283

Homes for Sale near Key School

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  • 2701 Ogleton Rd, Annapolis, MD 21403
    2701 Ogleton Rd, Annapolis, MD 21403
    2701 Ogleton Rd, Annapolis, MD 21403
    /48

    $874,000

    Open Sun 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,976 Sq Ft

    2701 Ogleton Rd, Annapolis, MD 21403

    Tucked among mature trees in the sought-after community of Annapolis Roads, this beautifully updated home offers the perfect blend of privacy, modern upgrades, and timeless charm. Set on a picturesque wooded lot, the property welcomes you with a massive wraparound porch—an ideal place to enjoy your morning coffee, entertain guests, or unwind while taking in the peaceful views of the surrounding

    Justin Kennedy Samson Properties

    2701 Ogleton Rd, Annapolis, MD 21403
  • 2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
    /55

    $1,595,000

    • 3 Beds
    • 3.5 Baths
    • 2,307 Sq Ft

    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403

    Set elegantly along the marina within the prestigious Chesapeake Harbour, this waterfront townhouse presents a refined composition of craftsmanship, material integrity, and coastal elegance. Moments from the historic charm of Annapolis and the open horizon of the Chesapeake Bay, the residence captures a rare harmony between luxury living and a serene waterfront setting.The interiors reveal a

    Alexander Esfahani Coldwell Banker Realty - Washington

    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
  • 278 Hillsmere Dr, Annapolis, MD 21403
    278 Hillsmere Dr, Annapolis, MD 21403
    /2

    $999,000

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 1,506 Sq Ft

    278 Hillsmere Dr, Annapolis, MD 21403

    4 bedrooms, 3 baths with an open, airy floor planLarge kitchen with generous prep space and modern appliancesPropane fireplace in the living roomLower-level suite with bedroom, full bath, a huge great room, laundry room, and two additional flex roomsOutdoor LivingMassive covered deck spanning the entire length of the home — perfect for year‐round entertainingWalkout lower

    Tommy Eicher Coldwell Banker Realty

    278 Hillsmere Dr, Annapolis, MD 21403
  • 3160 Rolling Rd, Edgewater, MD 21037
    3160 Rolling Rd, Edgewater, MD 21037
    3160 Rolling Rd, Edgewater, MD 21037
    /62

    $700,000

    • 4 Beds
    • 3 Baths
    • 2,329 Sq Ft

    3160 Rolling Rd, Edgewater, MD 21037

    Now offered at $700,000.Proudly owned and meticulously maintained by the original owner, this 4-bedroom, 3-bath split-level home is nestled on a private 1.08-acre cul-de-sac lot in the sought-after water-privileged community of Withernsea. Recent updates include new carpet in the lower-level family room, new glass in the front picture window, and a new front door. The functional layout offers

    Wendy Foard Coastal Realty Maryland

    3160 Rolling Rd, Edgewater, MD 21037
  • 3904 Dogwood Trail, Edgewater, MD 21037
    3904 Dogwood Trail, Edgewater, MD 21037
    3904 Dogwood Trail, Edgewater, MD 21037
    /37

    $850,000

    • 2 Beds
    • 2 Baths
    • 990 Sq Ft

    3904 Dogwood Trail, Edgewater, MD 21037

    Spectacular .45 acre waterfront gem just off the South River in the sought after Shoreham Beach community! Arrive by car or by boat, and enjoy the private dock for boating, fishing, crabbing, viewing the AMAZING sunsets and seasonal fireworks displays. Enter the front of the home on the waterfront side into the sunroom with beautiful waterviews. The main level living room features a bay window

    Missy Raffa RE/MAX Realty Group

    3904 Dogwood Trail, Edgewater, MD 21037
  • 122 Mulberry Ct, Edgewater, MD 21037
    122 Mulberry Ct, Edgewater, MD 21037
    122 Mulberry Ct, Edgewater, MD 21037
    /3

    $285,000

    • Land
    • 14,810 Sq Ft
    • $838,235 per Acre

    122 Mulberry Ct, Edgewater, MD 21037

    Beautiful, corner lot located in the heart of Edgewater! It's the perfect spot to build your dream home... Lot is flat, open and in close proximity to public sewer and public water access. Enjoy the convenience of being just minutes from shops, restaurants, local parks in this vibrant town while also maintaining close proximity to Annapolis and major commuter highways. Combining neighborhood

    Sarah Myer Long & Foster Real Estate, Inc.

