102 Pine Dr, Annapolis, MD 21403
Property image
Property image
OFF MARKET

102 Pine Dr
Annapolis, MD 21403

  • 3 Beds
  • 2 Baths
  • 2,120 sqft (on 0.27 acres)

$659,000

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $3,902/mo*
Refinance Your Home

$659,000

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $3,902/mo*
Refinance Your Home
3 Beds
2 Baths
2,120 sqft
(on 0.27 acres)

Home Value

Trulia Estimate
$659K
Since last month
Decreased$2K (-0.3%)
Since last year
Increased$23K (+3.7%)
Since last sale
Increased$59K (+9.8%)
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 +70% in the last 10 years
MonthEstimated value
2026
August 2026$659K
July 2026$661K
June 2026$667K
May 2026$671K
April 2026$670K
March 2026$661K
February 2026$651K
January 2026$653K
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
98 Pine Dr, Annapolis, MD
0.03
Single-Family Home
$570,000
12/02/25
3
1.5
1,734
115 Edgemere Dr, Annapolis, MD
0.13
Single-Family Home
$655,000
04/17/26
4
2
1,644
406 Edgemere Dr, Annapolis, MD
0.22
Single-Family Home
$585,000
12/01/25
4
2.5
2,200
404 Edgemere Dr, Annapolis, MD
0.20
Single-Family Home
$575,000
09/18/25
4
2.5
2,360
2845 Carrollton Rd, Annapolis, MD
0.43
Single-Family Home
$574,000
01/22/26
3
2
1,671
298 Edgemere Dr, Annapolis, MD
0.08
Single-Family Home
$800,000
05/01/26
5
3
2,600
909 Old Annapolis Neck Rd, Annapolis, MD
0.26
Single-Family Home
$680,000
08/29/25
3
2.5
2,088
326 Cedar Ln, Annapolis, MD
0.13
Single-Family Home
$700,000
05/21/26
5
3
3,110
129 Meade Dr, Annapolis, MD
0.43
Single-Family Home
$585,000
07/01/26
4
2
1,679
406 Holly Dr, Annapolis, MD
0.40
Single-Family Home
$420,000
08/14/26
3
1.5
1,368

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
98 Pine Dr, Annapolis, MD 21403
0.03
$570,000
3
1.5
1,734
Recently Sold
303 Edgemere Dr, Annapolis, MD 21403
0.09
$753,600
4
3
2,050
Off Market
298 Edgemere Dr, Annapolis, MD 21403
0.08
$800,000
5
3
2,600
Recently Sold
319 Edgemere Dr N, Annapolis, MD 21403
0.11
$614,200
4
2.5
1,911
Off Market
310 Cedar Ln, Annapolis, MD 21403
0.07
$563,100
3
2
1,200
Off Market
943 Old Annapolis Neck Rd, Annapolis, MD 21403
0.14
$642,900
3
2
1,472
Off Market
318 Cedar Ln, Annapolis, MD 21403
0.10
$683,300
4
3
2,164
Off Market
962 Old Annapolis Neck Rd, Annapolis, MD 21403
0.14
$1,495,000
5
4.5
3,718
Recently Sold
300 Cedar Ln, Annapolis, MD 21403
0.10
$465,400
2
1
986
Off Market
327 Edgemere Dr, Annapolis, MD 21403
0.13
$498,800
2
1
2,580
Off Market
115 Edgemere Dr, Annapolis, MD 21403
0.13
$655,000
4
2
1,644
Recently Sold

Local Information

  • Map ViewExplore the area around 102 Pine 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
1965
Lot Size
0.27 acres
Living Area
2,120 sqft
Price/Sqft
$311
Parking
4 Open Spaces
HOA
$2/Monthly

