35

Homes for Sale near Hillsmere Elementary School

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  • 108 Maple Dr, Annapolis, MD 21403
    108 Maple Dr, Annapolis, MD 21403
    108 Maple Dr, Annapolis, MD 21403
    /62

    $674,900

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,140 Sq Ft

    108 Maple Dr, Annapolis, MD 21403

    New price! Welcome to 108 Maple Drive, a beautifully updated rancher in the sought-after waterfront community of Hillsmere Shores. Renovated throughout in 2016, this move-in ready home offers 3 bedrooms, 3 full baths, and the convenience of single-level living in one of Annapolis' most beloved neighborhoods. Inside, you'll find updated finishes, an inviting floor plan, and comfortable living

    Agent Photo

    Matthew Wyble

    Next Step Realty

    108 Maple Dr, 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

    116 Stilly Way, Annapolis, MD 21403
  • 3268 Kitty Duvall Dr, Annapolis, MD 21403
    3268 Kitty Duvall Dr, Annapolis, MD 21403
    3268 Kitty Duvall Dr, Annapolis, MD 21403
    /50

    $849,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,474 Sq Ft

    3268 Kitty Duvall Dr, Annapolis, MD 21403

    Our Adams model with a 2' extenstion will be built at this beautiful location near Duvall Creek. Home is priced at the base house only - act fast to choose the options and additions to make this home your own. Photos are of the model with optional In-Law Suite. Contact Listing Agent to schedule appointment.

    Agent Photo

    Jamie Richardson

    RE/MAX United Real Estate

    3268 Kitty Duvall Dr, 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

    113 Stilly Way, Annapolis, MD 21403
  • 10 Ironstone Ct, Annapolis, MD 21403
    10 Ironstone Ct, Annapolis, MD 21403
    10 Ironstone Ct, Annapolis, MD 21403
    /22

    $335,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    10 Ironstone Ct, Annapolis, MD 21403

    INSTANT $20,000 IN EQUITY WITH NEW IMPROVED PRICE! Welcome to 10A Ironstone Ct, the BEST-PRICED 3-bedroom, 2.5-bathroom move-in-ready townhome in Annapolis. This beautifully maintained, spacious home offers the perfect blend of comfort, convenience, and the highly sought-after Annapolis lifestyle. The highlight is the stunning top-level primary suite, a private retreat complete with a cozy

    Kimberlee Randall Group EXP Realty, LLC

    10 Ironstone Ct, 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
  • 118 Treblis Way, Annapolis, MD 21403
    118 Treblis Way, Annapolis, MD 21403
    118 Treblis Way, Annapolis, MD 21403
    /47

    $739,000

    $30K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,348 Sq Ft

    118 Treblis Way, Annapolis, MD 21403

    Modern and “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 Levels) has been meticulously improved by the current

    Joanna Dalton Coldwell Banker Realty

    118 Treblis Way, Annapolis, MD 21403
  • 124 Treblis Way, Annapolis, MD 21403
    124 Treblis Way, Annapolis, MD 21403
    124 Treblis Way, Annapolis, MD 21403
    /10

    $725,000

    Coming Soon
    • 4 Beds
    • 5 Baths
    • 2,180 Sq Ft

    124 Treblis Way, Annapolis, MD 21403

    Experience the perfect blend of style, space, and low maintenance living in this beautifully appointed Lennar townhome, built in 2023. Thoughtfully designed across four finished levels, this truly turnkey home offers 4 bedrooms, 3 full baths, 2 half baths, and the flexibility today's lifestyle demands. From the moment you enter, you'll appreciate the abundance of natural light streaming through

    Jackie Reinauer Long & Foster Real Estate, Inc.

    124 Treblis Way, Annapolis, MD 21403
  • 927 Old Annapolis Neck Rd, Annapolis, MD 21403
    927 Old Annapolis Neck Rd, Annapolis, MD 21403
    /2

    $1,100,000

    $700K PRICE DROP
    • Land
    • 1.5 Acres
    • $733,333 per Acre

    927 Old Annapolis Neck Rd, Annapolis, MD 21403

    Lots 2, 3 & 4 For Sale – Rare Builder/Developer Opportunity in Annapolis, MD (Anne Arundel County) Exceptional opportunity to acquire three fully buildable lots in a newly approved minor subdivision in one of Annapolis’ most desirable locations. These three premium lots comprise approximately 1.5 acres and are ideally suited for luxury custom homes. Large buildable parcels in Annapolis are

    Ana Lopez Equity Property Investments

    927 Old Annapolis Neck Rd, Annapolis, MD 21403
  • 3403 Hidden River View Rd, Annapolis, MD 21403
    3403 Hidden River View Rd, Annapolis, MD 21403
    3403 Hidden River View Rd, Annapolis, MD 21403
    /50

    $1,750,000

    • 4 Beds
    • 5 Baths
    • 3,836 Sq Ft

    3403 Hidden River View Rd, Annapolis, MD 21403

    Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and surrounded by lush lawns and mature landscaping, this handsome brick-front Colonial offers a rare combination of timeless architecture, flexible living spaces, and an exceptional neighborhood lifestyle. A gracious foyer welcomes you

    Brad Kappel TTR Sotheby's International Realty

    3403 Hidden River View Rd, Annapolis, MD 21403
  • 1207 Thomas Point Ct, Annapolis, MD 21403
    1207 Thomas Point Ct, Annapolis, MD 21403
    1207 Thomas Point Ct, Annapolis, MD 21403
    /75

    $1,699,900

    $50K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,589 Sq Ft

    1207 Thomas Point Ct, Annapolis, MD 21403

    NEW PRICE! 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

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    1207 Thomas Point Ct, Annapolis, MD 21403
  • 621 Harbor Dr, Annapolis, MD 21403
    621 Harbor Dr, Annapolis, MD 21403
    621 Harbor Dr, Annapolis, MD 21403
    /85

    $1,500,000

    Open Sun 10AM - 12PM
    • 5 Beds
    • 3.5 Baths
    • 3,620 Sq Ft

    621 Harbor Dr, Annapolis, MD 21403

    Sunsets, Water Views & Effortless Coastal Living in HillsmerePerfectly positioned on one of the quietest streets in Hillsmere, this exceptional residence offers breathtaking water views of Lake Hillsmere in the foreground and the South River beyond—without the expense of waterfront taxes.Designed to embrace its spectacular setting, the home is oriented to the west, delivering

    Sandra K. Libby Long & Foster Real Estate, Inc.

    621 Harbor Dr, Annapolis, MD 21403
  • 3728 Ramsgate Dr, Annapolis, MD 21403
    3728 Ramsgate Dr, Annapolis, MD 21403
    3728 Ramsgate Dr, Annapolis, MD 21403
    /68

    $6,995,000

    • 4 Beds
    • 5.5 Baths
    • 5,771 Sq Ft

    3728 Ramsgate Dr, Annapolis, MD 21403

    Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas. Completely reimagined in

    Brad Kappel TTR Sotheby's International Realty

    3728 Ramsgate Dr, Annapolis, MD 21403
  • 110 Lake View Dr, Annapolis, MD 21403
    110 Lake View Dr, Annapolis, MD 21403
    110 Lake View Dr, Annapolis, MD 21403
    /45

    $750,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,742 Sq Ft

    110 Lake View Dr, Annapolis, MD 21403

    Nestled in the heart of Hillsmere Shores, this beautifully updated 3-bedroom, 2-bath split-level is just two blocks from the community's private beach and playground on the South River, where residents enjoy breathtaking Chesapeake Bay views and watch sailboats and commercial ships pass by. Inside, you'll find a flexible floor plan with multiple living spaces, including a welcoming living room

    Danielle Franz EXP Realty, LLC

    110 Lake View Dr, Annapolis, MD 21403
  • 1227 Creek Dr, Annapolis, MD 21403
    1227 Creek Dr, Annapolis, MD 21403
    1227 Creek Dr, Annapolis, MD 21403
    /13

    $15,000

    $10K PRICE DROP
    • Land
    • 17,859 Sq Ft
    • $36,585 per Acre

    1227 Creek Dr, Annapolis, MD 21403

    ONLINE AUCTION: Bidding begins 07/03/2026 @ 10:00 AM. Bidding ends 07/07/2026 @ 11:55 AM. List Price is Suggested Opening Bid. Deposit: $5,000. Tucked inside the sought-after Oyster Harbor community of Annapolis, this 0.41-acre homesite at 1227 Creek Dr offers something increasingly rare in Anne Arundel County: land in an established waterfront neighborhood just minutes from the heart of

    Adam Shpritz Ashland Auction Group

    1227 Creek Dr, Annapolis, MD 21403
  • 1180 Bay Highlands Dr, Annapolis, MD 21403
    1180 Bay Highlands Dr, Annapolis, MD 21403
    1180 Bay Highlands Dr, Annapolis, MD 21403
    /49

    $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
  • 1354 Moyer Rd, Annapolis, MD 21403
    1354 Moyer Rd, Annapolis, MD 21403
    1354 Moyer Rd, Annapolis, MD 21403
    /37

    $490,000

    $35K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,668 Sq Ft

    1354 Moyer Rd, Annapolis, MD 21403

    Welcome to 1354 Moyer Road, a fantastic opportunity to create your dream home in one of Annapolis' most convenient locations. Priced to reflect the updates a new owner may wish to make, this spacious split-foyer offers the perfect combination of space, location, and potential. The main level features a bright and expansive living and dining area, screened porch, three bedrooms, and two full

    Nick Skudrna Long & Foster Real Estate, Inc.

    1354 Moyer Rd, Annapolis, MD 21403
  • 104 Groh Ln, Annapolis, MD 21403
    104 Groh Ln, Annapolis, MD 21403
    104 Groh Ln, Annapolis, MD 21403
    /58

    $745,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft

    104 Groh Ln, Annapolis, MD 21403

    Perfectly blending sophisticated design with everyday comfort, this beautifully updated Hillsmere home is the definition of modern Annapolis living. Every room has been thoughtfully curated with a fresh, clean aesthetic, quality finishes, and stylish details that create an effortless, move-in-ready feel. Sun-filled living spaces flow seamlessly together, offering the perfect backdrop for

    Wendy Oliver Coldwell Banker Realty

    104 Groh Ln, Annapolis, MD 21403
  • 1365 Moyer Rd, Annapolis, MD 21403
    1365 Moyer Rd, Annapolis, MD 21403
    1365 Moyer Rd, Annapolis, MD 21403
    /67

    $615,000

    • 4 Beds
    • 3 Baths
    • 1,814 Sq Ft

    1365 Moyer Rd, Annapolis, MD 21403

    Welcome to 1365 Moyer Road, a beautifully renovated home offering the perfect blend of modern style, privacy, and convenience. Nestled just off Arundel on the Bay Road, this exceptional property is minutes from downtown Annapolis, Quiet Waters Park, and the Chesapeake Bay.The upper-level features three spacious bedrooms and two fully updated bathrooms, including a serene primary suite

    Jacqueline Shea RE/MAX Executive

    1365 Moyer Rd, Annapolis, MD 21403
  • 10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    /17

    $305,000

    • 3 Beds
    • 2 Baths
    • 1,333 Sq Ft

    10 Sandstone Ct, Annapolis, MD 21403

    Spring has arrived, and this beautifully updated 3-bedroom, 2-bath condo offers the perfect opportunity to enjoy the best of the Annapolis lifestyle. Located on the 3rd floor, this light-filled home combines modern upgrades, comfort, and unbeatable access to outdoor recreation and waterfront attractions. Inside, the open-concept living, dining, and kitchen area creates a warm and inviting flow,

    Sharee Covington Smart Realty, LLC

    10 Sandstone Ct, Annapolis, MD 21403
  • 410 Walnut Dr, Annapolis, MD 21403
    410 Walnut Dr, Annapolis, MD 21403
    410 Walnut Dr, Annapolis, MD 21403
    /42

    $464,000

    • 3 Beds
    • 1 Bath
    • 1,368 Sq Ft

    410 Walnut Dr, Annapolis, MD 21403

    A CHERISHED FAMILY CLASSIC IN WATERFRONT HILLSMERE ESTATES! 410 Walnut Road presents a rare opportunity in one of Annapolis’s most coveted water-privileged communities. Lovingly maintained by the same family, this home serves as a beautiful foundation for your future memories and personal design touches. Three bedrooms with a traditional layout which include rich hardwood flooring, adding a layer

    Linda Pelton Taylor Properties

    410 Walnut 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
    /47

    $479,999

    $20K PRICE DROP
    • 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
  • 112 Stilly Way, Annapolis, MD 21403
    112 Stilly Way, Annapolis, MD 21403
    112 Stilly Way, Annapolis, MD 21403
    /33

    $1,119,290

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

    112 Stilly Way, 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
    112 Stilly Way, Annapolis, MD 21403
  • 1252 Creek Dr, Annapolis, MD 21403
    1252 Creek Dr, Annapolis, MD 21403
    1252 Creek Dr, Annapolis, MD 21403
    /39

    $565,000

    • 3 Beds
    • 2 Baths
    • 1,555 Sq Ft

    1252 Creek Dr, Annapolis, MD 21403

    Stunning Oyster Harbor – Coastal Charm Meets Comfort This 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 ramp, and

    Jessica Ricciardi Welder Keller Williams Flagship

    1252 Creek Dr, Annapolis, MD 21403
  • 40 Ironstone Ct Unit J, Annapolis, MD 21403
    40 Ironstone Ct Unit J, Annapolis, MD 21403
    40 Ironstone Ct Unit J, Annapolis, MD 21403
    /33

    $345,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    40 Ironstone Ct Unit J, Annapolis, MD 21403

    Beautifully maintained 3-level townhome in the desirable Annapolis Overlook community in Annapolis! This spacious home offers approximately 1,680 sq ft with 3 bedrooms, 2.5 baths, and a functional layout designed for comfortable living. The main level features a bright living area, separate dining space, and an updated kitchen with ample cabinet storage and room for entertaining. Upstairs you’ll

    Lisa Gilmore Keller Williams Flagship

    40 Ironstone Ct Unit J, 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
  • 149 Quiet Waters Place, Annapolis, MD 21403
    149 Quiet Waters Place, Annapolis, MD 21403
    149 Quiet Waters Place, Annapolis, MD 21403
    /55

    $455,000

    $40K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,740 Sq Ft

    149 Quiet Waters Place, Annapolis, MD 21403

    MAJOR PRICE REDUCTION! Beautifully updated by the current owners, this move-in ready home offers a fresh, modern feel with stylish finishes throughout and a rare opportunity to own in Annapolis at this price point, just minutes from Eastport, Downtown Annapolis, and Quiet Waters Park. Boasting over 2,000 square feet, the spacious floor plan features a large living area, separate dining space,

    Joanna Dalton Coldwell Banker Realty

    149 Quiet Waters Place, Annapolis, MD 21403
  • 3344 Harness Creek Rd, Annapolis, MD 21403
    3344 Harness Creek Rd, Annapolis, MD 21403
    3344 Harness Creek Rd, Annapolis, MD 21403
    /50

    $10,850,000

    • 4 Beds
    • 7 Baths
    • 8,264 Sq Ft

    3344 Harness Creek Rd, Annapolis, MD 21403

    An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett

    Brad Kappel TTR Sotheby's International Realty

    3344 Harness Creek Rd, 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
    • 10,018 Sq Ft
    • $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 7/24/2026, 10:00 AM. Bidding ends 7/28/2026, 12:15 PM. The list price is the 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

    Adam Shpritz Ashland Auction Group LLC

    3338 Arundel on The Bay Rd, Annapolis, MD 21403
  • 1412 Ellis Rd, Annapolis, MD 21403
    1412 Ellis Rd, Annapolis, MD 21403
    1412 Ellis Rd, Annapolis, MD 21403
    /44

    $680,000

    Open Sun 11AM - 1PM
    • 4 Beds
    • 3 Baths
    • 1,178 Sq Ft

    1412 Ellis Rd, Annapolis, MD 21403

    Experience the perfect blend of modern luxury and waterfront living at 1412 Ellis Road in the highly sought-after, water-privileged community of Oyster Harbor. This beautifully renovated home offers exceptional style, flexible living spaces, and outstanding indoor and outdoor entertaining—all just minutes from downtown Annapolis.The main residence features 3 spacious bedrooms and 2 full

    Lance Tiso Compass

    1412 Ellis Rd, Annapolis, MD 21403
  • 996 Headwater Rd, Annapolis, MD 21403
    996 Headwater Rd, Annapolis, MD 21403
    996 Headwater Rd, Annapolis, MD 21403
    /59

    $1,099,500

    $51K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,288 Sq Ft

    996 Headwater Rd, Annapolis, MD 21403

    Annapolis Waterfront home located right off the South River with easy access to the Chesapeake Bay. This recently updated home offers the perfect blend of luxury, comfort, and waterfront living. Inside, you’re welcomed by refinished hardwood floors and abundant natural light. The updated kitchen features new GE stainless steel appliances and opens to a cozy living room with a wood-burning

    Amanda Greenfield Engel & Völkers Annapolis

    996 Headwater Rd, Annapolis, MD 21403
  • 278 Hillsmere Dr, Annapolis, MD 21403
    278 Hillsmere Dr, Annapolis, MD 21403
    278 Hillsmere Dr, Annapolis, MD 21403
    /53

    $845,000

    $154K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,506 Sq Ft

    278 Hillsmere Dr, Annapolis, MD 21403

    Location, location, location! Looks can be deceiving, must see inside to appreciate the open, airy, light filled space. This home is located in the highly desirable Hillsmere Shores community, offering a private beach, community pool, marina, and multiple launch areas for boats, kayaks, canoes, and paddleboards — the perfect setting for anyone who loves life on the water. The home features four

    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

    $2,980,000

    • 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
  • 420 Edgemere Dr, Annapolis, MD 21403
    420 Edgemere Dr, Annapolis, MD 21403
    420 Edgemere Dr, Annapolis, MD 21403
    /19

    $625,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,725 Sq Ft

    420 Edgemere Dr, Annapolis, MD 21403

    Priced to attract serious buyers and offering exceptional value in Hillsmere Shores, this is an opportunity you won’t want to miss. The motivated sellers have thoughtfully transformed this 4-bedroom, 2-bath home into a move-in-ready retreat where timeless design meets modern convenience. Completely renovated from top to bottom, the heart of the home is a stunning brand-new kitchen featuring

    Brent Hardie TTR Sotheby's International Realty

    420 Edgemere Dr, Annapolis, MD 21403
  • 10 Sandstone Ct Unit K, Annapolis, MD 21403
    10 Sandstone Ct Unit K, Annapolis, MD 21403
    10 Sandstone Ct Unit K, Annapolis, MD 21403
    /23

    $285,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    10 Sandstone Ct Unit K, Annapolis, MD 21403

    Price Reduced! Back on the market with new photos! Welcome to this beautifully updated terrace-level condo offering the perfect blend of comfort and style. This 2-bedroom unit features fresh paint, brand-new carpet, and an upgraded kitchen complete with new countertops and stainless steel appliances. Enjoy easy single-level living with a spacious, open-concept layout that flows seamlessly to a

    Sean Ussery CENTURY 21 New Millennium

    10 Sandstone Ct Unit K, Annapolis, MD 21403
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