Refine Search
Sort by
44 Westover Road, Highwood
$915,000
4 Beds ⋅ 3 Baths ⋅ 12579144 MLS ⋅ CLOSED Status
Beautiful spacious home for sale in historic Fort Sheridan within easy walking distance to Lake Michigan, lakeshore forest preserve, two Metra stations, and all the incredible restaurants and entertainment of Highwood. Featuring a large open floor plan main floor with vaulted ceiling and large windows allowing plenty of natural light into the living area. The kitchen is a chef's dream with a 60" Wolf stove with grill and griddle, generous cabinetry, large central island with power, and plenty of counter space. The dining room and living room feature elegant mill work and are ideal for entertaining. The family room features a fireplace and large windows to the backyard. Between the first and lower level built in bookcases usher you to a large finished basement that is endlessly adaptable to any use and has abundant storage space including a chest freezer. The second floor features two full bathrooms and four spacious bedrooms including a luxurious master suite with two walk-in closets and a spa-like en suite bathroom. The second floor was remodeled extensively in 2023 including new flooring, crown molding, painting, and a full remodel of both bathrooms. The master bathroom features a standalone tub, "wet room" style shower, and LED mirror with modern lighting. In addition to the remodel of the second floor in 2023, the main floor was fully painted as well as the exterior of the house. New sump pump installed in 2026. Home includes a modern 2 car garage and beautiful backyard including two raised cedar garden beds. Across the street is a charming playground perfect for entertaining children. Enjoy the serenity and natural beauty of this historic neighborhood, excellent school districts, immediate access to nature, and easy access to the city via Metra.

44 Westover Road, Highwood

1660 Clavinia Avenue, Deerfield
$908,000
4 Beds ⋅ 4 Baths ⋅ 12672913 MLS ⋅ CLOSED Status
WELCOME HOME TO THIS UPDATED AND SPACIOUS 4 BED/2 FULL BATH/2 1/2 BATH RESIDENCE SITUATED ON A DESIRABLE CORNER LOT IN SOUGHT AFTER CLAVINIA! DESIGNED FOR COMFORTABLE LIVING AND EFFORTLESS ENTERTAINING, THIS HOME FEATURES A BRIGHT OPEN FLOOR PLAN, BEAUTIFUL HARDWOOD FLOORING, RECESSED LIGHTING AND A GAS-START FIREPLACE WITH REMOTE CONTROL. THE OPEN KITCHEN LAYOUT OFFERS GRANITE COUNTERTOPS, SS APPLIANCES, NEW FLOORING, AND PLENTY OF ROOM FOR GATHERING WITH FAMILY AND FRIENDS. THE PRIMARY HAS DOUBLE SINGLE CABINET SINKS, JACUZZI TUB W/A LARGE WALK IN CLOSET. ENJOY PEACE OF MIND WITH A ROOF AND SIDING THAT ARE JUST ONE YEAR NEW, ALONG WITH 2 NEWER HVAC SYSTEMS & HOT WATER TANK. THE FULLY FINISHED LOWER LEVEL INCLUDES A FULL BATH, ABUNDANT STORAGE, AND VERSATILE SPACE FOR RECREATION, A HOME OFFICE OR GUEST ACCOMODATIONS. OUTSIDE, UNWIND ON THE PATIO WITH A FULLY FENCED BACKYARD & DOG RUN. A 3-CAR EPOXY FLOOR GARAGE PROVIDES AMPLE PARKING AND STORAGE. THIS EXCEPTIONAL HOME TRULY HAS IT ALL- SPACE, UPDATE, COMFORT, AND A FANTASTIC LOCATION!

