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$575,000
3 Beds ⋅ 2 Baths ⋅ 12705272 MLS ⋅ NEW Status
Welcome to 1746 Richfield Ave! a home that perfectly balances a bright, airy flow with thoughtful, functional spaces. This 3 Bedroom, 2 Bath Tri-level residence greets you with an abundance of natural light streaming through expansive windows, highlighting the rich hardwood floors that run throughout the home. The heart of the house is an open-concept main level, where the updated Kitchen flows effortlessly into the Dining Area and Living Room. It's a layout designed for modern living, keeping everyone connected whether you're prepping a meal or relaxing at the end of the day. The 2nd floor features 3 generous sized Bedrooms and a full Bath. The Lower Level offers a spacious Family Room along with a versatile bonus room-ideal for a dedicated home Office or Bedroom #4 and a full Bathroom. Step outside to discover an exterior designed for enjoyment and relaxation. The brick paver patio, located right off the Kitchen, serves as a natural extension of the living space and is the perfect spot for al fresco entertaining and dining. The expansive fenced yard provides plenty of room to roam, complete with a storage shed and a dedicated area with a fire pit and pergola. Perfectly situated between Highland Park and Deerfield, this location offers the best of both worlds. You'll enjoy quick access to a variety of shopping and dining options, with convenient highway entry nearby for an easy commute. Residents also benefit from a choice of high schools. Combining a great layout with incredible outdoor amenities, this home is ready for its next chapter.

1746 Richfield Avenue, Highland Park
$1,750,000
5 Beds ⋅ 9 Baths ⋅ 12729793 MLS ⋅ NEW Status
Surrounded by the peaceful, natural beauty of the Hybernia Preserve, this luxurious home offers water views and privacy seldom experienced. ***New Roof, Gutters, and Patio - 2020***New Exterior Paint - 2023***Kitchen Renovation - 2018***New Dishwasher - 2021***New Disposal - 2025***New Marble and Hardwood Flooring***Closets Professionally Organized - 2021***Whole House Generator - 2018***New Basement Egress Windows - 2023***A dramatic 2 story, marble floored foyer welcomes you and flows effortlessly to an open floor plan with a gorgeous volume ceiling great room with floor to ceiling windows that flood the residence with loads of natural light! Recently updated, this home offers 6 Bedrooms (including a first floor primary suite AND a first floor guest suite that includes a dedicated guest bath) 6 full and 3 half baths, and a full basement which treats you to a spa room that rivals your most favored paid luxury spa experience. The attached garage offers parking for 3 cars (plus a lift to accommodate an additional 4th vehicle) and incredible additional storage. Additional updates include ***2018 whole house generator, ***new within 3 years HVAC, new water heaters, ***2018 flooring and new interior paint, 2021 professionally organized closets, 2018 incredible chef's kitchen with sub-zero fridge, wolf range, wine/bev cooler, and much more...while invaluable upgrades include wine cellar, theatre room, professional fitness room, 4 zone heating and cooling, security, irrigation, professional car lift in the garage...simply A+++. Step out to your gorgeous patio outdoor space which includes a gazebo complete with grilling station for your outdoor entertainment. You will feel like you are miles away from everything...and yet be only minutes away from everything that downtown Highland Park has to offer. Award winning schools and easy access to attractions like Lake Michigan beaches, Ravinia Park, Chicago Botanical Gardens, and so much more! This home is an absolute MUST SEE!

1745 Sundrop Circle, Highland Park
$575,000
4 Beds ⋅ 2 Baths ⋅ 12728137 MLS ⋅ NEW Status

552 Burton Avenue, Highland Park
$615,000
3 Beds ⋅ 2 Baths ⋅ 12726812 MLS ⋅ NEW Status

Highland Park
$1,245,000
3 Beds ⋅ 3 Baths ⋅ 12636993 MLS ⋅ ACTIVE Status

1762 Linden Avenue, Highland Park
$350,000
3 Beds ⋅ 2 Baths ⋅ 12726593 MLS ⋅ RE-ACTIVATED Status
Charming townhome in the Ravina neighborhood Boasting FRESH PAINT THROUGHOUT close to parks, shopping, dining, Lake Michigan, and more! Beautifully maintained with a versatile layout, gorgeous natural light, and over 1,100 sq ft of above ground space. Whip up delicious meals in this stylish kitchen equipped with contemporary cabinetry, sleek appliances, and granite countertops. Options are nearly endless for the finished basement just waiting to be transformed into your dream space. Rest easy with INCLUDED lawn and snow removal too! Embrace outdoor living from the comfort of your back deck with a favorite beverage in hand. Convenient location, just a short distance from Metra Station, Greenbay Trail, Chicago Botanical Gardens, and area beaches. Whether you're searching for your next primary residence or looking to expand your investment portfolio, this versatile property offers an exceptional opportunity - Inquire today!

