Galena Homes under $500,000

Welcome to Galena, Illinois, a charming city nestled in the picturesque hills of Jo Daviess County. Known for its rich history and stunning architecture, Galena offers a unique blend of small-town charm and modern amenities. With its cobblestone streets, vibrant downtown filled with boutique shops, and a thriving arts scene, this city is a hidden gem that captures the hearts of residents and visitors alike.

Galena is not just a feast for the eyes; it also boasts a wealth of outdoor activities. Surrounded by rolling hills and the scenic Galena River, residents enjoy hiking, biking, and kayaking, making it an ideal location for nature enthusiasts. The city’s historic sites, including the home of Ulysses S. Grant, provide a glimpse into the past, while the annual festivals and events foster a strong sense of community.

For those looking to call Galena home, the real estate market offers an array of charming properties priced under $500,000. Whether you’re seeking a cozy cottage with a view, a modern home with all the latest amenities, or a historic residence brimming with character, Galena has something for everyone. These homes not only provide comfort and style but also the opportunity to embrace the vibrant lifestyle this city has to offer.

With its friendly atmosphere, stunning landscapes, and affordable housing options, Galena is a perfect place to settle down and create lasting memories. Come explore this enchanting city and discover your dream home in the heart of Illinois!

Newest Galena Homes under $500,000

$172,000

1 Beds ⋅ 2 Baths ⋅ 12767604 MLS ⋅ NEW Status

Enjoy the perfect blend of comfort, convenience, and investment potential in this fully furnished 1-bedroom, 2-bath condo! Located in a desirable community, this property offers a rare amenity-its own community pool, a feature few communities can offer. Recent updates include a brand-new roof and skylights. Complete with an active rental license, this condo is ready for your personal enjoyment or rental income opportunity. Whether you're looking for a vacation getaway, an investment property, or a place to call your own, this is an opportunity you won't want to miss!

111 Walnut Hill Drive Unit #111, Galena

$349,500

3 Beds ⋅ 3 Baths ⋅ 12767592 MLS ⋅ NEW Status

Home for Sale, Galena, IL 61036. Contemporary home for sale at 4 Oxbow Path, The Galena Territory, Galena, IL 61036. This home offers three bedrooms (one on the main level and two upstairs), two and a half bathrooms, a foyer entryway, and a galley-style kitchen. There are several windows in the dining room bringing in an abundance of natural light. The spacious great room has a cathedral ceiling, which offers one of two gas fireplaces. There is a patio door that leads to the low-maintenance deck and a detached screen porch area. This property is a combination of two parcels 1.2 acres, addresses 4 & 6 Oxbow Path, is partially wooded, situated on a quiet cul-de-sac. This home is being sold partially furnished, with some exclusions, on a separate bill of sale. Property is being sold AS-IS. Room dimensions are approximates; HOA, Transfer, and C/R apply. Aerial views are estimated boundary lines and not a survey.

4 Oxbow Path, Galena

$415,000

4 Beds ⋅ 3 Baths ⋅ 12748171 MLS ⋅ ACTIVE Status

Historic Brick home for sale, Galena, IL 61036. Brick home for sale at 107 N. Prospect Street, Galena, IL 61036. Beautiful historic brick home dating back to 1855, perched on Quality Hill, offers historic charm combined with tasteful updates throughout. This home overlooks North Bench Street and is located just two blocks from Historic Main Street, Downtown Galena. This spacious home offers four bedrooms and two-and-a-half baths, a formal dining room and lower dinette, kitchen and office/study, large laundry room with tons of storage cabinets, a main-level living room with a gas fireplace, and two covered porches/decks. The main level boasts beautiful hardwood floors. The garage, which was once a coach house and is now used as a workshop, off-street parking, an inviting patio area off the kitchen, and a fully fenced-in yard. There are furnaces on each level, which makes it efficient to set the temperature on each floor. Relax on either the main level or upper-level decks/porches and take in the liveliness of Galena, the fireworks, or the panoramic scenes of the countryside from miles away. A new roof (total tear-off) was installed on September 21, 2026. Recent improvements: TimberTech flooring on both decks/porches in 2025 & 2026, New water heater in 2025, gutters installed in 2022, new 200 AMP electrical service in the home, 100AMP in workshop/garage, 2021 garage roof replacement, quartz countertops installed in kitchen and laundry room in 2025 &2026, complete remodel of lower bathroom in 2026, and laundry room painted in 2026. There is a fenced-in yard. This home is a must-see! Survey provided, and a recorded easement for a tiny portion of the garage corner. There is a list of items that are staying with the home that are included in the purchase, on a separate bill of sale. Aerial views are estimated boundary lines; room dimensions are approximates; buyer to verify room measurements if important to them.

107 N Prospect Street, Galena

$389,900

3 Beds ⋅ 4 Baths ⋅ 12743523 MLS ⋅ ACTIVE Status

Perched on a secluded 1.14-acre wooded lot in the rolling hills of The Galena Territory, this home offers the perfect combination of privacy, space, and four-season recreation. Step inside to an inviting open-concept kitchen, dining and living area designed for gathering, along with an enclosed sun/game room and open deck overlooking the peaceful wooded surroundings. The home offers generous entertaining space and three bedrooms, each with its own en-suite bathroom, providing comfortable accommodations for family, friends, or guests. Ownership in The Galena Territory Association opens the door to an impressive collection of amenities, including the Owner's Club with indoor and outdoor pools, fitness facility, outdoor tennis, pickleball, multi-sport gym, and game room. Lake Galena and the Marina Complex, Shenandoah Riding Center, 24-mile trail system, and abundant green space provide year-round opportunities to enjoy the outdoors, while 24/7 security patrol adds peace of mind. All of this is just a short drive from restaurants, historic Galena, and Eagle Ridge Golf Resort & Spa, featuring four golf courses with a total of 63 holes of championship golf, as well as the 12,000-square-foot Stonedrift Spa. Whether you're looking for a private getaway, a place to gather with family and friends, or an investment with rental potential, this property offers an exceptional opportunity to experience all that The Galena Territory has to offer. This is a must-see! For showings, use ShowingTime or call/text agent.

5 Sundance Trail, Galena

$184,000

2 Beds ⋅ 2 Baths ⋅ 12740850 MLS ⋅ ACTIVE Status

Home for sale, Galena, IL 61036. Historic Home for sale at 228 Poplar Avenue, Galena, IL 61036. This two-bedroom, two-bathroom miner's cottage offers a newly painted interior, freshly varnished wood floors, and painted decking, all completed in July-Aug. 2026. Seller isoffering $1500 towards a carpet allowance for upstairs, so the buyer can install their own style/taste after they purchase the home. Laundry is located on the main level. Both of the bathrooms are tastefully updated. There is a driveway for off-street parking, along with a fenced-in yard in the rear of the home. The wooded deck leads off the kitchen area for additional outdoor living space. Seller is offering the new buyer a 14-month coverage Home Warranty Core Plan. The home is located on a quiet dead-end street, with a convenient location to shopping, dining, historic Main Street Galena, grocery stores, and the hospital. Dimensions are approximates and the aerial view shows estimated boundary lines, not a survey. Property being sold AS-IS.

228 Poplar Avenue, Galena

$179,500

2 Beds ⋅ 1 Baths ⋅ 12729075 MLS ⋅ PRICE CHANGE Status

Home for sale, Galena, IL 61036. Townhouse for sale at 11 Settler Lane, Galena, IL 61036. Two-bedroom detached townhouse located in The Galena Territory, Galena, IL, offering an open floor plan design. Entering the front door, you will walk into the living room, which features a wood-burning fireplace, a guest bedroom on the main level left of the door, and passing by the living room is the dining area and kitchen area. Off the kitchen is a back door leading you to the low-maintenance deck, for additional living space and enjoyment. Upstairs is the master bedroom, full bathroom, and laundry area. The landscaping is taken care of by the HOA, and in the wintertime, the snow removal. Home is currently used as a full-time residence but would be a great part-time or vacation home. Home was formerly on theshort-term rental program, but the owner did not want to keep the license active. New buyer would need to speak with Jo Daviess County to apply for a guest accommodation license if you chose that route. Home is being sold mostly, with some exclusions, on a separate bill of sale. (SEE Personal Property Agreement) Property is being sold AS-IS. Seller has never used the wood-burning fireplace. Dimensions are approximates. HOAS, transfer fee and C/R applies.

