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Houses for Sale in Simcoe Under $5 Million - P37

Showing results 1081 - 1110 of 5130
Last Updated: August 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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32 Photos
Last Updated : 5 Days ago
27 Sunnidale Road S, Simcoe, ON , MLS #S13647796 , Image - 1
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27 Sunnidale Road S Wasaga Beach, Simcoe, ON MLS® S13647796

Residential Freehold (Detached)

$749998.0
  • 2 +1 Beds
  • 2 Baths
  • < 700 sq-ft
Prime Riverfront. Awesome Views. Recent Renovations. Previously Licensed Bed and Breakfast. Large, Private Tiered Backyard with Fire Pits. Direct Rive
49 Photos
Last Updated : 5 Days ago
171 Rosanne Circle, Simcoe, ON , MLS #S13647244 , Image - 1

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171 Rosanne Circle Wasaga Beach, Simcoe, ON MLS® S13647244

Residential Freehold (Detached)

$999990.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 171 Rosanne Circle in Wasaga Beach, where thoughtful design, stylish finishes and family-friendly functionality come together beautifully.
49 Photos
Last Updated : 5 Days ago
35 Glenridge Road, Simcoe, ON , MLS #S13640946 , Image - 1

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35 Glenridge Road Allandale Heights, Barrie, Simcoe, ON MLS® S13640946

Residential Freehold (Detached)

$850000.0
  • 5 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
UBID HOME FOR SALE. HOMEOWNER RELOCATING ($850,000) Welcome To 35 Glenridge Rd Where Comfort, Connection, And Everyday Living Come Naturally. Lovingly
26 Photos
Last Updated : 5 Days ago
25 Marshall Street, Simcoe, ON , MLS #S13637308 , Image - 1

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25 Marshall Street Allandale Heights, Barrie, Simcoe, ON MLS® S13637308

Residential Freehold (Detached)

$699647.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
UBID HOME FOR SALE. HOMEOWNER RELOCATING ($699,647) Welcome to 25 Marshall Street, where style, space and everyday comfort come together. Offering ove
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
34 Photos
Last Updated : 5 Days ago
1331 Hilltop Road, Simcoe, ON , MLS #S13515012 , Image - 1

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1331 Hilltop Road Rural Severn, Severn, Simcoe, ON MLS® S13515012

Residential Freehold (MobileTrailer)

$209900.0
price drop iconPrice drop by 4.4%
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Enjoy peaceful living in this well-located mobile home backing onto beautiful green space and surrounded by mature perennial gardens. Offering priv
45 Photos
Last Updated : 5 Days ago
68 Lorne Thomas Place, Simcoe, ON , MLS #N13520726 , Image - 1

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68 Lorne Thomas Place Alliston, New Tecumseth, Simcoe, ON MLS® N13520726

Residential Freehold (Att/Row/Townhouse)

$759900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Thoughtfully upgraded and impeccably maintained, this exceptional freehold townhouse in the highly sought-after Treetops community offers the perfect
36 Photos
Last Updated : 5 Days ago
72 Burton Avenue, Simcoe, ON , MLS #S13647676 , Image - 1

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72 Burton Avenue Allandale, Barrie, Simcoe, ON MLS® S13647676

Residential Freehold (Detached)

$899999.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to this extraordinary Victorian Heritage home, built in 1898, where timeless character meets exceptional modern living. Winner of the Heritage
16 Photos
Last Updated : 5 Days ago
741 Ingram Road, Simcoe, ON , MLS #S13574120 , Image - 1

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741 Ingram Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13574120

Residential Freehold (Detached)

$1299000.0
  • 1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) This truly rare 80-acre property offers exceptional privacy and natural beauty with seven scenic ravines, ki
49 Photos
Last Updated : 5 Days ago
2032 Lakeshore Drive, Simcoe, ON , MLS #S13493972 , Image - 1

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2032 Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13493972

Residential Freehold (Detached)

$1498000.0
price drop iconPrice drop by 6.3%
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Spectacular Family Cottage with 78ft of Perfect West Facing Lake Simcoe Shoreline. Just a One Hour Drive From the Eastern End of the GTA. The Cottage
34 Photos
Last Updated : 5 Days ago
20 Ranch Terrace, Simcoe, ON , MLS #S12998552 , Image - 1

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20 Ranch Terrace Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12998552

Residential Freehold (Detached)

