Skip to main content
Sell Your Home
Shortlisted Properties
  • New Homes
  • For Sale
  • For Rent
Danger! Indicates a dangerous or potentially negative action.
Error

Maximum 4 project can be compared at one go.

Detached Houses for Sale in Simcoe Under $5M - P17

Showing results 481 - 510 of 685
Last Updated: May 06, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
20 Photos
Last Updated : 29 Days ago
6386 Bluebird Street, Simcoe, ON , MLS #S12612818 , Image - 1
Image With Blur overlay

Like What you see?

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
49 Photos
Last Updated : 29 Days ago
99 Creighton Street, Simcoe, ON , MLS #S12962850 , Image - 1

Like What you see?

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
15 Photos
Last Updated : 30 Days ago
12 Proctor Gate, Simcoe, ON , MLS #N12962026 , Image - 1

Like What you see?

12 Proctor Gate Tottenham, New Tecumseth, Simcoe, ON MLS® N12962026

Residential Freehold (Detached)

$1299000.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Immaculate Sun-Filled Home Loaded W/Quality Upgrades & Highly Desirable Layout! Formal Living/Dining Rooms Lead To Dazzling Chef Inspired Kitchen W/Ga
20 Photos
Last Updated : 30 Days ago
49 WINFIELD Drive, Simcoe, ON , MLS #S12962054 , Image - 1

Like What you see?

49 WINFIELD Drive Victoria Harbour, Tay, Simcoe, ON MLS® S12962054

Residential Freehold (Detached)

$749000.0
  • 3 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Steps to Georgian Bay, the Trans Canada Trail access & a waterfront park. Move in ready, 3 Beds on ground level, 1.5 bath, open concept main floor, be
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
3 Photos
Last Updated : 30 Days ago
4 East Street, Simcoe, ON , MLS #S12657488 , Image - 1
4 East Street Wellington, Barrie, Simcoe, ON MLS® S12657488

Residential Freehold (Detached)

$549900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Property is being sold As is, Where is. Unique century home on 55 X 115 Lot close to downtown Barrie. The front portion of the home is the original
26 Photos
Last Updated : 30 Days ago
7 Nipagon Circle, Simcoe, ON , MLS #S12873500 , Image - 1

Like What you see?

7 Nipagon Circle Wasaga Beach, Simcoe, ON MLS® S12873500

Residential Freehold (Detached)

$135900.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to 7 Nipagon Cir, a remarkable 2015 Northlander cottage in the desirable Parkbridge's Country Life Gated Resort. This charming property featur
20 Photos
Last Updated : 30 Days ago
57 Coldwater Road, Simcoe, ON , MLS #S12951622 , Image - 1

Like What you see?

57 Coldwater Road Coldwater, Severn, Simcoe, ON MLS® S12951622

Residential Freehold (Detached)

$575000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Located just a short walk from the charming village centre of Coldwater, this beautifully updated century home combines character with modern comfort.
40 Photos
Last Updated : 31 Days ago
1798 Emberton Way, Simcoe, ON , MLS #N12928322 , Image - 1

Like What you see?

1798 Emberton Way Alcona, Innisfil, Simcoe, ON MLS® N12928322

Residential Freehold (Detached)

$1299000.0
  • 4 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Exceptional 6-year-old executive home featuring 3,500 sq ft of thoughtfully designed living space, complemented by a fully finished basement with a le
31 Photos
Last Updated : 32 Days ago
391 Hickling Trail, Simcoe, ON , MLS #S12957850 , Image - 1

Like What you see?

391 Hickling Trail Grove East, Barrie, Simcoe, ON MLS® S12957850

Residential Freehold (Detached)

$739000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Absolutely stunning detached home in the highly sought-after Grove East community in Barrie. The main floor boasts separate living and family areas, a
45 Photos
Last Updated : 32 Days ago
9263 91 County Road, Simcoe, ON , MLS #S12745154 , Image - 1

Like What you see?

