236+ Houses for Sale in Oro-Medonte Under $5 Million

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55 Shelswell Boulevard, Simcoe, ON , MLS #S13795792 , Image - 1

55 Shelswell Boulevard Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13795792

Residential Freehold (Detached)

$749900.0

3 +1 Beds
3 Baths
1100-1500 sq-ft

BUNGALOW ON A GENEROUS LOT WITH A WALKOUT BASEMENT & IN-LAW POTENTIAL! Set on a 100 x 160 ft lot, this brick bungalow offers nearly 2,600 sq. ft. of f

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2 Pemberton Lane, Simcoe, ON , MLS #S13795732 , Image - 1

2 Pemberton Lane Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13795732

Residential Freehold (Detached)

$1999000.0

3 +1 Beds
2 Baths
1100-1500 sq-ft

Welcome to 2 Pemberton Lane - an exceptional private waterfront property just seven minutes from Barrie, on the outskirts of the charming village of S

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3 Best Court, Simcoe, ON , MLS #S13739186 , Image - 1

3 Best Court Edgar, Oro-Medonte, Simcoe, ON MLS® S13739186

Residential Freehold (Detached)

$1499000.0

3 +1 Beds
3 Baths
2500-3000 sq-ft

Welcome to the very best of country living, just minutes from Barrie! Here's your chance to own this gorgeous custom-built home in the upscale Whisper

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224 Lakeshore Road W, Simcoe, ON , MLS #S13778748 , Image - 1

224 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13778748

Residential Freehold (Detached)

$674900.0

4 Beds
2 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Enjoy a relaxed lifestyle in this spacious four bedroom, two bathroom home, ideally positioned just steps fr

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28 Boyd Crescent, Simcoe, ON , MLS #S13706164 , Image - 1

28 Boyd Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S13706164

Residential Freehold (Detached)

$1075000.0

3 +1 Beds
4 Baths
1500-2000 sq-ft

Tucked away on a picturesque, tree-lined half-acre lot in the desirable community of Moonstone, this stunningly renovated bungalow offers the perfect

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8 Myrtle Avenue, Simcoe, ON , MLS #S13788312 , Image - 1

8 Myrtle Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13788312

Residential Freehold (Detached)

$469900.0

2 Beds
1 Baths
700-1100 sq-ft

Fully Renovated From Top To Bottom Over The Last 5 Years! Completely Turn-Key, Cozy Bungalow Situated On Large 50 x 110 Ft Lot With No Neighbours Behi

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33 Fifth Line S, Simcoe, ON , MLS #S13467206 , Image - 1

33 Fifth Line S Guthrie, Oro-Medonte, Simcoe, ON MLS® S13467206

Residential Freehold (Detached)

$649900.0

Price drop by 18.3%

3 Beds
1 Baths
1100-1500 sq-ft

Move right in to this well planned bungalow, surrounded by a cottage feel but with school and highway access close by. The bright living room is read

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40 HORSESHOE Boulevard, Simcoe, ON , MLS #S13736152 , Image - 1

Unit-302, 40 HORSESHOE Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13736152

Residential Condo & Other (Condo Apartment)

$397900.0

Price drop by 0.3%

1 +1 Beds
2 Baths
700-799 sq-ft

VACANT, PRICED TO SELL!**FOUR-SEASON GETAWAY WITH SKI HILL VIEWS, COVERED BALCONY, PARKING & LOCKER!** One-bedroom plus den layout in 756 sq. ft. with

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1772 10 Line N, Simcoe, ON , MLS #S13765138 , Image - 1

1772 10 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13765138

Residential Freehold (Detached)

$1899000.0

3 +1 Beds
4 Baths
2500-3000 sq-ft

Privately set on 9+ wooded acres behind a gated entrance, this exceptional Oro-Medonte estate offers a rare combination of refined country living, imp

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1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13480864 , Image - 1

Unit-108, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13480864

Residential Condo & Other (Condo Townhouse)

$319999.0

1 Beds
1 Baths
500-599 sq-ft

Welcome to easy living in the heart of Horseshoe Valley. This main floor walk-in unit with no stairs offers an ideal opportunity for retirees, first-t

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108 Lakeshore Road E, Simcoe, ON , MLS #S13781656 , Image - 1

108 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13781656

Residential Freehold (Vacant Land)

$225000.0

Build your dream home across from the sparkling shores of Lake Simcoe! Welcome to 108 Lakeshore Road East in Oro-Medonte - a prime quarter-acre buildi

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116 Mill Pond Side Road, Simcoe, ON , MLS #S13780894 , Image - 1

116 Mill Pond Side Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13780894

Residential Freehold (Detached)

$1899000.0

3 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to this nature lover's retreat! If you have been searching for a large acreage property in Oro Medonte, look no further. This private and secl

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1174 15 Line N, Simcoe, ON , MLS #S13151618 , Image - 1

1174 15 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13151618

Residential Freehold (Detached)

$1199900.0

Price drop by 17.2%

5 Beds
2 Baths
1100-1500 sq-ft

Rare opportunity to own a west facing, waterfront home on sought-after Bass Lake. Situated on a generous lot with 40 ft of sandy shoreline, this prope

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2330 Lakeshore Road E, Simcoe, ON , MLS #S13608066 , Image - 1

2330 Lakeshore Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13608066

Residential Freehold (Detached)

$775000.0

2 +1 Beds
2 Baths
1100-1500 sq-ft

Charming Renovated Bungalow in Beautiful Oro-Medonte. Welcome to this beautifully renovated 2+1 bedroom bungalow nestled in the heart of Simcoe County

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21 Ruby Ridge, Simcoe, ON , MLS #S13746620 , Image - 1

