Highland, IL Homes

• 

  

  

  /99

  $1,329,000

  • 6 Beds
  • 5 Baths
  • 8,680 Sq Ft

  13642 Saint Rose Rd, Highland, IL 62249

  This exceptional property offers the perfect blend of luxury, privacy, and recreation—all just minutes from town. Set on 14 beautifully maintained acres, it features a stocked pond, saltwater pool, and lush landscaping that gives the estate a resort-like feel. Inside, the spacious chef’s kitchen is designed for entertaining, while large windows flood the home with natural light. The private

  Justin Bruehl LIVING THE DREAM INC.

  

  13642 Saint Rose Rd, Highland, IL 62249
• 

  

  

  /15

  $680 - $800 per month

  Flax Meadow Townhomes

  2-3 Beds

  216 Flax Dr, Highland, IL 62249

  Equal Housing Opportunity Statement: We are pledged to the letter and spirit of U.S. policy for the achievement of equal housing opportunity throughout the Nation. We encourage and support an affirmative advertising and marketing program in which there are no barriers to obtaining housing because of race, color, religion, sex, handicap, familial status, or national origin.

  216 Flax Dr, Highland, IL 62249
• 

  

  

  /6

  $25,500 Sold Jul 16, 2025

  • Land
  • 0.33 Acre
  • $77,273 per Acre

  • 138 Days On Market

  40 Jason's Pointe, Highland, IL 62249

  This exceptional lot offers concrete road frontage and is located in the newer Prestige Estates subdivision, about a mile north of Highland. Situated within city limits and part of the Highland School District, it’s priced to sell and perfect for a duplex! Additional Rooms: In Platted Subdv.

  Ryan Sautman Real Broker LLC

  40 Jason's Pointe, Highland, IL 62249
• 

  

  

  /19

  Est $206,995 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,275 Sq Ft

  90 Sunbeam Dr Unit B, Highland, IL 62249

  90 Sunbeam Dr Unit B, Highland, IL 62249
• 

  

  

  /45

  $335,000

  • 3 Beds
  • 2.5 Baths
  • 2,630 Sq Ft

  2364 Marine Rd, Highland, IL 62249

  Welcome to your dream retreat! This charming rural ranch home sits on a spacious 0.66-acre lot and offers the perfect blend of comfort, space, and functionality. With an attached 2-car garage, detached 4-car garage, and two carports, there’s plenty of room for vehicles, toys, or hobby space—plus ample parking for guests. Inside, you’ll find 3 bedrooms and 2 full baths on the main level, including

  Amanda Stehlik Equity Realty Group, LLC

  2364 Marine Rd, Highland, IL 62249
• 

  

  /7

  $850 per month

  • 1-2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  508 Broadway Unit 506, Highland, IL 62249

  Conveniently located on Broadway, across from Michael's. Designated street parking out front, but plate window faces street.

  508 Broadway Unit 506, Highland, IL 62249
• 

  

  /45

  $415,000 Sold Jul 15, 2025

  • 2,098 Sq Ft
  • $198/SF
  • 47 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1969

  13805 Kayser Rd, Highland, IL 62249

  PRICE REDUCED! Welcome to your dream home! This beautifully remodeled 2022 home offers the perfect blend of modern luxury and peaceful country living on 2+ acres on a private lake. Step inside to an open floor plan connecting the kitchen, living room, and dining area perfect for entertaining. The kitchen features a large center island with beautiful soft closing cabinets with crown molding to the

  Jaclyn Delaney eXp Realty

  13805 Kayser Rd, Highland, IL 62249
• 

  

  /55

  Est $216,072 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  1208 Main St, Highland, IL 62249

  1208 Main St, Highland, IL 62249
• 

  

  /46

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 2,708 Sq Ft

  4303 State Route 160, Highland, IL 62249

  4.44 ACRES OF BEAUTIFUL TREES ADJOINING HIGHLAND SILVER LAKE! All brick home, remodeled kitchen in 2020, hardwood floors. The double sided masonry gas FP adds to the living room and first floor family room, with another masonry woodburning FP in the downstairs rec room. The laundry/mud room is just off the kitchen and inside the back door to the pool. The property includes a 30x40 outbuilding

  Lois Cremin Equity Realty Group, LLC

  4303 State Route 160, Highland, IL 62249
• 

  

  /7

  $700 per month

  • 1-2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  508 Broadway Unit 506, Highland, IL 62249

  Conveniently located on Broadway, across from Michael's. Designated street parking out front, but plate window faces street.

