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$795,000
4 Beds 4 Baths
Welcome to 2418 Old Telegraph Rd, Chesapeake City Maryland. The home is a car enthusiasts dream with an attached 2 car garage and oversized detached garage with finished bonus rooms above. Ample parking iS available in the paved driveway. This beautiful home sits on 4 Park like acres surrounded by sprawling horse farms and farmland. The home features a large primary bedroom suite on the first floor, first floor laundry, Fireplace, open living room, kitchen and dining area as well as a large formal dining room and great room. The second floor features a second primary suite with massive walk in closet. There are 2 more bedrooms with a jack and jill bath. The home has fresh paint in most rooms, new carpet, new appliances, a new roof and a new well pump. Large unfinished basement offers room for storage. Square footage on county records is believed to be incorrect

2418 Old Telegraph Rd, Chesapeake City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$339,000
3 Beds 2 Baths
Welcome to 64 Farah Drive in Elkton, MD a charming 3-bedroom, 2 bathroom ranch home situsted on approximately .55 acres in the Shah Valley community. Offering 1,610 square feet of living space, this home features a comfortable traditional layout, a primary suite, and a cozy gas/propane fireplace. Outside, enjoy a level, spacious yard with front, rear, and side areas, along with a large shed and enclosed porch- perfect for relaxing or entertaining. The property also offers a two-car attached garge, asphalt driveway, and a full basement with plenty of potential for additional living or storage space. With no HOA and convenient location near Elkton, North East, and Pennsylvania, this property offers a great combination of privacy, accessibility, and room to make the home your own. This home does need new flooring and updating.

64 Farah Dr, Elkton

Listing courtesy of Empower Real Estate, LLC. Contact: 3027382300

$429,990
5 Beds 3 Baths
Explore 704 Queensbury Court in Elkton, MD, a new home under construction in our newest community, The Preserve at Southfields. The Elm, a contemporary 2,415 square feet two-story home, features five bedrooms, three bathrooms, a loft, and a two-car garage. As you step into the home's distinct foyer you will notice that the stairs are separated from the main living space. Continuing into the home, the open-concept floorplan comes to life as you take in the kitchen, dining area and living room. The spacious kitchen showcases an abundance of white cabinetry and granite counter space, an ample walk-in pantry, a large island with sink and additional room for seating and stainless-steel appliances. The kitchen has an eat-in dining space that flows perfectly into the sizeable living room. A coat closet is tucked away near the entrance of the garage and there is additional storage space underneath the stairs to the second floor. Uniquely, this home offers a first-floor, secondary bedroom that can be used for overnight guests, a home office or a hobby room. Adjacent to the bedroom is a full bathroom with a walk-in shower and a linen closet. Upstairs, you will enter the inviting loft which also has a linen closet, a door to the owner's suite, and the hallway to the remaining secondary bedrooms and laundry room. The owner’s suite boasts a well-sized bedroom, two ample walk-in closets and an oversized owner’s bathroom with double vanity, a walk-in shower and a toilet closet. The three additional roomy secondary bedrooms, a spacious secondary bathroom, and the laundry room complete the upstairs. The home will include a white window treatment package, a fully sodded, irrigated, and landscaped yard, and the exclusive Smart Home® package giving 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.

704 Queensbury Ct, Elkton

Listing courtesy of D.R. Horton Realty of Virginia, LLC. Contact: 3017013700

$499,999
4 Beds 3 Baths
There's no place like home in Fairway Villages! Located on a cul-de-sac and backing to mature trees, this 4-bedroom, 2.5-bath home offers a spacious and functional floor plan. The kitchen features granite countertops, black stainless-steel appliances, a pantry, abundant cabinetry, and a breakfast bar. The adjoining morning room offers a vaulted ceiling, walls of windows, and access to the composite deck with stairs leading to the backyard. Just off the kitchen, the spacious family room offers a comfortable place to relax, while the formal living and dining rooms add even more living space. A versatile bonus room, convenient half bath, and laundry room with access to the attached two-car garage complete the main level. Upstairs, the primary suite features a vaulted ceiling, two walk-in closets, and an ensuite bath with a dual vanity and walk-in shower. The upper level also includes three additional bedrooms, each with its own walk-in closet, and a full hall bathroom with a dual vanity and tub/shower. The walk-out unfinished basement provides excellent storage and endless potential for future finished living space. The water heater was replaced in 2025. Conveniently located near downtown North East for shopping and dining as well as major commuter routes, this home is ready for its next owner. Schedule your private tour today and discover if there's no place like home for you!

