Do kids play outside in Oakland, MD?

As of early 2026, 100% of users say kids play outside

Are yards well-kept in Oakland, MD?

As of early 2026, 100% of users say yards are well-kept

Is parking easy in Oakland, MD?

As of early 2026, 86% of users say parking is easy

Does Oakland, MD show holiday spirit?

As of early 2026, 78% of users say there's holiday spirit

Is Oakland, MD dog-friendly?

As of early 2026, 75% of users say it's dog friendly

Would people walk alone at night in Oakland, MD?

As of early 2026, 75% of users say people would walk alone at night

Is there wildlife in Oakland, MD?

As of early 2026, 75% of users say there's wildlife

Is a car needed in Oakland, MD?

As of early 2026, 73% of users say car is needed

Are neighbors friendly in Oakland, MD?

As of early 2026, 63% of users say neighbors are friendly

Is Oakland, MD quiet?

As of early 2026, 50% of users say it's quiet

Does Oakland, MD have sidewalks?

As of early 2026, 46% of users say there are sidewalks

Are the streets well-lit in Oakland, MD?

As of early 2026, 36% of users say streets are well-lit

Do residents of Oakland, MD plan to stay at least 5 years?

As of early 2026, 36% of users say they plan to stay for at least 5 years

Are there community events in Oakland, MD?

As of early 2026, 33% of users say there are community events

Is Oakland, MD walkable to grocery stores?

As of early 2026, 27% of users say it's walkable to grocery stores

Is Oakland, MD walkable to restaurants?

As of early 2026, 25% of users say it's walkable to restaurants

OFF MARKET

103 Pine Dr
Oakland, MD 21550

3 Beds
2 Baths
1,344 sqft (on 2 acres)

$265,400

Trulia Estimate

as of Jun 2, 2026

Est. Refi. Payment $1,576/mo*

Refinance Your Home

$265,400

Trulia Estimate

as of Jun 2, 2026

Est. Refi. Payment $1,576/mo*

Refinance Your Home

3 Beds

2 Baths

1,344 sqft

(on 2 acres)

Local Information

-- mins to

Commute Destination

Description

This single-family home is located at 103 Pine Dr, Oakland, MD. 103 Pine Dr is in Oakland, MD and in ZIP code 21550. This property has 3 bedrooms, 2 bathrooms and approximately 1,344 sqft of floor space. This property has a lot size of 2.00 acres and was built in 1985.

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking

No Info

Outdoor

Deck

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 103 Pine Dr

Interior Features
Interior Details BasementTypes of Rooms: Dining Room
Heating & Cooling Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2
Appliances & Utilities DryerRefrigeratorWasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleDeckExterior: Other

Property Information
Year Built Year Built: 1985
Property Type / Style Property Type: Single Family HomeArchitecture: split entry

Community
Units in Building: 1

Lot Information
Lot Area: 2.00 acres

Price History for 103 Pine Dr

Date	Price	Event	Source
06/16/2020	$171,000	Sold	N/A
Recording Date 06/16/2020 Contract Date 06/12/2020 County Transfer Tax $12 Total Transfer Tax $16
04/12/2020	$174,900	Pending	Agent Provided

03/24/2020	$174,900	PriceChange	Agent Provided
Price Change $5,000 (-3%)
02/18/2020	$179,900	PriceChange	Agent Provided
Price Change $9,100 (-5%)
02/01/2020	$189,000	Listed For Sale	Agent Provided

11/28/2016	$155,000	Sold	N/A
Recording Date 11/28/2016 Contract Date 11/28/2016 County Transfer Tax $1,050 Total Transfer Tax N/A
10/21/2016	$159,900	PriceChange	Agent Provided
Price Change $10,000 (-6%)
09/13/2016	$169,900	PriceChange	Agent Provided
Price Change $10,000 (-6%)
09/04/2016	$179,900	PriceChange	Agent Provided
Price Change $10,000 (-5%)
08/26/2016	$189,900	Listed For Sale	Agent Provided

Skip to last item

Results are loading

Skip to first item

Property Tax and Assessment

Year	2025
Tax	$2,089
Assessment	$179,200

Home facts updated by county records

Comparable Sales for 103 Pine Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
2173 King Wildesen Rd, Oakland, MD	1.08	Single-Family Home	$375,000	04/30/26	3	2	-
355 Lonesome Pine Rd, Oakland, MD	1.63	Single-Family Home	$610,000	05/19/26	2	2	4,720
794 Schell Rd, Oakland, MD	2.67	Single-Family Home	$106,250	09/26/25		1	1,232
2571 Shady Dell Rd, Oakland, MD	3.79	Single-Family Home	$260,000	05/08/26	3	2	1,678
416 Shenandoah Ave, Oakland, MD	3.62	Single-Family Home	$157,000	08/29/25	3	1.5	975
2805 Shady Dell Rd, Oakland, MD	3.81	Single-Family Home	$208,550	09/26/25	4	2	1,456
506 Roanoke Ave, Oakland, MD	3.65	Single-Family Home	$150,000	03/26/26	3	1	1,350
9452 George Washington Hwy, Gormania, WV	3.95	Single-Family Home	$137,555	02/09/26	2	2	720
1570 Garrett Rd, Deer Park, MD	3.66	Single-Family Home	$225,000	02/19/26	3	1	1,408
210 Seneca Ave, Oakland, MD	3.66	Single-Family Home	$195,000	11/12/25	3	1	1,204

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

OFF MARKET
Steyer Mine Rd,
Oakland, MD 21550
Charis Realty Group
SOLD
APR 30, 2026
$375,000
3 bd
2 ba
2173 King Wildesen Rd,
Oakland, MD 21550
Taylor Made Deep Creek Real Estate
OFF MARKET
2 Steyer Mine Rd,
Oakland, MD 21550
1 Real Estate Source LLC
OFF MARKET
LOT Bailiff Ln #D,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE
10 ACRES
$285,500
3 bd
2 ba
1,736 sqft
1737 King Wildesen Rd,
Oakland, MD 21550
Railey Realty, Inc.

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 103 Pine 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 Oakland

At least 8 Trulia users voted on each feature.

100 % Say kids play outside
100 % Say yards are well-kept
86 % Say parking is easy
78 % Say there's holiday spirit
75 % Say it's dog friendly
75 % Say people would walk alone at night
75 % Say there's wildlife
73 % Say car is needed
63 % Say neighbors are friendly
50 % Say it's quiet
46 % Say there are sidewalks
36 % Say streets are well-lit
36 % Say they plan to stay for at least 5 years
33 % Say there are community events
27 % Say it's walkable to grocery stores
25 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

Bonnie S.
12y ago
"Year round outdoor adventures and sports await you in Garrett County, Md. Enjoy Deep Creek Lake and Wisp ski resort, a thriving community college for extended learning, hunting, fishing and more. Quaint home on 2.3 acres within easy commute to above amenities. "
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item

Results are loading

Skip to first item

Explore by feature

APPLY INSTANTLY
$1,750/mo
3 bd
2.5 ba
1,867 sqft
88 Knoll Crest Heights Dr,
Oakland, MD 21550
APPLY INSTANTLY
$1,575/mo
3 bd
2 ba
1,542 sqft
13750 Garrett Hwy,
Oakland, MD 21550
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$1,400/mo
2 bd
2 ba
950 sqft
1275 Foster Rd,
Oakland, MD 21550
APPLY INSTANTLY
$1,990/mo
3 bd
1 ba
3,350 sqft
604 E Oak St,
Oakland, MD 21550
NEW - 10 HRS AGO
$2,000/mo
5 bd
2.5 ba
704 Old Crellin Rd,
Oakland, MD 21550
$1,550/mo
3 bd
1 ba
2,312 sqft
400 E Alder St #3,
Oakland, MD 21550
6 rentals with air conditioning in Oakland, MD

Homes for sale near 103 Pine Dr

Skip to last item

10 ACRES
$285,500
3 bd
2 ba
1,736 sqft
1737 King Wildesen Rd,
Oakland, MD 21550
Railey Realty, Inc.
327.72 ACRES
$2,499,900
4 bd
1.5 ba
2,190 sqft
83 Bethlehem Rd,
Oakland, MD 21550
Railey Realty, Inc.
0.46 ACRES
$174,900
3 bd
1 ba
816 sqft
63 Wallman Rd,
Oakland, MD 21550
Railey Realty, Inc.
0.25 ACRES
$185,000
2 bd
1.5 ba
960 sqft
512 Roanoke Ave,
Oakland, MD 21550
Coldwell Banker Premier
8.05 ACRES
$699,000
5 bd
3 ba
2,560 sqft
170 Cherrywood Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
0.41 ACRES
$369,000
3 bd
3 ba
2,388 sqft
215 H St,
Oakland, MD 21550
Railey Realty, Inc.
FORECLOSURE
0.27 ACRES
$149,900
2 bd
2 ba
1,386 sqft
123 B St,
Oakland, MD 21550
Century 21 Downtown
See more homes for sale in
Oakland
Take a look

Skip to first item

Off Market Homes Near 103 Pine Dr

Skip to last item

SOLD
MAY 20, 2026
$205,000
2 bd
1 ba
1,492 sqft
207 Shenandoah Ave,
Loch Lynn Heights, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
SOLD
MAY 8, 2026
$260,000
3 bd
2 ba
1,678 sqft
2571 Shady Dell Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
APR 30, 2026
$375,000
3 bd
2 ba
2173 King Wildesen Rd,
Oakland, MD 21550
Taylor Made Deep Creek Real Estate
SOLD
APR 21, 2026
$185,000
3 bd
1 ba
1,563 sqft
108 W 2nd Ave,
Oakland, MD 21550
SOLD
MAR 26, 2026
$150,000
3 bd
1 ba
1,350 sqft
506 Roanoke Ave,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
FEB 27, 2026
$200,000
Laurel Run,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
FEB 19, 2026
$225,000
3 bd
1 ba
1,408 sqft
1570 Garrett Rd,
Deer Park, MD 21550
1 Real Estate Source LLC
SOLD
FEB 9, 2026
$137,555
2 bd
2 ba
720 sqft
9452 George Washington Hwy,
Gormania, WV 26720
Taylor Made Deep Creek Vacations & Sales
SOLD
DEC 15, 2025
$229,000
3 bd
2 ba
1,608 sqft
104 G St,
Oakland, MD 21550
The KW Collective
SOLD
DEC 5, 2025
$340,000
1 ba
1,260 sqft
8602 Gorman Rd,
Mt Lake Park, MD 21550
See more homes for sale in
Oakland
Take a look

Skip to first item

Homes for rent near 103 Pine Dr

Skip to last item

Results are loading

Skip to first item

103 Pine Dr, Oakland, MD 21550 is a 3 bedroom, 2 bathroom, 1,344 sqft single-family home built in 1985. This property is not currently available for sale. 103 Pine Dr was last sold on Jun 16, 2020 for $171,000. The current Trulia Estimate for 103 Pine Dr is $265,400.

103 Pine Dr
Oakland, MD 21550

$265,400

$265,400

Local Information