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Homes for Sale near Chesapeake High School

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  • /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
  • /41

    $439,900

    • 3 Beds
    • 1.5 Baths
    • 1,864 Sq Ft

    3464 Brookhaven Rd, Pasadena, MD 21122

    Welcome to 3464 Brookhaven Road in Pasadena! This 3-bedroom, 1.5-bath colonial offers a flexible floor plan with plenty of space to spread out. The refreshed kitchen and fresh paint give the home a clean, updated feel, while the finished basement provides valuable additional living space for a rec room, home office, gym, or playroom. One of the home's standout features is the large three-season

    Agent Photo

    Matthew Wyble

    Next Step Realty

    3464 Brookhaven 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
  • /2

    $380,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,492 Sq Ft

    37 Winding Woods Way, Pasadena, MD 21122

    expected to be active on or before 8/21/26

    Agent Photo

    Jeff Choyce

    Hyatt & Company Real Estate, LLC

    37 Winding Woods Way, Pasadena, MD 21122
  • /55

    $1,549,000

    $101K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,366 Sq Ft

    2292 Lake Dr, Pasadena, MD 21122

    Reduced Price !!!! 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

    Hong Cai BMI REALTORS INC.

    2292 Lake Dr, Pasadena, MD 21122
  • /64

    $925,000

    $25K PRICE DROP
    • 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
  • /8

    $545,000

    • 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
  • /50

    $475,000

    • 3 Beds
    • 1 Bath
    • 1,581 Sq Ft

    251 9th St, Pasadena, MD 21122

    Charming, beautifully upgraded ranch-style residence, where modern updates, comfortable living, and an exceptional location come together. The inviting open-concept floor plan creates a bright and spacious atmosphere, perfect for both everyday living and entertaining. The expansive living room features stunning luxury vinyl plank flooring and flows seamlessly into the heart of the home, where

    Margaret Gates Long & Foster Real Estate, Inc.

    251 9th St, Pasadena, MD 21122
  • /40

    $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

    $649,900

    • 4 Beds
    • 3.5 Baths
    • 1,680 Sq Ft

    1276 Pekin Rd, Pasadena, MD 21122

    WATERFRONT HOUSE!!! HOUSE NEEDS WORK!! HOME IS CURRENTLY SET UP AS THREE SEPARATE UNITS !!! SIDE UNIT HAS A LIVING ROOM, KITCHEN, LAUNDRY, 2 BEDROOMS AND A BATH. UPSTAIRS UNIT HAS LIVING ROOM, KITCHEN, BEDROOM AND A BATH. FRONT UNIT HAS LIVING ROOM, KITCHEN, BEDROOM AND A BATHROOM.

    Sharon Burkhardt Douglas Realty, LLC

    1276 Pekin Rd, Pasadena, MD 21122
  • /44

    $660,000

    • 4 Beds
    • 3.5 Baths
    • 2,478 Sq Ft

    4637 Potomac Rd, Pasadena, MD 21122

    **This home sale also includes the adjacent lot Tax ID: 3138-1695-1200** Welcome home to this beautifully maintained 4-bedroom, 3.5-bath home nestled in the sought-after, water-privileged community of Boulevard Park. From the moment you step inside, you’ll appreciate the attention to detail and numerous upgrades throughout.The heart of the home is the stunning kitchen, featuring stainless

    Carrie Vaught Keller Williams Flagship

    4637 Potomac 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
  • /64

    $899,900

    $35K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,842 Sq Ft

    1876 Potomac Rd, Pasadena, MD 21122

    Impeccably maintained and thoughtfully redesigned and rebuilt, 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

    Michelle Blanchard Keller Williams Flagship

    1876 Potomac Rd, Pasadena, MD 21122
  • /58

    $799,755

    $80K PRICE DROP
    • 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
  • /42

