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13243 Greensboro Rd, Greensborough
$349,900
3 Beds ⋅ 2 Baths
Nestled in the charming TOWN OF GREENSBORO, this beautifully renovated residence offers a perfect blend of classic elegance and modern luxury. Originally built in 1910, this home has undergone a major transformation, with renovations completed in 2026, ensuring that every detail reflects contemporary sophistication while maintaining its timeless appeal. Step inside to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas, creating an ideal space for both relaxation and entertaining. The rich hardwood flooring flows throughout, adding warmth and character to the home. Recessed lighting enhances the ambiance, illuminating the space with a soft glow. The heart of the home is undoubtedly the gourmet kitchen, designed for both functionality and style. Featuring energy-efficient stainless steel appliances, including an ENERGY STAR refrigerator and clothes washer, this kitchen is a chef's dream. With three well-appointed bedrooms and two full bathrooms, this residence provides ample space for comfort and privacy. Each bedroom is designed to be a serene retreat, while the bathrooms boast modern fixtures and finishes that elevate everyday routines into luxurious experiences. The unfinished basement offers endless possibilities for customization, whether you envision a home gym, a cozy media room, or additional storage space. Outside, the property sits on a generous 0.35-acre lot, providing a tranquil setting for outdoor activities or simply enjoying the beauty of nature. Parking is a breeze with both driveway and parking lot options, ensuring convenience for you and your guests. This home is not just a place to live; it's a lifestyle choice that embodies comfort, elegance, and sustainability. Experience the perfect blend of historic charm and modern luxury in this exquisite Greensboro residence. With its high-end features and thoughtful renovations, this home invites you to create lasting memories in a space that truly feels like home. Some or all photos in this listing have been digitally enhanced or modified using AI tools.

13243 Greensboro Rd, Greensborough

Listing courtesy of Smart Realty, LLC. Contact:

7922 Detour Rd, Denton
$395,000
3 Beds ⋅ 2 Baths
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:

315 Hughlett St, Preston
$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:

233 Oldtown Rd, Goldsboro
$239,900
3 Beds ⋅ 2 Baths

233 Oldtown Rd, Goldsboro

Listing courtesy of Taylor Properties. Contact:

3395 Jefferson Pond Rd, Federalsburg
$309,900
3 Beds ⋅ 2 Baths
Beautiful new construction in a charming, up-and-coming community! This 3-bedroom, 2-bath home features an open-concept layout with luxury vinyl plank flooring throughout the main living areas. The spacious kitchen offers granite countertops, modern finishes, and seamless flow into the living and dining spaces—perfect for entertaining. Built for peace of mind with 30-year architectural shingles and energy-efficient features. Interior photos are of similar home *Buyer to pay 50% of impact fees.

3395 Jefferson Pond Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

20109 Paradise Ln, Ruther Glen
$319,900
3 Beds ⋅ 2 Baths
Enjoy the privacy and peaceful setting of country living without sacrificing convenience! Situated on a spacious 1.03-acre lot in Caroline County, this 3-bedroom, 2-full-bath home offers plenty of room to spread out and enjoy the outdoors, all with NO HOA! Inside, you'll find a comfortable, functional layout featuring fresh interior paint and brand-new carpeting throughout. The wooded lot provides a nice sense of privacy, while the front porch and rear deck offer great spaces to relax and enjoy the outdoors. Conveniently located just a few minutes from I-95, the property provides easy access to both Fredericksburg and Richmond, making it an excellent option for those looking for a little more space without giving up convenience. With its recent interior updates, generous lot size, and convenient location, this home offers a great combination of comfort, privacy, and accessibility!

20109 Paradise Ln, Ruther Glen

Listing courtesy of Belcher Real Estate, LLC.. Contact:

11502 Greensboro Rd, Greensboro
$369,900
3 Beds ⋅ 2 Baths
Welcome to 11502 Greensboro Rd, a spacious fully renovated ranch-style home offering 3 bedrooms, 2 full baths and a generous 0.68-acre lot in Greensboro. The main level features a bright, spacious living room 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. The kitchen opens up to another family room with an additional fireplace. Three bedrooms and two full bathrooms offer flexibility for everyday living, guests, or a home office, and the attached one-car garage with finished floor adds convenience and durability. 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. Note: Some photos are virtually staged

11502 Greensboro Rd, Greensboro

Listing courtesy of Redfin Corp. Contact:

747 Lake Caroline Dr, Ruther Glen
$329,900
3 Beds ⋅ 2 Baths
Opportunity to enjoy the living you've been waiting for in a lake oriented community!! his ranch-style home with brand new carpet and some fresh paint, on a corner lot that offers some privacy and a sense of community. With approximately 1,504 sq. ft. of living space, this residence features a living area with plenty of leg room, a vaulted ceiling, three inviting bedrooms, 1 full bathroom, an additional primary bath with a jetted tub in more of a private setting and an easy access walk-in shower. The heart of the home is the spacious kitchen equipped with stainless steel appliances, including a built-in microwave and dishwasher. The open layout flows seamlessly from the different living areas, adorned with warm bamboo and new carpet flooring, creating an inviting atmosphere convenient for indoor socializing. Step outside your back door and onto your raised deck for possible grilling and outdoor socializing with canopy cover. Enjoy the landscaping around the property, the rear fenced in yard for privacy and open side yard. The attached garage boasts a loft for storage and also provides safe easy access to the inside of the house.The community amenities are also a true highlight, featuring access to the lake, pool, and clubhouse-ideal for even more social gatherings. Safety feature includes 24-hour security gate at the entrance of the community. Located within walking distance to Lake Caroline, the club house and other community amenities, this home may offer a blend of comfort and community fellowship. Not far from I-95 exit 110 for convenient commute to Northern VA or Richmond.

747 Lake Caroline Dr, Ruther Glen

Listing courtesy of American All Star Realty, LLC. Contact:

100 American Dr, Ruther Glen
$289,990
3 Beds ⋅ 1 Baths
Looking for a cozy home in a lake community for under $300K? Here it is!!! Come see this refreshed 3 BD, 1B ranch-style home in Lake Caroline! With almost 1,000 FSF, this home is just right for first time buyers, downsizers, or those who want to live the relaxing lake lifestyle. As you step onto the inviting front porch, you enter the front door and are ushered into the light and airy living room. Flowing off the living room is the spacious eat-in kitchen - with access to the small deck. Down the hallway to the right, you will find 3 bedrooms and a full bathroom. This sweet home has all new windows (2026), new flooring installed throughout (2026), new kitchen countertops (2026), freshly painted kitchen cabinets (2026), a brand new hot water heater (2026), and all-new vapor barrier and insulation in the crawlspace (2026) for improved comfort and energy efficiency year-round. Also, the roof is from (2020), and the HVAC was installed in (2021). The septic tank was last serviced / pumped in 2025, but is being completely replaced. All the heavy lifting has been done for you, and this home is ready for you to add your personal touches to make it your own. The lot is mostly level with trees peppered across the backyard. And, the shed in the backyard offers extra storage space. As part of the Lake Caroline Community, you’ll have access to fantastic amenities including a community pool, basketball, pickleball, and tennis courts, beach access, and more — you’ll never get bored! Don’t miss this move-in ready home in a community that truly delivers on lifestyle and location!

100 American Dr, Ruther Glen

Listing courtesy of Keller Williams Capital Properties. Contact:

8275 New Bridge Rd, Denton
$379,900
3 Beds ⋅ 1 Baths
Enjoy the charm of country living in this well-maintained and nicely renovated 3 bedroom rancher! Offering over 1,300 square feet of comfortable living space 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! Select photos have been virtually staged for visual purposes only.

8275 New Bridge Rd, Denton

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

1111 Whistling Pine Rd, Denton
$395,000
4 Beds ⋅ 3 Baths
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:

307 Mallard Dr, Greensboro
$250,000
3 Beds ⋅ 3 Baths
Welcome to Caroline Farms. This 3 bedroom, 2 full bath, 1 half bath contemporary/Colonial-style home features a 1-car attached garage, asphalt driveway, open front porch and rear deck. Inside you will find an open floor plan on the 1st level, with a large living room that flows into the eat-in kitchen and kitchen area, with a half bath and laundry room leading to the garage. 2nd level features a large primary bedroom/bathroom and 2 additional bedrooms with a shared full bath. Located approximately 10 miles from downtown Denton and areas of commerce. Restricted to owner-occupants, non-profits and government agencies through 10/20/2026. HUD Case #244-310524. Seller may contribute up to 3% of the buyer’s closing costs. Equal Housing Opportunity.

307 Mallard Dr, Greensboro

Listing courtesy of Brokers Realty Group, LLC. Contact:

7258 Parchment Cir, Ruther Glen
$395,800
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:

211 S 6th St, Denton
$265,000
INVESTOR ALERT! Duplex in Denton. Comprised of one 3 Bedroom, 1 bath unit and one 3 bedroom, 2 bath unit. Separately metered and all electric. Laundry in both units. Unit A is freshly painted and ready for a tenant or owner occupant. Unit B is currently rented.

