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Simcoe, ON Luxury Homes - P2

Showing results 31 - 60 of 165
Last Updated: December 05, 2025
  • New Listings
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  • Square Feet(Hi-Lo)
40 Photos
Last Updated : 20 Days ago
1372 Division Road E, Simcoe, ON , MLS #S12517032 , Image - 1
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1372 Division Road E Rural Severn, Severn, Simcoe, ON MLS® S12517032

Residential Freehold (Detached)

$2199000.0
  • 2 +3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
INDULGE IN LUXURY ON 2.1 ACRES WITH BREATHTAKING VIEWS, SHARED OWNERSHIP OF AN ADDITIONAL 32 ACRES, & A MAN-MADE LAKE!! Enter a realm of unrivalled el
50 Photos
Last Updated : 20 Days ago
95 Spruce Street, Simcoe, ON , MLS #S12358712 , Image - 1

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95 Spruce Street Rural Tiny, Tiny, Simcoe, ON MLS® S12358712

Residential Freehold (Detached)

$3500000.0
  • 2 +4 Beds
  • 6 Baths
  • 2500-3000 sq-ft
Introducing this luxurious, resort-like smart technology home or cottage near the pristine shores of Georgian Bay. Spanning over 2800 sq. ft. on the m
21 Photos
Last Updated : 20 Days ago
8464 6th Line, Simcoe, ON , MLS #N12295252 , Image - 1

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8464 6th Line Rural Essa, Essa, Simcoe, ON MLS® N12295252

Residential Freehold (Detached)

$2500000.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
LUXURY, SPACE, AND OPPORTUNITY - 4,544 SQ FT ESTATE ON 10 ACRES WITH OUTBUILDINGS BUILT FOR BUSINESS! Live the rural estate dream with this 4,544 sq f
25 Photos
Last Updated : 20 Days ago
8747 10th Line, Simcoe, ON , MLS #N12438171 , Image - 1

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8747 10th Line Rural Essa, Essa, Simcoe, ON MLS® N12438171

Residential Freehold (Detached)

$2295000.0
  • 2 +2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
OVER 3,000 SQ FT BUNGALOW FEATURING IN-LAW POTENTIAL NESTLED ON 83.47 ACRES WITH WORKABLE LAND & MINUTES TO BARRIE! Nestled on an expansive 83.47 acre
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
32 Photos
Last Updated : 20 Days ago
3870 Darling Island Road, Simcoe, ON , MLS #S12352866 , Image - 1

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3870 Darling Island Road Port Severn, Severn, Simcoe, ON MLS® S12352866

Residential Freehold (Detached)

$2299900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Constructed with state-of-the-art BONE Structure technology boasting a steel and concrete frame for unmatche
50 Photos
Last Updated : 21 Days ago
854 Sixth Street, Simcoe, ON , MLS #S12542318 , Image - 1

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854 Sixth Street Rural Clearview, Clearview, Simcoe, ON MLS® S12542318

Residential Freehold (Detached)

$2699000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
* Ask about potential severance of 2 Acre parcel* Nestled on 19 breathtaking acres just minutes from the vibrant heart of Collingwood and the world-cl
50 Photos
Last Updated : 22 Days ago
8429 Poplar Side Road, Simcoe, ON , MLS #S12537646 , Image - 1

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8429 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12537646

Residential Freehold (Detached)

$3299000.0
  • 4 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to The Great Totem House, a stunning reclaimed timber frame chalet set on a private 1.3-acre forested lot, just minutes from Osler Bluff Ski C
40 Photos
Last Updated : 22 Days ago
2705 14th Line, Simcoe, ON , MLS #N12495028 , Image - 1

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2705 14th Line Gilford, Innisfil, Simcoe, ON MLS® N12495028

Residential Freehold (Detached)

$2430000.0
price drop iconPrice drop by 4.1%
  • 3 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to this exceptional 3+2 bedroom, 5 bathroom custom-built estate home set on a private 3.25-acre treed property, offering luxury country living
32 Photos
Last Updated : 22 Days ago
1398 Old Second Road N, Simcoe, ON , MLS #S12490196 , Image - 1

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1398 Old Second Road N Phelpston, Springwater, Simcoe, ON MLS® S12490196

Residential Freehold (Detached)

$2699900.0
  • 3 +0 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to your private country retreat nestled on 78 sprawling acres in the heart of Springwater, this extraordinary property offers the perfect blen
33 Photos
Last Updated : 22 Days ago
44-46 Gray Lane, Simcoe, ON , MLS #S12518308 , Image - 1

