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395 Cedar Avenue, Highland Park
$1,688,000
5 Beds ⋅ 7 Baths ⋅ 12682607 MLS ⋅ CLOSED Status
A rare opportunity to own this beautifully Updated Contemporary Home with over 5000 sq feet of Living Space in one of East Highland Park's most sought-after neighborhoods. Featuring TWO LARGE PRIMARY BEDROOMS with EN-SUITE BATHROOMS, one on the MAIN LEVEL and one on the SECOND LEVEL. This exceptional 5-bedroom, 5 full bath, 2 half bath residence offers an Ideal Layout for today's lifestyle and is just moments from Rosewood Beach, Ravinia Festival, downtown Ravinia, restaurants, shopping, parks, Ravinia Elementary School and the Metra train. Nestled on a Serene .4-acre Lot surrounded by mature trees allowing for privacy, this stunning home combines luxury, comfort, and convenience. Enter through the front door into the impressive foyer and immediately be captivated by the jaw-dropping Two-Story Living Room with Fireplace and a Wet Bar, featuring a dramatic wall of windows overlooking the beautifully landscaped, fully fenced backyard and ravine views. The home does not sit directly on the ravine, allowing for peace of mind and no ravine maintenance. Flooded with natural light, this spectacular space serves as the centerpiece of the home and creates an unforgettable first impression. Gorgeous Refinished Hardwood Floors run throughout, while Extensive Updates, Custom Finishes, and a Crestron Smart Home System make this home truly Move-In ready. The Reimagined Chef's Kitchen is the heart of the home, featuring Custom Cabinetry, Quartz Countertops, Stainless Steel Appliances, an Oversized Island with bar stools and Separate Eating Area, that opens seamlessly to the family room and dining room with windows overlooking the screened in porch and backyard. The spectacular extra large Main Level Primary Suite offers a Fireplace, Office Nook, dual Walk-In Closets, and a luxurious En-Suite Spa Bath complete with Heated Floors, a Jacuzzi Tub, Double Sinks, Walk-In Shower and Private Water Closet. Two Powder Rooms on the main level (one with a gorgeous custom hand-painted mural) offer convenience. Upstairs, the Second Primary Suite features a spacious En-Suite Bath with Double Sinks, an Oversized Shower and an enormous Walk-In Closet. All additional bedrooms are generously sized! Bedroom 3 features an En-Suite Bathroom with Bathtub/Shower. Bedrooms 4 and 5 share a Hall Bathroom with a Double Sink Vanity and Shower. The Finished Basement provides incredible additional Living Space, featuring two Oversized Recreation Rooms/Playrooms, a Full Bath with Shower, Cedar Closet, and abundant Storage. The Screened Porch with All-New Flooring overlooks the backyard and patio, where ravine views, arborvitae privacy screening, and a playset create the perfect outdoor retreat for entertaining. Additional highlights include a Spacious Mudroom and Laundry Room off the Attached Two-Car Garage with cabinets and Locker Storage, a Circular Driveway and In-Ground Sprinkler System. Homes offering this combination of location, size, updates, privacy, and walkability rarely come to market! Too many updates to list. This one will go fast!

395 Cedar Avenue, Highland Park

767 Whiteoaks Lane, Highland Park
$1,660,000
5 Beds ⋅ 6 Baths ⋅ 12751126 MLS ⋅ CLOSED Status
Mid-century modern perfection by renowned architect Henry L. Newhouse II! This beautiful home has been thoughtfully renovated to capture and preserve the outstanding elements incorporated into the original design. Blending architectural heritage with sophisticated luxury, this stunning home centers around a private, lushly landscaped courtyard framed by dramatic wrap-around windows. The high-end remodeled kitchen expertly honors original mid-century styling with beautiful cabinetry, quartz countertops and design inspired tilework, while updated baths thoughtfully preserve character-rich vintage details. Outstanding main-level primary suite features double full baths and custom built-in closets. Rare terrazzo floors, a striking statement fireplace, fabulous mudroom with lots of cabinetry, living room with built-in bar and a light-filled lower level complete with a rec room, built-in bar, additional bedroom, and full bath offer endless space to relax and entertain. Set on a cul-de-sac just steps to downtown Highland Park. A true statement home that you will fall in love with.

