Winthrop Harbor Homes under $750,000

Welcome to Winthrop Harbor, Illinois—a charming lakeside community nestled in the heart of Lake County. Known for its picturesque landscapes and friendly atmosphere, Winthrop Harbor is a hidden gem that offers a perfect blend of small-town charm and modern conveniences. With its close proximity to beautiful Lake Michigan, residents and visitors alike can enjoy a variety of outdoor activities, from boating and fishing to leisurely strolls along the shore.

Winthrop Harbor is not just about its stunning scenery; it also boasts a strong sense of community, with numerous local events and festivals that bring neighbors together throughout the year. Families will appreciate the excellent schools and safe neighborhoods that make this area a wonderful place to raise children. Whether you’re looking for a quiet retreat or a vibrant community, Winthrop Harbor has something for everyone.

For those seeking to call this delightful town home, there’s an impressive selection of properties available for under $750,000. From charming single-family homes with spacious yards to modern townhouses that offer low-maintenance living, you’ll find a diverse range of options that cater to various lifestyles and budgets. Each home tells its own story, waiting for you to add your personal touch.

With its inviting atmosphere, rich community spirit, and affordable housing options, Winthrop Harbor is the ideal place to find your new home. Come explore the possibilities and discover why so many are choosing to make this lovely town their own!

Newest Winthrop Harbor Homes under $750,000

$575,000

5 Beds ⋅ 5 Baths ⋅ 12758869 MLS ⋅ NEW Status

Winthrop Harbor

$449,000

4 Beds ⋅ 4 Baths ⋅ 12769218 MLS ⋅ NEW Status

Let the adventures begin! 201 Oak Lane is a home with space, possibilities and extraordinary ways to enjoy life-both inside and out. The size and floorplan are here- over 4,200 square feet set on over 2 wooded acres. Imagine updating the finishes and using the spaces to create a home that reflects your style and the way you want to live. Step inside and envision entertaining a crowd in the grand size living room, hosting parties that easily flow into the outdoor courtyard, or evenings with the family cooking in the large kitchen and relaxing in the family room for movie night or a cozy fire. Beyond the main living area, you'll discover something you may never have imagined possible-an indoor pool! Think about the lifestyle that comes with having a pool like this at home-morning swims, family time, exercise without leaving the house, pool parties and entertaining-any season, any weather! Tons of windows throughout the home provide abundant natural light and outdoor views to enjoy nature throughout the seasons. 4 good sized bedrooms and 3 full bathrooms on the main level plus a full basement that offers yet another world of possibilities-additional living space, recreation, home offices, or hobby space. Outside the adventure continues-relax on the massive deck with gazebo, overlooking the trees and hosta gardens while kids or grandkids explore the grounds, delighting in their latest nature discovery. Enjoy evenings under the stars or making smores around a fire. Out back there is room to store your boat, recreational vehicles, other toys and equipment. A solar panel system provides reduced energy benefits and was installed in 2019 along with a new roof. Potential to extend the side road and develop the back part of the lot (needs to be verified with Village of WH). Beyond the backyard you'll find endless outdoor recreation at your doorstep. Multiple lakefront parks and beaches including Illinois Beach State Park, one of Illinois' remaining undeveloped beach ridge shorelines, 3 golf courses within a few minutes, miles of trails for walking, biking, horseback riding and cross-country skiing through nearby forest and nature preserves. You can paddle Lake Michigan or the Des Plaines River, hop onto the McClery/Kenosha County bike path and ride for more than 25 miles or head to North Point Marina, the largest public marina in the Great Lakes, just 4 miles away. Not a boater? Enjoy the marina's Biergarten, shoreline fishing, or simply start the day with a spectacular Lake Michigan sunrise. This home is built around lifestyle with a backyard built for adventure and a location that gives you more ways to live every day. Don't miss the opportunity to create something truly special.

201 Oak Lane, Winthrop Harbor

$289,000

3 Beds ⋅ 2 Baths ⋅ 12771502 MLS ⋅ NEW Status

Welcome to this beautifully updated 3 bed, 2 full bath ranch with a full finished basement and a huge yard! Step inside to a bright, open layout with new flooring throughout and a stunning new kitchen featuring brand-new stainless steel appliances, brand new cabinets, quartz countertops, and elegant tile backsplash. The main level offers three bedrooms and a full bath, with the primary bedroom walking right out through sliding doors onto a large back deck. Downstairs adds tons of extra living space with a large rec room, cozy wood paneling, new carpet, a dedicated play nook or office, an updated second full bathroom, and a spacious laundry room with new washer and dryer. The home also features several major 2026 upgrades, including a brand-new roof, new air conditioning system, a stylish new front walkway that adds to the home's fresh curb appeal, and updated landscaping. Outside features a fenced backyard, a long driveway with tons of parking, and a detached garage, all on a quiet street just blocks from Lake Michigan and North Point Marina

717 Kirkwood 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

$264,000

3 Beds ⋅ 1 Baths ⋅ 12768919 MLS ⋅ ACTIVE Status

Welcome to this charming 3-bedroom, 1-bath home in a fantastic Winthrop Harbor location! Enjoy the best of living with beautiful Lake Michigan beaches and downtown Winthrop Harbor just a short walk away. Over sized fenced in yard with large deck and swimming pool. The home offers a comfortable and functional layout with three bedrooms, a full bath, and plenty of potential to make it your own. Whether you're looking for a year-round residence, weekend getaway, or investment property, this home puts you close to boating, fishing, parks, restaurants, shopping, and everything this Lake Michigan community has to offer. Enjoy morning walks to the lake, afternoons at the beach, and the convenience of downtown nearby. A great opportunity to own a home near the shores of Lake Michigan!

1124 Fulton Avenue, Winthrop Harbor

$399,900

3 Beds ⋅ 2 Baths ⋅ 12759400 MLS ⋅ ACTIVE Status

GORGEOUS CUSTOM HOME BUILT FOR ACCESSIBILITY! Set in a serene Winthrop Harbor location offering complete privacy but with neighbors close by for peace of mind. Built with ADA compliance in mind, the home offers wide doorways, accessible light fixtures, a roll-in shower, and a walk-in tub in the primary ensuite. Plenty of living space in this home! Upon entering you are greeted on the right with a delightful sitting area/sunroom a bit removed from the hustle and bustle of the main living space. Right next to that is a den perfect for a home office! Soaring ceilings and an open-concept layout create an exceptional sense of space throughout the main living areas. The combined living, dining, and kitchen area is ideal for everyday living and entertaining, with abundant cabinetry and generous counter space. The impressive floor to ceiling wood-burning brick fireplace in the main living area provides a cozy ambiance and a natural sensory experience. The thoughtfully designed split-bedroom floor plan features a spacious primary suite on one side of the home, with two additional bedrooms and a full bathroom on the other. Enjoy your morning coffee or unwind at the end of the day on your spacious, lighted patio in complete privacy and peace, surrounded by nature! Additional highlights include main-floor laundry, a three-car garage, and a full unfinished basement offering plenty of potential for future living space, recreation, storage, or hobbies. You can have it all-privacy and neighbors, comfortable living for today and tomorrow, and extra space to grow as desired. Take the time to see this unique home! Schedule your private showing today! **Photo of front of home has been AI enhanced. Home is nestled behind mature trees for added privacy.

3748 Creekside Court, Winthrop Harbor

$415,000

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

$185,900

3 Beds ⋅ 1 Baths ⋅ 12759226 MLS ⋅ ACTIVE Status

Bring your toolbox and some remodeling experience to this great ranch style home. Large kitchen with tons of cabinets and counter space. Separate dining room, great living room with lots of windows to catch that morning sunshine! The new carpeting and padding is there, just waiting for you to install. 3 bedrooms with Pergo flooring, and a first-floor laundry room. Lower-level cellar is accessible thru the back hallway. Detached 2 car garage. New gas forced air furnace in 2021. Blown in insulation in the attic. Brand new sewer cleanout from the house into the front yard in 2022. HOUSE and ALL APPLIANCES and MECHANICS in as-is condition ONLY!

1220 Fulton Avenue, Winthrop Harbor

$256,700

2 Beds ⋅ 1 Baths ⋅ 12758190 MLS ⋅ ACTIVE Status

This bright, move-in-ready one-level ranch offers exceptional curb appeal and functional space on a sunny lot spanning over a quarter-acre. Step inside to an extra-spacious dining room that easily accommodates dual uses, such as a home office, play area, or secondary seating. Just a step down, the expansive living room serves as a central gathering hub featuring a sharp corner fireplace, a large front window and sliding glass doors that open directly to the back patio. The well-designed kitchen boasts ample cabinetry, a dedicated pantry closet with pull-out shelves, and a kitchen sink window overlooking the property. Both bedrooms are reasonable in size, have good closet space and share quick access to a nearby full bath. Extending the living space is a partly finished basement with family room, dedicated laundry zone, and extra storage space. Outside, the property features an oversized 24x22 detached garage alongside a sprawling, picturesque yard-ideal for outdoor entertaining, gardening, or summer activities, and located just minutes from Lake Michigan, North Point Marina for boating activities, and the Metra Train for easy commuting! Don't hesitate to bring your buyers to this sollid and clean home - soon!

716 Kirkwood Avenue, Winthrop Harbor

$489,900

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

$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

$350,000

3 Beds ⋅ 3 Baths ⋅ 12744616 MLS ⋅ ACTIVE Status

Location, nature, and space come together in this inviting 3-bedroom, 2.5-bath split level home tucked away on a quiet dead-end street near Lake Michigan and adjacent to the forest preserve! Enjoy beautiful seasonal views and a peaceful setting while still having the convenience of city water and sewer. Step inside to a bright vaulted ceiling living room featuring plush carpeting and a large picture window that brings the outdoors in. The spacious kitchen offers all appliances, a breakfast bar, new flooring, plenty of room for a dining table, and an oversized pantry closet. French doors open to the deck, creating an easy flow for outdoor dining and entertaining. The primary bedroom features a private ensuite bath, while two additional generously sized bedrooms share a second full bath with new flooring. Storage is abundant throughout the home with closets galore! Downstairs, the newly renovated family room is full of warmth and character a wood-burning fireplace, convenient half bath, and walkout access to the yard. The mechanical/laundry room includes a newer washer and dryer (2022). The home is newly wired for smart-home systems, and all light switches are smart switches for added convenience and modern living. Additional highlights include 200-amp electrical service and a low-maintenance exterior. Car enthusiasts, hobbyists, or anyone needing extra storage will love the impressive 32' x 28' detached 3-car garage with additional storage space, plus a shed and side parking apron. Best of all-no HOA! Enjoy your own peaceful piece of nature just minutes from Lake Michigan!

1305 13Th 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.