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44-46 Gray Lane Innis-Shore, Barrie, Simcoe, ON MLS® S12518308

Residential Freehold (Detached)

$6499900.0
  • 4 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
LUXURY WATERFRONT ESTATE HOME ON LAKE SIMCOE! ONE OF BARRIE'S MOST BEAUTIFUL HOMES! CUSTOM BUILT RETREAT WITH AN INGROUND POOL, FULL SIZE TENNIS/SPO
40 Photos
Last Updated : 22 Days ago
1918 Concession Rd 2 N/A, Simcoe, ON , MLS #N12412220 , Image - 1

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1918 Concession Rd 2 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12412220

Residential Freehold (Detached)

$2750000.0
  • 6 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Exceptional 100-acre farm in South Adjala, surrounded by estate properties and just minutes from Caledon. Features gently rolling farmland with approx
45 Photos
Last Updated : 23 Days ago
9 Monica Road, Simcoe, ON , MLS #S12532648 , Image - 1

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9 Monica Road Rural Tiny, Tiny, Simcoe, ON MLS® S12532648

Residential Freehold (Detached)

$3999000.0
  • 2 +3 Beds
  • 5 Baths
  • 1500-2000 sq-ft
A rare opportunity to own over 300 feet of private Georgian Bay waterfront in one of Tinys most coveted enclaves. Set on 2+ acres with unobstructed vi
41 Photos
Last Updated : 25 Days ago
17 Bellflower Crescent, Simcoe, ON , MLS #N12526910 , Image - 1

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17 Bellflower Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12526910

Residential Freehold (Detached)

$2099000.0
  • 5 Beds
  • 5 Baths
  • 5000 + sq-ft
This brand-new, **NEVER LIVED IN** luxury detached house sits on a premium **70-foot lot** and features a **Triple-car garage*** with a **10-car parki
6 Photos
Last Updated : 30 Days ago
476 Penetanguishene Road, Simcoe, ON , MLS #S4439718 , Image - 1

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476 Penetanguishene Road Rural Springwater, Springwater, Simcoe, ON MLS® S4439718

Residential Freehold (Farm)

$5000000.0
  • < 700 sq-ft
Excellent Prospecting Land Located 1Km From Barrie. Next To Mini Storage, Golf Course, And City Wells.Currently Being Rented Out As Farm Land For Cash
5 Photos
Last Updated : 30 Days ago
Pt Lt20 Concession 7 Drive, Simcoe, ON , MLS #S4701501 , Image - 1
Pt Lt20 Concession 7 Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S4701501

Residential Freehold (Farm)

$10000000.0
  • < 700 sq-ft
Attention Investors And Farmers! This Property Abuts The Lake Simcoe Regional Airport (Airport Allows Small Jets). 137 Acres Of Farm/Vacant Land. Curr
50 Photos
Last Updated : 30 Days ago
28 Alana Drive, Simcoe, ON , MLS #S12510962 , Image - 1

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28 Alana Drive Centre Vespra, Springwater, Simcoe, ON MLS® S12510962

Residential Freehold (Detached)

$2299900.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Discover luxurious living in this beautifully redesigned Stonegate Estates home, offering 3,600+ sq. ft. of elegant, turn-key space. Professionally cu
49 Photos
Last Updated : 30 Days ago
237 West Shore Drive, Simcoe, ON , MLS #S12508920 , Image - 1

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237 West Shore Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12508920

Residential Freehold (Detached)

$2688000.0
  • 5 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Indulge In Luxury At 237 West Shore Dr., Tiny Exclusive Location In Thunder Beach. Approximately 2500 sq.ft of total living space. This 5-bed, 3-bath
40 Photos
Last Updated : 30 Days ago
2993 Innisfil Beach Road, Simcoe, ON , MLS #N12500820 , Image - 1

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2993 Innisfil Beach Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12500820

Residential Freehold (Detached)

$4999999.0
  • 2 +2 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Welcome to 2993 Innisfil Beach Road, a private luxury estate nestled on 19.17 acres of Muskoka-like landscape in the heart of Innisfil. Designed for t
1 Photos
Last Updated : 30 Days ago
206 Foster Drive, Simcoe, ON
206 Foster Drive Painswick North, Barrie, Simcoe, ON MLS® S12506966

Residential Freehold (Vacant Land)