767 Whiteoaks Lane, Highland Park

2665 Sunset Trail, Riverwoods
$1,649,000
4 Beds ⋅ 5 Baths ⋅ 12660046 MLS ⋅ CLOSED Status
**OFFER DEADLINE, PEASE SUBMIT ALL OFFERS, BEST AND FINAL BY TUESDAY, JUNE 2 AT 11AM CST.** Being offered for the first time, this is an exceptional opportunity to make this remarkable estate your own and enjoy a lifestyle of privacy, elegance, and unparalleled quality in one of Riverwoods' most sought-after locations. This exceptional custom-built brick and stucco estate offers nearly 6,000 square feet above grade plus an additional 3,000 square feet of finished lower-level living space, all set on 1.08 private, professionally landscaped acres in one of Riverwoods' most prestigious locations. Designed for both elegant entertaining and everyday luxury, this remarkable home showcases soaring 14-foot ceilings, walls of windows, wide-plank hardwood floors, custom millwork, and seamless indoor-outdoor living. A dramatic foyer opens to the grand living room featuring a gas fireplace, surround sound, custom built-ins, and breathtaking views of the wooded backyard. The oversized dining room provides an elegant setting for gatherings, while the thoughtfully designed mudroom, laundry area, and abundant storage offer exceptional functionality. The chef's kitchen is the heart of the home, appointed with custom cabinetry, Sub-Zero refrigeration, Thermador appliances, Bosch dishwasher, oversized skylight, large center island with seating, walk-in pantry, and a beautifully appointed butler's pantry with wet bar. The kitchen and breakfast area open directly to the private patio and stunning screened porch with cedar ceiling, creating effortless indoor-outdoor living. The luxurious main-level primary suite serves as a private retreat with a gas fireplace, floor-to-ceiling windows, a completely renovated spa-inspired bath featuring custom walnut vanities with lighted sconces and Silestone tops, radiant heated floors and heated shower bench, steam shower, freestanding tub, custom walk-in closet, and an adjoining fitness room with exterior access. A private office with custom built-ins completes the primary wing. Upstairs are (3) three spacious bedrooms, including a private ensuite and two additional bedrooms sharing a beautifully appointed and lightly used bath. The expansive lower level offers exceptional flexibility with a recreation room featuring a custom stage for all those entertainers in your life, second family/media room, craft room, fifth bedroom, full bath, and abundant storage, including a 5' crawl space. Outside, enjoy a picturesque setting with mature trees, perennial gardens, landscape lighting, underground sprinklers, multiple outdoor entertaining spaces, and exceptional privacy. Additional highlights include custom window treatments, first-floor surround sound, Bulldog security system, Elite Solar window tinting, a heated three-car garage with built-in cabinetry, commercial-grade concrete coating, and outstanding storage throughout. Meticulously maintained and thoughtfully updated, this exceptional residence combines luxury, comfort, and timeless design while being served by award-winning School District 109 (Wilmot/Caruso) and Deerfield High School District 113. **Updates include Dryvit inspection and sealing (2026), new roof and gutters (2023), new furnaces and A/C units (2021), two Bradford White water heaters (2021), driveway and concrete replacement (2021), Generac generator (2021), garage door motors and springs (2019, 2025), sump pumps (2015, 2018), Fitzone fitness flooring (2025), Maytag washer and dryer (2019), rebuilt and stained porch and stairs (2019), RPZ backflow valve replacement (2019), kitchen renovation and refresh (2018), and an awe inspiring complete primary bath renovation (2016).** Don't miss this exquisite offering.

2665 Sunset Trail, Riverwoods

260 Whistler Road Unit #2BC, Highland Park
$1,635,000
3 Beds ⋅ 5 Baths ⋅ 12625826 MLS ⋅ CLOSED Status ⋅ Fort Sheridan BLDG.
Experience unparalleled scale and sophistication in this one-of-a-kind Drill Hall residence within a boutique, luxury Fort Sheridan elevator building. Two units, offering an alternative to ranch inspired living, were expertly combined to create this 3 bedroom, 3.2 bath gallery style condominium with the added features of 3 spacious, private balconies overlooking the Meadow and the Pond, 2 loft spaces (one currently functioning as an in-home office and the other can be easily adapted as a 4th bedroom, office, exercise space or sitting room), 3 deeded indoor parking spaces and 2 approximately 350 sq. ft. secure deeded storage rooms. Hardwood floors flow throughout, and the many skylights in the 22 ft. ceilings bathe the home in natural light. The separate dining room, adjoining the gracious living room, featuring a gas fireplace with a marble surround, is a perfect space for entertaining, The family room, which adjoins the gourmet Bulthaup kitchen, is a chef's dream equipped with all stainless steel Sub-Zero, Bosch and Best appliances. The in-unit laundry features an Electrolux washer and dryer. The unit has zoned heating and air conditioning, an electronic air purification system and AprilAire humidifiers. There is extensive closet storage and ease of living in this maintenance free home. This is a rare opportunity to own a truly distinctive home in the North Shore's most sought-after and premier historic communities. Fort Sheridan boasts easy access to Lake Michigan and its beach, acres of Forest Preserve lands, walking and bike trails, a golf course and playgrounds. In close proximity are restaurants, shopping, the Metra and other communities such as Highwood, Lake Forest and Highland Park and all they have to offer. This jewel is the most perfect place to call home.

260 Whistler Road Unit #2BC, Highland Park

1448 Sheridan Road, Highland Park
$1,630,000
5 Beds ⋅ 6 Baths ⋅ 12707354 MLS ⋅ CLOSED Status
Set on a beautifully landscaped property in sought-after East Highland Park, this luxurious home offers 5 bedrooms and 5.1 baths across thoughtfully designed living spaces. Blending classic architectural character with modern updates, the home is equally suited for everyday living and entertaining. The kitchen with a large center island has been recently enhanced with custom cabinetry, updated countertops, sinks, and faucets opens to the warm family room. Upstairs, the expansive primary suite provides a peaceful retreat, featuring two walk-in closets and a spacious bath with a soaking tub. The secondary bedrooms offer generous proportions and flexible living arrangements, including one en-suite bedroom and two bedrooms connected by a shared hall bath. Ideally located near the lakefront, downtown Highland Park, local restaurants and boutiques, and Metra transportation, this home offers an outstanding combination of space, comfort, and convenience in one of the North Shore's most desirable neighborhoods. Upstairs, the luxurious primary suite serves as a true private retreat, complete with dual walk-in closets and a spa-like en-suite bath with a soaking tub. The additional bedrooms are generously sized, one en-suite and two sharing the hall bath, offering incredible flexibility for family, guests, or a dedicated home office. The meticulously landscaped grounds offer a private oasis with a large, sunny brick paver patio. Located just moments from the lakefront, downtown Highland Park shopping, dining, and the Metra, this is North Shore living at its absolute finest.

