Downtown Annapolis Homes

/50
$839,000
- 3 Beds
- 4 Baths
- 1,800 Sq Ft
42 City Gate Ln, Annapolis, MD 21401

Welcome to 42 City Gate Lane in the desirable City Gate neighborhood of Annapolis. This move-in ready residence offers 3 bedrooms, 2 full baths, and 2 half baths, thoughtfully updated for modern living. The showpiece main level features a complete open-concept renovation: upgraded cabinetry, a generous center island, sleek quartz counters, and stainless steel appliances—all seamlessly connected

Mike Kane RE/MAX Distinctive Real Estate, Inc.

42 City Gate Ln, Annapolis, MD 21401
Explore Downtown Annapolis
/5

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Timothy House & Gardens

1 - 3 Beds

29 W Washington St, Annapolis, MD 21401

Timothy House & Gardens is located in the Downtown Annapolis Neighborhood and 21401 Zip code of Annapolis, MD.

29 W Washington St, Annapolis, MD 21401
/42
$875,000 Sold Aug 29, 2025
- 1,448 Sq Ft
- $604/SF
- 12 Days On Market
- 3 Beds
- 2 Baths
- Built 1850
48 Cornhill St, Annapolis, MD 21401

In the shade of the Statehouse, nestled on a quiet side street, there is a comfortable and elegant home that has welcomed family, friends, and guests for 175 years. This is 48 Cornhill, and now it's ready for your family, friends, and guests. The property has been updated while respecting the character and tradition that can only be found in an historic property. The large rooms, en-suite

Dawn Riley RE/MAX One

48 Cornhill St, Annapolis, MD 21401

/31
Est $801,419 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,248 Sq Ft
92 East St, Annapolis, MD 21401

92 East St, Annapolis, MD 21401

/56
$2,200,000
- 6 Beds
- 4 Baths
- 3,415 Sq Ft
192 Duke of Gloucester St, Annapolis, MD 21401

Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare

Brian Jacobs Coldwell Banker Realty

192 Duke of Gloucester St, Annapolis, MD 21401
/24
$3,950 per month
- 4 Beds
- 2 Baths
- 1,888 Sq Ft
- Townhouse for Rent
159 Conduit St, Annapolis, MD 21401

159 Conduit Street - a charming residence located in the heart of Annapolis, MD. This home boasts four spacious bedrooms and two full bathrooms, offering ample space for comfort and relaxation. The kitchen is a chef's dream, equipped with a range, refrigerator, dishwasher, and a microwave/range hood. The convenience of an in-house washer, dryer, and disposal system adds to the ease of living.

Benjamin Mueller Innovative Properties, Inc.

159 Conduit St, Annapolis, MD 21401
/44
$1,075,000 Sold Aug 20, 2025
- 1,872 Sq Ft
- $574/SF
- 0 Days On Market
- 3 Beds
- 2 Baths
- Built 1918
96 Conduit St, Annapolis, MD 21401

Experience timeless charm and modern living at 96 Conduit Street — a residence in the heart of Historic Downtown Annapolis. Nestled on a quiet street just steps from Spa Creek and City Dock, this 3/4-bedroom, 2-bath home blends colonial character with modern updates. Recent updates include new roof, new electric, new hot water heater, a new liner for the gas furnace and interior and exterior

Georgie Berkinshaw Coldwell Banker Realty

96 Conduit St, Annapolis, MD 21401

/30
Est $197,000 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 2,000 Sq Ft
33 East St Unit 1, Annapolis, MD 21401

33 East St Unit 1, Annapolis, MD 21401

/23
$649,999
- 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

Ronald Howard RE/MAX Advantage Realty

212 Duke of Gloucester St, Annapolis, MD 21401
/11
$1,895 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- House for Rent
5 Murray Ave, Annapolis, MD 21401

AVAILABLE NOW - COLLEGE STUDENTS WELCOMED - Rare opportunity in Murry Hill - First Floor Studio Apartment with full bath, Kitchen and washer dryer. Million dollar setting house for a fraction of the cost. pet considered with reference and pet fee. Min gross income of $74,000 and credit score of 640 required. TEXT, DO NOT CALL, TEXT Tom . REFFER TO MURRAY HILL UNIT B WHEN INQUIRING. STREET

5 Murray Ave, Annapolis, MD 21401
/50
$11,250,000 Sold Aug 19, 2025
- 5,069 Sq Ft
- $2,219/SF
- 29 Days On Market
- 4 Beds
- 7 Baths
- Built 2007
17 Revell St, Annapolis, MD 21401

Welcome to the ultimate Spa Creek waterfront oasis! Enjoy living in the heart of historic Downtown Annapolis with walkability to everything the area has to offer including just steps to restaurants and bars, annual parades/events, Annapolis Yacht club, St. Mary's school, and water taxi pick up location. Additionally, the property boasts the only gated waterfront residence in Historic Annapolis.

