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18290 Winston Loop, Hanover
$300,000
2 Beds ⋅ 1 Baths
This charming 1929 gem is ready for its next chapter. Perfect for first-time buyers or those looking to downsize without giving up land and privacy, this adorable 2-bedroom home offers timeless character in a peaceful setting. Conveniently located near Route 301 and I-95, commuting north or south is a breeze while still enjoying the tranquility of country living. Set on 3.3 picturesque acres, the property features a partially fenced area ideal for pets, along with beautiful natural scenery in every direction. Inside, you’ll find brand-new carpet installed in December 2025, and major peace-of-mind upgrades including a new alternative septic system and drainfield (2025). These improvements allow you to enjoy the charm of an older home with the confidence of modern updates. Start your mornings on the front porch with a cup of coffee, listening to the birds and soaking in the quiet. This is the kind of place that simply feels like home.

18290 Winston Loop, Hanover

Listing courtesy of EXP Realty, LLC. Contact:

104 Riverton Ave, Denton
$467,900
3 Beds ⋅ 3 Baths
Be sure to schedule a tour of this beautiful home in the heart of Denton, small town living at it's best! Built in 1916 and lovingly updated and maintained throughout the years! Beautiful hardwood floors throughout! Lovely updated custom kitchen with soaring vaulted ceilings, radiant heat flooring, walk in pantry, recessed lighting, farm sink and granite counter tops. Mud room with built-in storage and slide out shelving. Replacement windows, mini-split in TV room heats and cools the downstairs, leaded mahogany front door and lovely entry foyer leads to a formal living room. Upstairs you will find three gracious sized bedrooms, a full bath with jacuzzi style tub and laundry room with newer washer and dryer in 2021. A fully insulated attic. A/C is just 3 years old with 2 yrs left on warranty. The basement has been converted into a yoga studio with private entrance, 1/2 bath with room to ad a tub or shower, LVP flooring and electric heat. Additional storage and work room on the other side. This expandable space has endless possibilities, guest suite, art studio, rec room. A glass enclosed atrium is a perfect place to relax and read a book or have a glass of wine or both. Outside is a gardeners paradise with endless mature plantings that come back year after year. 4 large rain barrels keep the water bill in check. The back yard is fully fenced with a brick patio, deck and pavilion for outside entertaining and an inground pool with concrete surround patio and a rock edged goldfish pond. The front of the home features wide brick steps and brick walk way leading up to a freshly painted home with a welcoming front porch with vinyl maintenance-free flooring. Solar panels are leased and will help with the electric costs. Located just a block from the Choptank River and within walking distance to local shops and restaurants this home won't disappoint! Please be sure to stop by the open house on Sunday Oct 4th 11 to 2 pm and if you can't make it be sure to schedule your private tour!!

104 Riverton Ave, Denton

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

3325 Sharon Ct, Federalsburg
$335,000
3 Beds ⋅ 2 Baths
Welcome to 3525 Sharon Court, a well-maintained home offering comfortable living spaces, thoughtful updates, and an inviting outdoor setup in Federalsburg, Maryland. The main level features a spacious living room with LVP flooring that continues into the kitchen and dining area. The updated kitchen offers quartz countertops, a large island, soft-close cabinetry and drawers, pantry storage, and newer appliances including a dishwasher, electric range, and built-in microwave. Sliding doors lead to the rear deck, while a convenient half bath completes the main level. Upstairs, you'll find three bedrooms with carpeting and ample closet storage, along with a shared full bathroom featuring a tub/shower and updated finishes. A laundry closet with hookups is located in the hallway, and an attic access panel provides additional storage potential. Recent improvements include a new heat pump, new LVP and carpet flooring, updated bathroom, newer kitchen appliances, exterior lighting, and new receptacle covers and switches. Outside, enjoy a tree-lined yard with partial wood fencing and an expansive outdoor living area designed for entertaining and relaxing. The rear deck features a pergola, while a gazebo with a patio and grill provides additional space for gatherings. An above-ground pool, storage shed, and gravel driveway add to the functionality of the property. Located in Federalsburg, this home offers convenient access to MD Routes 313 and 318, connecting to surrounding Eastern Shore communities. Local recreation includes Federalsburg Marina & Recreation Park and the Marshyhope Hike and Bike Trail, while Tuckahoe State Park offers boating, fishing, hiking, biking, and equestrian trails nearby. Some Images have been Virtually Staged

