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12 N Maple Ave, Ridgely
$272,500
2 Beds ⋅ 1 Baths
Welcome home to this charming 2-bedroom, 1-bath gem nestled in a quiet, established neighborhood. Perfect for first-time buyers, downsizers, or anyone looking for comfortable, low-maintenance living, this home offers both warmth and functionality. Step inside to find beautiful new wood flooring flowing through the living room, kitchen, and hallway, creating a fresh and modern feel throughout the main living areas. The spacious living room is ideal for relaxing or entertaining guests, while the kitchen offers plenty of room to cook and gather. The oversized primary bedroom is a true retreat, featuring a generous walk-in closet with ample storage space. A well-appointed second bedroom provides flexibility for guests, a home office, or additional family members. Situated on a .4-acre lot, the fully fenced backyard offers privacy and room to enjoy the outdoors. Spend summer days cooling off in the above-ground pool, hosting barbecues, or simply unwinding in your own private space. With its inviting layout, recent updates, and convenient location, this home is ready for you to move in and make it your own.

12 N Maple Ave, Ridgely

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

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

22991 Westview Dr, Preston
$271,500
3 Beds ⋅ 1 Baths
PRICE IMPROVEMENT, Perfect Opportunity to Settle Before the New Year! Welcome home to this beautifully updated 3-bedroom rancher just minutes from downtown Preston! Move right in and enjoy peace of mind with major updates already done — including a New Roof and Septic (2022), new Well, HVAC, & Electrical panel upgrade (2023). Inside, you’ll find Fresh Paint, New Carpet, a Brand-new Gas range and Refrigerator + New Countertops (2025), and BRIGHT Living Spaces that feel like new! Outside offers even more to love with new sidewalks, back porch and a welcoming concrete patio perfect for relaxing or entertaining, all backing to farmland. Rt50 & the Heart of Easton are less than 10miles away, with shopping & restaurants galore + makes for EASY commuting! A charming home with modern upgrades and small-town convenience — this one won’t last long! Check out the 3D Tour, then schedule your Appointment TODAY!

22991 Westview Dr, Preston

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Keller Williams Realty.

108 Martin St, Bowling Green
$270,000
3 Beds ⋅ 2 Baths
Discover this charming brick 1960 Ranch-style home nestled in the desirable Town of Bowling Green. With 1,548 sq. ft. of well-designed living space, this residence features three spacious bedrooms and two full bathrooms, perfect for comfortable living. Enjoy outdoor living on the expansive deck, perfect for entertaining or relaxing in the fresh air. The property sits on a generous 0.35-acre lot, providing ample space for gardening or outdoor activities. An attached carport and driveway offer convenient parking options. Additional highlights include a practical laundry area and a handy shed for extra storage. This home is being sold AS IS. Great opportunity at a great price. Make this property your own. The flooring in bedroom one and the kitchen were not replaced with the rest of the home and is reflected in the asking price. OFFERS ARE BEING ACCEPTED AND REVIEWED, DECISIONS WILL NOT BE MADE BEFORE JANUARY 29, 2026.

108 Martin St, Bowling Green

Listing courtesy of Pitts and Manns Realty, Inc.. Contact:

Selling Office: EXP Realty, LLC.

296 Devon Dr, Ruther Glen
$270,000
3 Beds ⋅ 2 Baths
Welcome to the Lake Land Or! This 3 bedroom, 2 bath charming ranch style home offering is a charm! Located in a gated community including amenities lakes and ponds, clubhouse, pool, tennis courts and so much more! Inside; new vinyl plank flooring (2022), updated white cabinets, newer stainless steel appliances, and upgraded fixtures. Stackable washer/dryer (2022), new roof (2022), new HVAC system (2024) and new refrigerator (2024). Hot water replaced (2020). Eat-in kitchen leading to private back deck leading to a large backyard. Master bedroom has its own en-suite bathroom. There are two additional bedrooms with access to the hall bathroom. This home is ready for you!

