68

Homes for Sale near Chesapeake High School

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  • 3936 Tidewood Rd, Middle River, MD 21220
    3936 Tidewood Rd, Middle River, MD 21220
    3936 Tidewood Rd, Middle River, MD 21220
    /26

    $289,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,712 Sq Ft

    3936 Tidewood Rd, Middle River, MD 21220

    Welcome to 3936 Tidewood Road, nestled in the sought-after community of Carrollwood Manor, one of Baltimore County’s most desirable water-oriented neighborhoods.This well-maintained home offers a spacious, functional layout designed for comfortable everyday living and effortless entertaining. Upon entry, you’ll find a versatile ground-level family room or “man cave,” complete with a wet

    Marge McCreesh EXP Realty, LLC

    3936 Tidewood Rd, Middle River, MD 21220
  • 2032 William Ave, Essex, MD 21221
    2032 William Ave, Essex, MD 21221
    2032 William Ave, Essex, MD 21221
    /38

    $719,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,838 Sq Ft

    2032 William Ave, Essex, MD 21221

    Welcome to waterfront living at Waters Edge on Sue Creek! This beautifully upgraded home features a main-level owner’s suite, two-car garage, and thoughtful finishes throughout. The great room showcases boxed coffered ceilings and an electric fireplace, while the gourmet kitchen offers quartz countertops, full-height backsplash behind the range hood, and an upgraded pantry design. Additional

    Laura Snyder American Premier Realty, LLC

    2032 William Ave, Essex, MD 21221
  • 20 Lockett Ct, Essex, MD 21221
    20 Lockett Ct, Essex, MD 21221
    20 Lockett Ct, Essex, MD 21221
    /28

    $244,900

    • 3 Beds
    • 2.5 Baths
    • 1,698 Sq Ft

    20 Lockett Ct, Essex, MD 21221

    Dream Big! This charming Colonial townhouse in Fox Ridge Manor offers a perfect blend of comfort and functionality. With 1,443 sq. ft. , this home features three spacious bedrooms and two and a half bathrooms, ideal for both relaxation and entertaining. The inviting living area is enhanced by plush carpeting and ceiling fans, creating a cozy atmosphere year-round. The well-appointed kitchen

    Jessica Burrill Boyle & Kahoe Real Estate

    20 Lockett Ct, Essex, MD 21221
  • 336 Riverside Dr, Essex, MD 21221
    336 Riverside Dr, Essex, MD 21221
    336 Riverside Dr, Essex, MD 21221
    /55

    $599,900

    • 3 Beds
    • 3 Baths
    • 2,388 Sq Ft

    336 Riverside Dr, Essex, MD 21221

    RARE WATERFRONT OPPORTUNITY ON 1.19 +/- ACRES! This well-maintained and thoughtfully updated 3 bedroom, 3 bathroom home offers incredible waterfront amenities without the need for costly flood insurance (Buyer to verify)! Interior highlights include an upgraded L-shaped kitchen with new quartz countertops, stainless steel appliances, soft-close white shaker cabinetry and a sizable breakfast bar,

    Collin Gay Signature Realty Group, LLC

    336 Riverside Dr, Essex, MD 21221
  • 216 Nanticoke Rd, Essex, MD 21221
    216 Nanticoke Rd, Essex, MD 21221
    216 Nanticoke Rd, Essex, MD 21221
    /73

    $699,950

    • 3 Beds
    • 2 Baths
    • 1,324 Sq Ft

    216 Nanticoke Rd, Essex, MD 21221

    Welcome to your own private waterfront retreat! This beautifully updated 2-3 bedroom home offers the perfect blend of comfortable everyday living and incredible indoor-outdoor entertaining. The heart of the home is the stunning renovated kitchen featuring granite countertops, center island, premium appliances, abundant cabinetry, and ceramic tile flooring. Just beyond, the spacious primary suite

    Skip Tolley EXP Realty, LLC

    216 Nanticoke Rd, Essex, MD 21221
  • 1260 Sugarwood Cir Unit 302, Essex, MD 21221
    1260 Sugarwood Cir Unit 302, Essex, MD 21221
    1260 Sugarwood Cir Unit 302, Essex, MD 21221
    /24

    $150,000

    $25K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 899 Sq Ft

    1260 Sugarwood Cir Unit 302, Essex, MD 21221

    Stop Renting and Start Building Your Future!Why continue paying rent when you could own this spacious 3-bedroom, 1-bath condo and start building equity? This home is the perfect opportunity for first-time buyers who aren't afraid to add their own personal touches.Offering a functional layout with three generously sized bedrooms, this condo provides the space you need at a price

    Janis Hopkins American Premier Realty, LLC

    1260 Sugarwood Cir Unit 302, Essex, MD 21221
  • 1608 Howard Ave, Essex, MD 21221
    1608 Howard Ave, Essex, MD 21221
    1608 Howard Ave, Essex, MD 21221
    /31