3325 Sharon Ct, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

16010 Harrison Way, Bowling Green
$589,900
4 Beds ⋅ 5 Baths
Natural light steals the show at 16010 Harrison Way. Massive windows throughout fill this four-bedroom, four-and-a-half-bath home with sunshine and give the kitchen, family room, and surrounding living spaces a bright, cheerful feel from morning to evening. Originally built with the intention of being the builder's own home, thoughtful details and a unique floor plan give this property a personality all its own. One of its best features is the main-level primary suite. The spacious bedroom features LVP flooring, a large walk-in closet, and an impressive primary bath that was one of the very reasons the seller chose the home. In fact, storage is a standout throughout, with every bedroom offering its own generously sized closet. The kitchen and family room are filled with windows and designed to flow together, creating an easy space for everyday living and entertaining. The finished lower level adds another full bathroom, LVP flooring, and tremendous flexibility for recreation, guests, hobbies, or additional gathering space. With three finished levels and four full bathrooms, there is plenty of room to spread out while still feeling connected. Outdoor living is just as inviting. The large covered front porch features slate flooring, columns, and plenty of room for seating. Out back, a 10x12 deck connects naturally with a stamped concrete patio and walkway, creating multiple areas for grilling, dining, and entertaining. The fully fenced backyard sits on a spacious corner lot, with additional property extending beyond the rear fence. Additional improvements include the finished basement and full basement bathroom in 2020, stamped concrete patio, LVP flooring in the basement and primary bedroom, plus a recently replaced sump pump, ice maker, and garbage disposal. Located approximately one mile from downtown Bowling Green and convenient to Route 301, the home also offers access to neighborhood amenities including tot lots. Cheerful, functional, and incredibly versatile, this is a home that has been filled with celebrations, from baby showers and milestone birthdays to gatherings with children and grandchildren. There has always been room for everyone here, and 16010 Harrison Way is ready for a new owner to fill all that beautiful space and sunshine with memories of their own.

16010 Harrison Way, Bowling Green

Listing courtesy of Porch & Stable Realty, LLC. Contact:

24671 Mattaponi Trl, Milford
$278,000
3 Beds ⋅ 2 Baths
Welcome to this quaint ranch home, perfect for first-time homebuyers looking for space, privacy, and the charm of country living. This 3-bedroom, 2-bath home sits on 2.5 acres, offering plenty of room to enjoy the outdoors and create your own peaceful retreat. Upgrades include a new well pump and heating and air conditioning compressor. The kitchen offers a large pantry closet, and the dining area includes a french door to the backyard. The home does require TLC and is being offered AS IS. Make this home your own!!

24671 Mattaponi Trl, Milford

Listing courtesy of LPT Realty, LLC. Contact:

16184 Melville Ln, Bowling Green
$349,900
4 Beds ⋅ 3 Baths
Welcome to 16184 Melville Ln in Bowling Green! Set on a spacious 0.69-acre lot, this well-maintained brick ranch offers 4 bedrooms, 2.5 bathrooms, and 2,260 square feet of living space. Inside, you'll find a comfortable and functional layout with plenty of room to spread out. The kitchen flows into the dining area, while the living space is anchored by a wood-burning fireplace that adds warmth and character to the home. The primary bedroom features its own private bath with a walk-in shower. The partially finished basement provides additional flexible space with walkout access, giving the next owner plenty of options for a recreation room, home office, workshop, or additional storage. Outside, the large, level yard offers room to entertain, garden, play, or simply enjoy the extra space. A gazebo and oversized storage shed add even more functionality to the property. With its classic brick construction, generous living space, and established setting, 16184 Melville Ln offers the space and versatility to make it your own. Schedule your showing and come see everything this Bowling Green home has to offer.

16184 Melville Ln, Bowling Green

Listing courtesy of RE/MAX Distinctive Real Estate, Inc.. Contact:

6302 Sterling Way, Ruther Glen
$581,740
5 Beds ⋅ 3 Baths
Now selling in the newest section of the Ladysmith Subdivision! Welcome to the 2511 sq ft Hayden model, offering a modern open-concept living space designed for both comfort and flexibility. The main level features a welcoming living room, a spacious dining room, and a well-appointed kitchen with walk-in pantry, perfect for family gatherings and entertaining. The main floor also includes a full bedroom, a bathroom, and a versatile flex room, allowing you to create the ideal space for your family’s needs. Upstairs, an additional living space offers even more flexibility for a home office, playroom, or entertainment area. The large primary suite is a true retreat, featuring 2 large walk-in closets and a luxurious bathroom with separate vanities and a private water closet. The second floor also includes a laundry room, a full bathroom, and three additional spacious bedrooms, ensuring plenty of room for everyone. The home is complete with a walkout basement. The Hayden model is the perfect live-play-work home, offering flexible living spaces and modern amenities for today’s family, providing everything you need to live, work, and play in comfort. Photos are from builder's library, actual selections and finishes may vary.

