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Fantastic Opportunity! Experience the very best of country living in this spacious 5-bedroom home—with the potential for a 6th bedroom or office on the lower level! Enjoy sweeping views of farmland and open countryside, and start your mornings to the sound of a rooster crowing. This beautiful property sits on a full acre backing to farmland and includes: **An oversized 2-car garage **A large screened rear porch and expansive deck, perfect for entertaining or relaxing **A huge, eat-in country kitchen with plenty of space for family gatherings **Gas and Electric heating and a flexible floor plan to suit your needs Upstairs, a large playroom currently serves as a combined bedroom and recreation area—ideal as a playroom, library, in-home office, or studio. *** Come discover the charm, space, and tranquility this home has to offer!

5 Beds ⋅ 4 Baths

Fantastic Opportunity! Experience the very best of country living in this spacious 5-bedroom home—with the potential for a 6th bedroom or office on the lower level! Enjoy sweeping views of farmland and open countryside, and start your mornings to the sound of a rooster crowing. This beautiful property sits on a full acre backing to farmland and includes: **An oversized 2-car garage **A large screened rear porch and expansive deck, perfect for entertaining or relaxing **A huge, eat-in country kitchen with plenty of space for family gatherings **Gas and Electric heating and a flexible floor plan to suit your needs Upstairs, a large playroom currently serves as a combined bedroom and recreation area—ideal as a playroom, library, in-home office, or studio. *** Come discover the charm, space, and tranquility this home has to offer!

272 Granny Branch Rd, Church Hill

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: EXP Realty, LLC.

$450,000

Sellers Requesting All Offers be submitted no Later than 6pm Thursday April 9th Welcome to 324 Flat Iron Square Road — an exceptional, fully renovated 4-bedroom, 2-bath residence gracefully set on 1.97 private acres in northern Queen Anne’s County. Offering over 2,000 square feet of refined living space, this home seamlessly blends modern luxury with the tranquility of Maryland's Eastern Shore. Step inside to discover a thoughtfully curated interior featuring a designer kitchen complete with elegant quartz countertops, upgraded 42” cabinetry, and a sophisticated finish throughout. The main level showcases a seamless combination of luxury plank and rich hardwood flooring, complemented by beautifully updated bathrooms that elevate everyday living. No detail has been overlooked, with major capital improvements already in place — including a new roof, new windows, and updated HVAC — delivering both style and peace of mind. The home also offers an unfinished walk-out basement, presenting a rare opportunity to expand and customize additional living space to suit your lifestyle. Outdoors, the property transforms into a private retreat. Enjoy a fully stocked fish pond, perfect for relaxing or entertaining around the fire, along the charming grounds that invite endless possibilities. The acreage also offers excellent natural surroundings with wildlife presence, creating opportunities for outdoor enthusiasts, including deer activity on the property. Ideally located just minutes from Route 301, this property offers effortless accessibility while maintaining the quiet, sought-after Shore lifestyle.

4 Beds ⋅ 2 Baths

Sellers Requesting All Offers be submitted no Later than 6pm Thursday April 9th Welcome to 324 Flat Iron Square Road — an exceptional, fully renovated 4-bedroom, 2-bath residence gracefully set on 1.97 private acres in northern Queen Anne’s County. Offering over 2,000 square feet of refined living space, this home seamlessly blends modern luxury with the tranquility of Maryland's Eastern Shore. Step inside to discover a thoughtfully curated interior featuring a designer kitchen complete with elegant quartz countertops, upgraded 42” cabinetry, and a sophisticated finish throughout. The main level showcases a seamless combination of luxury plank and rich hardwood flooring, complemented by beautifully updated bathrooms that elevate everyday living. No detail has been overlooked, with major capital improvements already in place — including a new roof, new windows, and updated HVAC — delivering both style and peace of mind. The home also offers an unfinished walk-out basement, presenting a rare opportunity to expand and customize additional living space to suit your lifestyle. Outdoors, the property transforms into a private retreat. Enjoy a fully stocked fish pond, perfect for relaxing or entertaining around the fire, along the charming grounds that invite endless possibilities. The acreage also offers excellent natural surroundings with wildlife presence, creating opportunities for outdoor enthusiasts, including deer activity on the property. Ideally located just minutes from Route 301, this property offers effortless accessibility while maintaining the quiet, sought-after Shore lifestyle.

