Galena, IL Homes for Sale under $500,000

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  /44

  $497,500

  • 4 Beds
  • 3 Baths
  • 2,634 Sq Ft

  10 Woodway Ct, Galena, IL 61036

  Tucked in the trees at the end of a secluded cul-de-sac yet conveniently located in the Resort Core of The Galena Territory, this 4 bedroom, 3 bath custom Kendall-style retreat offers three levels of inviting living space and is licensed for short-term rental. Step inside to find a welcoming entry foyer with an oversized walk-in coat and storage closet leading to the upper level, where a

  Damon Heim COLDWELL BANKER NETWORK REALTY

  10 Woodway Ct, Galena, IL 61036
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  /47

  $259,500

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  108 Walnut Hill Dr, Galena, IL 61036

  Nicely appointed Walnut Hill 2 bedroom 2 bath golf villa with a short-term rental license through Jo Daviess County being sold furnished ready for turnkey living, R & R getaway or investment property. Extensive updates in 2021, including luxury vinyl tile, new windows, new sliding door, new granite countertops, new fireplace mantel and fireplace doors, lighting fixtures, new skylights. Most

  Peter Brennan COLDWELL BANKER NETWORK REALTY

  108 Walnut Hill Dr, Galena, IL 61036
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  /2

  $252,000

  • Land
  • 1.75 Acres
  • $144,000 per Acre

  Lot 3 US Rt 20 W, Galena, IL 61036

  1.75 acres next to Gateway Park and Ashton Hill Wedding Venue. City water and sewer at lot lines, streets, curb,gutter, sidewalk & lighting all in place. . Property in planned unit development with city of Galena. Come be partof growth in Historic Galena one of Illinois top tourist destinations. One owner is a Licensed Broker.

  Jim Sullivan JIM SULLIVAN REALTY

  Lot 3 US Rt 20 W, Galena, IL 61036
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  /20

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,362 Sq Ft

  315 Territory Dr, Galena, IL 61036

  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

  Ryan Cherney Circle One Realty

  315 Territory Dr, Galena, IL 61036
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  /25

  $425,000

  • 3 Beds
  • 3.5 Baths
  • 2,061 Sq Ft

  4 Maltby Ct, Galena, IL 61036

  Welcome to 4 Maltby Court a well-built home by builder for his family's use for many years of fun and recreation! Constructed on a gently sloping lot to rear very useable for sports and exercise possibly a nice garden surrounded by attractive trees. Home has a screened porch for rainy day entertaining or two large decks in back of home for sunny day refreshments and enjoyment. Carpet in lower

  David Bisenius COLDWELL BANKER NETWORK REALTY

  4 Maltby Ct, Galena, IL 61036
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  /30

  $235,000

  $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,776 Sq Ft

  748 Dewey Ave, Galena, IL 61036

  Charming Victorian home just a short distance from Galena’s vibrant Main Street! This character-filled property features beautiful wood floors, timeless architectural details, and the rare convenience of an oversized 2-car garage, a unique find this close to downtown. Blending historic charm with everyday functionality, the home is set on a pleasantly tucked-away lot offering a peaceful

  Garrett Hillary KELLER WILLIAMS REALTY SIGNATURE

  748 Dewey Ave, Galena, IL 61036
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  /48

  $468,000

  • 3 Beds
  • 1.5 Baths
  • 2,462 Sq Ft

  2181 S Irish Hollow Rd, Galena, IL 61036

  Framed by sweeping valley vistas, wooded ridges, and the iconic landscapes that define Jo Daviess County, this picture-perfect Galena farmette located on scenic Irish Hollow Road presents a rare opportunity to embrace an extraordinary blend of timeless charm, modern updates, and breathtaking panoramic countryside views. Set on 12.02 acres of beautiful terrain mixing gorgeous open meadow, rolling

