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Detached Houses for Sale in Simcoe Under $5M - P16

Showing results 451 - 480 of 609
Last Updated: March 22, 2026
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43 Photos
Last Updated : 44 Days ago
4806 5th Side Road, Simcoe, ON , MLS #N12736340 , Image - 1
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4806 5th Side Road Rural Essa, Essa, Simcoe, ON MLS® N12736340

Residential Freehold (Detached)

$829000.0
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Escape to the Country! This beautiful 2-story detached home in the highly sought-after Rural Essa community offers nearly 2,000 sq. ft. of finished li
36 Photos
Last Updated : 45 Days ago
16 Rowe Street, Simcoe, ON , MLS #N12692428 , Image - 1

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16 Rowe Street Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N12692428

Residential Freehold (Detached)

$1181400.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Brand New Greenwood model by Sundance Homes with full Tarion Warranty. Smooth ceilings, stone countertops, and hard surface flooring throughout. Spaci
34 Photos
Last Updated : 45 Days ago
3 Sydenham Trail E, Simcoe, ON , MLS #S12731946 , Image - 1

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3 Sydenham Trail E Rural Clearview, Clearview, Simcoe, ON MLS® S12731946

Residential Freehold (Detached)

$899000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
AFFORDABLE meets charming and spacious in Clearview! In the serene hamlet of Duntroon, this beautifully maintained two-storey home exudes warmth, and
32 Photos
Last Updated : 45 Days ago
2974 Monarch Drive, Simcoe, ON , MLS #S12762830 , Image - 1

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2974 Monarch Drive Orillia, Simcoe, ON MLS® S12762830

Residential Freehold (Detached)

$904900.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Fully built Mancini Homes, located in the highly sought after West Ridge Community on Monarch Drive. Home consists of many features including upgraded
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
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Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
40 Photos
Last Updated : 45 Days ago
24 Finley Drive, Simcoe, ON , MLS #S12762722 , Image - 1

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24 Finley Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12762722

Residential Freehold (Detached)

$2650000.0
  • 2 +3 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Custom waterfront home featuring 4,066 square feet above ground and 5,899 total, while being nestled on a do
16 Photos
Last Updated : 45 Days ago
9 Revol Road, Simcoe, ON , MLS #S12761698 , Image - 1

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9 Revol Road Penetanguishene, Simcoe, ON MLS® S12761698

Residential Freehold (Detached)

$774990.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
BELLS & WHISTLES! 2,410 sq.ft. brand new builder sale, 4 bdrm, 3.5 bath 2-storey, with 2 car garage, this home is full of upgrades $$. Hardwood & cera
40 Photos
Last Updated : 45 Days ago
7833 Poplar Side Road, Simcoe, ON , MLS #S12758960 , Image - 1

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7833 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12758960

Residential Freehold (Detached)

$2999000.0
  • 4 +3 Beds
  • 8 Baths
  • 3000-3500 sq-ft
Welcome to an extraordinary 14.95-acre country estate that defines luxury living in the heart of Collingwood. Just minutes from downtown yet surrounde
38 Photos
Last Updated : 45 Days ago
93 Edward Street, Simcoe, ON , MLS #S12756554 , Image - 1

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93 Edward Street Penetanguishene, Simcoe, ON MLS® S12756554

Residential Freehold (Detached)

$729777.0
  • 0 +4 Beds
  • 3 Baths
  • 700-1100 sq-ft
Custom All-Brick Beauty in a Prime Penetang Location! This impressive 2,000+ sq ft finished home offers 3+ bedrooms and 3 bathrooms, ideal for a growi
3 Photos
Last Updated : 45 Days ago
Lot 95A Reynolds Drive, Simcoe, ON , MLS #S12393577 , Image - 1
Lot 95A Reynolds Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12393577

Residential Freehold (Detached)

$539900.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome To Lakepoint Village's Land Leased Community Located Just Outside Of Orillia With All The Amenities You Need! This Home Offers Elegant Main Fl
13 Photos
Last Updated : 46 Days ago
1277 Sunnidale Road, Simcoe, ON , MLS #S12759654 , Image - 1

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1277 Sunnidale Road Rural Springwater, Springwater, Simcoe, ON MLS® S12759654

Residential Freehold (Detached)