1660 Clavinia Avenue, Deerfield

1246 Laurel Avenue, Deerfield
$903,000
4 Beds ⋅ 3 Baths ⋅ 12580218 MLS ⋅ CLOSED Status
Move right into this bright and spacious 4 bedroom, 2.5 bath home ideally located in the heart of Deerfield. The main level offers an inviting floor plan featuring a large kitchen with new stainless steel appliances, an expansive family room and living room, and a separate dining room perfect for entertaining. Upstairs, the primary suite features a newly renovated en suite bath and a generous walk in closet. Three additional spacious bedrooms and a beautifully updated hall bath complete the second level. The finished basement provides exceptional space, ideal for a recreation room, home gym, playroom, or office. Step outside to enjoy the oversized backyard, perfect for gatherings, relaxing, and outdoor fun. This home has been thoughtfully updated with numerous improvements, including new Hardie board siding, a new front walkway, and newer mechanicals, offering both style and peace of mind. All of this in a prime Deerfield location close to town, top rated schools, parks, pools, shopping, dining, and easy expressway access.

1246 Laurel Avenue, Deerfield

559 Hillside Drive, Highland Park
$900,000
4 Beds ⋅ 4 Baths ⋅ 12663650 MLS ⋅ CLOSED Status
Nestled in the highly sought-after Ravinia neighborhood, this spectacular and sun-drenched five-bedroom, 3.5-bath home offers an abundance of space and charm. The main level boasts beautiful hardwood flooring throughout, featuring a massive living room with vaulted ceilings and a cozy fireplace that serves as the perfect centerpiece for entertaining. Seamlessly connected to the living area is a conveniently located dining room, which flows into a generously sized eat-in kitchen and a welcoming family room, plus a gorgeously updated powder room. Upstairs, you will find four spacious bedrooms, while the finished lower level provides an additional bedroom and full bathroom-ideal for guests or an au pair, plus living space and an office. Outside, the bright, sunny backyard offers plenty of room to relax and play. Best of all, this prime location puts you within walking distance of the local train station, the iconic Ravinia Festival, and downtown Ravinia's vibrant farmer's market and food trucks.

559 Hillside Drive, Highland Park

1800 Telegraph Road, Bannockburn
$900,000
3 Beds ⋅ 3 Baths ⋅ 12524666 MLS ⋅ CLOSED Status
The possibilities are endless with this 3.25 acre property, down a winding drive you arrive at a storybook stone cottage, originally built in the early 1930s by Bannockburn's founder William Aitken who was an architect and builder credited with bringing modern real estate development to the Village. This cottage has been lovingly restored to it's original charm over the last several years with new windows, refinished original hardwood floors, updated kitchen and baths and restored sun room and greenhouse. The property also includes a 2 car garage with attached coach house - which has a charming, cozy bonus room with bar, a kitchen, full bath, and bedroom upstairs. Located in the desirable Bannockburn School District, this beautiful property is surrounded by a variety of specimen trees, mature perennial plantings, and a flagstone-lined 0.15 acre pond - all of which date back to the original Aitken Estate. This peaceful property offers space and quiet which are hard to find in the suburbs, yet just minutes from all Deerfield, Highland Park and Lake Forest have to offer. The main level of the cottage has a clean white kitchen, dining room, living room with a large wood-burning fireplace, laundry/exercise room, sunrooms and greenhouse, and a spacious 1st floor master bedroom with full bath. The 2nd level includes two more bedrooms, walk-in closets, and a full bath. The rest of the property includes the pond and open land for a future dream home, a pool or tennis/pickleball court - the possibilities are endless! Minutes to shops, award winning schools, parks, restaurants, public transportation, neighboring communities, and major commuter routes.

1800 Telegraph Road, Bannockburn

303 Charal Lane, Highland Park
$899,000
4 Beds ⋅ 3 Baths ⋅ 12692645 MLS ⋅ CLOSED Status
Nestled in the highly sought-after Braeside neighborhood, this sun-drenched 4-bedroom, 2.5-bath split-level home offers the perfect combination of comfort, style, and an unbeatable location. Just steps from Ravinia Festival, the vibrant Ravinia Business District, the seasonal farmers market, popular food trucks, the Metra station, and the beach, you'll enjoy the very best of Highland Park living. Filled with natural light from multiple skylights, the home features hardwood floors throughout most of the main and upper levels. The kitchen is designed for everyday living and entertaining, boasting stainless steel appliances, a breakfast bar, and an open flow into the spacious dining and living room combination. Upstairs, you'll find four generously sized bedrooms, including a private primary suite with an en-suite bath and double closets. Three additional bedrooms share a well-appointed hall bath. The newly renovated lower level is the perfect gathering space, featuring a cozy gas fireplace, custom built-in bar and wine cabinet, and a newly remodeled powder room. Sliding doors open directly to the spectacular backyard, creating seamless indoor-outdoor living. Outside, enjoy the beautifully redesigned yard with a large bluestone patio, built-in fire pit, and plenty of space for relaxing or entertaining. A finished basement provides additional recreation space along with abundant storage, making this home as functional as it is inviting. 2 car attached garage and fantastic mudroom and laundry. This is a rare opportunity to own a move-in-ready home in one of Highland Park's most desirable neighborhoods, where parks, dining, entertainment, and the lakefront are all just a short stroll away.

