welcome to 533 Old Marmora Rd! You need to check out this impeccable 2 yr old country bungalow, nestled among the pine trees on a picturesque and manicured 1 acre lot. Located 2 minutes outside Madoc on a paved road, this one checks a lot of

Steve Bancroft,Century 21 Lanthorn Real Estate Ltd.
Listed by: Steve Bancroft ,Century 21 Lanthorn Real Estate Ltd. (613) 473-1238
House for sale: 12855 OLD SIMCOE ROAD, Scugog

17 photos

$1,899,000

12855 Old Simcoe Road, Scugog (Rural Scugog), Ontario L9L 1B3

3 beds
2 baths
78 days

Scugog Line 4/Old Simcoe Rd Please Welcome To Market This 49 Acre Farmland Ranch Style Bungalow With Tons Of Potential. Minutes From Downtown Port Perry And Lake Scugog. This Three Bedroom Bungalow Has A Wood-Burning Fireplace, Open Concept Kitchen, Gorgeous Views And Walk Out Deck To Open

Listed by: Chris Mcauley ,Coldwell Banker 2m Realty (905) 576-5200
House for sale: 250 OLD HIGHWAY 24, Bloomsburg

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$359,900

250 Old Highway 24, Bloomsburg, Ontario N0E 1Y0

5 beds
2 baths
42 days

Old Highway 24 through Waterford to Bloomsburg. Opportunity Awaits in the Charming Hamlet of Bloomsburg. Nestled in this peaceful community perfectly positioned between Waterford and Simcoe this 5-bedroom home sits on a spacious quarter-acre lot backing onto a school yard and open farmers'

House for sale: 110 OLD HIGHWAY 4, Grey Highlands

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$1,099,000

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

4 beds
2 baths
32 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

House for sale: 310 OLD MADOC ROAD, Belleville

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$479,000

310 Old Madoc Road, Belleville (Thurlow Ward), Ontario K0K 2B0

2 beds
1 baths
52 days

Cross Streets: Highway 62. ** Directions: North on Highway 62 to Old Madoc Road, Right on Old Madoc Road. Nestled on the scenic and sought-after Old Madoc Road, just north of Belleville, this beautifully updated 2-bedroom, 1-bathroom home offers the perfect blend of peaceful rural living and

House for sale: 86 OLD CUT Boulevard, Long Point

50 photos

$2,700,000

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

4 beds
4 baths
56 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: 1353 OLD ZELLER Drive, Kitchener

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$899,000

1353 Old Zeller Drive, Kitchener, Ontario N2A 0C6

3 beds
4 baths
13 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 and finished basement is located in the sought-after Lackner Woods community. The open-concept main floor features an updated kitchen with 2025 quartz countertops

Listed by: Gavin Yuan ,One Percent Realty Ltd. (519) 933-1092
House for sale: 5277 OLD SCUGOG ROAD, Clarington

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$1,375,000

5277 Old Scugog Road, Clarington (Rural Clarington), Ontario L0B 1J0

6 beds
4 baths
67 days

Cross Streets: Old Scugog Rd / Taunton Rd. ** Directions: Taunton Rd to Old Scugog Rd. You Really Can Have It All! Prepare To Be Amazed, The Perfect Location With the Perfect Finishes. This Gorgeous 4+2 Bdrm Executive 2 Storey Home W/Detached Garage & 3500 sq ft of Finished Living Space on

House for sale: 95 OLD RUBY LANE, Puslinch

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$3,880,000

95 Old Ruby Lane, Puslinch (Rural Puslinch East), Ontario N0B 2J0

6 beds
6 baths
24 days

Cross Streets: Victoria Rd. / Old Ruby Lane. ** Directions: Old Ruby Lane is located off Victoria Rd between Wellington 34 and Maltby Rd. E. A Lifestyle of Luxury, Comfort & Connection Welcome to Audrey MeadowsCome home to where luxury meets lifestyle a place where every detail has been carefully

Eve Claxton,Eve Claxton Realty Inc
Listed by: Eve Claxton ,Eve Claxton Realty Inc (519) 766-7650
House for sale: 658 OLD HIGHWAY 2, Quinte West

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$2,490,000

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

4 beds
5 baths
198 days

Cross Streets: Old Hwy 2 & Whites Road. ** Directions: Old Hwy 2 and Whites Road. Welcome to your dream waterfront oasis on the beautiful Bay of Quinte. Combining timeless craftsmanship with modern luxury, this impeccably renovated and expanded home offers a quiet luxurious lifestyle in a prime

