1009 Pinecrest Dr, Annapolis, MD 21403
Property image
Property image
SOLD
NOV 5, 2025

$741,900

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,426 sqft (on 0.28 acres)

1009 Pinecrest Dr, Annapolis, MD 21403

Est. Refi. Payment $4,364/mo*
Refinance Your Home
Currently Off Market - Sold Nov 5, 2025 for $725,000

Home Value

Trulia Estimate
$742K
Since last month
Decreased$9K (-1.2%)
Since last year
Increased$88K (+13.4%)
Since last sale
Increased$18K (+2.5%)
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 +71% in the last 10 years
MonthEstimated value
2026
August 2026$743K
August 2026$743K
July 2026$752K
June 2026$745K
May 2026$743K
April 2026$734K
March 2026$738K
February 2026$736K
January 2026$730K
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
1031 Old Bay Ridge Rd, Annapolis, MD
0.20
Single-Family Home
$739,000
03/13/26
4
3
2,296
2701 Ogleton Rd, Annapolis, MD
0.18
Single-Family Home
$855,000
07/27/26
4
2.5
2,976
1008 Harbor Dr, Annapolis, MD
0.08
Single-Family Home
$545,000
09/26/25
4
2.5
1,956
1004 Harbor Dr, Annapolis, MD
0.07
Single-Family Home
$875,000
11/10/25
4
3.5
2,618
1022 Harbor Dr, Annapolis, MD
0.17
Single-Family Home
$700,000
07/10/26
5
3
2,600
1003 Old Bay Ridge Rd, Annapolis, MD
0.07
Single-Family Home
$803,000
12/29/25
3
3.5
2,877
1003 Dulaney Ln, Annapolis, MD
0.30
Single-Family Home
$700,000
11/28/25
4
2.5
2,401
2845 Carrollton Rd, Annapolis, MD
0.05
Single-Family Home
$574,000
01/22/26
3
2
1,671

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
2841 Carrollton Rd, Annapolis, MD 21403
0.04
$508,800
3
1
912
Off Market
2845 Carrollton Rd, Annapolis, MD 21403
0.05
$574,000
3
2
1,671
Recently Sold
2847 Carrollton Rd, Annapolis, MD 21403
0.05
$614,600
4
2
1,896
Off Market
1007 Harbor Dr, Annapolis, MD 21403
0.04
$880,000
4
4
3,722
For Sale
2842 Carrollton Rd, Annapolis, MD 21403
0.07
$549,400
3
2
1,820
Off Market
2848 Carrollton Rd, Annapolis, MD 21403
0.08
$606,600
3
2.5
1,904
Off Market
1004 Harbor Dr, Annapolis, MD 21403
0.07
$875,000
4
3.5
2,618
Recently Sold
1003 Old Bay Ridge Rd, Annapolis, MD 21403
0.07
$803,000
3
3.5
2,877
Recently Sold
1008 Harbor Dr, Annapolis, MD 21403
0.08
$550,800
4
2.5
1,956
Off Market
1020 Pinecrest Dr, Annapolis, MD 21403
0.06
$654,000
4
3
2,047
Off Market
1009 Old Bay Ridge Rd, Annapolis, MD 21403
0.07
$865,000
4
3.5
2,845
Recently Sold

Local Information

  • Map ViewExplore the area around 1009 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
1960
Lot Size
0.28 acres
Living Area
2,426 sqft
Price/Sqft
$299/sqft
Parking
Garage

About this House

Charming Surprise in Annapolis Roads! Tucked in the sought-after Annapolis Roads community, this delightful single-family home will surprise and impress at every turn. From the moment you step onto the darling front porch, you’ll feel the warmth and charm that make this property truly special. Inside, beautiful hardwood floors guide you through a spacious layout that perfectly blends cozy living with incredible entertaining potential. The inviting living room features a classic wood-burning fireplace—perfect for cool evenings—while the chef’s kitchen offers both functionality and flair, ideal for everyday cooking or hosting large gatherings. Enjoy meals in the light-filled dining area or step out to the serene screened porch for coffee or cocktails. When it’s time to unwind, the luxurious owner’s suite is your private retreat, complete with a stylishly updated ensuite bath and a massive walk-in closet. Two additional bedrooms and a well-appointed guest bath complete the main level, while the lower level offers even more space with a fourth bedroom and full bath—perfect for guests, a home office, or multi-generational living. Outdoor lovers will appreciate the flat, partially fenced backyard—ideal for pets, play, or peaceful evenings under the stars. The oversized detached garage provides tons of extra space for vehicles, hobbies, or storage. Located in a serene, tree-lined neighborhood, you’re just minutes from water access, parks, and all the charm of downtown Annapolis. Commuting is a breeze with easy access to Baltimore, Washington D.C., NASA, and major highways. Don’t miss this hidden gem—you’ll be wowed by the space, style, and unbeatable setting!
1009 Pinecrest Dr, Annapolis, MD 21403 is a 4 bedroom, 3 bathroom, 2,426 sqft single-family home built in 1960. It last sold for the $725,000 asking price on Nov 5, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $741,900, with a rent estimate of $3,983/month.
Last check for updates: 1 day ago
Listed by Katherine Vandergrift, (410) 703-1506
Coldwell Banker Realty
Bought with: Riley White, (443) 336-3901, Real Broker, LLC - Annapolis
Source: Bright MLS, MLS#MDAA2127886

Home Details for 1009 Pinecrest Dr

Interior Features

Interior Details
Basement: Full,Partially Finished,Walk-Out AccessNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2426 Square Feet
Appliances & Utilities
Appliances: Electric Water Heater
Heating & Cooling
Heating: Central,OilHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: OtherFloors: Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleOther Structures: Above Grade, Below GradeFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 6Parking: Oversized,Storage,Garage Faces Front,Covered,Driveway,Detached
Pool
Pool: None
Frontage
Waterfront: BayNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1726 Square FeetFinished Area (below surface): 700 Square Feet

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Construction Materials: MixedNot a New Construction
Property Information
Condition: ExcellentParcel Number: 020200109598100

Price & Status

Price
List Price: $725,000Price Per Sqft: $299/sqft
Status Change & Dates
Off Market Date: Wed Feb 25 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Media

Location

Direction & Address
City: ANNAPOLISCommunity: Annapolis Roads
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: 2890 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.28 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2127886Above Grade Unfinished Area: 1726

Price and Tax history

DateEventPrice
Nov 5, 2025
Source: Bright MLS #MDAA2127886
Sold
$725,000
Oct 13, 2025
Source: Bright MLS #MDAA2127886
Contingent
$725,000
Oct 9, 2025
Source: Bright MLS #MDAA2127886
Listed For Sale
$725,000
Aug 9, 2004
Source: N/A
Sold
$430,000
Feb 14, 2003
Source: N/A
Sold
$265,000

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

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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 1009 Pinecrest Dr

  • What is 1009 Pinecrest Dr estimated to be worth?
    Trulia's estimated value for 1009 Pinecrest Dr in Annapolis, MD is $741,900.
  • What is the price history for 1009 Pinecrest Dr?
    1009 Pinecrest Dr in Annapolis, MD last sold for $725,000 in November 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 $646K. That is up $11.67K from the prior month.
  • Does 1009 Pinecrest Dr have air conditioning?
    Yes, 1009 Pinecrest Dr in Annapolis, MD has air conditioning.
  • How big is the lot at 1009 Pinecrest Dr?
    The lot at 1009 Pinecrest Dr in Annapolis, MD is about 0.28 acres (12,000 sq ft).

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