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Simcoe, ON Luxury Homes - P4

Showing results 91 - 120 of 232
Last Updated: October 23, 2026
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13 Photos
Last Updated : 21 Days ago
2781 Sixth Line, Simcoe, ON , MLS #N13715014 , Image - 1
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2781 Sixth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13715014

Residential Freehold (Detached)

$2189000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
A rare 1.63-acre holding in the path of Bradford's most active growth corridor - fronting Line 6 with 110 ft of road frontage, approximately 427 ft of
3 Photos
Last Updated : 21 Days ago
3329 11 Line, Simcoe, ON , MLS #N13852600 , Image - 1
3329 11 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13852600

Residential Freehold (Vacant Land)

$6500000.0
Excellent Investment Opportunity. 100+/- Acres Future Development Land In Rapidly Growing Community Of Bradford. Property Located On Same Road As Brad
46 Photos
Last Updated : 22 Days ago
58 White Oaks Road, Simcoe, ON , MLS #S13708164 , Image - 1

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58 White Oaks Road South Shore, Barrie, Simcoe, ON MLS® S13708164

Residential Freehold (Detached)

$2075000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to a truly one of a kind opportunity to own a prime piece of waterfront real estate nestled along the sandy shores of Kempenfelt Bay. This lar
38 Photos
Last Updated : 22 Days ago
465 Mooney Crescent, Simcoe, ON , MLS #S13464810 , Image - 1

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465 Mooney Crescent Orillia, Simcoe, ON MLS® S13464810

Residential Freehold (Detached)

$2490000.0
  • 3 +3 Beds
  • 6 Baths
  • 3500-5000 sq-ft
83' of Lake Couchiching waterfront on a quiet family friendly sought after cul-de-sac. Stunning 5,700 sq. foot custom home built in 2018 with 6+ bedr
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 : 23 Days ago
245 SUNNYBRAE Avenue, Simcoe, ON , MLS #N13843666 , Image - 1

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245 SUNNYBRAE Avenue Stroud, Innisfil, Simcoe, ON MLS® N13843666

Residential Freehold (Detached)

$2099900.0
  • 3 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
COMPLETELY CUSTOM-BUILT AND DESIGNED TO IMPRESS! Set on a beautifully landscaped 66' x 167' corner lot beneath a canopy of mature trees, this extraord
50 Photos
Last Updated : 23 Days ago
2055 Forest Valley Drive, Simcoe, ON , MLS #N13662834 , Image - 1

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2055 Forest Valley Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13662834

Residential Freehold (Detached)

$2199000.0
price drop iconPrice drop by 1.8%
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
MULTI-GENERATIONAL LIVING AT ITS FINEST. Set on 1.27 Acres with Lovers Creek tracing the edge of the property, this custom-built 3+1 bedroom home beau
50 Photos
Last Updated : 23 Days ago
21 Elizabeth Street E, Simcoe, ON , MLS #S13840552 , Image - 1

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21 Elizabeth Street E Creemore, Clearview, Simcoe, ON MLS® S13840552

Residential Freehold (Detached)

$2279000.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Timeless elegance. Welcome to 21 Elizabeth Street E, Creemore. Originally built in 1880, this jewel has been meticulously renovated paying homage to t
47 Photos
Last Updated : 23 Days ago
3764 Ferretti Court, Simcoe, ON , MLS #N13837984 , Image - 1

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3764 Ferretti Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13837984

Residential Freehold (Att/Row/Townhouse)

$2499000.0
  • 3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
An extraordinary opportunity to experience luxury waterfront living at Friday Harbour! This exceptional 3-storey rare end-unit townhome was professio
50 Photos
Last Updated : 23 Days ago
24 Windfield Drive W, Simcoe, ON , MLS #S13838544 , Image - 1

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24 Windfield Drive W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13838544

Residential Freehold (Detached)

$2998888.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to this exceptional Scandinavian farmhouse-inspired residence on approximately 2.74 acres, ideally positioned on a lakeside cul-de-sac in the
48 Photos
Last Updated : 23 Days ago
46 Marni Lane, Simcoe, ON , MLS #S13614398 , Image - 1

