Highwood Real Estate, Homes and Condos for sale

All Highwood homes currently listed for sale in Highwood as of 07/18/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Highwood homes for sale or other Highwood real estate, please contact us and one of our knowledgeable Highwood REALTORS® would be pleased to assist you.


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$675,000
944 Leonard Wood West, Highwood IL 60040
4
BEDS
3.1
BATHS
3,918
SQFT
$172
$/SQFT
0.19
ACRES
2003
BUILT
"Stunning home along the historic Fort Sheridan parade ground. When you walk through the front door you are immediately impressed w/the bright & spacious interior. Traditional open floor plan boasts high ceilings & natural light. Hardwood floors throughout the 1st flr, formal living rm & sep dinning rm overlook the beautiful 54 acre parade ground. Granite kitchen w/double oven, island, 42 cabinets, butlers pantry, plenty of storage + eating area overlooking backyard. Large master bdrm w/double c"
$635,000
42 Holabird Loop, Highwood IL 60040
4
BEDS
3.1
BATHS
3,072
SQFT
$207
$/SQFT
0.20
ACRES
2000
BUILT
"This Stunning 4+ Bedroom home in the Fabulous Fort Sheridan is a Must See! Enter through a Grand 2 Story Foyer and get ready to be IMPRESSED! 1st floor boasts a Bright Living Room, Formal Dining Room, Gourmet Kitchen with SS Appliances, Granite Island and Counters, Sunlit Eating area overlooking a Lavish Fenced Yard. Spacious Family Room with Fireplace is great for entertaining! Office, Powder & Mud Rooms conclude 1st level. Upstairs, step through French Doors into a Luxurious Master Suite, fea"
* LISTED OVER 120 DAYS 
$625,000
775 Endicott Road, Highwood IL 60040
4
BEDS
3.1
BATHS
3,798
SQFT
$165
$/SQFT
2001
BUILT
"Wonderful, Newer, Highly Upgraded Fort Sheridan Home with a 2 Story Foyer, Gorgeous Bridal Staircase, Brazilian Cherry Floors, Wonderful Custom Built-ins, Low E Windows, 9' Ceilings and Doorways. Built in Bose Speaker System on Main Floor and Patio. Gourmet Kitchen with 42 inch Cabinets, 10 foot Granite Island, Stainless, Sub- zero, Double Oven and so Much More! Huge Master Suite with 2 Walk in Closets and an Elegant Private Bath with a Jacuzzi and Multi-head Shower! Zoned Heat and A/C, HEPA Air"
* PRICE LOWERED - $649,000 TO $625,000 
$575,000
23 PRALLS Loop, Highwood IL 60040
4
BEDS
3.1
BATHS
2,890
SQFT
$199
$/SQFT
0.12
ACRES
1999
BUILT
"Welcome to the amazing community of Fort Sheridan! Gorgeous grounds, meticulously maintained community, convenient access to Lake Michigan, multiple beaches (dog beach), great restaurants & bars, & public transportation to work downtown. The community offers many fun social activities throughout the year & the neighborhood is filled with multiple playgrounds. This is a stunning home offering abundant natural light throughout, high ceilings & windows, a modern open floor plan great for enterta"
$425,000
697 Lyster Road, Highwood IL 60040
3
BEDS
3.1
BATHS
2,560
SQFT
$166
$/SQFT
2002
BUILT
"This Immaculate 3 Bedroom Townhome in the Fabulous Fort Sheridan is move-in-ready for YOU! First level features a large Family Room with sliding doors, Wet Bar, Powder Room, and a Laundry Room with sink. Second Level boasts a Formal Dining Room with French Doors, Gourmet Kitchen with Stainless Steel Appliances, Granite Counters, and Sunlit Eating area. Spacious Living Room with Fireplace is great for entertaining and opens to an oversized wooden deck! Second Powder Room concludes this level. St"
* NEW LISTING 
$409,900
20 Webster Avenue Unit G, Highwood IL 60040
3
BEDS
3.1
BATHS
1,991
SQFT
$206
$/SQFT
2019
BUILT
"Webster Place offers (14) New Construction, 3-Story, Walk-Up Style Townhomes in Downtown Highwood. The Dakota End Unit has been stylishly designed with a light finish package. The Main Level boasts 9ft. Ceilings, Hardwood Floors throughout and an Open Concept plan, ideal for entertaining. Kitchens feature full overlay Maple Cabinets in white with 42 Uppers, white Quartz countertops and a Frigidaire SS Appliance Package. Lower Level offers a flexible den/office space as well as access to a 2-Car "
* NEW LISTING 
$400,000
246 South CENTRAL Avenue, Highwood IL 60040
6
BEDS
3.1
BATHS
0.25
ACRES
1930
BUILT
"Side by side Duplex in Wonderful Highwood on the North Shore! Unit 246 is a 3 bedroom 2 1/2 bath with Living Room, Dining Room, Kitchen and full basement. Unit 246 rent is $1,450. Unit 248 is 3 bedrooms, 3 baths, Living room with fireplace, separate dining room, eat in kitchen, breakfast room, family room with fireplace and full unfinished basement. 248 is currently vacant. Owner pays Water, Garbage and Taxes. Convenient location close to town, train, schools, parks and wonderful Lake Michigan"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $430,000 TO $400,000 
$399,900
25 Clay Avenue Unit C, Highwood IL 60040
3
BEDS
3.1
BATHS
1,759
SQFT
$227
$/SQFT
2019
BUILT
