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Homes for Sale in 21403

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  • /68

    $2,300,000

    • 3 Beds
    • 3.5 Baths
    • 3,086 Sq Ft

    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403

    Welcome to an exceptional four level townhome in the coveted Village of Chesapeake Harbour in Annapolis, where every floor captures sweeping views of the Severn River and the iconic Chesapeake Bay Bridge. An elevator services all levels, offering both convenience and comfort while enhancing the ease of everyday living. Multiple balconies and decks invite you to step outside and take in sunrise

    Stacey Stracke Douglas Realty, LLC

    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
  • /2

    $410,000 Open House 3/07

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

    1136 Lake Heron Dr, Annapolis, MD 21403

    Fall in love with this stylish Annapolis condo featuring 2 spacious bedrooms, 2 beautifully updated baths, a dramatic floor-to-ceiling stone fireplace, and sun-filled open living spaces that flow seamlessly to a private balcony—perfect for entertaining. The kitchen shines with quartz countertops and tile backsplash, while a versatile loft offers ideal space for a home office or family room. The

    Christine Tomlinson EXP Realty, LLC

    1136 Lake Heron Dr, Annapolis, MD 21403
  • /10

    $1,895,000

    • Land
    • 0.22 Acre
    • $8,613,636 per Acre

    48 E Lake Dr, Annapolis, MD 21403

    Last available opportunity for a buildable Waterfront lot on Lake Ogleton in the coveted community of Bay Ridge in Annapolis! This .22 acre lot has been in the same family for the past 58 years and is coming to market for the first time. With 57 feet of waterfrontage on the sparkling shores of Lake Ogleton, the possibilities are endless for building the waterfront home of your dreams! This

    Brad Kappel TTR Sotheby's International Realty

    48 E Lake Dr, Annapolis, MD 21403
  • /2

    $365,000 Coming Soon

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

    10 Ironstone Ct Unit D, Annapolis, MD 21403

    Agent Photo

    Sandy Wing

    RE/MAX Leading Edge

    (410) 970-3653

    10 Ironstone Ct Unit D, Annapolis, MD 21403
  • /54

    $645,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 4 Baths
    • 2,138 Sq Ft

    202 Landmesser Aly, Annapolis, MD 21403

    Tucked within the private enclave of Primrose Hill, 202 Landmesser Aly offers the best of Annapolis living in a home just 7 years old, truly showing like new construction. This residence features a welcoming entrance on the main living level, allowing you and your guests to step directly into the heart of the home. The beautifully maintained interior includes 3 bedrooms, 2 full baths, and 2 half

    Jennifer Holden Compass

    202 Landmesser Aly, Annapolis, MD 21403
  • /20

    $390,000

    • 2 Beds
    • 2.5 Baths
    • 1,319 Sq Ft

    933 Breakwater Dr, Annapolis, MD 21403

    Spacious townhouse offering comfortable living in a prime location. The main level features a cozy living room with a wood-burning fireplace and access to the backyard, a dedicated dining area, and a fully equipped kitchen with all major appliances, ample cabinet storage, and generous counter space. Upstairs includes two large bedrooms, each with a private full bathroom, plus a convenient laundry

    Agent Photo

    Scott Smolen

    RE/MAX Leading Edge

    (443) 323-0308

    933 Breakwater Dr, Annapolis, MD 21403
  • /7

    $3,300,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,286 Sq Ft

    113 Bay Dr, Annapolis, MD 21403

    *****************Bay Ridge Coastal Retreat | Annapolis Waterfront Elegance******************************Welcome to one of the most coveted addresses in Annapolis, set in the sought-after waterfront community of Bay Ridge. This exceptional property rests on a level, manicured lot with sweeping views of the Chesapeake Bay -- offering a front-row seat to some of the region's most breathtaking

