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Grey Highlands Real Estate & Houses for Sale - P2

Showing results 31 - 60 of 140
Last Updated: November 10, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
40 Photos
Last Updated : 8 Days ago
125 Kimberley Court, Grey County, ON , MLS #X14081080 , Image - 1
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125 Kimberley Court Grey Highlands, Grey County, ON MLS® X14081080

Residential Freehold (Detached)

$670000.0
price drop iconPrice drop by 7.6%
  • 5 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Welcome to 125 Kimberley Court, a spacious five-bedroom, five-bathroom chalet tucked away on a private lot in the desirable AMIK subdivision, just out
50 Photos
Last Updated : 8 Days ago
468080 Concession 12B Concession, Grey County, ON , MLS #X13767394 , Image - 1

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468080 Concession 12B Concession Grey Highlands, Grey County, ON MLS® X13767394

Residential Freehold (Detached)

$950000.0
price drop iconPrice drop by 4.5%
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to a place where country living feels like a getaway, while everything you need is still close at hand. Set on a beautiful 2-acre property wi
50 Photos
Last Updated : 9 Days ago
467435 12th Concession B Concession, Grey County, ON , MLS #X14136528 , Image - 1

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467435 12th Concession B Concession Grey Highlands, Grey County, ON MLS® X14136528

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
39 Photos
Last Updated : 11 Days ago
14 Lawler Drive, Grey County, ON , MLS #X14133388 , Image - 1

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14 Lawler Drive Grey Highlands, Grey County, ON MLS® X14133388

Residential Freehold (Detached)

$634000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 14 Lawler Drive, Grey Highlands! Great Opportunity for First-Time Home Buyers & Investors! This beautiful detached home offers 3+1 spaciou
48 Photos
Last Updated : 11 Days ago
469319 Grey Rd 31 Road, Grey County, ON , MLS #X13557820 , Image - 1

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469319 Grey Rd 31 Road Grey Highlands, Grey County, ON MLS® X13557820

Residential Freehold (Rural Residential)

$3400000.0
  • 8 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to Pretty Pine, a remarkable 100-acre estate in the Singhampton Highlands, anchored by a striking 3,600 sq. ft. modern barndominium designed f
48 Photos
Last Updated : 11 Days ago
53 Peter Street, Grey County, ON , MLS #X14113642 , Image - 1

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53 Peter Street Grey Highlands, Grey County, ON MLS® X14113642

Residential Freehold (Detached)

$2399000.0
  • 4 +2 Beds
  • 8 Baths
  • 3500-5000 sq-ft
Welcome to The Pond House, an extraordinary 3.95-acre country estate in Grey Highlands centered around a tranquil natural pond. Featuring 4,954 sq. ft
43 Photos
Last Updated : 11 Days ago
143 Stonebrook Way NE, Grey County, ON , MLS #X14132156 , Image - 1

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143 Stonebrook Way NE Grey Highlands, Grey County, ON MLS® X14132156

Residential Freehold (Att/Row/Townhouse)

$519900.0
  • 3 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Exceptional Devonleigh-built, freehold luxury end-unit townhouse in fast-growing Markdale! Featuring an oversized 1.5-car garage and an expansive lot,
40 Photos
Last Updated : 11 Days ago
545413 4A Side Road N, Grey County, ON , MLS #X13416868 , Image - 1

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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
3 Photos
Last Updated : 12 Days ago
Pt Lot 80 Grey Road, Grey County, ON , MLS #X14128092 , Image - 1
Pt Lot 80 Grey Road Grey Highlands, Grey County, ON MLS® X14128092

Residential Freehold (Vacant Land)

$214900.0
Located just south of 3rd Concession and Grey Rd this remarkable parcel of land offers an expansive 329.77 feet of frontage and 660.03 deep along Grey
44 Photos
Last Updated : 12 Days ago
115 Inglis Drive, Grey County, ON , MLS #X13665270 , Image - 1

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115 Inglis Drive Grey Highlands, Grey County, ON MLS® X13665270

Residential Freehold (Detached)

