Caroline County, VA Homes between $350,000 and $400,000 for Sale

1503 Cattail Commons Way, Denton

Listing courtesy of Douglas Realty LLC. Contact:

$379,000

This charming ranch-style home, conveniently located outside of Denton, offers a perfect blend of comfort and functionality. Set on a partially wooded 1-acre lot, the property features a level landscape with both front and rear yards, ideal for outdoor gatherings or peaceful retreats. The screened porch is perfect for enjoying a relaxing evening or hosting a crab feast. With 3 bedrooms and 3 full bathrooms, this well-maintained residence boasts 2026 sq ft of living space, providing ample room for relaxation and entertainment. The property includes not one, but two garages-an attached 2 bay garage and a detached 2 bay garage with workshop-offering plenty of space for projects as well as storage and parking options. Located in a tranquil rural setting, this home is a haven for those seeking a peaceful lifestyle while still being conveniently accessible. Embrace the charm of country living with modern comforts, making this property a true sanctuary to call home.

8654 Legion Rd, Denton

Listing courtesy of Wright Real Estate. Contact:

$350,000

Nestled in a serene setting, this charming ranch style home offers a perfect blend of comfort and convenience. Built in 2001, this well maintained residence boasts 1,554 square feet of inviting living space, featuring three spacious bedrooms and two full bathrooms. The thoughtful design and open layout create an atmosphere that feels both cozy and expansive, making it an ideal retreat for relaxation and gatherings. The exterior, adorned with durable vinyl siding, complements the tranquil surroundings, while the generous one acre lot provides ample space for outdoor activities, gardening, or simply enjoying the beauty of nature. The attached two-car garage, complete with additional storage, ensures that your vehicles and belongings are secure and easily accessible. Located in a vibrant community, this home is just a stone's throw away from local parks, where you can enjoy leisurely strolls, picnics, or playtime with friends. The neighborhood is known for its friendly atmosphere and strong sense of community, making it easy to connect with neighbors and participate in local events. The community is also well-served by public services, ensuring that residents have access to essential amenities and resources. For those who enjoy outdoor adventures, nearby parks offer a variety of recreational opportunities, from hiking trails to sports fields, catering to all ages and interests. The peaceful surroundings provide a perfect backdrop for weekend getaways or evening strolls under the stars. This home is not just a place to live; it's a gateway to a lifestyle filled with warmth, connection, and community spirit. Whether you're hosting a barbecue in the backyard or enjoying a quiet evening indoors, this residence invites you to create lasting memories. Experience the charm and comfort of this delightful property, where every day feels like a retreat. Don't miss the opportunity to make this house your home!

23719 Henry Rd, Ridgely

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

$395,000

Completely Renovated from Top to Bottom and No HOA or Community Restrictions! Enjoy the best of country living in this beautiful 3 bedroom, 2 bath rancher, tucked away on a quiet road less traveled! Situated on a spacious, level ¾-acre lot, this home offers plenty of room to relax, entertain, and enjoy the peaceful surroundings. Take in the scenic views of open farmland while appreciating the added privacy of a backyard that backs to trees. Renovated from top to bottom, this home features an impressive list of updates, including a NEW roof, windows, siding, flooring, kitchen, bathrooms and so much more! Thoughtfully updated throughout, this home offers modern style, comfortable one-level living, and the peace of mind of knowing so much of the work has already been done for you. Again, there's NO HOA, NO COMMUNITY RESTRICTIONS! Enjoy the freedom of owning your own piece of the countryside without HOA fees or community imposed restrictions. With a spacious property, there's plenty of room to spread out and enjoy your property your way. The home is currently undergoing final finishing touches, with installation of a new septic system in progress. If you've been searching for a beautifully updated home with room to breathe, privacy, and the freedom to enjoy country living, this is your opportunity! Why take on the time, expense, and hassle of renovating when you can move into a home where the work has already been done? Select photos have been digitally enhanced with added color for visual presentation purposes only.

7922 Detour Rd, Denton

Listing courtesy of Clark & Co Realty, LLC. Contact:

$399,000

5 Beds ⋅ 4 Baths

Coming Soon! More Photos Coming Soon! Take advantage of this wonderful opportunity to own a spacious, beautifully updated home in Tidewater Farms! The sellers are downsizing, creating an exciting opportunity for the next owner to enjoy all this home has to offer. Welcome to this spacious 5-bedroom, 3.5-bath home in Tidewater Farms, offering a versatile layout with room for everyone! Featuring two en-suite bedrooms—one conveniently located on the main level and another on the second floor—this home offers flexibility for a variety of living arrangements. Enjoy peace of mind with a **new roof installed 2025 and HVAC system installed in 2024**. Thoughtful updates throughout include additional cabinetry in the dining room, updated lighting and/or ceiling fans in every room, and dusk-to-dawn exterior lighting for added convenience. Step outside to enjoy the fenced-in backyard, complete with an above-ground pool and deck—perfect for relaxing, entertaining, and making the most of the warmer months. The pool also features a separate electrical service. With five bedrooms, multiple en-suite options, important recent updates, and inviting outdoor amenities, this Tidewater Farms home offers space, comfort, and functionality.

