Dorchester County Public Schools Homes under $400,000

Dorchester County Public Schools Homes under $400,000

Welcome to Dorchester County, Maryland, where the charm of small-town living meets the vibrancy of community spirit! One of the standout features of this picturesque region is the Dorchester County Public Schools (DCPS), which is dedicated to providing an exceptional educational experience for its students. With a variety of programs and resources, DCPS focuses on nurturing young minds and preparing them for future success. The district prides itself on fostering a supportive learning environment, with dedicated educators who are passionate about instilling knowledge and values in their students.

For families seeking a beautiful home in this thriving area, you'll be delighted to know that there are fantastic options available for under $400,000. Whether you’re looking for a cozy starter home, a spacious family residence, or a charming bungalow, Dorchester County offers a diverse array of properties that cater to various tastes and budgets. Many homes are nestled in friendly neighborhoods, providing a sense of community and connection that is often hard to find in larger cities.

In addition to the excellent educational opportunities provided by DCPS, residents can enjoy the stunning natural beauty of Dorchester County, with its scenic waterways, parks, and outdoor recreational activities. From kayaking on the Choptank River to exploring the rich history of Cambridge, there’s something for everyone in this delightful region.

Embrace the opportunity to plant your roots in Dorchester County, where quality education and affordable living come together to create the perfect place to call home!

Newest Dorchester County Public Schools Homes under $400,000

2249 Wingate Bishops Head Rd, Wingate
$95,000
3 Beds ⋅ 1 Baths
Create your own private weekend getaway, hunting retreat or full-time residence with this 3 bedroom, 1 bath rancher featuring a newer well and septic system. The home needs TLC and is ready for your personal touches. Enjoy a private setting just a short drive from two marinas, public boat ramps, public hunting areas and Elijah’s General Store. Spend your days fishing, crabbing and hunting, then head home to unwind after a day outdoors. The property across the street, featuring 5.71 acres with a pond and access to Wingate Creek, is also available for sale (Land Listing MLS# MDDO2013492). The properties are listed separately and may be purchased together with an acceptable offer for a combined 7+ acres. Purchase both properties to enjoy opportunities for waterfowl, Sika deer and turkey hunting along with crabbing from the recreational parcel.

2249 Wingate Bishops Head Rd, Wingate

Listing courtesy of Meredith Fine Properties. Contact:

729 Washington St, Cambridge
$70,000
2 Beds ⋅ 1 Baths
Investor opportunity in Cambridge! This 2-bedroom, 1-bath Colonial was built in 1925 and has 840 sq ft above grade on a 1,753 sq ft lot. Recent updates include new carpet and a new heater. No basement. The home is vacant and easy to see, ready for the next owner to renovate, reposition, and set new rents. Nearby Washington St sales have ranged from $80,000 to $114,000 between November 2025 and March 2026. A comparable rental on High St leased for $1,700/month in December 2025, which works out to about $20,400 in potential gross annual rent before expenses. A strong fit for buy-and-hold, BRRRR, or renovate-and-resell. Sold strictly as-is. Buyer to verify all information, including square footage, condition, comparable sales, and rental potential. Value and rent estimates are not guaranteed.

729 Washington St, Cambridge

Listing courtesy of LPT Realty, LLC. Contact:

900 Marshy Cv Unit 408, Cambridge
$339,000
2 Beds ⋅ 2 Baths
Gorgeous well maintained 2 bedroom, 2 bath condo with breathtaking water views in this centrally located gated community in heart of town. HOA/condo fees cover water, sewer, exterior maintenance, elevators, lobby, pool with lifeguard on duty, security gates, mailroom and parking garage maintenance. Second gate leads directly to fresh seafood market, restaurants and numerous downtown attractions, museums, shops and waterfront parks. This is the area where the Eagle man, Iron Man and national circuit speed boat races are held. All Kitchen appliances have been upgraded. Storage unit included -other than TV, furnishings do not convey.

900 Marshy Cv Unit 408, Cambridge

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

138 Regulator Dr N, Cambridge
$329,900
4 Beds ⋅ 3 Baths
Beautifully maintained and newly refreshed 4BR/2.5BA Colonial in sought after Longboat Estates. Park in the double-wide driveway or attached two-car garage and enter through the covered front entry into a light-filled interior featuring fresh paint, luxury flooring, carpeting, and recessed lighting. The main level offers a welcoming living room, convenient half bath, and an open-concept layout perfect for everyday living and entertaining. The spacious family room with gas fireplace flows seamlessly into the dining area with sliding door access to the backyard. The kitchen features ample cabinetry with under cabinet lighting, granite countertops, tiled backsplash, stainless steel sink, a pantry, and a movable island with a wood top. A stylish mudroom with barn doors provides access to the garage, complete with a custom epoxy floor. Upstairs, enjoy the convenience of second-floor laundry, three generously sized bedrooms, a full bath, and a private primary suite featuring a walk-in closet and en suite bath with double vanity and a large walk-in shower. From the main floor's sliding doors, step outside to a newly installed paver patio overlooking expansive green space and backing to woods, perfect for relaxing or entertaining. This move-in ready home also includes an in-home sprinkler system and is located in a community offering a fenced pool, boat ramp, and piers. Conveniently located near shopping, dining, and major commuter routes.

138 Regulator Dr N, Cambridge

Listing courtesy of LPT Realty, LLC. Contact:

221 Hayward St, Cambridge
$230,000
2 Beds ⋅ 2 Baths
Welcome to this beautifully renovated 2-bedroom, 1.5-bathroom home, perfectly situated in the heart of Cambridge, MD! Featuring an open floor plan with a modern kitchen boasting quartz countertops and stainless steel appliances, this home is designed for both comfort and style. Enjoy water views of Cambridge Harbor and easy access to the water—perfect for launching a kayak or paddleboard. Located next to the sought-after Deep Harbor community, this home offers the charm of waterfront living without HOA fees or extra maintenance. Take advantage of a walkable lifestyle, just steps from downtown restaurants, shops, and entertainment. Whether you're looking for a weekend retreat or a full-time residence, this home provides low-maintenance, affordable coastal living in a prime location.

221 Hayward St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

7004 Beulah Rd, Hurlock
$299,900
3 Beds ⋅ 2 Baths
Country Charm Meets Modern Comfort! Welcome to 7004 Beulah Road in Hurlock, MD! This beautifully remodeled 3-bedroom, 2-bath home offers the perfect blend of peaceful country living and modern updates. Step inside to discover fresh paint, new luxury vinyl plank flooring, plush new carpeting, and a refreshed kitchen featuring a stylish tile backsplash and brand-new appliances. The home also has a new roof, siding and HVAC. Situated on a spacious lot surrounded by the tranquility of the countryside, this move-in-ready home offers plenty of room to relax, entertain, and enjoy the outdoors. All the updates have been done—just move in and make it yours! Schedule your private showing today!

7004 Beulah Rd, Hurlock

Listing courtesy of Whitehead Real Estate Exec.. Contact:

18 Sugar Dr, East New Market
$375,000
4 Beds ⋅ 3 Baths
Welcome to 18 Sugar Dr, where a breezy front porch, spacious layout, and inviting backyard make it easy to feel at home! Recently painted and featuring vinyl plank flooring throughout, this charming Cape Cod blends comfortable living with thoughtful updates. Cathedral ceilings enhance the open feel, and a new gas fireplace is scheduled to be installed on December 8th, adding warmth and character to the living room. The spacious, open kitchen features updated cabinetry, appliances, and stone countertops, with room for a dining table and plenty of space to gather. The first-floor primary suite offers a walk-in closet and private bath with a walk-in shower. An additional main-level flex room provides options for a home office, hobby room, or guest space. Upstairs, you’ll find three additional bedrooms and a full bath. Step outside to enjoy the rear deck and a backyard fully enclosed by vinyl privacy fencing—ideal for relaxing, entertaining, or letting pets play. A huge backyard shed with a wood stove offers excellent space for storage, projects, or hobbies, while the attached carport adds covered parking or additional storage. Out front, the welcoming porch is the perfect spot to catch a breeze and unwind. The HVAC system was replaced in April 2022. With a park just around the corner and a location approximately 10 minutes from Cambridge, Preston, and Hurlock and 30 minutes from Easton, this home brings together space, versatility, and everyday convenience. Come see everything 18 Sugar Dr has to offer!

18 Sugar Dr, East New Market

Listing courtesy of CR Realty. Contact:

2181 Winterberry Ln, Cambridge
$249,990
3 Beds ⋅ 3 Baths
Enjoy scenic golf course views from this beautifully designed, quick move-in townhome in Lennar’s premier waterfront community of Tides at River Marsh, located in Cambridge on Maryland’s Eastern Shore. Adjacent to the Hyatt Regency Chesapeake Bay Resort, this sought-after community offers an array of amenities, including a clubhouse, outdoor swimming pool, walking and biking trails, tennis and pickleball courts, and nearby marina access. Residents also enjoy close proximity to championship golf, boating, nature trails, wildlife preserves, downtown Cambridge’s shops and restaurants, and waterfront attractions, with convenient access to Annapolis and Delaware beaches. This three-story home features 3 bedrooms, 3 full baths, 1 half bath, a 2-car garage, luxury vinyl plank flooring, and beautiful golf course views. The first level offers a versatile recreation room with access to the attached garage. Upstairs, the open-concept Great Room, dining area, and kitchen create an inviting space for everyday living and entertaining. The kitchen features a spacious quartz island, stainless steel appliances, and stylish cabinetry, while an additional flex space provides the perfect setting for a home office. Step outside to the large rear deck and enjoy the scenic surroundings. The top floor features all three bedrooms, including a private owner’s suite with a well-appointed bath. An exceptional opportunity to enjoy coastal living and modern convenience in a desirable waterfront community! To view this home, visit the sales center at 2132 Winterberry Lane, Cambridge, MD 21613.

2181 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

11 Buckland Pkwy, East New Market
$389,900
3 Beds ⋅ 3 Baths
Your next chapter starts with a brand-new home in East New Market! Offering 3 bedrooms, 2.5 bathrooms, and 2,016 square feet of living space, this two-story home pairs an inviting main floor with the convenience of all bedrooms upstairs. The kitchen features stainless steel appliances and opens to the living and dining areas, creating a welcoming space for meals, gatherings, and everyday routines. A main-level half bathroom includes an all-wood vanity with a quartz countertop. Head upstairs to a spacious primary bedroom with an attached bathroom featuring a double-sink all-wood vanity and a walk-in tile shower. Two additional bedrooms each include a ceiling fan and closet space, with a full hall bathroom offering a tub/shower combination and an all-wood vanity. The 352 square foot attached rear-entry garage leads directly into the utility room, where an included top-loading washer and dryer and a small closet near the kitchen make laundry and pantry storage convenient. Outside, a brick foundation and planned brick front sidewalk add a classic finishing touch. Currently under construction with completion anticipated by Thanksgiving. Listing details will be updated as the home progresses. Make your appointment today to see this new home taking shape!

11 Buckland Pkwy, East New Market

Listing courtesy of Coldwell Banker Realty. Contact:

8 Buckland Pkwy, East New Market
$389,900
3 Beds ⋅ 3 Baths
New construction with room to gather, space to unwind, and an anticipated completion by Thanksgiving! This 3 bedroom, 2.5 bathroom home offers 2,016 square feet of living space in the town of East New Market, plus a 352 square foot attached rear-entry garage. The main level features an open kitchen, living, and dining layout that keeps everyday living and entertaining connected. Stainless steel kitchen appliances and a half bathroom with an all-wood vanity and quartz countertop add to the appeal. Conveniently located off the garage entry and beside the kitchen, the utility room includes a top-loading washer and dryer, plus a small closet that offers additional pantry storage. Upstairs, the primary suite features a private bathroom with an all-wood double-sink vanity and a walk-in tile shower. Two spacious additional bedrooms offer ceiling fans and closet space, while the hall bathroom includes a tub/shower combination and an all-wood vanity. A brick foundation and planned brick front sidewalk complete the exterior details. Construction is underway, and the listing will be updated as work progresses. Schedule your showing now and look ahead to settling into your brand-new home!

8 Buckland Pkwy, East New Market

Listing courtesy of Coldwell Banker Realty. Contact:

214 Rambler Rd, Cambridge
$249,000
2 Beds ⋅ 1 Baths
Charming and beautifully maintained 1940s bungalow offering the perfect blend of classic character and modern convenience! This inviting home features two spacious bedrooms, a full bath, a comfortable family room, and an updated kitchen with upgraded countertops and stainless steel appliances. Enjoy outdoor living on the patio beneath a charming arbor, with a spacious backyard perfect for relaxing or entertaining. An additional outbuilding provides extra storage or workshop space. Conveniently located near local shops, dining, and amenities, this delightful home is move-in ready and full of charm! An attic adds additional storage perfect for keeping your living areas clutter-free or a blank canvas for additional living space.

214 Rambler Rd, Cambridge

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

6 W End Ave, Cambridge
$150,000
4 Beds ⋅ 2 Baths
FIRST LOOK INITIATIVE: This property is eligible under the First Look Initiative. All owner-occupant offers will be responded to after 7 days on the market, and investor offers will be responded to after 30 days. All offers may be submitted during the First Look period. Opportunity awaits just steps from the Choptank River! Bring your vision and restore the charm of this spacious 4-bedroom, 2-full-bath home offering nearly 3,000 square feet of living space and tremendous renovation potential. Built in 1918 and filled with architectural character, this property features hardwood flooring, decorative columns, graceful archways, French doors, high ceilings, and generous room sizes throughout. One of the home's most interesting features is its flexible floor plan, which includes two kitchens, offering possibilities for extended family living, guest accommodations, or creative reconfiguration to suit your needs, subject to applicable zoning and permitting requirements. The expansive interior provides plenty of room to reimagine the space while preserving the distinctive craftsmanship and details that give this home its character. Additional features include a basement and upper-level bonus space offering further possibilities for renovation and improvement. The property's location just steps from the Choptank River provides convenient access to Cambridge's waterfront attractions, dining, shopping, and recreational opportunities. This property is ready for a buyer with the vision and resources to undertake a substantial renovation. Whether you're an investor, experienced renovator, or homeowner looking to create something truly special, this is an opportunity to bring new life to a home with remarkable potential in an established Cambridge neighborhood. CASH OR REHABILITATION LOANS ONLY, including FHA 203(k), Fannie Mae HomeStyle Renovation, or similar renovation financing, subject to lender approval. Property is being sold strictly AS-IS, WHERE-IS. Seller will make no repairs. Buyers are responsible for conducting their own due diligence regarding property condition, flood zone, municipal violations, and required improvements.

6 W End Ave, Cambridge

Listing courtesy of Metro DMV Realty. Contact:

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