18 Chip Shot Ct, North East

Listing courtesy of Integrity Real Estate. Contact:

$382,990
3 Beds 2 Baths
A new home under construction is waiting for you to explore at 703 Queensbury Ct. in Elkton, MD in our newest community, The Preserve at Southfields. The Lismore is a 1,558 square foot open-concept ranch home that offers three bedrooms, two bathrooms, and a two-car garage. Stepping into the welcoming wide foyer from the covered entry leads you to the spacious guest bedroom with a closet, the guest bathroom, and a coat closet on one side. The second guest bedroom is on the other side of the foyer to offer privacy. The home's well-designed kitchen features tasteful white cabinetry, a generous corner pantry, a center island with granite countertops, and stainless steel appliances. The kitchen is open to the ample great room and dining area that both offer an abundance of natural light. The large owner’s suite is a retreat in the back of the home; its private bathroom has a double bowl vanity, a walk-in shower, and an impressive walk-in closet. Tucked away, the laundry room is located just off the kitchen. The home will include a white window treatment package, a fully sodded, irrigated, and landscaped yard, and the exclusive Smart Home® package giving 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.

703 Queensbury Ct, Elkton

Listing courtesy of D.R. Horton Realty of Virginia, LLC. Contact: 3017013700

$439,000
4 Beds 3 Baths
There's no place like home in this 4-bedroom, 2.5-bath Colonial in Patriots Glen. Inside, you'll find a two-story foyer, formal living and dining rooms, a welcoming family room with a gas fireplace, and a bright kitchen with ample cabinet and counter space, a center island with seating, a pantry, and a breakfast area overlooking the backyard. A convenient main-level laundry room, half bath, and interior access to the attached 2-car garage complete the main level. Upstairs, the primary suite offers a vaulted ceiling, walk-in closet, and plenty of space for a sitting area. The primary bath features a dual vanity, soaking tub, and walk-in shower. Three additional bedrooms provide flexibility for family, guests, a home office, or hobbies. The unfinished walkout basement includes a rough-in for a future bathroom, giving you the opportunity to add even more living space. Outside, enjoy the paver patio and ground-level wood deck, offering a welcoming space for outdoor dining, grilling, or simply relaxing. Residents enjoy fantastic community amenities including a pool, tennis courts, and playground, along with convenient access to Patriots Glen Golf Course, Tavern, and Launch Zone Driving Range. Conveniently located near shopping, dining, and major commuting routes, this home offers the space, comfort, and community you've been looking for. Schedule your private showing today!

106 Constitution Ter, Elkton

Listing courtesy of Integrity Real Estate. Contact:

$480,000
4 Beds 3 Baths
Welcome to 215 Calvert Road in Rising Sun. This nicely updated 4 bedroom, 3-bath home offers over 2,200 square feet of finished living space! The main level features three bedrooms, two full baths, a spacious family room with a fireplace, a large dining room, and an updated kitchen that's perfect for everyday living. The finished lower level includes an additional bedroom, a full bath, a flexible den or guest room, a huge rec/flex room, and plenty of storage. The large attached garage and paved driveway offer plenty of parking space for vehicles and all your toys! A major bonus is the new septic system and drain field installed in 2023, giving the next owner added peace of mind. If you're looking for a move-in ready home with plenty of space and quality updates, don't miss 215 Calvert Road.

215 Calvert Rd, Rising Sun

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100

$449,900
5 Beds 4 Baths
There's no place like home in this 5-bedroom, 3.5-bath home in Patriots Glen. A two-story tiled foyer welcomes you inside and leads to the eat-in kitchen, which features updated countertops, stainless steel appliances, tile flooring, and plenty of cabinet and counter space. Just off the kitchen, the family room includes a gas fireplace, while sliding glass doors lead to the composite deck with vinyl railings overlooking the backyard. Hardwood floors add warmth to the formal living and dining rooms. Upstairs, the spacious primary suite includes room for a sitting area, a walk-in closet, and a private bath with a soaking tub, walk-in shower, and dual vanity. Three additional bedrooms and a full hall bath complete the upper level. The mostly finished walk-out basement expands the living space with a large recreation room featuring a wet bar, a fifth bedroom, two bonus rooms, and a full bath with a walk-in shower. Additional features include a main-level laundry room, an attached 2-car garage, and a new TruDefinition® Duration® Designer AR roof installed in 2026. Residents of Patriots Glen enjoy access to community amenities including an outdoor pool, tennis courts, playgrounds, and beautifully maintained common areas. Patriots Glen Golf Club, the Tavern, and the Launch Zone driving range are also located within the community. Just minutes from shopping, dining, and major commuter routes, this home combines generous living space with a convenient location. Schedule your private tour today and see everything this Patriots Glen home has to offer.

