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21269 Dover Bridge Rd Unit LOT 15, Preston

Nestled in Dover Bridge Mobile Home Park—formerly Prettyman Manor.This large double-wide manufactured home offers plenty of space and potential. While it could use a bit of attention, it’s a wonderful opportunity to make this home your own in a quiet, welcoming setting. Conveniently located between Easton and Preston.

3 Beds ⋅ 2 Baths

Nestled in Dover Bridge Mobile Home Park—formerly Prettyman Manor.This large double-wide manufactured home offers plenty of space and potential. While it could use a bit of attention, it’s a wonderful opportunity to make this home your own in a quiet, welcoming setting. Conveniently located between Easton and Preston.

21269 Dover Bridge Rd Unit LOT 15, Preston

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

$270,000

Freshly renovated and move-in ready home on an acre! This 3-bedroom, 2-bath home offers a refreshed interior in a convenient Preston location. The renovation work is already complete, giving the next owner the chance to settle in and make the home their own. If you’re looking for a turnkey home on Maryland’s Eastern Shore, this one is worth a look.

3 Beds ⋅ 2 Baths

Freshly renovated and move-in ready home on an acre! This 3-bedroom, 2-bath home offers a refreshed interior in a convenient Preston location. The renovation work is already complete, giving the next owner the chance to settle in and make the home their own. If you’re looking for a turnkey home on Maryland’s Eastern Shore, this one is worth a look.

23554 Jonestown Ln, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

$379,900

PRICE REDUCTION — NOW $379,900! Welcome to 155 Wright St, Preston, MD 21655! NEW PRICE! This newly completed 3-bedroom, 2-bath home is situated on a large, quiet in-town lot conveniently located near parks and schools. Offering approximately 1,626 square feet of comfortable living space, this beautiful home features a conditioned crawl space, 42-inch cabinetry with under-cabinet lighting, quartz countertops, and a tankless water heater. Enjoy modern finishes and thoughtful details throughout this move-in-ready home, designed for comfortable everyday living. With the price now reduced from $389,900 to $379,900, this is a great opportunity to make this beautiful new construction your own! Schedule your private showing today!

3 Beds ⋅ 2 Baths

PRICE REDUCTION — NOW $379,900! Welcome to 155 Wright St, Preston, MD 21655! NEW PRICE! This newly completed 3-bedroom, 2-bath home is situated on a large, quiet in-town lot conveniently located near parks and schools. Offering approximately 1,626 square feet of comfortable living space, this beautiful home features a conditioned crawl space, 42-inch cabinetry with under-cabinet lighting, quartz countertops, and a tankless water heater. Enjoy modern finishes and thoughtful details throughout this move-in-ready home, designed for comfortable everyday living. With the price now reduced from $389,900 to $379,900, this is a great opportunity to make this beautiful new construction your own! Schedule your private showing today!

155 Wright St, Preston

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$375,000

Welcome to 107 Sunset Blvd in Preston, MD! This spacious 3-bedroom, 2.5-bath brick home offers comfortable living, thoughtful updates, and everyday convenience. The inviting interior features an open living and dining area with plenty of room to gather, entertain, and make yourself at home. Newer LVP flooring, fresh paint, and upgraded recessed lighting create a clean, modern feel throughout the main living spaces. The kitchen features new appliances installed approximately one year ago, while the master bathroom and electric heat pump were replaced within the last year. Additional updates include new exterior doors, upgraded ceiling fans, and a hall bathroom remodel completed within the last five years. Step outside to enjoy a nice patio space, perfect for outdoor dining, grilling, or relaxing. The private-feeling yard offers room to enjoy the outdoors, while the attached garage and storage shed provide convenient space for parking, hobbies, and storage. With a spacious layout, inviting living areas, and numerous updates, 107 Sunset Blvd is a wonderful opportunity to enjoy the comfort of a well-maintained home in a convenient Preston location!