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46 Marni Lane Phelpston, Springwater, Simcoe, ON MLS® S13614398

Residential Freehold (Detached)

$2349990.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this custom-built home that is situated on a landscaped 1.3+ acre lot in Fergusonvale Estates, offering approximately 4,854 sq. ft. of fini
40 Photos
Last Updated : 24 Days ago
3750 10 Line N, Simcoe, ON , MLS #S13787930 , Image - 1

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3750 10 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13787930

Residential Freehold (Farm)

$4100000.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
A truly rare opportunity in Oro-Medonte. Set on 98 acres, this exceptional country property brings together everything people love about rural living:
50 Photos
Last Updated : 24 Days ago
243 Champlain Road, Simcoe, ON , MLS #S13669278 , Image - 1

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243 Champlain Road Penetanguishene, Simcoe, ON MLS® S13669278

Residential Freehold (Detached)

$2199000.0
price drop iconPrice drop by 8.3%
  • 2 +3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Exceptional custom-built, south facing energy-efficient bungalow on almost 3 private acres with an incredible 720 ft. of Georgian Bay peninsula, sandy
48 Photos
Last Updated : 25 Days ago
75 Marine Drive, Simcoe, ON , MLS #N13233602 , Image - 1

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75 Marine Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13233602

Residential Freehold (Detached)

$2295000.0
price drop iconPrice drop by 11.6%
  • 4 +2 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Experience exceptional waterfront living in this stunning estate offering nearly 6,000 sq. ft. of beautifully finished living space designed for year-
50 Photos
Last Updated : 25 Days ago
4421 5th Line N/A, Simcoe, ON , MLS #N13661380 , Image - 1

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4421 5th Line N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13661380

Residential Freehold (Detached)

$2258888.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Truly a one of a kind property - The Carswell House is a remarkable Georgian-style home with immense history and character. Built circa 1840's by one
44 Photos
Last Updated : 25 Days ago
72 Third Street, Simcoe, ON , MLS #S13834742 , Image - 1

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72 Third Street Collingwood, Simcoe, ON MLS® S13834742

Residential Freehold (Multiplex)

$2650000.0
  • 7 Beds
  • 7 Baths
  • 3500-5000 sq-ft
A rare investment opportunity in the heart of downtown Collingwood. This beautifully updated property offers six extensively renovated residential ren
50 Photos
Last Updated : 25 Days ago
2623 Con 10 N Nottawasaga Side Road N, Simcoe, ON , MLS #S13812540 , Image - 1

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2623 Con 10 N Nottawasaga Side Road N Rural Clearview, Clearview, Simcoe, ON MLS® S13812540

Residential Freehold (Rural Residential)

$3395000.0
  • 3 +3 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Set across 95 acres with commanding views directly toward the ski hills of Osler Bluff, this landmark country estate offers a remarkable combination o
46 Photos
Last Updated : 25 Days ago
6591 6th Line, Simcoe, ON , MLS #N13829842 , Image - 1

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6591 6th Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13829842

Residential Freehold (Detached)

$2999000.0
  • 5 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to an exceptionally rare 10-acre country retreat with impressive wide frontage, ideally located just north of King. Offering the perfect combi
42 Photos
Last Updated : 28 Days ago
3591 Line 12 N/A, Simcoe, ON , MLS #N13089012 , Image - 1

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3591 Line 12 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13089012

Residential Freehold (Farm)

$2350000.0
price drop iconPrice drop by 21.6%
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Rare Opportunity To Own An Extraordinary 26+ Acre Horse Farm Featuring Two Fully Independent Residences In Highly Desirable Bradford West Gwillimbury.
50 Photos
Last Updated : 29 Days ago
995611 Mono-Adjala Townline N/A, Simcoe, ON , MLS #N13675058 , Image - 1

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995611 Mono-Adjala Townline N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13675058

Residential Freehold (Detached)

$6999000.0
  • 5 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
Set amid 97+ acres of rolling countryside, private forests, and spring-fed ponds, Pond Hill Farm is a rare legacy estate where true eco-conscious livi
50 Photos
Last Updated : 29 Days ago
63 Georgian Manor Drive, Simcoe, ON , MLS #S13658890 , Image - 1