315 Hughlett St, Preston

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

$374,900

Welcome to 11502 Greensboro Rd, a spacious ranch-style home offering 3 bedrooms, 2 full baths and a generous 0.68-acre lot in Greensboro. The main level features a bright living room with hardwood flooring and a cozy fireplace, creating a welcoming focal point for relaxing or entertaining. The kitchen offers ample cabinetry, counter space, stainless-steel appliances, and a center island, while a separate dining area provides room to gather. Three bedrooms and two full bathrooms offer flexibility for everyday living, guests, or a home office, and the attached one-car garage adds convenience. Outside, enjoy a spacious yard framed by mature trees, a paved driveway, and a rear deck overlooking the wooded surroundings. With no HOA, you can enjoy added flexibility while remaining close to Greensboro’s local shops and dining. Explore nearby Ober Community Park for recreation, or visit Choptank River Park for fishing and river access. North County Regional Park offers trails for hiking and biking, while Route 313 provides convenient connections to surrounding Caroline County communities and nearby Denton.

11502 Greensboro Rd, Greensboro

Listing courtesy of Redfin Corp. Contact:

$379,900

3 Beds ⋅ 1 Baths

COMING SOON!! Well-maintained and updated 3 bedroom rancher offering over 1,300 square feet of living space on over 1.5 acres. Enjoy comfortable living with a spacious living room, a nice-sized kitchen, and a designated dining area with access to the back deck — perfect for grilling, entertaining, or simply relaxing outdoors. The large backyard is partially fenced and offers plenty of room to spread out and enjoy the space. Need extra storage? This property has you covered with two sheds and a metal outbuilding, ideal for storing equipment, tools, and outdoor essentials. The interior has been freshly painted in a neutral color and new flooring is being installed. And, the roof is just 8 years old, offering added peace of mind for years to come. Conveniently located between Routes 50 and 404, making commuting to Easton and Denton a breeze, with easy access to the Bay Bridge and Maryland/Delaware's beautiful beaches. This property offers a great combination of space, updates, storage, and convenience! Make sure you add this one to your MUST SEE list when it officially hits the market!

8275 New Bridge Rd, Denton

Listing courtesy of Clark & Co Realty, LLC. Contact:

$355,000

Enjoy the freedom of country living on 2 beautiful acres with **no HOA and no restrictions!** This renovated 3-bedroom, 2-bath rancher offers the convenience of one-level living, a spacious lot, and thoughtful updates that make settling in that much easier. The updated kitchen features granite countertops, while fresh paint and new flooring in 2026 give the interior a refreshed feel. Major improvements include a new HVAC system in 2023, dishwasher in 2024, washer in 2023 and metal roof installed in 2016, along with updated crawlspace insulation and a new vapor barrier in 2026. Outside, enjoy new fencing, ample parking, and a welcoming patio with a grill and fire pit—perfect for entertaining or unwinding under the open sky. A wood stove adds cozy charm, while the water softener offers everyday convenience. The shed with electric provides excellent space for hobbies, projects, or extra storage. Whether you’re dreaming of a little more room to spread out, space to enjoy the outdoors, or the flexibility that comes with owning acreage without HOA restrictions, this property offers country charm, practical updates, and room to make it your own! *More Pics Coming Soon!*

15395 Oakland Rd, Goldsboro

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

$395,000

Enjoying a quiet cul-de-sac setting and a private wooded backdrop, this spacious 4-bedroom, 2.5-bath home offers approximately 3,117 square feet of comfortable, well-planned living space in Savannah Overlook. With no through traffic and woods beyond the rear yard, the setting is one of the home's standout features. Inside, a neutral color palette, some newer flooring and fresh paint create a warm, welcoming feel. The spacious gourmet kitchen is designed for both everyday living and entertaining, featuring newer stainless-steel appliances, a generous center island and solid-surface countertops. This area flows to an adjoining casual dining area, where sliding glass doors bring in abundant natural light and provide an easy connection to the outdoor space. The kitchen and dining areas transition seamlessly into the family room, anchored by a dramatic floor-to-ceiling stone fireplace that serves as the focal point of the room. Upstairs, additional flex space adds even more versatility to the floor plan and can easily function as a home office, exercise room, den, media area or second family room, depending on your needs. Important improvements include a new roof in 2021 and a new HVAC system in 2025, featuring an electric heat pump with propane backup. Outside, enjoy established hardscaping, a fully fenced rear yard, a newer storage shed and an existing rough-in for a hot tub. The remarkably versatile two-car garage is another distinctive feature, enhanced with an epoxy-coated floor, extensive organized storage and an easy-to-use retractable screened-door system. This thoughtful setup allows the garage to transition into additional indoor-outdoor living, entertaining or hobby space while retaining its everyday functionality. Thoughtfully maintained and improved over time, 1111 Whistling Pine Road combines generous living space, a desirable lot and the appeal of an established neighborhood community. Conveniently located near Denton's historic downtown, enjoy the charm of a true hometown-USA setting with local shops, restaurants, parks and access to the Choptank River. Route 404 is also nearby, with the Chesapeake Bay Bridge approximately 45 minutes away, providing convenient access toward Annapolis, Baltimore and the Washington metropolitan are

1111 Whistling Pine Rd, Denton

Listing courtesy of Benson & Mangold, LLC. Contact:

$395,900

2 Beds ⋅ 2 Baths

VA ASSUMABLE LOAN OPPORTUNITY! Take advantage of a unique financing opportunity with an existing VA loan that may offer a more attractive interest rate than today's market rates! Enjoy easy living in the sought-after Pendleton golf course community, a like-new neighborhood perfect for first-time homebuyers or those looking to downsize and enjoy a more relaxed lifestyle. Designed for comfortable main-level living, this home features an open layout ideal for everyday living and entertaining. The kitchen offers granite countertops, stainless steel appliances, modern hardware, recessed lighting, plenty of cabinet space, and a large island with seating that opens to the living room. Ceiling fans in the living room and bedrooms add comfort throughout the home. The formal dining room at the front of the home is filled with natural light and also offers flexibility for a home office or additional sitting area. The secondary bedroom can easily function as a guest room or office space. The primary suite features cozy carpeting, a spacious closet, and an en suite bathroom with a stall shower. A glass slider off the living room leads to the covered Trex deck with a ceiling fan, overlooking the partially fenced wrought iron backyard with scenic views of the golf course, rolling hills, and tree line beyond. The unfinished basement offers endless possibilities for future expansion, including additional living space, a bedroom, bathroom, gym, or recreation area to fit your needs. The home also features a whole-house water filtration system as well as a reverse osmosis system for added convenience and peace of mind. Residents of Pendleton enjoy access to an impressive list of amenities including the 18-hole championship golf course, disc golf course, swimming pool, playgrounds, sports fields, walking trails, dog park, and more, offering activities and recreation for a variety of lifestyles. Conveniently located near I-95 and Route 1, with easy access to Fredericksburg, Richmond, and Fort A.P. Hill.

7258 Parchment Cir, Ruther Glen

Listing courtesy of KW Metro Center. Contact:

13110 Courtland Ln E Unit 00000, Ruther Glen

INVESTOR SPECIAL — WILL NOT QUALIFY FOR NORMAL FINANCING! Bring your vision to this property (OVER 4,000SQ. FT.) and situated on over 5 acres, offering recent improvements and an unfinished two-level addition with room to expand. Updates to the double-wide include a new roof, siding, and gutters. A new survey is also available. The main finished home’s heat pump is approximately 7 years old, and a new Mitsubishi unit serves the smaller double-wide addition. Built approximately 9 years ago, the unfinished addition features a brick fireplace on each level and sliding exterior doors on both levels. HVAC ductwork and much of the electrical wiring have already been run, and a heat pump/furnace has been installed but has never been operated. This space offers an opportunity for the next owner to complete the project to suit their needs, subject to county requirements and approvals. The county has the addition’s plans on file and has indicated that completing it to include an additional bedroom would require upgrading or replacing the septic system with a larger system. The current septic system serves a 3-bedroom, 2-bathroom home. The siding contractor lost the double-wide’s HUD certification label during siding replacement. With acreage, recent exterior improvements, and expansion potential, this property is ready for an investor with a plan. Buyers should verify permits, completion requirements, septic capacity, and HUD documentation.

5 Beds ⋅ 3 Baths

13110 Courtland Ln E Unit 00000, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact:

Welcome to the Delmar in Ladysmith Village! This thoughtfully designed 3-bedroom, 2.5-bath home offers 1,509 sq. ft. of modern living space with a 1-car garage and elegant exterior. The open-concept first floor features a bright living room, dining area, and a well-equipped kitchen with ample cabinetry, pantry, and counter space, plus a convenient powder room. Upstairs, enjoy a spacious primary suite with a walk-in closet and private bath with double vanity, along with two additional bedrooms and a full hall bath. Photos and renderings are from builder's library, actual selections and finishes may vary.

17391 Riverside Dr, Ruther Glen

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

$399,900

Charming 3-bedroom, 2½-bath Cape Cod located just outside Denton in desirable Riverview Estates. Situated on nearly 3 acres, this property offers plenty of privacy and a peaceful setting surrounded by nature. The owner has enjoyed deer hunting on the property, adding to its appeal for outdoor enthusiasts. Large screened porches at both the front and rear of the home provide ample space for relaxing, entertaining, and enjoying the tranquil surroundings. The first-floor primary bedroom offers convenient one-level living. A hot tub is also included and conveys with the property. A wonderful opportunity to enjoy the space, privacy, and serenity of country living while remaining close to Denton.

24882 Riverview Way, Ridgely

Listing courtesy of Benson & Mangold, LLC. Contact:

$379,900

🏡 BRAND-NEW CONSTRUCTION | MOVE-IN READY | MODERN COMFORT! Your next chapter starts at 155 Wright St, Preston, MD 21655! This beautifully completed 3-bedroom, 2-bath home offers approximately 1,626 square feet of thoughtfully designed living space, combining modern finishes with a bright, open-concept layout. Step inside and discover a spacious kitchen and living area designed for everyday living and entertaining. The kitchen features stylish 42-inch cabinetry, under-cabinet lighting, quartz countertops, and a generous island that creates a natural gathering space. Luxury vinyl plank floors paired with recessed lighting add a clean, contemporary feel throughout the home. Enjoy the comfort of a tankless water heater, an encapsulated crawl space, and an attached 2-car garage. Outside, a large in-town lot offers room to enjoy the outdoors, while the 12' x 16' deck provides an inviting space for relaxing or entertaining. Conveniently located near local parks and schools, this newly built home offers the benefits of modern construction with the convenience of an in-town setting. Why wait to build when your new home is ready for you? If you're ready to explore homeownership, ask about financing options and potential down payment or closing cost assistance programs for which you may qualify. 📍 155 Wright St, Preston, MD 21655 Schedule your private showing and come see the possibilities for yourself

