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Historic Homes for Sale in Annapolis, MD

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  • /20

    $739,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft

    3029 Solstice Ln, Annapolis, MD 21401

    Welcome to 3029 Solstice Lane, located in the exclusive Riva Trace community of Annapolis, Maryland—an area prized for its waterfront lifestyle and close proximity to historic downtown Annapolis. This home offers exceptional one-level living with a spacious open floor plan, soaring vaulted ceilings, and abundant natural light throughout. Brand-new carpet enhances the bright, airy interior.The

    Agent Photo

    Shawna Moore

    Long & Foster Real Estate, Inc.

    (410) 849-6712

    3029 Solstice Ln, Annapolis, MD 21401
  • /28

    $520,000

    • 2 Beds
    • 1 Bath
    • 762 Sq Ft

    206 Admiral Dr, Annapolis, MD 21401

    Welcome to 206 Admiral Drive, a charming and cozy single-family home in the heart of Annapolis! This delightful residence offers 2 comfortable bedrooms and 1 full bathroom, a perfect blend of simplicity and warmth. Step inside and imagine the possibilities in this inviting home filled with character and potential. Whether enjoying a quiet morning coffee or hosting friends and family, each space

    Agent Photo

    Aryanna Carrera Dabrowski

    Berkshire Hathaway HomeServices PenFed Realty

    (410) 936-5621

    206 Admiral Dr, Annapolis, MD 21401
  • /61

    $1,375,000

    • 4 Beds
    • 3 Baths
    • 2,649 Sq Ft

    165 King George St, Annapolis, MD 21401

    There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while

    Michele Michael CENTURY 21 New Millennium

    165 King George St, Annapolis, MD 21401
  • /44

    $799,990 New Construction

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

    3123 Arundel On the Bay Road - Taft Model, Annapolis, MD 21403

    Ameri-Star Homes is pleased to offer this incredible opportunity for a to-be-built, craftsman-style home situated on a one-of-a-kind, almost 1-acre homesite, in the sought-after Annapolis area. Our exciting Taft model is appointed with an abundance of features that you deserve, 9-foot ceilings main level, engineered hardwood floors on the entire first floor and upper hallways, granite or quartz

    Julie Lamartina-Dinko Douglas Realty, LLC

    3123 Arundel On the Bay Road - Taft Model, Annapolis, MD 21403
  • /28

    $730,000

    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft

    5 Park Place Unit 722, Annapolis, MD 21401

    Luxurious penthouse condo with tons of natural light and views overlooking the fountain and plaza! 1285 square feet of living space encompassing a spacious Living room with fireplace, Kitchen with granite counters and plenty of cabinet space and 2 spacious bedrooms with ensuite baths. Every room boasts views and sliding doors onto a juliet balcony, perfect for letting in the fresh air and the

    Brad Kappel TTR Sotheby's International Realty

    5 Park Place Unit 722, Annapolis, MD 21401
  • /18

    $445,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1955 Marconi Cir, Annapolis, MD 21401

    Heritage Harbour a 55 plus community. Welcome Home to 1955 Marconi Cir. This two bedroom two bath home with garage offers low maintenance one level living. As you enter from the covered front porch, you'll notice the high vaulted ceilings and lovely hardwood floors throughout. Custom shutters have been added on all windows and slider. Both bedrooms are generous in size. The primary bedroom

    Nancy Smith Coldwell Banker Realty

    1955 Marconi Cir, Annapolis, MD 21401
  • /46

    $849,900

    • 5 Beds
    • 3.5 Baths
    • 2,518 Sq Ft

    3233 Chrisland Dr, Annapolis, MD 21403

    Set within the sought-after, water privileged community of Annapolis Cove. This stately brick residence offers timeless style and serene connection to nature. Tucked away on the headwaters of Blackwater creek, the home enjoys private backyard framed by peaceful water views and lush natural surroundings. Morning light glimmers across the creek as blue herons and native birds glide by,

