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Homes for Sale in 21403

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  • /20

    $390,000

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

    933 Breakwater Dr, Annapolis, MD 21403

    This spacious and well-maintained townhouse offers comfortable living in a highly desirable Annapolis location. The main level features a welcoming living room centered around a classic wood-burning fireplace, creating a warm focal point and cozy atmosphere, while the French doors provide access to the backyard, allowing natural light to fill the space while offering an easy transition to outdoor

    Agent Photo

    Scott Smolen

    RE/MAX Leading Edge

    (443) 323-0308

    933 Breakwater Dr, Annapolis, MD 21403
  • /21

    $629,999

    • 4 Beds
    • 3.5 Baths
    • 2,560 Sq Ft

    79 Windwhisper Ln, Annapolis, MD 21403

    Motivated Sellers!! Price Just Improved!! Rare Opportunity in an Amazing Annapolis Neighborhood! Welcome to 79 Windwhisper. A beautiful 4 bedroom, 2500 sq foot, 3.5 bath home with an office, located in one of Annapolis’ most desirable neighborhoods. This well-maintained property offers numerous recent updates, including new carpet, hardwood flooring on main level, updated bathrooms, flooring,

    Agent Photo

    Kristen Quinn

    Realty Navigator

    (443) 402-3711

    79 Windwhisper Ln, 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
  • /44

    $3,145,000

    • 3 Beds
    • 2.5 Baths
    • 2,570 Sq Ft

    3307 Harness Creek Rd, Annapolis, MD 21403

    Welcome to 3307 Harness Creek Road: a Nantucket style, coastal home set on a private peninsula with spectacular water views, a serene backyard oasis and two deep-water piers on protected Harness Creek. This waterside gem, with 190 ft of waterfrontage, is situated directly across from Quiet Waters Park and offers quick access to the South River and the Chesapeake Bay.Inside, you’re greeted by

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    (410) 762-4260

    3307 Harness Creek Rd, Annapolis, MD 21403
  • /2

    $499,000 Coming Soon

    • 4 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    13 Alder Rd, Eastport, MD 21403

    Agent Photo

    Mr. K Oyedele

    Cornerstone Properties and Financial Services LLC

    (410) 376-5350

    13 Alder Rd, Eastport, MD 21403
  • /47

    $849,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,268 Sq Ft

    1116 Bay Ridge Ave, Annapolis, MD 21403

    This beautifully reimagined residence at 1116 Bay Ridge Avenue offers a sophisticated blend of classic Annapolis charm and high-end modern luxury. Located in a prime Eastport location, this home has been meticulously updated with a focus on quality craftsmanship and professional-grade amenities.The inviting exterior is defined by expert hardscaping and a welcoming stone walkway leading to a

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    Charles Dwayne Hoyt

    Berkshire Hathaway HomeServices PenFed Realty

    (410) 431-3528

    1116 Bay Ridge Ave, Annapolis, MD 21403
  • /2

    $540,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,754 Sq Ft

    111 Janwall St, Annapolis, MD 21403

    Charming 3-Bedroom Home on Quiet Cul-de-Sac Near Downtown Annapolis Welcome to this beautifully maintained 3-bedroom, 2.5-bath single-family home, perfectly situated on a peaceful cul-de-sac just minutes from downtown Annapolis. Offering a blend of comfort, convenience, and charm, this home is ideal for both relaxing and entertaining. Step inside to find a bright and inviting interior with a

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    Amy Juras

    Long & Foster Real Estate, Inc.

    (443) 940-6438

    111 Janwall St, Annapolis, MD 21403
  • /37

    $360,000

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    50 Hearthstone Ct, Annapolis, MD 21403

    NEW KITCHEN just installed! The eat-in kitchen has been updated with NEW tall, white kitchen cabinetry w/brushed bronze handles, NEW upgraded quartz countertops,NEW lighting, freshly painted, and boasts all stainless steel appliances including a gas range, french door refrigerator, dishwasher, and microwave—all installed within the past year. Enjoy Annapolis living with a community pool and

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    Sandy Wing

    RE/MAX Leading Edge

    (410) 989-4664

    50 Hearthstone Ct, Annapolis, MD 21403
  • /29

    $249,000

    • 2 Beds
    • 2 Baths
    • 956 Sq Ft

    203 Victor Pkwy Unit H, Annapolis, MD 21403

    Welcome to Fairwinds of Annapolis, this delightful 2nd floor 2-bedroom, 2-bathroom garden apartment offers a perfect blend of comfort and convenience. (Furnace 2021) The open kitchen floor plan invites you to experience a warm and inviting atmosphere, ideal for entertaining over the breakfast bar. Natural light floods the living spaces, creating a cozy ambiance. The neutral kitchen features a

