Caroline VA MLS Search

View All Latest Caroline 2750+ Sq. Ft. Properties for Sale

$497,000
4 Beds 3 Baths VACV2010464 MLS
Welcome to this beautiful water view home nestled in a desirable lake community. This 11-room, custom cape cod offers comfort, charm and plenty of space both inside and out. Situated on a large corner lot the property welcomes you with a brick walkway leading from the wide asphalt driveway to both front and back entrances, setting the tone for the thoughtful details found throughout the home. Inside you will find a freshly painted interior (Painted March of 2026) complimented by custom hardwood flooring throughout most of main level. The spacious living areas (living room, dining room and family room) are perfect for relaxing or entertaining and feature a family room with wood burning fireplace, recessed lighting, built-in cabinet and easy access to outdoor living spaces. The kitchen has been continually updated and has granite countertops, undermount sink, flat-top stove, double ovens, new refrigerator and microwave, and recessed lighting which creates a functional and stylish cooking space. The main level of the home offers the convenience of one level living by having a primary bedroom suite. Upstairs you will find five rooms, one of which is a large bonus room over the garage and is ideal for recreation space or home office, and a full bath. Outdoor living is just as impressive with a large screened porch featuring two skylights and is connected on the left by a large deck and on the right by a patio and a small koi pond. The backyard also contains a small basketball court next to the shed, which matches the home. Additional highlights include a huge two-car garage with a mop sink, a large laundry room with cabinets, counter space, built in desk, and a new washer and dryer (2026). There is generous closet and storage space throughout the home and additional attic storage. The home has been well-maintained, including major systems. The roof was replaced in 2014, and dual-zone complete HVAC systems were installed in 2016 (March 2026 inspection report for HVAC systems available). Residents enjoy an exceptional array of neighborhood amenities designed to support an active and engaging lifestyle. Community features include swimming pools, a fully equipped fitness center, basketball courts, tennis and pickleball courts, private boating docks, community beaches, and designated fishing areas. Additional amenities include multiple clubhouses, covered pavilions, a shooting range, archery range, and 24-hour security for added peace of mind. This amenity-rich community offers something for everyone.

999 Lake Heritage Drive, Ruther Glen

$695,000
4 Beds 4 Baths VACV2010668 MLS
A home where timeless Colonial Williamsburg architecture meets the flexibility and modern features today's buyers are searching for on 1 acre. Perfectly located in the heart of Bowling Green, this one-of-a-kind property offers the ideal blend of character, functionality, and income potential, all in a peaceful neighborhood with convenient access to shopping, dining, and commuter routes to Fredericksburg, Richmond, and beyond. From the moment you arrive, the home's classic curb appeal and inviting front elevation make a lasting first impression. Inside, rich hardwood flooring, elegant architectural details, and thoughtfully designed living spaces create a warm and welcoming atmosphere throughout. The kitchen is the heart of the home, featuring granite countertops, custom refinished walnut cabinetry, stainless steel appliances, a pantry, breakfast nook, and formal dining room, perfect for everything from weeknight dinners to holiday gatherings. Two beautiful masonry wood-burning fireplaces anchor both the formal living room and the spacious family room, where custom built-in cabinetry adds warmth and functionality. The sunroom provides a light-filled retreat to enjoy every season, while the main-level office and adjacent full bathroom offer exceptional flexibility for a guest suite, fifth bedroom, or private work-from-home space. Upstairs, the spacious primary suite serves as a true retreat with an adjoining bonus room ideal for a sitting area, nursery, fitness space, or second home office, along with a private en-suite bathroom. Two additional generously sized bedrooms and another full bathroom complete the upper level. One of this property's most valuable features is the approximately 900-square-foot detached apartment above the three-car garage. Complete with its own private entrance, full kitchen, laundry, and living space, it offers exceptional versatility as an income-producing rental, Airbnb, multigenerational living space, private guest suite, home business, or ultimate recreation room. Step outside onto the premium Brazilian hardwood deck, where you'll enjoy outdoor dining, entertaining, or simply relaxing while overlooking the peaceful surroundings. Whether you're searching for a home with room to grow, multigenerational living, rental income potential, or simply a property with timeless character and modern conveniences, this exceptional Bowling Green residence delivers a lifestyle that is increasingly difficult to find.

