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2 Bedroom Houses for Sale in Simcoe Under $500K - P4

Showing results 91 - 120 of 340
Last Updated: September 20, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 9 Days ago
49 TROTT Boulevard, Simcoe, ON , MLS #S13759622 , Image - 1
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Unit-176, 49 TROTT Boulevard Collingwood, Simcoe, ON MLS® S13759622

Residential Condo & Other (Condo Townhouse)

$399000.0
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Great new price!! On the water side! Welcome to this beautifully updated 2 bedroom, 2 bathroom condo nestled in one of Collingwood's most desirable an
5 Photos
Last Updated : 9 Days ago
5 Goldsmith Place, Simcoe, ON , MLS #S13699754 , Image - 1
5 Goldsmith Place Wasaga Beach, Simcoe, ON MLS® S13699754

Residential Freehold (Link)

$399000.0
price drop iconPrice drop by 9.3%
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Endless Potential in Wasaga Beach - Attention Investors, First-Time Buyers & Handypeers! Bring your toolbelt and your design ideas to this freehold LI
29 Photos
Last Updated : 9 Days ago
2 Wasaga Pines Lane E, Simcoe, ON , MLS #S13080762 , Image - 1

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2 Wasaga Pines Lane E Elmvale, Springwater, Simcoe, ON MLS® S13080762

Residential Freehold (MobileTrailer)

$115000.0
price drop iconPrice drop by 18.6%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to Wasaga Pines, with Seasonal Site six (6) months occupancy. This recreational lifestyle includes shared us of 2 pools, playground, volleyba
32 Photos
Last Updated : 9 Days ago
8 Shaw Street, Simcoe, ON , MLS #S13523534 , Image - 1

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8 Shaw Street Wasaga Beach, Simcoe, ON MLS® S13523534

Residential Freehold (Detached)

$209900.0
price drop iconPrice drop by 12.2%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
8 Shaw Street offers an exceptional opportunity for an easy, affordable, active retirement within the vibrant 55+, Hometown Park, land lease community
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
35 Photos
Last Updated : 9 Days ago
30 Flora Court, Simcoe, ON , MLS #N13768382 , Image - 1

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30 Flora Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13768382

Residential Freehold (Modular Home)

$199999.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Low-maintenance, move-in-ready, one-level living! This Royal model home offers 2 generously sized bedrooms & 1 bathroom. In 2025, approximately $20,00
24 Photos
Last Updated : 9 Days ago
33 Beaumaur Drive, Simcoe, ON , MLS #S13716254 , Image - 1

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33 Beaumaur Drive Penetanguishene, Simcoe, ON MLS® S13716254

Residential Freehold (Semi-Detached )

$459000.0
price drop iconPrice drop by 4.2%
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
This welcoming semi-detached raised bungalow well-suited for a potential in-law suite, making it a fantastic option for investors or families who want
15 Photos
Last Updated : 9 Days ago
11 Hawthorne Drive, Simcoe, ON , MLS #N13681476 , Image - 1

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11 Hawthorne Drive Alcona, Innisfil, Simcoe, ON MLS® N13681476

Residential Freehold (Detached)

$219000.0
price drop iconPrice drop by 2.7%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to Sandycove Acres, a sought-after Parkbridge adult lifestyle land lease community!This well-maintained 2bedroom, 1-bath bungalow offers comfo
17 Photos
Last Updated : 10 Days ago
97 Georgian Glen Drive, Simcoe, ON , MLS #S13587376 , Image - 1

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97 Georgian Glen Drive Wasaga Beach, Simcoe, ON MLS® S13587376

Residential Freehold (Modular Home)

$309900.0
price drop iconPrice drop by 4.6%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Move-in ready home at the end of a cul-de-sac in the family friendly community of Georgian Glen Estates! This home features a rarely offered bonus roo
12 Photos
Last Updated : 10 Days ago
98 Fourth Street, Simcoe, ON , MLS #S13768056 , Image - 1

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98 Fourth Street Midland, Simcoe, ON MLS® S13768056

Residential Freehold (Duplex)

$349900.0
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Looking for a winter project? This property presents a great opportunity for Investors, Builders, Flippers & Handymen! This property is priced to sel
25 Photos
Last Updated : 10 Days ago
515 MAPLE Street, Simcoe, ON , MLS #S13722988 , Image - 1

