106 Pinecrest Dr, Annapolis, MD 21403
OFF MARKET

$787,900

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

106 Pinecrest Dr, Annapolis, MD 21403

Est. Refi. Payment $4,839/mo*
Refinance Your Home
Currently Off Market - Sold Oct 10, 2025 for $780,000

Home Value

Trulia Estimate
$788K
Since last month
Increased$1K (+0.2%)
Since last year
Decreased$6K (-0.7%)
Since last sale
Increased$10K (+1.3%)
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 +84% in the last 10 years
MonthEstimated value
2026
September 2026$790K
August 2026$789K
July 2026$798K
June 2026$791K
May 2026$789K
April 2026$779K
March 2026$783K
February 2026$781K
January 2026$770K
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
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 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
108 Gardner Dr, Annapolis, MD 21403
0.09
$731,700
3
2.5
1,785
Off Market
117 Gardner Dr, Annapolis, MD 21403
0.09
$935,000
5
2.5
2,288
Recently Sold
117 Pinecrest Dr, Annapolis, MD 21403
0.07
$679,999
4
3
1,160
For Sale
503 Harbor Dr, Annapolis, MD 21403
0.11
$529,000
3
3
1,920
Recently Sold
410 Holly Dr, Annapolis, MD 21403
0.15
$661,300
3
2.5
1,925
Off Market
417 Holly Dr, Annapolis, MD 21403
0.15
$565,400
4
3
1,421
Off Market
406 Holly Dr, Annapolis, MD 21403
0.17
$420,000
3
1.5
1,368
Recently Sold
403 Harbor Dr, Annapolis, MD 21403
0.18
$683,500
4
2
2,200
Off Market
104 Groh Ln, Annapolis, MD 21403
0.14
$699,990
4
3
2,300
For Sale
408 Hillsmere Dr, Annapolis, MD 21403
0.19
$536,700
4
2
1,100
Off Market
508 Harbor Dr, Annapolis, MD 21403
0.15
$599,900
4
1.5
1,620
Recently Sold

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

Single-Family Home
Built in 1967
0.31 acre lot
2,458 sqft
$321/sqft
Garage
HOA $2/mo

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). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $787,900, with a rent estimate of $4,197/month.
Last check for updates: about 12 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

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: $795,000
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

Price and Tax history

DateEventPrice
Oct 10, 2025
Source: Bright MLS #MDAA2124552
Sold
$780,000
Sep 1, 2025
Source: Bright MLS #MDAA2124552
Contingent
$795,000
Sep 1, 2025
Source: Bright MLS #MDAA2124552
Listed For Sale
$795,000
Jul 29, 2023
Source: Bright MLS #MDAA2003630
ListingRemoved
Sep 16, 2022
Source: Bright MLS #MDAA2040860
Sold
$700,000

Market trends in Annapolis

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$643K
$1KMoM
Sale-to-List Price
100.0%
Price per sq ft
$331
$6MoM
Available listings
344
11MoM

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."
    1
    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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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

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 $787,900.
  • 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 $643K. That is down $1K 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.

Explore by feature - Pet Friendly

93 pet-friendly rentals in Annapolis, MD

Explore by feature - Garage

24 rentals with a garage in Annapolis, MD

Explore by feature - Air Conditioning

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Explore by feature - Pool

55 rentals with a pool in Annapolis, MD

Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

28 rentals with an outdoor space in Annapolis, MD

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Off Market Homes Near 106 Pinecrest Dr

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