Caroline County, VA 4 Bedroom Homes for Sale

This charming cape cod home is waiting for your creative touches! Lots of room on three floors. The main floor boasts a large living room with new vinyl flooring. A separate dining room, large kitchen, full bath and mudroom with washer and dryer. The second floor has four spacious bedrooms and a charming vintage bath with claw foot tub! The basement is a perfect place for crafts, hobbies and plenty of storage. Outside you will find a huge intown lot with a newly built shed the size of a one care garage that makes a perfect workshop. Price to sell! Be sure to schedule your personal tour today!

108 N Academy St N, Greensboro

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

$620,000

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

16881 Heritage Hills Ln, Henderson

Listing courtesy of Benson & Mangold, LLC. Contact:

$469,900

New Home- Ready Fall 2026 in Lake Land Or. Photos are from previously model and are virtually staged!

813 Moorefield Dr, Ruther Glen

Listing courtesy of Coldwell Banker Elite. Contact:

$1,175,000

Bayfront living with exceptional waterfront amenities! This home offers a rare opportunity to enjoy water views, a boat dock with slip, and a private beach area. The sunroom/sun porch provides the perfect space to relax, entertain, or simply take in the peaceful waterfront setting. The home features a desirable first-floor primary suite with its own private exterior entrance and generous closet space. A separate suite over the garage, also with its own private entry, adds wonderful flexibility for guests, extended living, a home office, studio, or private retreat. With a spacious and versatile layout, multiple private-entry living areas, and direct access to the water, this property is full of potential and ready for its next chapter.

30019 Goose Point Ct, Port Royal

Listing courtesy of 1st Choice Better Homes & Land, LC. Contact:

$449,999

PRICE REDUCED!! Step into history when walking through the front entrance of this early 20th century home. This home still has the charm to bring you back in time with recent modern upgrades. Such as new oak hardwood floors installed downstairs in 2023, leaving the original wood upstairs underneath the recently professionally cleaned Berber carpet waiting to be revealed, new roof in 2021, stainless appliances, updated downstairs bathroom with walk-in shower and tankless water heaters for the entire house. Electrical was updated in the early 2000’s along with double hung windows and all plaster replaced with drywall. This home is nestled on 1.45 case and has the feel of country with the convenience of being situated between Fredericksburg and Richmond. You can enjoy your quiet evenings sitting on the wrap around porch or soaking in the hot tub listening to the birds sing throughout the many mature trees on the property. Bonus Spring house is ready to remodel to an in-law suite or She/he-shed.

11456 Chesterfield Rd, Ruther Glen

Listing courtesy of LJ Realty Company, Inc.. Contact:

$1,150,000

An exceptional offering, beautifully situated along the deep, protected waters of Tuckahoe Creek. This beautifully appointed waterfront residence has undergone an extensive renovation, blending timeless design, quality craftsmanship, and comfortable luxury. Professionally redesigned with Barclay Designs and interiors by Sanctuary Interiors, the home features thoughtfully selected finishes and custom details throughout. The stunning kitchen showcases blue marble countertops, handcrafted cabinetry, Wolf gas cooktop, Sub-Zero refrigerator, beverage refrigerators, and a spacious center island. Rich hardwood flooring, designer lighting, custom window treatments, and beautifully renovated bathrooms complement the interior. The primary suite offers heated bathroom floors and a private Juliet balcony. Designed for exceptional indoor and outdoor living, an expansive Balau hardwood deck overlooks the spacious rear yard and heated saltwater pool, surrounded by travertine, natural stone, and professionally designed landscaping. Additional outdoor amenities include a fully equipped kitchen, fire table, tranquil fountain, and enclosed four-season sunroom. A private pier provides access to deep, unobstructed, protected water, ideal for boating, waterskiing, wakeboarding, and enjoying the Eastern Shore lifestyle. Additional improvements include Everlast Advanced Composite Siding, updated HVAC (2023), modernized electrical, a custom bunk room, and numerous additional upgrades. Conveniently located just minutes from Talbot County and Easton, with easy access to Routes 50 and 404, Annapolis, and MD & DE beaches. Enjoy the privacy of a peaceful waterfront setting without sacrificing convenience. An added benefit, the property is located outside the designated floodplain.