3 Beds ⋅ 3 Baths

Welcome to 107 Sunset Blvd in Preston, MD! This spacious 3-bedroom, 2.5-bath brick home offers comfortable living, thoughtful updates, and everyday convenience. The inviting interior features an open living and dining area with plenty of room to gather, entertain, and make yourself at home. Newer LVP flooring, fresh paint, and upgraded recessed lighting create a clean, modern feel throughout the main living spaces. The kitchen features new appliances installed approximately one year ago, while the master bathroom and electric heat pump were replaced within the last year. Additional updates include new exterior doors, upgraded ceiling fans, and a hall bathroom remodel completed within the last five years. Step outside to enjoy a nice patio space, perfect for outdoor dining, grilling, or relaxing. The private-feeling yard offers room to enjoy the outdoors, while the attached garage and storage shed provide convenient space for parking, hobbies, and storage. With a spacious layout, inviting living areas, and numerous updates, 107 Sunset Blvd is a wonderful opportunity to enjoy the comfort of a well-maintained home in a convenient Preston location!

107 Sunset Blvd, Preston

Listing courtesy of Coldwell Banker Realty. Contact:

$329,900

Welcome to 117 Sunset, a spacious one-level ranch offering 1,890 square feet, three bedrooms, two and a half baths, and plenty of character inside and out. The standout living area immediately draws your eye with its soaring vaulted wood-plank ceiling, exposed beams, abundant natural light, and impressive full brick fireplace wall, creating a warm gathering space unlike the typical ranch. The kitchen offers generous cabinetry and counter space with an adjoining dining area, while the flexible floor plan provides comfortable everyday living and room to entertain. Three well-proportioned bedrooms include a primary suite with a private bath, and additional baths provide convenience for family and guests. Outside, the 0.53-acre lot gives you room to spread out, garden, entertain, or simply enjoy the open lawn. A patio and garden swing create inviting spaces to relax, while the detached carport and additional storage buildings/sheds provide exceptional space for vehicles, hobbies, lawn equipment, or workshop needs. Built in 1971, this home offers the charm and craftsmanship buyers love, wood details, generous living spaces, established landscaping, and a property with room to make it your own. 117 Sunset is a home with personality, space, and possibilities, both indoors and out.

3 Beds ⋅ 3 Baths

Welcome to 117 Sunset, a spacious one-level ranch offering 1,890 square feet, three bedrooms, two and a half baths, and plenty of character inside and out. The standout living area immediately draws your eye with its soaring vaulted wood-plank ceiling, exposed beams, abundant natural light, and impressive full brick fireplace wall, creating a warm gathering space unlike the typical ranch. The kitchen offers generous cabinetry and counter space with an adjoining dining area, while the flexible floor plan provides comfortable everyday living and room to entertain. Three well-proportioned bedrooms include a primary suite with a private bath, and additional baths provide convenience for family and guests. Outside, the 0.53-acre lot gives you room to spread out, garden, entertain, or simply enjoy the open lawn. A patio and garden swing create inviting spaces to relax, while the detached carport and additional storage buildings/sheds provide exceptional space for vehicles, hobbies, lawn equipment, or workshop needs. Built in 1971, this home offers the charm and craftsmanship buyers love, wood details, generous living spaces, established landscaping, and a property with room to make it your own. 117 Sunset is a home with personality, space, and possibilities, both indoors and out.

117 Sunset Blvd, Preston

Listing courtesy of Keller Williams Flagship. Contact:

$299,000

105 Noble Ave is proof that you don't have to sacrifice space to stay within budget! This massive home offers 3 bedrooms, 2 full bathrooms, and an incredibly flexible floor plan to fit your needs. Originally a 4-bedroom 1 bath home, the fourth upstairs bedroom has been converted into two oversized closets. Need another bedroom? The main level features two flex rooms off the dining area that could easily become a first-floor primary suite, home office, playroom, or guest space. Tall ceilings throughout make the home feel even more spacious, while the partial basement and full walk-up attic with high ceilings offer endless potential for storage or future finished living space. Outside, you'll love the large front porch, huge backyard, and hardscape patio—perfect for relaxing or entertaining. Plus, enjoy peace of mind knowing the roof was replaced 8/24/26 and all the major items have been taken care of in the last 5 years including windows and HVAC.

