1024 Pinecrest Dr, Annapolis, MD 21403
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Property image
OFF MARKET

1024 Pinecrest Dr
Annapolis, MD 21403

  • 4 Beds
  • 2 Baths
  • 2,311 sqft (on 0.28 acres)

$717,800

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $4,243/mo*
Refinance Your Home

$717,800

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $4,243/mo*
Refinance Your Home
4 Beds
2 Baths
2,311 sqft
(on 0.28 acres)

Local Information

  • Map ViewExplore the area around 1024 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
1962
Lot Size
0.28 acres
Living Area
2,311 sqft
Price/Sqft
$311
Parking
Garage

About this House

3D TOUR AVAILABLE NOW!

Spacious Rancher in sought-after Annapolis Roads Community! Features 4 bedrooms and 2 full baths on main level including a fabulous owners suite with vaulted ceilings and walk-in closet and private bath! Large Great Room Addition! Oversized detached 2 car garage with 20ft garage door. The kitchen has been nicely renovated with a large center island, updated appliances including double wall oven, new lighting, and granite countertops! Bathrooms have been nicely updated! Lovely front porch and covered back deck! New Windows! Located in Water Privileged Community convenient to Downtown Annapolis, shopping, restaurants, and Quiet Waters Park. Amenities include a community children's playground, grassy overlook with spectacular views of the Chesapeake and the Bay Bridge, Community Beach, and an easily accessible boat ramp.
1024 Pinecrest Dr, Annapolis, MD 21403 is a 4 bedroom, 2 bathroom, 2,311 sqft single-family home built in 1962. It last sold for $590,999 on Sep 15, 2021. It is currently off market. The Trulia Estimate is $717,800, with a rent estimate of $3,331/month.

Home Details for 1024 Pinecrest Dr

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: BaseboardAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Price History for 1024 Pinecrest Dr

DatePriceEventSource
09/15/2021$590,999Sold
Bright MLS #MDAA2003676
08/16/2021$565,000PendingRE/MAX International #MDAA2003676
08/16/2021$565,000ContingentBright MLS #MDAA2003676
08/14/2021$565,000Listed For SaleBright MLS #MDAA2003676

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$6,442
Assessment$590,267
Home facts updated by county records

Comparable Sales for 1024 Pinecrest Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1009 Pinecrest Dr, Annapolis, MD
0.07
Single-Family Home
$725,000
11/05/25
4
3
2,426
2845 Carrollton Rd, Annapolis, MD
0.12
Single-Family Home
$574,000
01/22/26
3
2
1,671
1031 Old Bay Ridge Rd, Annapolis, MD
0.14
Single-Family Home
$739,000
03/13/26
4
3
2,296
1008 Harbor Dr, Annapolis, MD
0.11
Single-Family Home
$545,000
09/26/25
4
2.5
1,956
2664 Ogleton Rd, Annapolis, MD
0.17
Single-Family Home
$595,000
09/26/25
5
3
2,328
2701 Ogleton Rd, Annapolis, MD
0.13
Single-Family Home
$855,000
07/27/26
4
2.5
2,976
1022 Harbor Dr, Annapolis, MD
0.14
Single-Family Home
$700,000
07/10/26
5
3
2,600
1003 Dulaney Ln, Annapolis, MD
0.23
Single-Family Home
$700,000
11/28/25
4
2.5
2,401
1004A Harbor Dr, Annapolis, MD
0.12
Single-Family Home
$875,000
11/13/25
4
3.5
2,618
1004 Harbor Dr, Annapolis, MD
0.12
Single-Family Home
$875,000
11/10/25
4
3.5
2,618

Nearby homes

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Assigned Schools

These are the assigned schools for 1024 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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Homes for sale near 1024 Pinecrest Dr

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Off Market Homes Near 1024 Pinecrest Dr

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Frequently asked questions about 1024 Pinecrest Dr

  • What is 1024 Pinecrest Dr estimated to be worth?
    Trulia's estimated value for 1024 Pinecrest Dr in Annapolis, MD is $717,800.
  • What is the price history for 1024 Pinecrest Dr?
    1024 Pinecrest Dr in Annapolis, MD last sold for $590,999 in September 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 $632K. That is up $6.37K from the prior month.
  • How big is the lot at 1024 Pinecrest Dr?
    The lot at 1024 Pinecrest Dr in Annapolis, MD is about 0.28 acres (12,000 sq ft).
  • Does 1024 Pinecrest Dr have a garage?
    Yes, 1024 Pinecrest Dr in Annapolis, MD has a garage.