Highwood Real Estate, Homes and Condos for sale

All Highwood homes currently listed for sale in Highwood as of 03/22/2019 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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$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"
$625,000
703 Rienzi Lane, Highwood IL 60040
4
BEDS
3.1
BATHS
3,814
SQFT
$164
$/SQFT
1885
BUILT
"A unique and stunning renovation of what was once the Stables is now a striking and sensational townhome in historic Ft. Sheridan! At nearly 4,000 sf, with dramatic 20 foot ceilings in one area, you'll find 4 bedrooms, 3.1 baths, a sparkling and newly-redone kitchen and so much more. An open floor plan, soaring fireplace walls, a loft area, exposed brick, and one of the prettiest secret patios on the North Shore are just some of the features. The architectural is remarkable; the finishes are spe"
$600,000
51 High Street, Highwood IL 60040
5
BEDS
3.1
BATHS
3,780
SQFT
$159
$/SQFT
0.14
ACRES
1930
BUILT
"MLS# 10008805 In Highland Park School District. A restored vintage home designed by Swedish architect as his personal residence. Quality and craftsmanship of a bygone era. Including quarter sawn oak floors, handmade doors, large custom windows, cedar lined closets, and 200 year oak trees, all on a beautiful double lot. Other features include: New dual-zone high efficiency HV/AC, new roof, tuck pointed brick, blue stone walk, large stone fire pit and patio, new fence, new bathrooms, wood shop "
* LISTED OVER 120 DAYS  * PRICE LOWERED - $647,999 TO $600,000 
$498,500
237 Prairie Avenue, Highwood IL 60040
4
BEDS
2
BATHS
2,880
SQFT
$173
$/SQFT
0.19
ACRES
1961
BUILT
"2 HOUSES ON THIS AWESOME PROPERTY!!!! Great 4 bed 2 bath brick Cape Cod with awesome 4 bed Coach house. 2 car garage, fenced in yard with great privacy for each home. The main house has lovely features including bright inviting living room, separate dining room, laundry in basement with plenty of storage. Coach house has a bedroom and laundry on the main floor and 3 additional bedrooms, kitchen, living room and bath on second floor. Great investment!!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $529,000 TO $498,500 
$489,000
19 RIENZI Lane, Highwood IL 60040
3
BEDS
2.1
BATHS
2,853
SQFT
$171
$/SQFT
2005
BUILT
"Historic Ft Sheridan with Highland Park Schools. Over 2800 sf of living space, 3 bedrooms up plus loft. Hardwood floors thru out first floor and stairway. Skylights and large windows offer endless lights. Updated kitchen features white cabinets, stone backsplash,granite, SS appliances including new refrigerator, and a center island. Kitchen opens to large open great room/dining room with beautiful gas fireplace. New plantation shutters and new windows on first floor. All look out to fabulous fen"
$450,000
122 Prairie Avenue, Highwood IL 60040
5
BEDS
2.1
BATHS
1900
BUILT
"Absolutely GORGEOUS!!! Spacious open floor layout. 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. Detached two car garage."
* PRICE LOWERED - $475,000 TO $450,000 
$430,000
246 South CENTRAL Avenue South, Highwood IL 60040
6
BEDS
5.1
BATHS
0.25
ACRES
1930
BUILT
"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 basement. 248 currently vacant. Owner pays Water, Garbage and Taxes. Convenient location close to town, train, schools, parks and wonderful Lake Michigan."
* LISTED OVER 120 DAYS 
$425,000
804 Euclid Court, Highwood IL 60040
6
BEDS
4.2
BATHS
1969
BUILT
"Excellent and well-maintained side by side brick & siding duplex. A turn-key investment opportunity, or live in one and rent the other! Both units have 2 exit/entrances. Culdesac location. The basement for both units is finished, with a full bathroom. Both have an additional room ideal for a home office, playroom, or any other of your ideas. Washer and dryer hookups. One side of the basement also includes a fireplace with carpet flooring."