11 Settler Lane, Galena

$489,000

3 Beds ⋅ 3 Baths ⋅ 12695278 MLS ⋅ ACTIVE Status

Exceptional 4-bedroom,2 and a half-bath ranch home located in Galena's desirable East Galena neighborhood, just minutes from parks, downtown, and historic landmarks. This thoughtfully updated home combines quality craftsmanship, modern finishes, and an outstanding location. The exterior features a maintenance-free all brick home with aluminum soffits and fascia, Andersen aluminum-clad Thermopane windows, all newly re-screened aluminum screens, a durable molded brick foundation, a newer roof (approximately 6 years old), and a spacious concrete patio overlooking a dramatic 30-foot limestone wall. Situated on a corner lot, the property also offers a 200-amp electrical service, water softener, all-copper plumbing, and an 80-gallon water heater. Inside, you'll find brand-new 3-1/4-inch tongue and groove oak flooring throughout the main level. extending through the living room, kitchen, hallways, and bedrooms. Fresh paint, Decora switches and outlets with dimmers, new recessed lighting, brushed nickel hardware, New brushed nickel lever door handles and hinges, and 2-inch plantation blinds complete the home's polished appearance. The brand-new kitchen features custom soft-close cabinetry with plywood box construction and dovetail construction drawers, 42-inch upper cabinets, motion-sensor under-cabinet lighting, toe-kick lighting, Gray Nuevo granite countertops, subway tile backsplash, brushed nickel hardware, new disposal, full new suite of stainless-steel appliances including side-by-side refrigerator. The new powder room is finished with large-format 12x24 porcelain tile, Kohler toilet, new vanity with dovetail soft-close drawers, Gray Nuevo granite countertop, undermount porcelain sink, Kohler brushed nickel fixtures, toe-kick lighting, and exhaust fan with timer. The spacious primary suite offers a custom closet organizer and a luxurious bath featuring heated floors, an oversized Pearl jetted tub, separate walk-in shower, new vanity, Gray Nuevo granite countertop, white ceramic backsplash, recessed medicine cabinet, new lighting, full-size stacked washer and dryer, and an exhaust fan with timer. The finished lower level expands the living space with 8-foot ceilings, new carpeting, recessed lighting, wet bar with granite countertops and stainless-steel sink, subway tile backsplash, pendant lighting, and a full bath featuring a glass-enclosed shower with subway tile surround and niche, porcelain tile flooring, and new vanity. An additional bedroom provides flexible space for guests, hobbies, or a home office. Car enthusiasts and hobbyists will appreciate the impressive 616-square-foot oversized garage, featuring 10-foot ceilings, 24 recessed lights with dimmers, a new polyaspartic epoxy floor, water spigot, floor drain, and an extra-deep 28-foot design. The location is equally impressive. Enjoy views of the historic Ulysses S. Grant Home from the living room and three bedrooms. You'll be just: 2 blocks from Grant Park, 3 blocks from Depot Park, 3 blocks from the Galena River, 4 blocks from Downtown Galena's Main Street, 1/4 mile from the Galena Dog Park, 1.2 miles from Gateway Park, 1.3 walking miles from Galena Recreation Park and Pool, 4.3 mile / 8 minute drive to Midwest Medical Center, 9.2 miles from Chestnut Mountain Ski Resort. This move-in-ready home offers quality finishes, flexible living space, a remarkable garage, and one of Galena's most desirable in-town locations.

402 Boggess Street, Galena

$349,500

4 Beds ⋅ 2 Baths ⋅ 12695901 MLS ⋅ ACTIVE Status

Don't miss this Great investment opportunity. This beautiful country resort home located in the very quiet area and the heart of desirable Eagle Ridge Resort could be used for primary residence or investment purposes. This home has been well maintained and updated by the owners within many years. Enjoy the peace and quiet from the deck. This lovely home features a welcoming open floor plan for entertaining, hard wood and tile floors throughout, 4 bedrooms and 2 full bathrooms, plenty of windows to add natural light. Resent updates includes new roof, new siding, new deck, new water heater, freshly painted. The kitchen has plenty of counter prep space. The main floor features cathedral ceilings and an open concept for wonderful family gatherings and entertaining. The walkout lower level has bedroom/bathroom suite, ceramic floors and a spacious family room with walkout to deck, mechanical room and storage. All nicely kept with low maintenance landscaping. The property has plenty of outdoor space for relaxing and activities with family & friends. Desirable location. Home is being sold unfurnished, however all furnishings are negotiable. Outdoor tennis, pool, multi-sport gym and game room. Lake Galena and the Marina Complex. 24-mile Trail and Greenspace over 1,900 acres of year-round outdoor recreation. Close to the restaurants, championship golf, and spa facilities of Eagle Ridge Resort & Spa on the GTA grounds. Short drive distance to Downtown Galena, restaurants and shopping. Move in and enjoy!