120 Lacy Ln, Bowling Green

$315,000
4 Beds 2 Baths MDCM2007582 MLS
Step into the timeless charm of this beautifully maintained circa-1880 home, where historic elegance meets thoughtful modern updates. Offering over 2,774 square feet of living space, this exceptional residence features 4 spacious bedrooms, 2 full bathrooms, and an abundance of original architectural character that has been lovingly preserved while incorporating today's modern conveniences. From the moment you arrive, you'll be captivated by the home's classic curb appeal and inviting front porch. Inside, soaring ceilings, oversized rooms, abundant natural light, and rare original heart-of-pine hardwood floors create a warm and welcoming atmosphere. Rich in history and craftsmanship, the home showcases beautiful millwork, original trim, and timeless architectural details rarely found in newer construction. The spacious country kitchen features custom cabinetry, generous counter space, and plenty of room for gathering with family and friends. A bright, sun-filled laundry room adds convenience, while multiple living spaces provide flexibility for entertaining, working from home, hobbies, or everyday living. Thoughtful updates throughout the home offer modern comfort while preserving its historic charm. In 2026, the front living room and full bathroom were beautifully renovated, and new plumbing lines were installed. Additional improvements include energy-efficient mini-split HVAC systems with smart controls, a new furnace (2025), updated electrical service, numerous replacement windows, remodeled bathrooms, built-in cabinetry, a replacement roof, refinished exterior, front porch enhancements, and many other upgrades that reflect exceptional pride of ownership. Step outside to enjoy your own private backyard retreat. A newer 6-foot privacy fence surrounds the outdoor space, where a brick patio, mature landscaping, and towering shade trees create the perfect setting for relaxing, entertaining, gardening, or enjoying a quiet morning coffee. The peaceful backyard offers privacy and plenty of room to enjoy every season. Located in the charming town of Greensboro, this home offers the best of Eastern Shore living. Enjoy a peaceful small-town setting just minutes from the scenic Choptank River, local parks, schools, restaurants, and everyday conveniences. Outdoor enthusiasts will appreciate nearby boating, fishing, kayaking, and recreational opportunities. The Delaware state line is only a short drive away, making tax-free shopping, beaches, dining, and entertainment easily accessible. High-speed internet is available, making remote work or streaming effortless, while the spacious floor plan easily accommodates growing families, multigenerational living, or anyone seeking additional room to spread out. The seamless blend of historic charm, quality craftsmanship, and modern updates creates a home that is both functional and full of character. Homes of this caliber and history rarely become available. Meticulously maintained and thoughtfully updated, this one-of-a-kind property preserves the timeless beauty and craftsmanship of the past while offering the comfort, efficiency, and conveniences today's buyers expect. Whether you're searching for your forever home or a distinctive property with unmatched character, this remarkable residence is ready for its next chapter. Don't miss this rare opportunity to own a beautifully preserved piece of history. Mortgage savings may be available for buyers of this listing.

111 Maple Ave, Greensboro

$394,999
4 Beds 3 Baths CVR-2619368 MLS
Discover the potential of this spacious home in the amenity-filled Lake Caroline community! Featuring 5 bedrooms, 3 full bathrooms, and a flexible floor plan, this property offers room for everyone. The main level includes a large living area, separate dining room, generous kitchen, and a bonus room above the attached two-car garage. The primary suite offers a private bath, while the finished lower level provides a family room with a gas fireplace, an additional bedroom, and a full bath—ideal for guests, multi-generational living, or a home office. Situated on a large 0.60-acre lot just a short distance from the lake, the home also features a fenced backyard and deck for outdoor enjoyment. While cosmetic updates are needed, this property presents an excellent opportunity for buyers seeking space, value, and the chance to make it their own. Enjoy all that Lake Caroline has to offer, including a 277-acre lake, sandy beaches, clubhouse, swimming pool, tennis and pickleball courts, boating, fishing, water skiing, wakeboarding, jet skiing, and year-round community activities. Conveniently located near Pendleton Golf Club, shopping, wineries, farmers markets, Kings Dominion, the Virginia State Fairgrounds, Bowling Green, Port Royal, and the new Kalahari Resort. Property is being sold AS-IS. Bring your imagination and unlock the potential of this Lake Caroline gem! Home is currently occupied and contains personal belongings.

121 Delaware Drive, Ruther Glen

$300,000
4 Beds 3 Baths MDCM2007314 MLS
*THE HIGHLIGHTS: 4BR | 2.5BA | True primary suite | Bedroom-level laundry | Original hardwood floors | Pre-blight American Chestnut woodwork & details | Stained glass | Grand staircase | Updated kitchen with chestnut island | Walk-up attic with 2 finished flex rooms | Updated electrical | Newer main-level windows | Owned solar panels | Pellet stove conveys | Wraparound porch | Screened rear porch | Newly fenced yard | Detached 2-bay garage with upper storage | 30-amp RV hookup | Ample parking for RVs, boats & trailers. THE DETAILS: There are houses. And then there are homes that make you feel something the moment you walk in the door. 209 W Sunset Avenue is the second kind. Built in 1910 and restored over the years, this 4-bedroom, 2.5-bath Victorian in Greensboro, Maryland is a true one-of-a-kind find, a property where original craftsmanship and modern practicality coexist in a way that simply doesn't happen by accident. Step inside and the staircase sets the tone immediately. Original hardwood floors run throughout. Stained glass catches the light. Period lighting and intricate woodwork tell the story of an era when homes were built to last a lifetime. Many of those wood details, the doors, the trim, the island in the updated kitchen, are believed to be pre-blight American Chestnut, a wood so rare today it's essentially irreplaceable. You cannot buy this. You can only find it. And unlike so many Victorian-era homes that charm you on the surface but frustrate you in daily life, this one has been thoughtfully upgraded where it counts. The primary suite is a true primary — private bath, double closet, real privacy. That's not a given in a home from 1910. Bedroom-level laundry means no hauling baskets up and down stairs. The kitchen has been updated with a chestnut island that ties the old and new together beautifully. Two finished rooms in the full walk-up attic give you the flexibility that most homes at any price point simply don't offer — a guest suite, a home office, an art studio, a gaming room, a yoga space. You decide. The major-ticket items are already handled: the electrical system has been updated, the main-level windows and the roof are newer, and the home includes owned solar panels. In Maryland — where electric bills can be genuinely painful — those panels are a financial advantage that pays you back month after month. A pellet stove conveys with the home for extra comfort in the colder months. Step outside and the property continues to impress. The wraparound porch is the kind you picture when you imagine slowing down. The screened rear porch overlooks a newly fenced backyard — private, quiet, yours. The detached 2-bay garage features a metal roof, floored upper-level storage, and an upper loading door that makes moving large items a breeze. A 30-amp RV hookup is already in place, and there is room — real room — for RVs, boats, trailers, and multiple vehicles. This is a home with history, heart, and the infrastructure to live comfortably in it for decades. Homes like this come along once, if you're lucky. Come see it before someone else does. (Garage being sold as-is.)