  Damon Heim COLDWELL BANKER NETWORK REALTY

  2181 S Irish Hollow Rd, Galena, IL 61036
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  /38

  $474,500

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,544 Sq Ft

  1 Belden School Ln, Galena, IL 61036

  As you arrive at 1 Belden School Ln, you find yourself in a setting that is arboretum-like offering beautiful mature locust and maple trees that form a canopy and gorgeous landscaping. This beautiful 3-bedroom, 2-bathroom home sits on its own .88-acre lot at the edge of green space. Tucked within the incredible setting sits a home offering comfort and warmth. Outside you will find three 50-gallon

  Andy Klemmt CHOICE REALTY

  1 Belden School Ln, Galena, IL 61036
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  /62

  $439,900

  $58K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,119 Sq Ft

  1765 William Dr, Galena, IL 61036

  Price improvement, motivated sellers due to quick relocation! Well maintained, extensively updated, and thoughtfully upgraded 4 bed, 3.5 bath rural retreat in move-in ready condition tucked at the end of a cul-de-sac on 5.23 scenic acres offering breathtaking panoramas, sweeping countryside views, and a peaceful setting just minutes outside Galena near Horseshoe Mound. Inviting covered front

  Damon Heim COLDWELL BANKER NETWORK REALTY

  1765 William Dr, Galena, IL 61036
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  /56

  $429,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,849 Sq Ft

  219 S High St, Galena, IL 61036

  Step into the front entry—reminiscent of a grand hall—where beautiful natural woodwork and a stunning staircase create an impressive first impression of this circa 1845 home. The front door is accented with a transom and sidelights, filling the space with natural light and highlighting the home’s architectural charm. A living room or library with built-in shelves and a gas fireplace adds warmth

  Shelly McCoy COLDWELL BANKER NETWORK REALTY

  219 S High St, Galena, IL 61036
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  /66

  $429,000

  • 3 Beds
  • 3 Baths
  • 2,048 Sq Ft

  2 Briarwood Trail Unit 8 Belden School Lane, Galena, IL 61036

  This comfortable floor plan features a bedroom & bathroom on each of its levels with a Jo Daviess County Guest Accommodation License (JDCGAL) for Short Term Rental (STR - sleeps 8) and offers an open living room, dining area, kitchen with breakfast bar and a double-sided wood burning fireplace visible from all three areas. The main floor also features a bedroom, bathroom, screened in porch and

  Peter Brennan COLDWELL BANKER NETWORK REALTY

  2 Briarwood Trail Unit 8 Belden School Lane, Galena, IL 61036
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  /38

  $475,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 2,234 Sq Ft

  6 Bluffwood Trail, Galena, IL 61036

  Nestled on a beautifully landscaped down-sloping lot with a wooded backdrop, this impeccably maintained home offers bright, inviting spaces and exceptional indoor/outdoor living. The main level features a spacious primary bedroom with private ensuite featuring a shower, whirlpool tub, and large vanity. The main floor also offers a convenient guest half bath, and a dramatic living area with

  Garrett Hillary KELLER WILLIAMS REALTY SIGNATURE

  6 Bluffwood Trail, Galena, IL 61036
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  /30

  $328,800

  • 2 Beds
  • 1.5 Baths
  • 1,459 Sq Ft

  3 Briarwood Trail, Galena, IL 61036

  Cozy Galena Territory retreat already licensed as a popular short-term rental with great rental history! Charming 2 bed/1.5 bath home with loads of updates nestled amidst the trees on .95 acres near the end of private cul-de-sac offering a tranquil location to relax and enjoy the scenic natural beauty all in a location in the heart of The Galena Territory just minutes from the Owners' Club and

  Damon Heim COLDWELL BANKER NETWORK REALTY

  3 Briarwood Trail, Galena, IL 61036
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  /42

  $245,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft

  1501 S Wood St, Galena, KS 66739

  Cozy cabin inspired 1.5 story home. Cedar siding, situated on .70 acres of beautiful park-like lawn. Large detached garage/workshop+ storage building that compliments the house. 3 bedroom, 2 baths large front porch. Balcony off the primary bedroom.

