1016 Jackson St, Annapolis, MD 21403
Property image
Property image
OFF MARKET

$450,000

Trulia Estimate
as of Sep 19, 2026
  • 3 Beds
  • 2 Baths
  • 1,104 sqft

1016 Jackson St, Annapolis, MD 21403

Home Highlights

Single-Family Home
1,104 sqft
$408/sqft

Local Information

  • Map ViewExplore the area around 1016 Jackson St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Spacious and well-maintained 3-bedroom, 2-bath home available for rent at 1016 Jackson St. in Annapolis, MD. This charming property offers comfortable living with a flexible month-to-month lease at $2,950 per month. Tenants will be responsible for all utilities. Conveniently located near downtown Annapolis, shopping, dining, and the waterfront, this home is perfect for those seeking both comfort and accessibility.

Renter is responsible for utilities.
1016 Jackson St, Annapolis, MD 21403 is a 3 bedroom, 2 bathroom, 1,104 sqft single-family home. It last sold for $330,000 on Jan 31, 2022 (11,086% above the $2,950 asking price). More recently, it was listed as a rental in September 2025 with an asking price of $3,100 per month. That rental listing was removed on October 7, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $450,000, with a rent estimate of $3,166/month.

Home Details for 1016 Jackson St

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 MonthAvailable: now

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Comparable Sales for 1016 Jackson St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1106 Brashears St, Annapolis, MD
0.08
Single-Family Home
$435,000
03/27/26
3
1.5
1,008 sqft
1109 Van Buren Dr, Annapolis, MD
0.13
Single-Family Home
$545,000
10/17/25
3
2
1,118 sqft
1109 Van Buren St, Annapolis, MD
0.13
Single-Family Home
$545,000
10/06/25
3
2
1,118 sqft
1388 Primrose Rd, Annapolis, MD
0.33
Single-Family Home
$347,000
02/27/26
3
1.5
1,192 sqft
1013 Hanson St, Annapolis, MD
0.21
Single-Family Home
$379,000
08/31/26
3
1.5
1,645 sqft
1213 McKinley St, Annapolis, MD
0.04
Single-Family Home
$460,000
02/27/26
3
1
1,008 sqft
106 Conley Dr, Annapolis, MD
0.33
Single-Family Home
$302,000
07/31/26
3
1.5
1,280 sqft
121 Conley Dr, Annapolis, MD
0.35
Single-Family Home
$353,000
06/29/26
3
1.5
1,280 sqft
903 Monroe St, Annapolis, MD
0.14
Single-Family Home
$550,000
11/18/25
3
2
1,674 sqft
1105 Van Buren St, Annapolis, MD
0.12
Single-Family Home
$660,000
08/21/26
3
2
1,595 sqft

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Rental Market Trends in Annapolis

Last updated Sep 2026
Trulia Rent Estimate$3,166/mo
Average rent
$2.55K
$150MoM
Available listings
182
View rental market trends in Annapolis, MD

Around this home

What Locals Say about Annapolis

At least 470 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 83 % Say car is needed