209 W Sunset Avenue, Greensboro

$435,000
4 Beds 3 Baths VACV2010214 MLS
Multiple offers received, highest & Best due by Wednesday 5/20/2026 by 5pm **VA buyers, take note: this home features a rare 5.125% assumable VA loan, presenting a valuable opportunity to secure a below-market interest rate and maximize your purchasing power!** Welcome to 23351 Triple Crown Drive in Ruther Glen, VA—an exceptional three-story Colonial tucked away on a quiet cul-de-sac and one of the largest models in the neighborhood, offering an impressive 4,688 square feet of living space. (total) This spacious home features 4 generously sized bedrooms, 2.5 bathrooms, and a thoughtfully designed layout ideal for both everyday living and entertaining. A charming country front porch sets the tone, while the two-car garage and expansive footprint provide both comfort and convenience. Inside, the main level showcases a dramatic two-story family room with vaulted ceilings, a ceiling fan, a cozy gas fireplace and rear stairs that provide access to the third level, adding flexibility and convenience Elegant architectural details abound, including custom arched doorways throughout. The formal dining room is perfect for hosting, highlighted by a tray ceiling, crown molding, chair rail accents, large windows, and beautiful wood flooring. The heart of the home is the expansive eat-in kitchen, complete with recessed lighting, a center island with room for stools, pantry, gas cooking, and 42" cabinetry. Adjacent spaces include a welcoming formal living room, a private office, and a convenient half bath. A bright two-story foyer with wood flooring creates a grand first impression. Upstairs, the primary suite offers a peaceful retreat with vaulted ceilings, a ceiling fan, a walk-in closet, and a luxurious en-suite bath featuring French doors, double vanities, a large jetted soaking tub and separate shower. Additional bedrooms are spacious and filled with natural light. The unfinished basement offers approximately 1,500 square feet of additional space—ready for your vision, whether it’s a home gym, theater, or extra living area. (4,688 square feet total) Ideally located, this home offers easy access to major roadways including I-95, making commuting a breeze. Enjoy close proximity to shopping and dining options in nearby Ladysmith and Ashland, as well as popular attractions like Kings Dominion and Meadow Event Park. Medical facilities, grocery stores, and everyday conveniences are just minutes away, blending peaceful suburban living with accessibility. Just minutes to 301, I95, shopping & dining, less than 10 miles to Kings Dominion, 15 miles to the new Kalahari Resort, less than 15 miles to Fort A.P. Hill, about 20 miles to the Fredericksburg VA Health Care Center, less than 30 miles to Massaponax, about 30 miles to Mary Washington Hospital, Central Park or Richmond and less than 40 miles to Dahlgren Naval Base. This is a rare opportunity to own a spacious, feature-rich home in a desirable location—schedule your tour today!

23351 Triple Crown Drive, Ruther Glen

$555,000
4 Beds 3 Baths VACV2010224 MLS
Beautifully renovated waterfront home in the highly sought-after Lake Land’Or community! Nestled on a gorgeous wooded lot, this unique lake retreat offers peaceful water views and the perfect setting to enjoy nature from the expansive sunroom, screened-in porch, and private dock on Lake Suzan. This spacious three-level home has been extensively renovated over the past few years with thoughtful upgrades throughout. The main level features a gourmet kitchen complete with newer GE Café appliances (2024), a newly added island, and a large walk-in pantry offering abundant storage space. The primary bedroom and full bathroom are conveniently located on the main floor, along with a spacious family room with fireplace, dining area, and stunning sunroom overlooking the lake. Upstairs, you’ll find two additional bedrooms, a Jack-and-Jill bathroom, laundry area, and new LVP flooring throughout. The fully renovated lower level, completed in 2026, offers incredible flexibility with a second family room, additional bedroom, beautifully updated full bathroom, and kitchenette featuring butcher block countertops, built-in microwave, sink, and mini fridge. The lower-level screened-in porch and private exterior entrance make this space ideal for guests, multi-generational living, or entertaining. Other recent updates include exterior paint, refinished hardwood flooring, new LVP flooring (2026), new HVAC system inside and out (2022), new windows (2021), new storm doors (2023), new roof (2024), new front deck (2022), refinished sunroom and screened porch (2021), and extensive updates to the shed including a new roof, electrical, and paint (2024). Residents of Lake Land’Or enjoy access to an impressive list of amenities including pools, clubhouses, beaches, picnic areas, playgrounds, boat ramps, dog park, and 24/7 gated security. Don’t miss this rare opportunity to own a beautifully updated waterfront home just steps from Lake Suzan and directly across from the main lake.

340 Land Or Drive, Ruther Glen

$600,000
5 Beds 4 Baths VACV2010568 MLS
With over 4,600 finished square feet, 5 bedrooms, 3.5 baths, and a fully finished walk-out basement, this spacious home offers room for everyone. A welcoming covered front porch leads into a bright, open floor plan featuring luxury vinyl plank flooring, a gas fireplace, and a beautifully updated kitchen with granite countertops, large island, double wall ovens, pantry, and new backsplash. The adjoining sunroom with cathedral ceiling fills the home with natural light and opens to the covered rear porch. Upstairs, the primary suite features cathedral ceilings, a large sitting area, oversized walk-in closet, and a spa-inspired bath with jetted tub, dual vanities, and separate shower. Three additional bedrooms, a full bath, and an upstairs laundry room complete the level. The walk-out basement is ideal for multigenerational living or guests, offering a bedroom with its own full bath, kitchenette, second gas fireplace, spacious recreation area, abundant storage, and unfinished space with potential for a sixth bedroom. Outside, enjoy a fully fenced backyard designed for entertaining with a covered porch, stamped concrete patio, and a professionally serviced 10,000-gallon in-ground pool. Major recent updates include two new HVAC systems (2025), water heater (2023), kitchen backsplash, fresh paint, soft-washed exterior, and upgraded dryer venting. A huge plus are the Solar panels for added energy savings. Conveniently located in Maury Heights, just minutes from downtown Bowling Green, I-95, and an easy commute to Fredericksburg, Richmond, Dahlgren, and Ashland. Spacious, updated, and move-in ready—this home truly has it all.

