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Simcoe, ON Luxury Homes - P2

Showing results 31 - 60 of 82
Last Updated: May 15, 2026
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50 Photos
Last Updated : 21 Days ago
2280 Highway 27 N/A, Simcoe, ON , MLS #N13003894 , Image - 1
Image With Blur overlay

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2280 Highway 27 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13003894

Residential Freehold (Detached)

$4190000.0
  • 4 +2 Beds
  • 5 Baths
  • 5000 + sq-ft
Welcome To 2280 Hwy 27 Bradford. A Private Luxury Retreat On 10 Acre Land With 7500 Sqft Of Living Space. Detached 6 Bedroom House, 5 Washrooms, Finis
30 Photos
Last Updated : 23 Days ago
47 Glen Road, Simcoe, ON , MLS #S12905046 , Image - 1

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47 Glen Road Collingwood, Simcoe, ON MLS® S12905046

Residential Freehold (Detached)

$2150000.0
  • 3 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Outstanding waterfront residence in Collingwood! Spectacular panoramic waterfront views from this custom-built home close to the finest amenities thi
50 Photos
Last Updated : 23 Days ago
3531 Crescent Harbour Road, Simcoe, ON , MLS #N13026976 , Image - 1

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3531 Crescent Harbour Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13026976

Residential Freehold (Detached)

$3599000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
This exceptional 2011 custom-built home with over 3,000 sq ft of finished living space offers the perfect blend of modern luxury and classic cottage c
40 Photos
Last Updated : 23 Days ago
376 Brewery Lane, Simcoe, ON , MLS #S13026480 , Image - 1

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376 Brewery Lane Orillia, Simcoe, ON MLS® S13026480

Residential Freehold (Detached)

$4799000.0
  • 3 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 376 Brewery Lane, a stunning luxury waterfront home situated on one of Orillias finest streets. This exceptional property offers 104 feet o
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
47 Photos
Last Updated : 25 Days ago
202 Kempenfelt Drive, Simcoe, ON , MLS #S13018404 , Image - 1

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202 Kempenfelt Drive North Shore, Barrie, Simcoe, ON MLS® S13018404

Residential Freehold (Detached)

$2290000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Welcome to 202 Kempenfelt Drive, an extraordinary custom-built residence completed in 2020, ideally located
48 Photos
Last Updated : 27 Days ago
130 Dale Crescent, Simcoe, ON , MLS #N13014780 , Image - 1

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130 Dale Crescent Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13014780

Residential Freehold (Detached)

$2499000.0
  • 3 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to 130 Dale Crescent, a modern bungalow set on a private 1.5-acre lot backing onto a protected forest. Large floor-to-ceiling windows, vaulted
40 Photos
Last Updated : 27 Days ago
6643 3rd Line, Simcoe, ON , MLS #N12562584 , Image - 1

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6643 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12562584

Residential Freehold (Detached)

$2999000.0
  • 5 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
This stunning 6-bedroom, 6-bathroom bungalow on 10 acres just north of King offers luxurious living with the convenience of nearby amenities. The prop
42 Photos
Last Updated : 27 Days ago
8485 Highway 93 N/A, Simcoe, ON , MLS #S13013990 , Image - 1

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8485 Highway 93 N/A Rural Tiny, Tiny, Simcoe, ON MLS® S13013990

Residential Freehold (Farm)

$2170000.0
  • 3 +2 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Expansive 80-acre rural estate delivering exceptional income potential with diversified revenue streams, inc
49 Photos
Last Updated : 28 Days ago
237 West Shore Drive, Simcoe, ON , MLS #S13009328 , Image - 1

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237 West Shore Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13009328

Residential Freehold (Detached)

$2495000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Set Within The Highly Coveted Thunder Beach Enclave, This Exceptional Georgian Bay Waterfront Home Offers A Seamless Blend Of Refined Design And Effor
39 Photos
Last Updated : 28 Days ago
2981 Ninth Line, Simcoe, ON , MLS #N12966032 , Image - 1

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2981 Ninth Line Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12966032

Residential Freehold (Detached)

$2180000.0
  • 5 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome To 2981 Ninth Line, An Impressive Custom-Built Executive Home W/ Breathtaking Panoramic Views Of Nature's Finest Beauty. Truly A Dream Home In
47 Photos
Last Updated : 30 Days ago
5735 Concession Rd 6 N/A, Simcoe, ON , MLS #N12949932 , Image - 1

