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Annapolis, MD Houses for Sale

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  • 122 Roselawn Rd, Annapolis, MD 21403
    122 Roselawn Rd, Annapolis, MD 21403
    122 Roselawn Rd, Annapolis, MD 21403
    /39

    $360,000

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    122 Roselawn Rd, Annapolis, MD 21403

    Welcome to 122 Roselawn Road, a beautifully renovated single-family home in the heart of Annapolis, MD. This 2-bedroom, 1-bathroom gem offers the perfect blend of modern upgrades and timeless charm. Step inside to discover fresh finishes and an open layout, making this home warm and inviting. Enjoy cooking in the gourmet kitchen featuring stainless steel appliances, ample cabinet space, and sleek

    Agent Photo

    Litra Simms

    Simms and Associates

    (410) 237-0887

    122 Roselawn Rd, Annapolis, MD 21403
  • 2977 Southaven Dr, Annapolis, MD 21401
    2977 Southaven Dr, Annapolis, MD 21401
    2977 Southaven Dr, Annapolis, MD 21401
    /56

    $925,000 Open Sun 11AM - 1PM

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

    2977 Southaven Dr, Annapolis, MD 21401

    This stunning log home on 2.48 scenic acres (with the potential to subdivide) offers the perfect blend of rustic elegance and thoughtful upgrades. Surrounded by lush landscaping, the property provides treetop views and a glimpse of the water during the winter months. The impressive two-story living room showcases a dramatic wood-burning fireplace and flows effortlessly into the dining area and

    Agent Photo

    Scott Smolen

    RE/MAX Leading Edge

    (410) 846-6686

    2977 Southaven Dr, Annapolis, MD 21401
  • 3356 Arundel on The Bay Rd, Annapolis, MD 21403
    3356 Arundel on The Bay Rd, Annapolis, MD 21403
    /2

    $605,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    3356 Arundel on The Bay Rd, Annapolis, MD 21403

    Welcome to 3356 Arundel on the Bay Rd., a beautifully maintained Annapolis retreat where thoughtful upgrades and outdoor living come together on a rare 1⁄4-acre lot. Unlike most homes in the area, this property offers extra space and privacy—backing directly to a park and playground, Step inside and enjoy a home that has been lovingly cared for and updated: a new roof (2020), dual-zone HVAC

    Agent Photo

    Gene Summers

    Real Broker, LLC

    (410) 657-5509

    3356 Arundel on The Bay Rd, Annapolis, MD 21403
  • 15 E Nap Ln, Annapolis, MD 21409
    15 E Nap Ln, Annapolis, MD 21409
    /2

    $1,300,500 Coming Soon

    • 5 Beds
    • 3 Baths
    • 5,465 Sq Ft

    15 E Nap Ln, Annapolis, MD 21409

    Coming Soon! Get ready to fall in love with this Annapolis gem Nestled in the sought-after Captain Cove neighborhood on a 1.21-acre wooded lot, this beautifully maintained home is minutes from downtown Annapolis.Unique features include a rooftop deck, expansive back decking, and a bonus treehouse that doubles as a fun space for children or a peaceful retreat for adults—perfect as a she

    Agent Photo

    Litra Simms

    Simms and Associates

    (443) 339-8629

    15 E Nap Ln, Annapolis, MD 21409
  • 1028 Sandpiper Ln, Annapolis, MD 21403
    1028 Sandpiper Ln, Annapolis, MD 21403
    1028 Sandpiper Ln, Annapolis, MD 21403
    /78

    $1,375,000 Open Thu 5PM - 7PM

    • 3 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    1028 Sandpiper Ln, Annapolis, MD 21403

    Stunning Waterfront Home with Private Pier and Direct Access to the Chesapeake Bay! This beautiful waterfront property is one of only 16 homes in the exclusive Quay Harbor community. Residents enjoy amenities like a tennis/pickleball court, overflow parking, a central gazebo, and a private, tree-lined entrance. The home offers tranquil water views and a private pier equipped with a 12,500 lb