155 Wright St, Preston

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$379,900

3 Beds ⋅ 1 Baths

Work and save. Handy person's dream purchase. Commercial Potential. Future Land Use Map calls for B-1 or B-2 zoning uses in this area. Many other uses with a special exception permit. Contact the Town Zoning Office for all of the details. Adjacent to Multifamily Zoning to the North. R-3 Zoning to the East. INVESTORS or DIY's-basement can be a duplex or apartment with a special use permit. Much potential to create in the unfinished basement. Newer dimensional shingles on roof. Wood flooring in kitchen. Ceramic tile flooring and half wall in bath. Hardwood floors throughout the main level-even under the carpet in the LR. FR is an add on and has WW carpet only. Stained trim throughout. Ceiling fans, sump pump in basement. Can be a second kitchen in the basement. Can be a minor event facility with a special use permit.

147 Chase St, Bowling Green

Listing courtesy of ASJ Realty, LLC. Contact:

Welcome to the Delmar in Ladysmith Village! This thoughtfully designed 3-bedroom, 2.5-bath home offers 1,509 sq. ft. of modern living space with a 1-car garage and elegant exterior. The open-concept first floor features a bright living room, dining area, and a well-equipped kitchen with ample cabinetry, pantry, and counter space, plus a convenient powder room. Upstairs, enjoy a spacious primary suite with a walk-in closet and private bath with double vanity, along with two additional bedrooms and a full hall bath. Photos and renderings are from builder's library, actual selections and finishes may vary.

17397 Riverside Dr, Ruther Glen

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

Welcome to the Delmar in Ladysmith Village! This thoughtfully designed 3-bedroom, 2.5-bath home offers 1,509 sq. ft. of modern living space with a 1-car garage and elegant exterior. The open-concept first floor features a bright living room, dining area, and a well-equipped kitchen with ample cabinetry, pantry, and counter space, plus a convenient powder room. Upstairs, enjoy a spacious primary suite with a walk-in closet and private bath with double vanity, along with two additional bedrooms and a full hall bath. Photos and renderings are from builder's library, actual selections and finishes may vary.

17401 Riverside Dr, Ruther Glen

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

Welcome to 107 Sunset Blvd in Preston, MD! This spacious 3-bedroom, 2.5-bath brick home offers comfortable living, thoughtful updates, and everyday convenience. The inviting interior features an open living and dining area with plenty of room to gather, entertain, and make yourself at home. Newer LVP flooring, fresh paint, and upgraded recessed lighting create a clean, modern feel throughout the main living spaces. The kitchen features new appliances installed approximately one year ago, while the master bathroom and electric heat pump were replaced within the last year. Additional updates include new exterior doors, upgraded ceiling fans, and a hall bathroom remodel completed within the last five years. Step outside to enjoy a nice patio space, perfect for outdoor dining, grilling, or relaxing. The private-feeling yard offers room to enjoy the outdoors, while the attached garage and storage shed provide convenient space for parking, hobbies, and storage. With a spacious layout, inviting living areas, and numerous updates, 107 Sunset Blvd is a wonderful opportunity to enjoy the comfort of a well-maintained home in a convenient Preston location!

107 Sunset Blvd, Preston

Listing courtesy of Coldwell Banker Realty. Contact:

$389,900

Welcome to 320 N Main St in the charming town of Greensboro! Step inside and discover a home that immediately invites you to kick off your shoes and stay awhile. Situated on a spacious half-acre lot, this 3-bedroom, 2.5-bath home offers the perfect blend of comfort, functionality, and style. The beautifully updated kitchen is sure to impress, featuring a five-burner gas range, stainless steel appliances, farmhouse sink, and granite countertops. The kitchen opens seamlessly to the dining area and spacious living room, creating a wonderful flow for everyday living and entertaining. Upstairs, you'll find the home's private sleeping quarters. The primary suite features an en-suite bathroom and access to a private deck overlooking the backyard. Two additional generously sized bedrooms share a guest bathroom. Step outside and discover your own private oasis! The backyard features an above-ground saltwater pool (being sold as-is and in need of a liner), a triple-tiered deck, and an abundance of mature plants and flowers. Whether you're grilling, entertaining, relaxing by the pool, or simply enjoying the sunshine, this outdoor space makes every day feel like a getaway. The property offers three garage bays, including an attached two-car garage and a detached two-car garage. The detached garage is heated by propane, making it an ideal workshop or hobby space year-round. A separate greenhouse with pellet-stove heat provides the perfect setting for gardening enthusiasts. A paved driveway provides plenty of parking for family and guests. Other improvements include - roof approx 10 years old, a main level HVAC system 1 year old and a compressor installed on the second floor HVAC system and water heater 5 years old. Conveniently located approximately 35 minutes from the Bay Bridge, with easy access to Denton for dining and shopping and Delaware for tax-free shopping. This one truly needs to be seen to be appreciated! Schedule your private tour today! Note: Select photos have been virtually enhanced and/or staged for illustrative purposes only and may not reflect the property’s current condition.

