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Single Family Homes for Sale in Rural Oro-Medonte Oro-Medonte - P2

Showing results 31 - 60 of 64

Last Updated: December 05, 2025

39 Photos

102 Tudhope Boulevard, Simcoe, ON , MLS #40752635 , Image - 1

102 Tudhope Boulevard Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40752635

Residential (Single Family Residence)

$1079900

3 Beds
4 Baths
2544 sq-ft

PRIVATE 1.7 ACRE RETREAT WITH A HOT TUB, BARN, FINISHED BASEMENT & ROOM TO ROAM! If your dream home includes acreage with exceptional privacy, your ow

47 Photos

403 Moonstone Road E, Simcoe, ON , MLS #40748154 , Image - 1

403 Moonstone Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40748154

Residential (Single Family Residence)

$1345000

3 Beds
4 Baths
2554 sq-ft

Set on a picturesque 7.7-acre lot at the edge of Moonstone, this updated Cape Cod-style home blends charm, space, and versatility. With 3 bedrooms, 4

23 Photos

1601 Penetanguishene Road, Simcoe, ON , MLS #40740637 , Image - 1

1601 Penetanguishene Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40740637

Residential (Single Family Residence)

$699900

3 Beds
1 Baths
1698 sq-ft

CHARMING COUNTRY HOME ON HALF AN ACRE WITH A STAYCATION-WORTHY BACKYARD! Looking for a home that’s got big country energy and a backyard that basicall

49 Photos

4 Clydesdale Court, Simcoe, ON , MLS #40745451 , Image - 1

4 Clydesdale Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40745451

Residential (Single Family Residence)

$1799900

4 Beds
5 Baths
3665 sq-ft

One-of-a-Kind in Braestone Estate Home with a Legal Coach Apartment! Welcome to 4 Clydesdale Court, a custom-designed estate-style home perfectly posi

50 Photos

6 Petherwin Place, Simcoe, ON , MLS #40746181 , Image - 1

6 Petherwin Place Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40746181

Residential (Single Family Residence)

$1375000

3 Beds
3 Baths
2800 sq-ft

WATERFRONT (137 feet)!!! Welcome to your dream retreat at 6 Petherwin Place, nestled on the serene shores of Bass Lake! This stunning 3-bedroom, 3-bat

47 Photos

13 Georgina Drive, Simcoe, ON , MLS #40738386 , Image - 1

13 Georgina Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40738386

Residential (Single Family Residence)

$4500000

3 Beds
4 Baths
3620 sq-ft

Exceptional Shoreline. Prestigious Location. Welcome to 13 Georgina Drive — a rare opportunity to own one of the most coveted lakefront properties on

36 Photos

1 Greenwood Forest Road, Simcoe, ON , MLS #40736004 , Image - 1

1 Greenwood Forest Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40736004

Residential (Single Family Residence)

$1149000

Price drop by 11.2%

3 Beds
1 Baths
954 sq-ft

Discover the charm of lakeside living at 1 Greenwood Forest Road in Oro-Medonte. This lovingly maintained, four-season cottage offers a peaceful retre

28 Photos

5305 Line 7 North, Simcoe, ON , MLS #40750902 , Image - 1

5305 Line 7 North Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40750902

Residential (Single Family Residence)

$964900

3 Beds
3 Baths
2596 sq-ft

Welcome to this beautifully appointed custom built 3-bedroom bungalow set on over 1.5 acres of private, forested land where peace, privacy, and stunni

44 Photos

1390 Warminster Sideroad, Simcoe, ON , MLS #40645210 , Image - 1

1390 Warminster Sideroad Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40645210

Residential (Single Family Residence)

$1785000

Price drop by 20.7%

3 Beds
3 Baths
2274 sq-ft

Act now to own this secluded 40-acre property located in the hills of Oro-Medonte Township between Orillia and Barrie. This property is ideal as an eq

32 Photos

23 Owen Road, Simcoe, ON , MLS #40748945 , Image - 1

23 Owen Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40748945

Residential (Single Family Residence)

$619900

2 Beds
1 Baths
1181 sq-ft

*OVERVIEW* Charming Bungalow Located In A Great Neighbourhood of Oro-Medonte. Just Minutes To Barrie or Orillia and Only a 200 meter Walk To Lake Simc

30 Photos

33 Springhome Road, Simcoe, ON , MLS #40748791 , Image - 1

33 Springhome Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40748791

Residential (Single Family Residence)

$1399900

3 Beds
3 Baths
3572 sq-ft

ALL BRICK BUNGALOW WITH OVER 3,500 SQ FT ON 1.3 ACRES WITH A TRIPLE GARAGE, FINISHED WALKOUT BASEMENT & UPGRADES GALORE JUST STEPS FROM LAKE SIMCOE! T

24 Photos

5767 Line 3 North, Simcoe, ON , MLS #40750002 , Image - 1

5767 Line 3 North Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40750002

Residential (Single Family Residence)

$849900

3 Beds
3 Baths
2149 sq-ft

ESCAPE TO NATURE WITH THIS CHARMING BUNGALOW ON A ONE-ACRE LOT WITH A HEATED DETACHED DOUBLE CAR GARAGE! In the peaceful community of Moonstone, this

49 Photos

2020 5 Line N, Simcoe, ON , MLS #40726170 , Image - 1

2020 5 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40726170

Residential (Single Family Residence)

$1999900

Price drop by 9.1%

5 Beds
3 Baths
1950 sq-ft

Welcome to 2020 5th Line North in beautiful Oro-medonte a rare opportunity to enjoy the peace and privacy of country living on a spacious 1.377-acre

28 Photos

285 Warminster Sideroad, Simcoe, ON , MLS #40750122 , Image - 1

285 Warminster Sideroad Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40750122

Residential (Single Family Residence)

$999999

4 Beds
3 Baths
2437 sq-ft

2.7-ACRE PRIVATE RETREAT WITH A POOL, HOT TUB, FULLY RENOVATED INTERIOR & MAJOR UPDATES COMPLETE! Immerse yourself in the tranquillity of this 2.7-acr

39 Photos

10195 Hwy 12 West, Simcoe, ON , MLS #40749030 , Image - 1

10195 Hwy 12 West Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40749030

Residential (Single Family Residence)

$2499900

3 Beds
3 Baths
2112 sq-ft

A TRUE LIVE-WORK PROPERTY WITH A RETAIL STORE, OFFICE, MULTIPLE OUTBUILDINGS & OVER 95 ACRES TO GROW YOUR VISION! This picture-worthy property looks l

50 Photos

3062 Townline Rr5 Line, Simcoe, ON , MLS #40733418 , Image - 1

3062 Townline Rr5 Line Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40733418

Residential (Single Family Residence)

$1299000

Price drop by 5.5%

4 Beds
2 Baths
2290 sq-ft

Welcome to 3062 Town Line — a picturesque Hallmark-style century home set on a scenic 2.59-acre lot. Blending timeless character with thoughtful updat

29 Photos

23 Conder Drive, Simcoe, ON , MLS #40749979 , Image - 1

23 Conder Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40749979

Residential (Single Family Residence)

$699900

3 Beds
1 Baths
1347 sq-ft

Welcome to 23 Conder Drive where country charm meets everyday convenience! Nestled on a beautifully treed 106 x 282 ft lot, this feel-good family home

50 Photos

11 Nevis Ridge Drive, Simcoe, ON , MLS #40749677 , Image - 1

11 Nevis Ridge Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40749677

Residential (Single Family Residence)

$2499999

6 Beds
5 Baths
5977 sq-ft

Prepare to be awestruck by this one-of-a-kind custom-built log home crafted from hand-peeled Western Red Cedar. Nestled on a private, tree-lined 2.1-a

16 Photos

47 Campbell Avenue, Simcoe, ON , MLS #40748110 , Image - 1

47 Campbell Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40748110

Residential (Single Family Residence)

$725000

4 Beds
2 Baths
2725 sq-ft

ARCHITECTURAL MARVEL WITH OVER 2,700 SQFT OF UPDATED LIVING SPACE STEPS FROM LAKE SIMCOE! Step into something truly extraordinary with this one-of-a-k

47 Photos

1 Best Court, Simcoe, ON , MLS #40745824 , Image - 1

1 Best Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40745824

Residential (Single Family Residence)

$2450000

4 Beds
3 Baths
4689 sq-ft

Tucked away on a quiet, prestigious court in Oro-Medonte is a home that captures what so many dream of, peace, space, and sunrises that take your brea

40 Photos

155 Parkside Drive, Simcoe, ON , MLS #40744518 , Image - 1

155 Parkside Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40744518

Residential (Single Family Residence)

$1799000

4 Beds
3 Baths
2949 sq-ft

Opportunity Awaits. Discover the best of lakefront living with 100' of pristine, clear waterfront on one of Oro-Medonte's most coveted streets.Enjoy q

50 Photos

35 Howard Drive, Simcoe, ON , MLS #40743867 , Image - 1

35 Howard Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40743867

Residential (Single Family Residence)

$1099900

4 Beds
3 Baths
2507 sq-ft

*OVERVIEW *Beautiful 2,500 sq ft two-storey family home in the desirable Harbourwood Community. Fully renovated in 2018 with modern finishes throughou

50 Photos

6029 Line 6 North, Simcoe, ON , MLS #40740660 , Image - 1

6029 Line 6 North Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40740660

Residential (Single Family Residence)

$1249000

4 Beds
2 Baths
1481 sq-ft

Discover this charming Viceroy-built home featuring 4 bedrooms and 2 bathrooms, peacefully situated on a stunning 58-acre property. Surrounded by matu

27 Photos

978 15/16 Sideroad E Sideroad E, Simcoe, ON , MLS #40739076 , Image - 1

978 15/16 Sideroad E Sideroad E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40739076

Residential (Single Family Residence)

$989900

3 Beds
1 Baths
2357 sq-ft

Discover 978 15/16 Sideroad in picturesque Oro-Medonte Township. This stunning property offers the perfect blend of serene rural living and convenient

42 Photos

5789 4th Line N, Simcoe, ON , MLS #40738927 , Image - 1

5789 4th Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40738927

Residential (Single Family Residence)

$1389000

4 Beds
2 Baths
2650 sq-ft

Welcome to 5789 Line 4 N situated in the picturesque countryside within the township of Hillsdale. This stunning century farmhouse is the epitome of p

48 Photos

691 Mt St Louis Road Road W, Simcoe, ON , MLS #40730718 , Image - 1

691 Mt St Louis Road Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40730718

Residential (Single Family Residence)

$2199000

4 Beds
2 Baths
3338 sq-ft

Calling all skiers, nature enthusiasts and privacy seekers! This is the property for you. With over 10 acres of privacy, trees and trails it you won’t

43 Photos

9 Blueridge Crescent, Simcoe, ON , MLS #40730044 , Image - 1

9 Blueridge Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40730044

Residential (Single Family Residence)

$2395000

Price drop by 4.0%

4 Beds
3 Baths
2701 sq-ft

Welcome to 9 Blueridge Crescent, a rare and refined Lake Simcoe waterfront estate located on a quiet court in the prestigious community of Oro-Medonte

40 Photos

23 Barrie Terrace, Simcoe, ON , MLS #40729560 , Image - 1

23 Barrie Terrace Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40729560

Residential (Single Family Residence)

$1775000

2 Beds
1 Baths
1300 sq-ft

More than meets the eye with this charming year-round cottage or home, nestled in the most exclusive waterfront enclave on the North Shore of Kempenfe

38 Photos

43 Thoroughbred Drive, Simcoe, ON , MLS #40726420 , Image - 1

43 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40726420

Residential (Single Family Residence)

$1400000

2 Beds
2 Baths
1722 sq-ft

Welcome to 43 Thoroughbred Drive in Oro-Medonte’s sought-after community of Braestone. AN ABSOLUTE MUST SEE! Situated on nearly one acre, this pristi

50 Photos

91 Lakeshore Road W, Simcoe, ON , MLS #40721480 , Image - 1

91 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40721480

Residential (Single Family Residence)

$2825000

Price drop by 3.4%

4 Beds
3 Baths
3893 sq-ft

Immaculate once in a lifetime opportunity to be on Lake Simcoe's shores in this breathtaking ranch bungalow with bright walk-out lower level. With fo

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