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Homes for Sale near Chesapeake High School

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  • /35

    $635,000

    • 3 Beds
    • 2 Baths
    • 1,844 Sq Ft

    811 Cedar Ave, Essex, MD 21221

    * * * Who doesn't want to start out with a gift?! The sellers are offering $5000 CREDIT to buyer(s) on this property. * * * Experience the perfect blend of architectural charm and waterfront serenity in this one-of-a-kind dome-shaped home nestled on 3⁄4 of an acre with roughly 130 feet of water frontage! This remarkable property offers endless opportunities for relaxation, recreation, and

    Agent Photo

    Janelle Brubach

    Realty Plus Associates

    (410) 755-5671

    811 Cedar Ave, Essex, MD 21221
  • /10

    $100,000

    • Land
    • 0.57 Acre
    • $175,439 per Acre

    0 Holly Neck Rd Unit MDBC2151080, Essex, MD 21221

    Conveniently located in sought-after Essex, Maryland, this .67-acre lot is zoned RC-05 and offers an excellent opportunity for a private dwelling. The parcel is partially wooded, unimproved, and free of HOA restrictions and ground rent. Access is provided via a shared access road. Buyer to perform all due diligence and verify zoning, access, and suitability for intended use.

    Agent Photo

    Melissa Glaude

    ExecuHome Realty

    (410) 698-6643

    0 Holly Neck Rd Unit MDBC2151080, Essex, MD 21221
  • /28

    $600,000

    • 2 Beds
    • 1 Bath
    • 1,066 Sq Ft

    2327 Turkey Point Rd, Essex, MD 21221

    Charming 2-bedroom, 1-bathroom ranch-style home sits on a generous sized lot with access to a waterfront area. Enjoy private access to the water, complete with a private dock site and a boat launch ramp, perfect for water enthusiasts. The home offers a spacious open concept layout providing ample room for relaxation and entertainment. Additional features range from stainless steel appliances,

    Agent Photo

    Juan Umanzor

    Long & Foster Real Estate, Inc.

    (410) 858-4462

    2327 Turkey Point Rd, Essex, MD 21221
  • /35

    $344,900

    • 4 Beds
    • 2 Baths
    • 1,572 Sq Ft

    221 Antietam Rd, Essex, MD 21221

    Wake Up to Water Views Every Single Day.Imagine sipping your morning coffee on a covered deck while the Middle River stretches out before you — this is the lifestyle that awaits at this exceptional home in Middleborough.Water views aren't an afterthought here — they're the main event. The rear deck delivers sweeping, picturesque views of Middle River, offering a front-row seat to one of

    Agent Photo

    Michael Soper

    Next Step Realty

    (410) 204-2517

    221 Antietam Rd, Essex, MD 21221
  • /32

    $329,999 Open Sat 10AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 1,683 Sq Ft

    120 Villa Capri Cir, Essex, MD 21221

    Discover a rare gem in Essex offering unmatched water views rarely found anywhere in the city. This stunning waterfront townhome features three fully finished levels and an affordable HOA, blending lifestyle and value seamlessly. Thoughtfully upgraded throughout, the home showcases wall-to-wall closets with stylish barn doors, creating both function and character. Both full baths are beautifully

    Linda Gregory Redfin Corp

    120 Villa Capri Cir, Essex, MD 21221
  • /96

    $775,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,986 Sq Ft

    712 Riverside Dr, Essex, MD 21221

    **OPEN HOUSE 3/29/26 FROM 12-2PM**Amazing Waterfront Rancher built in 2020 by Castle Rock Builders, offering the perfect blend of luxury, comfort, and breathtaking views. This 3-bedroom, 2-full bath home with a private office features just under 2,000 square feet of beautifully finished living space, along with a massive unfinished walk-out basement offering the potential for nearly 2,000

    Todd Rettkowski ExecuHome Realty

    712 Riverside Dr, Essex, MD 21221
  • /23

    $799,950

    • 2 Beds
    • 1 Bath
    • 1,193 Sq Ft

    1937 Cape May Rd, Baltimore, MD 21221

    Extremely Rare Opportunity! 110' +/- Water frontage sitting on Over 1 Acre of Property with Multiple Slips, DEEP Water & Great Elevation! Owner financing available and seller open to creative terms—bring your vision and make this extraordinary waterfront property yours!

    Skip Tolley EXP Realty, LLC

    1937 Cape May Rd, Baltimore, MD 21221
  • /5

    $950,000 New Construction

    • 4 Beds
    • 4 Baths
    • 2,589 Sq Ft

    958 Seneca Park Rd, Bowleys Quarters, MD 21220

    To-be-built waterfront residence offering 4 bedrooms and 4 full bathrooms, thoughtfully designed for refined coastal living. The home features a luxurious primary bedroom suite with a full bath and tranquil water views, creating a private retreat. The open-concept kitchen includes a spacious island, ideal for entertaining, and the home is equipped with an elevator providing convenient access to

    April Peters RE/MAX Components

    958 Seneca Park Rd, Bowleys Quarters, MD 21220
  • /51

    $620,000

    • 4 Beds
    • 3 Baths
    • 2,970 Sq Ft

    2507 Island View Rd, Essex, MD 21221

    Welcome to beautiful 2507 Island View Road. Discover the pinnacle of coastal-inspired living in this stunning, custom-built Modern Farmhouse. This incredible home features 4 spacious bedrooms and 3 full bathrooms, located in the exclusive water-oriented community of Barrison Point. Expertly crafted with unparalleled attention to detail, this light-filled sanctuary features an open-concept layout

    Mike Konold Berkshire Hathaway HomeServices Homesale Realty

    2507 Island View Rd, Essex, MD 21221
  • /5

    $325,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,892 Sq Ft

    639 Kittendale Rd, Middle River, MD 21220

    Coming soon! Welcome home to this beautiful end-of-group townhome nestled in the community of Carroll Wood Manor. This home offers three bedrooms, two and a half baths, and a fully finished basement that provides additional living space, a home office ,or even a gym. Step inside to a traditional layout with a combined kitchen and dining area, complete with a cozy, well-appointed kitchen, and

    Darlene Jones Long & Foster Real Estate, Inc.

    639 Kittendale Rd, Middle River, MD 21220
  • /4

    $269,900 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,444 Sq Ft

    4049 Rustico Rd, Middle River, MD 21220

    Professional photos and remarks coming soon. This one feels like home. Come fall in love. Home shows beautifully and the wooded view out the back is amazing. HOA fee includes the water sewer bill too which is GREAT. One Assigned parking spot too!!! This is the one!

    Debbie Rettberg Northrop Realty

    4049 Rustico Rd, Middle River, MD 21220
  • /25

    $399,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,028 Sq Ft

    4 Helena Ave, Essex, MD 21221

    Gorgeous Rebuilt Home with 4 Finished Levels & Main Floor Primary Bedroom Suite! Step into luxury in this beautifully rebuilt home, offering four finished levels of thoughtfully designed living space. The main level features a spacious Primary Bedroom Suite complete with a luxury bath showcasing a soaking tub, custom shower, and double vanities—your private retreat! Enjoy the elegance of formal

    Mr. Dustin Rober Meeks Coldwell Banker Realty

    4 Helena Ave, Essex, MD 21221
  • /14

    $49,900

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    12 Cardinal Ln, Essex, MD 21221

    Great opportunity to own this home in a desirable Essex area, this home is located in a quite community with easy access to main roads, shops and restaurants. It features recent renovations to bathoom, fresh paint and flooring and a brand new HVAC system.

    Jose Rivas Keller Williams Gateway LLC

    12 Cardinal Ln, Essex, MD 21221
  • /46

    $375,000

    • 4 Beds
    • 3.5 Baths
    • 2,160 Sq Ft

    1403 Hudson View Rd, Essex, MD 21221

    Welcome to 1403 Hudson View Road in Baltimore County, a spacious and beautifully designed townhome featuring 4 bedrooms, 3 full baths, and 1 half bath. This home offers an open-concept layout that is perfect for everyday living and entertaining. The heart of the home is the stunning kitchen with a beautiful island, providing plenty of space for cooking, dining, and gathering with family and

    Tiffiony Keys Berkshire Hathaway HomeServices PenFed Realty

    1403 Hudson View Rd, Essex, MD 21221
  • /44

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,364 Sq Ft

    100 Margaret Ave, Essex, MD 21221

    The seller is offering $12,000 credit towards buyer's closing costs.**Beautifully Renovated Corner Home in Prime Essex Location** Welcome to this charming and thoughtfully updated single-family home offering 3 spacious bedrooms plus a sunroom/home office and 2 renovated full bathrooms — perfect for today’s flexible lifestyle. Nearly every inch has been refreshed, making this home truly

    Christopher Fuller Long & Foster Real Estate, Inc.

    100 Margaret Ave, Essex, MD 21221
  • /77

    $1,450,000

    • 4 Beds
    • 6 Baths
    • 4,614 Sq Ft

    424 Katherine Ave, Essex, MD 21221

    ***NO FLOOD INSURANCE REQUIRED*** Explore the beauty of the waterways from Norman Creek to the scenic Chesapeake Bay! Whether you are boating, fishing, or simply embracing the serene creekfront ambiance, this property truly embodies the ultimate coastal lifestyle. Don’t miss this rare chance to secure a piece of waterfront paradise on a unique peninsula, surrounded mostly by new construction and

    Willi Bickford Berkshire Hathaway HomeServices Homesale Realty

    424 Katherine Ave, Essex, MD 21221
  • /8

    $299,900

    • Land
    • 5 Acres
    • $59,980 per Acre

    Parcel 943 Browns Rd, Essex, MD 21221

    Public sewer is planned to be run along Browns Road early to mid 2026 providing public water and sewer connections for this parcel. PLEASE DO NOT GO BACK THE LANE TO LEFT OF PROPERTY AS THIS IS A PRIVATE DRIVEWAY. A great location for this 5 acre lot ready for your custom home or business! Less than 1,000 feet to your potential boat slip at nearby Sunset Harbor Marina on Norman Creek which leads

    David Friedrich Coldwell Banker Realty

    Parcel 943 Browns Rd, Essex, MD 21221
  • /41

    $299,900

    • 3 Beds
    • 1 Bath
    • 1,650 Sq Ft

    322 Sassafras Rd, Essex, MD 21221

    Welcome to this charming 3-bedroom, 1-bath detached bungalow in the established Middleborough neighborhood of Essex. This well-maintained home offers convenient one-level living with a functional layout and level-entry main floor. The full basement provides additional finished living space complete with a built-in bar—perfect for entertaining, a rec room, home office, or flexible use to fit your

    Luke Harris American Premier Realty, LLC

    322 Sassafras Rd, Essex, MD 21221
  • /8

    $194,900

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    1004 Kayden Ln, Essex, MD 21221

    BALTIMORE COUNTY UNDER 200K! Welcome to 1004 Kayden Ln!! Welcome to this well maintained and updated 3 Bedroom home in Essex, offering the perfect blend of charm and modern convenience. Step inside to find gleaming hardwood floors throughout the main level living area, creating a warm and inviting atmosphere. The updated kitchen is true highlight with modern cabinetry, stylish countertops and

    Gregory Golding ExecuHome Realty

    1004 Kayden Ln, Essex, MD 21221
  • /9

    $200,000

    • 3 Beds
    • 1.5 Baths
    • 1,328 Sq Ft

    253 Southeastern Ct, Essex, MD 21221

    Discover a prime investment opportunity in the heart of Middleborough! This charming 3-bedroom, 1.5-bathroom townhouse, built in 1958, offers a solid foundation for both seasoned investors and those looking to enter the real estate market. With a generous 1,328 sq. ft. of finished space, this property is designed for maximum rental appeal and long-term value. The classic Federal architectural

    Jehri Hicks Realty One Group Universal

    253 Southeastern Ct, Essex, MD 21221
  • /65

    $780,470 Open Sat 12PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,462 Sq Ft

    2034 William Ave, Essex, MD 21221

    This brand-new Brookvale Farmhouse by Greenspring Homes is officially finished, polished, and ready for immediate move-in at the Water’s Edge on Sue Creek community. Step straight into a modern layout featuring a gourmet kitchen with stainless appliances, a dedicated home office, and a mudroom designed for daily convenience. The interior is highlighted by a firelit family room and a primary suite

    Juna Korreta Monument Sotheby's International Realty

    2034 William Ave, Essex, MD 21221
  • /66

    $485,000

    • 4 Beds
    • 3 Baths
    • 2,468 Sq Ft

    708 Hyde Park Rd, Essex, MD 21221

    Peaceful Country Living with Modern Style Welcome to modern country living at its finest! Built in 2020 and set on nearly one acre, this beautiful home offers the perfect blend of peaceful surroundings, modern design, and comfortable living. From the moment you arrive, the inviting front porch welcomes you in — the perfect place to relax and enjoy the quiet beauty of country life. Large windows

    Bill Loften Samson Properties

    708 Hyde Park Rd, Essex, MD 21221
  • /2

    $259,999 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,516 Sq Ft

    115 Marine Oaks Dr, Essex, MD 21221

    Coming Soon in the sought after private water front community of Marine Oaks Village. Welcome home to this beautifully maintained townhome proudly cared for by its owners. This charming home features 3 spacious bedrooms and 1.5 bathrooms located in a quiet, welcoming community. The home offers hardwood flooring throughout, a eat in kitchen with stainless steel appliances, beautiful cabinets and

    Darlene Jones Long & Foster Real Estate, Inc.

    115 Marine Oaks Dr, Essex, MD 21221
  • /30

    $309,400

    • 3 Beds
    • 2 Baths
    • 1,170 Sq Ft

    548 S Marlyn Ave, Essex, MD 21221

    BEAUTIFULL REMODELED HOME CLOSE TO THE WATER WITH LOTS OF UPGRADES, NEW GRANITE COUNTER TOP, NEW BATHROOMS, NEW FLOORS, NEW LIGHTS, FRESH PAINT AND MUCH MORE, THIS HOUSE IS A MUST SEE, CLOSE TO THE WATERM SHOPPING, SCHOOLS, PARKS AND MAJOR ROADS.

    Jose Vedia Move4Free Realty, LLC

    548 S Marlyn Ave, Essex, MD 21221
  • /16

    $299,899

    • 3 Beds
    • 1.5 Baths
    • 1,742 Sq Ft

    947 Martin Rd, Essex, MD 21221

    Exceptional Properties. Exceptional Clients. Step inside this truly unique property that perfectly blends character, comfort, and flexibility. Featuring three bedrooms and one full bath, this home offers a spacious and adaptable layout ideal for everyday living.As you walk up the spacious deck and through the front door, you’re welcomed into a bright and inviting space that can easily serve

    Natasha Lasek Keller Williams Gateway LLC

    947 Martin Rd, Essex, MD 21221
  • /2

    $389,000 Open House 4/11

    • 3 Beds
    • 1.5 Baths
    • 1,104 Sq Ft

    943 Homberg Ave, Essex, MD 21221

    WELCOME TO 943 HOMBERG! This well maintained home offers 3 fully finished levels with 1632 square ft., with a bright and cheery open floor plan! 3 Bedroom 1.5 Bath The property nestled on 1.45 Acres , the property offers a spacious lot with plenty of room to enjoy! Outside you'll find 2 carports, Oversized workshop 16" x 32" rear fenced yard, covered patio for gatherings, relaxing or giving pets

    Francis Johns Cummings & Co. Realtors

    943 Homberg Ave, Essex, MD 21221
  • /15

    $1,199,900 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,627 Sq Ft

    1158 E Riverside Ave, Essex, MD 21221

    CONSTRUCTION IS UNDERWAY ON THIS REMARKABLE CUSTOM WATERFRONT HOME ON BACK RIVER NESTLED ON OVERSIZED 1/2 ACRE DOUBLE LOT WITH DEEP WATER PIER & BOAT LIFT - this home will feature over 4600 sq ft of finished living space on 4 levels offering the buyer the opportunity to customize colors and finishes throughout as they work with the builder to completion. Standard features for this home include a

    Andrew Lehr LPT Realty, LLC

    1158 E Riverside Ave, Essex, MD 21221
  • /54

    $260,000

    • 3 Beds
    • 3 Baths
    • 1,516 Sq Ft

    146 Marine Oaks Dr, Essex, MD 21221

    Welcome to 146 Marine Oak Drive — located in a private waterfront community offering exceptional amenities and convenience. This beautifully updated home features a brand-new kitchen complete with granite countertops and stainless-steel appliances, including a stove, microwave, dishwasher, and refrigerator. New Windows! New a 4th bedroom or bonus room in basement for that extra space along with

    Maureen Repp Cummings & Co. Realtors

    146 Marine Oaks Dr, Essex, MD 21221
  • /65

    $746,520 Open Sat 12PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,195 Sq Ft

    2036 William Ave, Essex, MD 21221

    This brand-new Arlington Farmhouse by Greenspring Homes is officially finished and ready for an immediate move-in at Water’s Edge on Sue Creek. This home is crisp, modern, and waiting for its first owner. The layout features a high-end gourmet kitchen that flows into a firelit family room, plus a primary suite designed as a genuine retreat with a spa-style walk-in shower. Skip the construct

    Juna Korreta Monument Sotheby's International Realty

    2036 William Ave, Essex, MD 21221
  • /49

    $309,900

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft

    208 Elk Rd, Essex, MD 21221

    Welcome to 208 Elk Rd, a split-foyer single-family home located in a water-oriented community in the heart of Essex, offering a blend of comfort, space, and potential in a sought-after neighborhood. This residence features 3 bedrooms and 1.5 bathrooms with a functional and versatile layout.Step inside to discover generously sized bedrooms, comfortable living areas, and classic design elements

    Federico Busacca EXP Realty, LLC

    208 Elk Rd, Essex, MD 21221
  • /47

    $449,900 Coming Soon

    • 5 Beds
    • 3 Baths
    • 1,736 Sq Ft

    302 West Rd, Essex, MD 21221

    Fully renovated and move-in ready, this 5-bedroom, 3-bath home at 302 West Rd offers the perfect blend of modern updates and functional outdoor space. Inside, you’ll find a custom kitchen and a fully updated interior designed for comfortable everyday living. Enjoy the outdoors with a large deck and a screened-in porch perfect for relaxing or entertaining. The spacious backyard also features a

    Enoch Moon Realty 1 Maryland, LLC

    302 West Rd, Essex, MD 21221
  • /19

    $310,000

    • 5 Beds
    • 3 Baths
    • 1,385 Sq Ft

    111 S Stuart St, Essex, MD 21221

    Two homes on one property. Super cute main home with 3 bedrooms 2 full baths. 2nd Home in back 2 bedrooms/1 full bath to rent/in-law home. Bring your ideas! Large property/plenty of parking! As-Is

    Judy Deese Taylor Properties

    111 S Stuart St, Essex, MD 21221
  • /30

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 1,164 Sq Ft

    229 Saint Marys Rd, Essex, MD 21221

    Waterfront opportunity in Essex! This versatile rancher is perfectly positioned along the water with its own private pier—ideal for boating, fishing, and enjoying scenic views right from your backyard. The home is uniquely set up as two separate units, each offering 2 bedrooms, 1 full bath, a full kitchen, and its own laundry—perfect for multi-generational living, rental income, or owner-occupant

