Does Sherman Village, Madison, WI have sidewalks?

As of early 2026, 94% of users say there are sidewalks

Is a car needed in Sherman Village, Madison, WI?

As of early 2026, 94% of users say car is needed

Is parking easy in Sherman Village, Madison, WI?

As of early 2026, 92% of users say parking is easy

Is there wildlife in Sherman Village, Madison, WI?

As of early 2026, 89% of users say there's wildlife

Is Sherman Village, Madison, WI dog-friendly?

As of early 2026, 89% of users say it's dog friendly

Is Sherman Village, Madison, WI quiet?

As of early 2026, 88% of users say it's quiet

Does Sherman Village, Madison, WI show holiday spirit?

As of early 2026, 83% of users say there's holiday spirit

Are yards well-kept in Sherman Village, Madison, WI?

As of early 2026, 83% of users say yards are well-kept

Are neighbors friendly in Sherman Village, Madison, WI?

As of early 2026, 78% of users say neighbors are friendly

Do kids play outside in Sherman Village, Madison, WI?

As of early 2026, 78% of users say kids play outside

Would people walk alone at night in Sherman Village, Madison, WI?

As of early 2026, 71% of users say people would walk alone at night

Are the streets well-lit in Sherman Village, Madison, WI?

As of early 2026, 57% of users say streets are well-lit

Is Sherman Village, Madison, WI walkable to grocery stores?

As of early 2026, 50% of users say it's walkable to grocery stores

Do residents of Sherman Village, Madison, WI plan to stay at least 5 years?

As of early 2026, 50% of users say they plan to stay for at least 5 years

Is Sherman Village, Madison, WI walkable to restaurants?

As of early 2026, 38% of users say it's walkable to restaurants

Are there community events in Sherman Village, Madison, WI?

As of early 2026, 31% of users say there are community events

What is 4414 Jay Dr estimated to be worth?

Trulia's estimated value for 4414 Jay Dr in Madison, WI is $372,300 .

What is the price history for 4414 Jay Dr?

4414 Jay Dr in Madison, WI last sold for $180,000 in April 2016.

Is Madison a buyer's or seller's market?

Madison is currently a seller's market, based on recent for-sale activity.

What's the median sale price in Madison?

The median sale price in Madison is $429K. That is up $2.5K from the prior month.

Does 4414 Jay Dr have air conditioning?

Yes, 4414 Jay Dr in Madison, WI has air conditioning.

How big is the lot at 4414 Jay Dr?

The lot at 4414 Jay Dr in Madison, WI is about 0.21 acres (9,288 sq ft).

OFF MARKET

$372,300

Trulia Estimate

3 Beds
1 Bath
1,210 sqft

4414 Jay Dr, Madison, WI 53704

Sherman Village

Est. Refi. Payment $2,544/mo*

Refinance Your Home

Currently Off Market - Sold Apr 1, 2016 for $180,000

Home Value

Trulia Estimate

$372K

Since last month

$5K (-1.3%)

Since last year

$3K (+0.8%)

Since last sale

$191K (+106.3%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +103% in the last 10 years

Month	Estimated value
2026
September 2026	$371K
August 2026	$376K
July 2026	$380K
June 2026	$389K
May 2026	$391K
April 2026	$388K
March 2026	$379K
February 2026	$367K
January 2026	$358K
2025
December 2025	$356K
November 2025	$359K
October 2025	$361K
September 2025	$368K
August 2025	$367K
July 2025	$374K
June 2025	$370K
May 2025	$372K
April 2025	$375K
March 2025	$365K
February 2025	$351K
January 2025	$340K
2024
December 2024	$341K
November 2024	$343K
October 2024	$344K
September 2024	$345K
August 2024	$349K
July 2024	$350K
June 2024	$355K
May 2024	$354K
April 2024	$353K
March 2024	$347K
February 2024	$341K
January 2024	$325K
2023
December 2023	$322K
November 2023	$324K
October 2023	$329K
September 2023	$330K
August 2023	$332K
July 2023	$336K
June 2023	$335K
May 2023	$334K
April 2023	$324K
March 2023	$310K
February 2023	$299K
January 2023	$293K
2022
December 2022	$292K
November 2022	$294K
October 2022	$297K
September 2022	$299K
August 2022	$300K
July 2022	$311K
June 2022	$315K
May 2022	$314K
April 2022	$309K
March 2022	$302K
February 2022	$284K
January 2022	$277K
2021
December 2021	$272K
November 2021	$271K
October 2021	$271K
September 2021	$274K
August 2021	$278K
July 2021	$284K
June 2021	$284K
May 2021	$275K
April 2021	$267K
March 2021	$260K
February 2021	$254K
January 2021	$250K
2020
December 2020	$248K
November 2020	$246K
October 2020	$241K
September 2020	$242K
August 2020	$239K
July 2020	$238K
June 2020	$238K
May 2020	$237K
April 2020	$234K
March 2020	$232K
February 2020	$227K
January 2020	$225K
2019
December 2019	$226K
November 2019	$226K
October 2019	$223K
September 2019	$221K
August 2019	$220K
July 2019	$221K
June 2019	$220K
May 2019	$221K
April 2019	$218K
March 2019	$216K
February 2019	$215K
January 2019	$212K
2018
December 2018	$211K
November 2018	$210K
October 2018	$209K
September 2018	$209K
August 2018	$209K
July 2018	$209K
June 2018	$208K
May 2018	$210K
April 2018	$204K
March 2018	$204K
February 2018	$201K
January 2018	$201K
2017
December 2017	$198K
November 2017	$198K
October 2017	$197K
September 2017	$197K
August 2017	$197K
July 2017	$197K
June 2017	$196K
May 2017	$195K
April 2017	$193K
March 2017	$192K
February 2017	$189K
January 2017	$188K
2016
December 2016	$188K
November 2016	$186K
October 2016	$185K
September 2016	$183K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

