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Do you crave peace, privacy and waterfront? Escape to your own slice of paradise in this meticulously maintained 3-bedroom, 2-bathroom estate, where luxury meets sustainability. Nestled on a beautifully wooded and private 1.58 acre lot, this home is a true sanctuary for nature lovers and water enthusiasts alike. The interior features a thoughtful layout designed for comfort, but the true magic lies in the resort-style amenities. Unwind after a long day in your private sauna or soak in the hot tub while overlooking your lush surroundings. Summer days are best spent lounging by the sparkling inground pool or enjoying the breeze from the screened porch and expansive deck. Winter evenings snuggle up in front of the wood burning fireplace inserts in the living room and the den, or in front of the fire in your bedroom. Unwind by walking the meditation labyrinth. Situated on the upper portion of Mill Creek, this property boasts a private pier, providing a gateway to the Sassafras River for boating, fishing, or simply enjoying the tranquil water views. The detached 2-car garage is more than just storage; it features a finished loft with full bathroom perfect for a home office, guest suite, or creative studio. The fully owned solar panel system heats the inground swimming pool. Thirteen miles from tax-free shopping in Middletown, DE. Whether you’re looking for a full-time residence or a weekend getaway, this property offers an unparalleled blend of peace, privacy, and outdoor adventure. PLEASE RESPECT SELLER'S PRIVACY. NO DRIVE BY. PLEASE REQUEST SHOWING APPOINTMENT.

3 Beds ⋅ 2 Baths

Do you crave peace, privacy and waterfront? Escape to your own slice of paradise in this meticulously maintained 3-bedroom, 2-bathroom estate, where luxury meets sustainability. Nestled on a beautifully wooded and private 1.58 acre lot, this home is a true sanctuary for nature lovers and water enthusiasts alike. The interior features a thoughtful layout designed for comfort, but the true magic lies in the resort-style amenities. Unwind after a long day in your private sauna or soak in the hot tub while overlooking your lush surroundings. Summer days are best spent lounging by the sparkling inground pool or enjoying the breeze from the screened porch and expansive deck. Winter evenings snuggle up in front of the wood burning fireplace inserts in the living room and the den, or in front of the fire in your bedroom. Unwind by walking the meditation labyrinth. Situated on the upper portion of Mill Creek, this property boasts a private pier, providing a gateway to the Sassafras River for boating, fishing, or simply enjoying the tranquil water views. The detached 2-car garage is more than just storage; it features a finished loft with full bathroom perfect for a home office, guest suite, or creative studio. The fully owned solar panel system heats the inground swimming pool. Thirteen miles from tax-free shopping in Middletown, DE. Whether you’re looking for a full-time residence or a weekend getaway, this property offers an unparalleled blend of peace, privacy, and outdoor adventure. PLEASE RESPECT SELLER'S PRIVACY. NO DRIVE BY. PLEASE REQUEST SHOWING APPOINTMENT.

13840 Mill Creek Ln, Galena

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: EXIT Preferred Realty.

$1,070,000

This home leaves nothing to be desired. Custom built just over a decade ago, this home brings an oasis to your everyday life. You'd never guess that just a few minutes over the MD/DE state line, you'd find this gem! Tucked back on 16 acres of land, with water views of the Sassafras, you have privacy and serenity. Enter the home through the oversized custom door to a cozy entryway, met with stone accents and large, vaulted ceilings. Straight ahead you will find the grand family room, with beautiful views and a large stone custom fireplace. The floor to ceiling windows fill your day with natural light and the peaceful view of the river. Right next to the living room, you are met with a chef's kitchen, with top of the line custom hickory cabinetry and chef grade appliances, along with a breakfast bar as well- every home chef's dream! This side of the home hosts two large bedrooms, a large laundry room, a mud room complete with a pet bathing station, and interior access to the garage, as well as the unfinished framed out lofted space - ready to make your vision of an extra bedroom or home gym come to life! Follow the custom hickory floors to the other wing of the home, and find yourself in the enormous primary ensuite. The custom bathroom has a bidet, a whirlpool air jet tub and a large shower, and even a TV for when you want to relax in your personal "spa". With an additional powder room and home office space, this home checks all the boxes! The full unfinished basement is in pristine condition for storage or for additional finish-able space in the future. The tall ceilings and double egress make it the perfect canvas for your basement vision! While serene and private, this home is a short drive to I-95, Middletown DE, and more. Truly the best of both worlds and a must- see...you'll never want to leave! Schedule your tour today!