$1450000.0
  • 4 +2 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Welcome to this one-of-a-kind custom-built side split home, perfectly situated on a spacious 120x193ft lot. Designed with versatility in mind, this pr
43 Photos
Last Updated : 46 Days ago
9 Byers Street, Simcoe, ON , MLS #S12759346 , Image - 1

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9 Byers Street Snow Valley, Springwater, Simcoe, ON MLS® S12759346

Residential Freehold (Detached)

$1759900.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Perfectly placed in one of Springwater's most prestigious and sought-after neighbourhoods, this stunning hom
26 Photos
Last Updated : 46 Days ago
125 Gardiner Drive N, Simcoe, ON , MLS #N12754170 , Image - 1

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125 Gardiner Drive N Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12754170

Residential Freehold (Detached)

$1499000.0
  • 5 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Stunning 2-Storey Detached 5-Bedroom Home on a Premium Lot Backing Onto a Park. Beautifully upgraded from top to bottom, this residence features a go
22 Photos
Last Updated : 46 Days ago
6509 13th Line N/A, Simcoe, ON , MLS #N12748140 , Image - 1

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6509 13th Line N/A Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12748140

Residential Freehold (Detached)

$1695000.0
  • 9 Beds
  • 7 Baths
  • 1500-2000 sq-ft
Welcome to your Private Countryside Estate overlooking Alliston !Scenic Ranch style home on 10 acres with river frontage & bonus beach area including
49 Photos
Last Updated : 46 Days ago
27 Heyden Avenue, Simcoe, ON , MLS #S12223834 , Image - 1

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27 Heyden Avenue Orillia, Simcoe, ON MLS® S12223834

Residential Freehold (Detached)

$1875000.0
price drop iconPrice drop by 14.8%
  • 3 +3 Beds
  • 5 Baths
  • 2000-2500 sq-ft
27 Heyden Avenue, a magnificent 2460 sq ft Viceroy-style bungalow perfectly situated on a generous 77-foot stretch of Lake Simcoe waterfront in a prim
40 Photos
Last Updated : 46 Days ago
130 Melissa Lane, Simcoe, ON , MLS #S12747348 , Image - 1

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130 Melissa Lane Rural Tiny, Tiny, Simcoe, ON MLS® S12747348

Residential Freehold (Detached)

$3390000.0
  • 3 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Nestled within the exclusive Cedar Ridge community in Tiny Township, this architect-designed retreat offers a rare opportunity to own a custom waterfr
30 Photos
Last Updated : 46 Days ago
14 Gold Park Gate, Simcoe, ON , MLS #N12591070 , Image - 1

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14 Gold Park Gate Angus, Essa, Simcoe, ON MLS® N12591070

Residential Freehold (Detached)

$799888.0
price drop iconPrice drop by 1.2%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 14 Gold Park Gate in the sought after 5th Line subdivision of Angus. Conveniently located, it is only minutes from local amenities and CFB
40 Photos
Last Updated : 47 Days ago
130 Concession 15 N/A W, Simcoe, ON , MLS #S12754704 , Image - 1

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130 Concession 15 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S12754704

Residential Freehold (Detached)

$2599000.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Escape the limitations of the city with this 40-acre private compound in Tiny, offering a scale of infrastru
20 Photos
Last Updated : 47 Days ago
6386 Bluebird Street, Simcoe, ON , MLS #S12612818 , Image - 1

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6386 Bluebird Street Rural Ramara, Ramara, Simcoe, ON MLS® S12612818

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 6.3%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome To This Fully Renovated 3 Bedroom Bungalow Offering 1,361 Sq Ft Of Bright, Modern Living Space On A Large Lot With 123 Ft Of Prime Waterfront
33 Photos
Last Updated : 47 Days ago
828 Oxbow Park Drive, Simcoe, ON , MLS #S12680368 , Image - 1

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828 Oxbow Park Drive Wasaga Beach, Simcoe, ON MLS® S12680368

Residential Freehold (Detached)

$724900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
DEVELOPMENT POTENTIAL~ Possibility for Lot Severance! Discover the Calm and Quiet of this Unique Property Situated on a Generous 20,000 sq ft lot, Sur
50 Photos
Last Updated : 48 Days ago
327 Sunnybrae Avenue, Simcoe, ON , MLS #N12659360 , Image - 1

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327 Sunnybrae Avenue Stroud, Innisfil, Simcoe, ON MLS® N12659360