$3000000.0
Presenting 206 Foster Dr in the heart of Barrie! 1.25 acre flat property designated as a Strategic Growth Area in the Town's Official Plan. Great oppo
2 Photos
Last Updated : 31 Days ago
4829 10th Line, Simcoe, ON , MLS #N12464583 , Image - 1
4829 10th Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12464583

Residential Freehold (Rural Residential)

$4399000.0
  • 2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Over 65 acres of picturesque agricultural land. Discover the perfect blend of modern design and country serenity in this new A-frame cedar farmhouse.
40 Photos
Last Updated : 31 Days ago
7833 Poplar Side Road, Simcoe, ON , MLS #S12475972 , Image - 1

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7833 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12475972

Residential Freehold (Detached)

$3100000.0
  • 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
11 Photos
Last Updated : 34 Days ago
4065 15th Line, Simcoe, ON , MLS #N12498630 , Image - 1

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4065 15th Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N12498630

Residential Freehold (Farm)

$5499000.0
  • 1 Baths
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Exceptional land banking and future development opportunity with 137.5-acres of prime land adjacent to d
23 Photos
Last Updated : 34 Days ago
10 White Oaks Road, Simcoe, ON , MLS #S12378091 , Image - 1

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10 White Oaks Road South Shore, Barrie, Simcoe, ON MLS® S12378091

Residential Freehold (Detached)

$3350000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Welcome to an exceptional waterfront retreat, boasting over 91' of pristine sandy shoreline and a steel reta
26 Photos
Last Updated : 35 Days ago
53 Niagara Street, Simcoe, ON , MLS #S12399959 , Image - 1

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53 Niagara Street Collingwood, Simcoe, ON MLS® S12399959

Residential Freehold (Detached)

$2399000.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
NEW PRICE & STEPS TO SUNSET POINT, GEORGIAN BAY - this custom Vandermeer-designed 5-bedroom home offers over 3,700 sq. ft. of beautifully finished li
38 Photos
Last Updated : 35 Days ago
45 Mary Street, Simcoe, ON , MLS #S12039966 , Image - 1

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45 Mary Street Collingwood, Simcoe, ON MLS® S12039966

Residential Freehold (Detached)

$2400000.0
  • 4 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
***BUILD IN PROGRESS*** Luxury Custom Home on Mary Street, Collingwood. Currently under construction by a quality local builder, this stunning custom
45 Photos
Last Updated : 36 Days ago
7 Byers Street, Simcoe, ON , MLS #S12352679 , Image - 1

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7 Byers Street Snow Valley, Springwater, Simcoe, ON MLS® S12352679

Residential Freehold (Detached)

$2249900.0
  • 3 +1 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Client RemarksIf you're looking for the complete package - A stunning custom built home with resort like backyard, situated in a quiet enclave of less
38 Photos
Last Updated : 37 Days ago
3012 Concession 8 Road, Simcoe, ON , MLS #N12456512 , Image - 1

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3012 Concession 8 Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12456512

Residential Freehold (Farm)

$3100000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Your chance to own vast acreage in prime Adjala. 125 acres with miles of trails, Bailey Creek, pond, rolling farmland and mature forest. Convenient to
5 Photos
Last Updated : 37 Days ago
60 Marni Lane, Simcoe, ON , MLS #S12282963 , Image - 1
60 Marni Lane Phelpston, Springwater, Simcoe, ON MLS® S12282963

Residential Freehold (Detached)

$2388000.0
price drop iconPrice drop by 7.3%
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Quality builder, Tarion warranty included! Brand New. Sprawling 3200 sq ft Custom stone and brick bungalow on over an acre. From the large entrance wa
30 Photos
Last Updated : 38 Days ago
31 Paradise Boulevard, Simcoe, ON , MLS #S12484661 , Image - 1

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31 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S12484661

Residential Freehold (Detached)

$2199000.0
  • 3 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Almost 4, 200 Sqft of living space detached home. Stunning and beautiful home backing on canal leading to Lake Simcoe. Chef's kitchen with side by sid
20 Photos
Last Updated : 40 Days ago
1148 CONCESSION 6 SOUTH NOTTAWASAGA N/A, Simcoe, ON , MLS #S12436717 , Image - 1

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1148 CONCESSION 6 SOUTH NOTTAWASAGA N/A Rural Clearview, Clearview, Simcoe, ON MLS® S12436717

Residential Freehold (Vacant Land)

$3599000.0
Embrace the potential of this extraordinary 180+ acre property, perfect for creating a luxurious estate or serene weekend retreat. Nestled amidst scen
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