23071 Tuckahoe Springs Dr, Denton

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

$385,000

Updated + Upgraded - Turn-key 4BR/2.5BA contemporary 2-story home on a culdesac lot backing to trees, near historic downtown Denton - a true gem of an Eastern Shore town, perched on the banks of the Choptank River - but tucked away on a residential court. New flooring + paint throughout, new granite counters, new kitchen appliances, new fixtures. Wide open floorplan boasts tall ceilings, spacious rooms throughout, and lots of great light. Great room with new LVP flooring offers living, dining, breakfast, and kitchen spaces. Bright + cheery kitchen - light gray cabinetry, new stainless steel appliances, gorgeous granite counters, new custom tile backsplash. Sliders out to the expansive deck overlooking your roomy yard. Separate flex room - perfect for a home office, study - whatever you like. A half bath completes the 1st floor. Upstairs, primary bedroom with vaulted ceiling, new carpet, walk-in closet, full, en-suite bath - new tile floors, step-in shower, double-sink vanity. 3 additional bedrooms - all with new carpet. 2nd full bath with tub/shower combo, tile flooring. Laundry room with new tile floors completes the home's interior. Attached 2-car garage with extra space for storage, concrete driveway, nice-sized storage shed. Minutes to the best that Denton and Caroline County offers - great local restaurants, boutique and big-box store shopping, arts + culture, history galore, plenty of public launches and marinas, boating, world-class fishing, crabbing, hunting, wildlife estuaries, incredible state parks - a true paradise for nature lovers, photographers, boaters, fishermen and anyone who wants to enjoy the more relaxed pace on the Eastern Shore - from the beaches to the bays and beyond! Great central location on the Delmarva Peninsula -- 15mi to Easton, 30mi to the Bay Bridge or Cambridge, 40mi to Annapolis's Downtown, about an hour to the Delaware Beaches or Newark, half hour more to Ocean City's Boardwalk. This home is ready for its new owner to just move in and enjoy. Sizes, taxes, distances approximate.

502 Kathryn Ct, Denton

Listing courtesy of EXP Realty, LLC. Contact:

$325,000

NEW PRICE FOR A NEW SEASON! Now offered with a $20,000 price improvement, 312 Market Street combines approximately 2,300 square feet of living space with significant updates, a flexible four-bedroom floor plan, and the character of a beautifully maintained historic Denton home. While this home dates to the early 1900s, important improvements have already been completed to bring modern comfort and functionality to the property. Replacement windows were installed in 2019, while roof and kitchen renovations were completed in 2009. A split HVAC system provides zoned heating and cooling for added comfort and efficiency, and the spacious primary suite includes an updated bath. These improvements allow buyers to enjoy the personality and craftsmanship of an older home without sacrificing many of the conveniences expected today. The thoughtfully updated kitchen serves as the heart of the home, featuring granite countertops, a farmhouse-style stainless steel sink, breakfast bar seating, and a beautiful greenhouse window that fills the space with natural light. The home offers four bedrooms and two full baths, with three bedrooms upstairs and an additional main-level bedroom connected to a convenient Jack-and-Jill-style full bath. This flexible space could easily accommodate guests, multi-generational living, a home office, playroom, or den. Generous room sizes and abundant storage continue throughout the home, including walk-in closets in three of the bedrooms. A formal dining room provides plenty of space for holiday dinners and special occasions, while the pellet stove in the family room creates a warm and inviting atmosphere during the cooler months and can help supplement the home's heat. And then there is the character that simply can't be recreated in most newer construction. Original hardwood floors, detailed moldings, tall ceilings, oversized windows, substantial room proportions, and the craftsmanship of another era give this home an unmistakable sense of personality. Rather than a cookie-cutter floor plan, you'll find individual spaces with architectural detail and versatility, offering the opportunity to make each room your own. Outside, the expansive front porch is a natural extension of the home's historic charm and an inviting place for morning coffee, evening conversations, or simply enjoying small-town life. The approximately .22-acre property also offers a backyard with a surprising sense of privacy while maintaining the convenience of an in-town location. Located approximately one mile from Route 404, the home provides convenient access toward Easton, the Chesapeake Bay Bridge, Delaware beaches, Annapolis, and surrounding areas. Denton's local shops, restaurants, parks, waterfront recreation, and community events are also within easy reach. With its new price, approximately 2,300 square feet of living space, substantial improvements, flexible floor plan, and architectural details rarely found in today's construction, 312 Market Street offers something increasingly difficult to find: a home with modern conveniences, room to grow, and a character all its own.

