Is parking easy in Waunona, Madison, WI?

As of early 2026, 100% of users say parking is easy

Are yards well-kept in Waunona, Madison, WI?

As of early 2026, 89% of users say yards are well-kept

Is Waunona, Madison, WI dog-friendly?

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

Is Waunona, Madison, WI quiet?

As of early 2026, 80% of users say it's quiet

Does Waunona, Madison, WI have sidewalks?

As of early 2026, 67% of users say there are sidewalks

Would people walk alone at night in Waunona, Madison, WI?

As of early 2026, 67% of users say people would walk alone at night

Is Waunona, Madison, WI walkable to restaurants?

As of early 2026, 64% of users say it's walkable to restaurants

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

As of early 2026, 63% of users say they plan to stay for at least 5 years

Does Waunona, Madison, WI show holiday spirit?

As of early 2026, 57% of users say there's holiday spirit

Is there wildlife in Waunona, Madison, WI?

As of early 2026, 56% of users say there's wildlife

Are neighbors friendly in Waunona, Madison, WI?

As of early 2026, 55% of users say neighbors are friendly

Is a car needed in Waunona, Madison, WI?

As of early 2026, 50% of users say car is needed

Do kids play outside in Waunona, Madison, WI?

As of early 2026, 50% of users say kids play outside

Are the streets well-lit in Waunona, Madison, WI?

As of early 2026, 38% of users say streets are well-lit

Is Waunona, Madison, WI walkable to grocery stores?

As of early 2026, 30% of users say it's walkable to grocery stores

Are there community events in Waunona, Madison, WI?

As of early 2026, 29% of users say there are community events

What is 5533 Greenleaf Dr estimated to be worth?

Trulia's estimated value for 5533 Greenleaf Dr in Madison, WI is $368,700 .

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.

What do residents say about the Waunona neighborhood?

Residents describe the Waunona neighborhood in Madison, WI as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Waunona, Madison .

Does 5533 Greenleaf Dr have air conditioning?

Yes, 5533 Greenleaf Dr in Madison, WI has air conditioning.

How big is the lot at 5533 Greenleaf Dr?

The lot at 5533 Greenleaf Dr in Madison, WI is about 0.60 acres (26,152 sq ft).

OFF MARKET

$368,700

Trulia Estimate

4 Beds
1 Bath
1,426 sqft (on 0.60 acres)

5533 Greenleaf Dr, Madison, WI 53713

Waunona

Est. Refi. Payment $2,520/mo*

Refinance Your Home

Home Value

Trulia Estimate

$369K

Since last month

$5K (-1.2%)

Since last year

$16K (+4.7%)

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 +84% in the last 10 years

Month	Estimated value
2026
September 2026	$369K
August 2026	$373K
July 2026	$375K
June 2026	$390K
May 2026	$393K
April 2026	$384K
March 2026	$378K
February 2026	$361K
January 2026	$352K
2025
December 2025	$349K
November 2025	$360K
October 2025	$357K
September 2025	$352K
August 2025	$356K
July 2025	$379K
June 2025	$373K
May 2025	$366K
April 2025	$366K
March 2025	$359K
February 2025	$342K
January 2025	$325K
2024
December 2024	$335K
November 2024	$335K
October 2024	$325K
September 2024	$322K
August 2024	$330K
July 2024	$337K
June 2024	$341K
May 2024	$339K
April 2024	$338K
March 2024	$327K
February 2024	$314K
January 2024	$296K
2023
December 2023	$299K
November 2023	$299K
October 2023	$305K
September 2023	$307K
August 2023	$310K
July 2023	$315K
June 2023	$319K
May 2023	$319K
April 2023	$306K
March 2023	$293K
February 2023	$278K
January 2023	$273K
2022
December 2022	$271K
November 2022	$275K
October 2022	$279K
September 2022	$281K
August 2022	$280K
July 2022	$287K
June 2022	$290K
May 2022	$288K
April 2022	$280K
March 2022	$264K
February 2022	$238K
January 2022	$236K
2021
December 2021	$235K
November 2021	$236K
October 2021	$240K
September 2021	$245K
August 2021	$255K
July 2021	$269K
June 2021	$304K
May 2021	$343K
April 2021	$308K
March 2021	$309K
February 2021	$296K
January 2021	$299K
2020
December 2020	$312K
November 2020	$320K
October 2020	$309K
September 2020	$298K
August 2020	$289K
July 2020	$288K
June 2020	$285K
May 2020	$288K
April 2020	$288K
March 2020	$301K
February 2020	$276K
January 2020	$271K
2019
December 2019	$268K
November 2019	$268K
October 2019	$273K
September 2019	$279K
August 2019	$274K
July 2019	$290K
June 2019	$271K
May 2019	$265K
April 2019	$248K
March 2019	$257K
February 2019	$247K
January 2019	$236K
2018
December 2018	$231K
November 2018	$239K
October 2018	$246K
September 2018	$242K
August 2018	$243K
July 2018	$236K
June 2018	$230K
May 2018	$230K
April 2018	$233K
March 2018	$222K
February 2018	$219K
January 2018	$217K
2017
December 2017	$216K
November 2017	$219K
October 2017	$228K
September 2017	$227K
August 2017	$223K
July 2017	$224K
June 2017	$222K
May 2017	$214K
April 2017	$211K
March 2017	$209K
February 2017	$206K
January 2017	$205K
2016
December 2016	$204K
November 2016	$202K
October 2016	$203K
September 2016	$200K

