Caroline County, VA Real Estate Search

Caroline County, VA Recently Sold Homes

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Newest Caroline County, VA Recently Sold Homes for Sale

$1,600,000
4 Beds 4 Baths
A Majestic private estate with expansive acreage, refined living spaces, and room for horses & family play! Welcome to Southbrook Plantation c.1813, a stunning combination of a grand historic home and elegant renovations. This remarkable property, comprised of three parcels totaling 41.97 acres, offers 4 bedrooms, 3.5 bathrooms, and 4,064 square feet above grade, plus a partially finished (1,300 sq ft.) basement. It is complete with a renovated detached 5-car garage (2022), and a six-stall horse barn (built in 2023), all thoughtfully designed for both elegant entertaining and comfortable everyday living. A grand foyer makes a striking first impression, illuminated by dual chandeliers and framed by a sweeping L-shaped staircase, while 12-foot ceilings throughout the main level and enhance the home’s sense of openness and light. Rich hardwood floors and detailed wood trim extend throughout the home, reflecting timeless craftsmanship and architectural elegance. The formal dining room provides an elegant setting for gatherings, framed by dramatic floor-to-ceiling windows and enhanced by a chandelier, detailed millwork, and a gas fireplace, with direct outdoor access. The newly renovated kitchen (2025) centers around an expansive island with seating. It is appointed with a 6-burner KitchenAid gas range, custom hood, double ovens, built-in microwave, refrigeration drawers, paneled dishwasher, and custom white extended-height cabinetry. Quartz countertops extend to the wall as a full-height backsplash, creating a refined aesthetic. Just off the kitchen, the updated laundry room (2021) features tile flooring, a Samsung washer and dryer (2025), ceiling fan, mini-split system, and secondary exterior entrance. The formal living room flows into the spacious family room, creating inviting areas for gathering and entertaining. Both rooms feature fireplaces, including gas logs (2022) in the front living room. A beautiful half bath is located near the staircase. At the first landing, an inviting room with hardwood floors and wall sconces provides the perfect space for a reading retreat, home office, or private fitness area. Upstairs, the spacious primary suite offers dual closets and a beautifully renovated bathroom (2021) with tile flooring, a clawfoot soaking tub, a dual-sink vanity, and a walk-in shower with glass doors and white subway tile. The second level features 10-foot ceilings, enhancing the sense of space throughout. Hardwood flooring continues throughout the additional bedrooms, two of which feature dual closets and fireplaces, while another bedroom also includes a fireplace and generous closet space. A large hall bath with a tub/shower combination and linen storage serves secondary bedrooms. The partially finished basement, remodeled in (2024, includes a recreation or playroom with a full bath and an additional room currently used as a home gym, offering flexible space for a variety of uses. Unfinished areas provide storage and house the mechanical systems, including a Culligan water treatment system and tankless water heater (2021). A brick patio and mature flower garden with a pergola offer a peaceful retreat, while apples, peach, and 40 pecan trees add seasonal beauty throughout the property. Equestrian amenities include a six-stall horse barn, two covered porches, and black wood fencing enclosing the 6-acre pasture—ideal for horses or hobby farming. Recent improvements include 5-car garage, upstairs HVAC (2025), REME HALO air purification systems (2021), septic system (2021) with updated hardware (2025), refinished hardwood floors (2021), fiber optic internet (2021), electrical and plumbing (2021), full exterior paint and window reglazing (2024), whole-house generator (2022), 330-gallon propane tank (2022), flat roof replacement (2021), Radon mitigation (2021) and gutter guards (2021). This exceptional property blends classic elegance, open land, and equestrian living.

8065 Macedonia Rd, Woodford

Listing courtesy of Coldwell Banker Elite. Contact:

Selling Office: .

$335,000
3 Beds 2 Baths
Welcome home to this beautifully maintained rambler tucked away on a spacious, tree-lined lot in the heart of Ruther Glen. From the inviting front porch with charming rocking chairs to the bright red front door, this home offers warmth and curb appeal from the moment you arrive. Inside, you'll find an open and airy floor plan with soaring vaulted ceilings, abundant natural light, neutral paint throughout, and comfortable living spaces designed for everyday living. The spacious family room flows effortlessly into the dining area and kitchen, creating the perfect layout for gathering with family and friends. The kitchen features ample cabinetry, generous counter space, stainless steel appliances, and a sunny breakfast area overlooking the backyard. A versatile front bedroom with a beautiful bay window offers the perfect space for a home office, guest room, or flex space. The private primary suite provides a relaxing retreat complete with an updated ensuite bath, while additional bedrooms offer comfortable accommodations for family or guests. Step outside to enjoy the expansive, fully fenced backyard featuring mature shade trees, plenty of room for entertaining, gardening, pets, or play, along with a storage shed for all your outdoor equipment. Whether you're enjoying morning coffee on the welcoming front porch or hosting summer cookouts on the rear patio, this property offers the perfect blend of indoor comfort and outdoor living. Conveniently located near I-95, shopping, dining, and local amenities, this move-in ready home combines peaceful suburban living with an easy commute. Don't miss your opportunity to make this wonderful property your own!