1448 Sheridan Road, Highland Park

485 Ravine Drive, Highland Park
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 12641618 MLS ⋅ CLOSED Status
Nestled in prime East Highland Park, this beautifully updated 1938 Colonial Revival home blends timeless character, modern amenities, and exceptional curb appeal. Steps to dining and shopping in vibrant downtown Highland Park, the newly enhanced public library, highly rated schools, and Metra North train station. Perfect lake living - walk down to Millard Park Beach and nearby Northshore Yacht Club offering kayak and paddle board storage. The gracious main level is designed for comfortable living and easy entertaining, featuring a spacious living room with original wood burning fireplace, an elegant dining room that can seat 10, a private office with built-in shelving, and powder room. Completing the main level is a thoughtfully designed cook's kitchen with large island and high-end appliances that opens to an inviting family room with gas fireplace, and easy access to the patio/courtyard for indoor-outdoor gatherings. A convenient mudroom connects to the attached 2 1/2-car garage which features loft and bicycle storage. Rich architectural details of this family home include 9-foot ceilings, beautiful crown molding, and classic millwork. The second level offers exceptional space, storage, and functionality with four bedrooms, three full baths with extended shower systems and jetted bath, a multi-use kids lounge/guest room, and convenient laundry room. The elevated primary suite serves as a true retreat, featuring dramatic vaulted ceilings, large wood burning fireplace, and spa-inspired bath with heated floors, Toto Washlet, and touchpad multi-body spray shower system. The finished basement is ideal for a home gym, media area, or playroom. The attic offers plenty of storage and cedar plank closet. Enjoy the lovingly landscaped, easy maintenance perennial gardens all year long!

485 Ravine Drive, Highland Park

126 Millstone Road, Deerfield
$1,600,000
4 Beds ⋅ 5 Baths ⋅ 12633678 MLS ⋅ CLOSED Status
Done to perfection and beautifully finished for today's modern lifestyle, this stunning home offers the seamless feel of new construction. Every inch has been meticulously curated with high-end finishes and a sophisticated aesthetic. The open-concept floor plan is flooded with natural light, highlighting exquisite craftsmanship and attention to detail. The first floor features beautiful hardwood floors, a formal living and dining room, a gorgeous kitchen that opens seamlessly to the spacious family room, french doors lead to a private office with beautiful built-ins, and a mudroom/first floor laundry room features a built-in drop zone. Upstairs there are 4 spacious bedrooms with vaulted ceilings, including a luxurious primary suite with a huge walk-in closet and an elegant spa-like bath. The 2nd bedroom is en-suite and the 3rd and 4th have a shared bathroom with a double sink. The basement features a huge, versatile recreation room, a full bathroom, an additional bedroom/office, and plenty of storage. The professionally landscaped backyard is private and features a large paver patio and fire pit. This property represents the pinnacle of "turn-key" living in a prime Kings Cove location in Deerfield, with choice of Highland Park or Deerfield High School. Highland Park Park District, with Access to Beaches!

126 Millstone Road, Deerfield

1940 Browning Court, Highland Park
$1,600,000
5 Beds ⋅ 7 Baths ⋅ 12622436 MLS ⋅ CLOSED Status
Tucked away on a quiet cul-de-sac in Highland Park's desirable High Ridge neighborhood, this custom-built brick home sits on nearly an acre of beautifully landscaped grounds, offering exceptional privacy in a serene setting. Meticulously maintained by its original owner for 35 years, the home showcases timeless craftsmanship and thoughtful design throughout. A circular floor plan creates effortless flow for both everyday living and entertaining. The updated eat-in chef's kitchen, featuring premium Sub-Zero and Wolf appliances, opens to a sun-filled great room with soaring double-height ceilings and a dedicated game room area. The main level also features a sophisticated office with custom built-ins, an additional bedroom with a full bathroom, as well as a sunroom and screened-in porch that overlook the bluestone patio and lush landscaping. Upstairs, the spacious primary suite is complemented by three additional en-suite bedrooms. A fully finished basement with a large recreation room, bar, home gym, and full bath adds even more functional living space. This home truly checks every box and is not to be missed.

