276 Highland Park, IL Real Estate Listings

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$250,000Est. Payment
3 Beds | 2 Baths | 1,800 Sqft
1287 Ridgewood Drive, Highland Park, IL 60035
House For Sale


$899,900Est. Payment
4 Beds | 5 Baths | 3,500 Sqft
1925 Southland Avenue, Highland Park, IL 60035
House For Sale

Custom built, all brick, 5bd, 4.1 bath home. Two-story foyer leading to family room with gas/wood burning fireplace. Hardwood and travertine floors throughout first & second level. Conveniently located first-level office. Spacious kitchen includes granite countertops, high-end appliances - dual Sub-Zero, Thermador, Bosch, ample cabinetry, cozy breakfast room. Butler's pantry with wet bar. Adjacent to the kitchen is a mudroom. The upstairs master suite has "his & her" walk-in closets, large marble and granite bathroom with double sinks, a spacious steam shower, and a whirlpool. 3 additional upstairs bedrooms include 1 ensuite and a shared full bath. Amazing finished basement features 5th sun-filled bedroom, huge recreation room with travertine fireplace, office, full bath, laundry, and storage galore. Large fenced yard with beautiful wood deck and pergola, underground sprinkler system, dog run. Additional features of this incredible house include intercom, alarm, central vac, 2 HVAC systems, backup generator, top of the line whole house water filtration system, whole house no delay hot water system, surround sound. Highly rated Deerfield or Highland Park high school.

$390,000Est. Payment
3 Beds | 2 Baths | 1,684 Sqft
653 Vine Avenue, Highland Park, IL 60035
House For Sale

Bring your imagination and FALL IN LOVE with this charming 3 bedroom 1.1 bath turn of the century farm house with an additional 2 bedroom 1 bath cottage at the back of the lot; perfect for in-law, live-in or tenant. GREAT BONES, dry basement, HUGE CLOSETS and some beautiful ORIGINAL FEATURES like face-nailed hardwood floors and plaster walls. Seller improvements include Nest thermostat, new Pella windows and sliding doors in the family room (2015), new Pella kitchen windows and ceiling (2015), Bosch dishwasher (2015), new cooktop (2020), corn-based foam insulation sprayed in the basement and cottage cellar. VERY QUIET location close to hospital, Sunset Park, schools, downtown HP and train. Sold As-Is.

$435,000Est. Payment
3 Beds | 3 Baths | 1,214 Sqft
814 Pleasant Avenue, Highland Park, IL 60035
House For Sale

Jewel box of a ranch just 1.5 blocks from the Ravinia business district. Full of updates! White 2015 kitchen with quartz counters, subway-tile backsplash, atrium window, undercabinet lighting & stainless appliances. The main-floor full bath was updated with quartz counters in 2020; the terrific lower-level second full bath was brand new in 2018. Three bedrooms include one with an en-suite half-bath. Immaculately maintained with new roof, refinished hardwood floors, and new furnace in 2015; and new stone front walkway and new Whirlpool side-by-side washer & dryer in 2020. Lovely home in coveted Ravinia school district and an ideal location close to shopping/restaurants/train.

$1,300,000Est. Payment
5 Beds | 5 Baths | 5,000 Sqft
363 Aspen Lane, Highland Park, IL 60035
House For Sale

Stunnning East HP Greta Lederer contemporary completely rehabbed from 2016 until 2021. Situated on a perfectly landscaped 1/2 acre lot this 5 bedroom,4.5 bath home is beyond cool. Featuring a cook's kitchen that was just put in as of April 2021 with gorgeous custom cabinets, island, high end appliances, wine cooler and many high tech features with quartz counter tops. An eating area custom built in with plush seating for at least 7 people as well as an open floor plan that showcases new hardwood flooring on 3 levels. The lower level is finished with additional bedroom and bath plus & Sauna. Master Suite is 1000 sq ft w/sitting room, walk in closet and spacious bath with double sinks, tub & shower. Upstairs baths are new as well as lower level bathroom. Brand new mud room, all new lighting, picture windows along the front of the home, alarm system, exterior brick and stone on the home's front as well as a new driveway. This fabulous contemporary showcases the family room off the kitchen which leads to sliders opening to the raised deck overlooking an expansive fully fenced yard. Tons of light throughout. This really is a special home with roughly 5000 sq ft of space. Lots of natural light t/o so no need for lights during the day. Nothing to do here but move in. Close to hwy 41, Botanic gardens, shopping & schools.

$575,000Est. Payment
4 Beds | 3 Baths | 2,223 Sqft
1465 Oakwood Avenue, Highland Park, IL 60035
House For Sale

Adorable in town move in ready charming home with tons of character. Brand new 2 full Bathrooms designed to the 10's! Open kitchen with granite counters, stainless steel appliances with lots of cabinet space all opens to family room. First floor has 4th bedroom or office and full bath. 3 super large bedroom upstairs. New landscaping with custom deck overlooks very large yard. Over sized large 2 car garage. New roof installed in 2017. Full basement great for rec room or lots of storage.

$825,000Est. Payment
5 Beds | 4 Baths | 4,800 Sqft
3437 Old Mill Road, Highland Park, IL 60035
House For Sale

You will love the flowing floor plan, hardwood floors, and natural light in this 5 bedroom, 4 bathroom home. A spacious kitchen with center island and separate eating area features large windows overlooking the expansive back yard with mature trees and thoughtful landscaping. A cozy library/study with fireplace flows off of the kitchen, and a useful butler's pantry leads to the dining room. The family room has a wall of built-ins and leads to a lovely wrap-around deck. A stunning two-sided fireplace separates the family room from the bright living room. An in-law suite with its own private entrance as well as a kitchen and full bathroom, could also be used as a recreation room. With generous room sizes, large windows, extra storage and 2 fireplaces, this house has so much to offer. In addition to the large yard, the outdoor space includes a wrap around cedar deck, patio, fire pit, exterior speakers, & a tree house with zip line! NOTE THERE ARE 2 PIN #'s.


Kelly Dunn Rynes

$449,000Est. Payment
2 Beds | 2 Baths | 1,744 Sqft
1353 Golf Avenue, Highland Park, IL 60035
House For Sale

This recently remodeled, robustly built brick ranch is located in a private Highland Park subdivision near Sunset Valley golf course. Great location with walking distance to downtown HP! Great alternative to condo/townhouse living with little maintenance, NO assessments here, & low taxes. One of the most private lots in the subdivision, this plat boasts a wide variety of flowers, plants, & birds with mature landscaping throughout. Accentuating the yard are a bluestone patio, gardening shed, newer fencing & irrigation system with zone controller. A newly paved driveway was also installed in 2020. This home has new copper plumbing, new hot water tank, high end Wolf range, & Bosch kitchen and laundry appliances, new cabinets with custom trim work, updated lighting fixtures, high-end granite counter tops with stainless steel sink and upgraded faucet, updated electrical breaker panel, solid oak doors with new hardware, hardwood flooring, two new bathrooms, two fireplaces, 2.5 car garage with upgraded lighting inside and out. This home is perfect for the entertainer, nature lover, & gardener alike with tons of quality updates that will last for years to come!

$1,200,000Est. Payment
5 Beds | 4 Baths | 4,487 Sqft
2600 Saint Johns Avenue, Highland Park, IL 60035
House For Sale

One of a kind! English country home set on spectacular 1 acre with glorious ravine views, close to town, schools, train, and Lake. Exceptional curb appeal and architectural detail throughout- generous room sizes, wonderful renovations (kitchen, baths, lower level), hardwood floors throughout, beamed ceilings, fresh neutral decor, and an ideal floor plan. First floor features welcoming foyer, spacious living room with fireplace, entertainment sized dining room and study with beautiful built-ins. Fabulous eat-in cook's kitchen with custom Woodmode cabinetry, butcherblock island, soapstone counters, Sub-Zero fridge, 48" Viking range, Fisher Paykel dishwasher, Bosch microwave, Miele Espresso maker, and wet bar with undercounter fridge. Two delightful screened porches with amazing ravine views. The second floor, accessible by front and rear stairway, has 5 bedrooms and 3 full baths- luxurious primary suite with limestone European style bath with soaking tub, shower, heated floors and adjacent custom closet/dressing room. Four additional bedrooms, a sunroom, and 2 remodeled full baths complete the 2nd level. The renovated lower level features a large rec/media room with vinyl wood flooring, wine room, workshop, laundry area, with new LG washer/dryer, and tons of storage. Quality construction, slate roof and copper gutters, updated 400 AMP electric, many newer mechanicals, 2 car attached heated garage, Expansive lot with plenty of table land, circular driveway, and gorgeous views every season of the year. A forever home that works perfectly for today's lifestyle. September possession preferred.

$1,625,000Est. Payment
4 Beds | 4 Baths | 4,389 Sqft
1547 Knollwood Lane, Highland Park, IL 60035
House For Sale

Majestic ravine views abound from this custom home on one of the most coveted East Highland Park streets. This 4 bedroom, 4 bath home by Cohen/Hacker architects on a 1/2 acre is tastefully designed with only the most sublime finishes. First floor features large living room with custom mosaic fireplace and built-ins along with picturesque bay window. Formal dining room with French doors and built-ins is filled with natural light that captures amazing views. Cook's kitchen complete with custom inset white cabinetry, slate flooring, honed granite counters, custom backsplash, farmhouse sink, professional stainless-steel appliances (Sub-Zero, Viking, Miele), large eating area plus French doors open to a deck. Family room has access to the incredible outdoor deck as well. Mudroom with storage located off 3 car tandem garage. First floor full bathroom and private office nook. Second floor features primary suite with large sitting room and 2 walk-in organized closets. Serene white marble bath with double vanities, built-in medicine cabinets, whirlpool tub, shower with steam/multiple body sprays and commode closet. 3 additional large bedrooms utilize 2 hall updated baths. Large second floor laundry room. Lower level complete with huge recreation room and storage. House has been freshly painted. Professionally landscaped property with unbelievable ravine views plus nice sized side yard. This home is a dream!

