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22733 Squire Ln, Queen Anne
$575,000
4 Beds ⋅ 3 Baths ⋅ MDCM2007680 MLS
You'll love this custom home nestled on 2.13 private acres, offering over 2,500 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 evenings at home. The oversized two-car garage offers exceptional space for hobbies, projects, or additional storage. This home combines quality craftsmanship, spacious living areas, and offers the perfect balance of privacy and comfort. 2 zones, 2 heat pumps, 3 and 8 yrs old. Solar is leased. Last years Solar lease bill plus electric bill averaged $228 a month. Roof is less then 5 years old

22733 Squire Ln, Queen Anne

22845 Peaviner Rd, Ridgely
$499,990
4 Beds ⋅ 3 Baths ⋅ MDCM2007656 MLS
Welcome to your own private retreat! Situated on 4 peaceful acres, this well-maintained 4-bedroom, 2.5-bath home offers the perfect combination of comfort, privacy, and functionality. Inside, you'll find a spacious and inviting floor plan with generous living areas, an updated kitchen, and plenty of room for family and guests. Step outside to the enormous rear deck, an ideal space for entertaining, grilling, or simply relaxing while enjoying the peaceful surroundings. One of the property's standout features is the incredible heated and air-conditioned pole barn. This impressive building includes a finished second floor and half bath, making it perfect for a home-based business, workshop, hobby space, gym, recreational area, additional storage, or countless other possibilities. Located just minutes from Tuckahoe State Park, you'll enjoy easy access to miles of hiking and horseback riding trails, kayaking, fishing, camping, and some of the Eastern Shore's best outdoor recreation while still being conveniently close to shopping, dining, and major commuter routes. Whether you're looking for room to spread out, a place to store equipment and toys, or simply a private country setting with exceptional amenities, this property delivers. Also included are the paid off solar panels. So crank up the AC and still have low electric bills with no lease or purchase fee. Don't miss this rare opportunity to own a versatile property that truly has it all. Schedule your private showing today!

22845 Peaviner Rd, Ridgely

Us Route 1, Ruther Glen
$2,500,000
VACV2010724 MLS
Exceptional opportunity for forward-thinking developers! This nearly 92-acre tract of undeveloped land is ideally located just 2 miles from the I-95/Lady Smith interchange and offers approximately 1,255 feet of commercial frontage along busy US-1. Set in a natural, wooded landscape abutting Lake Caroline and neighboring residential communities, the property presents a rare canvas in a high-demand growth corridor. With easy access to Washington, D.C. via I-95 and only minutes from Lady Smith Road, the location is primed for a luxury active 55+ community or mixed-use development. The area has seen a surge in residential and commercial expansion, and this parcel sits just outside the bustle—offering outstanding visibility, accessibility, and long-term potential. Whether you're envisioning a thoughtfully designed 55+ residential enclave or a larger scale commercial project that captures the area's upward trajectory, this site is the perfect investment for those ready to shape the next phase of Caroline County’s growth.

Us Route 1, Ruther Glen

14401 Crystal Ct, Woodford
$344,000
4 Beds ⋅ 2 Baths ⋅ VACV2010704 MLS
1.34 Private Acres - Minutes from the town of Bowling Green! Lots of privacy surrounded by mature trees. This charming, one level home is move-in-ready. The property features a private primary suite with an additional multi use space, private bathroom with a spacious walk-in closet. The opposite wing houses three additional bedrooms. Enjoy a seamless open-concept flow between the large dining area and living room, perfect for entertaining. Neutral walls and carpet throughout create a bright, inviting atmosphere. Outside, the large backyard is lined with mature trees, providing privacy and space for outdoor gatherings. Located less than 30 minutes to shopping and dining in Fredericksburg's Cosner Corner/Massaponax or less than 5 minutes to the Town of Bowling Green if you prefer more of a small town feel. There you will find a coffee shop, gym, dining and shopping! Schedule your showing today!