    Connie Cadwell Coldwell Banker Realty

    3233 Chrisland Dr, Annapolis, MD 21403
  • /60

    $1,199,000 Open Sat 12PM - 2PM

    • 6 Beds
    • 4.5 Baths
    • 5,370 Sq Ft

    143 Stilly Way, Annapolis, MD 21403

    She’s one year young. She’s move-in ready. She’s Annapolis. Welcome to 143 Stilly Way, a barely lived-in showpiece in Annapolis’ sought-after Parkside Preserve, offered in true mint condition. This is not a builder sale — this is a fully completed, meticulously upgraded residence where every structural bump-out, every design enhancement, and every premium finish has already been thoughtfully

    Wendy Oliver Coldwell Banker Realty

    143 Stilly Way, Annapolis, MD 21403
  • /35

    $415,000

    • 2 Beds
    • 2 Baths
    • 1,218 Sq Ft

    992 Riversedge Cir, Annapolis, MD 21401

    Experience easy living in Annapolis’ premier 55+ community at this charming 2-bedroom, 2-bath villa in Heritage Harbour, perfectly positioned just steps from the community lodge and amenities. Freshly painted with brand-new flooring throughout, this home offers a bright, clean, and welcoming feel from the moment you walk in. The spacious layout flows effortlessly from the living and dining areas,

    Jennifer Schaub EXP Realty, LLC

    992 Riversedge Cir, Annapolis, MD 21401
  • /43

    $435,000

    • 3 Beds
    • 2 Baths
    • 2,144 Sq Ft

    117 Pinecrest Dr, Annapolis, MD 21403

    Priced with opportunity in mind, this Hillsmere ranch offers a home with good bones and a flexible layout, presenting an excellent chance for buyers to build equity and make it their own. Set on a level .29-acre lot with a long driveway accommodating 4+ cars, the home features true one-level living with the added benefit of a lower level.The main level includes two bedrooms and a full bath,

    Teresa Klem Long & Foster Real Estate, Inc.

    117 Pinecrest Dr, Annapolis, MD 21403
  • /39

    $687,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,208 Sq Ft

    5 Park Place Unit 102, Annapolis, MD 21401

    Experience the pinnacle of downtown Annapolis living at Park Place, the city’s most coveted luxury condominium address. This exquisite 2-bedroom, 2-bath residence offers a refined blend of sophistication, comfort, and effortless urban living—just steps from the waterfront, historic streets, acclaimed dining, boutiques, and cultural landmarks that define this remarkable city. Designed for a

    Greg Beckman Coldwell Banker Realty

    5 Park Place Unit 102, Annapolis, MD 21401
  • /69

    $649,000

    • 4 Beds
    • 2.5 Baths
    • 1,580 Sq Ft

    40 Windwhisper Ln, Annapolis, MD 21403

    Price just reduced! Welcome to 40 Windwhisper Lane, Updated 4 bedroom and 2.5 bath home, including a bedroom and half bath conveniently located on the main level. Enjoy an updated kitchen and numerous renovations throughout, complemented by fresh new paint, lighting, and moldings. Other updates include the upper-level primary bathroom, New HVAC & Hot Water Heater. Outside, you’ll love the fully

    Joanna Dalton Coldwell Banker Realty

    40 Windwhisper Ln, Annapolis, MD 21403
  • /43

    $7,950,000

    • 3 Beds
    • 4.5 Baths
    • 4,702 Sq Ft

    287 State St Unit 3, Annapolis, MD 21403

    Enjoy Luxury Living on Spa Creek. This is the perfect property for those who seek a serene backdrop to an extraordinary life. With exclusivity and serenity, the Penthouse with 2 guest suites at South Annapolis Yacht Centre Residences combines premier waterfront living with spectacular design that is both timeless and modern. Enjoy breathtaking views of Spa Creek, the Annapolis Harbor and the

    Brad Kappel TTR Sotheby's International Realty

    287 State St Unit 3, Annapolis, MD 21403
  • /46

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,213 Sq Ft

    5 Park Place Unit 602, Annapolis, MD 21401

    Beautiful 2 bedroom 2 bath condo in Park Place. This unit faces the fountain and courtyard. Stainless appliances, beautiful hardwood floors. Top tier amenities in The Residence at Park Place makes this the ideal location for in town living. A 24-hour staffed from desk in lobby. Secured lobby with controlled access. Outdoor pool with lifeguard during the season. Hot tub, Party Room, club room,

    Elizabeth Heinsohn Long & Foster Real Estate, Inc.

    5 Park Place Unit 602, Annapolis, MD 21401
  • /33

    $779,000

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    320 Chester Ave, Annapolis, MD 21403

    Rare opportunity to own a charming 2-unit building in the heart of Eastport, offering water views from both units. Each residence features its own private entrance and deck, perfect for enjoying the sights and sounds of small town living and serene surroundings. Thoughtfully designed, both units include a comfortable living area, full kitchen, spacious bedroom, full bath, and convenient in-unit

    John Collins Long & Foster Real Estate, Inc.

    320 Chester Ave, Annapolis, MD 21403
  • /40

    $594,000

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

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403

    Waterfront living at its finest. Welcome to this marina-front gem in the highly sought-after, 24-hour gated Chesapeake Harbour community. This beautifully renovated 1-bedroom, 1.5-bath terrace-level condo offers effortless coastal living paired with resort-style amenities and some of the most breathtaking views in Annapolis. Seller will hold a private note. Completely rehabbed from top to bottom,

    Steven Lane Keller Williams Legacy

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
  • /32

    $1,375,000 New Construction

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

    208 Sellew Rd, Annapolis, MD 21401

    Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes.This listing is for an End Unit at the standard price, however, Sturbridge Homes is offering a generous pre-construction incentive package for early

    Alison Wisnom Coldwell Banker Realty

    208 Sellew Rd, Annapolis, MD 21401
  • /17

    $315,000

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

    10 Sandstone Ct, Annapolis, MD 21403

    Step into this beautifully updated 3-bedroom, 2-bath condo that blends modern comfort with style and convenience. Located on the 3rd floor, this light-filled home offers a peaceful retreat with spacious living and thoughtful upgrades throughout. The open concept living room, dining room, and kitchen creates an inviting flow, anchored by a cozy fireplace. The renovated kitchen (2022) features a

    Sharee Covington Smart Realty, LLC

    10 Sandstone Ct, Annapolis, MD 21403
  • /39

    $770,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 2.5 Baths
    • 1,681 Sq Ft

    1915 Towne Centre Blvd Unit 309, Annapolis, MD 21401

    Experience upscale urban living in this stunning 3rd-floor Everest model at Grandview, ideally located on the retail boulevard side of Annapolis Town Center. This residence offers a true city feel with unbeatable walkability to premier shopping and dining.The open-concept living and dining area features bamboo flooring, a dramatic tray ceiling, and floor-to-ceiling glass doors leading to a

    Sergey Taksis Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 309, Annapolis, MD 21401
  • /54

    $365,000

    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft

    2704 Summerview Way Unit 103, Annapolis, MD 21401

    Welcome to the ultimate Annapolis lifestyle at 2704 Summerview #103! This charming, light-filled condominium in the desirable Riva Trace community offers the a peaceful, private space and easy access to the vibrant culture of "America's Sailing Capital".Conveniently Located In Annapolis off of Bestgate Road & close to the Annapolis Mall + only a few minutes to downtown Annapolis' historic

    Linda Pelton Taylor Properties

    2704 Summerview Way Unit 103, Annapolis, MD 21401
  • /69

    $650,000 Open Sun 10AM - 12PM

    • 5 Beds
    • 3 Baths
    • 1,694 Sq Ft

    807 Eastern Point Rd, Annapolis, MD 21401

    Welcome to 807 Eastern Point Road, a beautifully maintained home located in the highly sought-after 55+ community of Heritage Harbour in Annapolis. Set on a desirable corner lot with generous outdoor space and an extended driveway, this home offers a rare combination of flexible living, thoughtful updates, and a prime location within one of the area’s most amenity-rich communities. With 2,814

    Joe Smith Next Step Realty

    807 Eastern Point Rd, Annapolis, MD 21401
  • /36

    $649,999

    • 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
  • /28

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,314 Sq Ft

    7 Silverwood Cir Unit 3, Annapolis, MD 21403

    2022 renovated condo with private patio overlooking park/green/open space. Thoughtfully designed 1300+sqft modernized open floorplan with flexible space. The open concept living room offers a variety of furniture placement options, with recessed lighting and a private patio for some outdoor living that overlooks the park like setting. Stainless-steel appliances. Tiled and Updated Bathrooms!

    Joie White Northrop Realty

    7 Silverwood Cir Unit 3, Annapolis, MD 21403
  • /31

    $999,999 Open Sat 12PM - 2PM

    • 2 Beds
    • 1.5 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
  • /22

    $285,000

    • 2 Beds
    • 1 Bath
    • 943 Sq Ft

    10-B Sandstone Ct, Annapolis, MD 21403

    $7,500 In Closing Help!! Welcome to 10-B Sandstone Ct in the heart of Annapolis! Experience the perfect blend of luxury and convenience in this meticulously renovated ground-level condo located in the highly desirable Annapolis Overlook community. Every inch of this home has been reimagined, featuring sophisticated custom trim work and high-end finishes throughout. The chef-inspired kitchen is a

    JOSH HAGEDORN Douglas Realty, LLC

    10-B Sandstone Ct, Annapolis, MD 21403
  • /35

    $400,000

    • 2 Beds
    • 2.5 Baths
    • 1,934 Sq Ft

    2702 Summerview Way Unit 303, Annapolis, MD 21401

    Top-floor penthouse loft in Summer Village with private kayak and canoe dock. Dramatic two-story spaces, water access for paddling, and completely maintenance-free living in one of Annapolis' most desirable communities. Imagine your weekends. Saturday morning starts with coffee on your private deck overlooking mature trees. You grab your kayak and walk down to your dock on Ginger Creek. Paddle

    David Moore Real Broker, LLC

    2702 Summerview Way Unit 303, Annapolis, MD 21401
  • /14

    $895,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 2.5 Baths
    • 2,288 Sq Ft

    117 Gardner Dr, Annapolis, MD 21403

    Welcome to 117 Gardner Drive, a beautifully renovated home nestled in the coveted water-privileged community of Hillsmere Shores. Situated on an exceptional lot, this turnkey property offers the perfect blend of amazing updates and great space for everyday living and effortless entertaining. At the heart of the home, the brand-new and thoughtfully designed eat-in kitchen is designed to gather,

    Betty Batty Compass

    117 Gardner Dr, Annapolis, MD 21403
  • /32

    $1,295,000 New Construction

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

    108 Sellew Rd, Annapolis, MD 21401

    Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes.This listing is for an interior home on Lot 6. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your

    Alison Wisnom Coldwell Banker Realty

    108 Sellew Rd, Annapolis, MD 21401
  • /57

    $975,000

    • 2 Beds
    • 2 Baths
    • 1,794 Sq Ft

    1915 Towne Centre Blvd Unit 1004, Annapolis, MD 21401

    Time to Make a Lifestyle Change – Stunning & Fabulous at The GrandView!Welcome to The Flagship, a unique and highly sought-after corner unit in the premier GrandView community. Perfectly positioned for the best location, views, and luxury, this residence offers an unmatched lifestyle in the heart of Annapolis Town Center. Step inside and be captivated by the wall of windows that flood the

    David Yee Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 1004, Annapolis, MD 21401
  • /32

    $1,250,000 New Construction

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

    109 Sellew Rd, Annapolis, MD 21401

    Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes.This listing is for an interior home on Lot 16. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your

    Alison Wisnom Coldwell Banker Realty

    109 Sellew Rd, Annapolis, MD 21401
  • /46

    $3,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,621 Sq Ft

    9 Shipwright St, Annapolis, MD 21401

    Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and 2.5

    Brad Kappel TTR Sotheby's International Realty

    9 Shipwright St, Annapolis, MD 21401

Home Trends in Annapolis, MD

Housing Trends

Median Sale Price
$625,000
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$445,000
Median 2 Bedroom Sale Price
$415,000
Median 1 Bedroom Sale Price
$405,000
Average Price Per Sq Ft
$351
Number of Homes for Sale
159
Last 12 months Home Sales
1,297
Months of Supply
1.50
Median List Price
$620,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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