283

Annapolis, MD Homes for Sale

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  • 212 Duke of Gloucester St, Annapolis, MD 21401
    212 Duke of Gloucester St, Annapolis, MD 21401
    212 Duke of Gloucester St, Annapolis, MD 21401
    /23

    $649,999

    • Studio
    • 2,300 Sq Ft

    212 Duke of Gloucester St, Annapolis, MD 21401

    Welcome to 212 Duke of Gloucester- a prime development opportunity in the heart of historic Annapolis-- Steps away from Church circle, this 2300 sqft split level property built in 1946 is ready for your vision. This property is ideal for visionary investors or developers seeking to create a signature residential, commercial, or mixed-use project. While the zoning is C2P which allows both

    Ronald Howard RE/MAX Advantage Realty

    212 Duke of Gloucester St, Annapolis, MD 21401
  • 547 Leftwich Ln Unit 88, Annapolis, MD 21401
    547 Leftwich Ln Unit 88, Annapolis, MD 21401
    547 Leftwich Ln Unit 88, Annapolis, MD 21401
    /52

    $594,999

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

    547 Leftwich Ln Unit 88, Annapolis, MD 21401

    COSMOPOLITAN ANNAPOLIS TOWNHOME BOASTING SKYLINE ROOFTOP DECK! ADMIRALS SQUARE DUAL ASPECT CORNER UNIT offering 2 levels of living with upscale detailing and finishes! 9-Foot ceilings, terrace-like walls of windows, a turnkey urban neutral palette, brick accent walls, and upgraded flooring to enhance any decor. The entry staircase will take you into an open concept Dining area and chef’s

    Maxim Gaudreault Long & Foster Real Estate, Inc.

    547 Leftwich Ln Unit 88, Annapolis, MD 21401
  • 301 Burnside St Unit C 202, Annapolis, MD 21403
    301 Burnside St Unit C 202, Annapolis, MD 21403
    301 Burnside St Unit C 202, Annapolis, MD 21403
    /58

    $650,000

    • 1 Bed
    • 1 Bath
    • 513 Sq Ft

    301 Burnside St Unit C 202, Annapolis, MD 21403

    REDUCED AND PRICED TO SELL! STEP INTO LUXURY AT THE YACHT CLUB CONDOMINIUMS OVERLOOKING BEAUTIFUL SPA CREEK AND THE GORGEOUS GROUNDS OF ST MARYS CATHEDRAL. This 1 Bedroom, 1 Bath Condo boasts Stainless Steel Appliances, a Wood Burning Fireplace and spectacular views from your private deck. Enjoy the ultimate Annapolis Lifestyle where you can dine dockside, paddleboard at sunrise, take a dip

    Joan Eisenhardt RE/MAX Executive

    301 Burnside St Unit C 202, Annapolis, MD 21403
  • 3126 Port Way, Annapolis, MD 21403
    3126 Port Way, Annapolis, MD 21403
    3126 Port Way, Annapolis, MD 21403
    /59

    $1,630,000

    • 4 Beds
    • 5 Baths
    • 3,200 Sq Ft

    3126 Port Way, Annapolis, MD 21403

    Annapolis New Turnkey Masterpiece: Welcome to 3126 Port Way - an extraordinary residential real estate transformation in the highly sought-after Anchorage waterfront community in Annapolis. This fully reimagined masterpiece is the creation of a partnership between a contractor and an interior and space designer firm. Mac O’Brien, the owner of Great Eastern Contracting, and his wife Becca O’Brien

    Ani Gonzalez-Brunet Coldwell Banker Realty

    3126 Port Way, Annapolis, MD 21403
  • 1004 Westway, Annapolis, MD 21409
    1004 Westway, Annapolis, MD 21409
    1004 Westway, Annapolis, MD 21409
    /84

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 2,607 Sq Ft

    1004 Westway, Annapolis, MD 21409

    STUNNING Remodeled Colonial in Sought-After Cape St. ClaireNew Kitchen, 3.5 New Bathrooms, New Flooring, Freshly Painted, New Deck, New Shed, Finished Basement, Expansive Primary En-Suite, Oversized Garage, Extra Wide Driveway, 2 Zone Heating & Cooling!Easy Walk to Community Pool, Shopping & SchoolsWhether you’re hosting in the brand-new kitchen, relaxing in the updated living

    Kristi Krankowski RE/MAX One

    1004 Westway, Annapolis, MD 21409
  • 16 Parole St, Annapolis, MD 21401
    16 Parole St, Annapolis, MD 21401
    16 Parole St, Annapolis, MD 21401
    /36

    $375,000

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    16 Parole St, Annapolis, MD 21401

    Check the photos - Beautiful * Immediate possession * Amazing opportunity to own a detached home at a condominium price * NO HOA or condo fees * Large yard * Remodeled / upgraded * Cutest cape cod with hardwood floors * screened in front porch * updated kitchen and baths * New stainless steel appliances * All solid wood cabinets with granite countertop * Freshly painted * Deep lot with plenty of

    Katie Neighoff RE/MAX United Real Estate

    16 Parole St, Annapolis, MD 21401
  • 655 Burtons Cove Way Unit 8, Annapolis, MD 21401
    655 Burtons Cove Way Unit 8, Annapolis, MD 21401
    655 Burtons Cove Way Unit 8, Annapolis, MD 21401
    /33

    $319,000

    • 2 Beds
    • 2 Baths
    • 1,121 Sq Ft

    655 Burtons Cove Way Unit 8, Annapolis, MD 21401

    Immaculate condominium, move in ready* Recently painted throughout* All newer carpeting* Bright and open floorplan* Kitchen with white cabinetry and counters, gas stove* Spacious Living Room with access to deck and gas fireplace* Primary bedroom with attached full bathroom and walk in closet* Secure building* Water heater recently replaced* Easy access to downtown Annapolis

    Aidan Surlis, Jr. RE/MAX Leading Edge

    655 Burtons Cove Way Unit 8, Annapolis, MD 21401
  • 917 Arbutus Rd, Annapolis, MD 21403
    917 Arbutus Rd, Annapolis, MD 21403
    917 Arbutus Rd, Annapolis, MD 21403
    /121

    $5,250,000

    • 5 Beds
    • 3.5 Baths
    • 3,945 Sq Ft

    917 Arbutus Rd, Annapolis, MD 21403

    Welcome to 917 Arbutus Road—an extraordinary waterfront property nestled on 5 private acres with deep water on Crab Creek minutes from downtown Annapolis. This mid-century modern home offers over 3656 SF of light-filled living space, with soaring ceilings, expansive glass walls, and panoramic views of water and nature. The main level boasts four bedrooms and open-concept living areas designed

    Georgie Berkinshaw Coldwell Banker Realty

    917 Arbutus Rd, Annapolis, MD 21403
  • 1200 Gemini Dr, Annapolis, MD 21403
    1200 Gemini Dr, Annapolis, MD 21403
    1200 Gemini Dr, Annapolis, MD 21403
    /40

    $324,999

    • 3 Beds
    • 2.5 Baths
    • 1,304 Sq Ft

    1200 Gemini Dr, Annapolis, MD 21403

    Don’t miss this beautifully updated 3-bedroom, 2.5-bath end-unit townhouse located just minutes from Historic Downtown Annapolis. Freshly painted with brand-new flooring throughout, this move-in ready home offers bright, spacious living with the added privacy of an end-unit. Step outside to your fully fenced backyard, featuring a brand-new fence, pavers, a grassy area, and a convenient storage

    Mary Graw Coldwell Banker Realty

    1200 Gemini Dr, Annapolis, MD 21403
  • 5 Park Place Unit 217, Annapolis, MD 21401
    5 Park Place Unit 217, Annapolis, MD 21401
    5 Park Place Unit 217, Annapolis, MD 21401
    /46

    $749,500

    • 2 Beds
    • 2 Baths
    • 1,343 Sq Ft

    5 Park Place Unit 217, Annapolis, MD 21401

    Major Price Improvement! Welcome to luxury living in the highly sought-after Residence at Park Place, located in the heart of historic Annapolis! This beautifully maintained 2-bedroom, 2-full bath condo offers comfort, convenience, and top-tier amenities — all in a secure, resort-style building. Step inside to find generously sized bedrooms, gorgeous hardwood floors, and an open-concept layout

    Leslie Bauer Keller Williams Realty

    5 Park Place Unit 217, Annapolis, MD 21401
  • 2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    /82

    $650,000

    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403

    Buyer's home contingency fell through. Now is your chance to call this HOME! Welcome to this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style

    Lorna Kaim Compass

    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
  • 1014 St Charles Dr, Annapolis, MD 21409
    1014 St Charles Dr, Annapolis, MD 21409
    1014 St Charles Dr, Annapolis, MD 21409
    /29

    $739,900

    • 5 Beds
    • 3 Baths
    • 3,312 Sq Ft

    1014 St Charles Dr, Annapolis, MD 21409

    This five-bedroom, three full-bath colonial is situated on a corner lot in the desirable Cape St. Claire neighborhood of Annapolis. This home boasts a charming front porch and relaxing side patio, along with ample off-street parking including a two-car garage and four-car driveway. Step inside to find a home that is truly move-in ready, featuring fresh paint throughout, gleaming hardwood floors,

    John Burgess Samson Properties

    1014 St Charles Dr, Annapolis, MD 21409
  • 107 Spring Valley Dr, Annapolis, MD 21403
    107 Spring Valley Dr, Annapolis, MD 21403
    107 Spring Valley Dr, Annapolis, MD 21403
    /57

    $658,000

    • 4 Beds
    • 2 Baths
    • 2,020 Sq Ft

    107 Spring Valley Dr, Annapolis, MD 21403

    This Hillsmere Shores residence is conveniently located within walking distance of South River and Key School. The property features a flexible interior layout, including a main-level suite with a full bathroom and sitting area, currently utilized as a family room with a home office. A rear staircase offers secondary access to the updated kitchen, which showcases stainless steel appliances and

    Celeste Blessin Coldwell Banker Realty

    107 Spring Valley Dr, Annapolis, MD 21403
  • 1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    /106

    $3,250,000

    • 5 Beds
    • 4.5 Baths
    • 5,260 Sq Ft

    1486 Downham Market, Annapolis, MD 21401

    Prepare to be captivated by 1486 Downham Market, a striking architectural masterpiece perched on one of the most coveted deep-water lots in Annapolis. Perfectly situated at the mouth of Clements Creek—widely regarded as one of the safest and most protected hurricane holes on the Severn—this estate delivers a rare blend of natural beauty, luxury, and marine excellence. With a commanding 180-foot

    Wendy Oliver Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
  • 1507 Broadneck Place Unit 404, Annapolis, MD 21409
    1507 Broadneck Place Unit 404, Annapolis, MD 21409
    1507 Broadneck Place Unit 404, Annapolis, MD 21409
    /32

    $409,000

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    1507 Broadneck Place Unit 404, Annapolis, MD 21409

    Welcome to the exquisite penthouse level sanctuary at 1507 Broadneck Place, Unit 404, Annapolis, MD. This elegant loft-style condominium, offering 1,235 square feet, is a testament to comfort and convenience. Revel in the grandeur of vaulted ceilings and the abundance of natural light that cascades through expansive windows, enhancing every corner of this remarkable home. Thoughtfully designed,

    Jaime Watt Compass

    1507 Broadneck Place Unit 404, Annapolis, MD 21409
  • 66 Franklin St Unit 20, Annapolis, MD 21401
    66 Franklin St Unit 20, Annapolis, MD 21401
    66 Franklin St Unit 20, Annapolis, MD 21401
    /29

    $750,000

    • 1 Bed
    • 1.5 Baths
    • 1,342 Sq Ft

    66 Franklin St Unit 20, Annapolis, MD 21401

    Chic Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, 1.5-bath condo in the sought-after Acton's Landing community. Perfectly situated on the street level for effortless access, this unit combines convenience with luxury. The open-concept layout features a generous living space, a large kitchen with a center island, breakfast bar, and plenty of storage—ideal for a

    John Collins Long & Foster Real Estate, Inc.

    66 Franklin St Unit 20, Annapolis, MD 21401
  • 404 Edgemere Dr, Annapolis, MD 21403
    404 Edgemere Dr, Annapolis, MD 21403
    404 Edgemere Dr, Annapolis, MD 21403
    /50

    $579,900

    • 4 Beds
    • 2.5 Baths
    • 2,360 Sq Ft

    404 Edgemere Dr, Annapolis, MD 21403

    Welcome to your water-privileged dream home in the sought-after Hillsmere Shores community of Annapolis, where spacious living, modern design, and unbeatable location come together. This beautifully updated 4-bedroom, 2.5-bath split foyer has been thoughtfully reimagined with high-end finishes and a stunning expansion that sets it apart from the rest. Step upstairs to find a bright and inviting

    Melissa Menning Alberti Realty, LLC

    404 Edgemere Dr, Annapolis, MD 21403
  • 7 Silopanna Rd, Annapolis, MD 21403
    7 Silopanna Rd, Annapolis, MD 21403
    7 Silopanna Rd, Annapolis, MD 21403
    /41

    $729,900

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

    7 Silopanna Rd, Annapolis, MD 21403

    Welcome to this beautifully restored and thoughtfully updated 1942 gem. Step inside to find gleaming hardwood floors, sunlit living spaces, and original archtectural details blended seamlessly w contemporary updates. Outdoors, enjoy a peaceful side and rear garden, ideal for morning coffee or quiet evenings under the stars. Just a short walk is a scenic footbridge over Spa Creek to Truxton

    Don Adams Long & Foster Real Estate, Inc.

    7 Silopanna Rd, Annapolis, MD 21403
  • 39 Windwhisper Ln, Annapolis, MD 21403
    39 Windwhisper Ln, Annapolis, MD 21403
    39 Windwhisper Ln, Annapolis, MD 21403
    /58

    $750,000

    • 3 Beds
    • 3.5 Baths
    • 3,193 Sq Ft

    39 Windwhisper Ln, Annapolis, MD 21403

    Tucked away on a peaceful cul-de-sac in the desirable Georgetown Grove community, this beautifully maintained three-level waterfront home offers the perfect blend of privacy, comfort and convenience. Set on the largest lot in the neighborhood, the property abuts onto the headwaters of Back Creek. A picturesque, wooded lot surrounds the home and provides a blanket of greenery during the summer

    Kristi Neidhardt Northrop Realty

    39 Windwhisper Ln, Annapolis, MD 21403
  • 7 Ashford Ct, Annapolis, MD 21403
    7 Ashford Ct, Annapolis, MD 21403
    7 Ashford Ct, Annapolis, MD 21403
    /17

    $465,000

    • 2 Beds
    • 2 Baths
    • 1,740 Sq Ft

    7 Ashford Ct, Annapolis, MD 21403

    Popular Hunt Meadow townhome model ONE-LEVEL living-2 BDRM/2 BA - with basement! Wood floors throughout- tile in kitchen, vaulted ceilings, gas fireplace. Remodeled main Bathroom. Recent new roof and deck. Reasonable HOA fees of $250/mo. covers pool/tennis/jog-bike trails, prof off-site mgmt.; lawn maintenance; trash; snow shoveling to your front door!

    Denis Hope-Ross Anne Arundel Properties, Inc.

    7 Ashford Ct, Annapolis, MD 21403
  • 300 Hilltop Ln Unit 300K, Annapolis, MD 21403
    300 Hilltop Ln Unit 300K, Annapolis, MD 21403
    300 Hilltop Ln Unit 300K, Annapolis, MD 21403
    /21

    $269,000

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft

    300 Hilltop Ln Unit 300K, Annapolis, MD 21403

    Take advantage of this price reduction and move in today! This beautiful garden-style 2-bedroom, 2-bathroom condo is located on the top floor of a charming 4-story building, offering privacy and serene treetop views. The open-concept layout is filled with natural light, featuring a spacious living area, modern kitchen, and private balcony perfect for morning coffee or evening relaxation. Both

    Christian Dimenna Cummings & Co. Realtors

    300 Hilltop Ln Unit 300K, Annapolis, MD 21403
  • 1809 Labrott Ln, Annapolis, MD 21401
    1809 Labrott Ln, Annapolis, MD 21401
    1809 Labrott Ln, Annapolis, MD 21401
    /35

    $580,000

    • 3 Beds
    • 3.5 Baths
    • 2,236 Sq Ft

    1809 Labrott Ln, Annapolis, MD 21401

    Great SFH situated on flag lot in desirable location! Multiple living spaces on main level, open concept kitchen and family room with high ceilings and skylights. 2 generous sized bedrooms upstairs and spacious Primary Bedroom with private En Suite. Large basement with storage, exterior access, another bedroom and full bath. Garage was converted to additional space but can easily be converted

    Heidi Heiderman Samson Properties

    1809 Labrott Ln, Annapolis, MD 21401
  • 3259 Chrisland Dr, Annapolis, MD 21403
    3259 Chrisland Dr, Annapolis, MD 21403
    3259 Chrisland Dr, Annapolis, MD 21403
    /46

    $1,550,000

    • 5 Beds
    • 3.5 Baths
    • 4,583 Sq Ft

    3259 Chrisland Dr, Annapolis, MD 21403

    Welcome Home to 3529 Chrisland Drive! This beautifully upgraded 5-bedroom, 4-bathroom is located in the highly desired neighborhood of Annapolis Cove, only minutes from downtown Annapolis. Enjoy stunning views of the water from all aspects of your new home. A gourmet open kitchen, family room, formal dining room, formal living room, sunroom, private office and half bath offer amazing living

    Michelle Kirby Coldwell Banker Realty

    3259 Chrisland Dr, Annapolis, MD 21403
  • 399 Hilltop Ln, Annapolis, MD 21403
    399 Hilltop Ln, Annapolis, MD 21403
    399 Hilltop Ln, Annapolis, MD 21403
    /71

    $620,000

    • 4 Beds
    • 4 Baths
    • 3,668 Sq Ft

    399 Hilltop Ln, Annapolis, MD 21403

    Price adjustment!!!!!Discover your slice of paradise in the heart of Annapolis! This exceptional property combines two complete homes with productive fruit trees, creating the ultimate in flexible living. Main Home (3BR/2BA): Beautiful hardwood floors flows through the large living room and bedrooms, while the spacious kitchen with Island connects to a separate dining area -

    James Ellis Coldwell Banker Realty

    399 Hilltop Ln, Annapolis, MD 21403
  • 208 Sellew Rd, Annapolis, MD 21401
    208 Sellew Rd, Annapolis, MD 21401
    208 Sellew Rd, Annapolis, MD 21401
    /23

    $1,375,000

    • 3 Beds
    • 5 Baths
    • 3,100 Sq Ft

    208 Sellew Rd, Annapolis, MD 21401

    Make an appointment to visit our show home! This listing is for an End Unit at the standard price, however, Sturbridge Homes is offering a generous pre-construction incentive package for early buyers, including: $40,000 in closing cost credit, $30,000 in options and upgrades, including a hot tub installed on the rooftop terrace, No upcharge for end units (-$25,000), a one-year membership to

    Alison Wisnom Coldwell Banker Realty

    208 Sellew Rd, Annapolis, MD 21401
  • 21 Chesapeake Landing, Annapolis, MD 21403
    21 Chesapeake Landing, Annapolis, MD 21403
    21 Chesapeake Landing, Annapolis, MD 21403
    /56

    $1,599,000

    • 4 Beds
    • 3.5 Baths
    • 2,232 Sq Ft

    21 Chesapeake Landing, Annapolis, MD 21403

    Spectacular Water View Home nestled at the tip of Eastport Peninsula between Spa Creek, Back Creek and the Severn River in the premiere gated community of Chesapeake Landing, with onsite Yacht Club and pool memberships available. 21 Chesapeake Landing embodies the epitome of Eastport’s waterfront lifestyle. The Maritime Republic of Eastport is a vibrant waterfront community deeply rooted in both

    Stephanie Snyder Long & Foster Real Estate, Inc.

    21 Chesapeake Landing, Annapolis, MD 21403
  • 796 Fairview Ave Unit 796 E, Annapolis, MD 21403
    796 Fairview Ave Unit 796 E, Annapolis, MD 21403
    796 Fairview Ave Unit 796 E, Annapolis, MD 21403
    /27

    $419,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    796 Fairview Ave Unit 796 E, Annapolis, MD 21403

    Severn House is a sought after community on Back Creek in Eastport. This is a beautiful warm and inviting 2 bedroom 1 bath unit. Kitchen recently replaced with white soft close cabinetry, lovely backsplash and stainless steel appliances. Luxury vinyl floor with beautiful area rugs that will convey. Dining area has a lovely bar with bar fridge steps from the beautiful private deck.

    Cindy Garhart RE/MAX Leading Edge

    796 Fairview Ave Unit 796 E, Annapolis, MD 21403
  • 216 Gross Ave, Annapolis, MD 21401
    216 Gross Ave, Annapolis, MD 21401
    /2

    $225,000

    • Land
    • 0.14 Acre
    • $1,607,143 per Acre

    216 Gross Ave, Annapolis, MD 21401

    ***Opportunity to build in Annapolis*** Grading permit was approved by the City of Annapolis, but expired December 2024 during the building permit review. The Seller has filed a request for renewal of the grading permit and awaits approval. Once the grading permit is approved the building permit will follow. House to be built is the Wexford (84 Lumber). Choose your builder,

    Pier Butler Curtis Real Estate Company

    216 Gross Ave, Annapolis, MD 21401
  • 414 Blossom Tree Ct, Annapolis, MD 21409
    414 Blossom Tree Ct, Annapolis, MD 21409
    414 Blossom Tree Ct, Annapolis, MD 21409
    /44

    $444,900

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    414 Blossom Tree Ct, Annapolis, MD 21409

    It’s rare to find a home that checks all the boxes—peaceful neighborhood, functional space, and a location that keeps you connected. This one does just that. Nestled on a quiet cul-de-sac in Whispering Woods, the setting feels tucked away while still offering easy access to everything Annapolis has to offer.Step outside and you’re just minutes from Broadneck parks, local shops, and

    James Bowerman Douglas Realty, LLC

    414 Blossom Tree Ct, Annapolis, MD 21409
  • 7101 Bay Front Dr Unit 204, Annapolis, MD 21403
    7101 Bay Front Dr Unit 204, Annapolis, MD 21403
    7101 Bay Front Dr Unit 204, Annapolis, MD 21403
    /43

    $320,000

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

    7101 Bay Front Dr Unit 204, Annapolis, MD 21403

    Gorgeous 1 bedroom, 1.5 bath condo on the second floor. Freshly painted and new carpet have been installed. This is one MOVE IN READY. Enjoy all the ammenities that Baywoods has to offer and enjoy being directly on the Chesapeake Bay. Luxury and convenience at it's finest.

    Crystal Smith RE/MAX Executive

    7101 Bay Front Dr Unit 204, Annapolis, MD 21403
  • 103 Norma Alley, Annapolis, MD 21403
    103 Norma Alley, Annapolis, MD 21403
    103 Norma Alley, Annapolis, MD 21403
    /49

    $695,000

    • 4 Beds
    • 5 Baths
    • 1,880 Sq Ft

    103 Norma Alley, Annapolis, MD 21403

    Welcome to this stunning, light-filled, and modern four-bedroom townhome located in the private, sought-after community of Primrose Hill in historic Annapolis. This beautifully appointed four-level home offers a spacious and versatile layout, including a top-floor loft with sun-drenched skylights and a full bath, perfect as a guest suite, office, or media room. Featuring 4 bedrooms, 3 full baths,

    Joanna Dalton Coldwell Banker Realty

    103 Norma Alley, Annapolis, MD 21403
  • 2000 Monticello Dr, Annapolis, MD 21401
    2000 Monticello Dr, Annapolis, MD 21401
    2000 Monticello Dr, Annapolis, MD 21401
    /51

    $999,000

    • 6 Beds
    • 6.5 Baths
    • 6,612 Sq Ft

    2000 Monticello Dr, Annapolis, MD 21401

    Welcome to this exceptional former model home in the prestigious Monticello enclave—ideally located just moments from Annapolis’ finest dining, shopping, and commuter routes. This residence showcases endless upgrades and over 6,700 square feet of refined living across three spacious levels, blending timeless elegance with cutting-edge comfort.A dramatic two-story foyer with striking

    Peggy Love Long & Foster Real Estate, Inc.

    2000 Monticello Dr, Annapolis, MD 21401
  • 1864 Milvale Rd, Annapolis, MD 21409
    1864 Milvale Rd, Annapolis, MD 21409
    1864 Milvale Rd, Annapolis, MD 21409
    /85

    $5,950,000

    • 4 Beds
    • 7 Baths
    • 7,684 Sq Ft

    1864 Milvale Rd, Annapolis, MD 21409

    A Rare Opportunity on Milvale Road and Mill Creek.This exceptional waterfront property, crafted by renowned builder Lynbrook Homes and thoughtfully designed by architect Vince Green, offers a rare blend of luxury and serenity. The open-concept floor plan is designed to maximize the sweeping, panoramic views of Mill Creek, with western exposure providing breathtaking sunsets

    Glenn Sutton TTR Sotheby's International Realty

    1864 Milvale Rd, Annapolis, MD 21409
  • 316 Burnside St Unit 101, Annapolis, MD 21403
    316 Burnside St Unit 101, Annapolis, MD 21403
    316 Burnside St Unit 101, Annapolis, MD 21403
    /32

    $425,000

    • 1 Bed
    • 1 Bath
    • 676 Sq Ft

    316 Burnside St Unit 101, Annapolis, MD 21403

    Don’t miss this fantastic opportunity for buyers and investors!Located in the highly desirable Newport Condominiums in Eastport, this move-in ready condo is tucked away on peaceful Burnside Street—a quiet cul-de-sac ending at a lovely waterfront park. Just a short walk to downtown Annapolis, Eastport’s vibrant dining scene, yacht clubs, and marinas, the location is unbeatable.Enjoy

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    316 Burnside St Unit 101, Annapolis, MD 21403
  • 90 River Dr, Annapolis, MD 21403
    90 River Dr, Annapolis, MD 21403
    90 River Dr, Annapolis, MD 21403
    /44

    $2,300,000

    • 3 Beds
    • 4 Baths
    • 1,830 Sq Ft

    90 River Dr, Annapolis, MD 21403

    Coastal Charm with Iconic Views | 90 River Drive, Bay Ridge!Experience timeless waterfront living at 90 River Drive in the heart of Bay Ridge, Annapolis. This beautifully appointed 3–4 bedroom, 4-bath home features a detached guest house, ideal for guests, a home office, or a studio space. Enjoy breathtaking views of the Bay Bridge and direct access to one of the area’s most spectacular

    Salley Widmayer TTR Sotheby's International Realty

    90 River Dr, Annapolis, MD 21403
  • 2828 Berth Ct, Annapolis, MD 21401
    2828 Berth Ct, Annapolis, MD 21401
    2828 Berth Ct, Annapolis, MD 21401
    /53

    $529,900

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    2828 Berth Ct, Annapolis, MD 21401

    !!Price Improvement!! Charming Home in Heritage Harbour – 55+ Community Living at Its Finest!Welcome to this beautifully maintained single-family home in the highly sought-after Heritage Harbour community! Designed for comfort and convenience, this charming residence offers 2 spacious bedrooms and 2 full baths, perfect for relaxed living.Step inside to find a bright and inviting living

    Belinda Taylor EXP Realty, LLC

    2828 Berth Ct, Annapolis, MD 21401
  • 3268 Kitty Duvall Dr, Annapolis, MD 21403
    3268 Kitty Duvall Dr, Annapolis, MD 21403
    3268 Kitty Duvall Dr, Annapolis, MD 21403
    /31

    $324,000

    • Land
    • 0.62 Acre
    • $522,581 per Acre

    3268 Kitty Duvall Dr, Annapolis, MD 21403

    Rare Opportunity – Serene .62-Acre Homesite Near Downtown AnnapolisBuild the custom home of your dreams on this peaceful, wooded .62-acre lot tucked away on a private gravel lane. With a flat topography, access to public sewer, and significant preliminary engineering already completed, this property offers a rare blend of natural beauty and readiness for development. Enjoy the

    Jill Lapides Cummings & Co. Realtors

    3268 Kitty Duvall Dr, Annapolis, MD 21403
  • 22 E Lake Dr, Annapolis, MD 21403
    22 E Lake Dr, Annapolis, MD 21403
    22 E Lake Dr, Annapolis, MD 21403
    /50

    $2,775,000

    • 3 Beds
    • 3.5 Baths
    • 3,320 Sq Ft

    22 E Lake Dr, Annapolis, MD 21403

    Previous Buyer's financing fell thru so back on the market with a huge 200k price reduction . Take advantage of this opportunity to vacation at home this summer and enjoy it now!Welcome to 22 East Lake, located in the sought-after waterfront community of Bay Ridge. This 3 bedroom 3.1 bath exceptional home blends refined sophistication with relaxed coastal living, offering the perfect space

    Betsy Dunigan TTR Sotheby's International Realty

    22 E Lake Dr, Annapolis, MD 21403
  • 3300 Shore Dr, Annapolis, MD 21403
    3300 Shore Dr, Annapolis, MD 21403
    3300 Shore Dr, Annapolis, MD 21403
    /51

    $1,650,000

    • 4 Beds
    • 4 Baths
    • 2,798 Sq Ft

    3300 Shore Dr, Annapolis, MD 21403

    Stunning Waterfront Coastal Retreat on Oyster Creek with Breathtaking Sunsets! This exceptional 4-bedroom, 4-bathroom home is perfectly situated on the shores offering unique views of the Chesapeake Bay and Oyster Creek from nearly every room. Step inside to discover the open design, highlighting a gourmet kitchen designed for both beauty and function, featuring granite countertops, stainless

    John Collins Long & Foster Real Estate, Inc.

    3300 Shore Dr, Annapolis, MD 21403
  • 66 Franklin St Unit 509, Annapolis, MD 21401
    66 Franklin St Unit 509, Annapolis, MD 21401
    66 Franklin St Unit 509, Annapolis, MD 21401
    /36

    $1,850,000

    • 3 Beds
    • 3.5 Baths
    • 2,477 Sq Ft

    66 Franklin St Unit 509, Annapolis, MD 21401

    Gorgeous, One-of-a-Kind Luxury Penthouse in Downtown Annapolis!Welcome to this stunning 3-bedroom, 3.5-bathroom penthouse condo in the exclusive Acton’s Landing community—offering an unparalleled blend of historic charm and sophisticated modern living. With private elevator access, deeded use of two garage parking spaces, and two expansive balconies with breathtaking skyline views, this

    Betty Jans Berkshire Hathaway HomeServices PenFed Realty

    66 Franklin St Unit 509, Annapolis, MD 21401

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