3 Beds ⋅ 3 Baths

This home leaves nothing to be desired. Custom built just over a decade ago, this home brings an oasis to your everyday life. You'd never guess that just a few minutes over the MD/DE state line, you'd find this gem! Tucked back on 16 acres of land, with water views of the Sassafras, you have privacy and serenity. Enter the home through the oversized custom door to a cozy entryway, met with stone accents and large, vaulted ceilings. Straight ahead you will find the grand family room, with beautiful views and a large stone custom fireplace. The floor to ceiling windows fill your day with natural light and the peaceful view of the river. Right next to the living room, you are met with a chef's kitchen, with top of the line custom hickory cabinetry and chef grade appliances, along with a breakfast bar as well- every home chef's dream! This side of the home hosts two large bedrooms, a large laundry room, a mud room complete with a pet bathing station, and interior access to the garage, as well as the unfinished framed out lofted space - ready to make your vision of an extra bedroom or home gym come to life! Follow the custom hickory floors to the other wing of the home, and find yourself in the enormous primary ensuite. The custom bathroom has a bidet, a whirlpool air jet tub and a large shower, and even a TV for when you want to relax in your personal "spa". With an additional powder room and home office space, this home checks all the boxes! The full unfinished basement is in pristine condition for storage or for additional finish-able space in the future. The tall ceilings and double egress make it the perfect canvas for your basement vision! While serene and private, this home is a short drive to I-95, Middletown DE, and more. Truly the best of both worlds and a must- see...you'll never want to leave! Schedule your tour today!

33487 Galena Sassafras Rd, Galena

Listing courtesy of Compass Pennsylvania, LLC. Contact:

Selling Office: Gunther-McClary Real Estate.

$918,000

Completely renovated four-bedroom home offering an ideal Upper Eastern Shore location where Swantown Creek meets the Sassafras River. This private retreat features convenient first-floor living, with water views from the living room, dining area, kitchen, and two primary bedrooms. The home is enhanced by a spacious deck overlooking the water, a finished basement, outdoor shower, hot tub, fire pit and a detached storage shed. Set in a park-like setting, the property is just minutes from Middletown, DE and the bypass, providing easy access to northern destinations while still enjoying the charm of of nearby Georgetown and Chesapeake City.

4 Beds ⋅ 3 Baths

Completely renovated four-bedroom home offering an ideal Upper Eastern Shore location where Swantown Creek meets the Sassafras River. This private retreat features convenient first-floor living, with water views from the living room, dining area, kitchen, and two primary bedrooms. The home is enhanced by a spacious deck overlooking the water, a finished basement, outdoor shower, hot tub, fire pit and a detached storage shed. Set in a park-like setting, the property is just minutes from Middletown, DE and the bypass, providing easy access to northern destinations while still enjoying the charm of of nearby Georgetown and Chesapeake City.

31902 Swantown Dr, Galena

Listing courtesy of Gunther-McClary Real Estate. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$550,000

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.

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..

$540,000

Welcome to 14504 John Peel Road, located in a desirable waterfront-oriented community in Galena offering private community dock access and the opportunity to enjoy the Eastern Shore lifestyle. Conveniently located just minutes from Route 301, this spacious 4-bedroom, 2.5-bath Colonial offers over 2,300 square feet of comfortable living space with plenty of room for everyone. The main level features a beautiful kitchen with cherry cabinetry and lvp flooring, a dining area or family room with an electric fireplace, and a convenient half bath. Enjoy additional living space in the screened-in porch, perfect for relaxing and taking in the peaceful surroundings. The front of the home offers two formal living rooms, providing flexible space for entertaining, a home office, or additional gathering areas. Upstairs you’ll find all four bedrooms and two full bathrooms, including a spacious primary suite with a Juliet balcony. The basement offers even more possibilities with a wood stove and additional space for storage, hobbies, or recreation. An attached two-car garage adds everyday convenience.

