Downtown Height District, MD homes for sale & real estate

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SHORT SALE

ABOUT THIS HOME
Downtown Height District, MD Homes for Sale
Multiple Offers Received. Offer Deadline of 10/1/2025 at 5pm has been set LOCATION, LOCATION, LOCATION! This rare opportunity in the Annapolis Historic District is ready for the right buyer to bring it back to life. Tucked away on a charming brick path, this two-story converted carriage house offers historic character and endless potential. Featuring 1 bedroom, 2 baths, and a welcoming Dutch front door, this home is full of distinctive details. The first-floor living room boasts a cozy fireplace, while the bedroom upstairs includes its own fireplace and opens through double doors to a screened-in patio, creating a quiet retreat in the heart of the city. The garden and patio space are waitin

$399,000

1 bed2 baths1,008 sq ft

212-B King George St, Annapolis, MD 21401

2,099 sq ft lot • Built 1935 • Listed 4 days

(410) 729-7700

ABOUT THIS HOME
Downtown Height District, MD Homes for Sale
Located just a block from the waterfront park and within easy walking distance to the heart of downtown Annapolis, this beautifully renovated, end-of-row townhouse has been thoughtfully updated throughout. The home features a bright, open layout and high quality finishes including a spectacular Kitchen and lovely Primary Bathroom. There are plantation shutters throughout, wood floors have been added, gas fireplace, custom built-ins for added storage and style, and contemporary light fixtures. The centerpiece of the home is the phenomenal custom Kitchen, designed for both everyday living and entertaining. With stainless appliances, custom cabinets and a fabulous island with workspace any coo

$1,649,000

4 beds4 baths2,544 sq ft

51 Richards Ln, Annapolis, MD 21401

$231 HOA • 2 garage spots • Built 2007

(410) 263-8686

ABOUT THIS HOME
Downtown Height District, MD Homes for Sale
Price Improvement! 100k Reduction. 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 off-street parking for 6+ vehicles. Originally configured as office space, the residence has been reimagined into six spacious bedrooms and four full baths across two beautifully remodeled levels, with the potential for third floor updating plus a large basement with a

$2,100,000

6 beds4 baths3,415 sq ft

192 Duke Of Gloucester, Annapolis, MD 21401

4,720 sq ft lot • 6 parking spots • Built 1769

(410) 263-8686

ABOUT THIS HOME
Downtown Height District, MD Homes for Sale
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 professional offices and residential, this property now has approval from the City of Annapolis to move forward with plans to develop into a single- or two-unit residential dwelling. The upper level, with natural light provided by the high vaulted ceilings and windows across the front facade could accommoda

$615,000

0 beds— baths2,300 sq ft

212 Duke Of Gloucester St, Annapolis, MD 21401

Historic annapolis • Zoning c2p • Natural light

(443) 573-9200

ABOUT THIS HOME
Downtown Height District, MD Homes for Sale
Experience the Essence of Annapolis Charm at 179 Green Street Nestled 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 neighborhoods. Inside on the main level, you'll find wide-board pine floors, a thoughtfully updated kitchen with new cabinetry and appliances, and inviting front and side porches perfect for morning coffee or evening relaxation. Rarely found in downtown Annapolis, two oversized off parking spaces add incredible conv

$1,175,000

2 beds1.5 baths1,656 sq ft

179 Green St, Annapolis, MD 21401

Private oasis • Updated kitchen • 2 parking spots

(410) 263-3400

Property at 41 Cornhill St, Annapolis, MD 21401, 4 beds, 2.5 baths

$2,100,000

4 beds2.5 baths4,404 sq ft

41 Cornhill St, Annapolis, MD 21401

(301) 661-5222

Property at 66 Franklin St #20, Annapolis, MD 21401, 1 bed, 1.5 baths

$750,000

1 bed1.5 baths1,342 sq ft

66 Franklin St #20, Annapolis, MD 21401

(410) 224-4999

Property at 1 Shipwright Hbr, Annapolis, MD 21401, 3 beds, 3.5 baths

$5,898,000

3 beds3.5 baths3,108 sq ft

1 Shipwright Hbr, Annapolis, MD 21401

(410) 280-5600

Property at 9 Shipwright St, Annapolis, MD 21401, 3 beds, 2.5 baths

$3,495,000

3 beds2.5 baths2,621 sq ft

9 Shipwright St, Annapolis, MD 21401

(410) 280-5600

Property at 66 Franklin St #509, Annapolis, MD 21401, 3 beds, 3.5 baths

$1,850,000

3 beds3.5 baths2,477 sq ft

66 Franklin St #509, Annapolis, MD 21401

(410) 266-0600

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ABOUT THIS HOME
Downtown Height District, MD Homes for Sale
In the heart of Downtown Annapolis, this luxury penthouse captures the essence of refined living with sweeping views, refined finishes, and a terrace unlike any other. Perfectly positioned above the bustle of the city yet free from street noise, it offers an unmatched retreat with the Maryland State House as a historic backdrop, and the Blue Angels air shows can even be seen from the comfort of home. A wall of windows and glass doors welcomes you inside, filling the open concept living spaces with natural light and framing the expansive terrace beyond. Wide-plank hardwood flooring flows seamlessly throughout, complemented by striking light fixtures and thoughtful details. Both the living an

