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This ±45-acre previously certified organic farm is located just south of Denton and offers a well-rounded combination of productive farmland, agricultural infrastructure, and residential living. The property includes approximately ±41 acres of tillable ground equipped with a subsurface irrigation system fed by six on-site wells, providing efficient and reliable water delivery for a wide range of crop operations. Agricultural improvements include a ±22,500 square foot greenhouse with an integrated loading dock, historically used for produce and flower production, as well as a 30’ x 72’ high tunnel to support extended growing seasons. A dedicated generator shed houses a 60-kW generator that supplies power to pasture fencing,well pumps, and greenhouse (including all componets) adding reliability and operational security. Additional improvements include a 30’ x 60’ pole barn with a partial concrete floor, suitable for equipment storage or farm operations. The residential component consists of a well-maintained 3,242 square foot home built in 1998, featuring central air conditioning, a central vacuum system, and generous closet space throughout. The home includes a large third-floor family room that can serve as a game room, office, or flexible living space. Powering the residence is a solar energy system that generates surplus electricity annually, providing long-term energy efficiency and reduced operating costs. With its advanced irrigation infrastructure, established agricultural improvements, and history of organic production, this property is well suited for continued farming operations, specialty crop production, or an ag-focused investment opportunity in a desirable Caroline County location just south of Denton.

7904 Clark Rd, Denton

Listing courtesy of The Land Group. Contact:

Selling Office: The Land Group.

$1,099,999

This ±45-acre previously certified organic farm is located just south of Denton and offers a well-rounded combination of productive farmland, agricultural infrastructure, and residential living. The property includes approximately ±41 acres of tillable ground equipped with a subsurface irrigation system fed by six on-site wells, providing efficient and reliable water delivery for a wide range of crop operations. Agricultural improvements include a ±22,500 square foot greenhouse with an integrated loading dock, historically used for produce and flower production, as well as a 30’ x 72’ high tunnel to support extended growing seasons. A dedicated generator shed houses a 60-kW generator that supplies power to pasture fencing,well pumps, and greenhouse (including all componets) adding reliability and operational security. Additional improvements include a 30’ x 60’ pole barn with a partial concrete floor, suitable for equipment storage or farm operations. The residential component consists of a well-maintained 3,242 square foot home built in 1998, featuring central air conditioning, a central vacuum system, and generous closet space throughout. The home includes a large third-floor family room that can serve as a game room, office, or flexible living space. Powering the residence is a solar energy system that generates surplus electricity annually, providing long-term energy efficiency and reduced operating costs. With its advanced irrigation infrastructure, established agricultural improvements, and history of organic production, this property is well suited for continued farming operations, specialty crop production, or an ag-focused investment opportunity in a desirable Caroline County location just south of Denton.

This ±45-acre previously certified organic farm is located just south of Denton and offers a well-rounded combination of productive farmland, agricultural infrastructure, and residential living. The property includes approximately ±41 acres of tillable ground equipped with a subsurface irrigation system fed by six on-site wells, providing efficient and reliable water delivery for a wide range of crop operations. Agricultural improvements include a ±22,500 square foot greenhouse with an integrated loading dock, historically used for produce and flower production, as well as a 30’ x 72’ high tunnel to support extended growing seasons. A dedicated generator shed houses a 60-kW generator that supplies power to pasture fencing,well pumps, and greenhouse (including all componets) adding reliability and operational security. Additional improvements include a 30’ x 60’ pole barn with a partial concrete floor, suitable for equipment storage or farm operations. The residential component consists of a well-maintained 3,242 square foot home built in 1998, featuring central air conditioning, a central vacuum system, and generous closet space throughout. The home includes a large third-floor family room that can serve as a game room, office, or flexible living space. Powering the residence is a solar energy system that generates surplus electricity annually, providing long-term energy efficiency and reduced operating costs. With its advanced irrigation infrastructure, established agricultural improvements, and history of organic production, this property is well suited for continued farming operations, specialty crop production, or an ag-focused investment opportunity in a desirable Caroline County location just south of Denton.

7904 Clark Rd, Denton

Listing courtesy of The Land Group. Contact:

Selling Office: The Land Group.

$950,000

Experience the perfect harmony of modern luxury and timeless countryside living with this exceptional 3 bedroom 2.5 bath farmhouse, built in 2022, gracefully set on approximately 62 acres in the heart of Denton, Maryland. Surrounded by a serene, bucolic landscape, this remarkable property offers a rare opportunity to embrace refined rural living without sacrificing contemporary comfort. From the moment you arrive, the home’s striking farmhouse aesthetic makes a lasting impression, featuring a durable metal roof and siding, and a welcoming covered front porch supported by handcrafted timber posts. Inside, a sun-drenched open floor plan unfolds with effortless flow, enhanced by seamless luxury vinyl plank flooring and a neutral palette throughout. The spacious family room transitions beautifully into an expansive kitchen designed for both everyday living and entertaining. Thoughtfully appointed with quartz countertops, stainless steel appliances, subway tile backsplash, recessed lighting, and a large center island with breakfast bar and an additional cooktop, this space is as functional as it is beautiful. A generous dining area completes the kitchen. In the main living area, behind charming natural wood barn doors a versatile bonus room is ideal as a private den, study, or reading retreat. The primary bedroom is a true sanctuary, offering abundant natural light and a thoughtfully designed ensuite behind double doors, creating a private dressing and bathing suite complete with double vanity, shower, jetted soaking tub, and a spacious walk-in closet. Two additional well-sized bedrooms feature plush neutral carpeting and share a well appointed full hall bath. An additional flexible living space, in the bedroom area provides endless possibilities for a home office, hobby space, or guest overflow. A convenient main-level powder room and dedicated laundry area further enhance everyday convenience. Outdoors, the property transforms into an unparalleled retreat. Spanning three parcels, the expansive acreage is highlighted by a beautifully managed forest under a Forest Conservation Management Plan, creating a park-like setting rich with natural beauty. A tranquil pond, open lawn space for recreation, and abundant wildlife make this an outdoorsman’s dream, perfect for hunting, exploring, or simply enjoying the peace of nature. Multiple outbuildings with electric and a separate agricultural well, including a machine shed and storage structures, add exceptional functionality for rural living. This is more than a home, it is a lifestyle. A rare blend of modern farmhouse design and unspoiled countryside, offering space, privacy, and endless opportunity. There are 2 additional parcels to be conveyed with this sale. Tax ID: 0608006709 (56.76 Acres) & Tax ID: 060801422 (3.4 Acres). Both Parcels are Perc tested and buildable.

3 Beds ⋅ 3 Baths

Experience the perfect harmony of modern luxury and timeless countryside living with this exceptional 3 bedroom 2.5 bath farmhouse, built in 2022, gracefully set on approximately 62 acres in the heart of Denton, Maryland. Surrounded by a serene, bucolic landscape, this remarkable property offers a rare opportunity to embrace refined rural living without sacrificing contemporary comfort. From the moment you arrive, the home’s striking farmhouse aesthetic makes a lasting impression, featuring a durable metal roof and siding, and a welcoming covered front porch supported by handcrafted timber posts. Inside, a sun-drenched open floor plan unfolds with effortless flow, enhanced by seamless luxury vinyl plank flooring and a neutral palette throughout. The spacious family room transitions beautifully into an expansive kitchen designed for both everyday living and entertaining. Thoughtfully appointed with quartz countertops, stainless steel appliances, subway tile backsplash, recessed lighting, and a large center island with breakfast bar and an additional cooktop, this space is as functional as it is beautiful. A generous dining area completes the kitchen. In the main living area, behind charming natural wood barn doors a versatile bonus room is ideal as a private den, study, or reading retreat. The primary bedroom is a true sanctuary, offering abundant natural light and a thoughtfully designed ensuite behind double doors, creating a private dressing and bathing suite complete with double vanity, shower, jetted soaking tub, and a spacious walk-in closet. Two additional well-sized bedrooms feature plush neutral carpeting and share a well appointed full hall bath. An additional flexible living space, in the bedroom area provides endless possibilities for a home office, hobby space, or guest overflow. A convenient main-level powder room and dedicated laundry area further enhance everyday convenience. Outdoors, the property transforms into an unparalleled retreat. Spanning three parcels, the expansive acreage is highlighted by a beautifully managed forest under a Forest Conservation Management Plan, creating a park-like setting rich with natural beauty. A tranquil pond, open lawn space for recreation, and abundant wildlife make this an outdoorsman’s dream, perfect for hunting, exploring, or simply enjoying the peace of nature. Multiple outbuildings with electric and a separate agricultural well, including a machine shed and storage structures, add exceptional functionality for rural living. This is more than a home, it is a lifestyle. A rare blend of modern farmhouse design and unspoiled countryside, offering space, privacy, and endless opportunity. There are 2 additional parcels to be conveyed with this sale. Tax ID: 0608006709 (56.76 Acres) & Tax ID: 060801422 (3.4 Acres). Both Parcels are Perc tested and buildable.