$1,299,900Est. Payment
6 Beds | 5 Baths | 7,567 Sqft
2333 Tennyson Lane, Highland Park, IL 60035
House For Sale

Expansive 7600 Square Foot Contemporary Home On Almost An Acre Of Land! Truly Serene Setting! This Home Opens To A Beautiful Foyer With A Grand Dual Staircase and Versatile Floor Plan With Large Rooms. Cathedral Ceilings and Hardwood Floors Throughout The Main Floor. Gourmet Contemporary Kitchen With Custom Cabinetry, High End Finishes, Top Of The Line Appliances, Including Subzero Fridge, Double Oven, Two Dishwashers, and A Large Island With Seating Area. Large Picture Windows Throughout Kitchen With Separate Breakfast Area Overlooking The Spectacular Completely Fenced Backyard With In-Ground Pool, Hot Tub, Basketball Court, Separate Fire Pit Area, Patio, Butterfly Garden, and Professional Landscaping. Perfect For Outdoor Entertaining. First Floor Also Includes A Large Separate Dining Room, Living Room, Billiards Room, Family Room With Dual Fireplaces and Floor To Ceiling Built Ins, Den, Office, Laundry Room, and An In-Law Suite With Full Bath. Upstairs Are An Additional Five Large Bedrooms With Jack and Jill Baths. Master Bedroom Suite Has Large Walk-In Closets. Gracious Master Bath With Double Vanity, Spa Tub, and Separate Steam Shower. Additional Upstairs Workout Room. Four New Furnaces and Three New Air Conditioners. Additional 2000 Square Feet Unfinished Basement With Endless Possibilities. Attached Three Car Heated Garage. High Efficiency Home With Zoned Heating and Air. This Is A Must See Home.

$635,000Est. Payment
3 Beds | 4 Baths | 3,314 Sqft
345 Brownville Road, Highland Park, IL 60035
House For Sale

Charming home in East Highland Park with hardwood flooring throughout the entire house. Light and bright with loads of windows some of which are new. Kitchen needs to be redone but the space is there ready for your ideas. Formal living room has fireplace, large dining room and sunroom/fam room surrounded by windows with beautiful views. All 3 bedroom are up and all very large. 2 full baths up that are very retro and cool. Lower level is finished with rec room, half bath, laundry room and lots of dry storage. While on a corner lot there is a yard. 2 car attached garage with new garage door, newer roof, water heater and chimney. You can't beat the location. Steps from Metra, Braeside School, Botanic Gardens, Hwy 41 and lake.

$649,000Est. Payment
4 Beds | 3 Baths | 2,747 Sqft
260 Lakeside Place, Highland Park, IL 60035
House For Sale

Charming Braeside 4 bedroom / 2.5 bathroom Tudor on the Ravine, with amazing views from every room! Enjoy both the sounds of Ravinia and the sounds of nature from one of the patios backing to the Ravine. Features include an awesome eat-in kitchen and mudroom by Normandy Builders with stainless appliances, granite countertops & abundant cabinetry. The spacious living room with adjoining dining room has a large and inviting wood burning fireplace. Off of the living room is a cozy den overlooking the ravine. Upstairs are 4 nice sized bedrooms and 2 recent bathrooms. The lower level recreation room walks out to one of the patios. Also features a recent 1/2 bath on the first floor, attached 1 car garage, fenced in back yard, some new windows - Marvin/Anderson 2017, New Furnace 2018, New hot water heater 2020, new patio 2009, Chalet installed garden 2005. Throughout the house, under the carpet, are hardwood floors. Walk to everywhere location: Rosewood Beach, Ravinia, Ravinia Festival, Metra, Schools, Chicago Botanic Garden, Green Bay Trail, shops & restaurants & more! Great home that won't last!

$1,025,000Est. Payment
4 Beds | 5 Baths | 4,703 Sqft
1630 Sylvester Place, Highland Park, IL 60035
House For Sale

Nestled on private street 1 block from the lake on gorgeous ravine. Custom built, original owner, very well maintained. Dramatic two story entry with skylight and spiral stair case sets the tone to this very luxurious contemporary home. Many windows looking over wooded ravine plus great out door space with 3 different decks with tons of privacy looking into the trees. All bedrooms host their own full bathroom. Fabulous master suite with sitting room, huge walk in closets, and glamorous bathroom. Sunroom off kitchen that not only has folding windows to give you even more of a tree house feel but year round heating and cooling makes it a favorite room to hang out! Lower level host 4th bedroom or exercise room plus light and bright recreation room that has big windows that look out to the ravine. Great storage thru out the house. 3 car heated garage.

