Historic House Ontario

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House for sale: 391 RAINES STREET, Georgina

44 photos

$980,000

391 Raines Street, Georgina (Historic Lakeshore Communities), Ontario L4P 3C8

5 beds
2 baths
131 days

Cross Streets: Woodbine/Boyers. ** Directions: Woodbine/Boyers/Metro/Raines. Historic Hamlet Of Roches Point - This Property Offers Great Opportunities!!! Two Lots Can Be Conveyed Separately To Build Two New Homes or Renovate The Existing Century Home & Build New On The Other Lot - Over 2000

House for sale: 815 ROCKAWAY ROAD, Georgina

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$1,299,000

815 Rockaway Road, Georgina (Historic Lakeshore Communities), Ontario L0E 1S0

5 beds
4 baths
27 days

Cross Streets: Rockaway Rd & Metro Rd N. ** Directions: Metro Road and Rockaway. Experience true modern luxury located in the highly sought-after Willow Beach area in the heart of cottage country. No expense was spared in 2018, with over $400K invested in a meticulous top-to-bottom renovation

Listed by: Rose Mirzadjani ,Right At Home Realty (647) 260-0653
House for sale: 20 FARLEY CIRCLE, Georgina

50 photos

$749,000

20 Farley Circle, Georgina (Historic Lakeshore Communities), Ontario L0E 1S0

3 beds
2 baths
15 days

Cross Streets: Kennedy Rd /Metro Rd N. ** Directions: Metro Rd to Farley Circle. Just steps from Lake Simcoe with exclusive residents only lake access, this well maintained home features a bright updated kitchen with quartz countertops, new flooring throughout the main floor, fresh paint, and

House for sale: 27088 KENNEDY ROAD, Georgina

38 photos

$1,899,000

27088 Kennedy Road, Georgina (Historic Lakeshore Communities), Ontario L0E 1S0

5 beds
4 baths
37 days

Cross Streets: Kennedy and Metro. ** Directions: NW Corner of Kennedy & Metro. Steps from Lake Simcoe, this custom built masterpiece combines cutting-edge construction with timeless design. Offering approx. 6,800 sq ft of finished living space, the home is built entirely with ICF (Insulated

Steve Liu,Zolo Realty
Listed by: Steve Liu ,Zolo Realty (416) 898-8932
House for sale: 30 QUIET HEIGHTS LANE, Georgina

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$899,000

30 Quiet Heights Lane, Georgina (Historic Lakeshore Communities), Ontario L4P 3C8

4 beds
2 baths
29 days

Cross Streets: Metro Road N & Ferncroft Dr. ** Directions: Metro Road N to Ferncroft Dr, North on Quiet Heights Lane. Welcome to 30 Quiet Heights Lane, nestled on one of Georgina's most desirable cul-de-sacs. Set on just shy of half an acre, this beautifully updated two-storey home offers breathtaking

Frank Leo,Re/max West Realty Inc.
Listed by: Frank Leo ,Re/max West Realty Inc. (416) 917-5466
House for sale: 229 LAKE DRIVE N, Georgina

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$1,999,000

229 Lake Drive N, Georgina (Historic Lakeshore Communities), Ontario L4P 3C8

4 beds
3 baths
30 days

Lake Dr N & High Gwillim Dr Welcome To The One You Have Been Waiting For... Your Dream Indirect Waterfront Compound Featuring A 26'x28' Oversized Finished Garage With 2 Offices + 4-Piece Bath And A Irreplicable 25'x36' Dry Boathouse. Stepping Down To The Western Facing Waterfront You Will Find

House for sale: 39 HIGHFIELD CRESCENT, Georgina

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$1,499,000

39 Highfield Crescent, Georgina (Historic Lakeshore Communities), Ontario L4P 0M2

6 beds
4 baths
12 days

Old Homestead Rd / Broadview Ave / Highfield Cres One Of A Kind Estate Home Nestled On 1.27 Acres Of Private Land With Additional 1,200 SqFt 1 Bedroom Guest house, 20 x 40 Ft Covered Inground Pool, & 600 SqFt Detached Garage With Hydro! Over 3,500+ SqFt In Main Home Features Covered Porch Leading

House for sale: 853 FAIRBANK AVENUE, Georgina

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$1,198,000

853 Fairbank Avenue, Georgina (Historic Lakeshore Communities), Ontario L0E 1S0

4 beds
2 baths
56 days

Cross Streets: Metro Road/ Kennedy Road. ** Directions: Close to Lake drive. EXCEPTIONA LAKEVIEW RESIDENCE IN A PRESTIGIOUS NEIGHBOURHOOH!! Welcome To This Stunning, Fully Renovated Home Offering Breathtaking View Of Lake Simcoe. Designed for both comfort and elegance, this modern residence