14401 Crystal Ct, Woodford

3338 Hayman, Federalsburg
$399,000
MDCM2007638 MLS
Exceptional owner-user or investment opportunity in the heart of Federalsburg's primary retail corridor. This ±6,375 SF Class A end-cap commercial unit is located within the established Bloomingdale Square Shopping Center, surrounded by national and regional retailers including Food Lion, McDonald's, Domino's, Royal Farms, and the future Wawa development nearby. Offered as a vanilla shell, the property is ready for immediate customization and is well suited for retail, medical, professional office, educational, fitness, restaurant, or service-oriented uses. Features include six large storefront display windows, multiple customer entrances, four HVAC units, ADA-compliant restrooms, rear storage, monument signage, and access to more than 200 shared parking spaces.

3338 Hayman, Federalsburg

17263 New Baltimore Rd, Milford
$349,900
2 Beds ⋅ 2 Baths ⋅ VACV2010616 MLS
Welcome to this Charming Home featuring two spacious bedrooms and 1.5 baths. Primary suite features French doors that lead to an extra-large deck. The layout extends to a versatile bonus room, complete with a closet and egress highlighted by a stunning arched window this room offers endless possibilities The airy family room offers natural light from two sky lights. Soaring cathedral ceilings elevate both spaces adding a dramatic sense of openness. Kitchen has a new refrigerator, stove, dishwasher and gleaming granite countertops. Accessible from the kitchen is a combined pantry and laundry room, equipped with shelves. Beautifully updated flooring throughout the home with laminate, carpeting and ceramic tile. Many new double -hung windows installed, 3 ceiling fans, new electrical sockets. The interior of the home has recently been professionally painted. Roof and skylights replaced approximately 6 years ago. The property also features a custom pole building and small garage both with electrical on concrete slabs. BONUS: An additional 1.11 acres is included at no extra cost! Whether you are looking to build your dream home, expand your acreage, or just keep it as an investment, this property offers incredible versatility. The extra land provides endless possibilities for your future plans.

17263 New Baltimore Rd, Milford

14631 Fox Chase Cir, Ridgely
$495,000
4 Beds ⋅ 4 Baths ⋅ MDCM2007632 MLS
Welcome home to your own private country paradise. Nestled on 2.43 peaceful acres, this beautifully renovated log cabin blends rustic charm with modern comfort. Designed to impress, the home features both a main-level primary suite and a spacious second-floor primary suite, offering exceptional flexibility for family or guests. Thoughtfully updated from top to bottom, you'll appreciate the brand-new roof, new HVAC systems, beautifully renovated bathrooms, and a stunning kitchen that flows seamlessly into the dining area. The dramatic two-story great room is the heart of the home, showcasing a soaring ceiling, a cozy fireplace, and access to both the inviting front porch and the screened rear porch—perfect for enjoying your morning coffee, entertaining friends, or simply taking in the peaceful surroundings. If you've been searching for privacy, comfort, and the timeless appeal of log cabin living, this exceptional property delivers the best of country living at its finest.

14631 Fox Chase Cir, Ridgely

Spiering Drive, Greensboro
$449,000
3 Beds ⋅ 2 Baths ⋅ MDCM2007622 MLS
TBB....This beautifully designed rancher offers 3 bedrooms and 2 full baths with an open-concept floor plan and cathedral ceilings in the main living area. . Enclosed Sunporch that leads to back patio and Front porch for your morning coffee. Enjoy an oversized attached two-car garage and a rear deck perfect for outdoor living. Encapsulated conditioned crawl space . Situated on a cleared 1-acre lot in a private rural setting, this home offers the best of both worlds—peaceful surroundings with a convenient location for Delaware commuters. Close to beaches, shopping, and a nearby public boat ramp. The builder includes a generous package of upgrades at no additional cost. Call today and make an appointment to meet the Builder and give him all your wants and needs. Pictures are from the model home. Home will break ground in August. Note: Taxes reflect land only. Once house is built they will change to reflect House and Land. Buyer to check with the County to get your annual fee.

