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Price Drops & Reduced Homes For Sale in Grey Highlands, ON

Explore recent MLS® price reductions and motivated seller deals with verified comps.

Active MLS® Listings in Grey Highlands

Browse the latest local MLS® property listings, updated real-time.

Residential Freehold for sale - 3 Bed, 2 Bath Home at 35 Toronto Road Grey Highlands ON listed at $485,000 (MLS# X14113644)
Open House
$485,000Est. $1,614/mo
3bd
2ba
1kt
Residential Freehold

35 Toronto Road, Grey Highlands

đź“…Open House:Nov 7 10:00 AM
Oct 23, 2026
DOM: 15

Full of character, natural light, and plenty of space to call your own, this charming 3-bedroom, 1.5...

MLS#: X14113644
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 125 Kimberley Court Grey Highlands ON listed at $670,000 (MLS# X14081080)
Price Change
$670,000Est. $2,230/mo
5bd
5ba
1kt
Residential Freehold

125 Kimberley Court, Grey Highlands

Oct 15, 2026
DOM: 23

Welcome to 125 Kimberley Court, a spacious five-bedroom, five-bathroom chalet tucked away on a priva...

MLS#: X14081080
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 121 Collingwood Street Grey Highlands ON listed at $649,900 (MLS# X13855756)
Price Change
$649,900Est. $2,163/mo
3bd
2ba
1kt
Residential Freehold

121 Collingwood Street, Grey Highlands

Oct 2, 2026
DOM: 36

11 acres of bush with trails and a 2 acre pond on the edge of Flesherton. Tucked in the trees with g...

MLS#: X13855756
For Sale
Residential Freehold for sale - 4 Bed, 1 Bath Home at 27 Ellen Street Grey Highlands ON listed at $519,000 (MLS# X13795002)
Price Change
$519,000Est. $1,728/mo
4bd
1ba
1kt
Residential Freehold

27 Ellen Street, Grey Highlands

Sep 17, 2026
DOM: 51

Cute as a button and packed with charm, this beautifully maintained home sits on an expansive 55' x ...

MLS#: X13795002
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 120 Mark Street Grey Highlands ON listed at $524,900 (MLS# X13776460)
Price Change
$524,900Est. $1,747/mo
3bd
2ba
1kt
Residential Freehold

120 Mark Street, Grey Highlands

Sep 12, 2026
DOM: 56

Welcome to 120 Mark Street West-a beautifully updated three-bedroom, two-bathroom home set on a spac...

MLS#: X13776460
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 105 Wodehouse Court Grey Highlands ON listed at $959,000 (MLS# X13743060)
Price Change
$959,000Est. $3,192/mo
3bd
3ba
1kt
Residential Freehold

105 Wodehouse Court, Grey Highlands

Sep 3, 2026
DOM: 65

Welcome to 105 Wodehouse Court, a sophisticated ranch-style bungalow that perfectly balances modern ...

MLS#: X13743060
For Sale
Residential Freehold for sale - 3 Bed, 1 Bath Home at 135 Isla Street Grey Highlands ON listed at $329,900 (MLS# X13746468)
Price Change
$329,900Est. $1,098/mo
3bd
1ba
1kt
Residential Freehold

135 Isla Street, Grey Highlands

Sep 3, 2026
DOM: 65

A great opportunity for the first-time buyer, investor or contractor! This 1.5-storey home is move-i...

MLS#: X13746468
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 271 River Road Grey Highlands ON listed at $739,000 (MLS# X13732760)
Price Change
$739,000Est. $2,460/mo
3bd
3ba
1kt
Residential Freehold

271 River Road, Grey Highlands

Sep 1, 2026
DOM: 67

There's something about a Cape Cod that feels like home before you've even stepped through the door-...

MLS#: X13732760
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 218 Wiles Lane Grey Highlands ON listed at $1,245,000 (MLS# X13723954)
Price Change
$1,245,000Est. $4,144/mo
4bd
2ba
1kt
Residential Freehold

218 Wiles Lane, Grey Highlands

Aug 27, 2026
DOM: 72

Your family's year-round escape on Lake Eugenia! This turnkey four-season cottage sits on a private,...

MLS#: X13723954
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 17 Armstrong Crescent Grey Highlands ON listed at $749,000 (MLS# X13659272)
Price Change
$749,000Est. $2,493/mo
4bd
4ba
1kt
Residential Freehold

17 Armstrong Crescent, Grey Highlands

Aug 10, 2026
DOM: 89

Welcome to this spacious and well-maintained 4-bedroom, 4-bathroom detached home located in a quiet,...

MLS#: X13659272
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 81 Main Street Grey Highlands ON listed at $849,000 (MLS# X13649100)
Price Change
$849,000Est. $2,826/mo
3bd
3ba
1kt
Residential Freehold

81 Main Street, Grey Highlands

Aug 7, 2026
DOM: 92

Welcome to one of the Grand Ladies of Markdale "The Haskett House", circa 1890's. This historic Heri...

MLS#: X13649100
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 107 Toronto Road Grey Highlands ON listed at $849,000 (MLS# X13586690)
Price Change
$849,000Est. $2,826/mo
3bd
2ba
1kt
Residential Freehold

107 Toronto Road, Grey Highlands

Jul 20, 2026
DOM: 110

Discover this exceptional custom-built residence, meticulously crafted by a high-end home builder. B...

MLS#: X13586690
For Sale
Residential Freehold for sale - 0 Bed, 0 Bath Home at 164 John Street Grey Highlands ON listed at $159,900 (MLS# X13527946)
Price Change
$159,900Est. $532/mo
0bd
0ba
Residential Freehold

164 John Street, Grey Highlands

Jul 6, 2026
DOM: 124

Live your best rural life inside the brand new home you've built on this prime lot in beautiful grey...

