21

Milton, WI Homes for Sale under $500,000

Section Image Section Image
  • /74

    $419,900

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,614 Sq Ft

    183 Greenhill Cir, Milton, WI 53563

    $5,000 Closing Cost Credit for Buyers, buy down int. rate or use for closing costs! Welcome home to the heart of Milton, where small-town charm meets everyday convenience! Ideally located near parks, schools, local cafés, shops, and restaurants, this home offers easy access to everything the community has to offer. Set on a spacious 1/2 acre lot, you’ll enjoy room to relax and entertain both

    Agent Photo

    Samiera Kookasemkit

    Sprinkman Real Estate

    183 Greenhill Cir, Milton, WI 53563
  • /36

    $289,900

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,355 Sq Ft

    4444 N John Paul Rd, Milton, WI 53563

    Conveniently located 3-bedroom, 1.5-bath home set on a spacious 0.69-acre lot in the highly desirable Milton School District. The primary bedroom is a standout with its large walk-in closet and in-room laundry! New roof (2017) updated plumbing (2017) and LP siding (2014). Stainless steel kitchen appliances.

    Agent Photo

    Rachel Langer

    Keller Williams Realty Signature

    4444 N John Paul Rd, Milton, WI 53563
  • /51

    $299,000

    • 3 Beds
    • 1.5 Baths
    • 1,848 Sq Ft

    608 E High St, Milton, WI 53563

    Beautiful Victorian in the Heart of Milton! Pride of ownership shines throughout this lovingly maintained home, cherished by the same owners for the past 29 years. From the stunning original hardwood floors to the exquisite woodwork, this home is filled with timeless character and craftsmanship. The spacious main level offers a welcoming living room that flows seamlessly into the dining room and

    Agent Photo

    Ashley Nelson

    Realty Executives Cooper Spransy

    608 E High St, Milton, WI 53563
  • /42

    $474,900

    • 4 Beds
    • 2 Baths
    • 2,288 Sq Ft

    4751 E Oakview Dr, Milton, WI 53563

    Beautifully maintained 4BR, 2BA ranch on a quiet Milton cul-de-sac set on a picturesque 1.22-acre lot! Bright, inviting interior features abundant natural light, custom trim, & spacious living room w/bay window. Eat-in kitchen offers HWFs, ample cabinetry, 2 pantry closets, & patio doors leading to a composite deck overlooking the park-like backyard. Primary suite includes a WIC & updated

    Lisa Pfaff Shorewest Realtors, Inc.

    4751 E Oakview Dr, Milton, WI 53563
  • /58

    $429,900

    • 4 Beds
    • 3 Baths
    • 2,352 Sq Ft

    4633 Overlook Dr, Milton, WI 53563

    Welcome home to this comfortable ranch in a desirable Milton neighborhood! Offering a very functional layout, this 4-bedroom, 3-bath home provides plenty of space to spread out. Step inside to an open and inviting main level featuring comfortable living spaces, main level laundry and abundant natural light. The well-appointed kitchen offers ample cabinetry and workspace, flowing seamlessly into

    Mary Ellen Mackey Coldwell Banker The Realty Group

    4633 Overlook Dr, Milton, WI 53563
  • /45

    $350,000

    • 2 Beds
    • 1.5 Baths
    • 1,278 Sq Ft

    10721 N Bay Shore Ln, Milton, WI 53563

    You've waited YEARS for this one to come on the market! Bay Shore Condominium Estates END-UNIT condo WITH A DEEDED BOAT SLIP is ready for its next owner. And you can buy it furnished! WOW! Beautiful Lake Koshkonong views from the private balcony and master bedroom. This unit has been immaculately maintained over the years and has a great open floor plan in the main living area. Gas fireplace in

    Jess Lex Realty Executives Cooper Spransy

    10721 N Bay Shore Ln, Milton, WI 53563
  • /32

    $374,900

    • 4 Beds
    • 2 Baths
    • 2,099 Sq Ft

    744 Ansley Ave, Milton, WI 53563

    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

    Rian Randles First Weber Inc

    744 Ansley Ave, Milton, WI 53563
  • /4

    $479,500

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    5417 Samuel Dr, Milton, WI 53563