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
29 Photos
Last Updated : 32 Days ago
2968 Monarch Drive, Simcoe, ON , MLS #S12953250 , Image - 1

Like What you see?

2968 Monarch Drive Orillia, Simcoe, ON MLS® S12953250

Residential Freehold (Detached)

$799900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Take advantage of new rebates with revised pricing! This is the move people are making when they're ready for more space and less chaos. Tucked into a
50 Photos
Last Updated : 32 Days ago
3951 Alberta Avenue, Simcoe, ON , MLS #N12869684 , Image - 1

Like What you see?

3951 Alberta Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12869684

Residential Freehold (Detached)

$1999000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Perfectly positioned just steps to Lake Simcoe with beach access and a boat launch, and directly across from
31 Photos
Last Updated : 32 Days ago
3276 Turnbull Drive, Simcoe, ON , MLS #S12685404 , Image - 1

Like What you see?

3276 Turnbull Drive West Shore, Severn, Simcoe, ON MLS® S12685404

Residential Freehold (Detached)

$999900.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Living A Dream. Imagine Yourself As An Owner Of This Modern Family Home. Well Preserved 2 Story. Deeded Lake Access. Open Space From The Living Room I
39 Photos
Last Updated : 32 Days ago
57 Highland Drive, Simcoe, ON , MLS #S12905832 , Image - 1

Like What you see?

57 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12905832

Residential Freehold (Detached)

$1200000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to refined four-season living in the heart of Horseshoe Valley. Set on a quiet, prestigious street in Oro-Medonte, 57 Highland Drive offers ex
4 Photos
Last Updated : 33 Days ago
Lot 1 Monarch Drive, Simcoe, ON , MLS #S12956264 , Image - 1
Lot 1 Monarch Drive Orillia, Simcoe, ON MLS® S12956264

Residential Freehold (Detached)

$901900.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
*PRICE REFLECT HST REBATE* Introducing the Denali Model (Elevation A) by Mancini Homes in the highly sought-after West Ridge community on Monarch Driv
40 Photos
Last Updated : 33 Days ago
79 The Queensway Way, Simcoe, ON , MLS #S12952022 , Image - 1

Like What you see?

79 The Queensway Way Innis-Shore, Barrie, Simcoe, ON MLS® S12952022

Residential Freehold (Detached)

$1179000.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome To This Immaculate 4-Bedroom Home Ideally Located Just Minutes From Lake Simcoe And The GO Station. Built In 2011, This Home Has Been Complete
12 Photos
Last Updated : 34 Days ago
12 Morgan Drive, Simcoe, ON , MLS #S12868562 , Image - 1

Like What you see?

12 Morgan Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12868562

Residential Freehold (Detached)

$1550000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Visit REALTOR website for additional information.Welcome home to Braestone in beautiful Oro-Medonte! Approximately one hour 15 min. away from Toronto
43 Photos
Last Updated : 34 Days ago
8 Sinclair Crescent, Simcoe, ON , MLS #S12951618 , Image - 1

Like What you see?

8 Sinclair Crescent Atherley, Ramara, Simcoe, ON MLS® S12951618

Residential Freehold (Detached)

$589900.0
  • 2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Thoughtfully updated and perfectly located in the sought-after adult lifestyle community of Lakepoint Village, this 1,536 sq ft bungalow offers the pe
18 Photos
Last Updated : 34 Days ago
2073 Kate Avenue, Simcoe, ON , MLS #N12952360 , Image - 1

Like What you see?

2073 Kate Avenue Alcona, Innisfil, Simcoe, ON MLS® N12952360

Residential Freehold (Detached)

$598000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to 2073 Kate Ave - a versatile investment opportunity in a quiet, mature neighbourhood near Lake Simcoe. This unique property features two sep
50 Photos
Last Updated : 34 Days ago
48 Madawaska Trail, Simcoe, ON , MLS #S12845620 , Image - 1

Like What you see?