  Jan Shafer CHARLES BURT REALTORS

  

  1501 S Wood St, Galena, KS 66739
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  /37

  $249,900

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  27 Spring Creek Ln, Galena, IL 61036

  Incredible setting along the 10th fairway to green of Eagle Ridge South Golf Course. Immaculate and updated, truly turnkey move in ready being sold with furnishings. Here is your new getaway, a place to relax, recreate and recharge as the birdies drop and the view takes you away! 27 Spring Creek Lane has never been in a rental program as you'll find everything in pristine condition and welcome

  Peter Brennan COLDWELL BANKER NETWORK REALTY

  27 Spring Creek Ln, Galena, IL 61036
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  /43

  $279,900

  • 2 Beds
  • 1.5 Baths
  • 1,472 Sq Ft

  320 W Wachter Rd, Galena, IL 61036

  Beautifully kept 2-bedroom, 1.5-bath contemporary Galena Territory retreat with rustic flair, tucked away from the road on a secluded 1.41-acre lot with park-like surround, lush treed backdrop and nature all around. A freshly seal-coated parking pad above offers room for multiple vehicles, while the stair and pathway approach to the front deck creates the feel of a private woodland trail as you

  Damon Heim COLDWELL BANKER NETWORK REALTY

  320 W Wachter Rd, Galena, IL 61036
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  /22

  $217,500

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  17 Oak Glen Dr, Galena, IL 61036

  Beautifully appointed and well-maintained 2 bed, 2 bath Oak Glen Golf Villa tucked in a peaceful setting with beautifully wooded surround, open green space backdrop, and the flexibility of short-term rental licensing in the heart of The Galena Territory! Bright and airy main level welcomes you with soaring cathedral ceilings, expansive windows that fill the space with natural light, and a warm,

  Damon Heim COLDWELL BANKER NETWORK REALTY

  17 Oak Glen Dr, Galena, IL 61036
• 

  

  /34

  $265,000

  • 3 Beds
  • 3 Baths
  • 1,632 Sq Ft

  23 Farmstead Dr, Galena, IL 61036

  Beautifully renovated and licensed for short-term rental, this stunning 3-bedroom, 3-bath Farmstead Townhouse offers a stylish retreat in the heart of The Galena Territory. Surrounded by nature and thoughtfully updated throughout, this townhome combines modern comfort with serene wooded views. The open-concept layout is filled with abundant natural light and contemporary finishes. The gracious

  Garrett Hillary KELLER WILLIAMS REALTY SIGNATURE

  23 Farmstead Dr, Galena, IL 61036
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  /33

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  102 N High St, Galena, IL 61036

  Charming and beautifully updated ranch home just minutes from historic downtown Galena! This spacious home offers the convenience of main-floor living with a large laundry room and an inviting floor plan designed for comfortable everyday living. The updated kitchen features elegant marble countertops, oak cabinets, kitchen eat at island and new appliances installed in 2025. Recent improvements

  Shelly McCoy COLDWELL BANKER NETWORK REALTY

  102 N High St, Galena, IL 61036
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  /26

  $215,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  7 Oak Glen Dr, Galena, IL 61036

  Escape to 7 Oak Glen Drive, a 2 bedroom, 2 bath villa tucked into the heart of the Galena Territory. This inviting retreat features a bright, open floor plan with newer stainless steel appliances, granite counters, and a cozy living space that flows to a composite deck overlooking tranquil wooded views. Perfect for full-time living, a vacation getaway, or investment property, this villa offers

