27

Milton, WI Houses for Sale

Section Image Section Image
  • /68

    $750,000

    $45K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,510 Sq Ft

    6641 N Kennedy Rd, Milton, WI 53563

    3 beds/3 full baths in the main house, 1 bed/1 full bath in the separate 500 square foot guest house. Huge heated indoor pool with new liner, hot tub and Finleo sauna. Heated 3 car garage and 33X27 heated barn with newly poured concrete floor and 12X12 door. Milton School District. One-of-a-kind property.

    Agent Photo

    Rachel Langer

    Keller Williams Realty Signature

    (608) 564-4344

    6641 N Kennedy Rd, Milton, WI 53563
  • /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

    (608) 765-8548

    183 Greenhill Cir, Milton, WI 53563
  • /49

    $329,900

    • 4 Beds
    • 2 Baths
    • 2,404 Sq Ft

    1 W Madison Ave, Milton, WI 53563

    No showings until June 5 at 5pm. Truly a gorgeous home. If you are looking for character with updates this is it! You will find spacious rooms, tall ceilings, large windows and lots of built ins throughout. The kitchen has been updated with an abundance of cabinetry and countertop space, pantry and so much more and is gorgeous! Enjoy the three season room off your kitchen that also leads to a

    Agent Photo

    Karen Tetzlaff

    Realty Executives Cooper Spransy

    (608) 903-9928

    1 W Madison Ave, Milton, WI 53563
  • /36

    $299,900

    • 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

    (608) 602-7564

    4444 N John Paul Rd, Milton, WI 53563
  • /30

    $579,900

    New Construction Open Sun 10:30AM - 1:30PM
    • 3 Beds
    • 2 Baths
    • 1,891 Sq Ft

    5481 Arrowood Ln, Milton, WI 53563

    Step inside our brand-new model home and experience the exceptional quality, design, and craftsmanship that make our homes truly stand out! Tour spacious open layouts filled with natural light, elegant finishes, and thoughtful details designed for comfort and style. Explore the latest design trends and see firsthand the possibilities of what you can build. Imagine creating your dream

    Tina Gould Advantage Homes, Inc

    5481 Arrowood Ln, Milton, WI 53563
  • /29

    $850,000

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    1015 E High St, Milton, WI 53563

    Well-cared-for 2 bed, 2 bath, 1,276 sq ft home on a .45-acre residential lot with a attahed 2 car garage plus a detached 1 car garage and a wood back porch. Included is the adjacent 1.45-acre commercial parcel featuring a 40x72 pole building. Both parcels sold together and in as-is condition. The home offers a sun-filled layout and a partially finished basement. Located in a fast-growing area of

    Colleen Nelson Coldwell Banker The Realty Group

    1015 E High St, Milton, WI 53563
  • /36

    $544,900

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft

    1191 Red Hawk Dr, Milton, WI 53563

    Some homes just have a way of drawing you in. It might be the openness of the main living space, the warmth of the fireplace, or how naturally everything flows together. Nearly 1800 sq ft in Red Hawk Farms with a split bedroom layout and a private primary suite featuring a walk in closet and a bath with a walk in tile shower and double vanity. The kitchen offers a large pantry, solid surface

    Paul Schieldt Coldwell Banker The Realty Group

    1191 Red Hawk Dr, Milton, WI 53563
  • /4

    $579,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,815 Sq Ft

    3613 Samson Dr, Milton, WI 53563

    Estimate completion date April 2026. Beautiful 1,815 sq ft new construction home in a desirable Milton subdivision, located in the popular Milton School District. This 3-bedroom split-bedroom design offers privacy and functionality with an open-concept layout, cozy fireplace, and quality Anderson windows throughout. The kitchen features stunning custom-built Amish cabinetry and flows seamlessly

    Jamie Leeder Century 21 Affiliated

    3613 Samson Dr, Milton, WI 53563
  • /10

    $524,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,651 Sq Ft

    3506 Samson Dr, Milton, WI 53563

    Under Construction - Welcome home to this beautifully designed 3-bedroom, 2-bath, 1,651 sq. ft. home where comfort meets elegance. Soaring 9’ ceilings create an open, airy feel, while tray ceilings in the great room and owner’s suite add a touch of sophistication. Enjoy upgraded luxury vinyl plank flooring throughout the main living areas, complemented by plush carpeting in the bedrooms for added