324 Flat Iron Square Rd, Church Hill

Listing courtesy of Samson Properties. Contact:

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

$362,500

Welcome to this beautifully remodeled Colonial set on a spacious, level half-acre lot in the sought-after Queen Anne school district. Offering 2,114 finished square feet across two levels, this home blends timeless character with modern upgrades throughout. Enjoy convenient in-town living with the ability to walk to nearby shops, restaurants, and local amenities. Completely renovated in 2025, the home features a durable metal roof, new HVAC system, fresh paint, updated lighting, and fully renovated bathrooms. The stunning kitchen showcases brand-new white shaker cabinets, quartz countertops, a stylish backsplash, and all-new appliances including a dishwasher and stove. The convenient kitchen and dining combination layout creates a functional space for both everyday living and entertaining. The family/living room is located just off the kitchen and dining area, creating an easy and open flow for gatherings. An entry-level laundry room is also located just off the kitchen for added convenience. The spacious entry-level primary bedroom offers flexible living options. Throughout the home, you'll find all new flooring, including laminate plank in the living areas and bedrooms, along with custom tile in both bathrooms. The primary bathroom features a luxurious soaking tub, quartz vanity countertop, and a beautifully finished tile shower. Outdoor highlights include a welcoming front porch, a newly installed 6-foot white vinyl fence, designated play area, and a newly paved driveway providing parking for three to four vehicles, along with additional off-street parking. Located on a charming street of well-kept homes, this property offers both comfort and convenience. Conveniently located just a short drive from historic Chestertown and historic Centreville, offering additional shopping, dining, and waterfront attractions.

3 Beds ⋅ 2 Baths

Welcome to this beautifully remodeled Colonial set on a spacious, level half-acre lot in the sought-after Queen Anne school district. Offering 2,114 finished square feet across two levels, this home blends timeless character with modern upgrades throughout. Enjoy convenient in-town living with the ability to walk to nearby shops, restaurants, and local amenities. Completely renovated in 2025, the home features a durable metal roof, new HVAC system, fresh paint, updated lighting, and fully renovated bathrooms. The stunning kitchen showcases brand-new white shaker cabinets, quartz countertops, a stylish backsplash, and all-new appliances including a dishwasher and stove. The convenient kitchen and dining combination layout creates a functional space for both everyday living and entertaining. The family/living room is located just off the kitchen and dining area, creating an easy and open flow for gatherings. An entry-level laundry room is also located just off the kitchen for added convenience. The spacious entry-level primary bedroom offers flexible living options. Throughout the home, you'll find all new flooring, including laminate plank in the living areas and bedrooms, along with custom tile in both bathrooms. The primary bathroom features a luxurious soaking tub, quartz vanity countertop, and a beautifully finished tile shower. Outdoor highlights include a welcoming front porch, a newly installed 6-foot white vinyl fence, designated play area, and a newly paved driveway providing parking for three to four vehicles, along with additional off-street parking. Located on a charming street of well-kept homes, this property offers both comfort and convenience. Conveniently located just a short drive from historic Chestertown and historic Centreville, offering additional shopping, dining, and waterfront attractions.

115 Cemetery Ln, Church Hill

Listing courtesy of Redfin Corp. Contact:

Selling Office: Benson & Mangold, LLC.

$325,000

Move-In Ready Historic Home in Walkable Church Hill Welcome to this beautifully renovated 4-bedroom, 1.5-bath historic home, where timeless character meets modern convenience. Nestled on an oversized lot in the heart of Church Hill. Offerring everything you are searching for —space, style, and small-town charm. Inside, you’ll find gleaming hardwood floors, soaring ceilings, and abundant natural light throughout. The updated kitchen features granite countertops and modern touches, while the renovated bathrooms offer fresh, stylish finishes designed for everyday comfort. With four large bedrooms, there’s plenty of room to grow. This home is truly move-in ready, combining the craftsmanship of a historic property with upgrades like updated electric for peace of mind. Outdoor living shines here: enjoy evenings around the custom stone firepit in the oversized backyard, perfect for family gatherings or roasting marshmallows under the stars. The large wrap-around front porch is ideal for people watching, morning coffee, or simply soaking up the small-town atmosphere. A screened-in porch, one-car garage with extra storage, and oversized driveway add even more convenience. Located just a short walk to Church Hill Elementary School and Church Hill Park with its playground, basketball courts, and walking trails, this property offers something for everyone. With an easy commute to Route 301, you can enjoy the best of both small-town living and accessibility.