18015 Jackson Dr, Bowling Green

$630,000
4 Beds 4 Baths MDCM2007462 MLS
Nestled on 5 beautiful acres, this spacious 4-bedroom, 3.5-bath home offers the perfect blend of privacy, comfort, and country living. Approximately 1.8 acres are wooded, providing a peaceful backdrop and frequent visits from local wildlife, while the remaining acreage is cleared and ideal for outdoor enjoyment. The inviting front porch overlooks the private rural setting, while the interior features an open-concept floor plan with cathedral ceilings that create a bright and airy living space. A separate sitting room offers additional living space for relaxation, a home office, or a den. Designed with flexibility in mind, the home includes two primary suites, each located on opposite ends of the home for added privacy. Two additional bedrooms share a full hall bath. Above the attached two-car garage, you'll find a spacious bonus room with interior access and its own half bath—perfect for a game room, guest space, home office, or hobby area. Step outside and enjoy your own backyard oasis featuring a 20' x 40' in-ground saltwater pool with fenced enclosure and a rear deck ideal for entertaining. The property also includes a 30' x 40' pole barn with concrete flooring and electric service, providing ample space for equipment, hobbies, storage, or livestock needs. Enjoy peaceful country living with deer often seen right in your backyard, all while remaining close to Delaware for shopping, dining, and commuting. This unique property offers the space, privacy, and amenities you've been searching for. Seller is in the process of building there next house and would like to coordinate the time frame for settlement.

26927 Boyce Mill Rd, Greensboro

$400,000
3 Beds 3 Baths CVR-2615223 MLS
Looking for a basement home in Virginia? Your rare opportunity awaits! Nestled atop a gentle hill on nearly half an acre of peaceful, private land, this beautiful 3-bedroom, 2.5-bath Cape Cod offers three impressive levels. Exceed your expectations without exceeding your budget! The inviting front porch exudes undeniable charm, while beautifully manicured flower beds framed by decorative landscape borders create exceptional curb appeal. Step inside to discover brand-new LVP flooring throughout the main level, creating a seamless look room to room. An elegant living room features crown molding and opens to a bright kitchen complete with gleaming granite countertops, freshly painted cabinets, newer appliances, breakfast bar, and custom lighting for the perfect finishing touch. Your knees will thank you. The first floor primary suite offers comfort and privacy with walk-in closet & bath featuring garden tub, separate shower, double vanity, and ample storage. Upstairs sprawling loft offers endless possibilities for recreation or additional living space. Two copious bedrooms offer cozy carpet and abundant closet space. The showstopper walk-out basement is designed for entertaining, its expansive space featuring theater room with surround sound creating an immersive movie experience you'll enjoy for years. Dry bar, wine cooler, and wine storage make hosting effortless, while the flex room is ideal for a home office, gym or hobby room. Well maintained FOR peace of mind with two newer HVAC systems and a newer roof. Located in the sought-after Caroline Pines community, you'll enjoy a mountain-resort living with access to five lakes for swimming, fishing, boating, or relaxing on the beach. Community amenities include a pool, fitness center, playgrounds & walking track. Situated near I-95, the location provides convenient access to Fredericksburg, Richmond, Alexandria, and D.C., making commuting a breeze while you enjoy the tranquility of country living. A perfect blend of privacy, recreation, convenience, and value!

26498 Country Club Lane, Ruther Glen

$995,000
6 Beds 5 Baths VACV2010424 MLS
Assumable VA Loan 3.375% for qualified buyers, current balance is approximately $549,000. Sitting on nearly 30 Acres in beautiful Caroline County, 3 finished levels await in this well appointed and meticulously maintained 2006 built Colonial. 25k in recent upgrades mean new LVP flooring through majority of basement and a New 3.5 ton RUUD Seer-2 Heat pump/AC. With an attached oversized 2 car garage, additional 3 bay workshop with 7,000 lb lift and 200 amp service, 50 amp RV hookup, and further storage sheds for all the extra toys! From the grand front porch you'll witness the hummingbirds at work or wrap up your days star gazing from the front lawn. Across the threshold an inviting 2 story foyer with charming slate floors and a well appointed main floor master means no steps up or down stairs after long days in the garden. The large Master suite boasts double walk in closets, jetted soaker tub, walk in shower and abundant light throughout. The kitchen at the heart of the main floor features unique marble countertops complementing the slate floors surrounding. Formal dining room to the one side, breakfast nook and bar seating to the left and easy access to the large deck overlooking trees and trails. Conveniently just inside the garage entrance are the large powder room and laundry room with abundant cabinet space. The family room with pellet stove insert allows for the warmth without the mess. The grand staircase within the 2 story foyer take us to the 2nd level landing and further well appointed bedrooms. Flexible floor plan with multiple bonus rooms, this home shows as 6-bedroom configuration, with 4.5 baths; septic perc approved for 4 bedrooms. Upstairs includes an au pair suite and attached bath with both soaker tub and walk in shower. The 3 additional bedrooms and full bath overlook the properties huge deck or surrounding grounds. Tons of storage throughout the home with multiple attic areas and tons of closet space on all 3 floors. Fully finished basement includes media room with Projector equipment conveying, an amazing space for a pool table, bar, or whatever you desire. Not one but TWO walkouts to the rear of property for outdoor entertaining, fireside gatherings or a stroll down established trails through the rolling acreage under a mature tree canopy. The outdoors is appreciated from every angle here with an enormous front porch, large rear deck, shaded under deck area ready for your swinging chairs and accessible from the 2 basement walkouts. Lot is devisable, check with Caroline County for approval of any intended land uses. Tax record does not reflect correct square footage of over 5400. Close proximity to downtown Fredericksburg and the convenience of 95 access mean local attractions are all at your reach. Room to roam indoors and out, versatility for all the hobbyists in your household and NO HOA. This is the place for those desiring proximity to the perks of the Fredericksburg region while still maintaining access to the nature and space of the countryside. Privacy and versatility without sacrificing proximity.