706 Broadview Avenue, Highland Park
$559,900
2 Beds ⋅ 2 Baths ⋅ 12722377 MLS ⋅ ACTIVE Status ⋅ Legacy Club BLDG.
Welcome to this beautifully updated first floor, two bedroom, two bath condo in the sought after Legacy Club. Offering more than 1,700 square feet of single level living, this home combines generous space, modern comfort, and an ideal layout. Step inside to a bright, open living area featuring hardwood floors, high ceilings, and seamless access to the covered private patio, a year round extension of your living space. The dining area easily accommodates larger gatherings and flows into the kitchen, creating a natural open-concept environment perfect for everyday living and entertaining. The spacious kitchen features ample storage, a large center island with breakfast bar seating, stainless steel appliances, and granite countertops. A private hallway leads to the bedroom wing. The carpeted primary suite includes two walk-in closets with custom built-ins and an ensuite bath with a soaking tub and separate shower. The second bedroom, finished with hardwood floors and a custom-built closet, works beautifully as a guest room, den, or home office. A full hall bath with a tub/shower combo completes the space. Additional features include: New AC (August 2026), in-unit washer and dryer, fresh paint throughout (2022), new modern light fixtures in the kitchen and entryway (2022), custom window treatments in the main living area (2022), new carpet in the primary bedroom (2022), and one heated garage parking space and storage. Building amenities include exercise room. This unit is conveniently located near the building's elevators and front entrance. Enjoy direct access to Highland Park's lush Preserves and close proximity to downtown Highland Park and Highwood, offering restaurants, shops, transportation, and all the amenities these vibrant communities provide.

950 Augusta Way Unit #115, Highland Park
$547,000
3 Beds ⋅ 2 Baths ⋅ 12715557 MLS ⋅ ACTIVE Status
Welcome to this rare opportunity in one of the North Shores most desirable areas. This charming 3-bedroom, 2-bath cape cod home is filled with warmth, character, and natural light. The newly updated kitchen features stainless steel appliances, granite counter tops, and opens to the dining area, overlooking the delightful patio and relaxing backyard creating an inviting space for everyday living and effortless entertaining. Beautiful hardwood floors run throughout the home, enhancing its bright and airy feel. The spacious living room is bathed in sunlight with a large picture window overlooking the beautifully landscaped front yard, filled with colorful flowers. A first-floor bedroom and full bath offer flexibility for guests, a home office, or main floor primary. The first level laundry adds convenience for main-level living. Upstairs, you'll find two generously sized bedrooms, a cozy family room and a second full bathroom. Spacious storage in attic space which can be expanded for even more room.An attached extra-deep one-car garage provides plenty of storage and everyday convenience. Step outside to the expansive backyard, and patio perfect for relaxing. Ideally located 1 block from the newly renovated Devonshire park, minutes away from the new West Ridge rec center and bike paths. Easy access to the highway, metra and downtown Highland Park, this home offers the perfect combination of charm, comfort, and convenience. This home is perfectly situated with your choice of Highland Park or Deefield High School.

1002 Ridge Road, Highland Park
$765,000
4 Beds ⋅ 3 Baths ⋅ 12721149 MLS ⋅ ACTIVE Status
Nestled in tree-lined Sherwood Forest, near parks and transportation, is this welcoming, updated, and well-maintained 2-story Colonial home ready for you! Total Kitchen remodel 2015 with all the bells and whistles and Bath remodels - Primary, Hall and Powder Room - in 2017. Bright two-story entry with an exceptionally striking staircase, inviting Living Room with full-length Bay window, spacious Dining Room with plenty of room for large dinners and entertaining, dream Kitchen with high-end appliances, island, and eating area overlooking a lovely and fully fenced yard. Family Room with built-in bookcase and slider onto a spacious Deck. A powder room, laundry room, walk-in guest closet, and entry to attached garage complete the first floor. Upstairs the open staircase leads to a huge Primary Suite with double closets, one a walk-in, and completely renovated ensuite with large shower, double vanity and additional cabinetry for extra storage. Three more bedrooms, each with their own walk-in closet, and a fully remodeled hall bath complete this level. Downstairs the finished basement awaits with an abundance of storage, extra office, exercise or craft room. See our Feature List for more detail. Do not miss this opportunity!

1645 Sherwood Road, Highland Park
$550,000
3 Beds ⋅ 3 Baths ⋅ 12722581 MLS ⋅ RE-ACTIVATED Status
Welcome to this one-of-a-kind, renovated end-unit townhome in sought-after Chantilly. Perfectly positioned overlooking Chantilly's beautifully landscaped pool, this coveted location offers a resort-like lifestyle just steps from your front door within East Highland Park Ravinia Neighborhood. Completely reimagined by its owner, a professional interior designer, the home showcases exceptional craftsmanship and smart, highly functional design. The custom kitchen features integrated appliances, abundant hidden storage, appliance garages with built-in electrical, and premium finishes throughout. The spa-inspired primary suite offers luxurious custom details and exceptional storage, while a custom bar, beautifully designed laundry room, and striking powder room continue the home's elevated design. Move-in ready and unlike anything else in the neighborhood, this exceptional home pairs timeless style with one of Chantilly's most desirable locations.

