67

Price Reduced Homes for Sale in Annapolis, MD

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  • 112 Speicher Dr, Annapolis, MD 21401
    112 Speicher Dr, Annapolis, MD 21401
    112 Speicher Dr, Annapolis, MD 21401
    /24

    $949,000

    $51K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,912 Sq Ft

    112 Speicher Dr, Annapolis, MD 21401

    Rare Corbin Park Colonial w/ separate in-law apt AND private in-ground pool! Attached apt (rear entry) offers 2BR, 1BA, own kitchen — perfect for extended family or rental income. Main home: 2,912 sf, 3BR, 2.5BA, formal dining, open family room/kitchen w/ upgraded counters & new stainless appliances, 2 fireplaces, finished basement with bath and separate entrance. Brand new Bosch HVAC. Across

    Christine Leonard Redfin Corp

    112 Speicher Dr, Annapolis, MD 21401
  • 16 Woodlawn Ave, Annapolis, MD 21401
    16 Woodlawn Ave, Annapolis, MD 21401
    16 Woodlawn Ave, Annapolis, MD 21401
    /41

    $799,000

    $36K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft

    16 Woodlawn Ave, Annapolis, MD 21401

    Tucked into Homewood, just beyond the brick sidewalks of Historic Downtown Annapolis, 16 Woodlawn Avenue is a residence taken down to the studs and rebuilt in 2019, blending all the comforts of modern design with the historic charm of Homewood. A traditional front porch, turned white columns and soft buttery siding announce the home from the street while a long driveway offers the rare luxury of

    Michele Deckman TTR Sotheby's International Realty

    16 Woodlawn Ave, Annapolis, MD 21401
  • 3249 Arundel on The Bay Rd, Annapolis, MD 21403
    3249 Arundel on The Bay Rd, Annapolis, MD 21403
    3249 Arundel on The Bay Rd, Annapolis, MD 21403
    /83

    $875,000

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,288 Sq Ft

    3249 Arundel on The Bay Rd, Annapolis, MD 21403

    Welcome to 3249 Arundel On The Bay Road, an exceptional custom contemporary estate situated on over one private acre in one of Annapolis’ most exclusive waterfront communities. Appraised at $1,097,000 in January 2026, this remarkable property offers an incredible opportunity for instant equity while delivering the luxury lifestyle today's discerning buyers seek. A dramatic two-story foyer

    Montaz McCray Keller Williams Capital Properties

    3249 Arundel on The Bay Rd, Annapolis, MD 21403
  • 1424 Regent St, Annapolis, MD 21403
    1424 Regent St, Annapolis, MD 21403
    1424 Regent St, Annapolis, MD 21403
    /38

    $549,900

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,560 Sq Ft

    1424 Regent St, Annapolis, MD 21403

    Welcome to 1424 Regent Street, where modern style meets everyday comfort. This beautifully updated home offers exceptional curb appeal with a spacious driveway, a brand-new sprinkler system, and a fully fenced backyard featuring a large deck—perfect for entertaining, relaxing, or enjoying outdoor living.Step inside to discover a stunning custom-designed living room highlighted by a

    Olga Kogan Allfirst Realty, Inc.

    1424 Regent St, Annapolis, MD 21403
  • 126 Spring Place Way, Annapolis, MD 21401
    126 Spring Place Way, Annapolis, MD 21401
    126 Spring Place Way, Annapolis, MD 21401
    /46

    $554,900

    $14K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,323 Sq Ft

    126 Spring Place Way, Annapolis, MD 21401

    Nestled in the charming community of Riva Trace, this delightful townhouse offers a perfect blend of comfort and convenience. Built in 1990, this traditional-style home features a classic brick front and wood siding, exuding warmth and character from the moment you arrive. With 2,323 square feet of thoughtfully designed living space, this residence is ideal for those seeking a cozy retreat in a

    Christine Zeng ExecuHome Realty

    126 Spring Place Way, Annapolis, MD 21401
  • 1055 Sun Valley Dr, Annapolis, MD 21409
    1055 Sun Valley Dr, Annapolis, MD 21409
    1055 Sun Valley Dr, Annapolis, MD 21409
    /47