13023 Stonewall Jackson Rd, Woodford

$1,099,999
4 Beds 3 Baths MDCM2006618 MLS
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 Road, Denton

$1,099,999
4 Beds 3 Baths MDCM2006620 MLS
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 Road, Denton

$2,560,000
8 Beds 16 Baths MDCM2006492 MLS
A truly rare offering for the discerning auto enthusiast, this exceptional 58.48-acre Eastern Shore estate is a masterfully designed luxury compound where architectural elegance meets world-class automotive accommodations. Introduced by a private gated entrance and tree-lined circular drive, the stately brick home immediately conveys the scale, privacy, and prestige of this one-of-a-kind property. The main residence spans over 9,364 square feet and is thoughtfully designed for refined living and grand-scale entertaining. A dramatic two-story foyer with sweeping double staircases opens to richly appointed formal and informal living spaces accented by custom millwork, crown moldings, hardwood flooring, and four fireplaces. At the heart of the home, the chef’s kitchen impresses with coffered ceilings, expansive island, commercial-grade range, double wall ovens, and premier Viking, Sub-Zero, and Wolf appliances, along with an induction cooktop and icemaker. A well-appointed butler’s pantry ensures seamless entertaining, while the adjoining Grill Room—featuring an infrared grill, Viking beverage cooler, and Sub-Zero icemaker—offers a relaxed gathering space. The primary suite is a private retreat with fireplace, mood lighting, generous walk-in closets, and dual doors leading to a private balcony overlooking the grounds. The spa-inspired bath includes double vanities, a tiled shower, and soaking tub. All additional bedrooms in the main residence are ensuite, offering comfort and privacy for family and guests. Outdoor living rivals a private resort, highlighted by a 40’ x 20’ heated saltwater infinity pool with swim ledge, hot tub, outdoor kitchen, covered porch, expansive patios, and firepit—perfect for year-round enjoyment amid mature landscaping, a tranquil pond, and sweeping rural views. Automobile collectors will appreciate the estate’s unparalleled garage facilities. A detached brick automotive gallery features a nine-bay, climate-controlled showcase garage with CHI aluminum tinted glass doors, polished concrete floors, and premium climate control—ideal for preserving and displaying a museum-quality collection. Above, a fully appointed three-bedroom, two-bath guest residence offers a kitchen and multiple living spaces. Two additional fully insulated, climate-controlled 50’ x 75’ garages with 12-foot overhead doors and professional-grade lifts provide exceptional flexibility. An oversized storage building and run-in to the rear further enhances the property’s versatility. Hobbyists, from automobile collectors to equestrian enthusiasts, will be delighted to make use of the many large accessory structures on the property. Additional features include a comprehensive security and surveillance system, private gated entrance, 60-zone irrigation system, whole-property surround sound, & Comcast fiber internet. This is more than a home—it is a destination estate offering an elevated lifestyle for those who value privacy, craftsmanship, and automotive excellence in a refined Eastern Shore setting. IMPORTANT NOTES: Property consists of three parcels with separate addresses/taxes, portions of which are leased for agricultural use through December 2025. The irrigation system has a mainline break beneath a garage and will not be repaired by the seller. Quotes for repair or replacement are available for review.in documents. Front garage has suffered water damage and in the process of being remediated but seller will not be making repairs to the garage or apartment. Estimates for the remediation (which seller is doing) and the repair of damaged area is uploaded in MLS disclosure docs. All agents/buyers touring MUST sign a Hold Harmless Document prior to entering the garage/apartment. Property is being sold AS-IS/WHERE-IS with all faults. Contact listing agent(s) with any questions. ***Please do not enter lane to property without a confirmed appointment.

4218 Harmony Road, Preston

$529,000
4 Beds 4 Baths VACV2010316 MLS
Outstanding 2-Story Craftsman with 2 Primary Suites in Beautiful Lake Caroline! This Stately Home built in 2017 by Premier Builders still shows like a model inside & out and is WATERVIEW TOO! With 9 feet ceilings this OPEN CONCEPT with Living/Dining/Kitchen creates large area for family gatherings & entertaining your Lakehouse Guests. Additional Flex Office - Study upon entering is perfect for a home office. Gourmet Kitchen area with Island Sink, Beautiful Cabinets & Stainless-Steel Appliances, Granite Counters & Pantry. First Floor Primary En-Suite with large Closet, Primary Bath with Custom Tiled Shower with a Transom Window feature - all this on the main floor! Upstairs you will find 2nd Primary Suite with Vaulted Ceilings, leading out to your Balcony overlooking the Lake across the street. Connecting Primary Bath with Double Vanities, Soaker Tub & a Custom Tiled Shower. Large Hallway area for additional seating options - Full Hall Bath along with Bedroom 3 & 4 with Pull Down Attic Steps for more Storage Options. Outside you will find nice corner lot with side load 2 car garage, matching detached shed, shrubbery & a landscaped lawn. Lake Caroline is located just off I-95 between Ashland & Fredericksburg - perfect for commuters all around. Lake Caroline is a Full-Service Lake Offering: Boating, Fishing, Swim, Water & Wakeboard Skiing, Jet-Ski, Pontooning, Kayak & Paddleboard. 2 Sandy Beaches with designated Swimming Areas, Clubhouse, Pool, Playgrounds, Tennis, Pickleball & Basketball Courts too. Close to Shopping, Pendleton Golf, Local YMCA, Library, Caroline Theater, Farmers Market & not far from Dominion Raceway, Lake Anna, Kings Dominion, Virginia State Fair Grounds & Meadow Event Venue, Historic Town of Bowling Green & Port Royal and the New Kalahari Indoor Waterpark Opening SOON! Buy Now for Summertime Fun at THE LAKE !

