Trail Horses for Sale near Highwood, IL

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Quarter Horse - Horse for Sale in Bartlett, IL 60103
Grey Boy
Selling my Wonderful Grey horse. He is about 6 years old. And I’ve had him ..
Bartlett, Illinois
Gray
Quarter Horse
Gelding
7
Bartlett, IL
IL
$6,500
Lusitano - Horse for Sale in Chicago, IL 60510
Jada
Looking for a Working Equitation or dressage partner in a smaller package? ..
Chicago, Illinois
Buckskin
Lusitano
Mare
10
Chicago, IL
IL
$14,000
Quarter Horse - Horse for Sale in Bloomingdale, IL 60108
Blackie
This is the kind that is so hard to find! Been there, done that and absolut..
Bloomingdale, Illinois
Black
Quarter Horse
Mare
9
Bloomingdale, IL
IL
$2,600
Quarter Horse - Horse for Sale in East troy, WI 53120
Ginger
My husband and I bought two mares 10 years ago we live on a Girl Scout camp..
East Troy, Wisconsin
Chestnut
Quarter Horse
Mare
27
East Troy, WI
WI
$1,500
Quarter Horse - Horse for Sale in East troy, WI 53120
Scarlet
My husband and I bought two mares 10 years ago. We run a Girl Scout camp ro..
East Troy, Wisconsin
Chestnut
Quarter Horse
Mare
22
East Troy, WI
WI
$1,500
Tennessee Walking - Horse for Sale in Burlington, WI 53105
Tennessee Walking Gelding
Great trail horse, will go thru anything, gaited, good ground manners/very ..
Burlington, Wisconsin
Black Overo
Tennessee Walking
Gelding
20
Burlington, WI
WI
$3,500
Quarter Horse - Horse for Sale in Racine, WI 53406
Quarter Horse Mare
Bailey is 15 year old quarter horse mare. She is 16 hands tall and is a swe..
Racine, Wisconsin
Sorrel
Quarter Horse
Mare
23
Racine, WI
WI
$1,600
Tennessee Walking - Horse for Sale in Hampshire, IL 60140
Tennessee Walking Mare
9 yr old blue roan and white spotted registered Tennessee Walker mare. Fanc..
Hampshire, Illinois
Blue Roan
Tennessee Walking
Mare
19
Hampshire, IL
IL
$3,500
Paint - Horse for Sale in Saint Charles, IL 60175
Paint Stallion
Diesel has been my son's best friend through high school and now my son is..
Saint Charles, Illinois
Tobiano
Paint
Stallion
-
Saint Charles, IL
IL
$2,500
Jackson
Jackson is 15'2 - 15'3 sorrel / bay .Excellent for farrier, vet, and loves ..
Wauconda, Illinois
Bay
Quarter Horse
Gelding
15
Wauconda, IL
IL
Contact
Paint Mare
Looking for a ~blonde~ that is beautiful and smart? This is Five Star Rev..
Wadsworth, Illinois
Palomino
Paint
Mare
-
Wadsworth, IL
IL
$5,500
Appendix Mare
She is about 20 now and knows it all. She has the sweetest personality yo..
Sycamore, Illinois
Bay
Appendix
Mare
-
Sycamore, IL
IL
$500
Quarter Horse Stallion
Loving, and lively western pleasure horse for sale to anyone interested in..
Frankfort, Illinois
Brown
Quarter Horse
Stallion
-
Frankfort, IL
IL
$4,000
Quarter Horse Mare
Hancocks Derringer. Foundation and Hancock bred buckskin dun mare with zeb..
Muskego, Wisconsin
Dun
Quarter Horse
Mare
-
Muskego, WI
WI
$1,600
Quarter Horse Mare
Beautiful buckskin with Zebra marks on legs and dorsel stripe. Anyone can ..
Muskego, Wisconsin
Buckskin
Quarter Horse
Mare
-
Muskego, WI
WI
$1,800
Quarter Horse Stallion
Great prospect 6 1 / 2 year old gelding current on all shots, worming, neg..
