Crystalscotthomes.com Search Results

A truly rare offering for the discerning auto enthusiast, this exceptional 58.48-acre Eastern Shore estate is a masterfully designed luxury compound where architectural elegance meets world-class automotive accommodations. Introduced by a private gated entrance and tree-lined circular drive, the stately brick home immediately conveys the scale, privacy, and prestige of this one-of-a-kind property. The main residence spans over 9,364 square feet and is thoughtfully designed for refined living and grand-scale entertaining. A dramatic two-story foyer with sweeping double staircases opens to richly appointed formal and informal living spaces accented by custom millwork, crown moldings, hardwood flooring, and four fireplaces. At the heart of the home, the chef’s kitchen impresses with coffered ceilings, expansive island, commercial-grade range, double wall ovens, and premier Viking, Sub-Zero, and Wolf appliances, along with an induction cooktop and icemaker. A well-appointed butler’s pantry ensures seamless entertaining, while the adjoining Grill Room—featuring an infrared grill, Viking beverage cooler, and Sub-Zero icemaker—offers a relaxed gathering space. The primary suite is a private retreat with fireplace, mood lighting, generous walk-in closets, and dual doors leading to a private balcony overlooking the grounds. The spa-inspired bath includes double vanities, a tiled shower, and soaking tub. All additional bedrooms in the main residence are ensuite, offering comfort and privacy for family and guests. Outdoor living rivals a private resort, highlighted by a 40’ x 20’ heated saltwater infinity pool with swim ledge, hot tub, outdoor kitchen, covered porch, expansive patios, and firepit—perfect for year-round enjoyment amid mature landscaping, a tranquil pond, and sweeping rural views. Automobile collectors will appreciate the estate’s unparalleled garage facilities. A detached brick automotive gallery features a nine-bay, climate-controlled showcase garage with CHI aluminum tinted glass doors, polished concrete floors, and premium climate control—ideal for preserving and displaying a museum-quality collection. Above, a fully appointed three-bedroom, two-bath guest residence offers a kitchen and multiple living spaces. Two additional fully insulated, climate-controlled 50’ x 75’ garages with 12-foot overhead doors and professional-grade lifts provide exceptional flexibility. An oversized storage building and run-in to the rear further enhances the property’s versatility. Hobbyists, from automobile collectors to equestrian enthusiasts, will be delighted to make use of the many large accessory structures on the property. Additional features include a comprehensive security and surveillance system, private gated entrance, 60-zone irrigation system, whole-property surround sound, & Comcast fiber internet. This is more than a home—it is a destination estate offering an elevated lifestyle for those who value privacy, craftsmanship, and automotive excellence in a refined Eastern Shore setting. IMPORTANT NOTES: Property consists of three parcels with separate addresses/taxes, portions of which are leased for agricultural use through December 2025. The irrigation system has a mainline break beneath a garage and will not be repaired by the seller. Quotes for repair or replacement are available for review.in documents. Front garage has suffered water damage and in the process of being remediated but seller will not be making repairs to the garage or apartment. Estimates for the remediation (which seller is doing) and the repair of damaged area is uploaded in MLS disclosure docs. All agents/buyers touring MUST sign a Hold Harmless Document prior to entering the garage/apartment. Property is being sold AS-IS/WHERE-IS with all faults. Contact listing agent(s) with any questions. ***Please do not enter lane to property without a confirmed appointment.

8 Beds ⋅ 16 Baths

A truly rare offering for the discerning auto enthusiast, this exceptional 58.48-acre Eastern Shore estate is a masterfully designed luxury compound where architectural elegance meets world-class automotive accommodations. Introduced by a private gated entrance and tree-lined circular drive, the stately brick home immediately conveys the scale, privacy, and prestige of this one-of-a-kind property. The main residence spans over 9,364 square feet and is thoughtfully designed for refined living and grand-scale entertaining. A dramatic two-story foyer with sweeping double staircases opens to richly appointed formal and informal living spaces accented by custom millwork, crown moldings, hardwood flooring, and four fireplaces. At the heart of the home, the chef’s kitchen impresses with coffered ceilings, expansive island, commercial-grade range, double wall ovens, and premier Viking, Sub-Zero, and Wolf appliances, along with an induction cooktop and icemaker. A well-appointed butler’s pantry ensures seamless entertaining, while the adjoining Grill Room—featuring an infrared grill, Viking beverage cooler, and Sub-Zero icemaker—offers a relaxed gathering space. The primary suite is a private retreat with fireplace, mood lighting, generous walk-in closets, and dual doors leading to a private balcony overlooking the grounds. The spa-inspired bath includes double vanities, a tiled shower, and soaking tub. All additional bedrooms in the main residence are ensuite, offering comfort and privacy for family and guests. Outdoor living rivals a private resort, highlighted by a 40’ x 20’ heated saltwater infinity pool with swim ledge, hot tub, outdoor kitchen, covered porch, expansive patios, and firepit—perfect for year-round enjoyment amid mature landscaping, a tranquil pond, and sweeping rural views. Automobile collectors will appreciate the estate’s unparalleled garage facilities. A detached brick automotive gallery features a nine-bay, climate-controlled showcase garage with CHI aluminum tinted glass doors, polished concrete floors, and premium climate control—ideal for preserving and displaying a museum-quality collection. Above, a fully appointed three-bedroom, two-bath guest residence offers a kitchen and multiple living spaces. Two additional fully insulated, climate-controlled 50’ x 75’ garages with 12-foot overhead doors and professional-grade lifts provide exceptional flexibility. An oversized storage building and run-in to the rear further enhances the property’s versatility. Hobbyists, from automobile collectors to equestrian enthusiasts, will be delighted to make use of the many large accessory structures on the property. Additional features include a comprehensive security and surveillance system, private gated entrance, 60-zone irrigation system, whole-property surround sound, & Comcast fiber internet. This is more than a home—it is a destination estate offering an elevated lifestyle for those who value privacy, craftsmanship, and automotive excellence in a refined Eastern Shore setting. IMPORTANT NOTES: Property consists of three parcels with separate addresses/taxes, portions of which are leased for agricultural use through December 2025. The irrigation system has a mainline break beneath a garage and will not be repaired by the seller. Quotes for repair or replacement are available for review.in documents. Front garage has suffered water damage and in the process of being remediated but seller will not be making repairs to the garage or apartment. Estimates for the remediation (which seller is doing) and the repair of damaged area is uploaded in MLS disclosure docs. All agents/buyers touring MUST sign a Hold Harmless Document prior to entering the garage/apartment. Property is being sold AS-IS/WHERE-IS with all faults. Contact listing agent(s) with any questions. ***Please do not enter lane to property without a confirmed appointment.

4218 Harmony Rd, Preston

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: The Land Group.

$750,000

Beautiful farm outside of Preston. 2 parcels included in the sale totaling 95+/- acres improved with a 4 bay run in shed with power and an additional storage shed. Incredible hunting and there was a perc on the property however would need to be re-evaluated.

21682 Dover Bridge Rd, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$740,000

**Accepting other offers** Situated on 4.14± private acres, this 3-bedroom, 2.5-bath home couples serene country living with exceptional craftsmanship. Inside, the first floor offers a formal dining room, large eat in kitchen with stainless steel appliances, vaulted ceiling living room with two story stone fireplace, first floor primary with walk in closet and Whirlpool tub, office with built ins, and sunroom. Upstairs, 2 well sized bedrooms sit at each side of the home, connected by an overlook to the living room. The oversized 2-car attached garage provides plenty of storage and includes a finished room above with mini-splits, creating a flexible space for guests, office, or hobbies. Outside, the property is equipped for both recreation and function, featuring an in-ground pool, a large pole barn with electric, and two additional sheds. The rural setting provides privacy and a quiet environment while still allowing convenient access to nearby towns.

3 Beds ⋅ 3 Baths

**Accepting other offers** Situated on 4.14± private acres, this 3-bedroom, 2.5-bath home couples serene country living with exceptional craftsmanship. Inside, the first floor offers a formal dining room, large eat in kitchen with stainless steel appliances, vaulted ceiling living room with two story stone fireplace, first floor primary with walk in closet and Whirlpool tub, office with built ins, and sunroom. Upstairs, 2 well sized bedrooms sit at each side of the home, connected by an overlook to the living room. The oversized 2-car attached garage provides plenty of storage and includes a finished room above with mini-splits, creating a flexible space for guests, office, or hobbies. Outside, the property is equipped for both recreation and function, featuring an in-ground pool, a large pole barn with electric, and two additional sheds. The rural setting provides privacy and a quiet environment while still allowing convenient access to nearby towns.

3485 Gallagher Rd, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Coldwell Banker Realty.

$732,500

**Don't Miss This Rare Opportunity** Pride of ownership shines throughout this beautifully appointed home, featuring 3 bedrooms, a bonus room, 3 full bathrooms, a dedicated office space and much more- set on over 4 serene acres. This property includes approximately 2.5 wooded acres with private walking trails and an abundance of wildlife. Major 2025 home improvements including a brand new roof, siding and 10 Velux skylights, along with a new Bosch heat pump installed in 2024. This one-of-a-kind retreat is located just 10 minutes from Easton and only 2 miles from the Choptank Marina for easy boat access. Expanded in a major 2006 renovation which nearly doubled the living space, this bright and airy home is the definition of open-concept. It is clearly designed for both comfortable everyday living and effortless entertaining. At the heart of the home is the stunning 20' x 27' kitchen, complete with rich cherry cabinetry, quartz countertops and stainless steel appliances. The 12’ island makes preparing food a seamless experience while entertaining guests. A cozy wood-burning brick fireplace, featuring an efficient Jotul insert, adds warmth and character, creating the perfect gathering space for family and friends. An oversized walk-in pantry with white cabinetry and an additional sink provides even more counter space. The pantry is already wired for an additional oven and refrigerator, should you desire them. Flowing right off of the kitchen, the show-stopping, expansive 25' x 25' living room impresses with soaring cathedral ceilings, abundant natural light, and 6 brand-new skylights with built-in remote-controlled solar shades. A beautiful stone fireplace with gas logs anchors this inviting room, and creates an atmosphere ideal for relaxing or entertaining year-round. The 11 windows and 3 paneled glass doors allow expansive views of nature to flow into this breathtaking room. Along with the large kitchen and living room, this home offers a sunny 10’ x 20’ room which has previously been used as both a family room and a home office. With two spacious master suites on separate ends of the home, an additional bedroom, a bonus room, three full bathrooms, a dedicated mud-room, large pantry, and office, this layout truly offers incredible flexibility for multigenerational living, multiple guests, or work-from-home needs. When you are ready to step outside and enjoy the peaceful tranquility of this property, you will love the expansive deck overlooking the beautiful and secluded backyard. There is ample space for a large garden, or for any of your desired outdoor activities. Nature lovers will appreciate the property’s reputation as a bird lover’s paradise with 98 documented bird species seen on the property throughout the last 3 years. The numerous nesting boxes and feeders throughout the grounds, and even a deer stand for hunting enthusiasts, will convey. Your dogs will also enjoy roaming the property safely, as this property includes approximately 1.5 acres of invisible dog fencing. The two large pole barns, (30’x40’x10’ and 30’x40’x14’) which also received new roofs and skylights in 2025, can easily store multiple vehicles and large equipment. Besides vehicle storage, the spacious pole barns could easily be used to house your dream home gym, workshop and or hobby space! This exceptional property offers the rare combination of modern updates, natural beauty, functional open-concept space, and unmatched privacy—all meticulously maintained and ready for its next proud owner.

3 Beds ⋅ 3 Baths

**Don't Miss This Rare Opportunity** Pride of ownership shines throughout this beautifully appointed home, featuring 3 bedrooms, a bonus room, 3 full bathrooms, a dedicated office space and much more- set on over 4 serene acres. This property includes approximately 2.5 wooded acres with private walking trails and an abundance of wildlife. Major 2025 home improvements including a brand new roof, siding and 10 Velux skylights, along with a new Bosch heat pump installed in 2024. This one-of-a-kind retreat is located just 10 minutes from Easton and only 2 miles from the Choptank Marina for easy boat access. Expanded in a major 2006 renovation which nearly doubled the living space, this bright and airy home is the definition of open-concept. It is clearly designed for both comfortable everyday living and effortless entertaining. At the heart of the home is the stunning 20' x 27' kitchen, complete with rich cherry cabinetry, quartz countertops and stainless steel appliances. The 12’ island makes preparing food a seamless experience while entertaining guests. A cozy wood-burning brick fireplace, featuring an efficient Jotul insert, adds warmth and character, creating the perfect gathering space for family and friends. An oversized walk-in pantry with white cabinetry and an additional sink provides even more counter space. The pantry is already wired for an additional oven and refrigerator, should you desire them. Flowing right off of the kitchen, the show-stopping, expansive 25' x 25' living room impresses with soaring cathedral ceilings, abundant natural light, and 6 brand-new skylights with built-in remote-controlled solar shades. A beautiful stone fireplace with gas logs anchors this inviting room, and creates an atmosphere ideal for relaxing or entertaining year-round. The 11 windows and 3 paneled glass doors allow expansive views of nature to flow into this breathtaking room. Along with the large kitchen and living room, this home offers a sunny 10’ x 20’ room which has previously been used as both a family room and a home office. With two spacious master suites on separate ends of the home, an additional bedroom, a bonus room, three full bathrooms, a dedicated mud-room, large pantry, and office, this layout truly offers incredible flexibility for multigenerational living, multiple guests, or work-from-home needs. When you are ready to step outside and enjoy the peaceful tranquility of this property, you will love the expansive deck overlooking the beautiful and secluded backyard. There is ample space for a large garden, or for any of your desired outdoor activities. Nature lovers will appreciate the property’s reputation as a bird lover’s paradise with 98 documented bird species seen on the property throughout the last 3 years. The numerous nesting boxes and feeders throughout the grounds, and even a deer stand for hunting enthusiasts, will convey. Your dogs will also enjoy roaming the property safely, as this property includes approximately 1.5 acres of invisible dog fencing. The two large pole barns, (30’x40’x10’ and 30’x40’x14’) which also received new roofs and skylights in 2025, can easily store multiple vehicles and large equipment. Besides vehicle storage, the spacious pole barns could easily be used to house your dream home gym, workshop and or hobby space! This exceptional property offers the rare combination of modern updates, natural beauty, functional open-concept space, and unmatched privacy—all meticulously maintained and ready for its next proud owner.

3547 Prchal Rd, Preston

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

Selling Office: RE/MAX Executive.

$549,000

Welcome home to this beautifully maintained 3-bedroom, 2.5-bath Cape Cod, privately nestled off the road for peace and seclusion. Lovingly cared for throughout ownership, this home features numerous major upgrades, offering both quality and peace of mind for its next owner. Inside, you'll find a warm and inviting floor plan with comfortable living spaces designed for everyday living and entertaining. Outside, the property truly shines with exceptional garage and storage space. A detached 4-bay garage with impressive 15-foot ceilings provides endless possibilities for car enthusiasts, hobbyists, contractors, boat or RV storage, or workshop space. In addition, the home includes an attached one-car garage located beneath the house for added convenience. Surrounded by a private setting with plenty of room to enjoy the outdoors, this property offers the perfect combination of country charm, modern updates, and outstanding functionality. Whether you're looking for a peaceful retreat or a home with exceptional space for vehicles and equipment, this Cape Cod is a rare opportunity you won't want to miss.

3 Beds ⋅ 3 Baths

Welcome home to this beautifully maintained 3-bedroom, 2.5-bath Cape Cod, privately nestled off the road for peace and seclusion. Lovingly cared for throughout ownership, this home features numerous major upgrades, offering both quality and peace of mind for its next owner. Inside, you'll find a warm and inviting floor plan with comfortable living spaces designed for everyday living and entertaining. Outside, the property truly shines with exceptional garage and storage space. A detached 4-bay garage with impressive 15-foot ceilings provides endless possibilities for car enthusiasts, hobbyists, contractors, boat or RV storage, or workshop space. In addition, the home includes an attached one-car garage located beneath the house for added convenience. Surrounded by a private setting with plenty of room to enjoy the outdoors, this property offers the perfect combination of country charm, modern updates, and outstanding functionality. Whether you're looking for a peaceful retreat or a home with exceptional space for vehicles and equipment, this Cape Cod is a rare opportunity you won't want to miss.