Brad Kappel TTR Sotheby's International Realty

17 Revell St, Annapolis, MD 21401

/56
Est $1,115,332 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,873 Sq Ft
66 Franklin St Unit 411, Annapolis, MD 21401

66 Franklin St Unit 411, Annapolis, MD 21401

/29
$750,000
- 1 Bed
- 1.5 Baths
- 1,342 Sq Ft
66 Franklin St Unit 20, Annapolis, MD 21401

Chic Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, 1.5-bath condo in the sought-after Acton's Landing community. Perfectly situated on the street level for effortless access, this unit combines convenience with luxury. The open-concept layout features a generous living space, a large kitchen with a center island, breakfast bar, and plenty of storage—ideal for a

John Collins Long & Foster Real Estate, Inc.

66 Franklin St Unit 20, Annapolis, MD 21401
/15
$2,100 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Condo for Rent
126 Prince George St Unit 4, Annapolis, MD 21401

The heart of Annapolis 1 street from the harbor. This 2nd floor 1 bedroom / 1 bath aprox 600SQ condo has been renovated with new paint, carpet and new kitchen. Split hvac system, so you will control your own ac/heat. Washer/Dryer in the unit. Secure building with locked entry. 1 flight of stairs no one sharing walls with. Water included and wifi for $40 a month

Nathan Johnson Keller Williams Capital Properties

126 Prince George St Unit 4, Annapolis, MD 21401
/51
$1,550,000 Sold Aug 14, 2025
- 2,732 Sq Ft
- $567/SF
- 4 Days On Market
- 4 Beds
- 4 Baths
- Built 2007
57 Richards Ln, Annapolis, MD 21401

This stunning home in the coveted community of Acton’s Landing, combines all the amenities of modern living with the beauty, charm and architecture of historic Annapolis. A short stroll to Main Street lets you explore the restaurants, galleries, cafes, shops, and historic sights before returning to what feels like your own private oasis! This rarely available end-unit townhome was the original

Stephanie Snyder Long & Foster Real Estate, Inc.

57 Richards Ln, Annapolis, MD 21401

/106
Est $2,333,573 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,053 Sq Ft
5 S Acton Place, Annapolis, MD 21401

5 S Acton Place, Annapolis, MD 21401

/36
$1,850,000
- 3 Beds
- 3.5 Baths
- 2,477 Sq Ft
66 Franklin St Unit 509, Annapolis, MD 21401

Gorgeous, One-of-a-Kind Luxury Penthouse in Downtown Annapolis!Welcome to this stunning 3-bedroom, 3.5-bathroom penthouse condo in the exclusive Acton’s Landing community—offering an unparalleled blend of historic charm and sophisticated modern living. With private elevator access, deeded use of two garage parking spaces, and two expansive balconies with breathtaking skyline views, this

Betty Jans Berkshire Hathaway HomeServices PenFed Realty

66 Franklin St Unit 509, Annapolis, MD 21401
/31
$4,400 per month
- 4 Beds
- 3.5 Baths
- 1,990 Sq Ft
- Townhouse for Rent
151 Duke of Gloucester St, Annapolis, MD 21401

Absolutely Gorgeous Historic Annapolis home , full of the charm and style yet completely restored with all of the modern conveniences . Close to everything 1 block from main street.....City Dock, Bar, Restaurants...... across from City Hall, Close to spa creek ..... Come sit back and enjoy the Annapolis life style.Pets allowed with non refundable pet fee of $250 per Pet and $50 a month

Heather Edmond Keller Williams Flagship

151 Duke of Gloucester St, Annapolis, MD 21401
/28
$950,000 Sold Aug 01, 2025
- 1,706 Sq Ft
- $557/SF
- 6 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2007
66 Franklin St Unit 307, Annapolis, MD 21401

Are you ready for the easy living of this downtown Annapolis condominium? (professional photos coming!) This spacious and airy home offers easy living just moments from restaurants, entertainment, Spa Creek, the Naval Academy, the State House, and everyting else that historic Annapolis offers. And besides the two balconies overlooking the gorgeous courtyard, the two generous bedroom suites, each

Nellie Arrington Long & Foster Real Estate, Inc.