303 Charal Lane, Highland Park

839 Edgewood Court, Highland Park
$895,000
4 Beds ⋅ 5 Baths ⋅ 12693636 MLS ⋅ CLOSED Status
Perfectly nestled on a serene wooded cul de sac in West Highland Park, this well maintained residence sits on a .30 acre property with a spacious backyard. The property offers over 3300 sq ft of flexible living space featuring 4 bedrooms and 3.5 baths upstairs, plus one additional bedroom/den and full bath in the fully finished basement. Main floor highlights include a den with fireplace and wet bar, large eat in kitchen and formal dining room. The versatile main level layout could easily allow for conversion to a pied-a terre for extended family or guests. Upstairs, The super spacious primary suite includes a walk-in closet, separate sitting/office area and 2 separate en suite bathrooms, for the ultimate in privacy. Most recent improvements include: New Roof (2026), New HVAC (2025), New Windows Second Level plus kitchen window over sink (2025). A full list of updates is provided under Additional Documents. Ideally situated near the brand new West Ridge Community Center, downtown Highland Park, Deerfield, just remodeled Sherwood School, parks and shopping. Bring your design ideas to transform this gem into a truly modern, luxurious home.

839 Edgewood Court, Highland Park

358 Hastings Avenue, Highland Park
$892,000
5 Beds ⋅ 3 Baths ⋅ 12748876 MLS ⋅ CLOSED Status
Welcome to this beautifully updated and spacious 5 bedroom home in coveted Braeside. Move in ready this home features a 2 story foyer which opens to a bright interior filled with natural light. Open floor plan and hardwood floors. The main floor offers a separate dining room perfect for entertaining or everyday dining and a large living room with a picture window. The kitchen with granite, stainless appliances,and eat-in area opens to the family room featuring a fire place.The Primary suite features a large walk-in closet, an en-suite bath with a separate shower.. There are 3 additional upstairs bedrooms with large closets. Hall bath has double sinks. 5th bedroom off the family room is perfect for home office or studio.Laundry room is right off the kitchen. Large unfinished dry basement offers additional storage.2 car attached garage. The beautifully landscaped resort like backyard with a large deck is spectacular and perfecter entertaining. Location! Location! Close to Ravinia Festival and Botanic Gardens. Easy access to the Edens, Sheridan Road and 94.Close to metro train.

358 Hastings Avenue, Highland Park

874 Judson Avenue, Highland Park
$892,000
4 Beds ⋅ 3 Baths ⋅ 12595220 MLS ⋅ CLOSED Status
Ravinia! East Highland Park, on a serene wooded corner lot! This beautifully maintained and updated brick and cedar 4 bedroom home offers a spacious and inviting open floor plan. The first floor features a bright and expansive living room with a wood-burning fireplace and built-ins, a separate large dining room, and an eat-in kitchen. The exposed hardwood floors were recently refinished (with hardwood under the carpet elsewhere). A cozy den and convenient powder room complete the main level. Upstairs, you'll find four generously sized bedrooms and two recently updated bathrooms, along with excellent closet space throughout. The finished basement adds more living space with a large recreation room featuring a second wood-burning fireplace, plus a spacious storage/utility/laundry area. Also features an attached two-car garage. Enjoy the sounds of Ravinia from the patio off of the kitchen. Walk-to-everywhere location: Ravinia Festival, schools, restaurants, Rosewood Beach, Metra, Farmer's Market Wednesdays, Food Truck Thursdays, the Chicago Botanic Garden, and more!

