AMAZING NEW PRICE $1,250,000 AND TURN KEY, ALL CONTENTS CONVEY! Welcome to 14 Jefferson Place, a prime investment opportunity in the highly sought-after President’s Hill neighborhood of Downtown Annapolis, which is ranked #5 by CNN as America's Best Towns to Visit! This six-bedroom, four-bathroom duplex with four parking spots and a garage offers two complete side-by-side residences under one roof, with the potential to generate incredible annual rental income. It is located a block away from Leo, Sailor Oyster Bar, Lighthouse Bistro, Timber Pizza, Ms. Shirley's, Sea Salt and Carpaccio, and on the free Annapolis Circulator Trolley route if you want a ride down to City Dock. This property could be a multi-generational home, short or long-term rental investment, or owner-occupied housing hack, which enables the owner to live in one side and rent out the other side to pay and qualify for the mortgage. Each side of the home features three spacious bedrooms, one full bath, and one half bath, providing a comfortable and flexible layout. The home has two brand new full bathrooms and new tile, along with lovely hardwood floors and a new roof in 2020. The home sits on a large, flat yard with amazing outdoor dining areas complete with fire pits and two brand new hot tubs for the ultimate place to relax after exploring downtown Annapolis. There is also a detached garage plus four additional off-street parking spots—a rare find in downtown Annapolis. Enjoy the ultimate walkable lifestyle: stroll to all of Annapolis’ best restaurants, shops, and lively bars, or head just blocks away to cheer on the Midshipmen at the Navy-Marine Corps Memorial Stadium. With its prime location, ample parking, and flexible duplex design, this home is a one-of-a-kind opportunity to own in the heart of Annapolis. Call the listing agent for more information and a private showing of this AMAZING home!
Sold for $1,150,000 on 11/19/25
$1,150,000
14 Jefferson Pl, Annapolis, MD 21401
6beds
2,568sqft
Single Family Residence
Built in 1928
7,820 Square Feet Lot
$1,219,700 Zestimate®
$448/sqft
$3,287 Estimated rent
Owner options
What's special
Zillow last checked: 8 hours ago
Listing updated: November 19, 2025 at 05:23am
Listed by:
Jennifer A Siska 410-507-0995,
Long & Foster Real Estate, Inc.
Bought with:
Mary Chambers, 0225186036
JPAR Real Estate Professionals
Source: Bright MLS,MLS#: MDAA2124200
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 4
- Full bathrooms: 4
- Main level bathrooms: 2
Bedroom 1
- Level: Upper
- Area: 99 Square Feet
- Dimensions: 11 x 9
Bedroom 1
- Level: Upper
- Area: 99 Square Feet
- Dimensions: 11 x 9
Bedroom 2
- Level: Upper
- Area: 99 Square Feet
- Dimensions: 11 x 9
Bedroom 2
- Level: Upper
- Area: 99 Square Feet
- Dimensions: 11 x 9
Bedroom 3
- Level: Upper
- Area: 143 Square Feet
- Dimensions: 13 x 11
Bedroom 3
- Level: Upper
- Area: 143 Square Feet
- Dimensions: 13 x 11
Basement
- Level: Lower
- Area: 285 Square Feet
- Dimensions: 19 x 15
Basement
- Level: Lower
- Area: 285 Square Feet
- Dimensions: 19 x 15
Dining room
- Level: Main
- Area: 154 Square Feet
- Dimensions: 14 x 11
Dining room
- Level: Main
- Area: 154 Square Feet
- Dimensions: 14 x 11
Other
- Level: Upper
- Area: 35 Square Feet
- Dimensions: 7 x 5
Other
- Level: Upper
- Area: 35 Square Feet
- Dimensions: 7 x 5
Half bath
- Level: Main
- Area: 20 Square Feet
- Dimensions: 5 x 4
Half bath
- Level: Main
- Area: 20 Square Feet
- Dimensions: 5 x 4
Kitchen
- Level: Main
- Area: 180 Square Feet
- Dimensions: 15 x 12
Kitchen
- Level: Main
- Area: 180 Square Feet
- Dimensions: 15 x 12
Living room
- Level: Main
- Area: 165 Square Feet
- Dimensions: 15 x 11
Living room
- Level: Main
- Area: 165 Square Feet
- Dimensions: 15 x 11
Heating
- Programmable Thermostat, Other, Electric
Cooling
- Ductless, Electric
Appliances
- Included: Refrigerator, Dryer, Washer, Oven/Range - Gas, Dishwasher, Disposal, Exhaust Fan, Extra Refrigerator/Freezer, Microwave, Oven/Range - Electric, Cooktop, Water Heater, Gas Water Heater
- Laundry: In Basement, Lower Level, Has Laundry, Washer In Unit, Dryer In Unit
Features
- Attic, Combination Kitchen/Dining, Floor Plan - Traditional, 2nd Kitchen, Combination Dining/Living, Dining Area
- Flooring: Wood
- Windows: Screens, Storm Window(s)
- Basement: Walk-Out Access
- Has fireplace: No
Interior area
- Total structure area: 2,568
- Total interior livable area: 2,568 sqft
- Finished area above ground: 2,296
- Finished area below ground: 272
Property
Parking
- Total spaces: 5
- Parking features: Storage, Garage Faces Front, Garage Door Opener, Private, Detached, Off Street
- Garage spaces: 1
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Patio & porch: Deck, Patio
- Pool features: None
Lot
- Size: 7,820 sqft
- Features: Adjoins - Public Land, Rear Yard
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 020600002221800
- Zoning: R3-NC2
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Block
- Foundation: Block, Slab
Condition
- New construction: No
- Year built: 1928
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Location
- Region: Annapolis
- Subdivision: Presidents Hill
- Municipality: Annapolis
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for —faster.
$1,219,700
2% more+$24,394
With Zillow Showcase(estimated)$1,244,094