607 Wright Drive, Ruther Glen

Listing courtesy of Century 21 Redwood Realty. Contact:

Selling Office: .

$249,000
3 Beds 2 Baths
Discover the timeless appeal of this classic Cape Cod, ideally situated just moments from the heart of historic Denton. Lovingly maintained over the years, this three-bedroom, two-bath home offers enduring character, thoughtful updates, and an exceptional backyard retreat rarely found at this price point. The inviting floor plan is filled with natural light and includes comfortable gathering spaces, while the rear Florida room provides the perfect vantage point for overlooking the backyard. Step outside to discover your own private oasis featuring an in-ground swimming pool, expansive concrete patio, covered entertaining area, fenced yard, and pool house with electricity—an ideal setting for summer entertaining, weekend relaxation, and creating lasting memories with family and friends. Significant improvements reflect years of attentive ownership and include replacement siding and many replacement windows in 2011, a new roof installed in 2021, and a regularly maintained heating system. The pool is open and operational, allowing the next owner to enjoy one of the property's signature amenities from day one. Located just minutes from Denton's charming historic downtown, you'll enjoy easy access to locally owned restaurants, shopping, medical services, parks, and community events. Convenient access to Routes 404 and 50 makes commuting to Easton, Annapolis, Dover, and the Delaware beaches practical while allowing you to enjoy the relaxed lifestyle and small-town charm of Maryland's Eastern Shore. Whether you're searching for a place to call home or an opportunity to personalize a property with lasting appeal, this well-cared-for Cape Cod offers comfort, character, and exceptional outdoor living in a convenient in-town location. Estate sale. Property is being sold strictly "As Is, Where Is"

222 S 3rd Street, Denton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: .

$995,000
6 Beds 5 Baths
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 Road, Woodford

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

$625,000
4 Beds 4 Baths
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 Road, Ruther Glen

Listing courtesy of River Fox Realty, LLC. Contact:

Selling Office: .

$410,000
5 Beds 3 Baths
Welcome to one of Denton's most charming historic homes, where timeless Victorian architecture, thoughtful updates, and small-town living come together beautifully. Situated on a picturesque corner lot in Denton's historic district, this lovingly maintained five-bedroom home offers more than 2,300 square feet of character-filled living space, abundant natural light, original architectural details, and inviting indoor and outdoor gathering spaces. The gracious covered front portico, mature landscaping, fenced yard, covered side deck, and expansive rear deck create wonderful spaces for relaxing, entertaining, gardening, and enjoying Eastern Shore living. Located within walking distance of downtown Denton's shops, restaurants, community events, and everyday conveniences, the home offers both charm and convenience. The third floor provides flexible bonus space ideal for a home office, studio, reading retreat, playroom, guest overflow, or additional storage. Surrounded by views of a beautiful mature oak tree, the space has a cozy treehouse feel that makes it especially appealing as a creative workspace or remote-work retreat. While the third floor is not connected to the home's central HVAC system, it has been comfortably used year-round with supplemental heating and cooling units. Thoughtful updates help provide peace of mind while preserving the home's historic character, including a 2018 roof, updated electrical panel, Whirlpool range (2019), refrigerator (2017), microwave (2025), Frigidaire Gallery dishwasher with new plumbing and electrical installation (2025), HVAC air handler (2012), and water heater (2011). Perfectly positioned to enjoy the best of the Eastern Shore, the home is approximately 20 minutes to Easton, 50 minutes to Annapolis, 1 hour to Rehoboth Beach, and 90 minutes to Ocean City. This is more than a house—it is a home with warmth, history, character, and heart, offering a lifestyle that blends historic beauty with everyday livability.

225 S 2nd Street, Denton

Listing courtesy of Redfin Corp. Contact:

Selling Office: .

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

719 Lake Caroline Drive, Ruther Glen

Listing courtesy of Lake Anna Island Realty. Contact:

Selling Office: .

$340,000
3 Beds 3 Baths
Welcome to Lake Caroline! Situated on a large private lot within walking distance to the community boat docks, this spacious 3-bedroom, 3-bath split foyer offers a bright, open-concept layout with vaulted ceilings and an airy flow connecting the living room, dining area, and kitchen — creating an ideal space for both everyday living and entertaining. A cozy wood-burning fireplace anchors the main living area and adds warmth and character to the space. Freshly painted with brand new carpet throughout, the home also features updated lighting, door hardware, switches, and outlets — giving it a clean, refreshed, move-in ready feel while still allowing room for your own personal touches. The primary suite overlooks the rear deck and includes an oversized en-suite bath and generous closet space. Two additional light-filled bedrooms and a full hall bath complete the upper level. Downstairs, the lower level offers excellent flexibility with a large daylight recreation space, full bath, walk-out access to the side yard, laundry area, and entry to the attached 1-car garage — ideal for guests, hobbies, a home office, or additional living space. Outdoor living is a standout feature with a spacious rear deck and a beautiful vaulted screened porch perfect for relaxing or entertaining while enjoying the peaceful backyard setting. Located in the gated community of Lake Caroline, residents enjoy an impressive list of amenities including lake access, beaches, pool, boating, fishing, swimming, tennis courts, playgrounds, picnic areas, and walking trails — all conveniently located just minutes from I-95 for an easy commute north or south.