320 N Main St, Greensboro

Listing courtesy of Clark & Co Realty, LLC. Contact:

$350,000

Imagine starting your morning with coffee on the front porch as the sun rises over the lake, then taking a short stroll to the nearby beach or boat ramp for a day on the water. At 371 Lake Caroline Drive, everyday life feels like a getaway. Located in the gated Lake Caroline community, this beautifully maintained ranch offers comfort, convenience, and recreation just moments from your door. Enjoy boating, fishing, kayaking, paddleboarding, swimming, tennis, pickleball, basketball, playgrounds, community events, and relaxing afternoons by the lake. A brand-new roof adds peace of mind, complete with a 10-year labor and 50-year material warranty that transfers to you, the new buyer! Inside, natural light fills the inviting single-level floor plan. The spacious eat-in kitchen anchors the home, while updated bathrooms, newer stainless steel appliances, a newer heat pump, an encapsulated crawl space with a dehumidifier, and a paved driveway (2020) add value and convenience. Step outside to the brand-new deck, perfect for grilling, entertaining, or simply unwinding. Another standout is the detached, climate-controlled flex space that is more than an ordinary shed. Fully wired with electricity, insulated, and climate-controlled, with a dedicated Ethernet line to the house, it offers incredible flexibility. With its warm wood interior and year-round comfort, this versatile space is ideal for a private home office, gaming room, hobby space, and more, all without sacrificing living space inside the home. Set on a generous homesite with lake views from the front porch, this home offers the serenity of a resort-style community with everyday convenience. I-95 is just minutes away, providing easy access to Richmond, Fredericksburg, and Northern Virginia. Whether you're entertaining on the new deck, enjoying weekends on the lake, working from your private backyard office, or simply soaking in the peaceful setting, this is more than a home; it’s a lifestyle where every day feels a little more like vacation.

371 Lake Caroline Dr, Ruther Glen

Listing courtesy of Keller Williams Realty. Contact:

$377,740

Welcome to the Delmar in Ladysmith Village! This thoughtfully designed 3-bedroom, 2.5-bath home offers 1,509 sq. ft. of modern living space with a 1-car garage and elegant exterior. The open-concept first floor features a bright living room, dining area, and a well-equipped kitchen with ample cabinetry, pantry, and counter space, plus a convenient powder room. Upstairs, enjoy a spacious primary suite with a walk-in closet and private bath with double vanity, along with two additional bedrooms and a full hall bath. Photos and renderings are from builder's library, actual selections and finishes may vary.

17395 Riverside Dr, Ruther Glen

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

$377,740

Welcome to the Delmar in Ladysmith Village! This thoughtfully designed 3-bedroom, 2.5-bath home offers 1,509 sq. ft. of modern living space with a 1-car garage and elegant exterior. The open-concept first floor features a bright living room, dining area, and a well-equipped kitchen with ample cabinetry, pantry, and counter space, plus a convenient powder room. Upstairs, enjoy a spacious primary suite with a walk-in closet and private bath with double vanity, along with two additional bedrooms and a full hall bath. Photos and renderings are from builder's library, actual selections and finishes may vary.

17403 Riverside Dr, Ruther Glen

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

$369,000

Owner purchased it as new construction but they've never lived in it. *** Discover easy, modern living in the beautiful desirable Pendleton community! This 2025 built 3-bedroom, 2.5-bath property combines a thoughtfully designed floor plan with stylish finishes and everyday convenience. The main level features a spacious primary bedroom with an expansive en-suite full bath and a generously sized closet, offering the comfort and convenience of main-level living. The bright, open-concept living and dining area flows seamlessly into the kitchen, where granite countertops, a large center island, stainless steel appliances, and beautiful luxury vinyl plank flooring create a welcoming space for both everyday living and entertaining. Step outside to your private patio, an inviting spot for morning coffee, outdoor dining, or relaxing at the end of the day. Upstairs, two additional bedrooms and flexible living space provide plenty of options for guests, a home office, hobby area, or additional lounge space. The home is still covered by the builder warranty, providing added peace of mind for the next owner. Community amenities including a swimming pool, clubhouse, pickleball courts, golf court and scenic walking trails. With convenient access to major commuter routes and an ideal location between Fredericksburg and Richmond, this move-in-ready home offers the perfect combination of comfort, convenience, and low-maintenance living. Welcome home!

