2529 Gregory St

Madison, WI 53711

$750,000
Price
4
Beds
2,127 Sq. Ft.
$353 / Sq. Ft.
2,127
Sq. Ft.
$353
per Sq. Ft.
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Listed By CompassOpen: 4/5 11:00AM - 01:00PM
Listed By CompassOpen: 4/5 11:00AM - 01:00PM

Description

Classic 4-bedroom Colonial in the heart of Dudgeon-Monroe, The main level offers a bright, inviting dining space and a beautifully remodeled kitchen (TDS, 2013) featuring stainless appliances, heated Marmoleum floors, solid surface countertops, and custom Woodhaven cabinetry. A warm, welcoming living room with wood-burning fireplace and hardwood floors throughout completes the space, along with a convenient half bath. Upstairs, you’ll find four bedrooms with refurbished hardwood floors and a full...Classic 4-bedroom Colonial in the heart of Dudgeon-Monroe, The main level offers a bright, inviting dining space and a beautifully remodeled kitchen (TDS, 2013) featuring stainless appliances, heated Marmoleum floors, solid surface countertops, and custom Woodhaven cabinetry. A warm, welcoming living room with wood-burning fireplace and hardwood floors throughout completes the space, along with a convenient half bath. Upstairs, you’ll find four bedrooms with refurbished hardwood floors and a full bath, one bedroom opens to a spacious composite deck, perfect for morning coffee or evening unwinding. The finished lower level adds flexible living space for work or play. Ideally located near Lake Wingra, the Southwest Commuter Path, and the vibrant shops, cafés, and parks along Monroe Street.

Listing Agent

  1. Carlos Alvarado

    Carlos Alvarado

    Listing Agent

    Compass

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Property Details for 2529 Gregory Street

Architecture
Colonial
Zoning
TR-C3

Open Houses

Sunday, Apr 5th11:00 AM - 1:00 PM
PublicView contact
LISTING UPDATED: 04/03/2026 01:01 PM

Property Details for 2529 Gregory Street

StatusActive
MLS #2019753
Days on Market2
Taxes$13,579 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family / 2 story
Year Built1933
Lot Size0.08 AC / 3,484 SF
CountyDane County
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Location

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Building Information for 2529 Gregory Street

Stories-Year Built1933Building Size-Lot Size0.08 AC / 3,484 SF

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$4,908 per month

30 year fixed, 6.46% Interest

Principal and Interest

$3,777

Property Taxes

$1,132

HOA Dues

$0

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Property Information for 2529 Gregory Street

Summary
Location and General Information
  • C/T/V: City
  • County: Dane
  • County Qtr Section: West Metro Madison
  • Directions: Monroe St to Sprague St then Gregory St.
  • Location: MADISON - C W12
  • Mailing City: Madison
  • Municipality: Madison
  • State: WI
  • Zip: 53711
Parking
  • Driveway: Paved
  • Garage: None
  • Total Full Garage Stalls: 0
School Information
  • Elementary: Franklin/Randall
  • High School: West
  • Middle School: Hamilton
  • School District: Madison
Taxes and HOA Information
  • Net Taxes: $13,579.00
  • Parcel ID: 070928104193
  • Tax Year: 2025
Property
Property and Assessments
  • Class: Single Family
  • Improvements: 605000
  • Land Assess: $142,400.00
  • Total Assess: $747,400.00
  • Total Assess Year: 2025
  • Type: 2 story
  • Year Built: 1933
Lot Information
  • Acres Source: Assessor
  • Estimated Total Acres: 0.08
  • Farm: No
  • Finished Above Grade SqFt: 1753
  • Finished Part/All Below Grd SF: 374
  • Finished SqFt: 2127
  • Lot Description: Wooded, Close to busline, Sidewalk
  • Year Built Source: Assessor
Utilities
  • Fuel: Natural gas
  • Water/Waste: Municipal water, Municipal sewer
Interior and Exterior Features
Exterior Features
  • Exterior: Vinyl, Aluminum/Steel, Brick
  • Exterior Features: Deck, Fenced Yard
  • Fireplace: Wood, 1 fireplace
Interior Features
  • Items Included: Range/oven, refrigerator, dishwasher, disposal, water softener, washer and dryer
  • Items Excluded: Seller's personal property
  • Basement: Full, Walkout to yard, Finished, Sump pump, Poured concrete foundatn
  • Heating/Cooling: Radiant, None, In Floor Radiant Heat, Window AC
  • Interior Features: Wood or sim. wood floor, Washer, Dryer, Water softener inc, At Least 1 tub, Internet - Cable, Smart thermostat, Other smart features
Room Information
Bathrooms
  • Full Baths Upper: 1
  • 1/2 Baths Upper: 0
  • Full Baths Main: 0
  • Full Baths Total: 1
  • 1/2 Baths Main: 1
  • 1/2 Baths Total: 1
  • Full Baths Lower: 0
  • 1/2 Baths Lower: 0
  • Total Baths: 1.50
Bedrooms
  • Primary BedRoom Lvl: U
  • Bedroom 2 Level: U
  • Bedroom 3 Level: U
  • Bedroom 4 Level: U
  • Bedrooms: 4
  • Above Grade Bedroom Count: 4
  • Primary Bed Dimensions: 13x12
  • Bedroom 2 Dimensions: 11x10
  • Bedroom 3 Dimensions: 10x10
  • Bedroom 4 Dimensions: 11x11
  • Primary Bed Bath: None
Dining Room
  • Dining Area Dimensions: 19x12
  • Dining Area Level: M
Family Room
  • Family Room Dimensions: 18x19
  • Family Room Level: L
Kitchen
  • Kitchen Dimensions: 13x10
  • Kitchen Features: Range/Oven, Refrigerator, Dishwasher, Disposal
  • Kitchen Level: M
Laundry
  • Laundry Level: L
Living Room
  • Living/Great Dimensions: 23x12
  • Living/Great Room Level: M