1940 Browning Court, Highland Park

124 Ravinoaks Lane, Highland Park
$1,595,000
5 Beds ⋅ 5 Baths ⋅ 12647795 MLS ⋅ CLOSED Status
Extraordinary East Highland Park home located just steps from Lake Michigan & recently reimagined with a sleek & sophisticated vibe. Dramatic & sun drenched are the best way to describe this simply spectacular home. Impressive two-story foyer features newly refinished hardwood floors & alluring chandelier. Stunning open concept eat-in kitchen has vaulted ceilings with gorgeous skylights, a huge island with stool seating, oversized undermount SS sink, white Neff cabinetry, SS appliances including Wolf gas range, Sub Zero fridge/freezer, & Bosch dishwasher, graciously sized breakfast table area with slider to the deck and all open to a spacious family room overlooking the magnificent pool/patio/yard. French doors lead to the formal dining room which is open to the large living room for easy entertaining. Both feature crown molding, enormous picture windows overlooking the property and a double-sided woodburning fireplace. Quiet 1st floor den with charming built-in storage & display shelving, WBFP, crown molding, & white wood blinds. Convenient and ample main level laundry room located just off the kitchen w/ brand new LG French door SS 2nd fridge/freezer, white LG W/D, tons of storage cabinetry including pantry cabinet w/ pull-out shelves and built-in hanging rack. All five bedrooms are upstairs including a magnificent primary suite w/ refined minimalist porcelain floors, cathedral ceiling w/ skylights, relaxing balcony with spectacular views, professionally organized & oversized WIC, luxury natural stone spa bath w/ whirlpool tub, double sink vanity w/ Taj Mahal counters, "His & Her" medicine cabinets, private lavatory room and giant walk-in shower steam with dual showerheads. The four secondary bedrooms are equally refined, and all have terrific closet space, share two neutral hall baths and double hall closets (one of which is cedar lined). The lower level has a bright recreation room with gas fireplace flanked by beautiful sconces, a full bath and access to the attached two car garage and a walk-out exit to the backyard. Partial basement has a large exercise room, utility room and tons of storage space. Did we mention the spectacular yard with a resort like in-ground pool with electronic cover, brick paver patio, enormous wooden deck, outdoor kitchen with built-in fridge, grill & ceramic Egg, fenced yard and all backing to a serene ravine? Additional features include a newer roof (last 2 years), zoned HVAC, recessed lighting, built-in speakers, palatial sized paver driveway & front walk, underground irrigation system, lush professional landscaping on 1/2 an acre with easy access to Ravinia, downtown shopping districts, recreation, transportation, terrific schools and more. Truly a pleasure to show!

124 Ravinoaks Lane, Highland Park

145 Park Lane, Deerfield
$1,585,000
5 Beds ⋅ 5 Baths ⋅ 12716336 MLS ⋅ CLOSED Status
Exceptional like-newer construction home showcasing high-end craftsmanship and timeless design in a prime Deerfield cul-de-sac location with spacious yard and beautifully designed landscaping just steps from schools and parks. This stunning brick home features exquisite millwork, custom built-ins, and hardwood floors, along with a dramatic two-story foyer, private first-floor office, spacious kitchen with modern clean-line cabinetry, a large center island, and high-end appliances. The kitchen opens to a generous 2 story family room with an elegant fireplace and abundant natural light, creating the perfect everyday living and entertaining space. A spacious formal living room and dining room add additional versatility, while a beautifully designed mudroom with custom lockers and a separate laundry room enhance everyday convenience. The second level offers five spacious bedrooms and three full baths, including a luxurious primary suite. The finished basement is an entertainer's dream with a large recreation room, kitchenette, workout room, additional bedroom and full bath, plus incredible storage. An outstanding combination of luxury, functionality, and an unbeatable location.

145 Park Lane, Deerfield

1620 Ravine Terrace, Highland Park
$1,575,000
5 Beds ⋅ 4 Baths ⋅ 12738056 MLS ⋅ CLOSED Status
Exceptional brick and stucco home perched on one of the prettiest streets in east Highland Park, situated on a gorgeous, nearly half-acre property with stunning fully-fenced and professionally landscaped backyard, now ready for new owners. 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 maintenance-free 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, offers 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 that could also serve as home office. 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. Homeowners installed space-pak air conditioning when they purchased. 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 finish basement with 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 very special home is like living in your own private retreat, while also being an easy walk to town, train and beach. "Our home is as magical as our street," sellers say. Time to make it yours!

1620 Ravine Terrace, Highland Park

740 Ravinia Glen Place, Highland Park
$1,575,000
3 Beds ⋅ 4 Baths ⋅ 12397537 MLS ⋅ CLOSED Status
Custom-built by Orren Pickell in 1997, this beautiful home on gorgeous property in the Braeside Elementary School District offers more than 6000 square feet of living space on three levels, 4300 square feet of living space on main and upper level and nearly 1800 square feet in full finished walk-out lower level. Home is one of only four situated on private Ravinia Glen Place, all with large lot sizes. Open floor plan on spacious and bright main level, Ten-foot ceilings on all three levels with dramatic vaulted ceilings in large living room, two-story windows, luxurious room sizes, great flow. Upstairs, you'll love the large primary suite in its own wing with beautiful front yard views, room-sized, custom closet and generous, well-appointed bath. Across the open gallery hallway to the opposite wing, you'll find two sizable bedrooms, Jack and Jill bath and great closets. Owners customized the home to showcase their extensive collections and wanted the second and first levels in view of each other--very special. Three-car attached garage, main level laundry, separate main floor library that can serve as 4th bedroom, full bath adjacent and designated closet just across the hall. Finished walk-out lower level is comprised of huge rec room, designated office and additional flex room that could serve as second home office, gym or 5th bedroom. 4th full bath on lower level. Phenomenal storage throughout, mechanicals recently updated. Landscape in private cul-de-sac is a blend of perennial plantings, prairie grasses and peaceful, rolling lawns. Large, west-facing balcony invites you to dine alfresco as the sun sets. What a great opportunity in this beautiful location!