    122 Mulberry Ct, Edgewater, MD 21037
  • 3733 Thomas Point Rd, Annapolis, MD 21403
    3733 Thomas Point Rd, Annapolis, MD 21403
    3733 Thomas Point Rd, Annapolis, MD 21403
    /46

    $2,980,000

    • 5 Beds
    • 4.5 Baths
    • 5,082 Sq Ft

    3733 Thomas Point Rd, Annapolis, MD 21403

    Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the

    Brad Kappel TTR Sotheby's International Realty

    3733 Thomas Point Rd, Annapolis, MD 21403
  • 40 Greystone Ct Unit L, Annapolis, MD 21403
    40 Greystone Ct Unit L, Annapolis, MD 21403
    40 Greystone Ct Unit L, Annapolis, MD 21403
    /40

    $299,900

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,229 Sq Ft

    40 Greystone Ct Unit L, Annapolis, MD 21403

    Welcome to this fully renovated penthouse condo in the highly desirable Annapolis Overlook community. This spacious 2-bedroom, 2-bath residence features soaring 10-foot ceilings in the main living area, creating an airy, open feel filled with natural light, along with a cozy wood-burning fireplace perfect for cooler evenings. The thoughtfully designed open-concept layout flows seamlessly from the

    Kara Shaffer Engel & Völkers Annapolis

    40 Greystone Ct Unit L, Annapolis, MD 21403
  • 211 N Pindell Ave, Annapolis, MD 21401
    211 N Pindell Ave, Annapolis, MD 21401
    211 N Pindell Ave, Annapolis, MD 21401
    /39

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 4,497 Sq Ft

    211 N Pindell Ave, Annapolis, MD 21401

    Tucked just off Poplar Trail, 211 Pindell Avenue is a classic brick rancher that lives far larger than expected—4,497 square feet of light-filled, entertainer-ready space waiting to be enjoyed. Inside, walls of oversized windows pour sunshine across hardwood floors and custom trim. The living room rises to a vaulted ceiling anchored by a wood-burning fireplace, while the dining room charms with a

    June Steinweg Long & Foster Real Estate, Inc.

    211 N Pindell Ave, Annapolis, MD 21401
  • 2033 Shore Dr, Edgewater, MD 21037
    2033 Shore Dr, Edgewater, MD 21037
    2033 Shore Dr, Edgewater, MD 21037
    /40

    $540,000

    • 4 Beds
    • 2 Baths
    • 1,970 Sq Ft

    2033 Shore Dr, Edgewater, MD 21037

    NEW Price Improvement** Welcome to 2033 Shore Drive in Edgewater! This 4-bedroom, 2-bath waterfront Cape Cod, nestled along Glebe Creek in Londontowne, blends classic charm with modern comfort. With updates throughout, this spacious yet cozy home offers serene water views that enhance everyday living. Relax with your morning cup of coffee in the bright, coastal-style kitchen which leads into a

    Melissa Lonsbury AB & Co Realtors, Inc.

    2033 Shore Dr, Edgewater, MD 21037
  • 1529 Ritchie Ln, Annapolis, MD 21401
    1529 Ritchie Ln, Annapolis, MD 21401
    1529 Ritchie Ln, Annapolis, MD 21401
    /35

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 1,524 Sq Ft

    1529 Ritchie Ln, Annapolis, MD 21401

    Nestled in the sought-after Southwoods community just off West Street, this beautifully updated single-family home offers the perfect blend of comfort, style, and convenience with easy access to everything Annapolis has to offer. Inside, luxury vinyl plank flooring flows throughout the inviting two-story floor plan featuring arched entryways, a cozy fireplace, and flexible living spaces designed

    Dee Dee Miller Paul Wesley Real Estate

    1529 Ritchie Ln, Annapolis, MD 21401
  • 2016 Quay Village Ct Unit 2, Annapolis, MD 21403
    2016 Quay Village Ct Unit 2, Annapolis, MD 21403
    2016 Quay Village Ct Unit 2, Annapolis, MD 21403
    /31