21 Ruby Ridge Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13746620

Residential Freehold (Detached)

$1249000.0

3 +1 Beds
3 Baths
1500-2000 sq-ft

Pride of ownership in this immaculate newer raised bungalow with walk out. Oversized lot on 3/4 acres with no back neighbour and extended side yard wi

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7 Clydesdale Court, Simcoe, ON , MLS #S13759756 , Image - 1

7 Clydesdale Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13759756

Residential Freehold (Detached)

$1625000.0

3 +2 Beds
3 Baths
2000-2500 sq-ft

Discover Braestone, an exceptional community where neighbours know each other's names and spontaneous gatherings happen often and feel effortless. Su

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39 Grandview Crescent, Simcoe, ON , MLS #S13691918 , Image - 1

39 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13691918

Residential Freehold (Detached)

$1549999.0

4 Beds
3 Baths
1500-2000 sq-ft

104 FEET OF PRIVATE LAKE SIMCOE FRONTAGE! Set along a quiet stretch of shoreline in one of Oro's most sought-after lakefront communities, this is the

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42 Windfield Drive W, Simcoe, ON , MLS #S13767720 , Image - 1

42 Windfield Drive W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13767720

Residential Freehold (Detached)

$3899999.0

3 +2 Beds
4 Baths
5000 + sq-ft

An exceptional custom-built 5800 sqft private residence where no expense has been spared, showcasing the finest finishes inside and out and maintained

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24 Brambel Road, Simcoe, ON , MLS #S13731472 , Image - 1

24 Brambel Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13731472

Residential Freehold (Detached)

$1049000.0

Price drop by 6.3%

4 +0 Beds
3 Baths
2000-2500 sq-ft

Nestled among mature trees and beautifully landscaped grounds on a private waterfront road with shoreline access to Lake Simcoe, this custom-built hom

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4 Cheslock Crescent, Simcoe, ON , MLS #S13759344 , Image - 1

4 Cheslock Crescent Warminster, Oro-Medonte, Simcoe, ON MLS® S13759344

Residential Freehold (Detached)

$1525000.0

4 +2 Beds
4 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Impressive six bedroom two-storey home set on nearly an acre of beautifully landscaped property in the growi

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9 Bridle Path, Simcoe, ON , MLS #S13757332 , Image - 1

9 Bridle Path Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13757332

Residential Freehold (Detached)

$1399900.0

3 +1 Beds
4 Baths
2500-3000 sq-ft

This home offers the rare combination of serene country living and exceptional convenience, nestled on a picturesque, tree-lined lot just minutes from

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4 Diamond Valley Drive, Simcoe, ON , MLS #S13467394 , Image - 1

4 Diamond Valley Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13467394

Residential Freehold (Detached)

$1190000.0

Price drop by 7.8%

3 Beds
3 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Set against a stunning forested landscape, this exclusive Maplewood Estates model home in Sugar Bush offers

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23 Owen Road, Simcoe, ON , MLS #S13744782 , Image - 1

23 Owen Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13744782

Residential Freehold (Detached)

$549900.0

2 Beds
1 Baths
1100-1500 sq-ft

OVERVIEW Well-maintained bungalow located in a desirable Simcoeside Community in Oro-Medonte, just minutes from Barrie and Orillia. Enjoy convenient a

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90 Highland Drive, Simcoe, ON , MLS #S13519786 , Image - 1

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

Residential Condo & Other (Condo Apartment)

$403000.0

Price 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

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465 Ridge Road E, Simcoe, ON , MLS #S13764294 , Image - 1

465 Ridge Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13764294

Residential Freehold (Rural Residential)

$1999000.0

2 +2 Beds
2 Baths
1100-1500 sq-ft

Experience the ultimate equestrian lifestyle in the heart of desirable Oro-Medonte. This stunning 20+ acre estate is perfectly positioned for the acti

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49 Red Oak Crescent, Simcoe, ON , MLS #S13607350 , Image - 1

49 Red Oak Crescent Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13607350

Residential Freehold (Detached)

$1349000.0

Price drop by 9.3%

4 +4 Beds
4 Baths
2500-3000 sq-ft

Rarely offered in the highly sought-after Shanty Bay community, this exceptional residence at 49 Red Oak Crescent presents a rare opportunity to own a

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1998 Old Barrie Road E, Simcoe, ON , MLS #S13544340 , Image - 1

1998 Old Barrie Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13544340

Residential Freehold (Detached)

$499999.0

Price drop by 23.0%

5 Beds
2 Baths
2000-2500 sq-ft

Renovated Century home on approximately .6 acre lot (approx 150 FT x 175 Ft) . Kitchen has 2 islands and lots of natural light. There are three bedroo

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10 Green Mountain Court, Simcoe, ON , MLS #S13746216 , Image - 1

10 Green Mountain Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13746216

Residential Freehold (Detached)

$1299900.0

3 Beds
3 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Set on just over one acre along a quiet dead-end road in the prestigious Simcoe Estates community of Oro-Med

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29 Thoroughbred Drive, Simcoe, ON , MLS #S13761016 , Image - 1

29 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13761016

Residential Freehold (Detached)

$1529000.0

3 +1 Beds
4 Baths
2000-2500 sq-ft

Above the crowd, built on an elevated premium lot with sweeping panoramic views across the community and rolling countryside, this highly upgraded and

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6 Caldwell Drive, Simcoe, ON , MLS #S13547846 , Image - 1

6 Caldwell Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13547846

Residential Freehold (Detached)

$1549000.0

Price drop by 8.8%

3 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to 6 Caldwell Drive! This newer, luxurious home was custom built for the owner, and offers over 4400 square feet of finished living space - al

Houses for Sale in Oro-Medonte ON Under $5 Million - P5