7805 Dyer Rd, Denton

Listing courtesy of Northrop Realty. Contact:

Selling Office: Coldwell Banker Realty.

$905,000

Private Waterfront Retreat on the Choptank River. Experience the best of Eastern Shore waterfront living in this exceptional home built in 2021, where modern luxury, privacy, and serene views come together on one remarkable property. Situated on 8.15± private acres with approximately 600 feet of Choptank River frontage and deep water access, this stunning retreat offers the perfect balance of refined living and peaceful seclusion. Featuring 2,376± square feet of beautifully designed living space with modern finishes throughout, this home was thoughtfully crafted for effortless entertaining and everyday comfort. The open concept design seamlessly connects the kitchen, dining, and living areas, including a spacious sunroom with expansive windows for a bird's eye view of the river frontage. The main floor also includes an easily accessible large primary suite. Two additional bedrooms, full bath, and a dedicated pocket office or potential walk in closet can be found on the second level. Over the large garage, a full staircase provides access to a spacious bonus room, providing storage space currently, though could potentially serve as flexible space for guests, a media room, home gym, or playroom, per county approval. Step outside to discover a true waterfront oasis. Fresh landscaping complements the natural beauty of the property, while three acres of manicured lawn blend seamlessly into five acres of mature woods, creating ideal privacy and a picturesque setting. Whether hosting gatherings with family or friends, enjoying dinner or cocktails on the patio or dock, or relaxing with your morning coffee overlooking the peaceful scenery, every moment is enhanced by the tranquil surroundings. A new private pier with approximately 12 feet of water depth offers outstanding access to the Choptank River, making it easy to spend your days boating, fishing, kayaking, paddleboarding, or simply taking in spectacular sun painted skies from your own backyard. Ideally located near the town of Denton with lovely shops and restaurants, the location of this sanctuary is just a short drive to the Eastern Shore's most desirable destinations where there is convenient access to the boutique shopping, award winning restaurants, galleries, and downtown charm of Easton, the historic waterfront town of St. Michaels, and even excellent ocean beaches only one hour away. This property provides the perfect blend of privacy while keeping you close to everything that makes Maryland's Eastern Shore so special. More than just a home, this is a lifestyle where every day feels like a getaway and every season brings new opportunities to relax, entertain, and enjoy the beauty of private waterfront living.

3 Beds ⋅ 3 Baths

Private Waterfront Retreat on the Choptank River. Experience the best of Eastern Shore waterfront living in this exceptional home built in 2021, where modern luxury, privacy, and serene views come together on one remarkable property. Situated on 8.15± private acres with approximately 600 feet of Choptank River frontage and deep water access, this stunning retreat offers the perfect balance of refined living and peaceful seclusion. Featuring 2,376± square feet of beautifully designed living space with modern finishes throughout, this home was thoughtfully crafted for effortless entertaining and everyday comfort. The open concept design seamlessly connects the kitchen, dining, and living areas, including a spacious sunroom with expansive windows for a bird's eye view of the river frontage. The main floor also includes an easily accessible large primary suite. Two additional bedrooms, full bath, and a dedicated pocket office or potential walk in closet can be found on the second level. Over the large garage, a full staircase provides access to a spacious bonus room, providing storage space currently, though could potentially serve as flexible space for guests, a media room, home gym, or playroom, per county approval. Step outside to discover a true waterfront oasis. Fresh landscaping complements the natural beauty of the property, while three acres of manicured lawn blend seamlessly into five acres of mature woods, creating ideal privacy and a picturesque setting. Whether hosting gatherings with family or friends, enjoying dinner or cocktails on the patio or dock, or relaxing with your morning coffee overlooking the peaceful scenery, every moment is enhanced by the tranquil surroundings. A new private pier with approximately 12 feet of water depth offers outstanding access to the Choptank River, making it easy to spend your days boating, fishing, kayaking, paddleboarding, or simply taking in spectacular sun painted skies from your own backyard. Ideally located near the town of Denton with lovely shops and restaurants, the location of this sanctuary is just a short drive to the Eastern Shore's most desirable destinations where there is convenient access to the boutique shopping, award winning restaurants, galleries, and downtown charm of Easton, the historic waterfront town of St. Michaels, and even excellent ocean beaches only one hour away. This property provides the perfect blend of privacy while keeping you close to everything that makes Maryland's Eastern Shore so special. More than just a home, this is a lifestyle where every day feels like a getaway and every season brings new opportunities to relax, entertain, and enjoy the beauty of private waterfront living.

8851 New Bridge Rd, Denton

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Benson & Mangold, LLC.

$740,000

" Diamond in the Rough" This property is being sold to settle an estate and no repairs will be made. Offering considerable upside potential, this well built, private, 5 bedroom, 5 bath home is tucked away on the Choptank River in the community of Asbury. Featuring a large, open kitchen/living area with fireplace, first floor primary suite, inground pool and private pier.

5 Beds ⋅ 5 Baths

" Diamond in the Rough" This property is being sold to settle an estate and no repairs will be made. Offering considerable upside potential, this well built, private, 5 bedroom, 5 bath home is tucked away on the Choptank River in the community of Asbury. Featuring a large, open kitchen/living area with fireplace, first floor primary suite, inground pool and private pier.

8821 Dorothy Ln, Denton

Listing courtesy of Wright Real Estate. Contact:

Selling Office: Wright Real Estate.

$550,000

This home is anything but ordinary. Thoughtfully built by the current owners in 1982, the property showcases true craftsmanship with structural beams hewn from timber sourced right from the land itself. The main living space is situated on the second floor, offering a bright, airy layout and sweeping views across 13 picturesque acres. The first floor provides incredible flexibility—ideal for finishing into additional living space, creating a private guest suite, or establishing a home-based business. A spacious 1,100-square-foot garage with four overhead doors and dedicated workspace makes this property perfect for hobbyists, entrepreneurs, or anyone needing room to create and store. Meticulously maintained and filled with character, this cheerful home is complemented by four additional lots that were subdivided when the property was originally platted—offering future potential, investment opportunities, or added privacy. A rare opportunity to own a truly distinctive property with space, versatility, and endless possibilities. The back boundary line abuts Denton Elementary School and Trice Meadows. Martinak State Park is a mile down the road. This is 13 acres of country but close to everything.

2 Beds ⋅ 2 Baths

This home is anything but ordinary. Thoughtfully built by the current owners in 1982, the property showcases true craftsmanship with structural beams hewn from timber sourced right from the land itself. The main living space is situated on the second floor, offering a bright, airy layout and sweeping views across 13 picturesque acres. The first floor provides incredible flexibility—ideal for finishing into additional living space, creating a private guest suite, or establishing a home-based business. A spacious 1,100-square-foot garage with four overhead doors and dedicated workspace makes this property perfect for hobbyists, entrepreneurs, or anyone needing room to create and store. Meticulously maintained and filled with character, this cheerful home is complemented by four additional lots that were subdivided when the property was originally platted—offering future potential, investment opportunities, or added privacy. A rare opportunity to own a truly distinctive property with space, versatility, and endless possibilities. The back boundary line abuts Denton Elementary School and Trice Meadows. Martinak State Park is a mile down the road. This is 13 acres of country but close to everything.

