4429 Jay Drive, Madison, WI 53704
SOLD
OCT 6, 2025

4429 Jay Drive
Madison, WI 53704

Sherman Village
  • 2 Beds
  • 2 Baths
  • 1,804 sqft (on 0.26 acres)

$365,000

Last Sold: Oct 6, 2025
3% below list $375K
$202/sqft

$365,000

Last Sold: Oct 6, 2025
3% below list $375K
$202/sqft
2 Beds
2 Baths
1,804 sqft
(on 0.26 acres)

Homes for sale near 4429 Jay Drive

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Discover this generously-sized home in a great North Side neighborhood filled with lots of natural light. Freshly painted & boasting updated bathrooms, kitchen, fixtures & doors, it offers modern comfort with a hint of mid-century flair. Originally a four-bedroom, the flexible layout allows you to enjoy expansive living & dining areas, or convert back to more bedrooms. Original Oak Flooring under the carpeting too! Basement Bathroom is now a half-bath, but plumbed & with plenty of room to add a tub &/or shower. Nice sized lot with a completely fenced area ready for your furry friends. Enjoy an unbeatable location within walking distance of schools, parks, sledding hill, Cherokee Marsh trails, shopping, restaurants, Willy North, farmer's market, Warner Park & the Mallards Stadium.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 07, 2025

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
$202/sqft
Listed
180+ days ago

Home Details for 4429 Jay Drive

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Full,Partially Finished,ConcreteNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bathroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Main Level Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 1804 Square Feet
Appliances & Utilities
Appliances: Water Softener
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Windows, Doors, Floors & Walls
Flooring: Wood or Sim.Wood Floors
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Wood Or Sim Wood Floors

Exterior Features

Exterior Home Features
Patio / Porch: PatioFencing: Fenced Yard
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: 2 Car,Detached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1240 Square FeetFinished Area (below surface): 564 Square Feet

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Aluminum/Steel, BrickNot a New Construction
Property Information
Condition: 21+ YearsNot Included in Sale: Sellers' Personal Belongings.Included in Sale: Refrigerator, Stove / Oven, Dishwasher, Washer / Dryer, Water Softener, All Window Coverings. Left At Convenience Of Seller: Shed In Backyard, Built In Workbench In Garage, Workbench In Basement, Cabinet In Bathroom, Laundry Cabinet, Wall Shelves, Ring Doorbells.Parcel Number: 080925219019

Price & Status

Price
List Price: $375,000Price Per Sqft: $202/sqft

Location

Direction & Address
City: MadisonCommunity: Northland Manor
School Information
Elementary School: LindberghElementary School District: MadisonJr High / Middle School: Black HawkJr High / Middle School District: MadisonHigh School: EastHigh School District: Madison

Building

Building Area
Building Area: 1804 Square Feet

HOA

Association for this Listing: South Central Wisconsin MLS

Lot Information

Lot Area: 0.26 acres

Listing Info

Special Conditions: Arms Length

Miscellaneous

BasementMls Number: 2005021Living Area Range: 1751-2000Living Area Range Units: Square FeetMunicipality: MadisonAttribution Contact: HomeInfo@firstweber.comAbove Grade Unfinished Area: 1240
Last check for updates: about 9 hours ago
Listed by Don White
First Weber Inc
Bought with: Thomas G Jennings
Originating MLS: South Central Wisconsin MLS
Source: WIREX MLS, MLS#2005021

Price History for 4429 Jay Drive

DatePriceEventSource
10/06/2025$365,000Sold
WIREX MLS #2005021
09/08/2025$375,000PendingWIREX MLS #2005021
09/06/2025$375,000PriceChange
WIREX MLS #2005021
08/26/2025$379,900PriceChange
WIREX MLS #2005021
08/12/2025$395,000Listed For SaleWIREX MLS #2005021
06/29/2020$224,900Sold
N/A
05/25/2020$224,900PendingAgent Provided
05/21/2020$224,900Listed For SaleAgent Provided
01/25/2010$140,000Sold
N/A
08/30/2008$173,500ListingRemovedAgent Provided
07/28/2008$173,500Listed For SaleAgent Provided
05/12/2008$184,875ListingRemovedAgent Provided
04/28/2008$184,875Listed For SaleAgent Provided
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Property Tax and Assessment