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
4313 School Rd, Madison, WI	0.16	Single-Family Home	$320,000	07/22/26	3	1	1,752
4714 Mandrake Rd, Madison, WI	0.23	Single-Family Home	$391,400	06/22/26	3	1	1,123
4810 Ilene Ln, Madison, WI	0.29	Single-Family Home	$371,000	08/03/26	3	1	1,124
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
4109 Barby Ln, Madison, WI	0.35	Single-Family Home	$270,000	09/18/26	4	1	1,114
914 Nancy Ln, Madison, WI	0.12	Single-Family Home	$410,000	05/07/26	3	2	1,307
4502 Elgar Ln, Madison, WI	0.24	Single-Family Home	$299,000	07/24/26	3	2	1,157

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
4422 Jay Dr, Madison, WI 53704	0.03	$334,000	3	1	925	Off Market
4513 Judy Ln, Madison, WI 53704	0.05	$417,500	3	1.5	1,779	Off Market
4406 Jay Dr, Madison, WI 53704	0.02	$430,000	3	2	1,625	Recently Sold
4502 Jay Dr, Madison, WI 53704	0.05	$444,200	3	2	1,707	Off Market
4417 Barby Ln, Madison, WI 53704	0.05	$385,000	3	2	1,727	Recently Sold
4429 Jay Dr, Madison, WI 53704	0.05	$377,100	2	2	1,804	Off Market
4506 Judy Ln, Madison, WI 53704	0.07	$348,100	3	1.5	1,399	Off Market
4514 Jay Dr, Madison, WI 53704	0.08	$378,000	5	2	2,084	Recently Sold
4602 Judy Ln, Madison, WI 53704	0.10	$337,000	3	1.5	1,190	Off Market
4513 Barby Ln, Madison, WI 53704	0.10	$335,100	3	1.5	1,925	Off Market
4406 Mandrake Rd, Madison, WI 53704	0.08	$362,700	3	2	1,516	Off Market
4310 Barby Ln, Madison, WI 53704	0.10	$364,400	3	1	1,327	Off Market

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

Home Highlights

Single-Family Home

Built in 1959

1,210 sqft

$308/sqft

Garage

About this House

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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $372,300, with a rent estimate of $2,338/month.

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 and Tax history

Date	Event	Price
Apr 1, 2016 Source: N/A	Sold	$180,000
Feb 6, 2016 Source: Agent Provided	Listed For Sale	$184,500
Oct 4, 2005 Source: N/A	Sold	$175,000

Year	Property tax	Tax assessment
2024	$6,640	$339,200

Additional Cost

Market trends in Madison

Last updated August 2026

Avg. sale price

$429K

$2.5KMoM

Sale-to-List Price

101.6%

0.9%MoM

Price per sq ft

$259

$7MoM

Available listings

551

5MoM

Around this home

Lindbergh Elementary School
PK-5
Public
180 Students
Madison Metropolitan School District
4/10
GreatSchools Rating
Parent Rating Average
Diverse student body. Kind and qualified staff with low turnover. Strong leadership focused on results. Small classroom sizes. Despite the higher rate of poverty and higher percentage of ESL students my kids are doing well and enjoying it. This school continues to move in the right direction. Don't base your opinion entirely on standardized test scores.
Parent Review
10y ago
1 Reviews

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

21 Homes For You
Buy: $245k - $550k

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
Resident
1y ago
"Really peaceful and serene, feels connected to nature more so than other neighborhoods in this price range"
0
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Eva K.
Resident
6y ago
"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.
Resident
6y ago
"The Sherman village neighborhood is safe and friendly. The schools both elementary and middle schools are responsive and helpful."
0
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Kirstie H.
Resident
8y ago
"Quit and nice been here for years. lived here as a child and as an adult and the Northside is great."
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Jon B.
15y ago
"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
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LGBTQ Local Legal Protections

Frequently asked questions about 4414 Jay Dr

What is 4414 Jay Dr estimated to be worth?
Trulia's estimated value for 4414 Jay Dr in Madison, WI is $372,300.
What is the price history for 4414 Jay Dr?
4414 Jay Dr in Madison, WI last sold for $180,000 in April 2016.
Is Madison a buyer's or seller's market?
Madison is currently a seller's market, based on recent for-sale activity.
What's the median sale price in Madison?
The median sale price in Madison is $429K. That is up $2.5K from the prior month.
Does 4414 Jay Dr have air conditioning?
Yes, 4414 Jay Dr in Madison, WI has air conditioning.
How big is the lot at 4414 Jay Dr?
The lot at 4414 Jay Dr in Madison, WI is about 0.21 acres (9,288 sq ft).