$632,000Est. Payment
5 Beds | 3 Baths | 3,200 Sqft
1152 Thorn Tree Lane, Highland Park, IL 60035
House For Sale

This home is located at 1152 Thorn Tree Lane Highland Park, IL 60035 US and has been listed on Homes.com since 22 April 2021 and is currently priced at $632,000, approximately $198 per square foot. This property was built in 1962. 1152 Thorn Tree Lane is within the school district(s) North Shore School District 112 and Twp High School District 113 with nearby schools including Indian Trail Elementary School, Edgewood Middle School, and Highland Park High School. Similar properties nearby are <a href="/property/22-timber-ln-northbrook-il-60062/id-600012826209/">22 Timber Ln</a>, <a href="/property/1152-thorn-tree-ln-highland-park-il-60035/id-600014718275/">1152 Thorn Tree Ln</a>, <a href="/property/185-niles-ave-lake-forest-il-60045/id-600014709909/">185 Niles Ave</a>, <a href="/property/411-orchard-ln-highland-park-il-60035/id-600014711331/">411 Orchard Ln</a>, <a href="/property/927-cedar-st-deerfield-il-60015/id-600014722184/">927 Cedar St</a>, <a href="/property/1180-beverly-pl-lake-forest-il-60045/id-600014710167/">1180 Beverly Pl</a>, <a href="/property/2644-western-ave-highland-park-il-60035/id-600014712168/">2644 Western Ave</a>, <a href="/property/461-hazel-ave-highland-park-il-60035/id-600014716951/">461 Hazel Ave</a>, <a href="/property/1444-crowe-ave-deerfield-il-60015/id-600014721560/">1444 Crowe Ave</a>, and <a href="/property/1364-arbor-vitae-rd-deerfield-il-60015/id-600014722167/">1364 Arbor Vitae Rd</a>.

$1,599,000Est. Payment
5 Beds | 6 Baths | 6,917 Sqft
2160 Painters Lake Road, Highland Park, IL 60035
House For Sale

Custom 5 bedroom, 5.1 bath ranch home by architect Robert Arnold, is set on an acre. An extensive use of the finest finishes & materials are showcased throughout the home including Brazilian rosewood, Vermont slate, imported marble, granite & limestone. Features include large custom chef's kitchen w/walnut stained poplar cabinetry, prof grade stainless appliances & large granite island plus a sep breakfast room. Formal LR & DR both w/fireplaces overlook lush yard & lake. Barreled ceiling FR includes fireplace & wet bar. Home features stunning paneled library w/wall of custom built-ins, beamed ceiling, wet bar & fireplace w/Rosewood mural. Master bedroom suite features 2 marble master baths, dress rm, walk-in closets & private study. 4 add bedrooms all w/en suite marble baths & walk in closets. Home features prof landscaped yard w/bluestone patio overlooking lake, ideal for entertaining. Incredible custom details coupled w/the finest materials make this home truly one-of-a kind.

$8,750,000Est. Payment
7 Beds | 11 Baths | 10,147 Sqft
1869 Crescent Court, Highland Park, IL 60035
House For Sale

Delight in stunning lake and lush garden views from dawn to dusk from the most spectacular property available on Chicago's North Shore. This one-of-a-kind property is comprised of nearly four acres designed and landscaped by Scott Bryon with a AAA-rated bluff that meanders down to a 407-foot sandy beach - both of which are the envy of the North Shore. Verdant outdoor space offers the ultimate in outdoor living with multiple herb and cutting gardens, a swimming pool, a tennis/sport court, and a fire circle perfect for roasting marshmallows on a summer's eve. And, the greatest luxury of all - total privacy. This opportunity is priced based on the site's tremendous land value and the flexibility it brings to a new owner. Buyer benefits include the diligent effort and substantial investment made to subdivide this beautifully shaped tableland into 3 lots. The buyer retains the option to consolidate them back into one lot or divide accordingly (details upon request). Designed by Tony Grunsfeld, modernist architect of Chicago, Beverly Hills, and Sun Valley homes for the elite, the existing home is an added bonus. It is defined by its clean lines and sensitivity to site and landscape. The elegant structure is fortified with double-thick 3/4" drywall, water-tight foundation and exterior materials. This natural light-filled home can easily be renewed to accommodate a variety of personal tastes and styles. The generous layout can be envisioned for today's lifestyle needs, including private guest suites, zoom/conference areas, at-home offices, or even a recording studio.

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