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31531 Jim Davis Rd, Galena
$550,000
3 Beds ⋅ 3 Baths
Nestled on a beautiful 4.26 acre lot in the peaceful countryside of Galena, MD, this charming ranch style home offers the perfect blend of comfort, space and outdoor living. Featuring 3 bedrooms and 2.5 baths with over 1500 square feet of living space, this property is ideal for those looking to enjoy a relaxed lifestyle with room to spread out. Inside, you’ll find a thoughtfully updated home with recent improvements throughout, including a remodeled kitchen (2022), remodeled primary bath (2024), and updated paint and flooring in the living room and primary bedroom (2025). The spacious living room flows into the kitchen and dining area, creating a warm and inviting space for everyday living and entertaining. Step outside and take in everything this property has to offer. Standing seam metal roof installed in 2021. A beautiful covered back porch/deck, added in 2021, overlooks the property and provides the perfect setting for morning coffee or evening gatherings. The large man-made pond adds a peaceful focal point to the land and attracts local wildlife, creating a true country retreat feel. The outdoor amenities continue with a fenced 16x33 fiberglass in-ground saltwater pool installed in 2022, complete with a surrounding concrete patio, perfect for summer entertaining. For those needing storage, workshop space, or hobby space, the property also features a large 20x40 pole barn shop with electric and concrete flooring, in addition to the attached 23x27 garage. Additional highlights include: 2 bedrooms + bonus room/3rd bedroom with mini-split HVAC 2.5 bathrooms Spacious laundry room Walk-in closet in the primary suite Covered and uncovered deck spaces totaling over 500 sq ft Crawl space encapsulation Septic recently serviced Surrounded by Kent County farmland and open skies, this property offers the kind of privacy, functionality, and lifestyle opportunities that are hard to find. Whether you’re looking for a peaceful homestead, hobby farm potential, or simply more room to enjoy life outdoors, this property delivers. Additional professional photos coming.

31531 Jim Davis Rd, Galena

Listing courtesy of Patterson-Schwartz Real Estate. Contact:

Selling Office: Foraker Realty Co..

591 Mill Ln, Galena
$515,000
3 Beds ⋅ 2 Baths
Welcome to 591 Mill Lane in Galena, MD—your private country retreat set on 5.67 unrestricted acres of beautiful Eastern Shore landscape. This charming all-brick ranch ​style home offers 3 bedrooms and 2 full bathrooms, with over 2000 sq ft of finished living space, blending timeless character with comfortable, everyday living. Inside, you’ll find a spacious country kitchen, a separate dining area with a cozy fireplace, and a warm, inviting family room—perfect for gathering and relaxing. A bright sunroom adds additional living space to enjoy year-round, while main-level laundry provides convenience.​ The full, unfinished basement at almost 1800 sq ft —complete with heat, a large workbench, and ample storage—offers endless potential for a workshop, hobby space, or future finished living area. Step outside and discover what truly sets this property apart. The expansive 5.67-acre lot offers the space and freedom to create your ideal lifestyle—whether that’s gardening, homesteading, or simply enjoying the peace and privacy of country living. The property features a 28' x 35' pole barn, a detached oversized (28' x 22') 2-car garage with electric, and a greenhouse/shed, along with a variety of mature fruit and nut trees including cherry, pear, apple, black walnut, pecan, and hazelnut. Relax on the front porch or unwind on the rear patio while taking in the serene surroundings. Recent updates include improvements to the electrical and plumbing systems.​ Ready for your personal touch, this home offers an excellent opportunity to update and create a space tailored to your style. Conveniently located just minutes to US-301 and approximately 20 minutes to Middletown, DE, this property offers the perfect balance of privacy, space, and accessibility. ​If you’ve been looking for space, flexibility, and country charm—this is the one.

591 Mill Ln, Galena

Listing courtesy of Compass. Contact:

Selling Office: Empower Real Estate, LLC.

228 Phelps Ave, Galena
$329,000
4 Beds ⋅ 2 Baths
Nestled on a spacious corner lot in the heart of Galena, this historic American Four Square blends timeless character with modern updates. Known for its barn-style outbuildings—perfect for storage, workshop space, or future restoration—this property offers both charm and functionality. Outdoor living is at its best with a beautifully restored in-ground swimming pool, ideal for entertaining or enjoying a private staycation. Sip, dip, and float your cares away in your own backyard retreat. Inside, the home features 4 bedrooms and 1.5 baths. A large family room addition provides the perfect gathering space, while the formal dining room is ready to host holiday dinners and special occasions. The kitchen offers a generous eat-in area along with updated appliances and essentials for everyday cooking. This home has been thoughtfully maintained with significant upgrades, including: 2025: New roof, New pool plumbing, liner, filter, chlorinator, light, and New water heater 2024: New sewer line, paved driveway, kitchen stove, and hood From its historic details to its modern conveniences, 228 Phelps Ave captures the perfect balance of old and new—a true piece of Galena’s history ready to welcome its next chapter.

228 Phelps Ave, Galena

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Northrop Realty.

136 N Main St, Galena
$315,000
3 Beds ⋅ 2 Baths
136 N Main St is Coming Soon in Galena! Your next home may be closer than you think. This inviting Colonial combines classic character with thoughtful updates across nearly 1,900 square feet of living space. Inside, you'll find three comfortable bedrooms, one full bath upstairs, a convenient main-level half bath, a bright kitchen with an easy flow into the main living areas, and a dedicated laundry/mudroom that adds everyday convenience. Outside, the fully fenced backyard offers exceptional space to enjoy, complete with mature shade trees, a fire pit, a storage shed, and plenty of room for outdoor gatherings, gardening, pets, or play. A large paved driveway provides abundant off-street parking. Conveniently located near Rt. 301, Chestertown, Middletown, local marinas, shopping, and dining, this home offers the charm of small-town living with easy access to everyday essentials. Stay tuned, you'll want to be among the first to see it when it hits the market.

136 N Main St, Galena

Listing courtesy of Keller Williams Legacy. Contact:

Selling Office: EXP Realty, LLC.

206 Virginia Ave, Galena
$205,000
3 Beds ⋅ 2 Baths
Are you looking for a classic home with a ton of charm? Do you love original wood floors? Not afraid of updating? This could just be the home for you! Screened in porch welcomes you to a beautiful foyer, and a classic living room with a fireplace that has been closed up but still provides a nice focal point. Owner is not sure if it could become a working wood-burning fireplace or not, but a gas fireplace may be possible. There is an office area off of the dining room, kitchen has been updated and a full bath and laundry room for your convenience on the first floor. Upstairs there are three bedrooms and one bathroom. There is a storage shed that has seen better days, and a newish three car garage with a workshop in one of the bays. Two doors open automatically with the shop area door being opened the old-fashioned way. This is a fun house with so much potential. The current owner has put a new roof on the home in July of this year & a new water line to the home in 2023. Public water and sewer and trash pickup is included in the quarterly payment of $276.50 +/-. Easy to show! Cash or Conventional Financing only.

206 Virginia Ave, Galena

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

Selling Office: Cross Street Realtors LLC.