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Oro-medonte Detached Houses for Sale - P5

Showing results 121 - 150 of 175
Last Updated: September 22, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
37 Photos
Last Updated : 22 Days ago
11 Oakmont Avenue, Simcoe, ON , MLS #S13475644 , Image - 1
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11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13475644

Residential Freehold (Detached)

$829000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
MULTI-GENERATIONAL LIVING MEETS FOUR-SEASON HORSESHOE VALLEY ADVENTURE! Nearly 2,500 finished sq. ft. is only the beginning, with a finished lower lev
49 Photos
Last Updated : 22 Days ago
2700 Line 4 N/A N, Simcoe, ON , MLS #S13223608 , Image - 1

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2700 Line 4 N/A N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13223608

Residential Freehold (Detached)

$1399900.0
  • 2 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome To Your Private Hillside Retreat In The Heart Of Horseshoe Valley. Set On Over 6 Acres And Perched Beautifully Above The Surrounding Landscape
1 Photos
Last Updated : 22 Days ago
15 Birch Grove Drive, Simcoe, ON
15 Birch Grove Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13709216

Residential Freehold (Detached)

$978000.0
  • 2 +2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Walk to the chairlifts! Walk to the tee box! Walk to the trails! Walk to the restaurants! Luxe resort style living in this beautiful four bedroom chal
38 Photos
Last Updated : 23 Days ago
4576 Line 5 Line N, Simcoe, ON , MLS #S13694566 , Image - 1

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4576 Line 5 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13694566

Residential Freehold (Detached)

$799000.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Love to ski? Mt. St. Louis Moonstone is just minutes away! Enjoy the best of Oro-Medonte country living from this bright and spacious 3 + 2 bedroom ho
50 Photos
Last Updated : 25 Days ago
15 Scottdale Drive, Simcoe, ON , MLS #S13669914 , Image - 1

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15 Scottdale Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13669914

Residential Freehold (Detached)

$1349000.0
  • 6 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Truly one-of-a-kind contemporary home in sought-after Rugby Estates, showcasing a thoughtfully designed pass
28 Photos
Last Updated : 25 Days ago
70 12 Line S, Simcoe, ON , MLS #S13512932 , Image - 1

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70 12 Line S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13512932

Residential Freehold (Detached)

$1049900.0
price drop iconPrice drop by 3.7%
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Exceptional opportunity to own a versatile country estate in the highly sought-after Township of Oro-Medonte, ideally located between Barrie and Orill
27 Photos
Last Updated : 25 Days ago
10 Simcoe Road, Simcoe, ON , MLS #S13547460 , Image - 1

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10 Simcoe Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13547460

Residential Freehold (Detached)

$499000.0
price drop iconPrice drop by 5.7%
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
Nestled on a quiet cul-de-sac in a peaceful waterfront community, this cozy 1-bedroom cottage offers the perfect summer escape. Whether you're looking
50 Photos
Last Updated : 26 Days ago
20 Northland Court, Simcoe, ON , MLS #S13719216 , Image - 1

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20 Northland Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13719216

Residential Freehold (Detached)

$1499000.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to the highly sought-after community of Craighurst Crossings, where this brand-new, never-lived-in Caston model home offers exceptional upgrad
5 Photos
Last Updated : 26 Days ago
21 Pearsall Place, Simcoe, ON , MLS #S13718054 , Image - 1
21 Pearsall Place Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13718054

Residential Freehold (Detached)

$1495000.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Discover exceptional luxury living in the highly sought-after, sold-out Eagles' Rest Estates in Oro-Medonte. Situated on a premium 75-foot estate lot,
36 Photos
Last Updated : 27 Days ago
2 Thoroughbred Drive, Simcoe, ON , MLS #S13659548 , Image - 1

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2 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13659548

Residential Freehold (Detached)