228 Thomas Jefferson Ter, Elkton

Listing courtesy of Integrity Real Estate. Contact:

$475,000
4 Beds 3 Baths
Professional photos coming soon! Welcome home to this spacious 4 BR, 2.5-bath Colonial nestled in the highly desirable South Stream community and located within the sought-after Bohemia Manor School district! From the moment you step inside, you’ll appreciate the thoughtful layout designed for both everyday living and entertaining. Just off the foyer, you’ll be welcomed by a versatile bonus room that can become whatever you envision—a home office, library, playroom, formal sitting area, hobby space, or anything else to fit your lifestyle. Continue into the gourmet-style kitchen, featuring ceramic tile flooring, granite countertops, and ample oversized cabinetry. The open-concept design seamlessly flows into the bright breakfast room, filled with an abundance of natural light & continues into the living room—creating the perfect gathering space for family and friends. Upstairs, you’ll find four generously sized bedrooms, including a comfortable primary suite, along with the convenience of a separate second-floor laundry room. The partially finished basement offers endless possibilities for a family room, home gym, game room, or additional living space, while still providing plenty of storage. Step outside to enjoy the fully fenced backyard, offering privacy for relaxing and entertaining. A storage shed provides the perfect place for lawn equipment and gardening tools, and the spacious two-car garage offers plenty of room for vehicles and additional storage. Conveniently located just minutes from shopping, restaurants, hospital and everyday amenities!

116 S Stream Dr, Elkton

Listing courtesy of RE/MAX Chesapeake. Contact:

$475,785
5 Beds 3 Baths
Discover 602 Heathrow Circle in Elkton, MD, a new home under construction in our newest community, The Preserve at Southfields. The Elm, a contemporary 2,415 square feet two-story home, features five bedrooms, three bathrooms, a loft, a walk-out basement, an exterior deck, and a two-car garage. As you step into the home's distinct foyer you will notice that the stairs are separated from the main living space. Continuing into the home, the open-concept floorplan comes to life as you take in the kitchen, dining area and living room. The spacious kitchen showcases an abundance of white cabinetry and granite counter space, an ample walk-in pantry, a large island with sink and additional room for seating and stainless-steel appliances. The kitchen has an eat-in dining space that flows perfectly into the sizeable living room. A coat closet is tucked away near the entrance of the garage and there is additional storage space underneath the stairs to the second floor. Uniquely, this home offers a first-floor, secondary bedroom that can be used for overnight guests, a home office or a hobby room. Adjacent to the bedroom is a full bathroom with a walk-in shower and a linen closet. Upstairs, you will enter the inviting loft which also has a linen closet, a door to the owner's suite, and the hallway to the remaining secondary bedrooms and laundry room. The owner’s suite boasts a well-sized bedroom, two ample walk-in closets and an oversized owner’s bathroom with double vanity, a walk-in shower and a toilet closet. The three additional roomy secondary bedrooms, a spacious secondary bathroom, and the laundry room complete the upstairs. The home will include a white window treatment package, a fully sodded, irrigated, and landscaped yard, and the exclusive Smart Home® package giving 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.

602 Heathrow Cir, Elkton

Listing courtesy of D.R. Horton Realty of Virginia, LLC. Contact: 3017013700

$595,000
5 Beds 4 Baths
Rarely available, custom-made, extra large (over 4,600 total square feet of space) 5 bedroom 3.5 bathroom home available for sale in the desirable community of Cool Springs at Charlestown. Premium corner lot location, backs up to trees and privacy! Spectacular eat-in kitchen featuring Corian countertops, updated stainless steel appliances, spacious breakfast room (with vaulted ceilings), center island with breakfast-bar countertop, under-cabinet lighting and large pantry. Gleaming hardwood floors and luxurious vinyl plank flooring throughout. Amazing custom designed primary bedroom suite, with spacious dressing room complete with tons of cabinets and counter space, walk-in closet, sitting room, and adjacent full bathroom. Primary bathroom has double sinks, large soaking tub and separate shower. 2nd level laundry room too. Full basement offers large recreation room, TV watching space (media room), storage room / workshop and bonus room that could be an exercise room, additional 6th bedroom, home office, kids playing room, etc. Relax out back on the maintenance-free deck, overlooking the best part of the backyard...the INGROUND SWIMMING POOL. Professionally designed concrete pool, with lots of patio space surrounding the pool, separate under-the-deck bar space, and the entire pool area is fully fenced and gated. You'll save lots of money on energy costs with the roof solar panels. You won't find many custom-built homes like this one!