322 Deep Shore Rd, Denton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$527,000

Enjoy the space and privacy of this beautiful home situated on over 2 acres just outside of Denton. The main level features a formal dining room, a spacious primary suite with separate his-and-her closets, and a private bath with a walk-in shower. The kitchen opens to the family room, creating an inviting space for everyday living and entertaining. Custom window treatments enhance both the living room and primary bedroom. A standout feature is the enclosed sunroom, complete with a fireplace and stunning floor-to-ceiling stone surround—perfect for family gatherings and year-round enjoyment. The main floor also includes a convenient laundry area and half bath. Upstairs, you'll find three additional bedrooms, a loft area, and a huge bonus room that offers abundant storage space or flexibility for hobbies, recreation, or a home office. Outdoor features include a composite deck and a fully fenced backyard lined with privacy trees. The insulated two-car garage provides ample room for vehicles, storage, or a workshop. Additional updates and features include: Encapsulated crawl space with dehumidifier HVAC replaced in 2020 and Water heater replaced in 2018. HOME WARRANTY PROVIDED AT CLOSING.

Enjoy the space and privacy of this beautiful home situated on over 2 acres just outside of Denton. The main level features a formal dining room, a spacious primary suite with separate his-and-her closets, and a private bath with a walk-in shower. The kitchen opens to the family room, creating an inviting space for everyday living and entertaining. Custom window treatments enhance both the living room and primary bedroom. A standout feature is the enclosed sunroom, complete with a fireplace and stunning floor-to-ceiling stone surround—perfect for family gatherings and year-round enjoyment. The main floor also includes a convenient laundry area and half bath. Upstairs, you'll find three additional bedrooms, a loft area, and a huge bonus room that offers abundant storage space or flexibility for hobbies, recreation, or a home office. Outdoor features include a composite deck and a fully fenced backyard lined with privacy trees. The insulated two-car garage provides ample room for vehicles, storage, or a workshop. Additional updates and features include: Encapsulated crawl space with dehumidifier HVAC replaced in 2020 and Water heater replaced in 2018. HOME WARRANTY PROVIDED AT CLOSING.

8590 Briar Patch Dr, Denton

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

Selling Office: Taylor Properties.

$520,000

Welcome to 8047 Laurel Lane in Denton, Md. First time ever offered on the market! Tucked away on 1.4 private, wooded acres in Denton’s sought-after Forest Landing community, this custom-built 3BR/2BA home features a pristine inground pool, a brand-new roof, and water-privileged community access just minutes from the Tuckahoe Creek, leading into the Choptank River. Property Highlights: Move-In Ready Ease: Buy with total confidence—a brand-new roof has just been installed. The Layout: Features a bright, open floor plan with 3 comfortable bedrooms and 2 full bathrooms. Backyard Paradise: Your own private sanctuary featuring a beautiful inground pool surrounded by mature trees. Premium Location: Enjoy ultimate privacy while staying just minutes from downtown Easton, historic downtown Denton, and the scenic Tuckahoe River. Community Perks: Forest Landing offers residents an established, mature neighborhood feel with private beach access, picnic areas, and a community launch spot for canoes, kayaks, and fishing. Opportunities like this do not last long in this neighborhood. Grab your kayak, pack your swimsuits, and come see this beautiful custom property before it is gone!

Welcome to 8047 Laurel Lane in Denton, Md. First time ever offered on the market! Tucked away on 1.4 private, wooded acres in Denton’s sought-after Forest Landing community, this custom-built 3BR/2BA home features a pristine inground pool, a brand-new roof, and water-privileged community access just minutes from the Tuckahoe Creek, leading into the Choptank River. Property Highlights: Move-In Ready Ease: Buy with total confidence—a brand-new roof has just been installed. The Layout: Features a bright, open floor plan with 3 comfortable bedrooms and 2 full bathrooms. Backyard Paradise: Your own private sanctuary featuring a beautiful inground pool surrounded by mature trees. Premium Location: Enjoy ultimate privacy while staying just minutes from downtown Easton, historic downtown Denton, and the scenic Tuckahoe River. Community Perks: Forest Landing offers residents an established, mature neighborhood feel with private beach access, picnic areas, and a community launch spot for canoes, kayaks, and fishing. Opportunities like this do not last long in this neighborhood. Grab your kayak, pack your swimsuits, and come see this beautiful custom property before it is gone!

8047 Laurel Ln, Denton

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

Selling Office: Rosendale Realty.

$500,000

Nestled on a serene 5.64-acre lot, this charming ranch-style home offers a perfect blend of comfort and modern living in a tranquil rural setting. Built in 2003, (New Roof in January 2026!) this well-maintained residence boasts 2,100 square feet of thoughtfully designed space, featuring three spacious bedrooms and two full bathrooms, ideal for relaxation and everyday living. Step inside to discover a warm and inviting interior adorned with a mix of hardwood, carpet, and vinyl flooring. The heart of the home is the eat-in kitchen, complete with upgraded countertops, stainless steel appliances, and an island with additional storage. The formal dining room provides an comfortable space for gatherings, while the cozy living areas are enhanced by recessed lighting and ceiling fans, ensuring a comfortable atmosphere year-round. The exterior of the property is equally impressive, featuring a deck perfect for outdoor entertaining and a hot tub for unwinding under the stars. The beautifully landscaped front and rear yards are surrounded by mature trees, offering privacy and a picturesque view of the woods. Additional structures include a detached garage providing ample storage and workspace. Located in a peaceful rural community, this home offers the best of both worlds-seclusion and accessibility. Enjoy the benefits of nearby parks and recreational areas, perfect for outdoor enthusiasts. Public services are readily available, ensuring convenience and peace of mind. With a private, no-thru street, this property offers a safe and quiet retreat while still being within reach of essential amenities. Whether you're looking to enjoy the tranquility of nature or engage with the community, this home is a perfect choice for those seeking comfort and connection. Come experience the warmth and charm of this delightful property.

Nestled on a serene 5.64-acre lot, this charming ranch-style home offers a perfect blend of comfort and modern living in a tranquil rural setting. Built in 2003, (New Roof in January 2026!) this well-maintained residence boasts 2,100 square feet of thoughtfully designed space, featuring three spacious bedrooms and two full bathrooms, ideal for relaxation and everyday living. Step inside to discover a warm and inviting interior adorned with a mix of hardwood, carpet, and vinyl flooring. The heart of the home is the eat-in kitchen, complete with upgraded countertops, stainless steel appliances, and an island with additional storage. The formal dining room provides an comfortable space for gatherings, while the cozy living areas are enhanced by recessed lighting and ceiling fans, ensuring a comfortable atmosphere year-round. The exterior of the property is equally impressive, featuring a deck perfect for outdoor entertaining and a hot tub for unwinding under the stars. The beautifully landscaped front and rear yards are surrounded by mature trees, offering privacy and a picturesque view of the woods. Additional structures include a detached garage providing ample storage and workspace. Located in a peaceful rural community, this home offers the best of both worlds-seclusion and accessibility. Enjoy the benefits of nearby parks and recreational areas, perfect for outdoor enthusiasts. Public services are readily available, ensuring convenience and peace of mind. With a private, no-thru street, this property offers a safe and quiet retreat while still being within reach of essential amenities. Whether you're looking to enjoy the tranquility of nature or engage with the community, this home is a perfect choice for those seeking comfort and connection. Come experience the warmth and charm of this delightful property.

8664 Mitchell Rd, Denton

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

Selling Office: Whitetail Properties Real Estate, LLC.

$500,000

Peaceful Living on the Choptank River!!! One level Living! Brand New Roof! Offering 3 Bed and 1.5 Bath. Home features an open Floor Plan with Large Living Room w/ Gas Burning Stove., Spacious Kitchen with Tons of Storage, Breakfast Bar, and plenty of space for your Table and Chairs! Primary Bedroom facing the Water with Great Waterfront Views. Home also features a paved driveway with 2 door garage and a full set of stairs leading to the attic. Relax on your Enclosed Patio OR your Outside Deck and watch the boats go by! Enjoy fishing from your own Private Pier! Don't let this Ship Sail! Make an appointment today!