4 Beds ⋅ 3 Baths

Welcome to 14504 John Peel Road, located in a desirable waterfront-oriented community in Galena offering private community dock access and the opportunity to enjoy the Eastern Shore lifestyle. Conveniently located just minutes from Route 301, this spacious 4-bedroom, 2.5-bath Colonial offers over 2,300 square feet of comfortable living space with plenty of room for everyone. The main level features a beautiful kitchen with cherry cabinetry and lvp flooring, a dining area or family room with an electric fireplace, and a convenient half bath. Enjoy additional living space in the screened-in porch, perfect for relaxing and taking in the peaceful surroundings. The front of the home offers two formal living rooms, providing flexible space for entertaining, a home office, or additional gathering areas. Upstairs you’ll find all four bedrooms and two full bathrooms, including a spacious primary suite with a Juliet balcony. The basement offers even more possibilities with a wood stove and additional space for storage, hobbies, or recreation. An attached two-car garage adds everyday convenience.

14504 John Peel Rd, Galena

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

Selling Office: RE/MAX Associates - Newark.

$515,000

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.

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.

$490,000

Welcome to this spacious 5-bedroom, 2.5 bath raised ranch located on picturesque Jim Davis Road in Galena, MD, offering peaceful country living on 2 acres with convenient access to surrounding areas. Enjoy a circular driveway and detached garage providing plenty of room for parking, hobbies, and guests. Step outside to your own private retreat featuring an inground pool, pool shed, deck, patio, and privacy fencing - perfect for summer entertaining and relaxation. The property also offers a play area and beautiful views of local farms, creating a serene and scenic setting. Inside, the home offers a flexible layout with extra living space in the finished basement, while all bedrooms are located above ground on the first floor. PREFER the opposite setup? The layout can easily be adjusted to fit your needs-whether you want more entertaining space, guest rooms, or a home office. For added peace of mind, the seller is providing a ONE YEAR HOME WARRANTY**** through American Home Shield. Galena is such an adorable little town with tons of charm & character. Now priced to SELL Conveniently located close to Delaware, Baltimore, and Pennsylvania, this home blends rural charm with commuter-friendly access. A unique opportunity offering space, privacy, and versaltility-schedule your private showing today!

5 Beds ⋅ 3 Baths

Welcome to this spacious 5-bedroom, 2.5 bath raised ranch located on picturesque Jim Davis Road in Galena, MD, offering peaceful country living on 2 acres with convenient access to surrounding areas. Enjoy a circular driveway and detached garage providing plenty of room for parking, hobbies, and guests. Step outside to your own private retreat featuring an inground pool, pool shed, deck, patio, and privacy fencing - perfect for summer entertaining and relaxation. The property also offers a play area and beautiful views of local farms, creating a serene and scenic setting. Inside, the home offers a flexible layout with extra living space in the finished basement, while all bedrooms are located above ground on the first floor. PREFER the opposite setup? The layout can easily be adjusted to fit your needs-whether you want more entertaining space, guest rooms, or a home office. For added peace of mind, the seller is providing a ONE YEAR HOME WARRANTY**** through American Home Shield. Galena is such an adorable little town with tons of charm & character. Now priced to SELL Conveniently located close to Delaware, Baltimore, and Pennsylvania, this home blends rural charm with commuter-friendly access. A unique opportunity offering space, privacy, and versaltility-schedule your private showing today!

31569 Jim Davis, Galena

Listing courtesy of Remax Vision. Contact:

Selling Office: RE/MAX Associates-Hockessin.

$398,000

Ranch Home in Dogwood Village. Welcome to this stunning move-in ready ranch home located in the heart of Galena’s desirable Dogwood Village. Offering 2,587± square feet of TOTAL living space, this property combines modern updates with small-town charm. Inside, cathedral ceilings with skylights in both the gathering room and primary bedroom create a bright, open, and airy atmosphere. The open-concept kitchen and living room are connected by a quartz island breakfast bar, designed for both everyday living and entertaining. New waterproof luxury vinyl plank flooring has been installed in the foyer, kitchen, living room, and primary suite. The primary suite also features a spa-inspired bath with a custom ceramic tile shower. A spacious finished basement provides a large family room, a separate office space, and abundant unfinished storage. Additional peace of mind comes with a brand-new HVAC system. The property is situated on .26 acres with public utilities and backs directly to the town park, which offers a walking trail, playground, and pavilion. A stamped concrete patio provides the perfect outdoor setting for dining, movie nights under the stars, or enjoying live music from Galena’s annual Dogwood Festival. The location is ideal, just a short walk to Galena Pizzeria, the library, Cut Loose Salon, Cross Street Market, and more. This home truly has it all—style, space, and a prime location in the heart of Galena.