$830000.0
price drop iconPrice drop by 16.9%
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
This stunning new home features beautiful hardwood floors and soaring nine-foot ceilings that create a bright, elegant feel throughout. The open-conce
29 Photos
Last Updated : 5 Days ago
24 Poplar Drive, Simcoe, ON , MLS #S13478192 , Image - 1

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24 Poplar Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13478192

Residential Freehold (Detached)

$419900.0
price drop iconPrice drop by 2.3%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover the timeless charm of Georgian Bay year round cottage living! This classic 3-bedroom cottage offers the perfect family retreat, with deeded a
21 Photos
Last Updated : 5 Days ago
255 Yonge Street, Simcoe, ON , MLS #S13647444 , Image - 1

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255 Yonge Street Midland, Simcoe, ON MLS® S13647444

Residential Freehold (Detached)

$449000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Whether you're searching for the perfect starter home, looking to downsize, or seeking a great investment opportunity, this charming bungalow is sure
36 Photos
Last Updated : 5 Days ago
148 Tupper Street E, Simcoe, ON , MLS #N13639252 , Image - 1

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148 Tupper Street E Alliston, New Tecumseth, Simcoe, ON MLS® N13639252

Residential Freehold (Att/Row/Townhouse)

$599000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully maintained model-unit townhome, perfectly situated on a quiet and highly sought-after street in Alliston. This is an ideal
14 Photos
Last Updated : 5 Days ago
540 Essa Road, Simcoe, ON , MLS #S13635630 , Image - 1

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Unit-17, 540 Essa Road Holly, Barrie, Simcoe, ON MLS® S13635630

Residential Freehold (Att/Row/Townhouse)

$499900.0
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Must see for all buyers & investors! Modern Luxury One Of The Biggest Units (1.500+ Sq.F) Townhouse with Self-contained unit on Ground floor, that inc
19 Photos
Last Updated : 5 Days ago
86 Zima Crescent, Simcoe, ON , MLS #N13099714 , Image - 1

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86 Zima Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13099714

Residential Freehold (Detached)

$629900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
An Exceptional Home for Builders, Investors or End-users Looking to Create Long-Term Value in A High-Demand Neighborhood on a Mature Family-Oriented E
20 Photos
Last Updated : 5 Days ago
82 Diamond Valley Drive, Simcoe, ON , MLS #S13647218 , Image - 1

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82 Diamond Valley Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13647218

Residential Freehold (Detached)

$1114999.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
FOREST VIEWS, ELEVATED FINISHES, & A WALKOUT BASEMENT - YOUR PRIVATE HALF-ACRE RETREAT IN SUGARBUSH AWAITS! Tucked away on a quiet street in Sugarbush
26 Photos
Last Updated : 5 Days ago
27 Cygnus Crescent, Simcoe, ON , MLS #S13482634 , Image - 1

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27 Cygnus Crescent Ardagh, Barrie, Simcoe, ON MLS® S13482634

Residential Freehold (Att/Row/Townhouse)

$565000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 27 Cygnus Crescent, a beautifully maintained end unit townhome tucked away on a quiet, family friendly street in one of Barrie's most desir
29 Photos
Last Updated : 5 Days ago
29 Priest Avenue, Simcoe, ON , MLS #S13645324 , Image - 1

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29 Priest Avenue Snow Valley, Springwater, Simcoe, ON MLS® S13645324

Residential Freehold (Detached)

$1249000.0
  • 3 +4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
A 3,900+ Sq. Ft. Snow Valley Bungalow With A Heated Saltwater Pool On Over Half An Acre! Set in an established Snow Valley estate neighbourhood, this
11 Photos
Last Updated : 5 Days ago
170 Gold Park Gate, Simcoe, ON , MLS #N13644534 , Image - 1

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170 Gold Park Gate Angus, Essa, Simcoe, ON MLS® N13644534

Residential Freehold (Detached)

$939000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
*This Upgraded Detached 4 Bedroom Family Home Is The One You Will Want To Come Home To* 9 ft Ceilings on Main Floor. *Spacious Principal Rooms *Excell
17 Photos
Last Updated : 5 Days ago
1554 Shore Lane, Simcoe, ON , MLS #S13628680 , Image - 1

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1554 Shore Lane Wasaga Beach, Simcoe, ON MLS® S13628680

Residential Freehold (Vacant Land)

$1690000.0
Welcome to 1554 Shore Lane, a rare opportunity to build your dream home on the shores of Wasaga Beach. Just west of Beach Area 6, this exceptional 40'
42 Photos
Last Updated : 5 Days ago
35 Farmstead Crescent, Simcoe, ON , MLS #S13504896 , Image - 1