6302 Sterling Way, Ruther Glen

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

23171 Tuckahoe Springs Dr, Denton
$499,000
3 Beds ⋅ 2 Baths
Welcome to Tuckahoe Springs, a peaceful waterfront-oriented community nestled along the scenic Tuckahoe River. This well-maintained 3-bedroom, 2-bath home offers over 1,800 square feet of comfortable one-level living on a 1 acre wooded lot, providing both privacy and a relaxing Eastern Shore setting. The current owners have completed numerous updates, including a new roof in 2024, new double-hung windows throughout, new whole house water treatment system, and new flooring across much of the home. Outside, you'll find a detached two-car garage, additional storage shed, and plenty of room to enjoy the natural surroundings. Outdoor enthusiasts will appreciate the community's proximity to the Tuckahoe River and a public boat landing located less than a mile away, offering convenient access for boating, fishing, kayaking, and enjoying the waterfront lifestyle. Although the property carries a Denton address, its location just across the Tuckahoe River Bridge places you within easy reach of Easton and all that Talbot County has to offer, including shopping, dining, healthcare, and entertainment. Commuters will also appreciate convenient access to Route 50 and other major travel routes. If you're looking for a move-in-ready home with thoughtful updates, a wooded setting, and a location that combines Eastern Shore tranquility with everyday convenience, this property deserves a closer look.

23171 Tuckahoe Springs Dr, Denton

Listing courtesy of Eastern Shore Real Estate, LLC. Contact:

311 N Academy St, Greensboro
$364,900
3 Beds ⋅ 2 Baths
Built in 2022, this 3-bedroom, 2-bath home offers modern, easy one-level living with thoughtful upgrades throughout. The open living space features granite countertops, Samsung stainless steel appliances, an electric fireplace, and no carpet throughout the home. The kitchen provides a large walk-in pantry, while the spacious primary suite includes a walk-in closet, wireless speaker in the bathroom, and plenty of room to unwind. Additional conveniences include a front-load washer and dryer with pedestals, Ecobee smart thermostat, wireless garage door opener, and an attached 2-car garage with added cabinetry. Outside, enjoy a paved driveway and fenced backyard offering space for pets, entertaining, or relaxing outdoors. With a newer 2022 build and a move-in-ready interior, this Greensboro home is ready for its next owner. Additional Pictures coming soon.

311 N Academy St, Greensboro

Listing courtesy of EXP Realty, LLC. Contact:

6176 Discovering Ridge Dr, Ruther Glen
$531,740
5 Beds ⋅ 3 Baths
Welcome to the 2511 sq ft Hayden model, offering a modern open-concept living space designed for both comfort and flexibility. The main level features a welcoming living room, a spacious dining room, and a well-appointed kitchen with walk-in pantry, perfect for family gatherings and entertaining. The main floor also includes a full bedroom, a bathroom, and a versatile flex room, allowing you to create the ideal space for your family’s needs. Upstairs, an additional living space offers even more flexibility for a home office, playroom, or entertainment area. The large primary suite is a true retreat, featuring 2 large walk-in closets and a luxurious bathroom with separate vanities and a private water closet. The second floor also includes a laundry room, a full bathroom, and three additional spacious bedrooms, ensuring plenty of room for everyone. The home is complete with a walk-out basement. The Hayden model is the perfect live-play-work home, offering flexible living spaces and modern amenities for today’s family, providing everything you need to live, work, and play in comfort. Photos and renderings are from builder's library, actual selections and finishes may vary.

6176 Discovering Ridge Dr, Ruther Glen

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

Ridgely
$529,000
3 Beds ⋅ 2 Baths
Looking for one-level living, a first-floor primary suite, acreage, and a truly move-in ready home? Welcome to 24020 Carolyn Drive, where nearly every inch of this 3-bedroom, 2-bath rancher has been thoughtfully renovated and updated. Set on 13.8 beautiful acres in Caroline County, this fully renovated, turnkey property offers the peace and privacy of country living without the expense and hassle of a fixer-upper. Major improvements include a new roof, drywall, plumbing, HVAC system, water heater, kitchen, fixtures, and finishes throughout. The stunning interior features granite countertops, durable porcelain wood-look tile flooring, and an inviting layout designed for comfortable everyday living. Enjoy cozy evenings by the fireplace or wood stove while taking in the charm and character that make this home feel warm and welcoming. With all the major systems already updated, you can simply move in and start enjoying your new lifestyle. Outside, the possibilities are endless. Whether you're dreaming of a farmette, hobby farm, homestead, extensive gardens, horses, small livestock, or simply room to roam, this property provides the space to make it happen. Portions of the acreage may also offer agricultural opportunities, allowing for potential income through leased tillable land. Create the pumpkin patch you've always wanted, plant Christmas trees, raise animals, or simply enjoy the wide-open views and privacy that are increasingly difficult to find. With no HOA, plenty of room for outbuildings, equipment, recreational vehicles, and future projects, this property offers the flexibility that many buyers are searching for but rarely find. Combining a fully renovated rancher, one-level living, a first-floor primary suite, and 13.8 acres of opportunity, this exceptional property delivers the best of the Eastern Shore lifestyle. Properties offering this level of renovation, privacy, and acreage don't come along often. Schedule your showing and experience everything 24020 Carolyn Drive has to offer.

