Refine Search
Sort by
41 Scott Loop, Highland Park
$1,795,000
6 Beds ⋅ 7 Baths ⋅ 12770627 MLS ⋅ NEW Status
Steeped in history and beautifully reimagined for modern living, this magnificent Captain's Mansion, dating to 1892, offers a rare opportunity to own a piece of Fort Sheridan's distinguished architectural heritage. Located just three homes from Lake Michigan within the National Historic Landmark District, this exceptional 7,654-square-foot residence seamlessly blends the grandeur and craftsmanship of the late 19th century with extensive contemporary renovations. Soaring ceilings, sun-filled interiors, hardwood floors, two staircases, multiple fireplaces, and seasonal lake views create an extraordinary setting for everyday living and entertaining. A gracious foyer introduces the home's impressive scale and timeless elegance, opening to a beautiful living room with fireplace and a formal dining room, both featuring stunning 11-foot ceilings. The newly redesigned gourmet kitchen combines style and functionality with updated cabinetry, quartz countertops, a generous center island, new stainless steel Wolf double ovens and cooktop, a new Sub Zero refrigerator, and a spacious pantry with a beverage bar and abundant storage. The expansive family room addition offers exceptional gathering space with direct access to a new Trex composite patio and fenced side yard. The second floor features three spacious ensuite bedrooms, including a luxurious primary suite with an oversized custom walk-in closet and a newly renovated spa-inspired bathroom featuring radiant heated floors, quartz countertops, a spacious shower, Jacuzzi tub, and heated towel rack. A comfortable loft and conveniently located laundry room complete this level. The versatile third floor offers a spacious second family room and two additional rooms ideal for bedrooms, home offices, or flexible living spaces. The finished lower level provides even more room to spread out, with a recreation room, additional bedroom, full bathroom, and second laundry room. Extensive recent improvements enhance the home's comfort and functionality, including three new HVAC and air conditioning systems (2025), electrical upgrades, new lower-level luxury vinyl flooring, screen doors, sprinkler system, custom mudroom closets, and window treatments. Freshly painted interiors and an attached three-car garage further complement this exceptional, move-in-ready residence. Originally part of the historic Fort Sheridan military installation, this remarkable home offers the rare opportunity to experience the architectural character and grandeur of a bygone era without sacrificing modern comforts. Surrounded by the natural beauty of Lake Michigan, scenic walking trails, and historic architecture, Fort Sheridan offers a distinctive lifestyle just minutes from the restaurants and shops of Highwood, Highland Park, and Lake Forest, with convenient access to Metra and downtown Chicago. An extraordinary combination of history, architectural beauty, generous living spaces, and modern luxury in one of the North Shore's most distinctive settings.

41 Scott Loop, Highland Park

640 Robert York Avenue Unit #308, Deerfield
$499,000
2 Beds ⋅ 2 Baths ⋅ 12792584 MLS ⋅ NEW Status ⋅ South Commons BLDG.
Welcome to this beautifully updated 2-bedroom, 2-bath in-town condo, offering the perfect blend of comfort, convenience, and modern style. This well-maintained home is just moments from shopping, dining, entertainment, and the Metra. As you enter this spacious corner unit, you're greeted by a welcoming foyer with a generous coat closet. The bright and expansive living room features an abundance of natural light, a built-in entertainment center, and a convenient dry bar-creating an inviting space for both everyday living and entertaining. Both bedrooms offer generous proportions. The spacious primary suite features a large walk-in closet and a private en-suite bathroom. The beautifully updated kitchen features stainless steel appliances and plenty of cabinet and counter space, making it both stylish and functional. Step outside to your private balcony, a wonderful extension of the living space with room for comfortable seating and a BBQ grill-perfect for morning coffee, relaxing evenings, or entertaining guests. Additional conveniences include generous storage located directly outside the unit and two dedicated parking spaces in the attached heated garage. With HOA dues including heat, gas, and water, this home offers exceptional convenience and value. Meticulously maintained and ideally situated, this inviting condo provides easy in-town living with shopping, dining, transportation, and everyday amenities right outside your door.

640 Robert York Avenue Unit #308, Deerfield

240 Whistler Road Unit #1E, Highland Park
$2,100,000
5 Beds ⋅ 6 Baths ⋅ 12791592 MLS ⋅ NEW Status ⋅ Fort Sheridan BLDG.
Built in 1893 and designed by the celebrated Chicago firm Holabird & Roche, this landmark building in the heart of Fort Sheridan began its life as the Infantry Drill Hall and later served as the post gymnasium. Today it holds just 11 distinctive condominiums, and this end unit is one of its most special. With exposures to the east, north, and south, the home is filled with light throughout the day. The building's original wide, arched entrance on the east facade has been reimagined as a dramatic wall of windows, a striking reminder of the building's history. The kitchen pairs clean, contemporary design with serious function, including a Sub-Zero refrigerator and freezer, a Bosch dishwasher, and a six-burner FiveStar range with two ovens. A large marble island with a breakfast bar is the natural gathering spot, and the eating area beside it is surrounded by floor-to-ceiling windows. The kitchen opens to the family room, where 16-foot ceilings and walls of glass lead out to a 38-foot balcony overlooking the meadow and stream, a lovely place to start the morning or unwind at the end of the day. The primary suite has 13-foot ceilings, floor-to-ceiling windows, and its own balcony facing the historic water tower. The primary bath includes a walk-in shower, whirlpool tub, separate Toto toilet room, makeup vanity, and walk-in closet. One of many large closets, professionally built out, throughout the home. The lower level offers remarkable flexibility, with a family room lit by 25 feet of windows, two more bedrooms, two baths, an exercise area, a bonus room and workshop, ideal for guests, a home office, or extended family. Everyday living is easy here, with an elevator just outside the front door, all primary living spaces on the main level, and four assigned spaces in the attached heated garage. Step outside to gravel walking paths and head east for views of Lake Michigan, plus you're just a short walk from Highwood's restaurants, festivals, and food trucks in the park. A rare chance to own a piece of North Shore history, beautifully suited to how we live today.

