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$405,000
3 Beds ⋅ 2 Baths ⋅ MDCM2007600 MLS
Waterfront parcel on the Choptank River! 3 (possibly 4) bedroom, 2 full bath 2-story home on a 3.15 +/- acre fee simple parcel. Numerous shade trees and perennial plantings surround the home. Two (2) outbuildings await your vision. Located approximately 15 miles from the Harrington Raceway & Casino, 30 miles from the Bay Bridge and 50 miles from local beach resorts. Owner say to bring offers.Restricted to owner-occupants, non-profits and government agencies through 7/29/2026, with first review of offers on 07/27/2026. Seller may contribute up to 3% of the buyer’s closing costs. Equal Housing Opportunity. HUD Case #241-857485.

25214 Smith Landing Road, Denton
$310,000
3 Beds ⋅ 1 Baths ⋅ MDCM2007614 MLS
Bridgetown Road - This 3 bedroom 1 bath home features a full unfinished basement for additional living space. The property is 3.55 acres on a corner lot. The detach garage is ready for your next project. The home has been painted, new vinyl flooring, new countertop, and new stove. Call today for your showing appointment.

23884 Bridgetown Road, Goldsboro
$249,000
3 Beds ⋅ 2 Baths ⋅ MDCM2007604 MLS
Discover the timeless appeal of this classic Cape Cod, ideally situated just moments from the heart of historic Denton. Lovingly maintained over the years, this three-bedroom, two-bath home offers enduring character, thoughtful updates, and an exceptional backyard retreat rarely found at this price point. The inviting floor plan is filled with natural light and includes comfortable gathering spaces, while the rear Florida room provides the perfect vantage point for overlooking the backyard. Step outside to discover your own private oasis featuring an in-ground swimming pool, expansive concrete patio, covered entertaining area, fenced yard, and pool house with electricity—an ideal setting for summer entertaining, weekend relaxation, and creating lasting memories with family and friends. Significant improvements reflect years of attentive ownership and include replacement siding and many replacement windows in 2011, a new roof installed in 2021, and a regularly maintained heating system. The pool is open and operational, allowing the next owner to enjoy one of the property's signature amenities from day one. Located just minutes from Denton's charming historic downtown, you'll enjoy easy access to locally owned restaurants, shopping, medical services, parks, and community events. Convenient access to Routes 404 and 50 makes commuting to Easton, Annapolis, Dover, and the Delaware beaches practical while allowing you to enjoy the relaxed lifestyle and small-town charm of Maryland's Eastern Shore. Whether you're searching for a place to call home or an opportunity to personalize a property with lasting appeal, this well-cared-for Cape Cod offers comfort, character, and exceptional outdoor living in a convenient in-town location. Estate sale. Property is being sold strictly "As Is, Where Is"

222 S 3rd Street, Denton
$259,500
2 Beds ⋅ 1 Baths ⋅ VACV2010222 MLS
Seller Will Pay $5000 Towards buyers Closing Costs (Concessions)!!! Total Renovation in this Beautiful home on a 1/2 Acre Lot. Almost everything is NEW!! NEW HVAC (heat pump), NEW Drilled Well, All NEW Septic (shared discharge system), Completely NEW Kitchen with NEW Cabinets, NEW Counter tops, NEW appliance, NEW Flooring, NEW fixtures, NEW Bath, NEW Carpet, NEW LVL Flooring, NEW Hot Water Heater. Home has large shed, LONG asphalt driveway, Large Front porch.