Spiering Drive, Greensboro

None US Route1 Us-1, Ruther Glen
$950,000
CVR-2618768 MLS
Discover 36.45 beautiful, wooded acres featuring over 2,000 feet of frontage on U.S. Route 1, located in the growing Carmel Church community. This exceptional property offers both natural beauty and outstanding commercial potential with public water available on Rt. 1 and public sewer nearby for your Planned Use Development. Ideally situated in the Carmel Church business community minutes from I-95, with excellent U.S. Route 1 frontage, this land offers excellent accessibility for development, making it a prime opportunity for investors or businesses seeking a strategic location. Whether you are looking to develop commercially or hold as an investment, this property is full of potential in a rapidly expanding area.

None US Route1 Us-1, Ruther Glen

16881 Heritage Hills Ln, Henderson
$620,000
4 Beds ⋅ 3 Baths ⋅ MDCM2007616 MLS
Privacy, space, and endless possibilities — this 5.06-acre retreat offers the lifestyle you've been looking for. Tucked into a partially wooded setting at the end of a quiet drive, 16881 Heritage Hills Ln provides the perfect blend of seclusion, functionality, and room to grow. Best of all, there's no HOA, giving you the freedom to truly enjoy your property. Built in 2005, the home offers 2,704 square feet of thoughtfully designed living space, plus an additional 300 square feet under heat, air, and electric that's ready to be finished or used as storage, a home gym, hobby room, or flex space—bringing the total conditioned space to approximately 3,000 square feet. Inside, you'll find four spacious bedrooms with the potential for a fifth bedroom or nursery connected to the primary suite, a dedicated office, two separate living areas, and a cozy family room just off the kitchen. The beautifully updated kitchen features granite countertops, stainless steel appliances (installed in 2024), and an ideal layout for entertaining. The primary suite is a true retreat with a renovated bathroom, walk-in closet, and adjoining flex space that can easily adapt to your needs. Nine-foot ceilings throughout the first floor create an open, airy feel. Step outside and you'll quickly see what makes this property special. Relax on the 16x13 screened porch with its brand-new roof, gather on the adjoining decks, or enjoy evenings around the fire pit on the paved patio. The property is already wired and ready for a hot tub, making it easy to create your own backyard oasis. A spacious outbuilding offers endless opportunities for storage, a workshop, or recreational equipment, while the attached two-car garage features a MyQ smart garage door opener with an integrated camera. With over five acres, the land offers incredible flexibility for those looking to embrace country living. Whether you envision horses, livestock, gardens, recreational trails, or simply enjoying the privacy, the possibilities are endless. Hunters will appreciate the secluded back field complete with an established food plot and tower stand already in place for the season. This home has also been meticulously maintained, with a new roof featuring a transferable warranty, new water heater (2026), new water softener (2026), and the septic system professionally serviced in 2026. Properties offering this much privacy, usable acreage, flexible living space, and modern updates are a rare find. Welcome home!

16881 Heritage Hills Ln, Henderson

8548 Dogwood Blossom Ln, Denton
$380,000
4 Beds ⋅ 3 Baths ⋅ MDCM2007590 MLS
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

6354 Statum Rd, Preston
$1,150,000
MDCM2007602 MLS ⋅ None Available BLDG.
This wonderful 20 acre property is a horse person’s dream facility. Located in a rural setting, northeast of Preston Maryland. The farm is highlighted by a well-constructed and maintained 75’ x 225’ indoor riding arena, and an 8 stall concrete center aisle horse barn. The barn includes a heated tack room, wash stall with hot water, grooming stall, loft, and overhangs for great ventilation. Numerous paddocks, 2 run-ins , and a well maintained 66’ x 195’ dressage arena. The 3 bedroom, 3 bath, one-story home has also been meticulously designed with comfort and timeless style in mind. It truly feels like a new home top to bottom and end to end. The kitchen is a chef’s delight, with granite countertops, tile floor, and stainless steel back splash. The great room has a brick raised hearth wood burning fireplace, heated tile floors, a small kitchenette and full bath. This room (with a pull out sofa) works well for guests. Additionally, the home features a deck, enclosed screened porch overlooking pool, terrace area around pool, putting green, large basement, attic storage, and a back up generator. The farm also includes a large, wooded area teeming with wildlife, and the property offers a very private setting for training horses and/or raising family. A must see property.

6354 Statum Rd, Preston

24500 Sparta Road, Milford
$415,000
3 Beds ⋅ 3 Baths ⋅ CVR-2619312 MLS
Welcome to 24500 Sparta Road, where peaceful country living meets modern convenience on 3.39 private acres. Ideally located with easy access to Tappahannock, Richmond, and Fredericksburg, this beautifully maintained home offers the perfect balance of privacy, charm, and everyday functionality. Step inside to a warm and inviting floor plan designed for comfortable living. The kitchen features butcher block countertops, tile flooring, recessed lighting, stainless steel appliances, and abundant cabinet and counter space—perfect for preparing meals or gathering with family and friends. Just beyond, the dining area makes a statement with its bold designer wallpaper, stylish light fixture, and ample space for entertaining. The adjoining living room offers a cozy atmosphere with a custom planked ceiling and decorative wainscoting that add warmth and character. Upstairs, the spacious primary suite includes two closets and a private ensuite bath with a walk-in shower. Two additional bedrooms and a full hall bath with a tub/shower combination provide plenty of space for family, guests, or a home office. Outside, a long private driveway welcomes you home and sets the stage for the peaceful surroundings. The 40x30 detached two-car garage is a standout feature, offering incredible flexibility for vehicle storage, a workshop, hobbies, or additional workspace. Recent updates provide added peace of mind, including a new roof (2018), HVAC system (2019), conditioned crawlspace, fiber internet, and gutter guards, making this home truly move-in ready. If you've been dreaming of country living with modern updates and convenient access to nearby amenities, 24500 Sparta Road is ready to welcome you home!

24500 Sparta Road, Milford

24165 Old C C Rd, Ruther Glen
$345,000
2 Beds ⋅ 1 Baths ⋅ VACV2010660 MLS
Tucked away western oasis awaits. This 9.5 acre parcel features your own little Old West village surrounding a gorgeous log cabin. Sometimes you come across a place you've always imagined, yet never would have come up with on your own. This is such a place. <br><br> Can you imagine:<br> • Two-story rustic hand-hewn log cabin that sits up tall in the woods, perfectly private.<br> • Burnished pine finishes throughout<br> • Four decks on front and back, top and bottom, one with a granite bar <br> • Cast-iron woodstove <br> • Spiral stair inviting you up to the loft<br> • Tasteful kitchen with deep sink and appliances ready<br> • Main floor master bedroom<br> • Loft space for additional sleeping quarters<br> • Air Conditioning<br> • Washer/Dryer included <br><br> The Old West Village is something that dreams are made of ... but this dream can be real! <br> • Windmill <br> • Saloon, complete with swinging doors<br> • Jail (yes!)<br> • Outhouse<br> • Two-car carport plus garage<br><br> Owner will finance. Some members of the LLC which owns the property are licensed to sell real estate in Virginia.

24165 Old C C Rd, Ruther Glen

19556 Chilesburg Road, Beaverdam
$278,950
2 Beds ⋅ 1 Baths ⋅ CVR-2619411 MLS
Great Property for animals! land to spread out! Welcome to 19556 Chilesburg Rd! This home Qualifies for a ZERO DOWN PAYMENT LOAN USDA or a HOMEBRIGHT LOAN program, sellers will also pay for closing cost up to 3% to allow buyer to move in with very little money. Renovated 2-bedroom, 1 bath home sitting on 2 acres with a basement will not disappoint. Countless upgrades have been completed in 2017 including a newly remodeled kitchen and bathroom. This home also features refinished hardwood flooring, 2017 laminate flooring in the kitchen, 2017 new appliances, new vinyl windows 2017, fresh paint, and a 2017 heat pump. Roof replaced 2024 and Gutters in 2025. Calming and serene view of farmland from your covered front porch creates a relaxing place to unwind after a long day. The full basement offers additional space for storage or living area space. Pictures are of a previous listing the home is still lived in. Thanks for visiting, we hope you call it HOME!

