Caroline County, VA Real Estate Search

Caroline County, VA Single Family Homes for Sale

Caroline County, VA offers a diverse selection of single-family homes for sale, appealing to a range of buyers from first-time homeowners to those seeking a tranquil retreat. This picturesque county, located conveniently between Richmond and Fredericksburg, features charming neighborhoods with ample outdoor space, making it ideal for families and nature enthusiasts alike. Prospective homeowners can explore various architectural styles, from traditional to modern designs, often set on spacious lots that provide both privacy and opportunities for outdoor activities. With its rich history, vibrant community, and access to local amenities, Caroline County presents an attractive market for single-family homes that combines the serenity of rural living with proximity to urban conveniences.

Our website features the best real estate search for single family homes available in Caroline County, VA and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Caroline County, VA Single Family Homes for Sale

$629,000
4 Beds 3 Baths
Welcome to 132 Deep Shore Rd—an inviting homestead set on more than 3 acres of beautifully maintained gardens, thoughtfully designed outdoor spaces, and versatile outbuildings. From greenhouse and herb beds to a dedicated drying room and casual nooks for lounging, every corner invites you to savor the seasons. Inside, this spacious home offers over 2,700 sq ft with 4 bedrooms and 2.5 baths. An open den with brick tile flooring flows to a charming side porch with a swing—perfect for evening breezes and views of the yard. Warm hardwood floors carry through the dining room and into the kitchen and family room, creating an easy, open flow ideal for everyday living and entertaining. The family room centers around a gas fireplace with a handcrafted black walnut mantel, while a granite-topped built-in serves as a convenient entertainment hub. The chef’s kitchen features quartz countertops, double ovens, a gas cooktop with hood, and generous storage. Three well-appointed bedrooms sit on one side of the home—one showcasing a custom bedframe with built-in storage, another featuring a clever Murphy bed and its own half bath. The private primary suite is tucked on the opposite side and includes a walk-in closet with custom built-ins and an en suite bath. Outdoors, the property is a hobbyist’s dream. You’ll find multiple outbuildings for storage and projects, along with 5 frost-proof yard spigots plus 2 additional spigots on the home for effortless garden care. A 50' x 30' garage is paired with an attached 10' x 30' sunroom. The main shop includes a large storage area, parking, a substantial wood shop, and an additional garage bay equipped with a 7,000 lb. lift. Enjoy all the comforts of home in the shop and sunroom as they offer Heat and Air. Electric as well in all other outbuildings as well. Location is the finishing touch: directly across from the front entrance to Martinek State Park, offering camping, trails, a playground, picnic areas, a public boat ramp, and fishing on Watts Creek with direct access to the Choptank River. Here, you’re surrounded by nature, recreation, and room to grow—an exceptional blend of comfort, craft, and country living at 132 Deep Shore Rd.

132 Deep Shore Rd, Denton

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

$315,000
3 Beds 2 Baths
The seller is motivated and covering your first full year of HOA fees. Now let's talk about the house. Every detail inside 3 Boston Cove has been thought through. This home has been fully renovated down to the crawl space... the seller spent real time and money making sure it was in tip-top shape so you're not worrying about structural surprises down the road. The kitchen is all new and open, but still has good separation from the main living space. You're not going to hear the dishwasher running while you're watching a movie. The full bath has modern, elegant finishes that are easy on the eyes with plenty of room to move around. The half bath shares with the laundry, which means you've got a built-in drop zone for the yard clothes after a day outside. And no millennial gray here. The seller went with 2026 finishes instead of that played-out 2020 gray. It feels current without trying too hard. Entertaining is easy. Circle driveway with plenty of parking, tucked in a cul-de-sac off the main road. Welcoming brick exterior. One level. A cute rancher that works whether you're just starting out or you're an empty nester looking for some community fun on the lake. Gated Lake Caroline community with lake access, a pool, and the kind of summers that keep people here. Under 10 minutes to I-95, easy access to Fredericksburg, Richmond, and historic Bowling Green. Caroline County schools. This one rewards the people who walk through the door

