$1,599,900
UNDER CONTRACT $150K PRICE DROP

5140 N Kennedy Rd Milton, WI 53563

Estimated payment $9,600/month

Total Views 180,368
4 Beds
4.5 Baths
5,828 Sq Ft
$275 Price per Sq Ft

Highlights

  • Barn
  • In Ground Pool
  • Sauna
  • Horses Allowed On Property
  • Home fronts a pond
  • 31 Acre Lot

About This Home

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.

Listing Agent

Trisha Rose

Century 21 Affiliated Brokerage Phone: 608-290-5866 License #57798-94 Listed on: 05/08/2025

Century 21 Affiliated

Co-Listing Agent

Karla Clark

Century 21 Affiliated Brokerage Phone: 608-290-5866 License #77760-94

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $14,018

Year Built

  • Built in 1970

Lot Details

  • 31 Acre Lot
  • Home fronts a pond
  • Rural Setting
  • Wooded Lot
  • Property is zoned Rural Res

Home Design

  • Tudor Architecture
  • Brick Exterior Construction
  • Poured Concrete

Interior Spaces

  • 2-Story Property
  • Wet Bar
  • Multiple Fireplaces
  • Wood Burning Fireplace
  • Gas Fireplace
  • Mud Room
  • Bonus Room
  • Screened Porch
  • Sauna
  • Home Gym
  • Home Security System

Kitchen

  • Breakfast Bar
  • Double Oven
  • Microwave
  • Dishwasher
  • Kitchen Island
  • Disposal

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Split Bedroom Floorplan
  • Walk Through Bedroom
  • Walk-In Closet
  • Primary Bathroom is a Full Bathroom
  • Hydromassage or Jetted Bathtub
  • Separate Shower in Primary Bathroom
  • Steam Shower
  • Walk-in Shower

Laundry

  • Dryer
  • Washer

Finished Basement

  • Basement Fills Entire Space Under The House
  • Sump Pump

Parking

  • 3 Car Attached Garage
  • Heated Garage
  • Garage Door Opener

Outdoor Features

  • In Ground Pool
  • Patio
  • Outbuilding

Schools

  • Harmony Elementary School
  • Milton Middle School
  • Milton High School

Farming

  • Barn
  • Aquaculture Farm

Utilities

  • Forced Air Zoned Heating and Cooling System
  • Well
  • Liquid Propane Gas Water Heater
  • Water Softener
  • Cable TV Available

Additional Features

  • Low Pile Carpeting
  • Property is near a park
  • Horses Allowed On Property

Community Details

  • Built by Helgesen

Home Details

Home Type

Single Family

Est. Annual Taxes

$14,018

Year Built

Built in 1970

Lot Details

0

Listing Details

  • Municipality: Harmony
  • Status Detail: Offer-Bump
  • Mailing City: Milton
  • Class: Single Family
  • Type: Single Family
  • Type Of Property: 2 story
  • Architecture: Tudor/Provincial
  • Homebuilder: Helgesen
  • Items Excluded: Seller's personal property, commercial refrigerator and freezer in garage
  • Items Included: Stove, Refrigerator, 2 washers, 2 dryers, 2 water softeners, ionizer, window treatments, greenhouse, dog house, dog pen, pool cleaner, pool house mini refrigerator, pool pump pool filter
  • Year Built: 1970
  • Reso Accessibility Features: Low pile or no carpeting
  • Special Features: UnderContract
  • Property Sub Type: Detached
  • Stories: 2