* PRICE LOWERED - $450,000 TO $425,000 
$419,900
25 Clay Avenue Unit A, Highwood IL 60040
3
BEDS
2.1
BATHS
2,063
SQFT
$204
$/SQFT
2019
BUILT
"Webster Place offers (14) New Construction, 3-Story, Walk-Up Style Townhomes in Downtown Highwood. The Archer 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"
$419,900
25 Clay Avenue Unit G, Highwood IL 60040
3
BEDS
2.1
BATHS
1,950
SQFT
$215
$/SQFT
2019
BUILT
"Webster Place offers (14) New Construction, 3-Story, Walk-Up Style Townhomes in Downtown Highwood. The Dakota 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"
* LISTED OVER 120 DAYS 
$409,900
20 Webster Avenue Unit G, Highwood IL 60040
3
BEDS
2.1
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 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"
$409,900
20 Webster Avenue Unit A, Highwood IL 60040
3
BEDS
2.1
BATHS
2,063
SQFT
$199
$/SQFT
2019
BUILT
"Webster Place offers (14) New Construction, 3-Story, Walk-Up Style Townhomes in Downtown Highwood. The Archer End Unit 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 acc"
$399,900
25 Clay Avenue Unit D, Highwood IL 60040
3
BEDS
2.1
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"
$399,900
25 Clay Avenue Unit B, Highwood IL 60040
3
BEDS
2.1
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"
$399,900
25 Clay Avenue Unit E, Highwood IL 60040
3
BEDS
2.1
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"
$399,900
25 Clay Avenue Unit C, Highwood IL 60040
3
BEDS
2.1
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"
* LISTED OVER 120 DAYS 
$389,900
20 Webster Avenue Unit F, Highwood IL 60040
3
BEDS
2.1
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"
$389,900
20 Webster Avenue Unit C, Highwood IL 60040
3
BEDS
2.1
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"
$389,900
20 Webster Avenue Unit E, Highwood IL 60040
3
BEDS
2.1
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"
$389,900
20 Webster Avenue Unit B, Highwood IL 60040
3
BEDS
2.1
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"
* LISTED OVER 120 DAYS 
$315,000
504 North Central Avenue, Highwood IL 60040
3
BEDS
2
BATHS
1,167
SQFT
$270
$/SQFT
0.24
ACRES
1974
BUILT
"ONE OWNER QUALITY BUILT BRICK RANCH IN WONDERFUL HIGHWOOD ON THE NORTH SHORE. THIS WELL MAINTAINED HOME IS WARM AND INVITING WITH A LIVING ROOM, SEPARATE DINING ROOM, EAT IN KITCHEN, THREE BEDROOMS AND FULL BATH. HARDWOOD FLOORS. THERE IS A FULL BASEMENT WITH LAUNDRY, STORAGE, RECREATION ROOM AREA, WORKROOM AND FULL BATH. CLOSE TO SHOPPING, RESTAURANTS, PARKS, SCHOOLS, TRANSPORTATION AND WONDERFUL LAKE MICHIGAN. NOTE: THIS IS AN ESTATE AND SALE IS AS IS."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $335,000 TO $315,000 
$269,900
808 Euclid Court Unit 808, Highwood IL 60040
3
BEDS
1.1
BATHS
1,408
SQFT
$192
$/SQFT
1970
BUILT
"Adorable redone duplex. Only one side for sale with the option of purchasing the 2nd unit. Granite kitchen with all stainless steel appliances redone in 2015 with beautiful dark cabinets, new lighting and space for table & chairs. Hardwood flooring throughout entire unit. Home has first floor powder room, large living room that opens to dining area with sliding doors out to the large back yard. All bedrooms have nice closet space. Upstairs bath redone in 2008. Lower level is finished with famil"
* LISTED OVER 120 DAYS 
$250,000
28 South Central Avenue, Highwood IL 60040
4
BEDS
2
BATHS
1,800
SQFT
$139
$/SQFT
0.47
ACRES
1928
BUILT
"**********short sale subject to lenders approval**************** sold as is ."
* SHORT SALE 
$235,000
540 Green Bay Road, Highwood IL 60040
3
BEDS
2
BATHS
1,350
SQFT
$174
$/SQFT
0.12
ACRES
"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 $215,000. Features new front and back exterior doors, new basement windows and full unfinished basement. (Owner would prefer to sell both propert"
* NEW LISTING 
 
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