Milton Homes under $400,000

Welcome to Milton, Wisconsin—a charming city nestled in Rock County that beautifully blends small-town warmth with modern conveniences. With its picturesque landscapes, friendly community, and rich history, Milton is an inviting place to call home. Known for its vibrant parks, including the scenic Milton East Park and the expansive North Goodrich Park, residents enjoy a plethora of outdoor activities, from hiking and biking to picnicking with family and friends.

Milton’s historic downtown area is brimming with unique shops, delightful eateries, and local businesses that foster a strong sense of community. The city is also home to excellent schools and a variety of family-friendly events throughout the year, making it an ideal choice for families and individuals alike.

If you’re searching for a home in Milton, you’ll be pleased to discover a range of options under $400,000. Whether you’re looking for a cozy starter home, a spacious family residence, or a charming bungalow, Milton has something to suit every taste and budget. Many of these homes feature modern amenities, beautiful yards, and easy access to local parks and schools, ensuring a comfortable lifestyle for you and your loved ones.

With its affordable housing market, welcoming community spirit, and convenient location near larger cities like Janesville and Madison, Milton is the perfect spot for those seeking a peaceful yet connected place to live. Come explore all that Milton has to offer, and find your dream home today!

Newest Milton Homes under $400,000

$396,000

3 Beds ⋅ 2 Baths ⋅ SCW-2033738 MLS

Brand-new quality construction with Lake Koshkonong access! From the moment you step inside, this 3-bedroom, 2-bath home feels like a custom build, with thoughtfully selected finishes & stylish lighting throughout. The bright, open floor plan features 9-foot ceilings, beautiful flooring plus stunning gas fireplace with slate surround & custom-built mantel. The kitchen shines with quartz countertops, tile backsplash, breakfast bar & custom-built hood vent. The primary suite offers double sinks & a walk-in shower. Enjoy easy one-level living with extra deep closets providing plenty of storage, a detached 2-car garage & an additional 20' alongside the garage for extra parking. Set on a spacious level lot in a peaceful lakeside community, with boating, fishing, waterfront dining & live music just minutes away. Everything is new, fresh & ready for you to simply move in & enjoy?whether you're looking for a year-round home or weekend retreat this is a must see! (Exterior photos AI generated)

1402 E Road Three, Milton

Courtesy of Pat's Realty Inc. info@patsrealty.com

$370,000

SCW-2032899 MLS

This is your chance to own a very well-maintained property in the downtown Milton area. Right in the heart of downtown Milton, with two great rental units, this property is sure to be a strong investment for years to come. With a stable and long-term tenant on the lower level with lease renewal options until 2034, and a great upper unit, this property is sure to cash-flow! This property has recently had waterproofing work done in the basement and also had a brand new roof installed in 2026.

311 Parkview Drive, Milton

Courtesy of EXIT Realty HGM.

$295,000

2 Beds ⋅ 2 Baths ⋅ SCW-2032102 MLS

This Marklein built ranch home with 2-bedroom, 2-bathroom home on approximately .45 acres. Recent updates include the roof and some windows. Spacious living room and kitchen. Easy access to Hwy 26 bypass and local businesses and schools. Option to purchase as package along with the adjoining 1.45-acre commercial parcel at 534 Chicago St.- MLS # 2032103 for price of $685,000. Together creating an excellent opportunity for a small business owner seeking a convenient combination of home, workspace, storage, and equipment parking. The commercial parcel features a 40' x 72' pole building, providing substantial space for equipment, vehicles, storage, or business-related needs. The property is being sold as-is. Please note that the tax information provided applies to the residential parcel only.

1015 E High Street, Milton

Courtesy of Realty Executives Cooper Spransy. ashleynelsonhomes@gmail.com

$244,900

2 Beds ⋅ 2 Baths ⋅ SCW-2031075 MLS ⋅ Parkview Condos LLC BLDG.

Updates to property: 2026: New roof! Updates to unit: first floor Kidde smoke/ carbon monoxide alarms; 2025: Radon mediation system; 2024: new water softener system and microwave. Ready to move in! Two-bedroom, two full bath condo awaiting its new owners! Open concept kitchen/dining room and living room. In-closet laundry includes washer and dryer. Master bedroom has ensuite bathroom has walk-in shower. Main bathroom has bath/shower combination. Favorite spot: sitting on off-street patio located right out of living room, watching the birds (when not in craft room). The unit has a full bright basement with baseboard heating, electrical outlets and is plumbed for a bathroom. The current owners have found it a great place for a large craft room! Out of sight storage space. Dehumidifier is included. Easy access to Highway 26 and the interstate. Close to parks and the Ice Age trail.

1010 Parkview Drive Unit 2, Milton

Courtesy of The McGrady Group, LLC.

$365,000

3 Beds ⋅ 2.5 Baths ⋅ METRO-1975689 MLS

Discover the perfect balance of modern utility and small-town charm. Located in Milton Meadows subdivision, this 1,521 sq. ft. ranch features 3 bedrooms, 2.5 baths, and a walkout lower level ready for your vision. The interior is fully equipped with a suite of appliances, home includes a gas furnace and central air unit for year-round comfort. A spacious 3 car garage and large lot provide plenty of room for hobbies and gear. Adventure is just minutes from your door with the Ice Age National Scenic Trail and the Rock River Trails, or boating with Lake Koshkonong and Storrs Lake nearby. Enjoy local favorites like Schilberg Park and Tails 'n' Trails Dog Park. With easy I-39/90 access, you're 30 minutes from Madison, Rockford, Milwuakee or Janesville.

32 E Sunset Drive, Milton

Courtesy of Compass Wisconsin-Lake Geneva.

$399,900

3 Beds ⋅ 3 Baths ⋅ SCW-2030673 MLS ⋅ Sterling Manor BLDG.

Beautiful 3-bedroom, 3-bath condo in desirable Sterling Manor! This well-appointed home offers zero-entry access from both the front door and garage for added convenience and accessibility. The open-concept design features a spacious living room with an extra-large gas fireplace, granite countertops throughout, upgraded flooring, and a seamless flow between the kitchen, dining, and living areas. The primary suite includes a walk-in shower and spacious walk-in closet. Enjoy peaceful wooded views from the inviting covered porch, offering a wonderful space to relax and enjoy the natural surroundings. The finished walkout lower level provides additional living space with a bedroom, full bath, family room, and abundant storage. A rare opportunity to enjoy comfortable, low-maintenance living with beautiful natural surroundings and quality upgrades throughout. All photos have been virtually staged using AI to illustrate the potential size, layout, and use of each space.

602 E Madison Avenue Unit 35, Milton

Courtesy of Kim Colby Homes.

$349,000

4 Beds ⋅ 2.5 Baths ⋅ METRO-1975708 MLS

New construction home with an open, efficient floor plan, full basement, and attached two car garage. This home will be part of an association in a community with ten total homes.

809 Arthur Drive, Milton

Courtesy of Keystone Real Estate Services, LLC.

$359,000

4 Beds ⋅ 2.5 Baths ⋅ METRO-1975704 MLS

New construction home with an open, efficient floor plan, full basement, and attached two car garage. This home will be part of an association in a community with ten total homes.

807 Arthur Drive, Milton

Courtesy of Keystone Real Estate Services, LLC.

$369,900

3 Beds ⋅ 2 Baths ⋅ SCW-2028570 MLS

Beautifully re-imagined 3BR/2BA home just steps from Lake Koshkonong & the Rock River. Enjoy easy, breezy lake living near fantastic waterfront dining & shops. Modern updates throughout make this gorgeous home truly move-in ready. Minutes to the Interstate for simple commuting. Come home to unwind, relax & rejuvenate in this stylish, thoughtfully redesigned retreat. Additional parking spots on a parking pad. See the associated docs for a full Seller Updates list. Ultimate UHP Home Warranty Included. Per Seller the garage door install is in process and will be completed prior to closing.

1410 E Road Six, Milton

Courtesy of Coldwell Banker Real Estate Group. Home: 608-628-3751

$299,495

4 Beds ⋅ 2 Baths ⋅ SCW-2029575 MLS

New roof in 2025! New furnace and A/C in 2024! New private well! Just steps to Lake Koshkonong, this 4 bedroom 2 bath home has extensive updating and is move-in ready! The main level has a large living room, three bedrooms and a full bath. The kitchen has been remodeled featuring stainless appliances, tiled backsplash and leads to a large back deck. The lower level features a non-conforming 4th bedroom, a second bath and an office. There's tons of storage and potential for a future family room. Lots of driveway parking for cars and boats.

1705 E Road Six, Milton

Courtesy of Madcityhomes.Com. caleb@madcityhomes.com

$250,000

2 Beds ⋅ 1 Baths ⋅ SCW-2029138 MLS

Move right into this beautifully renovated 2-bedroom, 1-bath home that's been updated from top to bottom! Every detail has been thoughtfully refreshed, including a stunning new kitchen, completely remodeled bathroom, new flooring throughout the main level, plus new siding, gutters, and fascia for added peace of mind. Located in the highly desirable Milton School District and just minutes from parks, shopping, restaurants, and everything Milton has to offer, this home combines modern updates with an unbeatable location. Don't miss your opportunity to make this move-in-ready gem your own!

323 S John Paul Road, Milton

Courtesy of Keller Williams Realty Signature. Pref: 608-219-7713

$335,000

4 Beds ⋅ 2 Baths ⋅ SCW-2028729 MLS

Don't miss this well maintained 4-bedroom, 2 bath two story home on Milton's west side. This desirable home features vaulted ceilings, large rooms with an abundance of natural light. Plenty of space for entertaining or relaxing by the fireplace. Possibilities are endless with this property. A large three-season porch overlooks the patio perfect for summer barbeques. Walking distance to local parks, Milton West Elementary School and shopping destinations. Short drive to interstate access. Roof and windows replaced in 2015. Newer mechanicals. Seller offering $10,000 credit for updates and Ultimate Home Warranty for peace of mind. Don't let this one get away.

744 Ansley Avenue, Milton

Courtesy of First Weber Inc. homeinfo@firstweber.com

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