"Webster Place offers (14) New Construction, 3-Story, Walk-Up Style Townhomes in Downtown Highwood. The Camden Model has been stylishly designed with your choice of Light or Dark Interior Finish Packages. The Main Level boasts 9ft. Ceilings, Hardwood Floors throughout and an Open Concept plan, ideal for entertaining. Kitchens feature full overlay Maple Cabinets with 42 Uppers, Quartz countertops and Frigidaire SS Appliance Packages. Lower Level offers a flexible den/office space as well as access"
$389,900
20 Webster Avenue Unit D, Highwood IL 60040
3
BEDS
3.1
BATHS
1,791
SQFT
$218
$/SQFT
2019
BUILT
"Webster Place offers (14) New Construction, 3-Story, Walk-Up Style Townhomes in Downtown Highwood. The Camden Model has been stylishly designed with your choice of Light or Dark Interior Finish Packages. The Main Level boasts 9ft. Ceilings, Hardwood Floors throughout and an Open Concept plan, ideal for entertaining. Kitchens feature full overlay Maple Cabinets with 42 Uppers, Quartz countertops and Frigidaire SS Appliance Packages. Lower Level offers a flexible den/office space as well as access"
$349,000
615 Western Avenue, Highwood IL 60040
5
BEDS
3.1
BATHS
0.17
ACRES
1964
BUILT
"This clean and pristine 2-flat in Highwood is move-in ready! The property is situated on a deep lot, with plenty of room to garden and room for extra cars. 2nd flr unit features 3 x-large bdrms with spacious living areas. 1st flr unit features 2 x-large bdrms with spacious living areas. Both units have loads of storage. Close to bike trails, walking paths, restaurants, festivals and all Highwood has to offer. An excellent investment opportunity or a great place to live and rent the extra apartm"
$319,000
10 Michigan Avenue, Highwood IL 60040
3
BEDS
3.1
BATHS
0.18
ACRES
1928
BUILT
"Two unit duplex is nicely updated and located in one of the most desirable streets in Highwood, Features hardwood floors. Tile floors in lower level and each unit has separate heat and electric. Large driveway and plenty of storage. Across street from Exmoor Country Club."
$315,000
122 Prairie Avenue, Highwood IL 60040
5
BEDS
3.1
BATHS
0.21
ACRES
1900
BUILT
"Impressive open floor layout with abundant natural light. This home features a large living room and separate formal dining room for great family/friends entertainment. Vaulted ceilings. You'll be wowed by the amount of cabinetry and granite countertop space in this magnificent kitchen. Beautiful hardwood flooring. Great room sizes. Finished basement with additional rooms, for your convenience. Fenced-in yard. Detached two-car garage."
* NEW LISTING 
$249,900
206 Highwood Avenue, Highwood IL 60040
2
BEDS
3.1
BATHS
1,021
SQFT
$245
$/SQFT
0.27
ACRES
1918
BUILT
"Charming 1-Level Living Home, in an Amazing Location, 2 Blocks from Town/Train. Close to Schools, Parks. Great Highwood Shops & Restaurants! Property Zoned R3A - Restricted Multi-Family. Huge approx. 57' x 200' Lot. Hardwood Floors Thru-out, Older Updated Kitchen, Older Updated Windows. Walk-up Attic with Great Possibility for Expansion. Full Unfinished Basement, Big Patio & Enormous Fenced Backyard. 2-Car Detached Garage. Home Being Sold As Is."
$195,000
540 Green Bay Road, Highwood IL 60040
3
BEDS
3.1
BATHS
1,350
SQFT
$144
$/SQFT
0.12
ACRES
1890
BUILT
"Highwood 3 bedroom / 2 bathroom brick bungalow in a convenient walk to everywhere location - train, parks, restaurants & more! Rehab for your own use or utilize as an investment property. Currently leased for $1,550 per month on a month to month lease. The neighboring 2 bedroom / 1.5 bathroom brick bungalow, 538 Green Bay Road, is also for sale for $195,000. Features new front and back exterior doors, new basement windows and full unfinished basement."
$195,000
538 Green Bay Road, Highwood IL 60040
2
BEDS
3.1
BATHS
1,167
SQFT
$167
$/SQFT
0.12
ACRES
1888
BUILT
"Highwood all brick bungalow in a convenient walk to everywhere location - train, parks, restaurants & more! Rehab for your own use or utilize as an investment property. Currently leased for $1,350 per month, month to month. Features newer furnace and roof, new basement windows, new front and back doors and full unfinished basement with bathroom. The neighboring brick bugalow, 540 Green Bay Road, is also for sale for $195,000 - 3 bedroom / 2 bathrooms. 540 Green Bay is currently rented for $1,"
$185,000
730 SHERIDAN Road Unit 2C, Highwood IL 60040
2
BEDS
3.1
BATHS
1,037
SQFT
$178
$/SQFT
1983
BUILT
"2 BEDRROMS 1 BATHROOM, LARGE BALCONY AND STORAGE ROOM CONDO IN A WELL MAINTEINED BRICK BUILDING CONVENIENTLY LOCATED, CLOSE TO DOWNTOWN, RESTAURANTS, THE LAKE, THE TRAIN, THE SHOPPINGS 2-TANDEM PARKING SPACES."
$164,000
430 Lake View Avenue Unit 3D, Highwood IL 60040
2
BEDS
3.1
BATHS
1,240
SQFT
$132
$/SQFT
1980
BUILT
"Wonderful Opportunity Awaits Lucky Buyer! Lake Views from this lovely 2 bedroom condo (1,240 SF) in quiet elevator building. All rooms are spacious with East Exposure. Monthly assessment is low. Laundry on same floor. Great storage in unit and added storage in garage. Assigned parking. Balcony. Great Building in most convenient location near Restaurants, Shopping, Schools, Metra and Lake Michigan. Building is Owner Occupied Only - No Rentals. A pleasure to view!"
* PRICE LOWERED - $169,000 TO $164,000 
 
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