    Welcome home to this beautifully crafted 1,568 sq. ft. Advantage Homes residence located in the desirable Ridges community. Designed with both style and energy efficiency in mind, this thoughtfully appointed home features 9-foot ceilings on both the main and lower levels, creating a bright and spacious feel throughout. The open-concept great room showcases a stunning cathedral ceiling, a cozy

    Tina Gould Advantage Homes, Inc

    5417 Samuel Dr, Milton, WI 53563
  • /40

    $439,900

    New Construction $60K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,440 Sq Ft

    602 E Madison Ave Unit 35, Milton, WI 53563

    Priced $40,000 Below Appraised Value! Come Home to instant equity with this New Luxury 2025 Condominium in a 55 Plus Community. In the small Norman Rockwell like town of Milton, WI. Close to shopping and dining. Situated on a cul-de-sac at end of road. This 3 Bedroom 3 Bath Home allows for space and comfort. Enjoy coffee on 12x12 screened porch that can easily be converted to 3 Season porch. The

    Jackie Meddaugh Pavelec Realty

    602 E Madison Ave Unit 35, Milton, WI 53563
  • /58

    $310,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,876 Sq Ft

    210 Dairyland Dr, Milton, WI 53563

    Showings begin 7/29. Welcome home to this bright and inviting 3-bedroom, 2-bath ranch in a desirable Milton neighborhood! The open-concept layout is filled with natural light from large windows, creating a warm and welcoming atmosphere throughout the main living space. Kitchen features a center island, pantry making it ideal for everyday living and entertaining. Relax in the sunroom overlooking

    Jenny Hewitt Real Broker LLC

    210 Dairyland Dr, Milton, WI 53563
  • /46

    $499,900

    • Land
    • 58 Acres
    • $8,619 per Acre

    TBD Semling Ln, Milton, WI 54629

    Located on a dead-end road in Buffalo County, this is a fantastic hunting parcel in a top-notch neighborhood for growing big deer. 25 tillable acres is ideal for income and for planting secluded food plots that will keep this property attracting deer throughout the fall and winter months. A large ridge on the South side of the property provides excellent bedding areas and natural funnels that

    Jake Davis Weiss Realty, LLC

    TBD Semling Ln, Milton, WI 54629
  • /34

    $269,999

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,289 Sq Ft

    400 Woodcrest Ln, Milton, WI 53563

    Welcome home to this charming 1973 ranch, perfectly situated on a premier hilltop lot offering scenic, elevated views of the neighborhood. Featuring 3 comfortable bedrooms and 1 bath, this home boasts beautiful original hardwood floors in select rooms—with additional hardwoods preserved right under the existing carpet! The mostly finished basement provides fantastic extra living space and comes

    Mike Coleman EXP Realty, LLC

    400 Woodcrest Ln, Milton, WI 53563
  • /10

    $254,900

    • Land
    • 2.89 Acres
    • $88,201 per Acre

    Lot 10 Kido Way, Milton, WI 53546

    Discover the perfect blend of peaceful country living and everyday convenience on this beautiful nearly 3-acre homesite. Nestled in a tranquil rural setting, this property offers plenty of space to build your dream home while enjoying the privacy and serenity of nature. A standout feature is the 250 feet of water frontage, providing a picturesque backdrop for relaxing evenings, fishing, or simply

    Cindy Garza Shorewest, REALTORS

    Lot 10 Kido Way, Milton, WI 53546
  • /11

    $200,000

    $10K PRICE DROP
    • Land
    • 4.8 Acres
    • $41,667 per Acre

    4.80 Acres M/L N Charley Bluff Rd, Milton, WI 53563

    Discover the perfect blend of peaceful country living and convenient access to nearby amenities with this remarkable 4.80-acre parcel in Milton, WI. This property offers awe-inspiring views of a 175-acre protected and restored prairie to the west, creating a serene backdrop for your dream home. Located just 2 miles from Interstate 90 and Wisconsin Highway 26, you'll enjoy the tranquility of rural

    Dillon Muth Peoples Company

    4.80 Acres M/L N Charley Bluff Rd, Milton, WI 53563
  • /13

    $200,000

    $10K PRICE DROP
    • Land
    • 5 Acres
    • $40,000 per Acre

    5 Acres M/L N Charley Bluff Rd, Milton, WI 53563

    Discover the perfect blend of peaceful country living and convenient access to nearby amenities with this remarkable 5 acre parcel in Milton, WI. This property offers awe-inspiring views of a 175-acre protected and restored prairie to the west, creating a serene backdrop for your dream home. Located just 2 miles from Interstate 90 and Wisconsin Highway 26, you'll enjoy the tranquility of rural

