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Houses for Sale in Simcoe Under $500K - P27

Showing results 781 - 810 of 1024
Last Updated: November 12, 2026
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41 Photos
Last Updated : 58 Days ago
90 Dean Avenue, Simcoe, ON , MLS #S13771576 , Image - 1
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Unit-509, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13771576

Residential Condo & Other (Condo Apartment)

$489900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
This lovely Painswick Suite has 2 bedrooms, 2 baths with a North West facing Solarium. It has 2 full bathrooms one with a tub in the ensuite bath and
4 Photos
Last Updated : 59 Days ago
21 Peter Avenue, Simcoe, ON , MLS #S13772814 , Image - 1
21 Peter Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13772814

Residential Freehold (Vacant Land)

$299900.0
Location! Location! Location! Build Your Luxury Dream Home, Near Multi Million Dollar Homes, On This Beautiful Huge Treed Lot. Steps To Famous Georgia
15 Photos
Last Updated : 59 Days ago
4308 Orkney Beach Road, Simcoe, ON , MLS #S13725272 , Image - 1

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4308 Orkney Beach Road Rural Ramara, Ramara, Simcoe, ON MLS® S13725272

Residential Freehold (Vacant Land)

$399900.0
price drop iconPrice drop by 6.8%
Here is your chance to build your dream home in a highly sought after lakeside community, surrounded by beautifully maintained properties and within s
23 Photos
Last Updated : 59 Days ago
1654 Viking Marina Road, Simcoe, ON , MLS #S13582598 , Image - 1

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1654 Viking Marina Road Fesserton, Severn, Simcoe, ON MLS® S13582598

Residential Freehold (Detached)

$399999.0
price drop iconPrice drop by 11.1%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Enjoy this fully finished 2-bedroom, 1-bathroom home on the shores of beautiful Matchedash Bay. Inside, you'll find a comfortable, inviting home with
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
41 Photos
Last Updated : 59 Days ago
30 Laguna Parkway, Simcoe, ON , MLS #S13770814 , Image - 1

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Unit-12, 30 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13770814

Residential Condo & Other (Condo Townhouse)

$489000.0
  • 3 Beds
  • 4 Baths
  • 1800-1999 sq-ft
Wake up overlooking the water each day. Step outside and feel like you're already on vacation-this move-in ready waterfront townhome pairs space, ligh
17 Photos
Last Updated : 59 Days ago
PT LT 18 CONCESSION 13 N/A W, Simcoe, ON , MLS #S13735722 , Image - 1

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PT LT 18 CONCESSION 13 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S13735722

Residential Freehold (Vacant Land)

$499000.0
Spectacular 12-Acre Woodland Retreat Near Georgian Bay in Tiny Township. Discover this exceptional 12-acre parcel of land, beautifully tucked away in
41 Photos
Last Updated : 61 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)

$430000.0
price drop iconPrice drop by 17.1%
  • 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
19 Photos
Last Updated : 62 Days ago
10 First Street, Simcoe, ON , MLS #S13736770 , Image - 1

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10 First Street Orillia, Simcoe, ON MLS® S13736770

Residential Freehold (Vacant Land)

$294500.0
  • < 700 sq-ft
Approved Engineered Drawings For A Duplex. Prime R2 Lot In Orillia's Desirable North Ward. Multi Unit Residential Lot Offering Outstanding Development
27 Photos
Last Updated : 62 Days ago
415 Sea Ray Road, Simcoe, ON , MLS #N13762780 , Image - 1

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Unit-235, 415 Sea Ray Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13762780

Residential Condo & Other (Condo Apartment)

$369000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
ESCAPE TO FRIDAY HARBOUR - WHERE EVERY DAY FEELS LIKE A GETAWAY. Experience the ultimate in four-season resort living with this bright and beautifully
25 Photos
Last Updated : 63 Days ago
241 Sea Ray Avenue, Simcoe, ON , MLS #N13568918 , Image - 1

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Unit-A109, 241 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13568918

Residential Condo & Other (Condo Apartment)

$449000.0
  • 1 +1 Beds
  • 1 Baths
  • 600-699 sq-ft
Highly Sought-After Ground Floor Unit with Private Yard & Patio! Enjoy resort-style living at Friday Harbours spectacular waterside community, offerin
39 Photos
Last Updated : 63 Days ago
375 Sea Ray Avenue, Simcoe, ON , MLS #N13164336 , Image - 1

