106 Pinecrest Dr, Annapolis, MD 21403
SOLD
OCT 10, 2025

106 Pinecrest Dr
Annapolis, MD 21403

  • 5 Beds
  • 3 Baths
  • 2,458 sqft (on 0.31 acres)

$780,000

Last Sold: Oct 10, 2025
2% below list $795K
$317/sqft
Est. Refi. Payment $4,605/mo*
Refinance Your Home

$780,000

Last Sold: Oct 10, 2025
2% below list $795K
$317/sqft
Est. Refi. Payment $4,605/mo*
Refinance Your Home
5 Beds
3 Baths
2,458 sqft
(on 0.31 acres)

Local Information

  • Map ViewExplore the area around 106 Pinecrest 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
1967
Lot Size
0.31 acres
Living Area
2,458 sqft
Price/Sqft
$317/sqft
Parking
Garage
HOA
$2/Monthly

About this House

Almost new 5 bedroom, 3 full bath home in the amenity filled neighborhood of Hillsmere Estates.
106 Pinecrest Dr, Annapolis, MD 21403 is a 5 bedroom, 3 bathroom, 2,458 sqft single-family home built in 1967. It last sold for $780,000 on Oct 10, 2025 (2% below the $795,000 asking price). It is currently off market. The Trulia Estimate is $791,700, with a rent estimate of $4,064/month.

Home Details for 106 Pinecrest Dr

Interior Features

Interior Details
Basement: Connecting Stairway,Partial,Finished,Heated,Improved,Interior Entry,Exterior Entry,Rear Entrance,Walk-Out Access,WindowsNumber of Rooms: 13Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Primary Bathroom, Dining Room, Family Room, Full Bath, Kitchen, Laundry, Recreation Room
Beds & Baths
Number of Bedrooms: 5Main Level Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2458 Square Feet
Appliances & Utilities
Appliances: Microwave, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Double Oven, Oven, Range Hood, Refrigerator, Stainless Steel Appliance(s), Washer, Water Conditioner - Owned, Water Heater, Water Treat System, Electric Water HeaterDishwasherDisposalDryerLaundry: In Basement,Has Laundry,Dryer In Unit,Washer In Unit,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,Ceiling Fan(s),ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Flooring: Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: NoneFloors: Wood
View
No View

Exterior Features

Exterior Home Features
Patio / Porch: Deck, ScreenedOther Structures: Above Grade, Below GradeFoundation: BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 4No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 5Parking: Storage,Garage Faces Front,Oversized,Detached,Driveway
Pool
Pool: Community
Frontage
Waterfront: Boat - Powered, Canoe/Kayak, Fishing Allowed, Private Access, Beach Access, Swimming Allowed, RiverNot on Waterfront
Water & Sewer
Sewer: Public SewerWater Body: South River
Finished Area
Finished Area (above surface): 1351 Square FeetFinished Area (below surface): 1107 Square Feet

Property Information

Year Built
Year Built: 1967Year Renovated: 2022
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Craftsman
Building
Construction Materials: Brick, Vinyl SidingNot a New Construction
Property Information
Condition: Very GoodParcel Number: 020241206779600

Price & Status

Price
List Price: $795,000Price Per Sqft: $317/sqft
Status Change & Dates
Off Market Date: Sat Oct 11 2025Possession Timing: Negotiable

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: ANNAPOLISCommunity: Hillsmere Estates
School Information
Elementary School District: Anne Arundel County Public SchoolsJr High / Middle School District: Anne Arundel County Public SchoolsHigh School District: Anne Arundel County Public Schools

Building

Building Area
Building Area: 2458 Square Feet

Community

Community Features: PoolNot Senior Community

HOA

HOA Name: HSIAHas an HOAHOA Fee: $25/Annually

Lot Information

Lot Area: 0.31 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2124552Above Grade Unfinished Area: 1351

Additional Information

Pool
Last check for updates: about 2 hours ago
Listed by Colleen Smith, (443) 995-2409
EXP Realty, LLC
Bought with: Jen Schaub, (720) 244-5945, EXP Realty, LLC
Source: Bright MLS, MLS#MDAA2124552

Price History for 106 Pinecrest Dr

DatePriceEventSource
10/10/2025$780,000Sold
Bright MLS #MDAA2124552
09/01/2025$795,000ContingentBright MLS #MDAA2124552
09/01/2025$795,000Listed For SaleBright MLS #MDAA2124552
07/29/2023ListingRemovedBright MLS #MDAA2003630
09/16/2022$700,000Sold
Bright MLS #MDAA2040860
08/30/2022$699,900PendingBright MLS #MDAA2040860
08/18/2022$699,900ContingentBright MLS #MDAA2040860
08/13/2022$699,900Listed For SaleBright MLS #MDAA2040860
07/28/2021$225,000Sold
Bright MLS #MDAA2003630
07/15/2021$225,000PendingBright MLS #MDAA2003630
07/15/2021$225,000Listed For SaleBright MLS #MDAA2003630
07/18/2016$430,000Sold
N/A
10/05/2011$310,000Sold
N/A
07/18/2011$339,500PriceChange
Agent Provided
06/23/2011$359,000Listed For SaleAgent Provided
08/10/1993$157,000Sold
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$5,533
Assessment$539,333
Home facts updated by county records

Comparable Sales for 106 Pinecrest Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
117 Gardner Dr, Annapolis, MD
0.09
Single-Family Home
$935,000
03/27/26
5
2.5
2,288
406 Harbor Dr, Annapolis, MD
0.22
Single-Family Home
$800,000
02/24/26
4
3
3,400
520 Harbor Dr, Annapolis, MD
0.27
Single-Family Home
$800,000
06/12/26
4
3
2,600
116 Carroll Dr, Annapolis, MD
0.29
Single-Family Home
$849,990
11/06/25
5
2.5
2,000
600 Tayman Dr, Annapolis, MD
0.34
Single-Family Home
$895,000
04/29/26
4
2.5
2,304
503 Harbor Dr, Annapolis, MD
0.11
Single-Family Home
$529,000
04/10/26
3
3
1,920
403 Holly Dr, Annapolis, MD
0.20
Single-Family Home
$825,000
02/20/26
4
3
3,254
101 Huse Dr, Annapolis, MD
0.36
Single-Family Home
$785,000
04/30/26
4
2.5
2,016

Nearby homes

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Assigned Schools

These are the assigned schools for 106 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 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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Explore by feature - Pet Friendly

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Homes for sale near 106 Pinecrest Dr

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Off Market Homes Near 106 Pinecrest Dr

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Frequently asked questions about 106 Pinecrest Dr

  • What is 106 Pinecrest Dr estimated to be worth?
    Trulia's estimated value for 106 Pinecrest Dr in Annapolis, MD is $791,700.
  • What is the price history for 106 Pinecrest Dr?
    106 Pinecrest Dr in Annapolis, MD last sold for $780,000 in October 2025.
  • 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 106 Pinecrest Dr have air conditioning?
    Yes, 106 Pinecrest Dr in Annapolis, MD has air conditioning.
  • Does 106 Pinecrest Dr have a pool?
    Yes, 106 Pinecrest Dr in Annapolis, MD has a pool.
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