Refine Search
Map
Sort by
211 Bloomingdale Ave, Federalsburg
$289,000
2 Beds ⋅ 2 Baths
Back on the market, buyer didn't qualify for their loan. Welcome to 211 Bloomingdale Ave. This custom‑built Brick Williamsburg‑style colonial showcases true craftsmanship, featuring beautiful hardwood floors throughout, custom built‑ins, and detailed moldings. The spacious living room offers an inviting wood‑burning fireplace, while the large great room with its vaulted ceiling provides flexible living space and could easily be converted into a third bedroom if desired. The bright, well‑appointed kitchen is ideal for anyone who loves to cook, offering ample room for a kitchen table and direct access to a separate formal dining room—perfect for hosting guests. A convenient half bath is located on the main level, with a full bath upstairs along with two generously sized bedrooms and a large walk‑in storage area. Outside, a concrete driveway leads to an attached garage. There is a brick walkway from house to the town sidewalk. Spacious private backyard with mature trees and a newer roof. This home is truly move‑in ready and waiting for you to enjoy.

211 Bloomingdale Ave, Federalsburg

Listing courtesy of Meredith Fine Properties. Contact:

506 Pintail St, Greensboro
$285,000
3 Beds ⋅ 2 Baths
Nearly new ranch style home with large front porch. Three bedrooms and two full baths plus spacious laundry room enhance this home. Large kitchen with center island with stainless appliances and granite countertops are a focal point of this open floor plan. This home has no HOA or Front Foot Fees to add to payment! Great value for the price. Move in ready and waiting for you.

506 Pintail St, Greensboro

Listing courtesy of Keller Williams Realty. Contact:

407 W Sunset Ave, Greensboro
$280,000
5 Beds ⋅ 2 Baths
Charming 5BR detached home, located in a quiet neighborhood in Greensboro. Experience the great outdoors in your own backyard on a nearly 1/2 acre lot, adjacent to 140 acres of farmland. Enjoy the 'Sunset' from the 320 sf sunroom with sliding glass doors, or sit outside to watch the sunrise on the new 230 sf wooden front porch. Several updates include replacement windows, upgraded plumbing & electrical, new flooring & paint, jacuzzi, and much more. OWNER FINANCING AVAILABLE. Call for details.

407 W Sunset Ave, Greensboro

Listing courtesy of R&R Executive Realty. Contact:

309 N Main St, Greensboro
$279,900
3 Beds ⋅ 2 Baths
This exquisite Colonial-style home, thoughtfully renovated in 2019, seamlessly blends classic charm with modern luxury. Spanning 1,791 square feet, this residence offers a warm and inviting atmosphere, perfect for creating lasting memories. Step inside to discover a beautifully designed interior featuring engineered luxury vinyl plank flooring that exudes elegance and durability. The heart of the home is the gourmet kitchen, equipped with high-end appliances including a sleek electric oven/range, a spacious refrigerator, and a convenient dishwasher, making meal preparation a delight. With three generously sized bedrooms and one and a half bathrooms, this home provides ample space for relaxation and rejuvenation. The layout is designed for comfort, ensuring that every corner feels like a retreat. The property sits on a charming 0.15-acre lot, providing a cozy outdoor space for gatherings or quiet evenings under the stars. Enjoy the convenience of driveway parking, ensuring easy access for you and your guests. This home is not just a place to live; it's a lifestyle choice that embodies comfort, elegance, and modern convenience. Experience the perfect blend of luxury and warmth in this exceptional property, where every detail has been curated for your enjoyment.

309 N Main St, Greensboro

Listing courtesy of Benson & Mangold, 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:

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:

108 N Academy St N, Greensboro
$269,000
4 Beds ⋅ 2 Baths
This charming cape cod home is waiting for your creative touches! Lots of room on three floors. The main floor boasts a large living room with new vinyl flooring. A separate dining room, large kitchen, full bath and mudroom with washer and dryer. The second floor has four spacious bedrooms and a charming vintage bath with claw foot tub! The basement is a perfect place for crafts, hobbies and plenty of storage. Outside you will find a huge intown lot with a newly built shed the size of a one care garage that makes a perfect workshop. Price to sell! Be sure to schedule your personal tour today!

108 N Academy St N, Greensboro

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

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:

325 Carter Ave, Denton
$259,900
2 Beds ⋅ 1 Baths
The joy of one level living!! This home is in Move-in ready condition. Nice size 2 Bedroom 1 Full Bath. Level lot with Patio for enetertaining. Conveniently located within town limits. Shop, parks, restuarants, Brewery. Public Boat ramp to the Choptank River less than a mile.

