109 Pinecrest Dr, Annapolis, MD 21403
OFF MARKET

109 Pinecrest Dr
Annapolis, MD 21403

  • 3 Beds
  • 2 Baths
  • 1,652 sqft

$552,300

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $3,259/mo*
Refinance Your Home

$552,300

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $3,259/mo*
Refinance Your Home
3 Beds
2 Baths
1,652 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Charming open concept FULLY FURNISHED bungalow in the water-privileged community of Hillsmere Shores. Available to rent for 3-6 month term.

ALL UTILITIES COVERED BY OWNER/INCLUDED IN RENT: internet, water, grass cutting (2x monthly), and pest control, BGE and Oil. **Smart TVs available in house for tenant to use their own log-in, but no cable tv is currently connected.

This vibrant neighborhood is located adjacent to the beautiful Quiet Waters Park and only minutes to historic Downtown Annapolis, with easy access to Routes 50 and 97 for effortless commuting. Dogs considered on a case by case basis.

Enjoy nature in the large fenced in backyard or on the screened in front porch. Open floor plan includes kitchen with recently upgraded stainless steel appliances (including gas range) and living room excellent for entertaining. 2 bedrooms (King + Queen) located on the primary level along with office space. Primary bathroom renovated in 2024, including walk in waterfall shower Secondary work and living space located on the lower level including a gym area, equipped with treadmill and free weights. 3rd bedroom located on lower level with separate entrance.

ALL UTILITIES COVERED BY OWNER/INCLUDED IN RENT: internet, water, grass cutting (2x monthly), and pest control, BGE and Oil.

**Smart TVs available in house for tenant to use their own log-in, but no cable tv is currently connected.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from March 13, 2026

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
70 days ago

Home Details for 109 Pinecrest Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood
Room & Shared Space
Shared space is furnished

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 6 MonthAvailable: now

Exterior Features

Parking & Garage
Parking: Covered Off Street, On Site

Price History for 109 Pinecrest Dr

DatePriceEventSource
03/16/2026$3,800ListingRemovedZillow Rentals
03/13/2026$3,800Listed For RentZillow Rentals
12/24/2025$3,295ListingRemovedZillow Rentals
12/01/2025$3,295PriceChange
Zillow Rentals
11/03/2025$3,350Listed For RentZillow Rentals
12/17/2020$345,000Sold
N/A
10/16/2020$329,900PendingAgent Provided
10/14/2020$329,900Listed For SaleAgent Provided
06/16/2004$430,000Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$5,288
Assessment$411,267
Home facts updated by county records

Comparable Sales for 109 Pinecrest Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
117 Pinecrest Dr, Annapolis, MD
0.06
Single-Family Home
$445,000
03/06/26
3
2
2,144
508 Harbor Dr, Annapolis, MD
0.13
Single-Family Home
$599,900
12/17/25
4
1.5
1,620
97 Great Lake Dr, Annapolis, MD
0.08
Single-Family Home
$635,000
06/30/25
3
2.5
1,568
503 Harbor Dr, Annapolis, MD
0.12
Single-Family Home
$529,000
04/10/26
3
3
1,920
118 Groh Ln, Annapolis, MD
0.24
Single-Family Home
$508,280
12/05/25
3
1.5
1,344
84 Great Lake Dr, Annapolis, MD
0.19
Single-Family Home
$555,000
09/26/25
4
2
1,998
129 Pinecrest Dr, Annapolis, MD
0.19
Single-Family Home
$450,000
12/30/25
4
2.5
1,768
107 Spring Valley Dr, Annapolis, MD
0.18
Single-Family Home
$645,000
10/16/25
4
2
2,020
420 Edgemere Dr, Annapolis, MD
0.45
Single-Family Home
$340,000
12/23/25
4
2
1,725
108 Huse Dr, Annapolis, MD
0.29
Single-Family Home
$825,000
03/18/26
3
2
2,060

Nearby homes

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

Assigned Schools

These are the assigned schools for 109 Pinecrest Dr.
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 468 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 there are sidewalks

  • 73 % Say parking is easy

  • 70 % Say yards are well-kept

  • 68 % Say kids play outside

  • 67 % Say people would walk alone at night

  • 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

  • 52 % 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.
  • 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
  • Bgonos7
    "A lot of space to walk and nearby parks. Nice area and everyone is dog friendly for the most part. A lot of Neighbors have dogs "
    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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 109 Pinecrest Dr

Skip to last item
Skip to first item

Off Market Homes Near 109 Pinecrest Dr

Skip to last item
Skip to first item

Homes for rent near 109 Pinecrest Dr

Skip to last item
Skip to first item
109 Pinecrest Dr, Annapolis, MD 21403 is a 3 bedroom, 2 bathroom, 1,652 sqft single-family home. This property is not currently available for sale. 109 Pinecrest Dr was last sold on Dec 17, 2020 for $345,000 (8,979% higher than the asking price of $3,800). The current Trulia Estimate for 109 Pinecrest Dr is $552,300.