99 properties for sale in Holly Hill Estates, District 7 Ridgely Caroline County Maryland

407 W Sunset Avenue
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House · for sale
USD 280,000
USD 148/sq.ft
407 W Sunset Avenue
Holly Hill Estates, District 7 Ridgely Caroline County Maryland
· 1,884 sq.ft · 5 Bedrooms · 2 Baths · House
· Garden · Swimming pool
Holly Hill Estates, District 7 Ridgely Caroline County Maryland · 1,884 sq.ft · 5 Bedrooms · 2 Baths · House · Garden · Swimming pool
Charming 5BR detached home, located in a quiet neighborhood in Greensboro. Experience the great outdoors in your own backyard on a nearly 1/2 acre lot, adjacent to 140 acres of farmland. Enjoy the'Sunset' from the 320 sf sunroom with sliding glass doors, or sit outside to watch the sunrise on the new 230 sf wooden front porch. Several updates include replacement windows, upgraded plumbing & electrical, new flooring & paint, jacuzzi, and much more. Owner financing available. Call for details
Charming 5BR detached home, located in a quiet neighborhood in Greensboro. Experience the great outdoors in your own backyard on a nearly 1/2 acre lot, adjacent to 140 acres of farmland. Enjoy the'Sunset' from the 320 sf sunroom with sliding glass doors, or sit outside to watch the sunrise on the new 230 sf wooden front porch. Several updates include replacement windows, upgraded plumbing & electrical, new flooring & paint, jacuzzi, and much more. Owner financing available. Call for details
USD 280,000
110 N School Street
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House · for sale
USD 309,900
USD 216/sq.ft
110 N School Street
Holly Hill Estates, District 7 Ridgely Caroline County Maryland
· 1,432 sq.ft · 3 Bedrooms · 2 Baths · House
· Equipped kitchen
Holly Hill Estates, District 7 Ridgely Caroline County Maryland · 1,432 sq.ft · 3 Bedrooms · 2 Baths · House · Equipped kitchen
Absolutely beautiful rancher, priced below appraised value! Why wait for new construction? Completed in 2025, this custom-built, move-in ready rancher offers 1,436 square feet of thoughtfully designed, single-level living-with no HOA. The bright, open-concept living, dining, and kitchen area features nine-foot ceilings, solid hardwood flooring and recessed LED lighting. The kitchen is finished with granite countertops, all-wood cabinetry, Samsung stainless-steel appliances, a Moen faucet and an instant hot-water system. Propane lines are already in place should the next owner prefer a gas range. The spacious primary suite includes a walk-in closet and private bath with a tiled walk-in shower and granite vanity. Two additional bedrooms, a second full bath, washer & dryer, window treatments, and ceiling fans make this home truly ready for its next owner. Each bedroom is prewired for television and internet service. Quality construction continues behind the scenes with a 200+ amp electric
Absolutely beautiful rancher, priced below appraised value! Why wait for new construction? Completed in 2025, this custom-built, move-in ready rancher offers 1,436 square feet of thoughtfully designed, single-level living-with no HOA. The bright, open-concept living, dining, and kitchen area features nine-foot ceilings, solid hardwood flooring and recessed LED lighting. The kitchen is finished with granite countertops, all-wood cabinetry, Samsung stainless-steel appliances, a Moen faucet and an instant hot-water system. Propane lines are already in place should the next owner prefer a gas range. The spacious primary suite includes a walk-in closet and private bath with a tiled walk-in shower and granite vanity. Two additional bedrooms, a second full bath, washer & dryer, window treatments, and ceiling fans make this home truly ready for its next owner. Each bedroom is prewired for television and internet service. Quality construction continues behind the scenes with a 200+ amp electric
USD 309,900
132 Deep Shore Road
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House · for sale