    Tina Gould Advantage Homes, Inc

    3506 Samson Dr, Milton, WI 53563
  • /15

    $499,999

    • 3 Beds
    • 2.5 Baths
    • 2,760 Sq Ft

    3496 Pickard Dr, Milton, WI 53563

    Don’t miss your opportunity to own this beautifully updated home in the desirable Ridges of Rock County subdivision! Conveniently located just minutes from Janesville interstate access while situated within the highly sought-after Milton School District. This spacious home offers 3 bedrooms, all featuring walk-in closets, including a private primary suite complete with its own bathroom and an

    Caitlin Cadd Realty Executives Premier

    3496 Pickard Dr, Milton, WI 53563
  • /77

    $490,000

    Open Sun 11AM - 1PM $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,677 Sq Ft

    130 E Gailen Ln, Milton, WI 53563

    Welcome to this meticulously maintained, one-owner built 4 bedroom ranch in the highly desirable Milton School District. Professional landscaping creates great curb appeal, and the insulated, finished garage has been freshly painted. The functional split-bedroom floor plan offers both privacy and comfort. A cathedral ceiling highlights the spacious living room and flows into the kitchen and

    Dawn Radke Keller Williams Realty Signature

    130 E Gailen Ln, Milton, WI 53563
  • /27

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,291 Sq Ft

    4630 Glacier View Dr, Milton, WI 53563

    Pride of ownership shines throughout this beautifully maintained 3-bedroom, 2 bath ranch in a sought-after neighborhood within the Milton school district. Built in 2008, this inviting home offers an open floor plan, convenient main floor laundry, and a brand new roof. The fenced backyard provides a private outdoor retreat, while the thoughtfully designed layout offers both comfort and

    Shannon Weis Realty Executives Premier

    4630 Glacier View Dr, Milton, WI 53563
  • /19

    $599,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,852 Sq Ft

    5524 E Kido Way, Milton, WI 53563

    Beautiful new construction in the Town of Harmony on over an acre! This 3 bedroom, 2 bathroom home features an open layout with a stunning 10 foot coffered ceiling and gas fireplace in the living room. The kitchen offers an island with breakfast bar seating and a walk in pantry. Primary suite includes a walk in closet, double sinks, and tile shower. Enjoy the convenience of first floor laundry

    Mary Gilbank-Peterson Shorewest, REALTORS

    5524 E Kido Way, Milton, WI 53563
  • /18

    $629,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,018 Sq Ft

    5510 E Kido Way, Milton, WI 53563

    Spacious new construction in the Town of Harmony set on over an acre in a newly developed rural subdivision, located between Janesville and Milton. This 4 bedroom, 2.5 bathroom home offers space and a desirable layout. Step inside to a bright, open concept main living area featuring a stunning 10 foot coffered ceiling and cozy gas fireplace. The kitchen is designed for both everyday living and

    Mary Gilbank-Peterson Shorewest, REALTORS

    5510 E Kido Way, Milton, WI 53563
  • /55

    $324,900

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,160 Sq Ft

    3112 E Edgewater St, Milton, WI 53563

    STUNNING VIEWS FROM THIS LAKE COTTAGE ON CLEAR LAKE! ENJOY AMAZING VIEWS ALL YEAR ROUND FROM THE SUNROOM OR SCREENED PORCH. CHARACTER ABOUNDS WITH WOOD FLOORS & TRIM ON THE MAIN FLOOR. MAIN FLOOR HAS 2 BEDROOMS, LIVING ROOM & A SUNROOM WITH AN ABUNDANCE OF WINDOWS (SWING STAYS). LOWER FEATURES PARTIAL KITCHEN, FULL BATH & A SCREENED PORCH WITH FRANKLIN GAS STOVE & PATIO DOORS TO THE NEW PATIO.