612 Market St, Denton

Listing courtesy of Cross Street Realtors LLC. Contact:

$464,999

Welcome to 17266 Day Lily Drive in the desirable Ladysmith Village community. This well-maintained home offers a functional floor plan with spacious living areas, comfortable bedrooms, and plenty of natural light throughout. The kitchen provides ample cabinet and counter space and opens to the main living areas, creating a comfortable setting for everyday living and entertaining. The primary suite offers a private retreat with an en-suite bath and generous closet space. Additional bedrooms provide flexibility for guests, a home office, or other household needs. Outdoor spaces offer opportunities to relax, entertain, and enjoy the surrounding neighborhood. Residents enjoy access to community amenities that may include a clubhouse, swimming pool, fitness center, walking trails, playgrounds, and common areas. Conveniently located near I-95, shopping, dining, schools, and commuter routes, this home offers a balance of comfort, convenience, and community living. Schedule your showing today and discover all that this home has to offer

17266 Day Lily Dr, Ruther Glen

Listing courtesy of Vaze Realty. Contact:

$499,999

Beautiful to be built new construction on 1.8 acres just outside Denton. This home offers 4 bedrooms, 2 full baths, great open kitchen with island, pantry, separate laundry room, large family room plus dining area. The crawl space will be conditioned for total peace of mind. The garage is huge measuring 32x22 and will be fully insulated with R19 Batts insulation. There will be a slider leading to the huge back yard. Buyers can still choose colors and finishes. Welcome Home!

25660 Cherry Blossom Ln, Denton

Listing courtesy of Keller Williams Realty. Contact:

$335,000

NEW PRICE! RECENTLY REDUCED BY NEARLY $40,000! AN INCREDIBLE OPPORTUNITY TO ENJOY EASTERN SHORE LIVING! Welcome to 23116 Gilpin Point Road in Preston, an updated Eastern Shore rancher offering the perfect blend of one-level living, privacy, history, and a water-oriented lifestyle. Beautifully situated in the historic Gilpin Point area, this inviting home provides a peaceful country backdrop with convenient access to nearby towns, commuter routes, and the Choptank River. Steeped in the heritage of the Gilpin Point estate area, the property offers a special connection to one of the Eastern Shore’s historic riverfront communities. Inside, enjoy the ease and comfort of true one-level living with a thoughtful layout designed for everyday convenience. The spacious living area is an inviting place to gather and unwind, while the eat-in kitchen offers comfortable dining space and easy flow to the main living areas. The private owner’s suite features its own full bath, and additional bedrooms offer flexibility for guests, a home office, craft room, or hobbies. A large laundry and utility area provides valuable storage and practical convenience, all on one level. Generous room sizes and a comfortable layout make this home an appealing choice for buyers seeking convenient living without sacrificing space or charm. Outside, the recently refreshed landscaping enhances the home's welcoming curb appeal and highlights its peaceful Eastern Shore setting. Mature trees, open outdoor space, and room to make the yard your own create opportunities for future flower beds, a vegetable garden, outdoor entertaining, or simply relaxing in the fresh air. Whether you envision a fire pit, boat storage, raising chickens, or space for your favorite projects, this property offers flexibility to suit your lifestyle. Fenced areas, greenhouse space, a storage shed with electric, and additional outbuilding space provide options for recreation, hobbies, and storage. Generous parking and room to spread out complete the setting. Less than five blocks away, Ganey’s Wharf provides access to the beautiful Choptank River, with opportunities for boating, fishing, kayaking, crabbing, picnics, or simply enjoying waterfront views. This is more than a home—it is an Eastern Shore lifestyle. Private, peaceful, updated, and full of Eastern Shore charm, 23116 Gilpin Point Road offers one-level living, generous outdoor space, nearby river access, historic character, and everyday comfort. Conveniently located for access to Easton, Denton, Cambridge, Annapolis, Baltimore, Washington, D.C., Middletown, Dover, Dover Air Force Base, Routes 50 and 301, the Bay Bridge, Kent Island, and Delaware shopping. An exceptional opportunity to enjoy Eastern Shore living at a newly improved price!

23116 Gilpin Point Rd, Preston

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$359,000

Welcome to this spacious three-level home offering flexible living space and a functional floor plan! The main level features a bright living room that flows in the open kitchen. Separate dining room for those family gatherings. Also, on this level is a half bath and a small guest bedroom or turn into your reading area or an office space. Upstairs, you'll find three additional bedrooms and the laundry room conveniently located on the same level. The finished lower level provides endless possibilities and can be customized to fit your needs -family room, home office, gym, recreation area or additional living space. Enjoy outdoor living on the large rea deck overlooking the fenced backyard, while the covered front porch provides a welcoming place to relax and unwind. Plenty of room to make this home your own. Solar panels complete this amazing home.