3 Beds ⋅ 2 Baths

105 Noble Ave is proof that you don't have to sacrifice space to stay within budget! This massive home offers 3 bedrooms, 2 full bathrooms, and an incredibly flexible floor plan to fit your needs. Originally a 4-bedroom 1 bath home, the fourth upstairs bedroom has been converted into two oversized closets. Need another bedroom? The main level features two flex rooms off the dining area that could easily become a first-floor primary suite, home office, playroom, or guest space. Tall ceilings throughout make the home feel even more spacious, while the partial basement and full walk-up attic with high ceilings offer endless potential for storage or future finished living space. Outside, you'll love the large front porch, huge backyard, and hardscape patio—perfect for relaxing or entertaining. Plus, enjoy peace of mind knowing the roof was replaced 8/24/26 and all the major items have been taken care of in the last 5 years including windows and HVAC.

105 Noble Ave, Preston

Listing courtesy of Keller Williams Realty. Contact:

$74,900

The home is located in between Easton and Preston, very close to Easton major shopping centers. This home offers 3 bedroom 2 full baths, and a large living room, Very private setting. For an application go to tenantrelationships@rentstackhouse.com, For question call 855-548-3642. You will get an AI recepticent , ask for Cecelia for billing questions and Brandis for application questions

3 Beds ⋅ 2 Baths

The home is located in between Easton and Preston, very close to Easton major shopping centers. This home offers 3 bedroom 2 full baths, and a large living room, Very private setting. For an application go to tenantrelationships@rentstackhouse.com, For question call 855-548-3642. You will get an AI recepticent , ask for Cecelia for billing questions and Brandis for application questions

21182 Marsh Creek Road E-10 Rd, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

$378,500

$378,500! Looking for a little more house, a little more land and a lot more room to enjoy life? Welcome to 5716 Bethlehem Road, where Mid-Shore living comes with 4 bedrooms plus a den, 2 full baths and approximately 1.14 acres to spread out and make your own. Inside, the flexible floor plan gives you plenty of options. The owner’s suite has its own private bath, and the eat-in kitchen is ready for morning coffee, weeknight dinners and those conversations that somehow turn into an hour. Need a home office? Guest room? Hobby space? Workout room? Or maybe just one room where you can close the door and pretend the to-do list doesn’t exist for ten minutes. There’s space for that too. And then there’s the attic space, perfect for storage and all the stuff you don’t necessarily want to look at every day but somehow still aren’t ready to part with. Outside, the house keeps delivering. Start the morning on the front porch, move to the deck when it’s time to relax or entertain, and enjoy the beautiful landscaping that gives the property its character. With more than an acre, there’s room to garden, gather around a firepit, let the dogs run, throw a backyard party or simply enjoy having some space between you and the rest of the world. A shed gives you extra storage for tools, outdoor gear and all the stuff that seems to multiply once you own a little land. And when you’re ready to get out and explore, you won’t have to go far. Fishing, boating and paddling on the Choptank River are just minutes from you, while nearby Tuckahoe State Park offers miles of hiking and biking trails, kayaking, fishing and plenty of ways to spend a day outdoors. Adkins Arboretum and Martinak State Park add even more trails, nature and waterfront recreation to the mix. This is the kind of place where you can trade traffic and tight spaces for more room, more fresh air and more ways to enjoy your weekends, without giving up the everyday spaces that make a house feel like home. More space at home. More ways to play outside. The relaxed pace of Mid-Shore living