240 Whistler Road Unit #1E, Highland Park

1520 Oakwood Avenue, Highland Park
$1,650,000
5 Beds ⋅ 6 Baths ⋅ 12790920 MLS ⋅ NEW Status
A rare offering in one of Highland Park's most coveted locations - This stunning custom built all brick residence is beautifully positioned on a private tree filled lot and offers six bedrooms & 5.5 bathrooms. The gracious interior begins with an elegant foyer opening to a spectacular living room, where a striking stone fireplace and windows on two exposures fill the space with natural light. French doors transition seamlessly to the family room, complete with a second fireplace and an open connection to the chef's kitchen. Showcasing an oversized island with breakfast bar, granite countertops, premium stainless steel appliances, beverage refrigerator, breakfast area and generous walk-in pantry this is the perfect space for any home chef. A formal dining room with French doors is just off the kitchen along with a main floor bedroom with en suite, & a spacious mudroom with direct access to the attached three car garage. An elegant powder room completes the main level. Upstairs, the primary suite offers a tranquil private retreat with dual walk-in closets, and a luxurious en suite with separate vanities, soaking tub, oversized walk in shower and private water closet. Three additional bedrooms provide exceptional flexibility, including one with a private en suite bath and walk in closet, while two bedrooms share a beautifully designed Jack and Jill bath with dual vanity. The laundry room is just down the hall and features a utility sink and plenty of additional storage space. The finished basement extends the living space with an expansive recreation room with a bar, media room with screen, billiards room with pool table, sixth bedroom, full bath with walk-in shower and versatile bonus room currently used as a gym. Outside, a lush and beautifully backyard creates a private sanctuary, with mature trees, expansive lawn and a sophisticated paver patio ideal for al fresco dining and entertaining. Perfectly positioned just blocks from the Highland Park Metra, downtown shopping, acclaimed dining and farmers markets, with easy access to Lake Michigan, beaches, lakefront paths and Ravinia. Zoned to highly regarded District 112 schools and Highland Park High School. An exceptional opportunity in one of the most desirable locations on the North Shore.

1520 Oakwood Avenue, Highland Park

911 Waukegan Road Unit #B, Deerfield
$274,999
3 Beds ⋅ 2 Baths ⋅ 12789575 MLS ⋅ NEW Status
(((Multiple offers received. Highest and Best offers due Saturday October 24th 7:00 p.m.))) GREAT SUN DRENCHED TRIPLEX TOWNHOUSE IN THE HEART OF DEERFIELD! !Perfect location! This condo just needs a Good cosmetic makeover. Highly Desirable floor plan with 3 bedrooms on the 2nd floor & 1 bathroom up stairs too! First floor has a super cute half bath for friends and family and that bathroom could easily be converted to a full bathroom too. This sun-drenched 3 bedroom 2 bath property flows seamlessly from when you enter the front door. Really nice living room in the front and a combo kitchen / dining room in the rear. The hardwood floors in the kitchen are in great shape. You'll be able to enjoy your large basement / family room or rec room in the basement. Full side by side washer dryer in the basement as well. Sump pump and ejector pit in the basement. The Roof is from 2025, Hot water heater from 2017. The location is ideal as it is super close to everything in Deerfield. Close to Restaurants, shops, grocery, parks, library right across the street. Metra two blocks away. One exterior parking spot is included. GREAT SCHOOLS IN THE AREA TOO; Kipling, Shepherd and Deerfield High School super close by. THIS PROPERTY HAS NO RENTAL CAP AND IS INVESTOR FRIENDLY!

911 Waukegan Road Unit #B, Deerfield

737 Orleans Drive, Highland Park
$460,000
3 Beds ⋅ 3 Baths ⋅ 12786236 MLS ⋅ NEW Status
This move-in ready 3 bedroom, 2.5 bath END-UNIT Chantilly townhome is spacious and bright with an ideal floor plan. First level features expansive family room with marble surround fireplace, formal dining room with bar, versatile den with built-ins and sliding doors to a private patio. The kitchen features Shaker wood cabinetry, stainless steel appliances, Corian countertops, pantry and direct patio access. Luxury vinyl flooring throughout first level. Upstairs, the oversized primary suite offers a walk-in closet, cedar closet, built-in cabinetry and beautiful en-suite bath with decorative tile flooring, double sinks plus vanity area and tub/shower. Two additional generously sized bedrooms, a full hall bath and convenient second-floor laundry complete the upper level. Enjoy outdoor entertaining on the oversized private, fenced patio. Additional highlights include a two-car garage with storage. Residents enjoy a community outdoor pool and a fantastic location near Fink Park, walking paths, recreational facilities and Deer Creek Racquet Club. Easy highway access and just minutes to downtown Highland Park.