19556 Chilesburg Road, Beaverdam

4455 Smithville Rd, Federalsburg
$350,000
3 Beds ⋅ 1 Baths ⋅ MDCM2007588 MLS
This charming ranch-style home, built in 2004, offers a cozy retreat on over 11 acres of serene land, adjoining the picturesque Marshyhope Creek with 3800 acres of Idlewild WMA just across the creek. Inside, discover a traditional floor plan featuring three inviting bedrooms and a country-style kitchen perfect for gatherings. Enjoy the warmth of luxury vinyl plank and carpet flooring throughout. Step outside to find a welcoming porch and patio, ideal for relaxing or entertaining. The property includes a detached 40x24, 2 Car garage with workshop for ample storage. Nature enthusiasts will appreciate the wooded surroundings, stream access, and opportunities for fishing and hunting right at your doorstep. Located in a peaceful, rural setting, this home is just a short drive from local parks and community amenities. Embrace the tranquility and beauty of this unique property, where comfort meets nature.

4455 Smithville Rd, Federalsburg

28067 Mt Vernon Church Rd, Ruther Glen
$329,900
3 Beds ⋅ 2 Baths ⋅ VACV2010600 MLS
Welcome to this charming Webb Built one-level residence offering the perfect blend of comfort, privacy, and peaceful country living. Nestled on a beautiful 1-acre lot, this 3-bedroom, 2-bath home is surrounded by mature trees, creating a serene and private retreat while still providing a spacious, open, level yard to enjoy. Relax with your morning coffee on the inviting covered front porch or entertain family and friends on the deck and versatile concrete patio—ideal for bonfires, outdoor gatherings, or simply taking in the tranquil surroundings. Inside, you'll find a spacious living room featuring a soaring cathedral ceiling that creates an open, airy feel. The bright, welcoming kitchen offers plenty of natural light and functional space for everyday living. The thoughtfully designed 1-level floor plan provides comfort and convenience for any stage of life. Additional features include a detached 2-car carport and a peaceful setting that makes coming home feel like a getaway. If you've been searching for privacy, charm, and quality construction in a beautiful natural setting, this lovely home is one you won't want to miss! Bonus...it is clean as a whistle...you could eat off the floor! Professional Photos scheduled for Week of August 10th.

28067 Mt Vernon Church Rd, Ruther Glen

13199 Greensboro Rd, Greensboro
$649,000
MDCM2007552 MLS
This exceptional commercial property, constructed in 2007, presents a prime investment opportunity with significant potential for returns. The 8,000 square foot building features durable metal siding and masonry construction, ensuring longevity and minimal maintenance costs. The property is in excellent condition, allowing for immediate occupancy or leasing without the need for extensive renovations. Strategically designed with ample parking options, including a dedicated parking lot and driveway access, this property is well-suited for various commercial uses. Its modern infrastructure and efficient layout enhance operational efficiency, making it an attractive option for potential tenants. Investors will appreciate the potential for steady cash flow and appreciation in value, driven by the property's prime location and robust construction. This asset is poised to deliver strong returns in a competitive market, making it a prudent addition to any investment portfolio. Explore the possibilities this property offers for long-term financial growth.

13199 Greensboro Rd, Greensboro

3410 Seaman Rd, Preston
$549,000
3 Beds ⋅ 3 Baths ⋅ MDCM2007568 MLS
Welcome home to this beautifully maintained 3-bedroom, 2.5-bath Cape Cod, privately nestled off the road for peace and seclusion. Lovingly cared for throughout ownership, this home features numerous major upgrades, offering both quality and peace of mind for its next owner. Inside, you'll find a warm and inviting floor plan with comfortable living spaces designed for everyday living and entertaining. Outside, the property truly shines with exceptional garage and storage space. A detached 4-bay garage with impressive 15-foot ceilings provides endless possibilities for car enthusiasts, hobbyists, contractors, boat or RV storage, or workshop space. In addition, the home includes an attached one-car garage located beneath the house for added convenience. Surrounded by a private setting with plenty of room to enjoy the outdoors, this property offers the perfect combination of country charm, modern updates, and outstanding functionality. Whether you're looking for a peaceful retreat or a home with exceptional space for vehicles and equipment, this Cape Cod is a rare opportunity you won't want to miss.

3410 Seaman Rd, Preston