Date
Details
Price
Change
Source
3/04/2026
Listed
$775,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/20
$775,000 Just Listed
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1/20
Property Description
4-bed, 1.5-bath Colonial in the desirable Dudgeon-Monroe neighborhood. The main level features a light-filled dining room and a 2013 TDS-remodeled kitchen with stainless steel appliances, heated Marmoleum floors, Solid countertops, and Woodhaven custom cabinetry. Cozy living room with wood-burning fireplace and hardwood floors throughout and a half bathroom. Second floor offers four bedrooms and a full bath, with one bedroom opening to a 20? x 8? composite deck. Finished lower level provides additional flexible living space. Prime location near Lake Wingra, Southwest bike path and Monroe Street shops, cafs, and parks.
Full Property Details
Full Property Details for 2529 Gregory St
General
- Price: $775,000
- Taxes: $13,579 (2025)
- Status: Active
- Type: Single Family
- Source: Wirex_South_Central_Wisconsin_MLS_Corporation_SCW
- MLS ID: 2017210
- Updated: 3/4/2026
- Added to Site: 3 day(s) ago
Interior
- Interior Features: Water Softener, High-Speed Internet, Some Smart Home Features
- Appliances: Range/Oven, Refrigerator, Dishwasher, Disposal, Window Air Conditioning, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 1
- Half Bathrooms: 1
- Bathroom: At least 1 Tub, No Master Bedroom Bath
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: 13 x 12, Upper
- Bedroom 2: 11 x 10, Upper
- Bedroom 3: 10 x 10, Upper
- Bedroom 4: 11 x 11, Upper
Other Rooms
- Living Room: 23 x 12, Main
- Family Room: 18 x 19, Lower
- Kitchen: 13 x 10, Main
Exterior
- Exterior Features: Deck
Parking
- Garage Description: None
Location
- Municipality: Madison
- County: Dane
- Driving Directions: Monroe St to Sprague St then Gregory St.
School Information
- School District: Madison
- Elementary School: Franklin/Randall
- Middle School: Hamilton
- High School: West
Heating & Cooling
- Heating Fuel: Natural Gas
- Heating/Cooling: Radiant, None, In-Floor
Utilities
- Water/Sewer: Municipal Water, Municipal Sewer
Structural Information
- Architectural Style: Colonial
- Description/Design: 2 Stories
- Exterior Const.: Vinyl, Aluminum/Steel, Brick
- Basement Desc.: Full, Finished, Sump Pump, Poured Concrete
- Square Feet: 2,127
- Square Feet Range: 2001 to 2500
- Sq. Ft. Source: Assessor/Public Record
- Year Built: 1933
Lot Features
- Lot Size Source: Assessor/Public Record
- Zoning: TR-C3
- Lot Description: Wooded, Sidewalks
Financial Considerations
- Tax Amount: $13,579
- Tax Year: 2025
Disclosures and Reports
- Exclusions: Seller's personal property
- Inclusions: Range/oven, refrigerator, dishwasher, disposal, water softener, washer and dryer
Listed by Compass Real Estate Wisconsin
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— 2529 Gregory St —
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Schools
Schools serving 2529 Gregory St
School District:Madison Metropolitan School District
| Name | Grades | Distance |
|---|---|---|
Randall Elementary School 1802 Regent Street, Madison, WI 53726 | 3-5 | 0.9 mi |
Franklin Elementary School, Madison, WI 305 West Lakeside Street, Madison, WI 53715 | PK-2 | 2.1 mi |
Hamilton Middle School, Madison, WI 4801 Waukesha Street, Madison, WI 53705 | 6-8 | 1.5 mi |
West High School, Madison, WI 30 Ash Street, Madison, WI 53726 | 9-12 | 0.7 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 2529 Gregory St
Tax History
Tax History for 2529 Gregory St
Year
Property Taxes
Change
Tax Assessment
Change
2024
$11,567
7%
$673,300
10%
2022
$10,765
4%
$612,100
9%
2021
$10,390
1%
$561,600
12%
2021
$10,256
—
$501,400
7%
2020
$10,256
5%
$468,600
5%
2019
$9,769
—
$446,300
—
2018
$9,785
6%
$446,300
10%
2017
$9,248
4%
$405,700
7%
2016
$8,860
3%
$379,200
4%
2015
$8,623
1%
$364,600
4%
2014
$8,520
9%
$351,700
9%
2013
$7,835
—
$323,200
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 2529 Gregory St
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- Single Family
- Active
- Updated 5 days ago
- 4Beds
- 2Total Baths
- 1,785Sq. Ft.
- Single Family
- Active
- 4Beds
- 2Total Baths
- 1,669Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,948Sq. Ft.
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- Single Family
- Active
- Updated 19 hours ago
- 4Beds
- 4Total Baths
- 3,207Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 1Total Bath
- 1,092Sq. Ft.
- Single Family
- Active
- Updated 5 hours ago
- 3Beds
- 3Total Baths
- 1,831Sq. Ft.
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- Single Family
- Active
- Updated 1 day ago
- 5Beds
- 4Total Baths
- 4,677Sq. Ft.
- Condo
- Active
- Updated 2 days ago
- 2Beds
- 3Total Baths
- 1,851Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 2,126Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 5Beds
- 4Total Baths
- 3,650Sq. Ft.
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2529 Gregory Street, Madison, WI 53711 (MLS# 2017210) is a Single Family property with 4 bedrooms, 1 full bathroom and 1 partial bathroom. 2529 Gregory Street is currently listed for $775,000 and was received on March 04, 2026. Want to learn more about 2529 Gregory Street? Do you have questions about finding other Single Family real estate for sale in Madison? You can browse all Madison real estate or contact a Coldwell Banker agent to request more information.