    Agent Photo

    Elizabeth Penttinen

    Coldwell Banker Realty

    (443) 313-7960

    203 Victor Pkwy Unit H, Annapolis, MD 21403
  • /37

    $315,000

    • 1 Bed
    • 1 Bath
    • 756 Sq Ft

    796 Fairview Ave Unit 796 F, Annapolis, MD 21403

    Welcome to effortless waterfront living in the sought-after Severn House community! This charming 1-bedroom, 1-bath condo offers the perfect blend of tranquility and Annapolis lifestyle—whether you're paddleboarding out for your morning coffee, hopping on the water taxi for an evening in town, or enjoying sunset cruises from your own rented boat slip. Spend your days lounging by the waterfront

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    Jennifer Marsh

    Cummings & Co. Realtors

    (443) 364-2372

    796 Fairview Ave Unit 796 F, 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
  • /21

    $1,099,990 New Construction

    • 4 Beds
    • 3 Baths
    • 4,400 Sq Ft

    116 Stilly Way, Annapolis, MD 21403

    Backs to Quiet Waters Park! This spacious and elegant home offers 4 bedrooms, 3.5 bathrooms and approximately 4,400 sq. ft. of living space, with the option to expand to 5,300 sq. ft. by adding a fourth level. The gourmet kitchen features double wall ovens (with the upper oven including an air-fry option), a 36-inch gas cooktop and the choice of a cabinetry hood or stainless-steel chimney hood.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 222-1215

    116 Stilly Way, Annapolis, MD 21403
  • /70

    $750,000

    • 3 Beds
    • 3 Baths
    • 1,645 Sq Ft

    2018 Quay Village Ct Unit 201, Annapolis, MD 21403

    Welcome to an exceptional living experience at Chesapeake Harbour, where this well maintained 3 bedroom, 3 full bath condo offers not just a home but a lifestyle. Perfectly situated in a premium location, this residence boasts breathtaking views of the Bay Bridge and the sparkling waters of the Bay, providing a serene backdrop to your daily life. Step into a well-designed space that seamlessly

    Agent Photo

    Lorna Kaim

    Compass

    (410) 305-9422

    2018 Quay Village Ct Unit 201, Annapolis, MD 21403
  • /59

    $2,150,000

    • 3 Beds
    • 3.5 Baths
    • 2,566 Sq Ft

    400 Chesapeake Ave Unit 2-101, Annapolis, MD 21403

    Embrace the ease of true coastal living in this beautifully appointed home, ideally situated just a short stroll from the waterfront and the bustling center of Downtown Annapolis. Blending classic seaside charm with refined finishes, this meticulously curated home features stunning interiors, where every detail reflects superior craftsmanship and thoughtful design. Rich hardwood flooring, custom

    John Collins Long & Foster Real Estate, Inc.

    400 Chesapeake Ave Unit 2-101, Annapolis, MD 21403
  • /70

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,688 Sq Ft

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

    Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle!This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay.Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel

    William Brown Keller Williams Realty

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
  • /37

    $1,064,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,336 Sq Ft

    Fitzgerald Plan at Parkeside Preserve - Manor, Annapolis, MD 21403

    This expansive two-story home showcases a gracious design with abundant room to grow and entertain. Off the foyer is a formal dining room that complements the casual nook and breakfast room, plus a gourmet kitchen and a Great Room with a charming fireplace. On the second floor is a loft surrounded by three secondary bedrooms and a luxurious owner’s suite with a spa-style bathroom. A lower-level

    Lennar Builder
    201 Bonny Way Unit 36036624, Annapolis, MD 21403
  • /28

    $565,000

    • 2 Beds
    • 2 Baths
    • 1,489 Sq Ft

    2010 Quay Village Ct Unit 201, Annapolis, MD 21403

    Watch sunrises over the Chesapeake Bay from this airy condo in amenity-rich Chesapeake Harbour. Updated and larger than many other two-bedroom units, this second-floor condo includes a spacious loft - ideal as a family room, home office, or third bedroom. The vaulted living room ceiling, skylights, and sliding doors bring the outdoors in while showcasing bucolic views of the water and nearby