Year2024
Tax$6,178
Assessment$315,600
Home facts updated by county records

Comparable Sales for 4429 Jay Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4502 JAY Drive, Madison, WI
0.04
Single-Family Home
$434,020
07/28/25
3
2
1,707
4606 Mandrake Road, Madison, WI
0.10
Single-Family Home
$370,000
06/12/25
3
1.5
1,579
4417 Barby Lane, Madison, WI
0.10
Single-Family Home
$385,000
02/11/26
3
2
1,684
4506 Northview Drive, Madison, WI
0.10
Single-Family Home
$309,430
06/20/25
3
2
1,935
1121 Winn Trail, Madison, WI
0.13
Single-Family Home
$406,000
01/27/26
3
2
1,918
1014 NORTHLAND Drive, Madison, WI
0.17
Single-Family Home
$405,000
07/11/25
3
2
1,921
4225 School Road, Madison, WI
0.26
Single-Family Home
$330,000
07/18/25
2
1.5
1,470
4609 Barby Lane, Madison, WI
0.15
Single-Family Home
$395,000
11/19/25
3
2
2,002
929 NORTHLAND Drive, Madison, WI
0.19
Single-Family Home
$349,000
11/07/25
3
2
1,594

Assigned Schools

These are the assigned schools for 4429 Jay Drive.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Sherman Village
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Sherman Village

At least 13 Trulia users voted on each feature.

  • 94 % Say there are sidewalks

  • 94 % Say car is needed

  • 92 % Say parking is easy

  • 89 % Say there's wildlife

  • 89 % Say it's dog friendly

  • 88 % Say it's quiet

  • 83 % Say there's holiday spirit

  • 83 % Say yards are well-kept

  • 78 % Say neighbors are friendly

  • 78 % Say kids play outside

  • 71 % Say people would walk alone at night

  • 57 % Say streets are well-lit

  • 50 % Say it's walkable to grocery stores

  • 50 % Say they plan to stay for at least 5 years

  • 38 % Say it's walkable to restaurants

  • 31 % Say there are community events

Learn more about our methodology.
  • Steven C. Schaefer
    "Really peaceful and serene, feels connected to nature more so than other neighborhoods in this price range"
    0
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  • Eva K.
    "Sherman Village is a Wonderful Neighborhood. I have lived here for 3 years and want to make it my permit home."
    0
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  • Eva K.
    "The Sherman village neighborhood is safe and friendly. The schools both elementary and middle schools are responsive and helpful."
    0
    Flag
  • Kirstie H.
    "Quit and nice been here for years. lived here as a child and as an adult and the Northside is great."
    0
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  • Jon B.
    "This neighborhood is near the highest elevation on the Northside of one of the USA's most livable cities.If you like the urban outdoors, the local parks and conservation areas are the best in the Capital region. Nearby Blackhawk MS recently earned another federal award for excellence. Quietest area in the City, yet easy access to downtown, airport, freeway, and MATC."
    1
    Flag

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Information is supplied by seller and other third parties and has not been verified. Copyright 2026 – WiREx – All Rights Reserved

Homes for rent near 4429 Jay Drive

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Off Market Homes Near 4429 Jay Drive

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Explore by feature

4429 Jay Drive, Madison, WI 53704 is a 2 bedroom, 2 bathroom, 1,804 sqft single-family home built in 1959. 4429 Jay Drive is located in Sherman Village, Madison. This property is not currently available for sale. 4429 Jay Drive was last sold on Oct 6, 2025 for $365,000 (3% lower than the asking price of $375,000). The current Trulia Estimate for 4429 Jay Drive is $382,400.