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1305 Stratford Road, Deerfield
$650,000
3 Beds ⋅ 3 Baths ⋅ 12596766 MLS ⋅ CLOSED Status
Situated on one of the larger lots in desirable Woodland Park, this charming home offers exceptional space, functionality, and an unbeatable location! The huge backyard with patio is perfect for entertaining, relaxing, or enjoying everyday outdoor living. Major updates include a new roof and chimney completed in 2024 for added peace of mind. This well-maintained property features spacious rooms throughout and a fantastic family room addition that provides the perfect space for everyday living and entertaining. The expansive lower level includes a large recreation room with fireplace, two additional flex rooms ideal for bedrooms, office, workout space, or playroom, plus a full bath and dedicated workshop area. Generous closets and abundant storage throughout add to the home's appeal. Ideally located near the park and just minutes from town, shopping, dining, and more, this is a wonderful opportunity with endless potential in a highly sought-after location!

1305 Stratford Road, Deerfield

855 Laurel Avenue, Highland Park
$650,000
3 Beds ⋅ 3 Baths ⋅ 12617814 MLS ⋅ CLOSED Status
Spacious 2,280 sq ft three story townhome offering an exceptional opportunity to own in one of Highland Park's most desirable locations. With generous room sizes, an open and functional layout, and abundant natural light, this home delivers the space and flexibility that is hard to find at this price point. The main living areas provide great flow for everyday living and entertaining, while the large primary suite offers comfort and privacy. Additional bedrooms and flexible living space are ideal for guests, a home office, or evolving lifestyle needs. Well-maintained and cared for, this home also presents an excellent opportunity to update and customize over time-adding value in a prime location. Enjoy the convenience of an **underground heated garage** and a **well-maintained private gated common courtyard**, along with maintenance-free living. HOA services include exterior maintenance, landscaping, snow removal, and more-allowing for an easy, low-stress lifestyle year-round. Ideally located just minutes from the train, vibrant downtown Highland Park, lakefront, and the Chicago Botanic Garden-offering unmatched access to shopping, dining, recreation, and commuting options. Priced to sell and positioned as one of the best values per square foot in Highland Park-schedule your showing today.

855 Laurel Avenue, Highland Park

1106 Waukegan Road, Deerfield
$650,000
4 Beds ⋅ 3 Baths ⋅ 12569058 MLS ⋅ CLOSED Status
Great opportunity to own this sun drenched 4 bedroom, 2.1 bath home with a good size basement and attached, 2.5 car garage into the home you have been dreaming of. With its size, great backyard with patio, and close proximity to downtown Deerfield's shopping and restaurants, parks and Metra train station, make this a "must see" home. Eat in kitchen with BOCH appliances ,quartz countertops , hardwood floors thru the house .4 bedrooms 2 baths upstairs , office/den , half bath on the main level.The finished basement offers space for entertainment ,fitness .Enjoy big fenced , private backyard .Award winning schools and access to major highways are also a major plus.Property Taxes are currently shown without the homeowners exemption .Agent owned .

1106 Waukegan Road, Deerfield

100 Green Bay Road, Highland Park
$649,000
4 Beds ⋅ 2 Baths ⋅ 12753228 MLS ⋅ CLOSED Status
Located in the award-winning Braeside School District, this expansive mid-century brick ranch offers a bright, open floor plan in an exceptional Highland Park location. Sun-filled living spaces, hardwood floors and generous room sizes create an easy flow for everyday living and entertaining. The large combined living and dining room sits at the heart of the home, while French doors open to a light-filled family room with built-ins and access to the deck. The eat-in kitchen connects easily to the main living spaces. Four bedrooms include a primary bedroom with ensuite bath, with the fourth bedroom currently used as a den. A large unfinished basement offers plenty of storage and excellent potential for additional living space. Just steps from Ravinia Festival, the Chicago Botanic Garden, Green Bay Trail and Lake Michigan. Convenient access to Metra and Highway. New Roof 2026. Showings will start on 9/14/26.

100 Green Bay Road, Highland Park

815 Barberry Road, Highland Park
$640,000
4 Beds ⋅ 3 Baths ⋅ 12644189 MLS ⋅ CLOSED Status
Move-in ready, beautifully refreshed and spacious home now ready for new owners. From inviting foyer, enter large living room featuring dramatic, high vaulted ceilings, hardwood parquet floors and raised gallery area. West-facing windows dressed in Hunter Douglas Silhouette blinds let the sunshine in, brightening every day. Just a few steps up, hardwood floors with artist-painted edge extend from lovely dining room to bright kitchen, both overlooking large, fenced yard. Gourmet kitchen appointed with double ovens, stainless steel refrigerator/freezer, five burner gas cooktop, white full-height cabinetry and white countertops with custom backsplash. Generous eating area adorned with bay window offers table space with pretty backyard views. Eating area also open to ground-level family room with fireplace. Sliding doors lead to adjacent three-season sunroom, such a nice way to enjoy your fully fenced yard. Newly refurbished, roomy two-car attached, heated garage has plenty of extra space, great storage shelving plus additional freezer. From garage, enter mudroom/laundry room with brand new luxury vinyl tile flooring. Updated powder room custom-painted by local artist Sheila Wolfson. Upstairs, you'll find four nice-sized bedrooms and two updated full baths. Primary suite features two closets and large bath with updated vanity and double sinks. Ceiling fans in all bedrooms. Finished sub-basement offers additional rec-room, great hang-out space with abundant storage. Many mechanicals updated in 2023. Windows and roof replaced approximately 15 years ago. Interior has just been freshly painted throughout, with new flooring in main floor laundry/mudroom, sub-basement and upstairs stairway and hallway. Landscape recently improved to enhance the pretty curb appeal of this bright and spacious home. Enjoy life in award-winning school district, easy walking distance to phenomenal new West Ridge Center and neighborhood parks. This well-cared for home is being offered "as-is". What a great move!