737 Orleans Drive, Highland Park

1220 Park Avenue Unit #126, Highland Park
$324,900
2 Beds ⋅ 2 Baths ⋅ 12782094 MLS ⋅ ACTIVE Status
Welcome to Brooke Estates! This bright and spacious 2-bedroom, 2-bathroom end-unit condo offers comfortable, move-in-ready living in a beautifully maintained elevator building. Filled with natural light, this inviting home features an updated kitchen with stainless steel appliances, hardwood flooring, and a convenient breakfast bar that opens to the dining area, complete with vaulted ceilings and skylights. The spacious living room features a cozy gas fireplace and direct access to a private balcony, perfect for relaxing or enjoying your morning coffee. The generously sized primary suite offers plenty of space for a king-sized bed, sitting area, and additional furnishings, along with a private full bathroom and walk-in closet with custom built-ins. The second bedroom features an entire wall of closets, providing exceptional storage. Additional storage can be found throughout the home, including a front entry coat closet and linen closets. A generously sized laundry room features a newer stackable washer and dryer, offering both convenience and additional storage space. Completing this exceptional condo are two heated garage parking spaces and a dedicated storage locker (#31). Brooke Estates offers a wonderful selection of amenities, including two outdoor swimming pools, beautifully landscaped grounds, two picturesque ponds with a fountain, scenic walking paths, and ample guest parking. Located in a highly regarded school district, this home offers an ideal combination of comfort, convenience, and community amenities. The association boasts healthy reserves and no special assessments. Enjoy the ease of maintenance-free living in this desirable Highland Park community!

1220 Park Avenue Unit #126, Highland Park

155 Whistler Road, Highland Park
$649,000
2 Beds ⋅ 3 Baths ⋅ 12785449 MLS ⋅ ACTIVE Status ⋅ Fort Sheridan BLDG.
Discover a distinctive blend of historic character and modern sophistication in this exceptional three-story townhome nestled within the storied Fort Sheridan community along Lake Michigan. An open floor plan, two spacious bedrooms, and two and a half bathrooms create an inviting setting for both everyday living and entertaining. The updated kitchen is beautifully appointed with granite countertops, and a center island, while updated bathrooms offer contemporary style and comfort. Architectural appeal shines through in the dramatic ceiling heights, with 10-foot ceilings on the second floor and soaring 11-foot ceilings on the third, featuring arched windows on the top level. A wooden deck extends the living space outdoors, and a two-car garage and dedicated utility room provide added convenience. Enjoy the distinctive Fort Sheridan lifestyle, where historic surroundings meet the natural beauty of Lake Michigan. Explore nearby scenic trails and lakefront vistas, catch the train at the Fort Sheridan Metra station, or stop by Starbucks just moments away. A rare opportunity to enjoy refined, low-maintenance living in one of the North Shore's most distinctive historic communities.

155 Whistler Road, Highland Park

431 Kelburn Road Unit #116, Deerfield
$405,000
2 Beds ⋅ 2 Baths ⋅ 12783717 MLS ⋅ ACTIVE Status ⋅ Coromandel BLDG.
Best Location a few blocks from downtown Deerfield! Beautifully landscaped, huge extended private patio! Open floor plan with split bedroom suites, recessed lighting, and walls of glass overlooking the patio from every room. Open kitchen from the living and dining room showcases white cabinets and stainless steel appliances. 2 Bedroom Suites, including the Primary with a walk-in closet and a beautifully updated bath with granite counters and a walk-in shower. Other features include in-unit laundry, an indoor heated garage space and a large storage locker. Pet-friendly complex with easy access to the outdoors from this first floor condo, and this unit is steps to the clubhouse, swimming pools, exercise & party rooms, tennis, basketball and volleyball courts. This maintenance free, resort-style condo is a Must See!

431 Kelburn Road Unit #116, Deerfield

381 Kelburn Road Unit #214, Deerfield
$299,900
1 Beds ⋅ 1 Baths ⋅ 12786718 MLS ⋅ ACTIVE Status ⋅ Coromandel BLDG.
Don't miss this fabulous opportunity to own a spacious and impeccably maintained one bedroom one bath condo with pond views in Deerfield's highly desirable Coromandel subdivision along with a wonderful Super Home Warranty for a year! The unit boasts bamboo wood floors in great room and hall. Beautiful pond views from both the great room and bedroom, with sliding glass doors in great room leading to large balcony overlooking the pond. The kitchen has ceramic floor, granite counters, Farmhouse sink, and eating area. The bedroom has sliding glass doors, newer carpet and a generous walk-in closet. The bathroom includes a linen closet and a full walk-in shower with glass doors, support bar and built-in shelves. Added features include an In-unit washer/dryer, large pantry and guest closet. Heated underground garage with parking space. Large secured storage locker. Bike room. Clubhouse conveniently located and features indoor/outdoor pools with deck, hot tub, fitness center, party/card room with kitchen and lounge. On-site management. Amenities include tennis, basketball and playground. A pet friendly community. Convenient to downtown Deerfield with shops, restaurants, grocery stores including Whole Foods, trains and library. Coromandel offers a tranquil setting with beautiful tree-lined walking paths surrounding many of its ponds and fountains, where you can sit on a bench and enjoy watching the ducks and swans swim by during the summer. The roof was replaced in 2023. This is truly the perfect place to call your home!

381 Kelburn Road Unit #214, Deerfield

1454 Glencoe Avenue, Highland Park
$575,000
3 Beds ⋅ 3 Baths ⋅ 12786577 MLS ⋅ ACTIVE Status
Set on a serene residential street in the heart of downtown Highland Park, this spacious three-level townhome offers the ideal combination of everyday comfort and easy access to everything the area has to offer. The main level offers a welcoming entry, generous living room with access to a large private fenced patio, separate dining room or den, powder room, and kitchen with stone countertops, subway tile backsplash, abundant cabinetry, and convenient pull-out pantry storage. Hardwood flooring and ample natural light add warmth throughout the space. Upstairs, three bedrooms and two full baths provide a comfortable separation between living and sleeping spaces. The oversized primary bedroom features a walk-in closet and en suite bath with a glass-enclosed walk-in shower. A full-size side-by-side laundry room with additional storage adds everyday convenience. The lower level expands the living space even further with a large family room and direct access to the attached two-car garage, which includes two additional storage rooms. Walk to the Metra, shops, restaurants, coffee, and more, while nearby beaches, Ravinia Festival, country clubs, and golf courses make it easy to enjoy the best of the North Shore.