18386 Centennial Cir, Ruther Glen

Listing courtesy of Coldwell Banker Realty. Contact:

$400,000

With a full price offer and the use of the preferred lender, the seller will provide a 2/1 buy down on the interest rate! Welcome to 16315 Tinder Drive! This beautifully remodeled rambler is situated on a spacious 1-acre lot with no HOA, offering the perfect combination of privacy, convenience, and one-level living. Inside, you'll find a fresh, updated interior featuring a new roof, new flooring, new countertops, new appliances, and beautifully remodeled bathrooms. Step outside to enjoy the fenced-in backyard and low-maintenance Trex decking, creating the perfect space for relaxing, entertaining, or enjoying the outdoors. The attached two-car garage provides plenty of additional space for vehicles, storage, hobbies, or a workshop. There is even a whole home generator! Best of all, this home is within walking distance of the restaurants, shops, and small-town charm of Main Street in Bowling Green. With extensive updates, a full acre, no HOA, and an incredibly convenient location, 16315 Tinder Drive is move-in ready and offers a rare blend of space and walkability! One or more photos have been virtually staged or digitally altered for illustrative purposes

16513 Tinder Dr, Woodford

Listing courtesy of Samson Properties. Contact:

$385,000

3 Beds ⋅ 1 Baths

Historic Home + Separate Buildable Parcel with Investment Potential! Step back in time while enjoying the flexibility and possibilities this unique Main Street property offers. Built in 1880, this 3-bedroom, 1-bath home offers approximately 1,370 sq. ft. and retains original character throughout, including original hardwood flooring beneath carpeting in portions of the home. The sale includes two separate, individually deeded parcels being offered together, providing an adjoining 0.21-acre buildable parcel with plenty of potential. The property also features a large one-car garage with workshop space and a shed. Whether you're looking for a place to call home, a restoration project, an investment opportunity, or additional land for future plans, this property offers options. A buyer can simply move in, enjoy the home as it is, and make it their own over time, or take advantage of the additional parcel and explore future possibilities for expansion, construction, or investment, subject to applicable approvals. Situated on Main Street at a highly visible, high-traffic intersection, the property may also offer potential for future commercial use. The current owners have requested consideration of a commercial zoning overlay as the town develops its new comprehensive plan. Any future zoning, commercial use, development, subdivision, or building opportunities are subject to town approval, applicable zoning regulations, and all required permits and approvals. Additional parcel: MLS #MDCM2006810 A rare opportunity to own a historic home with an adjoining, separately deeded parcel and the flexibility to enjoy it today while considering its possibilities for tomorrow.

506 Central Ave, Ridgely

Listing courtesy of Taylor Properties. Contact:

$355,000

Better than new in Ladysmith Village! Welcome to 6620 Sterling Way in Ruther Glen, Virginia, a beautifully maintained 2021-built ranch-style home offering main-level living in Caroline County. This spacious home features 4 generous-sized bedrooms, 2 full bathrooms, a 2-car garage, covered front porch, covered rear patio, and a premium wooded homesite. The open-concept floor plan is bright, comfortable, and designed for everyday living and entertaining. At the heart of the home is a spacious kitchen with granite countertops, stainless steel appliances, abundant cabinetry, a large walk-in pantry, and an oversized center island that provides plenty of room for meal prep, casual dining, and gathering. The kitchen flows directly into the family room, creating an inviting main living space filled with natural light. The main-level primary owner’s suite includes a large walk-in closet and private bath with a walk-in shower. Three additional bedrooms offer flexible space for guests, a home office, hobbies, or additional living needs, and all four bedrooms include ceiling fans. Step outside and enjoy the wooded backyard setting, covered rear patio, and welcoming front porch. Located in Ladysmith Village in Ruther Glen, Caroline County, this home offers convenient access to I-95, shopping, dining, Lake Anna, Dominion Raceway, Fredericksburg-area destinations, and the greater Richmond corridor. If you are searching for a one-level home in Ruther Glen VA, a ranch home in Caroline County, a 4-bedroom home in Ladysmith Village, or a newer home near I-95, 6620 Sterling Way is one !

6620 Sterling Way, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact:

$359,900

RENOVATED RANCH ON 0.73 ACRE WITH IN-GROUND POOL & 3 GARAGES! Welcome to this charming ranch-style home, where classic character meets modern comfort. This spacious residence features three inviting bedrooms and two full bathrooms, providing plenty of room for both everyday living and relaxation. The beautifully renovated kitchen and bathrooms, along with fresh interior and exterior paint, give the home a bright, updated, and welcoming feel. The home features new vinyl flooring throughout the rooms and hallway, adding a clean and modern touch. Additional recent updates include a new water heater, new HVAC system, new electric meter, new light fixtures, and new ceiling fans, providing added comfort, efficiency, and peace of mind. Gather around the cozy fireplace and enjoy warm evenings with family and friends or peaceful nights at home. Step outside to your own private retreat, featuring an in-ground pool that is perfect for summer entertaining, relaxing, and making lasting memories. The property also offers an attached garage plus two additional detached garages, providing exceptional parking and storage options for vehicles, hobbies, equipment, or a workshop. More than just a home, this property offers a comfortable lifestyle with space, convenience, and plenty of opportunities to enjoy both indoor and outdoor living. Come experience the charm, comfort, and versatility this wonderful home has to offer! Disclosure: The listing agent is related to the seller.

412 N Main St, Greensborough

Listing courtesy of Keller Williams Realty Central-Delaware. Contact:

$365,000

2 Beds ⋅ 2 Baths

Welcome to 26225 Townfield Drive, a meticulously maintained, one-level home offering approximately 1,537 square feet of comfortable living space. Built in 2015, this charming residence features two spacious bedrooms and two full bathrooms, providing an ideal blend of comfort and convenience. On cooler evenings, gather around the cozy pellet stove, which adds warmth and character while providing an energy-efficient supplemental heating option that may help reduce reliance on the home’s primary heating system. Step outside to an expansive deck and unwind in the fully operational hot tub—perfect for relaxing or entertaining. The fenced 0.46-acre backyard offers plenty of room for outdoor activities and includes a 10-by-10-foot dog pen and large storage shed. An attached two-car garage with a floor drain provides additional functionality and storage. Thoughtfully cared for inside and out, this move-in-ready Port Royal home is waiting for its next owner. Schedule your private showing today!