815 Barberry Road, Highland Park

821 Castlewood Lane, Deerfield
$640,000
4 Beds ⋅ 2 Baths ⋅ 12699675 MLS ⋅ CLOSED Status
Sophisticated design meets effortless living in this meticulously renovated four-bedroom home, situated on an oversized lot in one of Deerfield's sought-after areas. Every inch of this home has been thoughtfully remodeled to offer a true turn-key experience, blending high-end finishes with a layout that feels both airy and intentional. At the heart of the home, the stunning chef's kitchen features white cabinetry, premium stainless steel appliances, custom tiled backsplash and a beautiful quartz island with a breakfast bar. The dining room and sun-filled living room offer great entertaining space. Three generous sized bedrooms on the second level and bathrooms finished with elegant stone and contemporary fixtures. Gleaming hardwood floors and freshly painted throughout. Newer custom built-in closets throughout home. The lower level offers a 4th bedroom that can be used as a home office. The living space extends to a finished basement, where luxury vinyl flooring and a painted loft-style ceiling create a modern, versatile space. The private fenced expansive backyard is a rare find, your personal oasis complete with a paver patio, ready for summer gatherings. With newer mechanicals and windows, the home provides peace of mind alongside its aesthetic appeal. The location is truly unbeatable, placing you moments away from local parks, community pools, and the premier shopping and dining of downtown Deerfield. Award-winning schools, including Wilmot Elementary, Caruso Middle School, and Deerfield High School. This move-in ready home is waiting for its next owners!

821 Castlewood Lane, Deerfield

52 S Central Avenue, Highwood
$636,000
4 Beds ⋅ 2 Baths ⋅ 12658466 MLS ⋅ CLOSED Status
Charming, thoughtfully updated Colonial in a superb Highwood location - close to everything. 4 Bedrooms & 2 Baths with plenty of room to relax. Full of character and natural light, the home offers warm, comfortable living with functional flow and flexible spaces, ideal for both everyday living and entertaining. Recent improvements include new siding, roof, deck, driveway, fence, front walkway / hardscape, landscaping, appliances, countertops, backsplash, a redesigned laundry-mud room and Nursery. The spacious rear deck seamlessly extends the living outdoors, opening to a lush, professionally landscaped side and backyard with mature trees providing beauty, privacy & shade. A detached three-car garage offers exceptional space for vehicles, storage & gear. A fantastic opportunity for buyers seeking charm, space, extensive updates & inviting outdoor living in a stellar location close to town, restaurants, coffee shops, schools & transportation.

52 S Central Avenue, Highwood

133 Burr Oak Court, Deerfield
$635,000
3 Beds ⋅ 2 Baths ⋅ 12678451 MLS ⋅ CLOSED Status
Classic light-filled split level on .28 acres tucked into a quiet cul-de-sac in desirable Laurel Hill. The main level with hardwood floors was reconfigured to expand the kitchen and add rich wood cabinets, generous storage, and a granite-topped island. Three nicely proportioned bedrooms and a full bath up; wonderful large family room with a fireplace, second full bath, and laundry down. Major infrastructure improvements in the past several years include a new roof and gutters in 2021, new driveway in 2022, and a new furnace in 2023. Hardwood under the carpet upstairs. Attached two-car garage. Exceptional Deerfield elementary schools and Deerfield High School plus a fabulous park-like fabulous yard!

133 Burr Oak Court, Deerfield

240 & 242 Highwood Avenue, Highwood
$630,000
6 Beds ⋅ 6 Baths ⋅ 12743077 MLS ⋅ CLOSED Status
1st time on the market in nearly 100 years! Classic stucco duplex, centrally located in bustling Highwood! Each 3 bedroom two story unit offers 3 bedroom & 1.5 bathrooms with an additional 1/2 bath in each basement, along with laundry rooms and storage rooms. Beautiful hardwood floors throughout each unit (units 240 & 242). Classic 20's architecture with arches and textured plaster. Each unit has a gracious living room, separate dining room, kitchen, and powder room on the first floor. Upstairs are 3 generously sized bedrooms with good sized closets. Good sized backyard with concrete patios & recently installed cedar fence. Sold As-Is. Walk to everywhere Highwood location, just down the street from post office, Metra, parks, public library, and many great restaurants. This is a great property and opportunity!