296 Devon Dr, Ruther Glen

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

306 S Main St, Federalsburg
$270,000
4 Beds ⋅ 2 Baths
Bring Your Fishing Pole! Nestled along the tranquil waters of Marshyhope Creek, this waterfront retreat offers peaceful views and the rare opportunity to fish or kayak directly from your own private shoreline. This charming 2,820 sq. ft. Victorian home features 4 spacious, freshly painted bedrooms and 1.5 baths and is ready for you to add your special touches. Begin your mornings with coffee on the inviting front porch or host memorable gatherings with family and friends in the generous outdoor living space. Inside, the thoughtfully designed layout offers expansive rooms ideal for everyday living and entertaining. Enjoy cozy evenings by the gas fireplace in the living room, relax in the separate family room, or find inspiration in the sun-filled sunroom, perfect for a home office or reading nook. Additional highlights include a dedicated office and flexible living areas that easily adapt to your lifestyle. Ideally located just minutes from a public boat ramp, walking trails, pavilion, playground, and basketball courts, this home is great for nature lovers and those with active lifestyles.

306 S Main St, Federalsburg

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

Selling Office: Brenton Realty Group.

515 Franklin St, Denton
$270,000
3 Beds ⋅ 2 Baths
Welcome to 515 Franklin Street — a very charming and thoughtfully renovated 3-bedroom, 1.5-bath home located in the heart of historic downtown Denton. Move-in ready with 1,409 sq ft of living space and blending modern updates with classic character throughout. Step inside to find vinyl plank flooring on the main level, recessed lighting, and a beautifully updated kitchen featuring granite countertops, stainless steel appliances, a gas stove, and ample cabinetry. The spacious laundry/mudroom provides convenient access to the fully fenced backyard, perfect for pets, play, or entertaining. Enjoy relaxing or hosting on either the full-length front porch or the large screened-in side porch. The primary bedroom comfortably accommodates a king-sized bed and includes generous closet space. Additional features include a newer roof, heat pump (2020), a tankless water heater, private driveway parking, and plenty of on-street parking as well. Located across the street from the Culinary Center, steps to Caroline's restaurant and all the shops, dining, and events that downtown Denton has to offer. This is a must-see home that offers charm, comfort, and convenience.

515 Franklin St, Denton

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

Selling Office: Benson & Mangold, LLC.

132 Hobbs St, Greensboro
$269,990
2 Beds ⋅ 2 Baths
**Red Tag Sales Event now through January 25, 2026! Was $268,490 Now: $265,790! Home must close on or before 3/31/2026.** Discover the Perry in Kinnamon Meadows, a 1,059 square foot open concept cottage-style ranch home, offering two bedrooms and two bathrooms at 132 Hobbs Street in Greensboro, MD. A welcoming front porch leads you into the spacious living room that seamlessly flows into the kitchen, creating a perfect space for entertaining guests or enjoying family time. The well-equipped kitchen is complete with modern gray cabinetry, granite countertops, stainless steel appliances, a spacious peninsula island with room for seating, and a corner pantry. The large main bedroom is a retreat in the back of the home; its private bathroom has a double bowl vanity, shower, and an impressive walk-in closet. The second generously sized bedroom is in the front of the home along with a full bathroom and linen closet. The laundry room is tucked away near the entrance of the home. The included white blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

132 Hobbs St, Greensboro

Listing courtesy of D.R. Horton Realty of Virginia, LLC. Contact:

Selling Office: Clark & Co Realty, LLC.

113 Parkland Rd, Greensboro
$269,990
3 Beds ⋅ 2 Baths
Welcome to 113 Parkland Road, a new home under-construction in Kinnamon Meadows in Greensboro, MD. The Sullivan is a charming 1,219-square-foot, cottage-style ranch home featuring three bedrooms, two bathrooms, and a one-car garage. Just off the foyer, two spacious guest bedrooms and a shared full bathroom offer comfort and privacy for family or visitors. The open-concept kitchen boasts stainless steel appliances, crisp white cabinetry, and granite countertops perfect for casual meals or entertaining. Across from the kitchen, a tucked-away hallway leads to the pantry, a convenient coat closet, and the laundry room, keeping everyday essentials neatly organized. The kitchen flows seamlessly into the dining area and great room, creating a bright, welcoming space ideal for gatherings or relaxing evenings. Set quietly at the back of the home, the large main bedroom serves as a peaceful retreat with a private bath, single vanity, walk-in shower, and an impressive walk-in closet. The included white blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

113 Parkland Rd, Greensboro

Listing courtesy of D.R. Horton Realty of Virginia, LLC. Contact:

Selling Office: Crown Homes Real Estate.

123 Parkland Rd, Greensboro
$269,950
3 Beds ⋅ 2 Baths
Explore 123 Parkland Road, a new home under-construction in the quaint Kinnamon Meadows community of Greensboro, MD. The Curtis is a 1,182 square foot, cottage-style ranch home with three bedrooms and two bathrooms. As you enter the home through the front porch, this thoughtfully designed home has a grand open concept living area that leads into the spacious kitchen. To the right, a long, main hallway allows for the two guest bedrooms and guest bathroom to be separate from the living areas of the home. Along this hallway, you will also find a coat closet, a hall linen closet, and the laundry room. The well-appointed kitchen features an abundance of stylish gray cabinetry, stainless steel appliances, a corner pantry and a peninsula island with additional room for seating. The main bedroom is set apart in the back of the home and features a walk-in closet and full bathroom with a double-bowl vanity. The included white blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

123 Parkland Rd, Greensboro

Listing courtesy of D.R. Horton Realty of Virginia, LLC. Contact:

Selling Office: Taylor Properties.

106 University Ave, Federalsburg
$265,900
3 Beds ⋅ 2 Baths
Attention: First time home buyers, looking to Downsize or needing move-in Ready? This home is for you! Well-maintained 3-bedroom, 2-full-bath Rancher offering comfortable one-level living! This inviting home features a Spacious Kitchen and Living room, along with a generously sized primary suite with an ensuite bath and convenient access to the rear yard. Freshly painted and move-in ready. Enjoy outdoor living in the fenced rear yard, complete with a rear patio and firepit—perfect for relaxing or entertaining. A detached 1-car garage with electric provides additional parking and storage. Centrally located and close to grocery shopping, a public boat ramp, and local parks. Enjoy the convenience of being just 42 miles from Delaware beaches and approximately 60 miles to the Bay Bridge, with easy access to tax-free shopping in Delaware. A great opportunity for comfortable living with convenient access to recreation, shopping, and travel. A must-see!

106 University Ave, Federalsburg

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

Selling Office: Keller Williams Select Realtors of Annapolis.

120 Parkland Rd, Greensboro
$262,990
2 Beds ⋅ 2 Baths
Discover the Perry in Kinnamon Meadows, a 1,059 square foot open concept cottage-style ranch home, offering two bedrooms and two bathrooms at 124 Parkland Road in Greensboro, MD. A welcoming front porch leads you into the spacious living room that seamlessly flows into the kitchen, creating a perfect space for entertaining guests or enjoying family time. The well-equipped kitchen is complete with modern white cabinetry, granite countertops, stainless steel appliances, a spacious peninsula island with room for seating, and a corner pantry. The large main bedroom is a retreat at the back of the home; its private bathroom has a double bowl vanity, shower, and an impressive walk-in closet. The second generously sized bedroom is opposite the home along with a full bathroom and linen closet. The laundry room is tucked away near the entrance of the home. The included white blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

120 Parkland Rd, Greensboro

Listing courtesy of D.R. Horton Realty of Virginia, LLC. Contact:

Selling Office: Non Subscribing Office.

14310 Old Nelson Hill Rd, Milford
$262,500
3 Beds ⋅ 1 Baths
Professional 3D Tour Coming Soon! Welcome to 14310 Old Nelson Hill Rd—a charming home with endless possibilities. Whether you’re searching for the perfect starter home or a smart investment property, this one checks all the boxes. Imagine the freedom of owning your own place for a monthly cost that could be similar to what you’re paying in rent—only now, every payment builds your future. Step inside and discover a cozy, comfortable space that’s ready for you to make it your own. The layout offers room to relax and entertain, while the yard gives you the perfect canvas for a garden, play area, or weekend gatherings. With its convenient location and inviting atmosphere, this home makes it easy to picture yourself settling in and starting the next chapter of your life. Why rent when you can own a home like this—an affordable opportunity to put down roots and invest in your tomorrow? 14310 Old Nelson Hill Rd is ready to welcome you home.

14310 Old Nelson Hill Rd, Milford

Listing courtesy of Redfin Corporation. Contact:

Selling Office: Century 21 Redwood Realty.

2697 Choptank Main St, Preston
$262,000
2 Beds ⋅ 2 Baths
Charming Renovated Home in Choptank, Preston MD. This home currently has a fresh coat of interior paint, new kitchen appliances. Luxury vinyl flooring installed in the Living Room. Updated bath vanities and many more updates. It is turn key and ready and waiting for you. Situated on a large double lot with mature landscaping. Don’t miss this beautifully completely renovated 2-bedroom, 2-bath home located in the quaint and peaceful community of Choptank. Every inch of this home has been thoughtfully updated from top to bottom, blending modern finishes with classic Eastern Shore charm. Pella windows. Heat pump. Updated Septic. Previously used as a rental home, this home offers investment potential or the perfect retreat. Walking distance to Choptank Marina. Enjoy local crabbing, fishing, and boating nearby. Peaceful, small-town setting on Maryland’s scenic Eastern Shore. Whether you’re looking for a primary residence, weekend getaway, or income-producing property, this move-in-ready home offers it all.