3 Boston Cv, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact: 8668257169

$445,900
4 Beds 3 Baths
Possible 2.25% VA assumable loan! Skip the builder delays, upgrade costs, and unfinished projects. This move-in-ready 4-bedroom home in South River already offers the features buyers are paying extra for: a maintenance-free deck, a vinyl privacy fence, an irrigation system, a partially finished basement, and smart upgrades. The open-concept main level creates a seamless flow among the kitchen, dining, and family rooms, making everyday living and entertaining simple. The kitchen offers abundant cabinetry, an upgraded refrigerator, a spacious pantry, and great sightlines throughout the main living area. Upstairs, you’ll find four bedrooms, including a spacious primary suite with a private bath, while a secondary bedroom features custom built-in bookcases perfect for a home office, reading space, or flex room. Need more room? The partially finished walk-out basement offers a massive rec room, plus potential to add an additional bedroom and full bath. Outside is where this home separates itself from new construction. Enjoy a welcoming country front porch, established landscaping, fenced backyard privacy, and upgrades already completed so you can move in and start enjoying your home immediately. Located minutes from I-95, between Richmond and Fredericksburg, in a sidewalk-lined community with amenities, this home combines commuter convenience with the space buyers are seeking. Homes with this amount of finished space, upgrades, and outdoor living do not come move-in ready every day. Schedule your showing today.

6659 Sacagawea St, Ruther Glen

Listing courtesy of Coldwell Banker Elite. Contact: 5403730100

$510,000
4 Beds 3 Baths
Welcome home to effortless living in this nearly new, 3-year-old Richmond American beauty—where modern design meets everyday comfort and convenience. Why wait to build when you can move right into a home that already has the upgrades, space, and premium lot you’ve been searching for? Step inside to a bright, open floor plan designed for the way you live today. The heart of the home flows seamlessly from the kitchen to the living and dining areas—perfect for entertaining or simply enjoying time at home. A main-level bedroom with a full bath offers incredible flexibility for guests, multi-generational living, or a private home office. Upstairs, you’ll find even more space to love, including a versatile loft—ideal for a playroom, media room, or second living area. The oversized upper-level laundry room adds everyday convenience, while the spacious bedrooms provide comfort for everyone. The outdoor space is just as impressive. Enjoy a low-maintenance composite deck overlooking your premium cul-de-sac lot that backs to peaceful green space—perfect for relaxing evenings or hosting gatherings. The backyard is ready for fun with a swing set already in place, making it easy to enjoy from day one. Looking for room to grow? The unfinished basement offers incredible potential, complete with a full bath rough-in and the option to add a 5th legal bedroom—customize it to fit your needs and build instant equity. Located in the sought-after, amenity-rich community of Pendleton, you’ll enjoy access to a pool, playground, pickleball courts, dog park, and golf course. Plus, you’re just minutes from major commuter routes, shopping, and dining—bringing convenience to your doorstep. With countless upgrades beyond builder standards and true move-in ready condition, this home checks every box. Skip the wait and start living the lifestyle you’ve been dreaming of!

7109 State Way, Ruther Glen

Listing courtesy of Coldwell Banker Elite. Contact:

$750,000
4 Beds 3 Baths
Price just reduced to $750,000! — Motivated sellers! Beautiful 2021 updated home surrounded by 34+ acres of beautiful, flat farmland, this Bowling Green estate offers sweeping views, exceptional privacy, and a serene rural backdrop. A long private driveway creates an elegant sense of arrival, leading to a residence designed with comfort, connection, and understated sophistication. Inside, the open‑concept layout flows effortlessly between living spaces, highlighted by a warm wood‑burning fireplace that serves as a timeless focal point for intimate gatherings and relaxed evenings. The expansive acreage is the true hallmark of the property—scenic, versatile, and remarkably peaceful. Currently home to chickens and cattle, the land supports a wide range of elevated lifestyle possibilities, from agricultural ventures to equestrian use, recreational enjoyment, or simply the luxury of owning uninterrupted countryside and breathtaking sunsets across your own fields. The surrounding area enhances the estate’s tranquility with thoughtful conveniences. A nearby farmer’s market provides access to fresh, locally sourced goods, while dining options such as Los Dos Amigos offer easy, close‑to‑home enjoyment. Despite its quiet setting, the property remains comfortably connected to regional travel routes and everyday amenities, creating an ideal balance of seclusion and accessibility. Altogether, this estate presents a rare opportunity, and the beauty of open land—a lifestyle defined by privacy, and the freedom to create your own vision!

