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Homes for Sale near Chesapeake High School

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  • /66

    $700,000

    Open Sun 10AM - 12PM $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,046 Sq Ft

    8121 Sagamore Way, Pasadena, MD 21122

    **Own this home with payments significantly lower than current market rates. Qualified buyers can take advantage of a seller-paid 2/1 interest rate buydown with rates as low as 4.625%, plus a waived appraisal fee through the preferred lender, creating meaningful monthly savings and reducing upfront costs.** Tucked away on a private cul-de-sac lot backing to trees, 8121 Sagamore Way offers the

    Agent Photo

    Joe Smith

    Next Step Realty

    8121 Sagamore Way, Pasadena, MD 21122
  • /58

    $650,000

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,688 Sq Ft

    306 Christy Rd, Pasadena, MD 21122

    Nestled in the charming Selby Grove community, this stunning split foyer home has undergone a major renovation in 2022, blending modern luxury with timeless comfort. With 2,352 square feet of thoughtfully designed living space, this residence offers an exclusive lifestyle that caters to both relaxation and entertainment. As you step inside, you are greeted by an inviting atmosphere that

    Agent Photo

    Andy Schweigman

    Douglas Realty, LLC

    306 Christy Rd, Pasadena, MD 21122
  • /30

    $459,000

    • 4 Beds
    • 3.5 Baths
    • 2,010 Sq Ft

    8204 Elkwood Ct, Pasadena, MD 21122

    Welcome to 8204 Elkwood Court in Pasadena! Situated at the entrance of a quiet cul-de-sac, this spacious home offers a functional layout with room to grow and make it your own. The main living areas provide a comfortable flow for everyday living and entertaining, while the finished lower level features a full bathroom, adding valuable flexibility for guests, recreation, a home office, or

    Agent Photo

    Melanie Gamble

    212 Degrees Realty, LLC

    8204 Elkwood Ct, Pasadena, MD 21122
  • /51

    $825,000

    Open Sun 1PM - 3PM $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,372 Sq Ft

    8138 Forest Glen Dr, Pasadena, MD 21122

    Imagine waterfront living on Bodkin Creek with direct access to the Chesapeake Bay, where every day feels like a retreat. This home is fully equipped with a private pier with 8ft MLW, a boat lift, two jet ski lifts, an outdoor shower, and 30 Amp electric service, perfect for boating, fishing, or simply enjoying the water. Step inside to a spectacular living room with a cathedral wood-planked and

    Agent Photo

    Kristi Neidhardt

    Northrop Realty

    8138 Forest Glen Dr, Pasadena, MD 21122
  • /32

    $430,000

    Open Sun 1PM - 3PM $65K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    2743 Bayside Beach Rd, Pasadena, MD 21122

    Just two blocks from the water, this charming brick rancher offers the perfect blend of coastal living, comfort, and flexibility—all on a spacious .30-acre lot in the highly sought-after Chesapeake High School district.From the moment you arrive, you’re welcomed by a warm and inviting entrance that sets the tone for the rest of the home. The main level features new flooring, two comfortable

    Agent Photo

    Coni Otto

    Long & Foster Real Estate, Inc.

    2743 Bayside Beach Rd, Pasadena, MD 21122
  • /30

    $650,000

    • Land
    • 31,363 Sq Ft
    • $902,778 per Acre

    182 Waldo Rd, Pasadena, MD 21122

    Welcome to 182 Waldo Road in Pasadena offered at $650,000. An exceptional waterfront redevelopment opportunity on nearly three-quarters of an acre in Pasadena. The existing home is considered a tear-down, creating a rare chance to build a custom waterfront residence tailored to your vision. What sets this property apart is that many of the most expensive waterfront improvements are already in

    Agent Photo

    Matthew Wyble

    Next Step Realty

    182 Waldo Rd, Pasadena, MD 21122
  • /55

    $1,649,900

    • 4 Beds
    • 4.5 Baths
    • 3,366 Sq Ft

    2292 Lake Dr, Pasadena, MD 21122

    This idyllic waterfront estate offers a unique blend of luxury and nature, perfect for those seeking a serene retreat. Nestled on two combined lots (Lot 24 and Lot 25), this energy-efficient concrete home combines superior construction with modern elegance. Featuring 4 bedrooms, 3.5 baths, a 2-car garage with an apartment suite, and 360 feet of waterfront with a stunning 270-degree panoramic view

    Hong Cai BMI REALTORS INC.

    2292 Lake Dr, Pasadena, MD 21122
  • /65

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    2113 Lake Dr, Pasadena, MD 21122

    Spectacularly positioned between two serene bodies of water, this exceptional residence in the Bayside Beach community captures sweeping views of the Chesapeake Bay in the front and Boyd’s Pond to the rear, offering a rare dual-waterfront lifestyle. A private pier across the street extends into the Bay and invites endless days on the water, while expansive windows throughout the home frame

    Michelle D'Ascenzo Northrop Realty

    2113 Lake Dr, Pasadena, MD 21122
  • /83

    $875,000

    New Construction $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    2001 Poplar Ridge Rd, Pasadena, MD 21122

    Postponing Open House to June 17th Luxury New Construction with Stunning Water Views in Poplar Ridge Experience exceptional waterfront living in this beautifully crafted new construction home, ideally located in the heart of the Poplar Ridge Peninsula. Offering breathtaking water views from nearly every room, this home combines luxury, comfort, and thoughtful design. A rare and highly desirable

    Beverly Harkum Locantore RE/MAX Executive

    2001 Poplar Ridge Rd, Pasadena, MD 21122
  • /8

    $550,000

    • 3 Beds
    • 3 Baths
    • 1,192 Sq Ft

    7818 Renshaw Rd, Pasadena, MD 21122

    Pretty Views! This is a legally Licensed 2 Unit - Waterfront Home Plus 1 Bedroom Guest House/In-Law - home has 2 Bedrooms Plus Den - - 2 Baths - 70 ft private Pier - Deep Water - - Deck - Large Shed - Public Water - Central Air in Main house only - Main home built in 1986 - age of In-law unknown. Sold "as Is" Voluntary Community Association has ramp, pier and park - Separate Electric meters -

    Deborah Iversen Century 21 Don Gurney

    7818 Renshaw Rd, Pasadena, MD 21122
  • /14

    $1,200,000

    • Land
    • 26,571 Sq Ft
    • $1,967,213 per Acre

    5169 Mountain Rd, Pasadena, MD 21122

    Extraordinary opportunity! This lot has been in the for 50+ years and is the last buildable lot in Windmill Pt. Enjoy the Chesapeake lifestyle and build your dream home on this waterfront lot, featuring 134 feet of riprap water frontage, pier, oversize platform, two boat lifts, and, as an added bonus, a boat ramp! Plans w/AA County to construct 2500 sq ft home. This does not include the walkout

    Frank Taglienti Berkshire Hathaway HomeServices PenFed Realty

    5169 Mountain Rd, Pasadena, MD 21122
  • /2

    $1,550,000

    • Land
    • 25.85 Acres
    • $59,961 per Acre

    8270 Edwin Raynor Blvd, Pasadena, MD 21122

    Discover a prime investment opportunity with this expansive 25.85-acre parcel of land, poised for significant appreciation in a rapidly developing area. This undeveloped land offers a blank canvas for visionary investors looking to capitalize on future growth. Strategically located, this property is ideal for a variety of uses. The size and versatility of the lot provide ample space for multiple

    Melissa Gurney Hosse Century 21 Don Gurney

    8270 Edwin Raynor Blvd, Pasadena, MD 21122
  • /2

    $130,000

    $5K PRICE DROP
    • Land
    • 21,344 Sq Ft
    • $265,306 per Acre

    222 Kentucky Ave, Pasadena, MD 21122

    21,425 SF Lot located in the Pasadena area of Anne Arundel County. PRIME LOCATION- Minutes from Numerous Destinations of Downtown Annapolis, Shopping, Restaurants, Parks, Schools, Golf Courses, Panoramic Chesapeake Bay Views & so Much More! Convenient Access to Major Traffic Artery, MD Route 177. Don't miss this Rare Opportunity in Anne Arundel County! Purchaser independently

    Amanda Leigh Coldwell Banker Realty

    222 Kentucky Ave, Pasadena, MD 21122
  • /33

    $414,900

    • 3 Beds
    • 2 Baths
    • 1,612 Sq Ft

    218 Virginia Ave, Pasadena, MD 21122

    Welcome to this beautifully maintained and lovingly cared for split foyer home tucked away on a quiet dead-end street in the sought-after Boulevard Park community of Pasadena! From the moment you arrive, you’ll appreciate the warmth and pride of ownership throughout this move-in ready home. The upper level features 2 bedrooms, 1 full bath, and a bright, inviting living area perfect for everyday

    Bethanie Fincato Cummings & Co. Realtors

    218 Virginia Ave, Pasadena, MD 21122
  • /43

    $699,000

    $76K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,154 Sq Ft

    8111 Sagamore Way, Pasadena, MD 21122

    Welcome to this Colonial home offering over 3,462 square feet of spacious and thoughtfully designed living. Featuring 4 generously sized bedrooms, 2 full bathrooms, and 2 half baths, this home blends comfort, style, and functionality. The interior showcases contemporary finishes and a thoughtful layout that maximizes both style and functionality. Complete with open floor plan and modern finishes

    Barry Hess Keller Williams Flagship

    8111 Sagamore Way, Pasadena, MD 21122
  • /34

    $470,000

    Open Sat 2:30PM - 4PM
    • 4 Beds
    • 2 Baths
    • 1,382 Sq Ft

    105 S Carolina Ave, Pasadena, MD 21122

    Open house on Saturday, June 24th from 2:30-4. Beautifully updated 4-bedroom, 2-bath split foyer in Pasadena’s desirable water-oriented Boulevard Park community. This move-in-ready home features a remodeled kitchen with quartz countertops, stainless steel appliances, gas cooking, and custom cabinetry, along with hardwood floors, crown molding, and fresh paint throughout. The fully finished lower

    Zoleta Caster Silver River Properties

    105 S Carolina Ave, Pasadena, MD 21122
  • /15

    $210,000

    • 2 Beds
    • 1 Bath
    • 922 Sq Ft

    3500K Wedgewood Ct Unit K, Pasadena, MD 21122

    Welcome to 3500 Wedgewood Ct, Unit K: a clean, move-in ready top-floor condo in the heart of Pasadena. This 2 bedroom unit with an uodated and attractive bath offers easy, low-maintenance living with a spacious and comfortable layout, all appliances included, and the added convenience of in-unit laundry. The top-floor setting gives the unit a more private feel, while the community parking lot

    Kelly Jackson Samson Properties

    3500K Wedgewood Ct Unit K, Pasadena, MD 21122
  • /63

    $1,175,000

    Coming Soon
    • 5 Beds
    • 3.5 Baths
    • 3,442 Sq Ft

    8331 Woodland Rd, Pasadena, MD 21122

    Like-new 2024 construction elevated with premium upgrades — including a car enthusiast's dream garage!Built in 2024, this stunning 5-bedroom, 3.5-bath home on a full acre backing to trees already checked every box: soaring open floor plan, LVP floors throughout the entire home, gourmet kitchen with custom granite counters and 9-foot ceilings, a cozy fireplace, and a gorgeous owner's suite

    Amy Kalb Revol Real Estate, LLC

    8331 Woodland Rd, Pasadena, MD 21122
  • /20

    $15,000

    • Land
    • 14,810 Sq Ft
    • $44,118 per Acre

    1635 Wall Dr, Pasadena, MD 21122

    A rare opportunity awaits with this 0.339-acre (14,775 sq. ft.) parcel in Pasadena, Maryland. Located within Anne Arundel County’s Critical Area it is in an LDA or Limited Development Area. Per the Anne Arundel County Critical Area Department, 31.25% of the property ( 4,617 sq. ft.) may be covered with impervious surfaces. Please note: if any portion of the lot is cleared, planting mitigation of

    Micheal Vakas EXP Realty, LLC

    1635 Wall Dr, Pasadena, MD 21122
  • /37

    $434,900

    • 3 Beds
    • 2 Baths
    • 1,644 Sq Ft

    1554 Long Point Rd, Pasadena, MD 21122

    Welcome to 1554 Long Point Road, located in the highly desirable water-oriented community of Long Point on the Magothy! This charming rancher is full of potential and priced to sell, offering the perfect opportunity to enjoy peaceful coastal living with endless outdoor recreation just steps away. This well-cared-for home features 3 spacious bedrooms, 2 full baths, and an attached one-car garage.

    Kim Jarmer Keller Williams Flagship

    1554 Long Point Rd, Pasadena, MD 21122
  • /2

    $935,000

    Coming Soon
    • 3 Beds
    • 3 Baths
    • 2,842 Sq Ft

    1876 Potomac Rd, Pasadena, MD 21122

    Completely rebuilt in the late 1990s, this waterfront home features striking curb appeal and an open floor plan on a picturesque 0.53-acre lot. Enter through a dramatic two-story foyer into the entry level which includes a formal dining area, two generously sized bedrooms and a full bath. A half flight of stairs leads to the lofted great room with an open plan that integrates the kitchen with

    Michelle Blanchard Keller Williams Flagship

    1876 Potomac Rd, Pasadena, MD 21122
  • /58

    $879,755

    Open Sat 11AM - 1PM
    • 5 Beds
    • 3.5 Baths
    • 3,774 Sq Ft

    184 Hickory Point Rd, Pasadena, MD 21122

    Beautifully renovated Colonial/Cape Cod nestled on a serene wooded lot with professionally designed landscaping. This exceptional home offers a sought-after first-floor principal bedroom suite and an impressive open floor plan perfect for everyday living and entertaining. Step inside to a dramatic two-story foyer and a stunning two-story family room featuring a gas fireplace with mantel and a

    Daniel Chanteloup Long & Foster Real Estate, Inc.

    184 Hickory Point Rd, Pasadena, MD 21122
  • /37

    $649,900

    • 2 Beds
    • 2 Baths
    • 1,357 Sq Ft

    8014 Forest Glen Dr, Pasadena, MD 21122

    Tucked away on Mathias Cove in Forest Glen, this peaceful waterfront property offers a private retreat with views that instantly draw you in. From the moment you enter, the home’s inviting layout and thoughtful updates create a warm, welcoming feel. The renovated kitchen flows seamlessly into a spacious great room with vaulted ceilings, abundant natural light, and warm hardwood floors. Large

    Joe DeFilippo Compass

    8014 Forest Glen Dr, Pasadena, MD 21122
  • /43

    $749,900

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 3,376 Sq Ft

    7970 Marion Ave, Pasadena, MD 21122

    Under Construction! Approximately 45 Days to Completion! We have a Staged Model to View Nearby! Where comfort meets style. With up to 3300 square feet, this spacious home offers everything you need for a modern, luxurious lifestyle. This Home will Be Fully Finished in our Platinum Series Package. 5 Bedrooms: Plenty of space for family, guests, and even a home office.3.5 Bathrooms: Enjoy the

    Elizabeth Warren The Pinnacle Real Estate Co.

    7970 Marion Ave, Pasadena, MD 21122
  • /2

    $285,000

    Coming Soon
    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft

    627 Deering Rd Unit 2B, Pasadena, MD 21122

    Coming soon 6/18/26! Interior freshly painted! New bathroom! Located on the first floor, lots of bright light. Open floor concept. Private patio off of dining room facing the woods. Master bedroom features double closets. New fridge being delivered. New plank flooring throughout unit and ceramic tile in the kitchen.

    Lauren Emrick Innovative Properties, Inc.

    627 Deering Rd Unit 2B, Pasadena, MD 21122
  • /42

    $360,000

    $65K PRICE DROP
    • Land
    • 2.88 Acres
    • $125,000 per Acre

    LOT 17 Vinter Ln, Pasadena, MD 21122

    Build your dream home on this beautiful and private wooded lot with water access a short walk away. Located in the exclusive and gated waterfront community of Annesley by the Bay, this 2.88 acre lot is the largest in the community and is ready to build with Grading Permit & Plans already approved. Walking distance to Mike's Crab House and White Rocks Marina and Boatyard and 2 miles from Compass

    Keith Sharp Northrop Realty

    LOT 17 Vinter Ln, Pasadena, MD 21122
  • /36

    $379,900

    Open Sat 12PM - 2PM
    • 3 Beds
    • 1.5 Baths
    • 1,540 Sq Ft

    3608 Chadwick Ct, Pasadena, MD 21122

    Welcome home to this beautifully updated and move-in ready 3-bedroom, 1.5-bath townhome in Pasadena, offering modern finishes, flexible living space, and desirable community amenities. The completely renovated kitchen serves as the heart of the home and features brand new kitchen cabinets, beautiful quartz countertops, a brand new dishwasher, and a brand new microwave, creating a fresh and

    Curtis LeMay Real Estate Depot

    3608 Chadwick Ct, Pasadena, MD 21122
  • /40

    $1,349,999

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 4,300 Sq Ft

    17 Vinter Ln, Pasadena, MD 21122

    Own a statement-home in one of the most sought-after communities on the Chesapeake watershed. This bespoke residence will grace an expansive 2-acre lot, commanding both scale and privacy.Prepare to indulge in:• Up to 5,500 sq ft of exquisitely finished living space• Up to 6 luxurious bedrooms, – First Floor Primary Suite with En Suite Option Available!• Up to 5.5 spa-inspired

    Elizabeth Warren The Pinnacle Real Estate Co.

    17 Vinter Ln, Pasadena, MD 21122
  • /20

    $1,299,900

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,300 Sq Ft

    205 Cahill Ave, Severna Park, MD 21146

    Available for immediate occupancy. The Beckham modern farmhouse single family home features a 2-Car garage. On the main level, enjoy a gourmet kitchen with a 12’ waterfall island, and Bosch appliances, studio/home office, powder room, and formal and casual gathering areas. Enjoy summer evenings relaxing on your screened porch with multi-slide door. On the upper level, you will enjoy four bedrooms

    Cindy Van Meter Wormald Realty

    205 Cahill Ave, Severna Park, MD 21146
  • /2

    $525,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,699 Sq Ft

    8214 Deerbrooke Ct, Pasadena, MD 21122

    Welcome home to this beautifully maintained 4-bedroom, 2.5-bath residence in the desirable Deerfield community. Thoughtfully updated and move-in ready, this home offers the perfect combination of comfort, style, and peace of mind.Major exterior improvements were completed in 2025, including a new roof, gutters, siding, and upgraded insulation, providing enhanced energy efficiency and

    Michele & Stuart Schmidt Keller Williams Flagship

    8214 Deerbrooke Ct, Pasadena, MD 21122
  • /13

    $2,500,000

    Coming Soon
    • 4 Beds
    • 5.5 Baths
    • 3,118 Sq Ft

    5116 Mountain Rd, Pasadena, MD 21122

    Look at this sunrise! WOW — wake up every day to breathtaking views from this remarkable waterfront retreat on the beautiful Chesapeake Bay. Nestled on 3.6 private acres with mature woods on both sides, this exceptional property offers the perfect blend of tranquility, privacy, and luxury waterfront living. The current owners have meticulously overseen a significant addition and renovation,

    Lucie Dulin Compass

    5116 Mountain Rd, Pasadena, MD 21122
  • /29

    $1,169,900

    New Construction
    • 6 Beds
    • 5.5 Baths
    • 5,247 Sq Ft

    The Beckham Plan at The Reserve at Severna Park, Severna Park, MD 21146

    The Beckham modern farmhouse home features a gourmet kitchen, studio (home office), formal and casual gathering areas, four bedrooms with walk-in closets, three full baths, upper-level loft, main level powder room, and 2-car garage. Consider adding an optional fifth bedroom and bath in the lower lever or the popular lower-lever retreat for media, fitness, or hobby space!

    Wormald Companies Builder
    211 Cahill Ln Unit 36878855, Severna Park, MD 21146
  • /2

    $80,000

    $40K PRICE DROP
    • Land
    • 7,405 Sq Ft
    • $470,588 per Acre

    1924 Arundel Rd, Pasadena, MD 21122

    There were two successful Perc test done already, Anne Arundel County has given paperwork stating that the property perced for a 75-1500 square foot home.

    John Boring Century 21 Don Gurney

    1924 Arundel Rd, Pasadena, MD 21122
  • /16

    $259,900

    $15K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,568 Sq Ft

    1915 Arundel Rd, Pasadena, MD 21122

    Charming Rancher in Water-Oriented Community This 3-bedroom, 1-bath rancher offers comfortable one-level living with a full basement and plenty of potential. Featuring a spacious country kitchen, large living room, dedicated office space, and an additional small family room or flex area, the layout is both functional and versatile. Situated on a desirable corner lot, the home has good bones and

    Butch Groom Keller Williams Flagship

    1915 Arundel Rd, Pasadena, MD 21122
  • /41

    $699,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    342 Beach Ave, Pasadena, MD 21122

    This home has it all for the outdoors people, a community beach within a few steps from this house. A community boat ramp and pier is a short walk away . The front lawn is beautiful and spacious for outdoor fun. The block building could be a workshop, man cave or kids' play house or extra storage space. This home is almost brand new, never been lived in. The great room is family room, kitchen and

    Ron Hutchinson Water Oak Realty, Ltd.

    342 Beach Ave, Pasadena, MD 21122
  • /84

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    7654 Bay St, Pasadena, MD 21122

    Welcome home to this charming home in an idyllic setting; a nature lover's paradise on just over an acre of land that abuts Hines Pond; one of largest lots in the neighborhood*Remodeled in 2014, it's a great year-round home or vacation home not more than 60 mins. from Baltimore and not more than 90 mins. from Washington, DC; not too far from Ft. Meade or the Naval Academy either*One-level living

    John Mentis Long & Foster Real Estate, Inc.

    7654 Bay St, Pasadena, MD 21122
  • /35

    $1,359,900

    • 3 Beds
    • 4 Baths
    • 1,978 Sq Ft

    1533 Shoreside Trail, Pasadena, MD 21122

    A MUST SEE multimillion dollar view from the first, second and third floor. Enjoy waterfront living at its finest. Open concept first floor. Full second floor private primary bedroom ensuite with soaking /jetted tub for relaxing . Want separation from family or guest. 3rd floor sleeping quarters contains 2 more bedrooms and full bath. Move in before the crowds know this one is available. Rare

    Betty Kremer-Grove Douglas Realty, LLC

    1533 Shoreside Trail, Pasadena, MD 21122
  • /5

    $1,209,900

    New Construction
    • 6 Beds
    • 7 Baths
    • 5,929 Sq Ft

    The Eliot Plan at The Reserve at Severna Park, Severna Park, MD 21146

    Wormald Companies Builder
    211 Cahill Ln Unit 36878881, Severna Park, MD 21146
  • /18

    $333,990

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft

    Emerald Plan at Jacobsville - 55+ Elevator Condos, Pasadena, MD 21122

    Explore Jacobsville 55+ Elevator Condos in beautiful Pasadena, MD! Embrace a vibrant lifestyle where effortless living meets modern comforts. Our beautifully designed elevator condos make independent living a breeze, eliminating the hassle of stairs. Surrounded by a lively community, our homes feature warm, contemporary finishes that welcome you in. With convenient access to Route 100, Route 177,

    Ryan Homes Builder
    3965 Annie Kess Dr Unit 36329794, Pasadena, MD 21122

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