26225 Townfield Dr, Port Royal

Listing courtesy of Coldwell Banker Realty. Contact:

$378,500

$378,500! Looking for a little more house, a little more land and a lot more room to enjoy life? Welcome to 5716 Bethlehem Road, where Mid-Shore living comes with 4 bedrooms plus a den, 2 full baths and approximately 1.14 acres to spread out and make your own. Inside, the flexible floor plan gives you plenty of options. The owner’s suite has its own private bath, and the eat-in kitchen is ready for morning coffee, weeknight dinners and those conversations that somehow turn into an hour. Need a home office? Guest room? Hobby space? Workout room? Or maybe just one room where you can close the door and pretend the to-do list doesn’t exist for ten minutes. There’s space for that too. And then there’s the attic space, perfect for storage and all the stuff you don’t necessarily want to look at every day but somehow still aren’t ready to part with. Outside, the house keeps delivering. Start the morning on the front porch, move to the deck when it’s time to relax or entertain, and enjoy the beautiful landscaping that gives the property its character. With more than an acre, there’s room to garden, gather around a firepit, let the dogs run, throw a backyard party or simply enjoy having some space between you and the rest of the world. A shed gives you extra storage for tools, outdoor gear and all the stuff that seems to multiply once you own a little land. And when you’re ready to get out and explore, you won’t have to go far. Fishing, boating and paddling on the Choptank River are just minutes from you, while nearby Tuckahoe State Park offers miles of hiking and biking trails, kayaking, fishing and plenty of ways to spend a day outdoors. Adkins Arboretum and Martinak State Park add even more trails, nature and waterfront recreation to the mix. This is the kind of place where you can trade traffic and tight spaces for more room, more fresh air and more ways to enjoy your weekends, without giving up the everyday spaces that make a house feel like home. More space at home. More ways to play outside. The relaxed pace of Mid-Shore living

5716 Bethlehem Rd, Preston

Listing courtesy of NextHome Envision. Contact:

$359,000

3 Beds ⋅ 4 Baths

MOTIVATED SELLERS WILLING TO PAY A PORTION OF CLOSING COSTS! Welcome home to this beautiful 3-bedroom, 2-bath colonial style home, offering the perfect combination of comfort, space, and an amenity-filled lifestyle! Step inside to find fresh interior paint and beautiful hardwood floors that create a warm and inviting atmosphere. The finished basement features a spacious recreation area, providing plenty of room for entertaining, movie nights, a game room, or additional living space. Outside, enjoy the convenience of a paved driveway and a private backyard backing to mature woods, creating a peaceful setting to relax, entertain, or enjoy nature. Located within a gated community with 24-hour security, residents enjoy an incredible variety 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! Conveniently located near I-95 with easy access to shopping, dining, commuting, and the new Kalahari Resort, this home offers so much more than a place to live—it offers a lifestyle. Come see everything this home and community have to offer!

763 Canterbury Dr, Ruther Glen

Listing courtesy of Your Home Sold Guaranteed Realty - At Your Service. Contact:

$395,000

Possibilities! This Caroline County 3-bedroom 2 bath Victorian sitting on almost 4 acres with fencing and plenty of usable buildings in a country setting. Nearby points of interest include Tuckahoe state park with equestrian trails, hiking trails, even a lake to paddle or fish. Gooden Airpark is just down the road along with a few boat ramps to the Choptank River. The property offers several mechanical upgrades including a recent new boiler for the hot water and heating system, recent BATT septic system installation, recent cooling system upgrades, a car charging hookup with upgraded service. Last but not least the possibility of a portable VA interest rate to qualified buyers. The property is offered in as-is condition. Let's set up an appointment to take a look

13166 Oakland Rd, Ridgely

Listing courtesy of The Land Group. Contact:

Step into this beautifully crafted ranch-style home that blends classic craftsman charm with today’s modern touches. Featuring 3 bedrooms and 2 bathrooms, this thoughtfully laid-out home boasts an open-concept design perfect for both relaxing and entertaining. Enjoy a spacious living area, a stylish kitchen with premium quartz countertops, and a generous island ideal for gatherings. The primary suite is a private retreat with a walk-in closet and a luxurious en-suite bath complete with dual vanities and gorgeous tilework. Throughout the home, you’ll find high-end finishes including luxury vinyl plank flooring, stunning tile showers, and brand-new stainless-steel appliances. Located in the sought-after Caroline Pines community, residents can enjoy amenities such as swimming pools, a playground, basketball courts, and a scenic lake. Don’t miss your chance to call this incredible home yours!

12136 Monterey Rd, Ruther Glen

Listing courtesy of Spring Hill Real Estate, LLC.. Contact:

$399,000

Very rustic and private 3 bedroom, 1 and a 1/2 bath log cabin on 15 private wooded acres. There is a large building and a sun porch overlooking a stream running through the property. Excellent hunting property for whitetail deer and turkey!

