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Homes for Sale in 21401

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  • /49

    $560,000

    • 3 Beds
    • 2 Baths
    • 1,514 Sq Ft

    810 Midship Ct, Annapolis, MD 21401

    Rarely available three-bedroom end-of-group townhome offers comfortable one-level living in the sought-after, amenity rich Heritage Harbor 55+ community, and has been tastefully updated throughout to ensure the perfect blend of style and convenience. Upon entry, you’ll find new luxury scratch resistant/waterproof vinyl plank flooring, fresh paint throughout, all new lighting including LED

    Mary Gatton Redfin Corp

    810 Midship Ct, Annapolis, MD 21401
  • /13

    $875,000 Open House 1/25

    • 2 Beds
    • 2.5 Baths
    • 1,590 Sq Ft

    167 Prince George St, Annapolis, MD 21401

    Situated on one of Historic Annapolis’ most desirable streets, this circa-1815 row house offers a rare combination of early American character, thoughtful renovation and enviable outdoor space, all just steps from the William Paca House and Garden. The home opens to a gracious living room with hardwood floors and a substantial wood-burning fireplace, a space that feels both intimate and

    Teresa Klem Long & Foster Real Estate, Inc.

    167 Prince George St, Annapolis, MD 21401
  • /68

    $840,000 Coming Soon

    • 1 Bed
    • 2 Baths
    • 1,821 Sq Ft

    66 Franklin St Unit 214, Annapolis, MD 21401

    Truly one of a kind, this exceptional 1-bedroom, 2 full-bath residence has been completely transformed by its current owners, who have spared no expense in creating a refined, turnkey home of remarkable quality and scale. With over 1,800 square feet, 9'+ ceilings, an open floor plan, and a dedicated office/den that has potential as a guest space or second bedroom, this residence offers

    Jenn Klarman Long & Foster Real Estate, Inc.

    66 Franklin St Unit 214, Annapolis, MD 21401
  • /2

    $650,000 Open Thu 3:30PM - 5PM

    • 3 Beds
    • 3 Baths
    • 1,694 Sq Ft

    807 Eastern Point Rd, Annapolis, MD 21401

    Welcome to 807 Eastern Point Road, a beautifully maintained home located in the highly sought-after 55+ community of Heritage Harbour in Annapolis. Set on a desirable corner lot with generous outdoor space and an extended driveway, this home offers a rare combination of flexible living, thoughtful updates, and a prime location within one of the area’s most amenity-rich communities. With 2,814

    Joe Smith Next Step Realty

    807 Eastern Point Rd, Annapolis, MD 21401
  • /39

    $689,000 Open Sun 10AM - 12PM

    • 2 Beds
    • 2 Baths
    • 1,709 Sq Ft

    847 Woodmont Rd, Annapolis, MD 21401

    Welcome Home to Comfort, Convenience & Community Living This well-maintained 2-bedroom, 2-bathroom single-family home offers 1,709 finished square feet of easy, single-story living paired with an oversized two-car garage. Thoughtfully designed and beautifully cared for, this home combines open, light-filled spaces with everyday functionality in a highly desirable 55 plus community of Heritage

    Mary Beth Paganelli Long & Foster Real Estate, Inc.

    847 Woodmont Rd, Annapolis, MD 21401
  • /29

    $649,900

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

    102 Vanguard Ln, Annapolis, MD 21401

    Welcome to 102 Vanguard Lane, an elegant gated community offering a home with refined finishes and comfort in the heart of Annapolis. Rich hardwood floors throughout the main level, while the kitchen impresses with granite countertops and a brand-new refrigerator. Custom plantation shutters & blinds; upgraded lighting & more! Exterior w/ Hardiplank siding & beautiful deck off kitchen that

    Nina Thompson RE/MAX Concierge Realty

    102 Vanguard Ln, Annapolis, MD 21401
  • /33

    $459,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1945 Marconi Cir, Annapolis, MD 21401

