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Historic Homes for Sale in Annapolis, MD

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  • /39

    $1,595,000

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

    48 Murray Ave, Annapolis, MD 21401

    Thoughtfully updated home, preserving the character and charm of Murray Hill while offering the comfort, efficiency, and style of new construction. | 4 Bed | 3.5 Bath | 2,580 Sf | 3,340 Sf Lot | Large Backyard | 1 Parking Space | Home: Full Gut Renovation, Open Main Living Layout, Custom Tiled Wood Burning Fireplace w/ Mantle, Large Jeld-Wen Windows w/ Lots of Natural Light Throughout, Recessed

    Agent Photo

    Andrew Riguzzi

    Compass

    (443) 292-9455

    48 Murray Ave, Annapolis, MD 21401
  • /58

    $719,995

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

    920 Old Annapolis Neck Rd, Annapolis, MD 21403

    Discover the perfect blend of privacy, lifestyle, and location on the highly coveted Annapolis Neck peninsula. Set on more than half an acre with no HOA, this light-filled, fully updated home delivers the everyday comfort of a modern retreat—just minutes from Quiet Waters Park, the South River, and everything Downtown Annapolis has to offer.Step inside to an inviting, open layout designed for

    Agent Photo

    Mahdi Salarfar

    RE/MAX Gateway, LLC

    (410) 431-2087

    920 Old Annapolis Neck Rd, Annapolis, MD 21403
  • /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
  • /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
  • /28

    $799,000

    • 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
  • /44

    $755,000

    • 2 Beds
    • 2.5 Baths
    • 1,682 Sq Ft

    1915 Towne Centre Blvd Unit 606, Annapolis, MD 21401

    Time for a Lifestyle Upgrade — Welcome to GrandView at Annapolis Town Center! Step into elegance with this spectacular "Everest" model on the 6th floor — a rare opportunity to own one of the most coveted floorplans in the building. This stunning, move-in-ready home shows like a designer model and boasts an array of luxurious upgrades designed for both comfort and style. Enjoy two spacious primary

    David Yee Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 606, Annapolis, MD 21401
  • /23

    $599,900

    • Studio
    • 2,300 Sq Ft

    212 Duke of Gloucester St, Annapolis, MD 21401

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

    Nicholas Pfisterer RE/MAX Advantage Realty

    212 Duke of Gloucester St, 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
  • /82

    $1,300,000

    • 5 Beds
    • 2 Baths
    • 1,919 Sq Ft

    1814 Pleasant Plains Rd, Annapolis, MD 21409

    RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15’ right of way from Burley Lane to a 35' wide fee simple area along Burley Creek and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods, abundant windows

    Karlton Morris Long & Foster Real Estate, Inc.

    1814 Pleasant Plains Rd, Annapolis, MD 21409
  • /82

    $625,000

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

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

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

    Lorna Kaim Compass

    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
  • /23

    $299,900

    • 2 Beds
    • 1.5 Baths
    • 1,244 Sq Ft

    192 Clay St, Annapolis, MD 21401

    You won't find a home like this for this price anywhere in Annapolis! There is a nice water view of College Creek! Recorded plat and deed indicate the lot goes to the shores of College Creek. Walk to downtown historic district, only 3 1/2 blocks to Calvert Street! Fully fenced back yard is much larger than other townhomes and is perfect for the gardener. The home was fully renovated in 2002: Open

    William Whitman Long & Foster Real Estate, Inc.

    192 Clay St, Annapolis, MD 21401
  • /19

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 1,994 Sq Ft

    2203 Mulberry Hill Rd, Annapolis, MD 21409

    Bring your personal touch to this waterfront get away and enjoy the waterfront lifestyle! Waterfront Suisse Chalet on Mill Creek – Annapolis, MD Experience the perfect blend of charm, comfort, and waterfront living in this spacious 3-bedroom, 2.5-bath Suisse Chalet nestled on scenic Mill Creek, just off the Chesapeake Bay and Severn River. Located on Mulberry Hill Road in Annapolis, this

    Tommy Eicher Coldwell Banker Realty

    2203 Mulberry Hill Rd, Annapolis, MD 21409
  • /99

    $1,695,000

    • 2 Beds
    • 2.5 Baths
    • 2,269 Sq Ft

    51 Franklin St, Annapolis, MD 21401

    An exclusive and rare opportunity could be yours! Welcome to 51 Franklin, consisting of 9 high-end boutique units, developed by John Pilli & constructed by Gate One custom builders in 2020. Located at the intersection of Murray Hill and the city's Historic District, this exquisite condo provides high-end finishes including Legno-Bastone wide-plank hardwood flooring, Caesarstone waterfall

    Yael Beckman Coldwell Banker Realty

    51 Franklin St, Annapolis, MD 21401
  • /44

    $2,595,000

    • 4 Beds
    • 4.5 Baths
    • 2,513 Sq Ft

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403

    Indulge in resort-like living at Chesapeake Harbour, a gated community filled with amenities and stunning water views of the Chesapeake Bay. This modern and spacious 4 bedroom, 4.5 bathroom townhome spans 4 levels and just over 2,500 square feet, featuring high-end design and curated finishes. The open floor plan makes entertaining seamless and focuses the attention on the stunning panoramic

    Brad Kappel TTR Sotheby's International Realty

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403
  • /61

    $435,000

    • 2 Beds
    • 1 Bath
    • 1,002 Sq Ft

    251 Cape Saint John Rd, Annapolis, MD 21401

    Step into an unparalleled opportunity to own a piece of Cape St. John — all for under $500,000! This rare gem offers the perfect blend of coastal charm, modern upgrades, and an enviable location in one of the area’s most beloved waterfront communities. Welcome to your dream retreat! Just a short stroll from your door, you’ll find one of the community’s best private beaches, complete with a sandy

    Jason Donovan RE/MAX Leading Edge

    251 Cape Saint John Rd, Annapolis, MD 21401
  • /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
  • /82

    $1,300,000

    • 5 Beds
    • 2 Baths
    • 1,919 Sq Ft

    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409

    RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15’ right of way from Burley Lane to a 35' wide fee simple area along Burley Creek water frontage and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods,

    Karlton Morris Long & Foster Real Estate, Inc.

    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409
  • /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. Completely rehabbed from top to bottom by the original owners, this home

    Steven Lane Keller Williams Legacy

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
  • /23

    $1,375,000

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

    208 Sellew Rd, Annapolis, MD 21401

    OPEN HOUSE LOCATION on 11/23 is 9 Rusty Red Dr. in Annapolis. At our show home. Or make an appointment to visit our show home! This listing is for an End Unit at the standard price, however, Sturbridge Homes is offering a generous pre-construction incentive package for early buyers, including: $40,000 in closing cost credit, $30,000 in options and upgrades, including a hot tub installed on the

    Alison Wisnom Coldwell Banker Realty

    208 Sellew Rd, Annapolis, MD 21401
  • /30

    $300,000

    • 2 Beds
    • 2 Baths
    • 1,217 Sq Ft

    30 Hearthstone Ct Unit A, Annapolis, MD 21403

    Step inside this beautifully renovated 2-bedroom, 2-bathroom condo in Annapolis Overlook and instantly feel coastal charm meet modern comfort. This isn’t just a home—it’s a lifestyle rooted in the heart of Annapolis, where history, community, and the Chesapeake Bay come together in a way only this city can offer. Annapolis Overlook provides resort-style living with a sparkling outdoor pool, a

    Jason Donovan RE/MAX Leading Edge

    30 Hearthstone Ct Unit A, Annapolis, MD 21403
  • /17

    $320,000

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

    10 Sandstone Ct, Annapolis, MD 21403

    Welcome Home to Easy Coastal Living in Annapolis! 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

    Sharee Covington Smart Realty, LLC

    10 Sandstone Ct, Annapolis, MD 21403
  • /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
  • /82

    $1,300,000

    • Land
    • 3.92 Acres
    • $331,633 per Acre

    1836 Cherry Rd, Annapolis, MD 21409

    RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15 right of way from Burley Lane to a 35' wide fee simple area along Burley Creek and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods, abundant windows

    Karlton Morris Long & Foster Real Estate, Inc.

    1836 Cherry Rd, Annapolis, MD 21409
  • /35

    $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
  • /47

    $1,695,000

    • 3 Beds
    • 3.5 Baths
    • 3,520 Sq Ft

    1915 Towne Centre Blvd Unit 1210, Annapolis, MD 21401

    FABULOUS PENTHOUSE. Embrace a lifestyle of unparalleled luxury and breathtaking views with this rare opportunity to own an exquisite penthouse at the GrandView in Annapolis Town Center. Perched atop the prestigious 12th floor, this sprawling residence stands as one of the most coveted penthouses, offering panoramic views that stretch for miles, complemented by two expansive balconies that provide

    David Yee Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 1210, Annapolis, MD 21401
  • /34

    $1,499,999

    • 4 Beds
    • 4.5 Baths
    • 2,720 Sq Ft

    285 West St Unit 15, Annapolis, MD 21401

    Enjoy urban living at 285 West Street #15! This stunning property offers a stylish way to embrace the best of downtown Annapolis in a modern townhome with an elevator and rooftop deck. Step outside and enjoy the city’s energy—shops, restaurants, the waterfront, and cultural attractions are all just a short stroll away—while still savoring the comfort of a private, lock-and-leave retreat. Built by