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Unit-424, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13164336

Residential Condo & Other (Condo Apartment)

$499000.0
  • 1 +1 Beds
  • 1 Baths
  • 600-699 sq-ft
Extremely rare large one-bedroom and den penthouse with a great view over the courtyard! Fully designer-finished for a refined, turnkey living experie
2 Photos
Last Updated : 63 Days ago
127 Ardagh Road, Simcoe, ON , MLS #S13764072 , Image - 1
127 Ardagh Road Ardagh, Barrie, Simcoe, ON MLS® S13764072

Residential Freehold (Detached)

Price On Request
  • 1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
An exceptional opportunity for builders, developers, and investors to acquire 127 & 131 Ardagh Road, a combined development site with an approved Zoni
2 Photos
Last Updated : 63 Days ago
131 Ardagh Road, Simcoe, ON , MLS #S13764066 , Image - 1
131 Ardagh Road Ardagh, Barrie, Simcoe, ON MLS® S13764066

Residential Freehold (Detached)

Price On Request
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
An exceptional opportunity for builders, developers, and investors to acquire 127 & 131 Ardagh Road, a combined development site with an approved Zoni
23 Photos
Last Updated : 63 Days ago
408 Veterans Drive, Simcoe, ON , MLS #S13759910 , Image - 1

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Unit-1, 408 Veterans Drive Holly, Barrie, Simcoe, ON MLS® S13759910

Residential Condo & Other (Condo Apartment)

$399000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome home to this Bright, well Maintained Townhouse Style Condo In The Popular South End Location Of Holly Meadows! Move-in Ready Townhouse feature
1 Photos
Last Updated : 63 Days ago
239 Marshall Road, Simcoe, ON
239 Marshall Road Midland, Simcoe, ON MLS® S13761598

Residential Freehold (Vacant Land)

Price On Request
Attention Investors, Builders & Hobby Farmers! Rare opportunity to own approximately 32 acres of corner lot at 239 Marshall Dr, Midland. This property
3 Photos
Last Updated : 63 Days ago
11 Brechin Crescent, Simcoe, ON , MLS #S13689190 , Image - 1
11 Brechin Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S13689190

Residential Freehold (Vacant Land)

$224900.0
price drop iconPrice drop by 10.0%
Live where you play? Build your dream home on this exceptional 0.48-acre lot in the highly sought-after Heights of Moonstone community. Offering impre
47 Photos
Last Updated : 64 Days ago
681 Yonge Street, Simcoe, ON , MLS #S13759246 , Image - 1

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Unit-611, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13759246

Residential Condo & Other (Condo Apartment)

$429000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
STEP INTO ELEVATED CONDO LIVING WITH THIS ELEGANTLY APPOINTED 1-BEDROOM + DEN SUITE IN THEHIGHLY SOUGHT-AFTER SOUTH DISTRICT CONDOMINIUMS. KNOWN FOR I
15 Photos
Last Updated : 64 Days ago
6 Orillia Road, Simcoe, ON , MLS #S13551310 , Image - 1

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6 Orillia Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13551310

Residential Freehold (Vacant Land)

$475000.0
price drop iconPrice drop by 4.8%
Build your dream cottage or year-round home just steps from the shores of Lake Simcoe, yet only 90 minutes from the GTA! This quiet lot is located on
40 Photos
Last Updated : 64 Days ago
299 Cundles Road E, Simcoe, ON , MLS #S13675274 , Image - 1

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Unit-#106, 299 Cundles Road E Alliance, Barrie, Simcoe, ON MLS® S13675274

Residential Condo & Other (Condo Apartment)

$414900.0
  • 2 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Prime Location! Welcome to this spacious 2+1-bedroom, 2-bathroom ground-floor condo offering 1,080 sq. ft. of comfortable, open-concept living space.
15 Photos
Last Updated : 64 Days ago
Lot 25 Champlain Road, Simcoe, ON , MLS #S13704892 , Image - 1

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Lot 25 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13704892

Residential Freehold (Vacant Land)

