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Detached Houses for Sale in Simcoe Under $5M

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Square Yards Canada can assist you in finding the ideal detached homes in Simcoe. Browse the options of several detached homes for sale Under $5M in Simcoe comprising 1 to 5 beds. The detached houses for sale Under $5M in Simcoe are listed by owners and brokers offering first-rate amenities and services in upscale neighbourhoods in Simcoe.

Last Updated: June 21, 2026

30 Photos

6 Bobolink Drive, Simcoe, ON , MLS #S13471498 , Image - 1

6 Bobolink Drive Wasaga Beach, Simcoe, ON MLS® S13471498

Residential Freehold (Detached)

$649000.0

4 +1 Beds
4 Baths
1500-2000 sq-ft

Absolutely Stunning 4+1 Bedroom, 4 Bathroom Detached Home with Income Potential! Welcome to this 5-year-new showstopper, meticulouslymaintained and be

30 Photos

90 Turtle Path, Simcoe, ON , MLS #S13425330 , Image - 1

90 Turtle Path Brechin, Ramara, Simcoe, ON MLS® S13425330

Residential Freehold (Detached)

$899999.0

4 Beds
4 Baths
2000-2500 sq-ft

Two-storey brick four-season waterfront home with rare direct boat launch and retrieval access in the heart of Lagoon City. Offering 2,438 sq. ft. of

29 Photos

169 Peel Street, Simcoe, ON , MLS #S13137070 , Image - 1

169 Peel Street Collingwood, Simcoe, ON MLS® S13137070

Residential Freehold (Detached)

$629000.0

2 +1 Beds
2 Baths
700-1100 sq-ft

If you've been waiting for a truly move-in-ready bungalow - this is the one that saves you the time, stress, and cost of a full renovation. Completely

37 Photos

2386 4th Line, Simcoe, ON , MLS #N13447792 , Image - 1

2386 4th Line Churchill, Innisfil, Simcoe, ON MLS® N13447792

Residential Freehold (Detached)

$919999.0

2 +2 Beds
2 Baths
1100-1500 sq-ft

This must have fully updated raised bungalow, privately set back on 1.37 beautiful acres. The brightmodern kitchen with KitchenAid stainless steel app

Pre-Construction

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard

From $879,990 - $1,339,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

46 Photos

18 Amber Drive, Simcoe, ON , MLS #S13457602 , Image - 1

18 Amber Drive Wasaga Beach, Simcoe, ON MLS® S13457602

Residential Freehold (Detached)

$840000.0

4 Beds
4 Baths
2500-3000 sq-ft

NEW HST REBATE PRICING! Welcome to the Walnut Model Elevation A by Baycliffe Communities, offering 2,762 sq.ft. of thoughtfully designed living space

22 Photos

101 Linden Lane, Simcoe, ON , MLS #N13096834 , Image - 1

101 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13096834

Residential Freehold (Detached)

$249900.0

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to the sought-after Sandy Cove retirement community, an adult lifestyle neighborhood for residents 55+! This charming 2-bedroom, 1-bath Sandal

36 Photos

7 Highland Drive, Simcoe, ON , MLS #S13421732 , Image - 1

7 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13421732

Residential Freehold (Detached)

$1498000.0

4 +3 Beds
5 Baths
2500-3000 sq-ft

Prestigious. Spacious. Versatile. Nestled in the coveted Horseshoe Valley community, this stunning residence sits on a generously sized, naturally sur

29 Photos

31 Fox Run Lane, Simcoe, ON , MLS #N13470818 , Image - 1

31 Fox Run Lane Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13470818

Residential Freehold (Detached)

$899000.0

2 +2 Beds
3 Baths
1100-1500 sq-ft

Perfect for downsizers seeking one-floor living without compromise or first-time buyers wanting a turnkey home with the big-ticket items already done,

Open House : Sun Jun 21, 12:00 PM to 02:00 PM

31 Photos

4049 Bayview Avenue, Simcoe, ON , MLS #S13221300 , Image - 1

4049 Bayview Avenue Rural Ramara, Ramara, Simcoe, ON MLS® S13221300

Residential Freehold (Detached)

$615000.0

3 +1 Beds
3 Baths
1100-1500 sq-ft

Welcome to this lovely 3+1 bedroom, 3 bathroom bungalow in the coveted Joyland Beach community of Ramara. Just steps from McPhee Bay and featuring dee

26 Photos

1527 Killarney Beach Road, Simcoe, ON , MLS #N13471246 , Image - 1

1527 Killarney Beach Road Lefroy, Innisfil, Simcoe, ON MLS® N13471246

Residential Freehold (Detached)

$799000.0

2 +1 Beds
2 Baths
1100-1500 sq-ft

Beautiful Little House On Killarney Beach Road, live near the beautiful parks and beaches of simple within city limits. Car Garage (2017), New Roof (2

42 Photos

1556 Houston Avenue, Simcoe, ON , MLS #N13216600 , Image - 1

1556 Houston Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13216600

Residential Freehold (Detached)

$610000.0

Price drop by 3.2%

2 Beds
1 Baths
700-1100 sq-ft

Rarely offered on one of Innisfil's most sought-after streets, this beautifully updated home is perfectly positioned directly across from Lake Simcoe,

50 Photos

47 Hawke Crescent, Simcoe, ON , MLS #N13112574 , Image - 1

47 Hawke Crescent Tottenham, New Tecumseth, Simcoe, ON MLS® N13112574

Residential Freehold (Detached)

$1029999.0

Price drop by 4.5%

4 +1 Beds
4 Baths
2000-2500 sq-ft

Welcome to 47 Hawke Crescent in the thriving town of Tottenham, where you'll experience both luxury and comfort in this 4+1 bedroom, 4 bathroom detach

40 Photos

35 Amberwing Landing, Simcoe, ON , MLS #N12963096 , Image - 1

35 Amberwing Landing Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12963096

Residential Freehold (Detached)

$1064900.0

Price drop by 7.4%

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 35 Amberwing Landing, a beautifully updated residence that perfectly blends modern style with functional family living. This bright and spa

40 Photos

1962 Elana Drive, Simcoe, ON , MLS #S13037838 , Image - 1

1962 Elana Drive Bass Lake, Severn, Simcoe, ON MLS® S13037838

Residential Freehold (Detached)

$1224900.0

3 Beds
4 Baths
1100-1500 sq-ft

Welcome to 1962 Elana Drive, a true entertainer's dream. Located in prestigious Bass Lake Woodlands, this beautifully maintained ranch bungalow offers

43 Photos

121 Hutchinson Drive, Simcoe, ON , MLS #N12962158 , Image - 1

121 Hutchinson Drive Alliston, New Tecumseth, Simcoe, ON MLS® N12962158

Residential Freehold (Detached)

$920000.0

Price drop by 5.1%

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to the home that truly has it all. Nestled in a highly sought after, family friendly neighbourhood, this beautifully upgraded and well-maintai

28 Photos

3118 Grange Avenue, Simcoe, ON , MLS #S13470060 , Image - 1

3118 Grange Avenue Rural Severn, Severn, Simcoe, ON MLS® S13470060

Residential Freehold (Detached)

$949000.0

2 Beds
1 Baths
700-1100 sq-ft

Newly built cottage on the Severn river on a year round road. 2 bedroom open concept cottage with a large loft and vaulted ceilings. Beautiful eat in

50 Photos

1009 Langford Boulevard, Simcoe, ON , MLS #N12950244 , Image - 1

1009 Langford Boulevard Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12950244

Residential Freehold (Detached)

$1450000.0

5 +2 Beds
5 Baths
3000-3500 sq-ft

Welcome To This Stunning 5-Bedroom Family Home Located In The Highly Desirable Bradford, West Gwillimbury, Community. Thoughtfully Designed With Upgra

36 Photos

288 Napier Street, Simcoe, ON , MLS #S13097272 , Image - 1

288 Napier Street Collingwood, Simcoe, ON MLS® S13097272

Residential Freehold (Detached)

$629000.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to 288 Napier Street in Collingwood - a charming in-town bungalow on a spacious 60' x 177' lot in a mature neighbourhood close to shopping, sc

40 Photos

51 Springhome Road, Simcoe, ON , MLS #S13464228 , Image - 1

51 Springhome Road Allandale Heights, Barrie, Simcoe, ON MLS® S13464228

Residential Freehold (Detached)

$849888.0

3 +1 Beds
3 Baths
1500-2000 sq-ft

UBID HOME FOR SALE. HOME-OWNER RELOCATING ($849,888) TOP 5 REASONS YOU WILL LOVE THIS HOME! 1. Offering 4 bedrooms, 3 bathrooms, and approximately 2,2

1 Photos

13 Del Ray Crescent Wasaga Beach, Simcoe, ON MLS® S13416766

Residential Freehold (Detached)

$989900.0

Price drop by 3.9%

5 Beds
4 Baths
3000-3500 sq-ft

Large 3157 sqft house, One of the biggest house in the area. Close to Wasaga Beach. Premium ravine lot, paid $130k in upgrades to builder for walkout