325 Carter Ave, Denton

Listing courtesy of Brenton Realty Group. Contact:

215 Academy Ave, Federalsburg
$255,000
3 Beds ⋅ 2 Baths
Welcome to 215 Academy in Federalsburg! This beautifully renovated three-bedroom, two-full-bath home has undergone an impressive transformation, combining modern finishes, thoughtful upgrades, and a functional layout designed for comfortable everyday living. From the moment you step inside, you'll appreciate the attention to detail and extensive improvements throughout. The main level features beautiful new floating flooring, while the upstairs offers fresh carpeting throughout. The stunning, completely renovated kitchen is truly a showstopper, featuring gorgeous stone countertops with a matching full-height backsplash, brand-new stainless steel appliances, beautiful new cabinetry with soft-close features, and a generously sized pantry offering exceptional storage. The home's thoughtfully designed layout includes both a traditional front entrance and a convenient side entrance leading into a dedicated mudroom. Just off the mudroom, you'll find a separate laundry room and a beautifully renovated full bathroom, adding convenience and functionality to the main level. Upstairs, three comfortable bedrooms and another completely renovated full bathroom continue the home's fresh, contemporary feel. Both bathrooms have been tastefully updated with beautiful tilework, modern fixtures, and stylish finishes that complement the home's overall transformation. Additional improvements include new mini-split heating and cooling systems, replacement of many of the home's windows, and updates to portions of the electrical and plumbing systems. Outside, the inviting front porch provides the perfect place to relax and unwind. A spacious driveway offers plenty of off-street parking, while a large existing concrete pad at the rear of the property provides additional flexibility for parking, storage, or exploring potential future improvements, subject to applicable zoning, permits, and approvals. The manageable in-town yard offers outdoor space without the burden of extensive lawn maintenance. With its extensive renovations, beautifully appointed kitchen, modern bathrooms, convenient layout, and generous off-street parking, this home offers an exceptional opportunity to enjoy the benefits of a thoughtfully updated property without the hassle and expense of undertaking a major renovation yourself. Simply move in, unpack, and enjoy everything this beautifully transformed home has to offer!

215 Academy Ave, Federalsburg

Listing courtesy of Eastern Shore Real Estate, 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:

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:

1210 Market St, Denton
$249,000
2 Beds ⋅ 1 Baths
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

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

12090 Paige, Woodford
$248,000
This parcel is being sold as where is, and along with 41-A-17. The 2 parcels total 41.78 +/- acres.. No confirmation on the status of the well ( if there is one) or septic . Please do not go to the mobile home when looking at the property. Appointment must be made to view the property. 41-A-15 is 10.78 acres with road frontage. The remaining 31 acres ( Tax map 41-A-17) is somewhat wooded . A great opportunity to own a tract of land and to build your dream house overlooking beautiful pastoral land nearby There has been a recent appraisal. These 2 parcels (both 41-A-15 and 41-A-17 ) are subject to 3rd party approval for the sale.

12090 Paige, Woodford

Listing courtesy of Pitts and Manns Realty, Inc.. Contact:

104 University Ave S, Federalsburg
$244,000
3 Beds ⋅ 1 Baths
Completely transformed from top to bottom, 104 S University Ave is the definition of move-in ready! This beautifully updated home features luxury vinyl plank flooring throughout, custom built-ins in the living room, and countless upgrades that allow you to move in with confidence. Step outside to enjoy the large fenced backyard, a newly sealed driveway, and a detached one-car garage with a finished bonus room that's perfect for a home office, gym, hobby space, or extra storage. With major mechanical updates already completed and every detail thoughtfully refreshed, all that's left to do is unpack and make yourself at home!

104 University Ave S, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

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

233 Oldtown Rd, Goldsboro

Listing courtesy of Taylor Properties. Contact:

105 Park Ave, Ridgely
$239,000
3 Beds ⋅ 2 Baths
Welcome to this charming Colonial home located in the heart of Ridgely! With a little TLC, this property has the potential to become your very own “Home Sweet Home.” Enjoy a convenient location close to Tuckahoe State Park and the local town park, which offers tennis courts, pickleball courts, and a playground for outdoor recreation and family fun. Firehouse, local shops, and medical centers are also nearby for added convenience. The home features a nice fenced backyard, perfect for enjoying outdoor activities, gardening, or relaxing. Bring your vision and make this home your own! Home is being Sold "AS IS" but well worth the price. Seller motivated.