  Brenda Charlson Remax Advantage

  7 Oak Glen Dr, Galena, IL 61036
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  /40

  $249,555

  • 3 Beds
  • 2.5 Baths
  • 1,806 Sq Ft

  117 Kelly Ln, Galena, IL 61036

  Charming 3 bedroom, 2.5 bath split-level ranch ideally situated at the end of Kelly Lane and adjoining school property on two sides, offering a unique combination of privacy, open green space, and convenience. Set on a beautifully maintained lot with nice landscaping, expansive yard space, and a large rear deck perfect for outdoor gatherings, this inviting home provides plenty of room to enjoy

  Damon Heim COLDWELL BANKER NETWORK REALTY

  117 Kelly Ln, Galena, IL 61036
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  /26

  $225,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  6 Settler Ln, Galena, IL 61036

  This meticulously maintained, professionally decorated Settlement Cottage is designed with what is known as the "Rawlins" floor plan, which consists of a bedroom and bathroom on each of the two levels allowing better privacy for family and guests. The cottage features a wood-burning fireplace centered on a barn siding mantel, oak floors in the entrance hall, kitchen/dining area and upstairs

  Andy Klemmt CHOICE REALTY

  6 Settler Ln, Galena, IL 61036
• 

  

  /34

  $375,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,471 Sq Ft

  7 Copperwood Gap, Galena, IL 61036

  Situated on .82 of an acre, this beautifully updated 3 bedroom, 2 bath home is perfect as a full-time residence or vacation getaway. The spacious living room features hardwood floors, a cozy fireplace, fresh paint, and updated modern lighting. The newly remodeled kitchen offers updated style and functionality, while the main floor primary bedroom provides convenient main-level living. The lower

  Courtney Martins DC Rise Real Estate

  7 Copperwood Gap, Galena, IL 61036
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  /24

  $389,000

  $10K PRICE DROP Pending

  • 3 Beds
  • 3 Baths
  • 1,960 Sq Ft

  2 Cumberland Spur, Galena, IL 61036

  Nightly Rental Licensed 3BR/3BA retreat with an established, high-performing rental program—welcome to the beloved “Birds Nest,” a guest favorite for years! This turnkey opportunity offers a true treehouse feel with soaring vaulted ceilings, arched windows, and a stunning gas fireplace that beautifully mimics real wood burning. The main level features a spacious great room with hardwood floors,

  Diane Self DC Rise Real Estate

  2 Cumberland Spur, Galena, IL 61036
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  /29

  $239,000

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft

  144 Plum Cove Dr, Galena, IL 61036

  Sharp 2-bedroom, 2 bath Eagle Ridge Townhome features a bright and open floor plan that extends across three levels and overlooks a beautifully wooded backdrop with seasonal treed views of Lake Galena! The main level welcomes you with an open entry that leads into a light-filled living room highlighted by cathedral ceilings, a wood-burning fireplace, and rich wood flooring that flows into the

  Damon Heim COLDWELL BANKER NETWORK REALTY

  144 Plum Cove Dr, Galena, IL 61036
• 

  

  /34

  $485,000

  • 3 Beds
  • 1.5 Baths
  • 1,971 Sq Ft

  708 Gear St, Galena, IL 61036

  Step into timeless elegance with this meticulously restored 1850s Federal-style brick home, ideally located in the heart of Galena and offering a serene country feel with pastoral views of the surrounding countryside. Sited on a generously sized .40 acre lot with mature trees providing natural privacy and shade, this historic gem blends period charm with thoughtful modern updates for today’s

  Damon Heim COLDWELL BANKER NETWORK REALTY

  708 Gear St, Galena, IL 61036
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  /27

  $249,000

  • 2 Beds
  • 2 Baths
  • 1,576 Sq Ft

  6 Meadow Path, Galena, IL 61036

  Tucked away at the end of a quiet cul-de-sac, this inviting ranch home with a finished walk-out lower level offers the perfect blend of comfort, privacy, and natural beauty. Set on a wooded 1.66-acre lot, the property boasts a serene backdrop of mature trees, creating a true sense of seclusion. Inside, you’ll find a welcoming main level with an open living room, dining area, and kitchen featuring