151 Cool Springs Rd, North East

Listing courtesy of Keller Williams Legacy. Contact: 4436609229

$699,900
4 Beds 3 Baths
Reduced & Ready for you to move right in!! A little piece of Paradise on your own 10.20+- Acres surrounded by woods & stream for the outdoor enthusiast that enjoys taking walks or want to hunt on THEIR own land....includes 2 hunting blinds that stays! If you just want to relax, then you will LOVE the beautiful landscaped yard that has gorgeous flowers, fruit trees & raised garden beds to grow your own veggies and comes with it's own compost containers! A 24x32x10 POLE BARN with a wood burning stove, cabinets, work bench, 100 amp electric & Dust to Dawn lights & motion detectors all set up for the person which loves to TINKER or just want to have their own space to do their own thing! Large shed in back yard 10 x 12 for outside storage! 1000 LP tank...owned by owners...use whomever you wish without being tied to one vendor. There is just so much, much more to say about this property ...... I haven't even started on the inside.....It's IN BEAUTIFUL CONDITION!! Another GREAT FEATURE about it.....(what so many people looking for these days).. a IN-LAW-SUITE, designed for someone that want to have their own space and privacy! All appliances stays up and down! 2-sets washers/dryers; 2 microwaves, 2 refrigerators; 2 stoves, Sprinkler System throughout home with its own water storage tank. FEEL FREE TO GIVE ME A CALL IF ANY QUESTIONS!! IT'S A BEAUTY AND YOU WILL WANT TO CALL THIS ONE HOME!!

2316 Theodore Rd, North East

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535

$628,000
3 Beds 3 Baths
Special financing options available through preferred lender! Qualified applicants may take advantage of 0% down payment programs and interest rates as low as 4%.Financing terms subject to change and based on buyer qualification. Contact the listing agent for full details. Welcome home to 169 Providence Road — a private 3-bedroom, 2-bath ranch retreat nestled on 3.29 beautifully open acres in the heart of Cecil County's most sought-after horse country. This is the kind of property that stops you the moment you arrive. No HOA, no crowded subdivision, no compromise — just wide open space, fresh air, and a setting that feels worlds away from the noise of everyday life while still being conveniently close to everything that matters. Inside, the home offers over 2,500 square feet of thoughtfully laid out living space on the main level alone, plus a partially finished lower level that opens up endless possibilities for a rec room, home gym, workshop, or additional living quarters. Wood floors flow through the main living areas, and a second full kitchen adds tremendous versatility — ideal for canning, entertaining large gatherings, or accommodating multi-generational living with ease. The screened porch and deck off the kitchen are where this home truly shines, offering front-row seats to one of the most peaceful views you'll find in Cecil County — neighboring horses grazing lazily across the pasture while you sip your morning coffee. It's the kind of view you never take for granted. The sellers have done the hard work so you don't have to. Every major system has been updated in recent years: roof replaced 5 years ago, windows replaced 5 years ago, HVAC updated 4 years ago, well tank replaced 5 years ago, and water heater replaced just 3 years ago. Move in with confidence knowing the big-ticket items are well behind you and years of worry-free living lie ahead. A side-entry 2-car garage, abundant storage throughout, and a layout that blends comfort with functionality make this home as practical as it is charming. Step outside and the 3.29 acres invite you to make this property entirely your own — space for a garden, space for animals, space to simply breathe. The location is the crown jewel for equestrian enthusiasts and nature lovers alike. You're just minutes from Fair Hill Natural Resources Management Area, home to hundreds of miles of scenic trails and the world-renowned Maryland 5 Star, one of the most prestigious equestrian competitions in the country. Quick access to the Pennsylvania state line and the University of Delaware rounds out a location that truly delivers on all fronts. Properties combining this much acreage, this many updates, horse country living, and a location this close to Fair Hill are rare finds in today's market. Come experience 169 Providence Road for yourself — and prepare to never want to leave.

169 Providence Rd, Elkton

Listing courtesy of Realty Plus Associates. Contact: 4109144100

$1,950,000
5 Beds 5 Baths
Situated on nearly 8 private acres backing to Big Elk Creek, this extraordinary custom estate offers nearly 8,000 square feet of luxurious living space, resort-style outdoor amenities, and a level of craftsmanship and attention to detail rarely found in today's market. Extensively renovated in 2012, nearly every component of the home was upgraded, including windows, doors, electrical, plumbing, masonry, driveway, fencing, and more. Throughout the home you'll find solid walnut interior doors, professional-grade Viking appliances, 100% spray foam insulation, geothermal heating and cooling, a 600-amp electrical service, and five HVAC systems, all of which have been replaced or substantially updated within the past two years. Designed for both grand entertaining and comfortable everyday living, the main level features a dramatic two-story living room with a stunning stone fireplace, expansive dining room, chef's kitchen, family room, wet bar, private office, recreation room, and multiple gathering spaces. The home offers 5 bedrooms and 5 full bathrooms, including an exceptional primary suite featuring a gas fireplace, spa-inspired bath with programmable electronic shower controls, oversized soaking tub, and an impressive walk-in closet. The upper level includes additional spacious bedrooms, a dedicated theater room with equipment included, and a third-floor bonus room offering endless possibilities for a studio, game room, fitness area, or additional living space. Step outside and experience your own private resort. The heated 20' x 40' gunite saltwater pool features approximately 50,000 gallons of water, a dramatic rock waterfall, waterslide, self-cleaning floor system, spa, extensive hardscaping, and multiple outdoor entertaining areas. A pool house, detached garage/workshop, and expansive patios and decking complete the outdoor experience. The property's wooded setting and Big Elk Creek backdrop provide exceptional privacy, scenic views, and abundant wildlife. Additional features include natural gas fireplaces, geothermal heating and cooling, multiple updated HVAC systems, attached 3-car garage, detached 41' x 28' garage, extensive storage areas, and theater equipment that conveys with the sale. This one-of-a-kind estate combines luxury, efficiency, recreation, and privacy in a truly spectacular setting. A rare opportunity to own one of Cecil County's premier properties.

