157+ Houses for Sale in Grey Highlands Under $5 Million

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231 Flewelling Road, Grey County, ON , MLS #X13506640 , Image - 1

231 Flewelling Road Grey Highlands, Grey County, ON MLS® X13506640

Residential Freehold (Rural Residential)

$800000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to this peaceful rural property in the Flesherton area, ideally located near Lake Eugenia. Set on a spacious private lot at the end of a priva

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164 John Street Grey Highlands, Grey County, ON MLS® X13527946

Residential Freehold (Vacant Land)

$169900.0

< 700 sq-ft

Live your best rural life inside the brand new home you've built on this prime lot in beautiful grey highlands. Located on a quiet dead end street in

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133 Island View Drive, Grey County, ON , MLS #X13466048 , Image - 1

133 Island View Drive Grey Highlands, Grey County, ON MLS® X13466048

Residential Freehold (Detached)

$1499000.0

4 +1 Beds
2 Baths
1100-1500 sq-ft

TURNKEY WATERFRONT INVESTOR & LIFESTYLE OPPORTUNITY! Welcome to 133 Island View Drive, a premier 4-season waterfront property on sought-after Lake Eug

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585206 10A Side Road, Grey County, ON , MLS #X12834912 , Image - 1

585206 10A Side Road Grey Highlands, Grey County, ON MLS® X12834912

Residential Freehold (Detached)

$749000.0

4 Beds
3 Baths
1100-1500 sq-ft

Ten minutes outside the the village of Markdale, off of Grey Rd 12. Tucked into just under 1.5 acres of peaceful countryside, this beautifully maintai

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Lot 61 Wiles Lane, Grey County, ON , MLS #X13522786 , Image - 1

Lot 61 Wiles Lane Grey Highlands, Grey County, ON MLS® X13522786

Residential Freehold (Vacant Land)

$650000.0

Rare vacant parcel on Eugenia Lake. 135 feet of water frontage. Build your dream home or cottage! Can build to suit or you can work with a builder of

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429571 8th B Concession, Grey County, ON , MLS #X12957924 , Image - 1

429571 8th B Concession Grey Highlands, Grey County, ON MLS® X12957924

Residential Freehold (Vacant Land)

$399000.0

Price drop by 6.1%

Build your rural retreat or getaway chalet amongst gentle nature, mature cedar and wild apple trees. Peaceful location close to quaint villages, ski h

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467042 12th Conc B Concession, Grey County, ON , MLS #X13513064 , Image - 1

467042 12th Conc B Concession Grey Highlands, Grey County, ON MLS® X13513064

Residential Freehold (Detached)

$890000.0

4 Beds
2 Baths
1100-1500 sq-ft

There are homes you live in...and then there are homes that change the way you live. Welcome to your own private retreat on 4.6 beautifully treed acre

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117 Butternut Court, Grey County, ON , MLS #X13521198 , Image - 1

117 Butternut Court Grey Highlands, Grey County, ON MLS® X13521198

Residential Freehold (Vacant Land)

$398000.0

3500-5000 sq-ft

1.26-acre lot, ready to build on a prestigious court with custom-built homes. Steps from Beaver Valley private ski club. Driveway and culvert installe

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529648 Osprey-The Blue Mountains Townline, Grey County, ON , MLS #X13435902 , Image - 1

529648 Osprey-The Blue Mountains Townline Grey Highlands, Grey County, ON MLS® X13435902

Residential Freehold (Detached)

$3650000.0

5 +1 Beds
5 Baths
3000-3500 sq-ft

Set on 66.58 private acres overlooking Pretty River Valley Provincial Park, this extraordinary home offers 6 bedrooms, 4.5 baths, 9-foot ceilings, bam

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350 Main Street, Grey County, ON , MLS #X13500664 , Image - 1

350 Main Street Grey Highlands, Grey County, ON MLS® X13500664

Residential Freehold (Detached)

$599900.0

2 Beds
1 Baths
700-1100 sq-ft

Extensively rebuilt and beautifully updated, this turnkey bungalow blends modern comfort with the charm of small-town living. Bright, sun-filled and t

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189 Point Road, Grey County, ON , MLS #X13246978 , Image - 1