21370 Skeleton Creek Rd, Preston

Listing courtesy of Meredith Fine Properties. Contact:

$399,999

Welcome to 13577 Countyline Church Road in Woodford, VA—a beautifully updated 3-bedroom, 2-bath home offering the perfect combination of modern upgrades and peaceful country living. Situated on 2.53 private acres, this move-in-ready property provides the space, comfort, and freedom you've been searching for. Inside, you'll find a bright, inviting floor plan featuring fresh paint, new flooring throughout, and an updated kitchen complete with modern cabinetry, countertops, and newer appliances. Both bathrooms have been tastefully renovated, creating stylish, functional spaces you'll enjoy every day. The spacious primary suite includes a private bath and plenty of closet space, while the additional bedrooms offer flexibility for family, guests, or a home office. Major system updates—including a newer roof and HVAC system—offer peace of mind and added value for years to come. while high-speed internet makes working from home or streaming your favorite shows a breeze. Step outside to enjoy the expansive property from the welcoming front porch or spacious back porch, ideal for morning coffee or evening sunsets. The yard provides space for pets and play. Whether you're dreaming of gardening, raising animals, or simply enjoying wide-open spaces, this property offers endless possibilities. Conveniently located between Fredericksburg and Richmond with easy access to major highways, you'll enjoy the tranquility of country living without sacrificing convenience to shopping, dining, schools, and commuter routes. If you've been looking for an updated home on acreage with no HOA, modern improvements, and room to live the lifestyle you want, this exceptional property is one you won't want to miss. Schedule your private showing today!

13577 Countyline Church Rd, Woodford

Listing courtesy of Next Home Elite Plus. Contact:

Welcome to the Delmar in Ladysmith Village! This thoughtfully designed 3-bedroom, 2.5-bath home offers 1,509 sq. ft. of modern living space with a 1-car garage and elegant exterior. The open-concept first floor features a bright living room, dining area, and a well-equipped kitchen with ample cabinetry, pantry, and counter space, plus a convenient powder room. Upstairs, enjoy a spacious primary suite with a walk-in closet and private bath with double vanity, along with two additional bedrooms and a full hall bath. Photos and renderings are from builder's library, actual selections and finishes may vary.

17389 Riverside Dr, Ruther Glen

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

Welcome to the Delmar in Ladysmith Village! This thoughtfully designed 3-bedroom, 2.5-bath home offers 1,509 sq. ft. of modern living space with a 1-car garage and elegant exterior. The open-concept first floor features a bright living room, dining area, and a well-equipped kitchen with ample cabinetry, pantry, and counter space, plus a convenient powder room. Upstairs, enjoy a spacious primary suite with a walk-in closet and private bath with double vanity, along with two additional bedrooms and a full hall bath. Photos and renderings are from builder's library, actual selections and finishes may vary.

17399 Riverside Dr, Ruther Glen

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

$399,900

New Price. New Opportunity Now offered at $399,900, this beautiful 2017 bi-level home in gated Lake Caroline offers the space, comfort, and lifestyle you have been waiting for. With 3 bedrooms, 3 full baths, and over 2,000 square feet, the home features wood floors, abundant natural light, a welcoming breakfast area, and a well-appointed kitchen with modern appliances. The spacious primary suite and thoughtfully designed living areas offer plenty of room to relax, entertain, and feel at home. Outside, enjoy a 0.27-acre lot, fenced backyard, deck, gazebo, and attached 2-car garage. Lake Caroline’s amenities include private lake access, a boat ramp and dock, swimming pool, clubhouse, basketball courts, picnic areas, and more—bringing a true vacation-style lifestyle right to your neighborhood. Join us for an Open House this Saturday, 09/26 from 1:00–3:00 PM, as we unveil the new price! 📍 108 Waring Drive, Ruther Glen, VA 💲 Now Offered at $399,900 🏡 Open House: Saturday, 09/12 | 1–3 PM

108 Waring Dr, Ruther Glen

Listing courtesy of Real Broker, LLC. Contact:

$359,000

4 Beds ⋅ 4 Baths

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:

$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:

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:

$374,900

Don’t miss this opportunity to build a brand-new 3-bedroom, 2-bath home on a .25-acre lot in the heart of the Town of Port Royal. This thoughtfully designed floor plan offers approximately 1,300+ square feet of easy, one-level living, complete with a one-car garage. The open-concept layout features a spacious great room that flows seamlessly into the dining area and kitchen—ideal for both everyday living and entertaining. The home comes standard with a welcoming front porch and a rear deck, with the option to upgrade to a covered deck for additional outdoor living space. Quality standard features include low-maintenance vinyl siding, architectural shingles, modern-finish oak cabinetry, attractive laminate countertops, and stainless steel appliances. Enjoy a comfortable blend of finishes with carpet in the bedrooms and durable luxury vinyl flooring throughout the main living and wet areas. Since this home is to be built, buyers have the opportunity to select colors, finishes, and upgrades to truly make it their own. Estimated build time is approximately 90 days from contract and permits. Build your new home exactly the way you want it—while still keeping the process simple and efficient.

624 Market St, Port Royal

Listing courtesy of Holt For Homes, Inc.. Contact:

$374,000

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:

$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:

$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:

$399,000