Recently Sold Highwood, IL Homes

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  /17

  $335,000 Sold Jul 01, 2025

  • 1,005 Sq Ft
  • $333/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  306 Ashland Ave, Highwood, IL 60040

  ***OFFERS DUE BY MONDAY 10:00 AM *** Enjoy the good life in this lovely WELL-MAINTAINED cottage near downtown Highwood. Spacious room sizes. Adorable original "NOOKS & CRANNIES" with charm and tons of curb appeal. Kitchen is open to dining room, which flows into the living room. Over-sized 2.5 CAR GARAGE. Just enough space! Unfinished full basement offers laundry and good STORAGE. Current owner

  Carolyn Cerf @properties Christie's International Real Estate

  306 Ashland Ave, Highwood, IL 60040
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• 

  

  

  /38

  $885,000 Sold Jun 30, 2025

  • 3,500 Sq Ft
  • $253/SF
  • 11 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2005

  27 Rienzi Ln, Highwood, IL 60040

  This spacious 3,500 sq ft end-unit townhome in Ft. Sheridan boasts amazing natural light. Many recent improvements will impress you throughout the home. Starting with the new gorgeous kitchen and bathrooms. Hardwood floors throughout the first floor + an optional 1st floor primary bedroom suite! Amazing deep closest for incredible storage space throughout the home. High ceiling, crown

  Alison Wertheimer @properties Christie's International Real Estate

  27 Rienzi Ln, Highwood, IL 60040
• 

  

  /2

  $565,000 Sold Jun 27, 2025

  • 1,922 Sq Ft
  • $294/SF
  • 39 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  317 Highwood Ave, Highwood, IL 60040

  Experience the Extraordinary! This stunning, fully renovated home offers everything you've dreamed of and more-without exaggeration! Every detail has been thoughtfully crafted to perfection. The first floor boasts custom hardwood flooring, a formal entry with custom wood doors, and an open floor plan with expansive triple-pane windows, flooding the space with natural light. The modern living room

  Anna Klarck AK Homes

  317 Highwood Ave, Highwood, IL 60040
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  /26

  $370,000 Sold Jun 26, 2025

  • 1,093 Sq Ft
  • $339/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  218 S Central Ave, Highwood, IL 60040

  This all brick home is attractively located in a desirable and rarely available neighborhood only a short walk from the restaurants and shopping of downtown Highwood, green space, and the Metra station. Enter through the front door into the living area with a large picture window. Vinyl windows in the kitchen and bedrooms. Views of the large backyard from the kitchen. Partially finished basement

  Thomas Hood Riverside Management

  218 S Central Ave, Highwood, IL 60040
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  /29

  $350,000 Sold Jun 12, 2025

  • 1,638 Sq Ft
  • $214/SF
  • 16 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1950

  238 Jeffreys Place, Highwood, IL 60040

  Welcome Home to 238 Jeffreys Place! This home features 4 Bedrooms/3 Bathrooms, and approximately 1,638 square feet! SOLD AS-IS. This property is eligible under the Freddie Mac First Look Initiative though 5/15/25. Seller will not complete any repairs to the subject property, either lender or buyer requested. The property is sold in AS IS condition Taxes prorated at 100 precent. EM MUST BE

  Frank Rusin Four Seasons Realty, Inc.

  238 Jeffreys Place, Highwood, IL 60040
• 

  

  /20

  $410,000 Sold Jun 09, 2025

  • 987 Sq Ft
  • $415/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  134 Pleasant Ave, Highwood, IL 60040

  Brick ranch home in vibrant Highwood! This 3-bedroom, 2-bath home offers a bright living/dining room combo with a large picture window and hardwood floors. The updated kitchen features granite countertops, gas range, and tile backsplash. The partially finished basement has a fireplace and a bonus room currently used as an additional 4th bedroom. Outside, enjoy a spacious fenced backyard with

  Benjamin Lissner Baird & Warner

  134 Pleasant Ave, Highwood, IL 60040
• 

  

  /27

  $430,000 Sold Jun 03, 2025

  • 2,201 Sq Ft
  • $195/SF
  • 28 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1930

  44 Prairie Ave, Highwood, IL 60040

  This older home is full of character and ready for your personal touch! Featuring great bones and spacious rooms, this property offers a fantastic rental opportunity or can be used as a single-family home. Located in the heart of Highwood, just moments from Lake Michigan and the best of the North Shore, you'll enjoy easy access to dining, shopping, Metra, and top-rated schools. While some updates