Sycamore, Illinois
Palomino
Quarter Horse
Stallion
-
Sycamore, IL
IL
$900
Rocky Mountain Mare
Chocolate with flaxen mane & tail 8 year old mare for sale to a loving hom..
Racine, Wisconsin
Chocolate
Rocky Mountain
Mare
-
Racine, WI
WI
$3,500
Draft Stallion
Belgian Standardbred cross, 17 HH, Red Chestnut. Gentle Giant! Easy keeper..
Elgin, Illinois
Chestnut
Draft
Stallion
-
Elgin, IL
IL
$1,500
Thoroughbred Mare
PRICE REDUCED ORIGINALLY 11, 500 - - TAKE ADVANTAGE My work committments h..
Burlington, Wisconsin
Chestnut
Thoroughbred
Mare
-
Burlington, WI
WI
$8,500
American Warmblood Stallion
Percheron cross. Teddy is a people horse, loves the attention. He has incr..
Burlington, Wisconsin
Gray
American Warmblood
Stallion
-
Burlington, WI
WI
$4,000
Kentucky Mountain Mare
"Beauty" is a quiet, gentle, babysitter who would be great for a beginner...
Caledonia, Wisconsin
Bay
Kentucky Mountain
Mare
-
Caledonia, WI
WI
$1,500
Rocky Mountain Mare
"Kahlua" is quiet, gentle, and very outgoing. She is chocolate with a flax..
Caledonia, Wisconsin
Chocolate
Rocky Mountain
Mare
-
Caledonia, WI
WI
$3,500
Rocky Mountain Mare
"Paige" is quiet, gentle, and very outgoing. She is red chocolate which is..
Caledonia, Wisconsin
Rocky Mountain
Mare
-
Caledonia, WI
WI
$3,500
Paint Stallion
Excellent child's first horse. Was my 9 year old daughter's first horse. ..
Kenosha, Wisconsin
Tobiano
Paint
Stallion
-
Kenosha, WI
WI
$500
Paint Mare
13 year old paint mare. Excellent disposition, great breeding, well - bro..
Kenosha, Wisconsin
Chestnut
Paint
Mare
-
Kenosha, WI
WI
$1,300
Rocky Mountain Stallion
Wonderful friendly gelding, raised on this farm. Sorrel with four white so..
Caledonia, Wisconsin
Chestnut
Rocky Mountain
Stallion
-
Caledonia, WI
WI
$3,500
Quarter Horse Stallion
12 y / o Bay Quarter Horse Gelding, 15 hh. Very stocky build with lots of..
Muskego, Wisconsin
Bay
Quarter Horse
Stallion
-
Muskego, WI
WI
$2,000
Paint Stallion
This guy will turn every one's head. He is a tri colored Tobiano paint. S..
Barrington Hills, Illinois
Paint
Stallion
-
Barrington Hills, IL
IL
$3,500
Tennessee Walking Stallion
Clem is a beautiful 10 yr. old TWH Gelding. He has a very smooth gait and ..
Sycamore, Illinois
Black
Tennessee Walking
Stallion
-
Sycamore, IL
IL
$4,000
Paint Mare
Kitty is a nice four year old, a must see. She has had a lot trail work an..
Lake Geneva, Wisconsin
Bay
Paint
Mare
-
Lake Geneva, WI
WI
$3,000
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About Highwood, IL

Originally, the land was owned by the Potawatomi until the 1833 when it was ceded to the United States through the Treaty of Chicago. The first non-Native American settled in the town in 1846. In 1851 Highwood became the headquarter location of the Chicago North Shore and Milwaukee Railroad, which ran parallel to the Chicago and North Western Railway's and is now know today as Metra's Union Pacific/North line. Thomas Curley suggested the name High Woods because the land was the highest ground between Chicago and Milwaukee and was covered with trees. In 1886 civil and labor unrest in Chicago eventually led to the Haymarket Riot.