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63 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S13658890

Residential Freehold (Detached)

$2450000.0
price drop iconPrice drop by 10.9%
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Wake up to spectacular sunrises, unwind with unforgettable sunsets, and enjoy panoramic 180-degree views across Nottawasaga Bay from this exceptional
49 Photos
Last Updated : 29 Days ago
13 Parkland Drive, Simcoe, ON , MLS #S12979534 , Image - 1

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13 Parkland Drive Rural Clearview, Clearview, Simcoe, ON MLS® S12979534

Residential Freehold (Detached)

$2250000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Your Dream Home Awaits in Prestigious Collingwoodlands. Discover the essence of refined country living in this truly exquisite 4-bedroom custom-built
9 Photos
Last Updated : 30 Days ago
3869 7th Line, Simcoe, ON , MLS #N13638014 , Image - 1

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3869 7th Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N13638014

Residential Freehold (Farm)

$3400000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Prime 78.8-acre agricultural property on paved 7th Line, Innisfil, ideally located between the Village of Thornton and the rapidly growing Innisfil Be
25 Photos
Last Updated : 30 Days ago
6952 Second Line N/A, Simcoe, ON , MLS #N13819376 , Image - 1

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6952 Second Line N/A Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13819376

Residential Freehold (Detached)

$3999000.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
171-acre country property with main house and newly created 2-storey apartment in the newly restored century barn. Turnkey country property. Bring you
21 Photos
Last Updated : 30 Days ago
2014 Innisbrook Street, Simcoe, ON , MLS #N13795392 , Image - 1

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2014 Innisbrook Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13795392

Residential Freehold (Detached)

$2398000.0
price drop iconPrice drop by 2.0%
  • 5 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Location, Location & Location! Welcome To 2014 Innisbrook Street! This Luxurious Custom-Built 2-Storey Residence Offers An Exceptional Lifestyle On Al
40 Photos
Last Updated : 30 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)

$3299000.0
price drop iconPrice drop by 2.7%
  • 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
47 Photos
Last Updated : 31 Days ago
291 Third Street, Simcoe, ON , MLS #S13811550 , Image - 1

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291 Third Street Collingwood, Simcoe, ON MLS® S13811550

Residential Freehold (Detached)

$2499000.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
**A Rare Collingwood Masterpiece - Historic Character, Modern Luxury & Unparalleled Potential!** This extraordinary 1894 red brick estate is set on a
46 Photos
Last Updated : 31 Days ago
98 Huron Street, Simcoe, ON , MLS #S13754592 , Image - 1

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98 Huron Street Collingwood, Simcoe, ON MLS® S13754592

Residential Freehold (Detached)

$2449000.0
  • 4 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
COVETED SUNSET POINT LOCATION!! Welcome to an exceptional custom-built residence where timeless Victorian-inspired elegance meets the beauty of Georgi
47 Photos
Last Updated : 31 Days ago
5188 Highway 26 Highway W, Simcoe, ON , MLS #S13810824 , Image - 1

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5188 Highway 26 Highway W Rural Clearview, Clearview, Simcoe, ON MLS® S13810824

Residential Freehold (Detached)

$2899888.0
  • 4 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Rare Opportunity! RENOVATED 4 + 2 BEDROOMS 3 BATHROOMS ON Nearly 85 Acres of Versatile Rural Land Zoned RURAL Just Minutes from Wasaga Beach & Barri
50 Photos
Last Updated : 32 Days ago
4495 Line 11 N/A, Simcoe, ON , MLS #N12836026 , Image - 1

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4495 Line 11 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12836026

Residential Freehold (Farm)

$7995000.0
  • 2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Located just north of Bond Head and offering prime exposure by its dual frontage along Highway 27 and Line 11. Outstanding 159.67-acre farm situated w
48 Photos
Last Updated : 32 Days ago
1220 Shoreview Drive, Simcoe, ON , MLS #N13810126 , Image - 1

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1220 Shoreview Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13810126

Residential Freehold (Detached)

$6999900.0
  • 4 +2 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to this stunning luxury waterfront estate, a blend of elegant design, modern amenities, and breathtaking natural beauty. The exterior showcase
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