    $399,000

    • 5 Beds
    • 2 Baths
    • 1,899 Sq Ft

    1608 Howard Ave, Essex, MD 21221

    Welcome to 1608 Howard Ave – Where Comfort Meets Convenience! Step into this newly renovated gem nestled in the heart of Essex, MD! This spacious 5-bedroom, 2 full bath home perfectly blends modern updates with timeless charm. Whether you're looking to upgrade your lifestyle or invest in a move-in-ready property, this home checks every box. As you walk through the front door, you're greeted by an

    Donna DeCesaris Taylor Properties

    1608 Howard Ave, Essex, MD 21221
  • 605 Rockaway Beach Ave, Essex, MD 21221
    605 Rockaway Beach Ave, Essex, MD 21221
    605 Rockaway Beach Ave, Essex, MD 21221
    /95

    $2,295,000

    $300K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 7,700 Sq Ft

    605 Rockaway Beach Ave, Essex, MD 21221

    Experience extraordinary waterfront living in this custom coastal residence, perfectly positioned on high elevation overlooking Middle River with sweeping unobstructed views stretching to the Chesapeake Bay and Eastern Shore. Built in 2015 and designed for both elegant everyday living and grand-scale entertaining, this exceptional 5-bedroom home offers rare craftsmanship, timeless finishes, and

    Skip Tolley EXP Realty, LLC

    605 Rockaway Beach Ave, Essex, MD 21221
  • 2036 William Ave, Essex, MD 21221
    2036 William Ave, Essex, MD 21221
    2036 William Ave, Essex, MD 21221
    /55

    $746,520

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,102 Sq Ft

    2036 William Ave, Essex, MD 21221

    Thoughtful upgrades and stylish finishes set this four-bedroom, two-and-a-half-bath home apart at Waters Edge on Sue Creek. A private first-floor study with barn doors offers flexible workspace, while the great room features boxed coffered ceilings and an electric fireplace. The gourmet kitchen shines with quartz countertops, ceiling-height cabinetry, and a full-height backsplash. Hardwood

    Laura Snyder American Premier Realty, LLC

    2036 William Ave, Essex, MD 21221
  • 1811 Cape May Rd, Essex, MD 21221
    1811 Cape May Rd, Essex, MD 21221
    1811 Cape May Rd, Essex, MD 21221
    /34

    $379,900

    Open Sat 1PM - 2:30PM $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,664 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 Monument Sotheby's International Realty

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

    $350,000

    • 4 Beds
    • 2 Baths
    • 2,705 Sq Ft

    942 Woodlynn Rd, Essex, MD 21221

    ------100% FINANCING MOTIVATED SELLER OFFERS $10,500 CLOSING ASSISTANCE TO QUALIFIED BUYERS!!!!------------THIS PROPERTY HAS MANY UPDATED FEATURES PARKING ,LARGE ADDITION ,NEW TRANE HVAC, TANKLESS HOT WATER HEATER ,NEW SUMP PUMP ,MULTIPLE ELECTRICAL PANELS MANY COSTLY UPGRADES.Amazing Cape Cod nestled on a quiet street in the established Martindale community of Essex! This distinctive

    Mark Levenson Samson Properties

    942 Woodlynn Rd, Essex, MD 21221
  • 921 Homberg Ave, Essex, MD 21221
    921 Homberg Ave, Essex, MD 21221
    921 Homberg Ave, Essex, MD 21221
    /27

    $374,900

    • 4 Beds
    • 2 Baths
    • 1,950 Sq Ft

    921 Homberg Ave, Essex, MD 21221

    This is the one! Beautifully remodeled in 2026, 921 Homberg Ave offers modern amenities and finishes with the ease of main-level living, an unforgettable sunroom, and private driveway parking. From the moment you arrive home, you'll be welcomed by a neatly trimmed front yard and parking space for two vehicles. Step inside and you’ll be wowed by the warm natural light and airy open layout. At the

    Jamie Koehler Cummings & Co. Realtors

    921 Homberg Ave, Essex, MD 21221
  • 2220 Silver Lane Rd, Essex, MD 21221
    2220 Silver Lane Rd, Essex, MD 21221
    2220 Silver Lane Rd, Essex, MD 21221
    /40

    $658,000

    $41K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,229 Sq Ft

    2220 Silver Lane Rd, Essex, MD 21221

    MOTIVATED SELLER!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 kitchen makes this a

    Michele Braun Keller Williams Flagship

    2220 Silver Lane Rd, Essex, MD 21221
  • 802 Creek Rd, Essex, MD 21221
    802 Creek Rd, Essex, MD 21221
    802 Creek Rd, Essex, MD 21221
    /12