9204 Woodford Road, Woodford
$425,000
3 Beds ⋅ 2 Baths ⋅ VACV2010900 MLS
CHECK OUT THIS STUNNING TURN-OF-THE-CENTURY FARMHOUSE - COUNTRY CHARM MEETS MODERN COMFORT! Welcome to 12124 Guinea Drive, a beautifully updated circa-1890 farmhouse offering the perfect blend of timeless character, generous living space, and peaceful country living. Nestled in the heart of Woodford, this charming home delivers the warmth and personality of a classic farmhouse while providing the space and conveniences today's buyers are looking for. Step inside and discover an inviting interior with approximately 2,748 square feet of living space, offering plenty of room to relax, entertain, and make lasting memories. The home's classic character shines throughout, complemented by thoughtful updates designed for today's lifestyle. Recent improvements include new wood flooring in the back half of the home, including the kitchen, laundry area, bathroom, and living room, along with quartz countertops in both the kitchen and guest bath. New ceiling fans in all three bedrooms and the back living room add comfort and function throughout. With 3 bedrooms and 2 full baths, there is ample space for family, guests, a home office, or hobbies. The property sits in a peaceful setting with the feel of a private country retreat yet remains conveniently located for commuters. Enjoy the slower pace of rural living while being just 5 minutes from I-95, Kalahari Indoor Waterpark & Convention Center, Dominion Raceway, Thornburg shopping & restaurants, 15 minutes Downtown Fredericksburg & Central Park, 45 minutes to Richmond, and 1-1.5 hours to Washington D.C. Whether you're searching for a full-time residence, a weekend escape, or a home with character that stands apart from today's cookie-cutter construction, this special Woodford property deserves your attention. Historic charm, spacious living, convenient location, and the unmistakable appeal of country living, this is the kind of home you'll be proud to call your own! Ideally situated for both convenience and country living, this Woodford property offers a peaceful rural setting while remaining approximately 5 miles from I-95 and Exit 118. Enjoy quick access to the Thornburg commercial corridor for groceries, dining, fuel and everyday conveniences, while Fredericksburg's extensive shopping, restaurants, entertainment and historic downtown are only about 15 miles away. Richmond is approximately 44 miles south, making this an excellent location for commuters seeking the best of quiet country living without sacrificing accessibility. *Source date: Federal Railroad Administration – D.C. to Richmond Southeast High-Speed Rail – Architectural Reconnaissance Survey – ID# 016-0207. Professional photos are forthcoming...

12124 Guinea Dr, Woodford
$410,000
5 Beds ⋅ 3 Baths ⋅ MDCM2007474 MLS
Welcome to one of Denton's most charming historic homes, where timeless Victorian architecture, thoughtful updates, and small-town living come together beautifully. Situated on a picturesque corner lot in Denton's historic district, this lovingly maintained five-bedroom home offers more than 2,300 square feet of character-filled living space, abundant natural light, original architectural details, and inviting indoor and outdoor gathering spaces. The gracious covered front portico, mature landscaping, fenced yard, covered side deck, and expansive rear deck create wonderful spaces for relaxing, entertaining, gardening, and enjoying Eastern Shore living. Located within walking distance of downtown Denton's shops, restaurants, community events, and everyday conveniences, the home offers both charm and convenience. The third floor provides flexible bonus space ideal for a home office, studio, reading retreat, playroom, guest overflow, or additional storage. Surrounded by views of a beautiful mature oak tree, the space has a cozy treehouse feel that makes it especially appealing as a creative workspace or remote-work retreat. While the third floor is not connected to the home's central HVAC system, it has been comfortably used year-round with supplemental heating and cooling units. Thoughtful updates help provide peace of mind while preserving the home's historic character, including a 2018 roof, updated electrical panel, Whirlpool range (2019), refrigerator (2017), microwave (2025), Frigidaire Gallery dishwasher with new plumbing and electrical installation (2025), HVAC air handler (2012), and water heater (2011). Perfectly positioned to enjoy the best of the Eastern Shore, the home is approximately 20 minutes to Easton, 50 minutes to Annapolis, 1 hour to Rehoboth Beach, and 90 minutes to Ocean City. This is more than a house—it is a home with warmth, history, character, and heart, offering a lifestyle that blends historic beauty with everyday livability.