Interior Features

  • Above Grade Finished Sq Ft: 5148
  • Finished Non Exp Sq Ft: 680
  • Finished Sq Ft: 5828
  • Bedrooms: 4
  • Main Half Bathrooms: 1
  • Lower Level Full Bathrooms: 1
  • Total Full Bathrooms: 4
  • Total Half Bathrooms: 1
  • Master Bedroom: Dimensions: 22x14, On Level: U
  • Bedroom 2: Dimensions: 20x14, On Level: U
  • Bedroom 3: Dimensions: 31x14, On Level: U
  • Bedroom 4: Dimensions: 12x12, On Level: U
  • Kitchen: Dimensions: 15x15, On Level: M
  • Kitchen Features: Breakfast bar, Pantry, Kitchen Island, Range/Oven, Refrigerator, Dishwasher, Microwave, Disposal
  • Living Room: Dimensions: 15x28, On Level: M
  • Dining Room: Dimensions: 22x17, On Level: M
  • Dining Area: Dimensions: 14x12, On Level: M
  • Family Room: Dimensions: 27x13, On Level: M
  • Other Rooms: Bonus Room, Exercise Room, Mud Room, Screened Porch
  • Other Room 1: Mud Room, Dimensions: 20x22, On Level: M
  • Other Room 2: Screened Porch, Dimensions: 24x18, On Level: M
  • Other Room 3: Bonus Room, Dimensions: 14x16, On Level: U
  • Other Room 4: Exercise Room, Dimensions: 17x24, On Level: L
  • Laundry: Dimensions: 41x12, On Level: L
  • Basement: Full, Finished, Sump pump, Poured concrete foundatn
  • Fireplace: Wood, Gas, 3+ fireplaces
  • Interior Amenities: Walk-in closet(s), Washer, Dryer, Water softener inc, Security system, Jetted bathtub, Sauna, Wet bar, Cable available, Split bedrooms, Walk thru bedroom, Steam Shower
  • Primary Bedroom Bathrooms: Full, Walk-in Shower, Separate Tub

Exterior Features

  • Waterfront: Pond
  • Lake/River: Two stocked ponds
  • Exterior: Brick
  • Exterior Features: Patio, Pool - in ground, Backup Generator

Garage/Parking

  • Driveway: Paved
  • Garage: 3 car, Attached, Heated, Opener
  • Total Full Garage Stalls: 3

Utilities

  • Fuel: Liquid propane
  • Heating Cooling: Forced air, Central air, Zoned Heating, Multiple Heating Units
  • Water Waste: Well, Non-Municipal/Prvt dispos

Schools

  • Elementary School: Harmony
  • High School: Milton
  • Middle School: Milton
  • School District: Milton

Lot Info

  • Estimated Aces: 31
  • Farm Features: Barn(s), Outbuilding(s), Aquaculture
  • Lot Description: Wooded, Rural-not in subdivision, Adjacent park/public land, Horses Allowed
  • Zoning: Rural Res
  • Geo Subdivision: WI

Tax Info

  • Net Taxes: 14018
  • Tax Year: 2024

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $13,776 $850,400 $141,700 $708,700
2023 $13,355 $850,400 $141,700 $708,700
2022 $13,302 $850,400 $141,700 $708,700
2021 $13,044 $850,400 $141,700 $708,700
2020 $13,599 $663,000 $141,700 $521,300
2019 $12,254 $663,000 $141,700 $521,300
2018 $10,807 $663,000 $141,700 $521,300
2017 $10,810 $663,000 $141,700 $521,300
2016 $11,257 $605,400 $141,700 $463,700
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
07/29/2025 07/29/25 Price Changed $1,599,900 -8.6% $275 / Sq Ft
05/08/2025 05/08/25 For Sale $1,750,000 -- $300 / Sq Ft
Source: South Central Wisconsin Multiple Listing Service

About the Listing Agent

Trisha Rose
Trisha Rose

Century 21 Affiliated

(608) 404-7744

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Trisha Rose
(608) 365-1481 | trisharosec21@gmail.com
With over 22 years of experience in real estate, I am a dedicated and knowledgeable agent helping individuals and families find their perfect homes. As a lifelong resident, I

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Source: South Central Wisconsin Multiple Listing Service

MLS Number: 1999282

South Central Wisconsin Multiple Listing Service

APN: 674-9B

Wisconsin Rock County Milton 53563

5140 N Kennedy Rd, Milton, WI

Under Contract

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Trisha Rose
Trisha Rose
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Century 21 Affiliated
(608) 404-7744