    Thomas Hennerty NetRealtyNow.com, LLC

    113 Bay Dr, Annapolis, MD 21403
  • /2

    $560,000 Open House 3/08

    • 3 Beds
    • 4 Baths
    • 2,070 Sq Ft

    19 Spindrift Way, Annapolis, MD 21403

    Welcome to this perfectly appointed three-level townhome offering over 2,000 square feet of beautifully finished living space, where timeless elegance meets modern comfort—all in a prime Annapolis location.From the moment you enter, you’re greeted by a light-filled foyer with ample storage and direct access to the attached one-car garage. The lower level features a spacious family room or

    Ashley Sebastionelli Omnia Real Estate LLC

    19 Spindrift Way, Annapolis, MD 21403
  • /42

    $749,900

    • 4 Beds
    • 2.5 Baths
    • 2,668 Sq Ft

    303 Pytchley Run, Annapolis, MD 21403

    Welcome to 303 Pytchley Run, located in the highly sought-after Hunt Meadow community in Annapolis. This spacious 4-bedroom, 2.5-bath home offers a wonderful blend of comfort, functionality, and timeless appeal. The thoughtfully designed layout features generous living spaces, abundant natural light, and excellent flow for both everyday living and entertaining. The home includes a two-car garage

    Lisa Boyer Hubble Bisbee Christie's International Real Estate

    303 Pytchley Run, Annapolis, MD 21403
  • /43

    $549,000

    • 4 Beds
    • 3 Baths
    • 2,172 Sq Ft

    1011 Hanson St, Annapolis, MD 21403

    Freshly updated 4BR. 3BA home with a bright, open main level and great indoor/outdoor flow. New paint throughout, recessed lighting, and refinished hardwoods create a clean, move-in ready feel. The main level offers a spacious living room, dining area, and an updated kitchen with stainless appliances and generous cabinet space. Primary bedroom plus two additional bedrooms on the main level,

    Cihan Baysal Long & Foster Real Estate, Inc.

    1011 Hanson St, Annapolis, MD 21403
  • /51

    $515,000

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    312 Severn Ave, Annapolis, MD 21403

    Welcome to 312 Severn Ave., Unit W405, where the charm of Eastport living meets modern comfort at Tecumseh on Spa Creek. This bright and inviting one-bedroom loft condo features an open-concept design with soaring vaulted ceilings, a striking brick fireplace, and a thoughtfully crafted loft layout that maximizes both space and style. Located on the fourth floor with convenient elevator access,

    Dayna Blumel Compass

    312 Severn Ave, Annapolis, MD 21403
  • /49

    $485,000

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    312 Severn Ave Unit W-401, Annapolis, MD 21403

    Perched on the top floor of The Tecumseh, Maryland’s first condominium building, this two-level loft offers beautiful water views and an exceptional Eastport lifestyle. W401 overlooks Spa Creek with views of Ego Alley, the community marina, and Severn Avenue. This 1-bedroom, 1-bath residence features an open-concept main level with living and dining areas, a well-equipped kitchen, mechanical

    Ashley Stanwick Coldwell Banker Realty

    312 Severn Ave Unit W-401, Annapolis, MD 21403
  • /53

    $505,000

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    312 Severn Ave, Annapolis, MD 21403

    Welcome to 312 Severn Ave., Unit 407, where the charm of Eastport living meets modern comfort in the highly desirable Tecumseh building on Spa Creek. This bright and inviting 1-bedroom loft condo features an open floor plan with soaring vaulted ceilings, exposed beams, and refinished beautiful parquet wood floors. The living area is highlighted by a striking brick fireplace and dramatic high

    Dayna Blumel Compass

    312 Severn Ave, Annapolis, MD 21403
  • /3

    $529,000 Coming Soon

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft

    503 Harbor Dr, Annapolis, MD 21403

    Nestled in the charming Hillsmere Estates, this home is on an oversize large corner lot. **NEW** Roof. The partially finished basement provides additional space for recreation or relaxation. Enjoy private access for swimming, boating, kayaking, or simply soaking in the stunning waterfront views along the community beach. The community fosters a love for the outdoors, with nearby parks (Quiet

    Janice Tippett Berkshire Hathaway HomeServices PenFed Realty

    503 Harbor Dr, Annapolis, MD 21403
  • /19

    $700,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft

    100 Carroll Dr, Annapolis, MD 21403

    Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis. The upper level features a completely renovated open-concept layout with a stunning kitchen showcasing new cabinetry, new appliances, countertops, and luxury vinyl flooring throughout, flowing seamlessly into the dining and

    Timothy Caropreso Keller Williams Flagship

    100 Carroll Dr, Annapolis, MD 21403
  • /59

    $1,385,000

    • 3 Beds
    • 3.5 Baths
    • 2,350 Sq Ft

    2154 Chesapeake Harbour Dr, Annapolis, MD 21403

    This marina-front townhome offers beautiful views of the Chesapeake Harbour marina and the Chesapeake Bay, with an open, light-filled floor plan that embraces the waterfront setting. Sunlight fills the main level, where refinished hardwood floors and open living and dining spaces create a natural gathering place for both relaxed everyday living and entertaining. The kitchen has been enhanced with

    Julie Katcef Engel & Völkers Annapolis

    2154 Chesapeake Harbour Dr, Annapolis, MD 21403
  • /2

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    8 Wellington Place, Annapolis, MD 21403

    Welcome to 8 Wellington Place in Annapolis! This 3-bedroom, 1.5-bath home offers a greatopportunity to make it your own. Featuring a functional layout with a bright living area, anefficiently designed kitchen, and convenient main-level half bath. The home provides solidbones and plenty of potential.Upstairs you’ll find three comfortable bedrooms and a full bath. The basement adds

    BILLY ANDERSON Douglas Realty LLC

    8 Wellington Place, Annapolis, MD 21403
  • /40

    $1,730,000 Coming Soon

    • 4 Beds
    • 4.5 Baths
    • 3,865 Sq Ft

    2656A Queen Anne Cir, Annapolis, MD 21403

    Nestled amongst the trees in the amenities rich Annapolis Roads community this 4 bedroom, 4.5 bath with 3,400 sq ft of living space has everything needed in a waterfront home! Discover the ultimate waterfront lifestyle with your own private pier on Lake Ogleton featuring 4’ MLW —providing seamless access to the Lake or out to the Chesapeake Bay for sailing, fishing, crabbing, or simply enjoying

    Brad Kappel TTR Sotheby's International Realty

    2656A Queen Anne Cir, Annapolis, MD 21403
  • /2

    $715,000 Coming Soon

    • 5 Beds
    • 3 Baths
    • 3,110 Sq Ft

    326 Cedar Ln, Annapolis, MD 21403

    Professional Photography as well as remarks, coming soon.

    Ryan Briggs Anne Arundel Properties, Inc.

    326 Cedar Ln, Annapolis, MD 21403
  • /18

    $800,000 Open House 3/07

    • 5 Beds
    • 3 Baths
    • 2,600 Sq Ft

    298 Edgemere Dr, Annapolis, MD 21403

    Something special is about to hit the market in one of Annapolis’ most loved water-privileged communities.5 bedrooms. 3 full baths. Beautifully updated from top to bottom, inside and out. A full second kitchen with a private entrance offers ideal flexibility for an in-law suite, au pair, guests, or multi-generational living—without compromising the flow of the main home. The kind of property

    Wendy Oliver Coldwell Banker Realty

    298 Edgemere Dr, Annapolis, MD 21403
  • /22

    $775,000 Coming Soon

    • 2 Beds
    • 1 Bath

    301 Burnside St, Annapolis, MD 21403

    THE BEST OF WATERFRONT LIVING AND THE BEST VIEWS IN THE DEVELOPMENT with year-round views of Spa Creek in the Sought After, Gated Community, THE YACHT CLUB CONDOMINIUMS! Enjoy the ultimate Annapolis Lifestyle where you can dine dockside, paddleboard at sunrise and take a dip in the waterside pool. The Community Amenities elevate the experience with a clubroom, fitness area with shower facilities,

    Joan Eisenhardt RE/MAX Executive

    301 Burnside St, Annapolis, MD 21403
  • /29

    $950,000 New Construction

    • 5 Beds
    • 3 Baths
    • 2,330 Sq Ft

    148 Jefferson St, Annapolis, MD 21403

    Perfectly positioned in Eastport, Annapolis, just moments from downtown, this brand-new home places you in the heart of it all: boat shows, waterfront dinners, parades, morning coffee walks, and sunset strolls along the harbor. Leave the car behind and lean into the Annapolis lifestyle. Inside, the home blends modern design with thoughtful flexibility. With 5 bedrooms and 3 full baths, including

    Kevin Brown Long & Foster Real Estate, Inc.

    148 Jefferson St, Annapolis, MD 21403
  • /60

    $1,545,000

    • 4 Beds
    • 4.5 Baths
    • 3,779 Sq Ft

    1109 Boucher Ave, Annapolis, MD 21403

    Greet neighbors from the front porch or entertain them on the private, fenced rear patio. This classically designed home offers high ceilings, two gas fireplaces, updated kitchen and baths and a floor plan that allows for intimate gatherings or lavish dinner parties. Light floods all the rooms including the 4 upper level(3 ensuite) bedrooms, one with a balcony. The laundry is conveniently located

    Stealey Ashley Coldwell Banker Realty

    1109 Boucher Ave, Annapolis, MD 21403
  • /35

    $685,000

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

    7022 Channel Village Ct Unit 101, Annapolis, MD 21403

    Look no further! Welcome to Chesapeake Harbour, one of Annapolis' most sought after waterfront communities. This beautifully renovated 2 BR | 2 BA | 1200 SF condo on the second level is truly turn key offering over $100K in high end improvements crafted with top of the line materials throughout. Enjoy stunning tranquil marina views from your deck and living space, creating a peaceful coastal

    Moe Farley Coldwell Banker Realty

    7022 Channel Village Ct Unit 101, Annapolis, MD 21403
  • /45

    $3,190,000

    • 2 Beds
    • 2.5 Baths
    • 1,938 Sq Ft

    289 State St Unit 4, Annapolis, MD 21403

    A new standard of waterfront living unfolds at the South Annapolis Yacht Centre, a boutique enclave of just eleven luxury residences rising along the edge of Spa Creek where Eastport’s maritime heritage meets modern design. Set within this celebrated marina village, Residence #4 is a rare two-level duplex that captures the beauty of the water and the energy of downtown Annapolis from every

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    (410) 397-5934

    289 State St Unit 4, Annapolis, MD 21403
  • /2

    $389,900 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    4 Boxwood Rd, Annapolis, MD 21403

    Located at the corner of Spa Road and Boxwood Drive, this property offers an excellent Annapolis location with convenient access to downtown, shopping, dining, and major commuter routes. The home sits on a prominent corner lot and presents a great opportunity for investors, builders, or buyers looking to renovate and customize a home to their own vision. The property is in need of significant

    Rick Gloekler RE/MAX Executive

    4 Boxwood Rd, Annapolis, MD 21403
  • /44

    $629,950

    • 3 Beds
    • 2 Baths
    • 1,295 Sq Ft

    755 Fairview Ave Unit 755 D, Annapolis, MD 21403

    WELCOME HOME!This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool.This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring

    Carey Laycock RE/MAX Leading Edge

    755 Fairview Ave Unit 755 D, Annapolis, MD 21403
  • /33

    $549,000

    • 3 Beds
    • 2 Baths
    • 1,784 Sq Ft

    1040 Hyde Park Dr, Annapolis, MD 21403

    Tucked at the end of a quiet cul-de-sac, 1040 Hyde Park Drive offers the kind of everyday ease most listings miss. Located in a neighborhood known for its quiet charm and real community feel, this move-in ready home pairs comfort with calm. Inside, you’ll find updates that actually matter: a newly paved driveway, fresh gutters, an upgraded dishwasher, and a clean, modern backsplash that brings a

    Erika I Garcia Real Broker, LLC - Annapolis

    1040 Hyde Park Dr, Annapolis, MD 21403
  • /32

    $449,900

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    1106 Brashears St, Annapolis, MD 21403

    Enjoy the ease of single-level living with a functional layout, while also benefiting from exceptional expansion potential—build up, build out, or create the outdoor space of your dreams. The generous lot provides flexibility for future potential improvements, whether that’s additional living space, a garage, or enhanced outdoor entertaining. Located just minutes from shops, restaurants, marinas,

    Matthew Wyble Next Step Realty

    1106 Brashears St, Annapolis, MD 21403
  • /69

    $649,000

    • 4 Beds
    • 2.5 Baths
    • 1,580 Sq Ft

    40 Windwhisper Ln, Annapolis, MD 21403

    Welcome to 40 Windwhisper Lane, Updated 4 bedroom and 2.5 bath home, including a bedroom and half bath conveniently located on the main level. Enjoy an updated kitchen and numerous renovations throughout, complemented by fresh new paint, lighting, and moldings. Other updates include the upper-level primary bathroom, New HVAC & Hot Water Heater. Outside, you’ll love the fully fenced backyard, back

    Joanna Dalton Coldwell Banker Realty

    40 Windwhisper Ln, Annapolis, MD 21403
  • /30

    $419,000

    • 2 Beds
    • 3.5 Baths
    • 1,304 Sq Ft

    21 Muir Woods Ct, Annapolis, MD 21403

    Located in the landings community in Annapolis, Md, this charming and beautifully updated 2-bedroom, 3.5-bath townhouse with large basement offers comfort, style, and thoughtful upgrades. Recent updates include a beautifully renovated bathroom, updated kitchen, new appliances, custom closet organization system, new carpet, new hot water heater, Bahama shutters, and more. Step outside to enjoy a

    Agent Photo

    Annie Witte Raymond

    Coldwell Banker Realty

    (410) 883-7825

    21 Muir Woods Ct, Annapolis, MD 21403
  • /28

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,314 Sq Ft

    7 Silverwood Cir Unit 3, Annapolis, MD 21403

    2022 renovated condo with private patio overlooking park/green/open space. Thoughtfully designed 1300+sqft modernized open floorplan with flexible space. The open concept living room offers a variety of furniture placement options, with recessed lighting and a private patio for some outdoor living that overlooks the park like setting. Stainless-steel appliances. Tiled and Updated Bathrooms!

    Joie White Northrop Realty

    7 Silverwood Cir Unit 3, Annapolis, MD 21403
  • /91

    $899,000

    • 4 Beds
    • 3.5 Baths
    • 2,845 Sq Ft

    1009 Old Bay Ridge Rd, Annapolis, MD 21403

    Open House this Saturday Feb 7th from 2-4PM! Rare double-lot opportunity in water-privileged Annapolis Roads! This beautifully updated home at 1009 Old Bay Ridge Rd conveys with the adjoining parcel at 1011 Old Bay Ridge Rd for a combined 0.55 acres. Enjoy exceptional outdoor space, extensive hardscaping, ample parking, golf-putting green, and a large detached barn-style garage/outbuilding ideal

    Joanna Dalton Coldwell Banker Realty

    1009 Old Bay Ridge Rd, Annapolis, MD 21403
  • /8

    $995,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    105 Griscom Square Way, Annapolis, MD 21403

    Welcome to Eastport Estates at Griscom Square, a brand-new construction community of just 11 luxury single-family homes, located within one mile of downtown Eastport! Each residence showcases high-end finishes, spacious open-concept layouts, 9-foot ceilings, 4-5 Bedrooms, gourmet kitchen, modern baths, 2-car garages with private parking, and quality craftsmanship throughout, creating a truly

    Joanna Dalton Coldwell Banker Realty

    105 Griscom Square Way, Annapolis, MD 21403
  • /18

    $375,000

    • 2 Beds
    • 1 Bath
    • 989 Sq Ft

    790 Fairview Ave Unit 790 C, Annapolis, MD 21403

    Live the Severn House waterfront lifestyle. Enjoy a waterfront swimming pool with expansive patio and marina views, a small craft launch for kayaks, canoes, and paddleboards, pier access, grilling and picnic areas, EV charging stations, and beautifully maintained grounds along scenic Back Creek. Walk to restaurants, fitness options, and shopping, or hop the water taxi to Downtown Annapolis. This

    Deborah Laggini Long & Foster Real Estate, Inc.

    790 Fairview Ave Unit 790 C, Annapolis, MD 21403
  • /13

    $1,079,990 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,700 Sq Ft

    113 Stilly Way, Annapolis, MD 21403

    Spacious and elegant, this 4-bedroom, 4.5-bath home offers approximately 4,400 sq. ft., with the option to expand to 5,300 sq. ft. with a fourth level. The gourmet kitchen features double wall ovens (upper with air-fry), a 36" gas cooktop, and choice of cabinetry or stainless steel hood. Enjoy a sunroom, cozy fireplace, 9-foot ceilings on all levels, and a finished basement with full bath.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (410) 431-3849

    113 Stilly Way, Annapolis, MD 21403
  • /18

    $450,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,880 Sq Ft

    108 Conley Dr, Annapolis, MD 21403

    Sweet, cozy, and lovely home semi-detached house. 3 bedroom, 1 1/2 baths and semi finished basement, NEW ROOF 2023. Close to Truxtun Park and easy access to downtown Annapolis and US 50 HWY. GREAT OPPORTUNITY! Bring your best offer.

    Edilene Barros Keller Williams Select Realtors of Annapolis

    108 Conley Dr, Annapolis, MD 21403
  • /50

    $1,099,000

    • 2 Beds
    • 1.5 Baths
    • 2,942 Sq Ft

    200 Chesapeake Ave, Annapolis, MD 21403

    *** A must-see opportunity in the desirable Eastport Peninsula! This unique property features two attached dwellings in one, offering exceptional flexibility and income potential. The original dwelling, once a charming church, has been thoughtfully converted into a 2-bedroom, 1.5-bath home with an open-concept main level full of character and charm.The second dwelling, located at the rear, is

    Ashton Vessali Compass

    200 Chesapeake Ave, Annapolis, MD 21403
  • /46

    $849,900

    • 5 Beds
    • 3.5 Baths
    • 2,518 Sq Ft

    3233 Chrisland Dr, Annapolis, MD 21403

    Set within the sought-after, water privileged community of Annapolis Cove. This stately brick residence offers timeless style and serene connection to nature. Tucked away on the headwaters of Blackwater creek, the home enjoys private backyard framed by peaceful water views and lush natural surroundings. Morning light glimmers across the creek as blue herons and native birds glide by,

    Connie Cadwell Coldwell Banker Realty

    3233 Chrisland Dr, Annapolis, MD 21403
  • /34

    $235,000

    • 1 Bed
    • 1 Bath
    • 864 Sq Ft

    1233 Gemini Dr Unit C, Annapolis, MD 21403

    Experience the perfect blend of modern comfort and coastal convenience in this beautifully updated first-floor condo. Situated in the sought-after 21403 zip code, this home offers more than just a place to live. It offers a lifestyle tailored for those who value both style and peace of mind. This condo has been thoughtfully maintained with high-efficiency upgrades that you’ll feel in your wallet

    Mike Myslinski Kelly and Co Realty, LLC

    1233 Gemini Dr Unit C, Annapolis, MD 21403

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