Peaceful Living on the Choptank River!!! One level Living! Brand New Roof! Offering 3 Bed and 1.5 Bath. Home features an open Floor Plan with Large Living Room w/ Gas Burning Stove., Spacious Kitchen with Tons of Storage, Breakfast Bar, and plenty of space for your Table and Chairs! Primary Bedroom facing the Water with Great Waterfront Views. Home also features a paved driveway with 2 door garage and a full set of stairs leading to the attic. Relax on your Enclosed Patio OR your Outside Deck and watch the boats go by! Enjoy fishing from your own Private Pier! Don't let this Ship Sail! Make an appointment today!

300 S 1st St, Denton

Listing courtesy of Brenton Realty Group. Contact:

Beautiful Colonial Farmhouse nestled on a wooded lot at the end of a cul-de-sac private lane. This 4 bedroom, 2.5 bath home has been meticulously maintained and features a traditional floor plan with a large kitchen/breakfast area, large family room with vaulted ceilings and a gas fireplace, separate dining room, living room/office. Second floor includes a primary suite with large bathroom with a jacuzzi tub, 3 additional bedrooms and a upstairs laundry room (new washer and dryer). There is an attached 2-car garage, 2 composite decks, 2 sheds all on a 1.35+/- acre lot.

$479,000

Beautiful Colonial Farmhouse nestled on a wooded lot at the end of a cul-de-sac private lane. This 4 bedroom, 2.5 bath home has been meticulously maintained and features a traditional floor plan with a large kitchen/breakfast area, large family room with vaulted ceilings and a gas fireplace, separate dining room, living room/office. Second floor includes a primary suite with large bathroom with a jacuzzi tub, 3 additional bedrooms and a upstairs laundry room (new washer and dryer). There is an attached 2-car garage, 2 composite decks, 2 sheds all on a 1.35+/- acre lot.

8605 Hickory Pl, Denton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Samson Properties.

$435,000

This charming ranch-style home in the desirable Magnolia Hill community offers a perfect blend of comfort and modern living. With 3 spacious bedrooms and 2 full bathrooms, the open floor plan with cathedral ceilings invites natural light, creating a warm and welcoming atmosphere. The eat-in kitchen features an island, ideal for casual meals, while the adjoining dining area is perfect for entertaining. With so much space in the kitchen the sellers chose to use the dining room as their home office. Set on a generous 1-acre lot, the property boasts a lovely garden view, providing a peaceful backdrop for relaxation. The community is known for its friendly neighbors and well-maintained surroundings. Local parks and recreational areas are just a short stroll away, offering ample opportunities for outdoor activities. This home is not just a place to live; it's a place to thrive. Experience the warmth and community spirit that Magnolia Hill has to offer!

This charming ranch-style home in the desirable Magnolia Hill community offers a perfect blend of comfort and modern living. With 3 spacious bedrooms and 2 full bathrooms, the open floor plan with cathedral ceilings invites natural light, creating a warm and welcoming atmosphere. The eat-in kitchen features an island, ideal for casual meals, while the adjoining dining area is perfect for entertaining. With so much space in the kitchen the sellers chose to use the dining room as their home office. Set on a generous 1-acre lot, the property boasts a lovely garden view, providing a peaceful backdrop for relaxation. The community is known for its friendly neighbors and well-maintained surroundings. Local parks and recreational areas are just a short stroll away, offering ample opportunities for outdoor activities. This home is not just a place to live; it's a place to thrive. Experience the warmth and community spirit that Magnolia Hill has to offer!

23283 Magnolia Hills Rd, Denton

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: Wilson Realty & Staging LLC.

$430,000

Motivated seller, Rare opportunity to purchase 19.1 acres with 2 dwellings, included property identified as 11285 Gregg Rd. Endless options to either rent one or have an in-law suite. It is said to have three septic systems, three electric services all on one property. Then main house which has the basement is in need of some remodeling, has 4 bedrooms and 1.1/4 baths, the remodling process has been started. The little house 2 bedrooms 1 bath, which was a rental is cute and ready for a tenant. Large utility building which was a shop in the past, has a wood stove and electric. The property is in a voluntary forest management program, for tax purpose. Two slabs are still present if someone wanted to rebuild the chicken houses. Bring your dreams and imagination to this beautiful and peaceful property.

4 Beds ⋅ 2 Baths

Motivated seller, Rare opportunity to purchase 19.1 acres with 2 dwellings, included property identified as 11285 Gregg Rd. Endless options to either rent one or have an in-law suite. It is said to have three septic systems, three electric services all on one property. Then main house which has the basement is in need of some remodeling, has 4 bedrooms and 1.1/4 baths, the remodling process has been started. The little house 2 bedrooms 1 bath, which was a rental is cute and ready for a tenant. Large utility building which was a shop in the past, has a wood stove and electric. The property is in a voluntary forest management program, for tax purpose. Two slabs are still present if someone wanted to rebuild the chicken houses. Bring your dreams and imagination to this beautiful and peaceful property.

11289 Gregg Rd, Denton

Listing courtesy of Benson & Mangold, LLC.. Contact:

Selling Office: RE/MAX Executive.

$410,000

Welcome to one of Denton's most charming historic homes, where timeless Victorian architecture, thoughtful updates, and small-town living come together beautifully. Situated on a picturesque corner lot in Denton's historic district, this lovingly maintained five-bedroom home offers more than 2,300 square feet of character-filled living space, abundant natural light, original architectural details, and inviting indoor and outdoor gathering spaces. The gracious covered front portico, mature landscaping, fenced yard, covered side deck, and expansive rear deck create wonderful spaces for relaxing, entertaining, gardening, and enjoying Eastern Shore living. Located within walking distance of downtown Denton's shops, restaurants, community events, and everyday conveniences, the home offers both charm and convenience. The third floor provides flexible bonus space ideal for a home office, studio, reading retreat, playroom, guest overflow, or additional storage. Surrounded by views of a beautiful mature oak tree, the space has a cozy treehouse feel that makes it especially appealing as a creative workspace or remote-work retreat. While the third floor is not connected to the home's central HVAC system, it has been comfortably used year-round with supplemental heating and cooling units. Thoughtful updates help provide peace of mind while preserving the home's historic character, including a 2018 roof, updated electrical panel, Whirlpool range (2019), refrigerator (2017), microwave (2025), Frigidaire Gallery dishwasher with new plumbing and electrical installation (2025), HVAC air handler (2012), and water heater (2011). Perfectly positioned to enjoy the best of the Eastern Shore, the home is approximately 20 minutes to Easton, 50 minutes to Annapolis, 1 hour to Rehoboth Beach, and 90 minutes to Ocean City. This is more than a house—it is a home with warmth, history, character, and heart, offering a lifestyle that blends historic beauty with everyday livability.

5 Beds ⋅ 3 Baths

Welcome to one of Denton's most charming historic homes, where timeless Victorian architecture, thoughtful updates, and small-town living come together beautifully. Situated on a picturesque corner lot in Denton's historic district, this lovingly maintained five-bedroom home offers more than 2,300 square feet of character-filled living space, abundant natural light, original architectural details, and inviting indoor and outdoor gathering spaces. The gracious covered front portico, mature landscaping, fenced yard, covered side deck, and expansive rear deck create wonderful spaces for relaxing, entertaining, gardening, and enjoying Eastern Shore living. Located within walking distance of downtown Denton's shops, restaurants, community events, and everyday conveniences, the home offers both charm and convenience. The third floor provides flexible bonus space ideal for a home office, studio, reading retreat, playroom, guest overflow, or additional storage. Surrounded by views of a beautiful mature oak tree, the space has a cozy treehouse feel that makes it especially appealing as a creative workspace or remote-work retreat. While the third floor is not connected to the home's central HVAC system, it has been comfortably used year-round with supplemental heating and cooling units. Thoughtful updates help provide peace of mind while preserving the home's historic character, including a 2018 roof, updated electrical panel, Whirlpool range (2019), refrigerator (2017), microwave (2025), Frigidaire Gallery dishwasher with new plumbing and electrical installation (2025), HVAC air handler (2012), and water heater (2011). Perfectly positioned to enjoy the best of the Eastern Shore, the home is approximately 20 minutes to Easton, 50 minutes to Annapolis, 1 hour to Rehoboth Beach, and 90 minutes to Ocean City. This is more than a house—it is a home with warmth, history, character, and heart, offering a lifestyle that blends historic beauty with everyday livability.