3410 Seaman Rd, Preston

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

Selling Office: Coldwell Banker Realty.

$533,900

Set on a private, wooded 1.37± acre lot in Harmony Woods, this beautifully maintained home offers a warm, inviting layout with abundant natural light and thoughtful updates throughout. A welcoming front porch leads into the main level with hardwood floors, detailed trim work, and easy flow from the kitchen and breakfast area to the living room with a wood-burning fireplace. Full-view doors open to a spacious screened-in porch and adjoining deck overlooking the fenced backyard and mature trees. The spacious first-floor primary suite includes direct access to the screened porch, a private primary bathroom with two granite-topped vanities, a jetted soaking tub, a tiled walk-in shower, a private water closet, and a walk-in closet with attic access. Upstairs you’ll find three additional bedrooms, a full bath, and a bright bonus room offering flexible use. A fully finished third-floor loft provides exceptional additional living space—ideal for a family room, game room, or creative studio. Fresh interior paint, newly painted exterior shutters, and a new roof add to the move-in-ready presentation. The home benefits from meaningful system updates, including a recently replaced HVAC unit and a new well pump. A peaceful setting convenient to both Easton and Denton, this property offers space, privacy, and a beautifully maintained home ready for its next owner.

4 Beds ⋅ 3 Baths

Set on a private, wooded 1.37± acre lot in Harmony Woods, this beautifully maintained home offers a warm, inviting layout with abundant natural light and thoughtful updates throughout. A welcoming front porch leads into the main level with hardwood floors, detailed trim work, and easy flow from the kitchen and breakfast area to the living room with a wood-burning fireplace. Full-view doors open to a spacious screened-in porch and adjoining deck overlooking the fenced backyard and mature trees. The spacious first-floor primary suite includes direct access to the screened porch, a private primary bathroom with two granite-topped vanities, a jetted soaking tub, a tiled walk-in shower, a private water closet, and a walk-in closet with attic access. Upstairs you’ll find three additional bedrooms, a full bath, and a bright bonus room offering flexible use. A fully finished third-floor loft provides exceptional additional living space—ideal for a family room, game room, or creative studio. Fresh interior paint, newly painted exterior shutters, and a new roof add to the move-in-ready presentation. The home benefits from meaningful system updates, including a recently replaced HVAC unit and a new well pump. A peaceful setting convenient to both Easton and Denton, this property offers space, privacy, and a beautifully maintained home ready for its next owner.

5585 Harmony Woods Dr, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Coldwell Banker Realty.

$518,000

Welcome to 24111 Friendship Rd in Preston, MD, a beautifully maintained 3-bedroom, 2-bath rancher set on a peaceful 2-acre wooded lot. This classic home offers timeless brick accents, a large paved driveway, and a two-car attached garage, along with both a storage shed and a spacious storage building for added flexibility. Inside, you’ll find a formal living room and a formal dining room enhanced by chair railing and crown molding. The kitchen features tile flooring, stainless steel appliances, a convenient laundry closet, and a sliding door leading to the back deck—perfect for enjoying the natural surroundings. A cozy den with a brick fireplace provides an inviting space to unwind. The two guest bedrooms are carpeted and include ceiling fans and ample closet space, while the primary suite offers vinyl plank flooring and a private ensuite bath with a stall shower. A large walk-in pantry that could easily function as a closet or home office adds even more versatility. With main-level living throughout and convenient access to Route 404 for easy commuting to the beaches, the Bay Bridge, and nearby towns like Easton and Denton, this property combines comfort, space, and accessibility in one exceptional package.

3 Beds ⋅ 2 Baths

Welcome to 24111 Friendship Rd in Preston, MD, a beautifully maintained 3-bedroom, 2-bath rancher set on a peaceful 2-acre wooded lot. This classic home offers timeless brick accents, a large paved driveway, and a two-car attached garage, along with both a storage shed and a spacious storage building for added flexibility. Inside, you’ll find a formal living room and a formal dining room enhanced by chair railing and crown molding. The kitchen features tile flooring, stainless steel appliances, a convenient laundry closet, and a sliding door leading to the back deck—perfect for enjoying the natural surroundings. A cozy den with a brick fireplace provides an inviting space to unwind. The two guest bedrooms are carpeted and include ceiling fans and ample closet space, while the primary suite offers vinyl plank flooring and a private ensuite bath with a stall shower. A large walk-in pantry that could easily function as a closet or home office adds even more versatility. With main-level living throughout and convenient access to Route 404 for easy commuting to the beaches, the Bay Bridge, and nearby towns like Easton and Denton, this property combines comfort, space, and accessibility in one exceptional package.

24111 Friendship Rd, Preston

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Coldwell Banker Realty.

$510,000

Welcome to your private countryside retreat on over 18 acres in the heart of Caroline County. This charming farmhouse-style home offers 4 bedrooms and 2.5 baths with over 2,300 sq ft of living space, combining comfort and functionality in a peaceful rural setting. The property features a mix of open land and wooded acreage, including over 6 acres in Forest Conservation, providing both privacy and natural beauty. Enjoy outdoor living with a spacious yard, and plenty of room for gardening, recreation, or future improvements. With no HOA and ample space for a barn or hobby farm, this property offers incredible flexibility for a variety of lifestyles. Conveniently located just minutes from Preston, approximately 15 minutes to Easton, and about an hour to Maryland and Delaware beaches. A rare opportunity to own a versatile property with acreage, privacy, and potential — perfect for those seeking country living with easy access to nearby towns and amenities.

4 Beds ⋅ 3 Baths

Welcome to your private countryside retreat on over 18 acres in the heart of Caroline County. This charming farmhouse-style home offers 4 bedrooms and 2.5 baths with over 2,300 sq ft of living space, combining comfort and functionality in a peaceful rural setting. The property features a mix of open land and wooded acreage, including over 6 acres in Forest Conservation, providing both privacy and natural beauty. Enjoy outdoor living with a spacious yard, and plenty of room for gardening, recreation, or future improvements. With no HOA and ample space for a barn or hobby farm, this property offers incredible flexibility for a variety of lifestyles. Conveniently located just minutes from Preston, approximately 15 minutes to Easton, and about an hour to Maryland and Delaware beaches. A rare opportunity to own a versatile property with acreage, privacy, and potential — perfect for those seeking country living with easy access to nearby towns and amenities.

3720 Payne Rd, Preston

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Keller Williams Select Realtors of Cambridge.

$475,000

First floor living! Beautifully maintained three bedroom, two bathroom home on over two acres. Extra large living room, with a gas stove (looks like a wood stove). Large primary bedroom with attached bathroom, two bedrooms with a shared bathroom in the hallway. Attached one car garage with an additional large outbuilding 24 x 36.

3 Beds ⋅ 2 Baths

First floor living! Beautifully maintained three bedroom, two bathroom home on over two acres. Extra large living room, with a gas stove (looks like a wood stove). Large primary bedroom with attached bathroom, two bedrooms with a shared bathroom in the hallway. Attached one car garage with an additional large outbuilding 24 x 36.

4631 Everlea Ct, Preston

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Meredith Fine Properties.

