26

Homes for Sale near Hillsmere Elementary School

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  • 3307 Harness Creek Rd, Annapolis, MD 21403
    3307 Harness Creek Rd, Annapolis, MD 21403
    3307 Harness Creek Rd, Annapolis, MD 21403
    /46

    $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
  • 50 Hearthstone Ct, Annapolis, MD 21403
    50 Hearthstone Ct, Annapolis, MD 21403
    50 Hearthstone Ct, 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

    Agent Photo

    Sandy Wing

    RE/MAX Leading Edge

    (410) 989-4664

    50 Hearthstone Ct, Annapolis, MD 21403
  • 116 Stilly Way, Annapolis, MD 21403
    116 Stilly Way, Annapolis, MD 21403
    116 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
  • 113 Stilly Way, Annapolis, MD 21403
    113 Stilly Way, Annapolis, MD 21403
    113 Stilly Way, 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 Chelsea Ct, Annapolis, MD 21403
    21 Chelsea Ct, Annapolis, MD 21403
    21 Chelsea Ct, Annapolis, MD 21403
    /34

    $512,000

    • 3 Beds
    • 2.5 Baths
    • 1,968 Sq Ft

    21 Chelsea Ct, Annapolis, MD 21403

    Tucked away on a quiet cul-de-sac in the sought-after Hunt Meadow community, this stylish 3-bedroom, 2.5-bath contemporary townhome offers warmth and versatility throughout. The main level features a spacious living room with a cozy fireplace, a separate dining room, and a convenient half bath—perfect for everyday living and entertaining. The kitchen is equipped with stainless steel appliances, a

    Amelia Caraker Redfin Corp

    21 Chelsea Ct, Annapolis, MD 21403
  • 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
    /91

    $1,050,000

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

    3249 Arundel on The Bay Rd, Annapolis, MD 21403

    VIRTUAL TOUR: Buyer may keep all furnishings if desired, all items in garage will be removed prior to sale. Welcome to 3249 Arundel on the Bay Road — where coastal charm meets timeless character in one of Annapolis’ most sought-after waterfront communities. Nestled in the heart of Arundel on the Bay, this beautifully positioned home offers the rare opportunity to enjoy true Chesapeake Bay living

    Justin Walker Keller Williams Flagship

    3249 Arundel on The Bay Rd, Annapolis, MD 21403
  • 133 Lake View Dr, Annapolis, MD 21403
    133 Lake View Dr, Annapolis, MD 21403
    133 Lake View Dr, Annapolis, MD 21403
    /36

    $1,400,000

    • 5 Beds
    • 5 Baths
    • 4,308 Sq Ft

    133 Lake View Dr, Annapolis, MD 21403

    Absolutely transformed with a recently completed interior remodel this stunning contemporary home boasts panoramic water views across Lake Hillsmere and out to the South River; located in the coveted Hillsmere Shores community. With 5 bedrooms that all provide newly updated private baths, over 4,000 sqft of living space, 9'+ ceilings, freshly renovated first floor office, multiple decks including

    Brad Kappel TTR Sotheby's International Realty

    133 Lake View Dr, Annapolis, MD 21403
  • 118 Treblis Way, Annapolis, MD 21403
    118 Treblis Way, Annapolis, MD 21403
    118 Treblis Way, Annapolis, MD 21403
    /47

    $769,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 2,348 Sq Ft

    118 Treblis Way, Annapolis, MD 21403

    Open House: SATURDAY 11AM - 1PM & SUNDAY 12PM - 2PM. Modern “like-new” townhome ideally located just minutes to Downtown Annapolis and Eastport, offering easy access to waterfront dining, marinas, and shopping! This nearly new construction home at 118 Treblis Way showcases modern style, thoughtful enhancements, and effortless living in a prime Annapolis location. This home (Largest Model / 4