47 Photos

73 GRAIHAWK Drive, Simcoe, ON , MLS #S13463046 , Image - 1

73 GRAIHAWK Drive Ardagh, Barrie, Simcoe, ON MLS® S13463046

Residential Freehold (Detached)

$989000.0

4 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to this well-maintained detached home located in the desirable Ardagh Bluffs community in South Barrie. Situated on a premium lot with no side

40 Photos

38 Lilac Lane, Simcoe, ON , MLS #S13017826 , Image - 1

38 Lilac Lane Midhurst, Springwater, Simcoe, ON MLS® S13017826

Residential Freehold (Detached)

$1799999.0

Price drop by 4.8%

3 +2 Beds
4 Baths
3500-5000 sq-ft

Stately Midhurst home situated on a quiet cul de sac with a huge private backyard, backing onto Willow creek and conservation area. Your dream home is

44 Photos

502 Aberdeen Boulevard, Simcoe, ON , MLS #S13446046 , Image - 1

502 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13446046

Residential Freehold (Detached)

$774900.0

2 +1 Beds
3 Baths
1100-1500 sq-ft

Welcome to Tiffin by the Bay, one of Midland's most sought-after waterfront communities. This move-in-ready bungalow offers over 2,200 sq. ft. of refi

29 Photos

15 Lynn Street, Simcoe, ON , MLS #N13424400 , Image - 1

15 Lynn Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13424400

Residential Freehold (Detached)

$899000.0

4 +1 Beds
4 Baths
1500-2000 sq-ft

All Brick Detached Home In Highly Sought-After Neighbourhood of Bradford. Featuring 4 Bedroom 4 Baths + Walkout Basement 1 Bedroom Apartment. This Cle

6 Photos

14 Earldom Boulevard, Simcoe, ON , MLS #S13224502 , Image - 1

14 Earldom Boulevard Port McNicoll, Tay, Simcoe, ON MLS® S13224502

Residential Freehold (Detached)

$599000.0

Price drop by 1.8%

2 Beds
1 Baths
700-1100 sq-ft

Welcome to 14 Earldom Blvd, a beautifully renovated retreat just steps from the shores of Grandview Beach and access to a private members-only beach a

34 Photos

3 Sydenham Trail E, Simcoe, ON , MLS #S12731946 , Image - 1

3 Sydenham Trail E Rural Clearview, Clearview, Simcoe, ON MLS® S12731946

Residential Freehold (Detached)

$899000.0

3 Beds
3 Baths
2000-2500 sq-ft

AFFORDABLE meets charming and spacious in Clearview! In the serene hamlet of Duntroon, this beautifully maintained two-storey home exudes warmth, and

45 Photos

9263 91 County Road, Simcoe, ON , MLS #S12745154 , Image - 1

9263 91 County Road Rural Clearview, Clearview, Simcoe, ON MLS® S12745154

Residential Freehold (Detached)

$1825000.0

Price drop by 8.5%

3 Beds
3 Baths
2000-2500 sq-ft

Views of Georgian Bay. Escape to country elegance while being close to town amenities. Nestled on a picturesque 4.2 acre estate, this beautifully reno

47 Photos

39 Grandview Crescent, Simcoe, ON , MLS #S13458116 , Image - 1

39 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13458116

Residential Freehold (Detached)

$1699999.0

4 Beds
3 Baths
1500-2000 sq-ft

104 FEET OF PRIVATE LAKE SIMCOE FRONTAGE! Set along a quiet stretch of shoreline in one of Oro's most sought-after lakefront communities, this is the

28 Photos

4304 Plum Point Road, Simcoe, ON , MLS #S13457846 , Image - 1

4304 Plum Point Road Rural Ramara, Ramara, Simcoe, ON MLS® S13457846

Residential Freehold (Detached)

$759000.0

3 Beds
1 Baths
700-1100 sq-ft

4-SEASON HOME OR COTTAGE WITH 93 FT OF DIRECT LAKE SIMCOE WATERFRONT, A DOCK, BOAT LAUNCH & UPDATED INTERIOR! 4304 Plum Point Road is the Lake Simcoe

Open House : Sun Jun 21, 10:00 AM to 12:00 PM

40 Photos

22 O'Donnell Court, Simcoe, ON , MLS #S13457244 , Image - 1

22 O'Donnell Court Penetanguishene, Simcoe, ON MLS® S13457244

Residential Freehold (Detached)

$999900.0

2 +1 Beds
4 Baths
1500-2000 sq-ft

PRIVACY, SPACE, & BREATHTAKING FOREST VIEWS ON 1.77-ACRES WITH A DETACHED WORKSHOP & VERSATILE WALKOUT BASEMENT! Tucked on a quiet, low-traffic court,

Shortlisted Properties

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