4 Beds ⋅ 2 Baths

Move-In Ready Historic Home in Walkable Church Hill Welcome to this beautifully renovated 4-bedroom, 1.5-bath historic home, where timeless character meets modern convenience. Nestled on an oversized lot in the heart of Church Hill. Offerring everything you are searching for —space, style, and small-town charm. Inside, you’ll find gleaming hardwood floors, soaring ceilings, and abundant natural light throughout. The updated kitchen features granite countertops and modern touches, while the renovated bathrooms offer fresh, stylish finishes designed for everyday comfort. With four large bedrooms, there’s plenty of room to grow. This home is truly move-in ready, combining the craftsmanship of a historic property with upgrades like updated electric for peace of mind. Outdoor living shines here: enjoy evenings around the custom stone firepit in the oversized backyard, perfect for family gatherings or roasting marshmallows under the stars. The large wrap-around front porch is ideal for people watching, morning coffee, or simply soaking up the small-town atmosphere. A screened-in porch, one-car garage with extra storage, and oversized driveway add even more convenience. Located just a short walk to Church Hill Elementary School and Church Hill Park with its playground, basketball courts, and walking trails, this property offers something for everyone. With an easy commute to Route 301, you can enjoy the best of both small-town living and accessibility.

549 Main St, Church Hill

Listing courtesy of Cross Street Realtors LLC. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$320,000

Modern updates. Timeless character. The best of both worlds awaits at 640 Main Street in the heart of Church Hill. Beautifully updated and move-in ready, this charming home offers the warmth, character, and craftsmanship buyers love, paired with the modern finishes and functionality they need. From the moment you step inside, you'll appreciate the bright, inviting spaces, gorgeous hardwood floors, and thoughtful updates throughout. The renovated kitchen serves as the centerpiece of the home, featuring updated cabinetry, modern finishes, ample storage, and plenty of room to gather with family and friends. Updated bathrooms add style and convenience, while spacious living areas provide the perfect balance of comfort and character. Offering 3 generously sized bedrooms and 2 full bathrooms, this home provides plenty of space for everyday living. The cozy pellet stove creates a warm and welcoming atmosphere, while abundant natural light fills the home throughout the day. Additional features include a versatile mudroom and bonus flex space that can easily serve as a home office, hobby room, playroom, or additional storage area. Outside, you'll find one of the property's most desirable features—a rare half-acre lot right in town. Whether you're entertaining, gardening, relaxing around a fire pit, or simply enjoying the open space, the backyard offers endless possibilities that are difficult to find in today's market. The welcoming front porch adds even more charm and provides the perfect place to enjoy your morning coffee or unwind at the end of the day. Conveniently located just minutes from Route 213, Route 301, Centreville, and Chestertown, you'll enjoy easy access to shopping, dining, marinas, local events, and everything Maryland's Eastern Shore has to offer. Combining modern updates, spacious living, a half-acre lot, and timeless character, 640 Main Street offers a unique opportunity to enjoy the best of small-town living without sacrificing today's comforts.

3 Beds ⋅ 2 Baths

Modern updates. Timeless character. The best of both worlds awaits at 640 Main Street in the heart of Church Hill. Beautifully updated and move-in ready, this charming home offers the warmth, character, and craftsmanship buyers love, paired with the modern finishes and functionality they need. From the moment you step inside, you'll appreciate the bright, inviting spaces, gorgeous hardwood floors, and thoughtful updates throughout. The renovated kitchen serves as the centerpiece of the home, featuring updated cabinetry, modern finishes, ample storage, and plenty of room to gather with family and friends. Updated bathrooms add style and convenience, while spacious living areas provide the perfect balance of comfort and character. Offering 3 generously sized bedrooms and 2 full bathrooms, this home provides plenty of space for everyday living. The cozy pellet stove creates a warm and welcoming atmosphere, while abundant natural light fills the home throughout the day. Additional features include a versatile mudroom and bonus flex space that can easily serve as a home office, hobby room, playroom, or additional storage area. Outside, you'll find one of the property's most desirable features—a rare half-acre lot right in town. Whether you're entertaining, gardening, relaxing around a fire pit, or simply enjoying the open space, the backyard offers endless possibilities that are difficult to find in today's market. The welcoming front porch adds even more charm and provides the perfect place to enjoy your morning coffee or unwind at the end of the day. Conveniently located just minutes from Route 213, Route 301, Centreville, and Chestertown, you'll enjoy easy access to shopping, dining, marinas, local events, and everything Maryland's Eastern Shore has to offer. Combining modern updates, spacious living, a half-acre lot, and timeless character, 640 Main Street offers a unique opportunity to enjoy the best of small-town living without sacrificing today's comforts.