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5735 Concession Rd 6 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12949932

Residential Freehold (Detached)

$4890000.0
  • 6 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Exceptional 118-acre working farm just minutes from the thriving town of Alliston, offering a rare combination of agricultural income, multigeneration
40 Photos
Last Updated : 30 Days ago
6743 3rd Line, Simcoe, ON , MLS #N12996412 , Image - 1

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6743 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12996412

Residential Freehold (Detached)

$2799000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Stunning Estate on 4 Acres - A True Blend of Luxury and Serenity: This exceptional residence, set on 4 acres of beautifully manicured grounds, exempli
50 Photos
Last Updated : 33 Days ago
416 Bay Street, Simcoe, ON , MLS #S12978166 , Image - 1

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416 Bay Street Orillia, Simcoe, ON MLS® S12978166

Residential Freehold (Detached)

$2498000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Tucked along the tranquil shoreline of Lake Couchiching, this cherished waterfront stylish residence tells a story nearly three decades in the making.
20 Photos
Last Updated : 35 Days ago
1536 Tiny Beaches Road N, Simcoe, ON , MLS #S11896365 , Image - 1

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1536 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S11896365

Residential Freehold (Detached)

$3399000.0
  • 4 Beds
  • 1 Baths
  • 700-1100 sq-ft
*** Visit the REALTOR website for further information about this Listing *** Your opportunity to own an awesome four season waterfront beach house wit
5 Photos
Last Updated : 36 Days ago
2249 PILKINGTON Lane, Simcoe, ON , MLS #S12938472 , Image - 1
2249 PILKINGTON Lane Rural Severn, Severn, Simcoe, ON MLS® S12938472

Residential Freehold (Detached)

$6780000.0
  • 8 +1 Beds
  • 10 Baths
  • 5000 + sq-ft
Welcome to the crown jewel of Ontario's world-renowned cottage country an exquisite combination of 10,000+ sq. ft. custom-built estate retreat perche
34 Photos
Last Updated : 37 Days ago
31 Marni Lane, Simcoe, ON , MLS #S12969846 , Image - 1

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31 Marni Lane Rural Springwater, Springwater, Simcoe, ON MLS® S12969846

Residential Freehold (Detached)

$2175000.0
  • 3 +3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 31 Marni Lane, an architectural statement set on a stunning 150.92' x 268.93' lot. Showcasing Scandinavian-inspired design, this home offer
49 Photos
Last Updated : 38 Days ago
99 Creighton Street, Simcoe, ON , MLS #S12962850 , Image - 1

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99 Creighton Street Atherley, Ramara, Simcoe, ON MLS® S12962850

Residential Freehold (Detached)

$3499000.0
  • 1 +2 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 'Four Winds', one of Orillia's most exceptional waterfront properties located on Lake Simcoe. Situated on a rare 206 feet of private shorel
7 Photos
Last Updated : 39 Days ago
1703 Innisfil Beach Road, Simcoe, ON , MLS #N12958996 , Image - 1

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1703 Innisfil Beach Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12958996

Residential Freehold (Detached)

$12800000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Area: 2,019,748.96 SF (46.367 Acres) - Excellent opportunity to acquire a large-scale future development site on the rapidly evolving Innisfil Beach R
2 Photos
Last Updated : 42 Days ago
185 Park Street, Simcoe, ON , MLS #S12147670 , Image - 1
185 Park Street Victoria Harbour, Tay, Simcoe, ON MLS® S12147670

Residential Freehold (Vacant Land)

$3799900.0
price drop iconPrice drop by 15.6%
  • < 700 sq-ft
An exceptional opportunity to own 72.62 acres of pristine, vacant land with an expansive lakefront along stunning Sturgeon Bay, a gateway to the world
37 Photos
Last Updated : 43 Days ago
750 Tiny Beaches Road S, Simcoe, ON , MLS #S12935366 , Image - 1

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750 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S12935366

Residential Freehold (Detached)

$2600000.0
  • 3 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
75 feet frontage on a truly spectacular beach. This all season cottage is situated in a prime location on coveted Wymbolwood Beach - highly regarded
40 Photos
Last Updated : 43 Days ago
1438 2nd Concession, Simcoe, ON , MLS #N12873046 , Image - 1