2697 Choptank Main St, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Douglas Realty LLC.

315 Main St, Greensboro
$261,150
3 Beds ⋅ 1 Baths
Charming Greensboro bungalow ready to welcome you home! This 3-bedroom, 1-bathroom property offers a warm blend of character and modern updates throughout. The dining area features a beautiful wood‑burning fireplace, creating a cozy focal point for gatherings. The remodeled 2024 kitchen brings fresh style and functionality, while the new roof (2019) and all‑new flooring add peace of mind and comfort. A partial basement provides additional storage and houses the laundry area. Outside, enjoy the convenience of a one‑car detached garage and a lovely yard perfect for relaxing or outdoor hobbies. This well‑maintained home is the perfect place to settle in and enjoy small‑town Eastern Shore living.

315 Main St, Greensboro

Listing courtesy of Brenton Realty Group. Contact:

Selling Office: Keller Williams Realty.

14192 Devils Three Jump Rd, Milford
$260,500
2 Beds ⋅ 2 Baths
COUNTRY CHARM AWAITS! Nestled on a picturesque 2+ acre lot, this cozy ranch-style home offers peaceful one-level living with a welcoming full front porch overlooking mature hardwoods and open pasture views. Inside, you’ll find warm hardwood floors, charming country touches, and a comfortable layout perfect for everyday living. Multiple outbuildings provide endless possibilities for hobbies, storage, or workshop space — including one with electric already in place. Recent updates include a new HVAC system and newer water heater. Whether you’re a first-time home buyer, looking to downsize, or simply craving a little space and serenity, this property is full of potential and opportunity. Although no known issues, property conveyed as-is.

14192 Devils Three Jump Rd, Milford

Listing courtesy of Coldwell Banker Elite. Contact:

Selling Office: Blue and Gray Realty,LLC.

103 Williamson St, Preston
$260,000
3 Beds ⋅ 2 Baths
Welcome home to this beautifully remodeled 3-bedroom, 2-bath home situated on nearly a half-acre lot in the charming town of Preston. This move-in ready property features beautiful hardwood floors, a spacious kitchen with abundant cabinetry, granite countertops, new appliances, and new carpet throughout. The inviting living room showcases gleaming hardwood floors and a cozy gas fireplace, creating the perfect space for relaxing or entertaining. Enjoy peaceful mornings or quiet evenings on the welcoming front porch while sipping your favorite beverage. For added peace of mind and year-round comfort, the home is equipped with a Generac whole-house generator, ensuring reliable power when you need it most. Don't miss the opportunity to own this beautifully updated home with plenty of space both inside and out!

103 Williamson St, Preston

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

Selling Office: Benson & Mangold, LLC.

124 Parkland Rd, Greensboro
$260,000
2 Beds ⋅ 2 Baths
Discover the Perry in Kinnamon Meadows, a soon-to-be-built 1,059 square foot open concept cottage-style ranch home, offering two bedrooms and two bathrooms at 124 Parkland Road in Greensboro, MD. A welcoming front porch leads you into the spacious living room that seamlessly flows into the kitchen, creating a perfect space for entertaining guests or enjoying family time. The well-equipped kitchen is complete with modern gray cabinetry, granite countertops, stainless steel appliances, a spacious peninsula island with room for seating, and a corner pantry. The large main bedroom is a retreat in the back of the home; its private bathroom has a double bowl vanity, shower, and an impressive walk-in closet. The second generously sized bedroom is in the front of the home along with a full bathroom and linen closet. The laundry room is tucked away near the entrance of the home. The included white blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

124 Parkland Rd, Greensboro

Listing courtesy of D.R. Horton Realty of Virginia, LLC. Contact:

Selling Office: Non Subscribing Office.

