Recently Sold Highwood Homes

Cute as a button, move-in ready and near downtown Highwood - this home will not disappoint. Enjoy the enclosed front porch or the large deck out back overlooking the private yard. Inside you'll find a beautiful updated kitchen with white cabinets, granite countertops, and stainless steel appliances. There is a large living room that opens to the dining room, lots of natural light and beautiful

Erin Kahn @properties Christie's International Real Estate

MCNAUGHTON DEVELOPMENT BRINGS THEIR LUXURY FINISHES TO HIGHLAND PARK IN THIS 10 LOT SUBDIVISION HIDDEN OAK. THIS ASTORIA FEATURES LUXURY FINISHES THROUGHOUT THE HOME! DESIGNED WITH CUSTOM CABINETRY, QUARTZ COUNTER TOPS THROUGHOUT, FIREPLACE, SOLID CORE 8' DOORS, DESIGNER LIGHT FIXTURES, TRAY & CATHEDRAL CEILINGS, AND UPGRADED TRIM PACKAGE W/ EXTENSIVE CROWN & WAINSCOT ALL INCLUDED IN STARTING

John Barry Mc Naughton Realty Group

***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

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

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

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

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.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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.

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

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

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

Sold before listing

Susan Brown Burklin @properties Christie's International Real Estate

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

David Wilkerson eXp Realty

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

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

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

Sold before processing

Susan Brown Burklin @properties Christie's International Real Estate