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1438 2nd Concession Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12873046

Residential Freehold (Detached)

$2990000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
100 Acre farm, Humber River, Victorian Home with 3 car garage with studio above, and large bank barn. Picturesque 100 acres with Mature trees, Pine fo
41 Photos
Last Updated : 43 Days ago
3965 Algoma Avenue, Simcoe, ON , MLS #N12937336 , Image - 1

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3965 Algoma Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12937336

Residential Freehold (Detached)

$2699000.0
  • 6 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Luxury Custom Bungaloft on Shoreline Road - Steps to Lake Simcoe! ****Welcome to this newly upgraded, move-in-ready custom bungaloft situated on a rar
25 Photos
Last Updated : 45 Days ago
8747 10th Line, Simcoe, ON , MLS #N12935984 , Image - 1

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8747 10th Line Rural Essa, Essa, Simcoe, ON MLS® N12935984

Residential Freehold (Detached)

$2195000.0
  • 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
21 Photos
Last Updated : 47 Days ago
1114 Goshen Road E, Simcoe, ON , MLS #N12915688 , Image - 1

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1114 Goshen Road E Alcona, Innisfil, Simcoe, ON MLS® N12915688

Residential Freehold (Detached)

$9800000.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
1114 Goshen RD - 4.7 acres of land with income-generating apartments ripe and ready for zoning amendment and development. Zoned FD - Future Developmen
35 Photos
Last Updated : 48 Days ago
3476 Garden Of Eden Road, Simcoe, ON , MLS #S12660608 , Image - 1

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3476 Garden Of Eden Road Rural Clearview, Clearview, Simcoe, ON MLS® S12660608

Residential Freehold (Farm)

$3999999.0
  • 7 Beds
  • 7 Baths
  • 5000 + sq-ft
Set on an extraordinary 50-acre parcel just minutes from the heart of Creemore, this exceptional executive home offers refined living surrounded by a
35 Photos
Last Updated : 50 Days ago
1614 Ridge Road E, Simcoe, ON , MLS #S6142920 , Image - 1

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1614 Ridge Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S6142920

Residential Freehold (Multiplex)

$3299000.0
price drop iconPrice drop by 1.8%
  • 6 Beds
  • 5 Baths
  • 5000 + sq-ft
Welcome To 'Hawkstone Manor' In Old Charm Historical Hawkestone, Oro-Medonte. First Time Offer For Sale After Completing A Full Preservation Of This U
40 Photos
Last Updated : 56 Days ago
190 MELISSA Lane, Simcoe, ON , MLS #S12899946 , Image - 1

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190 MELISSA Lane Rural Tiny, Tiny, Simcoe, ON MLS® S12899946

Residential Freehold (Detached)

$3280000.0
  • 4 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 190 Melissa Lane, a charming custom built French Inspired waterfront retreat nestled in the prestigious community of Cedar Ridge, Tiny, Ont
50 Photos
Last Updated : 58 Days ago
53 Dock Lane, Simcoe, ON , MLS #S12676364 , Image - 1

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Unit-27, 53 Dock Lane Port McNicoll, Tay, Simcoe, ON MLS® S12676364

Residential Freehold (Detached)

$2199900.0
price drop iconPrice drop by 4.3%
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to Port McNicoll's best - kept secret, Exclusive community, serene peninsula on Georgian Bay, offering an unparallel waterfront living. This s
32 Photos
Last Updated : 58 Days ago
7 Meadowlark Way, Simcoe, ON , MLS #S12891620 , Image - 1

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7 Meadowlark Way Collingwood, Simcoe, ON MLS® S12891620

Residential Freehold (Detached)

$3500000.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
MODERN, ORGANIC & TIMELESS CUSTOM-BUILT BUNGALOW FEATURING OVER 5,500 SQFT OF COMFORT-DRIVEN LIVING SPACE! A rare modern estate minutes from downtown
18 Photos
Last Updated : 59 Days ago
767 Cedarvale Drive, Simcoe, ON , MLS #N12890686 , Image - 1

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767 Cedarvale Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N12890686

Residential Freehold (Detached)

$2399999.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Fabulous sun filled layout with a spectacular gourmet kitchen, with Thermador appliances. Family room with 32ft soaring cathedral ceilings. Custom lar
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