Zahra Alamdar,Homelife New World Realty Inc.
Listed by: Zahra Alamdar ,Homelife New World Realty Inc. (416) 490-1177
House for sale: 181 BOWLING GREEN ROAD, Georgina

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$1,439,000

181 Bowling Green Road, Georgina (Historic Lakeshore Communities), Ontario L4P 3C8

3 beds
4 baths
47 days

Cross Streets: Lake Dr. N./Orchard Beach Rd. ** Directions: Lake Dr. N to Orchard Beach Rd. Pristine, one of a kind Custom Contemporary home built in 2021 is located in the Historical Lakeside Community of Orchard Beach and just steps to Lake Simcoe. Beautiful private and fully landscaped,

House for sale: 808 MONTSELL AVENUE, Georgina

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$638,800

808 Montsell Avenue, Georgina (Historic Lakeshore Communities), Ontario L0E 1S0

2 beds
1 baths
15 days

Metro Rd N & Kennedy Rd Welcome To Condo Living Without The Condo Fees In A Desirable Lakeside Community With Access To One Of The Best Private Residents' Sandy Beaches And Swimming Dock. This Extensively Renovated And Updated Open-Concept Bungalow Offers Stylish, Comfortable Living On A Large

House for sale: 54 FARLEY CIRCLE, Georgina

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$649,000

54 Farley Circle, Georgina (Historic Lakeshore Communities), Ontario L0E 1S0

2 beds
1 baths
49 days

Lake Dr. E./Farley Circ. Amazing Opportunity in A terrific location! This is your chance to invest in this sought after neighbourhood. This 2 bedroom bungalow is situated on a large lot with private beach access just short walk away. Gas, Heat, and municipal water. This is your opportunity

Listed by: Touran Tina Ahmadi-jorny ,Royal Lepage Signature Realty (416) 443-0300
House for sale: 76 KERFOOT CRESCENT, Georgina

40 photos

$879,900

76 Kerfoot Crescent, Georgina (Historic Lakeshore Communities), Ontario L4P 4H2

4 beds
3 baths
13 days

Metro / Kerfoot Welcome to this **beautiful true bungalow** set on a **large pie-shaped lot** in one of **Keswick's most desirable neighbourhoods!** This impressive home combines comfort, function, and style-featuring **main-floor living** with an **open-concept layout**, **bright principal

Listed by: Alexander Schloo ,Keller Williams Realty Centres (905) 895-5972
House for sale: 8 RUSHTON ROAD, Georgina

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$779,900

8 Rushton Road, Georgina (Historic Lakeshore Communities), Ontario L0E 1S0

4 beds
2 baths
6 days

Lake Dr E & Rushton Rd Just Steps To Private Lake Access In Sought-After Willow Beach. Tucked Away On A Quiet, No-Exit Street, This Solid Brick Bungalow Offers Space, Privacy, And A Relaxed Lakeside Lifestyle. Featuring 3+1 Bedrooms And 2 Bathrooms, The Home Offers Approximately 1,700 Sq Ft

House for sale: 11 RED ROBIN ROAD, Georgina

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$1,399,000

11 Red Robin Road, Georgina (Historic Lakeshore Communities), Ontario L4P 3E9

6 beds
3 baths
1 day

Cross Streets: Lake Dr. E / Civic Centre Rd. ** Directions: Lockbox. Perfect for End-Users or Investors. This Move-in Ready home offers Strong Income Potential with a 1049 sqf Finished Walkout Basement and In-Law Suite, plus Licensed Airbnb Use. Featuring Sizeable 4+2 Bedrooms, Two Expansive

Sandy Liu,Jdl Realty Inc.
Listed by: Sandy Liu ,Jdl Realty Inc. (905) 731-2266
House for sale: 815 LAGOON DRIVE, Georgina

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$709,000

815 Lagoon Drive, Georgina (Historic Lakeshore Communities), Ontario L0E 1S0

3 beds
4 baths
9 days

Lakeshore Drive East & Lagoon Discover the charm of lakeside living at 815 Lagoon Drive! Nestled on a quiet, no-exit street in the exclusive Willow Beach enclave, this spacious 3-bedroom bungalow rests on a generous 50x179-foot lot, mere steps from the beautiful shores of Lake Simcoe. Designed

House for sale: 796 SEDORE AVENUE, Georgina

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$619,000

796 Sedore Avenue, Georgina (Historic Lakeshore Communities), Ontario L0E 1S0

2 beds
1 baths
8 days

Metro Rd & Kennedy Rd Turnkey Living In The Heart Of Willow Beach! This Beautifully Updated 2-Bedroom, 1-Bathroom Home Is Perfect For First-Time Buyers, Downsizers, Or A Year-Round Retreat. Renovated In 2021, It Features A Bright Open-Concept Living And Kitchen Space With A Cozy Feel, Complete

House for sale: 1031 LAKE DRIVE N, Georgina

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$1,259,999

1031 Lake Drive N, Georgina (Historic Lakeshore Communities), Ontario L4P 3E9

4 beds
4 baths
2 days

Lake Dr N/Woodbine Ave Welcome to your lakeside retreat! Sit on your upper level deck and enjoy morning coffee or evening drinks watching the lake. This remarkable home sits across the street from Lake Simcoe on a huge 50 x 271 foot lot. Enjoy your primary bedroom getaway suite with reading

Amir Kamali,New Era Real Estate
Listed by: Amir Kamali ,New Era Real Estate (416) 508-9929
House for sale: 33 LAKE DRIVE E, Georgina

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$2,500,000

33 Lake Drive E, Georgina (Historic Lakeshore Communities), Ontario L4P 3E9

4 beds
2 baths
2 days

Cross Streets: Woodbine & Lake Drive East. ** Directions: Woodbine North to Lake Drive East. Experience exceptional lakeside living on the shores of Lake Simcoe. Set on a private oversized lot with 72 ft of indirect waterfront, this distinctive Lindal cedar residence offers architectural character,

House for sale: 136 LAKE DRIVE E, Georgina

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$4,500,000

136 Lake Drive E, Georgina (Historic Lakeshore Communities), Ontario L4P 3E9

5 beds
4 baths
8 days

Cross Streets: North on Woodbine Avenue, east on Lake Drive East. ** Directions: Civic Centre Road and Lake Drive East. A truly unique and distinguished offering on the coveted shores of Lake Simcoe. Discover this extraordinary waterfront estate on prestigious Lake Drive East in Keswick. Situated

Tom Nolson,Royal Lepage Frank Real Estate
Listed by: Tom Nolson ,Royal Lepage Frank Real Estate (416) 655-8416
House for sale: 27008 KENNEDY ROAD, Georgina

50 photos

$799,900

27008 Kennedy Road, Georgina (Historic Lakeshore Communities), Ontario L0E 1S0

3 beds
2 baths
40 days

Lake Dr E./Kennedy Rd/Metro Rd An Amazing Investment Opportunity In The Willow Beach Community.Set On A Generous 50' X 150' Lot, This Updated Bungalow Offers An Ideal Blend Of Comfort, Flexibility, And Long-Term Value.The Bright Main Level Features A Welcoming Living Space Anchored By A Gas

House for sale: 8 WOLFORD COURT, Georgina

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$2,488,000

8 Wolford Court, Georgina (Historic Lakeshore Communities), Ontario L4P 0B1

4 beds
4 baths
150 days

Woodbine West to Metro Lake View - Beautiful Sunrise and Sunset View. Luxury Eastbourne Estates Gated Community with Private Residents' Membership only Dock, Surrounded by a Park, Lake, Conservation Area and Golf Course. (id:27476)

Listed by: Celia Lam ,Homelife Broadway Realty Inc. (905) 881-3661
House for sale: 515 LAKE DRIVE E, Georgina

50 photos

$3,820,000

515 Lake Drive E, Georgina (Historic Lakeshore Communities), Ontario L0E 1S0

7 beds
6 baths
15 days

Cross Streets: Lake Dr East and Kennedy Rd. ** Directions: Kennedy Rd North to Lake Dr East. Turn right to 515 Lake Drive E. Experience the pinnacle of luxury lakefront living on the coveted south shore of Lake Simcoe. Set on 3.28 private acres, this extraordinary custom-built estate offers

House for sale: 147 LAKE DRIVE E, Georgina

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$1,795,000

147 Lake Drive E, Georgina (Historic Lakeshore Communities), Ontario L4P 0S7

4 beds
3 baths
60 days

Lake Dr E. Of Woodbine Ave. This Brand New Lakeside Home is Move in Ready! Situated on a 1/2 Acre lot in a community of fine Lakefront residences this gorgeous 2500SQ' Bungaloft design backs onto a 40 Acre countryside setting bringing nature to your doorstep. Built by the highly rated builder,

House for sale: 911 LAKE DRIVE N, Georgina

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$3,150,000

911 Lake Drive N, Georgina (Historic Lakeshore Communities), Ontario L4P 3E9

4 beds
3 baths
16 days

Woodbine / Lake Dr. N. You've Waited a Long Time to Find a Home Like This... Discover 911 Lake Dr. N. Your weekend starts with a quiet moment on the dock, your favourite coffee in hand, as baby ducks glide across the peaceful waters of Lake Simcoe. The morning is still, the view is endless,

Melanie Ward,Century 21 Heritage Group Ltd.
Listed by: Melanie Ward ,Century 21 Heritage Group Ltd. (905) 252-1105
House for sale: 807A MONTSELL AVENUE, Georgina