MLS#: X13527946
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 56 Herbert Avenue Grey Highlands ON listed at $625,000 (MLS# X13520384)
Price Change
$625,000Est. $2,080/mo
4bd
2ba
1kt
Residential Freehold

56 Herbert Avenue, Grey Highlands

Jul 2, 2026
DOM: 128

Welcome Home! Discover the perfect place to make lasting family memories in this beautifully maintai...

MLS#: X13520384
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 193 Inkerman Street Grey Highlands ON listed at $950,000 (MLS# X13493506)
Price Change
$950,000Est. $3,162/mo
3bd
3ba
1kt
Residential Freehold

193 Inkerman Street, Grey Highlands

Jun 26, 2026
DOM: 134

Village Living Near Lake Eugenia - Modern Bungalow with Main Floor LivingWelcome to this beautifully...

MLS#: X13493506
For Sale
Residential Freehold for sale - 7 Bed, 4 Bath Home at 129 Blue Jay Crescent Grey Highlands ON listed at $1,298,000 (MLS# X13471046)
Price Change
$1,298,000Est. $4,321/mo
7bd
4ba
1kt
Residential Freehold

129 Blue Jay Crescent, Grey Highlands

Jun 20, 2026
DOM: 140

Welcome To This Beautiful 4 Season Exceptional 7 Bedrooms & 4 Baths Custom-Built Two-Storey Home On ...

MLS#: X13471046
For Sale
Residential Freehold for sale - 5 Bed, 2 Bath Home at 133 Island View Drive Grey Highlands ON listed at $1,299,000 (MLS# X13466048)
Price Change
$1,299,000Est. $4,324/mo
5bd
2ba
1kt
Residential Freehold

133 Island View Drive, Grey Highlands

Jun 19, 2026
DOM: 141

TURNKEY WATERFRONT INVESTOR & LIFESTYLE OPPORTUNITY! Welcome to 133 Island View Drive, a premier 4-s...

MLS#: X13466048
For Sale
Residential Freehold for sale - 2 Bed, 2 Bath Home at 116 Main Street Grey Highlands ON listed at $487,000 (MLS# X13447502)
Price Change
$487,000Est. $1,621/mo
2bd
2ba
1kt
Residential Freehold

116 Main Street, Grey Highlands

Jun 15, 2026
DOM: 145

Looking for the perfect home for you and your family? Live close to all the amenities in this charmi...

MLS#: X13447502
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 10 Sydenham Street Grey Highlands ON listed at $1,100,000 (MLS# X13457030)
Price Change
$1,100,000Est. $3,661/mo
0bd
0ba
Commercial

10 Sydenham Street, Grey Highlands

Jun 14, 2026
DOM: 146

INVESTMENT OPPORTUNITY IN GREY COUNTY - FIRST TIME FOR SALE IN 25 YEARS6+% CAP RATE currently with a...

MLS#: X13457030
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 104 Isla Street Grey Highlands ON listed at $359,000 (MLS# X13437248)
Price Change
$359,000Est. $1,195/mo
3bd
2ba
1kt
Residential Freehold

104 Isla Street, Grey Highlands

Jun 12, 2026
DOM: 148

Built in 1900 and located in the growing, vibrant community of Markdale, this 3-bedroom, 2-bathroom ...

MLS#: X13437248
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 189 Point Road Grey Highlands ON listed at $1,920,000 (MLS# X13246978)
Price Change
$1,920,000Est. $6,391/mo
4bd
3ba
2kt
Residential Freehold

189 Point Road, Grey Highlands

Jun 5, 2026
DOM: 155

Welcome to easy waterfront living on Lake Eugenia. Offered for sale by the original owners it has 13...

MLS#: X13246978
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 26 Victoria Avenue Grey Highlands ON listed at $599,000 (MLS# X13215624)
Price Change
$599,000Est. $1,994/mo
4bd
3ba
3kt
Residential Freehold

26 Victoria Avenue, Grey Highlands

May 29, 2026
DOM: 162

Behind its classic brick exterior and timeless Georgian-style presence, this Markdale property offer...

MLS#: X13215624
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 27 Herbert Avenue Grey Highlands ON listed at $499,000 (MLS# X13138632)
Price Change
$499,000Est. $1,661/mo
3bd
2ba
1kt
Residential Freehold

27 Herbert Avenue, Grey Highlands

May 16, 2026
DOM: 175

Fantastic 3 bedroom bungalow, move-in ready. Newer kitchen, newer kitchen appliances, newer main lev...

MLS#: X13138632
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 195781 Grey 7 Road Grey Highlands ON listed at $2,999,900 (MLS# X12545672)
Price Change
$2,999,900Est. $9,986/mo
4bd
4ba
2kt
Residential Freehold

195781 Grey 7 Road, Grey Highlands

Nov 11, 2025
DOM: 361

Welcome to an extraordinary 100-acre estate where breathtaking vistas and modern design come togethe...

MLS#: X12545672
For Sale
Grey Highlands Market Intelligence

Buying & Investing in Price Drops & Reduced Homes For Sale in Grey Highlands, ON

City Benchmark Price$1,006,886

Inventory & Competition

Properties matching price drops & reduced homes for sale in Grey Highlands experience targeted demand. Currently, there are 24 active listings available in this segment.

Buyer Due Diligence

Always review municipal zoning bylaws, historical permit status, and property tax assessments before submitting an offer in Grey Highlands. Our local advisory team verifies TRREB sold comparables to protect your equity.

Comprehensive City Guide

Looking for neighborhood school rankings, crime safety indexes, and full demographic breakdowns? Visit our comprehensive master guide for all of Grey Highlands.

Explore All Grey Highlands Real Estate
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