108 Simms Dr, Annapolis, MD 21401
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Property image
OFF MARKET

108 Simms Dr
Annapolis, MD 21401

  • 3 Beds
  • 2 Baths
  • 1,790 sqft

$621,000

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $3,671/mo*
Refinance Your Home

$621,000

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $3,671/mo*
Refinance Your Home
3 Beds
2 Baths
1,790 sqft

Home Value

Trulia Estimate
$621K
Since last month
Decreased$2K (-0.3%)
Since last year
Increased$6K (+0.9%)
Since last sale
Increased$164K (+35.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +65% in the last 10 years
MonthEstimated value
2026
August 2026$624K
July 2026$626K
June 2026$647K
May 2026$641K
April 2026$636K
March 2026$633K
February 2026$612K
January 2026$609K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
8 Wainwright Dr, Annapolis, MD
0.12
Single-Family Home
$575,000
10/03/25
3
1.5
1,899
3 Kirkley Rd, Annapolis, MD
0.44
Single-Family Home
$485,000
07/01/26
3
2
2,062
411 Ludlow Rd, Annapolis, MD
0.33
Single-Family Home
$650,000
06/05/26
3
2
1,498
19 Williams Dr, Annapolis, MD
0.03
Single-Family Home
$910,000
03/02/26
4
3
2,201
126 Sumner Rd, Annapolis, MD
0.29
Single-Family Home
$725,000
10/24/25
4
2
2,546
1609 Cedar Park Rd, Annapolis, MD
0.32
Single-Family Home
$800,000
05/29/26
4
2
1,902
103 Wainwright Dr, Annapolis, MD
0.26
Single-Family Home
$815,000
05/27/26
3
3
1,916
1602 Cedar Park Rd, Annapolis, MD
0.28
Single-Family Home
$808,000
07/01/26
4
2
2,375
443 Schley Rd, Annapolis, MD
0.39
Single-Family Home
$758,000
07/13/26
3
2
1,470
1703 Nimitz Dr, Annapolis, MD
0.35
Single-Family Home
$795,000
04/28/26
3
2.5
2,629

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
11 Williams Dr, Annapolis, MD 21401
0.04
$831,600
3
2.5
1,950
Off Market
7 Williams Dr, Annapolis, MD 21401
0.05
$701,600
4
2
1,857
Off Market
19 Williams Dr, Annapolis, MD 21401
0.03
$910,000
4
3
2,201
Recently Sold
114 Simms Dr, Annapolis, MD 21401
0.04
$671,600
3
1.5
1,712
Off Market
60 Baldridge Rd, Annapolis, MD 21401
0.11
$644,300
4
2
1,800
Off Market
8 Wainwright Dr, Annapolis, MD 21401
0.12
$583,700
3
1.5
1,899
Off Market
9 Wainwright Dr, Annapolis, MD 21401
0.13
$849,900
3
2.5
2,719
Off Market
20 Baldridge Rd, Annapolis, MD 21401
0.12
$783,500
4
2
2,439
Off Market
13 Wainwright Dr, Annapolis, MD 21401
0.15
$674,400
3
1.5
1,456
Off Market
12 Baldridge Rd, Annapolis, MD 21401
0.14
$720,700
3
2
1,777
Off Market
18 Goodrich Rd, Annapolis, MD 21401
0.18
$707,000
3
2
1,744
Off Market
3 Steffen Point Hts, Annapolis, MD 21401
0.15
$2,093,700
4
4
3,812
Off Market

Local Information

  • Map ViewExplore the area around 108 Simms Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1959
Living Area
1,790 sqft
Price/Sqft
$347

About this House

Located in sought after and convenient Admiral Heights, this three bedroom, two bath Rancher offers many updates. Freshly painted. Hardwoods have just been refinished in a beautiful hue. Large fireplace provides a focal point to living room, enhanced by a tri-design picture window. Large master bath has been updated while maintaining vintage features. Lower level paneled multi-purpose room has been full updated. Kitchen has been updated with birch cabinets and newer high grade Stainless Steel appliances. Newer high end Washer/Dryer. Recently landscaped yard, with fenced- in back yard. Screened-in porch is available for summer and fall evenings. Property is fully handicapped accessible, including a ramp and railing for entry to the front door and ramp to access screened porch. Ramp may easily be removed. Emergency propane powered generator. Beautiful mature trees in yard and throughout neighborhood. Nearby park with access to Weems Creek has slips for canoes and kayaks. Off-street parking. Home Warranty for 1-year. Hurry to see this gem.
108 Simms Dr, Annapolis, MD 21401 is a 3 bedroom, 2 bathroom, 1,790 sqft single-family home built in 1959. It last sold for $460,000 on May 7, 2021. It is currently off market. The Trulia Estimate is $621,000, with a rent estimate of $3,326/month.

Home Details for 108 Simms Dr

Interior Features

Interior Details
BasementTypes of Rooms: Dining RoomCeiling Fan
Heating & Cooling
Heating: BaseboardAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Stucco, Brick, Cement ConcretePatio
Parking & Garage
Parking Spaces: 2

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Building

Levels, Entrance, & Accessibility
Disabled Access

Community

Units in Building: 1

Lot Information

Lot Area: 8258 sqft

Price and Tax history

DateEventPrice
May 7, 2021
Source: N/A
Sold
$460,000
Nov 30, 2020
Source: N/A
Sold
$460,000
Oct 29, 2020
Source: Agent Provided
Pending
$450,000
Oct 24, 2020
Source: Agent Provided
Listed For Sale
$450,000
Jan 3, 1997
Source: N/A
Sold
$139,000

Market trends in Annapolis

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$646K
$11.67KMoM
Sale-to-List Price
100.0%
Price per sq ft
$326
$7MoM
Available listings
355
3MoM

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

Frequently asked questions about 108 Simms Dr

  • What is 108 Simms Dr estimated to be worth?
    Trulia's estimated value for 108 Simms Dr in Annapolis, MD is $621,000.
  • What is the price history for 108 Simms Dr?
    108 Simms Dr in Annapolis, MD last sold for $460,000 in May 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 $646K. That is up $11.67K from the prior month.
  • Does 108 Simms Dr have air conditioning?
    Yes, 108 Simms Dr in Annapolis, MD has air conditioning.
  • Does 108 Simms Dr have laundry facilities?
    Yes, 108 Simms Dr in Annapolis, MD has in-unit laundry.

Explore by feature - Pet Friendly

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Off Market Homes Near 108 Simms Dr

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