225 S 2nd St, Denton

Listing courtesy of Redfin Corp. Contact:

Selling Office: Rosendale Realty.

$410,000

Welcome to 109 Briarwood Cir in the sought-after Sandy Meadows community of Denton, offering an impressive blend of space, comfort, and flexibility with over 3,300 finished square feet plus an additional 1,525 sq ft unfinished walkout basement ready for your future vision. With its stately two-story presence, beautiful architectural windows, mature landscaping, and inviting curb appeal, this home makes a memorable first impression before you even step inside. From the moment you enter, natural light pours through the front entry and oversized windows into the sun-filled two-story foyer accented with decorative molding and elegant details. Fresh paint, new carpet, and hardwood flooring create a warm, move-in ready feel throughout. Designed with both everyday living and entertaining in mind, the open floor plan features a spacious family room with a cozy fireplace and a beautifully appointed kitchen complete with granite countertops, stainless steel appliances, center island, and generous gathering space. A main-level office with a charming bay window offers the perfect work-from-home setup. Upstairs, the expansive primary suite is a true retreat featuring vaulted ceilings, two walk-in closets, and a spa-inspired bath with double vanities, jetted soaking tub, oversized walk-in shower, and private water closet. A standout feature of this home is the second oversized bedroom with its own private full bath, creating an ideal guest suite, multigenerational setup, or private retreat. Step outside to enjoy morning coffee on the deck or evenings entertaining as the deck flows seamlessly to the patio and spacious fully fenced backyard — a flat, private setting designed for gatherings, play, and everyday enjoyment. A shed adds even more storage and convenience. Recent updates include a new roof (2023), dual HVAC systems, fresh paint, and new carpet for added peace of mind. Located just minutes from downtown Denton, enjoy small-town charm with local shops, restaurants, parks, and community events nearby. Outdoor enthusiasts will love being close to the Choptank River, Martinak State Park, Tuckahoe State Park, and Adkins Arboretum. Commuters will appreciate convenient access routes, while weekend adventures await with the Chesapeake Bay Bridge approximately 30 minutes away and Delaware beaches within easy reach. This exceptional home offers the perfect blend of space, lifestyle, and Eastern Shore charm.

4 Beds ⋅ 4 Baths

Welcome to 109 Briarwood Cir in the sought-after Sandy Meadows community of Denton, offering an impressive blend of space, comfort, and flexibility with over 3,300 finished square feet plus an additional 1,525 sq ft unfinished walkout basement ready for your future vision. With its stately two-story presence, beautiful architectural windows, mature landscaping, and inviting curb appeal, this home makes a memorable first impression before you even step inside. From the moment you enter, natural light pours through the front entry and oversized windows into the sun-filled two-story foyer accented with decorative molding and elegant details. Fresh paint, new carpet, and hardwood flooring create a warm, move-in ready feel throughout. Designed with both everyday living and entertaining in mind, the open floor plan features a spacious family room with a cozy fireplace and a beautifully appointed kitchen complete with granite countertops, stainless steel appliances, center island, and generous gathering space. A main-level office with a charming bay window offers the perfect work-from-home setup. Upstairs, the expansive primary suite is a true retreat featuring vaulted ceilings, two walk-in closets, and a spa-inspired bath with double vanities, jetted soaking tub, oversized walk-in shower, and private water closet. A standout feature of this home is the second oversized bedroom with its own private full bath, creating an ideal guest suite, multigenerational setup, or private retreat. Step outside to enjoy morning coffee on the deck or evenings entertaining as the deck flows seamlessly to the patio and spacious fully fenced backyard — a flat, private setting designed for gatherings, play, and everyday enjoyment. A shed adds even more storage and convenience. Recent updates include a new roof (2023), dual HVAC systems, fresh paint, and new carpet for added peace of mind. Located just minutes from downtown Denton, enjoy small-town charm with local shops, restaurants, parks, and community events nearby. Outdoor enthusiasts will love being close to the Choptank River, Martinak State Park, Tuckahoe State Park, and Adkins Arboretum. Commuters will appreciate convenient access routes, while weekend adventures await with the Chesapeake Bay Bridge approximately 30 minutes away and Delaware beaches within easy reach. This exceptional home offers the perfect blend of space, lifestyle, and Eastern Shore charm.

109 Briarwood Cir, Denton

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: Keller Williams Legacy.

$405,000

Waterfront parcel on the Choptank River! 3 (possibly 4) bedroom, 2 full bath 2-story home on a 3.15 +/- acre fee simple parcel. Numerous shade trees and perennial plantings surround the home. Two (2) outbuildings await your vision. Located approximately 15 miles from the Harrington Raceway & Casino, 30 miles from the Bay Bridge and 50 miles from local beach resorts. Owner say to bring offers.Restricted to owner-occupants, non-profits and government agencies through 7/29/2026, with first review of offers on 07/27/2026. Seller may contribute up to 3% of the buyer’s closing costs. Equal Housing Opportunity. HUD Case #241-857485.

Waterfront parcel on the Choptank River! 3 (possibly 4) bedroom, 2 full bath 2-story home on a 3.15 +/- acre fee simple parcel. Numerous shade trees and perennial plantings surround the home. Two (2) outbuildings await your vision. Located approximately 15 miles from the Harrington Raceway & Casino, 30 miles from the Bay Bridge and 50 miles from local beach resorts. Owner say to bring offers.Restricted to owner-occupants, non-profits and government agencies through 7/29/2026, with first review of offers on 07/27/2026. Seller may contribute up to 3% of the buyer’s closing costs. Equal Housing Opportunity. HUD Case #241-857485.

25214 Smith Landing Rd, Denton

Listing courtesy of Brokers Realty Group, LLC. Contact:

SUPER PRICE IMPROVEMENT!! 2020-BUILT EASTERN SHORE COLONIAL. On the outskirts of historic Denton, you will find this 4-bedroom, 2.5 bathroom home in the pleasant neighborhood of “The Gardens!" This one-owner home offers high-end detailing including a fresh decorator neutral paint palette, free-flowing open concept floor plan, beautiful NEW carpeting, as well as luxury vinyl tile flooring, a chef’s dining bar/island, stainless steel appliances, granite countertops and attractively appointed Baths! The Great Room, adjoining the kitchen, encompasses an airy Dining Area and a window encased Sunroom spilling out to the alfresco picnic/grilling patio & yard! The upper level Primary Bedroom retreat offers a walk-in closet & en suite Bath. This level also includes 3 additional BRs (possible Home Office or Gym), separate Laundry Room, Full Family Bath. A third level, known as a "sky basement", offers a large flexible area to fashion to your needs! A multi-vehicle driveway, roomy 2-car garage, and quaint detached storage shed complete this turnkey, active living package. (The $425.00 amount is a front foot fee.) Enjoy Denton’s historic brick sidewalks to shops, bistros, & galleries, the rich maritime heritage of the Choptank River, and easy access to the Bay Bridge (35 mins.), Annapolis (50 mins.), and ocean beaches (90 mins.) via RTs 404/50/301. SIMPLY IRRESISTIBLE! Agents, please turn off all lights and lock doors. Thank you.

$400,000

SUPER PRICE IMPROVEMENT!! 2020-BUILT EASTERN SHORE COLONIAL. On the outskirts of historic Denton, you will find this 4-bedroom, 2.5 bathroom home in the pleasant neighborhood of “The Gardens!" This one-owner home offers high-end detailing including a fresh decorator neutral paint palette, free-flowing open concept floor plan, beautiful NEW carpeting, as well as luxury vinyl tile flooring, a chef’s dining bar/island, stainless steel appliances, granite countertops and attractively appointed Baths! The Great Room, adjoining the kitchen, encompasses an airy Dining Area and a window encased Sunroom spilling out to the alfresco picnic/grilling patio & yard! The upper level Primary Bedroom retreat offers a walk-in closet & en suite Bath. This level also includes 3 additional BRs (possible Home Office or Gym), separate Laundry Room, Full Family Bath. A third level, known as a "sky basement", offers a large flexible area to fashion to your needs! A multi-vehicle driveway, roomy 2-car garage, and quaint detached storage shed complete this turnkey, active living package. (The $425.00 amount is a front foot fee.) Enjoy Denton’s historic brick sidewalks to shops, bistros, & galleries, the rich maritime heritage of the Choptank River, and easy access to the Bay Bridge (35 mins.), Annapolis (50 mins.), and ocean beaches (90 mins.) via RTs 404/50/301. SIMPLY IRRESISTIBLE! Agents, please turn off all lights and lock doors. Thank you.