4 Beds ⋅ 2 Baths

$378,500! Looking for a little more house, a little more land and a lot more room to enjoy life? Welcome to 5716 Bethlehem Road, where Mid-Shore living comes with 4 bedrooms plus a den, 2 full baths and approximately 1.14 acres to spread out and make your own. Inside, the flexible floor plan gives you plenty of options. The owner’s suite has its own private bath, and the eat-in kitchen is ready for morning coffee, weeknight dinners and those conversations that somehow turn into an hour. Need a home office? Guest room? Hobby space? Workout room? Or maybe just one room where you can close the door and pretend the to-do list doesn’t exist for ten minutes. There’s space for that too. And then there’s the attic space, perfect for storage and all the stuff you don’t necessarily want to look at every day but somehow still aren’t ready to part with. Outside, the house keeps delivering. Start the morning on the front porch, move to the deck when it’s time to relax or entertain, and enjoy the beautiful landscaping that gives the property its character. With more than an acre, there’s room to garden, gather around a firepit, let the dogs run, throw a backyard party or simply enjoy having some space between you and the rest of the world. A shed gives you extra storage for tools, outdoor gear and all the stuff that seems to multiply once you own a little land. And when you’re ready to get out and explore, you won’t have to go far. Fishing, boating and paddling on the Choptank River are just minutes from you, while nearby Tuckahoe State Park offers miles of hiking and biking trails, kayaking, fishing and plenty of ways to spend a day outdoors. Adkins Arboretum and Martinak State Park add even more trails, nature and waterfront recreation to the mix. This is the kind of place where you can trade traffic and tight spaces for more room, more fresh air and more ways to enjoy your weekends, without giving up the everyday spaces that make a house feel like home. More space at home. More ways to play outside. The relaxed pace of Mid-Shore living

5716 Bethlehem Rd, Preston

Listing courtesy of NextHome Envision. Contact:

$299,000

This spacious two-story home offers three bedrooms, two-and-a-half bathrooms, and plenty of room to spread out. The main level features a generously sized living room and a large kitchen with ample space for cooking, gathering, and entertaining. Upstairs, you’ll find a spacious primary suite with its own private bathroom, along with two additional bedrooms and a second full bath. Enjoy your morning coffee on the charming front porch, or relax in the backyard surrounded by a six-foot vinyl privacy fence—perfect for pets, playtime, or private outdoor entertaining. Come see everything this inviting home has to offer!

3 Beds ⋅ 3 Baths

This spacious two-story home offers three bedrooms, two-and-a-half bathrooms, and plenty of room to spread out. The main level features a generously sized living room and a large kitchen with ample space for cooking, gathering, and entertaining. Upstairs, you’ll find a spacious primary suite with its own private bathroom, along with two additional bedrooms and a second full bath. Enjoy your morning coffee on the charming front porch, or relax in the backyard surrounded by a six-foot vinyl privacy fence—perfect for pets, playtime, or private outdoor entertaining. Come see everything this inviting home has to offer!

107 Chamber St, Preston

Listing courtesy of Keller Williams Realty. Contact:

$225,000

Bring your vision and make this spacious Preston home your own! Offering more than 1,800 square feet, this property features three bedrooms, two full bathrooms, and plenty of room to create a home that fits your style. While the interior is ready for updates, the generous floor plan provides a great foundation for renovation and personalization. Located in the Colonel Richardson School District, this home is an exciting opportunity for a buyer who isn’t afraid of a little work and can see the potential beyond the wallpaper. With the right improvements, this could become one seriously charming home!

3 Beds ⋅ 2 Baths

Bring your vision and make this spacious Preston home your own! Offering more than 1,800 square feet, this property features three bedrooms, two full bathrooms, and plenty of room to create a home that fits your style. While the interior is ready for updates, the generous floor plan provides a great foundation for renovation and personalization. Located in the Colonel Richardson School District, this home is an exciting opportunity for a buyer who isn’t afraid of a little work and can see the potential beyond the wallpaper. With the right improvements, this could become one seriously charming home!

158 Wright St, Preston

Listing courtesy of Keller Williams Realty. Contact:

$100,000

Discover the potential in this ranch-style home situated on a spacious lot in Caroline County. This property is ready for renovation and offers a great opportunity to update and customize to your vision. Major improvements have already been completed, including a newer roof and updated windows, providing a solid starting point for your renovation plans. The home is served by a private well and septic system and offers the charm of country living with convenient access to Preston and surrounding areas. Bring your ideas and restore this property to its full potential.