36 Appleton Rd, Elkton

Listing courtesy of Integrity Real Estate. Contact:

$950,000
4 Beds 5 Baths
Absolutely stunning!!! Rurally located and BEAUTIFULLY maintained, 4-bedroom, 4.5 bath custom built, stucco colonial situated on 2 peaceful and private acres, featuring 4,280 finished sq. ft. of open and airy living space with close proximity to I-95, Rt. 40 and the Pennsylvania State Line. As you enter you will be greeted with a lofty 2-story ceiling, stunning oak flooring and 10' ceilings throughout. Main level highlights include a grand foyer, sitting room, home office, sizable great room, dining area, gourmet kitchen, laundry, bedroom with an attached bath as well as a half bath. Great room features include a stone floor to ceiling propane burning fireplace and French doors leading to a sweeping composite deck and backyard. Kitchen details include stainless-steel appliances, 2 dishwashers, a large island, sleek granite countertops, a walk-in pantry, peninsula with seating, glass tile backsplash and loads of beautiful cabinetry with plenty of storage. Adjacent to the kitchen is a sprawling dining area, also with deck access, ideal for entertaining and large family gatherings. The upper-level can be accessed by 2 separate staircases with highlights that include 3 spacious bedrooms, all with attached bathrooms and walk-in closets, as well as a bonus room with balcony access which could be utilized as an exercise room, play area or second home office. Primary bedroom details include access to a generously sized private balcony (perfect for morning coffee!), walk-in closet with separate laundry and a 13' X 18' attached bathroom. Features include a HUGE walk-in tiled shower, jetted soaking tub, private water closet and ceramic tile flooring. Idyllic views of nature from every room! The full poured concrete basement includes a finished 57' X 18' recreation room, 13' X 43' finished gaming area/hobby room, additional finished area and a utility room. Additional property details include 2 "Energy Star" tankless water heaters (main level and upper level), a Generac generator, an attached 2-car garage, a detached 2-car garage with upper-level storage, attractive landscaping and wiring for security. Recent upgrades include 2 new HVAC units, main level added 2024 and upper-level unit added in 2025. Truly shows pride of ownership throughout. If you are searching for an impeccably maintained, expansive and tucked away place to call home, your search is over... 627 Doctor Miller Road... A WONDERFUL place to call HOME!!!

627 Doctor Miller Rd, North East

Listing courtesy of RE/MAX Chesapeake. Contact:

$318,995
3 Beds 2 Baths
Welcome to 107 Highland Dr in Elkton, MD — a charming 3-bedroom, 2-bath bi-level home offering comfortable living spaces, thoughtful updates, and a peaceful setting with great outdoor space. **Seller is offering up to $5,000 in buyer closing cost assistance with an acceptable offer!** Step inside to a bright and inviting main living area with large windows that bring in beautiful natural light. The kitchen features white cabinetry, granite countertops, stainless steel appliances, modern hardware, and an open flow into the dining and living spaces; making it easy to entertain or enjoy everyday living. The home also offers a flexible layout with additional finished space on the lower level, perfect for a family room, office, guest area, hobby space, or recreation area. The primary bathroom features a soaking tub, separate tiled shower, and generous space, adding a relaxing touch to the home. Outside, enjoy a spacious rear deck overlooking a large backyard with mature trees, fencing, and plenty of room for gatherings, pets, gardening, or play. The property also includes an attached garage and driveway parking for added convenience. As an added bonus, the home is located in Kensington Courts, a water-oriented Elkton community near the Elk River, where residents may enjoy access to community-maintained boat ramps, docks, wooded trails, and water access areas for activities such as canoeing, kayaking, fishing, and swimming. Additional membership requirements or fees may apply for certain community amenities. With its welcoming curb appeal, functional layout, updated interior touches, spacious yard, and access to outdoor lifestyle amenities, this Elkton home is ready for its next owner. **Take advantage of the seller’s offer of up to $5,000 in closing cost assistance** and schedule your tour today to see the potential and charm this property has to offer. *Deck conveys in its current as-is condition.*