  Jason Giambarberee @properties Christie's International Real Estate

  44 Prairie Ave, Highwood, IL 60040
• 

  

  /34

  $525,000 Sold May 07, 2025

  • 1,412 Sq Ft
  • $372/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  330 Prairie Ave, Highwood, IL 60040

  Welcome to this beautifully maintained all brick, ranch-style home in the heart of Highwood, just steps from downtown and all the area's best restaurants, bars, and shopping. Featuring a sun-drenched main level, this home boasts 5 total spacious bedrooms, two full bathroom, and a large living room with a cozy fireplace. The highlights on the main level include re-finished hardwood floors, lots of

  Keith Brand Berkshire Hathaway HomeServices Chicago

  330 Prairie Ave, Highwood, IL 60040
• 

  

  /16

  $535,000 Sold Apr 09, 2025

  • 2,240 Sq Ft
  • $239/SF
  • 16 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1928

  321 Prairie Ave, Highwood, IL 60040

  Amazing opportunity for investors, or homeowner for supplemental income! Duplex property with 3 bedrooms and 1 bath in each unit. Each unit has a seperate basement with laundry hookup and tons of storage. 2 car garage and enormous deep lot with room to add on. New electrical through out units. Currently rented month to month with each unit bringing in 2,000 per month plus all utilities paid for

  Mada Hitchmough Compass

  321 Prairie Ave, Highwood, IL 60040
• 

  

  /23

  $497,500 Sold Apr 04, 2025

  • 1,700 Sq Ft
  • $293/SF
  • 24 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1930

  236 Evolution Ave, Highwood, IL 60040

  Move right into this freshly updated home in Highwood, perfect for today's buyers. Featuring 3 bedrooms and updated baths, this home offers modern convenience and style. The spacious white eat-in kitchen is equipped with stainless steel appliances, including a high-end stove, and seamlessly connects to a large dining room, perfect for gatherings. The home boasts hardwood floors throughout, a

  Ila Coretti @properties Christie's International Real Estate

  236 Evolution Ave, Highwood, IL 60040
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  /4

  $141,000 Sold Mar 17, 2025

  • Land
  • 0.18 Acre
  • $783,333 per Acre

  • 23 Days On Market

  0 N Central Ave, Highwood, IL 60040

  MULTIPLE OFFERS RECEIVED - HIGHEST & BEST DUE FRIDAY 2/14/25 AT 12:00 NOON. RARELY AVAILABLE 0.18 ACRE LOT IN HIGHWOOD at 525 Lockard Lane. Build new or hold it as an investment. Fantastic location east of 41 just blocks from Lake Michigan. Zoned "R3A Residential (Restricted Multi-Family)" for up to 3 units, but single-family home possibilities abound. In a very nice residential neighborhood of

  Carolyn Cerf @properties Christie's International Real Estate

  0 N Central Ave, Highwood, IL 60040
• 

  

  /24

  $625,000 Sold Feb 28, 2025

  • 2,560 Sq Ft
  • $244/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  705 Lyster Rd, Highwood, IL 60040

  Enjoy this beautiful Fort Sheridan townhouse, it's more than a home, it's a lifestyle! Discover the perfect blend of nature, beauty and convenience with this stunning three-story townhome in the heart of Fort Sheridan. Experience light-filled rooms, an open concept floor plan with beautiful finishes throughout, all within walking distance to the beach, scenic trails and downtown Highwood. Step

  Susan Brown Burklin @properties Christie's International Real Estate

  705 Lyster Rd, Highwood, IL 60040
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  /19

  $366,000 Sold Feb 26, 2025

  • 1,543 Sq Ft
  • $237/SF
  • 2 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1979

  340 Ashland Ave Unit 108, Highwood, IL 60040

  Beautiful rehabbed townhome style condo in booming Highwood on a quiet street! 2 bedroom 2 and a half bath 3 story beauty with all the comfort and style you've been looking for! Primary suite with gorgeous finishes recently rehabbed is the perfect retreat. Second bedroom can house a king sized bed and has a wonderful hall bath that has been completely redone and has a spa like feel. Gorgeous

  Mada Hitchmough Compass

  340 Ashland Ave Unit 108, Highwood, IL 60040
• 

  

  /22

  $347,000 Sold Feb 21, 2025

  • 846 Sq Ft
  • $410/SF
  • 80 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1950

  247 Highwood Ave, Highwood, IL 60040

  Cozy ranch style home with porch. NEW ROOF in July 2024, NEW PAVER brick driveway RECENTLY DONE that can fit up to 3 cars with TWO CAR GARAGE. Unfinished basement with a full bath and extra rooms. property has lots of potential, motivated sellers so bring all offers. Property sold AS IS.