740 Ravinia Glen Place, Highland Park

19 Heritage Drive, Highland Park
$1,565,000
3 Beds ⋅ 4 Baths ⋅ 12617358 MLS ⋅ CLOSED Status
New construction ranch home in a spectacular subdivision located directly across from the Botanic Gardens! Construction will be completed this month (April 2026) on this incredible new home in an established, maintenance-free subdivision in the perfect Highland Park location and cul-de-sac, as part of the Serenity at Heritage development by multigenerational builder Alco Construction and New Era Chicago with architectural design by nationally renowned Pappageorge Haymes Architects! 19 Heritage Drive features professionally designed transitional interiors and has 3 beds, 2.5 baths on one level and an expansive lower level with an additional bedroom (which can be used as a gym or study), a full bathroom, and family room. High-end finishes throughout, including a modern chef's kitchen with Sub-Zero and Wolf appliances, wide open clear-span living space with high quality Marvin wood frame windows and patio doors throughout, 10-11 foot ceilings with a 15 foot ceiling foyer, designer plumbing and lighting fixtures, 2 car attached garage that can accommodate an electric car charger, Sub-Zero/Wolf appliances, high efficiency HVAC by American Standard with Nest thermostats, built out mudroom, Electrolux washer/dryer side by side, modern fireplace, wide plank flooring, generous dedicated outdoor patio areas, all within a mature, professionally-landscaped idyllic setting with immediate access to the Botanic Gardens and its beautiful walking trails. Great schools and close to both downtown Glencoe and Highland Park, with convenient access to 90/94, this is the one you have been waiting for! Agent owned interest. Call today to learn more about this new delivery! Note: Pictures shown (other than front facade with white brick) are of a recently completed home by the same builder in the Heritage subdivision but are representative of the finishes that will be installed.

19 Heritage Drive, Highland Park

2624 Roslyn Circle, Highland Park
$1,555,000
4 Beds ⋅ 5 Baths ⋅ 12629432 MLS ⋅ CLOSED Status
Nestled in the serene beauty of East Highland Park, this brand-new, modern two-story home offers an exceptional blend of luxury, privacy, and convenience, set on a picturesque ravine. Featuring 5 spacious bedrooms and 4.1 bathrooms, the home showcases an open-concept layout with soaring ceilings and seamless flow throughout. The chef's kitchen is the heart of the home, highlighted by a 9-foot quartz island, custom solid wood cabinetry, and top-of-the-line Wolf and Sub-Zero appliances. A thoughtfully designed mudroom with an attached pantry adds everyday functionality. The living room is both inviting and sophisticated, complete with a 72-inch fireplace and a custom-built bar. Upstairs, the primary suite serves as a private retreat, featuring a steam shower, radiant heated floors, and an oversized walk-in closet. The second level also includes three additional bedrooms, two full bathrooms, and a spacious laundry room with ample storage. The finished lower level expands the living space with a versatile exercise room, an additional bedroom and full bathroom, and another custom bar-perfect for entertaining. Additional highlights include a Trex deck, new fencing, professionally designed landscaping with native plants, an EV charging hookup, and epoxy flooring in both the garage and mechanical room. Situated on a private road backing directly into Port Clinton Park, this secluded property offers unmatched privacy while remaining just minutes from Lake Michigan, Moraine Park and Dog Beach, Fort Sheridan walking paths, and the vibrant downtown areas of Highland Park and Highwood.

2624 Roslyn Circle, Highland Park

3290 Brook Road, Highland Park
$1,500,000
5 Beds ⋅ 4 Baths ⋅ 12659207 MLS ⋅ CLOSED Status
Exceptional custom mid-century modern residence set on a picturesque .62-acre lot in sought-after Highland Park. Built in 1969 and thoughtfully updated throughout, this stunning 4,874-square-foot home offers 5 bedrooms, 3.1 baths, and a perfect blend of timeless architectural design and modern functionality. Floor-to-ceiling windows fill the home with natural light and showcase breathtaking views of the beautifully landscaped backyard. The dramatic living spaces seamlessly connect indoor and outdoor living, creating an ideal setting for both everyday enjoyment and entertaining. The updated kitchen serves as the heart of the home, while the desirable first-floor primary suite provides convenience and privacy. The expansive primary retreat features dual full bathrooms, offering a truly unique and luxurious experience. Step outside to enjoy the inviting patio, fire pit, and professionally updated landscaping, all redesigned approximately seven years ago. Additional highlights include a two-car attached garage, generous living spaces, and an extraordinary setting that captures the essence of mid-century modern living. A rare opportunity to own a one-of-a-kind architectural gem in an exceptional Highland Park location.