1491 Chantilly Court, Highland Park
$1,995,000
6 Beds ⋅ 8 Baths ⋅ 12725585 MLS ⋅ ACTIVE Status
Tucked away in one of Highland Park's most coveted east-of-Sheridan enclaves, just moments from the lakefront and jaw-dropping Rosewood Beach, this sprawling residence blends timeless architecture with refined amenities and over 10,000 square feet, offering a rare lifestyle of elegance, privacy, and ease. Situated on a lush, tree-canopied setting at nearly 3/4 of an acre, with manicured gardens, sculpted landscaping, and a grand circular drive that compliments the home's scale and serenity. Stucco-clad home with clay tile roof and a grand entry with soaring ceilings and dramatic architectural details create a deep first impression. The voluminous great room is a showstopper-anchored by a striking marble fireplace, floor-to-ceiling arched windows, and a dazzling custom chandelier, flooding the space with natural light and framing views of the verdant grounds. A light flooded kitchen awaits with walls of windows, custom cabinetry, sleek quartz counters, professional-grade appliances, and a sculptural center island-equal parts form and function. For more casual gatherings or multi-generational living, the lower-level second kitchen offers additional flexibility with a full suite of amenities. The expansive finished basement stretches out with nearly endless possibilities-all options on the table for large-scale recreation, home theater, gym, creative studio or multi-generational living. Full size multi person sauna on site as future feature of workout space. Multiple zones of heat and air, thoughtful storage throughout, full mud room with laundry center and attached three car garage. Unique configuration with six bedrooms plus library above grade and 6.2 baths with main level primary suite with dual primary baths including oversized soaking tub and multiple walk-in closets. 4 bedrooms are en-suite and there are over 12 skylights for abundant natural lighting. Tranquil and private rear yard with an oversized terrace framed by mature evergreens, flowering borders, and stone accents. Fruit trees and raised gardening beds, this secluded oasis is ideal for alfresco dining, morning meditation, or moonlit entertaining. Set just a short stroll from Lake Michigan and Highland Park's historic Ravinia District, within the Ravinia school district, 260 Beech offers a rare opportunity to own a substantial residence in one of the North Shore's most iconic neighborhoods.

260 Beech Street, Highland Park
$1,395,000
2 Beds ⋅ 4 Baths ⋅ 12716202 MLS ⋅ ACTIVE Status
The "Serenity at Heritage" maintenance-free HOA community, situated directly across from the Chicago Botanic Garden, is without parallel in the current North Shore market. Experience the pinnacle of sophisticated living in this stunning new construction ranch. Designed with an airy, open-concept flow, the main level impresses immediately with soaring ceilings and strategically placed skylights that flood the home with natural light. At the heart of the residence is a chef's dream kitchen, featuring custom white cabinetry with under-mount lighting, a massive granite island with seating, and a professional-grade appliance package including a Sub-Zero refrigerator and Wolf ovens and cooktop. The living and dining areas, accented by elegant plantation shutters, transition seamlessly to a private patio and professionally landscaped yard. Retreat to the first-floor primary suite, a true sanctuary boasting two expansive custom walk-in closets and a spa-inspired bath complete with a double stone vanity and a large glass-tiled shower. A versatile second bedroom on the main floor serves perfectly as a refined home office with its own ensuite access, fully wired for Ethernet and Wi-Fi to accommodate the modern professional. Gleaming hardwood floors lead you throughout the main level to the finished lower level, which offers a whole new dimension of living space. Here, you'll find two additional bedrooms, a full bath with stone finishes, luxury vinyl flooring, and ample unfinished space for storage or future expansion. This versatile footprint is perfectly suited for empty nesters, a multigenerational suite, or a private home office complex. This property offers new-construction quality, finishes, and systems without the premium price or construction timeline risks. For those who travel, the HOA-provided landscaping and snow removal offer total peace of mind. Every detail has been considered, from the epoxy-finished two-car attached garage to the underground sprinkler system. Enjoy unparalleled proximity to Ravinia Festival, the North Branch Trail's 18 miles of forest preserve paths, and a pedestrian entrance to the Botanic Garden. With the nearby Braeside Metra station providing a 35-minute express commute to downtown Chicago, this home is a critical differentiator for the connected buyer seeking a lifestyle of total ease and luxury. Don't miss the chance to make this exceptional residence your own.

23 Heritage Drive, Highland Park
$469,000
2 Beds ⋅ 1 Baths ⋅ 12722679 MLS ⋅ ACTIVE Status
An enchanting Craftsman cottage surrounded by mature landscaping and framed by a welcoming front porch, offering the perfect balance of character, comfort, and convenience. Inside, beautifully maintained hardwood floors and abundant natural light create warm, inviting living spaces designed for everyday living and entertaining. The open living and dining areas are accented by custom window treatments and timeless architectural details, while the updated kitchen features stainless steel appliances, elevated countertops, and a breakfast bar ideal for casual dining or gathering with friends. The generous primary bedroom provides ample storage, and the second bedroom easily accommodates guests, a home office, or family needs with room for a queen-sized bed and additional furnishings. The full basement offers exceptional storage and exciting possibilities for future finishing or expansion. Step outside to discover a deep, private backyard filled with lush gardens and plenty of space to unwind, entertain, or cultivate your green thumb. Located just moments from downtown Highland Park, the Metra station, and Rosewood Beach, this special home combines classic cottage charm with an unbeatable location.

