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Houses for Sale in Simcoe Under $2 Million - P37

Showing results 1081 - 1110 of 4365
Last Updated: November 10, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
25 Photos
Last Updated : 6 Days ago
19 Maple Crescent, Simcoe, ON , MLS #S13703198 , Image - 1
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19 Maple Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13703198

Residential Freehold (Modular Home)

$519900.0
price drop iconPrice drop by 2.8%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Enjoy relaxed adult living in Big Cedar Estates, a welcoming community less than ten minutes to Orillia. This well-maintained Royal Home model offers
38 Photos
Last Updated : 6 Days ago
25 Flora Court, Simcoe, ON , MLS #N14126864 , Image - 1

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25 Flora Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N14126864

Residential Freehold (Modular Home)

$224900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
FULLY RENOVATED. MOVE-IN READY. COMPLETELY TURNKEY. ABSOLUTELY GORGEOUS & BRIGHT! Unpack, settle in, and start enjoying life in Sandycove Acres, a wel
28 Photos
Last Updated : 6 Days ago
36 Sugarbush Road, Simcoe, ON , MLS #S14134082 , Image - 1

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36 Sugarbush Road Sugarbush, Oro-Medonte, Simcoe, ON MLS® S14134082

Residential Freehold (Detached)

$769900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Nestled on a breathtaking, tree-lined corner lot in Sugarbush, this exquisite detached sidesplit combines serene nature immersion with a built-in fina
50 Photos
Last Updated : 6 Days ago
375 Sea Ray Avenue, Simcoe, ON , MLS #N13830702 , Image - 1

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Unit-417, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13830702

Residential Condo & Other (Condo Apartment)

$1149000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
***Top-Floor Corner Penthouse | Panoramic Lake & Marina Views | Massive Wraparound Terrace*** Perched on the top floor at Friday Harbour, this excepti
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
41 Photos
Last Updated : 6 Days ago
7 Pine Spring N/A, Simcoe, ON , MLS #S13786340 , Image - 1

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7 Pine Spring N/A Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13786340

Residential Freehold (Detached)

$749900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Calling outdoor enthusiasts! Mountain biking trails, hiking, snowshoeing, snowmobiling, skiing and golf right at your door step with this spectacular
41 Photos
Last Updated : 6 Days ago
1709 Emberton Way, Simcoe, ON , MLS #N14097890 , Image - 1

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1709 Emberton Way Alcona, Innisfil, Simcoe, ON MLS® N14097890

Residential Freehold (Detached)

$1149000.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to 1709 Emberton Way-a beautifully appointed home offering the perfect blend of comfort, style, and everyday functionality. From the inviting
23 Photos
Last Updated : 6 Days ago
3183 Cove Avenue, Simcoe, ON , MLS #N13731156 , Image - 1

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3183 Cove Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13731156

Residential Freehold (Detached)

$899850.0
price drop iconPrice drop by 3.2%
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Stunning *custom raised bungalow* on a large treed lot with no neighbours behind, just a short walk to the sandy shores of Lake Simcoe and an area bea
50 Photos
Last Updated : 6 Days ago
142 Shepherd Drive, Simcoe, ON , MLS #S14081204 , Image - 1

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142 Shepherd Drive Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S14081204

Residential Freehold (Semi-Detached )

$799000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Stunning home in excellent like new condition! <<FEATURES>> *3 Spacious bedroom model of Great Gulf Homes *Sun-filled open concept *9 Foot ceiling on
33 Photos
Last Updated : 6 Days ago
68 Brucker Road, Simcoe, ON , MLS #S14105328 , Image - 1

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68 Brucker Road Holly, Barrie, Simcoe, ON MLS® S14105328

Residential Freehold (Att/Row/Townhouse)

$529900.0
  • 3 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Welcome home to 68 Brucker Road, located in Holly, the highly desirable and family-friendly community of Southwest Barrie! This beautifully maintained
44 Photos
Last Updated : 6 Days ago
3909 TREELINE Drive, Simcoe, ON , MLS #S13859056 , Image - 1

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3909 TREELINE Drive Rural Severn, Severn, Simcoe, ON MLS® S13859056

Residential Freehold (Detached)

