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Detached Houses for Sale in Simcoe Under $500K

Showing results 1 - 30 of 251

Square Yards Canada can assist you in finding the ideal detached homes in Simcoe. Browse the options of several detached homes for sale Under $500K in Simcoe comprising 1 to 5 beds. The detached houses for sale Under $500K in Simcoe are listed by owners and brokers offering first-rate amenities and services in upscale neighbourhoods in Simcoe.

Last Updated: September 20, 2026

38 Photos

183 Paradise Avenue, Simcoe, ON , MLS #S13127128 , Image - 1

183 Paradise Avenue Port McNicoll, Tay, Simcoe, ON MLS® S13127128

Residential Freehold (Detached)

$379000.0

Price drop by 5.2%

3 Beds
1 Baths
< 700 sq-ft

Welcome to 183 Paradise Avenue, this 3-bedroom, 1-bath home located in the heart of beautiful Port McNicoll. Just minutes from the waterfront, this pr

12 Photos

167 Laclie Street, Simcoe, ON , MLS #S13794736 , Image - 1

167 Laclie Street Orillia, Simcoe, ON MLS® S13794736

Residential Freehold (Detached)

$369000.0

1 Beds
1 Baths
700-1100 sq-ft

Welcome to 167 Laclie St, Orillia - a well-located property offering flexibility, recent improvements and exciting value-add potential. Set in an esta

50 Photos

36 Patton Road, Simcoe, ON , MLS #S13797456 , Image - 1

36 Patton Road Painswick North, Barrie, Simcoe, ON MLS® S13797456

Residential Freehold (Detached)

$475900.0

3 Beds
3 Baths
1100-1500 sq-ft

Welcome to 36 Patton Road in Barrie - a solid two-storey home offering a functional layout, great potential, and an excellent opportunity to bring you

27 Photos

33 Grandview Road, Simcoe, ON , MLS #S13703464 , Image - 1

33 Grandview Road Rural Tay, Tay, Simcoe, ON MLS® S13703464

Residential Freehold (Detached)

$449000.0

Price drop by 2.2%

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

Charming Coastal Retreat Steps From Georgian Bay! A bright, serene, and beautifully updated home situated on an expansive 50 x 200 ft lot. Just steps

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

24 Photos

209 John Street, Simcoe, ON , MLS #S13745038 , Image - 1

209 John Street Stayner, Clearview, Simcoe, ON MLS® S13745038

Residential Freehold (Detached)

$469900.0

3 Beds
2 Baths
1100-1500 sq-ft

Great Bones, Great Location & Endless Potential in Stayner! Located in the heart of Stayner, just minutes from downtown shops, restaurants, parks and

44 Photos

167 Tall Pines Drive NW, Simcoe, ON , MLS #S13799824 , Image - 1

167 Tall Pines Drive NW Rural Tiny, Tiny, Simcoe, ON MLS® S13799824

Residential Freehold (Detached)

$499900.0

3 Beds
2 Baths
700-1100 sq-ft

SOLID 4 SEASON HOME OR COTTAGE IN SOUGHT AFTER AREA OF TINY! Cute as a button and clean as a whistle. Freshly painted inside and out. Split entry Rais

5 Photos

22 Indiana Avenue E, Simcoe, ON , MLS #S13804474 , Image - 1

22 Indiana Avenue E Wasaga Beach, Simcoe, ON MLS® S13804474

Residential Freehold (Detached)

$339900.0

2 Beds
2 Baths
1100-1500 sq-ft

Priced to sell! Well maintained home in a premium spot backing onto pond.2 bed, 2 bath, plus large eat in kitchen and walkout from laundry-mud room to

8 Photos

600 West Street S, Simcoe, ON , MLS #S13561268 , Image - 1

600 West Street S Orillia, Simcoe, ON MLS® S13561268

Residential Freehold (Detached)

$349000.0

Price drop by 12.5%

2 Beds
1 Baths
700-1100 sq-ft

Attention Builders, Renovators, & Investors! Exceptional opportunity in the highly sought-after Lakeside Estates community. Situated in Orillia's desi

31 Photos

25 Glendale Avenue, Simcoe, ON , MLS #S13804292 , Image - 1

25 Glendale Avenue Wasaga Beach, Simcoe, ON MLS® S13804292

Residential Freehold (Detached)

$460000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 25 Glendale Ave., a quiet three-bedroom, one-bathroom bungalow in the town of Wasaga Beach.This well-maintained, move-in-ready home is situ