    $499,999

    Coming Soon Sep 30
    • 4 Beds
    • 2.5 Baths
    • 1,300 Sq Ft

    802 Creek Rd, Essex, MD 21221

    Welcome to this stunning renovated property; small century home brings character and craftsmanship you just can't replicate today, and an end-of-road, waterfront lot offers a level of privacy and peace that is incredibly rare.Having 50 feet of pier gives you instant access for kayaking, fishing, or docking a boat, while the combination of 3 bedrooms, 2.5 baths, and sprawling yards strikes

    Douglas Reyes Smart Realty, LLC

    802 Creek Rd, Essex, MD 21221
  • 405 S Taylor Ave, Essex, MD 21221
    405 S Taylor Ave, Essex, MD 21221
    /2

    $382,500

    Coming Soon Sep 30
    • 1 Bed
    • 1 Bath
    • 1,500 Sq Ft

    405 S Taylor Ave, Essex, MD 21221

    Just like new and truly move-in ready! This fully permitted, top-to-bottom renovation lives like new construction in one of Essex’s most sought-after, water-oriented neighborhoods. Taken to the studs and rebuilt approx. 2 years ago: new roof, siding, gutters, windows, HVAC, water heater, plumbing, electrical, LVP & carpet. The L-shaped kitchen shines with dove-shaker cabinets, quartz counters,

    Reggie Butler Jr. CENTURY 21 Envision

    405 S Taylor Ave, Essex, MD 21221
  • 2224 Middleborough Rd, Essex, MD 21221
    2224 Middleborough Rd, Essex, MD 21221
    2224 Middleborough Rd, Essex, MD 21221
    /51

    $380,000

    $170K 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
  • 3927 Cutty Sark Rd, Middle River, MD 21220
    3927 Cutty Sark Rd, Middle River, MD 21220
    3927 Cutty Sark Rd, Middle River, MD 21220
    /39

    $264,900

    $60K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,764 Sq Ft

    3927 Cutty Sark Rd, Middle River, MD 21220

    Kimberly Weir Long & Foster Real Estate, Inc.

    3927 Cutty Sark Rd, Middle River, MD 21220
  • 807 Platinum Ave, Essex, MD 21221
    807 Platinum Ave, Essex, MD 21221
    807 Platinum Ave, Essex, MD 21221
    /23

    $275,000

    • 3 Beds
    • 1 Bath
    • 1,195 Sq Ft

    807 Platinum Ave, Essex, MD 21221

    WELCOME TO 807 PLATINUM AVE. THIS BEAUTIFULLY MAINTAINED ESSEX HOME OFFERS THREE BEDROOMS WITH A POSSIBILTY OF MAKING A FORTH BEDROOM. THE PERFECT BLEND OF COMFORT, STYLE, AND FUNCTIONALITY. STEP INSIDE TO DISCOVER A BRIGHT, INVITING LIVING SPACES, AN UPDATED KITCHEN, AND GENEROUSLY SIZED BEDROOMS DESIGNED FOR EVERYDAY LIVING. OUTSIDE, ENJOY A SPACIOUS BACKYARD IDEAL FOR ENTERTAINING, RELAXING,

    Olivia Darlak Advance Realty, Inc.

    807 Platinum Ave, Essex, MD 21221
  • 20 Sidewell Ct, Essex, MD 21221
    20 Sidewell Ct, Essex, MD 21221
    20 Sidewell Ct, Essex, MD 21221
    /11

    $1,300,000

    Coming Soon Oct 10
    • 4 Beds
    • 4 Baths
    • 4,624 Sq Ft

    20 Sidewell Ct, Essex, MD 21221

    Built and completed in 2011, this exceptional waterfront home is perched on a scenic hill, safely outside the flood plain, and offers breathtaking views of Hopkins Creek and Middle River. Designed with both luxury and efficiency in mind, the home features geothermal heating and cooling, as well as owned solar panels, keeping utility costs remarkably low.Boaters will appreciate the

    Lucie Dulin Compass

    20 Sidewell Ct, Essex, MD 21221
  • 1804 Middleborough Rd, Essex, MD 21221
    1804 Middleborough Rd, Essex, MD 21221
    1804 Middleborough Rd, Essex, MD 21221
    /61

    $212,000

    • 3 Beds
    • 2 Baths
    • 1,208 Sq Ft

    1804 Middleborough Rd, Essex, MD 21221

    Discover a prime investment opportunity in Baltimore County with this charming 3-bedroom, 2-bathroom detached home built in 1950. Spanning 1,208 sq. ft. on a 0.17-acre lot, this property offers a solid foundation for rental income or future resale. The unfinished basement presents a blank canvas for additional living space or storage, enhancing the property's value. With no association fees and a

    Edward Kowalski EXP Realty, LLC

    1804 Middleborough Rd, Essex, MD 21221
  • 830 Cedar Ave, Essex, MD 21221
    830 Cedar Ave, Essex, MD 21221
    830 Cedar Ave, Essex, MD 21221
    /3