189 Point Road Grey Highlands, Grey County, ON MLS® X13246978

Residential Freehold (Detached)

$1945000.0

4 Beds
3 Baths
1500-2000 sq-ft

Welcome to easy waterfront living on Lake Eugenia. Offered for sale by the original owners it has 135 feet of south-facing shoreline, 3500 sq ft of li

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429573 8TH CONCESSION B Line, Grey County, ON

429573 8TH CONCESSION B Line Grey Highlands, Grey County, ON MLS® X13454092

Residential Freehold (Detached)

$1649000.0

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

An extraordinary four-season luxury retreat offering a blend of privacy, wellness, recreation, and natural beauty. Set within five acres featuring two

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137 Devonleigh Gate, Grey County, ON , MLS #X13477500 , Image - 1

137 Devonleigh Gate Grey Highlands, Grey County, ON MLS® X13477500

Residential Freehold (Detached)

$679900.0

2 Beds
2 Baths
1500-2000 sq-ft

An exceptional opportunity to own an extensively upgraded & fully furnished Muskoka bungalow in Centre Point South. Offering nearly 1,800 sq ft of liv

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121 Collingwood Street, Grey County, ON , MLS #X12891550 , Image - 1

121 Collingwood Street Grey Highlands, Grey County, ON MLS® X12891550

Residential Freehold (Detached)

$699900.0

Price drop by 5.4%

3 Beds
2 Baths
1100-1500 sq-ft

11 acres of bush with trails and a 2 acre pond on the edge of Flesherton. Tucked in the trees with glimpses of the pond is a 1450 square foot home wit

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53 Uplands Drive, Grey County, ON , MLS #X13439760 , Image - 1

53 Uplands Drive Grey Highlands, Grey County, ON MLS® X13439760

Residential Freehold (Detached)

$799000.0

3 Beds
3 Baths
2000-2500 sq-ft

Welcome to 53 Uplands Drive, located in the sought-after Devonleigh community in the growing town of Markdale. This attractive south-facing Everton mo

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23 3rd Line D Line E, Grey County, ON , MLS #X12736968 , Image - 1

23 3rd Line D Line E Grey Highlands, Grey County, ON MLS® X12736968

Residential Freehold (Vacant Land)

$3200000.0

An exceptional opportunity to acquire 45 acres of pristine vacant land, ideally situated just west of the charming hamlet of Heathcote in the heart of

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193 Inkerman Street, Grey County, ON , MLS #X13493506 , Image - 1

193 Inkerman Street Grey Highlands, Grey County, ON MLS® X13493506

Residential Freehold (Detached)

$995000.0

3 Beds
3 Baths
1500-2000 sq-ft

Village Living Near Lake Eugenia - Modern Bungalow with Main Floor LivingWelcome to this beautifully designed home in the charming village of Eugenia,

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174386 Lower Valley Road, Grey County, ON , MLS #X13491144 , Image - 1

174386 Lower Valley Road Grey Highlands, Grey County, ON MLS® X13491144

Residential Freehold (Detached)

$1299000.0

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

Welcome to your own private paradise in the heart of Beaver Valley. Set on 12 spectacular acres between Beaver Valley Ski Club and Hoggs Falls, less t

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467435 12th Concession B Concession, Grey County, ON , MLS #X13490164 , Image - 1

467435 12th Concession B Concession Grey Highlands, Grey County, ON MLS® X13490164

Residential Freehold (Detached)

$1575000.0

4 Beds
2 Baths
1500-2000 sq-ft

Welcome to Trivue Ridge Ranch. Set on a beautifully landscaped 2.7 acre parcel with sweeping countryside views, this versatile property offers a fully

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118 Stonebrook Way, Grey County, ON , MLS #X13475616 , Image - 1

118 Stonebrook Way Grey Highlands, Grey County, ON MLS® X13475616

Residential Freehold (Att/Row/Townhouse)

$595000.0

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

Bright, spacious, and thoughtfully designed, this freehold bungalow townhome offers a great combination of comfort, space, and convenience in the hear

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16 Peter Street, Grey County, ON , MLS #X13484160 , Image - 1