$1275000.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Motivated Sellers. Located in the heart of the highly sought-after Braestone community in Coldwater, where luxury living meets nature, family & connec
18 Photos
Last Updated : 27 Days ago
47 Moon Point Drive, Simcoe, ON , MLS #S13690360 , Image - 1

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47 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13690360

Residential Freehold (Detached)

$749000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
The Lot. The Location. The Lake. Prime Lake Simcoe Waterfront On A Sought-After Stretch Of Shoreline, Offering Over 100 Feet Of Pristine Frontage With
39 Photos
Last Updated : 29 Days ago
16 Oneida Avenue, Simcoe, ON , MLS #S13487302 , Image - 1

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16 Oneida Avenue Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13487302

Residential Freehold (Detached)

$998000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Built in 2011 and extensively renovated and remodeled in 2023, this turnkey home offers modern finishes, exceptional privacy, and a prime location in
50 Photos
Last Updated : 29 Days ago
1199 Line 15 N/A N, Simcoe, ON , MLS #S13652518 , Image - 1

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1199 Line 15 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13652518

Residential Freehold (Detached)

$899000.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Priced to sell! Location, location, location on beautiful Bass Lake approx 1 hr drive(78KM)from400/King Rd! This is a rare opportunity to own a Bungal
47 Photos
Last Updated : 32 Days ago
12 Aldwinckle Avenue, Simcoe, ON , MLS #S13662922 , Image - 1

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12 Aldwinckle Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13662922

Residential Freehold (Detached)

$1299900.0
price drop iconPrice drop by 3.7%
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Stunning brand new, never lived in 4 bed, 4 bath home in Eagles' Rest Estates, in the heart of Oro-Medonte, offering luxury living across a thoughtful
50 Photos
Last Updated : 33 Days ago
36 Highland Drive, Simcoe, ON , MLS #S13662210 , Image - 1

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36 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13662210

Residential Freehold (Detached)

$1399900.0
price drop iconPrice drop by 6.7%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nestled in prestigious Horseshoe Valley, this spectacular custom-built bungalow sits on a private, beautifully landscaped 1.73-acre estate surrounded
36 Photos
Last Updated : 33 Days ago
15 Radome Drive, Simcoe, ON , MLS #S13687428 , Image - 1

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15 Radome Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13687428

Residential Freehold (Detached)

$1995000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to Eagles' Rest Estates-a master-planned Fernbrook Homes community where luxury meets nature! Outstanding curb appeal features a covered front
23 Photos
Last Updated : 33 Days ago
39 Howard Drive, Simcoe, ON , MLS #S13695296 , Image - 1

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39 Howard Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13695296

Residential Freehold (Detached)

$969000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nearly 2,700 Sq Ft Of Refined Living Within Walking Distance Of Lake Simcoe!Set well back from the road on an expansive 112 x 173 ft lot in Oro Statio
15 Photos
Last Updated : 35 Days ago
4 Campbell Avenue, Simcoe, ON , MLS #S13617852 , Image - 1

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4 Campbell Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13617852

Residential Freehold (Detached)

$829900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Family-friendly. Functional. Well-Maintained. Nestled in an Oro-Medonte neighbourhood just steps from Lake Simcoe, this solid brick bungalow offers co
44 Photos
Last Updated : 35 Days ago
6170 4 Line N, Simcoe, ON , MLS #S13668482 , Image - 1

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6170 4 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13668482

Residential Freehold (Detached)

$699000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Historic Charm, Happily Reimagined & Surrounded By Country Serenity! Built in 1887 and wrapped in mature trees on 1.66 acres, this farmhouse has a sto
37 Photos
Last Updated : 36 Days ago
32 Oneida Avenue, Simcoe, ON , MLS #S13684320 , Image - 1

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32 Oneida Avenue Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13684320

Residential Freehold (Detached)

$729900.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
MOTIVATED SELLER! All offers welcome - Private oasis among the trees! Nestled at the end of a quiet cul-de-sac in the heart of Sugarbush, 32 Oneida Av
40 Photos
Last Updated : 36 Days ago
3225 10 Line N, Simcoe, ON , MLS #S13609502 , Image - 1

