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$479,900
3 Beds ⋅ 2 Baths
Experience the perfect blend of modern updates and peaceful country living at this beautifully renovated residence situated on 1.79 private acres in the heart of Caroline County. Offering 2,424 finished square feet, 3 bedrooms, and 2 full bathrooms, this move-in ready home delivers the space, comfort, and upgrades today's buyers are seeking. From the moment you arrive, you'll appreciate the tranquil setting and expansive outdoor space, providing the ideal backdrop for entertaining, gardening, recreation, or simply enjoying the beauty of Virginia's countryside. Inside, thoughtful improvements create a fresh, contemporary feel throughout. Recent upgrades include new flooring throughout the home, fresh interior paint, energy-efficient replacement windows, new stainless steel appliances and a new HVAC system, offering both style and peace of mind for years to come. The spacious floor plan provides comfortable living areas filled with natural light and flexible spaces designed for both everyday living and hosting family and friends. The generous bedroom sizes, well-appointed bathrooms, and seamless flow between living spaces create an inviting atmosphere that feels like home from the moment you step inside. Located just minutes from major commuter routes, this property offers convenient access to Fredericksburg, Richmond, and I-95 while maintaining the privacy and serenity of a rural retreat. Whether you're searching for a primary residence, a weekend escape, or a property with room to grow, this exceptional home presents a rare opportunity to enjoy modern comfort on nearly two acres of picturesque Virginia countryside.

14279 Stonewall Jackson Rd, Woodford

Listing courtesy of RENOMAX Real Estate. Contact: (540) 737-5617
$789,000
3 Beds ⋅ 3 Baths
Waterfront living doesn't get much better than this. Welcome to 280 Lake Caroline Drive—a beautifully updated lakefront retreat where every day feels like a vacation. Rare Deep-Water Lakefront Living—Turnkey, Updated, and Ready for Your Next Chapter at Lake Caroline.” Welcome to 280 Lake Caroline Drive, a private waterfront retreat where thoughtful updates, wide lake views, and true move-in readiness come together on one of Lake Caroline’s most desirable lots. Set on more than half an acre with breathtaking 180-degree lake views and deep-water access, this beautifully maintained home delivers the feel of a year-round resort with the comfort and practicality of everyday living. A long paved driveway leads to the attached two-car garage, with generous additional parking for guests, boats, and recreational vehicles. Professionally landscaped grounds, extensive irrigation, and a fully fenced backyard create a setting designed for privacy, ease, and outdoor enjoyment. Inside, the home has been extensively updated across both levels. Highlights include remodeled bathrooms, updated flooring, newer kitchen appliances, a 2024 HVAC system, 2022 water heater, and a whole-house water filtration system installed in 2025. Four large bay windows fill the home with natural light and frame spectacular water views from multiple rooms. The main level offers comfortable living spaces and direct access to an elevated three-season porch overlooking the lake. The primary suite includes its own private balcony, an ideal spot for morning coffee, sunrise views, and quiet evenings by the water. Two gas fireplaces add warmth and character on both levels. The finished lower level offers excellent flexibility for guests, extended stays, multigenerational living, remote work, hobbies, or entertaining. This level features a spacious family room, large bedroom, full bath, kitchenette, two bonus rooms, one currently used as a fourth bedroom, and additional storage space. Outdoor living is where this property truly shines. Enjoy an oversized lakeside deck, expansive lawn, attached storage shed, and private deep-water dock ready for boating, fishing, swimming, kayaking, paddleboarding, and quiet days on the water. Active lawn care and HVAC service contracts convey to the new owner, adding convenience from day one. Lake Caroline offers an outstanding waterfront lifestyle with a 277-acre full-service lake, two sandy beaches, swimming pool with lifeguards, clubhouse, playgrounds, tennis courts, pickleball courts, basketball courts, fishing, boating, water skiing, wakeboarding, jet skiing, kayaking, paddleboarding, and year-round community events. This is an exceptional fit for a full-time residence, relocation to the area, second home, weekend retreat, or move-up waterfront purchase. Located within a gated, amenity-rich community just minutes from I-95, shopping, dining, and schools, 280 Lake Caroline Drive is a rare opportunity to own one of Lake Caroline’s standout waterfront properties. Nothing left to do except move in and start enjoying lakefront living.