406 Morning Glory Dr, Denton

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

Selling Office: Samson Properties.

$399,500

From the moment you step inside, this gorgeous Colonial immediately feels like home. Thoughtfully designed with a 5-foot bump-out extension and a highly desirable open floor plan, the layout offers both space and functionality for everyday living and entertaining. The living room is filled with natural light thanks to an added third window, creating a bright and inviting atmosphere that carries throughout the home. Stylish accent walls and upgraded quartz countertops bring a modern, polished touch to the interior. Built just four years ago and fully loaded with upgrades during construction, the current homeowners have continued to enhance the property, making it truly move-in ready. Tucked toward the rear of the community and backing to the woods, the setting offers a sense of privacy while still being part of a neighborhood vibe. One of the standout features of this home is the finished third-floor “sky basement,” offering incredible flexibility for the way you live. Whether you need a home gym, playroom, den, craft space, or additional storage, this bonus level provides the extra space everyone is looking for. Step outside to a backyard designed for both relaxation and entertaining. The vinyl privacy fence frames the space, while the property itself extends beyond the fenced area, offering even more room to enjoy. The extended concrete patio provides plenty of space for a full outdoor setup, including a six-person seating area, smoker, grill, and Blackstone. A pool with a sand filter adds the perfect finishing touch for warm-weather enjoyment. Move in now and be ready for summer! Conveniently located just minutes from everyday essentials and local favorites, including shopping, dining, the YMCA, and downtown Denton, this home offers the ideal blend of comfort, upgrades, and location.

From the moment you step inside, this gorgeous Colonial immediately feels like home. Thoughtfully designed with a 5-foot bump-out extension and a highly desirable open floor plan, the layout offers both space and functionality for everyday living and entertaining. The living room is filled with natural light thanks to an added third window, creating a bright and inviting atmosphere that carries throughout the home. Stylish accent walls and upgraded quartz countertops bring a modern, polished touch to the interior. Built just four years ago and fully loaded with upgrades during construction, the current homeowners have continued to enhance the property, making it truly move-in ready. Tucked toward the rear of the community and backing to the woods, the setting offers a sense of privacy while still being part of a neighborhood vibe. One of the standout features of this home is the finished third-floor “sky basement,” offering incredible flexibility for the way you live. Whether you need a home gym, playroom, den, craft space, or additional storage, this bonus level provides the extra space everyone is looking for. Step outside to a backyard designed for both relaxation and entertaining. The vinyl privacy fence frames the space, while the property itself extends beyond the fenced area, offering even more room to enjoy. The extended concrete patio provides plenty of space for a full outdoor setup, including a six-person seating area, smoker, grill, and Blackstone. A pool with a sand filter adds the perfect finishing touch for warm-weather enjoyment. Move in now and be ready for summer! Conveniently located just minutes from everyday essentials and local favorites, including shopping, dining, the YMCA, and downtown Denton, this home offers the ideal blend of comfort, upgrades, and location.

315 Morning Glory Dr, Denton

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Benson & Mangold, LLC.

$399,000

Welcome to one of Denton’s most enchanting hidden retreats — a beautifully restored and thoughtfully updated 1941 Cape Cod tucked among towering trees, lush gardens, and comfortable living spaces in the heart of town. Lovingly renovated while preserving its original charm and architectural character, the main residence offers timeless warmth and understated elegance throughout. Rich hardwood flooring, crown molding, custom built-ins, soft natural light, and inviting gathering spaces create an atmosphere that feels both refined and welcoming. The gracious living room features a wood burning fireplace with gas insert, flanked by custom cabinetry and bookshelves, while the spacious dining room and updated kitchen featuring solid wood counters, shelved pantry and storage closet blend classic charm with thoughtful functionality. A screened porch overlooking the gardens provides the perfect setting for morning coffee, evening dinners, or quiet relaxation surrounded by nature. The outdoor setting is truly exceptional. Professionally curated gardens, mature trees, flowering plantings, stone pathways, and intimate seating areas surround a stunning heated in-ground 12X24X4 concrete pool with an additional 5X6 area with steps, creating a private backyard sanctuary rarely found in an in-town setting. Every element of the grounds has been thoughtfully designed to evoke beauty, serenity, and a sense of retreat. Adding remarkable versatility and personality to the property is the detached guest cottage/pool house — this area offers the fourth bedroom and an additional full bath- it's a beautifully finished space with a distinctly relaxed, artistic character featuring soaring wood-beamed ceilings, open-concept living and sleeping areas, kitchenette, and stylish full bath. Perfect for guests, creative studio space, private office, hobbies, or peaceful overflow accommodations, the cottage offers its own unique boutique-retreat ambiance while complementing the timeless elegance of the main home. Extensive improvements completed over time include updated HVAC and ductwork, electrical rewiring and breaker panels, plumbing updates, tankless water heater, insulation improvements, crawlspace vapor barrier, custom remodeling, hardscaping, fencing, buried power lines, driveway improvements, and numerous additional quality enhancements throughout the property. Rarely does a property combine historic charm, curated outdoor living, guest accommodations, and such an inviting sense of place — all conveniently located close to downtown Denton shops, restaurants, waterfront parks, and community events.

Welcome to one of Denton’s most enchanting hidden retreats — a beautifully restored and thoughtfully updated 1941 Cape Cod tucked among towering trees, lush gardens, and comfortable living spaces in the heart of town. Lovingly renovated while preserving its original charm and architectural character, the main residence offers timeless warmth and understated elegance throughout. Rich hardwood flooring, crown molding, custom built-ins, soft natural light, and inviting gathering spaces create an atmosphere that feels both refined and welcoming. The gracious living room features a wood burning fireplace with gas insert, flanked by custom cabinetry and bookshelves, while the spacious dining room and updated kitchen featuring solid wood counters, shelved pantry and storage closet blend classic charm with thoughtful functionality. A screened porch overlooking the gardens provides the perfect setting for morning coffee, evening dinners, or quiet relaxation surrounded by nature. The outdoor setting is truly exceptional. Professionally curated gardens, mature trees, flowering plantings, stone pathways, and intimate seating areas surround a stunning heated in-ground 12X24X4 concrete pool with an additional 5X6 area with steps, creating a private backyard sanctuary rarely found in an in-town setting. Every element of the grounds has been thoughtfully designed to evoke beauty, serenity, and a sense of retreat. Adding remarkable versatility and personality to the property is the detached guest cottage/pool house — this area offers the fourth bedroom and an additional full bath- it's a beautifully finished space with a distinctly relaxed, artistic character featuring soaring wood-beamed ceilings, open-concept living and sleeping areas, kitchenette, and stylish full bath. Perfect for guests, creative studio space, private office, hobbies, or peaceful overflow accommodations, the cottage offers its own unique boutique-retreat ambiance while complementing the timeless elegance of the main home. Extensive improvements completed over time include updated HVAC and ductwork, electrical rewiring and breaker panels, plumbing updates, tankless water heater, insulation improvements, crawlspace vapor barrier, custom remodeling, hardscaping, fencing, buried power lines, driveway improvements, and numerous additional quality enhancements throughout the property. Rarely does a property combine historic charm, curated outdoor living, guest accommodations, and such an inviting sense of place — all conveniently located close to downtown Denton shops, restaurants, waterfront parks, and community events.