3290 Brook Road, Highland Park

285 Linden Park Place, Highland Park
$1,500,000
5 Beds ⋅ 4 Baths ⋅ 12568904 MLS ⋅ CLOSED Status
Walk to town, the train, schools, and the lake from this remodeled Tudor on a quiet cul-de-sac in East Highland Park. The main level includes a formal living room, separate dining room, and a family room with fireplace, plus a private office. The kitchen is equipped with high-end appliances, an island, and a dedicated eating area. A bright four-season room with heated floors completes the first floor.mUpstairs, the primary suite features a bathroom with separate shower, whirlpool tub, and heated floors. Four additional bedrooms offer good space and flexibility.The finished lower level provides a recreation room. Attached two-car garage.A well-located, beautiful home with a functional flowing layout and luxurious updates throughout. Showings start 4/15

285 Linden Park Place, Highland Park

1555 Samanthas Way, Deerfield
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 12562584 MLS ⋅ CLOSED Status
MULTIPLE OFFERS RECEIVED. DEADLINE TO SUBMIT HIGHEST AND BEST OFFERS IS MONDAY FEB 16TH AT 10AM. Privately set on a corner lot at the end of a cul-de-sac, this newer construction Deerfield home offers a rare combination of privacy, scale, and spaces that truly work for everyday living and effortless hosting. The main level is bright and welcoming, with an open floor plan, soaring ceilings, and wide-plank white oak floors. The kitchen is the home's centerpiece, where no detail has been overlooked-highlighted by a large island, premium appliances, quartz countertops, cabinet lighting, and a spacious walk-in pantry that discreetly houses and powers small appliances, keeping counters clean and clutter-free. A butler's pantry with both a dedicated beverage and serving area adds functionality and enhances flow throughout the main level. A private office, separate laundry room, additional walk-in pantry/storage room, and mudroom complete the first floor. Upstairs, 4 generously sized bedrooms and 3 full baths include a luxurious primary suite with spa-inspired finishes and an oversized walk-in closet. The finished lower level offers flexible space for a home gym or playroom, along with extensive storage. Outdoor living is a standout, with an expansive, maintenance-free deck offering plenty of room for both dining, lounging, and easy entertaining, all set against a secluded backdrop. Additional highlights include custom closet systems, powered window treatments, and three-car garage with additional storage. Ideally located near schools, parks, and major expressways, this move-in-ready home delivers it all, in one of Deerfield's most desirable settings.

1555 Samanthas Way, Deerfield

1725 Lily Court, Highland Park
$1,500,000
3 Beds ⋅ 4 Baths ⋅ 12514322 MLS ⋅ CLOSED Status
Fabulous ranch in maintenance-free Hybernia offers effortless single-level living with upscale finishes throughout. The inviting great room features vaulted ceilings and a newly designed stone fireplace flanked by custom cabinetry. Floor-to-ceiling windows and sliders from the living room and kitchen open to a redesigned Trex deck overlooking serene pond views. The renovated kitchen is a cook's dream-quartz countertops, custom cabinetry providing ample storage, a large island, and high-end appliances including a wine refrigerator. An oversized third bedroom easily functions as a den or home office. The primary suite is a private retreat with a fireplace and cozy sitting area. The spacious primary bath has a walk-in closet, walls of built-ins, skylights, a whirlpool tub, and a separate shower. Recessed lighting highlights the home's clean, contemporary lines,while hardwood flooring flows throughout the main public areas. The finished lower level expands living space with a generous recreation area, an additional bedroom, and a full bath. Practical upgrades include a heated garage with epoxy flooring and an EV charger. Meticulously updated and thoughtfully designed, this Hybernia ranch blends comfort, style, and low-maintenance living for an effortless, luxurious lifestyle.

1725 Lily Court, Highland Park

11556 W Elmwood Place, Deerfield
$1,480,000
4 Beds ⋅ 6 Baths ⋅ 12578714 MLS ⋅ CLOSED Status
Stunning all-brick and stone home showcasing exceptional craftsmanship, refined finishes and timeless design. Dramatic architectural elements include a 2-story foyer, cathedral ceilings, skylights, 3 fireplaces, rich crown molding, and gleaming hardwood floors throughout. The expansive main level offers an elegant dining room, private office, chef's kitchen with a generous island that opens seamlessly to the sun-filled great room and inviting sunroom/living room. Upstairs, the luxurious primary suite features a spa-like bath with a double vanity, soaking tub, separate shower, stone accents, and heated floors. 3 additional bedrooms, each with its own ensuite bath with heated floors, along with a conveniently located laundry room complete this level. The incredible full, finished basement impresses with 12' ceilings, heated floors, a spacious recreation room with fireplace and wet bar, exercise room, sauna, and 5th bedroom. A 3-car attached garage and circular brick drive complete this truly exceptional home.