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35 Farmstead Crescent Holly, Barrie, Simcoe, ON MLS® S13504896

Residential Freehold (Detached)

$949000.0
price drop iconPrice drop by 3.2%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Ready for you to move in and enjoy! Four-bedroom family home offering exceptional curb appeal, premium custom finishes, and an unbeatable location in
49 Photos
Last Updated : 5 Days ago
32 Carleton Trail, Simcoe, ON , MLS #N13473182 , Image - 1

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32 Carleton Trail Beeton, New Tecumseth, Simcoe, ON MLS® N13473182

Residential Freehold (Detached)

$969000.0
price drop iconPrice drop by 2.0%
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this stunning 3-bedroom detached home featuring a double car garage in one of Beeton's most desirable family-friendly communities. This bea
49 Photos
Last Updated : 5 Days ago
9157 30th Side Road, Simcoe, ON , MLS #N13646562 , Image - 1

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9157 30th Side Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13646562

Residential Freehold (Detached)

$1825000.0
  • 3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Custom-Built Bungalow On Nearly 19 Acres With Over 3,300 Finished Sq Ft, A Walk-Out Basement, & A 30 X 40 Detached Shop! Along paved driveway leads to
27 Photos
Last Updated : 5 Days ago
15 Park Road, Simcoe, ON , MLS #N13646930 , Image - 1

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15 Park Road Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N13646930

Residential Freehold (Detached)

$1149000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 15 Park Rd! Nestled on one of the largest lots in the neighbourhood, this beautifully updated raised bungalow offers exceptional privacy wi
4 Photos
Last Updated : 5 Days ago
50 Donato Way, Simcoe, ON , MLS #S13647026 , Image - 1
50 Donato Way Wasaga Beach, Simcoe, ON MLS® S13647026

Residential Freehold (Detached)

$649900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
All-brick home located in a desirable subdivision, just a 2-minute walk to the sandy beach, with a pathway directly behind the property. Features an a
50 Photos
Last Updated : 5 Days ago
5974 5th Side Road, Simcoe, ON , MLS #N13642396 , Image - 1

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5974 5th Side Road Rural Essa, Essa, Simcoe, ON MLS® N13642396

Residential Freehold (Farm)

$3500000.0
  • 7 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Click brochure link for more details. Rare opportunity to acquire 2 separately deeded neighbouring properties containing 3 residences and 7 multi-use
10 Photos
Last Updated : 5 Days ago
719 Sargeant Place, Simcoe, ON , MLS #N13647020 , Image - 1

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719 Sargeant Place Rural Innisfil, Innisfil, Simcoe, ON MLS® N13647020

Residential Freehold (Att/Row/Townhouse)

$476903.0
  • 2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Discover comfortable, easy living in the heart of Innisfil at Lakehaven. Our Gibson model provides a thoughtfully designed floorplan with LOFT offerin
20 Photos
Last Updated : 5 Days ago
307 Tiny Beaches Road W, Simcoe, ON , MLS #S13632634 , Image - 1

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307 Tiny Beaches Road W Rural Tiny, Tiny, Simcoe, ON MLS® S13632634

Residential Freehold (Detached)

$333000.0
  • 3 Beds
  • 1 Baths
  • < 700 sq-ft
Opportunity knocks! This charming four-season cottage is bursting with potential and ready for its next chapter. Owned by the same family for the past
41 Photos
Last Updated : 5 Days ago
972 Gilmore Avenue, Simcoe, ON , MLS #N13430354 , Image - 1

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972 Gilmore Avenue Lefroy, Innisfil, Simcoe, ON MLS® N13430354

Residential Freehold (Detached)

$499000.0
price drop iconPrice drop by 3.9%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming 2-bedroom, 1-bath home offering approximately 900 sq. ft. of living space on a quiet dead-end street in the desirable hamlet
2 Photos
Last Updated : 5 Days ago
47 Harold Avenue, Simcoe, ON , MLS #S13503656 , Image - 1
47 Harold Avenue Coldwater, Severn, Simcoe, ON MLS® S13503656

Residential Freehold (Detached)

$723805.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
MOVE IN READY! Introducing The HUDSON Model, 1,458 Sq. Ft. Of Functional Living Space With 3 Bedrooms, 2 Baths & Main Floor Laundry. Enjoy Quartz Coun
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