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515 MAPLE Street Collingwood, Simcoe, ON MLS® S13722988

Residential Freehold (Detached)

$479000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Charming, affordable and well located in Collingwood. Tucked away on one of Collingwood's lovely tree streets, this adorable brick bungalow is a wonde
20 Photos
Last Updated : 10 Days ago
60 Mulligan Lane, Simcoe, ON , MLS #S13126922 , Image - 1

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Unit-324, 60 Mulligan Lane Wasaga Beach, Simcoe, ON MLS® S13126922

Residential Condo & Other (Condo Apartment)

$495000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
GOLF COURSE & POND VIEWS FROM THIS TOP-FLOOR CORNER CONDO WITH OVER 1,000 SQ FT, IN-SUITE LAUNDRY, TWO PARKING SPACES & A STORAGE LOCKER! From the top
40 Photos
Last Updated : 10 Days ago
1 Paradise Boulevard, Simcoe, ON , MLS #S13530058 , Image - 1

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Unit-Unit 14, 1 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S13530058

Residential Condo & Other (Condo Townhouse)

$389000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Don't miss this rare chance to own a true piece of paradise. This stunning waterfront condominium showcases sweeping views of Harbour Lagoon and Lake
38 Photos
Last Updated : 10 Days ago
51 Laguna Parkway, Simcoe, ON , MLS #S13496358 , Image - 1

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Unit-9, 51 Laguna Parkway Rural Ramara, Ramara, Simcoe, ON MLS® S13496358

Residential Condo & Other (Condo Townhouse)

$415888.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Beautiful Waterfront Condo at Laguna Shores in the Sought-After Community of Lagoon City on Lake Simcoe's Trent-Severn Canal System. This Well-Maintai
24 Photos
Last Updated : 10 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13519786 , Image - 1

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Unit-2010/2011, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13519786

Residential Condo & Other (Condo Apartment)

$403000.0
price drop iconPrice drop by 2.9%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Improved price! Live, work. play, profit! Welcome to resort style living at Horseshoe. This amazing unit in the Hansom building offers the rare abilit
43 Photos
Last Updated : 10 Days ago
198 Limestone Road, Simcoe, ON , MLS #S13765156 , Image - 1

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198 Limestone Road Rural Tay, Tay, Simcoe, ON MLS® S13765156

Residential Freehold (Detached)

$425000.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this inviting home in Tay Township, ideally located close to Patterson Park, Paradise Point Marina and the Trans Canada Trail. The main lev
25 Photos
Last Updated : 10 Days ago
415 Sea Ray Avenue, Simcoe, ON , MLS #N13229678 , Image - 1

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Unit-354, 415 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13229678

Residential Condo & Other (Condo Apartment)

$499000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Experience refined living in this beautifully appointed suite in the newly built High Point building at Friday Harbour Resort. This 2-bedroom, 2-bathr
35 Photos
Last Updated : 10 Days ago
375 Sea Ray Avenue, Simcoe, ON , MLS #N13163962 , Image - 1

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Unit-315, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13163962

Residential Condo & Other (Condo Apartment)

$499000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Rare Opportunity to Own in Aquarius with Stunning Marina Views! This 2-bedroom, 2-bath Taurus Model (820 sq ft) at Friday Harbour's premier Aquarius b
45 Photos
Last Updated : 10 Days ago
9031 Beachwood Road, Simcoe, ON , MLS #S13720892 , Image - 1

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9031 Beachwood Road Wasaga Beach, Simcoe, ON MLS® S13720892

Residential Freehold (Detached)

$499900.0
price drop iconPrice drop by 6.6%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking for more than just a house? 9031 Beachwood Road offers a unique opportunity for first-time buyers, outdoor enthusiasts and anyone looking for
27 Photos
Last Updated : 11 Days ago
105 Meadow Lane, Simcoe, ON , MLS #S13651026 , Image - 1

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105 Meadow Lane Wasaga Beach, Simcoe, ON MLS® S13651026

Residential Freehold (Att/Row/Townhouse)

$399900.0
price drop iconPrice drop by 7.0%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to one of Wasaga Beach's sought-after adult lifestyle communities! This spacious end-unit bungalow is located on a corner lot, offering the pe
23 Photos
Last Updated : 11 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
33 Photos
Last Updated : 11 Days ago
55 Georgian Glen Drive, Simcoe, ON , MLS #S13668444 , Image - 1

