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Jackie Tabor
REALTOR®
(815) 520-6134
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209 S Prospect Street, Galena, IL 61036

$850,000
  • 209 S Prospect Street, Galena, IL 61036 Main Photo

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New to the Market Active
BEDS0 BATHS SQUARE FEET4,608 MLS#202604033
STATUSActive PROPERTY TYPEMulti Unit - Multiple SCHOOLGalena

Property Description

Rare opportunity to own one of Galena's most iconic historic properties, offering the perfect blend of owner occupancy, investment potential, and an exceedingly scarce City of Galena short-term rental license, all perched high atop prestigious Quality Hill with some of the most breathtaking panoramic views in town. Built by Asa Haile, a licensed riverboat captain and accomplished mason, this stately Federal-style brick duplex with elegant Greek Revival influences has remained in the same family since the 1970s, lovingly passed from one generation to the next, and now presents a once-in-a-generation opportunity for its next steward. Encompassing over 4,500 square feet between two beautifully maintained residences, the property offers exceptional flexibility with one side licensed and successfully operated as a highly coveted City of Galena short-term rental (licensed for four-person occupancy), while the adjoining residence is ideal for owner occupancy or long-term rental income. The licensed vacation rental features three bedrooms, three full baths, a nicely appointed kitchen, spacious dining area perfect for entertaining, inviting living room centered around a cozy wood stove, private paver patio, and expansive windows that perfectly frame the spectacular vistas beyond. The owner's residence offers an updated kitchen, generous living room overlooking the incredible scenery, dining area, three bedrooms, three baths, convenient upper-level laundry/mudroom, and private aggregate patio. Rich with character throughout, both residences showcase remarkable historic craftsmanship including gorgeous original woodwork, period built-ins, wide-plank wood flooring, handsome decorative fireplaces, soaring ceilings, oversized windows, and countless architectural details that celebrate the home's enduring heritage. While the home's rich history and architectural details are extraordinary, it is the expansive covered front porch that truly defines the experience of living here, offering a front-row seat to one of the most spectacular vistas in Galena. Whether enjoying a quiet morning coffee as the town awakens below, relaxing as the sun sets beyond Grant's Home and Horseshoe Mound, or taking in the twinkling lights of historic Main Street and the Park Avenue skyline after dusk, the ever-changing views create an unforgettable backdrop in every season. Few homes in Galena command a setting of this caliber, where sweeping panoramas stretch across the city's historic rooftops and church steeples to th

209 S Prospect Street | MLS# 202604033

This multi-family property located at 209 S Prospect Street, Galena, IL 61036 is currently listed for sale with an asking price of $850,000. S Prospect Street is located within the Galena school district. Search Galena real estate on jtabor.gogambino.com today.

Property Features

Property Type: Multi Unit - Multiple
Cooling: Window Unit
Heating: Baseboard, Electric, Hot Water/Steam, Natural Gas
Home Style: 2 Units
Roof Type: Shingle
Taxes: $9,230

Appliances

Dishwasher
Dryer
Microwave
Refrigerator
Stove/Cooktop
Sump Pump
Oven
Washer

Feature Descriptions

Days on Site: 3
Exterior: Brick/Stone
General Features: Laundry in Unit, Patio, Patio-Brick Paver, Porch Covered
Separate Utilities: Yes
Sewer: City
Water: City

Local Schools

School District: Galena

Listed By / Shown By

Listed By

Agency Name: COLDWELL BANKER NETWORK REALTY

Shown By

Agent Name: Jackie Tabor
Agent Phone: (815) 520-6134
Agency Title: Gambino Realtors

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Estimated Payment

$ 4,878.05 per month $3,860.97 Principal & Interest $769.17 Property Tax $247.92 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/08/2026. The listing information on this page last changed on 07/08/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 07/08/2026 12:00:22 AM EST) or MRED MLS (last updated Tue 07/07/2026 11:58:11 PM EST) or Rockford Board of Realtors (NWIAR) (last updated Tue 07/07/2026 10:15:55 PM EST) or Northern Illinois Commercial Association Realtors (last updated Tue 07/07/2026 2:10:06 PM EST). Real estate listings held by brokerage firms other than Gambino Realtors may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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