1904 Blue Heron Dr, Denton
$260,000
4 Beds ⋅ 4 Baths
Welcome to Mallard Landing and your own private townhouse in the quiet, peaceful outskirts of Denton. This charming 2,640 sq ft townhouse offers thoughtfully designed living space, including four spacious bedrooms, four bathrooms, a bar-counter dine-in kitchen, and a formal dining room. As you step inside the front door, you’ll notice three levels of spacious room sizes, a walk-in closet in the master suite, and the inviting ambiance of a propane fireplace. Step out onto the back deck—ideal for entertaining guests—and grill your favorite barbecue. Enjoy peace of mind and low-maintenance living with a budget-friendly HOA that includes lawn care, snow removal, trash service, and access to a community pool and clubhouse—perfect for relaxing weekends or social gatherings. Denton is conveniently located less than an hour from the beaches, with short travel times to Easton, Dover, Baltimore, and D.C. The town also boasts many up-and-coming stores and restaurants, along with beautiful sights to enjoy, including the Choptank River, Martinak State Park, and historic downtown. Don’t miss out on the opportunity to call this house your home!

1904 Blue Heron Dr, Denton

Listing courtesy of ListWithFreedom.com. Contact:

Selling Office: RE/MAX Executive.

719 Lake Caroline Dr, Ruther Glen
$257,000
2 Beds ⋅ 1 Baths
Back on the market due to buyer financing falling through. Their loss is your opportunity. Nestled within the sought-after Lake Caroline community, this charming home offers something buyers are struggling to find today: affordability, functionality, and access to an incredible lifestyle. Step inside and you'll immediately notice how spacious the home feels. Warm hardwood floors flow throughout the main living areas, while natural light fills the space and creates an inviting atmosphere from the moment you walk through the door. An arched doorway adds character and architectural interest, setting this home apart from the ordinary. The living room offers a comfortable gathering space that feels open yet welcoming, making it equally suited for quiet evenings at home or entertaining family and friends. Just beyond, the kitchen provides ample cabinet storage, practical workspace, and an easy connection to the living areas that keeps everyone part of the conversation. With two bedrooms and one full bath, the layout is efficient, comfortable, and ideal for first-time buyers, downsizers, weekend lake enthusiasts, or anyone looking for a smart investment in a growing community. Outside, the oversized rear deck expands your living space and creates the perfect setting for morning coffee, summer cookouts, or relaxing evenings under the stars. Positioned on a corner lot, the property offers additional yard space, privacy, and room to enjoy the outdoors. But the real magic is the lifestyle that comes with Lake Caroline ownership. Residents enjoy private lake access, a sandy beach, swimming pool, basketball courts, playgrounds, picnic areas, and year-round recreational opportunities. Whether you're spending the day on the water, meeting neighbors at community events, or simply enjoying the peaceful surroundings, Lake Caroline offers far more than just a place to live. Homes at this price point with access to amenities like these are becoming increasingly difficult to find. If you've been waiting for an opportunity to enjoy lake community living without the waterfront price tag, this is one worth seeing. The previous buyer's financing fell through. The home did not. Now it's ready for its next owner.

719 Lake Caroline Dr, Ruther Glen

Listing courtesy of Lake Anna Island Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

530 Vaughn Ave, Greensboro
$250,000
3 Beds ⋅ 3 Baths
Welcome home to this beautifully updated 3-bedroom, 2.5-bath home built by Gemcraft Homes in 2002. Freshly painted throughout in 2026, this move-in-ready home also features brand-new luxury vinyl plank flooring on the main level and new carpet throughout the second floor, offering a fresh, modern feel from the moment you step inside. The main level offers a bright and inviting living room that flows into the open dining area and kitchen, creating an ideal layout for both everyday living and entertaining. A convenient half bath completes the main level. The kitchen boasts ample cabinet space, features a brand new refrigerator (2025), and provides direct access to the backyard through a sliding glass door. Upstairs, the spacious primary suite showcases soaring vaulted ceilings, a private en-suite bath, and a walk-in closet. Two additional generously sized bedrooms, a second full bathroom, and a dedicated laundry area complete the upper level. The washing machine was replaced in 2024 as an added bonus. Step outside to enjoy the fully fenced backyard featuring a newer vinyl privacy fence (2023), an attached storage shed, and additional side yard space, perfect for gardening, pets, or outdoor activities. Enjoy peace of mind with numerous major upgrades, including a new A/C condenser (2026), new heat pump (2026), and energy-saving blown-in insulation (2026), all added to improve year-round comfort and efficiency. Conveniently located near Routes 313, 480, and 314, this home offers easy access to commuting, shopping, dining, and everyday conveniences. Don't miss your opportunity to own this thoughtfully updated, move-in-ready home!

530 Vaughn Ave, Greensboro

Listing courtesy of Hyatt & Company Real Estate, LLC. Contact:

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

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