48 Madawaska Trail Wasaga Beach, Simcoe, ON MLS® S12845620

Residential Freehold (Detached)

$419000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to your new home in Wasaga! This land lease home is the perfect option for 4-season living without the high purchase price. We're located in t
50 Photos
Last Updated : 34 Days ago
1009 Langford Boulevard, Simcoe, ON , MLS #N12950244 , Image - 1

Like What you see?

1009 Langford Boulevard Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12950244

Residential Freehold (Detached)

$1450000.0
  • 5 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome To This Stunning 5-Bedroom Family Home Located In The Highly Desirable Bradford, West Gwillimbury, Community. Thoughtfully Designed With Upgra
49 Photos
Last Updated : 34 Days ago
27 Heyden Avenue, Simcoe, ON , MLS #S12951264 , Image - 1

Like What you see?

27 Heyden Avenue Orillia, Simcoe, ON MLS® S12951264

Residential Freehold (Detached)

$1750000.0
  • 3 +3 Beds
  • 5 Baths
  • 2000-2500 sq-ft
27 Heyden Avenue, a magnificent 2460 sq ft bungalow home perfectly situated on a generous 77-foot stretch of Lake Simcoe waterfront in a prime Orill
31 Photos
Last Updated : 34 Days ago
9197 County 91 Road, Simcoe, ON , MLS #S12947854 , Image - 1

Like What you see?

9197 County 91 Road Rural Clearview, Clearview, Simcoe, ON MLS® S12947854

Residential Freehold (Detached)

$1795000.0
  • 2 +3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to your private country estate, set on 9.02 acres of breathtaking natural landscape with panoramic views stretching across Georgian Bay and th
37 Photos
Last Updated : 34 Days ago
750 Tiny Beaches Road S, Simcoe, ON , MLS #S12935366 , Image - 1

Like What you see?

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
32 Photos
Last Updated : 34 Days ago
48 Crimson Ridge Road, Simcoe, ON , MLS #S12949030 , Image - 1

Like What you see?

48 Crimson Ridge Road Bayshore, Barrie, Simcoe, ON MLS® S12949030

Residential Freehold (Detached)

$1149900.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 48 Crimson Ridge Rd, an elegant executive home in one of Barrie's most prestigious and peaceful neighbourhoods. Steps to Wilkins Trail and
44 Photos
Last Updated : 35 Days ago
41 Treetops Boulevard, Simcoe, ON , MLS #N12945782 , Image - 1

Like What you see?

41 Treetops Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N12945782

Residential Freehold (Detached)

$999000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Sun-filled 3+1 bedroom + office home fronting a park in Treetops and giving you flexible 3 + 1 bedroom + office living. Over 3,000 sq ft of living spa
40 Photos
Last Updated : 35 Days ago
203 Roy Drive, Simcoe, ON , MLS #S12835368 , Image - 1

Like What you see?

203 Roy Drive Stayner, Clearview, Simcoe, ON MLS® S12835368

Residential Freehold (Detached)

$839999.0
price drop iconPrice drop by 4.4%
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 203 Roy Drive, nestled in the picturesque Town of Stayner. This newly constructed The Glen layout by Zancor Homes is situated on a serene c
40 Photos
Last Updated : 35 Days ago
1438 2nd Concession, Simcoe, ON , MLS #N12873046 , Image - 1

Like What you see?

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 : 35 Days ago
3965 Algoma Avenue, Simcoe, ON , MLS #N12937336 , Image - 1

Like What you see?

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
26 Photos
Last Updated : 35 Days ago
993 Whitney Crescent, Simcoe, ON , MLS #S12890194 , Image - 1

Like What you see?

993 Whitney Crescent Midland, Simcoe, ON MLS® S12890194

Residential Freehold (Detached)

$999900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Exquisite home situated on a premium lot in an outstanding neighbourhood 2) Extensive upgrades include all n
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Related to your search
Tell us a Little about yourself!