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Houses for Sale in Simcoe Under $500K - P3

Showing results 61 - 90 of 1114
Last Updated: September 27, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
39 Photos
Last Updated : 2 Days ago
246 Tupper Boulevard, Simcoe, ON , MLS #N13668122 , Image - 1
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Unit-8, 246 Tupper Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N13668122

Residential Condo & Other (Condo Townhouse)

$499000.0
  • 3 Beds
  • 2 Baths
  • 1600-1799 sq-ft
Welcome to easy, stylish family living in the heart of beautiful Alliston. Offering over 1,700 sq ft of professionally updated living space, this exce
16 Photos
Last Updated : 2 Days ago
1056 Ewart Street, Simcoe, ON , MLS #N13233328 , Image - 1

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1056 Ewart Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13233328

Residential Freehold (Detached)

$300000.0
price drop iconPrice drop by 14.3%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
GOLDEN OPPORTUNITY! Charming 2-Bedroom Cottage in the waterfront community of Belle Ewart! Welcome to 1056 Ewart Street, a cozy 2-bedroom cottage nest
22 Photos
Last Updated : 2 Days ago
261 Rose Street, Simcoe, ON , MLS #S13792144 , Image - 1

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Unit-21, 261 Rose Street Wellington, Barrie, Simcoe, ON MLS® S13792144

Residential Condo & Other (Condo Townhouse)

$469000.0
price drop iconPrice drop by 6.0%
  • 4 +1 Beds
  • 2 Baths
  • 1400-1599 sq-ft
All the heavy lifting done to make this a money printing rental property or can be a low effort conversion to a family home. Minutes to hwy 400, walk
42 Photos
Last Updated : 2 Days ago
19 Adelaide Street, Simcoe, ON , MLS #S13828988 , Image - 1

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19 Adelaide Street Allandale, Barrie, Simcoe, ON MLS® S13828988

Residential Freehold (Detached)

$499999.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 19 Adelaide Street, a charming 2-storey home offering an excellent opportunity for first-time buyers looking to enter the Barrie market whi
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
project size image
Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
25 Photos
Last Updated : 2 Days ago
4 Paradise Boulevard, Simcoe, ON , MLS #S13828692 , Image - 1

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Unit-19, 4 Paradise Boulevard Brechin, Ramara, Simcoe, ON MLS® S13828692

Residential Condo & Other (Condo Townhouse)

$395000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Two-Bedroom Waterfront Condominium in Beautiful Lagoon City with Boat Mooring and Direct Access to Lake Simcoe and The Trent Severn Waterways. Just St
44 Photos
Last Updated : 2 Days ago
154 ROBERT Street W, Simcoe, ON , MLS #S13732552 , Image - 1

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154 ROBERT Street W Penetanguishene, Simcoe, ON MLS® S13732552

Residential Freehold (Detached)

$449900.0
  • 4 +0 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to this value packed home with many features not found in this price range. This well cared for home is located within walking distance to man
26 Photos
Last Updated : 2 Days ago
15 Bow Road, Simcoe, ON , MLS #S13744000 , Image - 1

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15 Bow Road Rural Tiny, Tiny, Simcoe, ON MLS® S13744000

Residential Freehold (Detached)

$499000.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
NEW PRICE! Waterfront living just became affordable! Rare four-season waterfront opportunity on sought-after Penetang Bay now offered at an incredibl
8 Photos
Last Updated : 2 Days ago
26 Dundee Drive, Simcoe, ON , MLS #S13561972 , Image - 1

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26 Dundee Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13561972

Residential Freehold (Detached)

$395000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this solid all-brick raised bungalow with attached garage, ideally located in a highly sought-after neighbourhood just a short walk to the
35 Photos
Last Updated : 2 Days ago
10923 Provincial Hwy 11 Highway, Simcoe, ON , MLS #S13813542 , Image - 1

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10923 Provincial Hwy 11 Highway Rural Severn, Severn, Simcoe, ON MLS® S13813542

Residential Freehold (Detached)

$349900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
AFFORDABLE, ADORABLE & SURROUNDED BY NATURE! Welcome to 10923 Highway 11 in Severn, a warm and inviting bungalow offering approximately 1,262 sq ft of
37 Photos
Last Updated : 2 Days ago
3 Pineview Court, Simcoe, ON , MLS #N13246030 , Image - 1

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3 Pineview Court Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13246030

Residential Freehold (Detached)

$434000.0
price drop iconPrice drop by 3.3%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Tecumseth Pines is a Welcoming Adult Community that caters to individuals considering a resize move and want to remain active and join a community of
26 Photos
Last Updated : 2 Days ago
100 Dean Avenue, Simcoe, ON , MLS #S13828046 , Image - 1

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Unit-207, 100 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13828046

Residential Condo & Other (Condo Apartment)

$469900.0
  • 2 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Step into stylish and convenient condo living in this beautifully designed second level suite, where contem
48 Photos
Last Updated : 2 Days ago
333 Sunseeker Avenue, Simcoe, ON , MLS #N13745974 , Image - 1

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Unit-149, 333 Sunseeker Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13745974

Residential Condo & Other (Condo Apartment)

$423990.0
price drop iconPrice drop by 15.0%
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Rarely Offered Ground-Floor Residence With An Oversized Private Terrace! Step Into A Truly Exceptional Friday Harbour Lifestyle, Where Indoor Comfort
39 Photos
Last Updated : 2 Days ago
2 Bernick Drive, Simcoe, ON , MLS #S13827968 , Image - 1

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Unit-23, 2 Bernick Drive Grove East, Barrie, Simcoe, ON MLS® S13827968

Residential Condo & Other (Condo Townhouse)

$424900.0
  • 3 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Welcome to this beautifully renovated and meticulously maintained townhome featuring quality finishes that offer both comfort and peace of mind. The s
37 Photos
Last Updated : 2 Days ago
60 Mulligan Lane, Simcoe, ON , MLS #S12673818 , Image - 1

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Unit-318, 60 Mulligan Lane Wasaga Beach, Simcoe, ON MLS® S12673818

Residential Condo & Other (Condo Apartment)

$419000.0
price drop iconPrice drop by 8.7%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
PRICED TO SELL! SELLER IS MOTIVATED! Don't miss this attractive, 2-Bedroom, 2 bathroom, 3rd floor Condo in highly sought after Marlwood Golf Course Co
18 Photos
Last Updated : 2 Days ago
1058 Sunrise Drive, Simcoe, ON , MLS #S13823916 , Image - 1

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1058 Sunrise Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13823916

Residential Freehold (Detached)

$459900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
3-BEDROOM BUNGALOW ON A 120 X 200 FT DOUBLE LOT WITH A NEWER BUNKIE & A SHORT STROLL TO LAKE DALRYMPLE! Lake days, sandy feet and sunset walks are all
25 Photos
Last Updated : 2 Days ago
66 Ivy Crescent, Simcoe, ON , MLS #S13638580 , Image - 1

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66 Ivy Crescent Wasaga Beach, Simcoe, ON MLS® S13638580

Residential Freehold (Att/Row/Townhouse)

$499900.0
price drop iconPrice drop by 3.8%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this stunning upgraded end unit bungalow in desirable Parkbridge 55+ Community. This beautifully maintained home offers two spacious bedroo
42 Photos
Last Updated : 2 Days ago
39 Mary Street, Simcoe, ON , MLS #S13660636 , Image - 1

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Unit-1706, 39 Mary Street City Centre, Barrie, Simcoe, ON MLS® S13660636

Residential Condo & Other (Condo Apartment)

$399900.0
price drop iconPrice drop by 5.9%
  • 1 +1 Beds
  • 1 Baths
  • 0-499 sq-ft
Welcome to Unit 1706 at Debut Waterfront Residences, Barrie's iconic new waterfront address. Perched on the 17th floor, this bright 1 bedroom plus den
38 Photos
Last Updated : 2 Days ago
5 Tecumseth Pines Drive, Simcoe, ON , MLS #N13635248 , Image - 1

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5 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13635248

Residential Freehold (Detached)

$378000.0
price drop iconPrice drop by 5.3%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Tecumseth Pines - a sought-after active adult landlease community known for its welcoming atmosphere and like-minded residents, where neigh
15 Photos
Last Updated : 2 Days ago
11 Hawthorne Drive, Simcoe, ON , MLS #N13827572 , Image - 1

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11 Hawthorne Drive Alcona, Innisfil, Simcoe, ON MLS® N13827572

Residential Freehold (Detached)

$199900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to Sandycove Acres, a sought-after Parkbridge adult lifestyle land lease community!This well-maintained 2bedroom, 1-bath bungalow offers comfo
15 Photos
Last Updated : 2 Days ago
184 DYER Drive, Simcoe, ON , MLS #S13801944 , Image - 1

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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
50 Photos
Last Updated : 2 Days ago
172 Eighth Street, Simcoe, ON , MLS #S13518098 , Image - 1

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Unit-505, 172 Eighth Street Collingwood, Simcoe, ON MLS® S13518098

Residential Condo & Other (Condo Apartment)

$339900.0
price drop iconPrice drop by 2.9%
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
There is still time to get in and settled before winter UNDERGROUND PARKING FOR UNDER $350K! You will not find a cheaper unit in Collingwood with un
11 Photos
Last Updated : 2 Days ago
LT 4 Glenn Howard Court, Simcoe, ON , MLS #S13827442 , Image - 1

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LT 4 Glenn Howard Court Rural Tiny, Tiny, Simcoe, ON MLS® S13827442

Residential Freehold (Vacant Land)

$399900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Rare opportunity to own one of the last remaining lots in the prestigious Copeland Creek estate communit
21 Photos
Last Updated : 2 Days ago
69 Boyne Street N, Simcoe, ON , MLS #N13584244 , Image - 1

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Unit-310, 69 Boyne Street N Alliston, New Tecumseth, Simcoe, ON MLS® N13584244

Residential Condo & Other (Condo Apartment)

$495000.0
price drop iconPrice drop by 3.7%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
This beautiful bright 3rd floor condominium with southern exposure has all day sunlight. Walk out balcony is perfect to enjoy your morning coffee.The
2 Photos
Last Updated : 2 Days ago
64 Admiral Crescent, Simcoe, ON , MLS #N13754334 , Image - 1
64 Admiral Crescent Angus, Essa, Simcoe, ON MLS® N13754334

Residential Freehold (Att/Row/Townhouse)

$499900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Looking For A Great Deal? Welcome To This Perfect Starter Home Offering 3 Spacious Bedrooms, 3 Washrooms And A Finished Basement, Ideally Located In A
43 Photos
Last Updated : 2 Days ago
630 4 Concession Road W, Simcoe, ON , MLS #S13802746 , Image - 1

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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
38 Photos
Last Updated : 2 Days ago
196 PARADISE Avenue, Simcoe, ON , MLS #S13827100 , Image - 1

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196 PARADISE Avenue Port McNicoll, Tay, Simcoe, ON MLS® S13827100

Residential Freehold (Detached)

$399999.0
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming corner-lot property located close to Georgian Bay. Whether you're looking for a peaceful retreat or an investment opportunity
39 Photos
Last Updated : 2 Days ago
16 Sinclair Avenue S, Simcoe, ON , MLS #S13826038 , Image - 1

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16 Sinclair Avenue S Wasaga Beach, Simcoe, ON MLS® S13826038

Residential Freehold (Modular Home)

$235000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 16 Sinclair Ave. South - located in the well-established, mature treed Landlease community known as Hometown in Wasaga Beach. Conveniently
17 Photos
Last Updated : 3 Days ago
75 ELLEN Street, Simcoe, ON , MLS #S13698376 , Image - 1

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Unit-904, 75 ELLEN Street City Centre, Barrie, Simcoe, ON MLS® S13698376

Residential Condo & Other (Condo Apartment)

$359900.0
price drop iconPrice drop by 8.9%
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Lakeside Elegance Awaits at 75 Ellen Street. Unit 904 is perfectly positioned as the southernmost building along the shore, and offers a lovely easter
22 Photos
Last Updated : 3 Days ago
43 Ferndale Drive S, Simcoe, ON , MLS #S13533356 , Image - 1

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Unit-104, 43 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13533356

Residential Condo & Other (Condo Apartment)

$299900.0
price drop iconPrice drop by 8.0%
  • 1 Baths
  • 600-699 sq-ft
Beautiful Studio Condo In The Sought-After Manhattan Condos In South Barrie. Enjoy This Gorgeous Open Floor Plan With Over 600 Sqft Of Living Space. L
45 Photos
Last Updated : 3 Days ago
9031 Beachwood Road, Simcoe, ON , MLS #S13720892 , Image - 1

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9031 Beachwood Road Wasaga Beach, Simcoe, ON MLS® S13720892

Residential Freehold (Detached)

$499900.0
price drop iconPrice drop by 6.6%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking for more than just a house? 9031 Beachwood Road offers a unique opportunity for first-time buyers, outdoor enthusiasts and anyone looking for
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