5 Wainwright Dr, Annapolis, MD 21401
Living room and kitchen
2nd of 3 bedrooms
OFF MARKET

$661,600

Trulia Estimate
as of Aug 27, 2026
  • 3 Beds
  • 3 Baths
  • 2,000 sqft
  • 3 Beds
  • 3 Baths
  • 2,000 sqft

5 Wainwright Dr, Annapolis, MD 21401

Home Highlights

Property Type
Single-Family Home
Year Built
1955
Living Area
2,000 sqft
Price/Sqft
$331

Local Information

  • Map ViewExplore the area around 5 Wainwright Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Great single family open plan rancher with 3 BR and 3 full Bathrooms in sought after Admiral Heights with screened porch, paver patio, master bedroom has master bath and screened porch, hall bath recently renovated with imported tile. Updated kitchen with new Bosch Dishwasher. 1/2 Finished basement with full bath, Large patio and back yard with shed, 1 Car carport, 1/4 mile from Navy Stadium- easy commute to route 50 and beyond. Great walking community. Water Privileged with Kayak racks available on Weems Creek and community pool.
Tenant cuts grass and pays City of Annapolis water and sewer quarterly bill
Owner maintains storage in unfinished portion of basement.
Tenant to pay 1st month rent and deposit prior to move in.

Tenant pays for quarterly, water, sewer and trash bill based on water usage. Tenant responsible for lawn cutting. No smoking. Landlord has secure storage area in a section of basement. Dogs are negotiable. Active Military discount.
5 Wainwright Dr, Annapolis, MD 21401 is a 3 bedroom, 3 bathroom, 2,000 sqft single-family home built in 1955. It last sold for $380,000 on Nov 14, 2012 (10,757% above the $3,500 asking price). More recently, it was listed as a rental in May 2025 with an asking price of $3,500 per month. That rental listing was removed on May 14, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $661,600, with a rent estimate of $3,771/month.

Home Details for 5 Wainwright Dr

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DryerWasher
Heating & Cooling
Air ConditioningCooling System: Central Air
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Comparable Sales for 5 Wainwright Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
8 Wainwright Dr, Annapolis, MD
0.03
Single-Family Home
$575,000
10/03/25
3
1.5
1,899 sqft
103 Wainwright Dr, Annapolis, MD
0.14
Single-Family Home
$815,000
05/27/26
3
3
1,916 sqft
19 Williams Dr, Annapolis, MD
0.11
Single-Family Home
$910,000
03/02/26
4
3
2,201 sqft
1703 Nimitz Dr, Annapolis, MD
0.28
Single-Family Home
$795,000
04/28/26
3
2.5
2,629 sqft
216 Parker Ave, Annapolis, MD
0.39
Single-Family Home
$530,000
08/03/26
4
3
2,389 sqft
1602 Cedar Park Rd, Annapolis, MD
0.15
Single-Family Home
$808,000
07/01/26
4
2
2,375 sqft
1609 Cedar Park Rd, Annapolis, MD
0.20
Single-Family Home
$800,000
05/29/26
4
2
1,902 sqft
316 Halsey Rd, Annapolis, MD
0.22
Single-Family Home
$936,000
05/15/26
5
3
2,362 sqft
201 Bowie Ave, Annapolis, MD
0.44
Single-Family Home
$574,900
01/29/26
4
3
1,709 sqft
126 Sumner Rd, Annapolis, MD
0.23
Single-Family Home
$725,000
10/24/25
4
2
2,546 sqft

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

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."
    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

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
May 14, 2025
Source: Zillow Rentals
ListingRemoved
$3,500
May 7, 2025
Source: Zillow Rentals
Listed For Rent
$3,500
Feb 25, 2021
Source: N/A
ListingRemoved
Jun 19, 2020
Source: N/A
ListingRemoved
$2,750
Jun 9, 2020
Source: N/A
Listed For Rent
$2,750

Frequently asked questions about 5 Wainwright Dr

  • What is 5 Wainwright Dr estimated to be worth?
    Trulia's estimated value for 5 Wainwright Dr in Annapolis, MD is $661,600.
  • What is the price history for 5 Wainwright Dr?
    5 Wainwright Dr in Annapolis, MD last sold for $380,000 in November 2012.
  • 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 $646K. That is up $11.67K from the prior month.
  • Does 5 Wainwright Dr have air conditioning?
    Yes, 5 Wainwright Dr in Annapolis, MD has air conditioning.
  • Does 5 Wainwright Dr have laundry facilities?
    Yes, 5 Wainwright Dr in Annapolis, MD has in-unit laundry.

Homes for rent near 5 Wainwright Dr

Skip to last item
Skip to first item

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.
Skip to last item
  • Results are loading
Skip to first item