874 Judson Avenue, Highland Park

301 Earls Court, Deerfield
$880,000
5 Beds ⋅ 3 Baths ⋅ 12720315 MLS ⋅ CLOSED Status
This beautifully maintained and thoughtfully updated five-bedroom, two-and-a-half-bath home set on a quiet corner in Deerfield. Warm, inviting, and truly move-in ready, the home offers a flexible floor plan and generous living space across three finished levels. The stainless-steel kitchen connects naturally to the home's comfortable everyday living and gathering spaces. Just beyond, the enclosed porch offers a peaceful place to relax while overlooking the professionally landscaped yard, which comes alive with lush greenery and colorful plantings from spring through late fall. The fully fenced yard and updated deck create an exceptional outdoor setting for entertaining, recreation, gardening, or quiet evenings at home. A private first-floor room offers valuable flexibility as a home office or additional bedroom. Upstairs, the primary suite features a walk-in closet and ensuite bathroom, while three additional bedrooms share a tastefully updated full bathroom. The finished basement adds even more space for recreation, exercise, work, or storage. The home has been carefully cared for, with improvements including a newer roof (2018), driveway and deck (2020), air conditioning (2020), water heater (2023), recent gutter guards, and HVAC maintained on an annual service schedule. The enclosed porch features newer screens, fresh paint, and a recently refinished floor. Conveniently located near Deerfield's parks, shopping, dining, and transportation, the home is served by South Park Elementary, Caruso, and Deerfield High School. With its flexible layout, beautifully landscaped grounds, thoughtful updates, and welcoming neighborhood setting, this gem offers a wonderful place to settle in and make your own. Welcome home!

301 Earls Court, Deerfield

983 Harvard Court, Highland Park
$878,000
4 Beds ⋅ 2 Baths ⋅ 12683179 MLS ⋅ CLOSED Status
Beautifully updated 4 bedroom, 2 bath home in the highly sought-after Sunset Woods neighborhood. Ideally situated near Sunset Park, downtown Highland Park, shopping, dining, and everyday conveniences, this move-in-ready home offers the perfect blend of comfort, style, and location. The renovated kitchen features elegant quartz countertops, stainless steel appliances, and contemporary finishes, making it ideal for both everyday living and entertaining. Both full bathrooms have been tastefully remodeled, while hardwood floors throughout and newer windows fill the home with abundant natural light. The finished basement provides valuable additional living space, including an office or fitness room and laundry. Major recent improvements including a new roof, new HVAC system, and a newly built 2-car garage. With its thoughtful updates, flexible floor plan, and prime location, this exceptional home is ready for you to enjoy.

983 Harvard Court, Highland Park

720 Wilmot Road, Deerfield
$870,000
4 Beds ⋅ 3 Baths ⋅ 12595425 MLS ⋅ CLOSED Status
Fall in love with this 4 bed, 2.5 bath Deerfield colonial that has been updated over the years with modern amenities and thoughtful spaces throughout. Welcoming foyer with new tile floor leads into large dining room with new built-in shelving and storage. Eat-in kitchen with stainless appliances, granite countertops, additional peninsula with seating opens to family room with stone fireplace and built-in book cases with storage. Just off of the family room is an all-season sunroom with vaulted & beamed ceiling overlooking the fenced in backyard with dog run. First floor laundry/mud room with newer washer and dryer and built-in cubbies. The second floor has a large primary suite with walk-in closet and separate office space that can also be used as an additional large walk-in closet or gym. Primary bath with double vanities and ample counter and storage space with a separate shower/toilet room. 3 additional bedrooms and hall bath with double sinks and separate toilet/tub space complete the second floor. Large basement rec space has new vinyl flooring, canned lighting, and enormous storage room. So many updates and amenities made in this wonderful home since 2019, including 3-year old roof, gutters and vinyl siding, newer hot water heater, newer humidifier, sump pump with back-up battery system, new fans and light fixtures throughout. Home has hardwood floors throughout both first and second floors. Welcome home!

720 Wilmot Road, Deerfield

955 Summit Drive, Deerfield
$870,000
4 Beds ⋅ 3 Baths ⋅ 12621768 MLS ⋅ CLOSED Status
Impeccably maintained ranch-style home in the sought-after North Trail neighborhood, walkable to Deerfield High School. This quality home was built by renowned builder Joe Jacobs. It has been lovingly cared for by its current Owners and offers an ideal blend of comfort, updates, and convenience. A large foyer with tray ceiling creates an inviting entrance. Large living space with multiple living areas and great windows with tons of light, and recessed lighting throughout. Kitchen features custom cabinetry, granite counters, white appliance package and table space for eat-in area w/scenic backyard views. Windows feature Hunter Douglas shutters, motorized pirouettes & cellular shades. Two sets of French Doors leading to the beautifully landscaped backyard, which is partially fenced for privacy. Home features HW floors throughout, vaulted ceilings in the family room and floor-to-ceiling stone fireplace. Updated bathrooms feature elegant marble & granite vanity tops, polished ceramic tile and updated plumbing fixtures. The spacious primary bedroom features a large bedroom, includes a walk-in-closet and en-suite full bath with custom vanity. This home features great closet space throughout. Unfinished basement has tall ceilings, with plenty of space for storage. The basement is clean & dry and includes a dry/bright crawlspace for additional storage. Mechanicals are in good working order and include a forced-air furnace & a/c condenser, which provides for central Heating & A/C and H2O tank. Sitting on just over a quarter-acre lot, this home has great yard space for kids, gardening, planting a garden and offers immense tranquility. Attached 2.5-car garage with great driveway space provides additional convenience. Accessible location with great proximity to parks, restaurants, shopping, and the Metra train station, makes for an easy commute. Priced to move, bring your Buyer's today!!!

955 Summit Drive, Deerfield

1860 Eastwood Avenue, Highland Park
$860,000
5 Beds ⋅ 3 Baths ⋅ 12660247 MLS ⋅ CLOSED Status
Beautifully updated and refreshed 5-bedroom home which includes a first-floor bedroom/office/flex room and 3 full bathrooms in Highland Park's highly sought-after Sherwood Forest neighborhood. A dramatic two-story foyer welcomes you into bright, inviting living spaces featuring hardwood floors, a wood-burning fireplace, and an exceptional floor plan designed for comfortable everyday living and effortless entertaining. The kitchen was enhanced in 2022 with new countertops and flooring, while the first-floor powder room was thoughtfully converted into a full bathroom, adding valuable flexibility for guests, multigenerational living, or a potential first-floor bedroom. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with brand-new carpet. The unfinished basement offers abundant storage and outstanding potential to create additional finished living space, whether you envision a recreation room, home gym, media room, or playroom. Additional highlights include a 2023 Carrier furnace, fresh interior paint, a new garage door and opener, and numerous recent improvements that make this home truly move-in ready. Enjoy an outstanding location just moments from Fontana-Pasquesi Park (formerly Cloverdale Park), shopping, dining, and highly regarded schools with the choice of Highland Park or Deerfield High Schools, with convenient access to U.S. Highway 41 for easy travel throughout the North Shore and Chicagoland. This exceptional home offers the perfect combination of space, thoughtful updates, and location in one of Highland Park's most desirable neighborhoods.

1860 Eastwood Avenue, Highland Park

1515 Rosewood Avenue, Deerfield
$851,515
3 Beds ⋅ 3 Baths ⋅ 12630874 MLS ⋅ CLOSED Status
Prepare to be impressed from the moment you step into this thoughtfully updated 3-bedroom, 2.5-bath home in desirable Deerfield where charm meets everyday functionality. The heart of the home is the expansive kitchen, featuring two oversized islands, newer appliances, updated countertops and backsplash, and abundant storage, perfect for both daily living and entertaining. A spacious breakfast area with a cozy fireplace overlooks the expansive deck, creating a warm and inviting setting. The sunken family room flows seamlessly to a lofted office, offering flexibility for today's lifestyle and easily convertible to a fourth bedroom. A private sitting room provides the perfect retreat to unwind by the fire and leads to the beautiful primary suite, complete with a spa-like bath. Two generously sized bedrooms share a well-appointed hall bath. The lower level offers additional living space with a recreation room, large laundry area, and exceptional storage. Recent improvements include a new roof and gutters (2023), deck and balcony (2021), HVAC and furnace (2018), kitchen updates (2022), and washer/dryer (2025). Ideally located just steps from South Park Elementary, with easy access to parks, town, and the expressway this home truly has it all.