USD 629,000
USD 230/sq.ft
132 Deep Shore Road
Holly Hill Estates, District 7 Ridgely Caroline County Maryland
· 2,734 sq.ft · 4 Bedrooms · 2 Baths · House
· Garden · Fireplace · Equipped kitchen
Holly Hill Estates, District 7 Ridgely Caroline County Maryland · 2,734 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Fireplace · Equipped kitchen
Welcome to 132 Deep Shore Rdan inviting homestead set on more than 3 acres of beautifully maintained gardens, thoughtfully designed outdoor spaces, and versatile outbuildings. From greenhouse and herb beds to a dedicated drying room and casual nooks for lounging, every corner invites you to savor the seasons. Inside, this spacious home offers over 2,700 sq ft with 4 bedrooms and 2.5 baths. An open den with brick tile flooring flows to a charming side porch with a swingperfect for evening breezes and views of the yard. Warm hardwood floors carry through the dining room and into the kitchen and family room, creating an easy, open flow ideal for everyday living and entertaining. The family room centers around a gas fireplace with a handcrafted black walnut mantel, while a granite-topped built-in serves as a convenient entertainment hub. The chefs kitchen features quartz countertops, double ovens, a gas cooktop with hood, and generous storage. Three well-appointed bedrooms sit on one side
Welcome to 132 Deep Shore Rdan inviting homestead set on more than 3 acres of beautifully maintained gardens, thoughtfully designed outdoor spaces, and versatile outbuildings. From greenhouse and herb beds to a dedicated drying room and casual nooks for lounging, every corner invites you to savor the seasons. Inside, this spacious home offers over 2,700 sq ft with 4 bedrooms and 2.5 baths. An open den with brick tile flooring flows to a charming side porch with a swingperfect for evening breezes and views of the yard. Warm hardwood floors carry through the dining room and into the kitchen and family room, creating an easy, open flow ideal for everyday living and entertaining. The family room centers around a gas fireplace with a handcrafted black walnut mantel, while a granite-topped built-in serves as a convenient entertainment hub. The chefs kitchen features quartz countertops, double ovens, a gas cooktop with hood, and generous storage. Three well-appointed bedrooms sit on one side
USD 629,000
108 N Academy Street N
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House · for sale
USD 269,000
USD 138/sq.ft
108 N Academy Street N
Holly Hill Estates, District 7 Ridgely Caroline County Maryland
· 1,948 sq.ft · 4 Bedrooms · 2 Baths · House
· Equipped kitchen · Parking · Cellar
Holly Hill Estates, District 7 Ridgely Caroline County Maryland · 1,948 sq.ft · 4 Bedrooms · 2 Baths · House · Equipped kitchen · Parking · Cellar
This charming cape cod home is waiting for your creative touches! Lots of room on three floors. The main floor boasts a large living room with new vinyl flooring. A separate dining room, large kitchen, full bath and mudroom with washer and dryer. The second floor has four spacious bedrooms and a charming vintage bath with claw foot tub! The basement is a perfect place for crafts, hobbies and plenty of storage. Outside you will find a huge intown lot with a newly built shed the size of a one care garage that makes a perfect workshop. Price to sell! Be sure to schedule your personal tour today!
This charming cape cod home is waiting for your creative touches! Lots of room on three floors. The main floor boasts a large living room with new vinyl flooring. A separate dining room, large kitchen, full bath and mudroom with washer and dryer. The second floor has four spacious bedrooms and a charming vintage bath with claw foot tub! The basement is a perfect place for crafts, hobbies and plenty of storage. Outside you will find a huge intown lot with a newly built shed the size of a one care garage that makes a perfect workshop. Price to sell! Be sure to schedule your personal tour today!