66 Franklin St Unit 307, Annapolis, MD 21401

/32
Est $615,060 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,138 Sq Ft
5 Maryland Ave Unit 5, Annapolis, MD 21401

5 Maryland Ave Unit 5, 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
/49
$1,650,000 Sold Jul 30, 2025
- 1,806 Sq Ft
- $914/SF
- 3 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1800
60 Cornhill St, Annapolis, MD 21401

Exquisitely renovated, perfect in-town residence with parking in the shadow of the State House! From the moment you enter, you will be wowed with the pretty detail and lovely spaces on all three levels. Open kitchen has great space to entertain and dine and exceptional storage. Home was redesigned and renovated to maximize comfortable, beautiful and convenient downtown living. Home features

Alex Tower Sears TTR Sotheby's International Realty

60 Cornhill St, Annapolis, MD 21401

/30
Est $708,518 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,026 Sq Ft
28 Fleet St, Annapolis, MD 21401

28 Fleet St, 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
/47
$999,999 Sold Jul 30, 2025
- 1,496 Sq Ft
- $668/SF
- 95 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1800
143 Market St, Annapolis, MD 21401

Nestled in the heart of downtown Annapolis, right on storied Market Street, this beautifully updated detached historic home seamlessly blends timeless charm with modern convenience. Hardwood floors lead from room to room, and high ceilings and gorgeous millwork prove that no detail has been overlooked. A total kitchen renovation creates the perfect space for cooking and entertaining, enhanced by

Steven Knopf Engel & Völkers Annapolis

143 Market St, Annapolis, MD 21401

/36
Est $1,423,305 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,280 Sq Ft
22 South St, Annapolis, MD 21401

22 South St, Annapolis, MD 21401

/39
$5,898,000
- 3 Beds
- 3.5 Baths
- 3,108 Sq Ft
1 Shipwright Harbor, Annapolis, MD 21401

Stately French Villa on Spa Creek in downtown Annapolis! This jewel box of a home was designed and built by renowned local architect as the culmination of an award winning career. The unsurpassed attention to architectural details, exquisitely curated finishes and breathtaking views of Spa Creek places this trophy home in a league of its own. Tucked away at the end of a quiet street in a premier

Brad Kappel TTR Sotheby's International Realty

1 Shipwright Harbor, Annapolis, MD 21401
/48
$1,399,900 Sold Jul 25, 2025
- 3,042 Sq Ft
- $460/SF
- 102 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1912
146 Duke of Gloucester St, Annapolis, MD 21401

Experience Historic Charm & Modern Elegance in the Heart of Annapolis.Nestled in the heart of downtown Annapolis, this stunning historic Federal-style home offers the perfect blend of timeless character and modern sophistication. Located on the iconic Duke of Gloucester Street, this residence places you just steps away from the waterfront, top-tier dining, boutique shopping, and the rich

Phil Gerdes Real Broker, LLC - Annapolis

146 Duke of Gloucester St, Annapolis, MD 21401

/6
Est $1,845,617 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 2,762 Sq Ft
92 Duke of Gloucester St, Annapolis, MD 21401

92 Duke of Gloucester St, Annapolis, MD 21401

/43
$2,200,000 Pending
- 4 Beds
- 4 Baths
- 3,158 Sq Ft
83 Market St, Annapolis, MD 21401

Absolutely stunning home on the idyllic waterside of Market St. - just a stone's throw from the waterfront, enjoy seasonal water views from several places within the home!! You will fall in love even before you step inside as you enjoy the manicured landscaping and then the absolute to-die-for screened-in porch!! It is that good!! As you step inside, you will continue to be impressed with

Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

83 Market St, Annapolis, MD 21401
/31
$587,000 Sold Jul 24, 2025
- 1,448 Sq Ft
- $405/SF
- 5 Days On Market
- 2 Beds
- 2 Baths
- Built 1784
11 1/2 College Ave, Annapolis, MD 21401

Amazing renovation opportunity in the heart of Annapolis, literally a stone's throw from the Naval Academy! 2 separate legal units, separately metered for gas and electric. Bring your architect and your contractor, as the potential is endless and exciting! Keep as two units or convert back to a spectacular single-family home. Major renovation is needed, but it is priced perfectly as the land

Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

11 1/2 College Ave, Annapolis, MD 21401

/65
Est $1,931,432 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,531 Sq Ft
54 Franklin St, Annapolis, MD 21401

54 Franklin St, Annapolis, MD 21401

/2
$1,295,000 Coming Soon
- 3 Beds
- 3 Baths
- 1,600 Sq Ft
237 Hanover St, Annapolis, MD 21401

This is a rare opportunity to own a well-documented (MHA) Greek Revival home on quiet Hanover St. facing USNA across from Officers' Club., very close to Gate 3 and the Navy Chapel (with its wonderful bells).Fully renovated (managed by architect Gary Swerzler) with 3 fireplaces (LR FP original marble with period details recently converted to gas), KT FP wood-burning and Primary Suite FP not

Merritt Butts Long & Foster Real Estate, Inc.