Property History for 2529 Gregory Street

DateEvent & SourcePriceAppreciation
Apr 2, 2026

Listed (Active)

SCWMLS #2019753

$750,000—
Mar 13, 2026

Off Market

SCWMLS #2017210

—
Mar 4, 2026

Off Market

SCWMLS #2017210

—
Mar 4, 2026

Listed (Active)

SCWMLS #2017210

$775,000—
DateEvent & SourcePrice
04/02/2026

Listed (Active)

SCWMLS #2019753

$750,000
03/13/2026

Off Market

SCWMLS #2017210

—
03/04/2026

Off Market

SCWMLS #2017210

—
03/04/2026

Listed (Active)

SCWMLS #2017210

$775,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 2529 Gregory Street

Taxable ValueLand$142,400Additions$530,900Total$673,300
Tax Record2024$11,567 ($964 / month)
Home Facts
Beds4Baths1.5Total Finished SqFt2,501 SqFtAbove Grade Finished SqFt2,127 SqFtFinished Basement SqFt374 SqFtStories2Lot Size3,528 SqFtStyleSingle Family ResidenceYear Built1933Year Renovated1974ZoningTR-C3CountyDANEAPN0709-281-0419-3Fireplace TypeHas Fireplace

Schools near 2529 Gregory Street

This home is within Madison Metropolitan School District.
Rating
School
Type
Grades
Distance
Randall Elementary School
Public - 3 to 5
Hamilton Middle School
Public - 6 to 8
West High School
Public - 9 to 12
James Wright Middle School
Public - 6 to 8
Rating
School
Distance
Randall Elementary School
Public3 to 5

Hamilton Middle School
Public6 to 8

West High School
Public9 to 12

James Wright Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 2529 Gregory Street, Madison, WI 53711

2529 Gregory Street is a single family home for sale in Madison, WI 53711. This property was listed for sale on April 2, 2026 by Compass, it's currently listed at $750,000. This listing's school district is Madison Metropolitan School District. Nearby schools include Randall Elementary School, Hamilton Middle School and West High School. 2529 Gregory Street is a 4-bed, 2-bath, 2,127 sqft single family home built in 1933.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Based on information from one of the following Multiple Listing Services: Metro Multiple Listing Service (Metro MLS), REALTORS Association of Northeast Wisconsin. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Metro Multiple Listing Service (Metro MLS), REALTORS Association of Northeast Wisconsin is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Data last updated on 04/03/2026 01:01 PM Listing presented by Compass RE WI-Tosa. Information is supplied by seller and other third parties and has not been verified. Copyright 2026 – WiREx. – All Rights Reserved