225 S 2nd Street, Denton
$350,000
3 Beds ⋅ 2 Baths ⋅ VACV2010824 MLS
Welcome to 16023 Colonial Rd. in Milford, Virginia, a well-maintained brick rancher offering 3 Bedrooms, 2 Baths, Full Basement, Detached 2.5 Car Garage, offers timeless character, generous living space, and incredible potential. Lovingly cared for and owned by only two owners within the same family, this home has great bones and is ready for its next chapter. The main level features three bedrooms and two full bathrooms, along with a spacious living room, formal dining room, and hardwood floors throughout the living room, dining room, and bedrooms. The kitchen offers plenty of counter space and cabinetry and flows directly into the formal dining room, making everyday meals and entertaining easy. A screened-in porch and composite deck provide additional space to relax and enjoy the outdoors. Downstairs, the basement expands the home's possibilities with a large family room and a separate unfinished workshop area, offering excellent space for hobbies, projects, storage, or future customization. Outside, you'll find a detached 2.5-car garage providing plenty of room for vehicles, equipment, or additional workspace, along with a separate storage shed. Major improvements include a new HVAC system and water heater, both replaced in 2026. This is a wonderful opportunity to purchase a solid, well-cared-for home with the character and construction of a classic brick rancher while still having plenty of room to make it your own. Additional opportunity: The seller also owns three vacant lots located directly behind the property. The purchaser of 16023 Colonial Rd. will be given the first opportunity to purchase these lots before they are offered for sale on the open market.

16023 Colonial Rd, Milford
$385,000
4 Beds ⋅ 2 Baths ⋅ VACV2010872 MLS
Alarm system. Go to Bright Documents for detailed Narrative. BEST TRUE VALUE. A classic Split Foyer built circa 1970 when they built great houses. About 2,800 sq ft total living area - about 1,400 feet for each level, not including the garage and storage spaces. MEDIA CENTER has video, floor plan, 3D walk thru, and House Report. Information is not guaranteed accurate. Buyer to verify any and all information. First floor has windows and a large walk-out and and a fireplace and a bar. Light streams through many windows. A tall solid wood fence provides privacy and creates an enclave for you to enjoy. A 24 x 30 foot detached garage adds to the one car garage with remote which is attached to the house. One of the attached garage bays was converted to storage and a mud room. Second floor has large living room with fireplace, formal dining room off from the kitchen, bedrooms and full bath. NOTICE: 1) The MLS Tax Data states 4 bedrooms. The septic permit is for 3 bedrooms and is in the document section; 2) The photographer put 'fires' in the fireplaces; those were not real fires. ****** Instructions for alarm are found in "Agent Remarks, PRIVATE". The Town of Port Royal is a wonderful small town which is mostly on the Virginia and National Registers of Historic Places. A 124 acre US Fish and Wildlife Refuge is nearby, walking distance, and has miles of trails with views and access to the Rappahannock River and view of a tidal creek. A fishing pier is owned by the Town and available to the public. Go to Bright Documents for detailed Narrative. NO AI OR ARTIFICIAL SWEETNERS WERE USED IN THESE REMARKS.

822 Back St, Port Royal
$282,500
3 Beds ⋅ 3 Baths ⋅ VACV2010312 MLS
Welcome to 16036 Rogers Clark — a charming 3‑bed, 2.5‑bath home offering comfort, space, and room to grow. Step inside to gleaming hardwood floors that flow through the kitchen and living areas, creating a warm and inviting atmosphere. The home also includes a bright, well‑lit unfinished basement, ideal for storage now or ready to be finished for additional living space in the future. Outside, the property sits on a generous lot with plenty of room to relax, garden, or entertain. A shed/garage on the side of the home provides extra storage or workshop potential, and the ample parking adds everyday convenience. This home offers the perfect blend of livability and potential. Schedule your visit today and discover the place you’ll want to call home.

16036 Rogers Clark Boulevard, Bowling Green
$339,900
3 Beds ⋅ 2 Baths ⋅ VACV2010842 MLS
Nestled in a serene rural setting, this exquisite split-level home offers a perfect blend of comfort and sophistication. With 1.19 acres of partly wooded land, the property provides a tranquil retreat, while still being conveniently accessible. The exterior showcases a charming brick and Masonite façade, leading you into a warm and inviting interior. Step inside to discover a thoughtfully designed layout featuring three bedrooms and two full bathrooms, including a luxurious walk-in shower and a classic tub shower. The heart of the home is the combination kitchen and living area, where recessed lighting create an inviting atmosphere for gatherings. The kitchen boasts stainless steel appliances, an island for culinary creativity, and ample storage, making it a chef's delight. Enjoy the seamless flow from the family room off the kitchen to the outdoor porch, perfect for morning coffee or evening relaxation. The daylight basement offers additional living space with walkout stairs, ideal for entertaining or as a private retreat. With a detached garage and two concrete driveways for parking for up to 15+ vehicles. The property is mostly cleared and backs to lush trees, ensuring privacy and a picturesque backdrop. Experience the exclusive lifestyle this home offers, where luxury meets nature in perfect harmony.

23417 Jordan Smith Rd, Ruther Glen
$235,000
3 Beds ⋅ 2 Baths ⋅ MDCM2007746 MLS
Bring your vision and make this spacious Preston home your own! Offering more than 1,800 square feet, this property features three bedrooms, two full bathrooms, and plenty of room to create a home that fits your style. While the interior is ready for updates, the generous floor plan provides a great foundation for renovation and personalization. Located in the Colonel Richardson School District, this home is an exciting opportunity for a buyer who isn’t afraid of a little work and can see the potential beyond the wallpaper. With the right improvements, this could become one seriously charming home!

158 Wright St, Preston
$249,900
3 Beds ⋅ 1 Baths ⋅ MDCM2007760 MLS
Charming Greensboro bungalow ready to welcome you home! This 3-bedroom, 1-bathroom property offers a warm blend of character and modern updates throughout. The dining area features a beautiful wood‑burning fireplace, creating a cozy focal point for gatherings. The remodeled 2024 kitchen brings fresh style and functionality, while the new roof (2019) and all‑new flooring add peace of mind and comfort. A partial basement provides additional storage and houses the laundry area. Outside, enjoy the convenience of a one‑car detached garage and a lovely yard perfect for relaxing or outdoor hobbies. This well‑maintained home is the perfect place to settle in and enjoy small‑town Eastern Shore living.

315 Main St, Greensboro
$539,900
4 Beds ⋅ 3 Baths ⋅ VACV2010844 MLS
A dream farm, multi generational home, or a family compound with multiple build sites. There's a pond to enjoy, its where history abounds, there's endless character, nature surrounding you, a place to find peace and solitude, and over two hundred years of charm. Every once in a while, a property comes along that is so much more than just four walls—it is a place where stories are born, where friends become family, and where the hustle of the outside world just completely melts away. Welcome to your next great adventure, right here on Skinkers Neck Road. From the moment you step foot onto this charming 14-acre historic home, you are wrapped in a sense of genuine warmth and historic charm that you just can't replicate. It is the ultimate invitation to slow down, breathe in the fresh air, and start dreaming of the endless possibilities. Inside, every single room and every cozy corner tells a beautiful story. You’ll fall instantly in love with the timeless character that flows through the spaces, grounded by gorgeous, wide hand-milled wood floors that feel amazing underfoot. Imagine chilly Virginia evenings spent gathered together with your favorite people; with brick fireplaces in every room, there is always a cozy spot waiting to welcome you. It’s a home designed for connection, laughter, and making memories that last a lifetime. Step outside, and the magic continues. Nestled in 14 acres of complete wooded privacy, this property offers a beautiful, peaceful escape that is still just a quick 30-minute drive back to the heart of downtown Fredericksburg. Bask in panoramic views of rolling green pastures and your very own private pond. You'll find two perfectly cleared fields ready for whatever your heart desires. Use one cleared field for crops, sweet farm animals, or designated event parking, and the other cleared field as the ultimate outdoor event space. On hot summer days, you can take advantage of nearby river access to launch a kayak or just dip your toes in the water. Whether you are looking for a spectacular historic home to plant your own roots, a breathtaking wedding venue to host life's biggest celebrations, or a truly one-of-a-kind Airbnb that guests will rave about for years, this property is ready to be the backdrop for it all. Grab a warm drink, sit out by the water, and come see what makes this magical spot so incredibly special. Let's get started on your next chapter, friend! *Looking for a better rate? This has VA assumption potential! 5.375% with a 454K balance. Quick 45 days to assume with less closing costs. Call for more info!

