Nestled in the heart of 11th Street Historic District, this remarkable four-unit duplex offers a rare opportunity to own a piece of Dubuque’s architectural history in one of the city’s most beloved neighborhoods. Built in the 1880s and set along picturesque Chestnut Street beneath a canopy of mature trees, this property blends timeless historic charm with thoughtful modern updates. Perfectly positioned within walking distance to downtown Dubuque, residents enjoy easy access to the library, post office, seasonal farmers markets, local restaurants, coffee shops, and entertainment venues, while also being conveniently close to Loras College and the area’s major hospitals. Each of the four occupied units has been lovingly renovated by the current owner with careful attention to preserving the property’s original character. Look past personal items to see the quality of build underneath it all! Rich woodwork, exposed brick, vintage architectural details, and warm historic touches create an atmosphere rarely found in today’s investment properties. Recent improvements include a charming upper balcony overlooking Chestnut Street, updated electrical systems, roofing, flooring, appliances, paint, windows, and carpeting—providing peace of mind while maintaining the integrity of the home’s historic appeal. With strong occupancy history, exceptional walkability, and a prime location in one of Dubuque’s most desirable historic districts, this property presents outstanding potential for long-term rentals, owner-occupancy with supplemental income, or future vacation rental opportunities. A truly special investment opportunity where history, charm, and location come together in the center of one of Dubuque’s most vibrant neighborhoods.
For sale
Price cut: $10K (6/29)
$385,000
507/509 Chestnut St, Dubuque, IA 52001
6beds
4baths
4,480sqft
Quadruplex
Built in 1860
-- sqft lot
$363,400 Zestimate®
$86/sqft
$-- HOA
What's special
Rich woodworkVintage architectural detailsWarm historic touchesUpdated electrical systemsExposed brick
- 43 days |
- 329 |
- 20 |
Zillow last checked:
Listing updated:
Listed by:
Ann Williams 563-207-6770,
Ruhl & Ruhl Realtors
Source: East Central Iowa AOR as distributed by MLS GRID,MLS#: 154669
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 4
Heating
- Forced Air
Cooling
- Window Unit(s)
Appliances
- Included: Refrigerator, Range, Dishwasher, Washer, Dryer
Features
- Basement: Partial
Interior area
- Total interior livable area: 4,480 sqft
- Finished area above ground: 4,480
Property
Parking
- Parking features: Other
- Has uncovered spaces: Yes
- Details: On Street
Features
- Levels: Two
- Stories: 2
Lot
- Size: 4,398 Square Feet
- Dimensions: 69 x 63.75
Details
- Parcel number: 1024378020 1024378019
- Zoning: RES
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Quadruplex
Materials
- Brick
- Foundation: Rock
- Roof: Composition
Condition
- Year built: 1860
Community & HOA
Community
- Subdivision: LOT 1,2W 14'3" OF 786 & ALL OF 787 A MCDANIELS SUB
HOA
- Has HOA: Yes
- Amenities included: Smoke Detectors
Location
- Region: Dubuque
Financial & listing details
- Price per square foot: $86/sqft
- Annual tax amount: $2,978
- Date on market: 5/19/2026
- Cumulative days on market: 40 days
- Listing terms: Cash
- Tenant pays: Gas, Water, Electricity, Heat, Trash Collection
Estimated market value
$363,400
$345,000 - $382,000
$1,140/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/29/2026 | Price change | $385,000-2.5%$86/sqft |
Source: | ||
| 5/19/2026 | Listed for sale | $395,000$88/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: Historic Bluffs
Nearby schools
GreatSchools rating
- 1/10Lincoln Elementary SchoolGrades: PK-5Distance: 0.5 mi
- 5/10George Washington Middle SchoolGrades: 6-8Distance: 1 mi
- 4/10Dubuque Senior High SchoolGrades: 9-12Distance: 1 mi
Schools provided by the listing agent
- Elementary: Lincoln
- Middle: Washington Jr High
- High: Dubuque Senior
Source: East Central Iowa AOR as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Iowa
- Dubuque County
- Dubuque
- 52001
- Historic Bluffs
- 507/509 Chestnut St