    Dillon Muth Peoples Company

    5 Acres M/L N Charley Bluff Rd, Milton, WI 53563
  • /44

    $445,000

    • 4 Beds
    • 3 Baths
    • 2,598 Sq Ft

    5201 N Grandeur Dr, Milton, WI 53563

    Nestled on a generously sized lot in the Milton School District sits this spacious property ready and waiting for you to call it home! The home boasts four levels of living space just right for gatherings with family and friends or a welcoming retreat for your quiet, private times. The meal prep friendly kitchen includes all the appliances and direct access to both the formal and informal eating

    Jeff Zuelke Zuelke Real Estate Team

    5201 N Grandeur Dr, Milton, WI 53563
  • /24

    $459,000

    $11K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,760 Sq Ft

    3496 Pickard Dr, Milton, WI 53563

    Don't miss your opportunity to own this inviting and spacious home in the desirable Ridges of Rock County subdivision! Ideally located within the highly sought-after Milton School District, this home offers the perfect combination of comfort and convenience with easy access to Janesville, nearby interstate access, and the bike path just steps away. Featuring a functional layout with 3 bedrooms

    Caitlin Cadd Realty Executives Premier

    3496 Pickard Dr, Milton, WI 53563
  • /51

    $399,999

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,400 Sq Ft

    101 N Clear Lake Ave, Milton, WI 53563

    Newly renovated while preserving its timeless charm, this beautiful 4-bedroom, 2-bath home in Milton offers both character and modern updates. Original hardwood floors in the bedrooms. Finished basement provides additional living space for entertaining, relaxing, or working from home. Move-in ready. Available only due to an unexpected job relocation, this is a rare opportunity to own a

    Sarah McLean Realty Executives Premier

    101 N Clear Lake Ave, Milton, WI 53563
  • /45

    $474,900

    $25K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,600 Sq Ft

    5909 N Violet View Dr, Milton, WI 53563

    Welcome to serene living in this lovely home nestled in the desirable Rovi Acres neighborhood within the Milton School District! This well-maintained home sits on an acre of land with a tree-lined enclosed yard. Step into an open concept upper level with gorgeous hardwood floors in the living room and attractive updates in the kitchen. This spacious 5-bedroom and 2-bathroom house includes a lower

    Robert Brajkovich Rock Realty

    5909 N Violet View Dr, Milton, WI 53563
  • /15

    $299,400

    $5K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,280 Sq Ft

    44 E Ash Ln, Milton, WI 53563

    Welcome Home! Rare opportunity in amazing area of wonderful, welcoming Milton! Beautiful, fenced in, quiet backyard, beautifully well kept, updated home with 3 bedrooms, large main level bath, updated kitchen, unique lower family room that could be a 4th bedroom! See attached document proving ALL the updates! All applianced included. Come see today!

    Kris Brook Kelli Hetts Real Estate

    44 E Ash Ln, Milton, WI 53563
  • /35

    $497,500

    $18K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,303 Sq Ft

    2338 E Pine Tree Ct, Milton, WI 53563

    Immaculately maintained tri-level home nestled on a quiet cul-de-sac in the Milton Sch Dist. This 3-bed, 3.5-bath residence is flooded with natural light. It features quality flooring, vaulted ceilings, skylight, fresh paint and quality woodwork throughout. The kitchen shines with quartz countertops, cherry cabinetry, tasteful tile & spacious pantry. Pocket door to MF 1/2 bath enhances both flow

    Rebecca Bittner Coldwell Banker The Realty Group

    2338 E Pine Tree Ct, Milton, WI 53563

Home Price Trends

Median Sale Price
$360,000
Median Single Family Sale Price
$360,000
Median 2 Bedroom Sale Price
$317,500
Median 1 Bedroom Sale Price
$80,000
Average Price Per Sq Ft
$211
Number of Homes for Sale
12
Last 12 months Home Sales
118
Months of Supply
1.20
Median List Price
$367,400
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
20%
How to Buy a Home How to Finance a Home How to Sell a Home