1515 Rosewood Avenue, Deerfield

1633 2Nd Street Unit #503, Highland Park
$850,000
3 Beds ⋅ 2 Baths ⋅ 12702121 MLS ⋅ CLOSED Status
Enjoy penthouse living in the heart of downtown Highland Park! Rarely available this beautifully updated 3-bedroom, 2-bath condo with an office offers an expansive open floor plan filled with natural light from walls of windows and multiple skylights. The spacious living and dining areas feature a fireplace and open to a private balcony with beautiful downtown views. Extensively renovated in 2020 and 2024, the home features a stunning new kitchen, updated bathrooms, and a luxurious primary suite with a walk-in closet, curb less walk-in shower, and whirlpool tub. Additional highlights include brand-new windows throughout, blackout shades in every bedroom, in-unit laundry room, two heated indoor garage parking spaces, and solid concrete construction for exceptional sound insulation. Residents enjoy an indoor pool, fitness center, and an unbeatable in-town location just steps from the Metra, restaurants, shopping, the library, and Lake Michigan.

1633 2Nd Street Unit #503, Highland Park

1494 Oakwood Avenue, Highland Park
$850,000
4 Beds ⋅ 3 Baths ⋅ 12679673 MLS ⋅ CLOSED Status
Fall in love with this charming, design-inspired, beautifully updated home that blends the original character with modern living. The 1st floor is an entertainer's dream, featuring 2 fireplaces, refinished hardwood floors and fabulous flow through the family room, living room and dining room. The stunning chef's kitchen boasts top of the line appliances, French oak cabinetry, granite and copper countertops and opens to the bright, spacious living area. Additional 1st floor highlights include a library/den, office/bedroom, and a fully renovated full bath. Upstairs, the primary suite delights with a fireplace, sitting area, and walkin closet. 2 additional bedrooms and 2 full baths complete this level. The basement provides great extra storage and potential living space with high ceilings and plumbing for a bathroom. Set on a deep, beautifully landscaped lot with a deck and fully fenced backyard, this home is ideally located just steps from town, train, parks, and schools- truly in the heart of everything.

1494 Oakwood Avenue, Highland Park

12 Turnbull Woods Court, Highland Park
$850,000
3 Beds ⋅ 3 Baths ⋅ 12649302 MLS ⋅ CLOSED Status
Beautifully maintained contemporary home in the sought-after Braeside neighborhood, directly across from the Chicago Botanic Garden and minutes from Ravinia Park, top-rated schools, incredible bike trails, and Route 41. The living room features soaring cathedral ceilings, the family room anchors the main level with a wood-burning fireplace and adjacent private office, and a dining room with built-in buffet opens to a stunning screened cedar porch with skylights on a permanent foundation. The kitchen was fully reimagined in 2022 with new cabinetry, quartz countertops, and a complete suite of LG, Wolf, and Bosch appliances. The primary bath features heated marble flooring, and a newly built mudroom with main-floor laundry, built-in desk, and custom storage was added in 2024. The fully finished basement adds significant living space with a separate sub-basement for storage. Major systems are dialed in: new roof with Raindrop Gutter Guard system, updated electrical panel, new garage doors with Chamberlain Whisper Drive openers, and thermal windows throughout. Hardwood floors run nearly the entire home. Outside, a professionally landscaped backyard enclosed by a cedar fence features nearly 50 trees providing privacy and year-round beauty, maintained effortlessly by a Hunter Pro-C automated irrigation system with drip lines and integrated liquid feeding. Homes like this in Braeside do not come around often.