2349 Skinkers Neck Rd, Rappahannock Academy
$539,900
4 Beds ⋅ 3 Baths ⋅ VACV2010846 MLS
Looking for your own farm, a place with history, a peaceful pond and chicken coop, a multigenerational home, or a family compound with 3 build sites? This 1819 home on 14 acres has endless possibilities. Every once in a while, a property comes along that is so much more than just four walls—it is a place where stories are born, where friends become family, and where the hustle of the outside world just completely melts away. Welcome to your next great adventure, right here on Skinkers Neck Road. From the moment you step foot onto this charming 14-acre historic home, you are wrapped in a sense of genuine warmth and historic charm that you just can't replicate. It is the ultimate invitation to slow down, breathe in the fresh air, and start dreaming of the endless possibilities. Inside, every single room and every cozy corner tells a beautiful story. You’ll fall instantly in love with the timeless character that flows through the spaces, grounded by gorgeous, wide hand-milled wood floors that feel amazing underfoot. Imagine chilly Virginia evenings spent gathered together with your favorite people; with brick fireplaces in every room, there is always a cozy spot waiting to welcome you. It’s a home designed for connection, laughter, and making memories that last a lifetime. Step outside, and the magic continues. Nestled in 14 acres of complete wooded privacy, this property offers a beautiful, peaceful escape that is still just a quick 30-minute drive back to the heart of downtown Fredericksburg. Bask in panoramic views of rolling green pastures and your very own private pond. You'll find two perfectly cleared fields ready for whatever your heart desires. Use one cleared field for crops, sweet farm animals, or designated event parking, and the other cleared field as the ultimate outdoor event space. On hot summer days, you can take advantage of nearby river access to launch a kayak or just dip your toes in the water. Whether you are looking for a spectacular historic home to plant your own roots, a breathtaking wedding venue to host life's biggest celebrations, or a truly one-of-a-kind Airbnb that guests will rave about for years, this property is ready to be the backdrop for it all. Grab a warm drink, sit out by the water, and come see what makes this magical spot so incredibly special. Let's get started on your next chapter, friend!

2349 Skinkers Neck Rd, Rappahannock Academy
$180,000
3 Beds ⋅ 1 Baths ⋅ MDCM2003952 MLS
Own your own vacation home only a short distnce to Ocean City Md. and Rehoboth Beach. The renovation process has been started and you are just in time to choose your own finishes. Have you ever wanted to have your very own AirBNB or vacation home for your family and friends? From here you can walk to the Choptank River where you can fish, enjoy a nice picnic area or you can bring your boat down to the boat ramp. This area in Denton is also known in history for The Underground Railroad. This home is right up the road from Main St. where charm abounds everywhere you look around. The art gallery is full of art from many local talented artists! There are great restaraunts, museums, a pub, tatoo shop, and lots more! There are many large victorian homes that fill the streets and quiet serenity, a great place to raise a family. Come check out this home while it is still fully available!

24872 Meeting House Road, Denton
$249,000
2 Beds ⋅ 1 Baths ⋅ MDCM2007742 MLS
Welcome to 1210 Market Street. Located just minutes from shopping and downtown. This charming bungalow is charming and has been well maintained. Adjoining bedrooms or bedroom and deidcated home office space. Wood accents through the home make it warm and welcoming. Efficient oil heat . All appliances convey. This is the perfect home for starting out, slowing down. More afforable than renting. This home has detached shed for storage and a wonderfully shaded rear yard. Recent termite inspection and seller maintenance add to peace of mind when buying.

1210 Market St, Denton
$435,000
2 Beds ⋅ 2 Baths ⋅ MDCM2007032 MLS
Picture your horse here! Grazing in lush pastures safely fenced with Electro-Braid, training in the round pen or the 60' x 120' dressage arena, or resting in one of 4 fully matted stalls with fans in the main barn (there are two more stalls in the other stable along with hay storage.) In the main barn, two of the stalls can be joined to create a foaling stall with a monitor camera! For the humans there is a solid brick spacious bungalow with lots of mid-20th century character, a modern kitchen with an old fashioned cast iron double sink, a handsome, paneled office with built-in book shelves and durable hardwood floors throughout. While currently laid out as a 2-bedroom home, the septic system is rated for 3 bedrooms. The east facing open porch is a lovely spot for you morning coffee and overlooks one of the pastures. The backyard is fenced for kids or canines. There are many mature flowering and fruit trees throughout the property and a shady scenic pond. This picturesque property is well located for commuting west (30 minutes to the Bay Bridge) or traveling east to the beaches, a short trailer ride to two parks for trail riding and just a couple hours drive from many important east coast horse show grounds.

