21

Annapolis Neck, MD Homes for Sale under $900,000

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  • /68

    $850,000

    $30K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 3,722 Sq Ft

    1007 Harbor Dr, Annapolis, MD 21403

    NEW PRICE OR- ASK ABOUT OUR LOWER-RATE PURCHASE OPTION. Space, flexibility and the Annapolis water-oriented lifestyle come together at 1007 Harbor Drive, offering 3722 finished square feet, four bedrooms, three full and two half baths, a two car garage and a finished lower level - all in the sought-after Annapolis Roads community. The versatile floor plan provides room to spread out, work from

    Agent Photo

    Michele Hagan

    CENTURY 21 New Millennium

    1007 Harbor Dr, Annapolis, MD 21403
  • /96

    $610,000

    $65K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403

    Dramatic Price Reduction just taken on this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. This 2nd Village location provides the perfect short walk to Chase Pond, the Bay View pool, the kayak beach, tennis and pickleball courts and both community piers on Chesapeake Bay, no car needed. When the autumn leaves fall you have even more of a water view until they bloom

    Agent Photo

    Lorna Kaim

    Compass

    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
  • /52

    $685,000

    • 3 Beds
    • 3 Baths
    • 1,666 Sq Ft

    2102 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403

    Welcome to coastal living at its finest in Annapolis’ gated Chesapeake Harbour community! Enjoy sweeping marina views, fantastic people watching, and resort style amenities including 2 pools, tennis/pickleball courts, kayak access, walking trails, beaches, cocktails and entertainment at the dock bar and waterfront dining at The Beacon Restaurant. This sun drenched 3 bedroom, 3 full bath condo

    Agent Photo

    Lorna Kaim

    Compass

    2102 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403
  • /57

    $849,000

    $26K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,101 Sq Ft

    7038 Clinton Ct, Annapolis, MD 21403

    Experience the ultimate waterfront lifestyle in the prestigious Harbour Village Marina at Chesapeake Harbour, where panoramic marina views and exceptional amenities create one of Annapolis' most sought-after communities. This beautifully updated 3 bedroom 3 bath waterfront condominium offers an inviting blend of elegance, comfort, and coastal charm. Wake each morning to tranquil marina views from

    Agent Photo

    Cheryl Jersey-Lecourt

    Long & Foster Real Estate, Inc.

    7038 Clinton Ct, Annapolis, MD 21403
  • /23

    $650,000

    • Land
    • 20,473 Sq Ft
    • $1,382,979 per Acre

    1009 Dulaney Ln, Annapolis, MD 21403

    1009 Dulaney Lane in Annapolis, Maryland, offers a rare opportunity to build a custom waterfront home in the sought-after Annapolis Roads community. The 0.47-acre wooded lot is situated at the end of a quiet cul-de-sac, providing privacy and scenic views of Lake Ogleton. With 137 feet of waterfrontage, the elevated lot allows for the potential to maximize water views throughout the

    Agent Photo

    Shane Hall

    Compass

    1009 Dulaney Ln, Annapolis, MD 21403
  • /31

    $619,000

    $31K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,915 Sq Ft

    2002 Dakota Place Unit 2A, Annapolis, MD 21403

    Enjoy resort-style waterfront living with harbor and Chesapeake Bay views in the gated community of Chesapeake Harbour. This beautifully updated two-level residence offers the ideal blend of comfort, natural light, and low-maintenance coastal living. Freshly painted throughout with new carpet, the home features a thoughtfully designed floor plan with over 1,900 square feet of living space, an

    Brad Kappel TTR Sotheby's International Realty

    2002 Dakota Place Unit 2A, Annapolis, MD 21403
  • /36

    $625,000

    • 2 Beds
    • 2.5 Baths
    • 1,592 Sq Ft

    7048 Harbour Village Ct Unit 202, Annapolis, MD 21403

    Welcome to the sought-after waterfront community of Chesapeake Harbour! This beautiful 2-bedroom, 2.5-bath end unit condo offers a spacious, light-filled floor plan with a rare combination of features. Transom windows above sliding doors and windows in the living and dining rooms adds even more light. The updated kitchen is designed for both everyday living and entertaining, showcasing granite

    Catherine Hamel Long & Foster Real Estate, Inc.

    7048 Harbour Village Ct Unit 202, Annapolis, MD 21403
  • /45

    $730,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,242 Sq Ft

    110 Lake View Dr, Annapolis, MD 21403

    **NEW PRICE — a fresh opportunity to call Hillsmere Shores home!** Just two blocks from the community’s private beach and playground on the South River, this updated 3-bedroom, 2-bath home puts one of Hillsmere’s best amenities practically at your doorstep. Watch the sunrise at the water, afternoons at the beach, and evenings watching sailboats and ships pass along the Chesapeake Bay are all part

    Danielle Franz EXP Realty, LLC

    110 Lake View Dr, Annapolis, MD 21403
  • /49

    $799,000

    $46K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,229 Sq Ft

    100 Oak Dr, Annapolis, MD 21403

    Price Improvement! Experience the best of Annapolis living in this beautifully updated 4-bedroom, 3-bath home located in a waterfront community. This move-in-ready home offers the perfect blend of modern updates, comfortable living, and an exceptional Chesapeake Bay lifestyle.The heart of the home has also been refreshed with updated kitchen countertops and appliances (2024/2025), making it

    Lauren Emrick Innovative Properties, Inc.

    100 Oak Dr, Annapolis, MD 21403
  • /52

    $685,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    1180 Bay Highlands Dr, Annapolis, MD 21403

    Beautifully maintained and filled with natural light, this inviting home offers an open floor plan with vaulted ceilings, hardwood floors, and comfortable living spaces designed for both relaxing and entertaining. The spacious primary suite features a private sitting area and en-suite bath, while the cozy fireplace and rear deck create the perfect setting for everyday living. A fenced backyard

    Gary Durand CENTURY 21 New Millennium

    1180 Bay Highlands Dr, Annapolis, MD 21403
  • /53

    $699,990

    $45K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,300 Sq Ft

    104 Groh Ln, Annapolis, MD 21403

    THIS IS THE ANNAPOLIS LIFESTYLE YOU'VE BEEN WAITING FOR. Welcome to 104 Groh Lane—a beautifully updated, move-in-ready home with a fantastic private, level backyard in the heart of Hillsmere, one of Annapolis' most loved waterfront communities. From the moment you arrive, this home feels fresh, bright, welcoming, and ready to enjoy. Inside, thoughtful updates, abundant natural light, and

    Wendy Oliver Coldwell Banker Realty

    104 Groh Ln, Annapolis, MD 21403
  • /31

    $750,000

    $50K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,144 Sq Ft

    3280 Arundel on The Bay Rd, Annapolis, MD 21403

    OPEN HOUSE THURSDAY 9/3 4-6PM. Significant Price improvement! Priced to sell, incredible value. Excellent Condition. Welcome to this beautifully maintained custom built Tudor Style home in this small coastal community. NO HOA!! Pride of ownership shows! With a primary suite on the main level and another primary suite on the upper level, this home is perfect for Multi-Generational Living and

    Deanna Marshall The KW Collective

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

    $650,000

    $70K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    1132 Bay Ridge Rd, Annapolis, MD 21403

    SELLER OFFERING $10,000 CLOSING HELP! This exceptional Annapolis home truly has it all. Beautifully maintained, move-in ready home on a private lane. Updated with features that include a new roof, skylight, gutters, heat pump, hot water heater, carpet, sliding glass door, basement outdoor steps, fresh paint and more. The spacious kitchen’s vaulted ceiling has a skylight with a remote-controlled

    Wendy Trebbe Blackwell Real Estate, LLC

    1132 Bay Ridge Rd, Annapolis, MD 21403
  • /28

    $694,999

    $35K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,160 Sq Ft

    117 Pinecrest Dr, Annapolis, MD 21403

    Stunning 2400 sq ft remodeled home in Hillsmere! Situated on a lovely street and a large flat lot, this breathtaking home has been fully remodeled and offers some of the nicest finishes in the community! Entering through a charming 3 season room, youll be greeted by brand new lvp flooring throughout the home, a spacious family room that opens into your brand new kitchen. Kitchen features include

    Alex Estill Long & Foster Real Estate, Inc.

    117 Pinecrest Dr, 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
  • /49

    $614,000

    $11K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,000 Sq Ft

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403

    Waterfront living at its finest. Welcome to this marina-front gem in the highly sought-after, 24-hour gated Chesapeake Harbour community. This beautifully renovated 1-bedroom, 1.5-bath terrace-level condo offers effortless coastal living paired with resort-style amenities and some of the most breathtaking views in Annapolis. Completely rehabbed from top to bottom, this home features all-new

    Steven Lane LPT Realty, LLC

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
  • /92

    $890,000

    • 3 Beds
    • 2.5 Baths
    • 3,153 Sq Ft

    131 Kuethe Dr, Annapolis, MD 21403

    Welcome to Hillsmere Shores, one of Annapolis' premier waterfront communities, where coastal living meets convenience and an active lifestyle. This beautifully maintained all-brick, two-story Colonial offers a highly desirable open floor plan, hardwood floors, elevator access, and ADA-friendly design, providing comfort and accessibility for all stages of life.Enjoy seasonal water views

    Ginna Quinn Coldwell Banker Realty

    131 Kuethe Dr, Annapolis, MD 21403
  • /51

    $769,900

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

    278 Hillsmere Dr, Annapolis, MD 21403

    TIME TO MAKE YOUR MOVE!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 day.Sellers are highly motivated.If you’ve been waiting for the right Hillsmere home, this is it.The Hillsmere Shores

    Tommy Eicher Coldwell Banker Realty

    278 Hillsmere Dr, Annapolis, MD 21403
  • /45

    $650,000

    $50K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    2020 Quay Village Ct Unit T1, Annapolis, MD 21403

    === 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 == two community sports

    Candice Friday Coastal Realty Maryland

    2020 Quay Village Ct Unit T1, Annapolis, MD 21403
  • /33

    $865,000

    • 6 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 6- 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 Paul Wesley Real Estate

    730 Crisfield Way, Annapolis, MD 21401
  • /68

    $784,900

    • 4 Beds
    • 2.5 Baths
    • 3,177 Sq Ft

    402 Fair Hill Ct, Annapolis, MD 21403

    Welcome to this wonderfully updated and beautifully decorated home in sought-after Hunt Meadow! Ideally situated on a corner lot with a large yard, this cozy and inviting home offers the perfect blend of comfort, style, and location. One of the home’s standout features is the main-level primary bedroom, providing convenience and easy one-level living. With 4 bedrooms and 2½ baths, there is plenty

    Jack Papaleonti Academy Realty Inc.

    402 Fair Hill Ct, Annapolis, MD 21403
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