    Set within the sought-after 55+ community of Heritage Harbour, this renovated townhome villa offers the ease of one-level living paired with stylish, modern updates throughout. A covered front porch welcomes you inside, where a beautiful neutral color palette, mid-tone vinyl plank flooring, new carpeting, new water heater, and updated kitchen, bathrooms, and light fixtures create a warm and

    Donna Cohen Northrop Realty

    1945 Marconi Cir, Annapolis, MD 21401
  • /17

    $1,150,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 1,809 Sq Ft

    2762 Bon Haven Ln, Annapolis, MD 21401

    Welcome to this lovely, affordable waterfront ranch home in the highly sought-after community of Bon Haven, sited on over one acre of tranquil land along the scenic South River. Zone R2 with possible subdivision (check w/county). Thoughtfully renovated and featuring a newly constructed private pier with swimming deck ready for your boat or jet skis! This property offers an outstanding lifestyle

    Darlene Winegardner RE/MAX Executive

    2762 Bon Haven Ln, Annapolis, MD 21401
  • /40

    $925,000

    • 4 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    1403 Corey Ln, Annapolis, MD 21401

    Tucked away at the end of a quiet, secluded street off No Cherry Grove (one of the prettiest streets in sought after Homewood) is the home you have been waiting for! This exceptional 4 BR, 2.5 BA, 3 level Contemporary offers rare privacy while remaining within walking distance to West Street Library, shops and restaurants and nearby Downtown Annapolis. Built in 1980, the home features a highly

    Moe Farley Coldwell Banker Realty

    1403 Corey Ln, Annapolis, MD 21401
  • /2

    $1,100,000 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 2,438 Sq Ft

    1753 Ebling Trail, Annapolis, MD 21401

    Coming Soon!

    Kristi Neidhardt Northrop Realty

    1753 Ebling Trail, Annapolis, MD 21401
  • /35

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,218 Sq Ft

    992 Riversedge Cir, Annapolis, MD 21401

    Experience easy living in Annapolis’ premier 55+ community at this charming 2-bedroom, 2-bath villa in Heritage Harbour, perfectly positioned just steps from the community lodge and amenities. Freshly painted with brand-new flooring throughout, this home offers a bright, clean, and welcoming feel from the moment you walk in. The spacious layout flows effortlessly from the living and dining areas,

    Jennifer Schaub EXP Realty, LLC

    992 Riversedge Cir, Annapolis, MD 21401
  • /64

    $690,000

    • 3 Beds
    • 2 Baths
    • 1,994 Sq Ft

    2572 Golfers Ridge Rd, Annapolis, MD 21401

    Heritage Harbour – A Premier 55+ Community!Enjoy active adult living with abundant amenities in this beautifully refreshed rancher, offering luxury and comfort in perfect design harmony. Lush natural surroundings envelop the home, providing exceptional privacy just minutes from everything Annapolis has to offer. This turnkey 3-bedroom, 2-bath home features a vaulted living room that flows

    Jeannette Lancaster Douglas Realty LLC

    2572 Golfers Ridge Rd, Annapolis, MD 21401
  • /17

    $364,990

    • 2 Beds
    • 2 Baths
    • 1,122 Sq Ft

    2052 Quaker Way Unit 7, Annapolis, MD 21401

    This charming condo in the heart of Annapolis offers the perfect blend of comfort and convenience. With its modern finishes and spacious layout, you’ll find a cozy retreat that’s ideal for both relaxing and entertaining.Key Features: Bright and airy living space with large windows that flood the home with natural light.Well-appointed kitchen with updated appliances and ample storage,

    Nicholas Badalian Fathom Realty MD, LLC

    2052 Quaker Way Unit 7, Annapolis, MD 21401
  • /2

    $824,000 Open House 1/24

    • 3 Beds
    • 2.5 Baths
    • 2,371 Sq Ft

    900 Coachway, Annapolis, MD 21401

    COMING SOON ON THE MARKET, MID-CENTURY MODERN HOME IN THE DOWNS ON THE SEVERN! Open House scheduled for 1/24/26 & 1/25/26 from 1-3pm. Showings to start after 12 noon on January 21, 2026. Tucked away in an upscale water-access neighborhood of the Downs On The Severn, this truly cool MID-CENTURY MODERN residence offers exceptional privacy and a seamless connection to nature. Set on a large flag lot

    Jeannie Miller Long & Foster Real Estate, Inc.

    900 Coachway, Annapolis, MD 21401
  • /49

    $484,900

    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft

    2510 Painter Ct, Annapolis, MD 21401

    Welcome home to this beautifully renovated 2 BEDROOM plus BONUS ROOM (could be 3rd BEDROOM), 2 BATH VILLA with over 1440 square feet of space. Located in the desirable HERITAGE HARBOUR 55+ Active Community, this villa offers one level living. Some of the recent updates include newly refinished Brazilian Cherry Solid Hardwood Floors, new LIGHT FIXTURES, updated kitchen with QUARTZ COUNTERTOPS,

    Linda Antonini Blackwell Real Estate, LLC

    2510 Painter Ct, Annapolis, MD 21401
  • /21

    $550,000

    • 4 Beds
    • 3 Baths
    • 1,562 Sq Ft

    2913 Southaven Dr, Annapolis, MD 21401

    Located on a quiet, walkable stretch of Southaven Drive circle, this Cape Cod sits on a .24-acre lot in the desirable Southaven community of Annapolis. Known for its peaceful streets and neighborhood feel, this 4-bedroom, 3-bath home offers classic character, flexible living space, and the opportunity to add your own personal touch. Vaulted ceilings and skylights fill the home with natural light,

    Jaime Shuman Compass

    2913 Southaven Dr, Annapolis, MD 21401
  • /24

    $359,900

    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft

    2707 Summerview Way Unit 101, Annapolis, MD 21401

    Freshly updated 2-bedroom, 2-bath apartment located in the highly desirable Riva Trace community in Annapolis. This first-floor unit offers easy access and a well-designed layout, featuring fresh paint throughout, along with new light fixtures and ceiling fans that give the home a bright, modern feel. Riva Trace offers a low-maintenance lifestyle, with the HOA handling all exterior maintenance,

    David Meinhardt Chesapeake Fine Homes, LLC.

    2707 Summerview Way Unit 101, Annapolis, MD 21401
  • /56

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,046 Sq Ft

    2900 Shipmaster Way Unit 312, Annapolis, MD 21401

    Enjoy breathtaking, picturesque views of the woods and the South River from this beautifully updated 2-bedroom, 2-bath condo. Relax on your private balcony and take in some of the best scenery Heritage Harbour has to offer. Inside, the home features new flooring throughout and an updated kitchen and baths, making it truly move-in ready. This condo offers comfortable, low-maintenance living paired

    Jack Papaleonti Academy Realty Inc.

    2900 Shipmaster Way Unit 312, Annapolis, MD 21401
  • /28

    $520,000

    • 2 Beds
    • 1 Bath
    • 762 Sq Ft

    206 Admiral Dr, Annapolis, MD 21401

    Welcome to 206 Admiral Drive, a charming and cozy single-family home in the heart of Annapolis! This delightful residence offers 2 comfortable bedrooms and 1 full bathroom, a perfect blend of simplicity and warmth. Step inside and imagine the possibilities in this inviting home filled with character and potential. Whether enjoying a quiet morning coffee or hosting friends and family, each space

    Agent Photo

    Aryanna Carrera Dabrowski

    Berkshire Hathaway HomeServices PenFed Realty

    (410) 936-5621

    206 Admiral Dr, Annapolis, MD 21401
  • /36

    $649,999

    • 3 Beds
    • 4 Baths
    • 3,016 Sq Ft

    709 Skippers Ln, Annapolis, MD 21401

    Welcome to 709 Skippers Lane, a rare and versatile Live/Work townhome in the sought‐after Village Greens community—one of the only homes in the development offering this unique zoning flexibility. With 3,016 sq. ft. of beautifully finished space, this contemporary residence blends upscale living with the opportunity to operate a boutique business, studio, or professional office right from home.

    Michelle Boretti Coldwell Banker Realty

    709 Skippers Ln, Annapolis, MD 21401
  • /58

    $365,000

    • 2 Beds
    • 2 Baths
    • 1,551 Sq Ft

    930 Astern Way Unit 512, Annapolis, MD 21401

    Resort-style living awaits in this 1,551 sq ft, 2-bedroom, 2-bath condominium located in the one-of-a-kind South River 55+ Condominium within the highly sought-after community of Heritage Harbour. The secured building features a grand lobby entrance, meeting rooms, elevator access, indoor and outdoor pools including an indoor spa pool, a second-floor fitness center, resident lounge, and outdoor

    Jimmy Rupert Douglas Realty, LLC

    930 Astern Way Unit 512, Annapolis, MD 21401
  • /15

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,111 Sq Ft

    2157 Scotts Crossing Ct Unit 204, Annapolis, MD 21401

    Welcome to this move-in ready, updated two-bedroom, two-bathroom Annapolis condo, ideally located just minutes from Downtown Annapolis, the Naval Academy, and major commuter routes. The eat-in kitchen features ample cabinet storage, a pantry, and updated countertops, offering both functionality and style. The primary suite includes a walk-in closet and a private en-suite bathroom with double

    Whitney Jerdal Compass

    2157 Scotts Crossing Ct Unit 204, Annapolis, MD 21401
  • /28

    $420,000

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    1943 Marconi Cir, Annapolis, MD 21401

    One-level living in the highly desired 55+ community of Heritage Harbour! This well-maintained 2-bedroom, 2-bath villa townhome offers updates including: just installed Andersen windows, roof approximately 3 years old, luxury vinyl plank flooring, carpeted bedrooms, and solar tubes providing added natural light.The renovated kitchen (approx. 5 years) boasts granite countertops, white

    Deborah Wade RE/MAX Executive

    1943 Marconi Cir, Annapolis, MD 21401
  • /37

    $1,300,000

    • 4 Beds
    • 2.5 Baths
    • 3,462 Sq Ft

    112 Melvin Ave, Annapolis, MD 21401

    Located in coveted West Annapolis, this home offers "LOCATION, LOCATION, LOCATION" ... AND spacious, comfortable living in one of the area’s most desirable in-town settings. Generous spaces and a versatile floor plan create an easy life-style for all walks of life . Extensive recent improvements include a renovated chef’s kitchen, spa-inspired baths, a finished lower level with a 4th bedroom, new

    Carrie Mock Engel & Völkers Annapolis

    112 Melvin Ave, Annapolis, MD 21401
  • /18

    $445,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1955 Marconi Cir, Annapolis, MD 21401

    Heritage Harbour a 55 plus community. Welcome Home to 1955 Marconi Cir. This two bedroom two bath home with garage offers low maintenance one level living. As you enter from the covered front porch, you'll notice the high vaulted ceilings and lovely hardwood floors throughout. Custom shutters have been added on all windows and slider. Both bedrooms are generous in size. The primary bedroom

    Nancy Smith Coldwell Banker Realty

    1955 Marconi Cir, Annapolis, MD 21401
  • /58

    $585,000

    • 3 Beds
    • 4 Baths
    • 2,000 Sq Ft

    321 Bulwark Aly, Annapolis, MD 21401

    Lovely and spacious 3-bedroom townhome in the sought-after Admirals View community! This beautifully maintained home features 2 full baths and 2 half baths, a gourmet kitchen with granite countertops, stainless steel appliances, double ovens, and an extra-large pantry. Enjoy effortless indoor/outdoor living with a deck off the kitchen, perfect for grilling and entertaining.The open main level

    Kathleen Armiger Coldwell Banker Realty

    321 Bulwark Aly, Annapolis, MD 21401
  • /39

    $615,000

    • 3 Beds
    • 4 Baths
    • 2,000 Sq Ft

    328 Bulwark Aly, Annapolis, MD 21401

    Welcome to this beautifully maintained 3 level end unit garage townhome in the sought after community of Admirals View. This sunny and spacious 3 BR, 4 BA residence offers the perfect combination of comfort, style and convenience. Step inside to find gleaming hardwood floors on lower and main levels, complemented by neutral carpeting on the upper level. The bright, open kitchen features granite

    Moe Farley Coldwell Banker Realty

    328 Bulwark Aly, Annapolis, MD 21401
  • /61

    $1,375,000

    • 4 Beds
    • 3 Baths
    • 2,649 Sq Ft

    165 King George St, Annapolis, MD 21401

    There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while

    Michele Michael CENTURY 21 New Millennium

    165 King George St, Annapolis, MD 21401
  • /25

    $489,900

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    1984 Marconi Cir, Annapolis, MD 21401

    Perfect Heritage Harbour Location. Lovely end of row unit with additional daylight throughout the home. The home has been professionally painted to neutral colors, and new carpet installed. The kitchen has granite counters and Stainless Appliances. There is a spacious deck in the rear with a rectractable awning. One-time Recreation Fee of $2,075 for your community amenities.

    Michael Johnson Marathon Real Estate

    1984 Marconi Cir, Annapolis, MD 21401
  • /39

    $525,000

    • 2 Beds
    • 2 Baths
    • 1,485 Sq Ft

    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401

    This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style.Inside, you’ll find beautiful hardwood floors, soaring 10-foot ceilings, and elegant granite countertops

    David Yee Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401
  • /33

    $595,000

    • 4 Beds
    • 2.5 Baths
    • 1,812 Sq Ft

    950 Bermuda Ln, Annapolis, MD 21401

    Step into the heart of Heritage Harbour, a community where comfort, convenience, and a welcoming lifestyle come together. Tucked in a well-kept cul-de-sac, this beautifully maintained home offers a warm and inviting arrival from the moment you enter. Fresh interior paint brightens the entire home and provides a clean, move-in ready setting. The thoughtfully designed layout places the kitchen just

    Clinton Auman EXP Realty, LLC

    950 Bermuda Ln, Annapolis, MD 21401
  • /30

    $399,999

    • 3 Beds
    • 2.5 Baths
    • 1,450 Sq Ft

    612 Severn Island Ct, Annapolis, MD 21401

    Open House: Saturday 12/27 from 12pm-2pm. & Sunday 12/28 from 12pm-2pmBeautifully well maintained and updated townhouse in the heart of Oxford Landing featuring 3 bedrooms, 3.5 baths, stainless steel appliances, new flooring throughout main level and upper level, granite countertops, recently painted in 2024, roof replaced in 2023. Living room has bay window, hallway bath with tiles. Primary

    LINH HANG Excel Realty Corp.

    612 Severn Island Ct, Annapolis, MD 21401
  • /32

    $339,900

    • 2 Beds
    • 2 Baths
    • 1,126 Sq Ft

    2155 Scotts Crossing Ct Unit 303, Annapolis, MD 21401

    Wow—this could be your new home! This bright and sunny top-floor penthouse condo offers an open floor plan with great natural light, a cozy fireplace for those relaxing evenings at home, and a balcony for you to enjoy your morning beverage.Recently refreshed in 2025, the home features brand-new wood-laminate floors, New light fixtures, beautifully refinished kitchen cabinets, new countertops,

    Betty Jans Berkshire Hathaway HomeServices PenFed Realty

    2155 Scotts Crossing Ct Unit 303, Annapolis, MD 21401
  • /44

    $884,999

    • 5 Beds
    • 3.5 Baths
    • 3,970 Sq Ft

    621 Wood Lot Trail Rd, Annapolis, MD 21401

    OPEN HOUSE SUNDAY- January 11th 2-4pm. New price adjustment so hurry in before it's gone! Come visit this well maintained, 5 bedroom, 3 and 1/2 bath gorgeous home located on 1.43 acres in the sought after community of The Ridges! This lovely home is situated in a wooded wonderland while still being close to all that Annapolis has to offer! As you enter, you'll immediately note the beauty and

    Kathryn Sullivan RE/MAX Distinctive Real Estate, Inc.

