Is Sunset Village, Madison, WI walkable to restaurants?

As of early 2026, 100% of users say it's walkable to restaurants

Does Sunset Village, Madison, WI have sidewalks?

As of early 2026, 100% of users say there are sidewalks

Is Sunset Village, Madison, WI dog-friendly?

As of early 2026, 96% of users say it's dog friendly

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

As of early 2026, 92% of users say kids play outside

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

As of early 2026, 86% of users say it's walkable to grocery stores

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

As of early 2026, 83% of users say people would walk alone at night

Is parking easy in Sunset Village, Madison, WI?

As of early 2026, 74% of users say parking is easy

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

As of early 2026, 74% of users say yards are well-kept

Is there wildlife in Sunset Village, Madison, WI?

As of early 2026, 74% of users say there's wildlife

Does Sunset Village, Madison, WI show holiday spirit?

As of early 2026, 73% of users say there's holiday spirit

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

As of early 2026, 72% of users say they plan to stay for at least 5 years

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

As of early 2026, 72% of users say streets are well-lit

Are neighbors friendly in Sunset Village, Madison, WI?

As of early 2026, 71% of users say neighbors are friendly

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

As of early 2026, 57% of users say car is needed

Is Sunset Village, Madison, WI quiet?

As of early 2026, 56% of users say it's quiet

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

As of early 2026, 39% of users say there are community events

What is 4330 Upland Dr estimated to be worth?

Trulia's estimated value for 4330 Upland Dr in Madison, WI is $668,100 .

What is the price history for 4330 Upland Dr?

4330 Upland Dr in Madison, WI last sold for $173,000 in February 2002.

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 $427K. That is up $3.33K from the prior month.

Does 4330 Upland Dr have air conditioning?

Yes, 4330 Upland Dr in Madison, WI has air conditioning.

How big is the lot at 4330 Upland Dr?

The lot at 4330 Upland Dr in Madison, WI is about 0.19 acres (8,139 sq ft).

OFF MARKET

$668,100

Trulia Estimate

3 Beds
2 Baths
1,758 sqft

4330 Upland Dr, Madison, WI 53705

Sunset Village

Refinance Your Home

Currently Off Market - Sold Feb 13, 2002 for $173,000

Home Value

Trulia Estimate

$668K

Since last month

$8K (+1.1%)

Since last year

$23K (+3.6%)

Since last sale

$498K (+287.9%)

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 +79% in the last 10 years

Month	Estimated value
2026
August 2026	$671K
August 2026	$671K
July 2026	$663K
June 2026	$696K
May 2026	$692K
April 2026	$686K
March 2026	$661K
February 2026	$641K
January 2026	$627K
2025
December 2025	$625K
November 2025	$624K
October 2025	$639K
September 2025	$649K
August 2025	$648K
July 2025	$664K
June 2025	$648K
May 2025	$648K
April 2025	$652K
March 2025	$627K
February 2025	$594K
January 2025	$564K
2024
December 2024	$564K
November 2024	$577K
October 2024	$568K
September 2024	$573K
August 2024	$576K
July 2024	$581K
June 2024	$591K
May 2024	$596K
April 2024	$598K
March 2024	$580K
February 2024	$560K
January 2024	$535K
2023
December 2023	$540K
November 2023	$544K
October 2023	$559K
September 2023	$561K
August 2023	$563K
July 2023	$574K
June 2023	$580K
May 2023	$569K
April 2023	$546K
March 2023	$523K
February 2023	$499K
January 2023	$491K
2022
December 2022	$491K
November 2022	$502K
October 2022	$512K
September 2022	$519K
August 2022	$525K
July 2022	$545K
June 2022	$555K
May 2022	$549K
April 2022	$539K
March 2022	$528K
February 2022	$501K
January 2022	$494K
2021
December 2021	$489K
November 2021	$493K
October 2021	$496K
September 2021	$499K
August 2021	$508K
July 2021	$521K
June 2021	$523K
May 2021	$504K
April 2021	$488K
March 2021	$465K
February 2021	$456K
January 2021	$450K
2020
December 2020	$448K
November 2020	$444K
October 2020	$440K
September 2020	$434K
August 2020	$444K
July 2020	$443K
June 2020	$441K
May 2020	$443K
April 2020	$437K
March 2020	$435K
February 2020	$427K
January 2020	$425K
2019
December 2019	$420K
November 2019	$418K
October 2019	$416K
September 2019	$416K
August 2019	$421K
July 2019	$425K
June 2019	$431K
May 2019	$426K
April 2019	$423K
March 2019	$431K
February 2019	$430K
January 2019	$420K
2018
December 2018	$418K
November 2018	$418K
October 2018	$400K
September 2018	$393K
August 2018	$394K
July 2018	$393K
June 2018	$402K
May 2018	$400K
April 2018	$396K
March 2018	$393K
February 2018	$386K
January 2018	$382K
2017
December 2017	$369K
November 2017	$387K
October 2017	$382K
September 2017	$384K
August 2017	$390K
July 2017	$390K
June 2017	$393K
May 2017	$391K
April 2017	$390K
March 2017	$388K
February 2017	$380K
January 2017	$380K
2016
December 2016	$375K
November 2016	$377K
October 2016	$375K
September 2016	$375K