  508 Broadway Unit 506, Highland, IL 62249
• 

  

  /31

  $305,000 Sold Jul 14, 2025

  • 2,509 Sq Ft
  • $122/SF
  • 2 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1995

  335 Nottingham Ln, Highland, IL 62249

  Welcome to this inviting 3-bedroom, 3-bathroom home, featuring updated flooring and refreshed main-level bathrooms. The main level offers a spacious kitchen with stainless steel appliances, a cozy living area with a semi-open layout for easy flow, and a convenient, main level, laundry room. The primary suite includes a modern en-suite and walk in closet. A finished basement boasts a full second

  Ryan Sautman Real Broker LLC

  335 Nottingham Ln, Highland, IL 62249
• 

  

  /57

  Est $633,031 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 5,804 Sq Ft

  2321 Park Hill Dr, Highland, IL 62249

  2321 Park Hill Dr, Highland, IL 62249
• 

  

  /58

  $700,000

  • 4 Beds
  • 3.5 Baths
  • 4,090 Sq Ft

  112 Verrazanno, Highland, IL 62249

  EXQUISITE, CUSTOM-BUILT, FULL BRICK, SINGLE OWNER HOME IN THE COVETED STONEBRIDGE ESTATES! This STUNNING, LAKE-FRONT home was built with QUALITY & tons of 'BELLS & WHISTLES"! Upon arrival you'll be ENCHANTED by the "Look" of this 3-Car, Side Load Garage BEAUTY! Front Porch Entry is Uniquely Highlighted by the "forward thinking" Front Door and is just the BEGINNING of SO MANY AMAZING FEATURES!

  Kim Johnson Equity Realty Group, LLC

  112 Verrazanno, Highland, IL 62249
• 

  

  /47

  $249,500 Sold Jul 11, 2025

  • 2,080 Sq Ft
  • $120/SF
  • 50 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1995

  105 Northview Dr, Highland, IL 62249

  INVESTMENT PROPERTY OR LIVE IN ONE SIDE AND RENT THE OTHER! This duplex has been immaculately maintained! 107 features large living room with newer carpet and has been freshly painted! Nice size kitchen with newer dishwasher, microwave, breakfast bar and dining area with door that leads to cute outdoor patio! Convenient main floor laundry room (washer/dryer stay)! Main bedroom with ensuite

  Sandi Lewis RE/MAX Alliance

  105 Northview Dr, Highland, IL 62249
• 

  

  /18

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,089 Sq Ft

  35 Colonial Manor Dr Unit B, Highland, IL 62249

  35 Colonial Manor Dr Unit B, Highland, IL 62249
• 

  

  /44

  $489,900

  • 4 Beds
  • 3.5 Baths
  • 2,530 Sq Ft

  117 Autumn Oaks Ln, Highland, IL 62249

  GORGEOUS ONE-STORY CUSTOM-BUILT EXECUTIVE HOME W/NO STEP ENTRY, 36” DOORWAYS, FEATURES OPEN FLOOR PLAN THAT HAS SO MUCH TO OFFER! Located in The Oaks at Country Hills Subdivision on 2.21 Acres. Large open foyer w/hardwood floors & 9’ ceilings. Beautiful living rm features many windows, gas FP, open stairway to LL. Kitchen has many cabinets, breakfast bar, 2 pantries w/pull-out drawers, appliances

