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Detached Houses for Sale in Simcoe Under $500K

Showing results 1 - 30 of 35

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: May 06, 2026

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3282 OGDENS BEACH Road, Simcoe, ON , MLS #S13067678 , Image - 1

Unit-64, 3282 OGDENS BEACH Road Rural Tay, Tay, Simcoe, ON MLS® S13067678

Residential Freehold (Detached)

$189900.0

2 Beds
2 Baths
< 700 sq-ft

Spring special. This brand-new 2-bedroom, 1-bathroom Cognashene Cottage offers 540 sq ft of modern, turnkey living on a stunning waterfront lot overlo

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3282 Ogdens Beach Road, Simcoe, ON , MLS #S13067690 , Image - 1

Unit-47, 3282 Ogdens Beach Road Midland, Simcoe, ON MLS® S13067690

Residential Freehold (Detached)

$289900.0

3 Beds
2 Baths
700-1100 sq-ft

Situated on a rare, premium waterfront end lot (Lot 47) right on the shores of Georgian Bay, this brand-new Beckwith Cottage model offers 780 sq ft of

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3282 Ogdens Beach Road, Simcoe, ON , MLS #S13067694 , Image - 1

Unit-44, 3282 Ogdens Beach Road Rural Tay, Tay, Simcoe, ON MLS® S13067694

Residential Freehold (Detached)

$279900.0

3 Beds
1 Baths
700-1100 sq-ft

Spring Special. Located on a premium waterfront lot (#44) with breathtaking views of Georgian Bay, this brand-new 3-bedroom, 1-bathroom Massassauga Co

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3282 Ogdens Beach Road, Simcoe, ON , MLS #S13067696 , Image - 1

Unit-51, 3282 Ogdens Beach Road Rural Tay, Tay, Simcoe, ON MLS® S13067696

Residential Freehold (Detached)

$269900.0

2 Beds
1 Baths
700-1100 sq-ft

SPRING SPECIAL. Nestled along the serene shores of Southern Georgian Bay, this brand-new 2-bedroom, 1-bathroom Sans Souci Cottage offers an unparallel

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

35 Photos

2 WHITE PINES Trail, Simcoe, ON , MLS #S12596254 , Image - 1

2 WHITE PINES Trail Wasaga Beach, Simcoe, ON MLS® S12596254

Residential Freehold (Detached)

$129999.0

Price drop by 3.7%

2 Beds
1 Baths
< 700 sq-ft

Enjoy your Seasonal Getaway at Wasaga Countrylife Resort! Now is the time to secure your seasonal cottage retreat! This immaculate 2009 Northlander Co

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10 Grew Crescent, Simcoe, ON , MLS #S13083172 , Image - 1

10 Grew Crescent Penetanguishene, Simcoe, ON MLS® S13083172

Residential Freehold (Detached)

$489900.0

2 Beds
2 Baths
1500-2000 sq-ft

WALK TO THE WATER, ENJOY ONE-LEVEL LIVING & MAKE TIME FOR WHAT MATTERS MOST! Live the lifestyle you've earned in this beautifully maintained, low-main

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39 Beck Street, Simcoe, ON , MLS #S12948158 , Image - 1

39 Beck Street Wasaga Beach, Simcoe, ON MLS® S12948158

Residential Freehold (Detached)

$489000.0

Price drop by 8.4%

4 Beds
1 Baths
700-1100 sq-ft

Welcome to 39 Beck Street in the heart of Wasaga Beach! Just steps from the famous Beach Area 1, this charming cottage offers an unbeatable location f

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30 Tiffin Street, Simcoe, ON , MLS #S13046830 , Image - 1

30 Tiffin Street Allandale Centre, Barrie, Simcoe, ON MLS® S13046830

Residential Freehold (Detached)

$499000.0

3 Beds
2 Baths
1500-2000 sq-ft

Fantastic opportunity to own a versatile 2 level detached home with 2 self contained units in the heart of Barrie's Urban Growth Centre! Ideal for en

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10 Allen Drive N, Simcoe, ON , MLS #S12916764 , Image - 1

10 Allen Drive N Wasaga Beach, Simcoe, ON MLS® S12916764

Residential Freehold (Detached)

$399900.0

2 Beds
2 Baths
700-1100 sq-ft

Stylishly Updated Bungalow in Sought-After 55+ Parkbridge Community - Wasaga Beach. Welcome to 10 Allen Dr N in Hometown, a desirable 55+ Parkbridge l

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2678 25th Side Road, Simcoe, ON , MLS #N13074692 , Image - 1

2678 25th Side Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13074692

Residential Freehold (Detached)

$469999.0

1 Beds
1 Baths
700-1100 sq-ft

A rare opportunity to live and build in beautiful Innisfil Beach. This oversized lot of 50 X 200 feet with and approximate 700 sq ft bungalow frame fe

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9 Pennsylvania Avenue, Simcoe, ON , MLS #S12240745 , Image - 1

9 Pennsylvania Avenue Wasaga Beach, Simcoe, ON MLS® S12240745

Residential Freehold (Detached)

$489000.0

Price drop by 11.1%

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 9 Pennsylvania Ave. Located in Park Place, a gated 55+ Land Lease Community, with lots to offer, including a rec plex, indoor pool, games r

28 Photos

147 Dufferin Street, Simcoe, ON , MLS #S13049438 , Image - 1

147 Dufferin Street Orillia, Simcoe, ON MLS® S13049438

Residential Freehold (Detached)

$359000.0

1 Beds
2 Baths
< 700 sq-ft

Welcome to your very own small but mighty gem in Orillia's sought-after West Ward! This cute and cozy home is bursting with charm, natural light, and

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382 West Street N, Simcoe, ON , MLS #S13057842 , Image - 1

382 West Street N Orillia, Simcoe, ON MLS® S13057842

Residential Freehold (Detached)

$375000.0

2 Beds
1 Baths
700-1100 sq-ft

Attention Builders/Developers/Investors. This may be the development/investment property you've been looking for. Property is being sold primarily as

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6 Temagami Trail, Simcoe, ON , MLS #S12979704 , Image - 1

6 Temagami Trail Wasaga Beach, Simcoe, ON MLS® S12979704

Residential Freehold (Detached)

$439000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to the Ultimate Four Season Escape! A lifestyle that defies traditional categories in the heart of Wasaga Country Life Resort. Not just a week

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85 Theme Park Drive, Simcoe, ON , MLS #S12898318 , Image - 1

Unit-154, 85 Theme Park Drive Wasaga Beach, Simcoe, ON MLS® S12898318

Residential Freehold (Detached)

$78000.0

Price drop by 17.9%

2 Beds
1 Baths
< 700 sq-ft

Beautifully maintained and priced to sell. Sellers are extremely motivated due to relocation. Experience the perfect seasonal retreat at the popular C

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18 Cherrywood Lane, Simcoe, ON , MLS #N13021056 , Image - 1

18 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13021056

Residential Freehold (Detached)

$399900.0

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to this stunning Ranch Style Bungalow, renovated top to bottom home, Located in the vibrant adult community of Sandy Cove Acres. This 2 bedroo

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330 Third Street, Simcoe, ON , MLS #S13044912 , Image - 1

330 Third Street Midland, Simcoe, ON MLS® S13044912

Residential Freehold (Detached)

$479000.0

2 Beds
2 Baths
700-1100 sq-ft

Timeless Charm & Modern Comfort in the Heart of Midland! Welcome to a home that instantly feels just right. This beautifully updated 2-storey century

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56 Birch Trail, Simcoe, ON , MLS #S13036556 , Image - 1

56 Birch Trail Wasaga Beach, Simcoe, ON MLS® S13036556

Residential Freehold (Detached)

$499777.0

1 Beds
2 Baths
< 700 sq-ft

Charming A-Frame Cottage Just a 9-Minute Walk from Allenwood Beach. Nestled at the end of a tranquil cul-de-sac, this delightful A-frame cottage is on

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15 Cherrywood Lane, Simcoe, ON , MLS #N13025544 , Image - 1

15 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13025544

Residential Freehold (Detached)

$415000.0

2 Beds
1 Baths
700-1100 sq-ft

FULLY RENOVATED LOW-MAINTENANCE BUNGALOW WITH A PRIVATE TREED YARD & STYLISH INTERIOR! Your jaw might hit the floor the second you walk into this far-

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36 Tecumseth Pines Drive, Simcoe, ON , MLS #N12426310 , Image - 1

36 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12426310

Residential Freehold (Detached)

$499000.0

Price drop by 1.2%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to Tecumseth Pines, where peaceful country surroundings meet an active and welcoming 55+ lifestyle! Nestled in a beautiful community just minu

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8 Buttercup Lane, Simcoe, ON , MLS #S12949264 , Image - 1

8 Buttercup Lane Rural Springwater, Springwater, Simcoe, ON MLS® S12949264

Residential Freehold (Detached)

$469000.0

1 Beds
1 Baths
< 700 sq-ft

Nestled along the southern shores of Orr Lake, this charming seasonal one-bedroom waterfront cottage offers the perfect retreat for friends and famili

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21 Hawthorne Drive, Simcoe, ON , MLS #N13005520 , Image - 1

21 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13005520

Residential Freehold (Detached)

$299999.0

3 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) An upgrade packed home that delivers exceptional value at every turn, even before stepping inside you'll not

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7 Nipagon Circle, Simcoe, ON , MLS #S12873500 , Image - 1

7 Nipagon Circle Wasaga Beach, Simcoe, ON MLS® S12873500

Residential Freehold (Detached)

$135900.0

2 Beds
1 Baths
< 700 sq-ft

Welcome to 7 Nipagon Cir, a remarkable 2015 Northlander cottage in the desirable Parkbridge's Country Life Gated Resort. This charming property featur

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48 Madawaska Trail, Simcoe, ON , MLS #S12845620 , Image - 1

48 Madawaska Trail Wasaga Beach, Simcoe, ON MLS® S12845620

Residential Freehold (Detached)

$419000.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to your new home in Wasaga! This land lease home is the perfect option for 4-season living without the high purchase price. We're located in t

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48 Tiny Beaches Road N, Simcoe, ON , MLS #S12942774 , Image - 1

48 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S12942774

Residential Freehold (Detached)

$449900.0

2 Beds
1 Baths
700-1100 sq-ft

Located just a 3 minute walk to beautiful Balm Beach in Tiny, this small but cozy, 2 bedroom & one bath winterized home or cottage is perfect for a si

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7682 Oak Point Road, Simcoe, ON , MLS #S12882914 , Image - 1

7682 Oak Point Road Rural Ramara, Ramara, Simcoe, ON MLS® S12882914

Residential Freehold (Detached)

$439000.0

700-1100 sq-ft

Experience spectacular LAKE COUCHICHING SUNSETS from this picturesque waterfront property on the Trent-Severn Waterway. This property presents a Uniq

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3 Courtland Street, Simcoe, ON , MLS #S12740528 , Image - 1

3 Courtland Street Orillia, Simcoe, ON MLS® S12740528

Residential Freehold (Detached)

$369000.0

2 Beds
1 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Comfortable and spacious, this charming home offers over 1,600 square feet of above-grade living space, prov

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12 Schooner Lane, Simcoe, ON , MLS #S12873372 , Image - 1

12 Schooner Lane Rural Tay, Tay, Simcoe, ON MLS® S12873372

Residential Freehold (Detached)

$499999.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to 12 Schooner Lane, a stunning property in a prime location in Tay! This modern smart home is perfect for those seeking year-round accommodat