3 Beds ⋅ 1 Baths

Discover the potential in this ranch-style home situated on a spacious lot in Caroline County. This property is ready for renovation and offers a great opportunity to update and customize to your vision. Major improvements have already been completed, including a newer roof and updated windows, providing a solid starting point for your renovation plans. The home is served by a private well and septic system and offers the charm of country living with convenient access to Preston and surrounding areas. Bring your ideas and restore this property to its full potential.

4471 Harmony Rd, Preston

Listing courtesy of XRealty.NET LLC. Contact:

$150,000

Discover a hidden gem in this charming 2-bedroom, 1-bathroom ranch-style home, built in 1950 and brimming with potential. Nestled on a generous 0.48-acre lot, this property offers ample space for expansion or outdoor enjoyment, making it an ideal investment opportunity for those looking to enhance their portfolio. The detached structure, constructed with durable block materials, presents a solid foundation for your vision. While the home is currently in below-average condition, this offers a unique chance for savvy investors to renovate and increase its value significantly. With a little creativity and effort, you can transform this space into a cozy retreat or a lucrative rental property. The expansive driveway accommodates up to six vehicles, providing convenience for tenants or guests. Located in a peaceful neighborhood, this property is poised for appreciation, especially as the demand for rental homes continues to rise. With the right updates, you can create a warm and inviting atmosphere that appeals to a broad range of tenants, ensuring a steady stream of rental income. Seize this opportunity to invest in a property with great potential and make it your own. The possibilities are endless-turn this house into a home that generates returns for years to come!

2 Beds ⋅ 1 Baths

Discover a hidden gem in this charming 2-bedroom, 1-bathroom ranch-style home, built in 1950 and brimming with potential. Nestled on a generous 0.48-acre lot, this property offers ample space for expansion or outdoor enjoyment, making it an ideal investment opportunity for those looking to enhance their portfolio. The detached structure, constructed with durable block materials, presents a solid foundation for your vision. While the home is currently in below-average condition, this offers a unique chance for savvy investors to renovate and increase its value significantly. With a little creativity and effort, you can transform this space into a cozy retreat or a lucrative rental property. The expansive driveway accommodates up to six vehicles, providing convenience for tenants or guests. Located in a peaceful neighborhood, this property is poised for appreciation, especially as the demand for rental homes continues to rise. With the right updates, you can create a warm and inviting atmosphere that appeals to a broad range of tenants, ensuring a steady stream of rental income. Seize this opportunity to invest in a property with great potential and make it your own. The possibilities are endless-turn this house into a home that generates returns for years to come!

6132 Harmony Rd, Preston

Listing courtesy of Exit Community Realty. Contact:

$295,000

Seller is offering a $4,500 credit for new carpet in all 3 bedrooms! Welcome home to this charming 3-bedroom, 2-bath rancher offering the perfect blend of comfort and convenience. Nestled on a quiet street within the city limits, this property provides a peaceful, country-like setting while remaining just minutes from Easton, Denton, Federalsburg, and Cambridge. Step inside to find luxury vinyl plank flooring throughout the main living areas, with cozy carpeted bedrooms creating a warm and inviting retreat. New flooring has been installed in the hall bathroom as well as a new washer and dryer! The spacious primary suite features a private bath complete with a walk-in shower for added comfort. Outside, you'll appreciate the generous back yard and large storage shed, already equipped with electricity, providing ample space amd function for tools, lawn equipment, hobbies, or additional storage. Whether you're looking for your first home, downsizing, or simply seeking low-maintenance one-level living in a tranquil setting, this property offers the best of both worlds—small-town convenience with a rural feel. Don't miss your opportunity to make this inviting rancher your next home!