Ridgely

Listing courtesy of Eastern Shore Real Estate, LLC. Contact:

6245 Sterling Way, Ruther Glen
$516,740
5 Beds ⋅ 3 Baths
Welcome to the 2511 sq ft Hayden model, offering a modern open-concept living space designed for both comfort and flexibility. The main level features a welcoming living room, a spacious dining room, and a well-appointed kitchen with walk-in pantry, perfect for family gatherings and entertaining. The main floor also includes a full bedroom, a bathroom, and a versatile flex room, allowing you to create the ideal space for your family’s needs. Upstairs, an additional living space offers even more flexibility for a home office, playroom, or entertainment area. The large primary suite is a true retreat, featuring 2 large walk-in closets and a luxurious bathroom with separate vanities and a private water closet. The second floor also includes a laundry room, a full bathroom, and three additional spacious bedrooms, ensuring plenty of room for everyone. The Hayden model is the perfect live-play-work home, offering flexible living spaces and modern amenities for today’s family, providing everything you need to live, work, and play in comfort. Photos and renderings are from builder's library, actual finishes and features may vary.

6245 Sterling Way, Ruther Glen

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

6278 Sterling Way, Ruther Glen
$593,740
4 Beds ⋅ 3 Baths
Welcome to the Salem, a beautifully designed 3,536 sq ft home offering a modern open-concept living space that meets all your family’s needs. This spacious home features a family room, kitchen, casual dining space, flex room, laundry room, and powder room on the main level, providing the perfect balance of comfort and functionality. The first-floor primary suite is a true retreat, offering a large walk-in closet and a luxurious bathroom with separate vanities and a private water closet for added convenience. Upstairs, you’ll find a huge bonus room with two walk-in closets, a full bathroom, and three additional bedrooms, offering ample space for your family to spread out and enjoy. Complete with a walk-out basement. This home combines open living spaces, modern design, and family-friendly features, making it the ideal choice for families seeking spacious living with plenty of storage and flexible space for all types of activities. Photos and renderings are from builder's library, actual selections and finishes may vary.

6278 Sterling Way, Ruther Glen

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

316 Land Or Dr, Ruther Glen
$359,999
4 Beds ⋅ 3 Baths
Prepare to be pleasantly surprised by the space, privacy, and location this 4-bedroom, 3-bathroom home has to offer! Freshly painted with LVP flooring upstairs, the home features a large living room and a kitchen with granite countertops and plenty of cabinet space. A basement recreation room provides additional space for entertaining, hobbies, or relaxing, while generous closets and a separate storage room help keep everything organized. Enjoy your morning coffee or unwind in the large screened porch overlooking a huge, private backyard surrounded by woods. A storage shed and paved driveway add everyday convenience. Best of all, the community pool, beach, and gym are right across the street, putting some of the neighborhood’s favorite amenities just steps from your front door! Located in a gated lake community just minutes from I-95 at Exit 110, this home pairs a peaceful setting with convenient access for commuting and everyday travel. Community amenities include lakes, beaches, fishing, boat slips, basketball courts, playgrounds, tennis and pickleball courts, picnic areas, a gym, 24-hour security, an archery range, a skeet shooting range, a dog park, and much more. Come discover the space to spread out and the lake lifestyle you’ve been looking for!

316 Land Or Dr, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact:

306 Sunrise Ave, Ridgely
$319,900
4 Beds ⋅ 2 Baths
Nestled on a charming corner lot, this delightful ranch-style home offers a perfect blend of comfort and community. Built in 1955, this residence boasts a spacious layout with 1,539 square feet of living space, featuring four inviting bedrooms and two full bathrooms. New $30,000 complete roof with 50 year transferable warranty, new The warm ambiance is enhanced by a mix of hardwood and carpet flooring, creating a cozy atmosphere throughout. The exterior, adorned with durable aluminum siding, complements the home's classic design while providing low-maintenance living. The generous lot size of 0.37 acres allows for ample outdoor space, perfect for gardening, play, or simply enjoying the fresh air. Located in a vibrant neighborhood, this home is surrounded by a welcoming community that values connection and engagement. The nearby schools are known for their commitment to education, providing a nurturing environment for students to thrive. Convenience is key in this location, with off-street and on-street parking available, making it easy for guests to visit. The neighborhood is well-served by public services, ensuring that residents have access to essential amenities and resources. This property is not just a house; it's a place where memories are made. The inviting layout and community-oriented surroundings create an ideal setting for gatherings, celebrations, and everyday moments. Whether you're enjoying a quiet evening at home or exploring the local parks, this residence offers a sense of belonging and comfort. With its charming features and prime location, this home is ready to welcome you into a lifestyle filled with warmth and community spirit. Experience the joy of living in a neighborhood that feels like home, where every day brings new opportunities to connect and create lasting memories.

