744 Howards Loop, Annapolis, MD 21401
Kitchen view towards back patio
Upstairs bedroom
OFF MARKET

744 Howards Loop
Annapolis, MD 21401

  • 3 Beds
  • 3.5 Baths
  • 1,600 sqft

$490,400

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $2,922/mo*
Refinance Your Home

$490,400

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $2,922/mo*
Refinance Your Home
3 Beds
3.5 Baths
1,600 sqft

Local Information

  • Map ViewExplore the area around 744 Howards Loop.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
1998
Living Area
1,600 sqft
Price/Sqft
$307

About this House

Spacious 1600 sq ft 3 bedroom, 3.5 bath townhouse available for rent April 1st in Windgate community (off of Bestgate Rd). Convenient location is just minutes from Rt. 50/97, downtown Annapolis, the Naval Academy, Anne Arundel Medical Center, and the Annapolis Mall. Located in the West Annapolis Elementary School district. Family friendly neighborhood with playground, walking trails, and tennis court access.

Hardwood on first floor, carpeted upper level, and finished basement with a gas fireplace. Dinning room opens onto a brand new fenced in patio and backyard. House does not face the street, offering additional privacy and charm. Granite countertops, stainless steel kitchen appliances. Master bedroom has vaulted ceiling, walk-in closet, and skylight in bathroom. Nice size closets in every room. Plenty of storage space throughout the house. Ample street parking.

Minimum one-year lease. Looking for renters who will treat our home as their own and keep it clean, well maintained, and yard groomed. A one month security deposit will be required up front and 1st month's rent.

No smoking.
744 Howards Loop, Annapolis, MD 21401 is a 3 bedroom, 4 bathroom, 1,600 sqft condo built in 1998. It last sold for $418,000 on Jul 28, 2021. More recently, it was listed as a rental in February 2017 with an asking price of $2,300 per month. That rental listing was removed on February 4, 2021. It is currently off market. The Trulia Estimate is $490,400, with a rent estimate of $2,996/month.

Home Details for 744 Howards Loop

Interior Features

Interior Details
BasementTypes of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Pantry, Recreation RoomCeiling Fan
Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Other, VinylPatio

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 1600 sqft

Price History for 744 Howards Loop

DatePriceEventSource
07/28/2021$418,000Sold
N/A
02/04/2021ListingRemovedN/A
03/22/2017$2,300ListingRemovedN/A
02/26/2017$2,300Listed For RentN/A
04/26/2010$356,000Sold
N/A
09/27/2002$225,000Sold
N/A
01/15/1999$164,000Sold
N/A

Market trends in Annapolis

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$632K
$6.37KMoM
Sale-to-List Price
100.0%
Price per sq ft
$319
$6MoM
Available listings
357
21MoM
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Property Tax and Assessment

Year2025
Tax$3,748
Assessment$384,300
Home facts updated by county records

Comparable Sales for 744 Howards Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2150 Hideaway Ct, Annapolis, MD
0.33
Condo
$450,000
06/12/26
3
2.5
1,580
2026 Governor Thomas Bladen Way #102, Annapolis, MD
0.28
Condo
$360,000
01/08/26
3
2
1,317
651 Burtons Cove Way #2, Annapolis, MD
0.26
Condo
$350,000
04/27/26
3
2
1,121
2026 Governor Thomas Bladen Way #203, Annapolis, MD
0.28
Condo
$350,000
12/04/25
2
1.5
1,006
621 Admiral Dr #106, Annapolis, MD
0.58
Condo
$372,000
10/21/25
2
2
1,344
501 Mathias Hammond Way #202, Annapolis, MD
0.16
Condo
$390,000
09/05/25
3
2
1,313
2008 Peggy Stewart Way #202, Annapolis, MD
0.16
Condo
$372,500
01/20/26
3
2
1,336
2013 Warners Ter S #348, Annapolis, MD
0.28
Condo
$400,000
12/30/25
3
2
1,296
2024 Gov Thomas Bladen Way #202, Annapolis, MD
0.26
Condo
$365,000
09/05/25
3
2
1,313
2026 Gov Thomas Bladen Way #102, Annapolis, MD
0.28
Condo
$360,000
01/06/26
3
2
1,317

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 744 Howards Loop.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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."
    0
    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
    Flag
  • 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

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Homes for sale near 744 Howards Loop

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Off Market Homes Near 744 Howards Loop

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Frequently asked questions about 744 Howards Loop

  • What is 744 Howards Loop estimated to be worth?
    Trulia's estimated value for 744 Howards Loop in Annapolis, MD is $490,400.
  • What is the price history for 744 Howards Loop?
    744 Howards Loop in Annapolis, MD last sold for $418,000 in July 2021.
  • 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 $632K. That is up $6.37K from the prior month.
  • Does 744 Howards Loop have air conditioning?
    Yes, 744 Howards Loop in Annapolis, MD has air conditioning.
  • Does 744 Howards Loop have laundry facilities?
    Yes, 744 Howards Loop in Annapolis, MD has in-unit laundry.