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Homes for Sale near Chesapeake High School

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  • /35

    $620,000

    • 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
  • /40

    $235,000

    • 2 Beds
    • 2 Baths
    • 672 Sq Ft

    900 Renfrew St, Essex, MD 21221

    Charming 2-bedroom, 2-bath home situated on a beautiful corner lot. This property offers plenty of character, along with a newer water heater and a fully fenced yard—perfect for entertaining.

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    John Walker

    LPT Realty, LLC

    (443) 258-5139

    900 Renfrew St, Essex, MD 21221
  • /5

    $185,000

    • Land
    • 1.57 Acres
    • $117,834 per Acre

    909 Hyde Park, Essex, MD 21221

    Cleared 1.57-acre residential homesite in established Essex location offering a unique opportunity for builders or investors. Property was previously improved with a home that has been fully demolished with permits reportedly closed out, creating a clean slate for new construction. Public water is reported to be on site and sewer is available in the street (buyer to verify availability,

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    Daniel McDevitt

    Cummings & Co. Realtors

    (410) 593-3235

    909 Hyde Park, Essex, MD 21221
  • /20

    $359,900

    • 4 Beds
    • 2 Baths
    • 1,850 Sq Ft

    327 Wye Rd, Essex, MD 21221

    Welcome to this beautifully updated Cape Cod-style home in the highly desirable Middleborough area of Essex, surrounded by a neighborhood of pridefully kept homes. Set on an exceptionally large lot, this property truly stands out, offering a rare amount of outdoor space that’s hard to find in the area. The expansive, fully fenced backyard provides endless possibilities, whether you’re envisioning

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    Kathy Banaszewski

    Real Estate Professionals, Inc.

    (443) 242-9221

    327 Wye Rd, Essex, MD 21221
  • /18

    $165,000

    • 1 Bed
    • 1 Bath
    • 744 Sq Ft

    1260 Sugarwood Cir Unit 104, Essex, MD 21221

    Nestled within the serene enclave of Waterford Landing, this exquisite one-bedroom, one-bathroom unit offers a harmonious blend of comfort and sophistication. Built in 1989, this charming garden-style apartment exudes timeless elegance, featuring classic brick construction that stands as a testament to quality craftsmanship. Step inside to discover a thoughtfully designed living space that

    Agent Photo

    Shaila Sharmeen

    HomeSmart

    (410) 604-8854

    1260 Sugarwood Cir Unit 104, Essex, MD 21221
  • /10

    $100,000

    • Land
    • 24,829 Sq Ft
    • $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.

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    Melissa Glaude

    ExecuHome Realty

    (410) 698-6643

    0 Holly Neck Rd Unit MDBC2151080, Essex, MD 21221
  • /41

    $459,900

    • 3 Beds
    • 4 Baths
    • 2,231 Sq Ft

    564 Katherine Ave, Baltimore, MD 21221

    End-of-row privacy. Designer finishes. Move-in ready. Model-like presentation. This exceptional stone-front semi-detached home in Quiet Waters at Norman Creek offers three finished levels of refined living. Arrive to an oversized parking pad and attached two car garage. The entry level features a spacious family room, half bath, storage, and walk out access to a private rear yard. The

    Agent Photo

    Rose Calderone

    ExecuHome Realty

    (443) 233-5217

    564 Katherine Ave, Baltimore, 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,

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    Juan Umanzor

    Long & Foster Real Estate, Inc.

    (410) 858-4462

    2327 Turkey Point Rd, Essex, MD 21221
  • /32

    $365,000

    • 4 Beds
    • 2 Baths
    • 1,536 Sq Ft

    521 Riverside Dr, Essex, MD 21221

    Welcome to 521 Riverside Drive a thoughtfully reworked home in a water-oriented community near Cox’s Point Park, offering flexibility, functionality, and lifestyle all in one. Recently purchased and significantly improved in a short period of time, this home has been reconfigured to create a true 4-bedroom layout, transforming what was previously underutilized space into a more functional design

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    Daniel McDevitt

    Cummings & Co. Realtors

    (410) 835-4611

    521 Riverside Dr, Essex, MD 21221
  • /32

    $329,999

    • 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
  • /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
  • /49

    $625,000

    • 3 Beds
    • 3.5 Baths
    • 3,064 Sq Ft

    1439 Goodwood Ave, Essex, MD 21221

    Open House Sat 5/9 12-2 pm! A rare find in Baltimore! If you’ve been searching for a truly move-in ready home with real space to grow and direct water access (NO HOA), this is it. Canal-front living meets modern renovation in this recently renovated home offering over 3,000 sq ft of finished space, including a finished basement with its own private entrance. This move-in ready home features an

    Sasha Daugherty EXP Realty, LLC

    1439 Goodwood Ave, Essex, MD 21221
  • /51

    $575,000

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

    2507 Island View Rd, Essex, MD 21221

    ***AGGRESSIVE PRICE REDUCTION***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

    Mike Konold Berkshire Hathaway HomeServices Homesale Realty

    2507 Island View Rd, Essex, MD 21221
  • /2

    $299,000 Coming Soon

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

    4104 Cutty Sark Rd, Middle River, MD 21220

    COMING SOON in Middle River Get ready for space, flexibility, and lifestyle all in one—this beautiful 4-bedroom, 3 full bath townhome in the heart of Middle River is about to hit the market, and it’s bringing over 2,000+ sq ft of living space with it From the moment you walk in, you’ll love the versatile main level featuring a bedroom, full bath, and cozy family room—perfect for

    Wendy Hutton Samson Properties

    4104 Cutty Sark Rd, Middle River, MD 21220
  • /19

    $749,999 New Construction

    • 5 Beds
    • 5 Baths
    • 3,800 Sq Ft

    918 Sue Grove Rd, Baltimore, MD 21221

    To Be Completed by The Summer of 2026Get in Early to Have choice of finishingsEscape to your own private Sanctuary in this stunning 5 bedroom, 4.5 bathroom coastal inspired masterpiece.Designed with an effortless blend of sophisticated style and relaxed comfort.Spacious accommodations. Five generously sized bedrooms, including a luxurious primary suite. Four full bathrooms and a

    ed zebeck Douglas Realty, LLC

    918 Sue Grove Rd, Baltimore, MD 21221
  • /29

    $825,000 Coming Soon

    • 3 Beds
    • 4 Baths
    • 2,224 Sq Ft

    2545 Barrison Point Rd, Essex, MD 21221

    Live the waterfront lifestyle you’ve been dreaming of in this exceptional colonial perfectly positioned on a rare double lot totaling 0.46 acres with sweeping, unobstructed views of the Chesapeake Bay. Whether it’s sunrise coffee or sunset cocktails, every moment here feels like a getaway.Boaters and water lovers will appreciate the impressive 6' x 72' private pier, fully equipped with jet

    Rita Quintero Cummings & Co. Realtors

    2545 Barrison Point Rd, Essex, MD 21221
  • /48

    $738,795 Open Sun 12PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,219 Sq Ft

    2028 William Ave, Essex, MD 21221

    This brand-new Arlington Craftsman by Greenspring Homes is officially finished and ready for an immediate move-in at Water’s Edge on Sue Creek. 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 construction timeline and move straight into a home that backs to serene

    Claire Cianos Monument Sotheby's International Realty

    2028 William Ave, Essex, MD 21221
  • /62

    $559,999

    • 3 Beds
    • 3.5 Baths
    • 2,157 Sq Ft

    21 Sidewell Ct, Essex, MD 21221

    Tucked away on a quiet cul-de-sac along scenic Hopkins Creek, this beautifully updated home offers stunning water views and the perfect blend of comfort and versatility. Relax on the inviting front porch and take in peaceful creek views or unwind in the sunroom filled with natural light. The main home features 3 spacious bedrooms and 2 full baths upstairs, including a primary suite with a private

    Eileen Aubele Alberti Realty, LLC

    21 Sidewell Ct, Essex, MD 21221
  • /68

    $530,000

    • 4 Beds
    • 3.5 Baths
    • 2,450 Sq Ft

    1307 Nautical Cir, Essex, MD 21221

    Buyer finances fell through no fault of sellers. Don’t miss this opportunity to own a spacious 4-bedroom, 3.5 bath colonial in the sought-after Walnut Point community of Essex. This well-maintained home welcomes you with a bright two-story foyer and offers formal living and dining rooms, a gourmet kitchen with center island, and a comfortable family room with a gas fireplace ideal for relaxing or

    Sohani Bhookmohan Samson Properties

    1307 Nautical Cir, Essex, MD 21221
  • /42

    $549,950

    • 3 Beds
    • 2 Baths
    • 2,056 Sq Ft

    215 Nanticoke Rd, Essex, MD 21221

    Welcome home to 215 Nanticoke Rd, a charming residence tucked away in a peaceful, water-oriented community. This inviting home offers a comfortable layout with light-filled living spaces that feel warm and welcoming from the moment you arrive. The living and kitchen areas flow nicely for everyday living, while the outdoor space is perfect for enjoying morning coffee, evening unwinding, or weekend

    Skip Tolley EXP Realty, LLC

    215 Nanticoke Rd, Essex, MD 21221
  • /36

    $225,000

    • 2 Beds
    • 1.5 Baths
    • 1,528 Sq Ft

    1569 Williams Ave, Essex, MD 21221

    Welcome to 1569 Williams Ave, an all-brick interior townhome in the heart of Essex offering over 1,700 finished square feet filled with character! This home comes with maximized functionally of living spaces both inside and out. The exterior welcomes you with a gated and fenced brick paver front porch, and a enclosed porch featuring durable LVP flooring—perfect for relaxing mornings or evenings.

    Georgeanna Garceau Garceau Realty

    1569 Williams Ave, Essex, MD 21221
  • /45

    $135,000

    • 1 Bed
    • 1 Bath
    • 786 Sq Ft

    1260 Sugarwood Cir Unit 103, Essex, MD 21221

    Newly renovated Condo in Essex by the water. In-unit laundry, central air, beautiful new flooring, and new furnishing negotiable.Excellent unit in great area.

    Liyu Cao Liyu Cao

    1260 Sugarwood Cir Unit 103, Essex, MD 21221
  • /25

    $475,000

    • 4 Beds
    • 3 Baths
    • 2,484 Sq Ft

    1316 Cherry Garden Rd, Essex, MD 21221

    AMAZING RAMBLER/RANCH STYLE HOME Beautifully renovated and meticulously maintained, this move-in ready property offers over 2,400+ total square feet of single-level living space between the main home and private in-law suite — ideal for multi-generational living or income potential. Originally fully renovated in 2009, this home has been exceptionally well cared for with numerous additional

    Mark Levenson Samson Properties

    1316 Cherry Garden Rd, Essex, MD 21221
  • /11

    $149,000

    • 2 Beds
    • 1 Bath
    • 755 Sq Ft

    4 Banyan Wood Ct Unit 304, Essex, MD 21221

    Modern and Well-Updated! This Penthouse (3rd Floor) 2-bedroom 1 bath condo in Waterford Landing sits near Deep Creek and has been updated throughout. This condo offers exceptional value and peace of mind for years to come: Cathedral Ceiling when entering Unit, NEW Granite Countertops, NEW Fresh Paint, NEW HVAC, Updated Bathroom, NEW LVP Flooring, NEW Lighting, NEW Kitchen Appliances, and more.

    Maurice Purvis HomeSmart

    4 Banyan Wood Ct Unit 304, Essex, MD 21221
  • /7

    $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
  • /32

    $394,500

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    315 Riverside Dr, Essex, MD 21221

    Welcome to this beautifully maintained 3-bedroom, 2-bath home located on Riverside Drive in Essex! Featuring a bright and functional layout with spacious living areas, this home is perfect for everyday living and entertaining. Situated in a desirable waterview community, enjoy the charm of coastal living with convenient access to nearby marinas, parks, shopping, and dining. schedule your showing

    Sohani Bhookmohan Samson Properties

    315 Riverside Dr, 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
  • /7

    $35,000

    • Land
    • 10,890 Sq Ft
    • $140,000 per Acre

    0 Beechwood Ave Unit MDBC2121872, Essex, MD 21221

    Non-buildable water view lot. All potential uses must be confirmed by the buyer with the county.

    June Piper-Brandon Coldwell Banker Realty

    0 Beechwood Ave Unit MDBC2121872, Essex, MD 21221
  • /59

    $534,900

    • 3 Beds
    • 3.5 Baths
    • 2,997 Sq Ft

    500 Turnstone Ct, Essex, MD 21221

    Premium Waterview lot in Quiet Waters. With just under 3000 sq. ft. You will love this three bedroom 3 1/2 bath home. Open floor plan with tons of storage space. This home has a main floor master suite.Upstairs you'll find two additional bedrooms and a loft with an additional storage room. The basement is huge with a wet bar, full bath and additional storage space. There is a deck off the back

    Malissa Duffy Real Estate Professionals, Inc.

    500 Turnstone Ct, 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
  • /9

    $180,000

    • 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

    Brittni Moore Realty One Group Universal

    253 Southeastern Ct, Essex, MD 21221
  • /26

    $319,999

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    404 S Marlyn Ave, Essex, MD 21221

    Welcome Home to this beautifully renovated single-family detached home in Essex at an affordable IMPROVED price! Why rent when you can own for about the same monthly cost! This home has been completely updated from top to bottom, front to back (down to the studs) and offers the perfect blend of modern finishes and comfortable living. Upon entry in to the home you will be pleasantly pleased with

    Shawn Sanders Cummings & Co. Realtors

    404 S Marlyn Ave, Essex, MD 21221
  • /65

    $470,000

    • 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

    • 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
  • /2

    $275,000 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,413 Sq Ft

    4067 Rustico Rd, Middle River, MD 21220

    Nestled in the charming Carroll Crest community, this delightful split foyer townhouse offers a perfect blend of comfort and modern living. With 1,413 square feet of thoughtfully designed space, this home features three inviting bedrooms and one and a half bathrooms, making it an ideal retreat for those seeking a cozy yet spacious environment. Step inside to discover a warm and welcoming

    Julie Truscello Cummings & Co. Realtors

    4067 Rustico Rd, Middle River, MD 21220
  • /33

    $284,900

    • 3 Beds
    • 1 Bath
    • 1,036 Sq Ft

    945 Renfrew St, Essex, MD 21221

    Welcome to this lovely single-Level Ranch-style home. This spacious Rancher features Three bedrooms and a Full bathroom. Never worry about climbing steps again, everything is located on one floor. Why live in a condo when you can own an individual home. This home is move in ready. The interior showcases contemporary finishes and a thoughtful layout that maximizes both style and functionality. The

    Barry Hess Keller Williams Flagship

    945 Renfrew St, Essex, MD 21221
  • /30

    $306,000

    • 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
  • /2

    $425,000 Coming Soon

    • 3 Beds
    • 4 Baths
    • 2,420 Sq Ft

    7 Goeller Ave, Essex, MD 21221

    Coming Soon!

    Michelle Lafalaise Redfin Corp

    7 Goeller Ave, Essex, MD 21221
  • /45

    $219,500

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    1041 Foxwood Ln, Essex, MD 21221

    Please give 2 hour notice before making an appointment. A truly charming semi-detached townhome just a few minutes from the beltway that’s sure to catch your interest. This lovely home has been thoughtfully pampered by the owner, featuring beautiful hardwood floors that add warmth and elegance throughout. The spacious, finished basement provides plenty of room for relaxation, entertaining, or

    Eileen Lim Long & Foster Real Estate, Inc.

    1041 Foxwood Ln, Essex, MD 21221
  • /32

    $450,000

    • 4 Beds
    • 3.5 Baths
    • 2,192 Sq Ft

    1408 Hudson View Rd, Essex, MD 21221

    Welcome !!!! Here’s your opportunity to own this like new 4 bedroom 3.5 bath cornerstone of the community. This lovely end unit townhome has the bells and whistles the builder had to offer. Enjoy the expanded square footage with the double bay windows and three level extension. Enjoy the one car garage, a bedroom and a full bath on the ground level. Upstairs on the main level enjoy the powder

    Carol Eremah Paragon Realty, LLC

    1408 Hudson View Rd, Essex, MD 21221

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