240 & 242 Highwood Avenue, Highwood

527 Cumnor Court, Deerfield
$630,000
4 Beds ⋅ 2 Baths ⋅ 12627625 MLS ⋅ CLOSED Status
Set on a picturesque, tree-lined street in one of Deerfield's most vibrant and sought-after neighborhoods, this beautifully maintained home offers the perfect blend of space, lifestyle, and location. Just steps from highly rated Walden Elementary and feeding into acclaimed Shepard Middle School and Deerfield High School, you'll love the convenience of walking or biking to nearby parks, the library, Metra, and all the dining and shopping in downtown Deerfield. Standing out with its larger footprint and rare 3-car garage, this 4 bedroom, 2 bath, turn-key home is designed for how buyers live today. The open-concept main level features rich hardwood floors, a sun-filled living room with a stunning picture window and fireplace, an inviting dining area, and an updated kitchen with seamless access to the back deck for effortless indoor-outdoor entertaining. A main-level bedroom and full bath offer ideal flexibility for guests, a home office, or multigenerational living. Upstairs, three spacious bedrooms provide generous closet space, while the expansive lower level includes a large family room and a dedicated laundry/utility room to keep everything organized. The attached 3-car garage is perfect for car enthusiasts, extra storage, or everyday convenience, complete with an EV charging station. Enjoy a beautifully landscaped yard that enhances both curb appeal and everyday living. With standout space, a highly desirable layout, and an unbeatable location, this home delivers everything today's buyers are looking for. Welcome home!

527 Cumnor Court, Deerfield

681 Smoke Tree Road, Deerfield
$625,000
4 Beds ⋅ 3 Baths ⋅ 12746552 MLS ⋅ CLOSED Status
Unmatched Investment and Equity Opportunity in Deerfield's Coveted Kings Cove Subdivision! Rare opportunity to acquire a traditional 4-bedroom, 2.1-bathroom colonial on a premium lot in one of Deerfield's most sought-after, established neighborhoods. Offered by only its second owners, this home features a solid architectural foundation, an exceptional layout and substantial upside potential for investors, renovators or savvy buyers looking to customize their dream home. PROPERTY OVERVIEW & HIGHLIGHTS: This home is situated in the prestigious Kings Cove subdivision, highly regarded for its quiet streets, premium lot sizes and proximity to top-tier schools. It offers excellent transit convenience as a commuter's dream, located less than 5 minutes to I-294, two Metra stations, and local Pace bus routes. The 0.33-acre lot stands out as one of the larger lots in the area, featuring a backyard with your own woodland. Inside, you will find generous above-grade living space, plus a massive 30x25 unfinished basement. MAIN LEVEL FOOTPRINT: The main level features a stately living room space highlighted by a classic fireplace and expansive picture windows looking out to the front yard. A formal dining room is perfectly positioned between the living room and kitchen for effortless entertaining. The large eat-in kitchen footprint is perfectly paired with a breakfast table area and views of the backyard. Nearby, the huge secondary living space of the family room features original wood character and oversized windows overlooking the wooded rear yard. A powder room is also ideally situated on the main level for guests. SECOND LEVEL SLEEPING QUARTERS: Upstairs, the sprawling primary bedroom suite features two separate compact walk-in closets and an en suite full bathroom. Three additional sizable secondary bedrooms all boast excellent natural light and ample closet space. A second full bath is perfectly placed in the upper hallway to service the secondary bedrooms. FEATURES & CONVENIENCES: The lower level features a massive unfinished basement with an expansive, column-free 30x25 footprint that offers unlimited potential for a future rec room, gym, or workspace. A dedicated laundry setup is positioned cleanly in the lower level near the stairs, complete with a utility sink. Additional features include an attached 2-car garage for secure and seamless direct-access parking, and an automated underground sprinkler system assuring easy, turnkey lawn maintenance and beautiful curb appeal. For peace of mind, the home's security infrastructure includes an installed, hardwired alarm system. RENOVATION & FINISHING NOTES: The interior retains its classic design aesthetics and requires cosmetic updating throughout. Some renovation work was previously commenced on the primary bathroom and the main-floor powder room; the underlying plumbing is fully functional. New toilets are on-site and ready to be installed, but the buyer will need to install new vanities/sinks and finish the drywall/ceilings in these two spaces. MASSIVE EXPANSION POTENTIAL: This property can be expanded into a 4,700+ square foot luxury home. Build out your ultimate dream estate or maximize your investment returns on this premium 0.33-acre lot. Property sold strictly "AS-IS." Bring your creative vision and your contractor to build substantial instant equity in a prime Deerfield location. Schedule your showing today!

681 Smoke Tree Road, Deerfield

821 Rosemary Terrace, Deerfield
$625,000
3 Beds ⋅ 2 Baths ⋅ 12740337 MLS ⋅ CLOSED Status
****** WELCOME HOME!!!!! ***** MOVE RIGHT IN to your BRICK and Cedar RANCH House with approximately 2,271 sq ft of FINISHED LIVING SPACE!!! ******* RECENTLY UPDATED!! ******** 3 BEDROOM / 2 BATHROOM House ********** LOCATED in the VERY DESIRABLE * NORTHSHORE Suburb of DEERFIELD * with TREE-LINED STREETS and TOP-RATED SCHOOLS!!! **** BEAUTIFUL HARDWOOD FLOORs THROUGHOUT the main level * NEWLY UPDATED SPACIOUS KITCHEN * with BRAND NEW * STAINLESS STEEL APPLIANCES * WHITE SHAKER CABINETS * CARRERA WHITE QUARTZ COUNTERTOPS * OVERSIZED SINK * and CUSTOM BACKSPLASH with a Relaxing SunRoom Right off the Kitchen Overlooking the Beautiful Backyard!!!!!! ********* 2 BATHROOMS RECENTLY UPDATED with Modern Finishes!!! **** FRESHLY PAINTED with NEW LIGHT FIXTURES Throughout ********* 3 SPACIOUS BEDROOMS on the main level with a NEW LUXURIOUS BATHROOM ****** FINISHED LOWER LEVEL with a LARGE FAMILY / REC ROOM * Nicely Sized Office and a FULLY UPDATED BATHROOM with an AMAZING Walk-in SHOWER!!! ****** BRAND NEW WASHER & DRYER completes the lower level!!! ******** A NEWer ROOF on the House & Garage * NEW SMART Ring Doorbell * NEWer A/C HVAC System * NEWer Water Heater!!! * Newer Vinyl Windows ******* WOW!!!!!!! ******* DO NOT MISS OUT!!! *** PLEASE CALL ME at ANYTIME so YOU CAN SEE IT before it is SOLD!!!!***** Close to schools, parks, shops, restaurants and more!

821 Rosemary Terrace, Deerfield

914 Central Avenue, Deerfield
$625,000
4 Beds ⋅ 2 Baths ⋅ 12680814 MLS ⋅ CLOSED Status
Welcome to 914 Central Avenue in Deerfield - a beautifully maintained brick home offering the perfect blend of character, space, and functionality. This 4-bedroom, 2-bath home features hardwood floors throughout, abundant natural light, an updated kitchen, newer windows (approx. 5 years), and efficient zoned heating and cooling. The standout second level is filled with charm, showcasing vaulted ceilings, exposed wood beams, skylights, and spacious bedrooms that create a bright, open feel. A finished basement adds flexible living space for recreation, office, or storage. Step outside to a large fully fenced backyard ideal for entertaining, pets, or relaxing outdoors. Conveniently located near parks, schools, shopping, and everything Deerfield has to offer.

914 Central Avenue, Deerfield

602 Vine Avenue, Highland Park
$625,000
3 Beds ⋅ 3 Baths ⋅ 12657215 MLS ⋅ CLOSED Status
We are asking for HIGHEST & BEST BY 12pm on Monday, June 1st. Step into this charming Colonial in an incredible Highland Park location! Walking distance to downtown Highland Park, schools, parks, and the lake, this beautifully updated 3-bedroom, 2.5-bath home blends timeless character with modern updates throughout. Highlights Include: Bright and spacious living room with French doors. Gas fireplace with stunning new marble herringbone hearth. Living Room Bay window flooding the home with natural light. Formal dining room with designer wallpaper overlooking the expansive fenced backyard. Updated kitchen with cherry cabinets, granite countertops & stainless steel appliances. Spacious primary suite with brand new luxury bath. Walk-up attic with expansion possibilities. Large Basement Rec Room w/ new recessed lighting. Gorgeous hardwood floors & original millwork throughout. 2.5-car garage with climate-controlled office. Beautiful landscaped backyard with porch, paver patio & endless entertaining space. Numerous updates completed by the current owners including newer electric, plumbing, drain tile and more! Warm, inviting, and move-in ready - this is the one you've been waiting for. Welcome Home to Highland Park's most charming house in the best location for the price!