3 Beds ⋅ 2 Baths

Ranch Home in Dogwood Village. Welcome to this stunning move-in ready ranch home located in the heart of Galena’s desirable Dogwood Village. Offering 2,587± square feet of TOTAL living space, this property combines modern updates with small-town charm. Inside, cathedral ceilings with skylights in both the gathering room and primary bedroom create a bright, open, and airy atmosphere. The open-concept kitchen and living room are connected by a quartz island breakfast bar, designed for both everyday living and entertaining. New waterproof luxury vinyl plank flooring has been installed in the foyer, kitchen, living room, and primary suite. The primary suite also features a spa-inspired bath with a custom ceramic tile shower. A spacious finished basement provides a large family room, a separate office space, and abundant unfinished storage. Additional peace of mind comes with a brand-new HVAC system. The property is situated on .26 acres with public utilities and backs directly to the town park, which offers a walking trail, playground, and pavilion. A stamped concrete patio provides the perfect outdoor setting for dining, movie nights under the stars, or enjoying live music from Galena’s annual Dogwood Festival. The location is ideal, just a short walk to Galena Pizzeria, the library, Cut Loose Salon, Cross Street Market, and more. This home truly has it all—style, space, and a prime location in the heart of Galena.

119 Cedarwood Dr, Galena

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

Selling Office: Integrity Real Estate.

$385,000

Welcome to 107 Boxwood Lane in the Dogwood Village community. This home is nicely situated at the end of a cul-de-sac with a spacious triangular lot. The backyard is nicely edged with foliage, making a private oasis. The home offers convenient one-floor living. Large open living space, stainless steel appliances, wood floors and natural light. A bonus sunroom is just steps away from the dining area. This space could also be a playroom, studio, office or den. The primary bedroom has a large bathroom and walk-in closet. Two additional bedrooms share a full bathroom. Spacious two car garage and large paved driveway. From the garage there is a walk-down basement for additional storage or projects. A short drive to the Sassafras River and many marinas. Located 30 minutes from Chestertown and Middletown DE, under an hour to Wilmington.

3 Beds ⋅ 2 Baths

Welcome to 107 Boxwood Lane in the Dogwood Village community. This home is nicely situated at the end of a cul-de-sac with a spacious triangular lot. The backyard is nicely edged with foliage, making a private oasis. The home offers convenient one-floor living. Large open living space, stainless steel appliances, wood floors and natural light. A bonus sunroom is just steps away from the dining area. This space could also be a playroom, studio, office or den. The primary bedroom has a large bathroom and walk-in closet. Two additional bedrooms share a full bathroom. Spacious two car garage and large paved driveway. From the garage there is a walk-down basement for additional storage or projects. A short drive to the Sassafras River and many marinas. Located 30 minutes from Chestertown and Middletown DE, under an hour to Wilmington.

107 Boxwood Ln, Galena

Listing courtesy of Gunther-McClary Real Estate. Contact:

Selling Office: Remax Vision.

$375,000

Welcome to 14037 E. Beechwood Road- set on a spacious, nearly one-acre lot, this property offers privacy, scenic views, and the kind of laid-back lifestyle the Eastern Shore is known for. Enjoy the beauty of rural surroundings with plenty of room for outdoor living, gardening or simply relaxing and taking in the natural landscape. Inside, the move-in ready home features three comfortable bedrooms and two full baths, offering a functional layout for everyday living. The nicely sized kitchen includes ample cabinetry and an eat-in area, providing a welcoming space for meals and gathering. Downstairs there is a bonus space that can be used for additional living area, home gym or an office. Step outside and you'll find a large rear covered porch- perfect for enjoying morning coffee or unwinding in the evenings- along with a paver patio that extends the outdoor living and entertaining space. The community of Gregg Neck is known for its quiet roads, larger parcels, and relaxed pace- offering that sought-after Eastern Shore vibe while still being conveniently located to nearby towns, shopping and major routes for commuting ease.

3 Beds ⋅ 2 Baths

Welcome to 14037 E. Beechwood Road- set on a spacious, nearly one-acre lot, this property offers privacy, scenic views, and the kind of laid-back lifestyle the Eastern Shore is known for. Enjoy the beauty of rural surroundings with plenty of room for outdoor living, gardening or simply relaxing and taking in the natural landscape. Inside, the move-in ready home features three comfortable bedrooms and two full baths, offering a functional layout for everyday living. The nicely sized kitchen includes ample cabinetry and an eat-in area, providing a welcoming space for meals and gathering. Downstairs there is a bonus space that can be used for additional living area, home gym or an office. Step outside and you'll find a large rear covered porch- perfect for enjoying morning coffee or unwinding in the evenings- along with a paver patio that extends the outdoor living and entertaining space. The community of Gregg Neck is known for its quiet roads, larger parcels, and relaxed pace- offering that sought-after Eastern Shore vibe while still being conveniently located to nearby towns, shopping and major routes for commuting ease.