306 Sunrise Ave, Ridgely

Listing courtesy of Samson Properties. Contact:

18409 Hewes Ter, Ruther Glen
$489,900
4 Beds ⋅ 3 Baths
** Like-New 2024 Lapis on a Premium Wooded Lot / 4 True Bedrooms Up + Walk-Out Basement in Amenity-Rich Pendleton Welcome home to Pendleton! Built in 2024, this beautifully upgraded Richmond American Lapis offers all the benefits of new construction without the wait. It sits on a premium homesite that backs to woods. The current owners paid a lot premium for the privacy and peaceful views you'll enjoy every day. Upgraded finishes run throughout. Luxury vinyl plank flooring flows across the open main level, which ties together a spacious great room, the dining area, and a kitchen with quartz countertops, stainless steel appliances, a center island and a walk-in pantry. The layout works just as well for everyday living as it does for entertaining. A main-level flex room gives you space for a home office, playroom or formal dining. **Check out that 12' slider door to the rear!** Upstairs, this home offers something you won't find in most Lapis models in the community: **four true bedrooms** instead of the more common three bedrooms plus a loft. The owner's suite features a generous walk-in closet and a deluxe primary bath with upgraded ceramic tile flooring. Every bedroom is pre-wired for ceiling fans, and upper-level laundry adds everyday convenience. The unfinished walk-out lower level is ready for your vision. It has a full-size window and a bath rough-in, so you can add a rec room, guest suite, gym or media room while building equity. Pendleton's amenities include: - A pool with bathhouse and clubhouse - Walking trails - Playgrounds and tot lots - Sports and pickleball courts - A dog park - Owen Pickett Park The community sits alongside Pendleton Golf Club, an 18-hole championship course considered one of the area's best. Shopping and dining are close by, and Spotsylvania Regional Medical Center is a short drive away. Commuters will love the easy access to I-95 and the nearby Spotsylvania VRE station. You can head north to Fredericksburg and Northern Virginia or south to Richmond. Don't miss this one!

18409 Hewes Ter, Ruther Glen

Listing courtesy of Real Broker, LLC. Contact:

200 Maple Ave, Greensborough
$205,000
3 Beds ⋅ 2 Baths
Charming 3-bedroom, 2-bath home in the heart of Greensboro.This is an incredible opportunity to build instant equity. Enjoy outdoor living with a generous backyard perfect for entertaining and relax on the porch. Conveniently located near local shops, schools, and parks, this home combines small-town charm with everyday convenience—ideal for families or first-time buyers.

200 Maple Ave, Greensborough

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

18351 Democracy Ave, Ruther Glen
$315,000
3 Beds ⋅ 4 Baths
Well maintained 3-story Townhouse in the very desirable location in the Pendleton Golf Community. You are short walk away from the new pool! Also close to the dog-park, walking trails, and more. The community also offers community events, playgrounds and lovely park-like common areas. This is a very low maintenance property, in a prime location. In addition to golf in this community, you are short drive to, wineries, shopping, local theater, seasonal farmer's market, Kings Dominion, Meadow Event Park, Dominion Raceway and the new Kalahari Resort Waterpark opening soon just 7 miles North off of Route 1. Come see this beautiful home - schedule a showing today!