24 Photos

3301 Pleasant Road, Simcoe, ON , MLS #S13674698 , Image - 1

3301 Pleasant Road West Shore, Severn, Simcoe, ON MLS® S13674698

Residential Freehold (Detached)

$449900.0

2 Beds
1 Baths
< 700 sq-ft

A great opportunity for first-time buyers! Located in Severn, just 10 minutes from Orillia with easy highway access, this well-maintained home sits on

20 Photos

6 Arbor Road, Simcoe, ON , MLS #S13804202 , Image - 1

6 Arbor Road Rural Tiny, Tiny, Simcoe, ON MLS® S13804202

Residential Freehold (Detached)

$474900.0

3 Beds
1 Baths
700-1100 sq-ft

Beach Days, Bonfires & Four-Season Cottage Living. Just A Short Walk To The Gorgeous Sand Shores & Crystal Clear Water Of Georgian Bay, This Recently

36 Photos

106 WILLIAM Street, Simcoe, ON , MLS #S12951482 , Image - 1

106 WILLIAM Street Victoria Harbour, Tay, Simcoe, ON MLS® S12951482

Residential Freehold (Detached)

$469000.0

Price drop by 1.3%

3 +0 Beds
2 Baths
1500-2000 sq-ft

Fantastic opportunity on this move in ready home that has had many improvements in recent years. Some of the many features are: Open Concept living *

45 Photos

275 Nottawasaga Street, Simcoe, ON , MLS #S13791566 , Image - 1

275 Nottawasaga Street Orillia, Simcoe, ON MLS® S13791566

Residential Freehold (Detached)

$499900.0

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

Welcome home to this inviting raised bungalow in the heart of Orillia! Offering a wonderful blend of comfort, space, and convenience, this thoughtfull

35 Photos

62 King Road, Simcoe, ON , MLS #S13787640 , Image - 1

62 King Road Waubaushene, Tay, Simcoe, ON MLS® S13787640

Residential Freehold (Detached)

$199900.0

2 +0 Beds
1 Baths
< 700 sq-ft

Act now on this starter cottage located in Waubaushene only steps from Georgian Bay and backing onto the Scenic Tay Trail. This seasonal cottage featu

27 Photos

381 Forest Avenue S, Simcoe, ON , MLS #S13797666 , Image - 1

381 Forest Avenue S Orillia, Simcoe, ON MLS® S13797666

Residential Freehold (Detached)

$379900.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 381 Forest Avenue, South! This bright and cozy 3-bedroom, 1-bath bungalow is located in a peaceful and friendly neighbourhood. Bright and i

Open House : Sun Sep 20, 01:00 PM to 03:00 PM

16 Photos

712 Line 9 Street S, Simcoe, ON , MLS #S13612934 , Image - 1

712 Line 9 Street S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13612934

Residential Freehold (Detached)

$399900.0

Price drop by 10.7%

1 Beds
700-1100 sq-ft

Opportunity knocks! This over 1 acre lot has so much potential. Located just steps from Lake Simcoe, with easy access to HWY 11 and plenty of privacy,

17 Photos

1643 Baldy Lane, Simcoe, ON , MLS #S13728786 , Image - 1

1643 Baldy Lane Rural Severn, Severn, Simcoe, ON MLS® S13728786

Residential Freehold (Detached)

$419900.0

Price drop by 12.5%

1 Beds
< 700 sq-ft

Enjoy approximately 140 ft. of shoreline on the Severn River, close to Sparrow Lake and on your way to Georgian Bay. It is a part of the Trent-Severn

28 Photos

148 Coldwater Road W, Simcoe, ON , MLS #S13789516 , Image - 1

148 Coldwater Road W Orillia, Simcoe, ON MLS® S13789516

Residential Freehold (Detached)

$449999.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 148 Coldwater Rd W. Excellent location with amenities at your fingertips & Victoria Park down the street. Endless potential awaits in thi

43 Photos

630 4 Concession Road W, Simcoe, ON , MLS #S13802746 , Image - 1

630 4 Concession Road W Rural Tiny, Tiny, Simcoe, ON MLS® S13802746

Residential Freehold (Detached)

$499777.0

3 Beds
1 Baths
1500-2000 sq-ft

Welcome to 630 Concession Road 4 West in Tiny Township, a great opportunity to enjoy country living on a generous 130' x 175' lot while remaining just

20 Photos

405 Dominion Avenue, Simcoe, ON , MLS #S13802718 , Image - 1

405 Dominion Avenue Midland, Simcoe, ON MLS® S13802718

Residential Freehold (Detached)