  Perfecto Carrillo Agent 1 Realty Group LLC

  247 Highwood Ave, Highwood, IL 60040
• 

  

  /13

  $360,000 Sold Feb 19, 2025

  • 2,347 Sq Ft
  • $153/SF

  • 3 Beds
  • 3 Baths
  • Built 1961

  536 N Central Ave, Highwood, IL 60040

  Rarely available opportunity to own or transform a great house with 2nd unit suitable for rental or mother-in-law/multi-generational uses! Main house is a 3-BED, 3-BATH split-level plus sub-basement. Quality stone construction from 1961, including stone fireplace and stone feature walls. Plenty of space, including 2,347 SQ FT with a great floor plan and potential for open kitchen. Property needs

  Carolyn Cerf @properties Christie's International Real Estate

  536 N Central Ave, Highwood, IL 60040
• 

  /2

  $680,000 Sold Feb 14, 2025

  • 2,708 Sq Ft
  • $251/SF
  • 27 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  740 Deroo Loop, Highwood, IL 60040

  Exciting opportunity to own a rarely available 3-bedroom home in Fort Sheridan! This beautiful home features light-filled rooms, volume ceilings and sleek finishing. There are huge windows throughout! The 2-story foyer is open to the gracious living room. The separate formal dining room (now serves as a home office) has south-facing windows and a center chandelier. The spacious kitchen is

  Mona Hellinga @properties Christie's International Real Estate

  740 Deroo Loop, Highwood, IL 60040
• 

  

  /18

  $775,000 Sold Jan 15, 2025

  • 2,026 Sq Ft
  • $383/SF
  • 43 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1895

  136 Stables Ct, Highwood, IL 60040

  136 Stables Court presents a rare opportunity to purchase one of 10 end-unit, ranch townhomes in the Town of Fort Sheridan. Originally designed by the renowned architectural firm Holabird and Roche in the 1890's, this home served as horse stables. This residence is a masterful example of residential adaptive reuse, blending historic charm with modern convenience. Enter a captivating space with

  Karen Chien-Rooney Compass

  136 Stables Ct, Highwood, IL 60040
• 

  

  /20

  $380,000 Sold Jan 02, 2025

  • 2,480 Sq Ft
  • $153/SF
  • 27 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1920

  522 N Central Ave, Highwood, IL 60040

  Incredible investment opportunity! Multi Family 2 Unit- Each are open and spacious! Full basement. 2 Car garage. Huge potential! Close to all accommodations including schools, parks, shops, restaurants and more! Sold "As is".

  Christopher Lobrillo Grandview Realty, LLC

  522 N Central Ave, Highwood, IL 60040
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  /29

  $495,000 Sold Dec 27, 2024

  • 1,577 Sq Ft
  • $314/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths

  247 Sheridan Ave, Highwood, IL 60040

  Charming Ranch with Coach House! Discover this delightful 4-bedroom, 2-bathroom ranch featuring a freshly painted interior and beautifully polished, stained hardwood floors on the main level. The finished basement expands your living space with a spacious family room, a 4th bedroom, a second full bathroom complete with a hot tub and shower, a laundry room, and a versatile bonus room ideal for a

  Lily Hosseini Engel & Voelkers Chicago North Shore

  247 Sheridan Ave, Highwood, IL 60040
• 

  

  /16

  $750,000 Sold Dec 05, 2024

  • 2,608 Sq Ft
  • $288/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1999

  24 Pralls Loop, Highwood, IL 60040

  Welcome to 24 Prall's Loop in Fort Sheridan in Highwood! This delightful 4-bedroom, 2.5-bath home offers 2608 sq ft of living space on a 6477 sq ft lot. Brand new flooring, updated kitchen and bathroom along with being freshly painted! Enjoy lake access, a deck, patio, pool, and porch for outdoor entertaining. The main level boasts an eat-in kitchen with granite counters, SS appliances, and a