12 Turnbull Woods Court, Highland Park

570 Wilmot Road, Deerfield
$850,000
4 Beds ⋅ 3 Baths ⋅ 12632889 MLS ⋅ CLOSED Status
Welcome to this charming and spacious home set on a 1/2-acre lot in a highly sought after Deerfield location! The 4 bedroom, 3 bathroom residence offers the perfect blend of comfort, functionality, and beautiful space. The sun-filled living room flows seamlessly into the dining area and eat-in kitchen, ideal for all your gatherings. Enjoy your morning coffee or a summer barbeque sitting in the sunroom, which overlooks the stunning private backyard oasis featuring expansive green space, refreshing in-ground pool, and multiple patio areas. Retreat to the upstairs primary suite including updated en-suite bathroom, huge walk-in closet and serene balcony overlooking the gorgeous backyard and pool. Two additional generous bedrooms, updated hall bathroom, and linen closet finish off the second level. Friends and family will enjoy the huge lower level family room with fireplace which is perfect for everyday living and entertaining. The fourth bedroom/office, updated third full bathroom, and convenient laundry room are also located on the lower level creating flexible living space for everyone. The attached oversized two car garage has a workshop area and adjacent large storage closet, cedar closet, and pool closet. Gleaming hardwood floors throughout the first and second levels, abundant storage, and located close to schools, parks, shopping, and transportation, this home provides a rare opportunity offering space and charm, all in an unbeatable private setting!

570 Wilmot Road, Deerfield

1355 Woodland Lane, Riverwoods
$849,500
3 Beds ⋅ 4 Baths ⋅ 12728125 MLS ⋅ CLOSED Status
Tucked away on a gorgeous 1.25-acre lot in charming Riverwoods, this beautifully maintained ranch offers a rare blend of privacy, space, and thoughtful updates-set against a sylvan backdrop that feels more like a retreat than a neighborhood. The heart of the home is a light-filled family room, where wood beams and 9-foot ceilings create a warm, inviting space that flows seamlessly into the kitchen and overlooks the spacious backyard. This is the kind of room people naturally gather in-equally suited for contemplative mornings and gracious entertaining. The layout has been intentionally reimagined to reflect modern living, including a true primary suite with a fully renovated en suite bath, walk-in closet, and a flexible adjoining space ideal for a home office or library. The kitchen is anchored by Sub-Zero refrigeration and quality GE appliances. It offers generous workspaces with an easy connection to the main living and dining areas-ready to enjoy today or reimagine over time to match your personal style. With 4 bedrooms, 3.5 baths, and a finished lower level, the home offers versatility for everyday living, guests, or work-from-home needs. The lower level includes a full bathroom, a private bedroom that could be used for guests or a home office, and abundant storage-creating a comfortable, functional area that adapts easily to your needs. Venture outside and the surroundings truly set this home apart. Expansive, wooded, and private, with room to entertain on the deck or unwind near the fire pit, putter in the garden, or simply relax in the natural surroundings in every season. Frequent visits from deer and other local wildlife add to the peaceful, nature-filled setting. The property also offers the convenience of city water service, along with a private well dedicated to outdoor use. Behind the scenes, extensive improvements have already been made, including a newer roof, high-efficiency mechanical systems, structural enhancements, addition of a whole-home generator, and more-reflecting a level of care and investment rarely found in homes of this kind. Located within the highly sought-after Deerfield school district, this is a rare opportunity to own a home with both immediate comfort and long-term upside in one of the North Shore's most desirable communities.