$399900.0

4 Beds
2 Baths
1500-2000 sq-ft

Solid century home with 2 separate apartments with separate entrances on separate water and hydro meters. Live in the main floor 2 bedroom apartment a

15 Photos

184 DYER Drive, Simcoe, ON , MLS #S13801944 , Image - 1

184 DYER Drive Wasaga Beach, Simcoe, ON MLS® S13801944

Residential Freehold (Detached)

$420000.0

4 Beds
2 Baths
700-1100 sq-ft

Welcome to 184 Dyer Drive, a 4-bedroom, 2-bath home located in one of Wasaga Beach's most established and family-friendly neighbourhoods. This propert

22 Photos

323 William Street, Simcoe, ON , MLS #S13691574 , Image - 1

323 William Street Midland, Simcoe, ON MLS® S13691574

Residential Freehold (Detached)

$423000.0

2 Beds
1 Baths
700-1100 sq-ft

Charming Midland Bungalow with Great Potential! Welcome to 323 William Street, a well cared for 2 bedroom, 1 bathroom bungalow situated on a generous

27 Photos

29 Marsh Lane, Simcoe, ON , MLS #S13693340 , Image - 1

29 Marsh Lane Wyebridge, Tiny, Simcoe, ON MLS® S13693340

Residential Freehold (Detached)

$299900.0

3 Beds
2 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Set on approximately 0.67 acres, this property offers an exciting opportunity in the welcoming community of

8 Photos

50 DUNEDIN Street, Simcoe, ON , MLS #S13440270 , Image - 1

50 DUNEDIN Street Orillia, Simcoe, ON MLS® S13440270

Residential Freehold (Detached)

$399000.0

3 Beds
1 Baths
700-1100 sq-ft

The property includes an approximately 1,100 sq. ft. house currently rented for $950 per month plus utilities and is in poor condition. The house has

30 Photos

277 Gloucester Street, Simcoe, ON , MLS #S13799550 , Image - 1

277 Gloucester Street Midland, Simcoe, ON MLS® S13799550

Residential Freehold (Detached)

$419000.0

3 Beds
2 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Enjoy the beauty of Georgian Bay from this beautifully updated 2-storey home, featuring a vinyl siding exter

5 Photos

53 Lovejoy Street, Simcoe, ON , MLS #S13709134 , Image - 1

53 Lovejoy Street Victoria Harbour, Tay, Simcoe, ON MLS® S13709134

Residential Freehold (Detached)

$325000.0

3 Beds
1 Baths
700-1100 sq-ft

An opportunity with plenty of potential in Victoria Harbour! Tucked away at the end of a quiet street, this home sits on a generous lot in an establis

30 Photos

1 South Boulevard, Simcoe, ON , MLS #N13716926 , Image - 1

1 South Boulevard Rural Innisfil, Innisfil, Simcoe, ON MLS® N13716926

Residential Freehold (Detached)

$369900.0

2 Beds
2 Baths
700-1100 sq-ft

Welcome to this beautifully renovated bungalow in the highly sought-after Sandycove Acres. Thoughtfully updated from top to bottom, this turn-key home

22 Photos

1125 Ramara Road 47 Road, Simcoe, ON , MLS #S13672478 , Image - 1

1125 Ramara Road 47 Road Rural Ramara, Ramara, Simcoe, ON MLS® S13672478

Residential Freehold (Detached)

$475000.0

3 Beds
1 Baths
700-1100 sq-ft

Escape to the relaxed Lake Simcoe lifestyle. Ideal for first-time buyers, downsizers, or investors, this three-bedroom raised bungalow offers multiple

33 Photos

71 Curtis Street, Simcoe, ON , MLS #N13800116 , Image - 1

71 Curtis Street Angus, Essa, Simcoe, ON MLS® N13800116

Residential Freehold (Detached)

$499999.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to 71 Curtis Street in Angus! This beautifully renovated 2-bedroom, 1-bathroom bungalow offers a bright, modern, open-concept layout and an im

48 Photos

7 Victory Crescent, Simcoe, ON , MLS #S13799972 , Image - 1

7 Victory Crescent Penetanguishene, Simcoe, ON MLS® S13799972

Residential Freehold (Detached)

$459900.0

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to 7 Victory Crescent in beautiful Penetanguishene! This bright, cozy, newly renovated 1.5-storey detached home offers 3 bedrooms and is fille

Open House : Sun Sep 20, 10:00 AM to 12:00 PM

Shortlisted Properties

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