USD 269,000
24276 Asbury Drive
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House · for sale
USD 595,000
USD 203/sq.ft
24276 Asbury Drive
Holly Hill Estates, District 7 Ridgely Caroline County Maryland
· 2,917 sq.ft · 5 Bedrooms · 2 Baths · House
· Equipped kitchen · Swimming pool
Holly Hill Estates, District 7 Ridgely Caroline County Maryland · 2,917 sq.ft · 5 Bedrooms · 2 Baths · House · Equipped kitchen · Swimming pool
Nestled in the shadows of the Choptank River is a meticulously maintained home in the water-privileged neighborhood of Asbury. Beautiful Expansive lot size gives you the privacy needed within a walkable neighborhood. The flat level lot opens up future pool and other amenity possibilities. Sit in your rocker with a cocktail while enjoying the dream turned into a reality of a wrap-around porch. A large rear screened-in porch to watch the local wildlife opens onto extensive hardscaping, perfect for an outdoor fire pit to enjoy those cool evenings with family and friends. Large open kitchen into the family room is the heart of the home that features a wood stove. 4 substantial bedrooms upstairs. Main floor features an office that could be a wide range of things, including a main floor bedroom. Steps from the Asbury Nature Trail that brings you to your community dock and water access with Huge views of the Choptank River
Nestled in the shadows of the Choptank River is a meticulously maintained home in the water-privileged neighborhood of Asbury. Beautiful Expansive lot size gives you the privacy needed within a walkable neighborhood. The flat level lot opens up future pool and other amenity possibilities. Sit in your rocker with a cocktail while enjoying the dream turned into a reality of a wrap-around porch. A large rear screened-in porch to watch the local wildlife opens onto extensive hardscaping, perfect for an outdoor fire pit to enjoy those cool evenings with family and friends. Large open kitchen into the family room is the heart of the home that features a wood stove. 4 substantial bedrooms upstairs. Main floor features an office that could be a wide range of things, including a main floor bedroom. Steps from the Asbury Nature Trail that brings you to your community dock and water access with Huge views of the Choptank River
USD 595,000
22733 Squire Lane
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House · for sale
USD 575,000
USD 201/sq.ft
22733 Squire Lane
Holly Hill Estates, District 7 Ridgely Caroline County Maryland
· 2,852 sq.ft · 4 Bedrooms · 2 Baths · House
· Garden · Fireplace · Equipped kitchen · Swimming pool
Holly Hill Estates, District 7 Ridgely Caroline County Maryland · 2,852 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Fireplace · Equipped kitchen · Swimming pool
You'll love this custom home nestled on 2.13 private acres, offering over 2,854 square feet of thoughtfully designed living space with 4 bedrooms and 2.5 baths. The open floor plan is highlighted by rich Brazilian hardwood floors, cathedral ceiling, and a welcoming great room anchored by a dramatic floor-to-ceiling brick fireplace. The spacious kitchen opens seamlessly to the great room and features an island, abundant cabinetry, generous counter space, and a built-in breakfast area. The formal dining room provides the perfect setting for holiday meals and special occasions. Relax in the spacious family room or the bright four-season room. It is heated and cooled and overlooks the backyard. Designed for both entertaining and everyday enjoyment, the outdoor living space features a private in-ground pool. Whether taking a refreshing swim or relaxing on the screened porch while family and friends enjoy the pool, this backyard provides the perfect setting for summer gatherings or peaceful
You'll love this custom home nestled on 2.13 private acres, offering over 2,854 square feet of thoughtfully designed living space with 4 bedrooms and 2.5 baths. The open floor plan is highlighted by rich Brazilian hardwood floors, cathedral ceiling, and a welcoming great room anchored by a dramatic floor-to-ceiling brick fireplace. The spacious kitchen opens seamlessly to the great room and features an island, abundant cabinetry, generous counter space, and a built-in breakfast area. The formal dining room provides the perfect setting for holiday meals and special occasions. Relax in the spacious family room or the bright four-season room. It is heated and cooled and overlooks the backyard. Designed for both entertaining and everyday enjoyment, the outdoor living space features a private in-ground pool. Whether taking a refreshing swim or relaxing on the screened porch while family and friends enjoy the pool, this backyard provides the perfect setting for summer gatherings or peaceful
USD 575,000
410 Wood Duck Drive
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House · for sale
USD 359,000
USD 132/sq.ft
410 Wood Duck Drive
Holly Hill Estates, District 7 Ridgely Caroline County Maryland
· 2,702 sq.ft · 4 Bedrooms · 3 Baths · House
· Garden · Office room · Gym · Deck · Equipped kitchen
Holly Hill Estates, District 7 Ridgely Caroline County Maryland · 2,702 sq.ft · 4 Bedrooms · 3 Baths · House · Garden · Office room · Gym · Deck · Equipped kitchen