1454 Glencoe Avenue, Highland Park

23 Rienzi Lane, Highwood
$849,000
3 Beds ⋅ 3 Baths ⋅ 12783212 MLS ⋅ ACTIVE Status
Carefree living in the Fort with LOW HOA fees! This spacious and welcoming 2800 sq ft home is on an extra wide 28' lot. This townhome lives like a large single family home. Rich in History, this site was originally the Military Horse Stables. This open concept home offers a large granite island kitchen for easy cooking & entertaining, featuring updated lighting, cabinet fronts and deluxe pull out drawers. Plenty of space for a crowd, the open layout offers three areas for dining; casual at the island, everyday at the dining room area with chandelier, and along the side of the room that accommodates a table long enough for 8-10 people easily. Great room is the center of easy living with a fireplace hearth and large TV wall, space for a large sectional sofa and chairs, and handsome Plantation shutters gracing the windows overlooking the private patio area and yard with newer wood fence. Beautiful updated first floor powder room, coat closet and roomy 2.5 car attached garage complete the first floor. The stainless steel railings leading to the 2nd floor offers a large loft area, great for a home office or workout area plus 2 bedrooms in addition to the primary bedroom and laundry nook. Enormous light filled primary bedroom has a gorgeous 2025 renovated primary bathroom suite with huge converted WIC. Enjoy daily walks or bike rides by the lakefront and all that vibrant downtown Highwood has to offer with award winning restaurants, bars and entertainment. Close to Metra and just a few minutes drive to downtown Highland Park.

23 Rienzi Lane, Highwood

412 Kelburn Road Unit #212, Deerfield
$398,000
2 Beds ⋅ 2 Baths ⋅ 12785287 MLS ⋅ ACTIVE Status ⋅ Coromandel BLDG.
Light-filled corner unit in sought-after Coromandel offers 2 bedrooms, 2 full baths and a wonderful combination of comfort, convenience and resort-style amenities. Engineered hardwood floors flow throughout the main living areas, while two walls of windows fill the spacious living room with natural light. The open-concept layout connects seamlessly to the kitchen, creating an inviting space for everyday living and entertaining. Step outside to the large private balcony, a perfect spot for morning coffee, al fresco dining or evening cocktails. The kitchen features granite counters, stainless steel appliances, a breakfast bar, pantry closet and plenty of cabinet and counter space. Retreat to the spacious primary suite with a walk-in closet and well-appointed ensuite bath. A generously sized second bedroom, full hall bath, welcoming foyer with guest closet and convenient in-unit laundry complete the home. An elevator provides easy access to the heated underground garage, with parking ideally located near the elevator. New HVAC system September 2026! A large secured storage locker and bike room provide additional storage. Coromandel is known for its impressive amenities and beautiful surroundings. The clubhouse features indoor and outdoor pools, a hot tub, fitness center, party/card room with kitchen and lounge, plus on-site management. Residents also enjoy sports courts, playground and a pet-friendly community. Meandering tree-lined walking paths wind past picturesque ponds and fountains, creating a peaceful setting for an evening stroll or a quiet moment watching the ducks and swans. All of this is conveniently located near downtown Deerfield, with shopping, restaurants, grocery stores including Whole Foods, Metra and the library just minutes away. Enjoy an easy, low-maintenance lifestyle in one of Deerfield's most desirable communities!

412 Kelburn Road Unit #212, Deerfield

1538 Oakwood Avenue, Highland Park
$829,000
4 Beds ⋅ 2 Baths ⋅ 12783502 MLS ⋅ ACTIVE Status
Rare opportunity in the heart of Highland Park - an exceptionally deep 50' x 220' professionally landscaped property offering remarkable outdoor space, a 2-car detached garage, and, once inside, classic architectural character with more than 2,600 square feet of living space. A welcoming covered front porch introduces this beautifully maintained brick home, where hardwood floors, 9' ceilings, solid oak doors, and elegant millwork reflect its timeless character. 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, plenty of counter space, a breakfast bar with seating for 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. Imagine one side for a play area, craft room, or a second office. A laundry closet is located on this side. There's a convenient toilet-only bathroom with the possibility of becoming a half bath. The unfinished portion offers a utility room and excellent storage space. With its 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.