$474,000

Two Johns – Charming Home in a Sought-After Waterfront Community Nestled between Preston and Denton in the desirable Two Johns subdivision, this beautifully maintained 4-bedroom, 2.5-bath home offers a rare blend of comfort, style, and location. Just a few houses away from the public boat landing, residents enjoy easy water access for boating, kayaking, or fishing. Take in serene water views from the second floor, adding a peaceful touch to everyday living. Since 2022, this home has received a long list of thoughtful upgrades, including: New roof Paved driveway Modern kitchen appliances Granite countertops Laminate flooring (2nd floor) Fresh interior paint Ceiling fans throughout New rear sliding door Insulated garage doors Storage shed Professional landscaping Whether you’re looking for a full-time residence or a weekend retreat, this home offers the perfect mix of function, beauty, and access to the Eastern Shore lifestyle. Don’t miss this opportunity to own in a water-privileged community! The owner has pets and needs notice to accommodate. Home sale contingency in place. Please show for Back-up's

4 Beds ⋅ 3 Baths

Two Johns – Charming Home in a Sought-After Waterfront Community Nestled between Preston and Denton in the desirable Two Johns subdivision, this beautifully maintained 4-bedroom, 2.5-bath home offers a rare blend of comfort, style, and location. Just a few houses away from the public boat landing, residents enjoy easy water access for boating, kayaking, or fishing. Take in serene water views from the second floor, adding a peaceful touch to everyday living. Since 2022, this home has received a long list of thoughtful upgrades, including: New roof Paved driveway Modern kitchen appliances Granite countertops Laminate flooring (2nd floor) Fresh interior paint Ceiling fans throughout New rear sliding door Insulated garage doors Storage shed Professional landscaping Whether you’re looking for a full-time residence or a weekend retreat, this home offers the perfect mix of function, beauty, and access to the Eastern Shore lifestyle. Don’t miss this opportunity to own in a water-privileged community! The owner has pets and needs notice to accommodate. Home sale contingency in place. Please show for Back-up's

7837 Shore Dr, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Taylor Properties.

$465,000

Spacious 4-bedroom, 2 full and 1 half bath home located in desirable Preston, MD. This property offers the perfect blend of comfort and functionality, featuring a 3-car heated garage, central air, and a heat pump for year-round efficiency. Enjoy outdoor living with a deck complete with awning, a large yard supported by an underground irrigation system, and an additional shed for storage. Inside, relax in the bright sunroom or cozy up by the gas fireplace. A full-house generator provides added peace of mind. Situated in a great location with plenty of space to spread out—this home truly has it all!

4 Beds ⋅ 3 Baths

Spacious 4-bedroom, 2 full and 1 half bath home located in desirable Preston, MD. This property offers the perfect blend of comfort and functionality, featuring a 3-car heated garage, central air, and a heat pump for year-round efficiency. Enjoy outdoor living with a deck complete with awning, a large yard supported by an underground irrigation system, and an additional shed for storage. Inside, relax in the bright sunroom or cozy up by the gas fireplace. A full-house generator provides added peace of mind. Situated in a great location with plenty of space to spread out—this home truly has it all!

22889 Hog Creek Rd, Preston

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

Selling Office: Benson & Mangold, LLC.

$457,500

Dover Bridge Road | Preston, Maryland This 63 ± acre parcel on Dover Bridge Road offers a rare opportunity to own a sizeable tract of woodland conveniently located just four miles from Preston, seven and a half miles from Easton, and about fifteen minutes from Route 50. The property is perc-approved for residential use and includes a forestry management plan documenting that roughly 58 acres were timbered in 2008 and reforested with Loblolly Pine in 2009, while several acres of mature hardwoods were preserved around the perimeter. A gravel lane leads to a well-drained two-acre clearing, ideal for a future homesite or gathering area, with additional trails and access lanes throughout the woods for recreation and management. The land features well-drained, productive soils that support healthy forest growth and could accommodate a variety of future uses—from a private residence or hunting retreat to continued forestry. Adjoining 64 acres of permanently protected State of Maryland land, the property enjoys a private, natural backdrop that will remain in open space. Whether envisioned as a homesite, hunting retreat, timber investment, or nature preserve, this tract captures the quiet beauty and versatility of Maryland’s Eastern Shore—a peaceful setting within easy reach of area towns and major routes.

Dover Bridge Road, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

$449,000

Step into this absolutely beautiful 2-story home with a basement, where pride of ownership shines from the moment you walk through the front door. Offering approximately 3,900 finished square feet, this home features stylish LVP flooring and cozy carpet throughout, with spacious bedrooms and a layout that’s both functional and inviting. The heart of the home is the large kitchen, complete with leathered granite countertops, stainless steel appliances, and plenty of space to cook, gather, and entertain. Plus, enjoy the convenience of a brand new washer and dryer already in place! Downstairs, the sellers have finished a large portion of the basement—currently used as additional living space and a bedroom—with a bathroom rough-in already in place, giving you endless options to customize. Create the ultimate movie theater, man cave, home office, gym, or guest suite—the possibilities are wide open. To top it off, a new electric garage door will be installed prior to settlement. This home has been well cared for and it truly shows—move-in ready and waiting for you!

4 Beds ⋅ 3 Baths

Step into this absolutely beautiful 2-story home with a basement, where pride of ownership shines from the moment you walk through the front door. Offering approximately 3,900 finished square feet, this home features stylish LVP flooring and cozy carpet throughout, with spacious bedrooms and a layout that’s both functional and inviting. The heart of the home is the large kitchen, complete with leathered granite countertops, stainless steel appliances, and plenty of space to cook, gather, and entertain. Plus, enjoy the convenience of a brand new washer and dryer already in place! Downstairs, the sellers have finished a large portion of the basement—currently used as additional living space and a bedroom—with a bathroom rough-in already in place, giving you endless options to customize. Create the ultimate movie theater, man cave, home office, gym, or guest suite—the possibilities are wide open. To top it off, a new electric garage door will be installed prior to settlement. This home has been well cared for and it truly shows—move-in ready and waiting for you!

282 Tidewater Cir, Preston

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: New Realty, LLC.

$442,675

NEW PRICE! Enjoy peace and space on two tranquil country acres with no deed restrictions adjacent to open farmland. The deep backyard features a large vinyl-fenced area ideal for kids and pets, an above-ground pool with deck perfect for summer fun. This lovely home offers 2,667 Square feet (estimated) of living space, new LVP flooring on the main floor, and a versitile loft upstairs. The spacious country kitchen and dining area look out over the backyard, and there is a primary suite on the main floor. Upstairs, a flexible loft is great for a study or recreation area. One bedroom occupies one end of the house with a nearby full bath, while another bedroom and full bath are found just beyond the loft, followed by a generous bonus room that could be used as a game room or man cave. Additional amenities include a wide paved driveway and a full-size two-car garage. With its extensive features and inviting atmosphere, this family home presents a compelling opportunity - schedule a viewing today!

3 Beds ⋅ 4 Baths

NEW PRICE! Enjoy peace and space on two tranquil country acres with no deed restrictions adjacent to open farmland. The deep backyard features a large vinyl-fenced area ideal for kids and pets, an above-ground pool with deck perfect for summer fun. This lovely home offers 2,667 Square feet (estimated) of living space, new LVP flooring on the main floor, and a versitile loft upstairs. The spacious country kitchen and dining area look out over the backyard, and there is a primary suite on the main floor. Upstairs, a flexible loft is great for a study or recreation area. One bedroom occupies one end of the house with a nearby full bath, while another bedroom and full bath are found just beyond the loft, followed by a generous bonus room that could be used as a game room or man cave. Additional amenities include a wide paved driveway and a full-size two-car garage. With its extensive features and inviting atmosphere, this family home presents a compelling opportunity - schedule a viewing today!

22408 Hog Creek Rd, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Eastern Shore Real Estate, LLC.

$435,000

Blending warmth, character, and thoughtful updates, this beautifully maintained post-and-beam home offers a truly inviting living experience both inside and out. The spacious main level features all tile flooring, a huge living room anchored by a cozy wood stove, a flexible study/sitting room, and a charming 3-season room. The kitchen and dining combination creates an ideal gathering space with granite countertops, freshly painted cabinetry, and easy access to the mudroom/laundry area. Radiant heat serves as the primary heat source, adding efficient comfort throughout the home, while a convenient half bath completes the first floor. Upstairs, hardwood floors run throughout all three bedrooms, including a spacious primary suite with heated bathroom floors, soaking tub, and separate shower. The hall bath has been tastefully updated with a tile shower and upgraded vanity. Additional improvements include added insulation along the sides of the home, new drywall throughout, a metal roof, and a dry basement with French drain system, dehumidifier, and storage space. Outdoor living shines with a large wood porch overlooking the fenced backyard with mature native gardens.. A detached oversized two-car garage and additional rear parking via alley access provide plenty of space for vehicles, hobbies, or storage. This home combines timeless charm, functional updates, and exceptional comfort in a setting designed to enjoy year-round.