642 Gray Avenue, Highland Park
$1,249,000
3 Beds ⋅ 3 Baths ⋅ 12710037 MLS ⋅ ACTIVE Status
Welcome to 723 De Tamble Avenue, a classic all-brick Colonial set on an expansive, professionally landscaped lot in desirable East Highland Park. Extensively renovated in 2024, this sun-filled home seamlessly blends timeless character with modern updates and an open, inviting floor plan. The foyer welcomes you into a spacious living room with a gas fireplace, while the open-concept kitchen and family room serve as the heart of the home. A wall of windows fills the space with natural light, and a second gas fireplace creates a warm and comfortable gathering area. The beautifully renovated kitchen features rich blue cabinetry, quartz countertops, all-new appliances and a generous eat-in area with built in seating nook. A large formal dining room provides the perfect setting for entertaining. Upstairs, discover three generously sized bedrooms, including a serene primary suite with a separate dressing area and a completely renovated private bath featuring a luxurious steam shower. Newly added hardwood flooring and abundant closet space complete the upper level. All remodeled baths and the powder room was moved to allow the Kitchen to open to the Family Rm. The main level is all newly refinished hardwood. Additional highlights include a convenient customized first-floor laundry room and a partially finished lower level with a versatile bonus room. Outside, enjoy a private, fully fenced yard surrounded by mature landscaping. Major improvements include a new roof, many newer mechanicals and a lawn sprinkler system. Feels like new! Ideally located just minutes from downtown Highland Park, and all that it has to offer, this beautifully updated home is ready to enjoy. Welcome home!

723 Detamble Avenue, Highland Park
$589,900
3 Beds ⋅ 2 Baths ⋅ 12720329 MLS ⋅ ACTIVE Status
Beautifully updated Sherwood Forest 3 bedroom, 2 full bathroom home with a fully fenced back yard. Spacious rooms, great layout and updates throughout. New sanded and stained hardwood floors, freshly painted interior and exterior, energy efficient windows, completely remodeled kitchen with all new stainless steel appliances with induction cooktop, white shaker cabinets and quartz countertops. Completely renovated upstairs bathroom and laundry room. Living room features a vaulted ceiling and large windows letting great light into the home. Family room has a wood burning fireplace and opens to the dining room, which leads to the back patio. Two new backyard patios, expand the outdoor living space. Large lower level rec room has been fully renovated with new waterproof laminate flooring and could be converted to a primary suite, if desired. Major capital improvements include a new roof and new siding. Completely redesigned and landscaped front yard. Great location close to downtown Highland Park and Deerfield. Private fenced yard with extra large shed and room for a garage.

1269 Eastwood Avenue, Highland Park
$1,900,000
5 Beds ⋅ 4 Baths ⋅ 12680302 MLS ⋅ ACTIVE Status
Perched on one of the prettiest streets in east Highland Park, this beautiful all brick and stucco home is set on a gorgeous, nearly half-acre property with stunning fully-fenced and professionally landscaped backyard. Start your day with a morning stroll to That Little French Guy for coffee and a croissant, see what's new at the Highland Park Library, then enjoy your walk to enchanting Ravine Beach for your own in-town vacation before heading home. Homeowner's favorite way to get a jump on her day is playing with her dog in the fenced yard, then enjoying a gratitude break on the new deck. You'll love the perfect blend of elegant, original detailing and modern amenities throughout this spacious home. Many newer Pella and Marvin windows. Home cook's dream kitchen fully remodeled by renowned local JAR, offering beautiful backyard views and is appointed with every bell and whistle: Thermador 48' dual fuel range, new 48" Sub-Zero with French doors, multiple work stations with stainless steel and Caesarstone countertops, custom backsplash, undermount lighting and abundant custom cabinetry. Table space with banquette seating dressed in stylish navy, plus, a built-in food and water station for your dog. The walk-in working pantry is a treasure inside two sliding doors, accommodating everything from your espresso maker to Cuisinart Food Processor to Kitchen Aid Stand Mixer, all foodstuffs and more. Large sunroom was converted to Family room with newer floor-to-ceiling windows on three sides, radiant floors and new sliding door leading to deck and yard. App-controlled exterior lighting enhances the home's ambiance at night. Crown molding and original floor trim, fabulous flow from one generously-sized room to another on gracious main level. Living room features wood burning fireplace with original black marble mantle, bay window, light oak hardwood flooring. Separate dining room with adjacent sunroom that transitions from library to extra dining space, a welcome feature when hosting holidays and happy gatherings. Original brick flooring in sunroom matches that on covered front porch. High ceilings, barrel-vaulted ceiling with cove lighting in foyer, so many enchanting details here. Upstairs, you'll find 5 bedrooms and 3 full baths, a "Cinderella Suite" comprised of laundry, original built-in storage closets and cozy bedroom. Four additional bedrooms on second floor include spacious primary suite with large primary bath, oversized shower, pedestal sink and custom mirror. Hardwood floors and ceiling fans in all bedrooms, newer whole house fan brings all the fresh air upstairs. Two car attached garage with separate new solid hardwood doors and epoxy flooring. Driveway newly surfaced. Basement features partially finished rec room, 2nd full laundry and loads of storage space. Basement has a working commode--add a sink to create an additional half bath, or go all out and make it a 4th full bath. Updated mechanicals and systems, irrigation system, security system. Striped awnings were a gift from the past homeowners. They are removed every winter, cleaned and reattached every spring. This is one beautiful and very special home. "Our home is as magical as our street," sellers say.

