5529 Greenleaf Dr, Madison, WI 53713
Property image
Property image
OFF MARKET

$418,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,809 sqft (on 0.26 acres)

5529 Greenleaf Dr, Madison, WI 53713

Waunona
Est. Refi. Payment $2,766/mo*
Refinance Your Home
Currently Off Market - Sold Feb 18, 2025 for $400,000

Home Value

Trulia Estimate
$418K
Since last month
Increased$6K (+1.4%)
Since last year
Increased$14K (+3.4%)
Since last sale
Increased$19K (+4.8%)
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 +100% in the last 10 years
MonthEstimated value
2026
September 2026$419K
August 2026$418K
July 2026$413K
June 2026$416K
May 2026$420K
April 2026$424K
March 2026$419K
February 2026$418K
January 2026$410K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
5405 Greenleaf Dr, Madison, WI
0.10
Single-Family Home
$778,150
09/11/26
3
2.5
2,619
2407 Waunona Way, Madison, WI
0.55
Single-Family Home
$430,000
08/11/26
3
2
1,807
918 Moorland Rd, Madison, WI
0.80
Single-Family Home
$360,000
11/03/25
3
2
1,712
2202 Lake Point Dr, Madison, WI
0.64
Single-Family Home
$343,500
11/25/25
3
2
1,340
2501 Waunona Way, Madison, WI
0.50
Single-Family Home
$615,000
07/10/26
3
2
1,223
2706 Waunona Way, Madison, WI
0.30
Single-Family Home
$1,150,000
10/08/25
4
3
2,451
2710 Golden Gate Way, Madison, WI
0.77
Single-Family Home
$390,000
08/10/26
4
2
1,363
1905 Weber Dr, Madison, WI
0.80
Single-Family Home
$365,000
11/19/25
4
2
1,707
6 Arther Ct, Madison, WI
0.88
Single-Family Home
$392,000
09/17/25
3
2
1,552

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
14 Quinn Cir, Madison, WI 53713
0.07
$660,900
4
3
2,259
Off Market
5510 Greenleaf Dr, Madison, WI 53713
0.06
$722,200
4
3.5
3,143
Off Market
6 Quinn Cir, Madison, WI 53713
0.09
$563,300
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
0.08
$470,700
3
1
1,268
Off Market
5405 Greenleaf Dr, Madison, WI 53713
0.10
$778,150
3
2.5
2,619
Recently Sold
5526 Ethelwyn Rd, Madison, WI 53713
0.09
$445,300
4
3
2,099
Off Market
2913 Waunona Way, Madison, WI 53713
0.12
$575,600
3
2
1,908
Off Market
2917 Waunona Way, Madison, WI 53713
0.13
$520,300
3
2
2,568
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
$567,400
4
2
2,237
Off Market

Local Information

  • Map ViewExplore the area around 5529 Greenleaf Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1961
0.26 acre lot
1,809 sqft
$231/sqft
1 Car Garage

About this House

Fantastic home in the heart of Waunona! Located on a quiet street just a block away from Lake Monona, this impeccably maintained, Mid-Century home has had only two owners & is looking for its next! The main living area is expansive, boasts hardwood floors, loads of natural light & flows easily into the dining area, kitchen & great room (which has a cozy wood burning stove, vaulted ceilings & opens to the large, private, fenced yard, huge deck and hot tub). Super floor plan for both entertaining or retreating into your own space. A bonus is the retro vibe of the lower level rec room with fireplace! This gem is a quick walk to Esther Beach, and near walking/bike paths, downtown, bus lines, the Beltline, restaurants and shopping. Definitely a must see!
5529 Greenleaf Dr, Madison, WI 53713 is a 3 bedroom, 2 bathroom, 1,809 sqft single-family home in Waunona, built in 1961. It last sold for $400,000 on Feb 18, 2025 (4% above the $385,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $418,300, with a rent estimate of $2,666/month.
Last check for updates: about 14 hours ago
Listed by Sue Janowitsch
Restaino & Associates
Bought with: Karen Gray, Dwellhop Real Estate, LLC
Source: SCWMLS, MLS#1992035

Home Details for 5529 Greenleaf Dr

Active Status

MLS Status: Sold

Interior Features

Interior Details
Basement: Full,Full Size Windows/Exposed,Partially FinishedNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 1809 Square Feet
Appliances & Utilities
Utilities: Cable Available, Internet - CableAppliances: Washer, Dryer, Water Softener IncludedDryerWasher
Heating & Cooling
Heating: RadiantHas CoolingAir Conditioning: Wall Unit(s),Window Unit(s)Has HeatingHeating Fuel: Radiant
Fireplace & Spa
Number of Fireplaces: 1Fireplace: 1 fireplace, Free Standing, Wood BurningSpa: Indoor Hot tubHas a FireplaceHas a Spa
Levels, Entrance, & Accessibility
Stories: 2Levels: Two, Bi-level

Exterior Features

Exterior Home Features
Patio / Porch: DeckFencing: FencedFoundation: Other
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: 1 car,Access to Basement,Attached,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1529 Square Feet

Property Information

Year Built
Year Built: 1961
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Vinyl Siding
Property Information
Not Included in Sale: Personal property of SellersIncluded in Sale: stove, range, dishwasher, refrigerator, hot tub, all window coverings, water softener, washer, dryer, window acParcel Number: 071030208344

Price & Status

Price
List Price: $385,000
Status Change & Dates
Off Market Date: Tue Jan 21 2025

Media

Location

Direction & Address
City: MadisonCommunity: Waunona
School Information
Elementary School: Call School DistrictElementary School District: MadisonJr High / Middle School: SennettJr High / Middle School District: MadisonHigh School: LafolletteHigh School District: Madison

Building

Building Area
Building Area: 1809 Square Feet

Lot Information

Lot Area: 0.26 acres

Offer

Listing Terms: Arms Length

Miscellaneous

BasementMls Number: 1992035Attribution Contact: Pref: 608-513-9635Above Grade Unfinished Area: 1529

Price and Tax history

DateEventPrice
Feb 18, 2025
Source: N/A
Sold
$400,000
Jan 26, 2025
Source: WIREX MLS #1992035
Pending
$385,000
Jan 21, 2025
Source: WIREX MLS #1992035
Listed For Sale
$385,000
Oct 16, 2018
Source: Agent Provided
ListingRemoved
$254,900
Oct 1, 2018
Source: Agent Provided
PriceChange
$254,900
Price decreased by 4%

Market trends in Madison

Last updated August 2026
Buyer'sMarketSeller'sMarket
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

Neighborhood Overview

Waunona
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 5529 Greenleaf Dr

  • What is 5529 Greenleaf Dr estimated to be worth?
    Trulia's estimated value for 5529 Greenleaf Dr in Madison, WI is $418,300.
  • What is the price history for 5529 Greenleaf Dr?
    5529 Greenleaf Dr in Madison, WI last sold for $400,000 in February 2025.
  • 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 5529 Greenleaf Dr have air conditioning?
    Yes, 5529 Greenleaf Dr in Madison, WI has air conditioning.
  • Does 5529 Greenleaf Dr have laundry facilities?
    Yes, 5529 Greenleaf Dr in Madison, WI has in-unit laundry.

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