640 Main St, Church Hill

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Samson Properties.

$236,000

INVESTOR ALERT! Looking to add a solid income-producing property to your portfolio? This charming duplex in the quaint town of Church Hill is the perfect opportunity. Each unit features a living room, kitchen, one bedroom, one bathroom, a washer/dryer, and separate metering. The property also offers a covered patio and convenient off-street parking. Both units are currently rented. Ideally located, this property is just a short drive to the picturesque historic towns of Chestertown and Centreville, with an easy commute to Easton, Annapolis, Middletown & Dover, DE, as well as the beautiful Maryland and Delaware beaches. Enjoy all that the Eastern Shore has to offer, including fishing, crabbing piers, playgrounds, bike and walking trails, parks, and so much more!

304 Main St, Church Hill

Listing courtesy of Clark & Co Realty, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$199,000

If you’ve been waiting for a project with real character, this is the one. This large Victorian is full of potential and just waiting for the right vision to bring it back to life. From the moment you see the wide front porch, you can imagine slow mornings with coffee, quiet evenings with tea, and the timeless charm this home once offered—and can offer again. Set on a generous lot just outside the heart of Sudlersville, the property blends small-town charm with everyday convenience. You’re minutes from Route 301, making commuting or travel simple while still enjoying a quieter pace of life. The home is equipped with Tesla solar panels, offering long-term energy savings once renovations are complete. Adding even more value is a separate 2-bedroom cottage on the property—perfect for rental income, guest space, or a future home office setup. This property is being sold strictly as-is and will require renovations, but for the right buyer, the possibilities are endless. Whether you’re looking to restore a historic home, invest, or create something truly special, this is an opportunity you don’t want to miss. Bring your ideas, your vision, and your plans—this Victorian is ready for its next chapter.

3 Beds ⋅ 3 Baths

If you’ve been waiting for a project with real character, this is the one. This large Victorian is full of potential and just waiting for the right vision to bring it back to life. From the moment you see the wide front porch, you can imagine slow mornings with coffee, quiet evenings with tea, and the timeless charm this home once offered—and can offer again. Set on a generous lot just outside the heart of Sudlersville, the property blends small-town charm with everyday convenience. You’re minutes from Route 301, making commuting or travel simple while still enjoying a quieter pace of life. The home is equipped with Tesla solar panels, offering long-term energy savings once renovations are complete. Adding even more value is a separate 2-bedroom cottage on the property—perfect for rental income, guest space, or a future home office setup. This property is being sold strictly as-is and will require renovations, but for the right buyer, the possibilities are endless. Whether you’re looking to restore a historic home, invest, or create something truly special, this is an opportunity you don’t want to miss. Bring your ideas, your vision, and your plans—this Victorian is ready for its next chapter.

202 Church St N, Sudlersville

Listing courtesy of RE/MAX Chesapeake. Contact:

Selling Office: Clark & Co Realty, LLC.

$99,900

Victorian located in the quaint village of Church Hill in need of major rehab. Being sold strictly "AS IS". Needs a new roof, new plumbing new electric, etc. Public sewer. Was Ethel's Sub Shop years ago and then turned into a 2 unit rental. One unit was basically an efficiency apartment.

3 Beds ⋅ 2 Baths

Victorian located in the quaint village of Church Hill in need of major rehab. Being sold strictly "AS IS". Needs a new roof, new plumbing new electric, etc. Public sewer. Was Ethel's Sub Shop years ago and then turned into a 2 unit rental. One unit was basically an efficiency apartment.

224 Main St, Church Hill

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

Selling Office: Doug Ashley Realtors, LLC.

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