1620 Ravine Terrace, Highland Park
$349,000
2 Beds ⋅ 2 Baths ⋅ 12704526 MLS ⋅ ACTIVE Status
Welcome home to this beautifully updated 2-bedroom condominium featuring one of the most desirable views in the building. Enjoy peaceful views overlooking the expansive rear grounds with mature trees and lush green space, all backing directly to a City of Highland Park public park, creating a serene and private setting.The spacious living room and dining room flow seamlessly together, offering an open and inviting layout ideal for both everyday living and entertaining. Large sliding glass doors lead to an oversized balcony, filling the home with abundant natural light and providing the perfect place to relax and enjoy the picturesque surroundings.The kitchen features a comfortable breakfast area and its own sliding glass door access to the balcony, making it easy to enjoy morning coffee or outdoor dining. Both bedrooms are generously sized, including a spacious primary suite with a walk-in closet.Move-in ready and thoughtfully updated, this home offers comfortable, low-maintenance living in a sought-after location. Residents enjoy excellent amenities including an outdoor swimming pool, exercise room, party room, and heated parking garage, with one garage space included.Conveniently located near shopping, dining, parks, and transportation, this exceptional condominium combines beautiful views, generous living space, and outstanding amenities in one wonderful package.

1795 Lake Cook Road Unit #301, Highland Park
$625,000
3 Beds ⋅ 3 Baths ⋅ 12716773 MLS ⋅ ACTIVE Status
LOCATION! LOCATION! LOCATION! INVESTOR & FLIPPER SPECIAL! Rare opportunity to own a historic English Tudor Revival home in one of Highland Park's most desirable neighborhoods. This partially renovated property offers exceptional upside for investors, flippers, rehabbers, or buyers looking to customize a truly one-of-a-kind home while preserving its architectural heritage. This 3-bedroom, 2.5-bath English Tudor Revival home is a rare Krenn-Dato model, showcasing timeless architectural details and rich history. Backed by Edith Rockefeller McCormick, Krenn-Dato homes are celebrated for their distinctive craftsmanship, including decorative half-timbering, a classic brick and stucco facade, steep gables, prominent chimneys, and charming multi-paned windows. Beautifully refinished hardwood floors and fresh paint throughout blend seamlessly with preserved original features, including vintage light fixtures, original windows, doors, hardware, staircase woodwork, and other decorative details that highlight the home's historic charm. The main level features a functional kitchen ready for your personal updates, a spacious living room centered around the original wood-burning fireplace, a formal dining room, a cozy den, a pantry, and a convenient half bath. Upstairs, you'll find three generously sized bedrooms and two full bathrooms. The unfinished basement includes a laundry area and offers outstanding potential for additional living space, a recreation room, home office, fitness area, or ample storage-making it an excellent opportunity for investors, flippers, or buyers looking to add value and customize the home to their vision. Outside, enjoy a large, fully fenced backyard with mature trees, along with a private front yard that enhances the home's curb appeal and serene setting. Ideally located in a top-rated school district, this true showstopper is surrounded by parks and forest preserves and is within walking distance to the Metra station for an easy downtown commute. It is also just minutes from the beach, Fort Sheridan Forest Preserve, restaurants, shopping, and neighborhood playgrounds. This home is proudly featured as part of the Highland Park Historic Homes Bike Tour. The owner, a professional builder, offers a unique opportunity to complete additional renovations-including new windows, bathrooms, a custom kitchen, and a finished basement-for an additional $75,000-$150,000, based on the buyer's preferences. Buyers may also choose to complete the renovations themselves, making this an outstanding value-add opportunity with significant upside. Some images may be virtually enhanced. The home is also available for lease. Property is being sold AS-IS.

3107 Dato Avenue, Highland Park
$650,000
3 Beds ⋅ 2 Baths ⋅ 12715083 MLS ⋅ ACTIVE Status
**East Highland Park Craftsman with 3 bedrooms and 2 full baths. Well-maintained with many major updates, but needs cleaning and some cosmetic freshening. Features hardwood floors, enclosed front porch, spacious living and dining rooms, eat-in kitchen with cherry cabinets, and a first-floor full bath with walk-in shower next to the family room-ideal for guests. Three upstairs bedrooms with walk-in closets. Dry basement with spray foam insulation, newer hot water heater, copper plumbing, sump pump, and additional crawl space storage. Large landscaped yard and 2.5-car garage. Excellent location near Rosewood Beach, downtown Highland Park, Ravinia, Metra, trails, schools, and more. Solid home with great potential in a prime location. Photos from previous listing

1223 Ridgewood Drive, Highland Park
$2,500,000
5 Beds ⋅ 7 Baths ⋅ 12703691 MLS ⋅ ACTIVE Status
Introducing The Lincoln Collection - an exclusive offering of nine new construction residences on the former Lincoln School site. Currently under construction and available September 1, 2026. Perfectly positioned on a professionally landscaped .31-acre homesite, this exceptional 6-bedroom, 6.1-bath home offers approximately 5,500 square feet of curated living space across three impeccably finished levels. A light filled foyer with statement herringbone hardwood floor sets the tone, flowing into a sophisticated dining room. The home's centerpiece is a sun-drenched, open-concept kitchen and great room designed for effortless living. High ceilings create a dramatic backdrop, along with fireplace flanked by built-ins. The chef's kitchen is outfitted with premium Monogram appliances, sleek quartz counters and backsplash, walk-in pantry, custom rift-cut white oak cabinetry and warm bronze accents-blending timeless elegance with modern sophistication. The main level also features a highly desirable first-floor bedroom suite with en-suite bath, ideal for guests or a private office. A designer powder room and a beautifully appointed mudroom with custom built-ins offering both function and style leads to a 2 car heated garage. Upstairs, the serene primary suite is a true retreat, bathed in natural light, tray ceiling and complemented by dual organized walk-in closets. The spa-inspired bath featuring quartz countertops, bespoke white oak cabinetry, a deep soaking tub, an oversized shower and private commode closet. Three additional bedrooms are generously sized and each include their own private en-suite bath. Large second floor laundry room with built-in cabinetry. The fully finished lower level delivers an elevated lifestyle experience with a sprawling recreation room, dedicated fitness studio, private sauna, additional bedroom, full bath and abundant storage - designed for both relaxation and entertaining. Professionally landscaped fenced yard with patio and large side yard creates the ideal outdoor entertaining spaces. This residence offers a rare combination of new construction, architectural detail and walkable lifestyle, just moments from vibrant downtown Highland Park, the Green Bay Trail and Lake Michigan.