269 Lake Caroline Dr, Ruther Glen

$625,000
4 Beds 4 Baths VACV2010338 MLS
3.25% Assumable VA loan!! If you've been dreaming of space, privacy, and a home that is truly move-in ready, this one deserves a spot at the top of your list. Situated on 2.35 wooded acres just minutes from I-95, this beautiful property offers the perfect blend of peaceful country living and commuter convenience, complete with high-speed fiber optic internet. The welcoming front porch sets the tone for what's inside. The main level features hardwood floors and tile throughout, and a spacious, functional floor plan. The open-concept kitchen flows seamlessly into the massive family room with a gas fireplace, creating the ideal gathering space for everyday living and entertaining. The kitchen has been upgraded with brand-new, top-of-the-line GE Café Series appliances. A formal dining room and a flexible front room provide options for a home office, sitting room, or additional living space. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with a tray ceiling, dual walk-in closets, and a private bath featuring a soaking tub and separate walk-in shower. The upper-level laundry room includes a new high-end front-load washer and dryer, making everyday chores a little easier. The finished walk up basement offers incredible versatility with a recreation room, full bathroom, custom built-in bar with sink, full-size refrigerator, and a fifth room that could be used as a gym or bedroom (not to code). Whether you're hosting game day gatherings, creating the ultimate entertainment space, or accommodating guests or multigenerational living, this lower level delivers. Additional highlights include over 4,000 finished square feet, a brand-new storage shed, newly installed (and owned) propane tanks, a whole-house Generac generator, spacious rooms throughout, and a private backyard that backs to trees, creating your own rural oasis. Enjoy the tranquility of country living without sacrificing convenience—this exceptional home offers the best of both worlds.

22088 Landora Bridge Rd, Ruther Glen

$1,500,000
3 Beds 4 Baths MDCM2007284 MLS
Income-producing poultry farm situated on approximately 38.17 acres in desirable Caroline County, featuring four state-of-the-art “Tier 3” tunnel poultry houses with a combined capacity of approximately 110,000 broiler chickens. Built in 1993, the four 40’ x 500’ houses are equipped with Rotem Platinum+ controllers, Shore Time computerized controls, alarm systems, recirculation cooling pads, 6” cooling pads, conventional heat, and a 175 kW generator with a Perkins diesel engine and auto transfer switch for efficient and reliable operation. Recent improvements include a new manure shed and updated metal siding on the poultry houses. The operation also benefits from consistent poultry placement through Perdue with chicken deliveries approximately every two weeks. The property offers multiple income streams, including poultry production, rental income from a renovated mobile home, and income from farmland, a grain bin, and a hay shed. The mobile home was renovated around 2015 and features ductless HVAC, propane backup heat, propane range, refrigerator, washer and dryer, and electric water heater. The refurbished 3-bedroom, 3.5-bath farmhouse, originally believed to date back to approximately 1890, was extensively updated in 2024 and blends historic charm with modern comfort and functionality. Multiple outbuildings provide excellent utility, storage, and operational support, with room for future expansion subject to Caroline County approvals. Conveniently located within Maryland’s Eastern Shore agricultural corridor, this farm offers easy access to major routes connecting to the Delaware beaches, Annapolis, Easton, Denton, and the Chesapeake Bay region. Enjoy the privacy and open space of country living while still being within reach of shopping, restaurants, farm supply stores, marinas, and outdoor recreation, hunting, fishing, and boating. The surrounding area is known for its strong farming community, scenic rural landscapes, and access to local parks, waterfront attractions, and small-town amenities. An exceptional opportunity for poultry growers, investors, or owner-operators seeking a turnkey, income-producing agricultural operation with additional rental and farmland income potential. The property is being sold strictly “as-is, where-is.”