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
4345 Hillcrest Dr, Madison, WI	0.05	Single-Family Home	$500,000	03/20/26	3	2	1,673
4338 Upland Dr, Madison, WI	0.03	Single-Family Home	$630,000	05/01/26	3	1.5	1,735
4329 Hillcrest Dr, Madison, WI	0.03	Single-Family Home	$690,000	04/01/26	3	1.5	1,703
313 S Midvale Blvd, Madison, WI	0.12	Single-Family Home	$510,000	03/18/26	4	2	1,854
4334 Upland Dr, Madison, WI	0.02	Single-Family Home	$450,000	11/26/25	3	1	1,497
130 Merlham Dr, Madison, WI	0.17	Single-Family Home	$365,000	07/29/26	4	2	2,023
4129 Hillcrest Dr, Madison, WI	0.21	Single-Family Home	$625,000	12/10/25	3	1.5	1,944
4206 Bagley Pkwy, Madison, WI	0.23	Single-Family Home	$670,000	05/22/26	3	2	1,708
229 E Sunset Ct, Madison, WI	0.25	Single-Family Home	$509,000	10/15/25	3	1.5	1,361
10 S Hillside Ter, Madison, WI	0.28	Single-Family Home	$397,500	07/13/26	3	1.5	1,145

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
4345 Hillcrest Dr, Madison, WI 53705	0.05	$500,000	3	2	1,673	Recently Sold
4346 Hillcrest Dr, Madison, WI 53705	0.06	$541,800	3	2	2,010	Off Market
4329 Hillcrest Dr, Madison, WI 53705	0.03	$690,000	3	1.5	1,703	Recently Sold
201 S Midvale Blvd, Madison, WI 53705	0.06	$456,800	4	2	1,428	Off Market
4334 Upland Dr, Madison, WI 53705	0.02	$450,000	3	1	1,497	Recently Sold
4338 Upland Dr, Madison, WI 53705	0.03	$630,000	3	1.5	1,735	Recently Sold
4336 Hillcrest Cir, Madison, WI 53705	0.08	$739,900	3	3	1,972	Off Market
4322 Upland Dr, Madison, WI 53705	0.03	$615,300	3	1.5	1,646	Off Market
4312 Upland Dr, Madison, WI 53705	0.06	$686,200	3	1.5	1,862	Off Market
4340 Bagley Pkwy, Madison, WI 53705	0.13	$471,900	3	1.5	1,672	Off Market
102 S Midvale Blvd, Madison, WI 53705	0.13	$423,200	2	1	1,512	Off Market
4316 Hillcrest Cir, Madison, WI 53705	0.12	$842,700	4	2.5	1,958	Off Market

Local Information

Map ViewExplore the area around 4330 Upland Dr.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1941

Living Area

1,758 sqft

Price/Sqft

$380

Parking

Garage

About this House

This single-family home is located at 4330 Upland Dr, Madison, WI. 4330 Upland Dr is in the Sunset Village neighborhood in Madison, WI and in ZIP code 53705. This property has 3 bedrooms, 2 bathrooms and approximately 1,758 sqft of floor space. This property has a lot size of 8139 sqft and was built in 1941.