    Joanna Dalton Coldwell Banker Realty

    118 Treblis Way, Annapolis, MD 21403
  • 10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    /28

    $310,000

    • 2 Beds
    • 2 Baths
    • 1,103 Sq Ft

    10 Sandstone Ct, Annapolis, MD 21403

    Welcome to this fully renovated, single level condo on the 2nd floor of the building. One of the most recently updated 2-bedroom unit in the community, featuring brand-new flooring throughout and a gorgeous new kitchen with granite countertops, new stainless steel appliances, and other modern finishes. The open-concept living area is spacious and inviting. Community amenities include an outdoor

    Branden Schroeder GybeSet Homes

    10 Sandstone Ct, Annapolis, MD 21403
  • 326 Cedar Ln, Annapolis, MD 21403
    326 Cedar Ln, Annapolis, MD 21403
    326 Cedar Ln, Annapolis, MD 21403
    /90

    $700,000

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

    326 Cedar Ln, Annapolis, MD 21403

    Turn-key and beautifully appointed, this 5-bedroom, 3 full bath home sits on a generous 0.27-acre lot in the highly sought-after Hillsmere Estates community. A long driveway offers ample parking and leads to a spacious 2-car garage.The main level features a warm and inviting family room with a wood-burning stove and a dining room with hardwood floors. The gourmet kitchen is a standout,

    Ryan Briggs Anne Arundel Properties, Inc.

    326 Cedar Ln, Annapolis, MD 21403
  • 102 Oak Dr, Annapolis, MD 21403
    102 Oak Dr, Annapolis, MD 21403
    102 Oak Dr, Annapolis, MD 21403
    /36

    $498,000

    • 2 Beds
    • 1,433 Sq Ft

    102 Oak Dr, Annapolis, MD 21403

    Located in the highly desirable Hillsmere Shores community, 102 Oak Drive offers a comfortable lifestyle in one of Annapolis’ most well-established neighborhoods. Conveniently located just minutes from downtown Annapolis, the U.S. Naval Academy, and major commuter routes, this home provides easy access to shopping, dining, and everyday essentials. Residents of Hillsmere Shores also enjoy easy

    Amy Presley Samson Properties

    102 Oak Dr, Annapolis, MD 21403
  • 141 Stilly Way, Annapolis, MD 21403
    141 Stilly Way, Annapolis, MD 21403
    141 Stilly Way, Annapolis, MD 21403
    /55

    $1,095,000

    • 5 Beds
    • 4.5 Baths
    • 5,140 Sq Ft

    141 Stilly Way, Annapolis, MD 21403

    She’s one and a half years young. She’s flawless. And she’s the one buyers keep hoping hits the market—but almost never does. Welcome to 141 Stilly Way, a fully upgraded, privately owned resale in Parkside Preserve where the work is already done, the upgrades are already in place, and the wait is completely eliminated. This is not a builder sale. This is the finished product—refined, elevated,

    Wendy Oliver Coldwell Banker Realty

    141 Stilly Way, Annapolis, MD 21403
  • 3280 Arundel on The Bay Rd, Annapolis, MD 21403
    3280 Arundel on The Bay Rd, Annapolis, MD 21403
    3280 Arundel on The Bay Rd, 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
  • 10 Amberstone Ct, Annapolis, MD 21403
    10 Amberstone Ct, Annapolis, MD 21403
    10 Amberstone Ct, Annapolis, MD 21403
    /30

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,138 Sq Ft

    10 Amberstone Ct, Annapolis, MD 21403

    This lovely first floor condo, conveniently located in Annapolis, has two bedrooms, a den and two full bathrooms. Open concept living room, dining area and kitchen with a nice patio overlooking the woods behind it. Ceramic floors in the front hall and kitchen. Freshly painted throughout. New carpet in the den and two bedrooms. Luxury vinyl plank flooring in the living room and dining room area.

    Wilma Richards Long & Foster Real Estate, Inc.

    10 Amberstone Ct, Annapolis, MD 21403
  • 100 Carroll Dr, Annapolis, MD 21403
    100 Carroll Dr, Annapolis, MD 21403
    100 Carroll 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
  • 3365 Arundel on The Bay Rd, Annapolis, MD 21403
    3365 Arundel on The Bay Rd, Annapolis, MD 21403
    3365 Arundel on The Bay Rd, Annapolis, MD 21403
    /48

    $499,999

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    3365 Arundel on The Bay Rd, Annapolis, MD 21403

    New Price. Welcome Home!!! Beautiful Single Family Home, a peaceful retreat nestled in the water-privileged community of Oyster Harbor. Updates include all new oak hardwood flooring, custom kitchen cabinets with island and lots of counter space, quartz countertops and stainless steel appliances, sun filled living room, dining room, upscale bathrooms w/ custom tile and vanities, large bedrooms,

    Olisa Akpati Fairfax Realty Select

    3365 Arundel on The Bay Rd, Annapolis, MD 21403
  • 3410 Newport Ave, Annapolis, MD 21403
    3410 Newport Ave, Annapolis, MD 21403
    3410 Newport Ave, Annapolis, MD 21403
    /44

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 1,654 Sq Ft

    3410 Newport Ave, Annapolis, MD 21403

    Welcome to this beautifully updated 3-bedroom, 2.5-bath Colonial nestled in the highly sought-after Arundel on the Bay community in Annapolis. This sun-drenched home features a bright and open floor plan with contemporary doors and trim, new replacement windows, and gleaming hardwood floors throughout the main level. The gourmet kitchen is a chef’s delight, showcasing 42" white shaker cabinets,

    Irina Mironova Douglas Realty, LLC

    3410 Newport Ave, Annapolis, MD 21403
  • 1221 Creek Dr, Annapolis, MD 21403
    1221 Creek Dr, Annapolis, MD 21403
    /2

    $55,000

    • Land
    • 0.26 Acre
    • $211,538 per Acre

    1221 Creek Dr, Annapolis, MD 21403

    Excellent opportunity to fulfill your dream of constructing your own dream custom home. This lot is located in a beach community with lots of creeks. Enjoy the lazy days on or by the water with lots of activities. Make this a second home to just relax and enjoy being away from the hustle and bustle of city life. The property is currently not connected to public water or sewer but are slated for

    Melissa Smith Samson Properties

    1221 Creek Dr, Annapolis, MD 21403
  • 201 Bonny Way Unit 36036624, Annapolis, MD 21403
    201 Bonny Way Unit 36036624, Annapolis, MD 21403
    201 Bonny Way Unit 36036624, 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
  • 201 Bonny Way Unit 36036625, Annapolis, MD 21403
    201 Bonny Way Unit 36036625, Annapolis, MD 21403
    201 Bonny Way Unit 36036625, Annapolis, MD 21403
    /45

    $1,079,990 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,483 Sq Ft

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

    The largest floorplan in this collection, this expansive two-story home combines comfort with modern elegance. Standing at the heart of the first floor is an open-plan Great Room with a center fireplace, which melds into a well-equipped kitchen and both casual and formal dining areas to prioritize ease of living. All four bedrooms and a loft occupy the top level, including the lavish owner’s

    Lennar Builder
    201 Bonny Way Unit 36036625, Annapolis, MD 21403
  • 1422 Howard Rd, Annapolis, MD 21403
    1422 Howard Rd, Annapolis, MD 21403
    1422 Howard Rd, Annapolis, MD 21403
    /61

    $1,215,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 3,505 Sq Ft

    1422 Howard Rd, Annapolis, MD 21403

    Welcome to a stunning coastal retreat in the coveted Arundel on the Bay community of Annapolis overlooking Oyster Creek and the magical Chesapeake Bay. Perfectly positioned to capture the essence of coastal elegance, this exceptional residence offers a seamless blend of sophistication, comfort, and timeless charm.From the moment you arrive, you are welcomed by an atmosphere of understated

    Natalie Perez Compass

    1422 Howard Rd, Annapolis, MD 21403
  • 520 Harbor Dr, Annapolis, MD 21403
    520 Harbor Dr, Annapolis, MD 21403
    520 Harbor Dr, Annapolis, MD 21403
    /25

    $800,000 Coming Soon

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

    520 Harbor Dr, Annapolis, MD 21403

    COMING SOON – DO NOT WAIT ON THIS ONE. Some homes hit the market. Others take it over.520 Harbor Drive is the one everyone’s been waiting for. Perfectly positioned in the heart of Hillsmere, this property delivers the kind of lifestyle buyers chase and rarely secure — effortless access to the South River and Chesapeake Bay, a vibrant waterfront community, and a home that lives as good as it

    Wendy Oliver Coldwell Banker Realty

    520 Harbor Dr, Annapolis, MD 21403
  • 1207 Thomas Point Ct, Annapolis, MD 21403
    1207 Thomas Point Ct, Annapolis, MD 21403
    1207 Thomas Point Ct, Annapolis, MD 21403
    /15

    $1,750,000 Coming Soon

    • 5 Beds
    • 4 Baths
    • 4,589 Sq Ft

    1207 Thomas Point Ct, Annapolis, MD 21403

    WELCOME TO THIS BEAUTIFULLY DESIGNED 5/6 BEDROOM, 4 FULL BATH BRICK BEAUTY IN THE HIGHLY SOUGHT AFTER WATER-PRIVILEGED COMMUNITY OF FISHING CREEK FARM! FROM THE MOMENT YOU ENTER, THE HOME FEELS BOTH ELEVATED AND INVITING WITH WELL-APPOINTED SPACES, NATURAL FLOW, AND QUALITY FINISHES THROUGHOUT. THE MAIN LEVEL OFFERS A TWO STORY FOYER AND A HOME OFFICE (OR MAIN LEVEL BEDROOM) WITH PLANTATION

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    1207 Thomas Point Ct, Annapolis, MD 21403
  • 927 Old Annapolis Neck Rd, Annapolis, MD 21403
    927 Old Annapolis Neck Rd, Annapolis, MD 21403
    927 Old Annapolis Neck Rd, Annapolis, MD 21403
    /12

    $1,800,000 Coming Soon

    • Land
    • 2.07 Acres
    • $869,565 per Acre

    927 Old Annapolis Neck Rd, Annapolis, MD 21403

    Rare Builder Opportunity – Prime Minor Subdivision in Annapolis, MD (Anne Arundel County)Exceptional opportunity for builders and investors to acquire a newly divided minor subdivision totaling over 2 acres in highly desirable Annapolis, MD. These spacious, 4 buildable lots offer the perfect setting to create luxury custom homes in a sought-after location.Ideally situated just a couple of

    Ana Lopez Equity Property Investments

    927 Old Annapolis Neck Rd, Annapolis, MD 21403
  • 1180 Bay Highlands Dr, Annapolis, MD 21403
    1180 Bay Highlands Dr, Annapolis, MD 21403
    /2

    $710,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    1180 Bay Highlands Dr, Annapolis, MD 21403

    Gary Durand CENTURY 21 New Millennium

    1180 Bay Highlands Dr, Annapolis, MD 21403
  • 3338 Arundel on The Bay Rd, Annapolis, MD 21403
    3338 Arundel on The Bay Rd, Annapolis, MD 21403
    3338 Arundel on The Bay Rd, Annapolis, MD 21403
    /3

    $50,000

    • Land
    • 0.23 Acre
    • $217,391 per Acre

    3338 Arundel on The Bay Rd, Annapolis, MD 21403

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform Bidding begins 5/1/2026 @ 10:00 AM. Bidding ends 5/5/2026 @ 12:45 PM. List Price is Suggested Opening Bid. Deposit: $10,000. This +/- 10,000 ft2 parcel of land is located in Annapolis, MD within Anne Arundel County. It is just minutes away to Fishing Creek and Thomas Point Park. It offers easy access to

    Adam Shpritz Ashland Auction Group LLC

    3338 Arundel on The Bay Rd, Annapolis, MD 21403
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