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A Private Waterfront Retreat off Maryland’s Sassafras!!! Welcome to your own waterfront retreat and nature sanctuary, a private one-acre property designed around the water, the outdoors and the beauty of its natural setting. With more than 300 feet of waterfront and a 70-foot private dock, this unique property offers exceptional access for boating, kayaking and paddleboarding, via Swantown to the serene Sassafras River and nearby Georgetown Marina. From the moment you arrive along the tree-lined drive, the home feels tucked into its surroundings. An inviting front porch, thoughtfully designed landscaping and extensive hardscaping complement the wooded setting. Multiple outdoor living spaces take full advantage and provide abundant water views. Three levels of rear porches and decks provide sweeping views across the waterfront, creating wonderful spaces for morning coffee, outdoor dining, entertaining or simply enjoying the changing seasons. Inside, the 2,240-square-foot home offers three bedrooms and 2.5 baths, with the water and shoreline remaining the focal point. Full glass doors from the primary bedroom, living room and kitchen bring the landscape into the home and provide abundant views toward the waterfront. The modern, spacious living area boasts crown molding, hardwood flooring and built-ins, which flank the wood burning fireplace. The adjacent spacious kitchen with a large center island designed for gathering and dining, features quartz countertops, stainless appliances including a double oven, under cabinet lighting and a chef-inspired pantry for storage. The second level is home to a primary en-suite with a walk-in closet and full bathroom and connected deck that is perfect spot to enjoy morning coffee and birds, where hummingbirds and eagles regularly visit. Two additional bedrooms and a full updated hall bathroom complete this level. A meticulously maintained one-car garage offers additional storage, work area and additional refrigerator and freezer opportunity. The outside is a nature lover's paradise. The lower deck and waterfront flagstone patio add additional outdoor living space. Just to the right of the home is a private path to your very own private dock - the perfect spot to launch your kayaks, canoes or paddle boards. Enjoy this beautiful property with amazing landscaping and water views; the perfect location for privacy and peacefulness, and a great place to entertain as well. With easy access to Route 301, you are just a short drive to Middletown and Wilmington. Make this stunning home yours - schedule a tour today!

3 Beds ⋅ 3 Baths

A Private Waterfront Retreat off Maryland’s Sassafras!!! Welcome to your own waterfront retreat and nature sanctuary, a private one-acre property designed around the water, the outdoors and the beauty of its natural setting. With more than 300 feet of waterfront and a 70-foot private dock, this unique property offers exceptional access for boating, kayaking and paddleboarding, via Swantown to the serene Sassafras River and nearby Georgetown Marina. From the moment you arrive along the tree-lined drive, the home feels tucked into its surroundings. An inviting front porch, thoughtfully designed landscaping and extensive hardscaping complement the wooded setting. Multiple outdoor living spaces take full advantage and provide abundant water views. Three levels of rear porches and decks provide sweeping views across the waterfront, creating wonderful spaces for morning coffee, outdoor dining, entertaining or simply enjoying the changing seasons. Inside, the 2,240-square-foot home offers three bedrooms and 2.5 baths, with the water and shoreline remaining the focal point. Full glass doors from the primary bedroom, living room and kitchen bring the landscape into the home and provide abundant views toward the waterfront. The modern, spacious living area boasts crown molding, hardwood flooring and built-ins, which flank the wood burning fireplace. The adjacent spacious kitchen with a large center island designed for gathering and dining, features quartz countertops, stainless appliances including a double oven, under cabinet lighting and a chef-inspired pantry for storage. The second level is home to a primary en-suite with a walk-in closet and full bathroom and connected deck that is perfect spot to enjoy morning coffee and birds, where hummingbirds and eagles regularly visit. Two additional bedrooms and a full updated hall bathroom complete this level. A meticulously maintained one-car garage offers additional storage, work area and additional refrigerator and freezer opportunity. The outside is a nature lover's paradise. The lower deck and waterfront flagstone patio add additional outdoor living space. Just to the right of the home is a private path to your very own private dock - the perfect spot to launch your kayaks, canoes or paddle boards. Enjoy this beautiful property with amazing landscaping and water views; the perfect location for privacy and peacefulness, and a great place to entertain as well. With easy access to Route 301, you are just a short drive to Middletown and Wilmington. Make this stunning home yours - schedule a tour today!