50 photos

$1,298,000

807a Montsell Avenue, Georgina (Historic Lakeshore Communities), Ontario L0E 1S0

4 beds
4 baths
115 days

Metro Rd N / Montsell Ave Stunning family home, custom built in 2021, 4 bedroom, 4 bathroom with an open concept finished lower level, an office and a 3 pc washroom including a lovely shower, sitting on a large lot 50 x 248.08 ft lot with many quality features throughout. Designed with functionality

Judy Kendall,Century 21 Heritage Group Ltd.
Listed by: Judy Kendall ,Century 21 Heritage Group Ltd. (905) 883-8300 X3074
House for sale: 18 WOLFORD COURT, Georgina

49 photos

$2,388,800

18 Wolford Court, Georgina (Historic Lakeshore Communities), Ontario L4P 0B1

5 beds
5 baths
7 days

Wolford Gate & Metro Rd N Resort-Like Property With Residents' Private Dock On Lake Simcoe. Custom Built, Spacious & Airy Bungalow With Finished Basement & 4-Car Garage On Acre Lot with Extensive Landscaping, Irrigation, Lighting, Flower Beds, Fruit Trees & Garden, Backing Onto Golf Course

House for sale: 765 SEDORE AVENUE, Georgina

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$439,000

765 Sedore Avenue, Georgina (Historic Lakeshore Communities), Ontario L0E 1S0

3 beds
1 baths
51 days

Metro Road N and Sedore Avenue 3 Bedroom Bungalow in Prime Keswick Location! Nestled in the highly sought after Keswick neighbourhood. You'll be just steps away from Lake Drive and Lake Simcoe, offering incredible access to the water! Plus, enjoy the convenience of being only minutes from Highway

House for sale: 1264 HISTORIC WAY, Kingston

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$739,900

1264 Historic Way, Kingston (39 - North of Taylor-Kidd Blvd), Ontario K7P 2T7

3 beds
2 baths
1 day

Cross Streets: RYAN CRT & HISTORIC WAY. ** Directions: HUMBERSIDE DR TO RYAN CRT TO HISTORIC WAY. Welcome to 1264 Historic Way, an all-brick bungalow built by Marques Homes, positioned on a coveted & quiet cul-de-sac in the highly desirable Westwoods neighborhood. The open-concept main floor

Krishan Nathan,Royal Lepage Proalliance Realty, Brokerage
Listed by: Krishan Nathan ,Royal Lepage Proalliance Realty, Brokerage (613) 572-2665
House for sale: 7 CLYDE COURT, Scugog

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$2,975,000

7 Clyde Court, Scugog (Port Perry), Ontario L9L 2C9

5 beds
5 baths
204 days

Simcoe St N/Castle Harbour Rd Welcome to this stunning detached custom-built bungalow offering over 5,000 sq ft of beautifully finished living space, nestled in Port Perry's exclusive Castle Harbour community. Set on a premium 2+ acre lot with southern exposure, this elegant estate combines

Listed by: Paul Mccormick ,Right At Home Realty (905) 409-7999
House for sale: 231 WILLIAM STREET, South Huron

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$999,500

231 William Street, South Huron (Exeter), Ontario N0M 1S2

4 beds
2 baths
271 days

Cross Streets: Gidley St. ** Directions: Travelling on Main St Exeter, turn West onto Gidley St. W, then right onto William St. Property on the left. Whether you are looking for one of the largest residential lots in Exeter, or one of the town's Historic Gidley family homes, or perhaps an opportunity

House for sale: 20 A65 ISLAND, The Archipelago

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$479,900

20 A65 Island, The Archipelago (Archipelago North), Ontario P0G 1G0

2 beds
1 baths
111 days

Cross Streets: N/A. ** Directions: By boat from Pointe au Baril area marinas or Lot 7 in Skerryvore. A rare opportunity to obtain a property on Hunter Island that is turn key and move in ready for this summer!! South facing with long views and all day sun. This wonderful two bedroom cottage

Mark Payne,Sotheby's International Realty Canada
Listed by: Mark Payne ,Sotheby's International Realty Canada (705) 746-0171
House for sale: 4550 STE-CATHERINE STREET, The Nation

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$724,900

4550 Ste-catherine Street, The Nation (605 - The Nation Municipality), Ontario K0C 2B0

12 beds
5 baths
279 days

Cross Streets: Ste Catherine St & Parent St. ** Directions: From Ottawa, take Hwy 417 Eastbound, take exit 51, turn northbound on Ste-Catherine St. Step into a piece of living history with this remarkable 1912 Victorian residence, a rare architectural gem that beautifully blends historic charm

Michael Sampson,Innovation Realty Ltd.
Listed by: Michael Sampson ,Innovation Realty Ltd. (613) 404-9190
House for sale: 475 PIONEER ROAD, Merrickville-Wolford