16 Peter Street Grey Highlands, Grey County, ON MLS® X13484160

Residential Freehold (Detached)

$719000.0

4 Beds
2 Baths
2000-2500 sq-ft

Full of character and thoughtfully updated for modern living, this beautifully maintained 2-storey Century home offers a blend of historic charm & mod

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94 Fords Drive, Grey County, ON , MLS #X13475950 , Image - 1

94 Fords Drive Grey Highlands, Grey County, ON MLS® X13475950

Residential Freehold (Rural Residential)

$699000.0

1 Beds
1 Baths
< 700 sq-ft

Discover this unique 27.96 acre wooded retreat right on the edge of Markdale, offering unparalleled seclusion along 1.2 kilometers of pristine Rocky S

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154 Bowles Bluff Road Grey Highlands, Grey County, ON MLS® X13467932

Residential Freehold (Detached)

$1250000.0

3 Beds
3 Baths
1500-2000 sq-ft

A rare opportunity to secure a brand-new custom home in one of Ontario's most sought-after four-season destinations. Located within walking distance o

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545413 4A Side Road N, Grey County, ON , MLS #X13416868 , Image - 1

545413 4A Side Road N Grey Highlands, Grey County, ON MLS® X13416868

Residential Freehold (Detached)

$2249500.0

1 +2 Beds
3 Baths
2000-2500 sq-ft

Welcome to an extraordinary private retreat set across 94.6 breathtaking acres, where pristine natural beauty, complete privacy, and sustainable luxur

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130 St Arnaud Street, Grey County, ON , MLS #X13453396 , Image - 1

130 St Arnaud Street Grey Highlands, Grey County, ON MLS® X13453396

Residential Freehold (Detached)

$2300000.0

5 Beds
3 Baths
1500-2000 sq-ft

A Stunning Home set on a private 3 acre lot in Eugenia, this property was built to the highest standards of architectural design and environmental sta

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41 Collingwood Street, Grey County, ON , MLS #X13443634 , Image - 1

41 Collingwood Street Grey Highlands, Grey County, ON MLS® X13443634

Residential Freehold (Detached)

$349900.0

2 Beds
1 Baths
700-1100 sq-ft

Great affordable home for first time buyers! or someone looking for a professional business office or retail shop! Situated on a large lot close to do

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112 Amik Court, Grey County, ON , MLS #X12925260 , Image - 1

112 Amik Court Grey Highlands, Grey County, ON MLS® X12925260

Residential Freehold (Detached)

$1575000.0

Price drop by 10.0%

4 Beds
2 Baths
2000-2500 sq-ft

Luxuriously nestled on a serene, private lot just over 1/3 of an acre-backing directly onto the Bruce Trail and enhanced by an incredible nearby strea

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187 Pellisier Street, Grey County, ON , MLS #X13208480 , Image - 1

187 Pellisier Street Grey Highlands, Grey County, ON MLS® X13208480

Residential Freehold (Detached)

$1185000.0

2 +1 Beds
3 Baths
1500-2000 sq-ft

Located in the village of Eugenia, this bungalow offers the flexibility of full-time living or a weekend retreat with plenty of space to enjoy both. W

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120 Highpoint Crescent, Grey County, ON , MLS #X13166400 , Image - 1

120 Highpoint Crescent Grey Highlands, Grey County, ON MLS® X13166400

Residential Freehold (Detached)

$3199000.0

6 +2 Beds
7 Baths
5000 + sq-ft

Prestigious Lakefront Estate on Brewster. 4.62 Acres. Custom Built 2 yrs old Lake Architectural Grandeur Meets Unparalleled Comfort This 8-bedroom, 7.

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149 Sir William's Lane, Grey County, ON , MLS #X13427958 , Image - 1

149 Sir William's Lane Grey Highlands, Grey County, ON MLS® X13427958

Residential Freehold (Detached)

$874900.0

3 Beds
2 Baths
1100-1500 sq-ft

Whether you're looking for a four-season cottage, a ski chalet near Beaver Valley, or a year-round home surrounded by Grey County's best outdoor recre

Houses for Sale in Grey Highlands ON Under $5 Million - P4