18351 Democracy Ave, Ruther Glen

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

24882 Riverview Way, Ridgely
$399,900
3 Beds ⋅ 3 Baths
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:

111 Maple Ave, Greensboro
$299,900
4 Beds ⋅ 2 Baths
Step into the timeless charm of this beautifully maintained circa-1880 home, where historic elegance meets thoughtful modern updates. Offering over 2,774 square feet of living space, this exceptional residence features 4 spacious bedrooms, 2 full bathrooms, and an abundance of original architectural character that has been lovingly preserved while incorporating today's modern conveniences. From the moment you arrive, you'll be captivated by the home's classic curb appeal and inviting front porch. Inside, soaring ceilings, oversized rooms, abundant natural light, and rare original heart-of-pine hardwood floors create a warm and welcoming atmosphere. Rich in history and craftsmanship, the home showcases beautiful millwork, original trim, and timeless architectural details rarely found in newer construction. The spacious country kitchen features custom cabinetry, generous counter space, and plenty of room for gathering with family and friends. A bright, sun-filled laundry room adds convenience, while multiple living spaces provide flexibility for entertaining, working from home, hobbies, or everyday living. Thoughtful updates throughout the home offer modern comfort while preserving its historic charm. In 2026, the front living room and full bathroom were beautifully renovated, and new plumbing lines were installed. Additional improvements include energy-efficient mini-split HVAC systems with smart controls, a new furnace (2025), updated electrical service, numerous replacement windows, remodeled bathrooms, built-in cabinetry, a replacement roof, refinished exterior, front porch enhancements, and many other upgrades that reflect exceptional pride of ownership. Step outside to enjoy your own private backyard retreat. A newer 6-foot privacy fence surrounds the outdoor space, where a brick patio, mature landscaping, and towering shade trees create the perfect setting for relaxing, entertaining, gardening, or enjoying a quiet morning coffee. The peaceful backyard offers privacy and plenty of room to enjoy every season. Located in the charming town of Greensboro, this home offers the best of Eastern Shore living. Enjoy a peaceful small-town setting just minutes from the scenic Choptank River, local parks, schools, restaurants, and everyday conveniences. Outdoor enthusiasts will appreciate nearby boating, fishing, kayaking, and recreational opportunities. The Delaware state line is only a short drive away, making tax-free shopping, beaches, dining, and entertainment easily accessible. High-speed internet is available, making remote work or streaming effortless, while the spacious floor plan easily accommodates growing families, multigenerational living, or anyone seeking additional room to spread out. The seamless blend of historic charm, quality craftsmanship, and modern updates creates a home that is both functional and full of character. Homes of this caliber and history rarely become available. Meticulously maintained and thoughtfully updated, this one-of-a-kind property preserves the timeless beauty and craftsmanship of the past while offering the comfort, efficiency, and conveniences today's buyers expect. Whether you're searching for your forever home or a distinctive property with unmatched character, this remarkable residence is ready for its next chapter. Don't miss this rare opportunity to own a beautifully preserved piece of history. Mortgage savings may be available for buyers of this listing.

111 Maple Ave, Greensboro

Listing courtesy of Redfin Corp. Contact:

S Quail Court, Greensboro
$434,500
3 Beds ⋅ 2 Baths
Welcome to S Quail Ct in Greensboro! The model home is located across the street and can be toured 13926 S Quail Ct. This to-be-built home offers just over 1,800 square feet of thoughtfully designed living space on more than an acre, backing to mature trees for added privacy. Tucked away on a dead-end street with no through traffic, the setting offers plenty of space and privacy while still providing the convenience of a beautiful new home. From the moment you arrive, you'll notice the attention to detail, including an inviting covered front porch, large driveway, oversized two-car garage, and exterior soffit lighting surrounding the home for an impressive look after dark. Step inside to a bright, open floor plan filled with upgraded finishes. The spacious kitchen is designed to be the heart of the home and features a large center island, stainless steel appliances, upgraded lighting, and plenty of room for gathering and entertaining. Pella windows and doors, high-end LVP flooring, recessed lighting throughout, upgraded trim, and carefully selected fixtures give the home a clean, custom feel. The bathrooms continue the upgraded finishes with stylish vanities and tile, including a beautiful walk-in shower. Ceiling fans are installed in all bedrooms, and the separate laundry room includes both a utility sink and washer and dryer. Out back, enjoy the low-maintenance deck overlooking the spacious yard and mature trees — a great setting for relaxing, grilling, or entertaining. The oversized two-car garage is fully finished and painted with plenty of lighting, making it as functional as it is clean. With over an acre of land, more than 1,800 square feet of living space, quality finishes throughout, an oversized finished garage, private backyard setting, and a 2-year home warranty, this new construction home offers much more than just "brand new." Come see the craftsmanship, upgrades, and attention to detail for yourself!

S Quail Court, Greensboro

Listing courtesy of CR Realty. Contact:

17370 Pirogue Ln, Ruther Glen
$557,740
4 Beds ⋅ 3 Baths
Welcome to the 2818 sq ft Hanover floor plan, offering a modern open-concept living space designed to meet your family’s needs. The main level features a combined family room and casual dining area, creating a spacious area perfect for entertaining and daily activities. The chef-inspired kitchen boasts a large center island, a walk-in pantry, and ample counter space, making it ideal for cooking and gathering. A formal dining room and office provide additional spaces for both work and relaxation, while a convenient powder room completes the main floor. Upstairs, an additional living space provides even more flexibility, whether you need a home office, play area, or entertainment room. The primary suite is a true retreat, featuring a large walk-in closet and a luxurious bathroom with separate vanities and a private water closet. The second floor also includes a laundry room, a full bathroom, and three additional spacious bedrooms, ensuring plenty of space for the whole family. Incentives with use of preferred lender. Photos and renderings are from builder's library, actual selections and finishes may vary.

17370 Pirogue Ln, Ruther Glen

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

17376 Pirogue Ln, Ruther Glen
$531,740
5 Beds ⋅ 3 Baths
Welcome to the 2511 sq ft Hayden model, offering a modern open-concept living space designed for both comfort and flexibility. The main level features a welcoming living room, a spacious dining room, and a well-appointed kitchen with walk-in pantry, perfect for family gatherings and entertaining. The main floor also includes a full bedroom, a bathroom, and a versatile flex room, allowing you to create the ideal space for your family’s needs. Upstairs, an additional living space offers even more flexibility for a home office, playroom, or entertainment area. The large primary suite is a true retreat, featuring 2 large walk-in closets and a luxurious bathroom with separate vanities and a private water closet. The second floor also includes a laundry room, a full bathroom, and three additional spacious bedrooms, ensuring plenty of room for everyone. The Hayden model is the perfect live-play-work home, offering flexible living spaces and modern amenities for today’s family, providing everything you need to live, work, and play in comfort. Photos are from builder's library, actual selections and finishes may vary.

17376 Pirogue Ln, Ruther Glen

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

7092 Iron Gall Ln, Ruther Glen
$600,000
4 Beds ⋅ 4 Baths
Welcome Home! This stunning 2023 Colonial in the desirable Pendleton golf course community offers approximately 3,008 square feet of beautifully finished living space with all of the builder’s available options and upgrades. Situated on a desirable corner lot, this home features 4 bedrooms, 3.5 baths, a fully finished walkout basement, attached garage, and fenced backyard. The open-concept main level showcases beautiful LVP flooring, abundant natural light, an electric fireplace, and a gourmet kitchen with stainless steel appliances, cooktop, double wall ovens, built-in microwave, dishwasher, and more. The spacious primary suite provides a relaxing retreat, while the finished basement offers flexible space for a home theater, gym, recreation room, or additional living area. Enjoy outdoor living in the fenced backyard, along with the exceptional amenities Pendleton has to offer, including a clubhouse, pool, pickleball courts, walking/jogging paths, dog park, and access to the community’s beautiful golf course. Best of all, this home comes with a home warranty for added peace of mind. With its premium builder selections, desirable corner-lot location, finished basement, and resort-style community amenities, this home is ready to welcome you home!

7092 Iron Gall Ln, Ruther Glen

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

215 N Main St, Federalsburg
$215,000
3 Beds ⋅ 2 Baths
Welcome to this charming 3BR/2BA classic Craftsman. Pull into the driveway and make your way to the covered front porch and the door to your forever home. Step inside to discover a home filled with original character, including beautiful original hardwood floors throughout. The main level showcases the traditional layout and timeless charm of a Craftsman, featuring a spacious living room that flows seamlessly into the dining room and kitchen. Just off the dining area is a cozy cabin-style room, offering incredible versatility as a family room, home office, or guest bedroom. This space also provides convenient access to a full bathroom featuring a walk-in shower. Upstairs, you'll find two spacious secondary bedrooms and a large primary bedroom filled with abundant natural light. The bedrooms share a full bathroom. The unfinished lower level offers laundry, ample storage, and plenty of room to create additional living space. Outside, the expansive lot provides abundant green space and endless possibilities, making this classic Craftsman a wonderful place to call home. Within the past six years, the home has benefited from several updates, including a new roof and multiple split HVAC units. The main unit can expand the system to accommodate up to three additional units, providing flexibility for future needs. This home also includes a Rinnai tankless hot water heater (2018). From the main floor, step outside onto a large wood deck that leads down to the expansive lot, offering abundant green space and so many possibilities. This home is ideal for any new homeowner and is located in a beautiful neighborhood with convenient access to shopping, restaurants, and commuter routes. Seller is also willing to cover up to 50% of Buyer's Closing Costs!

215 N Main St, Federalsburg

Listing courtesy of LPT Realty, LLC. Contact:

17382 Pirogue Ln, Ruther Glen
$557,740
4 Beds ⋅ 3 Baths
Welcome to the 2818 sq ft Hanover model, offering a modern open-concept living space designed to meet your family’s needs. The main level features a combined family room and casual dining area, creating a spacious area perfect for entertaining and daily activities. The chef-inspired kitchen boasts a large center island, a walk-in pantry, and ample counter space, making it ideal for cooking and gathering. A formal dining room and office provide additional spaces for both work and relaxation, while a convenient powder room completes the main floor. Upstairs, an additional living space provides even more flexibility, whether you need a home office, play area, or entertainment room. The primary suite is a true retreat, featuring a large walk-in closet and a luxurious bathroom with separate vanities and a private water closet. The second floor also includes a laundry room, a full bathroom, and three additional spacious bedrooms, ensuring plenty of space for the whole family. Photos are from builder's library, actual selections and finishes may vary.