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$775,000

475 Pioneer Road, Merrickville-Wolford (805 - Merrickville/Wolford Twp), Ontario K0G 1N0

3 beds
2 baths
253 days

Cross Streets: Cty Rd 15/ Carleys corners Rd. ** Directions: From county Rd 15, Turn onto Carleys corners Rd. Turn right on Snowdons Road, right onto Pioneer Rd. Welcome to the stunning new (to be built) model - The Matrix - with walkout basement. This Fabulous Lot is 3.59 acres, high and

Stephanie Beauregard,Royal Lepage Team Realty
Listed by: Stephanie Beauregard ,Royal Lepage Team Realty (352) 229-1687
House for sale: 273-275 BRANT Avenue, Brantford

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$848,900

273-275 Brant Avenue, Brantford, Ontario N3T 3J6

4 beds
3 baths
168 days

COLBORNE TO BRANT AVE Opportunities like this are few and far between. Take a look at this beautiful, historic property located in one of Brantford's heritage districts: 273–275 Brant Avenue. This property was originally two semi-detached residential homes, now merged on title. With proper

Listed by: Joshua Wall (519) 865-6393
House for sale: 8 STARR PLACE, Kingston)

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$1,995,000

8 Starr Place, Kingston) (11 - Kingston East (Incl CFB Kingston)), Ontario K7L 4V1

8 beds
6 baths
168 days

Glen Lawrence Cres. Unparalleled and distinguished, Whitney Manor is a unique five suite boutique hotel opportunity that combines historic elegance with modern luxury. A self-catered accommodation model, the current configuration offers three 2 bedroom suites and two 1 bedroom suites. Each

House for sale: LT 3 ARMSTRONG ROAD, Merrickville-Wolford

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$759,000

Lt 3 Armstrong Road, Merrickville-Wolford (805 - Merrickville/Wolford Twp), Ontario K0G 1N0

3 beds
2 baths
253 days

Cross Streets: COUNTY ROAD 15. ** Directions: County Road 15 south to Armstrong Road. Home to be built** - Welcome to your new home just minutes to the historic town of Merrickville. This lot offers a perfect blend of convenience and tranquility surrounded with beautiful trees and landscape,

Stephanie Beauregard,Royal Lepage Team Realty
Listed by: Stephanie Beauregard ,Royal Lepage Team Realty (352) 229-1687
House for sale: LT 2 ARMSTRONG ROAD, Merrickville-Wolford

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$729,000

Lt 2 Armstrong Road, Merrickville-Wolford (805 - Merrickville/Wolford Twp), Ontario K0G 1N0

3 beds
2 baths
253 days

Cross Streets: County road 15. ** Directions: County Road 15 south to Armstrong Road. Home to be built** The Bailey - Welcome to your dream home just minutes from the historic town of Merrikville. This lot offers a perfect blend of convenience and tranquility surrounded with beautiful trees

Stephanie Beauregard,Royal Lepage Team Realty
Listed by: Stephanie Beauregard ,Royal Lepage Team Realty (352) 229-1687
House for sale: 16 RAVENSCRAIG PLACE, Innisfil

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$869,900

16 Ravenscraig Place, Innisfil (Cookstown), Ontario L0L 1L0

4 beds
3 baths
231 days

Cross Streets: King St S & Hwy 89. ** Directions: Just south of Hwy 89, off King St S. Welcome to 16 Ravenscraig Place, discover modern living in the growing Village of Cookstown, dubbed the 'Coziest Corner in Innisfil'. This stunning brand-new home built in 2025 by Colony Park Homes has everything

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 275 BUCHAN ROAD, Ottawa

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$2,999,900

275 Buchan Road, Ottawa (3201 - Rockcliffe), Ontario K1M 0W4

6 beds
5 baths
258 days

Cross Streets: Buchan Rd. ** Directions: Rockcliffe Parkway to Lisgar Rd, right on Acacia Ave, right onto Buchan Rd. Nestled in the prestigious Rockcliffe Park neighborhood of Ottawa, this magnificent neo-traditional residence offers a perfect blend of timeless elegance and modern luxury. This

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1960 CREAM STREET, Pelham

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$12,000,000

1960 Cream Street, Pelham (663 - North Pelham), Ontario L0S 1C0

4 beds
4 baths
168 days

Cross Streets: Kilman Road. ** Directions: Turn South on Cream St off of Kilman Road or turn North on Cream St off of Matler Road. Welcome to 1960 Cream Street, a truly extraordinary 112 acre estate nestled in North Pelham Niagara Peninsulas fertile heart. Home to a thriving, family-owned wholesale

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 32 ERIE HEIGHTS LINE, Haldimand