3 Beds ⋅ 2 Baths

Seller is offering a $4,500 credit for new carpet in all 3 bedrooms! Welcome home to this charming 3-bedroom, 2-bath rancher offering the perfect blend of comfort and convenience. Nestled on a quiet street within the city limits, this property provides a peaceful, country-like setting while remaining just minutes from Easton, Denton, Federalsburg, and Cambridge. Step inside to find luxury vinyl plank flooring throughout the main living areas, with cozy carpeted bedrooms creating a warm and inviting retreat. New flooring has been installed in the hall bathroom as well as a new washer and dryer! The spacious primary suite features a private bath complete with a walk-in shower for added comfort. Outside, you'll appreciate the generous back yard and large storage shed, already equipped with electricity, providing ample space amd function for tools, lawn equipment, hobbies, or additional storage. Whether you're looking for your first home, downsizing, or simply seeking low-maintenance one-level living in a tranquil setting, this property offers the best of both worlds—small-town convenience with a rural feel. Don't miss your opportunity to make this inviting rancher your next home!

212 Apple Ln, Preston

Listing courtesy of Keller Williams Realty. Contact:

$374,990

BACK ACTIVE and offering another opportunity to make this special Eastern Shore property your own! Welcome to 23116 Gilpin Point Road in Preston, an updated Eastern Shore rancher offering the perfect blend of one-floor living, privacy, history, and a water-oriented lifestyle. Beautifully situated on a spacious setting in the historic Gilpin Point area, this inviting home provides a peaceful country backdrop while still offering convenient access to nearby towns, commuter routes, and the gorgeous Choptank River. Steeped in the rich heritage of the Gilpin Point estate area, this property offers a special connection to one of the Eastern Shore’s most historic riverfront communities. Inside, this updated rancher offers the ease and comfort of true one-level living with a thoughtful layout designed for everyday convenience. The spacious living area creates an inviting place to gather, relax, and unwind, while the eat-in kitchen provides excellent functionality with comfortable dining space and easy flow to the main living areas. The private owner’s suite offers a peaceful retreat with its own full bath, while the additional bedrooms provide wonderful flexibility for family, guests, a home office, craft room, or hobby space. A large laundry and utility area adds valuable storage and practical convenience, keeping everything easily accessible on one level. With generous room sizes, a comfortable layout, and no stairs to navigate, this home is ideal for buyers seeking low-maintenance living without sacrificing space, privacy, or charm. The exterior setting is one of the true highlights of this special property. Surrounded by mature trees and open outdoor space, the home offers a peaceful Eastern Shore setting with established garden areas, fruit-bearing trees, and plenty of room to enjoy outdoor living. Whether you envision gardening, entertaining, relaxing around a fire pit, storing a boat, raising chickens, creating a hobby space, or simply enjoying the quiet surroundings, this property delivers wonderful flexibility. Fenced areas, greenhouse space, a storage shed with electric, and additional outbuilding space add tremendous value for those who enjoy outdoor projects, recreation, or extra storage. With easy access, generous parking, and room to spread out, the property feels private and tucked away while still remaining convenient. Less than five blocks away, Ganey’s Wharf provides access to the beautiful Choptank River, creating an incredible opportunity for boating, fishing, kayaking, crabbing, picnics, or simply enjoying peaceful waterfront views. This is more than a home—it is an Eastern Shore lifestyle. Private, peaceful, updated, and full of Eastern Shore charm, 23116 Gilpin Point Road is an incredible opportunity for buyers seeking true one-level living, generous outdoor space, nearby river access, historic character, and everyday comfort. Ideally located with convenient access to Easton, Denton, Cambridge, Annapolis, Baltimore, Washington, D.C., Middletown, Dover, Dover Air Force Base, Routes 50 and 301, the Bay Bridge, Kent Island, and Delaware shopping, this property delivers an exceptional combination of privacy and regional accessibility. A wonderful value and an amazing opportunity to enjoy the very best of Eastern Shore living.