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3225 10 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13609502

Residential Freehold (Detached)

$1249000.0
  • 3 +3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Absolute Dream Home! Set On A Private, Park-Like 2-Acre Lot In One Of Oro-Medonte's Most Desirable Locations, This Stunning Custom-Built Home Offers L
47 Photos
Last Updated : 36 Days ago
2289 Lakeshore Road E, Simcoe, ON , MLS #S13594762 , Image - 1

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2289 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13594762

Residential Freehold (Detached)

$1690000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Enjoy 60 feet of crystal-clear Lake Simcoe waterfront with a shallow, rocky shoreline, ideal for swimming, boating, and family fun. Perfectly position
24 Photos
Last Updated : 36 Days ago
6 Forrester Road, Simcoe, ON , MLS #S13680602 , Image - 1

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6 Forrester Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13680602

Residential Freehold (Detached)

$1825000.0
  • 3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Located in the sought-after waterfront community of Shanty Bay, just steps from beautiful Lake Simcoe, this exceptional custom-built home sits on over
28 Photos
Last Updated : 36 Days ago
5305 Line 7 N/A N, Simcoe, ON , MLS #S13682658 , Image - 1

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5305 Line 7 N/A N Moonstone, Oro-Medonte, Simcoe, ON MLS® S13682658

Residential Freehold (Detached)

$949900.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 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
32 Photos
Last Updated : 39 Days ago
47 Lakeshore Road W, Simcoe, ON , MLS #S13670584 , Image - 1

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47 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13670584

Residential Freehold (Detached)

$650000.0
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Enjoy four-season living in Oro-Medonte - an ideal setting for those who love the outdoors. With deeded access to a private beach on Lake Simcoe, you
49 Photos
Last Updated : 40 Days ago
91 Moon Point Drive, Simcoe, ON , MLS #S13663358 , Image - 1

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91 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13663358

Residential Freehold (Detached)

$1525000.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Lake Simcoe Waterfront all on one level where effortless waterfront living meets incredible convenience. This 4 bedroom, 3 1/2 bath bungalow offers NO
28 Photos
Last Updated : 40 Days ago
26 Lakeshore Road W, Simcoe, ON , MLS #S13672062 , Image - 1

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26 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13672062

Residential Freehold (Detached)

$799000.0
  • 4 Beds
  • 2 Baths
  • 2500-3000 sq-ft
Discover this charming private property (1.4 acre square lot) just steps from Lake Simcoe, nestled in a tranquil opulent area surrounded by luxurious
30 Photos
Last Updated : 42 Days ago
26 Cathedral Pines Road, Simcoe, ON , MLS #S13646460 , Image - 1

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26 Cathedral Pines Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13646460

Residential Freehold (Detached)

$1349000.0
  • 5 Beds
  • 5 Baths
  • 2500-3000 sq-ft
TIMELESS ESTATE-STYLE LIVING IN DISTINGUISHED CATHEDRAL PINES WITH NEARLY 2,900 SQ FT ON OVER HALF AN ACRE! Hidden behind a veil of mature evergreens
50 Photos
Last Updated : 43 Days ago
12 Pinetree Drive, Simcoe, ON , MLS #S13659080 , Image - 1

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12 Pinetree Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13659080

Residential Freehold (Detached)

$1499000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
The Apex Of Luxury Living: 12 Pinetree Drive, Oro-Medonte. Welcome To 12 Pinetree Drive, A Masterpiece Of Modern Luxury Situated In The Highly Coveted
37 Photos
Last Updated : 46 Days ago
127 Shoreline Drive, Simcoe, ON , MLS #S13490490 , Image - 1

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127 Shoreline Drive Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13490490

Residential Freehold (Detached)

$1539900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Peaceful. Waterfront. Timeless. Where peaceful mornings on the lake and easy access to city amenities come together. Perfectly positioned between Barr
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