Highwood Real Estate, Homes and Condos for sale

All Highwood homes currently listed for sale in Highwood as of 07/20/2017 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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$839,900
15 Exmoor Court, Highwood IL 60040
6
BEDS
6
BATHS
4,368
SQFT
$192
$/SQFT
0.34
ACRES
2006
BUILT
"INCREDIBLE VALUE for this top quality built home at the end of a cul-de-sac on Highland Park/Highwood border overlooking Exmoor Country Club golf course. Beautiful mahogany floors gleam thruout both levels. Soaring ceilings, skylights & numerous windows provide natural light from every direction. Magnificent great room w/ adjoining traditional dining room provides elegant yet functional space to enjoy entertaining a crowd or just relaxing with the family. Apple trees,organic garden,numerous pere"
$739,900
779 Lyster Road, Highwood IL 60040
5
BEDS
5
BATHS
3,840
SQFT
$193
$/SQFT
0.20
ACRES
2001
BUILT
"Prestigious Ft. Sheridan location!!! Great Highland Park schools. Walk to lake, train and town. Private beautiful yard! Completely remodeled in 2016. Exquisite new kitchen. White cabinets, marble and quartz counters, Thermador appliances! Fabulous, light and bright home with large windows. Open floor plan, private guest en-suite. Architectural crown molding and details through out. African mahogany hardwood floors through out. Brand new wooden staircase. Baths- feature restoration hardware vani"
$725,000
170 Janes Loop, Highwood IL 60040
3
BEDS
3
BATHS
2,780
SQFT
$261
$/SQFT
0.23
ACRES
2003
BUILT
"Perfection!!! Fort Sheridan 15 year old customized brick ranch on beautiful quiet street near Lake Michigan beach. Move-in condition with annual high end updates. 6 Ft added to front of home offering gracious foyer and stunning Living Room with granite surround gas fireplace and spacious Dining Room. 10' ceilings, hardwood floors, recessed lighting, thermopane E Glass windows, custom window treatment throughout. Open Kitchen with bay window and breakfast area/ Family room with cust"
* PRICE LOWERED - $750,000 TO $725,000 
$699,900
6 East Endicott Lane, Highwood IL 60040
4
BEDS
4
BATHS
3,580
SQFT
$196
$/SQFT
0.22
ACRES
2000
BUILT
"New price! Gorgeous single family home with 1st floor master suite in prestigious Fort Sheridan! Stunning architectural details, custom moldings, fresh neutral decor & many upgrades throughout. Terrific open concept w/ large rooms, lofty ceilings & tall windows. A Chef's gourmet kitchen features professional grade stainless steel appliances, granite counters & separate breakfast room opens to a grand 2-story family room with marble fireplace & custom built-ins. Formal living room, and dining ro"
* PRICE LOWERED - $749,000 TO $699,900 
$693,000
86 Holabird Circle, Highwood IL 60040
4
BEDS
4
BATHS
3,600
SQFT
$192
$/SQFT
2000
BUILT
"..........................LOOK!!! FRESH LOOK, UPDATED!!!............................ BEAUTIFUL ALL BRICK COLONIAL ON CUL-DE-SAC IN LUXURIOUS FORT SHERIDAN SUBDIVISION, WALK TO LAKE MICHIGAN AND METRA. 3500+ SF. 2 STY FOYER W/MARBLE FLR & CUSTOM OAK CURVING STAIRWAY. FRESHLY PAINTED. HUGE KITCHEN W/GRANITE TOPS, JENNAIR APPLS,42 BROOKHAVEN MAPLE CABNTS. MASTER BTH W/JACUZZI+ SEP SHWR, SKYLIGHT. ENJOY HISTORIC LAKESIDE,GOLF COURSE!!!"