13852 Sassafras Rd, Galena

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$689,000

Nestled in the serene Georgetown subdivision, this exquisite contemporary residence offers a harmonious blend of luxury and comfort, set on a sprawling 4.76-acre lot that invites tranquility and privacy. Built in 2005, this meticulously maintained home boasts 2,748 square feet of thoughtfully designed living space, perfect for those who appreciate both style and functionality. The upgraded countertops and stainless steel appliances in the kitchen elevate the culinary experience, while the formal dining room, adorned with crown moldings and exposed beams, adds a touch of sophistication. Natural light floods the interior through casement windows, enhancing the warmth of the hardwood floors that flow throughout the home. The main level features a convenient entry-level bedroom, perfect for guests or as the primary bedroom. The luxurious bathrooms include a walk-in shower and claw foot soaking tub providing a spa-like retreat at home. For those who appreciate the finer details, the home is equipped with recessed lighting, ceiling fans, and a dedicated wine storage area, ensuring every aspect of your lifestyle is catered to. The laundry room, conveniently located on the main floor, adds to the home's practicality. Outside, the property is beautifully landscaped with a mix of cleared and partly wooded areas, offering a picturesque view of the surrounding trees and woods. The expansive deck provides an ideal space for outdoor entertaining or simply enjoying the peaceful surroundings. With ample parking options, including a paved driveway and a detached garage with space for two vehicles, convenience is at your fingertips. This residence is not just a home; it's a lifestyle. Enjoy the luxury of space, the beauty of nature, and the comfort of a well-appointed interior. Experience the perfect blend of elegance and warmth in this Georgetown gem, where every detail has been thoughtfully curated for your enjoyment.

3 Beds ⋅ 2 Baths

Nestled in the serene Georgetown subdivision, this exquisite contemporary residence offers a harmonious blend of luxury and comfort, set on a sprawling 4.76-acre lot that invites tranquility and privacy. Built in 2005, this meticulously maintained home boasts 2,748 square feet of thoughtfully designed living space, perfect for those who appreciate both style and functionality. The upgraded countertops and stainless steel appliances in the kitchen elevate the culinary experience, while the formal dining room, adorned with crown moldings and exposed beams, adds a touch of sophistication. Natural light floods the interior through casement windows, enhancing the warmth of the hardwood floors that flow throughout the home. The main level features a convenient entry-level bedroom, perfect for guests or as the primary bedroom. The luxurious bathrooms include a walk-in shower and claw foot soaking tub providing a spa-like retreat at home. For those who appreciate the finer details, the home is equipped with recessed lighting, ceiling fans, and a dedicated wine storage area, ensuring every aspect of your lifestyle is catered to. The laundry room, conveniently located on the main floor, adds to the home's practicality. Outside, the property is beautifully landscaped with a mix of cleared and partly wooded areas, offering a picturesque view of the surrounding trees and woods. The expansive deck provides an ideal space for outdoor entertaining or simply enjoying the peaceful surroundings. With ample parking options, including a paved driveway and a detached garage with space for two vehicles, convenience is at your fingertips. This residence is not just a home; it's a lifestyle. Enjoy the luxury of space, the beauty of nature, and the comfort of a well-appointed interior. Experience the perfect blend of elegance and warmth in this Georgetown gem, where every detail has been thoughtfully curated for your enjoyment.

13950 Huyett Ln, Galena

Listing courtesy of RE/MAX Associates - Newark. Contact:

$535,000

Home Sweet Home. How Sweet it is! Rustic Log cabin 4 Bedrooms, 2Baths. Front and rear porches, In ground Pool, 3 Car detached garage, 24X 34 detached metal building. Great for all the toys, Shop, or Storage. Mature Landscaping, All Situated on 9.28 Acres located close to the Sassafras River. Wow! Call for your private showing.

4 Beds ⋅ 2 Baths

Home Sweet Home. How Sweet it is! Rustic Log cabin 4 Bedrooms, 2Baths. Front and rear porches, In ground Pool, 3 Car detached garage, 24X 34 detached metal building. Great for all the toys, Shop, or Storage. Mature Landscaping, All Situated on 9.28 Acres located close to the Sassafras River. Wow! Call for your private showing.

13984 Mill Creek Ln, Galena

Listing courtesy of Key Realty, Incorporated. Contact:

$50,000

Small detached dwelling on secluded .50 Acre lot. Property recently acquired through tax foreclosure. Seller has no knowledge of the property including condition of septic and well. Buyer encouraged to conduct due diligence.

1 Beds ⋅ 1 Baths

Small detached dwelling on secluded .50 Acre lot. Property recently acquired through tax foreclosure. Seller has no knowledge of the property including condition of septic and well. Buyer encouraged to conduct due diligence.

34155 Bradford Johnson Rd, Galena

Listing courtesy of Taylor Properties. Contact:

$325,000

Enjoy comfortable single-level living in this three-bedroom, two-bath ranch situated on a cleared 0.47-acre lot in Galena’s Sassafras subdivision. Built in 2007, the home features an open, functional floor plan with luxury vinyl plank flooring and plenty of natural light. The spacious living area flows into a country-style kitchen offering ample cabinetry, an electric range, built-in microwave, dishwasher, and adjoining breakfast area. The primary suite includes a private bathroom with a soaking tub and separate stall shower, while two additional bedrooms provide space for family, guests, hobbies, or a home office. Outside, the generous front, side, and rear yards offer plenty of room for gardening, recreation, entertaining, or simply enjoying the peaceful surroundings. A detached storage shed provides added space for tools, lawn equipment, and seasonal items. Conveniently located near Galena and the surrounding Eastern Shore communities, this home is ready for its next owner. Schedule your private tour and bring the SELLER WELCOMES ALL REASONABLE OFFERS!

3 Beds ⋅ 2 Baths

Enjoy comfortable single-level living in this three-bedroom, two-bath ranch situated on a cleared 0.47-acre lot in Galena’s Sassafras subdivision. Built in 2007, the home features an open, functional floor plan with luxury vinyl plank flooring and plenty of natural light. The spacious living area flows into a country-style kitchen offering ample cabinetry, an electric range, built-in microwave, dishwasher, and adjoining breakfast area. The primary suite includes a private bathroom with a soaking tub and separate stall shower, while two additional bedrooms provide space for family, guests, hobbies, or a home office. Outside, the generous front, side, and rear yards offer plenty of room for gardening, recreation, entertaining, or simply enjoying the peaceful surroundings. A detached storage shed provides added space for tools, lawn equipment, and seasonal items. Conveniently located near Galena and the surrounding Eastern Shore communities, this home is ready for its next owner. Schedule your private tour and bring the SELLER WELCOMES ALL REASONABLE OFFERS!

33741 Galena Sassafras Rd, Galena

Listing courtesy of EXP Realty, LLC. Contact:

$363,000

Welcome to Galena a little big town. Located just down the road from the Sassafras River this area has excellent access to the Chesapeake Bay, shopping, restaurants and more. With just about an hours drive you can be in Baltimore, Philadelphia or Annapolis. What an opportunity to build instant equity. Spacious home in great community, backing to farmland. This home is located in the community, but not within town limits. Enjoy public utilities without the town tax! Home has been maintained over the years, featuring new HVAC less than a year ago as well as roof replacment 10 years ago. Nicely laid out with living room, dining room, eat in kitchen, laundry room, powder room and great family room on the main level. The second level has a primary suite with loft, two additional bedrooms and hall bath. There is also a nicely proportioned two car attached garage. Home will benefit from updating to make it your own.