Residential Freehold (Detached)

$1838800.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This Stunning Custom Builder Stucco/Stone Bungalow is situated on just over a half-acre private lot, offering a country feel while remaining close to
44 Photos
Last Updated : 48 Days ago
2240 South Orr Lake Road, Simcoe, ON , MLS #S12750724 , Image - 1

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2240 South Orr Lake Road Rural Springwater, Springwater, Simcoe, ON MLS® S12750724

Residential Freehold (Detached)

$1600000.0
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Experience refined waterfront living at this exceptional retreat on South Orr Lake. Thoughtfully designed to blend elegance, comfort, and natural beau
25 Photos
Last Updated : 48 Days ago
5984 3rd Line, Simcoe, ON , MLS #N12749918 , Image - 1

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5984 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12749918

Residential Freehold (Detached)

$2949000.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 5984 3rd Line This sprawling property boasts a charming 4 bedroom, 2 bathroom home situated on 45 acres of picturesque farmland 25 acres cu
32 Photos
Last Updated : 48 Days ago
173 Barrie Road, Simcoe, ON , MLS #S12746702 , Image - 1

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173 Barrie Road Orillia, Simcoe, ON MLS® S12746702

Residential Freehold (Detached)

$399999.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 173 Barrie Road, a wonderful 2 storey detached house on 50ft lot perfect for first-time buyers or investors, located in the heart of Orilli
41 Photos
Last Updated : 48 Days ago
43 Dunnett Drive, Simcoe, ON , MLS #S12747996 , Image - 1

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43 Dunnett Drive Ardagh, Barrie, Simcoe, ON MLS® S12747996

Residential Freehold (Detached)

$1160000.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Say hello to a legal income-generating second suite that's professionally finished, city-registered, and com
49 Photos
Last Updated : 49 Days ago
69 CITYVIEW Circle, Simcoe, ON , MLS #S12746916 , Image - 1

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69 CITYVIEW Circle Holly, Barrie, Simcoe, ON MLS® S12746916

Residential Freehold (Detached)

$1550000.0
  • 5 +0 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Discover this beautifully maintained home on a rare pie-shaped lot backing directly onto Ardagh Forest, offering unparalleled privacy and a peaceful,
31 Photos
Last Updated : 49 Days ago
121 Allegra Drive, Simcoe, ON , MLS #S12550022 , Image - 1

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121 Allegra Drive Wasaga Beach, Simcoe, ON MLS® S12550022

Residential Freehold (Detached)

$1188000.0
  • 4 +0 Beds
  • 4 Baths
  • 2500-3000 sq-ft
For Sale by Owner. Click on More Information Link Below. Welcome home to gorgeous luxury raised Bungalow loft ! This spacious Bungalow offers approxim
26 Photos
Last Updated : 50 Days ago
648 10th Line, Simcoe, ON , MLS #N12745242 , Image - 1

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648 10th Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N12745242

Residential Freehold (Detached)

$729000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Just steps to the sandy shores of Lake Simcoe and Leonard Beach, this beautifully updated home provides a ch
45 Photos
Last Updated : 50 Days ago
9263 91 County Road, Simcoe, ON , MLS #S12745154 , Image - 1

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9263 91 County Road Rural Clearview, Clearview, Simcoe, ON MLS® S12745154

Residential Freehold (Detached)

$1995000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Views of Georgian Bay. Escape to country elegance while being close to town amenities. Nestled on a picturesque 4.2 acre estate, this beautifully reno
38 Photos
Last Updated : 50 Days ago
43 Thoroughbred Drive, Simcoe, ON , MLS #S12744958 , Image - 1

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43 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12744958

Residential Freehold (Detached)

$1335000.0
  • 2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 43 Thoroughbred Drive - Your Dream Home! Nestled in the Prestigious & Highly Sought-after Community of Braestone in Oro-Medonte. This Stunn
32 Photos
Last Updated : 51 Days ago
154 Country Lane, Simcoe, ON , MLS #S12743012 , Image - 1

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154 Country Lane Painswick South, Barrie, Simcoe, ON MLS® S12743012

Residential Freehold (Detached)

$829900.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Discover the charm of 154 Country Lane, perfectly situated in the coveted South Barrie area! This stunning corner-lot home boasts 4 spacious bedrooms
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