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55 Georgian Glen Drive Wasaga Beach, Simcoe, ON MLS® S13668444

Residential Freehold (MobileTrailer)

$164500.0
price drop iconPrice drop by 6.0%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to your charming bungalow by the beach! This affordable home boasts 2 bedrooms, 1 bathroom, and ample parking space for 4 vehicles. With 800 s
17 Photos
Last Updated : 11 Days ago
18 Temagami Trail, Simcoe, ON , MLS #S13690514 , Image - 1

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18 Temagami Trail Wasaga Beach, Simcoe, ON MLS® S13690514

Residential Freehold (Detached)

$399000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
MORE BEACH, MORE RECREATION & MORE MEMORIES WAITING TO HAPPEN! Beach access is just a five-minute walk from this beautifully cared-for bungalow at Was
36 Photos
Last Updated : 11 Days ago
46 Osborne Street, Simcoe, ON , MLS #S12907660 , Image - 1

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46 Osborne Street Victoria Harbour, Tay, Simcoe, ON MLS® S12907660

Residential Freehold (Detached)

$449777.0
price drop iconPrice drop by 20.8%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Just Steps Away From The Water And Only 10 Minutes From Hwy 400, 46 Osborne Is The Perfect Home For Starting Out Or Downsizing. This Home Shows Beauti
12 Photos
Last Updated : 11 Days ago
605 Oxbow Park Drive, Simcoe, ON , MLS #S13743090 , Image - 1

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605 Oxbow Park Drive Wasaga Beach, Simcoe, ON MLS® S13743090

Residential Freehold (Detached)

$495000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Your Wasaga Beach lifestyle starts here! This beautifully fully renovated 2-bedroom, 1-bathroom year-round home offers the perfect blend of cottage ch
43 Photos
Last Updated : 11 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13600950 , Image - 1

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Unit-312, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13600950

Residential Condo & Other (Condo Townhouse)

$398900.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to 1102 Horseshoe Valley Rd W, Unit 312. Enjoy four-season living in this prime Horseshoe Valley location, directly across from Horseshoe Reso
28 Photos
Last Updated : 11 Days ago
39 Chamberlain Crescent, Simcoe, ON , MLS #S12956852 , Image - 1

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39 Chamberlain Crescent Penetanguishene, Simcoe, ON MLS® S12956852

Residential Freehold (Att/Row/Townhouse)

$495000.0
price drop iconPrice drop by 5.7%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Live the lifestyle you've earned in this beautifully maintained, low-maintenance end unit bungalow just steps from Georgian Bay in the 55+ community o
14 Photos
Last Updated : 11 Days ago
16 Westbury Road, Simcoe, ON , MLS #S13081560 , Image - 1

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Unit-311, 16 Westbury Road Wasaga Beach, Simcoe, ON MLS® S13081560

Residential Condo & Other (Condo Apartment)

$349000.0
price drop iconPrice drop by 12.7%
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Winter is coming - if you would enjoy no more snow shovelling (and outdoor maintenance) this could be the cozy spot for you!! Close to amenities it's
21 Photos
Last Updated : 11 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13037230 , Image - 1

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Unit-2307, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13037230

Residential Condo & Other (Timeshare)

$19000.0
price drop iconPrice drop by 34.5%
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
An exceptional opportunity to own a fractional interest in a condo at Living Water Resort. Enjoy a vacation lifestyle in Collingwood with three design
25 Photos
Last Updated : 11 Days ago
525 Midland Point Road, Simcoe, ON , MLS #S13739738 , Image - 1

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Unit-28, 525 Midland Point Road Midland, Simcoe, ON MLS® S13739738

Residential Freehold (MobileTrailer)

$199777.0
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 525 Midland Point Road, Unit #28 in Leeshore Estates, a great opportunity to enjoy comfortable living in a sought-after community located i
44 Photos
Last Updated : 11 Days ago
4 Fairbirch Court, Simcoe, ON , MLS #N13758210 , Image - 1

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4 Fairbirch Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13758210

Residential Freehold (Modular Home)

$419900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Loving the idea of an Adult Lifestyle Community but don't want to compromise on your privacy? 4 Fairbirch Court is for you! Situated on a quiet cul-de
Shortlisted Properties
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