410 Wood Duck Dr, Greensboro

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

$225,000

4 Beds ⋅ 1 Baths

4 bedrooms 1 bathroom bungalow being sold "AS IS". 16,700 sq. ft. lot with detached garage. Priced to Sell. Updated 200. amp electric service.

5258 Preston Rd, Federalsburg

Listing courtesy of Marshy Hope Realty LLC. Contact:

$825,000

WATERFRONT!! Stunning Lakefront home in Beautiful Lake Caroline! Nestled in a quiet cove, this gorgeous Waterfront Stucco comes with mature & natural landscapes leading down to your shoreline with a boat dock & patio deck. Ample room for boats, jet ski and lots of water sport toys. Inside you will find vaulted ceilings, skylights, architectural angles & lots of windows bringing the outside lighting in. Complete gourmet kitchen with island, gas cooking & nice pendant accent lighting. Nice open floorplan with dining area, ceramic tile surround fireplace family room and kitchen combination. This Custom-built Hamlet Home - The "Catalina Model" comes with unique rounded edging, bamboo, marble, stained concrete flooring and a double basement foundation. Main floor living has 3 bedrooms, 2 baths, Living, Dining, Kitchen and head to the basement to find game room, 2nd tile surround gas fireplace, even a humidor! Flex space for 4th bedroom or in-law suite. Walk out level to the patio deck with stainless steel outdoor kitchen and a full-size Hot Tub with extra deck support. Plus, we have the 2-car attached garage & workshop/storage too! This home has it all - Buy Now for Summertime FUN on the LAKE! Lake Caroline is a Full-Service Lake offering: 277-acre Lake, 2 sandy beaches, clubhouse, playgrounds, tennis, pickleball, basketball, water ski, wakeboard, jet ski, pontoon, kayak, paddleboard. Swimming & Fishing, Pool with lifeguards. Enjoy S'mores at your dock after Fun in the Sun! Lake Caroline is located just off I-95 between DC & Richmond, close to Shopping, Golf, Wineries, Kings Dominion Amusement Park, Dominion Raceway & the New Kalahari Waterpark opening later this year! Come Check it Out Today!

584 Lake Caroline Dr, Ruther Glen

Listing courtesy of Hometown Realty Services, Inc.. Contact:

$629,000

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:

$510,000

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:

$289,900

MOVE IN READY!— Newly renovated. This is one you won’t want to miss. Step inside this newly renovated 2,200 sq. ft. townhome located in the heart of Denton, MD. Featuring four spacious bedrooms and 3.5 bathrooms, this home offers a perfect blend of comfort, functionality, and modern design. The entry level includes a versatile first-floor bedroom with a walk-in closet—ideal for guests, a home office, or flexible living space. The main living level boasts a stylish kitchen with a center island, perfect for casual dining and entertaining, along with a separate formal dining area for more intimate gatherings. Upstairs, you’ll find additional well-appointed bedrooms designed for comfort and privacy, along with a convenient walk-in laundry room and ample linen storage throughout. Enjoy outdoor living on your private rear deck—perfect for grilling, entertaining, or unwinding at the end of the day. A custom garage, unique to this home, adds both convenience and character. Situated in the growing town of Denton, this home combines small-town charm with easy access to the best of the Eastern Shore. Enjoy nearby beaches in under an hour and convenient commutes to Easton, Dover, Baltimore, and Washington, D.C..

1624 Blue Heron Dr, Denton

Listing courtesy of Island Realty, LLC. Contact:

$369,900

This inviting Victorian offers 4 bedrooms and 1.5 baths, that’s perfect for unwinding at the end of the day. Inside, natural light fills the main level, highlighting warm hardwood floors and comfortable living spaces. The living and dining areas connect seamlessly, creating an easy flow for everyday living. The kitchen features ample cabinet and counter space, stainless steel appliances, and a window over the sink that brings in soft daylight. Just beyond, a mudroom with laundry and a half bath adds everyday convenience. The main floor also includes a bedroom and a bright sunroom with vaulted ceilings and walls of windows; an ideal spot to relax or enjoy a quiet morning. Upstairs, the primary bedroom offers a spacious walk-in closet, along with two additional bedrooms and a full bath with a double vanity. Out back, the fenced yard provides room to enjoy the outdoors, along with a oversized outbuilding for extra storage. With updates like newer windows, appliances, and a water heater, and located close to shopping and dining, this home blends comfort, character, and practicality in all the right ways. What are you waiting for? Call today for your private showing or check out the 360-degree virtual tour!