3 Beds ⋅ 3 Baths

Blending warmth, character, and thoughtful updates, this beautifully maintained post-and-beam home offers a truly inviting living experience both inside and out. The spacious main level features all tile flooring, a huge living room anchored by a cozy wood stove, a flexible study/sitting room, and a charming 3-season room. The kitchen and dining combination creates an ideal gathering space with granite countertops, freshly painted cabinetry, and easy access to the mudroom/laundry area. Radiant heat serves as the primary heat source, adding efficient comfort throughout the home, while a convenient half bath completes the first floor. Upstairs, hardwood floors run throughout all three bedrooms, including a spacious primary suite with heated bathroom floors, soaking tub, and separate shower. The hall bath has been tastefully updated with a tile shower and upgraded vanity. Additional improvements include added insulation along the sides of the home, new drywall throughout, a metal roof, and a dry basement with French drain system, dehumidifier, and storage space. Outdoor living shines with a large wood porch overlooking the fenced backyard with mature native gardens.. A detached oversized two-car garage and additional rear parking via alley access provide plenty of space for vehicles, hobbies, or storage. This home combines timeless charm, functional updates, and exceptional comfort in a setting designed to enjoy year-round.

128 Main St, Preston

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: Accurate Realty & Management LLC.

$435,000

Set on 8.6 private, fully fenced acres just across the Dover Bridge, this Eastern Shore property offers endless possibilities with scenic surroundings, expansive land, and close proximity to the Choptank River, just minutes from Easton. The single-level home features three bedrooms and two full bathrooms, a country kitchen, and an open-concept layout highlighted by a massive brick fireplace with insert and beamed cathedral ceilings in the great room, creating a warm and inviting living space. The roof is approximately two years old. The property includes a large patio with an outdoor bar, a chicken coop, and a separate partially built structure ready for customization. Toward the rear of the property is an additional structure featuring one bedroom, a full bathroom, and storage, as well as another separate structure with six bathrooms, offering flexibility for events, gatherings, or agricultural use. A detached two-story barn adds significant value and includes one room, a walk-in closet, and a kitchen with a gas stove, providing potential for guest space, studio, or workshop use. Additional features include a run-in stable, pasture, pond, and expansive open land suitable for farming, homesteading, recreation, or hunting. The nearby Choptank River enhances the appeal for outdoor enthusiasts and waterfowl hunting. The home does need cosmetic updates, and the price reflects its current condition. A rare opportunity to own fully fenced acreage with multiple structures and flexible-use potential on Maryland’s Eastern Shore.

3 Beds ⋅ 2 Baths

Set on 8.6 private, fully fenced acres just across the Dover Bridge, this Eastern Shore property offers endless possibilities with scenic surroundings, expansive land, and close proximity to the Choptank River, just minutes from Easton. The single-level home features three bedrooms and two full bathrooms, a country kitchen, and an open-concept layout highlighted by a massive brick fireplace with insert and beamed cathedral ceilings in the great room, creating a warm and inviting living space. The roof is approximately two years old. The property includes a large patio with an outdoor bar, a chicken coop, and a separate partially built structure ready for customization. Toward the rear of the property is an additional structure featuring one bedroom, a full bathroom, and storage, as well as another separate structure with six bathrooms, offering flexibility for events, gatherings, or agricultural use. A detached two-story barn adds significant value and includes one room, a walk-in closet, and a kitchen with a gas stove, providing potential for guest space, studio, or workshop use. Additional features include a run-in stable, pasture, pond, and expansive open land suitable for farming, homesteading, recreation, or hunting. The nearby Choptank River enhances the appeal for outdoor enthusiasts and waterfowl hunting. The home does need cosmetic updates, and the price reflects its current condition. A rare opportunity to own fully fenced acreage with multiple structures and flexible-use potential on Maryland’s Eastern Shore.

20915 Dover Bridge Rd, Preston

Listing courtesy of The Agency DC. Contact:

Selling Office: Coldwell Banker Realty.

$399,000

Welcome to Mallow Dr.! Situated on 1.24 acres in a peaceful rural setting, this move-in ready 3-bedroom, 2-bath home offers the perfect combination of comfort, space, and recent upgrades. Inside, you'll find approximately 1,650 square feet of living space featuring an updated kitchen and brand-new LVP flooring (2026), creating a fresh and modern feel throughout. Major improvements provide peace of mind, including a new roof (2022), new windows and siding (2025), and numerous updates that make this home truly turn-key. Step outside and enjoy the spacious backyard from the rear deck, perfect for relaxing, entertaining, or taking in the surrounding countryside. A standout feature of the property is the impressive 30' x 40' detached workshop with electric. Please note: central HVAC serves the main level only; the upper level is not connected to the home's heating and cooling system. With a large lot, modern updates, and plenty of room to work, play, and grow, all within walking distance of Lake Pinehurst, this Fowling Creek property is ready for its next owner. Schedule your showing today!

3 Beds ⋅ 2 Baths

Welcome to Mallow Dr.! Situated on 1.24 acres in a peaceful rural setting, this move-in ready 3-bedroom, 2-bath home offers the perfect combination of comfort, space, and recent upgrades. Inside, you'll find approximately 1,650 square feet of living space featuring an updated kitchen and brand-new LVP flooring (2026), creating a fresh and modern feel throughout. Major improvements provide peace of mind, including a new roof (2022), new windows and siding (2025), and numerous updates that make this home truly turn-key. Step outside and enjoy the spacious backyard from the rear deck, perfect for relaxing, entertaining, or taking in the surrounding countryside. A standout feature of the property is the impressive 30' x 40' detached workshop with electric. Please note: central HVAC serves the main level only; the upper level is not connected to the home's heating and cooling system. With a large lot, modern updates, and plenty of room to work, play, and grow, all within walking distance of Lake Pinehurst, this Fowling Creek property is ready for its next owner. Schedule your showing today!

24254 Mallow Dr, Preston

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

Selling Office: 1st Rate Realty LLC.

$375,000

Welcome home to this charming rancher situated on a beautifully maintained 2-acre lot, offering the perfect blend of privacy, space, and comfort. This well-cared-for home features 3 bedrooms, 2 full bathrooms, and an attached oversized 2-car garage with plenty of room for vehicles, storage, or a workshop. Enjoy outdoor living at its finest with a welcoming front porch, a spacious rear patio ideal for entertaining, and approximately 1.5 acres of fully fenced yard space—perfect for pets, gardening, recreation, or simply enjoying the peaceful surroundings. The flat, usable lot provides endless possibilities while maintaining a park-like setting. Inside, you'll find comfortable one-level living with a functional floor plan and pride of ownership throughout. Whether you're looking for room to spread out, entertain guests, or enjoy the tranquility of country living with modern conveniences nearby, this property is a must-see.

3 Beds ⋅ 2 Baths

Welcome home to this charming rancher situated on a beautifully maintained 2-acre lot, offering the perfect blend of privacy, space, and comfort. This well-cared-for home features 3 bedrooms, 2 full bathrooms, and an attached oversized 2-car garage with plenty of room for vehicles, storage, or a workshop. Enjoy outdoor living at its finest with a welcoming front porch, a spacious rear patio ideal for entertaining, and approximately 1.5 acres of fully fenced yard space—perfect for pets, gardening, recreation, or simply enjoying the peaceful surroundings. The flat, usable lot provides endless possibilities while maintaining a park-like setting. Inside, you'll find comfortable one-level living with a functional floor plan and pride of ownership throughout. Whether you're looking for room to spread out, entertain guests, or enjoy the tranquility of country living with modern conveniences nearby, this property is a must-see.

6326 Statum Rd, Preston

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: RE/MAX Executive.