    621 Wood Lot Trail Rd, Annapolis, MD 21401
  • /41

    $949,900

    • 4 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    2942 Southaven Dr, Annapolis, MD 21401

    Just across the street from the water in Southaven, this Annapolis home offers the kind of space and flexibility that’s increasingly hard to find. Recently updated, the main level includes a renovated kitchen with quartz countertops, dual ovens, gas cooking, stainless steel appliances, and modern cabinetry. The main level also features a living room with built-in speakers, a dining room, an

    Erica Baker TTR Sotheby's International Realty

    2942 Southaven Dr, Annapolis, MD 21401
  • /53

    $769,900

    • 4 Beds
    • 3 Baths
    • 2,944 Sq Ft

    524 Ridge Rd, Annapolis, MD 21401

    Nestled in the serene enclave of Rolling Knolls, this exquisite contemporary residence offers a harmonious blend of luxury and comfort, set against a backdrop of lush trees and tranquil woods. Spanning an impressive 0.85 acres, the property is a private retreat, perfectly situated at the end of a peaceful cul-de-sac, ensuring both seclusion and a sense of community. Step inside to discover an

    John Kreamer Taylor Properties

    524 Ridge Rd, Annapolis, MD 21401
  • /92

    $3,750,000

    • 5 Beds
    • 3.5 Baths
    • 6,789 Sq Ft

    39 Southgate Ave, Annapolis, MD 21401

    This Murray Hill masterpiece is a 5-bedroom, 4 bathroom home that was originally built in 1913 and underwent a complete custom renovation a few years ago. Situated on a double lot on one of the most desirable streets in Annapolis. It blends formal sophistication with modern luxuries including an elevator! Offering rare private driveway, a two-car garage with separate storage room. Featuring over

    Glenn Sutton TTR Sotheby's International Realty

    39 Southgate Ave, Annapolis, MD 21401
  • /22

    $405,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    1808 Lincoln Dr, Annapolis, MD 21401

    Nestled in the charming Forest Villa neighborhood, this delightful ranch-style home offers a perfect blend of comfort and functionality. With 1,008 square feet of renovated and well-designed living space, this residence features three inviting bedrooms with new carpet flooring and an updated full bathroom with tub shower, ideal for both relaxation and everyday living. Step inside to discover an

    Gina Gargeu Century 21 Downtown

    1808 Lincoln Dr, Annapolis, MD 21401
  • /23

    $599,900

    • Studio
    • 2,300 Sq Ft

    212 Duke of Gloucester St, Annapolis, MD 21401

    Welcome to 212 Duke of Gloucester- a prime development opportunity in the heart of historic Annapolis-- Steps away from Church circle, this 2300 sqft split level property built in 1946 is ready for your vision. This property is ideal for visionary investors or developers seeking to create a signature residential, commercial, or mixed-use project. While the zoning is C2P which allows both

    Nicholas Pfisterer RE/MAX Advantage Realty

    212 Duke of Gloucester St, Annapolis, MD 21401
  • /60

    $769,000

    • 3 Beds
    • 2.5 Baths
    • 2,066 Sq Ft

    110 Marquise Ln, Annapolis, MD 21401

    Welcome to 110 Marquise Lane, Annapolis, MD, located in the highly desired Timber Creek community!This well-kept 3-bedroom, 2.5-bath home shows true pride of ownership throughout. The inviting interior has been lovingly maintained and offers comfortable living spaces ready for you to move right in. Step outside to the covered porch with electric and Trex decking, a beautiful addition that

    Jarnell Foster Benson & Mangold, LLC

    110 Marquise Ln, Annapolis, MD 21401

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