  Michael Max Compass

  24 Pralls Loop, Highwood, IL 60040
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  /35

  $649,000 Sold Dec 03, 2024

  • 3,082 Sq Ft
  • $211/SF
  • 13 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1933

  43 Clay Ave, Highwood, IL 60040

  Fantastic Investor Opportunity To Own This Well-Maintained Newly Remodeled 3-Flat Located On A Quiet One-Way Street In The Downtown Business District Of Desirable Highwood. So Much Has Been Done - New Kitchens and Baths Cabinetry, Quartz Countertops, Lighting, Fixtures, Paint, Tile, Most Appliances, Re-Finished Hardwood, LVP Flooring & Epoxy Flooring. Newer Roof, Siding & Gutters. First Floor

  Sandra Locascio RE/MAX Suburban

  43 Clay Ave, Highwood, IL 60040
• 

  

  /22

  $719,000 Sold Nov 22, 2024

  • 2,722 Sq Ft
  • $264/SF
  • 40 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1895

  678 Lyster Rd, Highwood, IL 60040

  Experience effortless living in this spacious 2700 SF townhome located in the tranquil Fort Sheridan. Renovated in 2006, it beautifully combines historic charm with modern amenities. The open floorplan, large windows, and high ceilings create a bright and inviting atmosphere, complemented by gleaming hardwood floors and neutral decor. The gourmet kitchen is a standout feature, offering ample

  Elizabeth Wieneke Compass

  678 Lyster Rd, Highwood, IL 60040
• 

  

  /26

  $855,000 Sold Nov 08, 2024

  • 2,616 Sq Ft
  • $327/SF
  • 17 Days On Market

  • 3 Beds
  • 3.5 Baths

  770 Lyster Rd, Highwood, IL 60040

  Ideally located, this light filled end unit townhome in Fort Sheridan is incredible. Originally the officer's quarters, the home boasts 11 ft. ceilings and soaring arched windows. Spacious floor plan with first floor laundry room/mudroom and storage, powder room and access to private fenced yard with brick paved patio, sprinkler system and gas line makes it perfect for grilling and entertaining.

  Susan Brown Burklin @properties Christie's International Real Estate

  770 Lyster Rd, Highwood, IL 60040
• 

  

  /40

  $525,000 Sold Oct 17, 2024

  • 2,200 Sq Ft
  • $239/SF
  • 255 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1933

  114 Michigan Ave, Highwood, IL 60040

  TWO SINGLE FAMILY HOMES ON ONE LOT located on Michigan Avenue between the streets of Exmoor and Maple. **Check out the interactive floor plans** The larger/main home - 114 Michigan - is a two-story home with 3 bedrooms, 1 bath, a first-floor family room that can also be used as an office or playroom, hardwood floors (except for the family room), and crown molding throughout both the 1st and

  Mirella Caputo @properties Christie's International Real Estate

  114 Michigan Ave, Highwood, IL 60040
• 

  

  /33

  $1,900,000 Sold Sep 27, 2024

  • 6,000 Sq Ft
  • $317/SF
  • 79 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1890

  96 Ronan Rd, Highwood, IL 60040

  Tucked away in the desirable Town of Fort Sheridan, 96 Ronan Road offers an unprecedented opportunity to own a piece of history. This former 1892 artillery storehouse was transformed into a striking 6,000 square foot residence. It is an architectural marvel that blends rustic elegance with contemporary comfort. The serene ambiance of this home transports you to a timeless paradise. The home's

  Karen Chien-Rooney Compass

  96 Ronan Rd, Highwood, IL 60040
• 

  

  /4

  $359,000 Sold Sep 23, 2024

  • 1,075 Sq Ft
  • $334/SF
  • 17 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1938

  239 Prairie Ave, Highwood, IL 60040

  Beautiful 3 bedroom two and a half bath brick Cape Cod near downtown Highwood. Completely updated with new appliances, hardwood floors and crown moldings throughout. Finished half bath in basement with opportunity to put in a full bath. Secluded fenced in back yard with brick patio and a 2.5 car .concrete block garage. Side drive that can fit up to 2 cars. Blocks from downtown and across the

  Shara Fata Hashlang, Inc.