1538 Oakwood Avenue, Highland Park

86 Prospect Avenue, Highland Park
$5,495,000
8 Beds ⋅ 12 Baths ⋅ 12781411 MLS ⋅ ACTIVE Status
Stop dreaming, start living. Rarely does a residence of this magnitude and pedigree become available. Nestled just steps from the whispering shores of Lake Michigan, 86 Prospect Avenue is more than a home-it is a masterpiece of architectural significance. Originally commissioned in 2006 by a prominent local builder as his personal sanctuary, this estate has recently emerged from a multi-year, multi-million dollar transformation, championed by Red Rock Custom Homes and Earth Developments, as well as design carefully curated by Kara Mann Interiors, resulting in a seamless fusion of timeless North Shore grandeur and 2026's most sophisticated modern luxuries. Thoughtfully situated on three hand-selected well-located parcels, the land now totals .87 acres of meticulously manicured grounds. Your approach to the home is cinematic, featuring a brand new circular paver drive, adorned by timeless gas lamps and lush potted plants, which leads to a majestic porte-cochere, a private gated motor court, and a heated five-car garage. The rear grounds are anchored by a 45-foot heated pool recently totally redone and resurfaced, complemented by a stone fire pit and sprawling covered patios. The heart of the home is a bespoke Chef's Atelier featuring a striking marble and walnut island, Viking and Wolf ranges, Traulsen refrigeration with a dedicated commercial walk-in refrigerator, and Sub-Zero integrated drawers. This culinary suite transitions effortlessly from a sun-drenched breakfast room complete with a custom eating area with built-in benches to an expansive formal dining room anchored by a stately wood-burning fireplace. With over 14,000 square feet of finished living space, the home offers a versatile floor plan of eight to ten bedrooms, including a primary suite that serves as a bastion of tranquility with a private balcony, seasonal lake views, dual spa-inspired bathrooms, and two expansive custom dressing rooms. Four additional ensuite bedrooms and a hidden play area grace the second floor, while the third floor is dedicated to wellness with a professional gym, massage/yoga room, and recreation room. The walk-out lower level provides a sophisticated retreat with a second kitchen, three guest suites, three full bathrooms, and a large recreation room with a dedicated cabana bath. Built with a "forever" mindset, the estate includes a full-service elevator, two laundry suites, an executive library, a whole-house generator, and an advanced irrigation system. This is not merely an acquisition of real estate, but the acquisition of a lifestyle without compromise. Step into the perfect blend of timeless architecture and luxury north shore living. Welcome home! A few final touches being completed as we speak. Nearly $2.5m was invested in this home since in the last two years, a full list of improvements available upon request.

86 Prospect Avenue, Highland Park

1118 Gordon Terrace, Deerfield
$799,000
4 Beds ⋅ 3 Baths ⋅ 12782495 MLS ⋅ ACTIVE Status
Move right in to this beautiful 4-bedroom, 2.1-bath home, ideally situated on a beautiful lot in a desirable neighborhood. The inviting main level features hardwood floors throughout, with a spacious living room anchored by a cozy fireplace and a separate dining room perfect for gatherings. The kitchen offers granite countertops, stainless steel appliances, abundant cabinetry and generous serving space, plus a comfortable eating area that opens to the impressive family room. With soaring vaulted ceilings and an abundance of natural light, the family room is sure to become a favorite gathering space. A private office with French doors, built-in desk, and bookcase with storage provides an ideal work-from-home setup. Upstairs, the spacious primary suite features a walk-in closet and beautiful bath with dual vanities and granite countertops. Three additional generously sized bedrooms offer excellent closet space, including organizers for added convenience, along with a beautiful hall bath. The finished basement adds even more living space with a recreation room featuring a fireplace, plus great storage. Outside, the beautifully fenced yard offers a spacious patio, mature landscaping and plenty of room to relax or entertain. Recent updates include refrigerator (2024), washer (2021), dryer (2024), primary bath remodel (2018), window treatments (2021), complete roof tear-off and rebuild (2022), windows (2015), water heater (2013), powder room (2023), garbage disposal (2025), dishwasher (2018), sump pump (2023), hall bath remodel (2026) and attic insulation (2022). Lawn sprinkler system included. Set on a quiet street with convenient access to schools, parks, the train and tollway, this exceptional home offers comfort, space and thoughtful updates throughout. A must-see!

1118 Gordon Terrace, Deerfield

1440 Concorde Circle, Highland Park
$439,000
3 Beds ⋅ 3 Baths ⋅ 12773165 MLS ⋅ ACTIVE Status
Rarely available Chantilly END-UNIT ideally situated overlooking the golf course! Lovingly maintained, this spacious and light-filled 3-bedroom, 2.5-bath townhome offers a wonderful floor plan featuring an expansive family room, formal dining room with wet bar and versatile den/office with sliding doors to a private patio. The kitchen features white cabinetry, granite countertops, ceramic tile flooring, a built-in planning desk area, pantry and direct patio access. Upstairs, the oversized primary suite offers a walk-in closet, cedar closet and en-suite bath. Two additional generously sized bedrooms, a full hall bath and convenient second-floor laundry complete the upper level. Enjoy outdoor entertaining on the private, fenced patio. Additional highlights include a two-car garage with abundant storage. Residents enjoy a community outdoor pool and a fantastic location near Fink Park, walking paths, recreational facilities and Deer Creek Racquet Club. Easy highway access and just minutes to downtown Highland Park. Mechanical ages: Bradford White 50-gallon electric water heater - Sept. 2021, Lennox indoor air handler - Sept. 2023, Maytag washer - Jan. 2021, Maytag electric dryer - older, Maytag side-by-side refrigerator/freezer - Jan. 2009, Maytag 30" electric range and microwave - early 2009, Maytag dishwasher - May 1997

1440 Concorde Circle, Highland Park

493 Hazel Avenue, Highland Park
$2,499,000
6 Beds ⋅ 7 Baths ⋅ 12781765 MLS ⋅ ACTIVE Status
This Beautiful Home on Over an Acre in the Heart of Highland Park Boasts Soaring Barrel Ceilings over 20' High and 5 Fireplaces. Amazing Home for Entertaining with a Magnificent Great Room, a Banquet-Sized Dining Room with a Butlers Pantry, a Wonderful Screened Porch and a Balcony Overlooking the Backyard- which includes Ravines and a Huge Yard, large enough for a tennis/pickleball court, an outdoor pool and more- Accessed by a Bridge! The Double Island Chefs Kitchen has a Fireplace, Walk-in Pantry, Professional Series Appliances, Dumb-waiter and Way Too Many Features to List! The Main Floor has 3 Bedrooms and 3 1/2 Baths and the Entire 2nd Floor is a Romantic Hideaway Primary Suite with its Own Family Room, Fireplace, Huge Walk-in Closet and Spa-like Bath. There is potential to create a 1st Floor Primary if desired. This Home offers over 8000 Sq Ft plus 2330 Sq Ft in the Finished Walkout Basement featuring a 40' Indoor Pool with a Wall of Glass that Open to the Outdoors! 2 Additional Bedrooms and Full Baths, a Massive Workout Room, an Amazing Home Theater, and a Summer Kitchen in the Walkout Basement. 5 Zones of Heat and Air, and a 3+ Car Garage. Located just moments from the Vibrant Shops, Dining, and Cultural Landmarks of Downtown Highland Park, the Metra Train and the Lakefront, this Home offers a Lifestyle of Convenience and Sophisticated Comfort. It's not just a place to live-It's a Place to Thrive. Truly a Must See!