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$399,900

32 Erie Heights Line, Haldimand (Dunnville), Ontario N0A 1K0

3 beds
1 baths
132 days

Cross Streets: North Shore Dr/Hoto Line. ** Directions: North Shore Dr, South on Hoto Line, West on Erie Heights Line. Enjoy the lake life when you own this adorable 3 bedroom cottage on the bluffs of Lowbanks over-looking historic Gull Island! Updates include vinyl windows(2021), Split system

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 26 MAIN STREET S, Bluewater

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$895,000

26 Main Street S, Bluewater (Bayfield), Ontario N0M 1G0

3 beds
1 baths
301 days

On Hwy 21 near Clan Gregor Square CHARMING BRICK HOME ON ESTATE-SIZED LOT IN BAYFIELD!! Cozy 3 bedroom home boasting lovely woodwork and hardwood flooring thru-out. Formal dining room. Spacious living room. Main-floor primary bedroom. Upper floor has 2 bedrooms. Covered front and rear verandas.

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1775 RIDGE ROAD W, Oro-Medonte

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$37,000,000

1775 Ridge Road W, Oro-Medonte (Shanty Bay), Ontario L0L 2L0

8 beds
11 baths
10 days

Hwy 11/Oro 3 sth to Ridge Rd Welcome to this exquisite waterfront estate nestled on sprawling 10 acres. The palatial mansion is truly a masterpiece, offering breathtaking vistas of Kempenfelt Bay on Lake Simcoe. Boasting expansive views of blue water, complemented by a range of luxe amenities.

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 63023 PERRY ROAD, Wainfleet

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$999,900

63023 Perry Road, Wainfleet (879 - Marshville/Winger), Ontario L0R 2J0

4 beds
3 baths
210 days

West on Willford Road from Regional Road 24. North on Perry Road Looking for a home with low monthly costs and country charm? This unique Wainfleet property offers it all. From the efficient wood stove and wood-burning furnace, to the back-up oil furnace and natural gas available at the lot

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 30 LAKE STREET SE, Prince Edward County

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$745,000

30 Lake Street Se, Prince Edward County (Picton Ward), Ontario K0K 2T0

3 beds
1 baths
197 days

Cross Streets: Main St Picton / County Rd 10. ** Directions: South on County Road 10 / Lake St. This adorable home on Lake Street in Picton has been part of the towns history since 1853! Inside, you'll find a beautifully renovated kitchen with granite counters that opens onto a very attractive

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1960 CREAM Street, Pelham

39 photos

$12,000,000

1960 Cream Street, Pelham, Ontario L0S 1C0

4 beds
3 baths
168 days

Turn South on cream ST off of Kilman Road, or turn north on Cream ST off of Metler Road Welcome to 1960 Cream Street, a truly extraordinary 112 acre estate nestled in North Pelham—Niagara Peninsula’s fertile heart. Home to a thriving, family-owned wholesale nursery since 1971, this

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 589 KING STREET W, Kingston

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$649,900

589 King Street W, Kingston (18 - Central City West), Ontario K7M 2E6

4 beds
2 baths
17 days

King Street to Sir John A MacDonald Blvd. Welcome to 589 King Street W and enjoy an unobstructed view of Portsmouth Olympic Harbour from this charming two-story brick duplex, ideally located in one of Kingston's most desirable areas. The main floor offers flexibility with one or two bedrooms,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 227 QUEEN STREET, Cobourg

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$1,099,000

227 Queen Street, Cobourg (Cobourg), Ontario K9A 1N4

5 beds
4 baths
115 days

Cross Streets: Queen St & Henry St. ** Directions: CR2 (King St) heading East, Right onto Henry St, Left onto Queen St. Step into your dream family home steps from Lake Ontario and Cobourg's historic downtown. This expansive property blends charm, comfort, and functionality, offering everything

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 6 SPENCER STREET S, Edwardsburgh/Cardinal

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$660,000

6 Spencer Street S, Edwardsburgh/Cardinal (807 - Edwardsburgh/Cardinal Twp), Ontario K0E 1X0

3 beds
2 baths
202 days

Cross Streets: Spencer and Centre. ** Directions: From Highway 416, take Exit 12 (County Rd 21) west. Follow to stop sign and turn right onto CR 44. Property located on the left side just after bridge. This remarkable 1837 stone building in the heart of historic Spencerville offers a rare opportunity

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 195 ALBANY AVENUE, Toronto

50 photos

$2,595,000

195 Albany Avenue, Toronto (Annex), Ontario M5R 3C7

5 beds
6 baths
53 days

Cross Streets: Dupont St and Howland Ave. ** Directions: Southwest of Dupont and Howland. Welcome to 195 Albany Ave, a rare opportunity to own a beautifully renovated semi-detached home in the heart of the Annex. Blending historic charm with modern luxury, this spacious 3+2 bedroom, 6 bathroom

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668

Buying a historic house in the Ontario province: practical guidance from an on-the-ground perspective

Ontario's built heritage spans Georgian farmhouses, Victorian main-street storefronts with owner's suites above, Edwardian foursquares, and post-war Craftsman gems. If you're eyeing a historic house Ontario province buyers often pursue for lifestyle, legacy, or investment, plan for due diligence that's tighter than on a new build. Heritage status, zoning, utilities, and financing can be different—and rewarding—when handled correctly. Below is a province-aware field guide to help you navigate historical real estate listings with confidence.

