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14 Highwood, IL Real Estate Listings

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$185,000Est. Payment
2 Beds | 1 Bath | 800 Sqft
221 Prairie Avenue #6, Highwood, IL 60040
House For Sale

Nothing On The Market At This Price Point in Highwood! End Unit and Absolutely Move in Condition On This Updated All Brick Condo! 2 Bedrooms With 1 Bath and 2 Parking Spots. Kitchen Has Stainless/Black Appliances and Brand New Dishwasher! Newer Carpet and Floorings Replaced. Super Large Living/Great Room With Lots Of Windows For Lots Of Lighting. Master Bedroom With Corner To Corner Closet and Second Bedroom Used For Office But Is Light and Bright. Bath Has Been Remodeled As Well. Laundry Area in Unit. Walking Distance To Downtown, Train and Shopping. School Is Right Across The Street. Balcony, Sitting Area , Small Yard in The Back. Association Is in Good Shape With Money in Escrow , No Plans To Go Up On The Assocation Monthly Fees. This One Is A Honey For The Money Just Waiting For New Owners.

$625,000Est. Payment
2 Beds | 2 Baths | 1,896 Sqft
848 Stables Court E #848, Highwood, IL 60040
Condominium For Sale

Pristine sought after unit in the stables. Outside entry, breathtaking high end interior ($60,000 in upgrades!), att. private 2 car gar, private fenced backyard w/patio. Only 4 stairs in the entire home! Nearly 1900 sq.ft, 14' ceilings w/original beams .Chef's kitchen with Cherry cabinets, SS apps and granite counters and island. Spacious family room w/custom cherry built-ins. Tremendous storage Ft. Sheridan splendor outside your door!

$9,000

Jonathan Ernest

$650,000Est. Payment
4 Beds | 5 Baths | 3,816 Sqft
38 Holabird Loop, Highwood, IL 60040
House For Sale

Beautiful spacious home in historic Fort Sheridan. Walking distance to fabulous Highwood restaurants, and 5 minute walk to the Metra. Sparkling white kitchen with granite counter tops, large kitchen island opens to great room with cozy fireplace. Large dining room perfect for entertaining, bright living room open to grand foyer. A generous sized powder room and office complete this main level of living. Master bedroom with spa like bathroom includes whirlpool tub, shower with body sprays, and double sinks. Private guest suite with a full bath, plus 2 bedrooms with a jack and jill bathroom. Huge finished lower level with Rec room and full bath add another 1050 sq. feet. Lovely fenced in backyard with a paver patio, professional landscaping, and a brand new fence. For more information on this property, contact the listing agent, Jonathan Ernest at (847) 234-2500 or [email protected]

$650,000Est. Payment
4 Beds | 4 Baths | 3,145 Sqft
4 Rienzi Lane, Highwood, IL 60040
Condominium For Sale

Stunning Fort Sheridan townhome with first floor main bedroom + full bathroom! Total 4 bedrooms + lofted office, and 3.1 bathrooms, 2 car attached heated garage. First floor laundry, amazing closet space, bright open living room and spacious kitchen w/double oven, gas range, granite counters ss appliances, Brazilian cherry floors, fantastic natural light, end unit townhome with private enterance. Fully renovated in 2006. 2nd floor includes additional main bedroom suite and bedrooms 3+4 share a pass through bathroom. More features include vaulted ceilings, skylights, travertine/marble bathrooms, gas fireplace with slate surround, new washer/dryer and furnace replaced 2015 + outside space for a grill. No sub association HOA only Master Fort Sheridan HOA dues, $278 per quarter + $360/year Keith security for fire monitoring system. Amazing neighborhood community nestled along Lake Michigan and part of Chicago's premier North Shore community. Neighborhood amenities include beach access, several bike and walking trails, hundreds of acres of Openlands and Forest Preserve scenic nature paths. Walking distance to downtown Highwood restaurants, festivals, farmers market and the metra. A gorgeous neighborhood year-round.