701 Lincoln Avenue, Highland Park
$495,000
2 Beds ⋅ 2 Baths ⋅ 12710002 MLS ⋅ ACTIVE Status
Beautifully renovated, designer's own corner penthouse with balcony and southwest treetop views in a pet-friendly, boutique 12-unit elevator building, near vibrant downtown Highland Park and Sunset Valley Golf Club. Two bedrooms plus Den, 2 baths, 2 car heated garage parking. Bright & open concept condo is a rare find at over 1,900 sf, with a spacious covered balcony. Originally designed as a 3-bedroom unit, the current den could be converted back to a third bedroom. Rentals are not allowed. Features & designer updates include: * Two indoor parking spaces, convenient to both the elevator and the exit. * Laundry in unit. * All new electric: outlets, switches, LED can lights, new efficient / quiet exhaust fans in bathrooms. * Kitchen remodel: new Stainless Steel appliances, new Stainless Steel sink, tile backsplash, faucet & disposal, new quartz countertops, refinished cabinets, new hardware * Bathrooms: New Kohler comfort height toilets, updated plumbing * All walls & ceilings, and trim thru entire condo painted * New sound insulated flooring, new carpet in bedrooms * New glass panels on some interior doors to improve light flow * New window treatments and woven shades throughout * New balcony Note: Most furnishings can be sold with the unit, if desired, selected and scaled for the room sizes. With its abundance of natural light, generous room proportions and flow out to the covered balcony, the expansive living room, dining room and family room will be the heart of the home, ideal for hosting guests around the built-in bar or simply relaxing at the end of the day. A crisp color palette and large windows enhance the space and views. The well-equipped eat-in kitchen is a cook's delight. You will enjoy 1000 Deerfield Road's secluded yet central location, with town, train, park, pool, shopping, restaurants, and even golf at nearby Sunset Valley Golf Club, all at your fingertips. Floor plan is under "Additional Information"

1000 Deerfield Road Unit #303, Highland Park
$595,000
2 Beds ⋅ 2 Baths ⋅ 12703685 MLS ⋅ ACTIVE Status
Move right into this quality updated, solid built brick ranch. A fabulous one story alternative to condo/townhouse living set on a third of an acre, located in a private subdivision near Sunset Valley golf course and Highland Park's Hidden Creek Aqua Park. Two bedrooms and two newer bathrooms offer private spaces to the wide-open floor plan which is wonderful for entertaining. Front entrance opens to large living room with fireplace and flows into the open concept kitchen/dining and family room area, creating wide open light and bright living spaces. The kitchen has vaulted ceiling and skylights and is updated with 36", 6-burner Wolf range, Bosch dishwasher and refrigerator. Newer cabinets with custom millwork and granite counters. French doors open to a nicely appointed, step-down Florida room/ sun-room enclosed, has a pot belly gas heater and could be turned into a third bedroom. Inviting patio opens to professionally landscaped private yard, perfect for your summer parties. Delight in working in your private studio space in a small converted shed building in the back of the yard that has been updated for your personal use. Two and a half car garage with plenty of space for cars, storage and work area. Hardwood floors, copper plumbing, newer electric panel complete and upgraded lighting are the many features of the house which include a fireplace, two newer bathrooms, 2020 repaved driveway, and newly repainted exterior house. Minutes to downtown Highland Park and access to Highway 41.

1353 Golf Avenue, Highland Park
$4,995,000
9 Beds ⋅ 14 Baths ⋅ 12678213 MLS ⋅ ACTIVE Status
Situated on a prestigious private lane in East Highland Park, this rare lakefront offering is a Mid-Century Modern masterpiece. Designed in 1957 by renowned architect Henry L. Newhouse II for Irving B. Harris, Chicago Philanthropist, this 10,000-square-foot contemporary residence sits on nearly two acres of lush grounds with magnificent, unobstructed views of Lake Michigan. Experience the ultimate wow factor as you enter the dramatic foyer and take in the breathtaking vista. The interior features large expanses of glass and natural light, offering a flexible floor plan that flows effortlessly for entertaining and everyday living. An exquisite foyer leads to custom beveled, imported French Limestone floors and dramatic floor-to-ceiling windows that frame the water. With minimalistic aesthetic, the Chef's Eat-In Kitchen is finished with custom black walnut cabinetry, a wall of granite, gourmet appliances, and a sleek gas fireplace. The home's expansive footprint includes a main floor Primary Bedroom Suite with a secondary Primary Suite on the 2nd level and seven additional Ensuite Bedrooms, providing unparalleled space and privacy. Despite significant renovation since construction, the home still retains the core architectural integrity and mid century character established by Newhouse. For wellness and recreation, an Indoor Pool Pavilion features a Dectron temperature-controlled system, a retractable clerestory roof, a steam room, and a dedicated second kitchen equipped with Viking appliances. Outside, the tranquility of the lakefront setting takes center stage. A sparkling Outdoor Pool overlooks the water, while a private tram and stairs lead down to 150 feet of secluded beach. This is a unique opportunity to own a significant piece of architectural history with unlimited potential on the shores of Lake Michigan!