  Christopher Watson DC Rise Real Estate

  6 Meadow Path, Galena, IL 61036
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  /9

  $298,000

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  71 Sugarcreek Trail, Galena, IL 61036

  Welcome to 71 Sugarcreek Trail—a charming 2-bedroom, 1-bath home set on 2.15 acres of lush, green landscape. Zoned for up to two horses, this property offers the unique opportunity to add a stable and create your own private retreat for both family and animals. Enjoy peaceful outdoor living on the spacious 16' x 14' covered porch—perfect for entertaining or relaxing while taking in beautiful

  Diane Self DC Rise Real Estate

  71 Sugarcreek Trail, Galena, IL 61036
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  /49

  $419,500

  • 3 Beds
  • 2.5 Baths
  • 2,308 Sq Ft

  3 Hearthstone Path, Galena, IL 61036

  Bright and airy 3 bed, 2.5 bath Galena Territory retreat with detached two-car garage nestled on a beautifully wooded .99-acre setting perched above the Shenandoah Valley offering incredible privacy, lush summer greenery, and elevated seasonal panoramas through the trees in the fall and winter. Warm and inviting main level features an open great room design highlighted by soaring cathedral

  Damon Heim COLDWELL BANKER NETWORK REALTY

  3 Hearthstone Path, Galena, IL 61036
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  /52

  $399,000

  $26K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,474 Sq Ft

  42 Shorewood Dr, Galena, IL 61036

  Spacious and beautifully updated 4 bed, 3.5 bath Galena Territory retreat nestled among the trees near the end of Shorewood Drive, offering a peaceful setting with seasonal glimpses of Lake Galena, wooded privacy, and picturesque natural surroundings, featuring a light-filled main level with an inviting living room highlighted by soaring wood-clad cathedral ceilings, expansive windows that frame

  Damon Heim COLDWELL BANKER NETWORK REALTY

  42 Shorewood Dr, Galena, IL 61036
• 

  

  /33

  $339,900

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  6 Bob-O-link Ct, Galena, IL 61036

  Charming 3 bed, 2 bath Galena Territory retreat licensed for short term rental and set on .72 acres, offering sweeping panoramas of the Resort Core and deep, scenic vistas in a location convenient to the Territory Owners’ Club, Lake Galena, and Eagle Ridge Resort & Spa. Bright and airy main level welcomes with foyer entry that flows into a warm and inviting living room featuring soaring wood-clad

  Damon Heim COLDWELL BANKER NETWORK REALTY

  6 Bob-O-link Ct, Galena, IL 61036
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  /61

  $397,500

  • 3 Beds
  • 2.5 Baths
  • 1,894 Sq Ft

  48 Timberon Trail, Galena, IL 61036

  Tucked among the trees on 1.55 acres at the end of Timberon Trail, this inviting 3-bedroom, 2.5 bath rustic contemporary offers exceptional privacy, beautiful natural surroundings, and seasonal treed views overlooking the Shenandoah Valley from its elevated perch. Complementing the home is a detached three-car garage offering abundant room for vehicles, recreational toys, and lawn care equipment,

  Damon Heim COLDWELL BANKER NETWORK REALTY

  48 Timberon Trail, Galena, IL 61036
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  /50

  $394,900

  $15K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,008 Sq Ft

  14 Pinehurst Ct, Galena, IL 61036

  Tucked among the trees in a prime Resort Core setting in the heart of The Galena Territory, this light-filled 3 bed, 3 bath Aspen Country Home licensed for short-term rental offers a warm, inviting retreat with a blend of comfort, functionality, natural beauty and seasonal treed views of Lake Galena. A tiled foyer welcomes you into the main level, where an airy living room showcases soaring