$650,000Est. Payment
4 Beds | 4 Baths | 3,072 Sqft
42 Holabird Loop, Highwood, IL 60040
House For Sale

This home is located at 42 Holabird Loop Highwood, IL 60040 US and has been listed on Homes.com since 2 March 2021 and is currently priced at $650,000, approximately $212 per square foot. This property was built in 2000. 42 Holabird Loop is within the school district(s) North Shore School District 112 and Twp High School District 113 with nearby schools including Wayne Thomas Elementary School, Northwood Junior High School, and Highland Park High School. Similar properties nearby are <a href="/property/20-exmoor-ct-highwood-il-60040/id-600014712971/">20 Exmoor Ct</a>, <a href="/property/233-niles-ave-lake-forest-il-60045/id-600014709912/">233 Niles Ave</a>, <a href="/property/4-rienzi-ln-highwood-il-60040/id-600014710976/">4 Rienzi Ln</a>, <a href="/property/841-deerfield-rd-highland-park-il-60035/id-600014716452/">841 Deerfield Rd</a>, <a href="/property/1595-little-john-ct-highland-park-il-60035/id-600014714633/">1595 Little John Ct</a>, <a href="/property/3550-patten-rd-highland-park-il-60035/id-600014710764/">3550 Patten Rd</a>, <a href="/property/1451-harlan-ln-lake-forest-il-60045/id-600014709609/">1451 Harlan Ln</a>, <a href="/property/1032-mar-lane-dr-lake-forest-il-60045/id-600014708928/">1032 Mar Lane Dr</a>, <a href="/property/1725-cavell-ave-highland-park-il-60035/id-600014715032/">1725 Cavell Ave</a>, and <a href="/property/496-e-illinois-rd-lake-forest-il-60045/id-600014666383/">496 E Illinois Rd</a>.

$610,000Est. Payment
4 Beds | 4 Baths | 2,916 Sqft
20 Exmoor Ct, Highwood, IL 60040
House For Sale

This home is located at 20 Exmoor Ct Highwood, IL 60040 US and has been listed on Homes.com since 26 January 2021 and is currently priced at $610,000, approximately $209 per square foot. This property was built in 1984. 20 Exmoor Ct is within the school district(s) North Shore School District 112 and Twp High School District 113 with nearby schools including Wayne Thomas Elementary School, Northwood Junior High School, and Highland Park High School. Similar properties nearby are <a href="/property/20-exmoor-ct-highwood-il-60040/id-600014712971/">20 Exmoor Ct</a>, <a href="/property/233-niles-ave-lake-forest-il-60045/id-600014709912/">233 Niles Ave</a>, <a href="/property/11-turnbull-woods-ct-highland-park-il-60035/id-600014728884/">11 Turnbull Woods Ct</a>, <a href="/property/4-rienzi-ln-highwood-il-60040/id-600014710976/">4 Rienzi Ln</a>, <a href="/property/535-shannon-rd-deerfield-il-60015/id-600014726315/">535 Shannon Rd</a>, <a href="/property/1014-brookside-ln-deerfield-il-60015/id-600014724321/">1014 Brookside Ln</a>, <a href="/property/841-deerfield-rd-highland-park-il-60035/id-600014716452/">841 Deerfield Rd</a>, <a href="/property/1595-little-john-ct-highland-park-il-60035/id-600014714633/">1595 Little John Ct</a>, <a href="/property/3550-patten-rd-highland-park-il-60035/id-600014710764/">3550 Patten Rd</a>, and <a href="/property/1078-ridge-rd-highland-park-il-60035/id-600014719520/">1078 Ridge Rd</a>.

$10,000
$459,000Est. Payment
2 Beds | 2 Baths | 1,783 Sqft
806 Stables Court, Highwood, IL 60040
Condominium For Sale

Fort Sheridan maintenance free stable! All 1 level living, ranch style townhome with dramatic vaulted ceilings and open floor plan. Original historic beams and trusses. Hardwood floors, granite kitchen counters, black appliances, private patio and yard, attached 2 car garage. Make this space your own by adding your unique style to this impressive property. 2 bedrooms, 2 bathrooms, large closets, room for an office. East views overlooking the ravine. HOA, $446/month, maintains the alleyway, driveways, roof and gutters, snow removal and partial exterior maintenance + $30/month fire safety assessment. New roof (2019) and healthy reserves (approx $30,000). A community playground is also right across the street. Live in an incredible neighborhood with amazing amenities and historic significance. Easy access to the beach, numerous nature trails, the metra, and the downtown Highwood restaurant district. It's like living in a beautiful park-like setting year round. Photos are virtually staged.