12397 Ridgely Road, Ridgely
$260,500
2 Beds ⋅ 2 Baths ⋅ VACV2010454 MLS
COUNTRY CHARM AWAITS! Nestled on a picturesque 2+ acre lot, this cozy ranch-style home offers peaceful one-level living with a welcoming full front porch overlooking mature hardwoods and open pasture views. Inside, you’ll find warm hardwood floors, charming country touches, and a comfortable layout perfect for everyday living. Multiple outbuildings provide endless possibilities for hobbies, storage, or workshop space — including one with electric already in place. Recent updates include a new HVAC system and newer water heater. Whether you’re a first-time home buyer, looking to downsize, or simply craving a little space and serenity, this property is full of potential and opportunity. Although no known issues, property conveyed as-is.

14192 Devils Three Jump Road, Milford
$330,000
3 Beds ⋅ 2 Baths ⋅ VACV2010830 MLS
Welcome to 20121 Sparta Rd — a cozy split foyer home offering 3 bedrooms and 1.5 baths. Enjoy the peace of country living just minutes from the quaint town of Bowling Green. This move-in ready home has been thoughtfully updated with a newer roof, hot water heater, appliances, windows, and HVAC system, giving you peace of mind for years to come. Being sold as-is, the sellers are offering a $10,000 credit toward paint and doors — giving you the chance to personalize the home to your own style and taste. Don't miss this opportunity to own this home with major updates already in place, in a peaceful setting close to town amenities.

20121 Sparta Rd, Milford
$309,000
2 Beds ⋅ 1 Baths ⋅ MDCM2007726 MLS
Across from the boat ramp and water view of 3 ponds on the property! Outdoor enthusiasts, nature lovers, and adventure seekers — welcome to your dream retreat. This one‑of‑a‑kind property offers an extraordinary blend of privacy, recreation, and natural beauty that is nearly impossible to find elsewhere. Set on gently rolling terrain overlooking multiple deep‑water ponds, this property delivers exceptional fishing, peaceful kayaking, scenic hiking trails, and endless opportunities to observe local wildlife. Deer roam the back woods, birds frequent the water’s edge, and the entire landscape offers a sense of tranquility that feels worlds away — yet still close to everything you need. The property also includes a 2‑bedroom home (possibly a 3rd). Enjoy all the benefits of living near the water without the added taxes of owning water‑privileged property. Recent enhancements include a charming decorative three‑rail fence and a privacy fence accented with topiary evergreens, adding both character and curb appeal. With its natural setting and recreational features, this property is perfectly suited for those seeking adventure or considering investment potential such as cabin rentals or VRBO. The possibilities are wide open. Just a quarter mile away, you’ll find two boat ramps, a pavilion picnic park, an additional launch area, playground, splash pad, basketball courts, river trails, an electric vehicle charging station, and more — making this location even more desirable for outdoor enjoyment. Don’t miss this rare opportunity. Schedule your visit and experience firsthand the peace, beauty, and uniqueness of this exceptional property. It truly is a retreat like no other.

2766 Veterans Dr, Federalsburg
$265,900
3 Beds ⋅ 2 Baths ⋅ MDCM2007678 MLS
Attention: First time home buyers, looking to Downsize or needing move-in Ready? This home is for you! Well-maintained 3-bedroom, 2-full-bath Rancher offering comfortable one-level living! This inviting home features a Spacious Kitchen and Living room, along with a generously sized primary suite with an ensuite bath and convenient access to the rear yard. Freshly painted and move-in ready. Enjoy outdoor living in the fenced rear yard, complete with a rear patio and firepit—perfect for relaxing or entertaining. A detached 1-car garage with electric provides additional parking and storage. Centrally located and close to grocery shopping, a public boat ramp, and local parks. Enjoy the convenience of being just 42 miles from Delaware beaches and approximately 60 miles to the Bay Bridge, with easy access to tax-free shopping in Delaware. A great opportunity for comfortable living with convenient access to recreation, shopping, and travel. A must-see!