4 Beds ⋅ 2 Baths

BACK ACTIVE and offering another opportunity to make this special Eastern Shore property your own! Welcome to 23116 Gilpin Point Road in Preston, an updated Eastern Shore rancher offering the perfect blend of one-floor living, privacy, history, and a water-oriented lifestyle. Beautifully situated on a spacious setting in the historic Gilpin Point area, this inviting home provides a peaceful country backdrop while still offering convenient access to nearby towns, commuter routes, and the gorgeous Choptank River. Steeped in the rich heritage of the Gilpin Point estate area, this property offers a special connection to one of the Eastern Shore’s most historic riverfront communities. Inside, this updated rancher offers the ease and comfort of true one-level living with a thoughtful layout designed for everyday convenience. The spacious living area creates an inviting place to gather, relax, and unwind, while the eat-in kitchen provides excellent functionality with comfortable dining space and easy flow to the main living areas. The private owner’s suite offers a peaceful retreat with its own full bath, while the additional bedrooms provide wonderful flexibility for family, guests, a home office, craft room, or hobby space. A large laundry and utility area adds valuable storage and practical convenience, keeping everything easily accessible on one level. With generous room sizes, a comfortable layout, and no stairs to navigate, this home is ideal for buyers seeking low-maintenance living without sacrificing space, privacy, or charm. The exterior setting is one of the true highlights of this special property. Surrounded by mature trees and open outdoor space, the home offers a peaceful Eastern Shore setting with established garden areas, fruit-bearing trees, and plenty of room to enjoy outdoor living. Whether you envision gardening, entertaining, relaxing around a fire pit, storing a boat, raising chickens, creating a hobby space, or simply enjoying the quiet surroundings, this property delivers wonderful flexibility. Fenced areas, greenhouse space, a storage shed with electric, and additional outbuilding space add tremendous value for those who enjoy outdoor projects, recreation, or extra storage. With easy access, generous parking, and room to spread out, the property feels private and tucked away while still remaining convenient. Less than five blocks away, Ganey’s Wharf provides access to the beautiful Choptank River, creating an incredible opportunity for boating, fishing, kayaking, crabbing, picnics, or simply enjoying peaceful waterfront views. This is more than a home—it is an Eastern Shore lifestyle. Private, peaceful, updated, and full of Eastern Shore charm, 23116 Gilpin Point Road is an incredible opportunity for buyers seeking true one-level living, generous outdoor space, nearby river access, historic character, and everyday comfort. Ideally located with convenient access to Easton, Denton, Cambridge, Annapolis, Baltimore, Washington, D.C., Middletown, Dover, Dover Air Force Base, Routes 50 and 301, the Bay Bridge, Kent Island, and Delaware shopping, this property delivers an exceptional combination of privacy and regional accessibility. A wonderful value and an amazing opportunity to enjoy the very best of Eastern Shore living.

23116 Gilpin Point Rd, Preston

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$199,900

Located in the heart of Preston, this classic 1900-built home offers a solid opportunity for both homeowners and investors alike. Inside, the home features 3 bedrooms and1.5 bathrooms and a functional layout that includes a combined laundry room, bath, and mudroom with direct access to the back deck—adding everyday practicality. The kitchen has been updated with durable luxury vinyl plank (LVP) flooring, offering a clean and low-maintenance foundation for the space. Enjoy outdoor living from both the covered front porch and the rear porch, providing comfortable areas to relax or entertain. With its central location and existing rental history, this property presents a strong investment opportunity or a chance to make it your own.

3 Beds ⋅ 2 Baths

Located in the heart of Preston, this classic 1900-built home offers a solid opportunity for both homeowners and investors alike. Inside, the home features 3 bedrooms and1.5 bathrooms and a functional layout that includes a combined laundry room, bath, and mudroom with direct access to the back deck—adding everyday practicality. The kitchen has been updated with durable luxury vinyl plank (LVP) flooring, offering a clean and low-maintenance foundation for the space. Enjoy outdoor living from both the covered front porch and the rear porch, providing comfortable areas to relax or entertain. With its central location and existing rental history, this property presents a strong investment opportunity or a chance to make it your own.