$375,000

Peaceful Country Living on 3.2 Acres – Recently Renovated Home with Expansive Pole Barn! Welcome to 21405 Tanyard Rd in Preston, MD – where modern updates meet serene country living. This beautifully renovated 3-bedroom, 3-bath home sits on 3.2 acres—perfect for gardening, raising animals, or simply enjoying wide-open space and quiet surroundings. Step inside to find a bright, freshly updated interior with modern finishes throughout. The spacious layout offers room for everyone, with a beautifully refreshed kitchen, inviting living spaces, and well-appointed bedrooms and bathrooms designed for comfort and convenience. Outside, the property truly shines. A massive 47x70 pole barn provides endless possibilities—featuring a workshop area, abundant storage for vehicles, equipment, or hobbies, and space that’s ideal for anyone who needs room to work or play. Enjoy the best of both worlds: peaceful country life and the convenience of Easton being just 10 minutes away. Whether you’re looking for a homestead, hobby farm, or your own private retreat, this property offers it all. PROPERTY IS BEING SOLD AS-IS AND Inspections are for informational purposes ONLY. Cash and Conventional Financing

3 Beds ⋅ 3 Baths

Peaceful Country Living on 3.2 Acres – Recently Renovated Home with Expansive Pole Barn! Welcome to 21405 Tanyard Rd in Preston, MD – where modern updates meet serene country living. This beautifully renovated 3-bedroom, 3-bath home sits on 3.2 acres—perfect for gardening, raising animals, or simply enjoying wide-open space and quiet surroundings. Step inside to find a bright, freshly updated interior with modern finishes throughout. The spacious layout offers room for everyone, with a beautifully refreshed kitchen, inviting living spaces, and well-appointed bedrooms and bathrooms designed for comfort and convenience. Outside, the property truly shines. A massive 47x70 pole barn provides endless possibilities—featuring a workshop area, abundant storage for vehicles, equipment, or hobbies, and space that’s ideal for anyone who needs room to work or play. Enjoy the best of both worlds: peaceful country life and the convenience of Easton being just 10 minutes away. Whether you’re looking for a homestead, hobby farm, or your own private retreat, this property offers it all. PROPERTY IS BEING SOLD AS-IS AND Inspections are for informational purposes ONLY. Cash and Conventional Financing

21405 Tanyard Rd, Preston

Listing courtesy of Taylor Properties. Contact:

Selling Office: Real Broker, LLC - Annapolis.

$370,000

This is not a to-be-built. This home is complete and ready for occupancy. Discover a stunning new construction home that embodies modern luxury and comfort. This exquisite ranch-style residence, completed in 2025, offers a harmonious blend of elegance and functionality, set on a generous 1.16-acre lot that provides ample space for outdoor enjoyment. Step inside to find a thoughtfully designed layout featuring three spacious bedrooms and two full bathrooms, all crafted with meticulous attention to detail. The interior boasts a seamless flow, enhanced by high-quality luxury vinyl plank flooring that exudes sophistication while ensuring durability. Plush carpeting in the bedrooms adds a cozy touch, creating inviting retreats for relaxation. The heart of the home is the gourmet kitchen, equipped with energy-efficient stainless steel appliances that cater to both culinary enthusiasts and everyday cooks alike. Natural light floods the living spaces through strategically placed windows, creating a warm and inviting atmosphere throughout. The open-concept design encourages effortless entertaining, allowing you to host gatherings with ease while enjoying the comfort of your new home. The exterior of the property features durable vinyl siding, ensuring low maintenance while maintaining a polished appearance. An attached front-entry garage provides convenient access and ample storage, making daily life a breeze. This home is not just a residence; it's a lifestyle choice. With its excellent condition and modern amenities, it offers a sanctuary where you can unwind and recharge. The expansive lot invites you to explore outdoor possibilities, whether it's gardening, hosting barbecues, or simply enjoying the tranquility of your surroundings. Experience the perfect blend of luxury and comfort in this exceptional property, where every detail has been carefully curated to enhance your living experience. Embrace the opportunity to make this beautiful home your own.

3 Beds ⋅ 2 Baths

This is not a to-be-built. This home is complete and ready for occupancy. Discover a stunning new construction home that embodies modern luxury and comfort. This exquisite ranch-style residence, completed in 2025, offers a harmonious blend of elegance and functionality, set on a generous 1.16-acre lot that provides ample space for outdoor enjoyment. Step inside to find a thoughtfully designed layout featuring three spacious bedrooms and two full bathrooms, all crafted with meticulous attention to detail. The interior boasts a seamless flow, enhanced by high-quality luxury vinyl plank flooring that exudes sophistication while ensuring durability. Plush carpeting in the bedrooms adds a cozy touch, creating inviting retreats for relaxation. The heart of the home is the gourmet kitchen, equipped with energy-efficient stainless steel appliances that cater to both culinary enthusiasts and everyday cooks alike. Natural light floods the living spaces through strategically placed windows, creating a warm and inviting atmosphere throughout. The open-concept design encourages effortless entertaining, allowing you to host gatherings with ease while enjoying the comfort of your new home. The exterior of the property features durable vinyl siding, ensuring low maintenance while maintaining a polished appearance. An attached front-entry garage provides convenient access and ample storage, making daily life a breeze. This home is not just a residence; it's a lifestyle choice. With its excellent condition and modern amenities, it offers a sanctuary where you can unwind and recharge. The expansive lot invites you to explore outdoor possibilities, whether it's gardening, hosting barbecues, or simply enjoying the tranquility of your surroundings. Experience the perfect blend of luxury and comfort in this exceptional property, where every detail has been carefully curated to enhance your living experience. Embrace the opportunity to make this beautiful home your own.

3345 Gallagher Rd, Preston

Listing courtesy of Coldwell Banker Premier - Seaford. Contact:

Selling Office: Benson & Mangold, LLC.

$360,000

VERY NICE 3-4 BEDROOM, 2 BATH HOME IN TWO JOHNS WATERFRONT COMMUNITY. BOAT LANDING APPROXIMATELY 1/4 MILE AWAY. LARGE LIVING ROOM, KITCHEN-DINING ROOM COMBO, PANELED WALLS ARE ALL PAINTED, MOSTLY WOOD FLOORS. LARGE DECK AT REAR OF HOUSE. PATIO AREA WITH A NICE FIRE PIT FOR EVENING ENJOYMENT. MORE PICTURES TO COME SOON. ONLY 40 MILES TO WESTERN SHORE, LESS THAN 60 MILES TO THE BEACH

4 Beds ⋅ 2 Baths

VERY NICE 3-4 BEDROOM, 2 BATH HOME IN TWO JOHNS WATERFRONT COMMUNITY. BOAT LANDING APPROXIMATELY 1/4 MILE AWAY. LARGE LIVING ROOM, KITCHEN-DINING ROOM COMBO, PANELED WALLS ARE ALL PAINTED, MOSTLY WOOD FLOORS. LARGE DECK AT REAR OF HOUSE. PATIO AREA WITH A NICE FIRE PIT FOR EVENING ENJOYMENT. MORE PICTURES TO COME SOON. ONLY 40 MILES TO WESTERN SHORE, LESS THAN 60 MILES TO THE BEACH

24383 Robins Creek Rd, Preston

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

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

$355,000

Some homes check one or two boxes. This one checks all of them, and does it for under $350,000. Four bedrooms, two full baths, a fenced backyard, a pool, and open farmland views behind the property. In today's market, that combination at this price point is genuinely rare. This is the kind of home first-time buyers dream about and out-of-area buyers can't believe exists when they start comparing what their dollar buys on Maryland's Eastern Shore versus what they left behind. The home has been meticulously maintained since it was built. The roof was replaced just a few years ago. Windows, electrical, and plumbing are all in solid shape. No deferred maintenance, no surprises waiting. Inside, the owners have kept things fresh and updated. New stair treads, new flooring, fresh paint throughout, and a fully redone main-level bathroom give the home a clean, move-in ready feel without the new construction price tag. The layout works. At 1,700 square feet across a classic cape cod footprint, the space lives efficiently with room for everyone. Step outside and the property really opens up. The fenced yard gives you privacy and keeps things contained, ideal if you have kids, pets, or simply want your space defined. The pool turns a summer at home into something you actually look forward to. Backing to farmland means no rear neighbors, just open sky and quiet. The shed provides all of the storage for your outdoor essentials. Preston sits in Caroline County in the heart of the Eastern Shore, the kind of small town where things slow down in the best possible way. You're a short drive to Easton and Denton for shopping, dining, and services, but far enough out to trade the noise for something quieter. For buyers coming from the DMV corridor, this is what the move looks like in real numbers. More home, more land, more life, less cost. Schedule your showing and see what $349,900 actually looks like out here.