602 Vine Avenue, Highland Park

11 Birchwood Avenue, Deerfield
$620,000
5 Beds ⋅ 3 Baths ⋅ 12746889 MLS ⋅ CLOSED Status
NICELY UPDATED WHERE SPACE AND VALUE IN DEERFIELD CAN'T BE BEAT. 5-BEDROOM, 3-FULL-BATH HOME SITUATED ON AN OVERSIZED CORNER LOT IN A PRIME DEERFIELD LOCATION WITH A 2.5 CAR ATTACHED GARAGE. THIS HOME OFFERS GENEROUS ROOM SIZES THROUGHOUT, INCLUDING A HUGE PRIMARY SUITE WITH A LARGE WALK-IN CLOSET. FOUR BEDROOMS ARE LOCATED UPSTAIRS, WHILE THE MAIN-FLOOR 5TH BEDROOM PROVIDES THE PERFECT FLEXIBLE SPACE FOR GUESTS, A HOME OFFICE, OR DEN. THE UPDATED KITCHEN FEATURES AN EAT-IN AREA, AMPLE CABINETRY, AND PANTRY CLOSETS, WITH A SEPARATE DINING ROOM PERFECT FOR EVERYDAY LIVING AND ENTERTAINING. ENJOY THE THREE-SEASON ROOM OVERLOOKING THE SPACIOUS BACKYARD. THE FULLY FINISHED BASEMENT PROVIDES EVEN MORE LIVING AND RECREATIONAL SPACE. THE OVERSIZED YARD IS READY TO ENJOY WITH A FIRE PIT, STORAGE SHED, AND PLENTY OF ADDITIONAL SPACE FOR A PLAY-SET, GARDEN, OR OUTDOOR ENTERTAINING. MAJOR RECENT IMPROVEMENTS INCLUDE A NEW ROOF (2020), WINDOWS (2024), HVAC (2025), AND FRESH INTERIOR PAINT. IDEALLY LOCATED CLOSE TO SOUTH PARK ELEMENTARY, PARKS, DOWNTOWN DEERFIELD, SHOPPING, DINING, AND METRA. A WONDERFUL OPPORTUNITY TO ENJOY SPACE, UPDATES, AND A FANTASTIC DEERFIELD LOCATION!

11 Birchwood Avenue, Deerfield

1242 Arbor Avenue, Highland Park
$620,000
3 Beds ⋅ 2 Baths ⋅ 12651700 MLS ⋅ CLOSED Status
Adorable and immaculate home in desirable Sherwood Forest, upgraded, move-in ready and much larger than it appears! Fall in love upon entering the foyer and seeing the spacious front dining room & living room which are open to one another for easy entertaining. Drenched in natural sunlight these rooms have hardwood floors, recessed lighting and a cozy WBFP w/ brick surround. The spacious eat-in kitchen features maple cabinets and all newer stainless-steel appliances (2021) including an LG French door fridge/freezer, Samsung 5 burner gas oven/range, microwave & dishwasher. Three generously sized bedrooms all with hardwood floors, white ceiling fan lights & horizontal white wood blinds share a large neutral hall bath w/ an extra-long double sink maple vanity with tremendous strorage and a white tub/shower with white ceramic tile surround. The full finished basement has a gigantic family room w/ a 2nd WBFP, a huge 4th bedroom w/ double closets & recessed lighting and there is a convenient & roomy office. Don't miss the oversized laundry room w/ white stackable front loading Whirlpool washer & dryer, enormous double utility sink, 2nd refrigerator/freezer, built-in storage cabinetry, under stair storage plus a separate utility/storage room with even more storage space. A fabulous deck overlooks the fully fenced backyard plus the detached 2 car garage with brand new siding (2026). Meticulously maintained and loved, additional updates include a new hot water heater (2024), furnace (2019), roof (2018), basketball hoop (2009), freshly painted and many newer light fixtures. Perfectly located on a quiet tree lined street in popular Sherwood Forest which has four nearby neighborhood parks, easy access to Hwy 41, train, walking distance to Starbucks, Dunkin Donuts, local neighborhood restaurants, both downtown Highland Park and downtown Deerfield, choice of HPHS or DHS and the list goes on. Truly a dream to show!

1242 Arbor Avenue, Highland Park

737 Deerpath Drive, Deerfield
$620,000
2 Beds ⋅ 2 Baths ⋅ 12635233 MLS ⋅ CLOSED Status
Adorable, modern, solid brick ranch, taking appointments for next weekend (May 2 and May3) 3bd/2ba on expansive lot and quiet street. Full finished basement, 1 & 1/2 car garage, and a detached home office. 5XXk Professionally landscaped every season outside is a masterpiece with an outdoor kitchen with granite counters, 36" Fire Magic built in grill, built in outdoor fridge, custom fire table, deck are Brazilian Teak hardwood and Italian porcelain, 10' Tuuci umbrella, and a lit bocce court! Inside Everything has been redone including windows, copper pipes, 200Amp service with Generac whole house back up generator. AND a new roof just completed ! All hardwood floors have been refinished. Kitchen gutted to studs, island is quartz with a 2 1/2" drop, surrounding counters are leathered granite with a small coffee bar/nook., white kitchen cabinets, Stainless steel appliances, 5-burner gas range and pot filler. Both bathrooms have heated tile floors, new vanities. Kohler soaking tub in one bathroom, other has custom tile shower with peerless glass door. Downstairs was gutted to the studs with tons of storage, and new windows. Downstairs bedroom has large egress window and large closet. Downstairs family room is a sports tv or gamers dream with an additional large egress window. Two wired TVs, surround sound, built in cabinets with granite counters flank the main TV with a new direct vent, high efficiency gas fireplace and mantle. There is a little reading nook and storage.. so much storage! Laundry room with new built-in cabinets, granite work counters, mini wine bar with wine fridge and vinyl plank floor. Schools: Wilmot, Caruso and DHS Back on the market due to buyer circumstances - home inspection was exceptional and the property remains in outstanding condition.