14037 E Beechwood Rd, Galena

Listing courtesy of CR Realty. Contact:

Selling Office: EXIT Preferred Realty.

$370,000

Nestled in the northernmost part of Kent County, this charming Galena home offers the perfect blend of small-town living and convenient access to nearby destinations. Enjoy an easy commute to Middletown, Delaware, Cecil County, and Chestertown, while being just minutes from local marinas, waterfront restaurants, and all the recreation the area has to offer. The beautiful Sassafras River is less than a mile away, providing stunning views, boating opportunities, and waterfront dining. Inside, you'll find new flooring, fresh paint throughout, and a bright, refreshed interior that is truly move-in ready. The full unfinished basement offers abundant storage space and endless possibilities for a workshop, hobby area, home gym, or future expansion.

3 Beds ⋅ 2 Baths

Nestled in the northernmost part of Kent County, this charming Galena home offers the perfect blend of small-town living and convenient access to nearby destinations. Enjoy an easy commute to Middletown, Delaware, Cecil County, and Chestertown, while being just minutes from local marinas, waterfront restaurants, and all the recreation the area has to offer. The beautiful Sassafras River is less than a mile away, providing stunning views, boating opportunities, and waterfront dining. Inside, you'll find new flooring, fresh paint throughout, and a bright, refreshed interior that is truly move-in ready. The full unfinished basement offers abundant storage space and endless possibilities for a workshop, hobby area, home gym, or future expansion.

105 Dogwood Dr, Galena

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

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

$370,000

Welcome to Shorewood Estates, a water privileged community on Swantown Creek just off the Sassafras River. This well maintained home offers an updated kitchen with granite counter tops, a master bedroom and bath with two other bedrooms and bath on the main level and a large family room on the lower level along with a sewing room or home office. There is a detached screened porch perfect for a crab feast or just enjoying the landscaped yard. In addition there are raised beds with drip irrigation for your vegetable or herb garden. Two community areas provide access to the water - one has a little sandy beach with picnic tables where you can launch kayaks and canoes and the other with a dock and slips available through a yearly lottery. The Shorewood Estates Civic Association is voluntary. This property could be a second home escape or primary residence with its easy access to Rt. 301. Come and enjoy all The Land of Pleasant Living has to offer!

3 Beds ⋅ 3 Baths

Welcome to Shorewood Estates, a water privileged community on Swantown Creek just off the Sassafras River. This well maintained home offers an updated kitchen with granite counter tops, a master bedroom and bath with two other bedrooms and bath on the main level and a large family room on the lower level along with a sewing room or home office. There is a detached screened porch perfect for a crab feast or just enjoying the landscaped yard. In addition there are raised beds with drip irrigation for your vegetable or herb garden. Two community areas provide access to the water - one has a little sandy beach with picnic tables where you can launch kayaks and canoes and the other with a dock and slips available through a yearly lottery. The Shorewood Estates Civic Association is voluntary. This property could be a second home escape or primary residence with its easy access to Rt. 301. Come and enjoy all The Land of Pleasant Living has to offer!

13840 Duck Hollow Dr, Galena

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

Selling Office: Remax Vision.

$360,000

Back on market due to no fault of the sellers! Welcome to this charming and well-maintained 3-bedroom, 2.5-bath home offering a cozy layout and desirable amenities throughout. This home features multiple living spaces—including a bright sunroom and a separate dining area providing comfort and versatility for everyday living. The spacious primary bedroom features vaulted ceilings, an en suite bath, and a large walk-in closet. Cozy up by one of the fireplaces and enjoy the private backyard offering an inviting retreat with an in-ground pool and a spa hook-up ready for future installation. A garage adds convenience for parking and storage, making this home a wonderful opportunity for anyone seeking comfort, charm, and great amenities in one place.