509 S 2nd St, Denton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

$380,000

Nestled along a private road in a peaceful, tucked-away setting, this well-maintained Colonial offers the perfect blend of privacy, space, and convenience. Situated on more than 1.2 acres, the property backs to mature woods, providing beautiful wooded views and a serene backdrop to everyday living. The home needs only minor cosmetic updates, making it an excellent opportunity to add your own personal style. The main level offers an abundance of living space, including a welcoming eat-in kitchen, formal dining room, comfortable family room featuring a newer wood stove with a classic brick hearth, a separate living room, laundry room, and an expansive sunroom filled with natural light that opens to the private backyard setting. The upper level features three generously sized secondary bedrooms, a full hall bath, and a spacious primary suite with two closets and a private full bath. Outside, the property continues to impress with an oversized two-car garage offering plenty of room for vehicles, tools, and additional storage. An expansive paved parking area easily accommodates multiple vehicles, an RV, boat, or trailer. A patio and hot tub provide the perfect place to relax while enjoying the peaceful surroundings. Located just down the road from the Caroline County Country Club, offering golf and waterfront access along the Choptank River, this home is also just minutes from historic downtown Denton, where you'll find shopping, dining, and local entertainment. With convenient access to Routes 404 and 50, commuting to the Chesapeake Bay Bridge, Easton, Annapolis, and the Delaware beaches is easy, making this an ideal location for both everyday living and weekend adventures. Mortgage savings may be available for buyers of this listing.

Nestled along a private road in a peaceful, tucked-away setting, this well-maintained Colonial offers the perfect blend of privacy, space, and convenience. Situated on more than 1.2 acres, the property backs to mature woods, providing beautiful wooded views and a serene backdrop to everyday living. The home needs only minor cosmetic updates, making it an excellent opportunity to add your own personal style. The main level offers an abundance of living space, including a welcoming eat-in kitchen, formal dining room, comfortable family room featuring a newer wood stove with a classic brick hearth, a separate living room, laundry room, and an expansive sunroom filled with natural light that opens to the private backyard setting. The upper level features three generously sized secondary bedrooms, a full hall bath, and a spacious primary suite with two closets and a private full bath. Outside, the property continues to impress with an oversized two-car garage offering plenty of room for vehicles, tools, and additional storage. An expansive paved parking area easily accommodates multiple vehicles, an RV, boat, or trailer. A patio and hot tub provide the perfect place to relax while enjoying the peaceful surroundings. Located just down the road from the Caroline County Country Club, offering golf and waterfront access along the Choptank River, this home is also just minutes from historic downtown Denton, where you'll find shopping, dining, and local entertainment. With convenient access to Routes 404 and 50, commuting to the Chesapeake Bay Bridge, Easton, Annapolis, and the Delaware beaches is easy, making this an ideal location for both everyday living and weekend adventures. Mortgage savings may be available for buyers of this listing.

8548 Dogwood Blossom Ln, Denton

Listing courtesy of Redfin Corp. Contact:

Selling Office: RE/MAX Executive.

$370,000

Tucked away on a quiet street, this well-maintained home offers easy single-level living on a full one-acre lot. With a thoughtful layout, updated finishes, and a peaceful setting, it strikes a great balance between comfort and functionality. Inside, the home features durable LVP flooring throughout and a bright, open feel that flows from the living spaces into the kitchen, complete with stainless steel appliances. The layout is ideal for everyday living, with a dedicated laundry room with utility sink and a seamless connection to the rear porch, creating an easy transition to outdoor living. The primary suite offers a comfortable retreat with a private ensuite bathroom and separate his-and-her closets. Two additional bedrooms and a second full bathroom provide flexible space for guests, a home office, or whatever fits your needs. Additional highlights include a two-car garage with separate doors, updated bathrooms, and a spacious yard with plenty of room to enjoy the outdoors.

Tucked away on a quiet street, this well-maintained home offers easy single-level living on a full one-acre lot. With a thoughtful layout, updated finishes, and a peaceful setting, it strikes a great balance between comfort and functionality. Inside, the home features durable LVP flooring throughout and a bright, open feel that flows from the living spaces into the kitchen, complete with stainless steel appliances. The layout is ideal for everyday living, with a dedicated laundry room with utility sink and a seamless connection to the rear porch, creating an easy transition to outdoor living. The primary suite offers a comfortable retreat with a private ensuite bathroom and separate his-and-her closets. Two additional bedrooms and a second full bathroom provide flexible space for guests, a home office, or whatever fits your needs. Additional highlights include a two-car garage with separate doors, updated bathrooms, and a spacious yard with plenty of room to enjoy the outdoors.

23168 Deer Run Ct, Denton

Listing courtesy of Benson & Mangold, LLC. Contact:

Many Recent Upgrades!!!! NEW ROOF!, NEW WELL! NEW CENTRAL AIR! This Rancher comes with 3 Nice size Bedrooms and 2 Full Baths. Eat-in Kitchen with Plenty of Storage. Family Room with FirePlace, Living Room, Enclosed Sunroom and a Seperate Laundry Room. Outdoors features just over 2 Acres! Large Patio for entertaining, POND, with Gazebo, Shed and a nice level lot with Mature trees. Home could use some updating but offers good bones and a nice floor plan! Within Minutes to Downtown Denton, Easton or Kent Island. Approx. 30 minutes to Bay Bridge.

$349,000

Many Recent Upgrades!!!! NEW ROOF!, NEW WELL! NEW CENTRAL AIR! This Rancher comes with 3 Nice size Bedrooms and 2 Full Baths. Eat-in Kitchen with Plenty of Storage. Family Room with FirePlace, Living Room, Enclosed Sunroom and a Seperate Laundry Room. Outdoors features just over 2 Acres! Large Patio for entertaining, POND, with Gazebo, Shed and a nice level lot with Mature trees. Home could use some updating but offers good bones and a nice floor plan! Within Minutes to Downtown Denton, Easton or Kent Island. Approx. 30 minutes to Bay Bridge.

10280 Log Cabin Rd, Denton

Listing courtesy of Brenton Realty Group. Contact:

Selling Office: Berkshire Hathaway Homeservice Homesale Realty.

$345,000

Welcome home to this charming and well maintained 3 bedroom, 2.5 bath home tucked away on a quiet cut-de-sac in a desirable neighborhood. After entering through the inviting front porch, inside you will find a home that has been lovingly cared for and beautifully decorated creating a warm atmosphere throughout. The spacious layout offers comfortable living spaces for everyday and entertaining. One of the standout features is that the garage has been converted into a heated and air conditioned flex room that can easily serve as a home office, gym, playroom or hobby space. Step outside to enjoy the large back deck overlooking the backyard perfect for barbecues, morning coffee or relaxing evenings. Just minutes away from downtown Denton, shopping, restaurants, the visitor center and a public boat ramp. If you are looking for a move in ready home in a convenient location with flex living space and plenty of charm, this gem is one you won't want to miss.

3 Beds ⋅ 3 Baths

Welcome home to this charming and well maintained 3 bedroom, 2.5 bath home tucked away on a quiet cut-de-sac in a desirable neighborhood. After entering through the inviting front porch, inside you will find a home that has been lovingly cared for and beautifully decorated creating a warm atmosphere throughout. The spacious layout offers comfortable living spaces for everyday and entertaining. One of the standout features is that the garage has been converted into a heated and air conditioned flex room that can easily serve as a home office, gym, playroom or hobby space. Step outside to enjoy the large back deck overlooking the backyard perfect for barbecues, morning coffee or relaxing evenings. Just minutes away from downtown Denton, shopping, restaurants, the visitor center and a public boat ramp. If you are looking for a move in ready home in a convenient location with flex living space and plenty of charm, this gem is one you won't want to miss.

1309 Fairfield Ct, Denton

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Samson Properties.

$340,000

This charming 2-story colonial home in Denton offers a perfect blend of classic character and modern updates. Featuring 3 bedrooms and 1½ bathrooms, this well-maintained home is conveniently located close to downtown, giving you easy access to local restaurants, shopping, and community events. Inside, you’ll find beautiful hardwood floors that add warmth and timeless appeal throughout much of the home. The updated kitchen includes a new stove, refrigerator, and microwave, making meal preparation both stylish and convenient. Additional recent improvements include a new 2-zone HVAC system for efficient comfort year-round, along with a washer that is only 2 years old. Enjoy relaxing mornings or quiet evenings on the screened-in porch overlooking the fenced backyard — perfect for pets, gardening, or entertaining guests. The detached one-car garage/shop provides excellent space for parking, hobbies, storage, or a workshop area. With its colonial charm, thoughtful updates, and desirable in-town location, this home offers comfort, convenience, and plenty of character for everyday living.