    $595,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft

    2016 Quay Village Ct Unit 2, Annapolis, MD 21403

    Coming Soon in Chesapeake Harbour!Welcome to 2016 Quay Village Court, Unit T-2, located in one of Annapolis' most sought-after gated waterfront communities. Tucked away in a private and secluded setting, this beautifully updated 2-bedroom, 2-bath home offers a peaceful retreat that barely feels like condo living. The walk-out location and mature landscaping create a wonderful sense of

    Cynthia Taylor-Hicks Long & Foster Real Estate, Inc.

    2016 Quay Village Ct Unit 2, Annapolis, MD 21403
  • 2809 Clove Ln, Edgewater, MD 21037
    2809 Clove Ln, Edgewater, MD 21037
    2809 Clove Ln, Edgewater, MD 21037
    /72

    $1,200,000

    • 4 Beds
    • 3.5 Baths
    • 3,771 Sq Ft

    2809 Clove Ln, Edgewater, MD 21037

    Welcome to this extraordinary French contemporary home tucked away on a beautifully wooded and incredibly private lot in sought-after Gingerville Woods, offering breathtaking water views and timeless architectural character throughout. With 4 bedrooms, 3.5 bathrooms, a dedicated office, and multiple indoor and outdoor living spaces, this one-of-a-kind home perfectly balances sophistication,

    Shelley Baden Berkshire Hathaway HomeServices PenFed Realty

    2809 Clove Ln, Edgewater, MD 21037
  • 2001 Warners Terrace N Unit 102, Annapolis, MD 21401
    2001 Warners Terrace N Unit 102, Annapolis, MD 21401
    2001 Warners Terrace N Unit 102, Annapolis, MD 21401
    /24

    $317,000

    $11K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft

    2001 Warners Terrace N Unit 102, Annapolis, MD 21401

    Welcome to effortless living in one of Annapolis' most sought-after locations. With new systems like the **new price**Welcome to effortless living in one of Annapolis' most sought-after locations. With new systems like the efficient gas furnace and hot water heater, this well-maintained 2-bedroom, 2-bathroom condominium offers 1,065 square feet of comfortable living space with one standout

    Barbara Bohan Long & Foster Real Estate, Inc.

    2001 Warners Terrace N Unit 102, Annapolis, MD 21401
  • 54 Decatur Ave, Annapolis, MD 21403
    54 Decatur Ave, Annapolis, MD 21403
    54 Decatur Ave, Annapolis, MD 21403
    /63

    $980,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,035 Sq Ft

    54 Decatur Ave, Annapolis, MD 21403

    Don't MISS this RARE OPPORTUNITY IN THE VERY POPULAR COMMUNITY OF BAY RIDGE. .7460 Acres ! Make this PROPERTY Your Own! USE YOUR IMAGINATION! THE BAY RIDGE LIFESTYLE IS UNMATCHED IN ALL OF MARYLAND! SUPERIOR WATER ACCESS, STEPS TO COMMUNITY POOL/CLUBHOUSE W/ WATERCRAFT STORAGE RACKS , PRIVATE COMMUNITY BEACHES! & THE BIG WOODS "BAY RIDGE CONSERVATION AREA” W/TRAILS AND ACCESS TO BLACKWALNUT

    Gary Schneider Long & Foster Real Estate, Inc.

    54 Decatur Ave, Annapolis, MD 21403
  • 851 Selby Blvd, Edgewater, MD 21037
    851 Selby Blvd, Edgewater, MD 21037
    851 Selby Blvd, Edgewater, MD 21037
    /36

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,165 Sq Ft

    851 Selby Blvd, Edgewater, MD 21037

    Enjoy the Chesapeake Bay lifestyle from this recently renovated 3 bedroom, 2 bath home in the sought after Selby on the Bay community. Interior updates include fresh paint, brand new carpeting and enhanced bathrooms, while the roof was replaced in 2022. The primary suite features a private bathroom and walk in closet, and the functional floor plan offers comfortable living spaces throughout.

    Erica Baker TTR Sotheby's International Realty

    851 Selby Blvd, Edgewater, MD 21037
  • 2 Highland Ave, Annapolis, MD 21403
    2 Highland Ave, Annapolis, MD 21403
    2 Highland Ave, Annapolis, MD 21403
    /27

    $499,000

    $14K PRICE INCREASE
    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    2 Highland Ave, Annapolis, MD 21403

    Charming 2 bedroom, 1 bath home in Eastport! This adorable property offers timeless character and plenty of potential! Featuring a spacious unfinished basement, a large finished attic for abundant storage, and a generous fenced backyard perfect for entertaining, gardening, pets, or play. New roof installed in 2024 for enhanced curb appeal. Enjoy the warmth and charm while taking advantage of its

    Michelle Greenwaldt Innovative Properties, Inc.

    2 Highland Ave, Annapolis, MD 21403
  • 2644 Claibourne Rd, Annapolis, MD 21403
    2644 Claibourne Rd, Annapolis, MD 21403
    2644 Claibourne Rd, Annapolis, MD 21403
    /56

    $1,371,000

    New Construction Open Sat 12PM - 2PM $13K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 3,702 Sq Ft

    2644 Claibourne Rd, Annapolis, MD 21403

    Waterfront Views - Annapolis Roads Community! AMAZING BRAND NEW WATER VIEW HOME in a desirable Annapolis, MD location! This stunning 6 bedroom, 3 full bathroom residence offers multigenerational living plus all the amenities of Annapolis Roads . Ask about the lock and leave lifestyle. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and

    George Bailey Keller Williams Flagship

    2644 Claibourne Rd, Annapolis, MD 21403
  • 32 Cornhill St, Annapolis, MD 21401
    32 Cornhill St, Annapolis, MD 21401
    32 Cornhill St, Annapolis, MD 21401
    /47

    $774,900

    $25K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,064 Sq Ft

    32 Cornhill St, Annapolis, MD 21401

    Great historic home built in 1850 in the heart of downtown historic Annapolis. Completely renovated and remodeled in 2023. New kitchen, new bathroom, recessed lights, new ceiling fans, lighting. Stainless steel appliances. Original hardwood floors. Front bedroom has cathedral ceiling. Exterior home has been completely painted in 2025. New decking off rear of home with a cement patio. Walking

    Mark Feen Coldwell Banker Realty

    32 Cornhill St, Annapolis, MD 21401
  • 7101 Bay Front Dr Unit 202, Annapolis, MD 21403
    7101 Bay Front Dr Unit 202, Annapolis, MD 21403
    7101 Bay Front Dr Unit 202, Annapolis, MD 21403
    /23

    $315,000

    • 1 Bed
    • 1.5 Baths
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 202, Annapolis, MD 21403

    Experience the Baywoods lifestyle from Unit #202, a beautifully located 1BR/1.5BA cooperative residence in the sought-after Baywoods community of Annapolis. Nestled along the beautiful Chesapeake Bay, Baywoods offers residents the perfect blend of waterfront beauty, maintenance-free living, and a vibrant retirement lifestyle. Unit #202 is ideally located in the North Tower, just steps from the

    Ruth McGovern Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 202, Annapolis, MD 21403
  • LOT 330 2nd Ave, Mayo, MD 21037
    LOT 330 2nd Ave, Mayo, MD 21037
    LOT 330 2nd Ave, Mayo, MD 21037
    /16

    $54,900

    • Land
    • 4,791 Sq Ft
    • $499,091 per Acre

    LOT 330 2nd Ave, Mayo, MD 21037

    Raw land lot in the Selby Heights community of Edgewater. Buildability Unknown - Nearby properties are on private wells with public sewer hook-up available, no feasibility tests conducted or permits applied for. **All photo annotations are estimates only for the sake of clarify. Buyers are responsible for verifying all material details including exact boundaries.**

    Brandon Hargreaves The KW Collective

    LOT 330 2nd Ave, Mayo, MD 21037
  • 2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
    /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
  • 420 Edgemere Dr, Annapolis, MD 21403
    420 Edgemere Dr, Annapolis, MD 21403
    420 Edgemere Dr, Annapolis, MD 21403
    /19

    $635,000

    $40K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,725 Sq Ft

    420 Edgemere Dr, Annapolis, MD 21403

    Welcome to your beautifully reimagined home in sought-after Hillsmere Shores—where timeless design meets effortless, move-in-ready living. This thoughtfully renovated 4-bedroom, 2-bath residence has been completely refreshed from top to bottom. At the heart of the home, a brand-new kitchen showcases modern finishes, stylish cabinetry, and all-new appliances, creating a space that’s as functional

    Brent Hardie TTR Sotheby's International Realty

    420 Edgemere Dr, Annapolis, MD 21403
  • 198 Clay St, Annapolis, MD 21401
    198 Clay St, Annapolis, MD 21401
    198 Clay St, Annapolis, MD 21401
    /30

    $389,000

    • 2 Beds
    • 1.5 Baths
    • 902 Sq Ft

    198 Clay St, Annapolis, MD 21401

    Welcome to 198 Clay Street in the heart of Annapolis! This charming row home offers water views of College Creek and a short stroll to downtown and West Annapolis, where shops, dining, entertainment, and the U.S. Naval Academy are right at your doorstep. The location also provides easy commuter access to Routes 50 and 97 for Washington, D.C., Baltimore, and BWI Airport. Thoughtfully updated in

    Kerry O'Hara Engel & Völkers Annapolis

    198 Clay St, Annapolis, MD 21401
  • 1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401
    /47

    $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 Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401
  • 1505 Grange Rd, Edgewater, MD 21037
    1505 Grange Rd, Edgewater, MD 21037
    1505 Grange Rd, Edgewater, MD 21037
    /45

    $150,000

    • Land
    • 3,920 Sq Ft
    • $1,666,667 per Acre

    1505 Grange Rd, Edgewater, MD 21037

    Fantastic buildable lot just two houses from the water. Here is your opportunity to build your perfect home! Outstanding lot with water view in amenity rich, water privileged Woodland Beach. Lot is cleared and ready to build. New home should have a nice water views and great sunsets! Woodland Beach has 3 miles of shoreline bounding Almshouse Creek and Glebe Bay with five sandy beaches each with

    Alex Tower Sears TTR Sotheby's International Realty

    1505 Grange Rd, Edgewater, MD 21037
  • 1739 Quantico Rd, Edgewater, MD 21037
    1739 Quantico Rd, Edgewater, MD 21037
    1739 Quantico Rd, Edgewater, MD 21037
    /30

    $425,000

    $34K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    1739 Quantico Rd, Edgewater, MD 21037

    OPEN HOUSE: Saturday, May 2, 2026 from 10:30am to 1:30pm. Nestled in the desirable Woodland Beach, Edgewater community, this move-in ready home offers the perfect blend of comfort, convenience, and Chesapeake Bay lifestyle. Just a few blocks from sandy beaches, community boat docks, and popular boating and fishing spots, residents also enjoy a short walk to historic Londontown Gardens and a quick

    Richard Curtis Curtis Real Estate Company

    1739 Quantico Rd, Edgewater, MD 21037
  • 2020 Quay Village Ct Unit T1, Annapolis, MD 21403
    2020 Quay Village Ct Unit T1, Annapolis, MD 21403
    2020 Quay Village Ct Unit T1, Annapolis, MD 21403
    /45

    $700,000

    Open Sun 12PM - 3PM
    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    2020 Quay Village Ct Unit T1, Annapolis, MD 21403

    OPEN Sat and Sunday 12-3 === WATERFRONT= ONE BEDROOM "C" FLOOR PLAN = EXTRA WIDE CONDO: Four pane sliders in living room and there are 4 glass pane windows in master bedroom == Master has a private exit door to a beach front patio == Front row seats for the Blue Angels flyover and weekly regatta races ... Amenities galore with two community pools / pool house complexes - one directly on the bay

    Candice Friday Coastal Realty Maryland

    2020 Quay Village Ct Unit T1, Annapolis, MD 21403
  • 141 Stilly Way, Annapolis, MD 21403
    141 Stilly Way, Annapolis, MD 21403
    141 Stilly Way, Annapolis, MD 21403
    /55

    $999,000

    $126K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,140 Sq Ft

    141 Stilly Way, Annapolis, MD 21403

    Why wait months for new construction when you can move into a fully upgraded, nearly new home today? Welcome to 141 Stilly Way in Parkside Preserve, one of Annapolis' most desirable newer communities. Less than two years old and meticulously maintained, this exceptional residence offers over 4,400 square feet of finished living space with every major upgrade already completed. Unlike a builder

    Wendy Oliver Coldwell Banker Realty

    141 Stilly Way, Annapolis, MD 21403
  • 3328 Shore Dr, Annapolis, MD 21403
    3328 Shore Dr, Annapolis, MD 21403
    3328 Shore Dr, Annapolis, MD 21403
    /19

    $625,000

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    3328 Shore Dr, Annapolis, MD 21403

    Amazing opportunity! Situated in one of Annapolis’ most desirable waterfront communities, Oyster Harbor, 3328 Shore Drive offers a premier corner-lot location with beautiful second-floor water views. Enjoy the coastal lifestyle with easy access to marinas, parks, the community beach, local dining, and the charm of nearby historic Annapolis. This property presents an incredible opportunity for

    Joanna Dalton Coldwell Banker Realty

    3328 Shore Dr, Annapolis, MD 21403
  • 703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    /53

    $3,075,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,466 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    TO BE BUILT, luxury home on Back Creek adjacent to Eastport. Quiet dead end street. Only steps away from the community marina with deep water slips. Permits in process for home and private pier. Primary suite on the main level. 5075 sq/ft of finished living space. Intentionally designed large home that can also live small when guests are away. 5br 4.5 Bath with 2 car garage. Offering includes 10'

    Colleen Smith EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • 415 Fairmount Dr, Edgewater, MD 21037
    415 Fairmount Dr, Edgewater, MD 21037
    /2

    $425,000

    Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    415 Fairmount Dr, Edgewater, MD 21037

    Nestled in the sought-after water-privileged community of Woodland Beach, this charming two-story Colonial offers access to neighborhood beaches, playgrounds, boat slips, and a clubhouse. Filled with natural light, the home features a welcoming living room and dining room, an updated kitchen with granite countertops, soft-close cabinetry, and Energy Star appliances, all installed in 2018. Step

    Diana Hargadon RE/MAX Executive

    415 Fairmount Dr, Edgewater, MD 21037
  • 238 King George St, Annapolis, MD 21401
    238 King George St, Annapolis, MD 21401
    238 King George St, Annapolis, MD 21401
    /55

    $2,950,000

    • 4 Beds
    • 5 Baths
    • 3,750 Sq Ft

    238 King George St, Annapolis, MD 21401

    Perfectly positioned on prestigious King George Street in the heart of Historic Annapolis, this exceptional residence offers the rare combination of historic charm, luxury updates, breathtaking views of the United States Naval Academy Chapel dome, coveted off-street parking, and turnkey living. Just steps from State Circle, the Naval Academy, City Dock, waterfront dining, and boutique shopping,

    Wendy Oliver Coldwell Banker Realty

    238 King George St, Annapolis, MD 21401
  • 1107 Brashears St, Annapolis, MD 21403
    1107 Brashears St, Annapolis, MD 21403
    1107 Brashears St, Annapolis, MD 21403
    /22

    $799,999

    $25K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,800 Sq Ft

    1107 Brashears St, Annapolis, MD 21403

    Discover the perfect blend of Annapolis charm and contemporary luxury at 1107 Brashears Street in desirable Eastport. Meticulously transformed and fully remodeled, this truly turn-key home presents 5 bedrooms and 2 full baths. Upon arrival, an inviting screened-in front porch welcomes you into a residence created for comfort. The main level is designed for modern living and entertaining,

    Steven Knopf Engel & Völkers Annapolis

    1107 Brashears St, Annapolis, MD 21403
  • 3712 Gateshead Dr, Annapolis, MD 21403
    3712 Gateshead Dr, Annapolis, MD 21403
    3712 Gateshead Dr, Annapolis, MD 21403
    /74

    $1,899,900

    $100K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,620 Sq Ft

    3712 Gateshead Dr, Annapolis, MD 21403

    Price reduced incredible price for Waterfront in Watergate!!! Check the comps!!! Nestled along the banks of Watergate Harbor with direct access to the South River, in the prestigious Watergate neighborhood of Annapolis, 3712 Gateshead Drive offers the ultimate waterfront lifestyle with waterviews from every room in the home. When you enter the home you are greeted with the marble flooring in the

    Melissa Murray Compass

    3712 Gateshead Dr, Annapolis, MD 21403
  • 730 Crisfield Way, Annapolis, MD 21401
    730 Crisfield Way, Annapolis, MD 21401
    730 Crisfield Way, Annapolis, MD 21401
    /39

    $865,000

    • 5 Beds
    • 4.5 Baths
    • 3,586 Sq Ft

    730 Crisfield Way, Annapolis, MD 21401

    Welcome to Kingsport—where timeless elegance meets waterfront living. Nestled within this coveted, water-privileged community, this exceptional 5-bedroom, 4.5-bath residence offers a seamless blend of sophistication, comfort, and everyday luxury.A grand entry welcomes you with rich hardwoods and graceful architectural details, leading to a formal oval dining room, refined living room, and a

    Amanda Callahan Long & Foster Real Estate, Inc.

    730 Crisfield Way, Annapolis, MD 21401
  • 192 Duke of Gloucester St, Annapolis, MD 21401
    192 Duke of Gloucester St, Annapolis, MD 21401
    192 Duke of Gloucester St, Annapolis, MD 21401
    /47

    $1,950,000

    • 6 Beds
    • 4 Baths
    • 3,415 Sq Ft

    192 Duke of Gloucester St, Annapolis, MD 21401

    Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street

    Hanh Pham Samson Properties

    192 Duke of Gloucester St, Annapolis, MD 21401
  • 1210 President St, Annapolis, MD 21403
    1210 President St, Annapolis, MD 21403
    1210 President St, Annapolis, MD 21403
    /61

    $650,000

    • 3 Beds
    • 3 Baths
    • 1,586 Sq Ft

    1210 President St, Annapolis, MD 21403

    Welcome home to this thoughtfully redesigned home in Eastport just blocks from Spa Creek and minutes to downtown Annapolis. This beautifully updated 3-bedroom, 3-bath residence offers approximately 1,600 finished square feet across two levels, combining a functional layout with quality finishes and extensive upgrades throughout.The main level features a bright living room and an updated

    Christopher Fuller Long & Foster Real Estate, Inc.

    1210 President St, Annapolis, MD 21403
  • 216 Bowen Ct, Annapolis, MD 21401
    216 Bowen Ct, Annapolis, MD 21401
    216 Bowen Ct, Annapolis, MD 21401
    /58

    $1,100,000

    • 4 Beds
    • 4.5 Baths
    • 4,032 Sq Ft

    216 Bowen Ct, Annapolis, MD 21401

    Stately brick traditional in sought-after Bowen Manor community. - Turn key,move- in ready just minutes from Historic Annapolis, major commuter routes, and marinas. Offering spacious, bright living throughout. Built with numerous custom upgrades and additions by the original owner, this beautifully maintained residence combines timeless elegance with thoughtful design and very low maintenance

    Connie Cadwell Coldwell Banker Realty

    216 Bowen Ct, Annapolis, MD 21401
  • 2562 Carrollton Rd, Annapolis, MD 21403
    2562 Carrollton Rd, Annapolis, MD 21403
    2562 Carrollton Rd, Annapolis, MD 21403
    /54

    $6,500,000

    • 7 Beds
    • 8.5 Baths
    • 9,026 Sq Ft

    2562 Carrollton Rd, Annapolis, MD 21403

    A truly iconic Annapolis offering, this extraordinarily rare waterfront estate is gracefully set on 7.5 remarkably private acres, showcasing what may be the most breathtaking panoramic views in all of Annapolis. With endless, horizon-stretching vistas that evoke the feel of an oceanfront retreat, the Chesapeake Bay unfolds before you with the Bay Bridge creating a dramatic backdrop in the

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    2562 Carrollton Rd, Annapolis, MD 21403

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