Homes for Sale near Chesapeake High School

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  $529,999

  $55K PRICE DROP

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

  21 Sidewell Ct, Essex, MD 21221

  MOTIVATED SELLER! BRING ALL OFFERS! *****BRING YOUR BOAT OR RV!****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

  Eileen Aubele Alberti Realty, LLC

  21 Sidewell Ct, Essex, MD 21221
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  $369,900

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft

  3 Polo Ct, Essex, MD 21221

  This beautiful Split foyer 3-bedroom, 2-full-bath home offers the perfect blend of modern comfort and relaxed community living. Located in a highly sought-after water-oriented neighborhood, you will enjoy easy access to the water and a vibrant outdoor lifestyle.Step inside to find a welcoming layout featuring brand-new carpet that makes the home feel fresh and move-in ready. The spacious

  shelley kerby Real Estate Professionals, Inc.

  3 Polo Ct, Essex, MD 21221
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  $449,000

  Coming Soon

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

  2344 Martin Dr, Essex, MD 21221

  Rare opportunity to own a waterfront home in one of Essex's most desirable locations! Situated in the heart of Middle River, this classic brick Cape Cod offers incredible potential for homeowners, investors, or anyone looking to create their dream waterfront retreat. The home features a detached two-car garage, a partially fenced yard with gated access, and a spacious rear deck off the family

  Anastasia Zivkovic Palmer Cummings & Co. Realtors

  2344 Martin Dr, Essex, MD 21221
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  $675,000

  $24K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,229 Sq Ft

  2220 Silver Lane Rd, Essex, MD 21221

  Coastal Charm Meets Golf Cart Convenience!Welcome home to this stunning 4-bedroom, 2.5-bath Colonial, perfectly designed for modern living and an effortless resort lifestyle just steps away from the water. Step inside to an expansive, sun-drenched open-concept main floor—the ultimate setup for entertaining. The living room features a beautiful built in fireplace plus a large open deck off the

  Michele Braun Keller Williams Flagship

  2220 Silver Lane Rd, Essex, MD 21221
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  $450,000

  $100K PRICE DROP

  • 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
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  $349,900

  • 4 Beds
  • 2 Baths
  • 2,238 Sq Ft

  825 Martin Rd, Essex, MD 21221

  This beautifully renovated Cape Cod combines timeless charm with modern finishes and an abundance of versatile living space. Offering 4 bedrooms and 2 full bathrooms, plus 2 additional finished rooms in the lower level, this home provides endless possibilities for today's lifestyle. Whether you need extra bedrooms, a home office, gym, playroom, craft room, or guest space, the flexible floor plan

  Robert Breeden Berkshire Hathaway HomeServices Homesale Realty

  825 Martin Rd, Essex, MD 21221
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  $699,900

  New Construction Open Sat 12PM - 4PM $20K PRICE DROP

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

  2032 William Ave, Essex, MD 21221

  AVAILABLE FOR PRIVATE SHOWINGS! Please call/text co-listing agent to schedule!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

  Juna Korreta Monument Sotheby's International Realty

  2032 William Ave, Essex, MD 21221
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  $310,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  927 Homberg Ave, Essex, MD 21221

  Welcome home to this newly renovated 3-bedroom residence where modern upgrades and thoughtful improvements shine throughout. The updated kitchen features sleek stainless steel appliances, stunning granite countertops, and ample space for cooking and entertaining. The full bathroom has been tastefully remodeled with custom tile finishes and tile flooring, creating a fresh and stylish retreat.

  Monica Richardson Cummings & Co. Realtors

  927 Homberg Ave, Essex, MD 21221
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  $275,000

  Coming Soon

  • 4 Beds
  • 1 Bath
  • 816 Sq Ft

  807 Platinum Ave, Essex, MD 21221

  WELCOME TO 807 PLATINUM AVE. THIS BEAUTIFULLY MAINTAINED ESSEX HOME OFFERS THE PERFECT BLEND OF COMFORT, STYLE, AND FUNCTIONALITY. STEP INSIDE TO DISCOVER BRIGHT, INVITING LIVING SPACES, AN UPDATED KITCHEN, AND GENEROUSLY SIZED BEDROOMS DESIGNED FOR EVERYDAY LIVING. THE LOWER LEVEL PROVIDES ADDITIONAL FLEXIBLE SPACE, PERFECT FOR A HOME OFFICE, GYM, OR POTENTIAL GUEST SUITE. OUTSIDE, ENJOY A

  Olivia Darlak Advance Realty, Inc.

  807 Platinum Ave, Essex, MD 21221
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  /3

  $435,300

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,218 Sq Ft

  558 Katherine Ave, Baltimore, MD 21221

  Andy Bednarek Blue Casa

  558 Katherine Ave, Baltimore, MD 21221
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  $565,000

  • Studio
  • 2,970 Sq Ft

  2507 Island View Rd, Essex, MD 21221

  RARE FINANCING OPPORTUNITY ASSUMABLE VA MORTGAGE AVAILABLE AT A PHENOMENAL 4.125% INTEREST RATE!Welcome to beautiful 2507 Island View Road. Discover the pinnacle of coastal-inspired living in this stunning, custom-built Modern Farmhouse. The highly versatile floor plan includes two private en-suites and features incredible potential for multi-generational living or rental income: the home was

  Mike Konold Berkshire Hathaway HomeServices Homesale Realty

  2507 Island View Rd, Essex, MD 21221
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  $160,000

  $25K PRICE DROP

  • Land
  • 29,185 Sq Ft
  • $238,806 per Acre

  830 Cedar Ave, Essex, MD 21221

  830 Cedar Avenue offers a .67 acre waterfront lot on Muddy Gut. This partially wooded lot is ready for the water and sewer hook up ( water and sewer already at the lot). Are you ready for the sun and the moon to create a constantly changing natural reflective canvas for your enjoyment? It is well documented that the soft flow of a river provides a tranquil soundtrack to daily life. Give yourself

  Sandra Hondroulis Long & Foster Real Estate, Inc.

  830 Cedar Ave, Essex, MD 21221
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  $849,000

  Open Sun 11AM - 1PM

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

  1317 Wildwood Beach Rd, Essex, MD 21221

  Extensively renovated and expanded waterfront home offering breathtaking panoramic water views. Originally a two-story home, this stunning property was elevated and transformed into a three-level retreat designed for luxury, efficiency, and effortless waterfront living. Features include foam insulation, energy-efficient windows, premium vinyl siding, luxury vinyl plank flooring, multi-zone

  Samantha Bongiorno RE/MAX Advantage Realty

  1317 Wildwood Beach Rd, Essex, MD 21221
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  $279,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,479 Sq Ft

  1 Goeller Ave, Essex, MD 21221

  Discover an exceptional investment opportunity in the heart of Mount Holly Terrace, where timeless charm meets modern convenience. This traditional detached home, originally built in 1929 and thoughtfully renovated in 2010, boasts a perfect blend of character and contemporary living, making it an ideal addition to any real estate portfolio. Step inside to find a spacious 1,479 square feet of

  Becky Martin Realm Realty LLC

  1 Goeller Ave, Essex, MD 21221
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  $869,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,247 Sq Ft

  2027 William Ave, Essex, MD 21221

  WATERFRONT NEW CONSTRUCTION - "The Ellington” by Greenspring Homes at Water’s Edge on Sue Creek This adorable To-Be-Built home is waiting for you to make it your own - pick your favorite colors, finishes, and little details to create your dream space. The layout features 3 bedrooms, 2.5 baths and a bright, open floor plan perfect for relaxing or entertaining. The best part? Use your own private

  Claire Cianos Monument Sotheby's International Realty

  2027 William Ave, Essex, MD 21221
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  $524,900

  $75K PRICE DROP

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

  215 Nanticoke Rd, Essex, MD 21221

  A unique opportunity to own a home that offers the kind of lifestyle people dream about—peaceful waterfront community living with a sense of calm that feels increasingly hard to find. Tucked away in an inviting setting, this home welcomes you with light-filled spaces, a comfortable flow, and an atmosphere that instantly feels like home. The living areas are designed for both everyday comfort and

  Skip Tolley EXP Realty, LLC

  215 Nanticoke Rd, Essex, MD 21221
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  $485,000

  Open Sun 1PM - 3PM $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,920 Sq Ft

  2200 Poplar Rd, Essex, MD 21221

  Perfect live here year round, and enjoy all the natural beauty of living on the water on Sue Creek. Take time to relax on the deck and watch the Sunsets directly in front. You'll want to stay forever, perhaps take a boatride or row in the calm water. Great home with new Cherry wood kitchen, plenty of cabinet space. Nice dining area, with view to the waterfront. Living room with hardwood floors,

  Christa Barkley RE/MAX Advantage Realty

  2200 Poplar Rd, Essex, MD 21221
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  $449,555

  • 4 Beds
  • 3 Baths
  • 1,725 Sq Ft

  146 Holly Cir, Essex, MD 21221

  Welcome to Sue Creek Landing — where waterfront living meets everyday comfort. This inviting split‐level home offers gorgeous views and a setting designed for memorable summers. Sensational sunrises and sunsets await. You'll love the amenities that this home boasts. The lower‐level Au Pair suite is ideal for guests or multi‐generational living, and offers radiant flooring. Lower-level recreation

  Marianne Ferguson Coldwell Banker Realty

  146 Holly Cir, Essex, MD 21221
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  $850,000

  • 4 Beds
  • 4 Baths
  • 2,619 Sq Ft

  2304 Poplar Rd, Essex, MD 21221

  Exceptional waterfront retreat on serene Sue Creek, boasting about 100 feet of pristine shoreline, a private dock with multiple boat slips and an electric boat lift. This rare offering provides effortless access to the water and an unparalleled setting for coastal living, entertaining, and recreation. The truly unique remarkable waterfront setting enjoys year-round panoramic views, from the first

  Xuri Wang Hometown Elite Realty LLC

  2304 Poplar Rd, Essex, MD 21221

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