  239 Prairie Ave, Highwood, IL 60040
• 

  

  /17

  $520,000 Sold Sep 06, 2024

  • 2,117 Sq Ft
  • $246/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  63 Western Ave, Highwood, IL 60040

  Welcome to this charming 3BD 2BA, split-level home, built in 1955 and still owned by the original owners! Located in desirable Highwood, the home sits on a spacious nearly half-acre lot on a quiet dead-end street. The home features hardwood floors upstairs and radiant floor heating on the Main Level. Walk-out basement has laundry and storage. Car enthusiasts or those in need of additional storage

  Janice Goldblatt @properties Christie's International Real Estate

  63 Western Ave, Highwood, IL 60040
• 

  

  /20

  $529,000 Sold Aug 27, 2024

  • 1,722 Sq Ft
  • $307/SF
  • 9 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1923

  32 Michigan Ave, Highwood, IL 60040

  Amazing opportunity to own a newly rehabbed 2 flat in a great Highwood Location! This property features two 2 bedroom units with all separate utilities and dual zoned heat and cooling! Brand new kitchens, Bathrooms and flooring through out. New roof, AC, and appliances. Fabulous views of the golf course and beautifully landscaped with a side and front patio. Close to train, schools, and all the

  Beth Alberts Compass

  32 Michigan Ave, Highwood, IL 60040
• 

  

  /20

  $500,000 Sold Jul 31, 2024

  • 1,530 Sq Ft
  • $327/SF
  • 2 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1929

  102 S Central Ave, Highwood, IL 60040

  Don't miss out on the opportunity to own this lovely 3BR/1.1BA Dutch colonial home, located in the highly sought-after area of Highwood. Loaded with charm, this residence has been tastefully updated, particularly in the kitchen (2021), which has been thoughtfully designed to maximize storage and functionality. The living room exudes warmth and character with its beautiful wood flooring, inviting

  Beth Alberts Compass

  102 S Central Ave, Highwood, IL 60040
• 

  

  /30

  $990,000 Sold Jul 16, 2024

  • 3,798 Sq Ft
  • $261/SF
  • 14 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2001

  775 Endicott Rd, Highwood, IL 60040

  Stunning renovation of this gorgeous Fort Sheridan single family home. Enter the home into the dramatic two-story foyer with grand staircase and prepare to be wowed! The glamorous modern and open eat in kitchen includes a 10-foot island with seating, luxury high-end stainless-steel appliances; Sub Zero refrigerator/freezer, Thermador double oven, dishwasher and 5 burner cooktop. Beautiful

  Susan Brown Burklin @properties Christie's International Real Estate

  775 Endicott Rd, Highwood, IL 60040
• 

  

  /15

  $389,000 Sold Jul 15, 2024

  • 1,224 Sq Ft
  • $318/SF
  • 18 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1955

  144 Morgan Place, Highwood, IL 60040

  Welcome to 144 Morgan Pl! Nestled in the heart of Highwood, this beautiful brick ranch sits on a quiet, charming street, and is waiting for it's next family to call home. Step inside to find the East facing living room, providing brilliant natural light all day long, equipped with a wood burning fireplace for those snowy winter nights. The recently renovated kitchen is a chef's dream! The

  Darren Allen Real Broker LLC

  144 Morgan Place, Highwood, IL 60040
• 

  

  /19

  $525,000 Sold Jul 09, 2024

  • 1,443 Sq Ft
  • $364/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1931

  125 Maple Ave, Highwood, IL 60040

  Amazing all brick bungalow in fantastic Highwood location. Step into this beautiful home with a ton of character and charm. Gorgeous hardwood floors and wood work throught out. Sunlit living room has a wood burning fireplace and opens up to a generous sized dining room making it perfect for entertaining. This home has 3 bedrooms and 2 bathrooms. The full finished basement adds a ton of extra flex

  Beth Alberts Compass

  125 Maple Ave, Highwood, IL 60040
• 

  /2

  $355,000 Sold Jun 16, 2025

  • 1,397 Sq Ft
  • $254/SF
  • 1 Day On Market

  • 2 Beds
  • 2 Baths
  • Built 1956

  328 Oak Terrace Ave, Highwood, IL 60040

  Great opportunity! New roof, windows, and low threshold shower. Prime location.