19178 Seals Rd, Bowling Green

Listing courtesy of Keller Williams Realty. Contact: (703) 679-1700

$299,990
4 Beds 2 Baths
Come discover 121 Hobbs Street, a new home under construction in the quaint Kinnamon Meadows community of Greensboro, MD. The Helena is an inviting 1,460 square foot cottage-style ranch home that offers four bedrooms, two bathrooms, and a one-car garage. The long, welcoming foyer of this home allows for the three guest bedrooms and guest bathroom to be separate from the living areas of the home. The oversized great room with an abundance of natural light is open to the kitchen making an ideal space to entertain or spend time together with loved ones. The main bedroom is privately tucked away from the great room and features a walk-in closet and a private, full bathroom. The functional kitchen offers plenty of cabinet space, stainless steel appliances, a sizeable island with room for seating and a pantry closet. The home’s fourth bedroom is situated away from the other bedrooms providing the opportunity for a home office, hobby room or playroom. The laundry room is nestled off the kitchen. 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.

121 Hobbs St, Greensboro

Listing courtesy of D.R. Horton Realty of Virginia, LLC. Contact: 3017013700

$549,900
2 Beds 2 Baths
Set along the widest stretch of Lake Caroline, this completely updated waterfront retreat offers sweeping views, easy outdoor living, and access to one of the region’s most amenity-rich private lake communities! 68 Saratoga Cove in Ruther Glen boasts a fully renovated home, resting on a .63-acre lot. The setting is a standout, folks! Positioned on the main body of the lake, the property enjoys open vistas across the water, with uninterrupted sightlines that shift throughout the day. The front yard is flat and grassy with a recently paved asphalt driveway offering generous parking, while the backyard extends seamlessly to the shoreline with a private dock, floating jet ski platform, and a dedicated launch for kayaks and canoes. A large waterfront patio creates a natural gathering space, complemented by a second lounging area at the dock for entertaining and room to host. The home’s exterior is classic, simple and functional, with a gray façade accented by black shutters. Inside, the home is all like-new, resulting in a clean, cohesive interior. The kitchen anchors the space with white cabinetry, stainless steel appliances, granite countertops, and luxury vinyl plank flooring that runs throughout the main areas. The open layout flows from the kitchen into a dining space and onward to a comfortable living area, with natural light and lake views drawing the eye outward. The primary bedroom is located just off the kitchen and features an updated ensuite bath with a walk-in shower outfitted with body jets, a bench, and handheld fixture, along with a double-door closet. A secondary bedroom and full hall bath offer additional accommodations, while a discreet laundry area with full-size washer and dryer is tucked behind pocket doors. The lakeside addition serves as a flexible lake room, with expansive windows, two closets, and direct access to the patio, making it well-suited as a family room, office, or entertaining space. The world is your oyster here – all with a lake view! Recent system updates include a new HVAC system, a separate split system for the lake room, and a tankless water heater, all completed in 2022. Residents of Lake Caroline enjoy access to a gated community with a private lake for boating, fishing, kayaking, and jet skis, along with a swimming pool, tennis and pickleball courts, basketball courts, parks, community docks, and year-round events. With this location, multiple parks, golf, shopping, dining, grocery, and I-95 access (Ladysmith and Ruther Glen exits) are within 10 minutes, and the hearts of Richmond and Fredericksburg are within 35 minutes. At 68 Saratoga Cove in Ruther Glen, the balance of waterfront living and everyday convenience comes into clear focus. We hope you will come enjoy your best summer yet here at this perfect lake home!

68 Saratoga Cv, Ruther Glen

Listing courtesy of Porch & Stable Realty, LLC. Contact:

$320,000
4 Beds 2 Baths
PRICE IMPROVEMENT! Seller is willing to contribute $9,750 toward Buyer’s allowable closing costs and prepaid expenses with an acceptable offer. Great opportunity for Buyers to reduce their out-of-pocket costs! Welcome to Lake Land’Or—where opportunity meets value! This 3-bedroom, 2-bath split foyer sits on a spacious lot and offers the perfect chance to build instant equity. Featuring a fenced-in backyard ideal for pets, play, or entertaining, this home also includes a potential 4th bedroom (not to code) for added flexibility. Priced approximately $25,000 below market value, this is a rare find for buyers looking to customize and create their dream home. With some cosmetic updates like carpet and paint, you can truly make this home your own. Being sold AS-IS, this property is perfect for savvy buyers, investors, or anyone looking to take advantage of renovation financing. Ask about the FHA 203(k) rehab loan—a powerful tool that allows you to finance both the purchase and renovations, making your vision a reality for less than you might think! Don’t miss this chance to own in a sought-after community at an unbeatable price—schedule your showing today and unlock the potential! Key Features & Highlights: Split foyer design with versatile living spaces Large lot with endless possibilities Fully fenced backyard – perfect for entertaining & pets Bonus room / potential 4th bedroom (not to code) Access to lake, beaches, and community amenities Convenient location with easy access to major routes This is a must-see opportunity to own in one of the area's most sought-after lake communities—don’t miss your chance to call this one home!

