Is Dudgeon-Monroe, Madison, WI dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Are yards well-kept in Dudgeon-Monroe, Madison, WI?

As of early 2026, 100% of users say yards are well-kept

Is Dudgeon-Monroe, Madison, WI walkable to grocery stores?

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

Is Dudgeon-Monroe, Madison, WI walkable to restaurants?

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

Is parking easy in Dudgeon-Monroe, Madison, WI?

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

Would people walk alone at night in Dudgeon-Monroe, Madison, WI?

As of early 2026, 100% of users say people would walk alone at night

Does Dudgeon-Monroe, Madison, WI have sidewalks?

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

Do kids play outside in Dudgeon-Monroe, Madison, WI?

As of early 2026, 100% of users say kids play outside

Are there community events in Dudgeon-Monroe, Madison, WI?

As of early 2026, 86% of users say there are community events

Are neighbors friendly in Dudgeon-Monroe, Madison, WI?

As of early 2026, 82% of users say neighbors are friendly

Is a car needed in Dudgeon-Monroe, Madison, WI?

As of early 2026, 75% of users say car is needed

Does Dudgeon-Monroe, Madison, WI show holiday spirit?

As of early 2026, 71% of users say there's holiday spirit

Is Dudgeon-Monroe, Madison, WI quiet?

As of early 2026, 67% of users say it's quiet

Do residents of Dudgeon-Monroe, Madison, WI plan to stay at least 5 years?

As of early 2026, 60% of users say they plan to stay for at least 5 years

Is there wildlife in Dudgeon-Monroe, Madison, WI?

As of early 2026, 50% of users say there's wildlife

Are the streets well-lit in Dudgeon-Monroe, Madison, WI?

As of early 2026, 50% of users say streets are well-lit

OFF MARKET

2906 Gregory St
Madison, WI 53711

Dudgeon-Monroe

4 Beds
3 Baths
2,565 sqft

$965,100

Trulia Estimate

as of Jul 20, 2026

$965,100

Trulia Estimate

as of Jul 20, 2026

4 Beds

3 Baths

2,565 sqft

Local Information

Map ViewExplore the area around 2906 Gregory St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

Prime Location! This beautifully updated home sits in front of the Southwest Commuter Trail, is near Edgewater Schools, Zoo, and a short drive to Camp Randall. Gleaming hdw floors flow throughout, complementing the main floor open-concept design. Entire house has been meticulously updated while still maintaining it's old world charm. Spacious living room features custom mantle and fireplace, connected sunroom is perfect for dining. Brand new kitchen boasts soft close cabinets and quartz countertops, with a huge island. All 3 baths include custom tile work and quartz counters. Upper includes 3 spacious beds, full bath, and finished walk up attic space. Finished lower level makes for a perfect primary suite or family room with guest bed/bath. Check docs for all the updates!

2906 Gregory St, Madison, WI 53711 is a 4 bedroom, 3 bathroom, 2,565 sqft single-family home in Dudgeon-Monroe, built in 1928. It last sold for $937,000 on Feb 28, 2025 (4% above the $899,900 asking price). It is currently off market. The Trulia Estimate is $965,100, with a rent estimate of $4,682/month.

Home Highlights

Parking

Garage

Outdoor

No Info

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

180+ days ago

Home Details for 2906 Gregory St

Interior Features
Interior Details Basement: 8'+ Ceiling,Finished,FullNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 2565 Square Feet
Appliances & Utilities Utilities: Cable AvailableLaundry: Main Level
Heating & Cooling Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa Number of Fireplaces: 1Fireplace: 1 fireplace, ElectricHas a Fireplace
Levels, Entrance, & Accessibility Stories: 2Levels: Two

Exterior Features
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 1Parking: 1 car,Detached,Garage Door Opener
Frontage Not on Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 1759 Square Feet

Property Information
Year Built Year Built: 1928
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: National Folk/Farm
Building Construction Materials: Vinyl Siding
Property Information Included in Sale: Stove/Oven, Refrigerator, Microwave, DishwasherParcel Number: 070928105050

Price & Status
Price List Price: $899,900

Active Status
MLS Status: Sold

Location
Direction & Address City: Madison
School Information Elementary School: ThoreauElementary School District: MadisonJr High / Middle School: Cherokee HeightsJr High / Middle School District: MadisonHigh School: WestHigh School District: Madison