280 Lake Caroline Dr, Ruther Glen

Listing courtesy of Metro Premier Homes. Contact: 703606-4156
$495,000
4 Beds ⋅ 3 Baths
Discover the perfect blend of comfort and community in this stunning Colonial-style home nestled in the desirable Lake Land Or subdivision. Built in 2022, this residence boasts 2,136 sq. ft. of thoughtfully designed living space, featuring 4 spacious bedrooms and 2.5 bathrooms. The open floor plan invites natural light, showcasing elegant hardwood and luxury vinyl plank flooring throughout. Step outside to enjoy the expansive corner lot, situated on a peaceful cul-de-sac. The outdoor space includes a charming porch and deck, ideal for summer barbecues or quiet evenings under the stars. As part of a gated community, residents enjoy exclusive access to a range of amenities, including a refreshing community pool, picnic areas, and private beach access to Lake Heritage, perfect for swimming, fishing, or simply soaking up the sun. The neighborhood is enriched by its proximity to top-rated schools, lush parks, and vibrant community centers, ensuring a fulfilling lifestyle for all. With convenient access to public services and a strong sense of community, this home is not just a place to live, but a place to thrive. Don't miss your chance to embrace a lifestyle of comfort and connection in this beautiful home!

307 Falmouth Dr, Ruther Glen

Listing courtesy of Coldwell Banker Elite. Contact: 5403730100
$399,900
3 Beds ⋅ 2 Baths
Welcome home to this 3-bedroom, 2-bathroom home located in the sought-after gated community of Lake Caroline in Caroline County! Can you believe this house sits on just over an acre of land? As you arrive, you'll be welcomed by a circular driveway that provides both convenience and curb appeal. Inside, you'll find 3 bedrooms upstairs, with access to the full hall bathroom from the primary bedroom. The main-level living room features a bay window, allowing natural daylight to brighten the space. Downstairs, you'll find an additional family room with a fireplace and another full bathroom! The mudroom includes a built-in desk and additional storage space. One of the standout features of this property is the detached two-car garage, complete with a finished room above. Whether you're looking for a dedicated home office, art studio, fitness room, hobby space, or private retreat, this versatile bonus area offers endless possibilities. Enjoy all that Lake Caroline has to offer, including gated security, a beautiful 277-acre lake, sandy beaches, swimming, boating, fishing, tennis courts, playgrounds, and year-round community events. If you've been searching for a home that offers peaceful living with exceptional amenities, this is one you won't want to miss. Schedule your showing today!

71 Lake Caroline Dr, Ruther Glen

Listing courtesy of Belcher Real Estate, LLC.. Contact: (540) 300-9669
$799,900
3 Beds ⋅ 2 Baths
Welcome to 322 Lake Caroline Drive, where every day feels like a vacation. Perfectly positioned on approximately 95 feet of protected shoreline with deep water, a rebuilt private dock complete with an expanded sun deck, and panoramic lake views, this exceptional waterfront home offers the lifestyle so many buyers dream about but rarely find. Located within the gated community of Lake Caroline, just minutes from I-95 and conveniently situated between Richmond and Washington, D.C., this beautifully maintained home combines peaceful waterfront living with an easy commute and outstanding community amenities. Completely reimagined in 2003, this home underwent an extensive renovation and expansion, transforming nearly every aspect of the property. Taken down to the studs, it was thoughtfully redesigned with a new floor plan, two additions, new drywall, insulation, electrical, plumbing, HVAC, and quality finishes throughout. The result is a home that offers the charm of an established waterfront setting with the features and functionality buyers expect today. Every improvement was thoughtfully designed to maximize natural light, capture stunning lake views, and create comfortable spaces for everyday living and entertaining. Rich hardwood floors, soaring ceilings, custom architectural columns, recessed lighting, and five skylights flood the home with natural light, creating a bright, open atmosphere that immediately welcomes you inside. Additional features include Andersen 400 Series windows and doors, a high-efficiency two-stage Trane HVAC system with an air cleaner installed in 2018, a new water heater in 2024, whole-house surge protection, surround sound throughout the home and rear deck, a separate laundry room, handicap accessibility, and a well-maintained crawlspace. Designed for both everyday living and entertaining, the custom kitchen is sure to impress. Featuring beautiful custom cabinetry, abundant countertop space, a center island with a prep sink, double ovens, a new cooktop, and thoughtful storage throughout, it's a space that will make even the most discerning home chef feel right at home. The spacious living room flows seamlessly to the screened porch, where you can enjoy your morning coffee while taking in peaceful lake views. The primary suite also offers direct access to the porch, allowing you to wake each morning to the beauty of the water. The primary bath features a relaxing soaking tub, separate walk-in shower, and generous space to unwind. Outdoor living is truly the centerpiece of this property. Spend evenings on the expansive rear deck overlooking the lake or head down on your golf cart to the private dock, completely rebuilt and expanded in 2012 to include a large sun deck. Whether you enjoy boating, fishing, kayaking, paddleboarding, swimming, or simply relaxing by the water, this property is ready to support every lakefront adventure. With approximately 95 feet of rip-rapped shoreline and deep water, you'll enjoy both beauty and peace of mind for years to come. Life at Lake Caroline extends well beyond your own backyard. Residents enjoy a 277-acre recreational lake, two sandy beaches, a swimming pool, a clubhouse, tennis, pickleball, and basketball courts, playgrounds, boating, fishing, and other water activities, and an active community with multiple events throughout the year. Whether you're searching for your forever home, a weekend escape, or the waterfront lifestyle you've always imagined, 322 Lake Caroline Drive offers a rare opportunity to own one of the community's finest lakefront properties. The setting is extraordinary. The lifestyle is waiting. Simply move in and start making memories on the lake.