737 Deerpath Drive, Deerfield

1812 Winthrop Road, Highland Park
$620,000
3 Beds ⋅ 3 Baths ⋅ 12524849 MLS ⋅ CLOSED Status
Simply Stunning, Fully Renovated Home Across From a Beautiful Park Welcome to a truly move-in ready gem-completely updated from top to bottom with thoughtful design, modern style, and exceptional functionality. This beautifully renovated brick home offers 4 total bedrooms, 3 full baths, a finished basement, and an attached 1.5-car garage, all set on a large, thoughtfully landscaped lot directly across from a fabulous neighborhood park. Step inside to discover a seamless blend of comfort and sophistication. The main level features brand-new hardwood floors throughout, LED recessed lighting, and designer light fixtures that elevate every room. The expanded floor plan now includes a massive new primary bathroom, offering a spa-like retreat with gorgeous finishes. The bright, modern eat-in kitchen is a showstopper-complete with quartz countertops, an LG stainless appliance package, abundant storage, and space for casual dining. A newly added first-floor laundry closet adds everyday convenience, while a second full laundry room awaits in the finished basement. The lower level offers outstanding additional living space, featuring a recreation area, an extra bedroom, and a beautiful new full bathroom-perfect for guests, extended family, or a private home office. With three generous bedrooms on the main level and a fourth bedroom in the basement, this home provides flexibility for every lifestyle. Step outside to enjoy an oversized yard with room to play, entertain, garden, or relax in the shade-your own personal oasis. And for complete peace of mind, the owner has installed a brand-new roof, gutters and siding! All this in an ideal location, just steps from parks, playgrounds, community amenities, and award-winning schools including Shepard and Kipling Elementary, with your choice of Highland Park or Deerfield High School. A home that truly has it all-every upgrade done, every space polished, and every detail thoughtfully designed. Move right in and enjoy the lifestyle you've been waiting for. All this and a choice of either Highland Park or Deerfield High School!

1812 Winthrop Road, Highland Park

689 Timber Hill Road, Deerfield
$615,000
3 Beds ⋅ 3 Baths ⋅ 12683388 MLS ⋅ CLOSED Status
BEAUTIFULLY UPDATED AND EXPANDED SPLIT-LEVEL HOME FEATURING 3 BEDROOMS, 2.1 BATHROOMS, AND A RARE 2-CAR ATTACHED GARAGE, ALL SET ON A GORGEOUS LOT IN A FANTASTIC DEERFIELD LOCATION! THE MODERN EXTERIOR CREATES EXCEPTIONAL CURB APPEAL, WHILE SOARING VOLUME CEILINGS FILL THE MAIN LEVEL WITH NATURAL LIGHT AND AN OPEN, AIRY FEEL. A RARE MAIN-LEVEL POWDER ROOM ADDS CONVENIENCE AND FUNCTIONALITY, MAKING THIS HOME TRULY STAND OUT FROM OTHER SPLIT-LEVEL MODELS. THE EXPANDED EAT-IN KITCHEN IS THE HEART OF THE HOME, OFFERING AN ABUNDANCE OF MAPLE CABINETRY, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, AND A MASSIVE CENTER ISLAND THAT MAKES ENTERTAINING EFFORTLESS. LOADS OF UPDATES THROUGHOUT PROVIDE TODAY'S BUYER WITH STYLE AND COMFORT. TREMENDOUS CRAWL SPACE STORAGE OFFERS RARE EXTRA ROOM FOR ORGANIZATION. THE PRIVATE BACKYARD FEATURES A BEAUTIFUL BRICK PAVER PATIO, PERFECT FOR OUTDOOR DINING, RELAXING, AND ENTERTAINING. THE 2-CAR ATTACHED GARAGE IS ANOTHER UNIQUE FEATURE SELDOM FOUND IN THIS SPLIT-LEVEL MODEL. ENJOY EASY ACCESS TO NEARBY PARKS, THE WALKING PATH WITH DIRECT ACCESS TO WILMOT PARK AND SCHOOL, AND ALL OF THE SHOPPING, DINING, METRA, AND AMENITIES OF DOWNTOWN DEERFIELD. A WONDERFUL OPPORTUNITY TO OWN A THOUGHTFULLY UPDATED HOME IN ONE OF DEERFIELD'S MOST DESIRABLE NEIGHBORHOODS!

689 Timber Hill Road, Deerfield

190 Leonard Wood Unit #106, Highland Park
$610,000
2 Beds ⋅ 3 Baths ⋅ 12747019 MLS ⋅ CLOSED Status
Rarely available, this updated and meticulously maintained first-floor ranch with a finished lower level offers an exceptional opportunity to enjoy the unique lifestyle of Fort Sheridan. Soaring ceilings and an open living and dining area create a welcoming, light-filled first impression. The inviting living room features a cozy fireplace, a spacious primary suite with a private bath, a second bedroom, and an additional full bath. The beautifully updated kitchen features granite countertops, stainless steel appliances, and a wine refrigerator, combining style and functionality. Just off the kitchen, a large private deck provides the perfect setting for morning coffee, outdoor dining, or entertaining. The bright finished lower level features windows that allow sunshine in, adding generous flexible living space, an updated half bath, convenient in-unit laundry, and abundant storage. A private exit leads directly to 2 indoor heated parking spaces (11 & 16). Major mechanicals are approximately five years old, including the furnace, air conditioning, and humidifier, with the water heater replaced in 2024. A rare combination of beautifully updated interiors, generous living space, private outdoor living, heated parking, and an extraordinary location situated just steps from Fort Sheridan Point and the Fort Sheridan Forest Preserve. It is also close to Lake Michigan and the Metra station.