1355 Woodland Lane, Riverwoods

105 Lakeside Place, Highland Park
$842,000
3 Beds ⋅ 2 Baths ⋅ 12607155 MLS ⋅ CLOSED Status
Welcome home to this charming, picture-perfect residence in Highland Park's highly coveted Braeside neighborhood, just blocks from the shores of Lake Michigan. This darling white home with classic black shutters offers timeless curb appeal, enhanced by extensive landscaping and a fully fenced yard designed for both privacy and outdoor enjoyment. The current owner has made significant landscaping improvements, especially in the backyard, including new trees, lush plantings, paver enhancements, and a stunning 6-foot privacy fence creating a truly serene and beautifully finished outdoor space. Inside, you'll find a warm and inviting living room anchored by a cozy fireplace, perfect for everyday living or relaxed entertaining. The thoughtfully designed kitchen is both functional and welcoming, offering great flow and usability for daily life. One of the home's standout features is the gorgeous sunroom, bathed in natural light and ideal for morning coffee, reading, or simply unwinding. This home was thoughtfully renovated in 2015, including significant updates to the plumbing and electrical systems, offering peace of mind alongside its classic charm. On the second level, you'll find three generously sized bedrooms that share a well-appointed bathroom, along with excellent potential for future expansion to suit your evolving needs. The lower level offers a nostalgic "old-school" basement with knotty pine paneling, abundant storage, a clean and tidy laundry room and flexible space ready for recreation, hobbies, or additional living areas. Situated in one of the North Shore's most sought-after neighborhoods, this home offers an exceptional lifestyle just moments from the iconic Ravinia Festival, charming shops and restaurants, and within walking distance to the Metra for a seamless commute. With close proximity to Lake Michigan, it's a rare opportunity to enjoy the best of Braeside living.

105 Lakeside Place, Highland Park

2975 Arrowwood Trail, Riverwoods
$825,000
5 Beds ⋅ 4 Baths ⋅ 12771263 MLS ⋅ CLOSED Status
Rare opportunity to live IN the woods in Riverwoods! This 5 bedroom, 3.1 bath home sits in the most tranquil of settings on a 2 acre lot surrounded by old growth trees and wildlife! Fully above grade, the main level lives like a ranch with a large living area connected to the open kitchen. This area offers a spacious dining area, family room that wraps to a sitting area or office. The generous primary suite offers a walk in closet, full bath and is split from the additional three first floor bedrooms and full bath. The current owners added a second floor with an additional suited bedroom, sitting area, library or gallery space and expansive windows to take in the treetop surroundings. A large screened in porch is a lovely sanctuary off the back of the home and leads to an outdoor deck and mulched paths for nature walks in your own backyard. The landscaping berm surrounding the home was designed to integrate it into the wooded setting while protecting the home from water intrusion. The home has an attached two car garage and an additional detached two car garage for your car or water toy collections - and the circular driveway offers additional outdoor parking for guests. Lovingly cared for, though offered as is, this home has been well maintained and is ready for its next owner and cosmetic updates. Gutter guards and a whole house generator offer additional peace of mind.

2975 Arrowwood Trail, Riverwoods

932 Chestnut Street, Deerfield
$825,000
4 Beds ⋅ 3 Baths ⋅ 12644062 MLS ⋅ CLOSED Status
Experience refined living in sought-after Chestnut Manor, ideally situated just one block from the Metra and downtown Deerfield dining, shopping, parks, and highly regarded Deerfield schools. Offering more than 3,000 sq ft, this fee-simple row home combines impressive scale, flexibility, and rare in-town convenience. A dramatic two-story foyer opens into the expansive Great Room, where soaring 17-foot cathedral ceilings and a wood-burning fireplace with gas starter create a striking focal point. The open-concept living and dining spaces flow seamlessly into the oversized kitchen, featuring newer stainless steel appliances, generous prep space, and abundant cabinetry. Adjacent to the kitchen, a comfortable family room provides flexible living space ideal for a den, playroom, media room, or formal dining area. A main-floor bedroom and full bath offer an ideal setup for guests, a private office, or multigenerational living. Upstairs, two spacious secondary bedrooms accompany a luxurious primary suite with 11-foot tray ceilings, a walk-in closet, and an oversized ensuite bath complete with dual vanities, jacuzzi tub, and separate shower. The basement offers exceptional expansion potential with 9-foot ceilings, freshly epoxied floors, new lighting, and a roughed-in bath already in place. Whether envisioned as a recreation space, home gym, guest suite, or additional bedroom, the possibilities are extensive. Outside, enjoy a beautifully landscaped backyard retreat and oversized two-car garage - all within one of Deerfield's most convenient and walkable locations, where the train, downtown, and everyday amenities are just steps away.

932 Chestnut Street, Deerfield



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.

How much is your home worth?

Get instant property value now!