211 S 6th St, Denton

Listing courtesy of Wright Real Estate. Contact:

105 Parkland Rd, Greensboro
$298,990
4 Beds ⋅ 2 Baths
Coming soon to 105 Parkland Road, one of the final opportunities in Greensboro’s sought-after Kinnamon Meadows community. The Helena is an inviting 1,460-square-foot cottage-style ranch with four bedrooms, two bathrooms, and a one-car garage. Its long foyer separates three guest bedrooms and a guest bathroom from the living areas. The oversized great room with an abundance of natural light is open to the kitchen making an ideal space to entertain or spend time together with loved ones. The main bedroom is privately tucked away from the great room and features a walk-in closet and a private, full bathroom. The functional kitchen offers plenty of cabinet space, stainless steel appliances, a sizeable island with room for seating and a pantry closet. The home’s fourth bedroom is situated away from the other bedrooms providing the opportunity for a home office, hobby room or playroom. The laundry room is nestled off the kitchen. The included, white blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

105 Parkland Rd, Greensboro

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

533 Gay St, Denton
$270,000
Investment opportunity! This two-unit duplex offers a functional layout with two separate residences, each featuring 2 bedrooms, 1 full bathroom, a kitchen, and in-unit laundry. The property offers separate entrances for each unit, providing privacy and convenience for occupants. With one unit located on the main level and the second unit upstairs, the setup offers flexibility for investors looking to add a multifamily property to their portfolio. Whether you're looking for a traditional rental investment or the opportunity to occupy one unit while renting the other, this property offers plenty of potential.

533 Gay St, Denton

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

18207 Timothy Dr, Ruther Glen
$299,000
2 Beds ⋅ 1 Baths
NO HOA !!! Nestled on a generous 1.16-acre lot, this charming ranch-style home offers a perfect blend of comfort and modern convenience. This home has been totally renovated from top to bottom. The following is a list of updates: New HVAC with 10 year warrany, windows, doors, vinyl siding, insulation in floor joist, well pump, water pressure tank, bathtub/shower, bathroom cabinet, paint, flooring, deck kitchen cabinets, sink, stainless steel appliances, electrical receptacles/switches and ceiling lights.This residence is poised to become a delightful sanctuary for its future owners. Step inside to discover a warm and inviting interior featuring two spacious bedrooms and a well-appointed full bathroom with a tub shower. The entry-level bedroom provides easy access and flexibility for various living arrangements. Natural light pours in through double-hung, insulated windows, creating a bright and airy atmosphere throughout the home. Cozy carpet underfoot adds a touch of warmth. The heart of the home is the kitchen, equipped with energy-efficient stainless steel appliances, including a built-in microwave, electric cooktop, and a refrigerator with an icemaker. The layout is designed for both functionality and style, making meal preparation a joy. The main floor laundry area, featuring front-loading washer and dryer units, adds to the convenience of daily living. The expansive lot offers endless possibilities for outdoor activities, gardening, or simply enjoying the tranquility of nature. Located in a vibrant community, this home is surrounded by a wealth of neighborhood benefits. Residents can take advantage of nearby parks, perfect for leisurely strolls or picnics, and local schools that provide quality education. Public services are readily accessible, enhancing the overall convenience of daily life. This property is not just a house; it's a place to create lasting memories. With its thoughtful design, modern amenities, and a welcoming community, it invites you to experience the joys of homeownership. Embrace the opportunity to make this charming residence your own and enjoy all the comforts it has to offer. Within walking distance to Food Lion, Dollar General, restaurants, and drug store.

