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Highwood Real Estate, Homes and Condos for sale

All Highwood homes currently listed for sale in Highwood as of 02/25/2020 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
790 LYSTER Road, Highwood IL 60040
3
BEDS
3.1
BATHS
2,800
SQFT
$241
$/SQFT
"Ideally located and distinctive end unit town-home in Fort Sheridan. Originally, Officers Quarters, boasts 11ft. ceilings, soaring arched windows and streams natural light throughout. Easy spacious floor plan with first floor laundry room and storage, powder room and access to private yard and brick paved patio w/gas line perfect for grilling and entertaining + 2 car attached garage and fenced yard! First floor features hardwood floors, recessed lighting and built-in surround sound. Maple cab"
* NEW LISTING 
$599,900
775 Endicott Road, Highwood IL 60040
4
BEDS
3.1
BATHS
3,798
SQFT
$158
$/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 - $625,000 TO $599,900 
$555,000
23 PRALLS Loop, Highwood IL 60040
4
BEDS
3.1
BATHS
2,890
SQFT
$192
$/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"
* PRICE LOWERED - $575,000 TO $555,000 
$519,900
724 Deroo Loop, Highwood IL 60040
4
BEDS
3.1
BATHS
3,716
SQFT
$140
$/SQFT
0.22
ACRES
2000
BUILT
"BANK OWNED DISTRESSED SALE!!! BRING ANY AND ALL OFFERS!! SELLER WILL CONSIDER!! DONT LET THE PHOTOS KEEP YOU AWAY. POTENTIAL, POTENTIAL, POTENTIAL!! WONDERFUL COLONIAL ON A FABULOUS LOT IN BEAUTIFUL FORT SHERIDAN! HOME FEATURES, VAULTED CEILINGS IN LIB. OPEN FLOOR PLAN. HARDWOOD FLOORS, SPACIOUS KITCHEN, GREAT DECK, AND LARGE BACKYARD FOR ENTERTAINING. THIS HOME NEEDS WORK, BUT THIS IS THE OPPORTUNITY YOU HAVE BEEN WAITING FOR TO PERSONALIZE EVERY ROOM WITH YOUR OWN DECORATING IDEAS AND FINISHES"
* PRICE LOWERED - $529,000 TO $519,900 
$499,000
740 DeRoo Loop, Highwood IL 60040
3
BEDS
3.1
BATHS
2,708
SQFT
$184
$/SQFT
0.21
ACRES
2000
BUILT
"Fantastic flowing floor plan in this architecturally designed, rarely available 3 bedroom single family home in Fort Sheridan. Flexible floor plan includes light-filled living room which could be turned into 4th bedroom or office. Gracious formal dining room with southern facing windows. Spacious kitchen with granite counters, stainless steel appliances, large island with seating, separate breakfast area and generous pantry. Kitchen opens to beautiful family room with volume ceilings, fireplace,"
$415,000
697 Lyster Road, Highwood IL 60040
3
BEDS
3.1
BATHS
2,560
SQFT
$162
$/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"
$409,900
20 Webster Avenue Unit G, Highwood IL 60040
3
BEDS
3.1
BATHS
1,991
SQFT
$206
$/SQFT
2019
BUILT
"Introducing The Dakota End Unit*Upgraded And Gorgeous*2000 Square Feet*Now Is The Time For You To Buy In The Exploding Community Of Highwood Before It's Too Late*Groundbreaking New Construction Townhomes At An Exceptional Price*Be The First To Live In These Modern*Open Concept 3 Bedroom/2.5 Bath Units*Stylishly Designed*Loads Of Windows*Premium Finishes*42'Cabinets*Quartz Countertops*Subway Tile*Frigidaire Stainless Appliances*Large Island And Breakfast Area*Lower Level Family Room*Den Or Office"
$389,900
20 Webster Avenue Unit C, Highwood IL 60040
3
BEDS
3.1
BATHS
1,791
SQFT
$218
$/SQFT
2019
BUILT
"Introducing The Camden Model At Webster Place*Gorgeous Finishes Here*Now Is The Time For You To Buy In The Exploding Communitiy Of Highwood Before It's Too Late*Groundbreaking New Construction Townhomes At An Exceptional Price*Be The First To Live In These Modern*Open Concept 3 Bedroom/2.5 Bath Units*Stylishly Designed*Loads Of Windows*Premium Finishes*42'Cabinets*Quartz Countertops*Subway Tile*Frigidaire Stainless Appliances*Large Island And Breakfast Area*Lower Level Family Room*Den Or Office*"
$389,900
20 Webster Avenue Unit B, Highwood IL 60040
3
BEDS
3.1
BATHS
1,791
SQFT
$218
$/SQFT
2019
BUILT
"Introducing The Camden Model At Webster Place*Gorgeous Finishes Here*Now Is The Time For You To Buy In The Exploding Communitiy Of Highwood Before It's Too Late*Groundbreaking New Construction Townhomes At An Exceptional Price*Be The First To Live In These Modern*Open Concept 3 Bedroom/2.5 Bath Units*Stylishly Designed*Loads Of Windows*Premium Finishes*42'Cabinets*Quartz Countertops*Subway Tile*Frigidaire Stainless Appliances*Large Island And Breakfast Area*Lower Level Family Room*Den Or Office*"
$335,000
504 N Central Avenue, Highwood IL 60040
3
BEDS
3.1
BATHS
1,167
SQFT
$287
$/SQFT
0.24
ACRES
1974
BUILT
"RENTAL INVESTMENT PROPERTY. GREAT SINGLE FAMILY HOME. CURRENTLY RENTED UNTIL JULY 31, 2021. 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. "
* NEW LISTING 
$275,000
145 Highwood Avenue, Highwood IL 60040
2
BEDS
3.1
BATHS
1,596
SQFT
$172
$/SQFT
0.09
ACRES
1930
BUILT
" Move right in to this beautifully rehabbed and remodeled energy efficient two bedroom, two bath ranch home! Open floor plan features living room with built-ins for media, bookshelves & more, dining area, and kitchen offering all new 36' cabinets, stainless steel energy efficient appliances and granite countertops. Wood laminate floors throughout first floor. Master bedroom with private master bath plus second bedroom with second full bath. Nicely finished basement with family/recreation room, l"
$260,000
341 Highwood Avenue, Highwood IL 60040
2
BEDS
3.1
BATHS
1,136
SQFT
$229
$/SQFT
1951
BUILT
"Welcome Home to this beautiful brick ranch situated in a great location! Spacious rooms and natural lighting throughout! Rear brick patio overlooking fenced-in yard! Large basement offers additional space for all of your storage needs! This one has it all and won't last long, so come and take a look today! Choose FHA financing to qualify for $100 down payment. Ask your agent for details. SOLD AS-IS. Equal Housing Opportunity."
 
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