$10,000
$849,000Est. Payment
4 Beds | 5 Baths | 4,466 Sqft
78 Ronan Road, Highwood, IL 60040
House For Sale

Rarely available. One of 19 single family homes surrounding an idyllic and tranquil 4.5 acre meadow and pond. Entertain with ease in this gracious residence. As you enter the home through an arched mahagony door, your eyes will be drawn to the great room, complete with soaring ceiling and windows providing an abundance of natural light, accompanied by a formal dining room and high end chef's kitchen. The adjoining breakfast room opens to a brick patio. This open concept designed home also has intimate cozy spaces. Everyone can find a spot to call their own, whether it be in the heated all season room overlooking the meadow, curled up by the fireplace with a book and a cup of hot chocolate in the den or busily working in the first floor office. Relax and unwind in your luxurious master suite, complete with remodeled master bath. The master bath has a jacuzzi, separate glass shower, two vanities and two generous walk-in closets. To complete the master suite is an inspiration room, yoga room,....your whatever room you desire. The inspiration room opens to a lovely balcony, overlooking the meadow. In your inspiration room you can sit on the balcony or look out the window and let the beauty of nature calm the spirit and mind so you can become inspired. There are also three additional bedrooms on the second floor, one with en suite bath, two with a shared Jack & Jill bath, all with walk-in closets. The freshly painted, superbly finished lower level is the perfect place to escape and watch a movie and relax with friends. Complete with full bath, exercise room and storage. Steps away from hiking, biking and walking trails through the Forest Preserves and Openlands shoreline. Walking distance to the Metra and Highwood's fabulous restaurant district. Don't miss this one. There won't be another one like it!

$50,000
$245,000Est. Payment
0.25 Acres
27 Prairie Avenue, Highwood, IL 60040
Lots Land For Sale

Located between Chicago Northshore premier communities of Lake Forest and Highland Park. Rarely available cleared lot in sought after Highwood area close to main roadways 41 & 22. Approximately 28 miles to Chicago Loop and O'Hare. Near 2 trains stations, great schools, top restaurants, Lake Michigan beaches, parks, bike and walking trails. Enjoy all the North Shore has to offer!! Perfect location for a new construction on a desirable corner lot.

$1,340+/mo
1-3 Beds | 1-2 Baths | 571+ Sqft
634 Sheridan Rd, Highwood, IL 60040
Apartment For Rent

Now offering in-person, virtual & self-guided tours by appointment! To help stop the spread of COVID-19, face masks are required. Reach out to us today as helping you find the perfect home remains our priority! Nestled between affluent Lake Forest and Highland Park, Arrive North Shore is located in vibrant downtown Highwood and offers a unique opportunity to live on Chicago's scenic North Shore, just minutes away from Downtown Highwood shops and restaurants and Fort Sheridan Metra Stations. Our newly restyled apartment homes are equipped with deluxe kitchens, generous living spaces, and private patios. You'll be delighted with our amenities that include a state-of-the-art fitness center, intercom system in each building, laundry on every floor, and bike storage. At Arrive North Shore, we provide more than a place to live; we offer a lifestyle! Visit our photo gallery or give us a call to schedule a personal tour and open the door to a new way of living!

$9,816Est. Payment
-- Beds | -- Baths | -- Sqft
Highwood, IL 60040
House For Sale

Bank owned foreclosure Single Family Home features great opportunity. Bank-Owned Foreclosures can offer opportunities to purchase properties at attractive prices.

$72,214Est. Payment
-- Beds | -- Baths | -- Sqft
Highwood, IL 60040
House For Sale

Pre-Foreclosure Single Family Home features great opportunity. Pre-foreclosures can offer opportunities to purchase properties at attractive prices.

$425,400Est. Payment
-- Beds | 4 Baths | 3,108 Sqft
Highwood, IL 60040
House For Sale

3108 sq ft. Pre-Foreclosure Single Family Home features 4 bathrooms. Pre-foreclosures can offer opportunities to purchase properties at attractive prices.

$393,136Est. Payment
-- Beds | -- Baths | -- Sqft
Highwood, IL 60040
House For Sale

Pre-Foreclosure Single Family Home features great opportunity. Pre-foreclosures can offer opportunities to purchase properties at attractive prices.

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