7347 Harmony Rd, Preston

$1,550,000
5 Beds 5 Baths MDCM2006964 MLS
Wake up to sunrise on the Choptank River and wind down with some of the most stunning sunsets on the Eastern Shore — with Ospreys, Eagles, Herons, and an abundance of wildlife as your daily backdrop. This stunning 4,853 sq ft waterfront estate sits on 2.44 acres with 268 feet of private river frontage, putting you right on the water and just steps from the best of historic downtown Denton. Built in 2006 and extensively renovated in 2016, this 5-bed, 4.5-bath home has been meticulously maintained — nothing to do but move in. Two private primary suites on the main level each offer a serene river view retreat, ideal for multi-generational living or hosting guests in style. Three additional bedrooms upstairs provide room to spread out. Soaring 9-ft ceilings, hardwood floors with a dark walnut finish, maple paneling, and a custom Hagerstown Kitchens kitchen set the tone for quality throughout. Entertain on the brand-new Trex deck (2025) or unwind on the screened porch with spectacular western sunsets — and those views are yours forever. The land across the river is a protected Resource Conservation Area. All major systems are in excellent condition and maintained on yearly service contracts: three Carrier variable-speed HVAC units, dual Rinnai tankless water heaters, closed-cell foam insulation, and Hardie Board siding. The private dock features 8 ft MLW, a boat lift, and dedicated kayak dock with water, 240V power, and security cameras — accessed via hand-laid stone steps. Ospreys, Eagles, Herons, and Owls are regular visitors. A dedicated wellness room with river view includes a voice-command sauna, cold plunge, full shower, and workout space. The 3-bay epoxy-floored garage with LED lighting offers abundant storage for all your gear. A short walk to historic downtown Denton — an Eastern Shore best-kept secret with Eden Town Brewery, award-winning Caroline's Restaurant, Clayton Farms, and Shore Gourmet and the Chesapeake Culinary Center. Easton, St. Michaels, and Oxford are less than 30 minutes away, while Annapolis, Ocean City, Rehoboth Beach, Assateague, and Chincoteague are all within roughly an hour. You're already in the heart of it all.

322 S 2nd St, Denton

$426,000
4 Beds 4 Baths MDCM2007346 MLS
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

$592,500
4 Beds 5 Baths MDCM2006542 MLS
Welcome to 24712 Tribbett Circle — a beautifully appointed 2016-built home set on 2.43 pristine acres in one of Ridgely’s most desirable neighborhoods. This luxurious 4-bedroom, 4-bathroom property seamlessly blends timeless style with modern comfort, offering an exceptional living experience both inside and out. The main level is adorned with rich bamboo flooring, creating a warm and sophisticated ambiance throughout. At the heart of the home, the spacious and thoughtfully updated kitchen features abundant cabinetry, premium finishes, and an intuitive layout ideal for everyday living as well as elevated entertaining. Its open design enhances natural light and promotes a seamless flow between rooms. A main-floor bedroom with an adjacent full bathroom adds valuable versatility—perfect for an in-law suite, private guest accommodations, or a first-floor primary suite for long-term convenience. The partially finished basement extends the home’s functionality even further, offering ample room for a recreation area, media space, home gym, or entertainment lounge. A standout highlight is its direct outdoor access, allowing effortless movement between indoor and outdoor living spaces. Outside, the property truly shines. Step into your own private backyard oasis, complete with a low-maintenance composite deck and a generous concrete patio ideal for outdoor dining, grilling, or relaxing by a firepit. Beyond the patio, the home features an expansive, open backyard that provides exceptional opportunities for future enhancements—such as a pool, children’s play area, gardens, or any outdoor amenity you envision. The acreage offers both privacy and unmatched flexibility, a rare find in a neighborhood setting. With its upscale finishes, thoughtful layout, modern 2016 construction, and premier homesite, 24712 Tribbett Circle offers an elevated lifestyle in a peaceful, sought-after community. This is a property that truly stands out—schedule your private tour today.

24712 Tribbett Circle, Ridgely

$459,900
3 Beds 3 Baths MDCM2007318 MLS
Blending warmth, character, and thoughtful updates, this beautifully maintained post-and-beam home offers a truly inviting living experience both inside and out. The spacious main level features all tile flooring, a huge living room anchored by a cozy wood stove, a flexible study/sitting room, and a charming 3-season room. The kitchen and dining combination creates an ideal gathering space with granite countertops, freshly painted cabinetry, and easy access to the mudroom/laundry area. Radiant heat serves as the primary heat source, adding efficient comfort throughout the home, while a convenient half bath completes the first floor. Upstairs, hardwood floors run throughout all three bedrooms, including a spacious primary suite with heated bathroom floors, soaking tub, and separate shower. The hall bath has been tastefully updated with a tile shower and upgraded vanity. Additional improvements include added insulation along the sides of the home, new drywall throughout, a metal roof, and a dry basement with French drain system, dehumidifier, and storage space. Outdoor living shines with a large wood porch overlooking the fenced backyard with mature native gardens.. A detached oversized two-car garage and additional rear parking via alley access provide plenty of space for vehicles, hobbies, or storage. This home combines timeless charm, functional updates, and exceptional comfort in a setting designed to enjoy year-round.

128 Main St, Preston

$700,000
3 Beds 2 Baths MDCM2007280 MLS
STOP, LOOK, and READ...this may be exactly the property you’ve been searching for!! RESIDENTIAL / COMMERCIAL OPPORTUNITY – Zoned C-2, this versatile multi-use property offers endless possibilities! Relocate your business, expand to a second location, or launch your next venture while enjoying the convenience of living and working side by side on this incredible 2+ acre property. This unique opportunity features a spacious all-brick home paired with a large commercial building designed for flexibility and function. The commercial space includes a showroom, mechanic area with lift, two offices, two bathrooms, heat and air conditioning, and an expansive paved parking lot. Previously operated as a dealership, the seller still holds a trader’s license, offering exceptional potential for a variety of business uses. The well-maintained home offers 3 spacious bedrooms and 2 full baths, along with a comfortable living room, dining room, and kitchen featuring stainless steel appliances. Additional highlights include hardwood floors beneath the carpet, a welcoming front porch, full basement, attached carport, and paved driveway. Some major improvements have already been completed, including a new roof (2025), new gutters with leaf protection (2025), and a new deep well (2025). The commercial building and home are separately metered and each have their own well and septic systems. The seller was in the process of subdividing the property, with much of the work already completed. This creates additional flexibility and potential for future owners, as a buyer may choose to complete the subdivision process, allowing the house and commercial building to be sold or leased separately. Buyer to verify all zoning, permitted uses, and business opportunities with the county and conduct their own due diligence regarding sudivision status and intended use of the property. Contact me today for more information or to schedule your private tour. Properties like this don’t come around often, act fast and secure your future before it's gone.