Building
Building Area Building Area: 2565 Square Feet

Lot Information
Lot Area: 5227.2 sqft

Offer
Listing Terms: Arms Length

Miscellaneous
BasementMls Number: 1993021Attic: Walk-upAttribution Contact: Cell: 920-296-3013Above Grade Unfinished Area: 1759

Last check for updates: about 5 hours ago

Listed by Amy Hopfinger

EXP Realty, LLC

Bought with: Andrea Bolan, Relish Realty

Source: SCWMLS, MLS#1993021

Price History for 2906 Gregory St

Date	Price	Event	Source
02/28/2025	$937,000	Sold	SCWMLS #1993021
Recording Date 02/28/2025 County Transfer Tax N/A Total Transfer Tax N/A
02/10/2025	$899,900	Contingent	WIREX MLS #1993021

02/06/2025	$899,900	Listed For Sale	WIREX MLS #1993021

11/21/2023	$250,000	Sold	N/A
Recording Date 11/21/2023 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Madison

Last updated June 2026

Avg. sale price

$423K

$7.67KMoM

Sale-to-List Price

102.8%

1.0%MoM

Price per sq ft

$260

$10MoM

Available listings

704

43MoM

Skip to last item

Results are loading

Skip to first item

Property Tax and Assessment

Year	2024
Tax	$8,869
Assessment	$453,100

Home facts updated by county records

Comparable Sales for 2906 Gregory St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
714 Baltzell St, Madison, WI	0.10	Single-Family Home	$720,000	10/15/25	3	1.5	2,319
2529 Gregory St, Madison, WI	0.22	Single-Family Home	$750,000	05/05/26	4	1.5	2,127
3910 Birch Ave, Madison, WI	0.40	Single-Family Home	$825,000	10/03/25	4	3	2,181
3530 Wyota Ave, Madison, WI	0.36	Single-Family Home	$670,000	04/08/26	4	3	1,835
628 Sprague St, Madison, WI	0.20	Single-Family Home	$797,500	07/24/25	3	1.5	1,568
414 Virginia Ter, Madison, WI	0.50	Single-Family Home	$750,000	12/19/25	4	3	2,364
610 Leonard St, Madison, WI	0.50	Single-Family Home	$900,000	07/02/26	4	2.5	2,211
3112 Monroe St, Madison, WI	0.19	Single-Family Home	$804,000	07/28/25	4	2	1,722

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

OFF MARKET
Est. $692,300
3 bd
2 ba
1,328 sqft
610 Pickford St,
Madison, WI 53711
OFF MARKET
Est. $907,900
3 bd
2 ba
1,705 sqft
2804 Gregory St,
Madison, WI 53711
SOLD
OCT 15, 2025
$720,000
3 bd
1.5 ba
2,319 sqft
714 Baltzell St,
Madison, WI 53711
OFF MARKET
Est. $621,300
3 bd
1.5 ba
1,410 sqft
644 Crandall St,
Madison, WI 53711
OFF MARKET
Est. $1,002,800
4 bd
2.5 ba
3,082 sqft
639/643 Crandall St,
Madison, WI 53711
SOLD
DEC 1, 2025
$600,000
2 bd
1.5 ba
1,122 sqft
3116 Gregory St,
Madison, WI 53711
OFF MARKET
Est. $860,400
4 bd
1.5 ba
1,580 sqft
2605 Gregory St,
Madison, WI 53711
OFF MARKET
Est. $936,800
3 bd
2.5 ba
1,946 sqft
639 Knickerbocker St,
Madison, WI 53711
OFF MARKET
Est. $939,300
3 bd
2.5 ba
1,768 sqft
701 Gilmore St,
Madison, WI 53711
SOLD
MAR 2, 2026
$605,000
3 bd
1 ba
1,192 sqft
742 Baltzell St,
Madison, WI 53711
OFF MARKET
Est. $807,000
3 bd
2.5 ba
1,822 sqft
728 Chapman St,
Madison, WI 53711

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 2906 Gregory St.

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

Dudgeon-Monroe

6 Homes For You
Buy: $625k - $5m

See Local Highlights

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
Resident
3y ago
"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."
4
Flag
Waltergrote
Resident
5y ago
"Awesome neighborhood. Very walkable to great restaurants, parks, zoo, bike trail, arboretum, and Camp Randall. "
0
Flag
Pjcashman
Resident
6y ago
"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. "
2
Flag
Kira
13y ago
"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:) "
0
Flag
pmcichan
13y ago
"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!"
2
Flag