$1498000.0
  • 2 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 3909 Treeline Dr, a custom stone bungalow at the end of a quiet mature cul-de-sac on the shores of Lake Couchiching. Offering 3,400 sq.ft.
30 Photos
Last Updated : 6 Days ago
60 Brownley Lane, Simcoe, ON , MLS #N14142944 , Image - 1

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60 Brownley Lane Angus, Essa, Simcoe, ON MLS® N14142944

Residential Freehold (Detached)

$794900.0
  • 2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 60 Brownley Lane in Angus, a thoughtfully designed custom bungalow offering space, quality, and exciting future potential on a quiet street
21 Photos
Last Updated : 6 Days ago
98 Shepherd Drive, Simcoe, ON , MLS #S13699968 , Image - 1

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98 Shepherd Drive Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13699968

Residential Freehold (Detached)

$885000.0
price drop iconPrice drop by 5.9%
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 98 Shepherd Dr, Barrie, a spacious and beautifully designed detached home offering approximately 3,230 sq. ft. of above-grade living space
37 Photos
Last Updated : 6 Days ago
369 Essa Road, Simcoe, ON , MLS #S14142886 , Image - 1

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Unit-81, 369 Essa Road Holly, Barrie, Simcoe, ON MLS® S14142886

Residential Freehold (Att/Row/Townhouse)

$539900.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome home to this beautifully maintained 2-bedroom, 2.5-bathroom townhome, perfectly situated in a peaceful and welcoming complex while keeping you
34 Photos
Last Updated : 6 Days ago
5287 COUNTY 9 Road, Simcoe, ON , MLS #S14142868 , Image - 1

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5287 COUNTY 9 Road New Lowell, Clearview, Simcoe, ON MLS® S14142868

Residential Freehold (Duplex)

$1199000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Sale of Mixed Use real estate property Situated On A Large Corner Lot With Commercial (C1) Zoning. Property gives flexibility of use with two separate
25 Photos
Last Updated : 6 Days ago
378 ABERDEEN Boulevard, Simcoe, ON , MLS #S13488556 , Image - 1

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378 ABERDEEN Boulevard Midland, Simcoe, ON MLS® S13488556

Residential Freehold (Detached)

$858800.0
price drop iconPrice drop by 10.5%
  • 3 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully maintained custom bungalow nestled on a generous lot in one of Midland's most sought-after neighbourhoods. This home offer
1 Photos
Last Updated : 6 Days ago
50 Baynes Way, Simcoe, ON
Unit-8, 50 Baynes Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14130560

Residential Condo & Other (Condo Townhouse)

$707000.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2249 sq-ft
LUXURY LIVING! A RARE END-UNIT GEM LOADED WITH UPGRADES! Why settle for ordinary when you can experience extraordinary? Welcome to this stunning, impe
37 Photos
Last Updated : 6 Days ago
274 Edgehill Drive, Simcoe, ON , MLS #S14142710 , Image - 1

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274 Edgehill Drive Ardagh, Barrie, Simcoe, ON MLS® S14142710

Residential Freehold (Detached)

$869000.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 274 Edgehill, a beautifully updated bungalow offering over 2,500 sq. ft. of living space in the heart of Barrie. Renovated throughout, this
34 Photos
Last Updated : 6 Days ago
109 Daphne Crescent, Simcoe, ON , MLS #S13819202 , Image - 1

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109 Daphne Crescent Cundles East, Barrie, Simcoe, ON MLS® S13819202

Residential Freehold (Semi-Detached )

$544900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
ATTENTION first time home buyers, young families, and down sizers! Take a look at this turnkey, move in ready freehold home in North Barrie! If you're
45 Photos
Last Updated : 6 Days ago
262 Wessenger Drive, Simcoe, ON , MLS #S14133390 , Image - 1

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262 Wessenger Drive Holly, Barrie, Simcoe, ON MLS® S14133390

Residential Freehold (Detached)

$699900.0
  • 1 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcoming curb appeal, a finished lower level and a backyard made for relaxing and entertaining come together at this detached raised bungalow in Barr
27 Photos
Last Updated : 6 Days ago
48 Riverwalk Place, Simcoe, ON , MLS #S13863482 , Image - 1

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48 Riverwalk Place Midland, Simcoe, ON MLS® S13863482

Residential Freehold (Detached)