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
3018 Harriman Ln, Madison, WI	0.15	Single-Family Home	$450,000	07/01/26	4	2	1,525
2501 Waunona Way, Madison, WI	0.51	Single-Family Home	$615,000	07/10/26	3	2	1,223
5405 Greenleaf Dr, Madison, WI	0.13	Single-Family Home	$778,150	09/11/26	3	2.5	2,619
2706 Waunona Way, Madison, WI	0.32	Single-Family Home	$1,150,000	10/08/25	4	3	2,451
2407 Waunona Way, Madison, WI	0.56	Single-Family Home	$430,000	08/11/26	3	2	1,807
2617 Mission Cir, Madison, WI	0.74	Single-Family Home	$330,000	11/26/25	4	2	1,291
902 Moorland Rd, Madison, WI	0.81	Single-Family Home	$350,000	09/09/26	3	1	1,224
2710 Golden Gate Way, Madison, WI	0.75	Single-Family Home	$390,000	08/10/26	4	2	1,363
2505 Badger Ln, Madison, WI	0.80	Single-Family Home	$350,000	04/24/26	3	2	1,248
2202 Lake Point Dr, Madison, WI	0.64	Single-Family Home	$343,500	11/25/25	3	2	1,340

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
5529 Greenleaf Dr, Madison, WI 53713	0.02	$418,300	3	2	1,809	Off Market
14 Quinn Cir, Madison, WI 53713	0.09	$657,100	4	3	2,259	Off Market
5510 Greenleaf Dr, Madison, WI 53713	0.07	$709,500	4	3.5	3,143	Off Market
6 Quinn Cir, Madison, WI 53713	0.10	$556,900	3	1.5	3,055	Off Market
2913 Harriman Ln, Madison, WI 53713	0.07	$399,900	3	1.5	1,395	For Sale
5505 Ethelwyn Rd, Madison, WI 53713	0.09	$466,000	3	1	1,268	Off Market
5405 Greenleaf Dr, Madison, WI 53713	0.13	$778,150	3	2.5	2,619	Recently Sold
5526 Ethelwyn Rd, Madison, WI 53713	0.09	$441,600	4	3	2,099	Off Market
2913 Waunona Way, Madison, WI 53713	0.14	$570,900	3	2	1,908	Off Market
3018 Harriman Ln, Madison, WI 53713	0.15	$450,000	4	2	1,525	Recently Sold
5421 Esther Beach Rd, Madison, WI 53713	0.19	$562,800	4	2	2,237	Off Market
2809 Royal Ave, Madison, WI 53713	0.19	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 5533 Greenleaf Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1925

0.6 acre lot

1,426 sqft

$259/sqft

Garage

About this House

This single-family home is located at 5533 Greenleaf Dr, Madison, WI. 5533 Greenleaf Dr is in the Waunona neighborhood in Madison, WI and in ZIP code 53713. This property has 4 bedrooms, 1 bathroom and approximately 1,426 sqft of floor space. This property has a lot size of 0.60 acres and was built in 1925.

5533 Greenleaf Dr, Madison, WI 53713 is a 4 bedroom, 1 bathroom, 1,426 sqft single-family home in Waunona, built in 1925. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $368,700, with a rent estimate of $2,339/month.

Home Details for 5533 Greenleaf Dr

Interior Features
Interior Details BasementTypes of Rooms: Family Room
Levels, Entrance, & Accessibility Stories: 2
Heating & Cooling Cooling System: Central
Fireplace & Spa Fireplace

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

Property Information
Year Built Year Built: 1925Year Updated: 1968
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 0.60 acres

Price and Tax history

Year	Property tax	Tax assessment
2024	$6,346	$324,200

Home facts updated by county records

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

Glendale Elementary School
PK-5
Public
462 Students
Madison Metropolitan School District
2/10
GreatSchools Rating
Parent Rating Average
We absolutely love Glendale. My daughter is in the DLI program this year in Kindergarten and we couldn’t be happier. She is learning so much and absolutely loves going to school. The teachers are so caring. We love Glendale!
Parent Review
6y ago
6 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

Waunona

6 Homes For You
Buy: $160k - $1.75m

See Local Highlights

Neighborhood stats provided by third party data sources.

What Locals Say about Waunona

At least 5 Trulia users voted on each feature.

100 % Say parking is easy
89 % Say yards are well-kept
88 % Say it's dog friendly
80 % Say it's quiet
67 % Say there are sidewalks
67 % Say people would walk alone at night
64 % Say it's walkable to restaurants
63 % Say they plan to stay for at least 5 years
57 % Say there's holiday spirit
56 % Say there's wildlife
55 % Say neighbors are friendly
50 % Say car is needed
50 % Say kids play outside
38 % Say streets are well-lit
30 % Say it's walkable to grocery stores
29 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 5533 Greenleaf Dr

What is 5533 Greenleaf Dr estimated to be worth?
Trulia's estimated value for 5533 Greenleaf Dr in Madison, WI is $368,700.
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.
What do residents say about the Waunona neighborhood?
Residents describe the Waunona neighborhood in Madison, WI as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Waunona, Madison.
Does 5533 Greenleaf Dr have air conditioning?
Yes, 5533 Greenleaf Dr in Madison, WI has air conditioning.
How big is the lot at 5533 Greenleaf Dr?
The lot at 5533 Greenleaf Dr in Madison, WI is about 0.60 acres (26,152 sq ft).