190 Leonard Wood Unit #106, Highland Park

1160 Hazel Avenue, Deerfield
$610,000
4 Beds ⋅ 3 Baths ⋅ 12630363 MLS ⋅ CLOSED Status
This 4-bedroom, 2.1-bath Cape Cod blends character with an open, airy feel, highlighted by a bright, flowing floor plan. Thoughtfully maintained and updated over time, the home offers a flexible layout, including a first-floor primary suite with its own full bath.The kitchen has a fresh, inviting feel with a farmhouse sink, exposed brick, and breakfast bar seating, all opening to the main living and dining areas with vaulted ceilings. The family room is centered around a fireplace with built-in shelving and windows overlooking the front yard. Recent improvements include; LG washer and dryer (2023), a new refrigerator (2025), Bosch dishwasher (2023), cooktop vent (2024), new A/C (2022), and refinished flooring (2020). Exterior updates include a full privacy fence (2016), new downspouts (2025), and a beautifully expanded outdoor setting with patio areas and landscaping, ideal for entertaining and everyday living. An attached two-plus car garage with a mudroom area and a usable attic for additional storage add to the home's functionality. All of this in a prime location, close to downtown, the train, parks, and the local pool.

1160 Hazel Avenue, Deerfield

927 Holly Court, Deerfield
$610,000
3 Beds ⋅ 2 Baths ⋅ 12627405 MLS ⋅ CLOSED Status
Nestled in a quiet Deerfield cul-de-sac, this beautifully updated 3-bedroom, 2-bath home is a perfect blend of comfort and modern living. Step inside to discover an open layout designed for today's lifestyle, where the dining and living rooms seamlessly flow into the stunning kitchen-perfect for entertaining. The kitchen itself boasts a spacious island with seating, granite countertops, custom wood cabinetry, and all stainless steel appliances, making it a dream for both cooking and gathering. Sunlight streams through every corner, enhancing the inviting ambiance. The charming family room addition, complete with a cozy brick fireplace, built-in shelving, and direct access to the outdoor space, offers a wonderful added living area to relax and enjoy. Gleaming hardwood floors flow throughout the main level, while the upstairs hallway and bedrooms boast hardwood under the carpet. Both bathrooms are tastefully updated with granite vanities, and the rebuilt laundry room is a dream, featuring granite counters, a sink, ample cabinetry, and newer washer and dryer. The lower level surprises with a spacious recreation room filled with natural light, perfect for movie nights, playtime, or a home office. Recent updates, including a newer roof, refrigerator, and HVAC system, provide peace of mind. Outside, enjoy the lush, expansive yard with a handy storage shed and a paved patio in the front-perfect for sipping coffee while soaking up the tranquility. The attached 2-car garage adds convenience, and the home's location is unbeatable, close to top-rated Wilmot and Caruso schools (District 109), parks, a pool, and so much more. Move-in ready and waiting for its next owners-this home truly has it all!

927 Holly Court, Deerfield

2708 Summit Avenue, Highland Park
$608,000
4 Beds ⋅ 3 Baths ⋅ 12697925 MLS ⋅ CLOSED Status
NOTE: Multiple offers received. HIGHEST and BEST due by MONDAY 8/3 at 5:00 PM. Welcome to this charming tri-level home nestled in the desirable Highlands of Highland Park! Built in 1963, this spacious residence boasts 4 bedrooms and 2.5 baths, situated on an expansive .32-acre lot. With nearly 3,500 square feet of living space (1,971 square feet above grade), this home is perfect for both relaxation and entertainment. The main level features an eat-in kitchen that overlooks the lush patio and yard, an inviting L-shaped living room and dining room with sliders leading to the outdoor space, and large windows that flood the area with natural light. Head to the second level where you'll find four generously sized bedrooms, including a primary suite with a private bathroom featuring a walk-in shower. The hall bathroom offers a convenient shower/tub combo. The primary and one additional bedroom each boast two double closets, complemented by two additional hall closets for ample storage. The walk-out lower level is an entertainer's dream, featuring an expansive family room complete with a cozy wood-burning fireplace and sliders to the yard, along with a wall of windows that enhance the space. This level also includes a convenient half bath, a laundry/storage/utility room, and a crawl space with a concrete floor. This home is further enhanced by an attached two-car garage, a combination of brick and wood siding, hardwood flooring, and beautifully manicured landscaping surrounding the oversized yard. Don't miss your opportunity to own this unique Highland Park gem!