4 Beds ⋅ 2 Baths

Some homes check one or two boxes. This one checks all of them, and does it for under $350,000. Four bedrooms, two full baths, a fenced backyard, a pool, and open farmland views behind the property. In today's market, that combination at this price point is genuinely rare. This is the kind of home first-time buyers dream about and out-of-area buyers can't believe exists when they start comparing what their dollar buys on Maryland's Eastern Shore versus what they left behind. The home has been meticulously maintained since it was built. The roof was replaced just a few years ago. Windows, electrical, and plumbing are all in solid shape. No deferred maintenance, no surprises waiting. Inside, the owners have kept things fresh and updated. New stair treads, new flooring, fresh paint throughout, and a fully redone main-level bathroom give the home a clean, move-in ready feel without the new construction price tag. The layout works. At 1,700 square feet across a classic cape cod footprint, the space lives efficiently with room for everyone. Step outside and the property really opens up. The fenced yard gives you privacy and keeps things contained, ideal if you have kids, pets, or simply want your space defined. The pool turns a summer at home into something you actually look forward to. Backing to farmland means no rear neighbors, just open sky and quiet. The shed provides all of the storage for your outdoor essentials. Preston sits in Caroline County in the heart of the Eastern Shore, the kind of small town where things slow down in the best possible way. You're a short drive to Easton and Denton for shopping, dining, and services, but far enough out to trade the noise for something quieter. For buyers coming from the DMV corridor, this is what the move looks like in real numbers. More home, more land, more life, less cost. Schedule your showing and see what $349,900 actually looks like out here.

221 Apple Ln, Preston

Listing courtesy of Real Broker, LLC - Annapolis. Contact:

Selling Office: Hyatt & Company Real Estate LLC.

$348,000

Looking for room to breathe and space for your projects? This charming brick rancher offers exactly that! Over 3 acres close to Preston, Easton and all mid-shore locations. The home features hardwood floors, updated kitchen, drywalled ceilings, new lighting and a new HVAC system providing heat and air. The full basement offers room to expand and more living space. Fantastic yard - mostly fenced. Shed and garage both have electric. The garden is already planted - enjoy fresh fruit and vegetables all summer long!

3 Beds ⋅ 1 Baths

Looking for room to breathe and space for your projects? This charming brick rancher offers exactly that! Over 3 acres close to Preston, Easton and all mid-shore locations. The home features hardwood floors, updated kitchen, drywalled ceilings, new lighting and a new HVAC system providing heat and air. The full basement offers room to expand and more living space. Fantastic yard - mostly fenced. Shed and garage both have electric. The garden is already planted - enjoy fresh fruit and vegetables all summer long!

22650 Tanyard Rd, Preston

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Samson Properties.

$348,000

This inviting ranch home has a lovely setting in the back of a cul-de-sac with quick convenient access to all your shopping needs. The outside offers 2.66 of mostly fenced acres where you find fruit trees and plenty of room for fun and gardening. You will have lots of storage space with a 2-car detached garage and 12’X24’ shed. Inside offers a bright open floor plan with spacious bedrooms and bathrooms. Bonuses include crawlspace encapsulation professionally done, above ground pool, young wood stove that heats the entire home, brand new carpeting in bedrooms, young roof and well pump, septic recently cleaned. PLEASE LOCK DOORS AND TURN OFF LIGHTS.

3 Beds ⋅ 2 Baths

This inviting ranch home has a lovely setting in the back of a cul-de-sac with quick convenient access to all your shopping needs. The outside offers 2.66 of mostly fenced acres where you find fruit trees and plenty of room for fun and gardening. You will have lots of storage space with a 2-car detached garage and 12’X24’ shed. Inside offers a bright open floor plan with spacious bedrooms and bathrooms. Bonuses include crawlspace encapsulation professionally done, above ground pool, young wood stove that heats the entire home, brand new carpeting in bedrooms, young roof and well pump, septic recently cleaned. PLEASE LOCK DOORS AND TURN OFF LIGHTS.

22490 Ash Blvd, Preston

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Cummings & Co. Realtors.

$345,000

Tucked away just outside of town, this charming 3-bedroom, 2-bathroom home offers the perfect blend of privacy and space on a beautiful 4-acre property. The land features a mix of open, cleared yard and mature woods, providing both room to roam and a peaceful natural setting. Inside, the home offers a comfortable and functional layout, ideal for everyday living. One of the bedrooms includes a unique addition that was previously used as an art room, offering endless possibilities as a creative studio, home office, or private retreat. Outside, the property truly shines. A spacious 3-car garage provides plenty of room for vehicles, storage, or a workshop. The screened-in gazebo is the perfect spot for relaxing or hosting gatherings, whether you're enjoying summer evenings with family or spreading out a feast of steamed crabs with friends. With its quiet location, versatile spaces, and scenic surroundings, this property offers a rare opportunity to enjoy country living while still being within reach of town conveniences.

3 Beds ⋅ 2 Baths

Tucked away just outside of town, this charming 3-bedroom, 2-bathroom home offers the perfect blend of privacy and space on a beautiful 4-acre property. The land features a mix of open, cleared yard and mature woods, providing both room to roam and a peaceful natural setting. Inside, the home offers a comfortable and functional layout, ideal for everyday living. One of the bedrooms includes a unique addition that was previously used as an art room, offering endless possibilities as a creative studio, home office, or private retreat. Outside, the property truly shines. A spacious 3-car garage provides plenty of room for vehicles, storage, or a workshop. The screened-in gazebo is the perfect spot for relaxing or hosting gatherings, whether you're enjoying summer evenings with family or spreading out a feast of steamed crabs with friends. With its quiet location, versatile spaces, and scenic surroundings, this property offers a rare opportunity to enjoy country living while still being within reach of town conveniences.

22285 Tanyard Rd, Preston

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

Selling Office: Benson & Mangold, LLC..

$342,000

Tucked away between Preston and Easton, this charming one-level ranch home offers comfortable living, inviting outdoor spaces and a peaceful setting on 1+/- acre. The spacious rear yard backs to a tidal stream that flows to Little Creek and the Choptank River. A welcoming front porch leads into the foyer, which opens to a dining room that could easily serve as a second living space. The spacious kitchen offers ample cabinet and counter space, room for a table and a closet that could be converted to a pantry. The adjacent family room is a favorite gathering space with vaulted ceilings, hardwood floors and a wood-burning fireplace with brick hearth. The primary suite features a walk-in tile shower, while two additional bedrooms, a full bath and a convenient laundry room complete the main level. A large screened porch overlooks the rear yard and provides the perfect spot to relax, dine or enjoy the peaceful surroundings. The full unfinished basement offers abundant storage and flexible space for hobbies. A detached two-car garage provides additional storage and makes an ideal workshop space. Mature trees, a spacious yard and the tranquil setting along the tidal stream make this a wonderful place to call home, all just 10 miles from Easton.

3 Beds ⋅ 2 Baths

Tucked away between Preston and Easton, this charming one-level ranch home offers comfortable living, inviting outdoor spaces and a peaceful setting on 1+/- acre. The spacious rear yard backs to a tidal stream that flows to Little Creek and the Choptank River. A welcoming front porch leads into the foyer, which opens to a dining room that could easily serve as a second living space. The spacious kitchen offers ample cabinet and counter space, room for a table and a closet that could be converted to a pantry. The adjacent family room is a favorite gathering space with vaulted ceilings, hardwood floors and a wood-burning fireplace with brick hearth. The primary suite features a walk-in tile shower, while two additional bedrooms, a full bath and a convenient laundry room complete the main level. A large screened porch overlooks the rear yard and provides the perfect spot to relax, dine or enjoy the peaceful surroundings. The full unfinished basement offers abundant storage and flexible space for hobbies. A detached two-car garage provides additional storage and makes an ideal workshop space. Mature trees, a spacious yard and the tranquil setting along the tidal stream make this a wonderful place to call home, all just 10 miles from Easton.