107 Highland Dr, Elkton

Listing courtesy of Empower Real Estate, LLC. Contact: 3027382300

$575,000
4 Beds 3 Baths
Great New Price!! Loads of curb appeal! Situated on 1.2 acres on a quiet cul de sac, 4-bedroom, 3 full bath colonial offering 3,340 sq. ft. of living space and located in the sought-after community of Woodholme II in the Elk Neck area with close proximity to Rt 40, I-95 and Harford County. As you enter you will be greeted with a sprawling foyer featuring a cathedral ceiling and gorgeous hardwood flooring. Hardwoods continue in the living room, formal dining and lofty great room with features that include a cathedral ceiling, second story overlook and cozy propane burning fireplace. Adjacent to the great room is a recently updated eat-in kitchen with details that include an island with seating, sleek quartz countertops, stainless steel appliances, 6' X 5' pantry, attractive LVP flooring, 42" cabinetry, striking backsplash and a breakfast area with sliders leading to a paver patio and fenced-in rear yard. Ideal for outdoor living and entertaining! Additional main level details include a home office/den, full bath and laundry room with storage and convenient garage access. Upper-level highlights include beautiful bamboo flooring throughout, a loft area, 4 bedrooms (all with vaulted ceilings), including a primary with a MASSIVE walk-in closet, attached bath, as well as an additional full bath. Lower-level details include 5 partially finished rooms (dry wall added), which could be utilized as a recreation room, hobby area, exercise room or media room. Exterior details include a 3-car side entry garage, landscaping and a rear fenced-in yard. Perfect for gardening and children and pets to safely run and play. Upgrades include a complete modern kitchen renovation (2020), a new architectural shingled roof added in 2026 and a newer driveway. HOA fees are $500.00 yearly and include common area maintenance. If you are searching for a spacious, nicely maintained home located in a peaceful and friendly community, your search is over...64 Open Meadow Court...A PERFECT place to call HOME!!!

64 Open Meadow Ct, Elkton

Listing courtesy of RE/MAX Chesapeake. Contact:

$799,000
4 Beds 3 Baths
BACK on the MARKET! Welcome to 160 Cliffview Drive, located in the highly sought-after waterfront community of Chesapeake Isle. This exceptionally well-built custom home offers 4 bedrooms and 3 full baths, thoughtfully designed to capture beautiful views of the Elk River throughout the property. Inside, you’ll find a warm and inviting interior featuring hardwood flooring, tile, and carpeted areas for comfort and style. The spacious kitchen is a standout, complete with granite countertops, stainless steel appliances, and a built-in wine cooler — perfect for entertaining or everyday living. The impressive great room features a stunning stone propane-fired fireplace, creating the perfect gathering space with both warmth and character. Outdoor living is truly unmatched with six separate deck areas, three equipped with retractable awnings, allowing you to relax and enjoy the river views in every season. After a day on the water, rinse off in the convenient outdoor shower and take advantage of the additional detached garage, perfect for storing boats, kayaks, jet skis, and all your other water toys. The oversized attached garage features a 9"' x 10' and a 10'x10' overhead doors with plenty of room for vehicles, storage, and workshop space. Residents of Chesapeake Isle enjoy access to outstanding community amenities including a waterfront pavilion, sandy beach and swim area, boat ramp with mooring area, and dedicated kayak and canoe access — offering the perfect Eastern Shore lifestyle both on and off the water.

160 Cliffview Dr, North East

Listing courtesy of RE/MAX Chesapeake. Contact:

$750,000
4 Beds 4 Baths
<p><strong>THIS IS A SHORT SALE.</strong> If it's been a while since you've come across one, or you're seeing this term for the first time, here's what it means: the sale price is less than what is owed on the mortgage and the closing costs of the sale, so the Seller's lender must approve the transaction in addition to the Seller. This adds an approval step to the process and can extend the closing timeline. In other words, it means an additional party must sign off on the terms.</p> <p><strong>THE APPROVAL PROCESS WORKS BACKWARDS FROM A TYPICAL SALE.</strong> The listing price is not necessarily the price the bank will approve. In a short sale, the lender only reviews the short sale request once an offer is received, so there is a chance they could ask for more money after an offer is submitted. Buyers should understand this before offering.</p> <p><strong>THIRD PARTY APPROVAL REQUIRED.</strong> All offers are subject to third-party mortgage company approval and Seller's acceptance of those approval terms. Ask your agent for the attached disclosures, which must be signed and submitted with all offers.</p> <p><strong>AS IS, WHERE IS.</strong> This property is offered as is, where is, with all faults, and with no warranties expressed or implied. Seller will make no repairs and will not pay any contractor on Buyer's behalf, including repairs required by an appraiser, lender, or loan program. All systems, appliances, and structures convey in current condition. Home inspections and inspection reports posted in Bright MLS are for informational purposes only; those reports were prepared for a prior transaction and are not a representation of current condition. Seller will consider price adjustments or credits, but will not complete repairs. Buyer may be responsible for any lender-required repairs. Offers must be submitted with two separate Maryland state documents: the As Is Addendum and the Short Sale Addendum.</p> <p><strong>PROPERTY DETAILS:</strong></p> <p>Theater room, custom wet bar, two stone fireplaces, and nearly an acre of wooded privacy. Now offered at only $750,000!</p> <p>Welcome to Woodholme in The Village of Elk Neck! Set on a landscaped lot with mature trees, this stone-front colonial combines curb appeal with expansive living space and entertaining amenities.</p> <p>The main level offers formal living and dining rooms, plus a main-floor office. The two-story family room features expansive windows and a floor-to-ceiling stone fireplace, open to the kitchen and breakfast area. The kitchen offers granite countertops, stainless steel and built-in appliances, a center island with seating, and a breakfast area overlooking the rear yard.</p> <p>Upstairs, the owner's suite is a spacious retreat with a sitting area, walk-in closet, and bath with dual vanities, soaking tub, and separate shower. Additional bedrooms offer comfortable accommodations for family or guests.</p> <p>The finished walk-out lower level is a standout: a dedicated theater room with tiered seating and a projector, recreation areas anchored by a second stone fireplace, and a custom wet bar with granite countertops, cherry cabinetry, a built-in sink, microwave drawer, and beverage refrigerator, ideal for hosting guests and game days.</p> <p>Outdoors, an elevated rear deck overlooks the wooded backyard, and a rear patio off the walk-out level creates seamless indoor-outdoor flow. Additional highlights include an oversized garage with custom storage, an owned propane tank, a hardwired security system, and an exterior sprinkler system. The home is served by a private well and a septic system approved for four bedrooms.</p> <p>Conveniently located near shopping, dining, marinas, and local amenities. HOA is approximately $500 annually, managed by Aspen Property Management.</p>

233 Woodholme Way, Elkton

Listing courtesy of Keller Williams Realty Wilmington. Contact: 3022991100

$399,900
4 Beds 3 Baths
It's not a Typo, End of Summer Sale & Best Buy in the Neighborhood! Located in the popular & conveniently located Ridgley Forest with Community Pool. This attractive 4 Bedroom 2 1/2 Bath Colonial Home has been well maintained. The Kitchen has upgraded Cabinets, stainless steel Appliances, granite Counter Tops & tile Backsplash. In the past 2 years the Flooring has been updated to include laminate Flooring on the 1st Floor & new carpet Flooring installed May of 2026 on the 2nd Floor. After a hard day or on a relaxing Weekend, enjoy sitting on your large composite Deck. Need more space there is a full unfinished Basement with Egress Window & 2 Car built-in Garage. Some of the other updates include Crown Molding, Picture Framing & Reverse Osmosis System. This House will not disappoint & has so much to offer the next Owner. Take advantage of this Opportunity & schedule your Personal Showing.

17 Viburnum Ave, Elkton

Listing courtesy of Integrity Real Estate. Contact:

$559,900
3 Beds 3 Baths
Could it be possible that the home you've been searching for isn't another typical floor plan — but one thoughtfully designed around the way you actually live? Welcome to an exceptional custom home on 1.4 private acres in Woodcrest Shores, one of Elkton's most sought-after communities near the Elk River and Chesapeake Bay. With over 3,200 square feet of finished living space, this is a home designed to bring people together while giving everyone room to spread out. Just imagine coming home to an inviting front porch, a dramatic great room with soaring ceilings, abundant natural light, and a beautifully appointed kitchen at the heart of it all. The main level is where everyone naturally gathers — equally suited to quiet everyday living or effortless entertaining. Then there's the flexibility. The thoughtfully designed split-level floor plan provides genuine separation between living spaces. The upper level features the primary suite, an additional bedroom, and a full bath. The lower level offers a private guest suite with a spacious bedroom, private full bath, and additional living area — an ideal space for guests, extended family, a home office, hobbies, or simply someone who appreciates having a place of their own. Outside, the experience continues with an impeccably maintained pool, hot tub, expansive yard, and peaceful surroundings on a 1.4-acre corner homesite. Whether you're enjoying a quiet afternoon poolside or gathering with family and friends, this is outdoor living designed to be enjoyed. And when you're ready to venture out, you're just minutes from marina access, the Elk River, Chesapeake Bay, shopping, dining, and major commuter routes. I'm not sure if it's for you or not, but if you've been searching for something beyond the ordinary — a home with character, exceptional living spaces, privacy, and the flexibility to fit the way you live — this one deserves a closer look.