About this House

Discover the allure of 102 Pine Drive, where your dream home is poised to embrace you! Nestled in the heart of the highly coveted Hillsmere Estates, this Rancher-style gem unfolds boundless possibilities and cherished moments. Imagine residing in a modern masterpiece, meticulously renovated and impeccably maintained. Boasting a brand new roof, enchanting landscaping, and captivating hardscape, this residence beckons you to move in and commence crafting your own tapestry of memories. Enjoy peace of mind with the recent enhancements, including brand new fencing, a well pump, HVAC system, water treatment system, and sewer line. Step inside to over 2,000 square feet of meticulously designed living space, bathed in natural light. Rich hardwood flooring, custom moldings, and tasteful fixtures infuse an irresistible blend of comfort and style. The French-inspired gourmet kitchen, adorned with 42" cabinets, stainless appliances, and gleaming granite counters, stands as a chef's dream. The spacious family room, anchored by a wood-burning fireplace, creates a cozy and sophisticated ambiance, perfect for intimate gatherings with family and friends. Your private haven awaits in the primary suite, featuring a walk-in closet and bath, providing the ideal space to unwind after a long day. Ample closet space in all bedrooms ensures comfort for everyone. Step onto the expansive deck—an invitation to savor all seasons, from champagne sunsets to crab feasts and BBQ dinners, where indelible memories are forged. The finished basement unfolds as a spacious rec-room for gatherings, movie nights, and celebrations, with an additional lower-level bedroom ideal for a home office or study. The yard, a true gem, fenced and level, offers abundant space for gardening and play, with room even for a private pool if that's your aspiration. Hillsmere Estates grants access to two beachfront playgrounds, private beaches, a boat ramp, canoe/kayak storage, boat slips, beach pavilions, volleyball, and a community pool—all just moments away. This vibrant and welcoming neighborhood is where neighbors seamlessly become friends, and there's always something happening. Seize this opportunity to embrace a lifestyle of comfort, elegance, and community. 102 Pine Drive isn't merely a house; it's a canvas for your dreams and memories. Make it yours today!
102 Pine Dr, Annapolis, MD 21403 is a 3 bedroom, 2 bathroom, 2,120 sqft single-family home built in 1965. It last sold for the $600,500 asking price on Jan 10, 2024. It is currently off market. The Trulia Estimate is $659,000, with a rent estimate of $3,484/month.
Last check for updates: about 21 hours ago
Listed by Wendy Oliver, (443) 336-5091
Coldwell Banker Realty
Bought with: Susannah Barnum, (410) 570-5161, Coldwell Banker Realty
Source: Bright MLS, MLS#MDAA2072150

Home Details for 102 Pine Dr

Interior Features

Interior Details
Basement: Connecting Stairway,Partial,Full,Heated,Improved,Interior Entry,Sump Pump,WindowsNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2120 Square Feet
Appliances & Utilities
Utilities: Fiber OpticAppliances: Dishwasher, Cooktop, Disposal, Dryer, Exhaust Fan, Range Hood, Refrigerator, Stainless Steel Appliance(s), Washer, Water Conditioner - Owned, Water Heater, Water Treat System, Electric Water HeaterDishwasherDisposalDryerRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Brick, Mantel(s), ScreenHas a Fireplace
Windows, Doors, Floors & Walls
Window: Insulated WindowsDoor: Sliding GlassFlooring: Hardwood, Concrete, Carpet, Luxury Vinyl, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: NoneFloors: Hardwood, Concrete, Carpet, Luxury Vinyl, Wood
View
Has a ViewView: Garden

Exterior Features

Exterior Home Features
Roof: Architectural ShinglePatio / Porch: Deck, PorchOther Structures: Above Grade, Below GradeExterior: Play Area, Street LightsFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Open Parking Spaces: 4No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Off Street,Driveway
Pool
Pool: None
Frontage
Waterfront: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard, RiverNot on Waterfront
Water & Sewer
Sewer: Public SewerWater Body: South River
Finished Area
Finished Area (above surface): 1320 Square FeetFinished Area (below surface): 800 Square Feet

Property Information

Year Built
Year Built: 1965Year Renovated: 2016
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Construction Materials: Vinyl SidingNot a New Construction
Property Information
Condition: ExcellentParcel Number: 020241206465730

Price & Status

Price
List Price: $600,500
Status Change & Dates
Off Market Date: Wed Jan 10 2024Possession Timing: Immediate, Close Of Escrow

Active Status

MLS Status: CLOSED

Media

Location

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

Building

Building Area
Building Area: 2320 Square Feet

Community

Not Senior Community

HOA

HOA Name: HILLSMERE SHORES IMPROVEMENT ASSOCIATIONHas an HOAHOA Fee: $25/Annually

Lot Information

Lot Area: 0.27 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2072150Above Grade Unfinished Area: 1320

Additional Information

HOA Amenities: Beach Access,Boat Dock/Slip,Boat Ramp,Common Grounds,Mooring Area,Picnic Area,Pier/Dock,Pool,Pool Mem Avail,Security,Tot Lots/Playground,Water/Lake Privileges

Price and Tax history

DateEventPrice
Jan 10, 2024
Source: Bright MLS #MDAA2072150
Sold
$600,500
Dec 11, 2023
Source: Bright MLS #MDAA2072150
Pending
$600,500
Dec 6, 2023
Source: Bright MLS #MDAA2072150
PriceChange
$599,500
Price decreased by 4%
Nov 11, 2023
Source: Bright MLS #MDAA2072150
Listed For Sale
$625,000
May 2, 2016
Source: N/A
Sold
$390,000

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
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  • 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
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  • 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
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  • 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

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 102 Pine Dr

  • What is 102 Pine Dr estimated to be worth?
    Trulia's estimated value for 102 Pine Dr in Annapolis, MD is $659,000.
  • What is the price history for 102 Pine Dr?
    102 Pine Dr in Annapolis, MD last sold for $600,500 in January 2024.
  • 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 102 Pine Dr have air conditioning?
    Yes, 102 Pine Dr in Annapolis, MD has air conditioning.
  • Does 102 Pine Dr have a pool?
    Yes, 102 Pine Dr in Annapolis, MD has a pool.

Explore by feature - Pet Friendly

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