$849900.0
price drop iconPrice drop by 5.6%
  • 4 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this remarkable 3+2 bedroom home in a scenic Midland setting with a 3 minute walk to Georgian Bay on a walking path directly off the back y
43 Photos
Last Updated : 6 Days ago
46 Chantler Road, Simcoe, ON , MLS #N14142548 , Image - 1

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46 Chantler Road Alliston, New Tecumseth, Simcoe, ON MLS® N14142548

Residential Freehold (Detached)

$899900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Beautifully updated, highly sought after Albion model by Devonleigh. Over 2000sqft plus newly finished basement (2024). Situated on a quiet street wit
18 Photos
Last Updated : 6 Days ago
41 Ferndale Drive S, Simcoe, ON , MLS #S14142528 , Image - 1

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Unit-303, 41 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S14142528

Residential Condo & Other (Condo Apartment)

$339990.0
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to Suite 303 at The Manhattan Condominiums, one of Barrie's most sought after condo communities, beautifully surrounded by the tranquility of
41 Photos
Last Updated : 6 Days ago
8 Maple Leaf Terrace, Simcoe, ON , MLS #N14142522 , Image - 1

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8 Maple Leaf Terrace Cookstown, Innisfil, Simcoe, ON MLS® N14142522

Residential Freehold (Detached)

$199900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking to simplify your life? This adorable bungalow has just the right amount of space and is located in a 60 + community on a quiet cul de sac with
50 Photos
Last Updated : 6 Days ago
13 Hallen Drive, Simcoe, ON , MLS #S13505886 , Image - 1

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13 Hallen Drive Penetanguishene, Simcoe, ON MLS® S13505886

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 3.2%
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome Home! A rare opportunity to own a true slice of paradise in Penetanguishene! Offered by its original owner for the first time in 36 years, thi
48 Photos
Last Updated : 6 Days ago
12 Hoard Avenue S, Simcoe, ON , MLS #N13817892 , Image - 1

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12 Hoard Avenue S Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13817892

Residential Freehold (Semi-Detached )

$685000.0
price drop iconPrice drop by 4.7%
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to the highly sought-after Treetops Community! This beautiful, bright and sunny semidetached home offers a premium pond-side setting with no n
13 Photos
Last Updated : 6 Days ago
24 rose Avenue, Simcoe, ON , MLS #S14086326 , Image - 1

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24 rose Avenue Orillia, Simcoe, ON MLS® S14086326

Residential Freehold (Att/Row/Townhouse)

$659000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Modern luxury. Light, volume, and a kitchen that actually cooks.This residence is built around height and light: soaring 9-foot ceilings, oversized wi
23 Photos
Last Updated : 6 Days ago
5 Sandringham Drive, Simcoe, ON , MLS #S14032728 , Image - 1

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5 Sandringham Drive Innis-Shore, Barrie, Simcoe, ON MLS® S14032728

Residential Freehold (Detached)

$825000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
BEAUTIFULLY KEPT & METICULOUSLY MAINTAINED, THIS SPACIOUS 2,617 SQ. FT. FAMILY HOME OFFERS FOUR BEDROOMS PLUS A BRIGHT SECOND-FLOOR LOFT WITH FIFTH-BE
33 Photos
Last Updated : 6 Days ago
263 Quebec Street, Simcoe, ON , MLS #S14127834 , Image - 1

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263 Quebec Street Stayner, Clearview, Simcoe, ON MLS® S14127834

Residential Freehold (Semi-Detached )

$589990.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Nestled on a quiet street in the welcoming community of Stayner, this beautifully updated 2020-built semi-detached home blends timeless design, meticu
39 Photos
Last Updated : 6 Days ago
45 Smith Street, Simcoe, ON , MLS #N14142428 , Image - 1

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45 Smith Street Alliston, New Tecumseth, Simcoe, ON MLS® N14142428

Residential Freehold (Att/Row/Townhouse)

$599900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Rarely offered end-unit townhome situated on an impressive pie-shaped lot full of mature trees! One of the first features you'll appreciate is the amp
43 Photos
Last Updated : 6 Days ago
13 Broadway Avenue, Simcoe, ON , MLS #N13639126 , Image - 1

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13 Broadway Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13639126

Residential Freehold (MobileTrailer)

$199900.0
price drop iconPrice drop by 31.0%
  • 2 +0 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this nicely located North Park home featuring the popular Tara model with convenient ground-level access and a side entrance located close
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