18207 Timothy Dr, Ruther Glen

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

402 Maryland Ave, Ridgely
$310,000
2 Beds ⋅ 1 Baths
Welcome to 402 Maryland Avenue, a renovated two-bedroom, one-bath rancher on a generous one-third-acre corner lot in Ridgely. With approximately 1,351 square feet of living space, the home offers comfortable one-level living and inviting spaces to relax. The bright white kitchen features white quartz countertops, new cabinetry, stainless steel appliances, and a pantry with plenty of shelving. The spacious living room has a working fireplace, ready to bring a cozy feel to winter evenings, while a second fireplace adds character to the dining room. Large windows fill the sunroom with natural light, making it a welcoming spot for morning coffee, reading, or unwinding throughout the year. The main bedroom measures approximately 19' x 10' and has two closets. An updated bathroom and a utility room with extensive cabinetry and a new combination washer and dryer add everyday convenience. Recent improvements include new vinyl siding, an architectural shingle roof, new doors, approximately 160 feet of PVC sewer piping replacing Orangeburg piping, an overhaul of the heat pump, and a new Amish-built shed on a foundation. A paved driveway and carport near the back door complete the exterior features. There may be potential to explore adding another bedroom and/or bathroom, subject to buyer due diligence, feasibility, permits, and required approvals. Located near Ridgely’s everyday conveniences, including the post office, hardware store, gas station, and local businesses, the home is also close to Martin Sutton Park and its walking trail. Railroad Memorial Park, Tuckahoe State Park, and Adkins Arboretum offer additional opportunities to enjoy the outdoors nearby. Some photos have been virtually staged.

402 Maryland Ave, Ridgely

Listing courtesy of Benson & Mangold, LLC. Contact:

13110 Courtland Ln E, Ruther Glen
$375,000
5 Beds ⋅ 3 Baths
INVESTOR SPACIAL - RENOVATION LOANS WELCOME - NEW HUD CERTIFICATE OBTAINED - 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. With acreage, recent exterior improvements, and expansion potential, this property is ready for an investor with a vision!

13110 Courtland Ln E, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact:

17391 Riverside Dr, Ruther Glen
$371,740
3 Beds ⋅ 3 Baths
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:

23554 Jonestown Ln, Preston
$270,000
3 Beds ⋅ 2 Baths
Freshly renovated and move-in ready home on an acre! This 3-bedroom, 2-bath home offers a refreshed interior in a convenient Preston location. The renovation work is already complete, giving the next owner the chance to settle in and make the home their own. If you’re looking for a turnkey home on Maryland’s Eastern Shore, this one is worth a look.

23554 Jonestown Ln, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

133 New Providence Dr, Ruther Glen
$294,900
2 Beds ⋅ 2 Baths
Welcome to 133 New Providence Drive, where everyday living comes with a little more room to relax, unwind, and enjoy the Lake Caroline lifestyle. Located in the gated Lake Caroline community, this charming one-level home offers 2 bedrooms, 2 full baths and approximately 1,186 square feet with a comfortable layout designed for easy living. Step inside to a home that feels fresh and ready for its next chapter. Recent improvements include a new roof, new rear deck and fresh interior paint, giving buyers several important updates from day one. With several major improvements already completed, there is still an opportunity for the next owner to add their own style and finishing touches over time. The spacious eat-in kitchen offers plenty of storage and room to gather, while the separate laundry area keeps everyday tasks tucked away. A vaulted ceiling adds an open feel to the living space, and the gas fireplace brings warmth and character. The primary bedroom features its own private bath and walk-in closet, creating a comfortable retreat at the end of the day. Out back, the new deck gives you a great place for morning coffee, grilling with friends or simply enjoying a quiet evening at home. But living here is about more than the house. Lake Caroline is centered around an approximately 277-acre lake extending more than two miles, with two sandy beaches, two marinas and multiple recreation areas providing residents with opportunities for swimming, boating, fishing and time on the water. The community also offers a swimming pool, clubhouse, pickleball courts, tennis courts, basketball courts, security and more. There is plenty to enjoy away from the water, too. Lake Caroline hosts community activities throughout the year, including holiday gatherings, beach parties, movie nights, Bingo, yard sales and other neighborhood events—making it easy to enjoy the community as much or as little as you choose. Convenient access toward I-95, Bowling Green, Fredericksburg and Richmond, 133 New Providence offers peaceful everyday living without feeling disconnected from everything you need. Whether you are buying your first home, looking for easier one-level living, or simply want a more manageable footprint, this property offers flexibility without giving up the lifestyle and amenities that make Lake Caroline special. Fresh updates, one-level living, lake access and a community built around enjoying where you live—come see what life at Lake Caroline could look like.

133 New Providence Dr, Ruther Glen

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

18290 Winston Loop, Hanover
$290,000
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:

3325 Sharon Ct, Federalsburg
$335,000
3 Beds ⋅ 2 Baths
Welcome to 3325 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:

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:

200 Maple Ave, Greensboro
$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, Greensboro

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

18351 Democracy Ave, Ruther Glen
$305,000
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:

215 N Main St, Federalsburg
$199,500
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.

215 N Main St, Federalsburg

Listing courtesy of LPT Realty, LLC. 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:

155 Wright St, Preston
$379,900
3 Beds ⋅ 2 Baths
🏡 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:

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