163

Annapolis, MD Homes for Sale with High Ceilings

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  • 140 Spa Dr, Annapolis, MD 21403
    140 Spa Dr, Annapolis, MD 21403
    140 Spa Dr, Annapolis, MD 21403
    /89

    $4,600,000

    • 5 Beds
    • 3.5 Baths
    • 5,095 Sq Ft

    140 Spa Dr, Annapolis, MD 21403

    An extraordinary opportunity to own one of Annapolis’ most distinctive waterfront properties, offering some of the finest views on Spa Creek and the rare privilege of owning your own private marina in your backyard with dockside parking.Perfectly positioned to capture breathtaking panoramic vistas, this elegant Nantucket-inspired residence is filled with natural light, featuring walls of

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    140 Spa Dr, Annapolis, MD 21403
  • 940 Astern Way Unit 112, Annapolis, MD 21401
    940 Astern Way Unit 112, Annapolis, MD 21401
    940 Astern Way Unit 112, Annapolis, MD 21401
    /58

    $475,000

    • 2 Beds
    • 2 Baths
    • 1,588 Sq Ft

    940 Astern Way Unit 112, Annapolis, MD 21401

    ELEVATOR ACCESS TO COVETED SPACE #2 IN THE CONDO GARAGE CONVEYS!!! Spanning 1,588 square feet, this beautifully maintained residence features two spacious bedrooms and two full bathrooms adjoining the brightly lit sunroom providing ample space for relaxation and entertaining. Step inside to discover a gourmet kitchen that is a chef's dream, complete with cherry cabinetry, granite countertops,

    Agent Photo

    Dave Wright

    Coldwell Banker Realty

    940 Astern Way Unit 112, Annapolis, MD 21401
  • 2102 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403
    2102 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403
    2102 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403
    /52

    $675,000

    $10K PRICE DROP
    • 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
  • 619 Admiral Dr Unit 401, Annapolis, MD 21401
    619 Admiral Dr Unit 401, Annapolis, MD 21401
    619 Admiral Dr Unit 401, Annapolis, MD 21401
    /32

    $375,000

    Open Sat 11AM - 1PM $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    619 Admiral Dr Unit 401, Annapolis, MD 21401

    Welcome to 619 Admiral Drive #401 in Admirals Reach at Harbour Gates! This spacious 1,434 sq. ft. penthouse condo offers 2 bedrooms, 2 full baths and a loft, with vaulted ceilings that create an open and spacious feel. The versatile loft provides valuable additional living space and is ideal for a home office, den, workout area or guest space.Freshly painted throughout with new LVP flooring

    Agent Photo

    Michele Hagan

    CENTURY 21 New Millennium

    619 Admiral Dr Unit 401, Annapolis, MD 21401
  • 1007 Harbor Dr, Annapolis, MD 21403
    1007 Harbor Dr, Annapolis, MD 21403
    1007 Harbor Dr, Annapolis, MD 21403
    /68

    $800,000

    $80K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 3,722 Sq Ft

    1007 Harbor Dr, Annapolis, MD 21403

    GREAT PRICE. 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 home, entertain and accommodate guests, while

    Agent Photo

    Michele Hagan

    CENTURY 21 New Millennium

    1007 Harbor Dr, Annapolis, MD 21403
  • 605 A Admiral Dr Unit 102, Annapolis, MD 21401
    605 A Admiral Dr Unit 102, Annapolis, MD 21401
    605 A Admiral Dr Unit 102, Annapolis, MD 21401
    /47

    $315,000

    Open Sat 11AM - 1PM
    • 1 Bed
    • 1 Bath
    • 964 Sq Ft

    605 A Admiral Dr Unit 102, Annapolis, MD 21401

    Rarely Available 1 Bedroom Patio Level Unit! Discover premium main-level living in this impressive 964-square-foot residence at Admirals Reach. Masterfully laid out for both relaxation and entertaining, this vibrant home features rich hardwood flooring, and open floor plan, and an abundance of natural light throughout. The heart of the home is a grand living room leading to the sliding glass

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    605 A Admiral Dr Unit 102, Annapolis, MD 21401
  • 1603 Waters Ridge Ct, Annapolis, MD 21409
    1603 Waters Ridge Ct, Annapolis, MD 21409
    1603 Waters Ridge Ct, Annapolis, MD 21409
    /95

    $1,495,000

    Open Sat 11AM - 1PM
    • 5 Beds
    • 4.5 Baths
    • 5,639 Sq Ft

    1603 Waters Ridge Ct, Annapolis, MD 21409

    OPEN HOUSE SATURDAY SEPT 26th 11am to 1pm. Welcome to your castle on the hill! Introducing an extraordinary custom-built estate with brand new roof, privately nestled on more than 2+ WOODED ACRES along the B&A Trail in a quiet cul-de-sac setting, just minutes from downtown HISTORIC ANNAPOLIS and convenient to the Rt. 50 corridor. Located in the sought-after Broadneck School District, this

    Agent Photo

    Christina Palmer

    Keller Williams Flagship

    1603 Waters Ridge Ct, Annapolis, MD 21409
  • 2159 Scotts Crossing Ct Unit 1, Annapolis, MD 21401
    2159 Scotts Crossing Ct Unit 1, Annapolis, MD 21401
    2159 Scotts Crossing Ct Unit 1, Annapolis, MD 21401
    /46

    $330,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,090 Sq Ft

    2159 Scotts Crossing Ct Unit 1, Annapolis, MD 21401

    Enjoy the perfect blend of comfort and convenience in this beautifully updated Annapolis home. This lower-level property offers unique privacy, enabling you to walk straight out onto your patio, perfect for a dog-loving family. Newly carpeted and freshly painted, this house is move-in ready! The interior features an open-concept living and dining area. The kitchen boasts Silestone countertops, a

    Agent Photo

    Amy Juras

    Long & Foster Real Estate, Inc.

    2159 Scotts Crossing Ct Unit 1, Annapolis, MD 21401
  • 7038 Clinton Ct, Annapolis, MD 21403
    7038 Clinton Ct, Annapolis, MD 21403
    7038 Clinton Ct, Annapolis, MD 21403
    /57

    $849,000

    Open Sun 12PM - 2PM $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
  • 113 Bay Dr, Annapolis, MD 21403
    113 Bay Dr, Annapolis, MD 21403
    113 Bay Dr, Annapolis, MD 21403
    /52

    $2,795,000

    • 3 Beds
    • 2.5 Baths
    • 2,286 Sq Ft

    113 Bay Dr, Annapolis, MD 21403

    Live authentically. The Chesapeake Bay is the view, the backdrop and the reason to linger. From the covered bluestone porch, the horizon opens across the Bay with uninterrupted sky and water. Morning coffee, an afternoon breeze through open doors, evenings around the fire—the water sets the pace.Extensively renovated inside and out since 2019, this charming craftsman styled gem in the

    Agent Photo

    Elizabeth Atwood

    Krauss Real Property Brokerage

    113 Bay Dr, Annapolis, MD 21403
  • 3285 Harness Creek Rd, Annapolis, MD 21403
    3285 Harness Creek Rd, Annapolis, MD 21403
    3285 Harness Creek Rd, Annapolis, MD 21403
    /80

    $9,500,000

    • 6 Beds
    • 10 Baths
    • 10,745 Sq Ft

    3285 Harness Creek Rd, Annapolis, MD 21403

    Located on a private 2.5-acre lot in Wimbledon Farms, this waterfront estate home, designed by Cathy Purple Cherry and constructed by West River Builders, is truly a masterpiece in design and quality. The 3-level home – complete with elevator -- takes full advantage of its waterfront setting that includes 400 ft of shoreline. Facing Quiet Waters Park, the ever-changing view includes brilliant

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    3285 Harness Creek Rd, Annapolis, MD 21403
  • 1639 Colbert Rd, Annapolis, MD 21409
    1639 Colbert Rd, Annapolis, MD 21409
    1639 Colbert Rd, Annapolis, MD 21409
    /9

    $999,999

    New Construction Coming Soon Nov 1
    • 4 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    1639 Colbert Rd, Annapolis, MD 21409

    ALL PARTIES MUST SIGN HOLD HARMLESS AGREEMENT AND RETURN TO LISTING AGENT PRIOR TO ACCESSING THE PROPERTY. Welcome to an exceptional opportunity to build your dream waterfront estate at 1639 Colbert Road, Annapolis, MD 21409. Nestled on 5 private waterfront acres, this rare homesite offers the perfect blend of peaceful seclusion, natural beauty, and the convenience of Annapolis living.The

    Agent Photo

    Mada Nalley

    Douglas Realty, LLC

    1639 Colbert Rd, Annapolis, MD 21409
  • 2175 Glencrest Cir, Annapolis, MD 21401
    2175 Glencrest Cir, Annapolis, MD 21401
    2175 Glencrest Cir, Annapolis, MD 21401
    /50

    $950,000

    New Construction Open Sat 1PM - 3PM
    • 5 Beds
    • 3.5 Baths
    • 3,081 Sq Ft

    2175 Glencrest Cir, Annapolis, MD 21401

    Newly and beautifully built in 2026, this stone-accented detached Calvert Model by Dorsey Family Homes offers 3,081 finished square feet and is ideally positioned on a quiet cul-de-sac in desirable Rolling Knolls. Offering a sleek, contemporary design and a bright, airy atmosphere, the home provides a sophisticated foundation for any aesthetic. Abundant natural light complements 9-foot ceilings,

    Agent Photo

    Bob Lucido

    Keller Williams Lucido Agency

    2175 Glencrest Cir, Annapolis, MD 21401
  • 2604 Foremast Aly, Annapolis, MD 21401
    2604 Foremast Aly, Annapolis, MD 21401
    2604 Foremast Aly, Annapolis, MD 21401
    /36

    $580,000

    • 3 Beds
    • 4 Baths
    • 2,088 Sq Ft

    2604 Foremast Aly, Annapolis, MD 21401

    **OPEN HOUSE Saturday 9/19 11:00-1:00**The one you've been waiting for. An elegant townhouse which offers a harmonious blend of luxury and comfort, perfectly suited for those who appreciate low maintenance living with thoughtful upgrades, designed for an effortless, comfortable lifestyle. Meticulously maintained and upgraded by both the previous and current owners, the residence spans 2,088

    Jill Windsor Long & Foster Real Estate, Inc.

    2604 Foremast Aly, Annapolis, MD 21401
  • 7 Harbour Heights Dr Unit 7, Annapolis, MD 21401
    7 Harbour Heights Dr Unit 7, Annapolis, MD 21401
    7 Harbour Heights Dr Unit 7, Annapolis, MD 21401
    /42

    $398,000

    Open Sun 12PM - 2PM $41K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,554 Sq Ft

    7 Harbour Heights Dr Unit 7, Annapolis, MD 21401

    Welcome to 7 Harbour Heights Drive #7, where comfort, convenience, and the Annapolis lifestyle come together! Located in the desirable Seabreeze community, this spacious townhome-style condominium features 3 bedrooms, 2 full bathrooms upstairs, and a convenient half bath on the main level.Step inside to a bright and inviting interior with a comfortable, flowing floor plan designed for

    Milissa Alonso Coldwell Banker Realty

    7 Harbour Heights Dr Unit 7, Annapolis, MD 21401
  • 206 Bowen Ct, Annapolis, MD 21401
    206 Bowen Ct, Annapolis, MD 21401
    206 Bowen Ct, Annapolis, MD 21401
    /42

    $950,000

    $25K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,564 Sq Ft

    206 Bowen Ct, Annapolis, MD 21401

    Don’t miss this opportunity to own a stunning Colonial in the highly sought-after Bowen Manor community of Annapolis. Offering over 4,500 square feet of beautifully appointed living space. This is a fantastic opportunity to own one of the biggest, and most private lots in the neighborhood. Perfectly positioned with desirable southeast exposure, this exceptional home is bathed in natural sunlight

    Ari Musliu Redfin Corp

    206 Bowen Ct, Annapolis, MD 21401
  • 2802 Mockingbird Ct, Annapolis, MD 21401
    2802 Mockingbird Ct, Annapolis, MD 21401
    2802 Mockingbird Ct, Annapolis, MD 21401
    /64

    $525,000

    Open Sat 11AM - 2PM
    • 2 Beds
    • 2.5 Baths
    • 1,770 Sq Ft

    2802 Mockingbird Ct, Annapolis, MD 21401

    What if touring a home could help an animal find one, too?Welcome to 2802 Mockingbird Court, where purchasing a home does more than begin your next chapter. The proceeds from this sale will help provide food, medical care, and shelter for animals at the SPCA as they wait for their forever homes. Completely renovated from top to bottom, this turnkey home features a stunning new kitchen,

    Jennifer Schaub EXP Realty, LLC

    2802 Mockingbird Ct, Annapolis, MD 21401
  • 2002 Dakota Place Unit 2A, Annapolis, MD 21403
    2002 Dakota Place Unit 2A, Annapolis, MD 21403
    2002 Dakota Place Unit 2A, Annapolis, MD 21403
    /29

    $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
  • 1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    /87

    $2,999,900

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

    1486 Downham Market, Annapolis, MD 21401

    There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prestigious Downs on the Severn, where timeless architecture, exceptional craftsmanship, and one of the finest protected waterfront settings in the region come together to create a home that is truly without equal. Perfectly positioned

    Wendy Oliver Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
  • 1610 Ridout Rd, Annapolis, MD 21409
    1610 Ridout Rd, Annapolis, MD 21409
    1610 Ridout Rd, Annapolis, MD 21409
    /50

    $1,285,000

    • 4 Beds
    • 2.5 Baths
    • 3,182 Sq Ft

    1610 Ridout Rd, Annapolis, MD 21409

    Experience the best of the Annapolis lifestyle at 1610 Ridout Road, where beautifully updated interiors, exceptional outdoor living, and coveted water access come together in one inviting home. Inside, an open and comfortable floor plan is designed for the way people actually live. The kitchen opens to a sun-filled bar and dining area, where a sliding door provides direct access to the backyard

    Alex Tower Sears TTR Sotheby's International Realty

    1610 Ridout Rd, Annapolis, MD 21409
  • 1800 River Watch Ln, Annapolis, MD 21401
    1800 River Watch Ln, Annapolis, MD 21401
    1800 River Watch Ln, Annapolis, MD 21401
    /42

    $2,995,000

    • 3 Beds
    • 3.5 Baths
    • 4,223 Sq Ft

    1800 River Watch Ln, Annapolis, MD 21401

    A rare waterfront setting just off the Severn River, 1800 River Watch Lane is positioned on a private peninsula with more than 450 feet of shoreline along Luce Creek, offering exceptional privacy, sweeping water views and approximately 8 feet of protected deep water at the pier. From here, the Severn River is moments away and downtown Annapolis is an easy boat ride, an extraordinary setting for

    Brad Kappel TTR Sotheby's International Realty

    1800 River Watch Ln, Annapolis, MD 21401
  • 979 Bramleigh Ln, Annapolis, MD 21401
    979 Bramleigh Ln, Annapolis, MD 21401
    979 Bramleigh Ln, Annapolis, MD 21401
    /53

    $1,105,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,080 Sq Ft

    979 Bramleigh Ln, Annapolis, MD 21401

    Welcome to this exceptional single-family home nestled in one of Annapolis' most desirable neighborhoods. Offering morethan 4,000 square feet of thoughtfully designed living space, this beautiful residence features 4 spacious bedrooms, 3.5 bathrooms, and an ideal layout for both everyday living and entertaining.Step inside to an inviting open floor plan highlighted by a dramatic

    Robert Breeden Berkshire Hathaway HomeServices Homesale Realty

    979 Bramleigh Ln, Annapolis, MD 21401
  • 307 Melvin Ave, Annapolis, MD 21401
    307 Melvin Ave, Annapolis, MD 21401
    307 Melvin Ave, Annapolis, MD 21401
    /42

    $845,000

    Open Sat 10AM - 12PM $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    307 Melvin Ave, Annapolis, MD 21401

    Welcome to 307 Melvin, a charming bungalow that has been home to the same family for more than seventy years. Take this opportunity to make your home in WEST ANNAPOLIS, one of the most highly sought-after neighborhoods in all of Annapolis. Whether you are a first time buyer, or downsizing and seek main level bedrooms, this impeccably maintained home offers the perfect opportunity to develop the

    Barbara Birkbeck White Curtis Real Estate Company

    307 Melvin Ave, Annapolis, MD 21401
  • 219 Lockwood Ct, Annapolis, MD 21403
    219 Lockwood Ct, Annapolis, MD 21403
    219 Lockwood Ct, Annapolis, MD 21403
    /42

    $1,750,000

    • 4 Beds
    • 4 Baths
    • 1,848 Sq Ft

    219 Lockwood Ct, Annapolis, MD 21403

    Nestled in the heart of Eastport, this stunning Craftsman-style home offers the perfect blend of timeless charm and modern luxury. This was a complete remodel in 2012! Boasting 4 bedrooms and 4 full baths, this thoughtfully designed residence features an open floor plan accented by beautiful bamboo flooring adding warmth and style throughout. The gourmet kitchen is the centerpiece of the home,

    John Collins Long & Foster Real Estate, Inc.

    219 Lockwood Ct, Annapolis, MD 21403
  • 78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
    /23

    $424,800

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,210 Sq Ft

    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409

    Two years young, 55+ elevator condominium community enjoy this beautifully upgraded 2-bedroom + den residence with a balcony. Priced just shy at $113K less than current builder pricing includes surface assigned parking and storage (purchased for $7500). Offering a bright, modern kitchen filled with natural light and showcases crisp white cabinetry, a stylish (upgraded) tiled backsplash, stainless

    Alex Hodges Cottage Street Realty LLC

    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
  • 203 Cape Saint John Rd, Annapolis, MD 21401
    203 Cape Saint John Rd, Annapolis, MD 21401
    203 Cape Saint John Rd, Annapolis, MD 21401
    /108

    $3,375,000

    • 5 Beds
    • 6.5 Baths
    • 7,230 Sq Ft

    203 Cape Saint John Rd, Annapolis, MD 21401

    Nestled in the serene enclave of Cape St. John, this exquisite coastal residence offers a harmonious blend of luxury and comfort, perfectly designed for an elevated lifestyle. Built in 2012, this stunning detached home showcases timeless architectural elegance with its brick and HardiPlank exterior, inviting you into a world of sophistication. Step inside to discover an expansive open floor plan

    Elizabeth Heinsohn Long & Foster Real Estate, Inc.

    203 Cape Saint John Rd, Annapolis, MD 21401
  • 48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    /27

    $3,395,000

    New Construction $200K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,029 Sq Ft

    48 E Lake Dr, Annapolis, MD 21403

    Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront

    Colleen Smith EXP Realty, LLC

    48 E Lake Dr, Annapolis, MD 21403
  • 1470 Log Inn Rd, Annapolis, MD 21409
    1470 Log Inn Rd, Annapolis, MD 21409
    1470 Log Inn Rd, Annapolis, MD 21409
    /40

    $535,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,465 Sq Ft

    1470 Log Inn Rd, Annapolis, MD 21409

    Beautifully updated and filled with thoughtful improvements, this Cape Cod in Annapolis combines model-like interiors, a recently finished lower level, and inviting outdoor living just minutes from the Chesapeake Bay. Blooming perennial landscaping and a covered front porch create a warm welcome, while inside, a deceptively spacious open concept floor plan showcases hardwood flooring, recessed

    Jackie Ball Daley Northrop Realty

    1470 Log Inn Rd, Annapolis, MD 21409
  • 913 Mastline Dr, Annapolis, MD 21401
    913 Mastline Dr, Annapolis, MD 21401
    913 Mastline Dr, Annapolis, MD 21401
    /51

    $670,000

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,766 Sq Ft

    913 Mastline Dr, Annapolis, MD 21401

    Welcome to this well-maintained four-bedroom, three-full-bath single-family home in the sought-after 55+ community of Heritage Harbour. Move-in ready and thoughtfully designed, this spacious home offers an open main level that is ideal for both everyday living and entertaining. The inviting living and dining areas flow seamlessly into a bright sunroom, creating a comfortable space to relax and

    Beverly Gordon Coldwell Banker Realty

    913 Mastline Dr, Annapolis, MD 21401
  • 580 Pinedale Dr, Annapolis, MD 21401
    580 Pinedale Dr, Annapolis, MD 21401
    580 Pinedale Dr, Annapolis, MD 21401
    /43

    $750,000

    • 4 Beds
    • 2.5 Baths
    • 2,202 Sq Ft

    580 Pinedale Dr, Annapolis, MD 21401

    Welcome to 580 Pinedale Dr, a spacious 4-bedroom, 2.5-bath home set on a beautiful 1.8-acre lot in Annapolis. Offering a comfortable blend of character, functionality, and privacy, this home provides plenty of space for everyday living and entertaining.The impressive lofted living room is filled with natural light and features skylights that create an open, airy atmosphere. The inviting

    William Haversack Cummings & Co. Realtors

    580 Pinedale Dr, Annapolis, MD 21401
  • 6 Tiburon Ct, Annapolis, MD 21403
    6 Tiburon Ct, Annapolis, MD 21403
    6 Tiburon Ct, Annapolis, MD 21403
    /40

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 1,384 Sq Ft

    6 Tiburon Ct, Annapolis, MD 21403

    This 3 bedroom, 2.5-bath home with a large finished basement provides great value. Located in The Landings, this Annapolis home has been loved and had money spent on it on things that matter. NEW ROOF in 2025. Updated high-end efficient windows. Updated sliding doors. Updated bathroom vanities. Updated HVAC. New flooring throughout. Updated cedar siding. The main level provides wonderful living

    Mark Farrelly Anne Arundel Properties, Inc.

    6 Tiburon Ct, Annapolis, MD 21403
  • 219 King George St, Annapolis, MD 21401
    219 King George St, Annapolis, MD 21401
    219 King George St, Annapolis, MD 21401
    /42

    $1,700,000

    Coming Soon Oct 5
    • 3 Beds
    • 2.5 Baths
    • 1,978 Sq Ft

    219 King George St, Annapolis, MD 21401

    Experience the ultimate walkable lifestyle in the heart of Downtown Annapolis with this charming traditional home in the Historic District, where timeless character meets modern comfort. Built in 1900, this inviting residence captures the quintessential charm of Annapolis while offering thoughtful updates and the conveniences of contemporary living.Steps away from the welcoming front porch

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    219 King George St, Annapolis, MD 21401
  • 6 President Point Dr Unit B3, Annapolis, MD 21403
    6 President Point Dr Unit B3, Annapolis, MD 21403
    6 President Point Dr Unit B3, Annapolis, MD 21403
    /38

    $975,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft

    6 President Point Dr Unit B3, Annapolis, MD 21403

    NOW WITH IMPROVED VIEW! Experience a hassle-free waterfront lifestyle at The Point on Spa Creek, where this stunning condo offers exceptionally easy living with picturesque views overlooking Historic Annapolis and Spa Creek. This spacious 2 bedroom 2 bath condo with flexible loft space features beautifully appointed rooms and is just steps away from the clubhouse, pool, dock, and scenic walking

    Brad Kappel TTR Sotheby's International Realty

    6 President Point Dr Unit B3, Annapolis, MD 21403
  • 101 Carraway Ln, Annapolis, MD 21401
    101 Carraway Ln, Annapolis, MD 21401
    101 Carraway Ln, Annapolis, MD 21401
    /44

    $679,000

    $16K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,432 Sq Ft

    101 Carraway Ln, Annapolis, MD 21401

    Refined city living meets effortless Annapolis charm in this exceptional end-unit townhome, perfectly positioned in the heart of the Arts District. From this coveted location, some of Downtown Annapolis’ best restaurants, boutiques, Maryland Hall for the Creative Arts, Spa Creek waterfront, scenic trails, playgrounds, and Navy Stadium are all just moments away. The complimentary City Circulator

    Brad Kappel TTR Sotheby's International Realty

    101 Carraway Ln, Annapolis, MD 21401
  • 62 Southgate Ave, Annapolis, MD 21401
    62 Southgate Ave, Annapolis, MD 21401
    62 Southgate Ave, Annapolis, MD 21401
    /71

    $2,250,000

    $150K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 3,415 Sq Ft

    62 Southgate Ave, Annapolis, MD 21401

    Nestled on one of the most picturesque streets in Annapolis, this utterly charming Murray Hill home blends timeless character with thoughtful modern updates. A welcoming wraparound porch overlooks the beautifully landscaped front yard, complete with a stunning dogwood tree, while the fenced backyard offers a private courtyard patio that's perfect for outdoor entertaining. A rare 24' x 22'

    Mary Kay Gordon Coldwell Banker Realty

    62 Southgate Ave, Annapolis, MD 21401
  • 1668 Homewood Landing Rd, Annapolis, MD 21409
    1668 Homewood Landing Rd, Annapolis, MD 21409
    1668 Homewood Landing Rd, Annapolis, MD 21409
    /27

    $3,595,000

    New Construction
    • 6 Beds
    • 5.5 Baths
    • 5,718 Sq Ft

    1668 Homewood Landing Rd, Annapolis, MD 21409

    An extraordinary opportunity to create the luxury waterfront estate you've always envisioned. Perfectly positioned on a spectacular homesite offering approximately 120 feet of pristine shoreline and 8 feet of mean low water, this exceptional to-be-built custom residence by Whitehall Building & Co. combines timeless architecture, uncompromising craftsmanship, and an unparalleled waterfront

    Colleen Smith EXP Realty, LLC

    1668 Homewood Landing Rd, Annapolis, MD 21409
  • 7017 Bay Front Dr, Annapolis, MD 21403
    7017 Bay Front Dr, Annapolis, MD 21403
    7017 Bay Front Dr, Annapolis, MD 21403
    /36

    $1,775,000

    • 2 Beds
    • 2.5 Baths
    • 2,176 Sq Ft

    7017 Bay Front Dr, Annapolis, MD 21403

    Waterfront on the Chesapeake Bay! Welcome to 7017 Bay Front Drive, a charming two-story summer cottage in Annapolis with unobstructed views of the Bay and Bay Bridge. Watch the Blue Angels fly overhead, catch Fourth of July fireworks, or simply enjoy the boats passing by — all from home. Swim, kayak, fish, crab, paddle board, or boat right from your front yard.The main level offers an

    Becky King Home Towne Real Estate

    7017 Bay Front Dr, Annapolis, MD 21403
  • 2902 Good Luck Ln, Annapolis, MD 21401
    2902 Good Luck Ln, Annapolis, MD 21401
    2902 Good Luck Ln, Annapolis, MD 21401
    /95

    $1,400,000

    Coming Soon Oct 30
    • 5 Beds
    • 5.5 Baths
    • 4,906 Sq Ft

    2902 Good Luck Ln, Annapolis, MD 21401

    Welcome to this stately five-bedroom Colonial in the sought-after Olde Bloomfield community, offering approximately 5,198 square feet of beautifully designed living space across multiple levels, along with community water privileges and access to the South River.”A gracious, columned entrance opens to a light-filled foyer featuring rich hardwood flooring, crown molding, detailed millwork,

    Theresa Michalski RE/MAX Executive

    2902 Good Luck Ln, Annapolis, MD 21401
  • 21 Boucher Place, Annapolis, MD 21403
    21 Boucher Place, Annapolis, MD 21403
    21 Boucher Place, Annapolis, MD 21403
    /40

    $749,999

    • 3 Beds
    • 3.5 Baths
    • 1,784 Sq Ft

    21 Boucher Place, Annapolis, MD 21403

    Welcome to this beautifully maintained townhome in Eastport’s sought-after Boucher Place community, where timeless design meets effortless, low-maintenance living. Built in 2013 and offering nearly 1,800 square feet of thoughtfully designed space, this home is tailored for both relaxing everyday comfort and vibrant entertaining.At the center of the main level is a bright, open kitchen

    Jean Berkinshaw Coldwell Banker Realty

    21 Boucher Place, Annapolis, MD 21403
  • 2035 Maidstone Farm Rd, Annapolis, MD 21409
    2035 Maidstone Farm Rd, Annapolis, MD 21409
    2035 Maidstone Farm Rd, Annapolis, MD 21409
    /58

    $8,750,000

    • 5 Beds
    • 6.5 Baths
    • 7,105 Sq Ft

    2035 Maidstone Farm Rd, Annapolis, MD 21409

    Commanding extraordinary panoramic Chesapeake Bay views from its south-facing setting, this exceptional waterfront estate offers 210 feet of shoreline on 3.10 private acres in the exclusive Maidstone Farm community. Designed to embrace its remarkable waterfront setting, the residence captures sweeping, unobstructed views from nearly every principal room, with magnificent sunrises, vibrant

    Georgie Berkinshaw Coldwell Banker Realty

    2035 Maidstone Farm Rd, Annapolis, MD 21409

Showing Results 1 - 40, Page 1 of 5

Maryland Anne Arundel County

Real Estate & Homes for Sale in Annapolis, MD

Home Prices in Annapolis, MD

The median home sale price in Annapolis, MD is $640,000, up 3% year-over-year. Homes in Annapolis sell in 36 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$640,000
Median Single Family Sale Price
$835,000
Median Townhouse Sale Price
$471,000
Median 2 Bedroom Sale Price
$450,000
Median 1 Bedroom Sale Price
$465,950
Average Price Per Sq Ft
$358
Number of Homes for Sale
163
Last 12 months Home Sales
1,303
Months of Supply
2.90
Median List Price
$660,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%

Popular Home Searches in Annapolis, MD

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

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