  David Wilkerson eXp Realty

  328 Oak Terrace Ave, Highwood, IL 60040
• 

  /2

  $335,000 Sold Dec 20, 2024

  • Land

  • 1477 Days On Market

  105 Prairie Ave, Highwood, IL 60040

  SIGNIFICANT PRICE REDUCTION: ALL OFFERS CONSIDERED. Rarely available development sites are for sale in Highwood, IL. The area has a strong business community, a vibrant restaurant/bar scene and hosts numerous festivals and celebrations throughout the year. Highwood has experienced a significant amount of both residential and commercial development. Highwood is a growing community in the northern

  Susan Silver Millennium Properties RE, Inc.

  105 Prairie Ave, Highwood, IL 60040
• 

  /2

  $200,000 Sold Dec 13, 2024

  • 1,297 Sq Ft
  • $154/SF
  • 0 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1920

  218 Llewellyn Ave, Highwood, IL 60040

  Charming vintage bungalow with lots of potential, featuring enclosed porch, large kitchen, lots of windows provide tons of natural light, fenced yard! Great location close to schools, restaurants, parks and golf clubs, Metra, downtown shopping! AS IS. Information not guaranteed. Seller does not provide survey. EM must be certified funds.

  Paula Avenaim Baird & Warner

  218 Llewellyn Ave, Highwood, IL 60040
• 

  /2

  $186,400 Sold Nov 26, 2024

  • 990 Sq Ft
  • $188/SF
  • 0 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1910

  221 Llewellyn Ave, Highwood, IL 60040

  HOT INVESTMENT POTENTIAL IN HIGHWOOD! NOT A FORECLOSURE JUST A GREAT DEAL! ENCLOSED FRONT & BACK PORCH! FULL BASEMENT! FENCED YARD INCLUDING WHITE PICKET FENCE IN FRONT! GREAT LOCATION CLOSE TO SCHOOLS, PARK, METRA & DOWNTOWN SHOPS! SOLD "AS/IS"!

  Paula Avenaim Baird & Warner

  221 Llewellyn Ave, Highwood, IL 60040
• 

  /2

  $190,000 Sold Oct 18, 2024

  • 1,078 Sq Ft
  • $176/SF
  • 0 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1923

  237 Sheridan Ave, Highwood, IL 60040

  It's the little house with the big house inside! Nicely proportioned rooms, neat as a pin. More space than you can imagine. Large basement. Detached garage. A nice buy in the flourishing community of historic Highwood. RE tax reflects homestead and senior freeze. House sold "as is," Seller makes no repairs or concessions after inspection. City of Highwood inspection report available.

  Paula Avenaim Baird & Warner

  237 Sheridan Ave, Highwood, IL 60040
• 

  /2

  $975,000 Sold Oct 01, 2024

  • 3,913 Sq Ft
  • $249/SF
  • 5 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2000

  27 Endicott Ln, Highwood, IL 60040

  Sold before processing

  Susan Brown Burklin @properties Christie's International Real Estate

  27 Endicott Ln, Highwood, IL 60040
• 

  

  /22

  $705,000 Sold Jul 02, 2025

  • 2,430 Sq Ft
  • $290/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2001

  950 Augusta Way Unit 209, Highland Park, IL 60035

  Experience the perfect blend of luxury, space, and serenity in this spectacular 3-bedroom, 2.5-bath condo offering over 2,400 sq ft of beautifully designed living space at The Legacy Club in Highland Park. Enjoy breathtaking views of the surrounding trails from your oversized windows and private balconies, creating a peaceful, nature-inspired backdrop to everyday living. Inside, you'll find an

  Lisa Rome Jameson Sotheby's International Realty

  950 Augusta Way Unit 209, Highland Park, IL 60035
• 

  

  /24

  $940,000 Sold Jun 30, 2025

  • 3,141 Sq Ft
  • $299/SF
  • 18 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2000

  314 Whistler Rd, Highland Park, IL 60035

  Nestled on a picturesque meadow with serene pond views, this stunning 3-bedroom, 3.5-bath home offers over 4,800 sq. ft. of total living space. Designed for both elegance and comfort, the main level spans 3,141 sq. ft. with soaring 10-ft. ceilings and solid 8-ft. doors, creating a grand yet inviting atmosphere. Inside, you'll find separate formal living and dining rooms, a spacious gourmet

  Jacqueline Lotzof Compass

  314 Whistler Rd, Highland Park, IL 60035

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