Winthrop Harbor, IL Homes for Sale

Living in Winthrop Harbor, IL

Illinois' northernmost lakefront community, home to North Point Marina, with a small-town feel and easy access to Wisconsin.

Below are the newest homes for sale in Winthrop Harbor. Want a tour, or curious what your Winthrop Harbor home would sell for? Call us at 847-672-8481 or send us a message.

Homes for Sale in Winthrop Harbor, IL

$849,000

4 Beds ⋅ 4 Baths ⋅ 12715534 MLS ⋅ ACTIVE Status

Own a true piece of American history listed on the Historic Registry! Originally built as a Stagecoach Stop/Hotel between Milwaukee and Chicago, Harriett Tubman hid slaves on their way to Canada in it's underground bunker during the Underground Railroad period. This once-in-a-lifetime, fully updated opportunity is nothing short of remarkable. Live in, AirbNb?, Bed & Breakfast? Legacy family-owned for many years. Quiet, bedroom community. Private, mature-treed neighborhood. Gorgeous in all seasons. Featured, honored & interviewed by The Village of Winthrop Harbor staff, see their Facebook page. Most furnishings are separately negotiable. The History, Improvements and Features are too numerous to list here. Please request the link to the properties Google Folder and see "Additional Documents" here in the MLS. 5 minutes to Metra & Northpoint Marina, the largest on all the Great Lakes. Please contact listing agent to schedule your showing.

346 Sheridan Road, Winthrop Harbor

$675,000

12620767 MLS ⋅ ACTIVE Status

A Rare 17.7-Acre Opportunity in Desirable Winthrop Harbor JUST REDUCED FOR A QUICK SALE! Discover a truly unique opportunity to own nearly 18 acres in desirable Winthrop Harbor, conveniently located just minutes from the marina and the Wisconsin-Illinois border. Surrounded by an established residential community, this expansive property offers a rare combination of privacy, natural beauty, and future potential. The property consists of two cleared and graded parcels ready for development, with separate construction entrances already in place. Lot 1 offers approximately 6.05 acres, while Lot 2 offers approximately 11.65 acres, featuring a pond under construction and protected wetlands associated with Kellogg Creek, creating a beautiful natural privacy buffer. Municipal utilities are nearby, with municipal sewer located along both street frontages and municipal water available on 14th Street. Horses are permitted, adding to the property's versatility. There may also be potential for subdivision, subject to zoning, approvals, and applicable requirements from the Village of Winthrop Harbor. With its size, location, natural features, development potential, and proximity to Lake Michigan, the marina, and the Wisconsin border, this is an exceptional and hard-to-find property. Conservancy deed restrictions apply. Buyers should verify zoning, subdivision possibilities, utility availability, wetlands, building requirements, and all restrictions with the Village of Winthrop Harbor and appropriate authorities. Please note: Because the property is private and remains under development, unaccompanied walking of the property is prohibited. Showings are by appointment only.

14Th Street, Winthrop Harbor

$485,000

4 Beds ⋅ 3 Baths ⋅ 12754483 MLS ⋅ ACTIVE Status

REMODELED | QUALITY FINISHES | PRIVATE RETREAT | MODERN UPDATES QUIET DEAD-END STREET + REMODELED KITCHEN + NEWLY INSTALLED WHITE GLASS APPLIANCES + LOTS OF NATURAL LIGHTING, WINDOW WALL & VAULTED CEILINGS + EXPANSIVE KITCHEN DRAWER STORAGE, HIDDEN INTERIOR DRAWERS + NEWLY INSTALLED MAIN-LEVEL FLOORING + NEWLY INSTALLED LIGHTING/FANS EVERY ROOM + NEW TOILETS + FRESH COAT OF PAINT + FRESH COAT OF STAIN ON OVERSIZED DECK + LARGE COVERED FRONT PORCH + MAIN-FLOOR PRIMARY SUITE + 3-CAR GARAGE WITH ATTIC STAIR PULLDOWN + HUGE BASEMENT POTENTIAL, EGRESS WINDOW + LARGE DETACHED OUTBUILDING + ROOM FOR A POOL + RETREAT AT HOME + DIRECT BIKE PATH ACCESS + HOMES BACKING TO WOODS IN THIS NEIGHBORHOOD RARELY ON MARKET. This beautifully remodeled home is located on a highly desirable, sidewalk paved, quiet dead-end street with limited homes. BACKING DIRECTLY TO WOODS AND THE ROBERT MCCLORY BIKE PATH, these handful of homes are rarely on the market. It offers exceptional privacy, a spacious backyard, and a peaceful setting. The REMODELED KITCHEN features a wall of windows overlooking premium quartzite-inspired Wilsonart Vicentia quartz countertops, an oversized apron-front farmhouse sink, and NEWLY INSTALLED WHITE-GLASS APPLIANCES. Cabinetry maximizes organization and storage, with DEEP, SOFT-CLOSE LOWER PULL-OUT DRAWERS and cleverly concealed interior drawer storage, 15" uppers and built in fridge. An attached BUTLER'S PANTRY offers spacious floor-to-ceiling, full-depth cabinetry, plumbing for a wet-bar sink, and CONVENIENT MAIN-LEVEL LAUNDRY. The OPEN-CONCEPT KITCHEN, DINING, AND LIVING SPACES are enhanced by VAULTED CEILINGS, NEWLY INSTALLED LUXURY FLOORING, newly installed fan to maximize heat flow of GAS FIREPLACE, UPDATED LIGHTING, refreshed bathrooms, and carefully selected designer finishes throughout. The MAIN-FLOOR PRIMARY SUITE offers vaulted ceilings, dual vanities, soaking tub, separate shower, and walk-in closet. An EAST-FACING FRONT SITTING ROOM provides flexible living space, while THREE GENEROUSLY SIZED UPSTAIRS BEDROOMS and a full bath complete the second floor. Additional 1,400-sq-ft of UNFINISHED BASEMENT offers potential for additional living space, with an EXISTING EGRESS WINDOW expanding the finished/unfinished space to 4,118-sq-ft. Outdoor living includes an OVERSIZED 16' X 38' DECK, established gardens, TWO FIRE PIT AREAS, custom swing set, and the option to keep tucked away chicken coop. The spacious backyard offers ROOM FOR A FUTURE POOL. The THREE-CAR GARAGE features pull-down attic stairs leading to expansive overhead storage. A NORTH-SIDE PARKING PAD accommodates a boat, RV, or trailer, and a large 16.5' x 12.5' DETACHED OUTBUILDING provides additional space. Conveniently located near LAKE MICHIGAN BEACHES and NORTH POINT MARINA, with easy access to Chicago and Milwaukee. A RARE opportunity to enjoy a PRIVATE, WOODED SETTING WITH DIRECT TRAIL ACCESS-without sacrificing convenience.

230 English Lane, Winthrop Harbor

$408,000

4 Beds ⋅ 3 Baths ⋅ 12763348 MLS ⋅ ACTIVE Status

Welcome home to this spacious 4-bedroom, 2.5-bath residence with a loft, situated on an impressive one-acre lot! This home provides plenty of room to live, work, and entertain. Enjoy a peaceful country like setting near the Wisconsin border, with convenient access to shopping and an easy drive to Milwaukee. The beautifully appointed kitchen features rich cabinetry, granite countertops, stainless-steel appliances, a casual dining area, and direct access to the deck for grilling and outdoor dining. Separate living and dining rooms offer additional space for entertaining, while the inviting family room features a wood-burning fireplace perfect for chilly evenings. A second staircase leads directly from the family room to the expansive primary bedroom retreat. Upstairs, the oversized primary suite includes two closets and a private bathroom with dual sinks and a ceramic-tile tub and shower surround. Three additional bedrooms, a versatile loft, and a conveniently located second-floor laundry room with shelving complete the upper level. Ceiling fans and updated lighting can be found throughout the home along with new carpeting and wood laminate flooring. The full, unfinished basement offers endless possibilities for additional living space, storage, a workshop, fitness area, or craft room. Outside, relax on the deck or patio while enjoying the spacious backyard, complete with established, fruit-bearing Asian pear trees. With exceptional indoor and outdoor space, this wonderful property is ready to welcome its next owner. Schedule your private showing today!

542 Meadow Court, Winthrop Harbor

42886 N Washington Avenue, Winthrop Harbor

$399,988

4 Beds ⋅ 2 Baths ⋅ 12734067 MLS ⋅ ACTIVE Status

First time offered for sale. This lovingly cared for sprawling split level has been tastefully updated and ready for new owners. Newer kitchen, windows and more. Freshly painted and really ready to move right in! Back yard has big mature trees with room for toys. Sub basement ready for a project area and easily access from the stairs in oversized garage. No HOA. Solid home with room for the largest gatherings!

42886 N Washington Avenue, Winthrop Harbor

$399,900

3 Beds ⋅ 2 Baths ⋅ 12698354 MLS ⋅ ACTIVE Status

Proposed New Construction By Reputable Local Builder! Can't find what you're looking for out there? Why not consider building? You can be in your new home approx.6-9 months after contract signing. Offering a modern 3 bedroom/2 full bath ranch style home with vaulted ceilings throughout and an attached 2 car garage, a wood deck and the land. This spacious home will feature an open floorplan with vaulted ceilings throughout and the kitchen and will have gleaming new luxury vinyl plank flooring and plush carpeting in bedrooms and modern lighting throughout. The gourmet kitchen will feature ample cabinetry throughout, Formica countertops, ceramic backsplash, modern lighting and fixtures, stainless steel sink and 4 pc stainless steel kitchen appliance package (or white if you choose).Each bedroom will have a lighted ceiling fan, closet with light and sturdy clothing bars and plush carpeting. Each bathroom will have luxury vinyl plank flooring which is also waterproof. The master bathroom will have a large walk-in shower and the other bathroom will have a beautiful fiberglass tub and enclosure. All bathroom accessories and fixtures will be installed for you as well. This home has too many features to list, ask for our breakdown of amenities and building specifications sheet.

Garnett Avenue, Winthrop Harbor

$399,000

4 Beds ⋅ 3 Baths ⋅ 12769122 MLS ⋅ ACTIVE Status

Welcome to this beautifully updated 4-bedroom, 2.5-bath home offering 2,206 square feet of living space on nearly an acre in a private cul-de-sac! Designed for both everyday living and entertaining, the backyard features a heated pool, expansive deck, lush green space, and a 15' x 15' shed with a dedicated workspace. Inside, the desirable open floor plan connects the spacious eat-in kitchen-complete with abundant cabinetry and counter space-to the inviting family room with a cozy fireplace. A bright living room with a bay window, formal dining room with a butler's pantry, and convenient first-floor laundry complete the main level. Upstairs, the private primary suite is thoughtfully separated from the three additional spacious bedrooms and guest bath. The partially finished basement features new flooring, an egress window, two sump pumps, and and additional egress window pump, offering excellent space for hosting or family gatherings. A 2.5-car garage provides plenty of room for vehicles, storage, and more. Seller is open to rent to own option

518 Meadow Court, Winthrop Harbor

$374,900

3 Beds ⋅ 3 Baths ⋅ 12786613 MLS ⋅ ACTIVE Status

Welcome to this beautifully maintained home located on a dead in street on Winthrop Harbor's westside. 3 bedrooms, 3 bathrooms, gorgeous hardwood floors thru-out. Open airy floorplan with the master bedroom suite in one end of the home and the guest bedrooms in the other end with another bath. Full open basement waiting for your touches with full bath already along with 4 egress windows making the possibilities endless! This home has beautiful windows and ceilings thru-out, along with gas fireplace. All on a beautifully landscaped lot with nice deck overlooking it all! Must see to appreciate! EASY TO SHOW! QUICK CLOSE VERY POSSIBLE!!

330 Kirkwood Avenue, Winthrop Harbor

$374,500

3 Beds ⋅ 2 Baths ⋅ 12759400 MLS ⋅ PRICE CHANGE Status

PRICE CORRECTION! SEE IT AGAIN OR DISCOVER THIS CUSTOM-BUILT HOME FOR THE FIRST TIME! Designed with accessibility, privacy, and comfortable living in mind!! Tucked behind mature trees in a serene Winthrop Harbor setting, the property offers a private, nature-filled backyard with neighbors nearby. Upon entering, enjoy a stunning view through the home to the backyard. A sunroom provides a peaceful sitting area, while the adjacent den is ideal for a home office. Soaring ceilings and an open-concept living, dining, and kitchen area create a spacious setting for everyday life and entertaining. The kitchen offers abundant cabinetry and generous counter space, and a floor-to-ceiling brick wood-burning fireplace adds warmth and character to the main living area. The split-bedroom layout places the spacious primary suite on one side of the home, with two additional bedrooms and a full bathroom on the other. Designed with accessibility in mind, features include wide doorways, accessible light fixtures, a roll-in shower, and a walk-in tub in the primary ensuite. Main-floor laundry, a three-car garage, and a full unfinished basement provide added convenience and room to grow. Enjoy morning coffee or unwind on the spacious, lighted patio, surrounded by nature. With private outdoor space, nearby neighbors, and flexible room for future living, recreation, storage, or hobbies, this home offers plenty of possibilities. Schedule your private showing today! Please note: The front-of-home photo has been AI enhanced. The home is nestled behind mature trees for added privacy.

3748 Creekside Court, Winthrop Harbor

$345,000

3 Beds ⋅ 3 Baths ⋅ 12802096 MLS ⋅ NEW Status

Location, nature, and space come together in this inviting 3-bedroom, 2.5-bath split-level home with a detached 3-car garage, no HOA, and a peaceful setting near Lake Michigan! Tucked away on a quiet dead-end street adjacent to the forest preserve, this home offers beautiful seasonal views, abundant privacy, and the convenience of city water and sewer. Step inside to a bright, open living room featuring a vaulted ceiling, plush carpeting, and a large picture window overlooking the natural surroundings. The spacious eat-in kitchen offers all appliances, a breakfast bar, new flooring, oversized pantry closet, and plenty of room for a dining table. French doors lead directly to the deck for easy indoor-outdoor living, grilling, and entertaining. The primary bedroom features a private ensuite bath, while two additional generously sized bedrooms share a second full bath with new flooring. Closets throughout provide plenty of storage. The newly renovated lower-level family room adds even more living space and features a cozy wood-burning fireplace, convenient half bath, and walkout access to the yard-perfect for a recreation room, movie room, home office, or entertaining space. The mechanical/laundry room includes a newer washer and dryer (2022). Smart-home buyers will appreciate updated wiring for smart-home technology and smart light switches throughout. Additional features include 200-amp electrical service and a low-maintenance exterior. A standout feature is the impressive 32' x 28' detached 3-car garage with additional storage-ideal for car enthusiasts, a workshop, hobbies, recreational equipment, or extra storage. A shed and side parking apron provide even more flexibility. With no HOA, a 3-car garage, walkout lower level, deck, smart-home features, forest preserve setting, and Lake Michigan just minutes away, this home offers a rare combination of space, privacy, nature, and convenience!

1305 13Th Street, Winthrop Harbor

$329,900

3 Beds ⋅ 2 Baths ⋅ 12801220 MLS ⋅ NEW Status

WELCOME HOME TO THIS BEAUTIFULLY MAINTAINED TWO-STORY IN ONE OF WINTHROP HARBOR'S MOST DESIRABLE NEIGHBORHOODS! This inviting home offers the perfect blend of comfort, and space. Cute covered front porch! Step into the bright living room featuring gleaming hardwood floors that continue into the formal dining room, creating a warm and elegant setting for everyday living and entertaining. The spacious kitchen offers stainless steel appliances, a sunny eat-in area, new luxury vinyl plank flooring, and sliding doors leading to the patio and beautifully landscaped 1/2 Acre (.49) backyard. The open-concept design flows seamlessly into the cozy family room, highlighted by a warm fireplace-perfect for gathering with family and friends. The foyer also features new luxury vinyl plank flooring, and a convenient main-floor powder room completes the first level. Upstairs you'll find three generously sized bedrooms, including a spacious primary suite with a shared full bath featuring a relaxing soaking tub and separate shower. One secondary bedroom offers hardwood flooring, while the primary bedroom and third bedroom are comfortably carpeted. The oversized backyard is a true retreat with mature landscaping, colorful perennials, and a large storage shed, providing plenty of room to garden, play, or entertain. You'll also appreciate being within walking distance to North Prairie Middle School. Additional features include a partial unfinished basement with half crawl space, an egress window, washer, dryer, utility sink, and excellent storage or future finishing potential. The attached two-car heated garage, attractive cedar and brick exterior, and major mechanical updates-including the roof, furnace, central air, and water heater (all approximately 2010)-offer added peace of mind. Several windows have also been replaced. A fantastic opportunity in a sought-after location, priced to sell and ready for its next owners!

512 Cavin Avenue, Winthrop Harbor

$319,000

3 Beds ⋅ 2 Baths ⋅ 12746993 MLS ⋅ ACTIVE Status

Ranch-style 3-bedroom, 2-bathroom house with a huge fenced-in yard, full basement, and two-car garage. Finished basement includes dry bar, wood-burning fireplace, kitchen and a bathroom. Spacious laundry room. Many recent upgrades to the house. Large, fenced-in yard for animal lovers, fabulous, quiet and safe neighborhood. Mature trees with tons of shade and large patio. A beautiful paved trail separates the house from North Point Marina only one mile away and Metra train station only half mile away. The Police station and City Hall about 5-minute walk. Beautiful hiking and biking trails all around. Village Park tennis/pickleball courts only 5-min walk. Many small shops and local restaurants all around.

2109 W 7Th St Street, Winthrop Harbor

$299,000

3 Beds ⋅ 2 Baths ⋅ 12790028 MLS ⋅ PRICE CHANGE Status

Very nice 3 bed 2 bath home on Winthrop Harbor's west side. Blocks from elementary and junior high schools. Many updates including new carpet and laminate flooring throughout. Entire interior of house has been painted in the last 2 years.Blocks from beautiful North Point Marina. Ample black top parking for that boat or RV with wrap around driveway. Oversized 2-car garage. Lower level has a large family room, full bath & laundry room. Could be a separate living space for parents or children. Turnkey property. Alot of house for the money.

745 Geddes Avenue, Winthrop Harbor

$287,041

3 Beds ⋅ 2 Baths ⋅ 12698582 MLS ⋅ PRICE CHANGE Status

**A Much-Loved Home, Ready for New Memories!** Welcome to this inviting home with an updated, open-concept living space! Enjoy a refreshed kitchen with new cabinets and appliances, plus new flooring throughout. The fully finished basement offers extra living space, including a family room, mudroom, second bathroom, and laundry room. Step outside to a privacy-fenced backyard with a concrete patio-perfect for relaxing while the kids play in the large sandbox. **Great home, great neighborhood, and great neighbors!**

1041 Fulton Avenue, Winthrop Harbor

$219,900

2 Beds ⋅ 1 Baths ⋅ 12789777 MLS ⋅ PRICE CHANGE Status

Charming ranch-style living with inviting interiors and thoughtful updates throughout. This 2-bedroom, 1-bath home features fresh interior paint, updated flooring, and beautifully refinished hardwood floors that complement its classic character. The bright living room welcomes natural light and showcases a brick fireplace, creating a comfortable space to relax or entertain. The kitchen offers white cabinetry, stainless steel appliances, generous counter space, and a functional layout for everyday cooking. Both bedrooms provide comfortable living spaces, while the full basement offers additional flexibility for storage, recreation, or hobbies. Outside, enjoy a spacious yard with mature trees, a rear deck, and a detached garage for convenient parking and storage. Ideally located near Lake Michigan, North Point Marina, Illinois Beach State Park, shopping, dining, and major roadways with convenient access throughout Lake County and the surrounding communities.

513 Whitney Avenue, Winthrop Harbor

$195,000

2 Beds ⋅ 1 Baths ⋅ 12774323 MLS ⋅ ACTIVE Status

825 Kirkwood Avenue, Winthrop Harbor

$169,000

12516036 MLS ⋅ ACTIVE Status

VERY MOTIVATED SELLER! Nearly 200 feet of frontage on the west side of Sheridan Road! Property is ready to be developed/Build Gorgeous Single Family Home. There are 3 additional pins to this property (04151000070000 plus 04151000060000, 04162020030000 and 04162020040000). A very unique property with Kellogg Creek on back of the parcel to make amazing views during Summer and Winter days.

1400 Sheridan Road, Winthrop Harbor

$39,900

12799244 MLS ⋅ NEW Status

Your search ends here! Great opportunity to own vacant land in Winthrop Harbor! Located within the DT-2 Downtown Zoning District, this property offers an opportunity to explore a variety of potential development possibilities, subject to applicable zoning regulations and village approvals. Whether you're an investor, developer, or buyer looking for land, this property presents an opportunity to explore its future potential. Buyers are encouraged to conduct their own due diligence and independently verify lot dimensions, property boundaries, zoning, permitted uses, utility availability, access, building requirements, and any necessary approvals with the Village of Winthrop Harbor.

541 Sheridan Road, Winthrop Harbor

$35,000

12793222 MLS ⋅ ACTIVE Status

Your search ends here! Great opportunity to own approximately half an acre of heavily wooded land in Winthrop Harbor! This spacious parcel features mature trees and offers a beautiful natural setting with the potential to build your dream home. An additional vacant lot is located directly adjacent to the east of the property. Bring your plans and explore the possibilities! Buyers are encouraged to conduct their own due diligence and verify zoning, lot dimensions, utility availability, building requirements and any necessary approvals with the appropriate local authorities. Schedule a showing today!

00 10Th Street, Winthrop Harbor

$35,000

12793214 MLS ⋅ ACTIVE Status

Your search ends here! Great opportunity to own approximately half an acre of heavily wooded land in Winthrop Harbor! Situated among existing residential properties, this spacious parcel features mature trees and offers an opportunity to explore the possibilities for future residential use, subject to applicable zoning regulations and municipal approvals. An additional adjacent lot to the west is also available for sale, offering the opportunity to purchase both parcels. Buyers are encouraged to conduct their own due diligence and independently verify lot dimensions, property boundaries, zoning, permitted uses, utility availability, access, building requirements and any necessary approvals with the appropriate local authorities. Schedule a showing today!

10Th Street, Winthrop Harbor

Start Your Search

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.

Living in Winthrop Harbor, IL

Homes for Sale in Winthrop Harbor, IL

How much is your home worth?

How much is your home worth?