  Sue Wurth Equity Realty Group, LLC

  117 Autumn Oaks Ln, Highland, IL 62249
• 

  

  /22

  $145,350 Sold Jul 11, 2025

  • 1,482 Sq Ft
  • $98/SF
  • 57 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1979

  20 Triland Ct, Highland, IL 62249

  “Lovely 3-Bedroom Home, Sun-lit rooms, Large kitchen, and a private back yard made for summer BBQs. All offers must be submitted by the Buyer's agent via the RES.NET Agent Portal.Property to be SOLD IN " AS - IS CONDITION, SELLER WILL NOT MAKE NO REPAIRS, SELLER WILL NOT PAY FOR NO REPAIRS

  Vernon Korte RE/MAX Alliance

  20 Triland Ct, Highland, IL 62249
• 

  

  /36

  Est $307,083 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,537 Sq Ft

  130 N Porte Dr, Highland, IL 62249

  130 N Porte Dr, Highland, IL 62249
• 

  

  /36

  $350,000

  • 3 Beds
  • 2 Baths
  • 2,432 Sq Ft

  2 Stone Dr, Highland, IL 62249

  Welcome to the best of both worlds—peaceful country vibes with modern upgrades and city utilities! This 3-bedroom, 2-bath ranch sits on a spacious lot just outside Highland, offering the perfect blend of privacy and convenience.Step inside to soaring vaulted ceilings and gorgeous bamboo hardwood floors in the open-concept great room. The kitchen impresses with stainless steel appliances,

  Chris Kelly Real Broker LLC

  2 Stone Dr, Highland, IL 62249
• 

  

  /35

  $375,000 Sold Jul 07, 2025

  • 1,500 Sq Ft
  • $250/SF

  • 3 Beds
  • 2 Baths
  • Built 1972

  10774 Hickory Flat Rd, Highland, IL 62249

  Welcome to your private retreat in the highly sought-after Triad School District! This charming all-brick ranch home is perfectly situated on 5.85 scenic acres with a Highland address, offering both the tranquility of country living and the convenience of nearby amenities. With 3 spacious bedrooms and 2 full bathrooms, this well-maintained home features a functional layout and warm, inviting

  Kris Dempsey Equity Realty Group, LLC

  10774 Hickory Flat Rd, Highland, IL 62249
• 

  

  /68

  Est $480,681 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  2799 Water Lily Ln, Highland, IL 62249

  2799 Water Lily Ln, Highland, IL 62249
• 

  

  /27

  $280,000

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft

  3 Noel Ln, Highland, IL 62249

  **Back on Market**No fault to seller...Come view this brick 3 bedroom, 2 bath home with 2 brick wood burning fireplaces located in the living room and basement. Very large master bedroom. 2 car attached garage located on cul-de-sac on the edge of town. Eat-in kitchen features pantry, cook top, double oven, microwave, dishwasher, refrigerator. Basement unfinished with lots of storage and great

  Jaclyn Delaney eXp Realty

  3 Noel Ln, Highland, IL 62249
• 

  

  /47

  $200,000 Sold Jul 03, 2025

  • 1,588 Sq Ft
  • $126/SF
  • 7 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1962

  1015 Helvetia Dr, Highland, IL 62249

  Welcome to this beautifully maintained, all brick 3 bedroom/1 bath home located on approx. 1/2 acre outside the city limits of Highland. This home features not only a spacious living room but also a family room on the main level, 3 generous sized bedrooms and a kitchen/dining room with refrigerator and gas range included! The full unfinished basement is perfect for storage, entertainment or

  Yvonne Green Equity Realty Group, LLC

  1015 Helvetia Dr, Highland, IL 62249
• 

  

  /11

  Est $62,446 Not Listed For Sale

  1040 Buckeye Crossing, Highland, IL 62249

  1040 Buckeye Crossing, Highland, IL 62249
• 

  