156 Main St, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

$385,000

This very comfortable rancher has ramps at rear of home for accessibility for those not able to walk up steps very well. Roomy kitchen and open floor plan allows large gatherings to enjoy the roominess. Large counter seats 4 comfortably. Dining area for full-size table and chairs. Working stone wood-burning fireplace is great for use to heat home all winter or just on-call use when you want the ambiance.. Convenient mudroom off garage with washer and dryer; going on into the kitchen with the pantry next to mudroom for convenience. Full-size attic with flooring providing lots of storage area. Large 24' deep x 23' wide two-car garage with overhead door and remote controls complete with shelving for storage. Two large sheds (insulated and electric) for many uses including a craft shop, carving shop, etc.; one is complete with a pellet stove for cool/cold days or evenings. All of this and more comes with privacy and deeded rights to the dock/pier at the end of the lane. Perfect to just relax and enjoy the water or to crab/fish. Some types of "farm animals" are allowed as long as they do not go off the property onto some other property (refer to docs). All this comes with 3.23 private acres of "home" written all over. Schedule your appointment today!

3 Beds ⋅ 2 Baths

This very comfortable rancher has ramps at rear of home for accessibility for those not able to walk up steps very well. Roomy kitchen and open floor plan allows large gatherings to enjoy the roominess. Large counter seats 4 comfortably. Dining area for full-size table and chairs. Working stone wood-burning fireplace is great for use to heat home all winter or just on-call use when you want the ambiance.. Convenient mudroom off garage with washer and dryer; going on into the kitchen with the pantry next to mudroom for convenience. Full-size attic with flooring providing lots of storage area. Large 24' deep x 23' wide two-car garage with overhead door and remote controls complete with shelving for storage. Two large sheds (insulated and electric) for many uses including a craft shop, carving shop, etc.; one is complete with a pellet stove for cool/cold days or evenings. All of this and more comes with privacy and deeded rights to the dock/pier at the end of the lane. Perfect to just relax and enjoy the water or to crab/fish. Some types of "farm animals" are allowed as long as they do not go off the property onto some other property (refer to docs). All this comes with 3.23 private acres of "home" written all over. Schedule your appointment today!

7392 Todds Wharf Rd, Preston

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

$220,000

Step back in time with this early 1900s home. This home is full of character, from the detail in the trim work to the upper level 'porch.' This home offers great potential to be returned to the early 1900s with a little TLC and vision. Located in the heart of Preston, it is 15 minutes from historic Easton with all its amenities. Come take a look and see the vision.

3 Beds ⋅ 2 Baths

Step back in time with this early 1900s home. This home is full of character, from the detail in the trim work to the upper level 'porch.' This home offers great potential to be returned to the early 1900s with a little TLC and vision. Located in the heart of Preston, it is 15 minutes from historic Easton with all its amenities. Come take a look and see the vision.

126 Maple Ave, Preston

Listing courtesy of Marshy Hope Realty LLC. Contact:

$25,000

Build your dream home on this available lot in Preston, Md. Old home on property - either tear down or restore. Buyer to complete due diligence with County

23547 Jonestown Ln, Preston

Listing courtesy of Mabry Real Estate LLC. Contact:

$379,900

Custom Brick rancher, close to town on large lot. Open floor plan, spacious kitchen, stainless steel appliances, large island. 3 bedrooms, 2 baths, sunroom overlooking yard. Upgrades include new windows, CAC, new roof new electric service and plumbing New Septic and Well, Closing help will be considered

3 Beds ⋅ 2 Baths

Custom Brick rancher, close to town on large lot. Open floor plan, spacious kitchen, stainless steel appliances, large island. 3 bedrooms, 2 baths, sunroom overlooking yard. Upgrades include new windows, CAC, new roof new electric service and plumbing New Septic and Well, Closing help will be considered

22403 Marsh Creek Rd, Preston

Listing courtesy of Results Realty Inc.. Contact: