Middleborough, MD homes for sale & real estate

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ABOUT THIS HOME
Middleborough, MD Homes for Sale
* Professional photos coming the week of December 29 * Welcome to 572 Hopkins Landing Drive —a second-floor, 2-bedroom, 2-bath condo offering 1,544 square feet of comfortable, low-maintenance living with an assigned boat slip that conveys, providing easy access to the Middle River and Chesapeake Bay for boating and water activities. Located in the desirable Hopkins Landing Waterfront Community, this thoughtfully designed condo features an open and functional floor plan with crown molding thru out, generous room sizes, ample storage, and abundant natural light throughout. The expansive living room, complete with a beautiful fireplace, flows seamlessly to the breakfast area and kitch

$305,000

2 beds2 baths1,544 sq ft

572 Hopkins Lndg #572, Essex, MD 21221

$450 HOA • Community pool • Built 2006

(410) 266-9005

$1,100,000

5 beds4 baths3,010 sq ft

60 Dogwood Dr, Middle River, MD 21220

0.85 acre lot • 3 garage spots • Built 1919

(410) 653-7700

ABOUT THIS HOME
Middleborough, MD Homes for Sale
Charming 3-Bedroom Townhome in Essex — Ideal Blend of Comfort & Convenience! Welcome to 335 Southeastern Terrace, — a beautifully maintained townhome offering a perfect mix of space, style, and location. This inviting home features 3 bedrooms and 2 baths with plenty of natural light throughout and a comfortable, open layout ideal for everyday living. Step inside to discover a light-filled living room that flows seamlessly into the dining area and well-appointed kitchen — perfect for both relaxed family meals and entertaining guests. Upstairs, you’ll find three bedrooms and a full bath. Additional highlights include: * Full bath in the basement. * Finished l

$233,000

3 beds2 baths1,258 sq ft

335 Southeastern Ter, Essex, MD 21221

3 parking spots • Built 1957 • Listed 7 days

(410) 918-9740

ABOUT THIS HOME
Middleborough, MD Homes for Sale
Welcome home! Spacious 3 bedroom 2 bath townhome featuring extra 200 square foot ADDITION with lofted ceilings. Kitchen boasts stainless steel appliances. New HVAC 2024, fresh paint throughout, new flooring in basement, brand new basement bathroom, new fixtures. Plumbing and electrical upgraded 2023. Covered front porch and covered rear deck. Perfect location, central to all major roads, restaurants, and shops. MUST SEE!!!

$249,900

3 beds2 baths1,176 sq ft

80 Stemmers Run Rd, Essex, MD 21221

Covered front porch • New hvac • New flooring

(410) 453-0500

ABOUT THIS HOME
Middleborough, MD Homes for Sale
Introducing this gorgeous 2023 new construction end-unit home at 1819 Betterton Rd in Essex, where modern design meets thoughtful functionality. This home offers an attached garage for convenience, a walkout-level basement perfect for a recreation room, home office, or additional living space, and a private deck ideal for entertaining or enjoying quiet evenings outdoors. Inside, the home features a formal living room that sets the tone for elegant gatherings, complemented by bright, open spaces that flow seamlessly throughout the main level. The end-unit location provides extra privacy and natural light, creating a welcoming and airy atmosphere. Every detail is designed with modern comfort

$410,000

3 beds3 baths1,848 sq ft

1819 Betterton Rd, Essex, MD 21221

$90 HOA • Garage • Built 2023

(703) 679-1700

Property at 66 Stemmers Run Rd, Essex, MD 21221, 3 beds, 2 baths

$269,000

3 beds2 baths1,258 sq ft

66 Stemmers Run Rd, Essex, MD 21221

(443) 318-8800

Property at 1306 Third Rd, Middle River, MD 21220, 3 beds, 3 baths

$412,250

3 beds3 baths2,469 sq ft

1306 Third Rd, Middle River, MD 21220

(301) 983-0200

Property at 78 W Kingston Park Ln, Middle River, MD 21220, 4 beds, 4 baths

$625,000

4 beds4 baths2,370 sq ft

78 W Kingston Park Ln, Middle River, MD 21220

(410) 886-7342

Property at 1907 Kathryns Ct #1907, Essex, MD 21221, 2 beds, 2 baths

$280,000

2 beds2 baths1,600 sq ft

1907 Kathryns Ct #1907, Essex, MD 21221

(410) 453-0500

Property at 1643 Riverwood Rd, Essex, MD 21221, 3 beds, 2 baths

$205,000

3 beds2 baths1,412 sq ft

1643 Riverwood Rd, Essex, MD 21221

(410) 220-4648

Property at 203 Oak Ave, Essex, MD 21221, 4 beds, 2 baths

$389,000

4 beds2 baths1,624 sq ft

203 Oak Ave, Essex, MD 21221

(410) 740-1200

Property at 528 Waters Landing Dr, Essex, MD 21221, 3 beds, 2.5 baths

$524,990

3 beds2.5 baths2,510 sq ft

528 Waters Landing Dr, Essex, MD 21221

(443) 318-8800

Property at 1806 Watermark Way, Essex, MD 21221, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths1,966 sq ft

1806 Watermark Way, Essex, MD 21221

(301) 842-4435

Property at 116 Kingston Park Ln, Middle River, MD 21220, 2 beds, 1 bath

$620,000

2 beds1 bath1,024 sq ft

116 Kingston Park Ln, Middle River, MD 21220

Property at 19 Pelczar Ave, Essex, MD 21221, 4 beds, 3 baths

$399,700

4 beds3 baths2,325 sq ft

19 Pelczar Ave, Essex, MD 21221

(301) 439-9500

Property at 7 Cardinal Rd, Essex, MD 21221, 3 beds, 2 baths

$244,900

3 beds2 baths1,413 sq ft

7 Cardinal Rd, Essex, MD 21221

(410) 844-0030

Property at 425 Hopkins Landing Dr #425, Essex, MD 21221, 2 beds, 2 baths

$303,000

2 beds2 baths1,607 sq ft

425 Hopkins Landing Dr #425, Essex, MD 21221

(410) 256-8700

Property at 1260 Sugarwood Cir #103, Essex, MD 21221, 1 bed, 1 bath

$140,000

1 bed1 bath786 sq ft

1260 Sugarwood Cir #103, Essex, MD 21221

(240) 319-8979

Property at 1634 Cape May Rd, Essex, MD 21221, 5 beds, 3.5 baths

$527,000

5 beds3.5 baths2,622 sq ft

1634 Cape May Rd, Essex, MD 21221

(410) 740-7100

Property at Parcel 943 Browns Rd, Essex, MD 21221

$299,900

— beds— baths— sq ft

Parcel 943 Browns Rd, Essex, MD 21221

(717) 597-3111

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ABOUT THIS HOME
Middleborough, MD Homes for Sale
Charming Waterview Living in Middle River! Welcome to this beautifully maintained 4-bedroom, 1-bath, one-level home perfectly situated to capture peaceful water views right from your doorstep. Enjoy relaxing mornings on the covered front porch, taking in the scenery. Inside, you’ll find a warm and inviting layout featuring hardwood floors, ceramic tile, and a bright kitchen complete with a breakfast bar and French doors leading to the backyard. The updated bathroom includes a walk-in shower for added comfort and convenience. Cozy up by the wood-burning fireplace during cooler months, and take advantage of the storage shed for all your tools and seasonal items. Major updates include a

$349,900

4 beds1 bath1,400 sq ft

34 Dogwood Dr, Middle River, MD 21220

4,500 sq ft lot • Built 1942 • Listed 5 days

(410) 563-4040

ABOUT THIS HOME
Middleborough, MD Homes for Sale
Sunset Paradise in Middle River! Spacious 4BR Home with Sweeping Water Views & Pool! Experience the vacation lifestyle every day in this stunning single-family home in Middle River! Perfectly positioned to capture breathtaking "Golden Hour" sunsets and expansive water views, this residence offers the perfect blend of relaxation and entertainment potential. Step inside to a spacious main level designed for gathering. Flow effortlessly from the inviting living room to the formal dining room, ideal for holiday meals. The heart of the home is the kitchen, featuring durable Corian countertops and ample cabinetry, which opens to a cozy den—perfect for a home office or quiet

$469,000

4 beds3.5 baths2,424 sq ft

522 Grovethorn Rd, Middle River, MD 21220

Water views • Formal dining room • Corian countertops

(410) 647-8000

ABOUT THIS HOME
Middleborough, MD Homes for Sale
This expansive homesite, surrounded by open green space and mature trees, boasts a second separately deeded and buildable lot included in the sale, offering rare flexibility and long-term potential. Beautifully renovated in 2025, the Raised Ranch/Split-Foyer provides over 3,000 sq. ft. of bright above-ground living with recessed lighting and new flooring throughout, and a brand-new open-concept kitchen with stainless appliances, soft-close white shaker cabinetry, a large granite island with breakfast bar seating, and a sink overlooking the deep backyard. The home offers two master suites with en-suite bathrooms, walk-in or extra-deep closets, and space for king beds, along with four elegant

$565,000

5 beds4 baths3,054 sq ft

719 S Marlyn Ave, Essex, MD 21221

Open-concept kitchen • Large granite island • Fully fenced yard

(443) 632-3000

ABOUT THIS HOME
Middleborough, MD Homes for Sale
Welcome to 974 Martin Road, a beautifully renovated 3 bedroom, 2 full bathroom home in the heart of Essex that blends modern comfort with everyday convenience in a way that immediately makes you feel at ease from the moment you step inside. As you walk through the door, you may notice how every detail has been thoughtfully considered to create a space that feels warm, inviting, and intuitively designed for the way people actually live today. Many buyers tell me that they know within seconds whether a home “feels right, ” and this one has a way of quietly checking all the boxes you didn’t even realize were on your list. The main level flows effortlessly, offering an open an

$319,990

3 beds2 baths1,848 sq ft

974 Martin Rd, Essex, MD 21221

6,897 sq ft lot • 3 parking spots • Built 1949

(855) 450-0442

$193,200

— beds— baths1,024 sq ft

318 Grovethorn Rd, Middle River, MD 21220

Rear roof deck • Fenced backyard • Off-street parking

(301) 970-2447

ABOUT THIS HOME
Middleborough, MD Homes for Sale
Cute 3 Bed/ 2 Bath Rancher Style Single Family Home in Essex with NEW ROOF & NEW SIDING! Pull up to an off street parking pad as part of the 90% fully fenced yard to walk up into an open living and dining room space with newer laminate flooring and natural light throughout. Walk on into your spacious kitchen with ample storage and a newer stove and dishwasher. Off the kitchen is the laundry room and mudroom leading to a huge backyard! The primary suite provides a newly renovated full bathroom with stand up shower and walk in closet. The two additional bedrooms provide ceiling fans and share a full bathroom with a built in linen closet. There is also additional storage in the outdoor s

$300,000

3 beds2 baths1,216 sq ft

37 Walkern Rd, Essex, MD 21221

New siding • Spacious kitchen • New roof

(410) 453-0500

Property at 947 Martin Rd, Essex, MD 21221, 3 beds, 1 bath

$299,899

3 beds1 bath1,742 sq ft

947 Martin Rd, Essex, MD 21221

(443) 275-7188

Property at 502 Brighton Pl, Essex, MD 21221, 2 beds, 1.5 baths

$229,999

2 beds1.5 baths1,280 sq ft

502 Brighton Pl, Essex, MD 21221

(410) 871-4300

Property at 1700 Old Eastern Ave, Essex, MD 21221, 9 beds

$899,999

9 beds— baths9,668 sq ft

1700 Old Eastern Ave, Essex, MD 21221

(202) 243-7700

Property at 945 Kinwat Ave, Essex, MD 21221, 3 beds, 1 bath

$299,000

3 beds1 bath1,410 sq ft

945 Kinwat Ave, Essex, MD 21221

(888) 860-7369

Property at 1937 Cape May, Essex, MD 21221, 2 beds, 1 bath

$799,950

2 beds1 bath1,193 sq ft

1937 Cape May, Essex, MD 21221

(888) 860-7369

Property at 40 Dogwood Dr, Middle River, MD 21220, 3 beds, 1 bath

$389,900

3 beds1 bath1,064 sq ft

40 Dogwood Dr, Middle River, MD 21220

(410) 561-0044

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