    Brad Kappel TTR Sotheby's International Realty

    285 West St Unit 15, 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
  • /22

    $1,350,000

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

    2555 Riva Rd, Annapolis, MD 21401

    OPEN HOUSE LOCATION on 11/23 is 9 Rusty Red Dr. in Annapolis. At our show home. Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor.A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor

    Alison Wisnom Coldwell Banker Realty

    2555 Riva Rd, Annapolis, MD 21401
  • /52

    $689,900

    • 3 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    204 Burgundy Ln, Annapolis, MD 21401

    Tucked away in the exclusive gated community of The Vineyards of Annapolis, this all-brick townhome combines timeless elegance with modern comfort in a tranquil setting. Designed with both style and function in mind, the home welcomes you with an open-concept layout and expansive windows that bathe each room in natural light with gleaming floors throughout. Many new upgrades include brand new

    Cynthia Sullivan Sullivan Select, LLC.

    204 Burgundy Ln, 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

    Brad Kappel TTR Sotheby's International Realty

    9 Shipwright St, Annapolis, MD 21401
  • /29

    $1,175,000

    • 2 Beds
    • 1.5 Baths
    • 1,656 Sq Ft

    179 Green St, Annapolis, MD 21401

    Experience the Essence of Annapolis Charm at 179 Green StreetNestled in the heart of historic downtown Annapolis, this beautifully updated home blends timeless character with modern comforts. Just steps from vibrant Main Street, the waterfront, boutique shopping, and Annapolis Elementary School, this location offers the very best of city living in one of the city's most coveted

    David Yee Long & Foster Real Estate, Inc.

    179 Green St, Annapolis, MD 21401
  • /44

    $590,000

    • 3 Beds
    • 2.5 Baths
    • 2,156 Sq Ft

    2707 Judson Place, Annapolis, MD 21401

    Welcome to 2707 Judson Place in Riva Woods. This inviting home sits on a private, fenced corner lot in one of Annapolis’s most peaceful communities. Thoughtfully updated, it offers spacious indoor living and a modern outdoor retreat. Inside, two large open living areas feature hardwood floors and abundant natural light. The kitchen includes stainless steel appliances, pantry storage, and a cozy

    Robert Sampson Taylor Properties

    2707 Judson Place, Annapolis, MD 21401
  • /69

    $899,999

    • 5 Beds
    • 2 Baths
    • 2,969 Sq Ft

    1913 Dulaney Place, Annapolis, MD 21409

    The perfect blend of 1950s charm and modern Annapolis living, situated steps from the water and an easy walk or bike ride across the Naval Academy Bridge to West Annapolis and the historic downtown area. This classic Pendennis Mount ranch-style home, built in 1959, has been beautifully updated. Step inside to find the home's original character with hardwood floors, now opened up into a generous

    Jamie Angichiodo RE/MAX Leading Edge

    1913 Dulaney Place, Annapolis, MD 21409
  • /71

    $1,139,400

    • 5 Beds
    • 4 Baths
    • 3,660 Sq Ft

    1635 N Winchester Rd, Annapolis, MD 21409

    A Rare Exceptional Retreat in Winchester Estates — Annapolis, MDWelcome to an extraordinary custom-built residence where timeless elegance meets unparalleled serenity. Set on a magnificently landscaped, park-like acre, this 5-bedroom, 4-bath estate offers a level of privacy and tranquility seldom found so close to the heart of downtown Annapolis. Nestled within the prestigious Winchester

    Ana Lopez Equity Property Investments

    1635 N Winchester Rd, Annapolis, MD 21409
  • /69

    $875,000

    • 3 Beds
    • 3 Baths
    • 1,376 Sq Ft

    54 Cornhill St, Annapolis, MD 21401

    Stunningly Updated Historic District Charmer, One Block From The Water/Ego Alley!Nestled near the top of iconic Cornhill Street—just steps from State Circle and the boutiques and restaurants of Maryland Avenue—this beautifully restored brick end-unit blends timeless Annapolis character with modern luxury.Step inside to an inviting open floor plan filled with natural light and accented by

    Ryan Briggs Anne Arundel Properties, Inc.

    54 Cornhill St, Annapolis, MD 21401

Home Trends in Annapolis, MD

Housing Trends

Median Sale Price
$619,999
Median Single Family Sale Price
$799,995
Median Townhouse Sale Price
$447,500
Median 2 Bedroom Sale Price
$410,000
Median 1 Bedroom Sale Price
$429,750
Average Price Per Sq Ft
$350
Number of Homes for Sale
165
Last 12 months Home Sales
1,295
Months of Supply
1.50
Median List Price
$625,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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