106 University Ave, Federalsburg
$290,700
4 Beds ⋅ 2 Baths ⋅ MDCM2007710 MLS
Welcome to 105 S 5th Avenue, where historic small-town charm meets the convenience of living right in the heart of Denton! Built circa 1900, this spacious 4-bedroom, 2-full-bath detached home offers the character of a classic Eastern Shore residence with plenty of room to make it your own. One of the most special features of this location is the true front-row seat to Denton's hometown traditions. Imagine stepping outside your front door and watching the annual Denton Holiday Parade travel along 5th Avenue, complete with floats, bands, classic cars, horses and a special appearance by Santa Claus before the celebration continues downtown with the Lighting of the Green. Throughout the year, downtown Denton comes alive with community events, festivals, parades, car shows and seasonal celebrations. The location makes everyday living just as convenient. Downtown restaurants, shops and local businesses are only blocks away, including popular local dining options such as Caroline's and Market Street Public House. Grocery stores and everyday shopping are close by, with additional shopping along the Route 404 corridor just minutes from home. Outdoor enthusiasts will appreciate being close to the Choptank River and Denton's riverfront parks, with opportunities for boating, fishing and enjoying the outdoors. Martinak State Park is approximately 2 miles from Denton and offers hiking trails, boating, fishing, camping, playgrounds and beautiful wooded areas along the Choptank River and Watts Creek. Tuckahoe State Park is also nearby, offering a 60-acre lake and miles of hiking, biking and equestrian trails. Denton's central Eastern Shore location makes it easy to enjoy everything the region has to offer. Easton and Easton Airport are approximately 19 miles away, while Baltimore/Washington International Airport is approximately 60 miles away. When you're ready for a day at the coast, Rehoboth Beach is approximately 48 miles away, with Ocean City, Maryland approximately 64 miles away. Whether you're relaxing at home, walking into downtown for dinner, spending the afternoon along the Choptank River, exploring nearby state parks or watching Santa Claus come down 5th Avenue from right outside your doorstep, 105 S 5th Avenue offers an opportunity to enjoy the character, convenience and community spirit of historic Denton living.

105 S 5th Ave, Denton
$278,000
3 Beds ⋅ 1 Baths ⋅ CVR-2621644 MLS
This charming three bedroom ranch has the warm and cozy feel of home that you have been looking for. Inside, you will find freshly painted walls and trim, kitchen cabinets, new cabinet hardware, new interior and exterior door hardware, new stainless steel appliances and original hardwood floors. Whether you are looking for a starter home or looking to downsize, this home is move-in ready and awaiting its new owner(s). Enjoy the comforts of one level living on 1.85 acres that boasts a variety of beautiful fruit trees, grape vines, blackberry bushes and two (2) ponds. Step outside to your freshly painted exterior, front stoop and back deck, new vinyl siding, new storm doors and freshly painted storage/garage/pavilion. Multiple storage buildings exist that can house all of your outside lawn equipment, gardening tools, etc. It's country living with many amenities close by. Located just 10 minutes from I95, Kings Dominion, Meadow Event Park, US Army Military Base, and more. Don't let this cozy, quaint oasis slip by, as it could be your little slice of heaven. It is a must see in person. Schedule your showing now. Sellers will be reviewing offers on Friday, August 14, 2026 at 5PM. Sellers also reserve the right to accept an offer prior to Friday, August 14, 2026.