4928 Edmondson Creek Rd, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: RE/MAX Executive.

$335,000

Welcome to this beautifully updated rancher that checks every box, and then some. Sitting on over half an acre, this home blends modern upgrades, spacious living, and incredible functionality, all wrapped into the perfect Eastern Shore retreat. Step inside to find new LVP floors, new siding, and a brand-new roof, giving the home a crisp, clean, move-in-ready feel. The heart of the home is the large family room, featuring soaring vaulted ceilings that flood the space with natural light and make every gathering feel special. With 4 generous bedrooms plus a dedicated office, this home offers the flexibility and layout today’s buyers need, whether you work from home, need extra guest space, or want room for hobbies and play. Each bedroom is impressively sized, offering comfort and privacy for the whole household. The full basement adds even more possibilities, storage, workshop space, future finishing potential, or a rec area designed exactly the way you want it. Car enthusiasts, hobbyists, and anyone craving storage will fall in love with the 31' x 27' oversized detached garage. Complete with electric, it’s the perfect space for vehicles, tools, equipment, a workshop, or the dream home gym you’ve been imagining. Outside, enjoy the peace and elbow room of a large lot with plenty of open space for entertaining, gardening, play areas, or simply relaxing in your own private slice of the Shore. Homes with this combination of updates, space, and functionality are incredibly rare. Do NOT pass this one up , this property is truly a MUST SEE! New Refrigerator - 2026 New Well Pump - 2026 New Siding - 2025 New Roof - 2025 New Sump Pump - 2025 Microwave - 2025 Cooktop - 2025

4 Beds ⋅ 2 Baths

Welcome to this beautifully updated rancher that checks every box, and then some. Sitting on over half an acre, this home blends modern upgrades, spacious living, and incredible functionality, all wrapped into the perfect Eastern Shore retreat. Step inside to find new LVP floors, new siding, and a brand-new roof, giving the home a crisp, clean, move-in-ready feel. The heart of the home is the large family room, featuring soaring vaulted ceilings that flood the space with natural light and make every gathering feel special. With 4 generous bedrooms plus a dedicated office, this home offers the flexibility and layout today’s buyers need, whether you work from home, need extra guest space, or want room for hobbies and play. Each bedroom is impressively sized, offering comfort and privacy for the whole household. The full basement adds even more possibilities, storage, workshop space, future finishing potential, or a rec area designed exactly the way you want it. Car enthusiasts, hobbyists, and anyone craving storage will fall in love with the 31' x 27' oversized detached garage. Complete with electric, it’s the perfect space for vehicles, tools, equipment, a workshop, or the dream home gym you’ve been imagining. Outside, enjoy the peace and elbow room of a large lot with plenty of open space for entertaining, gardening, play areas, or simply relaxing in your own private slice of the Shore. Homes with this combination of updates, space, and functionality are incredibly rare. Do NOT pass this one up , this property is truly a MUST SEE! New Refrigerator - 2026 New Well Pump - 2026 New Siding - 2025 New Roof - 2025 New Sump Pump - 2025 Microwave - 2025 Cooktop - 2025

4305 Langrell Rd, Preston

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$324,900

Welcome to 113 Lednum Avenue in Preston, MD. This charming home is full of curb appeal, from the welcoming front porch to the beautifully manicured yard. Offering the best of both worlds- it provides the convenience of an in-town location with the serene backdrop of open farmland views. Inside you'll find 3 spacious bedrooms and 2 full baths, all meticulously maintained. The thoughtful floor plan features generously sized rooms, ample closet space and a comfortable, functional layout designed for everyday living. Recent upgrades include a new roof and new HVAC system, giving you peace of mind for years to come. The spacious two-car garage provides plenty of room for parking and storage, while the rear deck is the perfect spot for entertaining or relaxing. Step outside and experience the quiet charm of Preston while still being just minutes from local shops, dining and major routes for an easy commute.

3 Beds ⋅ 2 Baths

Welcome to 113 Lednum Avenue in Preston, MD. This charming home is full of curb appeal, from the welcoming front porch to the beautifully manicured yard. Offering the best of both worlds- it provides the convenience of an in-town location with the serene backdrop of open farmland views. Inside you'll find 3 spacious bedrooms and 2 full baths, all meticulously maintained. The thoughtful floor plan features generously sized rooms, ample closet space and a comfortable, functional layout designed for everyday living. Recent upgrades include a new roof and new HVAC system, giving you peace of mind for years to come. The spacious two-car garage provides plenty of room for parking and storage, while the rear deck is the perfect spot for entertaining or relaxing. Step outside and experience the quiet charm of Preston while still being just minutes from local shops, dining and major routes for an easy commute.

113 Lednum Ave, Preston

Listing courtesy of CR Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$315,000

Well Maintained 4 Bed 2 Full Bath Cape Cod. Large Eat-in Kitchen w/ Stainless Steel Appliances, Granite Countertops and Center Island!Nice Size Family Room. Outdoors feature a Large Shed with Heat and Air (currently used as a very nice office) , Separate Shed for storage at the back of Spacious level Lot. Patio for entertaining and more... Home is less than 1 Mile to Choptank River Landing! Easton or Delaware only 15 Minutes! One Hour to Ocean City and Delaware Beaches.

4 Beds ⋅ 2 Baths

Well Maintained 4 Bed 2 Full Bath Cape Cod. Large Eat-in Kitchen w/ Stainless Steel Appliances, Granite Countertops and Center Island!Nice Size Family Room. Outdoors feature a Large Shed with Heat and Air (currently used as a very nice office) , Separate Shed for storage at the back of Spacious level Lot. Patio for entertaining and more... Home is less than 1 Mile to Choptank River Landing! Easton or Delaware only 15 Minutes! One Hour to Ocean City and Delaware Beaches.

147 Mill St, Preston

Listing courtesy of Brenton Realty Group. Contact:

Selling Office: Unrepresented.

$315,000

Welcome to this estate sale opportunity offering convenient one-level living in a wonderful, well-established community just minutes from Easton and St. Michaels. Lovingly owned by the original owner, this 3-bedroom, 2-bath home is ready for its next chapter. The home features a functional floor plan with spacious living areas and offers great potential for updates to match your personal style. Enjoy the screened-in rear patio overlooking a generous 1.5-acre lot—perfect for relaxing, entertaining, or outdoor activities. Additional highlights include two well-maintained outbuildings, ideal for storage, workshop space, or hobbies. Whether you are seeking a primary residence, second home, or investment opportunity, this property presents tremendous potential in a desirable Eastern Shore location. Being sold strictly AS-IS as part of an estate sale. The home will require repairs and is best suited for buyers looking to renovate and bring their vision to life. Crawl Space mold remediation has been completed by the sellers.

3 Beds ⋅ 2 Baths

Welcome to this estate sale opportunity offering convenient one-level living in a wonderful, well-established community just minutes from Easton and St. Michaels. Lovingly owned by the original owner, this 3-bedroom, 2-bath home is ready for its next chapter. The home features a functional floor plan with spacious living areas and offers great potential for updates to match your personal style. Enjoy the screened-in rear patio overlooking a generous 1.5-acre lot—perfect for relaxing, entertaining, or outdoor activities. Additional highlights include two well-maintained outbuildings, ideal for storage, workshop space, or hobbies. Whether you are seeking a primary residence, second home, or investment opportunity, this property presents tremendous potential in a desirable Eastern Shore location. Being sold strictly AS-IS as part of an estate sale. The home will require repairs and is best suited for buyers looking to renovate and bring their vision to life. Crawl Space mold remediation has been completed by the sellers.

21611 Everlea Dr, Preston

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Benson & Mangold, LLC.