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Houses for Sale in Simcoe Under $2 Million - P36

Showing results 1051 - 1080 of 4365
Last Updated: November 10, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
40 Photos
Last Updated : 6 Days ago
5 McCutcheon Court, Simcoe, ON , MLS #S14131104 , Image - 1
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5 McCutcheon Court Northwest, Barrie, Simcoe, ON MLS® S14131104

Residential Freehold (Detached)

$839900.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 5 McCutcheon Court, an impressive solid-brick family home situated on a quiet court in on of Barrie's most sought-after neighborhoods. Back
10 Photos
Last Updated : 6 Days ago
LOT 51 Mapleside Drive, Simcoe, ON , MLS #S13440088 , Image - 1

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LOT 51 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S13440088

Residential Freehold (Vacant Land)

$409000.0
FANTASTIC OPPORTUNITY FOR BUILDER OR LONG TERM INVESTMENT. THE LOT RECENTLY HAD 3 SERVICES BROUGHT TO LOT LINE AND WILL BE FULLY PAID BY SELLER. THE A
10 Photos
Last Updated : 6 Days ago
Lot 51 Robinson Road N, Simcoe, ON , MLS #S13440318 , Image - 1

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Lot 51 Robinson Road N Wasaga Beach, Simcoe, ON MLS® S13440318

Residential Freehold (Vacant Land)

$479000.0
Fantastic Opportunity for Builder or Long Term Investment. The Lot Recently Had 3 Services Brought to Lot Line and Will Be Fully Paid By Seller. The A
34 Photos
Last Updated : 6 Days ago
2371 Lakeshore Road E, Simcoe, ON , MLS #S13746640 , Image - 1

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2371 Lakeshore Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13746640

Residential Freehold (Detached)

$1875000.0
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully renovated bungalow, perfectly positioned on the inviting shores of Lake Simcoe. This home is an ideal retreat for those wh
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
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Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
50 Photos
Last Updated : 6 Days ago
1057 Tay Point Road, Simcoe, ON , MLS #S14140086 , Image - 1

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1057 Tay Point Road Penetanguishene, Simcoe, ON MLS® S14140086

Residential Freehold (Detached)

$1290000.0
  • 3 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Over 2.5 acres of privacy, an incredibly spacious family home, and a finished garage loft, all just minutes from town!** Welcome to 1057 Tay Point Roa
33 Photos
Last Updated : 6 Days ago
11 Ryan's Road, Simcoe, ON , MLS #S13760944 , Image - 1

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11 Ryan's Road Midland, Simcoe, ON MLS® S13760944

Residential Freehold (MobileTrailer)

$225000.0
price drop iconPrice drop by 10.0%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking to Downsize! Welcome to 11 Ryan's Road in Smith's Camp, Midland, a mobile home community located near beautiful Little Lake and offering plent
15 Photos
Last Updated : 6 Days ago
43 Srigley Street, Simcoe, ON , MLS #S14110150 , Image - 1

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43 Srigley Street Holly, Barrie, Simcoe, ON MLS® S14110150

Residential Freehold (Att/Row/Townhouse)

$514900.0
price drop iconPrice drop by 3.7%
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this immaculate, move-in-ready home featuring a spacious foyer with brand-new laminate flooring and a large front closet for added storage.
40 Photos
Last Updated : 6 Days ago
66 Leggott Avenue, Simcoe, ON , MLS #S13615474 , Image - 1

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66 Leggott Avenue Painswick North, Barrie, Simcoe, ON MLS® S13615474

Residential Freehold (Detached)

$699000.0
  • 3 Beds
  • 4 Baths
  • 1100-1500 sq-ft
WELCOME TO YOUR TURN-KEY DREAM HOME AT 66 LEGGOTT AVENUE! This impeccably updated detached 2-storey residence is situated in a park heaven pocket of f
49 Photos
Last Updated : 6 Days ago
400 Keller Drive, Simcoe, ON , MLS #S14143856 , Image - 1

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400 Keller Drive Midland, Simcoe, ON MLS® S14143856

Residential Freehold (Detached)

$849777.0
  • 4 +0 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 400 Keller Drive in Midland's desirable West end, an exceptional executive or family home ideally located close to all amenities, Little La
50 Photos
Last Updated : 6 Days ago
200 Cumming Drive, Simcoe, ON , MLS #S13845314 , Image - 1

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200 Cumming Drive Ardagh, Barrie, Simcoe, ON MLS® S13845314

Residential Freehold (Detached)

$849900.0
price drop iconPrice drop by 5.5%
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 200 Cumming Drive! An exceptional 3,000 sq. ft. bungalow in Barrie's sought-after Ardagh Bluffs. Set on a premium lot with a mature treed b
41 Photos
Last Updated : 6 Days ago
4090 Wainman Line, Simcoe, ON , MLS #S13706262 , Image - 1

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4090 Wainman Line Orillia, Simcoe, ON MLS® S13706262

Residential Freehold (Detached)

$774900.0
price drop iconPrice drop by 8.8%
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this spacious and versatile home featuring a welcoming foyer with a large closet, convenient access to the accessory apartment, and a gener
45 Photos
Last Updated : 6 Days ago
67 Vanessa Drive, Simcoe, ON , MLS #S13687440 , Image - 1

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67 Vanessa Drive Orillia, Simcoe, ON MLS® S13687440

Residential Freehold (Detached)

$649900.0
price drop iconPrice drop by 9.7%
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Beautifully landscaped ranch bungalow with a walkout basement, offering spacious living areas and quality finishes throughout. A high stone walkway le
40 Photos
Last Updated : 6 Days ago
50 Concession Rd 2 N/A W, Simcoe, ON , MLS #S14143516 , Image - 1

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50 Concession Rd 2 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S14143516

Residential Freehold (Detached)

$1349900.0
  • 5 Beds
  • 3 Baths
  • 3500-5000 sq-ft
20 Acres. River Views. Endless Possibilities.Imagine waking up to the sounds of nature, enjoying your morning coffee overlooking the Wye River, and ha
11 Photos
Last Updated : 6 Days ago
627 Lakelands Avenue, Simcoe, ON , MLS #N14143696 , Image - 1

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627 Lakelands Avenue Alcona, Innisfil, Simcoe, ON MLS® N14143696

Residential Freehold (Detached)

$1750000.0
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Beautifully renovated waterfront home offering 50 feet of frontage on Lake Simcoe. Designed with a modern aesthetic, this property features an open-co
41 Photos
Last Updated : 6 Days ago
137 Dufferin Street, Simcoe, ON , MLS #S13654852 , Image - 1

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137 Dufferin Street Orillia, Simcoe, ON MLS® S13654852

Residential Freehold (Detached)

$250000.0
price drop iconPrice drop by 12.3%
  • 1 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
WOW! Check out this updated price! Seller is motivated! Seller says, bring any reasonable Offer. Be sure to check out the Sold prices of vacant Bu
44 Photos
Last Updated : 6 Days ago
77 Copeland Crescent, Simcoe, ON , MLS #N14129574 , Image - 1

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77 Copeland Crescent Cookstown, Innisfil, Simcoe, ON MLS® N14129574

Residential Freehold (Detached)

$974900.0
  • 2 +1 Beds
  • 5 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Discover exceptional elegance in this beautifully customized bungalow nestled within a prestigious executive
38 Photos
Last Updated : 6 Days ago
5632 Penetanguishene Road, Simcoe, ON , MLS #S14143618 , Image - 1

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5632 Penetanguishene Road Elmvale, Springwater, Simcoe, ON MLS® S14143618

Residential Freehold (Detached)

$749900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Prime waterfront location on Orr Lake with a 1,673 square foot 2-storey home plus a fully detached 645 squar
39 Photos
Last Updated : 6 Days ago
3417 Timberline Avenue, Simcoe, ON , MLS #S13801718 , Image - 1

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3417 Timberline Avenue West Shore, Severn, Simcoe, ON MLS® S13801718

Residential Freehold (Detached)

$685000.0
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 3417 Timberline Ave! This home defines turn-key, with warm, thoughtful finishes throughout and over 1,900 sq. ft. of finished living space,
49 Photos
Last Updated : 6 Days ago
236 Phillips Street, Simcoe, ON , MLS #S13867156 , Image - 1

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236 Phillips Street Stayner, Clearview, Simcoe, ON MLS® S13867156

Residential Freehold (Detached)

$999999.0
price drop iconPrice drop by 13.0%
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
UNBEATABLE VALUE UNDER $1M: A PRIVATE 0.68-ACRE IN-TOWN HAVEN WITH A FULLY LEGAL SUITE! Rarely does a property offer the privacy of a sprawling 140' x
17 Photos
Last Updated : 6 Days ago
921 Dominion Avenue, Simcoe, ON , MLS #S14143566 , Image - 1

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921 Dominion Avenue Midland, Simcoe, ON MLS® S14143566

Residential Freehold (Detached)

$559900.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
3 BEDROOM RANCH BUNGALOW WITH A FINISHED BASEMENT, PRIVATE TREED YARD & CONVENIENT ACCESS TO EVERYTHING MIDLAND OFFERS! Let's talk about your wish lis
39 Photos
Last Updated : 6 Days ago
182 Isabella Drive, Simcoe, ON , MLS #S14142106 , Image - 1

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182 Isabella Drive Orillia, Simcoe, ON MLS® S14142106

Residential Freehold (Att/Row/Townhouse)

$569900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 182 Isabella Drive, a beautifully maintained brick/stone bungalow townhome nestled in a peaceful and highly desirable Orillia neighbourhood
30 Photos
Last Updated : 6 Days ago
4308 Graham Road, Simcoe, ON , MLS #S14117324 , Image - 1

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4308 Graham Road Rural Severn, Severn, Simcoe, ON MLS® S14117324

Residential Freehold (Detached)

$1299000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to T-Lodge, a one of a kind beautifully updated 1950s log cottage nestled in a quiet bay just steps from the water's edge only 1.5 hrs from To
19 Photos
Last Updated : 6 Days ago
2511 Talbot Lane, Simcoe, ON , MLS #S13839872 , Image - 1

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2511 Talbot Lane Rural Ramara, Ramara, Simcoe, ON MLS® S13839872

Residential Freehold (Detached)

$499000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 2511 Talbot Lane, a charming 3-bedroom waterfront retreat nestled along the Talbot River in Ramara. Completely renovated and truly turn-key
41 Photos
Last Updated : 6 Days ago
2071 Gibson Street, Simcoe, ON , MLS #N13829176 , Image - 1

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2071 Gibson Street Alcona, Innisfil, Simcoe, ON MLS® N13829176

Residential Freehold (Detached)

$1275000.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to 2071 Gibson Street, providing one of the largest lots in the entire area with 200 ft depth and beautifully renovated family home offering a
34 Photos
Last Updated : 6 Days ago
43 Brock Street, Simcoe, ON , MLS #S13879468 , Image - 1

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43 Brock Street Sanford, Barrie, Simcoe, ON MLS® S13879468

Residential Freehold (Detached)

$629900.0
price drop iconPrice drop by 4.6%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
WALK TO BARRIE'S WATERFRONT AND GO STATION FOR QUICK COMMUTE! Newer furnace, new underground water service and window wells, roof 6 years olde approx*
38 Photos
Last Updated : 6 Days ago
2109 Wilson Street, Simcoe, ON , MLS #N14143472 , Image - 1

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2109 Wilson Street Alcona, Innisfil, Simcoe, ON MLS® N14143472

Residential Freehold (Detached)

$728000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Beautiful 3 Bedroom Detached Family Home Built By Country Homes In One Of Innisfil's Most Sought-After Neighbourhoods of Alcona Innisfil! Bright & Spa
30 Photos
Last Updated : 6 Days ago
8867 Mckinnon Road, Simcoe, ON , MLS #N14143440 , Image - 1

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8867 Mckinnon Road Angus, Essa, Simcoe, ON MLS® N14143440

Residential Freehold (Multiplex)

$1124000.0
  • 4 +3 Beds
  • 5 Baths
  • 2500-3000 sq-ft
ANGUS MULTI-FAMILY INVESTMENT | ALL-BRICK 5-PLEX. High-performing multi-unit property in growing Angus featuring a strong unit mix of three bachelor s
31 Photos
Last Updated : 6 Days ago
7 Tamarack Court, Simcoe, ON , MLS #N14142418 , Image - 1

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7 Tamarack Court Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N14142418

Residential Freehold (Detached)

$404900.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
A rare find in Tecumseth Pines - a must see bright and beautifully updated bungalow where the major work has already been done! Located on a sunny sou
8 Photos
Last Updated : 6 Days ago
1 KENORA Trail, Simcoe, ON , MLS #S14134090 , Image - 1

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1 KENORA Trail Wasaga Beach, Simcoe, ON MLS® S14134090

Residential Freehold (Detached)

$127500.0
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
DESIRABLE WASAGA COUNTRY Life. * Rare 14'wide by 45 Plus 23' x 10' bonus room, Possibly largest Park Model Upgraded, Renovated, Waterfront (mini Lake
25 Photos
Last Updated : 6 Days ago
244/250 Dignard Avenue, Simcoe, ON , MLS #S14143340 , Image - 1

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244/250 Dignard Avenue Port McNicoll, Tay, Simcoe, ON MLS® S14143340

Residential Freehold (Detached)

$555000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Offering exciting flexibility for the future, the home is being sold together with an adjoining building lot
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