$1399000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Public Open House Sunday Nov 1st 12-2 pm. What if your ski chalet was your 4 season home? Norwegian Handcrafted log & timber frame home. Exceptiona
47 Photos
Last Updated : 12 Days ago
142 Isla Street, Grey County, ON , MLS #X13227956 , Image - 1

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142 Isla Street Grey Highlands, Grey County, ON MLS® X13227956

Residential Freehold (Detached)

$699000.0
price drop iconPrice drop by 4.1%
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Custom-built Mulligan bungalow situated on a premium corner lot in the growing community of Markdale. This well-maintained home offers attractive natu
47 Photos
Last Updated : 13 Days ago
218 Wiles Lane, Grey County, ON , MLS #X13723954 , Image - 1

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218 Wiles Lane Grey Highlands, Grey County, ON MLS® X13723954

Residential Freehold (Detached)

$1245000.0
price drop iconPrice drop by 3.9%
  • 4 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Your family's year-round escape on Lake Eugenia! This turnkey four-season cottage sits on a private, treed 19,716 sq ft lot with 112 feet of waterfron
43 Photos
Last Updated : 13 Days ago
110 Queen Street, Grey County, ON , MLS #X14124160 , Image - 1

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110 Queen Street Grey Highlands, Grey County, ON MLS® X14124160

Residential Freehold (Detached)

$699000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
One level living on 1/2 acre in Markdale - this spacious brick bungalow with attached double garage is on a quiet street within walking distance to am
13 Photos
Last Updated : 14 Days ago
PT LT 2 Lakewood Lane, Grey County, ON , MLS #X13162768 , Image - 1

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PT LT 2 Lakewood Lane Grey Highlands, Grey County, ON MLS® X13162768

Residential Freehold (Vacant Land)

$389900.0
There's something about waking up to the glistening water of a lakefront property that instantly makes you feel more relaxed. From quiet mornings with
44 Photos
Last Updated : 14 Days ago
120 Mark Street W, Grey County, ON , MLS #X13776460 , Image - 1

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120 Mark Street W Grey Highlands, Grey County, ON MLS® X13776460

Residential Freehold (Detached)

$524900.0
price drop iconPrice drop by 6.1%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 120 Mark Street West-a beautifully updated three-bedroom, two-bathroom home set on a spacious 60-by-138-foot lot in one of Markdale's most
34 Photos
Last Updated : 14 Days ago
170 Raglan Street, Grey County, ON , MLS #X14110446 , Image - 1

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170 Raglan Street Grey Highlands, Grey County, ON MLS® X14110446

Residential Freehold (Detached)

$699000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Looking for a home that combines the beauty of nature with convenient access to everyday amenities and year-round outdoor recreation? Welcome to this
40 Photos
Last Updated : 15 Days ago
447153 10th Concession, Grey County, ON , MLS #X14115678 , Image - 1

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447153 10th Concession Grey Highlands, Grey County, ON MLS® X14115678

Residential Freehold (Detached)

$899000.0
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Tucked away amongst mature trees on 5.68 acres, this beautiful country property offers the perfect combination of privacy, space, and peaceful rural l
33 Photos
Last Updated : 15 Days ago
13 Collingwood Street, Grey County, ON , MLS #X14110966 , Image - 1

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13 Collingwood Street Grey Highlands, Grey County, ON MLS® X14110966

Residential Freehold (Detached)

$375000.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Original wood floors, tall ceilings, a private backyard, and loads of potential. Set at the top of the hill, this 3-bedroom, 2-bath home, built in 190
48 Photos
Last Updated : 15 Days ago
185 Raglan Street, Grey County, ON , MLS #X14088390 , Image - 1

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185 Raglan Street Grey Highlands, Grey County, ON MLS® X14088390

Residential Freehold (Detached)

$1025000.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Tucked away at the end of a quiet cul-de-sac in the charming community of Eugenia, this beautifully crafted 2025-built bungalow offers the perfect ble
49 Photos
Last Updated : 15 Days ago
26106 Euphrasia St. Vincent Townline, Grey County, ON , MLS #X13414872 , Image - 1

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26106 Euphrasia St. Vincent Townline Grey Highlands, Grey County, ON MLS® X13414872

Residential Freehold (Detached)