House for sale: 2304 OLD NORWOOD ROAD, Otonabee-South Monaghan

50 photos

$739,900

2304 Old Norwood Road, Otonabee-South Monaghan (Otonabee-South Monaghan), Ontario K9J 0G6

4 beds
2 baths
38 days

Cross Streets: Television Road/Old Norwood Road. ** Directions: Television Rd/Old Norwood Rd. LIVE, PLAY & WORK @ HOME! CHECK OUT THE 2 STOREY HEATED SHOP! This beautifully treed property offers the perfect blend of peace and convenience - just 5 minutes to downtown Peterborough & quick access

House for sale: 112 OLD BRIDGE Road S, Hanover

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$1,299,900

112 Old Bridge Road S, Hanover, Ontario N4N 3B8

3 beds
2 baths
60 days

Grey Rd 4 East from Hanover through roundabout to Old Bridge Rd S, driveway on left. Serenity. Privacy. Nature. Welcome to your beautiful 13 acre country retreat with 642ft of frontage along the Saugeen River. Nestled away just off Hwy 4 and only 5 minutes East of Hanover, this quiet country

Listed by: David Meulensteen ,Kempston & Werth Realty Ltd. (519) 569-0408
House for sale: 177 OLD MAPLE Boulevard, Rockwood

48 photos

$1,249,900

177 Old Maple Boulevard, Rockwood, Ontario N0B 2K0

4 beds
4 baths
18 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: 239 OLD GOVERNMENT Road, Emsdale

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$935,000

239 Old Government Road, Emsdale, Ontario P0A 1J0

4 beds
3 baths
70 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: 482 OLD L'AMABLE ROAD, Bancroft

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$449,000

482 Old L'amable Road, Bancroft (Dungannon Ward), Ontario K0L 1C0

5 beds
2 baths
4 days

Cross Streets: Hwy 62. ** Directions: Hwy 62 South to Old L'Amable Rd. 31 Acres Minutes from Downtown Bancroft! It's hard to believe such a beautiful 30-acre property sits just minutes from town - offering the perfect mix of convenience, space, and nature. The land is well-treed and rolling,

House for sale: 1398 OLD SECOND ROAD N, Springwater

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$2,699,900

1398 Old Second Road N, Springwater (Phelpston), Ontario L0L 2K0

3 beds
2 baths
16 days

Cross Streets: Horseshoe Valley Road to Old Second Road North. ** Directions: Old Second and Matheson. Welcome to your private country retreat nestled on 78 sprawling acres in the heart of Springwater, this extraordinary property offers the perfect blend of peaceful living, recreational opportunities,

Listed by: Matthew Petrovich ,Keller Williams Experience Realty (705) 720-2200
House for sale: 1291 OLD HIGHWAY 8, Hamilton

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$2,350,000

1291 Old Highway 8, Hamilton, Ontario L0R 1Z0

5 beds
0 baths
136 days

HWY 8 TO SHEFFIELD RD. TO OLD HWY 8 The TOTAL PACKAGE!!! ~6000 sq ft outbuilding & a ~2200 sq ft bungalow, with a grade level walk-out basement, all situated on ~42 picturesque acres. The ~6000 sq ft outbuilding features 3PHASE (600 volts 500 amp) electrical service. In floor heating in the

House for sale: 112 OLD BRIDGE ROAD S, West Grey

50 photos

$1,299,900

112 Old Bridge Road S, West Grey (West Grey), Ontario N4N 3B8

3 beds
3 baths
192 days

Cross Streets: Hwy 4. ** Directions: Grey Rd 4 East from Hanover through roundabout to Old Bridge Rd. Serenity. Privacy. Nature. Welcome to your beautiful 13 acre country retreat with 642ft of frontage along the Saugeen River. Nestled away just off Hwy 4 and only 5 minutes East of Hanover,

Listed by: David Meulensteen ,Kempston & Werth Realty Ltd. (519) 569-0408
House for sale: 300 OLD BATHURST STREET, King

50 photos

$1,999,999

300 Old Bathurst Street, King (Rural King), Ontario L7B 1K5

3 beds
2 baths
3 days

Cross Streets: 19th and Old Bathurst. ** Directions: Corner of Old Bathurst and 19th Sideroad. Welcome to this picturesque 5.25 acre property offering the perfect blend of country living and convenience just minutes from town. This diverse lot features a charming 3-bedroom 2-bathroom home,

Listed by: Alicia Van Lankveld ,Royal Lepage Rcr Realty (705) 984-4421
House for sale: 340 OLD MUD Street, Hamilton

50 photos

$1,149,000

340 Old Mud Street, Hamilton, Ontario L8J 3Z9

4 beds
3 baths
53 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: 779 OLD MUSKOKA ROAD, Huntsville

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$649,000

779 Old Muskoka Road, Huntsville (Stephenson), Ontario P0B 1M0

3 beds
2 baths
37 days

Cross Streets: Stephenson Rd 12. ** Directions: Take Hwy 11 to Stephenson Rd 12 W, Turn right to Old Muskoka Rd. OPEN HOUSE SATURDAY SEPTEMBER 27TH AND SUNDAY SEPTEMBER 28TH 1-4. REFRESHMENTS SERVED. Welcome to this beautifully updated 3-bedroom, 2-bathroom home nestled on a serene 1.6-acre