    Agent Photo

    Sandy Wing

    RE/MAX Leading Edge

    (410) 973-7134

    1028 Sandpiper Ln, Annapolis, MD 21403
  • 1 Tucker St, Annapolis, MD 21401
    1 Tucker St, Annapolis, MD 21401
    1 Tucker St, Annapolis, MD 21401
    /30

    $1,175,000

    • 3 Beds
    • 2.5 Baths
    • 1,869 Sq Ft

    1 Tucker St, Annapolis, MD 21401

    Incredible West Annapolis home that has been renovated from top to bottom with high end finishes,, and reconfigured interior that includes a primary bedroom on the main level. Lovely fenced yard, new roof, new everything! Main Level Master Suit with walk in closets! Buyer agents warmly welcome and appreciated!

    Agent Photo

    hugh le

    RE/MAX Realty Group

    (410) 618-1419

    1 Tucker St, Annapolis, MD 21401
  • 357 Overlook Trail, Annapolis, MD 21401
    357 Overlook Trail, Annapolis, MD 21401
    357 Overlook Trail, Annapolis, MD 21401
    /52

    $1,398,000

    • 4 Beds
    • 4 Baths
    • 3,070 Sq Ft

    357 Overlook Trail, Annapolis, MD 21401

    Enchanting Craftsman-Style Waterfront Retreat in Epping ForestTucked away in the prestigious gated community of Epping Forest, this beautifully renovated Craftsman-style home offers a rare opportunity to enjoy serene waterfront living with a private deep-water pier on Clements Creek, just off the Severn River. Complete with a 12,000 lb boat lift and a private sandy beach, it’s a dream for

    Agent Photo

    Darrel Reel

    Corner House Realty

    (410) 415-1480

    357 Overlook Trail, Annapolis, MD 21401
  • 187 Browns Woods Rd, Annapolis, MD 21409
    187 Browns Woods Rd, Annapolis, MD 21409
    187 Browns Woods Rd, Annapolis, MD 21409
    /25

    $515,000

    • 5 Beds
    • 2 Baths
    • 1,064 Sq Ft

    187 Browns Woods Rd, Annapolis, MD 21409

    HUGE PRICE REDUCTION!!! SELLER MOTIVATED — BRING YOUR OFFER! Rare opportunity for flexible living in the heart of Annapolis. This beautifully updated home features 5 bedrooms, 2 full bathrooms, and TWO complete living spaces — ideal for multigenerational living, rental income, or house hacking!The main level offers 3 bedrooms, a full bath, kitchen, and laundry. The finished lower level

    Agent Photo

    Dee Akindoyo

    Coldwell Banker Realty

    (410) 881-8916

    187 Browns Woods Rd, Annapolis, MD 21409
  • 1028 Sandpiper Ln, Annapolis, MD 21403
    1028 Sandpiper Ln, Annapolis, MD 21403
    1028 Sandpiper Ln, Annapolis, MD 21403
    /71

    $1,450,000

    • 3 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    1028 Sandpiper Ln, Annapolis, MD 21403

    Welcome to this beautifully maintained waterfront retreat featuring tranquil water views and a private pier equipped with a 12,500 lb. boat lift, water, and electric—just minutes by boat to downtown Annapolis! This home has been lovingly updated by its current owner and offers a perfect blend of comfort, quality, and coastal charm. Notable features include: Hardiplank siding and 2-car garage,

    Agent Photo

    Sandy Wing

    RE/MAX Leading Edge

    (667) 226-0913

    1028 Sandpiper Ln, Annapolis, MD 21403
  • 106 Stilly Way, Annapolis, MD 21403
    106 Stilly Way, Annapolis, MD 21403
    106 Stilly Way, Annapolis, MD 21403
    /17

    $999,900 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,594 Sq Ft

    106 Stilly Way, Annapolis, MD 21403

    This stunning home, available for delivery in April, boasts high-end upgrades throughout. It features a first-floor owner's suite, plus three additional bedrooms on the second level, along with two full bathrooms and a spacious loft. The gourmet kitchen is a chef’s dream, complete with custom cabinetry and an open-concept design. The impressive two-story family room with soaring ceilings creates

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 347-5495

    106 Stilly Way, Annapolis, MD 21403
  • 3506 Rockway Ave, Annapolis, MD 21403

    $1,350,000 New Construction

    • 3 Beds
    • 3.5 Baths

    3506 Rockway Ave, Annapolis, MD 21403

    Amazing NEW CONSTRUCTION almost complete! Experience luxury living in this beautifully crafted new home, located in the amenity-rich waterfront community of Arundel on the Bay. Enjoy partial water views and exceptional design throughout. This quality-built residence features wide-plank hardwood floors, detailed trim work and a thoughtfully designed open-concept layout. The gourmet kitchen

    Agent Photo

    Sandy Wing

    RE/MAX Leading Edge

    (410) 934-3576

    3506 Rockway Ave, Annapolis, MD 21403
  • 3447 Rockway Ave, Annapolis, MD 21403
    3447 Rockway Ave, Annapolis, MD 21403
    3447 Rockway Ave, Annapolis, MD 21403
    /17

    $849,500 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,671 Sq Ft

    3447 Rockway Ave, Annapolis, MD 21403

    THIS HOME IS CURRENTLY UNDER CONSTRUCTION WITH THE EXPECTED COMPLETED DATE OF 9/30/25. There is still time to make interior design choices if you hurry!! Just one block from the water, this brand-new construction offers a stylish and versatile design. The open floor plan is perfect for modern living, seamlessly blending the kitchen, living, and dining areas. The updated kitchen features sleek

    Agent Photo

    Jamie Richardson

    Coldwell Banker Realty

    (410) 941-3673

    3447 Rockway Ave, Annapolis, MD 21403
  • 139 Spa Dr, Annapolis, MD 21403
    139 Spa Dr, Annapolis, MD 21403
    139 Spa Dr, Annapolis, MD 21403
    /49

    $2,900,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,628 Sq Ft

    139 Spa Dr, Annapolis, MD 21403

    Welcome to 139 Spa Drive – A Stunning Waterfront Craftsman Home on Spa Creek!Experience the best of coastal-inspired living at this beautifully designed, single-family home located directly on Spa Creek. This exquisite residence offers three fully finished levels, each with expansive walls of windows that flood the home with natural light and showcase breathtaking water

    Agent Photo

    Julie Procopio

    Berkshire Hathaway HomeServices Homesale Realty

    (443) 329-5557

    139 Spa Dr, Annapolis, MD 21403
  • 1165 Green Holly Ct, Annapolis, MD 21409
    1165 Green Holly Ct, Annapolis, MD 21409
    1165 Green Holly Ct, Annapolis, MD 21409
    /47

    $585,000

    • 3 Beds
    • 2 Baths
    • 2,218 Sq Ft

    1165 Green Holly Ct, Annapolis, MD 21409

    Cape St. Claire Home sold with Extra Lot and Detached Garage Plans! Plans in Documents.This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. The Seller is providing approved plans and permit for a detached garage, adding even more potential for extra living space or possible ADU.Upon entering the home, you’ll immediately feel at

    Darlene Winegardner RE/MAX Executive

    1165 Green Holly Ct, Annapolis, MD 21409
  • 2175 Glencrest Circle - Taft Model, Annapolis, MD 21401
    2175 Glencrest Circle - Taft Model, Annapolis, MD 21401
    2175 Glencrest Circle - Taft Model, Annapolis, MD 21401
    /10

    $849,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,580 Sq Ft

    2175 Glencrest Circle - Taft Model, Annapolis, MD 21401

    Ameri-Star Homes is pleased to offer this incredible opportunity for a to-be-built, craftsman-style home situated on a beautiful almost half acre lot with walkout basement condition in the well-established neighborhood of Rolling Knolls, in Annapolis. *Builder is paying $5,000 TOWARDS CLOSING COSTS with use of builders approved lender and title company. Our exciting Taft model is appointed with

    Julie Lamartina-Dinko Douglas Realty, LLC

    2175 Glencrest Circle - Taft Model, Annapolis, MD 21401
  • 1094 Linden Tree Drive - Taft Model, Annapolis, MD 21409
    1094 Linden Tree Drive - Taft Model, Annapolis, MD 21409
    1094 Linden Tree Drive - Taft Model, Annapolis, MD 21409
    /11

    $849,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,580 Sq Ft

    1094 Linden Tree Drive - Taft Model, Annapolis, MD 21409

    Ameri-Star Homes is pleased to offer this incredible opportunity for a to-be-built, craftsman-style home situated on a beautiful 9,000 square foot lot in the sought-after waterfront community of Cape St. Clare in Annapolis. (There are two lots at this location). *Builder is paying $5,000 TOWARDS CLOSING COSTS with use of builders approved lender and title company. This exciting Taft model is

    Julie Lamartina-Dinko Douglas Realty, LLC

    1094 Linden Tree Drive - Taft Model, Annapolis, MD 21409
  • 144 Island View Dr, Annapolis, MD 21401
    144 Island View Dr, Annapolis, MD 21401
    144 Island View Dr, Annapolis, MD 21401
    /33

    $630,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 1,612 Sq Ft

    144 Island View Dr, Annapolis, MD 21401

    Welcome to sought-after Cape St. John! This split-level home sits on a spacious and private wooded lot, offering privacy, nature, and access to water just steps from your backyard. Inside, the upper level features gleaming hardwood floors, recessed lighting and an upgraded kitchen with a large granite island and plenty of storage in rich wood cabinetry. The kitchen flows seamlessly into the

    Colleen Kerrigan Redfin Corp

    144 Island View Dr, Annapolis, MD 21401
  • 14 Jefferson Place, Annapolis, MD 21401
    14 Jefferson Place, Annapolis, MD 21401
    14 Jefferson Place, Annapolis, MD 21401
    /76

    $1,375,000 Open Fri 4:30PM - 6:30PM

    • 6 Beds
    • 4 Baths
    • 2,568 Sq Ft

    14 Jefferson Place, Annapolis, MD 21401

    Welcome 14 Jefferson Place located in the highly sought-after President's Hill neighborhood of Downtown Annapolis! This six-bedroom, four-bathroom versatile property offers two side-by-side residences under one roof—perfect as a multi-generational home, short or long-term rental investment, or owner-occupied duplex. Each side of the home features three spacious bedrooms, one full bath, and one

    Jennifer Siska Long & Foster Real Estate, Inc.

    14 Jefferson Place, Annapolis, MD 21401
  • 1807 Green Top Ct, Annapolis, MD 21401
    1807 Green Top Ct, Annapolis, MD 21401
    1807 Green Top Ct, Annapolis, MD 21401
    /38

    $674,000

    • 4 Beds
    • 3.5 Baths
    • 2,414 Sq Ft

    1807 Green Top Ct, Annapolis, MD 21401

    Welcome home to this beautiful property set on a gorgeous lot with mature trees and thoughtfully designed landscaping. A long driveway leads to the inviting front porch and fenced yard with parking made easy. Inside, hardwood floors span the main level, featuring a formal dining and living room, plus a cozy family room with a brick-accented fireplace. The eat-in kitchen offers stainless steel

    Jonathan Scheffenacker Redfin Corp

    1807 Green Top Ct, Annapolis, MD 21401
  • 701 Sonne Dr, Annapolis, MD 21401
    701 Sonne Dr, Annapolis, MD 21401
    701 Sonne Dr, Annapolis, MD 21401
    /54

    $799,999

    • 4 Beds
    • 3.5 Baths
    • 2,568 Sq Ft

    701 Sonne Dr, Annapolis, MD 21401

    Welcome to your dream home nestled in a serene park-like setting! This stunning Colonial house offers a perfect blend of modern upgrades and classic charm, making it an ideal retreat for families or anyone seeking a peaceful yet conveniently located haven. The beautifully updated home boasts fresh new paint and flooring throughout. The spacious main level includes a living room, dining

    Mike Torrey Blackwell Real Estate, LLC

    701 Sonne Dr, Annapolis, MD 21401
  • 522 Epping Forest Rd, Annapolis, MD 21401
    522 Epping Forest Rd, Annapolis, MD 21401
    522 Epping Forest Rd, Annapolis, MD 21401
    /102

    $1,250,000

    • 6 Beds
    • 5.5 Baths
    • 7,633 Sq Ft

    522 Epping Forest Rd, Annapolis, MD 21401

    Exquisite 7,633 Sq. Ft. Stone Front Estate on Over an Acre with Water Access & Resort-Style AmenitiesWake up to the peaceful sounds of nature and end your day with breathtaking sunsets from your private balcony in this beautifully renovated 7,633 sq. ft., 6-bedroom, 5.5-bath stone front estate. Set on over an acre in the coveted Saefern neighborhood, this home perfectly blends elegance,

    Sonia Singh Samson Properties

    522 Epping Forest Rd, Annapolis, MD 21401
  • 10 N Homeland Ave, Annapolis, MD 21401
    10 N Homeland Ave, Annapolis, MD 21401
    10 N Homeland Ave, Annapolis, MD 21401
    /63

    $699,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,342 Sq Ft

    10 N Homeland Ave, Annapolis, MD 21401

    You’ve Got to See This One!Absolutely meticulous from top to bottom, this stunning 4-bedroom, 3-bath home in the charming community of Homewood is bigger than it looks and packed with upgrades. Step inside to find a spacious owner’s suite with a large walk-in closet and a well-designed bathroom, a gorgeous updated kitchen with quartz countertops, stylishly renovated bathrooms, luxury vinyl

    Christine Schumaker Douglas Realty LLC

    10 N Homeland Ave, Annapolis, MD 21401
  • 210 Providence Rd, Annapolis, MD 21409
    210 Providence Rd, Annapolis, MD 21409
    210 Providence Rd, Annapolis, MD 21409
    /58

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 2,926 Sq Ft

    210 Providence Rd, Annapolis, MD 21409

    This modern ('85) 4 bedroom/2 full- 1 half- bath home, sits on the largest lot (1.5 acres) in the coveted Providence community, borders the USNA Golf Course, and is the largest estate lot currently available in Annapolis. The lucky buyer will become a member of the private Providence Club, a $10 million "clubhouse" which includes an 8-year new clubhouse, pool and kids play area all with

    Jonathan Scheffenacker Redfin Corp

    210 Providence Rd, Annapolis, MD 21409
  • 2656A Queen Anne Cir, Annapolis, MD 21403
    2656A Queen Anne Cir, Annapolis, MD 21403
    2656A Queen Anne Cir, Annapolis, MD 21403
    /40

    $1,730,000

    • 4 Beds
    • 4.5 Baths
    • 3,405 Sq Ft

    2656A Queen Anne Cir, Annapolis, MD 21403

    Nestled amongst the trees in the amenities rich Annapolis Roads community this 4 bedroom, 4.5 bath with 3,400 sq ft of living space has everything needed in a waterfront home! Discover the ultimate waterfront lifestyle with your own private pier on Lake Ogleton featuring 4’ MLW and a boat lift—providing seamless access to the Lake or out to the Chesapeake Bay for sailing, fishing, crabbing, or

    Brad Kappel TTR Sotheby's International Realty

    2656A Queen Anne Cir, Annapolis, MD 21403
  • 301 Eatons Landing Dr, Annapolis, MD 21401
    301 Eatons Landing Dr, Annapolis, MD 21401
    301 Eatons Landing Dr, Annapolis, MD 21401
    /45

    $1,590,000

    • 6 Beds
    • 4.5 Baths
    • 6,435 Sq Ft

    301 Eatons Landing Dr, Annapolis, MD 21401

    Tucked away beyond the busy streets, Eaton’s Landing offers a serene retreat on a picturesque peninsula surrounded by water. This custom-built home with remodeling updates and additions by the late renowned architect Peter Andrews, with 6 bedrooms and 4.5 baths showcases timeless quality and design. Sited on a 40,890 sq. ft. corner lot, the property features an inground, Gunite pool with spacious

    Brad Kappel TTR Sotheby's International Realty

    301 Eatons Landing Dr, Annapolis, MD 21401
  • 210 Providence Rd, Annapolis, MD 21409
    210 Providence Rd, Annapolis, MD 21409
    210 Providence Rd, Annapolis, MD 21409
    /33

    $1,149,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,076 Sq Ft

    210 Providence Rd, Annapolis, MD 21409

    Welcome to 210 Providence Road, a rare opportunity to own in one of the most desirable neighborhoods in Annapolis. Nestled on over 1.4 acres—the largest lot in the neighborhood—this beautifully landscaped home offers the perfect balance of privacy, natural surroundings, and convenience, located just minutes from the vibrant shops, restaurants, and waterfront charm of downtown

    Brad Kappel TTR Sotheby's International Realty

    210 Providence Rd, Annapolis, MD 21409
  • 210 Bowen Ct, Annapolis, MD 21401
    210 Bowen Ct, Annapolis, MD 21401
    210 Bowen Ct, Annapolis, MD 21401
    /54

    $1,025,000

    • 5 Beds
    • 3.5 Baths
    • 4,204 Sq Ft

    210 Bowen Ct, Annapolis, MD 21401

    Welcome to an exquisite single-family residence—a turnkey, move-in ready home just minutes from Historic Annapolis, major commuter routes, and marinas. Thoughtfully updated and designed for both daily living and grand entertaining, this property seamlessly blends refined finishes with functional living spaces. A stunning new gourmet kitchen with custom cabinetry, upgraded appliances and a large

    Richard Curtis Curtis Real Estate Company

    210 Bowen Ct, Annapolis, MD 21401
  • 1230 Crummell Ave, Annapolis, MD 21403
    1230 Crummell Ave, Annapolis, MD 21403
    1230 Crummell Ave, Annapolis, MD 21403
    /87

    $1,235,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,555 Sq Ft

    1230 Crummell Ave, Annapolis, MD 21403

    Welcome to Bay Highlands, the only Annapolis neighborhood with its very own private creek—a peaceful retreat where calm waters set the stage for your everyday getaway. Imagine stepping outside to your private pier, ready for a morning of kayaking, paddleboarding, swimming, or simply soaking in the beauty of your surroundings.This 4-bedroom, 2.5-bath home has been thoughtfully updated to

    Photi Mavroulis RE/MAX Advantage Realty

    1230 Crummell Ave, Annapolis, MD 21403
  • 767 Bon Haven Dr, Annapolis, MD 21401
    767 Bon Haven Dr, Annapolis, MD 21401
    767 Bon Haven Dr, Annapolis, MD 21401
    /53

    $1,199,999

    • 5 Beds
    • 4 Baths
    • 3,255 Sq Ft

    767 Bon Haven Dr, Annapolis, MD 21401

    Discover luxurious living in this exceptional 4-bedroom, 4-bathroom home nestled on a full acre in an exclusive water access community. This meticulously crafted residence seamlessly blends elegant design with modern comfort, offering the perfect retreat for those seeking both tranquility and sophistication. The expansive one-acre lot offers endless possibilities for outdoor enjoyment, including

    Sean O'Connor Coldwell Banker Realty

    767 Bon Haven Dr, Annapolis, MD 21401
  • 637 Chase St, Annapolis, MD 21401
    637 Chase St, Annapolis, MD 21401
    637 Chase St, Annapolis, MD 21401
    /63

    $1,168,000

    • 3 Beds
    • 2 Baths
    • 2,064 Sq Ft

    637 Chase St, Annapolis, MD 21401

    Come take advantage of this incredible opportunity! Discover an enchanting classic brick residence in Murray Hill— Lovingly maintained and beautifully detailed, this timeless home features solid plaster walls, hardwood floors, 81⁄2‐foot ceilings, and graceful archways. The updated kitchen flows seamlessly into a versatile layout that can easily accommodate a first‐floor primary suite—currently

    Georgie Berkinshaw Coldwell Banker Realty

    637 Chase St, Annapolis, MD 21401
  • 3126 Port Way, Annapolis, MD 21403
    3126 Port Way, Annapolis, MD 21403
    3126 Port Way, Annapolis, MD 21403
    /59

    $1,497,000 Open Sat 12PM - 2PM

    • 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
  • 10 Sailors Way, Annapolis, MD 21403
    10 Sailors Way, Annapolis, MD 21403
    10 Sailors Way, Annapolis, MD 21403
    /50

    $1,195,000

    • 4 Beds
    • 4 Baths
    • 2,125 Sq Ft

    10 Sailors Way, Annapolis, MD 21403

    RARE FIND -- Lock & Leave! Private setting in Sailor's Quay in heart of Eastport -- tucked away off main street with lovely plantings in front and a shaded back patio surrounded by trees -- perfect retreat and/or entertaining in style! Brick front porch entry, Hardie-plank exterior, open floor-plan with four levels of flexible space. Custom touches throughout including plantation shutters,

    Florence Calvert Coldwell Banker Realty

    10 Sailors Way, Annapolis, MD 21403
  • 1580 Keswick Place, Annapolis, MD 21401
    1580 Keswick Place, Annapolis, MD 21401
    1580 Keswick Place, Annapolis, MD 21401
    /74

    $1,235,000

    • 4 Beds
    • 3.5 Baths
    • 3,480 Sq Ft

    1580 Keswick Place, Annapolis, MD 21401

    ** Price Improvement! **Welcome to this exceptional residence in the highly coveted Downs on the Severn community, known for its premier amenities and serene setting. Enjoy access to the newly renovated marina with floating dock, kayak storage, boat launch, community clubhouse and pool, tennis courts, tot lots, walking trails, and more! The gourmet kitchen features granite countertops,

    Bob Chew Samson Properties

    1580 Keswick Place, 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
  • 553 Choptank Cove Ct, Annapolis, MD 21401
    553 Choptank Cove Ct, Annapolis, MD 21401
    553 Choptank Cove Ct, Annapolis, MD 21401
    /47

    $1,100,000

    • 5 Beds
    • 4 Baths
    • 3,569 Sq Ft

    553 Choptank Cove Ct, Annapolis, MD 21401

    English Tudor featuring a stone front patio for nature lovers and bird watchers. Surrounded by large trees for tons of shade and a 45 foot rear deck for large gatherings and rear lawn for play areas. Almost 4000 square feet of living space plus an oversized garage 24x25 with a floored attic space above for expansion or storage. Spacious kitchen with two sliders to rear deck, solid cherry

    Linda Patterson Long & Foster Real Estate, Inc.

    553 Choptank Cove Ct, Annapolis, MD 21401
  • 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
  • 3536 Saratoga Ave, Annapolis, MD 21403
    3536 Saratoga Ave, Annapolis, MD 21403
    3536 Saratoga Ave, Annapolis, MD 21403
    /44

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 2,368 Sq Ft

    3536 Saratoga Ave, Annapolis, MD 21403

    Your dream home in the coveted, water-privileged community of Arundel on the Bay is waiting!Enjoy stunning, year-round water views of Fishing Creek just off the Chesapeake Bay from this beautifully designed four-bedroom, three-bathroom custom contemporary home. Perfectly positioned on an expansive 0.34-acre corner lot, the property is embraced by mature trees and lush landscaping, offering

    Timothy Dominick Coldwell Banker Realty

    3536 Saratoga Ave, Annapolis, MD 21403
  • 319 Epping Way, Annapolis, MD 21401
    319 Epping Way, Annapolis, MD 21401
    319 Epping Way, Annapolis, MD 21401
    /56

    $1,150,000

    • 4 Beds
    • 3.5 Baths
    • 2,372 Sq Ft

    319 Epping Way, Annapolis, MD 21401

    Sellers are offering $25,000 to go towards siding replacement. This beautiful property offers three levels of spacious, comfortable living in the neighborhood of Epping Forest. Walking through the front door, vaulted ceilings and natural light greet you in the dining/living room area off the kitchen. A main level bedroom suite offers convenience and a second suite upstairs boasts extra privacy.

    Brittany Chaffee Hogan Companies Residential

    319 Epping Way, Annapolis, MD 21401
  • 13 Elliott Rd, Annapolis, MD 21403
    13 Elliott Rd, Annapolis, MD 21403
    13 Elliott Rd, Annapolis, MD 21403
    /14

    $1,175,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,292 Sq Ft

    13 Elliott Rd, Annapolis, MD 21403

    Perfectly situated just minutes from the heart of Downtown Annapolis, yet tucked away for privacy, this 4 br, 3.5 bath NEW CONSTRUCTION coastal inspired home with a 2 car garage and optional detached guest cottage by Whitehall Building & Company offers the best of both worlds—convenience and tranquility. With over 3,400 square feet of finely crafted living space across three levels, every detail

    Colleen Smith EXP Realty, LLC

    13 Elliott Rd, 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

    $1,034,990 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

    Builder Photo

    Lennar

    Builder

    201 Bonny Way Unit 36036625, Annapolis, MD 21403

Showing Results 1 - 40, Page 1 of 4

Maryland Anne Arundel County Annapolis

Houses for Sale in Annapolis, MD

Why Live in Annapolis

Steeped in maritime heritage, Annapolis combines historic colonial charm with modern waterfront living. The United States Naval Academy stands as a cornerstone of the city, where visitors can explore "The Yard" and see midshipmen in training. The Maryland State House, featuring the largest wooden dome constructed without nails in the U.S., represents the oldest state capitol in continuous legislative use. Downtown's Main Street leads to City Dock, known as "Ego Alley," where boats parade through the harbor against a backdrop of waterfront restaurants like Carrol's Creek Cafe and Chart House.

The Annapolis real estate market presents diverse housing options across distinct neighborhoods. Downtown Annapolis features historic properties with a median single family home price of $1,447,500. The waterfront community of Eastport commands a median single family home price of $1,102,500. West Annapolis Wardour provides a more suburban feel with a median single family home price of $790,000. The citywide median sale price stands at $615,000, with townhomes at $485,000 and condos ranging from $343,000 for one bedroom to $399,000 for two bedrooms.

Property taxes in Annapolis remain competitive at 0.85%, lower than Baltimore's 1.48%. The Maryland state income tax rate is 4.75%, with an additional Anne Arundel County tax rate of 2.81%. The education landscape includes several highly rated private institutions such as Indian Creek School and Key School, both rated A plus by Niche. South River High School stands out among public options with an A rating. Commuters benefit from Annapolis Transit bus service and water taxis, with Washington D.C. and Baltimore each approximately 30 miles away. The climate features humid summers and mild winters, with 47 inches of annual rainfall and 13 inches of snow.

Learn more about living in Annapolis

Home Trends in Annapolis, MD

On average, homes in Annapolis, MD sell after 31 days on the market compared to the national average of 52 days. The median sale price for homes in Annapolis, MD over the last 12 months is $618,000, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$618,000
Median Single Family Sale Price
$802,000
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$432,000
Median 1 Bedroom Sale Price
$425,000
Average Price Per Sq Ft
$355
Number of Homes for Sale
266
Last 12 months Home Sales
1,255
Months of Supply
2.50
Median List Price
$630,000
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.

How to Buy a Home How to Finance a Home How to Sell a Home

In Annapolis, there are currently 148 houses for sale, offering an array of options for potential buyers. With houses priced between $360,000 to $19,995,000, there's a range to accomodate every budget. As of September, 2025 the median home price in Annapolis is $630,000, while the average sale price is $807,711, offering insights into the local housing market. On average, houses spend 31 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Annapolis, MD and find the perfect place to call home.

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