2416 Gregory St, Madison, WI 53711
Property image
Property image
OFF MARKET

2416 Gregory St
Madison, WI 53711

Dudgeon-Monroe
  • 3 Beds
  • 3 Baths
  • 2,164 sqft

$806,300

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $5,184/mo*

$806,300

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $5,184/mo*
3 Beds
3 Baths
2,164 sqft

Local Information

  • Map ViewExplore the area around 2416 Gregory St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1923
Living Area
2,164 sqft
Price/Sqft
$373
Parking
Open Parking

About this House

Dudgeon-Monroe Stunning Two Story is sitting pretty! Perched on an hill, with great natural light, solid updates & a fantastic locale, just a blk from the SW commuter path, Wingra Lake & Monroe St fare! Stunning foyer entry w/open staircase, maple hardwood floors, living w/WB fireplace, south facing sunroom, formal dining w/doors leading out to the deck and patio & spacious updated kitchen w/oak cabinetry, granite c-tops SS Appliances and eat-in nook. 1st floor laundry & bath. Spacious primary and 2nd bedroom offer additional rooms, great for home office use (primary is currently walk-in closet space). Walk up attic offers potential to expand and may offer views of Lake Wingra. LL rec room, bath & storage/work space. Landscaped yard perfect for relaxing & entertaining w/newer deck & patio.
2416 Gregory St, Madison, WI 53711 is a 3 bedroom, 3 bathroom, 2,164 sqft single-family home in Dudgeon-Monroe, built in 1923. It last sold for $790,000 on Jun 30, 2025 (5% above the $750,000 asking price). It is currently off market. The Trulia Estimate is $806,300, with a rent estimate of $3,234/month.

Home Details for 2416 Gregory St

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2164 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Washer, Dryer, Water Softener RentedDryerLaundry: Main LevelWasher
Heating & Cooling
Heating: RadiantHas HeatingHeating Fuel: Radiant
Fireplace & Spa
Number of Fireplaces: 1Fireplace: 1 fireplace, Wood BurningHas a Fireplace
Levels, Entrance, & Accessibility
Stories: 2Levels: Two

Exterior Features

Exterior Home Features
Patio / Porch: Deck, PatioOther Structures: StorageFoundation: Poured concrete foundatn
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking: No Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1827 Square Feet

Property Information

Year Built
Year Built: 1923
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Prairie/Craftsman
Building
Construction Materials: Wood Siding
Property Information
Not Included in Sale: Seller's personal property. Water Softener is rented, curtain and rod in dining roomIncluded in Sale: Range, Refrigerator, Dishwasher, Microwave, Washer/Dryer, 3 Window A/C unitsParcel Number: 070921419151

Price & Status

Price
List Price: $750,000
Status Change & Dates
Off Market Date: Thu May 01 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: MadisonCommunity: Dungeon-Monroe
School Information
Elementary School: Franklin/RandallElementary School District: MadisonJr High / Middle School: HamiltonJr High / Middle School District: MadisonHigh School: WestHigh School District: Madison

Building

Building Area
Building Area: 2164 Square Feet

Lot Information

Lot Area: 4791.6 sqft

Offer

Listing Terms: Arms Length

Miscellaneous

BasementMls Number: 1997912Attic: Walk-upAbove Grade Unfinished Area: 1827
Last check for updates: about 4 hours ago
Listed by Liz Lauer
Lauer Realty Group, Inc.
Bought with: Asher Masino, Lauer Realty Group, Inc.
Source: SCWMLS, MLS#1997912

Price History for 2416 Gregory St

DatePriceEventSource
06/30/2025$790,000Sold
N/A
05/06/2025$750,000PendingWIREX MLS #1997912
05/01/2025$750,000Listed For SaleWIREX MLS #1997912

Market trends in Madison

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$423K
$7.67K
MoM
Sale-to-List Price
102.8%
1.0%
MoM
Price per sq ft
$260
$10
MoM
Available listings
704
43
MoM
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Property Tax and Assessment

Year2024
Tax$13,736
Assessment$701,700
Home facts updated by county records

Comparable Sales for 2416 Gregory St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.08
Single-Family Home
$718,000
06/23/26
3
2
1,543
0.19
Single-Family Home
$900,000
07/13/26
4
2.5
2,211
0.22
Single-Family Home
$1,111,000
07/02/26
3
2.5
2,212
0.09
Single-Family Home
$750,000
05/05/26
4
1.5
2,127
0.28
Single-Family Home
$900,000
05/28/26
3
3
1,800
0.27
Single-Family Home
$750,000
12/19/25
4
3
2,364
0.15
Single-Family Home
$575,000
02/02/26
3
2
1,769
0.15
Single-Family Home
$525,000
11/07/25
3
1.5
1,800
0.35
Single-Family Home
$735,000
06/12/26
3
2.5
1,529

Nearby homes

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Assigned Schools

These are the assigned schools for 2416 Gregory St.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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!"

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Homes for sale near 2416 Gregory St

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Off Market Homes Near 2416 Gregory St

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Frequently asked questions about 2416 Gregory St

  • What is 2416 Gregory St estimated to be worth?
    Trulia's estimated value for 2416 Gregory St in Madison, WI is $806,300.
  • What is the price history for 2416 Gregory St?
    2416 Gregory St in Madison, WI last sold for $790,000 in June 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 $423K. That is up $7.67K from the prior month.
  • Does 2416 Gregory St have laundry facilities?
    Yes, 2416 Gregory St in Madison, WI has in-unit laundry.
  • How big is the lot at 2416 Gregory St?
    The lot at 2416 Gregory St in Madison, WI is about 0.11 acres (4,792 sq ft).