$649,000
697 Rienzi Lane, Highwood IL 60040
4
BEDS
3
BATHS
4,294
SQFT
$151
$/SQFT
1885
BUILT
"This luxury townhouse, located in Fort Sheridan, is a rehabbed Military Stable. An open floorplan combines kitchen, living and dining room space nestled around a wood burning fireplace. Hardwood flooring runs throughout the first floor. The kitchen features granite countertops, beautiful cabinetry and glass-tile backsplash. Four bedrooms including a spacious master as well as a first-floor bedroom with attached bathroom. A unique loft space surrounded by exceptional wrought iron railings ca"
* PRICE LOWERED - $699,000 TO $649,000 
$640,000
74 Holabird Loop, Highwood IL 60040
3
BEDS
3
BATHS
3,319
SQFT
$193
$/SQFT
0.19
ACRES
2000
BUILT
"This Beautiful Home with a First Floor Master and One of a Kind Floor Plan is in a Great Fort Sheridan Cul-De-Sac Location Backing up to an Open Nature Preserve and close to the Metra Train and Lake! Features Include, Custom Cabinets and Extensive Custom Moldings, Surround Sound System, Hardwood Floors, French doors, Fireplace, Volume Ceilings and a Dramatic 2 Story Window Overlooking The Paver Stone Patio and Professionally Landscaped Yard. The Sunny and Spacious Island Kitchen has a New Built"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $650,000 TO $640,000 
$589,000
778 Lyster Road, Highwood IL 60040
3
BEDS
4
BATHS
2,974
SQFT
$198
$/SQFT
"Ft. Sheridan Gorgeous townhouse. 3 bedrooms, 3 1/2 baths. Quality throughout, crown molding, Brazilian Cherry floors, travertine floors, granite and stone counters, plantation shutters, 11 ft. ceilings on 1st fl., vaulted ceilings on 2nd fl. Custom kitchen w/ granite counters and high end SS appliances like Wolf, Sub zero, and Viking. Breakfast bar overlooks dining room. Family room w/fireplace and plenty of natural light. Laundry room with cabinets and sink. 2nd fl. bedrooms all have hardwood f"
* PRICE LOWERED - $599,900 TO $589,000 
$589,000
852 Lyster Road, Highwood IL 60040
3
BEDS
3
BATHS
3,032
SQFT
$194
$/SQFT
0.20
ACRES
1893
BUILT
"Built in 1893 and designed by Holabird & Roche, Building 90 was a 2-family officers' quarters. When the Town of Fort Sheridan's historic buildings were offered for sale to the public, this building was magically transformed into a tremendously charming, gracious single family home with so many state-of -the-art features and beautiful architectural details, both old and new. If you love cooking and entertaining (or even if you just love fabulous kitchens!) , come see this! Commercial style Viki"
$514,900
83 Holabird Loop, Highwood IL 60040
4
BEDS
4
BATHS
3,862
SQFT
$133
$/SQFT
0.60
ACRES
1999
BUILT
"Calling all nature and historic lovers....if you are looking to move out of the big City, but do not want to give up city life, Fort Sheridan is ideal for you! Great restaurants/bars, beach access, trails for hiking and running, playgrounds and forest preserves within a short walk. The home has a family friendly floor plan w/4bedr/3.1 bath and open, airy, large living area with beautiful views to create a harmonious balance which connects the indoors to the outdoors,3 car garage, huge unfinished"
* NEW LISTING 
$499,000
780 DeRoo Loop, Highwood IL 60040
3
BEDS
3
BATHS
1999
BUILT
"Welcome to Fort Sheridan! This sun filled home sits on a quiet cul-de-sac street w/a terrific private backyard filled w/lush landscaping. The home features a dramatic 2 story great room overlooking the backyard perfect for entertaining. The large kitchen offers huge countertop space, ample cabinets, a breakfast bar & eating area, along w/a large pantry & 1st floor side by side washer & dryer. The spacious master-bedroom is complete w/2 large separate closets & the bathroom offers a large soaking"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $524,000 TO $499,000 
$399,000
128 Pleasant Avenue, Highwood IL 60040
5
BEDS
3
BATHS
2,745
SQFT
$145
$/SQFT
0.28
ACRES
1923
BUILT
"Lovely Mediterranean style villa exuding style and charm! Exceptional architectural details inside and out including high ceilings, lovely millwork, plaster moldings, bamboo flooring on main level, hickory floors on second level, dome ceiling in master bedroom and a true stucco exterior. Newer kitchen, baths, windows, electric, copper plumbing and mechanicals. Walk-out English basement features full bath, family room with gorgeous views of garden and cellar-like area to store your wine collec"
* PRICE LOWERED - $429,000 TO $399,000 
$399,000
25 RONAN Road Unit 102, Highwood IL 60040
2
BEDS
3
BATHS
1,400
SQFT
$285
$/SQFT
1934
BUILT
"Historic Fort Sheridan is the setting for this end unit with private entry on Lyster. The only unit in the building with a two car attached garage and separate third floor storage/exercise room. Enjoy a maintenance free lifestyle in this sophisticated, ranch style condominium with open floor plan, timeless appointments and abundant natural light. Truly a one of a kind offering in the Bakery!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $449,995 TO $399,000 