322 Lake Caroline Dr, Ruther Glen

Listing courtesy of Coldwell Banker Elite. Contact: 5403730100
$349,999
3 Beds ⋅ 2 Baths
Welcome home to this beautifully updated 3-bedroom, 2-bath ranch that combines modern updates with an incredible lifestyle. From the moment you step inside, you’ll appreciate the fresh interior paint, brand-new carpet and luxury vinyl plank flooring, updated lighting, and soaring cathedral ceilings that create a bright, open feel throughout. One of the standout features is the attached breezeway leading to a spacious heated garage complete with a loft, offering the perfect space for a workshop, extra storage, hobbies, or future expansion. Outside, enjoy the convenience of a paved driveway and a private backyard that backs to mature woods, providing a peaceful setting to relax and unwind. Located in a gated community with 24-hour security, you’ll have access to an impressive array of amenities including multiple lakes for boating, fishing, kayaking, and canoeing, private beaches, picnic and cookout areas, a clubhouse, fitness center, basketball courts, tennis courts, pickleball courts, an archery range, shooting range, playgrounds, and more. With its extensive updates, exceptional garage space, private wooded setting, and resort-style community amenities, this home is truly move-in ready and one you won’t want to miss!

241 Land Or Dr, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact: 8668257169
$1,500,000
4 Beds ⋅ 3 Baths
Beautifully positioned along the deep protected waters of the Tuckahoe, this exceptional residence has been transformed through an extensive renovation that blends timeless design with comfortable waterfront living. Every improvement was carefully planned, resulting in a home that feels as inviting as it is impressive. The heart of the home is the custom kitchen, where blue marble countertops, handcrafted cabinetry, a Wolf gas cooktop, Sub-Zero refrigerator, beverage refrigerators, and a generous island create a space that's equally suited for everyday living and entertaining. Rich hardwood flooring, designer lighting, custom window treatments, and beautifully renovated baths continue throughout the home, while the primary suite offers a peaceful retreat complete with heated bathroom floors and access to a private Juliet balcony. The outdoor spaces are every bit as remarkable as the interior. Step outside to an expansive Balau hardwood deck overlooking the heated saltwater pool, surrounded by travertine, luxury stone, and professionally designed landscaping. Whether you're preparing dinner in the outdoor kitchen, relaxing beside the fire table, enjoying the tranquil fountain, or unwinding in the enclosed four-season sunroom, every space was designed to embrace the waterfront setting. A private pier is just steps away, making it easy to spend the day on the water before returning home to watch the sunset. The home was professionally redesigned with the help of Barclay Designs and interiors by Sanctuary Interiors. The home also features extensive upgrades throughout, including Everlast Advanced Composite Siding, updated HVAC 2023, modernized electrical, a custom bunk room, and countless custom finishes that simply must be seen in person. Located just minutes from Routes 50 and 404, you'll enjoy easy access to Annapolis, Easton, Delaware beaches, and the Chesapeake Bay region while still enjoying the privacy and tranquility of waterfront living. As an added bonus, the home is not located within the floodplain—a rare advantage for a property of this caliber.