  Damon Heim COLDWELL BANKER NETWORK REALTY

  14 Pinehurst Ct, Galena, IL 61036
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  /48

  $449,900

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,750 Sq Ft

  463 Territory Dr, Galena, IL 61036

  Stunning 3 bedroom, 3 bath contemporary retreat perched above Territory Drive offering breathtaking panoramic vistas of The Galena Territory and beyond! Privately set amidst mature trees with manicured grounds, this impressive home blends dramatic architecture with warm, inviting living spaces. The light-filled main level showcases a soaring great room with cathedral ceilings, a striking wall of

  Damon Heim COLDWELL BANKER NETWORK REALTY

  463 Territory Dr, Galena, IL 61036
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  /33

  $229,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  27 Oak Glen Dr, Galena, IL 61036

  Motivated seller. Enjoy easy living in this furnished 2 bedrooms/2 full bathrooms townhouse located in The Galena Territory with a rental license just a few miles from the city of Galena, IL. The Galena Territory a unique place where you can have resort or full time living with many amenities that will add to The Galena Territory living experience. The Galena Territory offers an owner's club with

  SCOTT ETTLEMAN CHOICE REALTY

  27 Oak Glen Dr, Galena, IL 61036
• 

  

  /34

  $329,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft

  324 Territory Dr, Galena, IL 61036

  Sweeping, picture-perfect views! Beautifully positioned end-unit 3 bed, 2 bath third-generation Northridge Townhome perched above Territory Drive that captures sweeping panoramic vistas of The Galena Territory, highlighted by stunning sightlines over Eagle Ridge North Golf Course and a peaceful wooded backdrop along the side and rear. The main level welcomes you with a spacious living room

  Damon Heim COLDWELL BANKER NETWORK REALTY

  324 Territory Dr, Galena, IL 61036
• 

  

  /49

  $389,000

  • 3 Beds
  • 3.5 Baths
  • 1,893 Sq Ft

  6 E Aspen Ct, Galena, IL 61036

  Ideal country resort home located in the very serene and quiet area of Thunder Bay. The home has been meticulously maintained and updated by the original owners. Enjoy the peace and quiet of the woods and open land from the screened porch, the back deck or while sitting on the front porch. This lovely home features a welcoming covered front porch, open floor plan for entertaining, hard wood and

  Andy Klemmt CHOICE REALTY

  6 E Aspen Ct, Galena, IL 61036
• 

  

  /30

  $450,000

  Pending

  • 3 Beds
  • 3 Baths
  • 3,744 Sq Ft

  38 Lookout Trace, Galena, IL 61036

  Tucked among the trees in The Galena Territory, this beautifully maintained 3-bedroom, 3-bath contemporary home offers the perfect blend of privacy, comfort, and investment potential. Surrounded by expansive wooded views, the home features soaring vaulted ceilings, floor-to-ceiling windows, and skylights that fill the space with natural light. The open-concept main level is ideal for gathering,

  Danielle Cline DC Rise Real Estate

  38 Lookout Trace, Galena, IL 61036
• 

  

  /40

  $475,000

  $5K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,370 Sq Ft

  1 High Ridge Run, Galena, IL 61036

  Turnkey meticulously maintained 3-bedroom home in The Galena Territories offering an excellent opportunity for both personal enjoyment and short-term rental income, comes certified with a Jo Daviess County Accommodation Guest License (STR). With a strong rental history and desirable wooded setting, this property is well-suited for buyers seeking a proven vacation rental or a comfortable retreat

  Sandra Kirkendall Century 21 Signature Real Estate

  1 High Ridge Run, Galena, IL 61036
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  /33

  $269,900

  $40K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,371 Sq Ft

  310 Elk St, Galena, IL 61036

  Gracious 4 bed, 2.5 bath historic frame combining vintage character and modern comforts located in on a perch high above the heart of Galena and offering long seasonal treed views to the front and glimpses of downtown Galena, "Quality Hill", and the distant rolling countryside from the side and rear. The inviting covered front porch leads you inside to a bright and airy main level that showcases

  Damon Heim COLDWELL BANKER NETWORK REALTY

  310 Elk St, Galena, IL 61036

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