5 Mosswood Path, Galena

$469,900

3 Beds ⋅ 2 Baths ⋅ 12653962 MLS ⋅ ACTIVE Status

You will find 2 Concord Court tucked away on a quiet cul-de-sac with only four homes. This beautifully remodeled 3-bedroom, 2-bath ranch in the Galena Territory offers the perfect blend of modern updates, comfortable living, and peaceful surroundings. Thoughtfully renovated from top to bottom, this home delivers the feeling of newer construction while maintaining the warmth and character buyers love. Extensive 2020 improvements transformed nearly every aspect of the property, including new siding, windows, doors, flooring, trim, HVAC, a whole-house fresh-air exchange system, a tankless water heater, a water softener, the kitchen, bathrooms, appliances, the driveway, and hardscape landscaping, creating a truly move-in-ready retreat. Inside, updated 6-inch trim and oversized window sills add a polished, custom feel throughout. The main level welcomes you with a spacious, inviting layout featuring a large eat-in kitchen with granite countertops and stainless steel appliances, a separate dining room, and an oversized great room anchored by a stunning wood-burning fireplace with stone surround, perfect for cozy evenings and entertaining alike. Two bedrooms and a full bath complete the main floor. The finished lower level expands the living space with a large family room, recreation area, finished storage room, third bedroom, full bath, and laundry/mechanical room, offering exceptional flexibility for guests, hobbies, or additional entertaining space. Outside, the detached 2-car garage has also been thoughtfully updated with a new roof in 2019 and new siding in 2020. Whether you're searching for a full-time residence or a relaxing getaway, this property offers the rare combination of modern updates, privacy, and the natural beauty of Galena Territory living.

2 Concord Court, Galena

$324,900

3 Beds ⋅ 2 Baths ⋅ 12653401 MLS ⋅ ACTIVE Status

Beautifully remodeled 3-bedroom, 2-bath Northridge townhome offering 1,362 square feet of well-designed living space with stunning horizon views from every level-including year round vistas of the nearby golf course. Exceptionally maintained and thoughtfully updated, this turnkey property works as a full-time home, weekend retreat, or proven income-producing rental. Key Features: 1,362 sq ft per County Records, 3 bedrooms, including an upper-level primary suite with a private deck. Brand-new primary shower (2026) plus updated vanities and 2022 showerheads. Newer kitchen with solid-surface countertops & stainless-steel appliances. Open living/dining area with wood-burning fireplace. Upper-level luxury vinyl flooring (2022); new main-level bedroom flooring (2022). Second living space on the lower level - perfect for a movie or game room. Private patio overlooking the fairway. Attached single-car garage - a rare feature among area condos. Newer water heater and 2022 water softener. Smart lock entry system. Roof and skylight replaced in 2025. Professionally managed by The Collection Vacation Homes, LLC. Location & Lifestyle. Enjoy sweeping seasonal views, easy access to walking paths, Eagle Ridge's four golf courses, the new spa, and historic downtown Galena. Galena Territory Owners Club Amenities: Indoor & outdoor pools, Fitness center, gymnasium, game room, snack bar, Tennis & pickleball courts, 32 miles of scenic trails, Lake Galena with pontoon & kayak rentals, Shenandoah Riding Center, 24/7 security, business center, professional management. Resort owner discounts. Be sure to ask for the full list of amenities included with ownership in The Galena Territory. Investment Potential: Currently a licensed short-term rental with a strong booking history. License and rental infrastructure may transfer to the buyer for a seamless, ready-to-rent setup. HOA Details GTA Annual Fee: $1,360/year Monthly Assessment: $320/month Furnishings available via separate bill of sale square footage per County Records. Most of the furniture will remain with the property.

315 Territory Drive, Galena

$225,000

2 Beds ⋅ 2 Baths ⋅ 12594838 MLS ⋅ ACTIVE Status

Tucked among the rolling hills and wooded beauty of the Galena Territory, this charming 2-bedroom, 1.5-bathroom Settler-style townhouse at 7 Settler Lane offers the perfect blend of character, comfort, and low-maintenance living with seasonal views of Lake Galena. Inspired by classic Williamsburg design, these townhouses are thoughtfully arranged in clusters and supported by a monthly maintenance program that covers exterior upkeep and grounds, ideal for an effortless weekend escape or rental investment property (yes, this has a rental license). This two-story home features a bedroom on each level, providing flexibility and privacy for owners and guests alike. The open-concept main living area is warm and inviting, highlighted by beautiful birch floors, a cozy wood-burning fireplace, and abundant natural light. The kitchen was tastefully remodeled in 2024, offering modern finishes while maintaining the home's timeless charm. Meticulously maintained and truly move-in ready, recent updates include AC unit, baseboard heat, and thermostats (2022), doors and windows (2014), an added half bath on the lower level (2013), and water heater (2013); over $20,000 of improvements since the current owners purchased it in 2013. Offered mostly furnished (with a few exclusions) and transferred via a separate bill of sale, this property is ready for immediate enjoyment. Whether you're looking for a peaceful full-time residence or a low-maintenance vacation retreat, this home delivers exceptional value in one of Galena's most sought-after communities. Eagle Ridge Townhouse HOA monthly fee of $375.

7 Settler Lane, Galena

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