3 Beds ⋅ 3 Baths

Welcome to Galena a little big town. Located just down the road from the Sassafras River this area has excellent access to the Chesapeake Bay, shopping, restaurants and more. With just about an hours drive you can be in Baltimore, Philadelphia or Annapolis. What an opportunity to build instant equity. Spacious home in great community, backing to farmland. This home is located in the community, but not within town limits. Enjoy public utilities without the town tax! Home has been maintained over the years, featuring new HVAC less than a year ago as well as roof replacment 10 years ago. Nicely laid out with living room, dining room, eat in kitchen, laundry room, powder room and great family room on the main level. The second level has a primary suite with loft, two additional bedrooms and hall bath. There is also a nicely proportioned two car attached garage. Home will benefit from updating to make it your own.

206 Maplewood Ln, Galena

Listing courtesy of L. C. Parker Real Estate. Contact:

$369,900

Welcome to this beautifully updated country farmhouse, where classic charm meets modern comfort in a serene rural setting. Thoughtfully renovated throughout, this inviting home offers a spacious first-floor primary suite, two additional bedrooms, and generous walk-in attic space—perfect for storage. The main level has been freshly painted and features new flooring, creating a bright, move-in-ready atmosphere. Efficient mini-splits provide comfortable climate control throughout the home, with capacity for one more unit if desired. Step outside through the newer French doors into a fully fenced backyard, ideal for pets, gardening, or simply enjoying the peaceful surroundings. Recent updates include 6 mini-splits, a new hot water heater (installed 11/25), a front roof that is 5–7 years old, and a rear roof just 5 years old with durable 50-year shingles. The third level boasts newly conditioned bonus spaces, offering flexible living or recreational options. Location is a true highlight. Situated minutes from the Sassafras River, a nearby marina, and popular restaurants including the Kitty Knight Inn and Restaurant, Fish Whistle, and Twinny’s. This property places waterfront dining and recreation right at your doorstep. You’re only one mile south of the Fredericktown boat ramp, making boating and water access effortless. Route 301 is an easy 10-minute drive for convenient travel north or south, and the home sits along the Chesapeake Scenic Byway—your gateway to charming waterfront towns such as Chesapeake City, Chestertown, and more. This remodeled farmhouse blends updated living with timeless country appeal and an unbeatable Eastern Shore location. Don’t miss the opportunity to make it yours.

3 Beds ⋅ 3 Baths

Welcome to this beautifully updated country farmhouse, where classic charm meets modern comfort in a serene rural setting. Thoughtfully renovated throughout, this inviting home offers a spacious first-floor primary suite, two additional bedrooms, and generous walk-in attic space—perfect for storage. The main level has been freshly painted and features new flooring, creating a bright, move-in-ready atmosphere. Efficient mini-splits provide comfortable climate control throughout the home, with capacity for one more unit if desired. Step outside through the newer French doors into a fully fenced backyard, ideal for pets, gardening, or simply enjoying the peaceful surroundings. Recent updates include 6 mini-splits, a new hot water heater (installed 11/25), a front roof that is 5–7 years old, and a rear roof just 5 years old with durable 50-year shingles. The third level boasts newly conditioned bonus spaces, offering flexible living or recreational options. Location is a true highlight. Situated minutes from the Sassafras River, a nearby marina, and popular restaurants including the Kitty Knight Inn and Restaurant, Fish Whistle, and Twinny’s. This property places waterfront dining and recreation right at your doorstep. You’re only one mile south of the Fredericktown boat ramp, making boating and water access effortless. Route 301 is an easy 10-minute drive for convenient travel north or south, and the home sits along the Chesapeake Scenic Byway—your gateway to charming waterfront towns such as Chesapeake City, Chestertown, and more. This remodeled farmhouse blends updated living with timeless country appeal and an unbeatable Eastern Shore location. Don’t miss the opportunity to make it yours.