23071 Tuckahoe Springs Dr, Denton

Listing courtesy of Sharon Real Estate P.C.. Contact:

$1,550,000
5 Beds ⋅ 5 Baths
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

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$359,900
3 Beds ⋅ 2 Baths
Welcome to this beautifully updated 3-bedroom, 2-bath contemporary home offering the perfect blend of modern style and everyday comfort. From the moment you step inside, you'll appreciate the open-concept layout,, abundant natural light, and thoughtfully renovated finishes throughout. The spacious living areas flow seamlessly into the updated kitchen featuring nice cabinetry, modern countertops, a nice breakfast bar and a beautiful oversized refrigerator-ideal for entertaining or a quiet night in the country at home. The primary suite offers updated bath and generous closet space, with two additional bedrooms providing flexibility for family, guests or a home office. Outside, enjoy a low-maintenance fenced yard and inviting deck space perfect for relaxing or hosting, kids or pup-kids alike. Abundant storage or car parking in a clean 2-car garage. Stylish finishes, move-in ready condition this home combines modern living and timeless appeal. Conveniently located near schools, shopping and commuter routes, this is a home you won't want to miss.

5 Seward Rd, Ridgely

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000
$255,000
2 Beds ⋅ 1 Baths
Seller Will Pay $5000 Towards buyers Closing Costs (Concessions)!!! Total Renovation in this Beautiful home on a 1/2 Acre Lot. Almost everything is NEW!! NEW HVAC (heat pump), NEW Drilled Well, All NEW Septic (shared discharge system), Completely NEW Kitchen with NEW Cabinets, NEW Counter tops, NEW appliance, NEW Flooring, NEW fixtures, NEW Bath, NEW Carpet, NEW LVL Flooring, NEW Hot Water Heater. Home has large shed, LONG asphalt driveway, Large Front porch.

9204 Woodford Rd, Woodford

Listing courtesy of One Percent Lists Virginia. Contact: 5407206964
$375,000
3 Beds ⋅ 2 Baths
Nestled on the edge of town, 1010 S 2nd Street delivers the convenience of in-town living without in-town taxes. Situated on 1.06 beautifully landscaped acres with mature plantings, this 3-bedroom, 2-bath home offers a spacious feel inside and out. Interior features include hardwood, LVP, and tile flooring, along with a cozy pellet stove fireplace insert for efficient heating, complemented by hot water baseboard heat as backup. The full basement provides approximately 2,864 total square feet of living and storage potential, ideal for entertaining, hobbies, or additional flex space. Relax on the screened-in porch overlooking the private backyard and large detached garage/shop. Enjoy easy walking access to schools, shopping, restaurants, and parks, making this property a rare combination of space, convenience, and charm. Seller to find home of choice.

1010 S 2nd St, Denton

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

$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:

$385,000
4 Beds ⋅ 3 Baths
****PRICE ADJUSTMENT**** Discover your dream home in the highly sought-after Trice Meadows community! This delightful 4-bedroom, 2-bathroom detached single-family home perfectly combines comfort, style, and modern convenience. Its open and inviting floor plan is designed for both day-to-day living and entertaining, making it an ideal choice for families and social gatherings alike. Experience the seamless flow from the spacious living room to the contemporary kitchen, featuring generous cabinetry and ample counter space, ideal for culinary enthusiasts. The primary suite offers a serene private retreat, featuring an en-suite bathroom, while three additional bedrooms provide versatile space for family, guests, or a productive home office. Step outside to enjoy a beautiful backyard that invites gatherings, gardening, or peaceful relaxation. With an attached garage and driveway that provide convenient parking and storage, this home checks all the boxes. Situated just minutes from the vibrant downtown Denton area, you’ll have easy access to shopping, dining, and local schools. This home captures the essence of small-town charm while providing effortless connectivity to major commuting routes. Seize this incredible opportunity to make 1111 Trice Meadows Circle your new home!

1111 Trice Meadows Cir, Denton

Listing courtesy of United Real Estate Premier. Contact: 3018952325