2708 Summit Avenue, Highland Park

1055 Hillcrest Avenue, Highland Park
$605,000
3 Beds ⋅ 2 Baths ⋅ 12653876 MLS ⋅ CLOSED Status
1055 Hillcrest Avenue is a thoughtfully updated split level home offering 3 bedrooms, 2 full bathrooms, and a finished lower level in a prime location. From the moment you walk in, you are welcomed by a stunning open kitchen with stainless steel appliances and gorgeous floor to ceiling windows, which bring in abundant natural light throughout the main level. The layout offers the perfect flow for everyday living and entertaining, with space for both a dining area and comfortable family room seating. Easy access to the side yard makes grilling, gardening, and outdoor gatherings effortless. Upstairs you will find three spacious bedrooms and a full bathroom, including a primary bedroom featuring his and hers closets. The finished lower level is the perfect cozy retreat, featuring an updated wood burning fireplace that makes winter nights feel extra inviting, along with an updated full bathroom with a tub. Wine lovers will appreciate the temperature controlled wine cellar. If wine storage is not your preference, the space can easily be transformed into additional storage, a small office, or hobby room, offering endless flexibility to fit your lifestyle. A newer washer and dryer are also conveniently located on this level. Lush perennial gardens and newer bluestone front steps create wonderful curb appeal, while the private backyard features an updated Unilock patio and a two and a half car detached garage. Recent improvements also include a rebuilt chimney, brand new furnace, whole house humidifier, and battery backup sump pump with WiFi monitoring. Situated on a charming quiet street near some of the best parks in Highland Park, this home truly offers the best of both worlds. Enjoy access to all of Highland Park's incredible amenities, including scenic beaches, while benefiting from highly sought after Deerfield elementary and middle schools, along with the choice of attending either Deerfield High School or Highland Park High School. This home offers the lifestyle so many buyers are searching for.

1055 Hillcrest Avenue, Highland Park

1767 Clifton Avenue, Highland Park
$600,000
3 Beds ⋅ 2 Baths ⋅ 12731197 MLS ⋅ CLOSED Status
Step into timeless character and potential with this all-brick 1920s gem located in the heart of sought-after Sunset Park. Brimming with original architectural details, this 3-bedroom home offers 1,890 sq ft of living space above grade, featuring arched doorways, original wood doors, stained glass windows, hardwood flooring, and built-in arched niches that echo the home's classic design. The main level features two spacious bedrooms and a full bath, while the upper level includes a third bedroom, large loft area, and half bath - perfect for guests or a private retreat. The cozy living room is anchored by a woodburning fireplace with a gas starter and stone surround and mantle, creating a warm and inviting ambiance. The bright sunroom and separate dining room add to the comfortable living space on the main floor. Functional updates include a 200-amp electrical panel, SpacePak central air system (2023 - 1st floor only), newer kitchen windows, oven, and fridge (2015), washer/dryer (2024), dishwasher and disposal (2026) and roof, gutters, and downspouts (2026). Radiant heat ensures comfort in the cooler months. The deep 50x175 ft lot provides ample outdoor space and room for expansion, and the one-car detached garage is accessed via a shared driveway. The unfinished basement features roughed-in plumbing, offering exciting potential for a future bathroom. Located within the highly-rated Indian Trail Elementary School, Edgewood Middle School, and Highland Park High School districts. Enjoy the unbeatable walk-to-everything location: just steps from Sunset Park, Hidden Creek Aquapark, downtown Highland Park shops, restaurants, Metra station, and more. Quick access to major expressways and local attractions including Ravinia Festival, hiking trails, Lake Michigan beaches, and a vibrant park district with programs for all ages. Don't miss the opportunity to restore and personalize this classic Highland Park home!

1767 Clifton Avenue, Highland Park

1230 Central Avenue, Deerfield
$600,000
3 Beds ⋅ 2 Baths ⋅ 12720571 MLS ⋅ CLOSED Status
Welcome home to perfection in Deerfield! This exceptional 3-bedroom residence with a versatile den and separate family room (or potential 4th bedroom) has been completely renovated from top to bottom, showcasing sophisticated contemporary finishes and impeccable attention to detail throughout. The stunning gourmet kitchen serves as the centerpiece of the home, featuring custom white cabinetry, premium quartz countertops, stainless steel appliances, and an elegant marble backsplash. The adjacent den opens seamlessly through sliding doors to the expansive deck, creating an ideal indoor-outdoor connection for entertaining, relaxing, and everyday living. Beautiful oak flooring flows throughout the home adds warmth and timeless elegance to the fresh, modern interiors. Every detail has been thoughtfully designed to offer a truly move-in ready experience. Step outside to the professionally landscaped gardens, where lush greenery and vibrant perennial plantings create a private outdoor oasis perfect for al fresco dining, weekend grilling, and enjoying every season. Perfectly situated in the heart of Deerfield, this home offers an unbeatable location just minutes from downtown shopping, dining, the train station, and everyday conveniences. Combined with award-winning elementary schools and the nationally recognized Deerfield High School, this is a rare opportunity to enjoy exceptional living in one of the North Shore's most desirable communities.

1230 Central Avenue, Deerfield



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