    $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
  • 1 Goeller Ave, Essex, MD 21221
    1 Goeller Ave, Essex, MD 21221
    1 Goeller Ave, Essex, MD 21221
    /37

    $260,000

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,479 Sq Ft

    1 Goeller Ave, Essex, MD 21221

    Step inside to find a spacious 1,479 square feet of well-designed living space, featuring two/three inviting bedrooms and two full bathrooms. The kitchen is equipped with essential appliances, including a refrigerator, stove, dishwasher, and disposal, ensuring that all your culinary needs are met with ease. Enjoy the convenience of modern amenities such as ceiling fans and a dedicated laundry

    Becky Martin Realm Realty LLC

    1 Goeller Ave, Essex, MD 21221
  • 27 Clearwater Ct, Middle River, MD 21220
    27 Clearwater Ct, Middle River, MD 21220
    /2

    $289,000

    Coming Soon Sep 30
    • 3 Beds
    • 2.5 Baths
    • 1,563 Sq Ft

    27 Clearwater Ct, Middle River, MD 21220

    Welcome to 27 Clearwater Court, a beautiful end-of-group townhome in the desirable Carrollwood Manor community! This 3-bedroom, 2.5-bath home offers an inviting layout with plenty of space to live, relax, and entertain. The main level features a comfortable feel with natural light, while the upper level offers three spacious bedrooms and a full bathroom. The finished lower level provides valuable

    Christy Kopp RE/MAX Components

    27 Clearwater Ct, Middle River, MD 21220
  • 1619 Frenchs Ave, Essex, MD 21221
    1619 Frenchs Ave, Essex, MD 21221
    1619 Frenchs Ave, Essex, MD 21221
    /22

    $250,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,368 Sq Ft

    1619 Frenchs Ave, Essex, MD 21221

    Opportunity awaits at 1619 Frenchs Avenue. Whether you’re searching for your next investment project or a home to make your own, this detached home offers plenty of possibilities. Enjoy the convenience of single-level living, plus a spacious addition that offers valuable flexibility as a primary suite, second living area, multi-generational suite, home office, or recreation space. With four

    Alexander Necker American Premier Realty, LLC

    1619 Frenchs Ave, Essex, MD 21221
  • 2105 Holly Neck Rd, Essex, MD 21221
    2105 Holly Neck Rd, Essex, MD 21221
    2105 Holly Neck Rd, Essex, MD 21221
    /63

    $830,000

    • 5 Beds
    • 3.5 Baths
    • 3,720 Sq Ft

    2105 Holly Neck Rd, Essex, MD 21221

    Welcome home to your private oasis in the heart of the Holly Neck/Cedar Beach Community. This magnificent 5-bedroom, 3.5-bathroom residence blends timeless charm with modern luxury. The exterior boasts an expansive wrap-around porch perfect for enjoying tranquil morning coffees or peaceful evening breezes. The interior has many special features such as wood and tile flooring, wood burning

    Kelly Coleman-Slocum RE/MAX Advantage Realty

    2105 Holly Neck Rd, Essex, MD 21221
  • 1315 Wildwood Beach Rd, Baltimore, MD 21221
    1315 Wildwood Beach Rd, Baltimore, MD 21221
    1315 Wildwood Beach Rd, Baltimore, MD 21221
    /56

    $580,000

    $10K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,700 Sq Ft

    1315 Wildwood Beach Rd, Baltimore, MD 21221

    BOAT, SWIM, FISH, CRAB - a little piece of Paradise on the cleanest water in the county. OPEN HOUSE EVERY DAY, call for times. Bright and spacious, recently updated, 2 story WATERFRONT home on the Back River in highly desirable Wildwood Beach waterfront community. 1700-1800 sf (tax records incorrect - it does not reflect the back addition) updated bungalow with new roof, SS appliances, quartz

    Raimundas Valacka Keller Williams Gateway LLC

    1315 Wildwood Beach Rd, Baltimore, MD 21221
  • 2200 Poplar Rd, Essex, MD 21221
    2200 Poplar Rd, Essex, MD 21221
    2200 Poplar Rd, Essex, MD 21221
    /34

    $479,000

    $21K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,920 Sq Ft

    2200 Poplar Rd, Essex, MD 21221

    Up to $25,000 Special Financing! Because of high interest rates, Owner will Subordinate up to $25,000 towards Improvements, such as "New Pier or 2nd Story Addition." Call LA for Details. 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

    Christa Barkley RE/MAX Advantage Realty

    2200 Poplar Rd, Essex, MD 21221
  • 2304 Poplar Rd, Essex, MD 21221
    2304 Poplar Rd, Essex, MD 21221
    2304 Poplar Rd, Essex, MD 21221
    /77

    $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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