$395,000
233 Burchell Avenue, Highwood IL 60040
5
BEDS
3
BATHS
2,518
SQFT
$157
$/SQFT
0.26
ACRES
1908
BUILT
"Well-Maintained & Cared In Great Location! Wonderful Charm & Character. Nice Sized Kitchens With Plentiful Cabinets & Eating Area, Separate Dining Room & Spacious Living Area. 1st Floor Has A Master Suite With Walk-In Closet & Private Bath + 2 Additional Bedrooms & 1 Full Bath. 2nd Floor Has 2 Bedrooms +1 Bath. Hardwood Floors Thru-Out. Lovely Wood Moldings & Doors. Full Basement Has Laundry Area & Plenty Of Storage. Separate Utilities. Gorgeous Adjacent Yard With Large Brick Paver Patio. 2 Car "
$379,000
152 Highwood Avenue, Highwood IL 60040
4
BEDS
2
BATHS
2,093
SQFT
$181
$/SQFT
1925
BUILT
"Charming red brick Colonial with a white picket fence! Wonderful in-town location, close to train, parks, schools, and Lake Michigan! Large, bright rooms with hardwood floors; Living room with fireplace; separate Dining Room; Sun Room; First floor bedroom/office, spacious Kitchen & updated full Bath complete the first floor. Second floor has three large bedrooms, great closets and full updated hall bath. 2 car detached garage. Freshly painted, crown moldings, newer windows and tall ceilings"
$299,000
26 South Central Avenue, Highwood IL 60040
5
BEDS
2
BATHS
1,872
SQFT
$160
$/SQFT
0.36
ACRES
1923
BUILT
"Spacious 2 story with in-law suite on 2nd floor. Located at the south end of Highwood on a large, lovely corner lot of over a 1/3 acre (15,742 sq. ft.). Adjacent to 28 Central which is also for sale & on 1/2 acre lot. Space is currently rented on a month-to-month lease. 1st floor includes 7 rooms with 3 bedrooms & 1 bath. The smaller 2nd floor in-law suite with a separate entrance has 4 rooms including 2 bedrooms, 1 bath. Basement is full, 2 car garage is attached, very wide shared drive wit"
* LISTED OVER 120 DAYS 
$260,000
222 Highwood Avenue, Highwood IL 60040
2
BEDS
2
BATHS
921
SQFT
$282
$/SQFT
1924
BUILT
"This charming home has been very well maintained. All natural hardwood floors are in beautiful condition. The 2nd floor bath has been totally renovated. Enjoy the summer evenings on the front porch. Plenty of space in the 3 car garage. The owners have loved the proximity to restaurants and train, comfortable neighborhood, low taxes."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $280,000 TO $260,000 
$229,900
249 Evolution Avenue, Highwood IL 60040
3
BEDS
2
BATHS
0.14
ACRES
1939
BUILT
"CHARMING BRICK CAPE COD WITH A LOT OF POTENTIAL! HOME FEATURES A NICE DEEP LOT, 3 BEDROOMS, HARDWOOD FLOORS! GREAT LOCATION! HOME IS BEING SOLD AS-IS"
* NEW LISTING 
$229,000
219 WESTERN Avenue, Highwood IL 60040
4
BEDS
3
BATHS
1,558
SQFT
$147
$/SQFT
0.08
ACRES
1956
BUILT
"HIGHWOOD CAPE COD NEEDS A BUYER WITH VISION. PROPERTY SOLD AS IS. PER CITY OF HIGHWOOD. MUST BE CONVERTED BACK TO SINGLE FAMILY HOME. NICE LOT. PHOTOS SHOWN WERE TAKEN 2010. ** PIN#1615408019= $123.82; PIN #1615408050=$74.44 ***PLEASE NOTE: ALL FOUR PIN NUMBERS = $5,528.67 ***"
* PRICE LOWERED - $249,000 TO $229,000 
$225,000
237 High Street, Highwood IL 60040
4
BEDS
1
BATHS
1,814
SQFT
$124
$/SQFT
0.15
ACRES
1930
BUILT
"Completely renovated home close to downtown Highwood! Newer kitchen and bath! Newer windows! Recently painted exterior! Newer carpet! Hardwood floors! Enclosed porch! Located close to school, restaurants, shopping, and transit! INVESTORS! Home is currently rented with long-term tenants (since 2012) for $1,500 through July 2017. Lease is auto-renewing and automatically renews for a year upon expiration. Tenant pays all utilities."
* PRICE LOWERED - $250,000 TO $225,000 
$158,000
221 Prairie Avenue Unit 4, Highwood IL 60040
2
BEDS
1
BATHS
1981
BUILT
"Investors or First Time Buyers. Great location! Great value! Close to schools, town center, restaurants, Metra station. This 2 bedroom, 1 bathroom condo has stainless steel appliances, in unit laundry, fireplace, new family, and 2 parking spaces. The location allows you to enjoy all the night life and festivals Highwood has to offer through out the year. Must see. New floors just installed June 2017, and hot water heater installed in 2015."
* PRICE LOWERED - $159,000 TO $158,000 
$153,000
430 LAKE VIEW Avenue Unit 4B, Highwood IL 60040
2
BEDS
2
BATHS
1,170
SQFT
$131
$/SQFT
1980
BUILT
"Don't miss this spacious, TOP FLOOR unit in the heart of Highwood! Priced to sell and freshly painted throughout, this condo features a charming living room with brick fireplace and sliders to balcony; separate dining room; clean white kitchen; large master bedroom with private master bath and walk-in closet; additional 2nd bedroom with great closet space and hall bath. MOVE-IN READY! Elevator building! Convenient laundry room on each floor; 1 car parking space in heated garage plus extra sto"
* PRICE LOWERED - $163,000 TO $153,000 
 
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