17382 Pirogue Ln, Ruther Glen

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

24308 Marlyn Dr, Preston
$574,900
3 Beds ⋅ 4 Baths
Beautifully Maintained Home with Private In-Law Suite, Pool & Exceptional Workshop Space This well-maintained property offers outstanding flexibility with a spacious private in-law suite connected to the main home by a bright sunroom with direct access to the deck and backyard. Perfect for multi-generational living, guests, or potential rental income. The main home features an updated kitchen with maple cabinetry, granite countertops, pantry, hardwood flooring, recessed lighting, and premium Jenn-Air, Viking, and LG Café stainless steel appliances. The living room showcases a stone wood-burning fireplace and opens to the dining area. The primary suite includes an updated walk-in shower, while two additional bedrooms and a bonus room provide flexible living space. A full-length composite front porch adds charm and curb appeal. The sunroom, with slate flooring and abundant natural light, leads to the deck, hot tub, and fully fenced backyard. Outdoor amenities include a saltwater in-ground pool and screened pool house with a ceiling fan and changing room, creating an ideal setting for entertaining and relaxation. The private in-law suite offers a living room, eat-in kitchen, spacious bedroom with ensuite bath, half bath, dedicated laundry room, and attached one-car garage with handicap-accessible ramp. Additional features include ceiling fans throughout the home, suite, workshop, and screened porch; a stone driveway with ample parking; a 12' x 20' shed; a 12' x 30' workshop with electric; an 18' x 30' RV/boat carport; and an insulated 24' x 30' garage/workshop with electricity, gas heat, built-in shelving, and custom workbench. Recent improvements include new concrete patios, walkways, and fire pit (2026), upgraded septic system, encapsulated crawl space with dehumidifiers, encapsulated attic, LeafFilter gutter protection, and a new hot water heater in the in-law suite (2026). The beautifully landscaped grounds feature excellent drainage, established gardens, and a secluded sitting area to enjoy nature and local wildlife. Surrounded by Lynch Preserve, the community offers miles of scenic walking trails. Combining comfortable living, versatile space, and resort-style outdoor amenities, this unique property truly has something for everyone. Within minutes to Neighborhood Ramp for all your boatig and fishing needs on the Choptank River. Less than 1 hour to the Bay Bridge. Easy commute to Easton, Delaware or Salisbury. Schedule your private tour today.

24308 Marlyn Dr, Preston

Listing courtesy of Brenton Realty Group. Contact:

216 S 3rd St, Denton
$250,000
3 Beds ⋅ 2 Baths
Why rent when you can own and start building equity and an asset of your own? Priced at just $250,000, this charming home in the heart of downtown Denton offers an affordable opportunity to put your personal touches into a home and make it your own. The main level features a spacious living room with updated flooring, kitchen with separate dining area, office/flex space, mudroom, and a full bathroom, while upstairs you'll find three bedrooms and another full bathroom. An unfinished basement provides additional storage space & laundry and the inviting front porch with swing is the perfect spot to relax and enjoy the charm of this walkable downtown location. Conveniently located near the Choptank River, shops, dining, and everything downtown Denton has to offer. This home offers plenty of space, character, and potential for someone looking for an opportunity to own rather than rent. Seller will need a short 1 week rent back & subject to finding a home of choice. Don't delay and schedule your showing on this adorable bungalow today!

216 S 3rd St, Denton

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

215 Hamilton Dr, Ruther Glen
$200,000
3 Beds ⋅ 2 Baths
Bring your contractor, your vision, and your imagination—215 Hamilton Dr is ready for a complete transformation. This property needs a full renovation from top to bottom and is priced accordingly, offering an opportunity for an investor, experienced renovator, or buyer looking for a serious project. This is not a little paint-and-flooring makeover. The home needs substantial work, but the asking price reflects the condition and is positioned well below comparable renovated homes. For the right buyer, the value is in what this property can become. Renovate for resale, create a rental investment, or completely reimagine it for yourself. If you've been waiting for a true fixer-upper where you aren't paying for someone else's updates, this may be the one. Bring your ideas and take a look at the possibilities!

215 Hamilton Dr, Ruther Glen

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

155 Wright St, Preston
$379,900
3 Beds ⋅ 2 Baths
PRICE REDUCTION — NOW $379,900! Welcome to 155 Wright St, Preston, MD 21655! NEW PRICE! This newly completed 3-bedroom, 2-bath home is situated on a large, quiet in-town lot conveniently located near parks and schools. Offering approximately 1,626 square feet of comfortable living space, this beautiful home features a conditioned crawl space, 42-inch cabinetry with under-cabinet lighting, quartz countertops, and a tankless water heater. Enjoy modern finishes and thoughtful details throughout this move-in-ready home, designed for comfortable everyday living. With the price now reduced from $389,900 to $379,900, this is a great opportunity to make this beautiful new construction your own! Schedule your private showing today!

155 Wright St, Preston

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