14236 Drapers Mill Rd, Greensboro

$4,750,000
4 Beds 3 Baths MDCM2006750 MLS
Beautiful farmstead situated on 410± acres, featuring 355± acres of highly productive tillable ground with approximately 210± acres under irrigation. The irrigation system consists of two pivots supplied by well water, supporting efficient and reliable crop production. The property includes a very well-maintained two-story, custom home that offers comfort, space and functionality. The upper level features a private bedroom and bathroom, walk-in closet, living room, and office space highlighted by a cozy wood-burning stove. Two large balconies on the upper level provide stunning pastoral views overlooking the farm. The main level includes three additional bedrooms, one full bathroom and one half bathroom, and an inviting gourmet kitchen and dining area with a large island and two skylights that flood the space with natural light—one positioned over the kitchen and one over the dining area. Adjacent to the kitchen is a large, comfortable living room with a wood-burning stove. A hallway on the main level leads to the convenient half bath, mud room and laundry room, enhancing the home’s practicality for farm living. The first floor also features a storage room and utility / mechanical room with interior and exterior access. Outdoors, enjoy a deck off the the kitchen / dining area, paved basketball court located just behind the home and pastoral views. Approximately 100 yards from the residence is a large farm building ideal for storing farm machinery and crop equipment. This property presents an excellent opportunity to own a high-quality agricultural operation paired with a welcoming country residence. Professional Photos Coming Soon

25056 E Cherry Lane, Greensboro

$1,250,000
5 Beds 5 Baths CVR-2611659 MLS
Welcome to your waterfront retreat on the Rappahannock River—where comfort, nature, and thoughtful design meet. This custom all-brick Colonial sits on 3.44 acres, directly across from the Rappahannock River Valley National Wildlife Refuge, offering sweeping river and wildlife views. At the heart of the home, the chef’s kitchen features Silestone countertops, a spacious island for six, a Wolf 5-burner gas range with hood, stainless steel appliances, a butler’s pantry, and elegant tile floors. Whether preparing a meal or entertaining, the river views from the kitchen make it a favorite spot for gathering. The family room is designed for relaxation, with a see-through gas fireplace and floor-to-ceiling windows framing the water. In the primary suite, enjoy trey ceilings, hardwood floors, a wet bar, a see-through fireplace, a custom bath with oversized jetted tub, and your own sitting area—perfect for peaceful river views each morning. Host gatherings or quiet evenings on the brick terrace or covered porch. Launch your boat from the private covered boathouse, with electric and jet ski lifts, or head out for kayaking, paddleboarding, fishing, or just soaking in the sights of ospreys and bald eagles. The dock is perfect for lunch or enjoying sunrises and sunsets. Downstairs, a full basement offers storage, finished living spaces with a kitchenette, a full bath, and separate private access. The Savaria elevator connects all three levels. Upstairs, four large bedrooms with Jack-and-Jill baths welcome family and guests. The fenced wrought iron yard is ideal for pets or children, while the refuge across the street offers hiking and endless views. Located in Port Royal, you’re only 25 miles from Fredericksburg, 17 miles from the Massaponax VRE, 16 miles from Dahlgren, and about an hour from Richmond or DC—a rare blend of privacy, natural beauty, and easy access.

1181 Caroline Street, Port Royal

$575,000
5 Beds 4 Baths VACV2009834 MLS
Welcome to 17210 Perinchief St, a stunning 5 bedroom, 3.5 bathroom, 4200+ square foot masterpeice, spanning 3 finished levels, in the highly sought-after area of Ladysmith Village. Before you even enter the home, you are greeted with a full size porch, front-load two-car garage with 4+ parking spaces in the driveway, and a slight peak at what’s waiting for you in the backyard! Heading inside, you are immediately transformed into elegance - the entire home has been reimagained from its original state, from top to bottom. The main level boasts 2 custom-designed offices, a formal dining area, re-imagined half bathroom, custom coat closet with hand-crafted shelving, a spacious family room with built in cabinetry, surround sound speakers, and a custom-designed fireplace, and last but not least - a completely redesigned gourmet kitchen, complete with an Ilve Induction range, custom vent hood, quartz countertops, defined pantry, separate beverage station with its own fridge and freezer, ample seating at the counter, as well as a sunroom with additional dining space, and more storage than you can even imagine! Rounding out the back of the home is a complete wall of picture-frame windows, highlighting the picturesque backyard, which features extensive custom hardscaping, professional landscaping designed for effortless outdoor enjoyment, a separate pathway leading to the front of the home, and a fully fenced backyard. Heading upstairs, you are enveloped by a soaring two-story custom staircase with wrought-iron spindles and crafted newel posts, leading you to four thoughtfully redesigned bedrooms including the primary suite, 2 renovated full bathrooms, and your first of two laundry rooms! Heading downstairs, you will find a finished basement boasting a full bedroom and bathroom, living room with built in cabinetry, dining nook, an additional beverage bar (with plumbing ready for a sink) and a full refrigerator/freezer, the second full laundry room, and dedicated exterior entrance, perfect for in-laws, adult children, and/or guests. There is also 314 square feet of unfinished storage space, with two separate access points. This home is truly a move-in ready, one-of-a-kind gem, ready for its next owners!

17210 Perinchief Street, Ruther Glen

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2750+ Sq. Ft. Caroline Real Estate