    $630,000

    • 3 Beds
    • 2 Baths

    441 New York Ave, Pasadena, MD 21122

    Welcome to waterfront living on the Magothy in Boulevard Park Pasadena! This includes both 443 and 441 New York Ave, over half an acre. 441 New York was perc'd April of 2024 for up to a 750sqft dwelling. Upper level which includes 3 bed and 1 full bath recently updated with new floor/carpet, windows, paint, and interior doors. Lower level has potential 4th bedroom or office as well as another

    Eric Basford RE/MAX Advantage Realty

    441 New York Ave, Pasadena, MD 21122
  • /32

    $485,000

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    321 Maryland Ave, Pasadena, MD 21122

    Split foyer with three bedrooms and 2 1/2 baths in Lake Shore. Welcome to 321 Maryland Avenue, a charming 3-bedroom home offering a comfortable layout, generous living spaces, and sought-after water privileges through the Boulevard Park Improvement Association. A standout feature is the spacious main-level primary bedroom, measuring approximately 21' x 14', complete with a walk-in closet

    George Mcdowell Keller Williams Select Realtors of Annapolis

    321 Maryland Ave, 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
  • /29

    $425,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,255 Sq Ft

    335 Beach Ave, Pasadena, MD 21122

    Welcome to 335 Beach Ave! This charming 2-bedroom, 2 full bathroom home offers a thoughtful blend of modern updates and everyday functionality. The main level welcomes you with a spacious foyer that leads into a beautifully updated kitchen featuring upgraded countertops, abundant cabinet space, and plenty of room for meal preparation and gathering. Just off the kitchen, the sun-filled living room

    Bob Chew Samson Properties

    335 Beach Ave, Pasadena, MD 21122
  • /23

    $799,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 3,196 Sq Ft

    15 Dorothy Meeks Ln, Pasadena, MD 21122

    Welcome to the home you’ve been dreaming of — a rare opportunity where privacy, luxury, and lifestyle come together in one unforgettable property. Nestled on a quiet no‐thru street and surrounded by one full acre of private land, this stunning colonial offers over 3,200 sq ft of beautifully updated living space designed for comfort, entertaining, and everyday enjoyment. Step inside to a bright,

    Joseph Grimes Douglas Realty, LLC

    15 Dorothy Meeks Ln, 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
  • /33

    $419,999

    • 3 Beds
    • 1 Bath
    • 1,308 Sq Ft

    7800 Appletree Rd, Pasadena, MD 21122

    Welcome home to this charming cottage-style residence nestled in the desirable Bayside Beach community, where comfort, character, and convenience come together beautifully. Offering approximately 1,300 square feet of thoughtfully designed living space, this inviting home features a functional floor plan and the convenience of main-level living. Step inside to a spacious living area that provides

    Matt Yost Samson Properties

    7800 Appletree Rd, 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
  • /29

    $1,169,900

    New Construction
    • 6 Beds
    • 5.5 Baths
    • 5,392 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
  • /69

    $699,900

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,088 Sq Ft

    8327 Sail Ct, Pasadena, MD 21122

    Price improvement...This renovated and MOVE-IN READY, 4 BEDROOM, 2.5 BATH, 2 CAR GARAGE home with a FULLY FINISHED BASEMENT is a MUST SEE! Located on almost a half-acre, in the sought-after CEDARWOOD COVE neighborhood in Pasadena, this property has it all! Some of the features of the main level of the home include SOLID HARDWOOD FLOORS, an updated KITCHEN with GRANITE COUNTERTOPS, BRAND-NEW

    Linda Antonini Blackwell Real Estate, LLC

    8327 Sail Ct, Pasadena, MD 21122
  • /41

    $675,000

    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
  • /33

    $470,000

    • 3 Beds
    • 2 Baths
    • 1,579 Sq Ft

    610 Laurel Dr, Pasadena, MD 21122

    Welcome to 610 Laurel Dr in Pasadena! This home offers something you rarely find at this price point: a fantastic water view and direct access to the community beach right from your property. Step through the back gate and you can be sitting by the water, launching your boat, or carrying a kayak down to the beach in under a minute. Waterfront living without the waterfront price! The one-level

    Joshua Shapiro Douglas Realty, LLC

    610 Laurel Dr, 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
  • /37

    $450,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,058 Sq Ft

    307 Riverdale Rd, Severna Park, MD 21146

    Welcome to 307 Riverdale Road, an updated 3-bedroom, 2-bath detached home offering convenient one-level living in Severna Park.The home has received numerous improvements during the current ownership. The kitchen was completely remodeled with white cabinetry, updated flooring, and appliances, creating a bright and functional space with a large peninsula for seating and entertaining. The

    Melissa Chick Engel & Völkers Annapolis

    307 Riverdale Rd, Severna Park, MD 21146
  • /53

    $499,900

    Open Sat 11AM - 1PM $45K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,962 Sq Ft

    1398 Rainbow Dr, Pasadena, MD 21122

    Some mornings start with coffee. Others start with the kayak already in the water before the rest of the neighborhood is awake. That is the rhythm in Hunters Harbor. A golf cart community with private water access to the Magothy, including a boat ramp, a pier, a swimming beach, a shared marina, a playground, and a pavilion residents reserve when it is their turn to host. No HOA. Quiet stretches

    James Bowerman Douglas Realty, LLC

    1398 Rainbow Dr, 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

    $334,990

    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
  • /27

    $420,000

    $30K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,824 Sq Ft

    8121A Elizabeth Rd, Pasadena, MD 21122

    Welcome home to this spacious 4-level split situated on an expansive .44-acre lot in one of Pasadena’s most desirable locations! Offering the space and privacy of a single-family home at an incredible value, this property is the perfect opportunity for buyers looking to spread out without compromising affordability. Inside, you’ll find 3 spacious bedrooms and 3 full bathrooms, along with a

    Tracey Bellotte Coldwell Banker Realty

    8121A Elizabeth Rd, Pasadena, MD 21122
  • /57

    $799,900

    $25K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,722 Sq Ft

    148 Waldo Rd, Pasadena, MD 21122

    Welcome to your ultimate private retreat at 148 Waldo Road. Nestled on a tree-lined, 1-acre lot in Pasadena’s Lake Shore community, this beautifully renovated custom home blends everyday luxury, flexible living space, and an entertainer’s dream setting. Step inside to a sun-drenched open floor plan with gleaming hardwood floors, soaring ceilings, and inviting spaces designed for both everyday

    Jen Holden Compass

    148 Waldo Rd, Pasadena, MD 21122
  • /131

    $1,679,000

    $21K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,822 Sq Ft

    1631 Carnoustie Dr, Pasadena, MD 21122

    Nestled within the highly sought-after community of Green Spring at Compass Pointe, this extraordinary estate backs directly to Hole #7 of the Southwest Course and offers over 6,000 square feet of meticulously designed living space. Featuring 5 bedrooms, 4.5 bathrooms, and luxury finishes throughout, this home is truly an experience from the moment you arrive. Step inside to a grand foyer

    Stephanie Smith Douglas Realty, LLC

    1631 Carnoustie Dr, Pasadena, MD 21122
  • /47

    $2,495,000

    • 6 Beds
    • 4 Baths
    • 3,583 Sq Ft

    631 Stillwater Rd, Gibson Island, MD 21056

    Beautifully renovated throughout, this exceptional 6-bedroom, 4-bath residence with separate guest quarters offers the perfect blend of timeless charm and modern comfort on picturesque Gibson Island. Designed for effortless entertaining and everyday living, the home is truly move-in ready. Filled with natural light, the spacious living room features a redesigned wood-burning fireplace and flows

    Merrie Louise Raynolds TTR Sotheby's International Realty

    631 Stillwater Rd, Gibson Island, MD 21056
  • /84

    $720,000

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

    7654 Bay St, Pasadena, MD 21122

    OPEN HOUSES JULY 11 @ 1-3 PM & JULY 12 @ 11 AM - 1 PM*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

    John Mentis Long & Foster Real Estate, Inc.

    7654 Bay St, Pasadena, MD 21122

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