$1,375,000

3 beds2.5 baths1,602 sq ft

141 West St #403, Annapolis, MD 21401

$868 HOA • 2 garage spots • Walker's paradise

(410) 295-6579

OPEN SUN, 11AM TO 1PM3D WALKTHROUGH

ABOUT THIS HOME
Downtown Height District, MD Homes for Sale
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 LED Lighting Throughout, 9 Ft Ceilings, Hard Wired Security System, Klipsch Built-In Speaker System, Dual Zoned High Efficiency Carrier HVAC w/ Ecobee Smart Thermostat, High Efficiency Heat Pump Water Heater, Closets w/ Custom Built-Ins, Elfa Closet System in Primary Suite, Original Heart Pine Hardwo

$1,595,000

4 beds3.5 baths2,580 sq ft

48 Murray Ave, Annapolis, MD 21401

3,340 sq ft lot • Very walkable

(202) 386-6330

3D WALKTHROUGH

ABOUT THIS HOME
Downtown Height District, MD Homes for Sale
Welcome to 26 Pleasant Street: a charming 2-bedroom, 1-bath home in the heart of Annapolis, just steps from West Street’s restaurants, shops, and nightlife. Whether you’re looking for a primary residence, weekend getaway, or investment, this home offers incredible flexibility. This turnkey property is not only move-in ready but also a proven licensed Airbnb performer, with nearly $40,000 in earnings in 2024 and over $22,000 already booked through August 2025. Inside, the main level features a spacious family room, dining area, and kitchen that opens to a deck and fenced backyard, perfect for entertaining. Upstairs, you’ll find two bedrooms, a full bath, and a bonus loft a

$324,900

2 beds1 bath972 sq ft

26 Pleasant St, Annapolis, MD 21401

Walker's paradise

(443) 901-2200

ABOUT THIS HOME
Downtown Height District, MD Homes for Sale
Welcome to your next home! Located in Annapolis, this townhouse at 93 Clay St offers spacious living with its four bedrooms and three bathrooms. Designed in the stylish End Unit Attach/Row House architecture, this residence provides a blend of modern comforts and classic appeal. Inside, you're greeted with a seamless flow of carpet and laminate floors, providing a cozy yet elegant atmosphere throughout the home. The central air conditioning ensures year-round comfort, complemented by efficient electric heating. This home is perfectly equipped for modern living, featuring a convenient in-unit washer and dryer, making laundry days a breeze. The layout promotes both privacy and open living, id

$385,000

4 beds2.5 baths2,022 sq ft

93 Clay St, Annapolis, MD 21401

1,430 sq ft lot • Very walkable

(410) 220-5745

VIDEO TOUR

ABOUT THIS HOME
Downtown Height District, MD Homes for Sale
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 historic skyline of downtown Annapolis from almost every room and the multiple exterior decks. This property encompasses the stunning Penthouse condo with 3 bedrooms, 2.5 baths and includes 2 guest suites with full baths on the ground level. The guest suites feature waterviews, expansive exterior deck,

$7,950,000

3 beds4.5 baths4,702 sq ft

287 State St #3, Annapolis, MD 21403

$3,034 HOA • Garage • Very walkable

(410) 280-5600

ABOUT THIS HOME
Downtown Height District, MD Homes for Sale
REDUCED AND PRICED TO SELL! STEP INTO LUXURY AT THE YACHT CLUB CONDOMINIUMS OVERLOOKING BEAUTIFUL SPA CREEK AND THE GORGEOUS GROUNDS OF ST MARYS CATHEDRAL. This 1 Bedroom, 1 Bath Condo boasts Stainless Steel Appliances, a Wood Burning Fireplace and spectacular views from your private deck. Enjoy the ultimate Annapolis Lifestyle where you can dine dockside, paddleboard at sunrise and take a dip in the waterside pool. Step inside and call it home. The Community Amenities elevate the experience with a clubroom, fitness area with shower facilities, waterside pool, grilling area, deep water marina access, assigned parking, laundry area, secure storage area and pet-friendly! This unit is being

$599,000

1 bed1 bath513 sq ft

301 Burnside St Unit C 202, Annapolis, MD 21403

$263 HOA • Community pool • Very walkable

(443) 274-1900

Property at 287 State St #2, Annapolis, MD 21403, 3 beds, 3 baths

$5,950,000

3 beds3 baths2,949 sq ft

287 State St #2, Annapolis, MD 21403

(410) 263-8686

Average home prices near Downtown Height District, MD

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Downtown Height District, MD real estate trends

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Median Sale Price
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Median Sale Price (All Home Types)

$1,151,000

+16.3% YoY | Aug 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Aug 2025

Growth

% YoY

Downtown Height District, MD

$1,151,000

+16.3%

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