  /18

  $425,000

  • 5 Beds
  • 3 Baths
  • 4,732 Sq Ft

  1312 Old Trenton Rd, Highland, IL 62249

  Step back in time to when homes were built to last for generations to come! This 1870 Victorian inspired, Colonial Revival was built by one of Highland's founding families and sits on 1.03 acres adjacent to a park with walking trails. Adjoining 2.06 parcel can be sold separately for $60,000 or combined with this parcel for $475,000 total. Step inside to discover 11 spacious rooms, 2 open

  Diane Korte-Lindsey Coldwell Banker Brown Realtors

  1312 Old Trenton Rd, Highland, IL 62249
• 

  

  /38

  $225,000 Sold Jun 30, 2025

  • 2,920 Sq Ft
  • $77/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1953

  1701 Spruce St, Highland, IL 62249

  Welcome to this charming single-story brick ranch featuring 3 bedrooms and 2.5 baths. Recent updates include newer windows, a 10-year-old roof, and HVAC for peace of mind. The basement has been professionally waterproofed by BDRY, offering additional dry, usable space along with a full bathroom. Enjoy cozy evenings by the gas fireplace in the open living and dining area, perfect for entertaining.

  Kris Dempsey Equity Realty Group, LLC

  1701 Spruce St, Highland, IL 62249
• 

  

  /3

  Est $42,359 Not Listed For Sale

  1049 Buckeye Crossing, Highland, IL 62249

  1049 Buckeye Crossing, Highland, IL 62249
• 

  

  /44

  $379,000 New Construction

  • 2,320 Sq Ft

  4955 Fitz James Crossing, Highland, IL 62249

  Brand new and ready to move in! This 4 bedroom, 3 bath home sits on a large corner lot and features an open concept main floor with a spacious living room, dining area, and kitchen complete with granite countertops, under-mount sink, stainless appliances, and center island. The main floor includes a master suite with a private bath and 5-ft shower, two additional bedrooms, a full hall bath, and

  Carl Henrichs Equity Realty Group, LLC

  4955 Fitz James Crossing, Highland, IL 62249
• 

  

  /58

  $383,600 Sold Jun 30, 2025

  • 2,735 Sq Ft
  • $140/SF
  • 64 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  2478 Motel Rd, Highland, IL 62249

  This is where fun meets functional and your entertainment essentials start here. A beautiful 2 acre lot and with patio season approaching lets add an inground fenced pool with a patio outside the home and around the pool. Every party will be at your house. This lovely ranch home has a 27'x27' great room in the lower level along with a bar area (bar can be removed) office area and a bath. Now

  Judine Lux RE/MAX Alliance

  2478 Motel Rd, Highland, IL 62249
• 

  

  /3

  Est $57,000 Not Listed For Sale

  1019 Buckeye Crossing, Highland, IL 62249

  1019 Buckeye Crossing, Highland, IL 62249
• 

  

  /41

  $369,500 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,858 Sq Ft

  105 N Porte Dr, Highland, IL 62249

  The One You Have Been Waiting For!! Sought after neighborhood and so many great features! Open floor plan living area on main floor, primary suite on one side with additional bedrooms and full bath on the other. Kitchen features stainless appliances, under cabinet lighting, soft close doors and a large island. The sunroom offers additional living area opening up to a stamped concrete patio,

  Diane Korte-Lindsey Coldwell Banker Brown Realtors

  105 N Porte Dr, Highland, IL 62249
• 

  

  /19

  $334,900 Sold Jun 30, 2025

  • 1,650 Sq Ft
  • $203/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths

  2724 Pineview Dr, Highland, IL 62249

  Welcome to the Highland Highschool "Construction Trades Program" House #11! This BEAUTIFULLY crafted new construction ranch boasts 3 spacious beds/2 full baths and built with COMFORT & CONVENIENCE in mind! The GORGEOUS home has been built by the talented students of the Highland High School "Construction Trades Program" and showcases exceptional craftsmanship and attention to detail! Zero-Entry

