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  • $1,350,000

    5140 North Kennedy Road, Milton, WI 53563

    4beds
    5,828sqft
    Single Family Residence
    Built in 1970
    31 Acres Lot
    $1,555,900 Zestimate®
    $232/sqft
    $4,763 Estimated rent

    Home value

    $1,555,900

    $1.48M - $1.63M

    $4,763/mo

    Zestimate® history
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    What's special

    Amazingly beautiful property! This exclusive custom built 31-acre estate is ideally located between Chicago and Madison. Offering spacious living areas, stunning year-round views & an array of upscale amenities. Inside you?ll find a relaxing sauna, a jacuzzi tub & a chef?s kitchen complete w/double ovens, built-in indoor grill w/ both breakfast & formal dining areas. Outdoors, the meticulously curated arboretum showcases a diverse collection of trees, 2 stocked ponds & direct access to the iconic Ice Age Trail. Equestrian enthusiasts will appreciate the 7-stall horse barn, while summer days are made for the 22x44 in-ground pool, complete w/ a pool house. This estate is more than a home?it's a lifestyle. This retreat offers a rare combination of privacy, luxury & nature.

    Zillow last checked: 8 hours ago

    Listing updated: December 29, 2025 at 07:48am

    Listed by:

    Trisha Rose Pref:608-290-5866,

    Century 21 Affiliated,

    Karla Clark 608-207-0421,

    Century 21 Affiliated

    Bought with:

    Living In Madison Real Estate Group

    Source: WIREX MLS,MLS#: 1999282MLS LogoOriginating MLS: South Central Wisconsin MLS

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Primary bedroom
    • Level: Upper
    • Area: 308
    • Dimensions: 22 x 14
    Bedroom 2
    • Level: Upper
    • Area: 280
    • Dimensions: 20 x 14
    Bedroom 3
    • Level: Upper
    • Area: 434
    • Dimensions: 31 x 14
    Bedroom 4
    • Level: Upper
    • Area: 144
    • Dimensions: 12 x 12
    Bathroom
    • Features: Whirlpool, Steam Shower, Master Bedroom Bath: Full, Master Bedroom Bath, Master Bedroom Bath: Walk-In Shower, Master Bedroom Bath: Tub/No Shower
    Dining room
    • Level: Main
    • Area: 374
    • Dimensions: 22 x 17
    Family room
    • Level: Main
    • Area: 351
    • Dimensions: 27 x 13
    Kitchen
    • Level: Main
    • Area: 225
    • Dimensions: 15 x 15
    Living room
    • Level: Main
    • Area: 420
    • Dimensions: 15 x 28
    Heating
    • Propane, Forced Air, Zoned, Multiple Units
    Cooling
    • Central Air, Multi Units
    Appliances
    • Included: Range/Oven, Refrigerator, Dishwasher, Microwave, Disposal, Washer, Dryer, Water Softener
    Features
    • Walk-In Closet(s), Sauna, Wet Bar, Walk-thru Bedroom, Breakfast Bar, Pantry, Kitchen Island
    • Basement: Full,Finished,Sump Pump,Concrete
    Interior area
    • Total structure area: 5,828
    • Total interior livable area: 5,828 sqft
    • Finished area above ground: 5,148
    • Finished area below ground: 680

    Property

    Parking
    • Total spaces: 3
    • Parking features: 3 Car, Attached, Heated Garage, Garage Door Opener
    • Attached garage spaces: 3
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Screened porch, Patio
    • Pool features: In Ground
    • Has spa: Yes
    • Spa features: Bath
    • Waterfront features: Pond
    • Body of water: Two Stocked Ponds
    Lot
    • Size: 31 Acres
    • Features: Wooded, Horse Allowed
    Details
    • Additional structures: Barn(s), Outbuilding
    • Parcel number: 0140150031
    • Zoning: Rural Res
    • Special conditions: Arms Length
    • Horses can be raised: Yes

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Tudor/Provincial
    • Property subtype: Single Family Residence
    Materials
    • Brick
    Condition
    • 21+ Years
    • New construction: No
    • Year built: 1970

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well
    • Utilities for property: Cable Available

    Community & neighborhood

    Security
    • Security features: Security System
    Location
    • Region: Milton
    • Municipality: Harmony

    Price history

    DateEventPrice
    12/23/2025Sold$1,350,000-15.6%$232/sqft
    Source: WIREX MLS #1999282
    11/19/2025Contingent$1,599,900$275/sqft
    Source: WIREX MLS #1999282
    7/29/2025Price change$1,599,900-8.6%$275/sqft
    Source: WIREX MLS #1999282
    5/8/2025Listed for sale$1,750,000-7.9%$300/sqft
    Source: WIREX MLS #1999282
    2/1/2025Listing removed$1,900,000$326/sqft
    Source: WIREX MLS #1984979

    Public tax history

    YearProperty taxesTax assessment
    2024$13,776 +3.2%$850,400
    2023$13,355 +2.1%$850,400
    2022$13,079 +0.3%$850,400

    Find assessor info on the county website

    Neighborhood: 53563

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Harmony
    • Middle: Milton
    • High: Milton
    • District: Milton

    Source: WIREX MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Get a free Zillow Showcase℠ listing and you could sell for .
    $1,555,900
    2% more+ $31,118
    With Zillow Showcase(estimated)
    $1,587,018