$128000.0
Client RemarksEnjoy lakeside living with beach access when you build your dream home or cottage . Welcome to Lot 25 Champlain Road backing on the Awen
34 Photos
Last Updated : 64 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
49 Photos
Last Updated : 64 Days ago
16 Samantha Lane, Simcoe, ON , MLS #S13727986 , Image - 1

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16 Samantha Lane Midland, Simcoe, ON MLS® S13727986

Residential Condo & Other (Condo Townhouse)

$449900.0
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Welcome to modern, maintenance-free living in this beautifully designed condo semi-detached home built in 2020! With everything - from the structure t
19 Photos
Last Updated : 64 Days ago
3 Brandy Lane Drive, Simcoe, ON , MLS #S13754258 , Image - 1

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Unit-205, 3 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13754258

Residential Condo & Other (Condo Apartment)

$429000.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Ski Season is Fast Approaching, don't miss this Opportunity to live the Collingwood lifestyle. This four season turn-key 2-bedroom, 2-bathroom condo l
1 Photos
Last Updated : 64 Days ago
503 Margaret Street, Simcoe, ON
503 Margaret Street Port McNicoll, Tay, Simcoe, ON MLS® S13753440

Residential Freehold (Vacant Land)

$129900.0
  • < 700 sq-ft
Turn your vision into reality on this great residential building lot in Port McNicoll, a charming waterfront community on the shores of Georgian Bay.
16 Photos
Last Updated : 65 Days ago
9 Harbour Street, Simcoe, ON , MLS #S13752368 , Image - 1

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Unit-4104/4106, 9 Harbour Street Collingwood, Simcoe, ON MLS® S13752368

Residential Condo & Other (Timeshare)

$30000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Hawaii, Palm Springs, Barcelona, Paris, Asia, Austrailia...! This fractional unit affords you membership with Interval International affording you pr
45 Photos
Last Updated : 65 Days ago
181 COLLIER Street, Simcoe, ON , MLS #S13752228 , Image - 1

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Unit-305, 181 COLLIER Street North Shore, Barrie, Simcoe, ON MLS® S13752228

Residential Condo & Other (Condo Apartment)

$449900.0
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to 181 Collier St., where comfort, space, and an exceptional lifestyle come together. This very well-maintained 2-bedroom, 2-bathroom condo of
16 Photos
Last Updated : 67 Days ago
5493 Mcmann Side Road, Simcoe, ON , MLS #S13745814 , Image - 1

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5493 Mcmann Side Road Rural Tay, Tay, Simcoe, ON MLS® S13745814

Residential Freehold (Vacant Land)

$469900.0
  • 700-1100 sq-ft
A rare opportunity to create your own private rural retreat in beautiful Tay Township! Set on approximately 45 acres, this property offers a wonderful
31 Photos
Last Updated : 67 Days ago
85 THEME PARK Drive, Simcoe, ON , MLS #S13740378 , Image - 1

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Unit-168, 85 THEME PARK Drive Wasaga Beach, Simcoe, ON MLS® S13740378

Residential Freehold (Detached)

$110000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Nestled on a quiet dead-end street within Wasaga CountryLife Resort, Unit 168 offers exceptional privacy and a rare waterfront lot perfect for relaxed
67 Photos
Last Updated : 67 Days ago
85 THEME PARK Drive, Simcoe, ON , MLS #S13538924 , Image - 1

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Unit-92, 85 THEME PARK Drive Wasaga Beach, Simcoe, ON MLS® S13538924

Residential Freehold (MobileTrailer)

$115000.0
price drop iconPrice drop by 4.1%
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
Hear the waves of Georgian Bay. Seasonal retreat in popular Countrylife Resort. (7 months May1st-Nov 15th). 38x14 ft Northlander Cottage Classic with
4 Photos
Last Updated : 68 Days ago
Lot 130 Plan 1197 N/A, Simcoe, ON , MLS #N13675738 , Image - 1
Lot 130 Plan 1197 N/A Alcona, Innisfil, Simcoe, ON MLS® N13675738

Residential Freehold (Vacant Land)

$79000.0
Rare opportunity to acquire a generously sized vacant residential lot in the heart of Alcona, Innisfil. Measuring approximately 131' x 134' and offeri
Shortlisted Properties
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