    Mackenzie Hoffer CENTURY 21 New Millennium

    229 Saint Marys Rd, Essex, MD 21221
  • /34

    $399,000

    • 4 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    1811 Cape May Rd, Essex, MD 21221

    Welcome home to this newly renovated 4-bedroom, 2.5-bath split-level located in the sought-after water oriented community on Cape May road. This move in ready property features a bright and modern kitchen with white cabinetry, granite countertops and stainless steel appliances, perfect for everyday living and entertaining. Step outside to the large backyard and expansive deck, ideal for outdoor

    sarah cruikshank Streett Hopkins Real Estate, LLC

    1811 Cape May Rd, Essex, MD 21221
  • /17

    $1,144,520 New Construction

    • 5 Beds
    • 4.5 Baths
    • 2,966 Sq Ft

    530 Edgar Ave, Baltimore, MD 21221

    LIFE IS SHORT ! WHY WAIT TO INDULGE IN THE LIFESTYLE YOU DESERVE ! YOU COULD BE ENJOYING GLISTENING SUNSETS ON THE WATER & MARINAS FOR BOATING & WATERSPORTS & SOCIALIZING at YACHT CLUBS & RESTAURANTS JUST STEPS AWAY ! ELLINGTON MODEL (to be built) by Greenspring Homes at the NEW Water Front Community, WATERS EDGE on SUE CREEK . There is time to pick out YOUR OWN selections and make this YOUR

    Kristin Natarajan Long & Foster Real Estate, Inc.

    530 Edgar Ave, Baltimore, MD 21221
  • /51

    $599,999 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 2,016 Sq Ft

    863 Sue Grove Rd, Essex, MD 21221

    Welcome to 863 Sue Grove. This 5 bed 5 bath home sits on the end of a dead end .25 mile roundabout, Great for morning strolls and perfect for the Kiddies to ride their bikes.Water views of popular Sue Creek makes this custom home perfect for the water lover.Home boasts a full in-law/ au pair suit with full kitchen and separate entrance. 4 of the 5 bedrooms have their own attached

    ed zebeck Douglas Realty, LLC

    863 Sue Grove Rd, Essex, MD 21221
  • /57

    $550,000

    • 5 Beds
    • 3.5 Baths
    • 2,284 Sq Ft

    1916 Sue Ave, Baltimore, MD 21221

    Welcome to your forever home! This home was built from the ground up in the summer of 2023, and the owner has since maximized every inch of space by adding a finished basement with an additional bedroom and private bathroom, as well as additional living space and storage. The first floor features a flex room, large enough for a bedroom or a perfect office space. You will love the massive chief's

    Meighan Sweeney Cummings & Co. Realtors

    1916 Sue Ave, Baltimore, MD 21221
  • /52

    $550,000

    • 5 Beds
    • 4.5 Baths
    • 1,620 Sq Ft

    2224 Middleborough Rd, Essex, MD 21221

    Unfinished single-family home offering exceptional potential, with a possible layout of 5 bedrooms and 4.5 bathrooms. All construction permits are fully updated, and recent work completed in Fall 2025 provides a solid foundation to complete the project. Ideally located close to the water with partial water views, this property presents a rare opportunity to customize and add value in a desirable

    Catalina Sandoval RE/MAX Realty Centre, Inc.

    2224 Middleborough Rd, Essex, MD 21221
  • /41

    $719,900 Open Sat 12PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 1,684 Sq Ft

    2032 William Ave, Essex, MD 21221

    This brand-new Fairhaven Cape Cod by Greenspring Homes is officially finished and ready for a Spring move-in at Water’s Edge on Sue Creek. Designed for those who want to age in place without sacrificing style, this fresh build features a rare main-level primary suite and an additional first-floor bedroom/office. The open-concept interior flows from a gourmet kitchen with a large island into a

    Juna Korreta Monument Sotheby's International Realty

    2032 William Ave, Essex, MD 21221
  • /2

    $310,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    927 Homberg Ave, Essex, MD 21221

    Monica Richardson Cummings & Co. Realtors

    927 Homberg Ave, Essex, MD 21221

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