11556 W Elmwood Place, Deerfield

417-429 Temple Avenue, Highland Park
$1,470,000
11406140 MLS ⋅ CLOSED Status
Proud to introduce an opportunity to develop a 36,438 SF mixed-use development site. Currently consisting of 4 parcels, the site has not been offered for sale in generations. This is a prime opportunity to develop an iconic property next to downtown Highwood IL. Currently in Highland Park, the property borders Highwood. 2 parcels on Temple Ave consisting of 21,902 SF, have favorable zoning in the B1A Waukegan-Bloom Neighborhood District and have 100' of frontage on Temple. The additional 2 parcels which connect in the rear of the lot and have frontage on Walker Ave are zoned RM1 Medium to High Density Multi-family and adds an additional 14,626 SF bringing the total for all 4 parcels to 36,438 SF. Currently at 429 Temple Ave sits a brick commercial building that is built out for restaurant use. Large seating room and bar along with large kitchen and cooler are on the first floor. On the 2nd floor is another dining room and 2 private rooms. There is also a 2nd kitchen, butler pantry, and office space. Property has hoods and black iron. At 417 Temple sits a frame single family home in need of repairs currently used for storage. The property has 4 bedrooms 1.5 baths, large living room, formal dining room, and kitchen. The Temple property also has a large gravel parking lot, driveway, and 4 car garage. On the Walker property sits a single family home, tenant paying under market rents. PIN #s: 423 Temple (429 Temple) 16143010190000, 417 Temple 16143010140000, 376 Walker 16143010040000 + 16143010030000

417-429 Temple Avenue, Highland Park

171 Indian Tree Drive, Highland Park
$1,465,000
4 Beds ⋅ 5 Baths ⋅ 12553205 MLS ⋅ CLOSED Status
Experience this timeless and beautifully updated 4-bedroom, 4 full baths, and 1 half bath red brick Georgian Colonial home nestled in the highly sought-after BRAESIDE/East Highland Park neighborhood. Ideally situated near schools, the Metra, Green Bay Trail, and Ravinia Festival, this residence combines classic elegance with contemporary comfort. Its unique details include original millwork, built-in cabinets, and luxurious finishes throughout. The first floor offers an open-concept layout featuring a welcoming foyer, spacious living room with a fireplace, a spacious separate dining room, all with steel doors, and built-ins. The large sun-drenched family room includes a fireplace with decorative tile surround, built-in shelving, and direct access to the patio. Adjacent is a modern kitchen outfitted with custom cabinetry, quartzite countertops, subway tile backsplash, professional stainless steel appliances, a large island, a decorative glass-paneled hutch, a custom pantry with refrigerator drawers, and an eat-in space with sliders to the yard. A shiplap-paneled mudroom leads to the heated garage and back staircase. The formal powder room boasts a wood vanity with quartz countertop and stylish wallpaper. Hardwood floors in foyer, dining and living room. Oversized 30" x 30" porcelain heated tile floor in the kitchen, family room, and mudroom. Upstairs hosts a bright landing. The primary suite features a window seat overlooking the backyard, while the refreshed primary bathroom offers a double wood vanity with quartz countertops, a large shower with rain and handheld shower heads, and a built-in closet for extra storage. Three additional bedrooms include two sharing a tastefully updated hall bath, and one with an en-suite bath newly updated. The finished lower level provides a recreation room, full bathroom, laundry, and ample storage. Outdoors, the backyard is perfect for gatherings with a brick paver patio, fire pit, outdoor kitchen, and professionally landscaped private yard. Move-in ready and situated in a prime Braeside location, this stunning home truly shines!

171 Indian Tree Drive, Highland Park

1170 Linden Avenue, Highland Park
$1,445,000
4 Beds ⋅ 3 Baths ⋅ 12655837 MLS ⋅ CLOSED Status
Set on a .77 acre lot, this classic 1929-built residence offers endless potential in one of East Highland Park's most desirable neighborhoods. The home exudes curb appeal with its stately facade and mature landscaping. Inside, you'll find approximately 2800 square feet of well-proportioned living space. The first floor features a living room with fireplace, a formal dining room, and a cozy family room. The eat-in kitchen offers a footprint that can be reimagined for today's lifestyle complete with an enclosed porch. A quaint home office rounds out the first floor. The upstairs features four bedrooms and two full bathrooms. The basement includes a finished recreation area, laundry room, ample storage, and a painter's studio, offering creative space or potential for further development. Recent updates include newer windows and a freshly painted exterior. The oversized property offers exceptional outdoor space with endless possibilities to enjoy, expand, or create your dream backyard. A detached 2-car garage and prime location near town, train, parks, and the lake complete the package.

1170 Linden Avenue, Highland Park

195 Lakeside Place, Highland Park
$1,435,000
4 Beds ⋅ 3 Baths ⋅ 12705449 MLS ⋅ CLOSED Status
Nestled on a picturesque tree-lined street in sought-after East Highland Park, this beautifully updated 4-bedroom, 2.1-bath home seamlessly blends timeless character with today's modern conveniences. The heart of the home is a stunning chef's kitchen addition featuring Sub-Zero full size refrigerator and freezer, Viking double-oven range, Miele dishwasher, two wine refrigerators, large island with seating, spacious dining/eating area and a dream butler's pantry with abundant storage and serving space. The kitchen opens to the inviting family room with new heated floors and French doors leading to a beautifully landscaped fenced backyard with gas fire pit and patio creating the perfect setting for everyday living and entertaining. The main level boasts stunning hardwood floors. Gracious living room with fireplace, built-in shelving, window seat and molding throughout. Additional room off the living room and kitchen that can be used as an office or separate dining room. Newly remodeled powder room and an amazing mud room/ laundry room off the garage. Upstairs has four spacious bedrooms including a luxurious primary suite with a spa-inspired bath and an renovated hall bath. The finished lower level with vinyl wood flooring provides flexible space for recreation, fitness, work or play. Extensively updated for today's buyer, recent improvements include two new high-efficiency furnaces, new water heater, updated PVC plumbing, interior and exterior paint, designer light fixtures, new washer and dryer and custom window shades and drapes. These thoughtful upgrades provide peace of mind while complementing the home's timeless appeal. Garage door can be changed to become a 2 car garage door with masonry modifications. Located just blocks from Rosewood Beach, Ravinia, Botanic Gardens, downtown Highland Park, Glencoe, Metra, parks, shopping, dining, and Blue Ribbon award-winning and newly remodeled Braeside School. Welcome home!!!