493 Hazel Avenue, Highland Park

271 Whistler Road, Highland Park
$699,999
2 Beds ⋅ 3 Baths ⋅ 12781749 MLS ⋅ ACTIVE Status
Step into this completely renovated (by homeowner) and beautifully appointed Fort Sheridan townhome and prepare to be mesmerized. An unobstructed park view sets the stage for this exceptional home, where 11-foot ceilings, sophisticated design, and state-of-the-art technology come together to create a truly one-of-a-kind living experience. The home has been thoughtfully opened up to create an airy, light-filled floor plan. The first floor features stunning chevron-patterned flooring, a sleek linear modern gas fireplace, and a spectacular custom kitchen. Designed for both everyday living and entertaining, the kitchen showcases 6-foot custom white oak cabinetry, an extra-wide drawer system, a 7-foot island with integrated wine refrigerator and microwave, and gorgeous quartz countertops with a waterfall edge. Additional details include a reverse-osmosis water purification system, under-cabinet toe-kick lighting, and a custom white oak banquette with integrated storage. Even the powder room is gorgeous with hand made cement Moroccan tiles. Smart-home technology is seamlessly integrated throughout, including Lutron Caseta lighting, Sonos surround sound and built-in speakers, and motorized Hunter Douglas window shades. Every detail has been considered, including modern HVAC registers, contemporary outlets with USB-A/C charging ports, and sleek screwless switch plates. Ascend the custom white oak staircase to the second floor, where beautifully appointed bedrooms feature custom wall paneling, spacious closets, extra-wide French doors, and 2 gorgeous bathrooms outfitted with Kohler fixtures. The primary suite offers a generous walk-in closet and a luxurious walk-in shower with floor-to-ceiling tile. The lower level provides exceptional functionality with a new washer and dryer, floating laundry folding cabinet, abundant additional storage, and an epoxy-floored attached two-car garage. Nothing has been overlooked in this extraordinary renovation. Sophisticated, stylish, and exceptionally well executed, this is an effortless way of life in one of the North Shore's most special settings. Living in Fort Sheridan is truly paradise-nestled along Lake Michigan and surrounded by ravines, preserves, and natural beauty. Enjoy beach access, scenic trails, and close proximity to downtown Highwood, Highland Park, and Lake Forest, with an easy commute to Chicago. A rare opportunity to enjoy beautifully designed, completely renovated living in the heart of Fort Sheridan.

271 Whistler Road, Highland Park

11 Rienzi Lane, Highwood
$950,000
3 Beds ⋅ 3 Baths ⋅ 12781043 MLS ⋅ ACTIVE Status
Discover the charm and tranquility of historic Fort Sheridan! Situated on the former grounds of the military horse stables, this beautifully updated, approximately 2,800-square-foot townhome is surrounded by tree-lined streets, historic architecture, scenic trails, and walking paths to Lake Michigan and Fort Sheridan's beaches. Featuring 3 bedrooms, 2.5 baths, soaring ceilings, refinished maple hardwood floors, an updated fireplace, and a renovated kitchen with quartz countertops and marble backsplash. The luxurious primary bath offers heated floors, a jetted tub with an in-line heater, and a separate glass shower. Additional highlights include Lutron switches and dimmers throughout, instant hot water in the showers, a skylit loft, and a heated garage with an optional vehicle lift.Enjoy a private, beautifully landscaped, fenced yard and patio, just minutes from Highwood's restaurants, entertainment, and Metra while being part of the Historic charm, modern luxury, and a peaceful North Shore lifestyle! Call Listing Agent for Exclusions

11 Rienzi Lane, Highwood

1530 Oakwood Avenue, Highland Park
$839,000
4 Beds ⋅ 3 Baths ⋅ 12780388 MLS ⋅ ACTIVE Status
From the dramatic front porch to the bay window off the kitchen and craftsman woodworking throughout, this house is truly a "home". Move right into this classic American foursquare convenient to all the North Shore has to offer? Lovingly maintained and continuously updated by two generations of the same family. Great floor plan too - Kitchen is open to eat-in area, flowing into formal dining space and then into the front living room. Partial finished basement. Craftsman detail in the wood-beam ceilings, staircase and (gas) fireplace mantle. Spacious brick paver patio and large back yard with gorgeous mature landscaping! Plus an UNBEATABLE LOCATION ... On a quiet street lined with historic homes but just a block from downtown Highland Park's restaurants, shops, Metra station, coffee, book stores etc. And just a stone's throw to Ravinia District of Highland Park, Ravinia Festival, Chicago Botanic Garden, schools, parks, beaches and more. No central A/C, but many other recent updates and continuously maintained by owners. See the Improvements List under "additional info" or call listing agent Carolyn Cerf!