Historic house Ontario province: what to know before you write an offer

Heritage status, permits, and what that means

In Ontario, the Ontario Heritage Act allows municipalities to “list” properties on a heritage register or “designate” them individually (Part IV) or as part of a Heritage Conservation District (Part V). Listing signals cultural value; designation adds controls. Designation doesn't freeze a property in time, but exterior alterations and sometimes additions typically require a heritage permit. Interior controls vary by bylaw—verify locally with the heritage planner.

Practical implications: window replacements may require like-for-like materials, dormer additions may need heritage committee approval, and demolition is tightly controlled. Budget time for permits, and retain consultants who understand your municipality's guidelines. Insurance and financing are usually available for designated homes, but insurers may require updates (e.g., removal of knob-and-tube wiring) and lenders will want a clear scope and cost of proposed work.

Zoning, minor variances, and intensification

Zoning under the Planning Act controls uses (single-detached, duplex, mixed use), setbacks, and density. Many historic properties sit on undersized or irregular lots; your dream carriage-house addition or garden suite could require a minor variance at the Committee of Adjustment. Municipalities increasingly support gentle density, but heritage overlays can constrain massing.

If cash flow matters, consider properties where secondary suites are already present or feasible. For example, browsing Ontario houses with a separate-entrance basement can reveal income-ready layouts that comply with today's accessory-dwelling regulations, subject to local bylaws and building/fire code. Likewise, homes with a legal granny flat may fit multi-generational living while respecting heritage character. Always confirm zoning, parking, and egress requirements locally.

Condition and building systems: where older homes differ

Electrical, plumbing, and heating

Expect to budget for system modernization. Insurers often require the removal of knob-and-tube wiring, updates from 60-amp service, or replacement of aluminum branch circuits. Have a licensed electrician complete an ESA inspection. Galvanized steel plumbing reduces flow; cast-iron stacks may be at end-of-life. Oil tanks—especially older, indoor tanks—can impair insurance; switching to gas or heat pumps can help, but check heritage and conservation constraints for exterior equipment placement.

Fireplaces and wood stoves need a WETT inspection. If the property has a boiler and rads, they can be efficient and beautiful; a home energy audit can help quantify upgrade priorities before you renegotiate or plan a phased retrofit.

Environmental and structural considerations

Lead paint and asbestos are common in pre-1970s homes; plan for safe remediation. Heritage brick can spall if repointed with hard Portland cement rather than lime mortar—get a mason versed in heritage techniques. Rooflines, foundation stonework, and historic wood windows can perform well when maintained; however, don't assume a cosmetic renovation equals structural integrity. Request permits history, contractor invoices, and engineering letters where available.

Lifestyle appeal and neighbourhood fabric

Buyers are often drawn to the character streetscapes of Stratford, Kingston, Niagara-on-the-Lake, Peterborough's Old West End, or Toronto's older neighbourhoods. A well-stewarded heritage home can command a premium in walkable areas with cafés, cultural venues, and transit access. If you're dreaming of lake proximity and seasonal charm, consider established cottage pockets as well as newer enclaves such as Blue Water homes in Wasaga Beach, while recognizing that shoreline regulations and conservation authority requirements differ by watershed.

For hands-on restorers, outbuildings matter. Properties with functional outbuildings can support on-site workshops for millwork or storage; see examples of Ontario listings with a dedicated workshop that can simplify logistics during a phased restoration.

Seasonal market rhythms in Ontario

Spring typically sees the deepest listing inventory across Southern Ontario. Heritage and cottage-country markets often tighten in late spring and early summer as buyers compete for move-in timelines aligned with school breaks and the boating season. Fall presents opportunities as summer-saturated buyers step back and serious sellers price more sharply. Winter can favour negotiation but complicate inspections: roof, masonry, grading, and septic assessments may be limited by snow and frost.

For weekend scouting, drop by open houses around Innisfil or similar hubs to benchmark condition and pricing before you make a targeted trip to your preferred heritage neighbourhoods or towns.

Rural, farm, and cottage specifics

Septic, wells, and conservation authorities

Many historic farmhouses and cottages rely on private septic and well. Obtain a recent well potability test, flow-rate assessment, and septic inspection report; replacement costs vary widely and conservation authority setbacks near waterways can constrain upgrades. Municipalities and bodies such as TRCA, GRCA, LSRCA, and local conservation authorities enforce floodplain and erosion controls—important for river- or lakeside heritage properties.