195 Lakeside Place, Highland Park

1680 Landy Lane, Deerfield
$1,431,349
4 Beds ⋅ 4 Baths ⋅ 12580959 MLS ⋅ CLOSED Status
Ideally located in desirable Deerfield, the new construction homes at Leclair Estates are served by top-rated schools including Deerfield High School, and situated within 3 miles of golf courses, upscale shopping and dining, recreation, and everyday conveniences. Our luxury two-story homes feature the space you need coupled with innovative, open concept layouts that are built for the way you live. The Riverton features a spacious gathering room with a separate, formal dining room. You have a first-floor flex room to use as you need and there is an office near the kitchen that is perfect for homework or shopping lists. Your chef-inspired kitchen is complete with built-in SS appliances, 42" cabinets, quartz counters and a large island with space for seating. Your walk-in pantry has plenty of extra storage. This Riverton includes the optional bright airy sunroom. Your spacious primary bedroom includes an ensuite bath with separate shower and double bowl vanity with Quartz counters plus a large walk-in closet. There is a large loft that is perfect for family movie or game nights. You will enjoy the convenience of a 2nd floor laundry room. Three additional bedrooms and a full bath complete the 2nd floor. Your 3-car tandem garage has room for storage. Homesite 36. This sold Riverton includes a 9' unfinished basement with bath plumbing rough-in, sunroom, flex room 2, and additional upgrades.

1680 Landy Lane, Deerfield

315 N Deere Park Drive, Highland Park
$1,412,500
5 Beds ⋅ 6 Baths ⋅ 12740788 MLS ⋅ CLOSED Status
Charming 1929 English Tudor in prime Braeside location with beach rights. This 5 bedroom, 4.2 bath home combines solid stone construction and classic architectural detail with substantial living space (4100 SF) and many recent updates, including a new composite roof (2023), new copper gutters, many new windows, and new hardwood flooring on the second floor. The inviting main floor features a dramatic two-story living room with a stone gas fireplace and original leaded glass windows, separate dining room, and spacious kitchen with eating area. The light filled family room includes built-ins, terrazzo floors, and new sliders opening to the fenced backyard and patio. The first-floor office offers excellent flexibility as a fifth bedroom, with a full bath conveniently located adjacent to it. The second floor has 3 additional bedrooms including a generous primary suite with full bath and large walk-in closet with dressing area. Convenient 2nd floor laundry with newer washer and dryer completes the 2nd level. The third floor provides additional flexible living space- use as a bedroom, playroom, or office. The newly finished basement includes a rec room with half bath and additional laundry area. Other features include a heated 2 car attached garage with a newer garage door system and EV charger, underground sprinklers, and a new security system. A great opportunity to own this special home just steps from the beach in beautiful North Deere Park!

315 N Deere Park Drive, Highland Park

1154 Kenton Road, Deerfield
$1,400,000
4 Beds ⋅ 6 Baths ⋅ 12754595 MLS ⋅ CLOSED Status
Sold before processing. Welcome to this stunning completely updated Michael Stone-built home in highly sought after Northeast Deerfield, where timeless design meets exceptional craftsmanship. Built in 2005, this impressive home has 4 bedrooms (plus one basement bedroom), 4 full and 2 half baths, 10 foot ceilings with gorgeous wood molding details throughout and over 3100 square feet of living space. The fully renovated main floor showcases today's most desirable finishes and an elevated modern aesthetic throughout. At the heart of the home is a show stopping kitchen designed for both function and style, featuring two oversized islands, custom cabinetry, high-end appliances, dual dishwashers, a beverage fridge and breakfast area, creating the ultimate space for entertaining and everyday convenience. The kitchen flows seamlessly into the spacious family room with gorgeous coffered ceilings and along with the elegant formal dining room just off the kitchen, provide additional areas for hosting. First floor office/playroom/living room with coffered ceilings offers even more versatile living space. A gorgeous powder room plus another half bath off the mudroom round out the perfectly laid out first floor of this home. Upstairs, the luxury primary suite offers a private retreat with vaulted ceilings, a spa-like bath and generous closet space. Three additional generously sized bedrooms, two with a jack & jill bath between and one with an ensuite plus a full laundry room round out the second floor of this wonderful home. The fully finished basement has a large gym/bedroo and full bath along with a generous rec room with gorgeous custom built-ins. This home has been updated and upgraded throughout and is completely move-in ready. Welcome home!

1154 Kenton Road, Deerfield



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