Welcome to this spacious three-level home offering flexible living space and a functional floor plan! The main level features a bright living room that flows in the open kitchen. Separate dining room for those family gatherings. Also, on this level is a half bath and a small guest bedroom or turn into your reading area or an office space. Upstairs, you'll find three additional bedrooms and the laundry room conveniently located on the same level. The finished lower level provides endless possibilities and can be customized to fit your needs. Family room, home office, gym, recreation area or additional living space. Enjoy outdoor living on the large rea deck overlooking the fenced backyard, while the covered front porch provides a welcoming place to relax and unwind. Plenty of room to make this home your own. Solar panels complete this amazing home
Welcome to this spacious three-level home offering flexible living space and a functional floor plan! The main level features a bright living room that flows in the open kitchen. Separate dining room for those family gatherings. Also, on this level is a half bath and a small guest bedroom or turn into your reading area or an office space. Upstairs, you'll find three additional bedrooms and the laundry room conveniently located on the same level. The finished lower level provides endless possibilities and can be customized to fit your needs. Family room, home office, gym, recreation area or additional living space. Enjoy outdoor living on the large rea deck overlooking the fenced backyard, while the covered front porch provides a welcoming place to relax and unwind. Plenty of room to make this home your own. Solar panels complete this amazing home
USD 359,000
115 Boyce Mill Road
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House · for sale
USD 279,900
USD 208/sq.ft
115 Boyce Mill Road
Holly Hill Estates, District 7 Ridgely Caroline County Maryland
· 1,345 sq.ft · 4 Bedrooms · 1 Bath · House
· Garden · Deck · Fireplace · Equipped kitchen · Cellar
Holly Hill Estates, District 7 Ridgely Caroline County Maryland · 1,345 sq.ft · 4 Bedrooms · 1 Bath · House · Garden · Deck · Fireplace · Equipped kitchen · Cellar
Welcome to this charming, Cape-Cod with a Full Unfinished basementperfectly nestled on a spacious 1/2 Acre! This property gives you that welcome home feeling the moment you arrive. Inside, youll find a bright and inviting living area featuring a cozy electric fireplace insert and beautiful woodbeam accents. The freshly renovated kitchen is thoughtfully designed and opens seamlessly to the dining area. The main floor also offers two comfortable bedrooms and a full bathroom. Head upstairs and youll discover an open foyer leading to two more spacious bedrooms and a convenient half bath. And if youre craving even more room, the full basement downstairs gives you endless possibilitiesstorage, hobbies, a workshop, you name it. When youre ready for a break from reality, step out onto the back deck and soak in the peace and tranquility of the backyard which overlooks looks a farm! Its the perfect spot to unwind. Plus, enjoy peace of mind with numerous updates throughout the home, including a n
Welcome to this charming, Cape-Cod with a Full Unfinished basementperfectly nestled on a spacious 1/2 Acre! This property gives you that welcome home feeling the moment you arrive. Inside, youll find a bright and inviting living area featuring a cozy electric fireplace insert and beautiful woodbeam accents. The freshly renovated kitchen is thoughtfully designed and opens seamlessly to the dining area. The main floor also offers two comfortable bedrooms and a full bathroom. Head upstairs and youll discover an open foyer leading to two more spacious bedrooms and a convenient half bath. And if youre craving even more room, the full basement downstairs gives you endless possibilitiesstorage, hobbies, a workshop, you name it. When youre ready for a break from reality, step out onto the back deck and soak in the peace and tranquility of the backyard which overlooks looks a farm! Its the perfect spot to unwind. Plus, enjoy peace of mind with numerous updates throughout the home, including a n
USD 279,900
9472 Quail Run Road
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House · for sale
USD 469,900
USD 189/sq.ft
9472 Quail Run Road
Holly Hill Estates, District 7 Ridgely Caroline County Maryland
· 2,486 sq.ft · 4 Bedrooms · 2 Baths · House
· Garden · Equipped kitchen · Cellar · Parking
Holly Hill Estates, District 7 Ridgely Caroline County Maryland · 2,486 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Equipped kitchen · Cellar · Parking
Discover relaxed country living at 9472 Quail Run Road! This move-in-ready 4-bedroom home features a classic layout designed for both quiet days and easy entertaining. Highlights include an updated kitchen with a central island, a cozy den with a woodstove, and a full basement perfect for projects or extra storage. Brand-new roof and new HVAC system let you move in with confidence. Step outside to enjoy the peaceful screened porch and private backyard bordering. Extra parking and detached workshop space round out this beautiful Denton propertycome take a look!
Discover relaxed country living at 9472 Quail Run Road! This move-in-ready 4-bedroom home features a classic layout designed for both quiet days and easy entertaining. Highlights include an updated kitchen with a central island, a cozy den with a woodstove, and a full basement perfect for projects or extra storage. Brand-new roof and new HVAC system let you move in with confidence. Step outside to enjoy the peaceful screened porch and private backyard bordering. Extra parking and detached workshop space round out this beautiful Denton propertycome take a look!
USD 469,900

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Smith Landing, District 2 Greensboro Caroline County Maryland
Boonsboro, District 7 Ridgely Caroline County Maryland
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