  Kim Johnson Equity Realty Group, LLC

  2724 Pineview Dr, Highland, IL 62249
• 

  

  /15

  Est $331,704 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft

  1120 Tulip Ln, Highland, IL 62249

  1120 Tulip Ln, Highland, IL 62249
• 

  

  /47

  $369,900 Pending

  • 3 Beds
  • 3 Baths
  • 2,650 Sq Ft

  100 Quail Dr E, Highland, IL 62249

  Fully remodeled ENTERTAINER'S OASIS! This beautiful home offers a huge open concept living room/dining room/ kitchen area featuring engineered hardwood floors, vaulted ceiling, and french doors that open to a large 15'x24' Trex deck. The kitchen features custom maple cabinets, quartz countertops and a 4x4 island. Also on the main level are 3 bedrooms, laundry room, garage entrance and 1 full

  Emily Bierman Re/Max Alliance

  100 Quail Dr E, Highland, IL 62249
• 

  

  /26

  $230,000 Sold Jun 24, 2025

  • 1,414 Sq Ft
  • $163/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1977

  1510 Lindenthal Ave, Highland, IL 62249

  Enjoy the amenities and upgrades of this darlin’ home that boasts of 3BR/2BTH/1-car attached, oversized garage in a great location! Almost every inch of its 1,414 sqft. has been lovingly updated and completely redone in 2021. Custom cabinetry, granite countertops, and luxury vinyl plank flooring throughout; the primary bedroom is an en-suite, with walk-in closet and custom shower. Both

  Judy Morrissey RE/MAX Alliance

  1510 Lindenthal Ave, Highland, IL 62249
• 

  

  /84

  Est $510,744 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,002 Sq Ft

  2863 Wellen Rd, Highland, IL 62249

  2863 Wellen Rd, Highland, IL 62249
• 

  

  /43

  $630,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 4,770 Sq Ft

  13122 Fawn Creek Rd, Highland, IL 62249

  Welcome to 13122 Fawn Creek Rd—your private escape just 35 minutes from St. Louis. Sitting on two wooded acres in the Highland School District, this upgraded stunner is built for unforgettable gatherings and everyday comfort. The open layout showcases a spacious kitchen and living area, all flowing out to a resort-style backyard with a large patio, gazebo, and in-ground pool. The primary suite is

  Jason Hardas RE/MAX Alliance

  13122 Fawn Creek Rd, Highland, IL 62249
• 

  

  /21

  $154,500 Sold Jun 23, 2025

  • 1,155 Sq Ft
  • $134/SF
  • 293 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  1308 13th St, Highland, IL 62249

  Fresh Updates! Come check out the brand-new siding! This charming 1.5-story home, nestled on a peaceful street in the heart of Highland, offers comfort, character, and convenience. Step inside to a welcoming living space that flows seamlessly into an oversized eat-in kitchen, complete with abundant cabinetry, generous counter space, and sleek stainless steel appliances. Just off the kitchen,

  Tracy Bowker Coldwell Banker Brown Realtors

  1308 13th St, Highland, IL 62249
• 

  

  /35

  Est $305,664 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,509 Sq Ft

  4833 Cedar Spring Dr, Highland, IL 62249

  4833 Cedar Spring Dr, Highland, IL 62249
• 

  

  /23

  $499,900 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 3,394 Sq Ft

  1949 Klaus Geiger Rd, Highland, IL 62249

  Stunning 3,559 sq ft executive-style home, perfectly positioned on a 1-acre lot just outside Highland city limits, overlooking a peaceful, park-like setting. The grand foyer welcomes you with a striking open staircase and sets the tone for the elegance throughout. The spacious living room features a fireplace and a full wall of windows with automated blinds—perfect for enjoying the scenic view of

  Carl Henrichs Equity Realty Group, LLC

  1949 Klaus Geiger Rd, Highland, IL 62249

Showing Results 1 - 40, Page 1 of 18