2441 Woodbridge Lane, Highland Park
$873,500
4 Beds ⋅ 2 Baths ⋅ 12699488 MLS ⋅ ACTIVE Status
A welcoming front porch sets the tone for the warmth and charm you'll find inside this home. This beautifully maintained brick home combines timeless character with modern updates, all situated on an expansive 50' x 220' professionally landscaped, fenced lot and a two-car, recently structurally redone detached garage. The interior features hardwood floors, solid oak doors, 9' ceilings, and elegant crown molding throughout. The thoughtfully designed main level offers an inviting flow, beginning with a spacious living room featuring a cozy fireplace. A dedicated first-floor office provides the perfect work-from-home space, while the separate dining room serves as the heart of the home for gatherings and entertaining. The large eat-in kitchen offers abundant cabinetry, a breakfast bar with seating for 3-4, and additional table space. It opens seamlessly to the bright first-floor family room, which has a large window facing the gorgeous yard, creating an ideal layout for everyday living. A full bath is located on the main level. The second floor includes three generously sized bedrooms and a second full bathroom with a walk-in closet. The third floor provides a private fourth bedroom with an adjoining sitting area, making it an excellent retreat for guests, extended family, or a live-in arrangement. The basement is divided into two functional spaces. One side is finished, perfect for a play area, craft room, or a second office, the laundry area, and a convenient toilet-only bathroom. The unfinished portion offers a utility room and excellent storage space. With over $100,000 in improvements, classic architectural details, generous living areas, and a convenient location close to shopping, dining, downtown amenities, and commuter rail service, this home is ready to welcome its next owners to add their own personal touch. Improvements include a rehabbed, like-new 2-car garage, a new water heater, washer/dryer, front stoop and hand railings, new windows in the attic, new access to the sewer outflow, and a French drain. Installed a catch basin in the backyard, 2 branch drains, and south-facing downspouts tied to the outflow to the city system. Extensive landscaping throughout. Please note that the fireplace is in "as is" condition. HVAC in "as is " condition. Floor plans provided under "Additional Info".

1538 Oakwood Avenue, Highland Park
$1,250,000
5 Beds ⋅ 6 Baths ⋅ 12693363 MLS ⋅ ACTIVE Status
Nestled on a private property this residence stands as a testament to sophisticated design and timeless elegance. This custom-built residence is poised on a lush, wooded lot, offering a serene backdrop that feels worlds away while remaining moments from the very best of North Shore living. Spanning three finished levels of meticulously curated space, the home features five expansive bedrooms and four full and-two-half baths. The interior architecture is defined by a sense of scale and grace, perfectly suited for both grand-scale entertaining and quiet, private moments. The flow is perfect on the 1st level with a private office and a flexible bedroom/ 2nd office with half baths nearby. A bright Kitchen overlooks the yard and patio and features an island with a large eat-in area. At the heart of the home, the primary suite serves as a true sanctuary, offering generous proportions and a refined atmosphere for relaxation. The lower level is a destination unto itself. Fully finished and designed for wellness and recreation, it boasts a private sauna and steam room-an effortless way to incorporate a spa-like lifestyle into your daily routine. Beyond the property lines, the lifestyle afforded by this location is unmatched. Residents enjoy close proximity to the world-class performances at Ravinia Festival and the pristine sands of Rosewood Beach. This address also offers convenient access to highly regarded local educational institutions, including Braeside Elementary, Edgewood Middle School and Highland Park High School.

201 Aspen Lane, Highland Park
$169,000
2 Beds ⋅ 2 Baths ⋅ 12697341 MLS ⋅ ACTIVE Status
Wonderful, light-filled 2-bedroom, 2-bath condominium featuring an open floor plan in the highly desirable Sunset Woods Condominiums, a 62+ senior community. Wood floors in kitchen and foyer. Convenient in-unit laundry completes the home's thoughtful layout. Enjoy an exceptional array of community amenities, including a party room, game/card room, library/TV room, exercise room, rooftop terrace, and a beautifully landscaped paver patio with BBQ grills overlooking the park. One garage parking space is available on a rotating basis. Ideally located near shopping, restaurants, a movie theater, the Metra train, and more. Residents also enjoy access to the free Senior Connector bus, providing transportation to destinations throughout Highland Park. Sunset Woods is an affordable housing development. All prospective buyers must submit an application to determine eligibility. Please contact your Realtor for qualification requirements and additional details. No rentals permitted. Units must be owner-occupied.