  • 75 % Say there's holiday spirit

  • 73 % Say parking is easy

  • 73 % Say there are sidewalks

  • 70 % Say yards are well-kept

  • 68 % Say people would walk alone at night

  • 68 % Say kids play outside

  • 66 % Say streets are well-lit

  • 65 % Say it's quiet

  • 63 % Say there's wildlife

  • 57 % Say it's walkable to restaurants

  • 57 % Say neighbors are friendly

  • 51 % Say they plan to stay for at least 5 years

  • 49 % Say there are community events

  • 48 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Very dog friendly neighborhood. But not a lot of green space other than other peoples’ yards. "
    0
    Flag
  • Shannon Chatlos
    "If you like coastal living and a laid-back lifestyle, and are willing to pay for it, this a wonderful place to live."
    1
    Flag
  • Sylvie Bracke
    "It’s a very dog friendly place - I just can’t help wondering why some people don’t clean up after their pets? It’s a nice neighborhood with high end properties & I don’t get that dissonance."
    0
    Flag
  • Erin
    "Safe. On water. Paths in woods. Friendly. Dog play area. Lots of open spaces. Areas are walkable, clean. "
    0
    Flag
  • Halljanie68
    "Community Pool convenient shopping. Easy access to major routes 50/95 Easy access to downtown Annapolis "
    0
    Flag
  • Sheila Wilson
    "A lot of traffic on forest drive very hard to come onto the street. It need a red light or stop sign. Before a serious accident happens. People speed over 40mph"
    0
    Flag
  • Diana H.
    "I’m not sure, I don’t own a dog. Plenty walk by my dead end street house daily though and the neighborhood seems safe for both dogs and owners. "
    0
    Flag
  • Paul Eric Watson
    "Love the urban feel. Lots of history and near the water is a bonus. Very walkable and always something going on. "
    5
    Flag
  • Trulia User
    "Access to Route 50, the Bay Bridge, and Sandy Point State Park. Thirty minutes to Baltimore. Forty minutes to Washington D.C."
    2
    Flag
  • Trulia User
    "It’s a great neighborhood for kids and dogs Lots of walking areas, parks, water park and boat to downtown Annapolis "
    2
    Flag
  • Trulia User
    "It’s a tad busy commute rush hour traffic is something to consider small town lots of people takes about 10-15 min or so to get from one side of town to the other without traffic "
    1
    Flag
  • Trulia User
    "Great school public and private well maintained parks great public libraries close downtown Annapolis shopping for everything is conveniently close "
    0
    Flag
  • Trulia User
    "Lots of families with dogs. Poop bag stations throughout the neighborhood. Lots of woods to walk thru and sidewalks too. "
    1
    Flag
  • Trulia User
    "Nothing is special about my neighborhood. So quiet and nobody talks to anybody. The play area was demolished so no kids can hang out to play."
    4
    Flag
  • Trulia User
    "This is an excellent neighborhood for families and the neighbors are wonderful. Cape St. John gives you access to everything in Annapolis with the tranquility of living along the river."
    0
    Flag
  • Trulia User
    "While Truxton is dog friendly it would be nice to have a dedicated dog park closer than Quiet Waters. "
    0
    Flag
  • Trulia User
    "Wonderful family neighborhood. This neighborhood is very convenient to Hway 50 and all of the Annapolis area. The people here are terrific neighbors."
    0
    Flag
  • Trulia User
    "Good to walk. And parks are nice to play with kids. Stores are close by. And dog walkers all around. "
    0
    Flag
  • Trulia User
    "Summer beach parties, puppy happy hours, annual sock burning, lots of parks and the people are wonderful!"
    0
    Flag
  • Trulia User
    "the history Open napolis is amazing the people around here are kind and friendly and the schools are phenomenal"
    0
    Flag
  • Singletonad
    "the public school system in Annapolis needs to get significantly stronger overall. The private school system here is quite reliable."
    0
    Flag
  • Keren_molina
    "Lovely place and definitely good place to live and have a dog and a lot sores to go buy stuff ..........."
    5
    Flag
  • Singletonad
    "There is no community dog run here and no sidewalks so it can feel awkward letting your dog poop in someone else's yard even if you pick it up. The vast majority of neighbors are dog friendly, but not all, and that is their perogative."
    0
    Flag
  • Raddisob07
    " N/A school are great parking is great close to everything ppl are friendly and been living in Annapolis all my life "
    4
    Flag
  • Tery_hodges
    "I walk my son to elementary school. We can walk to many restaurants and “tourist” shops but do have to drive to get to a grocery store."
    2
    Flag
  • Stephanie.ward0715
    "I've been around this area for years. People are friendly and always willing to help each other. The restaurant's and shopping are also a plus. Everything you are looking for is 5 minutes away."
    0
    Flag
  • Raddisob07
    "None that I know of. The community should definitely do more collaborative events at least at least Quarterly they are family friendly."
    5
    Flag
  • Stella
    "Feel good living here Parking so easy Location very good Many things nearby Old town and new town "
    3
    Flag
  • Jennifer B.
    "It's super quiet and funny, I've leving here for 1 year and I feel safe my neighbors are nice.. Down town is amazing.. ❤️ "
    0
    Flag
  • Kwisniewski805
    "Holiday events and many boating events. There are street fairs, food markets, holiday markets. Community is very close. "
    0
    Flag
  • Cara M. E.
    "I teach at a school that is less than 10 minutes from my house. But there are times that Forest Dr gets incredibly backed up, or there is an accident that causes the road to be shut down. "
    1
    Flag
  • Beth S.
    "Bad area is close by, so kids need to understand boundaries. Private schools are important here, so save your money. Sports are good here, with lots of good coaching."
    0
    Flag
  • Linda D.
    "I've been visiting a dear close friend - helping them recuperate from serious surgery. traffic is atrocious- I miss living in the rural countryside area!"
    0
    Flag
  • Liza
    "The schools in Annapolis are not as good as they are in Severna Park which is where I grew up originally. But Annapolis has many great amenities including local places to eat and shop."
    0
    Flag
  • Rodwellsantos6
    "I like it this community is pretty good as so matters fact for elders we looking to buy in this areas I don’t know frankly about this gorgeous homes we will see."
    0
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  • Jeffrey H.
    "Lived here for 4 years. Loved the area, including the park across the street. Hate the maintenance of the building including the attention to detail of maintenance of property. "
    0
    Flag
  • jfh4k0
    "Local traffic is not too bad. Beach traffic and rush hour traffic to DC and Baltimore is pretty terrible. "
    2
    Flag
  • Nadja Maril
    "I lived in this neighborhood over 20 years and walk downtown with my dog every morning for coffee. On pretty days we visit City Dock and admire the views and the boats."
    1
    Flag
  • Markkimethanmolly
    "We’ve lived here for 18 years, and everyone is very friendly. Our neighborhood is very safe and quiet."
    0
    Flag
  • Debwill64
    "There is a bus stop close enough to walk to but I have to drive to DC. The bus only goes to Annapolis and maybe Baltimore, not sure though."
    0
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Oct 7, 2025
Source: Zillow Rentals
ListingRemoved
$2,950
Sep 12, 2025
Source: Zillow Rentals
PriceChange
$2,950
Price decreased by 5%
Sep 7, 2025
Source: Zillow Rentals
Listed For Rent
$3,100
Jan 31, 2022
Source: Bright MLS #MDAA471818
Sold
$330,000
Dec 19, 2021
Source: Bright MLS #MDAA471818
Pending
$341,000

Frequently asked questions about 1016 Jackson St

  • What is 1016 Jackson St estimated to be worth?
    Trulia's estimated value for 1016 Jackson St in Annapolis, MD is $450,000.
  • What is the price history for 1016 Jackson St?
    1016 Jackson St in Annapolis, MD last sold for $330,000 in January 2022.
  • Is Annapolis a buyer's or seller's market?
    Annapolis is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Annapolis?
    The median sale price in Annapolis is $643K. That is down $1K from the prior month.
  • Does 1016 Jackson St have air conditioning?
    Yes, 1016 Jackson St in Annapolis, MD has air conditioning.
  • Does 1016 Jackson St have laundry facilities?
    Yes, 1016 Jackson St in Annapolis, MD has in-unit laundry.

Homes for rent near 1016 Jackson St

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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