313 Cannon Drive, Ruther Glen

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: .

$368,900
3 Beds 3 Baths
Back on the market with many updates! Welcome to lake community living at its best. Nestled on a corner lot in the sought-after gated community of Lake Land'Or, this well-loved 3-bedroom, 2.5-bath Colonial offers 2,438 sq ft of comfortable, move-in ready living — with the kind of everyday details that make a house truly feel like home. From the front porch, enjoy peaceful lake views that set the tone for the lifestyle this community delivers. Step inside to find luxury vinyl tile flowing throughout the entire home — stylish, durable, and effortless to maintain. The flexible front entry room is perfectly sized for a home office, study, or formal sitting area. Upstairs, three spacious bedrooms offer room for family and guests alike — and the washer and dryer are conveniently located on the bedroom level, so laundry stays where life happens. The attached two-car garage adds everyday storage and parking convenience. Outside, the large screened-in back porch with skylights is where warm-weather memories are made — whether you're watching birds at dusk or soaking in the breeze. When evening comes, the backyard fire pit is the perfect spot for music, conversation, and unwinding under the stars. Lake Land'Or is one of the region's most beloved gated lake communities — centered around a private 87-acre lake open to gas-powered boating, water skiing, kayaking, and fishing. Residents enjoy a swimming pool, tennis courts, clubhouse, fitness center, private beaches, pavilion, camping area, archery range, skeet/firing range, and more. With quick access to I-95, Ladysmith shopping, Fredericksburg, and Richmond, this is the rare address that delivers resort-style living without sacrificing convenience. 218 Victoria Drive isn't just a house — it's the lifestyle you've been looking for.

218 Victoria Drive, Ruther Glen

Listing courtesy of Ascendancy Realty LLC. Contact:

Selling Office: .

$305,000
2 Beds 1 Baths
BACK ON THE MARKET at NO FAULT to the seller. Classic Charm & Expansive Space in Woodford! Welcome to 13859 Farmers Dr., a delightful mid-century home that perfectly balances cozy interior living with an incredible outdoor footprint. Built in 1954, this residence offers a peaceful retreat in the Woodford region with plenty of room to grow. Inside, you'll find 1,268 sq. ft. of inviting, functional living space with 2 comfortable bedrooms, 1 full bathroom, and two separate living rooms that give everyone space to spread out. The large kitchen is made for gathering, and beautiful hardwood flooring runs throughout, adding a touch of timeless warmth and character. There's even a sunroom with real windows, not just screens, so you can enjoy the view in any season. Downstairs, the basement offers excellent versatility, perfect for a home workshop, hobby space, or extra storage. Step outside and the possibilities open right up. Situated on a 0.76-acre lot with mature landscaping, the home features a brand new deck, a charming fire pit area, and a 1-car garage. Whether you dream of a sprawling garden, a private play area, or future additions, there's room to make it happen. Best of all, you're just 10 minutes from historic Bowling Green and less than 30 minutes from Fredericksburg and the VRE. This is the kind of place that makes you want to stay awhile, catch up with friends, and sip your coffee a little slower.

13859 Farmer Drive, Woodford

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: .

$478,000
5 Beds 4 Baths
Welcome to 7323 Legacy Lane, a beautifully maintained 5-bedroom, 3.5-bath home nestled on a quiet cul-de-sac in the sought-after Pendleton Golf Community. Offering three finished levels of living space, this move-in ready home has been freshly painted and thoughtfully updated, including a stunning new primary bath shower. The open-concept main level is designed for both everyday living and entertaining, featuring a spacious family room with a cozy gas fireplace, a gourmet kitchen with granite countertops, stainless steel appliances, tile backsplash, abundant cabinetry, and a large pantry. Upstairs, the expansive primary suite offers dual closets, including a generous walk-in closet, and a beautifully updated bath. Four additional bedrooms provide flexibility for family, guests, home offices, or hobbies. The fully finished walk-out lower level offers immense additional living space—perfect for a recreation room, media area, fitness space, guest suite, or multi-generational living. Located less than 1.5 miles from I-95, Pendleton residents enjoy outstanding amenities including a championship golf course, walking trails, playgrounds, community green spaces, and a convenient location between Fredericksburg and Richmond. Enjoy the benefits of a well-established community while still feeling tucked away from the hustle and bustle. This immaculate home combines space, comfort, convenience, and lifestyle—schedule your showing today!

7323 Legacy Lane, Ruther Glen

Listing courtesy of Coldwell Banker Elite. Contact:

Selling Office: .

$435,000
3 Beds 3 Baths
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 Street, Preston

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: .

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