877 Campers Ln, Ruther Glen

Listing courtesy of Q Real Estate, LLC. Contact:

$425,000
4 Beds 3 Baths
Welcome to 1709 Cattail Commons Way, located in the highly desirable Savannah Overlook community in Denton, MD. This beautifully maintained 4-bedroom, 2.5-bath home offers a spacious open floor plan, modern upgrades, and move-in ready convenience—perfect for today’s buyer seeking comfort, functionality, and style. The main level features a bright and open layout ideal for both everyday living and entertaining. The gourmet kitchen serves as the heart of the home, complete with an oversized island, stainless steel appliances, a newer refrigerator and microwave (just 3 years old), and a huge walk-in pantry with custom wood shelving. The kitchen flows seamlessly into the family room, where a cozy gas fireplace and views of the fully fenced backyard create an inviting atmosphere. A dedicated home office and convenient powder room complete the first floor. Upstairs, you’ll find a versatile second living area—perfect for a media room, playroom, or additional lounge space. All four bedrooms are located on this level, including a spacious primary suite featuring a tiled walk-in shower with glass doors, a deep soaking tub, double vanities, and a large walk-in closet. Two full bathrooms upstairs provide ease for daily living. This home is loaded with valuable upgrades, including a whole-home soft water system and an under-the-counter reverse osmosis system for high-quality drinking water. The separate laundry room includes a brand new washer and dryer along with custom shelving for added storage. Additional features include a two-car garage and no carpet throughout the home. Situated on a premium corner lot, the outdoor space is designed for enjoyment with a fully fenced yard, a large Trex deck with solar lighting, and a storage shed—perfect for entertaining, pets, or relaxing evenings. Located just minutes from the Choptank River, enjoy easy access to boating, fishing, and waterfront activities—all while being outside of a flood zone. Denton offers a charming small-town atmosphere with local shops, restaurants, and community events, while still providing convenient access for commuters. The Chesapeake Bay Bridge is approximately 35–45 minutes away, and Delaware beaches such as Rehoboth, Lewes, and Bethany are within about 55–65 miles. If you're searching for a move-in ready home in Denton, MD with modern upgrades, flexible living space, and a prime location near the water, 1709 Cattail Commons Way is a must-see.

1709 Cattail Commons Way, Denton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$374,000
3 Beds 2 Baths
Move-In Ready One-Level Ranch in Bowling Green – $30K+ Updates! NOW AVAILABLE! This beautifully updated 2021 DR Horton Lismore model at 16032 Grant Ct offers 1,531 sqft of comfortable one-level living with 3 bedrooms and 2 full baths. Fresh custom paint throughout and over $30,000 in recent upgrades (2022-2023 luxury vinyl plank flooring, stone paver patio & walkway, aluminum fencing, generator rough-in, new AC unit, and more) make this home truly turnkey. Highlights Include: Open Kitchen & Living: Granite counters, upgraded stainless appliances, oversized island, spacious pantry—perfect for entertaining or everyday meals. Primary Suite: Private bath with walk-in closet for ultimate convenience. Outdoor Oasis: Fully fenced rear yard with paver patio, irrigation system—ideal for pets, relaxation, or BBQs. Practical Perks: 2-car garage, main-level laundry with washer/dryer included, functional layout ideal for starters, downsizers, or commuters. Located minutes from downtown Bowling Green shops, restaurants (try Mixing Bowl Bakery!), and with easy access to I-95 (quick trips to Fredericksburg or Richmond) and Route 17. Enjoy the upcoming Kalahari Resorts & Conventions—Virginia’s largest indoor waterpark just 15 minutes away! Priced at $374,000 with low HOA ( $47/mo). Don’t miss this opportunity—schedule your showing today and move right in! *Some photos staged using AI*

16032 Grant Ct, Bowling Green

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$579,900
4 Beds 3 Baths
Welcome to this meticulously crafted 2023 contemporary farmhouse, perfectly positioned on a spacious .85-acre lot in the established community of Ashworth. Offering 3,168 square feet, 4 bedrooms, and 2.5 baths, this beautifully designed home blends timeless farmhouse charm with modern finishes and thoughtful upgrades throughout. The striking exterior showcases classic white siding, bold black trim, and expansive windows that create an inviting first impression. Inside, the open-concept layout features luxury vinyl plank flooring, soaring ceilings, and abundant natural light. The great room is anchored by a decorative gas fireplace, offering both comfort and style. The kitchen is designed to impress with granite countertops, stainless steel appliances, a large center island, and a NEW Samsung smart refrigerator. Custom cabinetry, subway tile backsplash, and a pot filler complete the space with both function and flair. Just off the kitchen, the dining area is filled with natural light and opens seamlessly to a spacious deck with a privacy wall—overlooking the expansive, level backyard ideal for entertaining, play, or relaxing. Upstairs, generously sized secondary bedrooms share a well-appointed hall bath, while the primary suite offers a peaceful retreat with a large walk-in closet and spa-like bath featuring a double vanity, custom tile flooring, and an oversized shower. A NEW GE smart washer and dryer are conveniently located on the bedroom level. The fully finished lower level provides flexible space perfect for a home office, gym, or recreation area. The attached sideload two-car garage offers ample parking and additional storage. The home is also wired with Cat6 cable, ideal for modern living, work-from-home needs, and entertainment. Located in the charming town of Ridgely, Ashworth offers a welcoming community setting with convenient access to local shops, dining, and outdoor recreation. Enjoy nearby Martinak State Park with trails, waterfront activities, and scenic picnic areas. Commuters will appreciate easy access to Easton, Denton, Route 404, Route 50, the Bay Bridge, and the beaches of Maryland and Delaware. A perfect blend of quality, style, and location—this is the one you’ve been waiting for. Mortgage savings may be available for buyers of this listing.

24766 Tribbett Cir, Ridgely

Listing courtesy of Redfin Corp. Contact: 3016586186

$669,000
4 Beds 3 Baths
Price Reduction! Motivated Seller. Welcome to 1108 Camp Street, sits on over 14 acres of land where modern comfort meets elegant design through an extensive list of upgrades that enhance both functionality and style. Secluded in a great location for Dirt biking, bow hunting. The included outbuilding is great for car enthusiast. This home features stunning stone work on both the front and back, framing the house in natural beauty and providing a warm welcome. The meticulously crafted stone walls create an inviting outdoor ambiance. Venture beneath the home and discover a 4-foot rat trap encapsulated crawl space, ensuring a clean and dry environment for your peace of mind. The home includes a spacious full-size garage attached garage equipped with a stand-up freezer, making it easy to store extra food and supplies. Step into luxury in the master bath, which boasts a steam shower and a freestanding tub, perfect for unwinding after a long day. The home is designed with accessibility in mind, featuring ADA-compliant doors and hallways for ease of movement. Never worry about power outages again with the whole-house generator, powered by underground propane that activates automatically when there is a power outage. Throughout the home, ceiling fans grace each bedroom and the dining area, providing comfort and a refreshing breeze. The kitchen is a chef’s dream, showcasing soft-close cabinets, a double full-size Frigidaire oven, a General Electric flat-top stove, a Whirlpool microwave, and a sleek Samsung refrigerator with a freezer, complete with four ice settings and a convenient water dispenser. All appliances are stainless steel, adding a modern touch to your culinary space. The unique kitchen sink is Embossed Stainless Steel Nano Black raindance Waterfall Drop in sink with pressurizing cup washer and two waterfalls. 29.5 x 18 For added luxury, towel warmers are installed in the bathrooms, ensuring a cozy experience year-round. The home's smart features include Bluetooth-enabled thermostats, providing efficient climate control, while two thermostats manage temperature zones for optimal comfort. Access to the home is convenient with a combo/key access front door. The living area is designed with practicality in mind, featuring electrical outlets conveniently located on the floor—no more stretching cords across the room! Motion detector lights outside enhance security and illuminate your outdoor spaces. The property also boasts a three-car detached garage, complete with windows and a wood-burning stove, perfect for hobbies or storage. Additionally, there are two storage sheds on the property, providing ample space for all your belongings. Horses ok. Limit on number of chickens. Experience the perfect blend of luxury, convenience, and practicality at 1108 Camp Street, where every upgrade has been thoughtfully selected to enhance your living experience. Come see for yourself and discover your new home! The back porch is ready to be converted to a three season room. Has outlet for fan, sprinklers and connections for tv.

1108 Camp Rd, Denton

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact: (302) 227-5000

$1,099,900
3 Beds 2 Baths
Sunny Side Up Farm at 1815 Country Road is the kind of property farm and land buyers are always hoping to find! Priced under appraised value, this property has beautiful infrastructure, level usable acreage, and a classic farmhouse that has been thoughtfully updated over the years. Set on 12.15 acres of open pasture and mature hardwoods, the property offers both functionality and charm, with nine total stalls across multiple barn structures, making it well-equipped for equestrian use or a variety of farm lifestyles. At the heart of the property stands one of the most beautiful and custom barns you will see. The impressive 58x50 pole barn built in 2020 was designed with both craftsmanship and practicality in mind. Inside, the barn features four big stalls with rubber mats, Nelson temperature-controlled automatic waterers, a wash stall, and a well-appointed tack room with utility sink, washer and dryer, and a 40-gallon water heater. The structure has its own dedicated 1,000-gallon septic system, allowing for tremendous flexibility in use. What truly sets this barn apart is the beautifully finished lower-level living space attached to the stalls that is designed with the same attention to detail as the rest of the structure. The space includes a fully appointed kitchen with stainless appliances, a full bath, HVAC, and comfortable living area, making it ideal for a barn apartment, guest quarters, farm manager residence, private office, or studio space. It is rare to find a barn setup with this level of finish and versatility. Above the barn is an expansive upper level already plumbed and wired, providing excellent potential for additional finished space such as an apartment, office suite, or creative workspace overlooking the farm. Additional equestrian infrastructure includes a nostalgic original barn with four stalls and integrated office, along with a classic corn crib with flanking stalls ideal for hay storage, bringing the property’s stall count to nine total. Multiple additional outbuildings include garages, a cinderblock workshop with sliding doors and concrete floor, a gardening room, and ample storage for equipment and tools. The 12.15 acres are a standout feature—level, open, and highly usable with a wonderful mix of pasture and mature hardwoods. The property includes four-board fencing along the road frontage with an electric black aluminum gate, two paddocks with run-in shelters, and expansive back fields that make up nearly two-thirds of the acreage. Centrally positioned on the property is a classic farmhouse with circa-1930s roots that has been updated and renovated throughout the years. Surrounded by gardens, a peaceful fishpond, and mature pecan and walnut trees, the home blends historic charm with modern improvements completed since 2014. Updates include cedar siding (painted in 2025), Thompson Creek windows with transferable warranty, a Trane HVAC system with new ductwork and humidity control, Mitsubishi split system upstairs, updated plumbing and septic, upgraded electrical ready for solar, and encapsulated basement and porch areas for conditioned storage. Inside, the home offers warm and welcoming spaces including a bright family room wrapped in windows, a cozy parlor, dining room with tin chandelier, and a spacious kitchen with oak cabinetry, black granite countertops, butcher block workspace, stainless appliances, and hardwood floors. Upstairs are three bedrooms and a full bath, including an expansive primary suite with cedar closet. A large back porch overlooks the surrounding pastureland where wildlife often passes through, creating the peaceful rhythm that defines life on this special property. With nine stalls, beautiful barns, multiple outbuildings, level acreage, and a lovingly updated farmhouse, Sunny Side Up Farm is a rare and complete farm offering within approximately 15 minutes of Lake Anna, shopping, dining, and I-95.

1815 Country Rd, Beaverdam

Listing courtesy of Porch & Stable Realty, LLC. Contact:

$960,675
2 Beds 1 Baths
Builders, Developers, Entrepreneurs, a total of 64.045 +/- acres in Caroline County, Virginia, primarily undeveloped land can be yours. It is less than one minute from Route One and nicely situated between Washington, D. C. and Richmond, Virginia. You can get to Interstate 95, Carmel Church, exit 104 in less than 5 minutes for travels north or south. This listing at 23206 Telegraph Road, Ruther Glen, Virginia 22546 contains a residence with a new roof that is sold As-Is, Where is, with all faults is on 12 acres known as tax map 82-A 13. It will be sold along with the adjacent parcel, containing 52 acres of undeveloped land, tax map 82-A-14, MLS# VACV2009296. There are many uses for this land such as detached, single family dwellings, places of worship, nurseries, greenhouses, game preserves, wildlife sanctuaries, conservations areas, public facilities, public utilities, manufactured homes, family cemetery, family divisions and many more including special exception uses. Verify your usage plan with Caroline County, Department of Planning and Zoning. Locally, it is 24 miles from Fredericksburg, Virginia, 15 miles from soon to open Kalahari Resorts and Conventions, 26 miles from Richmond, Virginia, just minutes from Caroline County Fire and Rescue Station, Carmel Church Loop and 9 miles from Kings Dominion. You can take flights out of Ronald Reagan National Airport and Richmond International Airport or rail from Amtrak and VRE out of Spotsylvania, Virginia or Fredericksburg. Spotsylvania Regional Medical Center, Mary Washington Hospital and VCU Medical Center Main Hospital are nearby Hospitals. There are many shops and restaurants along the Route 1 corridor. The area is attractive for new development ventures. You must have an appointment to be on the land. No trespassing is allowed.

23206 Telegraph Rd, Ruther Glen

Listing courtesy of CTI Real Estate. Contact: 5407857800

$450,000
1 Beds 3 Baths
Back on the market!! A Unique Opportunity on Marylands Eastern Shore. This prime location tucked away between Easton & Denton, is this remarkable and beautifully maintained, 6.18 acre property that combines the tranquility of a pastoral countryside. Set on 6.18 acres of gently rolling land, this is One Lot, divided into 2 parcels, (one 2 .18 Acre and one 4 acre parcel). The 2.18 acre parcel hosts an impressive 1,596 Sq. Ft. building, impeccably maintained and beautifully finished. Beautiful wood floors and Oak Ceilings. Lots of skylights! Kitchen, SS appliances. Top of the line ceramic tile shower room and loft bedroom. This building offers flexibility to serve as a residence, or guest quarters. ...and the crawlspace is fully encapsulated! The adjoining 4 acre parcel is ready to build, if so desired. The grounds are partially wooded, with majestic mature trees and a peaceful pond, creating a picturesque setting that inspires both productivity and relaxation. Additional amenities include a spacious Workshop, ample storage, a fabulous fenced garden area, greenhouse, fenced firewood supply area, a fully fenced lot and a full home generator for convenience and peace of mind. Whether you are an entrepreneur, a creative professional, or someone who values space and serenity, this property delivers a rare balance of beauty and purpose. Take the opportunity to come and see for yourself.

23629 Willow Pond Rd, Denton

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

$6,900,000
4 Beds 5 Baths
ROSE HILL ESTATE — 352 ACRES OF HISTORIC ELEGANCE AND AN ELEVATED COUNTRY LIFESTYLE Featured in Architectural Digest, this Amelia T. Handegan–designed residence anchors one of Virginia’s most distinguished country estates. Encompassing 352.24 acres, the property offers timeless elegance, masterful restoration, and unparalleled privacy. Designed for those who value both heritage and luxury, every detail reflects refined craftsmanship and enduring beauty. The estate’s remarkable grounds and gardens were further recognized with the 2016 ASLA Virginia Chapter Merit Award, honoring the property’s exceptional landscape architecture and stewardship. Protected under conservation easement, the estate’s rolling landscape unfolds through two gated entrances across open fields, century-old hardwoods, formal gardens, and a stocked pond—offering a rare balance of seclusion, scale, and natural beauty. Originally built in 1799, the residence was comprehensively restored in 2011 by Tidewater Preservation, Inc., under the direction of acclaimed Charleston designer Amelia T. Handegan. The result is a seamless blend of historic integrity and modern sophistication, enhanced by geothermal climate control and radiant floor heating. The 5,431-square-foot main residence features 4 bedrooms, each with an ensuite bath, and a collection of gracious living spaces defined by hardwood floors, intricate crown molding, chair railing, and custom French wallpaper. Formal rooms include a dining room with fireplace, an elegant living room with built-ins, and a distinctive octagonal music room with English windows and hand-painted geometric floors. The chef’s eat-in kitchen pairs historic character with professional-grade function, offering custom wood cabinetry, a wood-burning fireplace, marble-topped island, Wolf range, paneled appliances, wine refrigerator, and ice machine. A well-appointed mudroom with built-ins and laundry provides convenient access to the gardens. The main-level primary suite is a private retreat, featuring a fireplace, sitting room with built-ins, walk-in closet, and direct access to the outdoors, along with a marble-clad bath complete with dual vanities, soaking tub, and walk-in shower. Additional bedroom suites offer fireplaces, built-ins, and beautifully appointed baths, each capturing sweeping views of the rolling countryside, pond, or historic gardens. Beyond the main residence, a guest cottage with exposed beams, marble finishes, and a fireplace offers refined accommodations for visitors. A Pennsylvania bank barn, relocated in 2009, has been thoughtfully reimagined to include a gym, office with full bath, and loft. Distinctive architectural elements include a Thomas Jefferson–inspired dovecote with Birmingham Rollers and a newly constructed folly overlooking the pond. Outdoor amenities are equally exceptional, featuring a tennis court with pavilion, croquet lawn, riding trails, and formal gardens that have been showcased in Garden Club tours, filled with hydrangeas, peonies, fruit trees, and rose of Sharon. A working barn supports a herd of Belted Galloway cattle, further enhancing the estate’s pastoral character. Utilities include well water, septic, geothermal HVAC, propane heat (two owned tanks: 500 and 1,000 gallons), radiant floor heating, and four hot water tanks. A rare and significant offering, Rose Hill Estate embodies a legacy property—where history, land, and lifestyle converge in extraordinary form.