Historic agricultural properties can offer privacy and character; browse representative Milton farmhouses to see typical lot sizes and outbuildings, then confirm agricultural zoning and potential severance limits with the local planning department.

Short-term rentals and seasonal use

Short-term rental rules vary widely. Municipalities such as Niagara-on-the-Lake, Prince Edward County, Blue Mountains, and Stratford employ licensing, primary-residence tests, and caps. Do not underwrite a purchase with projected STR income until you verify current bylaws and pending changes. Some heritage districts restrict exterior signage or alterations that affect tourist accommodation branding; check both zoning and heritage committee guidance.

Financing and insurance realities

Conventional financing is common for heritage homes; designation alone usually isn't a barrier. Lenders will, however, scrutinize condition. If significant work is required, consider a purchase-plus-improvements mortgage. Appraisers may use older-home comparables, adjusting for quality of systems and functional layout. Homes with many bedrooms in university towns or tourist corridors can present unique underwriting; review options using real examples like seven-bedroom houses in Ontario or eight-bedroom homes across Ontario, and confirm whether your intended use is residential or commercial (e.g., B&B), as that affects lending and insurance.

Insurance carriers vary in appetite. Be prepared to document electrical upgrades, prior claims, and heat sources. Some buyers temporarily accept higher premiums until remediation is complete; factor this into cash flow. If you need interim accommodation while renovating, furnished options—like furnished rentals in Oakville—can bridge the gap near schools and work.

Resale potential: what drives value retention

Resale depends on the triad of location, condition, and adaptability. Walkable, amenity-rich areas and commuter-rail access support value in cities and large towns. For rural or cottage markets, water access, road maintenance, and winter usability matter. Within the property, kitchens and bathrooms that respect character while delivering modern function attract broader buyer pools. Thoughtful additions that echo massing and materials, coupled with improved insulation and mechanicals, balance romance and utility.

Design coherence counts. Buyers seeking character often search by style as much as by map; positioning your home alongside comparable character properties—think Ontario Craftsman houses—helps appraisers and purchasers understand its value story.

Regional nuances to keep in mind

Toronto and Ottawa heritage districts operate under detailed guidelines; plan for design review timelines. Guelph, Hamilton, Kingston, and Stratford each have active heritage committees and grant/loan programs that change periodically—verify current incentives with the city. In cottage country (Muskoka, Haliburton, Kawarthas), shoreline bylaws tend to be strict on vegetation removal, setbacks, and bunkie use. Southwestern Ontario towns may allow accessory units more readily on larger lots, but parking and servicing standards still apply.

For multi-generational buyers balancing heritage charm with functionality, look at established layouts that already support privacy and code-compliant egress; you'll see relevant examples by exploring homes featuring a granny flat and separate-entrance basement suites, always confirming local compliance.

Offer strategy and due diligence checklist

In competitive markets, pre-inspection and contractor walkthroughs can sharpen your bid and reduce surprises. Ask for:

  • Heritage status documentation (listed vs designated, district guidelines, prior heritage permits).
  • Open building permits, ESA certificates, and WETT reports.
  • Age and materials of roof, wiring, plumbing, heating, foundation drainage, and windows.
  • Well, septic, and water test results where applicable.
  • Any encroachments, shared driveways, or rights-of-way common to older urban lots.

Key takeaway: Build a realistic scope, add a contingency for unknowns (often 10–20% on heritage renovations), and align timelines with permit realities. When possible, negotiate access for contractor quotes during conditional periods.

Where to research and explore listings

A balanced search blends character, condition, and compliance. Many buyers start with style or function filters—such as Craftsman-era homes or properties offering a workshop—then layer in zoning and heritage considerations. KeyHomes.ca is a trusted resource for browsing historical real estate listings, reviewing neighbourhood-level data, and connecting with licensed professionals familiar with municipal heritage processes. As you evaluate multi-bedroom opportunities for extended family or potential lodging use, study inventory like larger seven-bedroom homes and eight-bedroom properties to ground your assumptions in current market evidence.

When your search includes seasonal or commuter locales—whether you're comparing heritage farmhouses near Milton or weekend drive markets with active Innisfil open houses—use local planning portals to confirm bylaws and pending changes. KeyHomes.ca also surfaces niche categories like beach-adjacent Wasaga Beach enclaves, helpful when comparing year-round versus seasonal functionality.

Final buyer note

Heritage is local. The Ontario Heritage Act sets the framework, but each municipality layers its own bylaws, guidelines, and processes. Before you commit, verify zoning, heritage requirements, and short-term rental rules with the local planning and heritage departments. A seasoned agent, working with a heritage architect and trades, will help you align vision with approvals, budget, and resale calculus. KeyHomes.ca's market research tools and professional network can complement that diligence without the hype—so your historic purchase balances romance with reliable numbers.