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14540 Stirrup Lane Ln, Galena
$740,000
3 Beds ⋅ 3 Baths
Welcome to your Eastern Shore oasis, an impressive nearly 3,700-square-foot home offering river access on almost 2 acres, a boat slip, stunning water views, and beautifully established grounds surrounded by mature trees. Inside, you’ll find a dramatic two-story foyer, hardwood floors, a designer kitchen with granite countertops and an oversized walk-in pantry, multiple living spaces, a wood-burning fireplace, and an enclosed sunroom overlooking the water. Step outside to the expansive Trex deck with a recessed hot tub, then follow the path directly to the river. With three bedrooms, three full bathrooms, a walkout lower level, two bonus space, and a two-car garage, this home delivers the space, finishes, and lifestyle you’ve been waiting for. Schedule your private tour today and experience this waterfront retreat for yourself. Furniture is available for purchase as well!

14540 Stirrup Lane Ln, Galena

Listing courtesy of Keller Williams Flagship. Contact:

13981 Mill Creek Ln, Galena
$599,900
3 Beds ⋅ 3 Baths
Welcome to 13981 Mill Creek Lane - a wonderful 3 bedroom, 2.5 bathroom cape cod with 2,000+ square feet of living space, screened porch, 2-car attached garage, and 3-car detached garage all on 6 acres in Galena, MD! Upon entry, you'll notice the incredible amount of parking and the convenient circular driveway, making it easy for residents and guests to come and go seamlessly. The main living area features a wood-burning fireplace, great for staying cozy in the cooler months. The eat-in kitchen, complete with large island, has been updated with granite counters and features tile flooring, plenty of cabinet space, and tons of room for a table. Just off the kitchen, the screened porch is a wonderful place to hang, eat crabs in the summer months, and enjoy morning coffee. Down the hall, a formal dining room can fit a massive table to accommodate friends and family, or it can be converted into an office or recreation room. A first floor bedroom and full bathroom are conveniently located on the far side of the home for privacy. Rounding out the main level is the laundry room and half bathroom. Upstairs, the enormous primary bedroom features a walk-in closet, massive bonus room with mini split heating and cooling, and access to the primary bathroom. Down the hall, an additional bedroom rounds out the living space. The detached 3 car garage is more than just a garage - it could serve as an excellent workshop and also features an additional covered area on the back of the garage, great for lawncare storage. Use your 6 acres creatively! If you're a gardener or a hunter, this could be your paradise! Bring your goats and horses! This home is great for the car enthusiast, too - the 5 total garage spaces alone make for an incredibly rare property! There are so many awesome possibilities at 13981 Mill Creek Lane!

13981 Mill Creek Ln, Galena

Listing courtesy of RE/MAX Chesapeake. Contact:

31657 Olivet Cir, Galena
$379,900
4 Beds ⋅ 3 Baths
Back on the market due to the previous buyer's financing denial. A home inspection was completed, and the seller has addressed all requested repairs. The inspection report and receipts for completed repairs are available upon request, providing added confidence for prospective buyers. Welcome to this beautifully updated 4-bedroom, 3 full bath home situated on a spacious 1.68-acre corner lot in a peaceful rural setting. This move-in-ready property features a renovated kitchen with modern finishes, updated bathrooms, new paint, new flooring, and a new water well. The partially finished basement with bar offers additional living and entertaining space perfect for gatherings or relaxing. Enjoy the perfect balance of privacy and convenience with easy access to Middletown, DE, Chestertown, and Dover. Plenty of outdoor space for entertaining, gardening, or simply enjoying Eastern Shore living. Don’t miss this opportunity to own a beautifully renovated home in a convenient location. This property won’t last long; schedule your appointment today! " Listing agent is related to seller"

31657 Olivet Cir, Galena

Listing courtesy of Keller Williams Realty Central-Delaware. Contact:

no property photo
$219,000
Located in the community of Gentle Winds just minutes from the Eastern Shore and 10 minutes to Middletown, Delaware, this 2.88-acre private lot is shaped like a baseball field (and approximately the same size as a professional baseball field). Enclosed by mature trees for maximum privacy and complimented by 2 large beautiful trees (similar to large bonsai trees), this land is the ideal setting for your dream home. This lot was improved in 1995, when the entire development was landscaped with trees that were already 20 years old, transplanted from Angelica Nursery. You cannot buy this growth on a lot. Magnolias are 65 feet tall and redwoods are 80 feet tall. The entire lot is screened with this kind of growth. The address marker (Lot 18) is numbered and the entrance is paved into the site. Home prices in the Gentle Winds community average over $900,000 and all homes are a minimum of 3,000 square feet. The community is 3 minutes to 301 and 6 minutes to the Delaware State line outside of Middletown for tax free shopping. You will not find an opportunity like this lot with privacy and convenience in a 19-lot development. The Gentle Winds Community in Kent County, Maryland, offers a unique blend of natural beauty, historic charm, and modern potential. Situated near the quaint town of Galena, this community offers: • Stunning Natural Surroundings: Expansive, picturesque landscapes with rolling hills, woodlands, and water views, ideal for residential, agricultural, or recreational use. • Generously Sized Lots: Plenty of space for privacy and creativity, whether for a custom home or a weekend retreat. • Outdoor Lifestyle: Easy access to hiking, birdwatching, kayaking, and boating on the nearby Sassafras River and Chesapeake Bay. • Convenient Location: Minutes from Galena's boutiques and dining, close to Chestertown’s cultural offerings, and near top-rated schools and landmarks like Eastern Neck National Wildlife Refuge. Community Values and Investment Potential Gentle Winds fosters a peaceful, close-knit environment with sustainable infrastructure and community amenities, such as gardens and trails. It’s not just a place to live—it’s an excellent investment in a growing area with lasting appeal. Don’t miss your chance to own a piece of this serene and vibrant community. Gentle Winds is where history, nature, and opportunity meet to create a lifestyle like no other.

14075 Crataegus Ct, Galena

Listing courtesy of Gunther-McClary Real Estate. Contact: