$719,500 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:
$50,000 Nearly 4 acres of privacy and natural beauty tucked away down a quiet, secluded road just outside the charming town of Galena. This wooded parcel offers favorable soils and was recently perc approved, providing the potential for a future homesite. Access to the buildable area will require construction of a bridge or culvert over an existing ravine. Beyond residential possibilities, the property could also make an excellent recreational retreat for hunting, ATV riding, hiking, nature trails, or simply enjoying the peace and privacy of the outdoors. Enjoy the best of both worlds—seclusion and convenience. Galena offers small-town charm, local shops, and access to the Sassafras River, while Middletown, Delaware is just a short drive up Route 301 for additional shopping, dining, and amenities. A unique opportunity for a buyer willing to take on the access improvements and unlock the potential of this secluded parcel. Nearly 4 acres of privacy and natural beauty tucked away down a quiet, secluded road just outside the charming town of Galena. This wooded parcel offers favorable soils and was recently perc approved, providing the potential for a future homesite. Access to the buildable area will require construction of a bridge or culvert over an existing ravine. Beyond residential possibilities, the property could also make an excellent recreational retreat for hunting, ATV riding, hiking, nature trails, or simply enjoying the peace and privacy of the outdoors. Enjoy the best of both worlds—seclusion and convenience. Galena offers small-town charm, local shops, and access to the Sassafras River, while Middletown, Delaware is just a short drive up Route 301 for additional shopping, dining, and amenities. A unique opportunity for a buyer willing to take on the access improvements and unlock the potential of this secluded parcel. Olivet Hill Rd, Galena Listing courtesy of Chesapeake Real Estate Associates, LLC. 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 ONE-LEVEL LIVING IN GALENA—SELLER WELCOMES ALL REASONABLE OFFERS! This three-bedroom, two-bath ranch offers a practical layout, manageable homesite, and the opportunity to make it your own. Built in 2007 and situated on a cleared 0.47-acre lot in the Sassafras subdivision, the home features luxury vinyl plank flooring, abundant natural light, and an open living area that connects easily to the kitchen and breakfast space. The country-style kitchen includes generous cabinet storage, an electric range, built-in microwave, and dishwasher. The primary bedroom features a private bath with a soaking tub and separate stall shower, while the remaining bedrooms can accommodate additional sleeping space, an office, hobbies, or other needs. Outside, the front, side, and rear yards provide room for gardening, recreation, outdoor gatherings, or relaxing in the peaceful surroundings. A detached shed offers convenient storage for tools, lawn equipment, and seasonal belongings. Schedule your private showing and bring the seller your reasonable offer! 3 Beds ⋅ 2 Baths ONE-LEVEL LIVING IN GALENA—SELLER WELCOMES ALL REASONABLE OFFERS! This three-bedroom, two-bath ranch offers a practical layout, manageable homesite, and the opportunity to make it your own. Built in 2007 and situated on a cleared 0.47-acre lot in the Sassafras subdivision, the home features luxury vinyl plank flooring, abundant natural light, and an open living area that connects easily to the kitchen and breakfast space. The country-style kitchen includes generous cabinet storage, an electric range, built-in microwave, and dishwasher. The primary bedroom features a private bath with a soaking tub and separate stall shower, while the remaining bedrooms can accommodate additional sleeping space, an office, hobbies, or other needs. Outside, the front, side, and rear yards provide room for gardening, recreation, outdoor gatherings, or relaxing in the peaceful surroundings. A detached shed offers convenient storage for tools, lawn equipment, and seasonal belongings. Schedule your private showing and bring the seller your reasonable offer! 33741 Galena Sassafras Rd, Galena Listing courtesy of EXP Realty, LLC. Contact:
$1,500,000 Impressive Masterpiece on Swantown Creek with 2 Boat Lifts! Exquisitely Crafted, the high quality upgrades have created an oasis for serenity, relaxation and entertaining alike! Perfectly perched above the creek, this home offers an outdoor wonderland! It showcases a long dock with 2 lifts perfect for boating or kayaking or canoeing, an inground pool, 2 decks and magical water views! A bird loverś paradise, Swantown Creek and the connecting Sassafras River sit on the upper Chesapeake Bay watershed, making it a thoroughfare for resident species and migratory birds traveling the Atlantic Flyway! You will see Bald Eagles all year long! Inside this completely renovated Masterpiece, the fine details will fascinate even the most discerning buyers, from the gorgeous hardwood flooring to the gourmet kitchen to the double sided fireplace! The very spacious open floor plan is ideal for entertaining with multiple living and dining areas that simultaneously offer those lovely views! The luxurious kitchen has been beautifully appointed with premium countertops, a suite of super high end Forno Stainless Steel appliances including a 48" Dual Fuel Double Oven, 48" wall mounted hood, 60" 2-piece, convertible, built-in fridge, super quiet dishwasher and 24" microwave drawer, stunning cabinetry & hardware, a radiant island and a splendid butler bar! A split bedroom floor plan allows for some seclusion for the primary suite! The primary suite is intoxicating! It has its own deck, an awesome walk through closet with a ready made closet system, a palatial luxurious tiled shower, dazzling double sinks and separate water closet! The other two bedrooms are nicely situated at the other end of the home with a Jack & Jill bath! There is also a flexible bonus room off the living room perfect for a home office/study. The laundry area is sweetly tucked away behind the kitchen and flanking the stacked washer/dryer is lovely cabinetry and a useful sink! No detail has been overlooked namely the interior plantation shutters, ceiling fans, led lighting and fixtures and so much more! The large driveway and cul-de-sac location translates to lots of parking and you will also appreciate the side yard storage shed. Come be awed by this Shorewood Estates Showpiece! 3 Beds ⋅ 3 Baths Impressive Masterpiece on Swantown Creek with 2 Boat Lifts! Exquisitely Crafted, the high quality upgrades have created an oasis for serenity, relaxation and entertaining alike! Perfectly perched above the creek, this home offers an outdoor wonderland! It showcases a long dock with 2 lifts perfect for boating or kayaking or canoeing, an inground pool, 2 decks and magical water views! A bird loverś paradise, Swantown Creek and the connecting Sassafras River sit on the upper Chesapeake Bay watershed, making it a thoroughfare for resident species and migratory birds traveling the Atlantic Flyway! You will see Bald Eagles all year long! Inside this completely renovated Masterpiece, the fine details will fascinate even the most discerning buyers, from the gorgeous hardwood flooring to the gourmet kitchen to the double sided fireplace! The very spacious open floor plan is ideal for entertaining with multiple living and dining areas that simultaneously offer those lovely views! The luxurious kitchen has been beautifully appointed with premium countertops, a suite of super high end Forno Stainless Steel appliances including a 48" Dual Fuel Double Oven, 48" wall mounted hood, 60" 2-piece, convertible, built-in fridge, super quiet dishwasher and 24" microwave drawer, stunning cabinetry & hardware, a radiant island and a splendid butler bar! A split bedroom floor plan allows for some seclusion for the primary suite! The primary suite is intoxicating! It has its own deck, an awesome walk through closet with a ready made closet system, a palatial luxurious tiled shower, dazzling double sinks and separate water closet! The other two bedrooms are nicely situated at the other end of the home with a Jack & Jill bath! There is also a flexible bonus room off the living room perfect for a home office/study. The laundry area is sweetly tucked away behind the kitchen and flanking the stacked washer/dryer is lovely cabinetry and a useful sink! No detail has been overlooked namely the interior plantation shutters, ceiling fans, led lighting and fixtures and so much more! The large driveway and cul-de-sac location translates to lots of parking and you will also appreciate the side yard storage shed. Come be awed by this Shorewood Estates Showpiece! 13876 Swantown Creek Rd, Galena Listing courtesy of Patterson-Schwartz - Greenville. 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:
$1,595,000 Enjoy sweeping water views, a bulkheaded shoreline, and a lawn extending to the water's edge—an exceptional and hard-to-find combination. Boating enthusiasts will appreciate the private dock, complete with a boat lift and Jet Ski lift and the location on the river. This charming four-bedroom home blends timeless character with everyday functionality. The thoughtfully designed floor plan features a first-floor primary suite, hardwood floors throughout, and spacious living areas ideal for both relaxing and entertaining. The detached garage includes a private apartment with an additional bedroom and an additional full bathroom, offering excellent space for guests or extended family. Including the garage apartment, this property has 5 bedrooms and 3 full baths, The expansive kitchen and living area open through sliding glass doors to a patio, screened porch, and beautifully landscaped lawn all overlooking the water, creating seamless indoor-outdoor living with broad water views. Mature trees provide shade, beauty, and privacy throughout the property. Conveniently located just minutes from Georgetown, you'll enjoy easy access to restaurants and a sought-after boating destination. Whether your passion is waterskiing, wakeboarding, paddleboarding, fishing, or peaceful kayaking, this location offers endless opportunities to enjoy life on the water. This is a property that truly should be experienced in person to appreciate its unique setting, exceptional amenities, and waterfront lifestyle. 4 Beds ⋅ 2 Baths Enjoy sweeping water views, a bulkheaded shoreline, and a lawn extending to the water's edge—an exceptional and hard-to-find combination. Boating enthusiasts will appreciate the private dock, complete with a boat lift and Jet Ski lift and the location on the river. This charming four-bedroom home blends timeless character with everyday functionality. The thoughtfully designed floor plan features a first-floor primary suite, hardwood floors throughout, and spacious living areas ideal for both relaxing and entertaining. The detached garage includes a private apartment with an additional bedroom and an additional full bathroom, offering excellent space for guests or extended family. Including the garage apartment, this property has 5 bedrooms and 3 full baths, The expansive kitchen and living area open through sliding glass doors to a patio, screened porch, and beautifully landscaped lawn all overlooking the water, creating seamless indoor-outdoor living with broad water views. Mature trees provide shade, beauty, and privacy throughout the property. Conveniently located just minutes from Georgetown, you'll enjoy easy access to restaurants and a sought-after boating destination. Whether your passion is waterskiing, wakeboarding, paddleboarding, fishing, or peaceful kayaking, this location offers endless opportunities to enjoy life on the water. This is a property that truly should be experienced in person to appreciate its unique setting, exceptional amenities, and waterfront lifestyle. 14046 Tockwogh Ln, Galena Listing courtesy of Gunther-McClary Real Estate. Contact:
$2,150,000 Luxury deep water retreat on the Sassafras River: an exceptional custom waterfront crafted residence Offering expansive river views, a private deep-water pier, resort style amenities and distinctive natural timber architectural. The custom log construction adds warmth, character and architectural distinction throughout the home The current owners had their 70 ft boat docked there for 10 years with space for several boats to be docked as well. INDOOR POOL looking to the outdoors, situated on a DOUBLE LOT, with a glass enclosure and loads of space to entertain! There are 2 separate upper-level quarters, one for guests which includes a family room, sitting room and full bath. So much potential to utilize at least 2 of the rooms for bedrooms. The primary suite on the other side of the home includes 2 walk-in closets, a dressing room. full bath with soaking tub, an office space and a sitting area with waterfront views. 3 bedrooms with potential to have 5 bedrooms. Set on the tranquil shores of the Sassafras River, this striking custom-built home, blends timeless craftsmanship with resort-style amenities—perfect for effortless entertaining and relaxed waterfront living. The great room includes soaring beams, walls of glass, and panoramic river views Deep water frontage with private pier, 3,000 lb. boat lift and ideal for larger boats as well, crabbing, fishing, and sunset cruising. Year‑round indoor pool pavilion with lounge seating, beverage bar, and easy walk-out. Chef’s kitchen featuring premium appliances, expansive island, and seamless flow to dining and outdoor spaces. Multiple decks and patios for al fresco dining, plus level lawn to the water’s edge. There is even a small kitchenette in the garage for those hardcore entertainers! A full house generator is also present and 3 HVAC units to cool the home. This home would make an amazing Air B and B! There is an additional cabin with sleeping bunks and amenities for those overnight guests that never want to leave. Please click on the walkthrough tour and floor plans are also available. 4 Beds ⋅ 4 Baths Luxury deep water retreat on the Sassafras River: an exceptional custom waterfront crafted residence Offering expansive river views, a private deep-water pier, resort style amenities and distinctive natural timber architectural. The custom log construction adds warmth, character and architectural distinction throughout the home The current owners had their 70 ft boat docked there for 10 years with space for several boats to be docked as well. INDOOR POOL looking to the outdoors, situated on a DOUBLE LOT, with a glass enclosure and loads of space to entertain! There are 2 separate upper-level quarters, one for guests which includes a family room, sitting room and full bath. So much potential to utilize at least 2 of the rooms for bedrooms. The primary suite on the other side of the home includes 2 walk-in closets, a dressing room. full bath with soaking tub, an office space and a sitting area with waterfront views. 3 bedrooms with potential to have 5 bedrooms. Set on the tranquil shores of the Sassafras River, this striking custom-built home, blends timeless craftsmanship with resort-style amenities—perfect for effortless entertaining and relaxed waterfront living. The great room includes soaring beams, walls of glass, and panoramic river views Deep water frontage with private pier, 3,000 lb. boat lift and ideal for larger boats as well, crabbing, fishing, and sunset cruising. Year‑round indoor pool pavilion with lounge seating, beverage bar, and easy walk-out. Chef’s kitchen featuring premium appliances, expansive island, and seamless flow to dining and outdoor spaces. Multiple decks and patios for al fresco dining, plus level lawn to the water’s edge. There is even a small kitchenette in the garage for those hardcore entertainers! A full house generator is also present and 3 HVAC units to cool the home. This home would make an amazing Air B and B! There is an additional cabin with sleeping bunks and amenities for those overnight guests that never want to leave. Please click on the walkthrough tour and floor plans are also available. 31436 Sassafras River Ave, Galena Listing courtesy of EXP Realty, LLC. 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:
$595,000 It is a rare opportunity for a private waterfront lot off the Sassafras River to come available. This 14 acre parcel of land is located above the bridge in a well established small community of Gentle Winds. Scenic and tranquil area for birding watching, kayaking or taking a short boat ride to restaurants located down the river. With this 14 acre lot, there are open areas and woods to play with. Build the house of your dreams and be able to work and play where you live. Short drive to tax free shopping in Middletown DE. It appears that this property is allowed to have an in-law suite as a separate living area, note the letter from Gentle Winds HOA, Also the Kent county has their assessment. The Hoa, will need to review plans and etc. as before. It is a rare opportunity for a private waterfront lot off the Sassafras River to come available. This 14 acre parcel of land is located above the bridge in a well established small community of Gentle Winds. Scenic and tranquil area for birding watching, kayaking or taking a short boat ride to restaurants located down the river. With this 14 acre lot, there are open areas and woods to play with. Build the house of your dreams and be able to work and play where you live. Short drive to tax free shopping in Middletown DE. It appears that this property is allowed to have an in-law suite as a separate living area, note the letter from Gentle Winds HOA, Also the Kent county has their assessment. The Hoa, will need to review plans and etc. as before. 14200 Metasequoia Ct, Galena Listing courtesy of Gunther-McClary Real Estate. Contact:
$95,000 Welcome to Wilson Point Estates! A 14 Lot Custom Home Eastern Shore Community. Designed for those who value craftsmanship and intention, Wilson Point Estates is not a production neighborhood, it’s a place where each home is purposefully designed to complement the character of the Shore. Picture gracious porches, elevated coastal details, and interiors tailored to how you truly live, entertain, and unwind. The setting offers easy access to the Sassafras River, nearby marinas, and the charm of historic Galena and Chestertown. Perfect for boating days, waterfront dining, and peaceful evenings close to home. Whether you’re building a primary residence or an Eastern Shore retreat, this location delivers both serenity and convenience. All homes within the community are guided custom builds. Buyers may bring their own architectural plans for approval or work directly with the development’s design team to create a home uniquely their own. Construction Concierge by Conestoga manages the development, design coordination, and architectural review, ensuring a seamless and elevated building experience from start to finish. This listing is for Lot 2, located on Sassafras Cove Road. Home is TO BE BUILT. LOT PRICE is $95,000.00. Listing Photos depict possible models to be built. For full details on the homesite, design guidelines, and custom building process, contact Construction Concierge by Conestoga at 410.512.6800. This is more than a lot—it’s the foundation for a lifestyle defined by timeless design, thoughtful living, and the best of the Eastern Shore. Images are artist renderings and AI generated for marketing purposes only. Finishes, features, and details are subject to change. House is to be built, Concierge Homes is the Builder. Welcome to Wilson Point Estates! A 14 Lot Custom Home Eastern Shore Community. Designed for those who value craftsmanship and intention, Wilson Point Estates is not a production neighborhood, it’s a place where each home is purposefully designed to complement the character of the Shore. Picture gracious porches, elevated coastal details, and interiors tailored to how you truly live, entertain, and unwind. The setting offers easy access to the Sassafras River, nearby marinas, and the charm of historic Galena and Chestertown. Perfect for boating days, waterfront dining, and peaceful evenings close to home. Whether you’re building a primary residence or an Eastern Shore retreat, this location delivers both serenity and convenience. All homes within the community are guided custom builds. Buyers may bring their own architectural plans for approval or work directly with the development’s design team to create a home uniquely their own. Construction Concierge by Conestoga manages the development, design coordination, and architectural review, ensuring a seamless and elevated building experience from start to finish. This listing is for Lot 2, located on Sassafras Cove Road. Home is TO BE BUILT. LOT PRICE is $95,000.00. Listing Photos depict possible models to be built. For full details on the homesite, design guidelines, and custom building process, contact Construction Concierge by Conestoga at 410.512.6800. This is more than a lot—it’s the foundation for a lifestyle defined by timeless design, thoughtful living, and the best of the Eastern Shore. Images are artist renderings and AI generated for marketing purposes only. Finishes, features, and details are subject to change. House is to be built, Concierge Homes is the Builder. 2 Sassafras Cove Rd, Galena Listing courtesy of Patterson-Schwartz-Middletown. Contact:
$110,000 Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. 14 Wilson Point Rd, Galena Listing courtesy of Patterson-Schwartz-Middletown. Contact:
$125,000 Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. 13 Wilson Point Rd, Galena Listing courtesy of Patterson-Schwartz-Middletown. Contact:
$125,000 Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. 12 Wilson Point Rd, Galena Listing courtesy of Patterson-Schwartz-Middletown. Contact:
$150,000 Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. 11 Wilson Point Rd, Galena Listing courtesy of Patterson-Schwartz-Middletown. Contact:
$150,000 Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. 10 Wilson Point Rd, Galena Listing courtesy of Patterson-Schwartz-Middletown. Contact:
$175,000 Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. 9 Wilson Point Rd, Galena Listing courtesy of Patterson-Schwartz-Middletown. Contact:
$175,000 Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. 7 Wilson Point Rd, Galena Listing courtesy of Patterson-Schwartz-Middletown. Contact:
$175,000 Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. 8 Wilson Point Rd, Galena Listing courtesy of Patterson-Schwartz-Middletown. Contact:
$150,000 Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design. 6 Wilson Point Rd, Galena Listing courtesy of Patterson-Schwartz-Middletown. Contact:
$135,000 Welcome to Wilson Point Estates – Nestled in a peaceful, secluded setting, this exclusive community offers 14 generously sized lots with No Builder Tie-In but developer must approve the architectural appearance of the home. With each lot carefully placed to preserve the natural beauty and privacy of the landscape, Every residence will reflect quality craftsmanship, offering both comfort and style in a setting that feels miles away from it all yet is just minutes from Middletown , local marinas, and easy access to boating, fishing, and waterfront recreation.Surrounded by serene woodlands and scenic views, this is a place where tranquility and elegance come together, A true escape from the hustle and bustle of everyday life. Designed for those who value space, sophistication, and a strong connection to nature, This is your chance to build the home of your dreams and embrace the best of both worlds upscale living in harmony with nature. Welcome to Wilson Point Estates – Nestled in a peaceful, secluded setting, this exclusive community offers 14 generously sized lots with No Builder Tie-In but developer must approve the architectural appearance of the home. With each lot carefully placed to preserve the natural beauty and privacy of the landscape, Every residence will reflect quality craftsmanship, offering both comfort and style in a setting that feels miles away from it all yet is just minutes from Middletown , local marinas, and easy access to boating, fishing, and waterfront recreation.Surrounded by serene woodlands and scenic views, this is a place where tranquility and elegance come together, A true escape from the hustle and bustle of everyday life. Designed for those who value space, sophistication, and a strong connection to nature, This is your chance to build the home of your dreams and embrace the best of both worlds upscale living in harmony with nature. 5 Wilson Point Rd, Galena Listing courtesy of Patterson-Schwartz-Middletown. Contact:
$125,000 Welcome to Wilson Point Estates – Nestled in a peaceful, secluded setting, this exclusive community offers 14 generously sized lots with No Builder Tie-In but developer must approve the architectural appearance of the home. With each lot carefully placed to preserve the natural beauty and privacy of the landscape, Every residence will reflect quality craftsmanship, offering both comfort and style in a setting that feels miles away from it all yet is just minutes from Middletown , local marinas, and easy access to boating, fishing, and waterfront recreation.Surrounded by serene woodlands and scenic views, this is a place where tranquility and elegance come together, A true escape from the hustle and bustle of everyday life. Designed for those who value space, sophistication, and a strong connection to nature, This is your chance to build the home of your dreams and embrace the best of both worlds upscale living in harmony with nature. Welcome to Wilson Point Estates – Nestled in a peaceful, secluded setting, this exclusive community offers 14 generously sized lots with No Builder Tie-In but developer must approve the architectural appearance of the home. With each lot carefully placed to preserve the natural beauty and privacy of the landscape, Every residence will reflect quality craftsmanship, offering both comfort and style in a setting that feels miles away from it all yet is just minutes from Middletown , local marinas, and easy access to boating, fishing, and waterfront recreation.Surrounded by serene woodlands and scenic views, this is a place where tranquility and elegance come together, A true escape from the hustle and bustle of everyday life. Designed for those who value space, sophistication, and a strong connection to nature, This is your chance to build the home of your dreams and embrace the best of both worlds upscale living in harmony with nature. 4 Wilson Point Rd, Galena Listing courtesy of Patterson-Schwartz-Middletown. Contact:
$120,000 Welcome to Wilson Point Estates – Nestled in a peaceful, secluded setting, this exclusive community offers 14 generously sized lots with No Builder Tie-In but developer must approve the architectural appearance of the home. With each lot carefully placed to preserve the natural beauty and privacy of the landscape, Every residence will reflect quality craftsmanship, offering both comfort and style in a setting that feels miles away from it all yet is just minutes from Middletown , local marinas, and easy access to boating, fishing, and waterfront recreation.Surrounded by serene woodlands and scenic views, this is a place where tranquility and elegance come together, A true escape from the hustle and bustle of everyday life. Designed for those who value space, sophistication, and a strong connection to nature, This is your chance to build the home of your dreams and embrace the best of both worlds upscale living in harmony with nature. Welcome to Wilson Point Estates – Nestled in a peaceful, secluded setting, this exclusive community offers 14 generously sized lots with No Builder Tie-In but developer must approve the architectural appearance of the home. With each lot carefully placed to preserve the natural beauty and privacy of the landscape, Every residence will reflect quality craftsmanship, offering both comfort and style in a setting that feels miles away from it all yet is just minutes from Middletown , local marinas, and easy access to boating, fishing, and waterfront recreation.Surrounded by serene woodlands and scenic views, this is a place where tranquility and elegance come together, A true escape from the hustle and bustle of everyday life. Designed for those who value space, sophistication, and a strong connection to nature, This is your chance to build the home of your dreams and embrace the best of both worlds upscale living in harmony with nature. 3 Wilson Point Rd, Galena Listing courtesy of Patterson-Schwartz-Middletown. Contact:
$1,250,000 Lot 1 is +/- 86 acres of prime development land in Kent County's Rt. 301 Growth Corridor. With +2,500 ft along Rt. 301 and 1,295 ft along Carroll Clark Rd, this property offers easy access to Middletown, DE and Rt. 1. The property is zoned Employment Center and qualifies for Kent County and Maryland State incentives. Approximately 46 acres are currently in ag use. There is a cell tower on the property with no annual income. The property is partially wooded with +/- 19 acres in Forest Conservation. Lot 1 is +/- 86 acres of prime development land in Kent County's Rt. 301 Growth Corridor. With +2,500 ft along Rt. 301 and 1,295 ft along Carroll Clark Rd, this property offers easy access to Middletown, DE and Rt. 1. The property is zoned Employment Center and qualifies for Kent County and Maryland State incentives. Approximately 46 acres are currently in ag use. There is a cell tower on the property with no annual income. The property is partially wooded with +/- 19 acres in Forest Conservation. Lot 1 Carroll Clark, Galena Listing courtesy of Rock Hall Properties Real Estate. Contact: