27

Open Houses in 21401

Section Image Section Image
  • /48

    $659,000

    Open Sat 12PM - 2PM
    • 2 Beds
    • 1.5 Baths
    • 1,718 Sq Ft

    1002 Dreams Landing Way, Annapolis, MD 21401

    BOAT SLIP INCLUCED!!! Welcome to Dreams Landing, a picturesque and secluded waterfront community on the banks of the Severn River just minutes from downtown Annapolis. Unit #1002 is one of the few homes in the community having 4 finished levels of living space including the finished walkout lower level with 1/2 bath & built in cabinets. Also included in the sale is a highly coveted boat license

    Agent Photo

    Dave Wright

    Coldwell Banker Realty

    (410) 824-5267

    1002 Dreams Landing Way, Annapolis, MD 21401
  • /53

    $675,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,948 Sq Ft

    303 Taylor Ave, Annapolis, MD 21401

    Tucked into the heartbeat of Annapolis, 303 Taylor Ave is the kind of home that quietly invites you to live a little differently—in the best way.This classic 1953 Cape Cod doesn’t just offer space—it offers rhythm. Morning walks to coffee in Downtown Annapolis, spontaneous dinners along the water, and game-day energy just minutes from Navy-Marine Corps Memorial Stadium. Here, your lifestyle

    Agent Photo

    Gene Summers

    Real Broker, LLC

    (410) 886-7099

    303 Taylor Ave, Annapolis, MD 21401
  • /53

    $1,125,000

    Open Sat 10AM - 12PM $25K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,080 Sq Ft

    219 West St, Annapolis, MD 21401

    Back on the market through no fault of the Sellers. Buyer's home sale contingency was not met, creating a new oppotunity for interested buyers. This gorgeous townhome nestled in the sought-after community of Uptown at Murray Hill, in the heart of downtown Annapolis' West Street Arts District and just steps away from restaurants, pubs, galleries and boutiques. A classic brick façade and covered

    Agent Photo

    Dustin Oldfather

    Compass

    (443) 969-7633

    219 West St, Annapolis, MD 21401
  • /41

    $949,900

    Open Sat 1PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    2942 Southaven Dr, Annapolis, MD 21401

    Just across the street from the water in Southaven, this Annapolis home offers the kind of space and flexibility that’s increasingly hard to find. Recently updated, the main level includes a renovated kitchen with quartz countertops, dual ovens, gas cooking, stainless steel appliances, and modern cabinetry. The main level also features a living room with built-in speakers, a dining room, an

    Erica Baker TTR Sotheby's International Realty

    2942 Southaven Dr, Annapolis, MD 21401
  • /97

    $999,999

    Open Sun 1PM - 3PM Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    90 Charles St, Annapolis, MD 21401

    Welcome to 90 Charles Street, a rare opportunity to own a beautifully maintained home in the heart of historic downtown Annapolis. Perfectly positioned just steps from Acton’s Cove Waterfront Park and on the edge of the highly desirable Murray Hill neighborhood, this residence offers the ideal blend of charm, character, and convenience. Enjoy effortless access to City Dock, Main Street, and the

    Scott Wallace Coldwell Banker Realty

    90 Charles St, Annapolis, MD 21401
  • /50

    $1,050,000

    Open Sat 2PM - 4PM
    • 6 Beds
    • 6 Baths
    • 4,166 Sq Ft

    704 Caleb Ln, Annapolis, MD 21401

    This outstanding property leaves nothing to be desired! Welcome to 704 Caleb Lane in the amenity rich Kingsport neighborhood of Annapolis. Featuring almost a quarter acre lot, with only 2 short blocks to the pool, water privileges (for kayaking, fishing and more), playgrounds, clubhouse and a scenic walking/biking trail. This gorgeous home is the perfect place for relaxing, entertaining guests

    Alex Tower Sears TTR Sotheby's International Realty

    704 Caleb Ln, Annapolis, MD 21401
  • /50

    $674,500

    Open Fri 4PM - 6PM $46K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,432 Sq Ft

    701 Shelton Ave, Annapolis, MD 21401

    Seller offering up to $25,000 Closing Cost/Rate Buy Down help for the right offer! Just a block from great restaurants, shopping, Maryland Hall for the Creative Arts, water access to coveted Spa Creek, waterfront walking trails, and playgrounds. Easy stroll to the Navy Stadium! There is even a free circulator bus to the City Dock! In the Heart of Annapolis' Arts District, 701 Shelton Avenue

    Alex Tower Sears TTR Sotheby's International Realty

    701 Shelton Ave, Annapolis, MD 21401
  • /58

    $899,000

    Open Fri 4:30PM - 6:30PM
    • 2 Beds
    • 2 Baths
    • 1,102 Sq Ft

    607 Melvin Ave, Annapolis, MD 21401

    Open House Friday , 5/15 4:30-6:30PM & Saturday 5/16 12-2PM. Please join us!Adorable bungalow coming soon in sought-after West Annapolis! Super fun, walkable location—catch Navy Midshipmen football games or stroll to Chessie’s Wharf, Positano’s, Bean Rush Cafe , Always Ice Cream Company & more! Just a short distance to Downtown Annapolis for waterfront dining, shopping, and historic charm. Easy

    Joanna Dalton Coldwell Banker Realty

    607 Melvin Ave, Annapolis, MD 21401
  • /40

    $979,000

    Open Sat 2PM - 4PM $21K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,656 Sq Ft

    179 Green St, Annapolis, MD 21401

    Welcome to the heart of downtown Annapolis at 179 Green Street. This charming home blends timeless character with modern comfort, this is just a block from Main Street and City Dock, few block from the Naval Academy, State Capitol building, boutique shopping, and Annapolis Elementary School. Located in one of the city’s most desirable neighborhoods, it offers exceptional walkability and vibrant

    Sergey Taksis Long & Foster Real Estate, Inc.

    179 Green St, Annapolis, MD 21401
  • /50

    $874,995

    Open Sun 12PM - 2PM $65K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,286 Sq Ft

    1070 Foxcroft Run, Annapolis, MD 21401

    Tucked away in the woods on a quiet cul-de-sac, this stunning single-family home sits on a private and picturesque .77-acre lot, offering the perfect blend of tranquility and modern comfort. With 4 spacious bedrooms and 3.5 bathrooms, this home features a bright, open floor plan designed for both everyday living and entertaining. The Spacious kitchen with windows on 2 sides and stainless

    Louis Pope Trademark Realty, Inc

    1070 Foxcroft Run, Annapolis, MD 21401
  • /78

    $1,149,000

    Open Fri 5:30PM - 7:30PM
    • 4 Beds
    • 2.5 Baths
    • 3,500 Sq Ft

    1718 Westminster Way, Annapolis, MD 21401

    JOIN US FOR OPEN HOUSE FRIDAY 15th 5:30-7:30. Nestled on a tranquil private drive in the highly sought-after The Downs on the Severn, this stunning stone-front Colonial offers the perfect blend of luxury, privacy, and modern convenience. Situated on 1.43 acres surrounded by nature, this beautifully remodeled 4-bedroom, 2.5-bath home has been thoughtfully updated from top to bottom with

    Jeannie Miller Long & Foster Real Estate, Inc.

    1718 Westminster Way, Annapolis, MD 21401
  • /49

    $1,295,000

    Open Fri 4PM - 6PM
    • 4 Beds
    • 3.5 Baths
    • 3,219 Sq Ft

    304 Glen Ave, Annapolis, MD 21401

    Just in time for Commissioning Week — walk to Navy-Marine Corps Memorial Stadium from this beautifully renovated Annapolis home that perfectly blends historic charm with modern convenience. Ideally located near downtown Annapolis and the stadium, this property offers incredible flexibility, abundant off-street parking, and a rare apartment/in-law suite above the 2-car garage. Completely renovated

    Michelle Fegan RE/MAX Executive

    304 Glen Ave, Annapolis, MD 21401
  • /32

    $469,900

    Open Sat 1PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 2,244 Sq Ft

    2056 Gate Dr, Annapolis, MD 21401

    Welcome to your Private Oasis located right in the heart of everything Annapolis!! LOCATION!!***LOCATION!!***LOCATION!!*** Just off of Bestgate Road, Gate Drive is a sleepy little Cul-de-Sac of private stand-alone homes. 2056 Gate Drive sits at the end of the street, backing to beautiful, lush private woods. But just up the street is the convenience of Bestgate Road with it's immediate access to

    Amy Van Slyke Long & Foster Real Estate, Inc.

    2056 Gate Dr, Annapolis, MD 21401
  • /47

    $1,750,000

    Open Sat 1PM - 3PM
    • 2 Beds
    • 2.5 Baths
    • 2,269 Sq Ft

    51 Franklin St, Annapolis, MD 21401

    Rarely offered ground level residential condominium located at the intersection of Murray Hill and the city's Historic District. Secure garage parking for 2 cars, plus driveway parking for an additional vehicle w/private entry. Originally developed by John Pilli & constructed by Gate One custom builders, this exquisite residence was built with luxury high-end finishes including Legno Bastone

    Yael Beckman Coldwell Banker Realty

    51 Franklin St, Annapolis, MD 21401
  • /58

    $2,765,000

    Open Sat 11AM - 1PM
    • 5 Beds
    • 2 Baths
    • 2,100 Sq Ft

    202 Wardour Dr, Annapolis, MD 21401

    COMING SOON IN ANNAPOLIS! This classic 1940 Dutch Colonial offers timeless character, generous living space, and an unbeatable Annapolis location. Situated on a quarter acre lot with large front yard, the south facing location ensures sunny days ahead! Located in the elegant Wardour community which reflects the naturalistic style of its designer, Frederick Law Olmstead, Jr, with its mature trees,

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    202 Wardour Dr, Annapolis, MD 21401
  • /78

    $3,750,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 4.5 Baths
    • 3,036 Sq Ft

    5 Market Quay, Annapolis, MD 21401

    Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design, and lifestyle. Located within an intimate six residence enclave, this fully reimagined contemporary brick townhome captures sweeping views of Spa Creek from every level, delivering a front row experience to Annapolis’ most iconic moments, from the Blue

    Kathleen Moore Engel & Völkers Annapolis

    5 Market Quay, Annapolis, MD 21401
  • /129

    $2,795,000

    Open Sun 11AM - 1PM
    • 5 Beds
    • 4.5 Baths
    • 6,412 Sq Ft

    856 St Edmonds Place, Annapolis, MD 21401

    **Open House - Sunday, May 17th, 11-1 pm** Welcome to 856 St Edmonds Place! Newly positioned $700k below recent appraisal! Have it all with stunning views from nearly every room, deep water, privacy, and a spacious floorplan for multi generational living! Spectacular custom built waterfront home in the sought after Downs community of Annapolis! Breathtaking views await you from every corner of

    James Schaecher Keller Williams Flagship

    856 St Edmonds Place, Annapolis, MD 21401
  • /46

    $570,000

    Open Sun 12PM - 2PM
    • 2 Beds
    • 2 Baths
    • 1,661 Sq Ft

    2550 Golfers Ridge Rd, Annapolis, MD 21401

    HERITAGE HARBOUR! It's the perfect size! 2 Bedrooms. 2 full Baths. Den. Sun Room Addition. Deck (2025). HVAC (2025). Architectural Shingle Roof (2021). HHCA's site touts the community as... an established community in Annapolis, offering beautiful wooded lots and featuring a wide variety of recreational, cultural, social, and educational activities for its residents. Residents can participate in

    Jenn Klarman Long & Foster Real Estate, Inc.

    2550 Golfers Ridge Rd, Annapolis, MD 21401
  • /59

    $465,000

    Open Sat 12PM - 2:30PM
    • 2 Beds
    • 2 Baths
    • 1,234 Sq Ft

    907 Beacon Way, Annapolis, MD 21401

    BEACON WAY in HERITAGE HARBOUR! Just wait until you see the 10' x 12' Sun Room addition! It's bright and airy, and a lovely place to retreat to. Another bonus... you get to move right in! That's right, the Seller has made thoughtful updates along the way so you can envision your furniture and decorating style - the rest is done. Features I made special note of: Front porch. Vaulted ceiling in

    Jenn Klarman Long & Foster Real Estate, Inc.

    907 Beacon Way, Annapolis, MD 21401
  • /44

    $650,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,498 Sq Ft

    411 Ludlow Rd, Annapolis, MD 21401

    ONE block from the iconic Navy-Marine Corps Memorial Stadium in the highly desirable Admiral Heights community, this charming Cape Cod is right at the center of game days, community water access, and just minutes to Downtown Annapolis! This classic home features beautiful hardwood floors, charming arches, a cozy fireplace and timeless details throughout. Enjoy your mornings or evenings in the

    Nancy Gowan Real Broker, LLC - Annapolis

    411 Ludlow Rd, Annapolis, MD 21401
  • /40

    $625,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 4 Baths
    • 2,488 Sq Ft

    130 Summer Village Dr Unit 118, Annapolis, MD 21401

    Welcome to 130 Summer Village Drive, a beautifully maintained three-bedroom, two-and-one-half bath townhome located in the highly sought-after Riva Trace community of Annapolis. Nestled within the desirable Summer Village section, this residence offers a rare blend of comfort, charm, and low-maintenance living surrounded by mature landscaping and exceptional community amenities. The main level

    Brad Kappel TTR Sotheby's International Realty

    130 Summer Village Dr Unit 118, Annapolis, MD 21401
  • /40

    $480,000

    Open Sat 10AM - 1PM
    • 5 Beds
    • 2 Baths
    • 1,828 Sq Ft

    20 Washington Dr, Annapolis, MD 21401

    Welcome to this beautifully updated home in the heart of Annapolis offering incredible flexibility, space, and opportunity! Situated on almost half an acre, this property features 5 bedrooms, 2 full bathrooms, two full kitchens, and a fully finished walk-out basement — perfect for multi-generational living, extended guests, rental potential, or anyone needing extra space. Seller financing may

    Yvette Flores Samson Properties

    20 Washington Dr, Annapolis, MD 21401
  • /58

    $625,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 4 Baths
    • 2,984 Sq Ft

    713 Skippers Ln, Annapolis, MD 21401

    This exceptional end-unit residence in the stately Village Greens of Annapolis is bathed in natural light from 14 additional windows not found in typical interior models, beautifully highlighting the engineered hardwood floors throughout the main levels. The pristine condition, spacious interior, and amazing location combine to create a move-in-ready home and a fabulous Annapolis lifestyle. The

    Jennifer Holden Compass

    713 Skippers Ln, Annapolis, MD 21401
  • /36

    $600,000

    Open House 5/23 $50K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 3,016 Sq Ft

    709 Skippers Ln, Annapolis, MD 21401

    Welcome to 709 Skippers Lane, a rare and versatile Live/Work townhome in the sought‐after Village Greens community—one of the only homes in the development offering this unique zoning flexibility. With 3,016 sq. ft. of beautifully finished space, this contemporary residence blends upscale living with the opportunity to operate a boutique business, studio, or professional office right from home.

    Michelle Boretti Coldwell Banker Realty

    709 Skippers Ln, Annapolis, MD 21401
  • /2

    $515,000

    Open Sun 1PM - 2PM $40K PRICE INCREASE
    • 6 Beds
    • 3 Baths
    • 1,949 Sq Ft

    113 Legion Ave, Annapolis, MD 21401

    Tucked just off West Street in Annapolis, this well-maintained split foyer blends space and flexibility. Freshly painted with new flooring throughout, the home offers a bright, refreshed feel from the moment you step inside. With 6 bedrooms and 3 full baths—3 bedrooms on each level—the layout is ideal for multi-generational living, guests, or work-from-home needs. The main level bath was

    Juli Blanton Keller Williams Flagship

    113 Legion Ave, Annapolis, MD 21401
  • /50

    $299,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    44 Belle Ct, Annapolis, MD 21401

    Charming end unit in the Greenbriar II neighborhood of Annapolis offers delightful amenities in a central and convenient location. 44 Belle Court is just a 10-minute drive from Downtown Annapolis, a short walk to the Village Greens Shopping Center, and offers incredibly convenient access to Route 665. Directly across the street is a community park featuring a clubhouse, fun playground, basketball

    Alex Tower Sears TTR Sotheby's International Realty

    44 Belle Ct, Annapolis, MD 21401
  • /3

    $609,900

    Open Sun 2PM - 4PM Coming Soon
    • 3 Beds
    • 3.5 Baths
    • 3,287 Sq Ft

    147 Spring Place Way, Annapolis, MD 21401

    Coming Soon in the desirable water-access Riva Trace Community! Beautiful light filled end-unit townhome with ample open space outside that backs to trees! MAIN LEVEL Primary Suite with En-suite bath plus two bedrooms upstairs. Completely finished lower level with family room and an extra bonus flex space! The community amenities include a pier, kayak launch, trails, tennis/pickle-ball, and more!

    Nancy Gowan Real Broker, LLC - Annapolis

    147 Spring Place Way, Annapolis, MD 21401
How to Buy a Home How to Finance a Home How to Sell a Home