23348 Tidewater Trl, Rappahannock Academy

Listing courtesy of Coldwell Banker Elite. Contact:

$525,000
3 Beds 3 Baths
PLEASE NOTE that the Owner has listened to the current market, Price has been reduced to $525,000. It is a property of beautifully preserved quality on ¾ of an acre in an urban setting. Most unusual! When compared to equivalent historic properties it is now very competitively priced! This fine, brick dwelling originating from the18th c. is situated in Hillsboro on Maryland's peaceful Eastern Shore. Hillsboro, nestled along the Tuckahoe River, conveniently located to all that is important to the Eastern Shore's sought-after lifestyle. Public landing with dock and kayak lauch is just a block away. The WILLIAM SMITH HOUSE, built in 1794, exemplifies the world of a successful Grain Merchant living in an important hub for grain and tobacco. The house has been altered slightly through the many decades, but the character of the original building dominates the architecture and "feel" of its 1794 era. Its charm and elegance remain. The rooms are commodious and inviting. The grand center ENTRANCE HALL is punctuated by the graceful stair, fine woodwork and doors. The LIVING ROOM, as expected, is spacious and comfortable with fireplace (now gas fired), original floors, and bookshelves. The DINING ROOM, of a grand size, features a fireplace (now gas), cabinetry and glass front cupboards. Two steps down from the dining Room the fully equipped KITCHEN is found with wood floor, exposed rafters and back stairway. Open from the kitchen is the GATHERING ROOM with wood floor and wide views of the grounds and gardens. A paver path from this room leads to the driveway and parking. An open DECK offers a secluded retreat off the kitchen wing BEDROOMS and BATHS are found on second floor. Two of which have fireplaces although decorative at this time. Access to the bedroom level is either from the main grand stairway or via the back stairs. Adding to the charm is the back stair hall in the primary bedroom wing located over the kitchen and "gathering" room. The baths are delightful. A surprise outbuilding is to the rear of the grounds. A perfect spot for an office, studio or storage. Another smaller outbuilding offers more storage. The grounds feature tall mature trees and fencing. The William Smith House is all one would expect built in a gracious era with a colorful history. WHERE IS HILLSBORO?? Hillsboro lies a short distance from both Denton, Caroline County and Easton in Talbot County. Chestertown, in Kent County, is just 40 minutes. Annapolis, the Capitol of Maryland, is less than an hour. Unique shops, sailing facilities, live theater and restaurants abound. Hillsboro is from 1- 2 hours from the "rest of the world" for BWI, National and Philadelphia airports are a swift drive away. Dulles a bit further. A private airport is found in Easton. - 15 minutes. Atlantic Ocean resorts are about an hour. Adkins Arboretum is 1.5 miles. Adkins is a 400-acre native garden and preserve, provides exceptional experiences in nature to promote environmental stewardship. The Hillsboro Public Landing on the Tuckahoe is just a block from property. This property and lifestyle is an enriching experience” It awaits its next steward(s).

22005 Main St, Hillsboro

Listing courtesy of Maryland Heritage Properties. Contact: (443) 480-7342

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