803 Market St, Denton

Listing courtesy of Coldwell Banker Realty. Contact:

$225,000

ATTENTION INVESTORS -- Incredible opportunity in the heart of Denton - Roomy DUPLEX with tons of potential - renovate and hold, fix and flip, or create a long-term income-producing asset. Featuring 2 separate units, each level includes 2 bedrooms and 1 full bathroom, ideal for rental income or multi-family living - OR - convert this home back to its original colonial charm as a single-family home. Denton is a quintessential Eastern Shore town on the banks of the Choptank River. Minutes to the best that Denton and Caroline County offers - great local restaurants, boutique and big-box store shopping, arts + culture, history galore, plenty of public launches and marinas, boating, world-class fishing, crabbing, hunting, wildlife estuaries, incredible state parks - a true paradise for nature lovers, photographers, boaters, fishermen and anyone who wants to enjoy the more relaxed pace on the Eastern Shore - from the beaches to the bays and beyond! Great central location on the Delmarva Peninsula -- 15mi to Easton, 30mi to the Bay Bridge or Cambridge, 40mi to Annapolis's Downtown, about an hour to the Delaware Beaches or Newark, half hour more to Ocean City's Boardwalk. Sizes, taxes, distances approximate

522 Market St, Denton

Listing courtesy of EXP Realty, LLC. Contact:

$415,000

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:

$467,740

The Sidney offers over 1,841+ square feet of thoughtfully designed living space with 4 bedrooms and 2.5 bathrooms, blending comfort and functionality for modern living. The first floor welcomes you with a spacious open-concept layout featuring a large family room and dining area—perfect for entertaining or everyday gatherings. The kitchen is designed for both style and convenience, with a peninsula that overlooks the dining space and a generous walk-in pantry for ample storage. Just off the rear-load garage, a practical laundry and mudroom creates the perfect drop zone and flows directly into the kitchen. A convenient powder room completes the main level. Upstairs, the expansive primary suite provides a relaxing retreat, highlighted by an oversized walk-in closet and a private en-suite bath with double vanities and a walk-in shower. Three additional bedrooms and a full bathroom with tub provide comfortable accommodations for family members or guests. With its open main living areas, smart storage solutions, and spacious bedrooms, the Sidney is designed to make everyday living easy and enjoyable.

6275 Sterling Way, Ruther Glen

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

$369,900

2 Acre cleared lot. Great opportunity for a fixer upper. Home needs a fair amount of work but it has a great layout. Main level primary, office/den separate dining room. Additional main level bedroom and full bath on main level. Spacious living room with access to the large screened porch. Corner eat-in kitchen & main level laundry. Cash or 203(K). ***The property is being sold in its current “as-is” condition, and Seller will not be responsible for any costs related to the repair, improvement, or modification of the property, including but not limited to any lender-required repairs.

25331 Adams Landing Rd, Denton

Listing courtesy of Keller Williams Realty. Contact:

$669,000

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:

$359,000

Major Reduction! Sellers are ready to move on! Homes like this is what they use for Christmas cards, large wrap around porch, entry foyer, detailed fireplaces, hard wood floors, and so much more. This is waiting for the right owner to continue the 126 years this home has stood. Everything in this home is in grand size. Large rooms, make this an easy home for a large family . The house current owners have the house set up as a six bedroom home. These rooms cannot be considered bedroom's to lack of closets. Located in historic Denton which sits on the Choptank River. A short walk to the 4th Street park with a playground for children , tennis and pickleball for adults and a picnic area. Additional parks are Martinak and Tuckahoe, which offer camping, walking trails, and access to the Choptank River. A public boat ramp is in town as well as in the park. Shopping is minutes away with a vast and fast growing commercial district offering a healthy mix of options. The surrounding area is full of nature lovers options, multiple farmers markets, small entrepreneurial businesses, which includes our local pub, a brewery, a bakery, and a culinary school just to name a few. This really is a special house and a special area. May be subject to a short sale.

112 S 5th Ave, Denton

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

23348 Tidewater Trl, Rappahannock Academy

$5,500,000

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:

$399,000