    Lori Hagemann-Davis Century 21 Affiliated

    3112 E Edgewater St, Milton, WI 53563
  • /16

    $34,900

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 748 Sq Ft

    2803 Wisconsin 59, Milton, WI 53563

    HIGHLY MOTIVATED SELLER 2026 FEES PAID! LAKE LIFE Enjoy the perfect blend of relaxation and convenience in this ideally located retreat, just minutes from I-39/90 and close to charming nearby communities offering dining, shopping, and recreation. This park model is a fantastic vacation option, featuring ample guest parking and a cozy fire pit perfect for evening gatherings. Cruise the grounds

    Rhonda Kilcoyne Realty Executives Premier

    2803 Wisconsin 59, Milton, WI 53563
  • /61

    $539,900

    Open Sun 11:30AM - 1:30PM
    • 3 Beds
    • 3.5 Baths
    • 3,120 Sq Ft

    2716 Twelve Oaks Dr, Milton, WI 53563

    Custom quality and thoughtful updates define this beautifully maintained 3-bedroom, 3.5-bath ranch. The open-concept design features hand-scraped hardwood floors, vaulted ceilings, solid six-panel doors, artisan stonework, and a stunning Tuscan-inspired chef's kitchen with premium cabinetry, granite countertops, professional gas cooktop, double ovens, and expansive island. A dramatic archway

    Kerri Walker Century 21 Affiliated

    2716 Twelve Oaks Dr, Milton, WI 53563
  • /20

    $225,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    3428 E Thomas St, Milton, WI 53563

    Completely remodeled and full of charm, this standout home on desirable Charley’s Bluff offers style, comfort, and an unbeatable location. Extensively updated within the last 5 years, the home features modern finishes, refreshed interiors, and the character buyers are searching for. Bright, inviting living spaces create a warm and functional layout perfect for everyday living or weekend escapes.

    Lindsay Gallagher Elevate Estates Realty Co.

    3428 E Thomas St, Milton, WI 53563
  • /60

    $990,000

    • 6 Beds
    • 4 Baths
    • 3,552 Sq Ft

    11129 N Charley Bluff Rd, Milton, WI 53563

    Nature lovers’ dream on 6.73 acres backing to protected Tall Grass Restoration land, offering unmatched privacy with no buildable neighbors behind. Peaceful country setting surrounded by wildlife including eagles, ospreys & 80 plus bird species, yet just 2 miles to the interstate with easy access to Madison. Spacious ranch with approx. 3,552 finished sq ft featuring 6 bedrooms, 2 full baths, 2

    Mary Gilbank-Peterson Shorewest, REALTORS

    11129 N Charley Bluff Rd, Milton, WI 53563
  • /20

    $574,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,017 Sq Ft

    3537 Samson Dr, Milton, WI 53563

    Come check out this beautiful new construction home in Milton School District. Open floor plan with over 2000 square ft. of living space! 3 bedrooms, 2.5 baths and laundry are all located on the first floor of this ranch home. Clean and open basement comes with 2 egress windows and 9 ft. ceilings for future living space. Step out the back door to the stamped concrete patio. Extra deep 3rd stall

    Keith Barbarick Century 21 Affiliated

    3537 Samson Dr, Milton, WI 53563
  • /46

    $720,000

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,536 Sq Ft

    7938 Wisconsin 59, Milton, WI 53563

    Fisherman's Paradise! Fully stocked 30' deep pond/lake w/private island. How fun would a zipline be?! Large 2 Story home w/gorgeous wrap around front porch. Extra big 3 car (4 tandem) attached garage w/attic storage. Supersized kitchen w/breakfast bar, pantry. Main level family room (w/fireplace) & separate living room. Formal dining room plus a dinette area. Bedrooms plus cozy reading nook/loft

    Burke Schaefer American, REALTORS

    7938 Wisconsin 59, Milton, WI 53563
  • /42

    $435,000

    • 3 Beds
    • 3 Baths
    • 2,168 Sq Ft

    311 E Sunset Dr, Milton, WI 53563

    Beautiful custom-built home by Hirsch Builders located in a highly desirable Milton neighborhood! This well-designed 3-bedroom home offers additional living space with a bonus room and finished rec room in the lower level, providing flexibility for a home office, guest space, workout room, or hobby area. Enjoy the convenience of first-floor laundry and a functional layout designed for everyday