    Sarah Greenlee Morse TTR Sotheby's International Realty

    2010 Quay Village Ct Unit 201, Annapolis, MD 21403
  • /59

    $1,529,000

    • 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 lower level offers a cozy

    Stealey Ashley Coldwell Banker Realty

    1109 Boucher Ave, Annapolis, MD 21403
  • /73

    $924,900

    • 5 Beds
    • 4.5 Baths
    • 3,978 Sq Ft

    52 Primrose Hill Ln, Annapolis, MD 21403

    Modern accents meet classic Georgian design in a downtown Annapolis private enclave of customized homes. Monthly neighborhood get togethers, progressive dinners, holiday celebrations and lovingly curated green spaces for outdoor living. Self managed HOA includes yard care and snow removal for lock and leave convenience. If you’re looking for rolling acres with grass to cut weeds to pull beds to

    Richard Curtis Curtis Real Estate Company

    52 Primrose Hill Ln, Annapolis, MD 21403
  • /29

    $925,000 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
  • /57

    $895,000

    • 5 Beds
    • 2.5 Baths
    • 2,059 Sq Ft

    1106 Mainsail Dr, Annapolis, MD 21403

    At last, the one you've been waiting for. A beautiful home in a waterfront community. Move right in and start enjoying the Annapolis lifestyle. Anchorage is an amenity filled waterfront community in which the yearly HOA fee includes the use of a boat slip, community pool and more.This characterful 5 bedroom 2 1/2 bath home has approximately 2,354SF of living space and has been renovated

    Jill Windsor Long & Foster Real Estate, Inc.

    1106 Mainsail Dr, Annapolis, MD 21403
  • /66

    $835,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,980 Sq Ft

    2642 Queen Anne Cir, Annapolis, MD 21403

    Welcome to Annapolis Roads! This well-maintained contemporary residence offers approximately 3,000 square feet of bright, open living space with vaulted ceilings and abundant natural light. Enjoy wooded and water views with expansive windows throughout the home. Relax in the spacious great room, featuring hardwood floors, wraparound windows, and a cozy wood stove. The updated chef's kitchen

    Melanie Wood Berkshire Hathaway HomeServices PenFed Realty

    2642 Queen Anne Cir, Annapolis, MD 21403
  • /39

    $675,000

    • 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
  • /50

    $999,900

    • 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
  • /34

    $482,000

    • 1 Bed
    • 1 Bath
    • 525 Sq Ft

    316 Burnside St Unit 203, Annapolis, MD 21403

    Welcome to the sought-after Newport Condominiums in Eastport, where coastal charm meets walkable Annapolis living. This beautifully updated 1 bedroom, 1 bath second-floor condo offers natural light, custom updates, and a coveted location just steps from Spa Creek and downtown Annapolis.The bright and inviting interior features built-in cabinetry, replaced windows, and stylish new light

    Jeannie Miller Long & Foster Real Estate, Inc.

    316 Burnside St Unit 203, 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
  • /2

    $895,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,145 Sq Ft

    3135 Anchorage Dr, Annapolis, MD 21403

    Coming Soon!

    Bob Lucido Keller Williams Lucido Agency

    3135 Anchorage Dr, 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
  • /24

    $975,000

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    509 Chesapeake Ave, Annapolis, MD 21403

    Located just moments from the shoreline, 509 Chesapeake Ave presents a rare opportunity to secure a 4-bedroom, 2-bath single-family home in one of Annapolis’s most desirable waterfront-adjacent areas. Whether you’re an investor searching for your next project or a homeowner ready to create your dream coastal retreat, this property offers incredible potential. The home features a spacious layout

    Kayla Ziegenhein LPT Realty, LLC

    509 Chesapeake Ave, Annapolis, MD 21403
  • /52

    $850,000

    • 5 Beds
    • 4.5 Baths
    • 3,144 Sq Ft

    3280 Arundel on The Bay Rd, Annapolis, MD 21403

    Significant Price Improvement!! A rare opportunity! Priced to sell, won't last long. Welcome to this beautifully maintained 5 bed, 4.5 bath, colonial home situated on almost a half of acre and only 2 blocks to the Chesapeake Bay where you can hear the sounds of the ships passing by in your backyard! Located in the very desirable and relaxed Oyster Harbor Community. This move-in ready home

    Deanna Marshall The KW Collective

    3280 Arundel on The Bay Rd, Annapolis, MD 21403
  • /50

    $3,850,000

    • 6 Beds
    • 4.5 Baths
    • 3,818 Sq Ft

    2 River Dr, Annapolis, MD 21403

    2 River with its stunning water views of the Severn River and of the Chesapeake Bay epitomizes the Annapolis Lifestyle! Located in this beloved multi-generational community of Bay Ridge, this exquisitely renovated classic home seamlessly blends the timeless updates and fabulous original detail such as leaded glass windows and brass chandeliers. The main level has the most incredible, breezy

    Alex Tower Sears TTR Sotheby's International Realty

    2 River Dr, Annapolis, MD 21403
  • /21

    $350,000

    • 2 Beds
    • 1.5 Baths
    • 1,222 Sq Ft

    48 Rockwell Ct, Annapolis, MD 21403

    This is a great opportunity to get into Annapolis at an affordable price! Welcome to 48 Rockwell Ct, conveniently located in the Painters Hill community—just a short stroll to Downtown Annapolis and moments from Rt 665, Rt 50, West St, Annapolis Harbour Center, Annapolis Mall, and so much more. The layout is simple, spacious, and efficient—offering everything you need and nothing you don’t.

    Joshua Shapiro Douglas Realty, LLC

    48 Rockwell Ct, 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

    $98,000

    • Land
    • 0.16 Acre
    • $612,500 per Acre

    1012 Carrs Rd, Annapolis, MD 21403

    Level lot, 2017 perc evaluation indicated a possible home up to a 2,500 sq ft . Buyer to verify all information.

    John Freeman Coldwell Banker Realty

    1012 Carrs Rd, Annapolis, MD 21403
  • /50

    $2,350,000

    • 3 Beds
    • 3.5 Baths
    • 3,550 Sq Ft

    198 Acton Rd, Annapolis, MD 21403

    Experience the best of waterfront living with easy water access to historic Annapolis, Eastport, and the Chesapeake Bay. Perfectly sited in a protected area on Spa Creek, this eco-friendly contemporary home was designed by architect Gary S. Schwerzler of Fourth Street Design Studio and built by Blueford Contracting.Set on a quarter of an acre and surrounded by lush native landscaping, the

    Sarah Greenlee Morse TTR Sotheby's International Realty

    198 Acton Rd, Annapolis, MD 21403
  • /30

    $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. This property will go active on Thursday April, 9th 2026.

    Ryan Briggs Anne Arundel Properties, Inc.

    326 Cedar Ln, Annapolis, MD 21403
  • /67

    $3,495,000

    • 5 Beds
    • 5.5 Baths
    • 4,204 Sq Ft

    90 E Lake Dr, Annapolis, MD 21403

    Come explore the shores of Bay Ridge. As Annapolis's premiere waterfront community, Bay Ridge boasts an Olympic-sized swimming pool, a marina with 120 slips, and a private clubhouse. Serving as home to the Chesapeake Bay Foundation, this community stewards and embodies all of the finer aspects of living on the Chesapeake. With miles of shoreline, private beaches, and breathtaking views, Bay Ridge

    Colleen Smith EXP Realty, LLC

    90 E Lake Dr, Annapolis, MD 21403
  • /59

    $649,000

    • 4 Beds
    • 2 Baths
    • 1,935 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
  • /38

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    30 Hearthstone Ct Unit J, Annapolis, MD 21403

    OPEN SAT 04/04, 12-3 . PARK IN SPOT #12 RIGHT IN FRONT. Welcome to this beautifully maintained 2-bedroom, 2-bath condominium in the desirable Annapolis Overlook community, offering 1,376 square feet of comfortable living space. This inviting home features warm wood flooring and a cozy wood-burning fireplace, creating the perfect setting for both everyday living and relaxing evenings. Step outside

    Billy Barr Keller Williams Realty Delmarva

    30 Hearthstone Ct Unit J, Annapolis, MD 21403
  • /16

    $159,000

    • Land
    • 0.26 Acre
    • $611,538 per Acre

    1217 Cross Rd, Annapolis, MD 21403

    Great opportunity to build and live in the well established area of Oyster Harbor! Located on the quiet Cross Rd. location, this lot provides a great opportunity to live in a great location. See the attached documents for additional information and feel free to call and discuss at anytime.

    Vincent Payne Realty Navigator

    1217 Cross Rd, Annapolis, MD 21403

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