891 Central Avenue Unit #336, Highland Park
$4,399,000
5 Beds ⋅ 6 Baths ⋅ 12501567 MLS ⋅ ACTIVE Status
NEW CONSTRUCTION luxury single-family home coming soon to Highland Park within sought after Ravinia Elementary School boundaries. Designed for both everyday living and elevated entertaining, the main level features a private home office with striking glass and iron doors, a formal dining room framed by oversized windows, two powder rooms, and an expansive living room that seamlessly opens to the kitchen. A vaulted sunroom overlooks the backyard, filling the home with natural light and creating the perfect indoor-outdoor connection with a COVERED PATIO off the kitchen, sunroom and living room. The true centerpiece is the show-stopping chef's kitchen, complete with a full scullery for additional prep, storage, and seamless hosting. Upstairs, you'll find four spacious en-suite bedrooms, a versatile loft/den space, and a thoughtfully designed laundry room equipped with dual washers and dryers for ultimate convenience. The finished lower level is built for lifestyle and wellness, featuring a fully outfitted exercise room with private spa amenities (sauna and steam), an expansive recreation room, an additional bedroom and full bath, and a flexible bonus space ideal for a playroom, card room, or media lounge with heated radiant floors throughout the entire basement. Offering 6 bedrooms, 6 full bathrooms, and 2 half baths. This exceptional home also includes an attached HEATED 3-car garage and sits on nearly half an acre of flat, usable land. A rare opportunity to own new construction in one of Highland Park's most desirable neighborhoods. PHOTOS ARE RENDERINGS AND OF PREVIOUS PROJECT. DELIVERY END OF SEPTEMBER 2026 *Renderings and plans, etc. are for marketing purposes only; finishes/plans may change at the discretion of Seller. Buyer(s) and their representation to confirm all finishes prior to purchase. Buyer's Broker must attend all showings/appointments.

966 Wade Street, Highland Park
$4,400,000
4 Beds ⋅ 6 Baths ⋅ 12705843 MLS ⋅ ACTIVE Status
Experience unparalleled luxury on the lakefront. This 5,500 SF NEW CONSTRUCTION home tucked away at the end of a quiet cul-de-sac has been meticulously curated for modern living with impeccable design. The expansive floor plan features four generous bedrooms, each with its own en-suite bathroom, including a refined primary retreat complete with 12 foot ceiling, a private balcony overlooking iconic Lake Michigan and 2 lavish walk-in closets. Culinary artistry is redefined in the exceptional chef's kitchen, outfitted with professional-grade appliances and a discreet scullery-perfect for both upscale entertaining and daily life. Exceptional amenities include a finished basement with a full bath, second-floor laundry , a first-floor office, a powder room, and expansive living spaces that are bathed in natural light. Perfect indoor-outdoor harmony is achieved through a serene three-season room, and a stone terrace, all providing ideal vantage points to enjoy the tranquil lakefront setting. Enjoy an unbeatable Highland Park location on a commanding .63-acre lot with panoramic Lake Michigan views. Stairs down to the beach are adjacent to back yard, shared with residence on the street.

22 Lakeview Terrace, Highland Park
$1,399,000
4 Beds ⋅ 5 Baths ⋅ 12696254 MLS ⋅ ACTIVE Status
Welcome to effortless luxurious living in Highland Park. This stunning custom contemporary 6-year-young home offers 5 spacious bedrooms, 4 half baths, and an open floor plan bathed in natural sunlight from every angle. The flexible floor plan blends style, comfort and functionality. Sunny foyer, soaring ceilings, designer finishes, and fixtures throughout. Sun-filled great room flows into chef`s kitchen with stainless steel appliances, pantry, quartz countertop, and storage. A separate dining room sits just off the kitchen and family room, creating the perfect layout. Ideal for family living and entertaining, plus much more. Beautiful hardwood floors throughout the home with all high-end finishes. A custom staircase leads to the second floor. The primary suite includes remote control window treatments, walk in closet, plus a private deck with Trex flooring. The master bath has heated floors, a large shower, and twin sinks. Three additional spacious bedrooms, 2 with jack and jill bath, plus a hall bath with whirlpool tub. The finished basement adds incredible living space with a full bath, bedroom, and large entertainment room, along with a separate professionally soundproofed area ideal for podcasting, recording, or a quiet home office. The garage features epoxy flooring and slat board walls. The home is recently painted and in impeccably maintained. There is also a shared outside area with a play area, fire pit, and walking path. Truly a fabulous home with more features. Taxes do not reflect any exemptions and may be lower for a qualified buyer.

2009 Skyelar Court, Highland Park
$440,000
3 Beds ⋅ 2 Baths ⋅ 12697929 MLS ⋅ ACTIVE Status
Rarely available three-bedroom, two-bath condominium offering an exceptional combination of space, natural light, and value. Enjoying a desirable southern exposure, this inviting residence features a thoughtfully designed split-bedroom floor plan, generous room sizes, and an oversized private balcony. A welcoming foyer leads to spacious living and dining areas, creating an ideal setting for everyday living and entertaining. The kitchen features maple cabinetry, a comfortable eating area, abundant storage, and direct access to the oversized south-facing balcony. Privately situated, the primary suite features hardwood flooring, exceptional closet space, plantation shutters, and an en-suite bath with dual sinks, a soaking tub, and a separate shower. Two additional generously sized bedrooms, both with hardwood flooring, share a spacious hall bath. Plantation shutters enhance one of the secondary bedrooms, while the other offers direct access to the balcony, providing flexibility as a guest room, home office, or den. Additional highlights include in-unit laundry, excellent storage throughout, a one-car attached garage, and a convenient main-level storage locker. Ideally located just moments from downtown Highland Park, Metra, restaurants, shopping, and Lake Michigan. Property conveyed in as-is condition.

1534 Mcdaniels Avenue Unit #3E, Highland Park



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