251+ Detached Houses for Sale in Simcoe Under $500K

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43 FITTONS Road W, Simcoe, ON , MLS #S13661072 , Image - 1

43 FITTONS Road W Orillia, Simcoe, ON MLS® S13661072

Residential Freehold (Detached)

$499999.0

4 +0 Beds
2 Baths
1500-2000 sq-ft

A unique opportunity at 43 Fittons Road West in Orillia, with options for today and exciting possibilities for the future. The existing home is full o

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1139 Claver Avenue, Simcoe, ON , MLS #N13641880 , Image - 1

Unit-9, 1139 Claver Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13641880

Residential Freehold (Detached)

$439000.0

Price drop by 21.5%

3 Beds
1 Baths
700-1100 sq-ft

1139 Claver Avenue, Cottage #9 is the largest of 12 cottages on a unique Lake Simcoe waterfront property in Belle Ewart. With three bedrooms and one n

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92 Tecumseth Pines Drive, Simcoe, ON , MLS #N13678566 , Image - 1

92 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13678566

Residential Freehold (Detached)

$399000.0

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

Welcome to 92 Tecumseth Pines, where comfort, convenience, and community come together in one of the GTA's premier 55+ adult lifestyle communities! Th

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356 West Street N, Simcoe, ON , MLS #S13686360 , Image - 1

356 West Street N Orillia, Simcoe, ON MLS® S13686360

Residential Freehold (Detached)

$449900.0

4 Beds
1 Baths
1100-1500 sq-ft

Welcome to 356 West St N in Orillia's desirable North Ward. This affordable four-bedroom home offers plenty of space for families, first-timebuyers, o

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1981 Tiny Beaches Road S, Simcoe, ON , MLS #S13685218 , Image - 1

1981 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13685218

Residential Freehold (Detached)

$369900.0

3 Beds
1 Baths
< 700 sq-ft

SPOTLESS AND WELL MAINTAINED 3 SEASON COTTAGE IN TINY BEACHES, SHORT DISTANCE TO WOODLAND BEACH AND EASY ACCESS TO CONVENIENCE STORE AND SHORT DISTANC

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3427 Coronation Avenue, Simcoe, ON , MLS #S13232378 , Image - 1

3427 Coronation Avenue West Shore, Severn, Simcoe, ON MLS® S13232378

Residential Freehold (Detached)

$327000.0

Price drop by 5.2%

2 +0 Beds
1 Baths
< 700 sq-ft

What a wonderful opportunity for first time home buyers or investors. This two-bedroom, one-bath bungalow with a large fenced yard is within walking d

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25 Simcoe Street, Simcoe, ON , MLS #S13684472 , Image - 1

25 Simcoe Street Orillia, Simcoe, ON MLS® S13684472

Residential Freehold (Detached)

$499999.0

3 +2 Beds
2 Baths
700-1100 sq-ft

Welcome to this gem, a beautifully updated 3+2 bedroom bungalow offering the perfect blend of comfort, style and functionality. Step inside to discove

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9775 Beachwood Road, Simcoe, ON , MLS #S13684034 , Image - 1

9775 Beachwood Road Collingwood, Simcoe, ON MLS® S13684034

Residential Freehold (Detached)

$499900.0

5 Beds
2 Baths
700-1100 sq-ft

Welcome to 9775 Beachwood Rd - a rare opportunity combining four-season living, an impressive 60' x 250' mature-treed lot and exciting long-term poten

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23 Maria Street, Simcoe, ON , MLS #S13251390 , Image - 1

23 Maria Street Penetanguishene, Simcoe, ON MLS® S13251390

Residential Freehold (Detached)

$389000.0

Price drop by 7.2%

3 Beds
1 Baths
1100-1500 sq-ft

Endless Potential Meets Small-Town Charm On A Large Lot At 23 Maria Street In The Heart Of Penetanguishene. This 3-Bedroom, 1-Bathroom Home Presents A

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78 KING RD N/A, Simcoe, ON , MLS #S13440322 , Image - 1

78 KING RD N/A Waubaushene, Tay, Simcoe, ON MLS® S13440322

Residential Freehold (Detached)

$299000.0

Price drop by 8.0%

1 +0 Beds
1 Baths
< 700 sq-ft

Tucked away on a peaceful dead-end street, 78 King Road offers the perfect blend of modern convenience and classic cottage country charm. This year-ro

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11 INDIANA Avenue, Simcoe, ON , MLS #S13676752 , Image - 1

11 INDIANA Avenue Wasaga Beach, Simcoe, ON MLS® S13676752

Residential Freehold (Detached)

$359900.0

2 Beds
1 Baths
700-1100 sq-ft

Easy living starts here in popular Park Place! This charming 2-bedroom, 888 sq.ft. Conestoga model offers vaulted ceilings, a bright eat-in kitchen &

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169 MARGARET Street, Simcoe, ON , MLS #N13638942 , Image - 1

169 MARGARET Street Angus, Essa, Simcoe, ON MLS® N13638942

Residential Freehold (Detached)

$499900.0

2 +0 Beds
1 Baths
700-1100 sq-ft

Welcome to this charming & clean 1.5-storey home, offering 968 square feet of bright, inviting living space. Featuring 2 bedrooms plus a dedicated off

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375 Horrell Avenue, Simcoe, ON , MLS #S13674652 , Image - 1

375 Horrell Avenue Midland, Simcoe, ON MLS® S13674652

Residential Freehold (Detached)

$449777.0

2 +0 Beds
1 Baths
700-1100 sq-ft

Welcome to 375 Horrell Avenue in Midland, a great opportunity for first-time buyers, investors, or those looking for an affordable home in a convenien

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99 King Street, Simcoe, ON , MLS #N13666450 , Image - 1

99 King Street Angus, Essa, Simcoe, ON MLS® N13666450

Residential Freehold (Detached)

$444900.0

2 Beds
1 Baths
700-1100 sq-ft

Affordable Opportunity in Angus! This charming bungalow built in 1895 is a fantastic option for a first-time buyer, handyman, or contractor looking fo

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11 Cabin Crescent, Simcoe, ON , MLS #S13668114 , Image - 1

11 Cabin Crescent Wasaga Beach, Simcoe, ON MLS® S13668114

Residential Freehold (Detached)

$429900.0

3 Beds
1 Baths
700-1100 sq-ft

**NEW PRICE - YOUR YEAR-ROUND COTTAGE RETREAT AWAITS!** Discover this inviting 3-bedroom cottage in Wasaga CountryLife, beautifully situated overlooki

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15 Cherrywood Lane, Simcoe, ON , MLS #N13664274 , Image - 1

15 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13664274

Residential Freehold (Detached)

$395000.0

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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27 Peel Street, Simcoe, ON , MLS #S13664216 , Image - 1

27 Peel Street Penetanguishene, Simcoe, ON MLS® S13664216

Residential Freehold (Detached)

$449000.0

3 Beds
1 Baths
1100-1500 sq-ft

Renovated Bungalow on an Oversized Lot in Downtown Penetanguishene! Welcome to this beautifully updated 3-bedroom bungalow, ideally located in the hea

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132 Park Road, Simcoe, ON , MLS #S13662464 , Image - 1

132 Park Road Rural Tiny, Tiny, Simcoe, ON MLS® S13662464

Residential Freehold (Detached)

$499900.0

2 Beds
2 Baths
1100-1500 sq-ft

Perfectly positioned between the sandy shores of Allenwood Beach in Tiny Township and Woodland Beach in Wasaga Beach, this charming chalet offers an e

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318 Percy Street, Simcoe, ON , MLS #S13511932 , Image - 1

318 Percy Street Waubaushene, Tay, Simcoe, ON MLS® S13511932

Residential Freehold (Detached)

$474900.0

3 Beds
2 Baths
1100-1500 sq-ft

AFFORDABLE HOME ON A 100 x 150 FT LOT OFFERING NATURAL PRIVACY, A LARGE FENCED YARD, & QUICK ACCESS TO THE GEORGIAN BAY SHORELINE! Tucked along a quie

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4294 Canal Road, Simcoe, ON , MLS #S13658286 , Image - 1

4294 Canal Road Washago, Severn, Simcoe, ON MLS® S13658286

Residential Freehold (Detached)

$375000.0

3 Beds
2 Baths
700-1100 sq-ft

Discover this fully renovated 3-season waterfront cottage, offering a large lot, beautiful water views, and ample parking. Enjoy boating and swimming

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292 MILLARD Street, Simcoe, ON , MLS #S13209562 , Image - 1

292 MILLARD Street Orillia, Simcoe, ON MLS® S13209562

Residential Freehold (Detached)

$499900.0

Price drop by 8.4%

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

Attention first-time homebuyers and investors! This raised bungalow in Orillia's desirable South Ward sits on an oversized 43 x 175 ft lot and offers

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10 & 11 Methodist Island N/A, Simcoe, ON , MLS #S13611936 , Image - 1

10 & 11 Methodist Island N/A Port McNicoll, Tay, Simcoe, ON MLS® S13611936

Residential Freehold (Detached)

$499900.0

4 Beds
1 Baths
700-1100 sq-ft

Welcome to the kind of cottage where family traditions begin and are passed down for generations. A place where mornings start with coffee on the deck

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2865 Severn River N/A, Simcoe, ON , MLS #S13604700 , Image - 1

2865 Severn River N/A Rural Severn, Severn, Simcoe, ON MLS® S13604700

Residential Freehold (Detached)

$499000.0

6 Beds
3 Baths
1500-2000 sq-ft

SEVERN RIVER - BOAT ACCESS ONLY - If These Walls Could Talk...They would Tell The Story of The Severn River. Approximately Three-Quarters of The Main

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76 Tecumseth Pines Drive, Simcoe, ON , MLS #N13640924 , Image - 1

76 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13640924

Residential Freehold (Detached)

$479900.0

3 Beds
2 Baths
1100-1500 sq-ft

Upgrade to luxury in the premier adult community of Tecumseth Pines. This immaculate and upgraded home at 76 Tecumseth Pines is a 3 bedroom bungalow w

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50 CABIN Crescent, Simcoe, ON , MLS #S13574550 , Image - 1

50 CABIN Crescent Wasaga Beach, Simcoe, ON MLS® S13574550

Residential Freehold (Detached)

$395000.0

Price drop by 7.1%

3 +0 Beds
1 Baths
700-1100 sq-ft

Welcome to resort-style living! A 4-season cottage right in town. 3 bedrooms, with a loft. Turn key and equipped with a gas forced-air furnace and A/C

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3184 Mosley Street, Simcoe, ON , MLS #S13530924 , Image - 1

3184 Mosley Street Wasaga Beach, Simcoe, ON MLS® S13530924

Residential Freehold (Detached)

$499900.0

Price drop by 16.3%

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 3184 Mosley Street in beautiful Wasaga Beach! Ideally located on the beach side of Mosley Street, this charming bungalow offers easy access

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430 Gill Street, Simcoe, ON , MLS #S13620104 , Image - 1

430 Gill Street Orillia, Simcoe, ON MLS® S13620104

Residential Freehold (Detached)

$419900.0

1 Beds
1 Baths
700-1100 sq-ft

Perfect for first-time buyers or those looking to downsize, this well-maintained bungalow sits on a level, fully fenced lot and offers excellent value

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408 Regent Street, Simcoe, ON , MLS #S13142828 , Image - 1

408 Regent Street Orillia, Simcoe, ON MLS® S13142828

Residential Freehold (Detached)

$475000.0

Price drop by 4.8%

3 Beds
2 Baths
1500-2000 sq-ft

AFFORDABLE FAMILY LIVING STEPS FROM ORILLIA'S BEST AMENITIES - BRIGHT, SPACIOUS, & READY TO GROW WITH YOU! Welcome to a bright and welcoming detached

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327 Tiny Beaches Road N, Simcoe, ON , MLS #S13467164 , Image - 1

327 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13467164

Residential Freehold (Detached)

$225000.0

< 700 sq-ft

Premium lot in the quiet community of Cawaja Beach. One of the nicest sandy beaches on Georgian Bay. Surrounded by nature and privacy. Cottage being s

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808 Oxbow Park Drive, Simcoe, ON , MLS #S13612336 , Image - 1

808 Oxbow Park Drive Wasaga Beach, Simcoe, ON MLS® S13612336

Residential Freehold (Detached)

$499900.0

2 Beds
1 Baths
700-1100 sq-ft

Discover the potential of this rare waterfront property on approximately 0.6 acres along the scenic Nottawasaga River in Wasaga Beach. Offering a peac

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