Homes with Pools for Sale in Essexshire, MD

20 homes

Sort:

Recommended

ABOUT THIS HOME
Home with a Pool for sale in Essexshire, MD:
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 3 days

(410) 918-9740

ABOUT THIS HOME
Home with a Pool for sale in Essexshire, MD:
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
Home with a Pool for sale in Essexshire, MD:
🔥 Absolutely Stunning, Fully Updated End-of-Group Townhome! 🔥 Welcome home to 66 Stemmers Run Rd, a beautifully renovated and surprisingly affordable 3-bedroom, 2-full-bath end-unit townhome offering modern living with incredible style. From the moment you walk in, you’ll fall in love with the custom finishes, designer lighting, upgraded trim work, and thoughtful accents that make this home feel truly one-of-a-kind. The bright and open main level features luxury flooring, fresh paint, and a gorgeous kitchen complete with stainless steel appliances, contemporary cabinetry, and sleek countertops. Upstairs, you'll find spacious bedrooms, and the bathrooms are beautifully updated with wal

$269,000

3 beds2 baths1,258 sq ft

66 Stemmers Run Rd, Essex, MD 21221

Built 1953 • Listed 26 days

(443) 318-8800

ABOUT THIS HOME
Home with a Pool for sale in Essexshire, MD:
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

ABOUT THIS HOME
Home with a Pool for sale in Essexshire, MD:
Now is the perfect time to make this waterfront retreat your own! With a $25,000 price improvement and a motivated seller, you can settle before the end of the year and be enjoying the holidays on the water. Imagine hosting seasonal gatherings with river views, cozying up by the fireplace, or starting the new year in a home that feels like a getaway every day. Welcome to 78 Kingston Park Lane, a true waterfront retreat in Middle River. This four-bedroom, four-bathroom home offers the perfect blend of comfort, updates, and incredible boating amenities. From dual primary suites and stunning water views to a private dock with lifts and a renovated boathouse, this property is packed with stando

$625,000

4 beds4 baths2,370 sq ft

78 W Kingston Park Ln, Middle River, MD 21220

9,148 sq ft lot • 3 parking spots • Built 1975

(410) 886-7342

Property at 2 Sidewell Ct, Essex, MD 21221, 3 beds, 2 baths

$298,900

3 beds2 baths960 sq ft

2 Sidewell Ct, Essex, MD 21221

(410) 670-9100

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 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 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 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 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 12 Cardinal Ln, Essex, MD 21221, 2 beds, 1 bath

$60,000

2 beds1 bath800 sq ft

12 Cardinal Ln, Essex, MD 21221

(443) 318-8800

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

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

ABOUT THIS HOME
Home with a Pool for sale in Essexshire, MD:
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 2 days

(410) 563-4040

ABOUT THIS HOME
Home with a Pool for sale in Essexshire, MD:
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
Home with a Pool for sale in Essexshire, MD:
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
Home with a Pool for sale in Essexshire, MD:
Welcome to this spacious home offering endless possibilities for living, working, or investing. Featuring 5 bedrooms, 3 full bathrooms, and 1 half bath, this property provides plenty of space for large families. Inside, you’ll find a big living room perfect for gatherings, two office spaces ideal for remote work or study, and two full kitchens a rare find that adds flexibility for extended family or rental potential. The 2 car garage and wide driveway offer ample parking. Outside, enjoy a large yard with plenty of room for outdoor entertaining, gardening, or relaxation. This home combines space, functionality, and value all in one. Don’t miss the opportunity to make it yours. Sc

$300,000

6 beds3.5 baths4,432 sq ft

15 S Marlyn Ave, Essex, MD 21221

Large yard • Triplex home • Two office spaces

(410) 823-0033

ABOUT THIS HOME
Home with a Pool for sale in Essexshire, MD:
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

ABOUT THIS HOME
Home with a Pool for sale in Essexshire, MD:
Welcome to 834 Dorsey Ave in Essex. This nicely updated detached 5bd/2ba cape cod offers large living spaces, original features, a brand new kitchen and bathroom, detached garage, ample storage, a brand new HVAC system and a massive unfinished basement! The main level provides ample light and beautifully refinished original hardwood floors. There's a flexible floorplan which offers two living spaces and two large main level bedrooms and a full bathroom that has been fully refreshed. The kitchen is brand new and offers quartz countertops, brand new appliances, a tile backsplash and soft close cabinetry. There's a large rear addition that could be perfect for a second living room, play area,

$349,000

5 beds2 baths1,740 sq ft

834 Dorsey Ave, Essex, MD 21221

7,500 sq ft lot • 2 garage spots • Built 1950

(410) 823-0033

Property at 60 Dogwood Dr, Middle River, MD 21220, 5 beds, 4 baths

$1,100,000

5 beds4 baths3,010 sq ft

60 Dogwood Dr, Middle River, MD 21220

(410) 653-7700

Property at 212 N Marlyn Ave, Essex, MD 21221, 3 beds, 2 baths

$323,895

3 beds2 baths1,212 sq ft

212 N Marlyn Ave, Essex, MD 21221

(410) 670-9100

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 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 548 Marlyn, Essex, MD 21221, 3 beds, 2 baths

$314,800

3 beds2 baths1,170 sq ft

548 Marlyn, Essex, MD 21221

(571) 292-5377

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

Homes with Pools for Sale in Essexshire

There are currently 20 homes with pools for sale in Essexshire. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Popular neighborhoods include Stemmers Run, Wilson Point, Turkey Point, Middlesex, and Middleborough. This map is refreshed with the newest listings in Essexshire every 15 minutes.

Find your dream home in Essexshire using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Essexshire are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Essexshire. If you're looking to sell your home in the Essexshire area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Essexshire with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Essexshire, MD

Nearby Neighborhoods

Cities

Nearby Neighborhoods with Homes with Pools

Middleborough homes with pools for sale

Nearby Cities with Homes with Pools

More to explore in Essexshire, MD

How to buy a house in Essexshire, MD

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Maryland

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.