13831 Augustine Herman Hwy, Galena

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$725,000

Set on a moderate bluff along the upper Sassafras River, this inviting waterfront property offers pristine, natural down river views and exceptional access to the water. Enjoy your private dock, boat lift, and plenty of space for kayaks, paddleboards, and other water toys. The home features three bedrooms plus a walkout basement ready for your vision—ideal for creating additional living space, a recreation area, or guest accommodations. With easy access to points north and located less than 10 minutes from Middletown, Delaware, this property is perfectly suited as a weekend getaway or a comfortable downsized waterfront retreat.

3 Beds ⋅ 2 Baths

Set on a moderate bluff along the upper Sassafras River, this inviting waterfront property offers pristine, natural down river views and exceptional access to the water. Enjoy your private dock, boat lift, and plenty of space for kayaks, paddleboards, and other water toys. The home features three bedrooms plus a walkout basement ready for your vision—ideal for creating additional living space, a recreation area, or guest accommodations. With easy access to points north and located less than 10 minutes from Middletown, Delaware, this property is perfectly suited as a weekend getaway or a comfortable downsized waterfront retreat.

32745 Hunt Ln, Galena

Listing courtesy of Gunther-McClary Real Estate. Contact:

$379,000

WOW! What a transformation of this sturdy Four Square Colonial nestled in a peaceful small-town setting. Enjoy the convenience of being within walking distance to parks, schools, the post office, and local markets while still having the space and privacy of an oversized nearly half-acre lot. The exterior features a detached oversized two-car garage with pull-through access to the HUGE backyard — perfect for entertaining, gardening, or future outdoor projects. A brand-new roof has just been installed on both the home and garage, adding even more value and peace of mind. Inside, the home has undergone a complete top-to-bottom renovation while maintaining the charm and solid craftsmanship of a bygone era. The stunning new interior includes an open-concept main level, all-new kitchen and baths, updated flooring, fresh drywall, neutral designer paint throughout, and brand-new appliances. Comfort is covered year-round with newly installed central heating and air conditioning. The fabulous primary suite offers a true retreat with a custom glass-enclosed shower and beautifully updated finishes. Additional highlights include a full dry basement offering excellent storage. This home truly offers the best of both worlds — the beauty and convenience of new construction combined with the timeless quality and character of a classic colonial. Put this one at the top of your list to tour soon!

4 Beds ⋅ 3 Baths

WOW! What a transformation of this sturdy Four Square Colonial nestled in a peaceful small-town setting. Enjoy the convenience of being within walking distance to parks, schools, the post office, and local markets while still having the space and privacy of an oversized nearly half-acre lot. The exterior features a detached oversized two-car garage with pull-through access to the HUGE backyard — perfect for entertaining, gardening, or future outdoor projects. A brand-new roof has just been installed on both the home and garage, adding even more value and peace of mind. Inside, the home has undergone a complete top-to-bottom renovation while maintaining the charm and solid craftsmanship of a bygone era. The stunning new interior includes an open-concept main level, all-new kitchen and baths, updated flooring, fresh drywall, neutral designer paint throughout, and brand-new appliances. Comfort is covered year-round with newly installed central heating and air conditioning. The fabulous primary suite offers a true retreat with a custom glass-enclosed shower and beautifully updated finishes. Additional highlights include a full dry basement offering excellent storage. This home truly offers the best of both worlds — the beauty and convenience of new construction combined with the timeless quality and character of a classic colonial. Put this one at the top of your list to tour soon!

122 Main St, Galena

Listing courtesy of Village Real Estate Company LLC. Contact:

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