105 Park Ave, Ridgely

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

3894 Old Denton Rd, Federalsburg
$230,000
2 Beds ⋅ 1 Baths
Nestled in a quiet setting, 3894 Old Denton Rd is a charming rancher that offers the ease of true single-level living. The home features an inviting, open layout where a spacious living room leads into the kitchen and dining area, making it feel bright and connected. Two comfortable bedrooms are tucked away for privacy, while a bright sunroom, a covered front porch, and a rear screened porch provide plenty of peaceful spots to relax and enjoy the outdoors. The property is as functional as it is cozy, boasting an unfinished basement with endless potential for storage, a workshop, or future living space. Outside, you’ll find ample parking, a carport, and storage sheds for all your gear. Schedule your private tour today!

3894 Old Denton Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

1204 Blue Heron Dr, Denton
$230,000
3 Beds ⋅ 3 Baths
***NEWLY ADJUSTED PRICE***Come on in to explore this beautifully maintained 3-level home offering the perfect blend of modern convenience and comfortable living. This beauty features 3 spacious bedrooms and 2.5 baths, with an open floor plan that creates an inviting flow throughout the main living areas. The home has been updated with fresh paint, new appliances and more to ensure it's move-in ready for you. Each level offers its own distinct living space providing flexibility for various lifestyle needs. Location is everything, and this home delivers convenience. Situated in a premium location with ideal access to both Route 404 and Route 50 for effortless commuting and easy access to shopping, dining and entertainment. Whether you're headed to work or exploring the area, everything you need is just minutes away.

1204 Blue Heron Dr, Denton

Listing courtesy of Shore Results Realty. Contact:

Countyline Church, Ruther Glen
$225,000
Build your dream home on this beautiful homesite in the desirable Ruther Glen area of Caroline County. Multiple out buildings already on the property. Offering the perfect balance of privacy and convenience, this lot provides a peaceful setting while remaining just minutes from I-95, Route 1, shopping, dining, and local amenities. Enjoy the charm of country living with an easy commute to Richmond, Fredericksburg, and Northern Virginia. Don't miss this opportunity to secure a great piece of land in a growing area.

Countyline Church, Ruther Glen

Listing courtesy of Aquia Realty, Inc.. Contact:

5258 Preston Rd, Federalsburg
$225,000
4 Beds ⋅ 1 Baths
4 bedrooms 1 bathroom bungalow being sold "AS IS". 16,700 sq. ft. lot with detached garage. Priced to Sell. Updated 200. amp electric service.

5258 Preston Rd, Federalsburg

Listing courtesy of Marshy Hope Realty LLC. Contact:

522 Market St, Denton
$225,000
4 Beds ⋅ 2 Baths
ATTENTION INVESTORS -- Incredible opportunity in the heart of Denton - Roomy DUPLEX with tons of potential - renovate and hold, fix and flip, or create a long-term income-producing asset. Featuring 2 separate units, each level includes 2 bedrooms and 1 full bathroom, ideal for rental income or multi-family living - OR - convert this home back to its original colonial charm as a single-family home. Denton is a quintessential Eastern Shore town on the banks of the Choptank River. Minutes to the best that Denton and Caroline County offers - great local restaurants, boutique and big-box store shopping, arts + culture, history galore, plenty of public launches and marinas, boating, world-class fishing, crabbing, hunting, wildlife estuaries, incredible state parks - a true paradise for nature lovers, photographers, boaters, fishermen and anyone who wants to enjoy the more relaxed pace on the Eastern Shore - from the beaches to the bays and beyond! Great central location on the Delmarva Peninsula -- 15mi to Easton, 30mi to the Bay Bridge or Cambridge, 40mi to Annapolis's Downtown, about an hour to the Delaware Beaches or Newark, half hour more to Ocean City's Boardwalk. Sizes, taxes, distances approximate

522 Market St, Denton

Listing courtesy of EXP Realty, LLC. Contact:

103 Riverwalk Ter, Federalsburg
$225,000
3 Beds ⋅ 3 Baths
Hurry before it’s gone! This is an opportunity to buy in the sold out community of Riverwalk Terrace. The owner stayed at the home a few times some of the appliances never used. Open floor plan 1365 square feet , 3 bedrooms and 2.5 baths easy living. Only 2 years young this unit feels like new, was never a rental barley lived in. also backs up to the woods the private side of the community. Another perk to this location is has a back yard, some of the units do not have the ability to have a yard. Easy location to jump onto main roads, short distance to down town Federalsburg and shopping.