1530 Oakwood Avenue, Highland Park

1795 Lake Cook Road Unit #211, Highland Park
$338,900
2 Beds ⋅ 2 Baths ⋅ 12779740 MLS ⋅ PRICE CHANGE Status
Bright and spacious, this rarely available 2-bed, 2-bath condo at the Americana in Highland Park offers a sophisticated retreat in a prime location. The moment you step the attention to detail is evident: New flooring, large living area, updated kitchen and bathrooms. The heart of the home is the reimagined eat-in kitchen, a chef's delight featuring crisp cabinetry, expansive counter space, and new stainless steel appliances. Whether you're prepping a quick breakfast or hosting a dinner party, the direct balcony access makes it easy to step out for some fresh air. The open-concept living and dining area feels incredibly airy, anchored by a fireplace that adds a layer of warmth and ambiance to the contemporary design. The primary suite serves as a true sanctuary, complete with a massive walk-in closet and a private en-suite bathroom. The second bedroom is equally impressive, filled with natural light and offering a large walk-in closet-perfect for a guest room or a dedicated creative space. Living at the Americana means enjoying a suite of amenities, including an outdoor pool, exercise room, and a party room with its own kitchen. This unit includes a dedicated storage space on the same floor and one assigned space in the heated garage. With easy access to parks, shopping, and dining, this home perfectly blends updated style with effortless convenience.

1795 Lake Cook Road Unit #211, Highland Park

Deerfield
$284,900
1 Beds ⋅ 1 Baths ⋅ 12778187 MLS ⋅ ACTIVE Status
Amazing price for this first floor one bedroom unit with private patio. This privacy is surprising with a brick wall on two sides of the patio and lush greenery on the other side. Park in the garage beneath the building, collect your mail and ride the elevator up to the first floor. Enter into your great room and note the expansive room with large furnishings and room for the dining room. All this is brightly lit with the canned ceiling lights, and the floor to ceiling sliding door and windows covering an entire wall to the generous and private patio in front perfect for morning coffee or reading in the quiet of one's own space. White cabinet kitchen is open to the great room with a view to the patio. Appliances have been lightly to never used as the entire unit has been meticulously kept. The bedroom is a welcoming site with a calming, cozy relaxing feel to it. Deep organized closet has room galore. White bathroom offers shower/tub combination, commode, plus vanity with plenty of good lighting. Laundry is in its closet in the bathroom. This unit has two deep closets, storage room downstairs, great lighting with canned lights in the great room, new lighting in the bathroom and wonderful natural light from all the windows. Furnace is located in a kitchen closet, AC condenser is on the roof. This is a real gem to see and welcomes you to a super kind and friendly group of neighbors lending you support, if needed, or privacy if preferred. Want to meet more people? Come to the clubhouse and meet the management team, see the pools, the workout room, the party room and see all the happenings of card players, ping pongers and simple social conversations. This is so special, come and treat yourself! I look forward to meeting you!

Deerfield

930 Central Avenue, Highland Park
$975,000
4 Beds ⋅ 5 Baths ⋅ 12767426 MLS ⋅ ACTIVE Status
Sophisticated, spacious, and beautifully updated, this light-filled luxury townhome offers the ease of maintenance-free living with the space, privacy, and functionality of a single-family home. Ideally located just steps from town and Sunset Foods, the residence features 5 bedrooms-including flexible office space, 4 1/2 baths, and more than $350,000 in thoughtful improvements. The main level is designed for both everyday living and entertainment, with a beautifully updated chef's kitchen featuring Viking appliances, new stone countertops, under cabinet lighting & charging station. Brazilian cherry hardwood floors bring warmth and richness throughout the home. The generous living area is anchored by a striking remote controlled gas fireplace and stunning maple cabinets & shelving, creating a warm and inviting gathering space. Upstairs, the second floor offers three bedrooms, including a serene primary suite and en-suite, spa bath outfitted with a steam shower, heated floors, soaking tub, plus two organized walk-in closets. Two additional bedrooms share a Jack-and-Jill bath, while a conveniently located laundry area and built-in homework station, which can also be used as a display area, provides function and style. The third floor is a private, beautifully finished space ideal for a home office, additional bedroom, studio, or quiet retreat, complete with a stunning Bernhardt built-in office. The finished lower level adds even more versatility, with a bedroom featuring a custom closet, full bath, dedicated gym space, and an updated entertainment area with surround sound-perfect for movie nights, guests, or extended family. Speakers are wired throughout the home, organized closets maximize storage, and thoughtful soundproofing between the primary suite and the neighboring residence provides an added level of privacy. A private heated two-car garage with epoxy flooring offers year-round comfort and convenience, while three furnaces and AC units, Ecobee thermostats & video doorbell and remote garage door openers enhance the home's efficiency and ease of living. The beautifully maintained stone and stucco exterior reflect extensive improvements, including a newer roof, brand new garage door, property grading, outdoor fixtures, front steps, landscaping, and select updated windows. The home has been professionally inspected annually. The landscaping, snowplowing, roof and outdoor lighting remain HOA responsibilities going forward. Outside, enjoy meticulously maintained green space and a new Trex deck just off the main level, complete with a gas grill line and outdoor speakers, an effortless extension of the home for entertaining or relaxing. Guest parking and a sprinkler system add even more convenience. With exceptional space, extensive updates, sophisticated finishes, and an unbeatable walk-to-town location, this is a rare opportunity to enjoy luxury townhome living without compromising on the comforts of a single-family home.