This charming 2-story colonial home in Denton offers a perfect blend of classic character and modern updates. Featuring 3 bedrooms and 1½ bathrooms, this well-maintained home is conveniently located close to downtown, giving you easy access to local restaurants, shopping, and community events. Inside, you’ll find beautiful hardwood floors that add warmth and timeless appeal throughout much of the home. The updated kitchen includes a new stove, refrigerator, and microwave, making meal preparation both stylish and convenient. Additional recent improvements include a new 2-zone HVAC system for efficient comfort year-round, along with a washer that is only 2 years old. Enjoy relaxing mornings or quiet evenings on the screened-in porch overlooking the fenced backyard — perfect for pets, gardening, or entertaining guests. The detached one-car garage/shop provides excellent space for parking, hobbies, storage, or a workshop area. With its colonial charm, thoughtful updates, and desirable in-town location, this home offers comfort, convenience, and plenty of character for everyday living.

401 S 2nd St, Denton

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

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

$330,000

Welcome home to this warm and inviting Rancher situated on a 0.1950-acre lot, offering plenty of space for everyday living, relaxing, and entertaining. This charming home features three bedrooms, an office/den perfect for working from home or a guest space, and two full baths. The kitchen opens to the dining area and family room, creating a wonderful flow for gatherings with family and friends. Whether hosting holidays, casual get-togethers, or enjoying a quiet evening at home, this home offers comfortable spaces for every occasion. Upstairs, the loft provides additional living space that could be used as a recreation room, movie room, playroom, or simply a cozy place to relax and unwind. Step outside to enjoy the back patio for cookouts and outdoor entertaining, or sit back on the front porch and enjoy peaceful seasonal evenings. Conveniently located near shopping and restaurants, and just minutes from Martinak State Park located along the beautiful Choptank River and Watts Creek. Enjoy fishing for bass, perch, sunfish, and catfish, along with boating access, campsites, hiking trails, playgrounds, picnic shelters, and a nature center. Perfectly positioned to enjoy everything the Eastern Shore has to offer while still being within commuting distance to surrounding areas — less than 1½ hours to Rehoboth Beach and Ocean City, approximately 36 minutes to the Chesapeake Bay Bridge, 1 hour 20 minutes to Baltimore, 1 hour 25 minutes to Washington, and approximately 43 minutes to Dover for tax-free shopping. Come experience the relaxing Eastern Shore lifestyle with small-town charm, nearby outdoor recreation, and easy access to beaches, dining, and entertainment. *1 Year Home Warranty* Used ChatGPT - Photos to be Sharper, Bright and Straighten

Welcome home to this warm and inviting Rancher situated on a 0.1950-acre lot, offering plenty of space for everyday living, relaxing, and entertaining. This charming home features three bedrooms, an office/den perfect for working from home or a guest space, and two full baths. The kitchen opens to the dining area and family room, creating a wonderful flow for gatherings with family and friends. Whether hosting holidays, casual get-togethers, or enjoying a quiet evening at home, this home offers comfortable spaces for every occasion. Upstairs, the loft provides additional living space that could be used as a recreation room, movie room, playroom, or simply a cozy place to relax and unwind. Step outside to enjoy the back patio for cookouts and outdoor entertaining, or sit back on the front porch and enjoy peaceful seasonal evenings. Conveniently located near shopping and restaurants, and just minutes from Martinak State Park located along the beautiful Choptank River and Watts Creek. Enjoy fishing for bass, perch, sunfish, and catfish, along with boating access, campsites, hiking trails, playgrounds, picnic shelters, and a nature center. Perfectly positioned to enjoy everything the Eastern Shore has to offer while still being within commuting distance to surrounding areas — less than 1½ hours to Rehoboth Beach and Ocean City, approximately 36 minutes to the Chesapeake Bay Bridge, 1 hour 20 minutes to Baltimore, 1 hour 25 minutes to Washington, and approximately 43 minutes to Dover for tax-free shopping. Come experience the relaxing Eastern Shore lifestyle with small-town charm, nearby outdoor recreation, and easy access to beaches, dining, and entertainment. *1 Year Home Warranty* Used ChatGPT - Photos to be Sharper, Bright and Straighten

1302 Trice Meadows Cir, Denton

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

Selling Office: Keller Williams Realty.

$325,000

Charming 4 bedroom, 2 bath cottage tucked away on a quiet cul-de-sac just minutes from downtown Denton. The first floor features a welcoming living room with LVP flooring, kitchen with updated appliances, two bedrooms, and a full bath. Upstairs, you’ll find two additional bedrooms and a second full bath, offering flexible living space. Outside enjoy a large, fenced-in backyard with a deck and storage shed. Conveniently located near downtown and major commuter routes.

4 Beds ⋅ 2 Baths

Charming 4 bedroom, 2 bath cottage tucked away on a quiet cul-de-sac just minutes from downtown Denton. The first floor features a welcoming living room with LVP flooring, kitchen with updated appliances, two bedrooms, and a full bath. Upstairs, you’ll find two additional bedrooms and a second full bath, offering flexible living space. Outside enjoy a large, fenced-in backyard with a deck and storage shed. Conveniently located near downtown and major commuter routes.

1203 Tuckahoe Ct, Denton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Engel & Volkers Annapolis.

$319,000

Well maintained ranch style home located in Cul -de -sac backing to trees. Three bedrooms ,two full baths , Eat in Kitchen, bright Living room plus den overlooking wooded back yard. Deck is ideal for that outdoor space to entertain. Two car garage offers space for storage in addition to parking. Sellers are offering allowance for new flooring. Make this your new home!

Well maintained ranch style home located in Cul -de -sac backing to trees. Three bedrooms ,two full baths , Eat in Kitchen, bright Living room plus den overlooking wooded back yard. Deck is ideal for that outdoor space to entertain. Two car garage offers space for storage in addition to parking. Sellers are offering allowance for new flooring. Make this your new home!

1308 Chesapeake Dr, Denton

Listing courtesy of Keller Williams Realty. Contact:

Tucked away in a peaceful rural setting, this beautifully updated home offers space, privacy, and modern convenience on 1.14 acres. Welcome to 8409 Harmony Road—a truly special property with access from both Harmony Road and the rear of the property via Towers Road, providing added flexibility and convenience. This move-in-ready 3-bedroom, 2-bath home blends thoughtful updates with a functional layout, all surrounded by a tranquil, tree-lined setting. Inside, a bright open floor plan showcases vaulted ceilings, fresh paint, recessed lighting, and a seamless blend of new luxury vinyl plank flooring and carpeting throughout. The spacious eat-in kitchen is enhanced with recessed lighting and a full suite of GE and LG stainless steel appliances, including a built-in microwave, refrigerator, dishwasher, and full-size washer and dryer. The primary suite is privately situated and features a walk-in closet along with an updated en suite bath complete with an accessible walk-in shower and modern fixtures. Well-proportioned secondary bedrooms offer comfortable space for guests, a home office, or everyday living. Recent improvements provide added value and peace of mind, including a newer roof on both the home and detached garage (2019), new ceiling fans, a new hot water heater, and an American Home Shield warranty covering major systems such as appliances, HVAC, septic pump, and well pump. Outdoor spaces are designed for both relaxation and functionality, featuring a rear deck with a porch swing, a picnic area surrounded by mature trees, and plenty of open space to enjoy a serene country setting. The enclosed two-car detached garage/workshop includes a newer garage door (2019), and the property offers ample parking for 6+ vehicles, along with space for boats, RVs, or trailers. With well and septic in place, no city taxes, and no HOA, this property offers flexibility for a variety of lifestyles—whether full-time living, multi-generational use, or investment potential. Conveniently located near shopping and dining while still enjoying the peace and privacy of the countryside, this is a rare opportunity to own a move-in ready home with room to grow. Mortgage savings may be available for buyers of this listing.

$315,000