4414 Jay Dr, Madison, WI 53704
Property image
Property image
OFF MARKET

4414 Jay Dr
Madison, WI 53704

Sherman Village
  • 3 Beds
  • 1 Bath
  • 1,210 sqft

$388,800

Trulia Estimate
as of Jul 8, 2026

$388,800

Trulia Estimate
as of Jul 8, 2026
3 Beds
1 Bath
1,210 sqft

Local Information

  • Map ViewExplore the area around 4414 Jay Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Move in ready 3 bedroom open floor plan home - quiet neighborhood near Cherokee Marsh. Updates: roof, windows, kitchen Jenn-Air stainless steel fridge, gas stove, dishwasher, microwave, custom cabinets, solid surface counters, tile floor, 200AMP electrical, refinished hardwood floors & new trim. Furnace, AC, H2O heater/softener, stained & stamped concrete patio with pergola. Ample storage: 2 1/2 car garage with new siding, door, opener & full unfinished basement. Fenced yard.
4414 Jay Dr, Madison, WI 53704 is a 3 bedroom, 1 bathroom, 1,210 sqft single-family home in Sherman Village, built in 1959. It last sold for $180,000 on Apr 1, 2016. It is currently off market. The Trulia Estimate is $388,800, with a rent estimate of $2,228/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Cooling only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 4414 Jay Dr

Interior Features

Interior Details
Basement
Levels, Entrance, & Accessibility
Stories: 1
Heating & Cooling
Cooling System: Central

Exterior Features

Exterior Home Features
Roof: Asphalt
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1959Year Updated: 1980
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Community

Units in Building: 1

Lot Information

Lot Area: 9288 sqft

Price History for 4414 Jay Dr

DatePriceEventSource
04/01/2016$180,000Sold
N/A
02/06/2016$184,500Listed For SaleAgent Provided
10/04/2005$175,000Sold
N/A

Market trends in Madison

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$415K
$8.83KMoM
Sale-to-List Price
101.7%
1.3%MoM
Price per sq ft
$250
$8MoM
Available listings
661
102MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax$6,640
Assessment$339,200
Home facts updated by county records

Comparable Sales for 4414 Jay Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4714 Judy Ln, Madison, WI
0.19
Single-Family Home
$261,900
12/12/25
3
1
1,068
1009 Northland Dr, Madison, WI
0.17
Single-Family Home
$315,000
11/14/25
3
1
1,365
1014 Debra Ln, Madison, WI
0.35
Single-Family Home
$200,000
08/04/25
3
1
1,108
4714 Mandrake Rd, Madison, WI
0.23
Single-Family Home
$391,400
06/22/26
3
1
1,123
4202 School Rd, Madison, WI
0.28
Single-Family Home
$330,000
08/25/25
3
1
1,137
4505 Bonner Ln, Madison, WI
0.33
Single-Family Home
$312,000
12/29/25
3
1
1,460
4417 Barby Ln, Madison, WI
0.05
Single-Family Home
$385,000
02/11/26
3
2
1,727
4506 Judy Ln, Madison, WI
0.07
Single-Family Home
$340,000
08/01/25
3
1.5
1,399
914 Nancy Ln, Madison, WI
0.12
Single-Family Home
$410,000
05/07/26
3
2
1,307
4406 Jay Dr, Madison, WI
0.02
Single-Family Home
$430,000
06/30/26
3
2
1,625

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 4414 Jay Dr.
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

Sourced by Trulia users. 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
    Flag
  • Eva K.
    "Sherman Village is a Wonderful Neighborhood. I have lived here for 3 years and want to make it my permit home."
    0
    Flag
  • 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
    Flag
  • 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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

495 pet-friendly rentals in Madison, WI

Explore by feature - Garage

254 rentals with a garage in Madison, WI

Explore by feature - Air Conditioning

577 rentals with air conditioning in Madison, WI

Explore by feature - Pool

67 rentals with a pool in Madison, WI

Explore by feature - Washer/dryer

589 rentals with a washer/dryer in Madison, WI

Explore by feature - Outdoor Space

103 rentals with an outdoor space in Madison, WI

Homes for sale near 4414 Jay Dr

Skip to last item
Skip to first item

Off Market Homes Near 4414 Jay Dr

Skip to last item
Skip to first item