20100 Frog Level Road, Ruther Glen
$99,000
3 Beds ⋅ 2 Baths ⋅ MDCM2007692 MLS
AS IS! GREAT INVESTMENT PROPERTY! This charming 3-bedroom, 1-bathroom traditional home, built in 1944, offers a solid investment opportunity with its AS IS condition gives you a blank slate to modernize this home to fit your needs! The traditional floor plan maximizes space, creating a warm and inviting atmosphere perfect for comfortable living. With a manageable lot size of 0.09 acres, maintenance is simplified, allowing for a focus on maximizing rental income or future resale value. The property features off-street parking, enhancing convenience for tenants or guests. Investors will appreciate the potential for appreciation in this desirable area, coupled with the opportunity to enhance the property further through updates or renovations. This home is not just a residence; it's a canvas for future growth and profitability. Don't miss the chance to add this gem with all its potential to your portfolio!

101 S University Ave, Federalsburg
$275,000
3 Beds ⋅ 2 Baths ⋅ MDCM2007488 MLS
3BR 2 Bath rancher in Preston ready for new owners. Backs to farmland. Sellers are touching up and more pictures are coming soon.

21134 Dover Bridge Road, Preston
$170,000
2 Beds ⋅ 1 Baths ⋅ MDCM2007696 MLS
Escape the noise and reconnect with what matters most. Nestled on a peaceful 1-acre country setting surrounded by mature trees and open skies, this charming cottage offers the perfect opportunity to embrace the simplicity and serenity of tiny home living. Whether you’re searching for a full-time residence, a weekend retreat, or a place to slow down and enjoy nature, this property delivers a lifestyle that’s becoming increasingly hard to find. Thoughtfully cared for and recently improved, the home features updated insulation, an upgraded electrical box, several newer windows, and the added comfort of a wall-mounted propane heater, providing a secondary heat source for cozy winter days. Outside, you’ll find endless possibilities with three detached outbuildings. Two are ideal workshop spaces for woodworking, hobbies, crafting, or storing equipment, while the detached one-car garage provides additional parking and storage. The expansive yard offers room for gardening, outdoor entertaining, or simply enjoying the sights and sounds of the surrounding countryside. Located just a short drive from historic downtown Denton, you’ll enjoy local restaurants, shops, community events, parks, the Choptank River, Martinak State Park, kayaking, fishing, hiking, and easy access to Maryland’s Eastern Shore attractions while still coming home to the peace and privacy of rural living. If you’ve been dreaming of a slower pace, simpler living, and a place where nature becomes part of your everyday routine, this inviting country cottage is ready to welcome you home. Conventional or cash sale only due to ceiling height.

6140 Laurel Grove Rd, Denton
$199,000
MDCM2007676 MLS
The Possibilities Are Endless!! Zoned CBC. This property has been Residential and Commercial in the past. Building has over 5000sq ft. Building needs some TLC- However, with some new touches this can be a One of A Kind! Conveniently located in Downtown Denton! Walking Distance to Courthouse, Restaurants, Shopping, Parks, Post office and Welcome Center. 1/4 mile to public Boat Ramp for all your Fishing and Boating needs on the Choptank River. Bring your imagination and turn this Building into something Awesome!

103 Gay St, Denton
$759,000
3 Beds ⋅ 3 Baths ⋅ VACV2010794 MLS
NEW NEW PRICE__and SELLER OFFERING $10000 IN CLOSIMG COST ASSISTANCE IF CONTRACT RATIFIED BY SEPT> 19.2026 Beautiful landscaped WATERFRONT Property--Large Lot (.75) with lots of water frontage and views-Main bedroom with a Fireplace and Great View of the Lake--Lots of closet space and two pantries -- Large deck overlooking the Lake ---Patio with wood fireplace--Two HVAC units---Two Hot water heaters (one electric one Gas)--"Four Season" Room with mini split--Floors are a combination of tile, carpet and pine wood--Kitchen has Granite countertops-Beautiful updated appliances---2 Car Garage and paved driveway--An awesome walk under crawl space with insulation for additional storage -- Attics with flooring----Nice Front Porch----Brochure in Documents section -this home you will not want to miss -- It has so much to offer--Sign on Property

520 Lake Caroline Dr, Ruther Glen
$415,000
3 Beds ⋅ 2 Baths ⋅ MDCM2007702 MLS
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
$415,000
3 Beds ⋅ 2 Baths ⋅ MDCM2007700 MLS
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