House for sale: 93 OLD CHICOPEE DRIVE, Kitchener

50 photos

$899,900

93 Old Chicopee Drive, Kitchener, Ontario N2A 3R7

4 beds
4 baths
44 days

Cross Streets: OTTAWA ST N & OLD CHICOPEE DR. ** Directions: GO SOUTH ON OLD CHICOPEE DR FROM OTTAWA. Exceptionally well maintained, open concept, carpet free, detached house in the highly sought after Stanley Park area in Kitchener. Built 1986 Lot 60x130 ft. 2,014 sq. ft. House features hardwood

Mina Demir,One Percent Realty Ltd.
Listed by: Mina Demir ,One Percent Realty Ltd. (647) 836-4037
House for sale: 6416 OLD GARRISON BOULEVARD, London South

50 photos

$1,065,000

6416 Old Garrison Boulevard, London South (South V), Ontario N6P 0G2

4 beds
4 baths
31 days

FRONTIER & OLD GARRISON Be prepared to fall in love! Welcome to Talbot Village. Walk in to your spacious foyer and be greeted by your elegant dining room to the left or an office space to the right. Straight ahead you walk into your elegant living room with tray ceiling and patio doors that

Stacey Dale,Re/max Advantage Realty Ltd.
Listed by: Stacey Dale ,Re/max Advantage Realty Ltd. (226) 374-2916
House for sale: 514 OLD MUD STREET, Hamilton

50 photos

$1,049,000

514 Old Mud Street, Hamilton (Albion Falls), Ontario L8J 3X5

4 beds
4 baths
53 days

Cross Streets: Winterberry Drive. ** Directions: \"Hey Siri, Take Me To 514 Old Mud Street\". This Beautifully Maintained 4-Bedroom, 3+1 Bathroom Home Offers Over 2,200 Sqft Of Well-Designed Living Space, Perfect For Growing Families Or Multi-Generational Living. Located In A Highly Sought-After

Listed by: Nemanja Beader ,Psr (289) 635-1553
House for sale: 14629 OLD SIMCOE ROAD, Scugog

50 photos

$814,999

14629 Old Simcoe Road, Scugog (Port Perry), Ontario L9L 1C1

4 beds
1 baths
46 days

Old Simcoe Rd & Victoria St Welcome to this immaculate 3+1 bedroom bungalow set on a huge 0.25-acre lot just minutes from downtown Port Perry and the waterfront. This home has been lovingly maintained, with pride of ownership evident throughout and a long list of big ticket upgrades completed

Brad D'ornellas,Royal Lepage Frank Real Estate
Listed by: Brad D'ornellas ,Royal Lepage Frank Real Estate (289) 675-4882
House for sale: 177 OLD MAPLE BOULEVARD, Guelph/Eramosa

48 photos

$1,249,900

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

4 beds
4 baths
18 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: 11 OLD TRAFFORD DRIVE, Trent Hills

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$725,000

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

3 beds
3 baths
32 days

Cross Streets: Concession Rd 13 E. ** Directions: Concession Rd 13 East to Old Trafford Dr. Welcome to the heart of Hastings! This charming 2+1 Bed, 3 Bath home is ideally situated in a prime location within the quaint village of Hastings, where you'll find everything you need just steps from

Taylor Megan Elmhirst,Real Broker Ontario Ltd.
Listed by: Taylor Megan Elmhirst ,Real Broker Ontario Ltd. (705) 772-0679
House for sale: 1225 OLD POST DRIVE, Oakville

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$2,259,900

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

5 beds
4 baths
3 days

Monks Passage to Old Post Drive Stunning! Fantastic TURN KEY Home in One of the Most Sought After Parts of Glen Abbey. This Property is a Step above its Competitors. Fully Renovated Executive Home located on a Quiet Cul-de-Sac w a Private Mature Lot in Abbey Park School District. Rarely do

House for sale: 384 OLD COLONY ROAD, Richmond Hill

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$1,499,999

384 Old Colony Road, Richmond Hill (Oak Ridges Lake Wilcox), Ontario L4E 5B2

4 beds
4 baths
19 days

Yonge St & Old Colony Rd This newly renovated detached home showcases high-end finishes throughout and a bright, open-concept layout designed for modern living. Located in the highly sought-after Oak Ridges Lake Wilcox community, it offers 3+1 bedrooms and 4 bathrooms, blending elegance and

Barmak Azizimoghaddam,Re/max Excel Realty Ltd.
Listed by: Barmak Azizimoghaddam ,Re/max Excel Realty Ltd. (416) 999-5000

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.