237 Hanover St, Annapolis, MD 21401
/40
$1,650,000 Sold Jul 23, 2025
- 2,550 Sq Ft
- $647/SF
- 85 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1900
146 Prince George St, Annapolis, MD 21401

"Price Improvement..." Own a Piece of Annapolis History – Don’t miss this rare opportunity to own an exquisitely restored historic home in the heart of downtown Annapolis. Welcome to The Quarter Deck on Prince George—a 4-bedroom, 2.5-bathroom retreat that blends timeless charm with modern convenience, all while boasting a proven short-term rental history. Financials are available upon request.

Rob Carter Douglas Realty, LLC

146 Prince George St, Annapolis, MD 21401

/39
Est $782,062 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,750 Sq Ft
32 City Gate Ln, Annapolis, MD 21401

32 City Gate Ln, Annapolis, MD 21401

/37
$1,249,900 Under Contract
- 2 Beds
- 3 Baths
- 1,921 Sq Ft
66 Franklin St Unit 106, Annapolis, MD 21401

This one-of-a-kind luxury condo in Historic Downtown Annapolis offers the perfect blend of elegance, convenience, and vibrant city living. Located in the sought-after Acton’s Landing, this 1,921 sq. ft. outside corner unit is just steps from waterfront parks, fine dining, boutique shopping, and iconic landmarks such as the U.S. Naval Academy, the Governor’s Mansion, and the Maryland State House.

Jeremy McDonough Mr. Lister Realty

66 Franklin St Unit 106, Annapolis, MD 21401
/50
$1,400,000 Sold Jul 21, 2025
- 3,100 Sq Ft
- $452/SF
- 24 Days On Market
- 4 Beds
- 4 Baths
- Built 1887
138 Charles St, Annapolis, MD 21401

Just Reduced! First time on the market in 40 years! This is a rare and special opportunity to own a detached home with both a garage and driveway in The Historic District of Downtown Annapolis. This elegant home seamlessly blends gorgeous original details with modern updates on three finished levels. Wrought iron fence frames the home which is ideally set back on the lot and leads to the

Alex Tower Sears TTR Sotheby's International Realty

138 Charles St, Annapolis, MD 21401

/46
Est $1,325,846 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 990 Sq Ft
10 Cheston Ave, Annapolis, MD 21401

10 Cheston Ave, Annapolis, MD 21401

/19
$500,000 Pending
- 3 Beds
- 3 Baths
- 1,770 Sq Ft
199 Prince George St, Annapolis, MD 21401

ONLINE REAL ESTATE AUCTION!! Online Bidding Opens - Monday, September 1, 2025. Online Bidding Closes - Wednesday, September 3, 2025 at 11:00 AM. List price is opening bid only. 199 Prince George Street is situated in the Downtown Annapolis Historic District, one block east of State Circle, and one block northwest of the City Dock. The home is within a short walk of Maryland State government

Daniel Billig A.J. Billig & Company

199 Prince George St, Annapolis, MD 21401
/22
$259,900 Sold Jul 19, 2025
- 840 Sq Ft
- $309/SF
- 110 Days On Market
- 2 Beds
- 1 Bath
- Built 1940
38 Pleasant St, Annapolis, MD 21401

Welcome to 38 Pleasant St! This renovated 2-bedroom, 1-bath townhome is located in downtown Annapolis and could be the perfect starter home or investment property. Renovations in 2021 included a new kitchen with stainless steel GE appliances, new flooring, HVAC, and a hot water heater. The main level features a living room, dining room, and kitchen that leads out to a fenced-in yard. The upper

Santiago Navarro-monzo Coldwell Banker Realty

38 Pleasant St, Annapolis, MD 21401

Showing Results 1 - 40, Page 1 of 18

Maryland Anne Arundel County Annapolis Downtown Annapolis

Learn more about living in Downtown Annapolis

Home Trends in Downtown Annapolis, MD

On average, homes in Downtown Annapolis, Annapolis sell after 23 days on the market compared to the national average of 52 days. The median sale price for homes in Downtown Annapolis, Annapolis over the last 12 months is $1,037,499, up 9% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,037,499

Median Single Family Sale Price

$1,400,000

Median Townhouse Sale Price

$900,000

Median 2 Bedroom Sale Price

$925,000

Median 1 Bedroom Sale Price

$749,950

Average Price Per Sq Ft

$624

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

1.70

Median List Price

$1,151,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

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