7 Cynthia Ct, Elkton

Listing courtesy of Real Broker LLC. Contact: 8554500442

$8,995,000
6 Beds 5 Baths
Set on 93 private acres with 6,100 feet of shoreline along the picturesque Sassafras River and Cox Creek. The estate includes a main house, guest house, pool house and riverside pavilion, offering ample delightful space for large groups to gather, unwind and experience the activities and natural beauty of the upper Chesapeake. Showcasing exceptional design, materials, craftsmanship, the living spaces are framed by expansive views of the Sassafras River. The main residence includes six spacious bedrooms and four and a half baths. The heart of the home is a gourmet kitchen and adjacent generous breakfast room wrapped in 180-degree river views, a setting that enhances every meal. The home flows naturally into multiple large gathering spaces built for entertaining, and into quieter, more intimate rooms designed for reflection and rest. The guest house ensures that you can accommodate family and friends. With three generously sized bedrooms and one and a half baths, full kitchen, fireplace and brick patio, it offers a self-contained retreat that gives guests their own space while keeping everyone together on the estate. The pool complex redefines what a backyard amenity can be. At its center is a 52,000-gallon swimming pool with a retractable electric cover, positioned to frame sweeping panoramic river views. An adjoining heated spa and a oversized pool deck complete a setting that invites long, unhurried afternoons in the sun. Elevating the experience further, it offers a full bath, generous living and dining areas, and amenities more commonly found at a high-end resort - a large, well-equipped gym and an eight-person steam room -providing the perfect end to an active day. Perched at the water's edge, the recently constructed two-story pavilion is the social and recreational heart of the estate's waterfront. It's a front-row seat to everything that makes the Sassafras River so beloved: working crab boats in the early morning, sailboats gliding past at midday, and the sky turning gold over the water at dusk. Spend a lazy afternoon on the pavilion's upper level as the river life unfolds below, then head down to launch your own boat from the private boat lift or boat ramp. The Sassafras and Cox Creek offer boundless activities including boating, water skiing, tubing, wakeboarding, sailing, paddleboarding, and kayaking, all awaiting just steps away. After fun on the water, return to the pavilion for lunch, dinner, or simply a seat with one of the best views on the upper Bay. Adjacent to the grassy wharf, the nearly 1,000-foot private sandy beach is a rare and remarkable amenity ideal for an afternoon stroll with friends or a quiet moment watching the sunset or moon rise over the river. Other improvements along the waterfront include a 1000+ stone revetment protecting the shoreline, a 13,000lb boat lift, and a boat ramp. The grounds reflect a thoughtful balance of beauty, privacy, and long-term stewardship, with carefully planned enhancements designed to complement the natural setting while supporting comfortable estate living. Mature trees and established landscaping create a sense of arrival and continuity across the property, while curated sightlines and open lawn areas transition naturally into wooded edges and surrounding countryside. A network of trails invites exploration through the woods, offering quiet vantage points and seasonal changes that reinforce the property’s connection to the Eastern Shore landscape. The property's blend of fields, woods and waterfront habitats, complemented by offshore hunting rights offers productive hunting. The land supports healthy populations of deer, wild turkey, ducks & geese, creating a sportsman's haven throughout the seasons. Enjoy fishing and crabbing from the dock ideally located on the edge of the deep water channel. Major mid-Atlantic cities, international airports & train stations are within easy reach, making the estate accessible for full-time residents and weekend escapes.

750 Cassidy Wharf Rd, Earleville

Listing courtesy of Gunther-McClary Real Estate. Contact:

$274,900
2 Beds 1 Baths
Hacks Point is easy access to rt 40, and 95 while allowing a boater's experience at an affordable price. This property is two lots adding up to over 19000 sq. ft. The property has a newer BAT septic system and older drilled well. The house has been stripped to the studs, there is some water view, and with some ingenuity in the remodel, a better view can be had. There is a new perc towards the back corner of the property which should allow an ancillary dwelling to be built. Hacks Point offers two larger beaches and some smaller beaches for residents and guests. The 65-slip pier allows for varied sizes of boats and depths up to 8 feet MLW. The surrounding community park is for everyone to enjoy. Spring through fall there are boats in the water. Across the river is a world class winery and restaurant as well as a state park perfect for hiking and horse trails.

21 Hacks Point Rd, Earleville

Listing courtesy of RE/MAX Advantage Realty. Contact: 3023788700