3 Beds ⋅ 3 Baths

Back on market due to no fault of the sellers! Welcome to this charming and well-maintained 3-bedroom, 2.5-bath home offering a cozy layout and desirable amenities throughout. This home features multiple living spaces—including a bright sunroom and a separate dining area providing comfort and versatility for everyday living. The spacious primary bedroom features vaulted ceilings, an en suite bath, and a large walk-in closet. Cozy up by one of the fireplaces and enjoy the private backyard offering an inviting retreat with an in-ground pool and a spa hook-up ready for future installation. A garage adds convenience for parking and storage, making this home a wonderful opportunity for anyone seeking comfort, charm, and great amenities in one place.

186 Birchwood Ln, Galena

Listing courtesy of Crown Homes Real Estate. Contact:

Selling Office: Foraker Realty Co..

$329,000

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.

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.

$315,000

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.

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.

$205,000

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.

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.

$182,000

Welcome Home to 31695 Olivet Circle, this 3 bedroom 2 bath home is a great started home! Beautiful property with lots of possibilities! Off the beaten path & surrounded by nature with a detached garage.

3 Beds ⋅ 2 Baths

Welcome Home to 31695 Olivet Circle, this 3 bedroom 2 bath home is a great started home! Beautiful property with lots of possibilities! Off the beaten path & surrounded by nature with a detached garage.

31695 Olivet Cir, Galena

Listing courtesy of RE/MAX Chesapeake. Contact:

Selling Office: Unrepresented.

$105,000

Need to get away from it all? 10 acres of privacy! Located in rural Kent County MD. but close to Rt. 301, Middletown Delaware and all that Maryland's Eastern Shore has to offer. Perfect place to build your dream home, hunting cabin, family compound. Heavily wooded and abutting vacant land owned by the state of Maryland Dept. of Natural Resources. Residential zoning. Boundary survey has been completed and corners are marked..

Black Bottom Road, Galena

Listing courtesy of BHHS Fox & Roach - Hockessin. Contact:

Selling Office: RE/MAX Associates - Newark.

$95,000

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.

1 Wilson Point Rd, Galena

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

Selling Office: Patterson-Schwartz Real Estate.

$85,000

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.

2 Sassafras Cove Rd, Galena

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

Selling Office: Patterson-Schwartz Real Estate.

$60,000

***PRICE REDUCED***Due to job transfer, owners must sell. Their loss your Gain! Build Your Dream Home in Shorewood Estates! Choose your own builder or pick up where seller's left off. This .69-acre elevated lot backs to woods and has passed perc test Looking for peace, quiet, and a true Eastern Shore lifestyle? Welcome to Shorewood Estates, a private water-oriented community on Swantown Creek off the Sassafras River. —perfect for your dream build. Their loss is your gain. Generations have grown up here thanks to the unbeatable lifestyle: 2 community beach areas, fishing pond, and a neighborhood dock with boat slips (lottery basis). Whether you love boating, Kayaking, fishing, or simply soaking in the natural surroundings, you’ll find it here. Enjoy the tranquility of a tucked-away community while staying within easy reach of shopping, dining, and healthcare. With a voluntary Civic Association of just $100/year, Shorewood offers incredible value and an authentic Eastern Shore experience. Don’t miss your chance to Live Where You Play—Bring your builder and start building memories today.

32072 Shorewood Rd, Galena

Listing courtesy of Integrity Real Estate. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$40,000

One acre + lot available on Olivet Hill Circle, Galena! Galena is a charming town bordering the Sassafras River and also nearby Middletown, DE shopping. Property has been surveyed and is being prepared for perc testing.

Olivet Hill Cir, Galena

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

Selling Office: Unrepresented.

$35,000

Nice Kent County lot priced to sell! 3.25 acres of wooded land great for recreational use or look to build a home close to the quaint town of Galena, MD. Bring your vision to life on this beautiful, 3.25-acre parcel surrounded by nature in a great location. The lot is mostly level with a good mix of hardwards, offering easy clearing and several options for a home site. Conveniently located near Rt. 301 for quick access north to Middletown, DE, or south to the Bay Bridge. The property is zoned Agricultural Zoning District, which is used to encourage the use of agricultural land for farming and other agricultural businesses and to limit the use of these lands for non-agricultural purposes. It also allows for low-density residential development in areas where the impact on the natural environment is minimal. There is no perc, buyer should complete their due dilegence. Schedule your private tour today!

Carroll Clark Rd, Galena

Listing courtesy of Charis Realty Group. Contact:

Selling Office: EXIT ESSENTIALS REALTY, LLC.