    $565,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,050 Sq Ft

    1055 Sun Valley Dr, Annapolis, MD 21409

    Welcome to 1055 Sun Valley Drive, a beautifully cared‑for Colonial in Cape St. Claire that blends thoughtful updates, flexible living space, and Broadneck Peninsula convenience. This 3BR/2.5BA home offers approximately 2,050 finished square feet. Built in 1989, the property is newer than many surrounding homes and features public sewer, well water, electric heat, and an attached garage.The

    Loren Edelstein Long & Foster Real Estate, Inc.

    1055 Sun Valley Dr, Annapolis, MD 21409
  • 527 Leftwich Ln, Annapolis, MD 21401
    527 Leftwich Ln, Annapolis, MD 21401
    527 Leftwich Ln, Annapolis, MD 21401
    /32

    $450,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,617 Sq Ft

    527 Leftwich Ln, Annapolis, MD 21401

    **Own this Annapolis home with a dramatically lower mortgage payment for your first two years. Call to find out more!**This bright, updated end-unit townhome offers an open layout, plenty of natural light, and a convenient Annapolis location. Fresh paint, natural wood-tone luxury vinyl plank flooring, and coastal-inspired details give the home a clean and welcoming feel.The living room

    Missy Miller Aldave Northrop Realty

    527 Leftwich Ln, Annapolis, MD 21401
  • 1252 Creek Dr, Annapolis, MD 21403
    1252 Creek Dr, Annapolis, MD 21403
    1252 Creek Dr, Annapolis, MD 21403
    /39

    $530,000

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,555 Sq Ft

    1252 Creek Dr, Annapolis, MD 21403

    Stunning Oyster Harbor – Coastal Charm Meets ComfortThis gorgeous property blends comfort, charm, and the best of coastal living. Nestled in the highly desirable Oyster Harbor community, residents enjoy water privileges and access to a sandy beach, picnic area, fishing pier, and playground—all just a short walk from the front door. Additional amenities include a community marina, boat

    Jessica Ricciardi Welder Keller Williams Flagship

    1252 Creek Dr, Annapolis, MD 21403
  • 1099 Linden Tree Dr, Annapolis, MD 21409
    1099 Linden Tree Dr, Annapolis, MD 21409
    1099 Linden Tree Dr, Annapolis, MD 21409
    /71

    $475,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,880 Sq Ft

    1099 Linden Tree Dr, Annapolis, MD 21409

    Welcome to 1099 Linden Tree Drive, an incredible opportunity to own a four-bedroom, two-full-bath colonial in the desirable waterfront community of Cape St. Claire! Offering approximately 1,880 finished square feet, this home provides a functional layout with plenty of room for everyday living, working from home and entertaining. Several important updates have already been completed, including a

    Juliet Brooke Samson Properties

    1099 Linden Tree Dr, Annapolis, MD 21409
  • 718 Whitehall Beach Rd, Annapolis, MD 21409
    718 Whitehall Beach Rd, Annapolis, MD 21409
    718 Whitehall Beach Rd, Annapolis, MD 21409
    /95

    $1,295,000

    $305K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    718 Whitehall Beach Rd, Annapolis, MD 21409

    A rare opportunity to own over 2 private acres in one of Annapolis’ most desirable waterfront communities. Complete with a private tennis court and backing to a sprawling horse farm, this exceptional property offers the perfect blend of privacy, recreation, and the Chesapeake lifestyle. Nestled in the sought-after Whitehall Beach neighborhood, residents enjoy community water access, a fishing

    Joanna Dalton Coldwell Banker Realty

    718 Whitehall Beach Rd, Annapolis, MD 21409
  • 105 Rosecrest Dr, Annapolis, MD 21403
    105 Rosecrest Dr, Annapolis, MD 21403
    105 Rosecrest Dr, Annapolis, MD 21403
    /32

    $450,000

    $32K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    105 Rosecrest Dr, Annapolis, MD 21403

    Fully Renovated Rancher in a Highly Desired Neighborhood!Welcome to this beautifully renovated rancher, featuring 4 bedrooms, 2 full bathrooms, and a fully finished basement. The main level offers beautiful hardwood floors and a completely updated kitchen featuring 42-inch cabinets, quartz countertops, a separate island, and stainless steel appliances. The spacious finished basement provides

    Andrey Privado EXP Realty, LLC

    105 Rosecrest Dr, Annapolis, MD 21403
  • 1070 Foxcroft Run, Annapolis, MD 21401
    1070 Foxcroft Run, Annapolis, MD 21401
    1070 Foxcroft Run, Annapolis, MD 21401
    /53

    $834,999

    $40K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,340 Sq Ft

    1070 Foxcroft Run, Annapolis, MD 21401

    Tucked away on a quiet, wooded homesite, this beautiful 4BR/3.5BA single-family home offers the perfect combination of privacy, space, and natural beauty. Sunlight fills all three finished levels, creating a bright and inviting atmosphere throughout.The upper level features three bedrooms, including a spacious primary suite with a beautiful luxury bath, dressing room, new wood flooring,

    Louis Pope Trademark Realty, Inc

    1070 Foxcroft Run, Annapolis, MD 21401
  • 145 Prince George St, Annapolis, MD 21401
    145 Prince George St, Annapolis, MD 21401
    145 Prince George St, Annapolis, MD 21401
    /43

    $1,100,000

    $99K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 1,476 Sq Ft

    145 Prince George St, Annapolis, MD 21401

    Just Reduced by $100,000. Welcome to 145 Prince George St., a distinctive historic home that blends classic architectural character with thoughtful modern updates. From its welcoming front porch and slate roof to its original wood details and spacious interior, this home offers a rare combination of charm, character, and versatility. The main level features beautiful wood floors and an inviting

    Dan Iampieri RE/MAX Aspire

    145 Prince George St, Annapolis, MD 21401
  • 783 Sonne Dr, Annapolis, MD 21401
    783 Sonne Dr, Annapolis, MD 21401
    783 Sonne Dr, Annapolis, MD 21401
    /47

    $1,150,000

    $150K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,152 Sq Ft

    783 Sonne Dr, Annapolis, MD 21401

    Welcome to 783 Sonne Drive, where life on the Chesapeake takes center stage. Perfectly positioned on an elevated waterfront lot just under 1 acre in the sought-after Bon Haven community, this exceptional South River residence offers breathtaking water views and the rare opportunity to embrace the very best of the Chesapeake lifestyle.Designed to maximize its spectacular setting, the home

    Brad Kappel TTR Sotheby's International Realty

    783 Sonne Dr, Annapolis, MD 21401
  • 95 Harbour Heights Dr, Annapolis, MD 21401
    95 Harbour Heights Dr, Annapolis, MD 21401
    95 Harbour Heights Dr, Annapolis, MD 21401
    /12

    $375,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,516 Sq Ft

    95 Harbour Heights Dr, Annapolis, MD 21401

    PHOTOS COMING . This sun-filled home is located in the lovely Harbour Heights. Awaiting your special touch, this home features hardwood floors, crown molding, granite kitchen counters, stainless steel appliances and a deck that backs to trees. The Owner's suite has vaulted ceilings and a spacious walk-in closet. Close to restaurants and shopping, Rt 50 and minutes from downtown Annapolis and

    Novera King Samson Properties

    95 Harbour Heights Dr, Annapolis, MD 21401
  • 907 Monroe St, Annapolis, MD 21403
    907 Monroe St, Annapolis, MD 21403
    907 Monroe St, Annapolis, MD 21403
    /48

    $750,000

    Open Sat 12PM - 3PM $20K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,053 Sq Ft

    907 Monroe St, Annapolis, MD 21403

    Welcome to Eastport. This three-bedroom and three-full-bath home, plus a lower-level den that easily serves as an on-suite; is a beautifully maintained, turn-key home offering over 2,000 square feet of fully finished living space. Originally transformed during a massive, studs-out 2017 remodel, this home offers ultimate peace of mind with entirely replaced core systems and premium finishes

    Parker Jones Engel & Völkers Annapolis

    907 Monroe St, Annapolis, MD 21403
  • 605 Lighthouse Landing Ln, Annapolis, MD 21409
    605 Lighthouse Landing Ln, Annapolis, MD 21409
    605 Lighthouse Landing Ln, Annapolis, MD 21409
    /50

    $949,900

    $25K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 5,011 Sq Ft

    605 Lighthouse Landing Ln, Annapolis, MD 21409

    Welcome to a truly exceptional offering in St. Margarets Landing! Prime location meets turn-key design on a coveted corner lot, strategically hand-selected by the original owner for its sunlit openness, minimal pass-through traffic, and immediate gate access to neighborhood walking paths.Inside, real hardwood flooring spans the main level, upper level hallway, and all staircases. Spanning 6

    Jeanie Halloran Douglas Realty LLC

    605 Lighthouse Landing Ln, Annapolis, MD 21409
  • 418 Chesapeake Ave, Annapolis, MD 21403
    418 Chesapeake Ave, Annapolis, MD 21403
    418 Chesapeake Ave, Annapolis, MD 21403
    /39

    $799,900

    $50K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,128 Sq Ft

    418 Chesapeake Ave, Annapolis, MD 21403

    Quintessential Eastport charm in this sought-after Lower Eastport location. A welcoming front porch invites you to enjoy the vibrant local lifestyle. Inside, the light-filled layout features a spacious kitchen with a breakfast bar, a dedicated dining area, a convenient mudroom side entrance, half bath, & first-floor laundry. The upper level offers two generously sized bedrooms and a full bath.

    Steven Knopf Engel & Völkers Annapolis

    418 Chesapeake Ave, Annapolis, MD 21403
  • 602 James Walker Place, Annapolis, MD 21037
    602 James Walker Place, Annapolis, MD 21037
    602 James Walker Place, Annapolis, MD 21037
    /46

    $579,900

    $20K PRICE DROP
    • 3 Beds
    • 5 Baths
    • 2,272 Sq Ft

    602 James Walker Place, Annapolis, MD 21037

    Location! Location! Location! Nestled in the vibrant heart of Annapolis Towne Center, this beautifully maintained, move-in-ready townhome offers the perfect blend of modern luxury and urban convenience.Versatile Ground Level: Features a flexible bonus space perfect for a home office, yoga studio, or media room, leading to a rear brick patio and a rare two-car garage.Gourmet Dream Kitchen:

    Qiang Tian Taylor Properties

    602 James Walker Place, Annapolis, MD 21037
  • 16 Maryland Ave, Annapolis, MD 21401
    16 Maryland Ave, Annapolis, MD 21401
    16 Maryland Ave, Annapolis, MD 21401
    /94

    $3,449,000

    $400K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 4,474 Sq Ft

    16 Maryland Ave, Annapolis, MD 21401

    A truly exceptional historic residence is now available in the heart of downtown Annapolis. Welcome to 16 Maryland Avenue, a distinguished circa-1830 Greek Revival home masterfully restored in collaboration with the renowned Hammond-Wilson Architects. Perfectly positioned just steps from State Circle and the United States Naval Academy, this iconic three-story brick property seamlessly blends

    Joanna Dalton Coldwell Banker Realty

    16 Maryland Ave, Annapolis, MD 21401
  • 1144 Lake Heron Dr, Annapolis, MD 21403
    1144 Lake Heron Dr, Annapolis, MD 21403
    1144 Lake Heron Dr, Annapolis, MD 21403
    /24

    $379,900

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,103 Sq Ft

    1144 Lake Heron Dr, Annapolis, MD 21403

    Welcome home to this beautifully updated 2-bedroom, 2-bathroom condo, offering comfortable living, stylish upgrades, and an unbeatable location within the community.The updated kitchen features new soft-close cabinets and new quartz countertops, creating a fresh and modern space for cooking and entertaining. The condo also boasts new flooring and fresh paint throughout, giving the entire

    stacey canas Fathom Realty MD, LLC

    1144 Lake Heron Dr, Annapolis, MD 21403
  • 278 Hillsmere Dr, Annapolis, MD 21403
    278 Hillsmere Dr, Annapolis, MD 21403
    278 Hillsmere Dr, Annapolis, MD 21403
    /51

    $769,900

    Open Sun 12PM - 2PM $229K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,156 Sq Ft

    278 Hillsmere Dr, Annapolis, MD 21403

    OPEN HOUSE SUNDAY SEPTEMBER 20TH FROM 12 UNTIL 2! Fall is here and it is time to make your move and be settled in before the holiday season is here!This is your chance to get into Hillsmere Shores, one of Annapolis’ most sought‑after waterfront communities. The exterior is deceiving — step inside to discover an unexpectedly open, bright, and airy interior that buyers don’t see every

    Tommy Eicher Coldwell Banker Realty

    278 Hillsmere Dr, Annapolis, MD 21403
  • 3733 Thomas Point Rd, Annapolis, MD 21403
    3733 Thomas Point Rd, Annapolis, MD 21403
    3733 Thomas Point Rd, Annapolis, MD 21403
    /46

    $2,495,000

    $485K PRICE DROP
    • 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
  • 400 Jefferson St, Annapolis, MD 21403
    400 Jefferson St, Annapolis, MD 21403
    400 Jefferson St, Annapolis, MD 21403
    /40

    $1,925,000

    $25K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 4,099 Sq Ft

    400 Jefferson St, Annapolis, MD 21403

    ***Seller will consider owner financing***Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of downtown Annapolis, the waterfront, restaurants, shops, yacht clubs, marinas, and the many neighborhood amenities that make Eastport one of the area's most desirable communities, this

    Brad Kappel TTR Sotheby's International Realty

    400 Jefferson St, Annapolis, MD 21403
  • 73 Gentry Ct, Annapolis, MD 21403
    73 Gentry Ct, Annapolis, MD 21403
    73 Gentry Ct, Annapolis, MD 21403
    /34

    $419,000

    $16K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,810 Sq Ft

    73 Gentry Ct, Annapolis, MD 21403

    Beautiful green space in the heart of Annapolis! This truly move-in ready home features three bedrooms, two and half baths, a modern kitchen with all stainless appliances and generous living space throughout. Many major improvements have already been completed for you within the past five years, providing added peace of mind. These upgrades include a new roof, LVP flooring throughout the main

    Jonathan Minerick Homecoin.com

    73 Gentry Ct, Annapolis, MD 21403
  • 640 Sean Dr, Annapolis, MD 21401
    640 Sean Dr, Annapolis, MD 21401
    640 Sean Dr, Annapolis, MD 21401
    /83

    $995,000

    Open Fri 4PM - 6PM $30K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,420 Sq Ft

    640 Sean Dr, Annapolis, MD 21401

    Welcome to 640 Sean Drive, an impressive brick Colonial set on 1.67 acres in Annapolis, where generous living spaces, distinctive architectural details, and a private wooded setting come together to create a home designed for both everyday comfort and entertaining.The main level opens with a welcoming foyer and hardwood flooring that carries into the formal living and dining rooms, where

    Nick Waldner Keller Williams Realty Centre

    640 Sean Dr, Annapolis, MD 21401
  • 1210 President St, Annapolis, MD 21403
    1210 President St, Annapolis, MD 21403
    1210 President St, Annapolis, MD 21403
    /61

    $575,000

    $75K PRICE DROP
    • 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

Showing Results 41 - 67, Page 2 of 2

Maryland Anne Arundel County

Price Reduced Real Estate & Homes for Sale in Annapolis, MD

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In Annapolis, waterfront living and historic charm are top priorities, especially near Eastport and the historic district.

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