44

Homes for Sale near Chesapeake High School

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  • /32

    $299,900

    • 4 Beds
    • 1.5 Baths
    • 1,170 Sq Ft

    821 S Woodlynn Rd, Essex, MD 21221

    Looking for a home that feels brand new? This stunning renovation has been completely redone from top to bottom, new plumbing, new electrical, new HVAC, new windows, and fresh modern finishes throughout. Everything is done so you can move right in and start enjoying your new space from day one. Step inside to an open and bright floor plan filled with natural light and stylish updates. The kitchen

    Agent Photo

    Lening Rivera

    Cummings & Co. Realtors

    (667) 220-5195

    821 S Woodlynn Rd, 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

    $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
  • /42

    $625,000

    • 5 Beds
    • 4 Baths
    • 3,054 Sq Ft

    719 S Marlyn Ave, Essex, MD 21221

    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

    Dimitrios Lynch ExecuHome Realty

    719 S Marlyn Ave, Essex, MD 21221
  • /60

    $749,000

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft

    920 Seneca Park Rd, Middle River, MD 21220

    Experience true waterfront living in this charming coastal retreat featuring a main-level bedroom and full bathroom, perfect for comfort and convenience. The updated kitchen flows seamlessly into bright, open living spaces that capture an expansive, unobstructed view stretching all the way to the Eastern Shore. Upstairs, you’ll find two additional bedrooms, ideal for family or guests. Outside is

    Samantha Bongiorno RE/MAX Advantage Realty

    920 Seneca Park Rd, Middle River, MD 21220
  • /35

    $544,500

    • 3 Beds
    • 2.5 Baths
    • 3,560 Sq Ft

    1920 Sue Ave, Baltimore, MD 21221

    This stunning water-oriented home offers 3 bedrooms and 2.5 bath with a fresh, modern design inside and out. The exterior features two-tone neutral siding, a covered front porch, and clean landscaping that gives the home great curb appeal. Inside, the 9-foot ceilings and an open layout set the tone. The kitchen shines with quartz countertops, white cabinets, stainless steel appliances, a walk-in

    Mark Fuchsluger Weichert, Realtors - Diana Realty

    1920 Sue Ave, Baltimore, 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
  • /73

    $515,000

    • 5 Beds
    • 3.5 Baths
    • 3,379 Sq Ft

    1317 Nautical Cir, Essex, MD 21221

    BACK ON THE MARKET at no fault of the seller. Previous buyer had a change of heart. Their loss is your gain - DONT MISS THIS OPPORTUNITY to own a spacious 5-bedroom, 3.5-bath colonial tucked into the desirable Walnut Point community of Essex. This beautifully maintained home features a bright two-story foyer, formal living and dining rooms, an open-concept kitchen with a center island, and a cozy

    Michelle Hood Keller Williams Flagship

    1317 Nautical Cir, Essex, MD 21221
  • /93

    $799,900

    • 4 Beds
    • 5 Baths
    • 4,656 Sq Ft

    2316 Bauernschmidt Dr, Essex, MD 21221

    Step into Maryland history with Bauernschmidt Manor, a distinguished Italianate residence built in 1909 for brewer and philanthropist Frederick Bauernschmidt. This Baltimore County Historic Landmark blends timeless architecture with modern comforts, offering Four spacious bedrooms, Five ensuite baths, elegant sitting rooms, and multiple porches including a Juliet balcony overlooking the saltwater

    Adam Light Monument Sotheby's International Realty

    2316 Bauernschmidt Dr, Essex, MD 21221
  • /27

    $527,000

    • 5 Beds
    • 3.5 Baths
    • 2,622 Sq Ft

    1634 Cape May Rd, Baltimore, MD 21221

    Welcome to 1634 Cape May Rd. This 5 bedroom and 3.5 Bathroom home is a must-see. Impeccably kept in like new condition, it features hardwood flooring, high ceilings with loads of natural light, a spacious eat-in kitchen with high-end cabinetry, pantry, and granite countertops, Main floor laundry, an oversized two-car garage with door opener, and an amazing deck and backyard. The fully finished

    Thomas Osborne Coldwell Banker Realty

    1634 Cape May Rd, Baltimore, MD 21221
  • /18

    $699,900 New Construction

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

    2028 William Ave, Essex, MD 21221

    NEW Fairhaven Model home in this amazing NEW Water Oriented Community, WATERS EDGE on SUE CREEK by Greenspring Homes. Nestled in a serene location along the picturesque banks of Sue Creek, this Cape Cod-style "FAIRHAVEN FLOORPLAN residence offers a perfect blend of modern luxury and natural beauty. With Main Floor Primary Bedroom Suite & Additional BR/Office this home is designed to age in place

    Denise Patrick Long & Foster Real Estate, Inc.

    2028 William Ave, Essex, MD 21221
  • /35

    $364,900

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    1001 Maple Rd, Essex, MD 21221

    Beautiful 3 Bedroom, 2 Bath Rancher in Highly Sought-After Cedar Beach!Enjoy true one-level living in this wonderfully functional rancher featuring an open layout and generous room sizes throughout. The home offers large bedrooms, spacious bathrooms, and a gorgeous kitchen with a huge island—perfect for cooking, gathering, and entertaining. Outside, you’ll love the great yard designed for

    Samantha Bongiorno RE/MAX Advantage Realty

    1001 Maple Rd, Essex, MD 21221
  • /42

    $349,900

    • 3 Beds
    • 3 Baths
    • 2,276 Sq Ft

    4016 Tidewood Rd, Middle River, MD 21220

    Very stately home. Lovingly cared for and gently used by small family. High ceilings.Plently of windows and light sitting prestigiously on a large corner lot. Entrance level has nice size bedroom and extra large utility room. Slider to a large fenced in yard. 2nd level has terrific windows and light. Huge living area. 42 in cabinets in kitchen with marble countertops and stainless steel

    Deanna Northup Northup Real Estate

    4016 Tidewood Rd, Middle River, MD 21220
  • /2

    $100,000

    • Land
    • 0.17 Acre
    • $588,235 per Acre

    1 Helena Ave, Essex, MD 21221

    Wonderful lot ready for your home plans! Close to water, shopping, major roads and more. Buyer to verify zoning, feasibility, and existence of utility hookups. Bring your design and live the good life.

    John Kantorski EXP Realty, LLC

    1 Helena Ave, Essex, MD 21221
  • /67

    $329,990

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft

    974 Martin Rd, Essex, MD 21221

    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

    Evan Weissman Real Broker, LLC

    974 Martin Rd, Essex, MD 21221
  • /34

    $259,900

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    516 Brighton Place, Essex, MD 21221

    This Beautifully Maintained 3 Bedroom, 1.5 Bathroom home offers a Spacious and Bright Open Floor plan on the Main Level--Separate Dining Area with sliding Glass doors leading to a Large Deck with Stairs to the Backyard--Comfortable Living Room--Kitchen offers new Stainless Steel Refrigerator & Dishwasher-- Breakfast Bar--New Stackable Washer & Dryer help to offer Pantry Space off Kitchen--Updated

    Sandy January Coldwell Banker Realty

    516 Brighton Place, Essex, MD 21221
  • /38

    $349,900

    • 5 Beds
    • 2 Baths
    • 2,000 Sq Ft

    405 Margaret Ave, Essex, MD 21221

    Beautifully Renovated Cape Cod with 4 Bedrooms, Optional 5th, Brand-New CAC, and a Large Fenced-In Backyard! Welcome to this charming, fully renovated Cape Cod, where timeless style meets modern comfort and thoughtful updates. Offering 4 spacious bedrooms—with the flexibility for a 5th bedroom on the lower level—this home is designed to fit your lifestyle, whether you need extra space for family,

    Robert Breeden Berkshire Hathaway HomeServices Homesale Realty

    405 Margaret Ave, Essex, MD 21221
  • /25

    $240,000

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

    936 Foxcroft Ln, Essex, MD 21221

    936 Foxcroft Lane is a lead-free, end-of-group home situated on a spacious corner lot with a fenced yard, off-street parking, and a large covered porch. This 3-bedroom, 1.5-bath property features wood kitchen cabinets, granite countertops, a gas range, and stainless steel sinks. The current tenant maintains the home in exceptionally clean condition, making it ideal for long-term hold investors.

    Will Cannon Ben Frederick Realty, Inc.

    936 Foxcroft Ln, Essex, MD 21221
  • /11

    $159,000

    • 3 Beds
    • 1 Bath
    • 922 Sq Ft

    1302 Sugarwood Cir Unit 102, Essex, MD 21221

    Welcome to 1302 Sugarwood Cir, Unit 102 a beautifully updated lower-level condo offering comfort, style, and convenience in the heart of Essex! Step inside to discover a bright and spacious floor plan featuring three bedrooms and a modernized bathroom, perfect for families or those looking for a smart investment opportunity. The updated kitchen shines with fresh finishes, ample cabinetry, and

    Keiry Martinez ExecuHome Realty

    1302 Sugarwood Cir Unit 102, Essex, MD 21221
  • /21

    $285,000

    • 3 Beds
    • 2 Baths
    • 1,520 Sq Ft

    625 Delaware Ave, Essex, MD 21221

    625 Delaware Avenue is a spacious 4-bedroom, 2-bath semi-detached brick home with generous front and back yards, perfect for outdoor living. The interior features a well-appointed kitchen with granite countertops, wood shaker cabinets, and a tile backsplash, while both full bathrooms offer modern vanities, steel tubs, and ceramic tile surrounds for a clean, updated feel. Currently rented

    Will Cannon Ben Frederick Realty, Inc.

    625 Delaware 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

    David Friedrich Coldwell Banker Realty

    Parcel 943 Browns Rd, Essex, MD 21221
  • /57

    $320,000

    • 3 Beds
    • 2.5 Baths
    • 1,624 Sq Ft

    18 Villa Capri Cir, Essex, MD 21221

    Waterfront Townhome with Stunning Views & Private Community Pier Access Experience waterfront living at its finest in this beautiful 3-story, 3-bedroom, 2-bath townhome — a serene retreat with spectacular views of blue skies and glistening water. This desirable end unit features two spacious balconies and a lower-level patio, all perfectly positioned to capture breathtaking panoramic water views.

    Sam Gupta EXP Realty, LLC

    18 Villa Capri Cir, Essex, MD 21221
  • /2

    $60,000

    • Land
    • 0.29 Acre
    • $206,897 per Acre

    0 Virginia Ave Unit MDBC2143608, Baltimore, MD 21221

    Tucked in quietly at the dead end of Virginia Ave and S Stuart.

    Greg Williams RE/Max Experience

    0 Virginia Ave Unit MDBC2143608, Baltimore, MD 21221
  • /53

    $299,900

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    2 Sidewell Ct, Essex, MD 21221

    Discover the charm and convenience of this newly renovated rancher, situated on half an acre and nestled on a quiet court, offering the perfect blend of privacy and community. Located at 2 Sidewell Ct, this desirable address puts you right in the heart of a sought-after locale known for its proximity to the water. This beautiful home features 3 comfortable bedrooms and 2 full, renovated

    Robin Hess EXIT Preferred Realty, LLC

    2 Sidewell Ct, Essex, MD 21221
  • /16

    $299,899

    • 3 Beds
    • 1 Bath
    • 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 AB & Co Realtors, Inc.

    947 Martin Rd, Essex, MD 21221
  • /42

    $229,999

    • 2 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    502 Brighton Place, Essex, MD 21221

    Don’t miss this former model townhome offering 2 bedrooms, 1.5 baths, and a versatile den that can easily serve as a third bedroom. Priced to sell and offered As Is, this home provides great value and flexibility—with no HOA fees!

    Eric Cellitto RE/MAX Solutions

    502 Brighton Place, Essex, MD 21221
  • /28

    $137,500

    • 2 Beds
    • 1 Bath
    • 786 Sq Ft

    8 Cloverwood Ct Unit 303, Essex, MD 21221

    Welcome to 8 Cloverwood Court, Unit #303 – Your Peaceful Penthouse Paradise Awaits! Experience the magic of waterfront living from this stunning top-floor 2-bedroom, 1-bath penthouse suite, where breathtaking views and sunlit spaces come together in perfect harmony. Step inside and instantly feel the difference — vaulted ceilings, an open-concept design, and abundant natural light create a

    Damon Brockenberry Keller Williams Preferred Properties

    8 Cloverwood Ct Unit 303, Essex, MD 21221
  • /12

    $1,199,900

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

    1158 E Riverside Ave, Essex, MD 21221

    TO-BE-BUILT 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 gas fireplace,

    Andrew Lehr VYBE Realty

    1158 E Riverside Ave, Essex, MD 21221
  • /35

    $265,000

    • 2 Beds
    • 3 Baths
    • 1,726 Sq Ft

    60 Helmsman Ct, Essex, MD 21221

    Your Waterfront Lifestyle Starts Here – Under $300K!Yes, you read that right. A townhome on the water, with direct pier access, for under $300K. Welcome to Marine Oaks Village, where every day feels like a getaway.This 2-bedroom, 1 full and 2 half bath townhome offers the rare combination of affordability and waterfront living. Step outside to your own backyard retreat and enjoy

    Andrew Undem Berkshire Hathaway HomeServices Homesale Realty

    60 Helmsman Ct, Essex, MD 21221
  • /28

    $323,000

    • 4 Beds
    • 1.5 Baths
    • 1,270 Sq Ft

    320 S Taylor Ave, Essex, MD 21221

    The home is located in the heart of downtown Essex. The Cape Cod has a stone front with a front covered poarch. A driveway that you can enter fron the street or alley with plenty of parking that avoids street parking. The backyard is fenced in with an outdoor Pergola for entertaining and a new outdoor shed for storage. Replacement widows, central air, gas heat. Located near shopping, downtown and

    anthony Mezzatesta Jr Cummings & Co. Realtors

    320 S Taylor Ave, Essex, MD 21221
  • /24

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,410 Sq Ft

    945 Kinwat Ave, Essex, MD 21221

    NEW ROOF, NEW WATER HEATER AND NEW HVAC!!! Welcome to this beautifully maintained 3-bedroom, 1-bath Cape Cod located in the highly sought-after Marlyn Manor community. This home is truly turnkey, offering fresh paint throughout and a warm, inviting feel the moment you walk in. Inside, you’ll love the large master bedroom and the versatile third bedroom tucked away upstairs, perfect for a guest

    Dan Barton EXP Realty, LLC

    945 Kinwat Ave, Essex, MD 21221
  • /45

    $359,999

    • 4 Beds
    • 2 Baths
    • 1,836 Sq Ft

    319 Sassafras Rd, Essex, MD 21221

    Sellers are open to providing a credit toward a 2/1 rate buydown — saving the buyer approximately $440 per month in the first year and $225 per month in the second year. For more details on the buydown program, reach out to Alicia Harkowa with Main Street Home Loans. New photos added to better showcase living areas.Welcome Home! This beautifully renovated 4-bedroom, 2-bath home combines

    Kedrick King Realty ONE Group Excellence

    319 Sassafras Rd, Essex, MD 21221
  • /34

    $205,000

    • 3 Beds
    • 2 Baths
    • 1,412 Sq Ft

    1643 Riverwood Rd, Essex, MD 21221

    Rarely Available End of Group home in Riverwood Park. This 3 bed 2 full bath home sits on an amazing lot with a large covered front porch, above ground pool coming off the rear deck and fully fenced in yard with opportunity for a rear parking pad. The main level features a mixture of hardwood and tile flooring throughout and a traditional layout with well defined living and dining/kitchen areas.

    Michael Liberto VYBE Realty

    1643 Riverwood Rd, Essex, MD 21221
  • /41

    $394,000

    • 4 Beds
    • 2 Baths
    • 1,624 Sq Ft

    203 Oak Ave, Essex, MD 21221

    Welcome to this beautifully remodeled cottage in Essex, ideally located just one house off the water with sweeping views from many rooms. This home blends timeless cottage charm with the convenience of a complete, modern renovation. Every detail has been refreshed such as new flooring, paint, lighting, doors, and fixtures throughout, making this home truly turnkey. The heart of the home is the

    Jane Duvall RE/MAX Advantage Realty

    203 Oak Ave, Essex, MD 21221
  • /15

    $60,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    12 Cardinal Ln, Essex, MD 21221

    This spacious mobile home is ready for you, features a brand new HVAC system, freshely painted and updated bathroom. Great location in Essex close to main roads, restaurants and shops.

    Jose Rivas Keller Williams Gateway LLC

    12 Cardinal Ln, Essex, MD 21221
  • /30

    $317,500

    • 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
  • /3

    $185,000

    • Land
    • 0.67 Acre
    • $276,119 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. 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 the pleasure for enjoying fishing,

    Sandra Hondroulis Long & Foster Real Estate, Inc.

    830 Cedar Ave, Essex, MD 21221
  • /12

    $140,000

    • 1 Bed
    • 1 Bath
    • 786 Sq Ft

    1260 Sugarwood Cir Unit 103, Essex, MD 21221

    Investment Property Sale, performing stable rental unit leased at $1335/mo. Renovated unit in great community, excellent addition to any rental portfolio. Showings are arranged by property management after PoF and offer framework is in consideration.

    Liyu Cao Liyu Cao

    1260 Sugarwood Cir Unit 103, Essex, MD 21221
  • /22

    $199,995

    • 1 Bed
    • 1 Bath
    • 2,192 Sq Ft

    1322 Goodwood Ave, Essex, MD 21221

    Discover the opportunity to transform this unique property into the home or investment of your dreams. Nestled in a peaceful setting, this home features a classic design with a cozy front entrance, combining character with plenty of potential customization.With nearby schools including Middleborough Elementary, Deep Creek Middle, and Chesapeake High School, this property is ideal for those

    Chris Craddock EXP Realty, LLC

    1322 Goodwood Ave, Essex, MD 21221
  • /28

    $726,520 New Construction

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

    2036 William Ave, Essex, MD 21221

    GRAND OPENING SALES EVENT THIS MONTH ! ***BUILDER WILL PAY BUYERS CLOSING COSTS (up to $ 25,000) on this home ! *** NEW Arlington Model home nestled in this amazing NEW Water Oriented Community, WATERS EDGE on SUE CREEK by Greenspring Homes. Nestled in a serene location along the picturesque banks of Sue Creek, this Colonial-style "ARLINGTON FLOORPLAN" residence offers a perfect blend of modern

    Kristin Natarajan Long & Foster Real Estate, Inc.

    2036 William Ave, Essex, MD 21221

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