$1199000.0
price drop iconPrice drop by 2.1%
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
You are in for a surprise in this spacious country home. All the benefits of a well thought out modern home with a magnificent great room setting with
44 Photos
Last Updated : 17 Days ago
154600 Grey Road 32 N/A, Grey County, ON , MLS #X13756420 , Image - 1

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154600 Grey Road 32 N/A Grey Highlands, Grey County, ON MLS® X13756420

Residential Freehold (Detached)

$499000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Once Vandeleur's Foresters Hall and now an adorable 1,328 sq ft country home, this one is full of character and in a location that's hard to beat, jus
38 Photos
Last Updated : 17 Days ago
230 Flewelling Road, Grey County, ON , MLS #X14112944 , Image - 1

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230 Flewelling Road Grey Highlands, Grey County, ON MLS® X14112944

Residential Freehold (Detached)

$675000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover peaceful country living just outside Eugenia, with deeded water access through a canal to beautiful Lake Eugenia. Set on a spacious, private
50 Photos
Last Updated : 18 Days ago
187 Pellisier Street, Grey County, ON , MLS #X14111148 , Image - 1

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187 Pellisier Street Grey Highlands, Grey County, ON MLS® X14111148

Residential Freehold (Detached)

$1150000.0
  • 2 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Located in Eugenia, this 3-bedroom, 3-bathroom bungalow offers the flexibility of full-time living or a weekend retreat, with two finished levels & pl
50 Photos
Last Updated : 19 Days ago
201 Peters Crescent, Grey County, ON , MLS #X13677062 , Image - 1

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201 Peters Crescent Grey Highlands, Grey County, ON MLS® X13677062

Residential Freehold (Detached)

$3500000.0
  • 2 +6 Beds
  • 6 Baths
  • 2500-3000 sq-ft
Room for the whole family, and then some! On a quiet cul-de-sac on prestigious Peters Crescent, this custom-built 2010 estate sits on 1.7 private, ful
29 Photos
Last Updated : 19 Days ago
133 Island View Drive, Grey County, ON , MLS #X13466048 , Image - 1

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

Residential Freehold (Detached)

$1299000.0
price drop iconPrice drop by 13.3%
  • 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
50 Photos
Last Updated : 19 Days ago
714329 Baseline Road, Grey County, ON , MLS #X13692174 , Image - 1

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714329 Baseline Road Grey Highlands, Grey County, ON MLS® X13692174

Residential Freehold (Detached)

$1395000.0
  • 3 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) An exceptional opportunity to own over 18 acres in Grey Highlands, where a winding driveway through mature t
30 Photos
Last Updated : 20 Days ago
320047 170 Road, Grey County, ON , MLS #X13881764 , Image - 1

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320047 170 Road Grey Highlands, Grey County, ON MLS® X13881764

Residential Freehold (Detached)

$699000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Set on 3 acres in Grey Highlands, this property offers a 3 bed, 2 bath bungalow, a 30'x40' workshop, a barn with a chicken coop, and a spring-fed pond
44 Photos
Last Updated : 20 Days ago
121 Collingwood Street, Grey County, ON , MLS #X13855756 , Image - 1

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121 Collingwood Street Grey Highlands, Grey County, ON MLS® X13855756

Residential Freehold (Detached)

$649900.0
price drop iconPrice drop by 7.1%
  • 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
19 Photos
Last Updated : 21 Days ago
405014 Grey 4 Road, Grey County, ON , MLS #X14095674 , Image - 1

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405014 Grey 4 Road Grey Highlands, Grey County, ON MLS® X14095674

Residential Freehold (Detached)

$485000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Affordable Opportunity in the Heart of Priceville! This solid brick bungalow offers endless potential for first-time buyers and downsizers. Featuring
50 Photos
Last Updated : 24 Days ago
104 Butternut Court, Grey County, ON , MLS #X13870348 , Image - 1

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104 Butternut Court Grey Highlands, Grey County, ON MLS® X13870348

Residential Freehold (Detached)

$1295000.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Never lived in and custom built, 104 Butternut Court is one of just twelve residences tucked into Beaver Valley Woodlands, a private cul-de-sac enclav
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