4330 Upland Dr, Madison, WI 53705 is a 3 bedroom, 2 bathroom, 1,758 sqft single-family home in Sunset Village, built in 1941. It last sold for $173,000 on Feb 13, 2002. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $668,100, with a rent estimate of $2,924/month.

Home Details for 4330 Upland Dr

Interior Features
Interior Details Basement
Levels, Entrance, & Accessibility Stories: 2
Heating & Cooling Cooling System: Central
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltDeck
Parking & Garage GarageParking Space: 1Parking: Garage Attached

Property Information
Year Built Year Built: 1941Year Updated: 1982
Property Type / Style Property Type: Single Family HomeArchitecture: Modern

Community
Units in Building: 1

Lot Information
Lot Area: 8139 sqft

Price and Tax history

Date	Event	Price
Feb 13, 2002 Source: N/A	Sold	$173,000

Year	Property tax	Tax assessment
2024	$11,510	$588,000

Additional Cost

Market trends in Madison

Last updated July 2026

Avg. sale price

$427K

$3.33KMoM

Sale-to-List Price

102.4%

0.3%MoM

Price per sq ft

$266

$5MoM

Available listings

555

149MoM

Around this home

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

Sunset Village

2 Homes For You
Buy: $525k - $670k

See Local Highlights

Neighborhood stats provided by third party data sources.

What Locals Say about Sunset Village

At least 22 Trulia users voted on each feature.

100 % Say it's walkable to restaurants
100 % Say there are sidewalks
96 % Say it's dog friendly
92 % Say kids play outside
86 % Say it's walkable to grocery stores
83 % Say people would walk alone at night
74 % Say parking is easy
74 % Say yards are well-kept
74 % Say there's wildlife
73 % Say there's holiday spirit
72 % Say they plan to stay for at least 5 years
72 % Say streets are well-lit
71 % Say neighbors are friendly
57 % Say car is needed
56 % Say it's quiet
39 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Msgt621
Resident
1y ago
"Walk ability, access to public transportation, close to university and downtown . Access to shopping and restaurants "
0
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Mm
Resident
2y ago
"Walking or biking easy access to us and hospitals and anything else you might want to do. Extra schar"
0
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Kteelin g. c.
Resident
7y ago
"The side streets have low levels of traffic and people do not drive fast. The Sequoya library is within walking distance and there are many parks throughout."
0
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ntn0301
14y ago
"It's a quiet, clean, nice, safe and convenience neighborhood. Close to many interesting places, downtown, hospital, Hilldale, shopping malls, etc. Good schools, friendly and warm neighbors... Love this place when I lived there."
0
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ntn0301
14y ago
"Very nice, friendly, convenience and safe neighborhood"
0
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Frequently asked questions about 4330 Upland Dr

What is 4330 Upland Dr estimated to be worth?
Trulia's estimated value for 4330 Upland Dr in Madison, WI is $668,100.
What is the price history for 4330 Upland Dr?
4330 Upland Dr in Madison, WI last sold for $173,000 in February 2002.
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 $427K. That is up $3.33K from the prior month.
Does 4330 Upland Dr have air conditioning?
Yes, 4330 Upland Dr in Madison, WI has air conditioning.
How big is the lot at 4330 Upland Dr?
The lot at 4330 Upland Dr in Madison, WI is about 0.19 acres (8,139 sq ft).