930 Central Avenue, Highland Park

335 Milford Road, Deerfield
$599,000
3 Beds ⋅ 3 Baths ⋅ 12778122 MLS ⋅ ACTIVE Status
Welcome to 335 Milford Rd in sought-after Coromandel Subdivision, where this spacious townhome lives like a single-family home with its own private entrance, driveway, and attached 2-car garage-all in an exceptional Deerfield location close to shopping, dining, and parks! Walking distance to the Lake Cook Road Metra train station, Deerfield downtown, and Sachs Recreation Center! Beautifully maintained and thoughtfully updated, this 3-bedroom, 2.5-bath, two-story home is filled with natural light from expansive windows and soaring skylights. The inviting living room features a cozy fireplace, while the open dining area is surrounded by dramatic floor-to-ceiling windows, creating a bright and airy setting ideal for both everyday living and entertaining. The open spaced kitchen offers granite countertops, abundant cabinetry and storage, plus recently updated stainless steel appliances, including double convection ovens, a gas cooktop, dishwasher, and refrigerator. New flooring throughout the first and second floors gives the home a fresh, updated feel. A newer furnace and water heater provide added comfort, efficiency, and peace of mind. Upstairs, you'll find three generously sized bedrooms, two full baths, and a large laundry room with a side-by-side washer and dryer. Skylights above the staircase bring even more natural light into the heart of the home. The exceptionally spacious primary suite easily accommodates a king-size bed, sitting area, and substantial furniture. Two walls of closets provide excellent storage and lead to the ensuite bath, featuring a newly tiled shower, Jacuzzi tub, double vanity, updated lighting, and linen closet. Two additional bedrooms share a convenient hall bath. Enjoy the full Coromandel lifestyle with an impressive array of amenities, including a clubhouse, indoor and outdoor swimming pools, fitness center, party and card rooms, tennis and basketball courts, playgrounds, and scenic walking paths. All of this in a prime Deerfield location-within walking distance of downtown Deerfield and the Lake Cook Road Metra station, and just minutes from shopping, restaurants, parks, and major expressways. The home is also served by South Park Elementary School and Charles J. Caruso Middle School, a 2017 National Blue Ribbon School, adding to the appeal of this highly desirable location. Deerfield Public Schools District 109. Highly rated Deerfield High School!!! With generous living spaces, abundant natural light, extensive updates, outstanding community amenities, and access to highly regarded Deerfield schools, 335 Milford Rd offers the space and feel of a single-family home with the ease of townhome living.

335 Milford Road, Deerfield

1466 Concorde Circle, Highland Park
$434,000
3 Beds ⋅ 3 Baths ⋅ 12753549 MLS ⋅ ACTIVE Status
Chantilly End Unit on the Golf Course! Bright, sunny, well-loved, and well-maintained, spacious 3-bedroom, 2.1-bath with attached garage, and lovely, fenced private patio facing South and West. The potential and size of the unit and rooms are amazing, with space for entertaining and gatherings, an office, garden room, dining room, or flex space, as well as a living room, dining room, and kitchen, plus a powder room on the first floor. Upstairs, welcome to a huge Primary Suite with year-round views of the golf course, good closets including a separate cedar closet, two more bedrooms with their own substantial closet space, two linen closets, a hall bath, and convenient 2nd-floor laundry. Mechanicals and sliding glass doors updated. Don't miss all that Chantilly has to offer, including parks, a walking path, a dog park nearby, a community pool, and more, plus a great location within the community!

1466 Concorde Circle, Highland Park

411 Kelburn Road Unit #121, Deerfield
$299,000
1 Beds ⋅ 1 Baths ⋅ 12765850 MLS ⋅ ACTIVE Status ⋅ Coromandel BLDG.
Welcome to easy first-floor living in Deerfield's desirable Coromandel community. This beautifully updated 1-bedroom, 1-bath condo is filled with natural light thanks to its south and west exposures and has been freshly painted throughout. The updated kitchen features 42-inch soft-close cabinetry, quartz countertops, a glass-tile backsplash, stainless steel appliances and ceramic tile flooring. Wood-look laminate flooring carries through the spacious living area, hallway and bedroom, while the updated bath includes the convenience of in-unit laundry with newer LG stackable washer and dryer (10/24). Newer HVAC (furnace 12/24 and AC (8/2019) and they are paired with an Ecobee smart thermostat, while the in-unit laundry features newer (12/2024) LG stackable smart washer and dryer. Step outside to your own private patio, a great spot for morning coffee, unwinding at the end of the day or simply enjoying some outdoor space. Heated underground garage parking and a private storage locker are also included. Coromandel is known for its beautifully maintained grounds and impressive amenities, and from this unit the clubhouse is just a short walk away. Enjoy indoor and outdoor pools, an exercise room, tennis, basketball and volleyball courts, plus plenty of resident and guest parking. All of this just minutes from the Metra, highways, shopping, dining and everything downtown Deerfield has to offer. Move right in and enjoy the convenience, amenities and lifestyle that make Coromandel such a sought-after community.

411 Kelburn Road Unit #121, Deerfield

812 Chestnut Street Unit #B, Deerfield
$290,000
1 Beds ⋅ 3 Baths ⋅ 12766362 MLS ⋅ PRICE CHANGE Status
Welcome to this charming and freshly updated Deerfield townhome featuring an open floor plan and a fantastic location. Freshly painted throughout with updated light fixtures, new countertops and backsplash, and select new appliances, this home is move-in ready. The main level features vaulted ceilings, a cozy gas fireplace, space for a dining table, and sliding doors leading to a private patio-perfect for relaxing or entertaining. Upstairs, you'll find a spacious primary bedroom with a large closet and private bath, plus a versatile loft area ideal for a home office or reading nook. The finished lower level features a half bath and flexible rec room that can also function as a second bedroom, guest space, or home gym. Newer roof and an unbeatable location close to the Metra, Whole Foods, restaurants, downtown Deerfield, and schools. A bright, inviting home with thoughtful updates in the heart of Deerfield!

812 Chestnut Street Unit #B, 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!