    Sarah McLean Realty Executives Premier

    311 E Sunset Dr, Milton, WI 53563
  • /47

    $399,500

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,094 Sq Ft

    11611 N Charley Bluff Rd, Milton, WI 53563

    Start your mornings with coffee on the front porch enjoying views of Lake Koshkonong! This 3-bedroom, 2-bath home features a 25' x 32' two car garage, open living/dining with hardwood floors, and a remodeled kitchen with hickory cabinets, gas range, large island, and separate coffee bar — perfect for everyday living or casual gatherings. The finished lower level with gas fireplace provides extra

    Jill Hocking Pat's Realty Inc

    11611 N Charley Bluff Rd, Milton, WI 53563
  • /36

    $424,900

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    1110 Red Hawk Dr, Milton, WI 53563

    Expect to be impressed with this spacious tri-level home in desirable Redhawk Farms in Milton. This 3 bedroom, 2.5 bath home features an open-concept layout with vaulted ceilings, luxury vinyl plank flooring in the main living areas, and cozy carpet in the bedrooms. The spacious kitchen is ideal for cooking and entertaining with stainless steel appliances, a pantry, and a breakfast bar. The large

    Paul Schieldt Coldwell Banker The Realty Group

    1110 Red Hawk Dr, Milton, WI 53563
  • /73

    $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
  • /40

    $475,000

    $40K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,864 Sq Ft

    2613 E Grandview Dr, Milton, WI 53563

    Nestled on a private, wooded 3/4 acre lot in the Grandview subdivision, this spacious 2,864 sq ft home offers 4 main-level bedrooms, hardwood flooring, and convenient first-floor laundry. The primary bedroom features a gas stove, and the bath was recently updated in January 2026. The kitchen features Cambria quartz countertops, a glass mosaic backsplash, and a built-in coffee/wine bar area.

    Zach Herring @properties-elleven Christie's International

    2613 E Grandview Dr, Milton, WI 53563
  • /51

    $599,000

    • 4 Beds
    • 1 Bath
    • 1,776 Sq Ft

    4146 E County Rd N, Milton, WI 53563

    Rare opportunity to own a certified organic farm offering both functionality and farmhouse charm. This unique property features 4–5 bedrooms and 1 full bath, with a finished attic off the primary bedroom providing excellent potential for a future en suite with walk-in closets and dressing area. The home showcases an updated kitchen with maple cabinetry and granite countertops, first-floor

    Shannon Weis Realty Executives Premier

    4146 E County Rd N, Milton, WI 53563

Why Live in Milton

Milton, Wisconsin, is a historical town with a population of over 5,000, known for its quaint atmosphere and rich history. Established in 1840 by Joseph Goodrich, Milton is home to the Milton House Museum, a former inn that served as a station on the Underground Railroad. The town features a mix of older and newer homes, including Victorian, farmhouse, new traditional, and ranch styles, with some properties offering private fishing and boating docks on local lakes. The School District of Milton is highly rated, and higher education is available at the University of Wisconsin-Whitewater, located 13 miles east. Milton boasts several parks, such as Schilberg Park, which hosts the town's Independence Day celebration, and Tails n’ Trails Dog Park, a 15-acre fenced area for dogs. Lamar Park offers newer playground equipment and baseball diamonds. Lake Koshkonong, north of Milton, provides opportunities for boating, fishing, and swimming. Dining options include the Buckhorn Supper Club, Cindy’s Café, and Café 26. For shopping, Milton has boutique stores and a Piggly Wiggly grocery store, with larger stores available in nearby Janesville and Anderson. The Janesville Transit System offers bus service to Milton, and Highway 26 connects the town to Interstate 90. Dane County Regional Airport is 36 miles northwest. While the town is generally safe, areas near the lakes are at risk for flooding, and tornadoes and hailstorms can occur.

Single Family Home Prices in Milton, WI

Single Family Home Price Trends

Median Home Price
$360,000
Median 3-Bedroom Home Price
$360,000
Median 4-Bedroom Home Price
$400,000
Median 5-Bedroom Home Price
$484,900
How to Buy a Home How to Finance a Home How to Sell a Home