103 Riverwalk Ter, Federalsburg

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

1115 Market St, Denton
$224,900
2 Beds ⋅ 1 Baths
REDUCED $15,000! Nestled in the charming Town of Denton, this Adorable Cottage exudes warmth and character! Lots of Upgrades and Updates are all sure to please! This beautiful home features 2 Bedrooms and an updated Full Bathroom. The inviting living space is enhanced by luxury vinyl plank flooring, seamlessly blending comfort and style. Set on a generous sized lot, the property offers room for expansion, along with ample outdoor space for gardening, playing, and relaxing in the sun! The private driveway accommodates up to three vehicles, ensuring convenience for you and your guests. A handy shed provides extra storage for your outdoor tools and hobbies. The Denton Area is known for its friendly community vibe, with local parks, shops, waterfront restaurant and eateries just a stone's throw away. Enjoy leisurely strolls through tree-lined streets or explore nearby recreational opportunities. Embrace the charm and make this cute cottage your own!

1115 Market St, Denton

Listing courtesy of RE/MAX Executive. Contact:

305 Caroline Ave, Ridgely
$224,000
2 Beds ⋅ 1 Baths
Affordable 2-Bedroom Home in the Heart of Ridgely. Welcome to 305 Caroline Avenue, a charming and budget-friendly two bedroom, one bath that's conveniently located. It's a livable home that's ready for your updates, giving you a great opportunity to build equity. Enjoy small town living with easy drives to Denton, Easton, and Annapolis via major roadways. Located within a community known for its strong schools, this home offers potential, flexibility, and value. Call today!

305 Caroline Ave, Ridgely

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

163 Riverwalk Ter, Federalsburg
$222,500
3 Beds ⋅ 3 Baths
This lovely end-unit condo has units on the left side but no units on the right side, offering more quietness and privacy. This beauty has comfort of "home" written all over. Featuring 3 good-sized bedrooms; a convenient half-bath is located on first level. The kitchen is very well designed with lots of beautiful cabinets and countertops. Bright open floor plan offering ease of flow for the kitchen, living room, and dining areas. The primary bedroom has a great walk-in closet and its en suite bathroom. Walking trails nearby is a wonderful way to get exercise and enjoy the outdoors. Located not far from shopping. Come see this beauty today and be glad you did -- you will be very impressed with its easy flow, open floor plan and the condition of everything from top to bottom, like brand new!! Come see for yourself - schedule appointment today.

163 Riverwalk Ter, Federalsburg

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

122 Julie Ln, Federalsburg
$220,000
3 Beds ⋅ 3 Baths
Welcome to this beautifully maintained newer town home that has been virtually staged was built in late 2025, in the charming Riverwalk community of Federalsburg. Offering 3 bedrooms, 2.5 bathrooms, and modern construction, this home combines today's sought-after finishes with the warmth and small-town charm that make Maryland's Eastern Shore such a desirable place to call home. Close to Federalsburg Community Park & Marina, as well as walking Trails. Whether you're a first-time home buyer, looking to downsize, or searching for a newer home with minimal maintenance, this Riverwalk townhome offers exceptional value in a growing community. Experience modern construction, comfortable living, and the lifestyle that makes Federalsburg one of the Eastern Shore's best-kept secrets. Schedule your private tour today and discover why so many are choosing to call Riverwalk home.

122 Julie Ln, Federalsburg

Listing courtesy of Remax Vision. Contact:

126 Maple Ave, Preston
$220,000
3 Beds ⋅ 2 Baths
Step back in time with this early 1900s home. This home is full of character, from the detail in the trim work to the upper level 'porch.' This home offers great potential to be returned to the early 1900s with a little TLC and vision. Located in the heart of Preston, it is 15 minutes from historic Easton with all its amenities. Come take a look and see the vision.

126 Maple Ave, Preston

Listing courtesy of Marshy Hope Realty LLC. Contact:

522 Denton Rd, Federalsburg
$215,000
4 Beds ⋅ 1 Baths
Adorable curb appeal, major updates, and room to make it your own! This charming 4-bedroom, 1-bath home at 522 Denton Road offers a great opportunity for buyers looking to add their personal touch without tackling all the big-ticket projects! The seller has already done much of the heavy lifting with remodeling, a new roof, new windows, and a brand-new septic system to be installed prior to settlement. Outside, you'll find two pergolas and a detached one-car garage, adding even more possibilities to this property. With its inviting exterior, important improvements, and plenty of potential left to make it your own, this home is ready for its next chapter. The hard work has started, now bring your vision and make it yours!

522 Denton Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

105 Lincoln, Greensboro
$215,000
3 Beds ⋅ 1 Baths
Tenant-occupied property offering an excellent investment opportunity with immediate rental income. Current lease in place through July 31, 2027. The property is well-maintained and conveniently located near local amenities, schools, and major routes. Please allow adequate notice for all showings.

105 Lincoln, Greensboro

Listing courtesy of Taylor Properties. Contact:

How much is your home worth?

Get instant property value now!