2909 Gregory St, Madison, WI 53711
Property image
Property image
OFF MARKET

$747,200

Trulia Estimate
as of Sep 5, 2026
  • 3 Beds
  • 1 Bath
  • 1,326 sqft

2909 Gregory St, Madison, WI 53711

Dudgeon-Monroe

Home Highlights

Single-Family Home
1,326 sqft
$563/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 2909 Gregory St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

This is a charming 3 bedroom 1 bathroom house with in the highly desirable Dudgeon-Monroe neighborhood
- attached garage
- outdoor fenced yard with a large deck
- walking distance to Trade Joes, Shopping/Restaurants, Edgewood College, and Wingra School
- easy access to the bike path

A great abode for a small family with children and pets. Ideal for residents/fellows/post-docs/PhD students at UW-Madison.

Renter responsible for utilities including heating, electricity, water, sewer, pest control. Renter also responsible for snow removal and mowing the lawn.
2909 Gregory St, Madison, WI 53711 is a 3 bedroom, 1 bathroom, 1,326 sqft single-family home in Dudgeon-Monroe. It last sold for $515,000 on Apr 1, 2021 (19,708% above the $2,600 asking price). More recently, it was listed as a rental in March 2026 with an asking price of $2,600 per month. That rental listing was removed on April 1, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $747,200, with a rent estimate of $3,202/month.

Home Details for 2909 Gregory St

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Attached, On Site

Comparable Sales for 2909 Gregory St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.13
Single-Family Home
$605,000
03/02/26
3
1
1,192 sqft
0.20
Single-Family Home
$410,000
06/04/26
2
1
830 sqft
0.09
Single-Family Home
$840,000
06/03/26
3
2
1,817 sqft
0.08
Single-Family Home
$720,000
10/15/25
3
1.5
2,319 sqft
0.13
Single-Family Home
$600,000
12/01/25
2
1.5
1,122 sqft
0.24
Single-Family Home
$550,000
10/02/25
4
2
1,405 sqft
0.35
Single-Family Home
$415,000
09/18/25
2
1
1,175 sqft
0.40
Single-Family Home
$380,000
05/01/26
3
1
952 sqft
0.42
Single-Family Home
$450,000
04/14/26
2
1
1,238 sqft
0.24
Single-Family Home
$638,000
05/28/26
2
2
1,364 sqft

Nearby homes

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Rental Market Trends in Dudgeon-Monroe

Last updated Sep 2026
Trulia Rent Estimate$3,202/mo
Average rent
$2.3K
$202
MoM
Available listings
4
View rental market trends in Madison, WI

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Dudgeon-Monroe

At least 2 Trulia users voted on each feature.
  • 100 % Say it's dog friendly

  • 100 % Say yards are well-kept

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's walkable to restaurants

  • 100 % Say parking is easy

  • 100 % Say people would walk alone at night

  • 100 % Say there are sidewalks

  • 100 % Say kids play outside

  • 86 % Say there are community events

  • 82 % Say neighbors are friendly

  • 75 % Say car is needed

  • 71 % Say there's holiday spirit

  • 67 % Say it's quiet

  • 60 % Say they plan to stay for at least 5 years

  • 50 % Say there's wildlife

  • 50 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Some people have dogs off leash and insist their dog is friendly even when you ask them to not approach. Not everyone respects what you ask for your dogs needs."
  • Waltergrote
    "Awesome neighborhood. Very walkable to great restaurants, parks, zoo, bike trail, arboretum, and Camp Randall. "
  • Pjcashman
    "Great family neighbourhood. Fantastic location. Close to fine restaurants and nice shops. Enjoyed living there for a number of years. Highly recommended. Very safe. Trader Joes is a big plus. "
  • Kira
    "Lovely serene and safe. Great for families, kids, dogs and folks who want peace and quiet while still being in the city mix. Very natural zen setting with cool low key neighbors. Who could ask for more?! Wish we still lived there but since we cannot, hopefully you will get to:) "
  • pmcichan
    "A very friendly and active neighborhood with a number of excellent restaurants. Easy access to campus, downtown and the beltline. A little oasis in the middle of Madison!"

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Apr 1, 2026
Source: Zillow Rentals
ListingRemoved
$2,600
Mar 20, 2026
Source: Zillow Rentals
Listed For Rent
$2,600
Apr 1, 2021
Source: N/A
Sold
$515,000
Dec 30, 2014
Source: N/A
Sold
$399,114
Sep 25, 2006
Source: N/A
Sold
$315,000

Frequently asked questions about 2909 Gregory St

  • What is 2909 Gregory St estimated to be worth?
    Trulia's estimated value for 2909 Gregory St in Madison, WI is $747,200.
  • What is the price history for 2909 Gregory St?
    2909 Gregory St in Madison, WI last sold for $515,000 in April 2021.
  • 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 2909 Gregory St have air conditioning?
    Yes, 2909 Gregory St in Madison, WI has air conditioning.
  • Does 2909 Gregory St have laundry facilities?
    Yes, 2909 Gregory St in Madison, WI has in-unit laundry.

Homes for rent near 2909 Gregory St

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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