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, 33% 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

What is 25 Pine Dr estimated to be worth?

Trulia's estimated value for 25 Pine Dr in Oakland, MD is $188,900 .

What is the price history for 25 Pine Dr?

25 Pine Dr in Oakland, MD last sold for $125,000 in August 2021.

Is Oakland a buyer's or seller's market?

Oakland is currently a balanced market, based on recent for-sale activity.

What do residents say about Oakland?

Residents describe Oakland, MD as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Oakland, MD .

How big is the lot at 25 Pine Dr?

The lot at 25 Pine Dr in Oakland, MD is about 1 acre .

Does 25 Pine Dr have a garage?

Yes, 25 Pine Dr in Oakland, MD has a garage.

OFF MARKET

25 Pine Dr
Oakland, MD 21550

3 Beds
1 Bath
988 sqft (on 1 acre)

$188,900

Trulia Estimate

as of Aug 23, 2026

Est. Refi. Payment $1,169/mo*

Refinance Your Home

$188,900

Trulia Estimate

as of Aug 23, 2026

Est. Refi. Payment $1,169/mo*

Refinance Your Home

3 Beds

1 Bath

988 sqft

(on 1 acre)

Home Value

Trulia Estimate

$189K

Since last month

$4K (-2%)

Since last year

$1K (+0.5%)

Since last sale

$64K (+51.1%)

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 +58% in the last 10 years

Month	Estimated value
2026
August 2026	$189K
July 2026	$193K
June 2026	$191K
May 2026	$189K
April 2026	$189K
March 2026	$186K
February 2026	$181K
January 2026	$179K
2025
December 2025	$182K
November 2025	$184K
October 2025	$181K
September 2025	$188K
August 2025	$188K
July 2025	$193K
June 2025	$194K
May 2025	$198K
April 2025	$199K
March 2025	$192K
February 2025	$184K
January 2025	$185K
2024
December 2024	$187K
November 2024	$187K
October 2024	$186K
September 2024	$186K
August 2024	$192K
July 2024	$192K
June 2024	$196K
May 2024	$191K
April 2024	$186K
March 2024	$183K
February 2024	$176K
January 2024	$176K
2023
December 2023	$177K
November 2023	$179K
October 2023	$177K
September 2023	$177K
August 2023	$180K
July 2023	$183K
June 2023	$182K
May 2023	$179K
April 2023	$166K
March 2023	$152K
February 2023	$141K
January 2023	$139K
2022
December 2022	$138K
November 2022	$138K
October 2022	$146K
September 2022	$145K
August 2022	$144K
July 2022	$137K
June 2022	$136K
May 2022	$132K
April 2022	$132K
March 2022	$131K
February 2022	$130K
January 2022	$131K
2021
December 2021	$130K
November 2021	$128K
October 2021	$127K
September 2021	$126K
August 2021	$140K
July 2021	$140K
June 2021	$140K
May 2021	$140K
April 2021	$140K
March 2021	$141K
February 2021	$138K
January 2021	$135K
2020
December 2020	$133K
November 2020	$134K
October 2020	$135K
September 2020	$137K
August 2020	$138K
July 2020	$138K
June 2020	$137K
May 2020	$137K
April 2020	$137K
March 2020	$135K
February 2020	$135K
January 2020	$135K
2019
December 2019	$134K
November 2019	$136K
October 2019	$135K
September 2019	$135K
August 2019	$135K
July 2019	$135K
June 2019	$139K
May 2019	$135K
April 2019	$139K
March 2019	$134K
February 2019	$131K
January 2019	$131K
2018
December 2018	$132K
November 2018	$133K
October 2018	$135K
September 2018	$138K
August 2018	$136K
July 2018	$135K
June 2018	$136K
May 2018	$137K
April 2018	$135K
March 2018	$133K
February 2018	$132K
January 2018	$132K
2017
December 2017	$127K
November 2017	$129K
October 2017	$128K
September 2017	$124K
August 2017	$122K
July 2017	$123K
June 2017	$123K
May 2017	$124K
April 2017	$125K
March 2017	$121K
February 2017	$120K
January 2017	$119K
2016
December 2016	$120K
November 2016	$119K
October 2016	$118K
September 2016	$120K
August 2016	$119K

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
2173 King Wildesen Rd, Oakland, MD	1.10	Single-Family Home	$375,000	04/30/26	3	2	-
355 Lonesome Pine Rd, Oakland, MD	1.64	Single-Family Home	$610,000	05/19/26	2	2	4,720
1525 Lynndale Rd, Oakland, MD	2.79	Single-Family Home	$150,000	07/20/26		1	1,264
794 Schell Rd, Oakland, MD	2.66	Single-Family Home	$106,250	09/26/25		1	1,232
56 Cliffside Ct, Oakland, MD	2.94	Single-Family Home	$118,800	06/18/26	1	1	608
416 Shenandoah Ave, Oakland, MD	3.59	Single-Family Home	$157,000	08/29/25	3	1.5	975
407 Seneca Ave, Oakland, MD	3.58	Single-Family Home	$217,350	07/20/26	3	1	1,092
506 Roanoke Ave, Oakland, MD	3.62	Single-Family Home	$150,000	03/26/26	3	1	1,350
505 Shenandoah Ave, Oakland, MD	3.60	Single-Family Home	$165,000	06/15/26	3	1	1,632
210 Seneca Ave, Oakland, MD	3.63	Single-Family Home	$195,000	11/12/25	3	1	1,204

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
Steyer Mine Rd, Oakland, MD 21550	0.59	-	-	-	-	Off Market
2173 King Wildesen Rd, Oakland, MD 21550	1.10	$375,000	3	2	-	Recently Sold
LOT Bailiff Ln #D, Oakland, MD 21550	1.43	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 25 Pine Dr.
Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1986

Lot Size

1 acre

Living Area

988 sqft

Price/Sqft

$191

Parking

Garage

About this House

This is ready to move in and gorgeous!!! It has a very large garage that is extra high for mechanics!! Huge space outside, huge space inside.... New paint, new carpet and vinyl, this house sparkles and easy to show!! An acre of land is yours to plant, play or do what you want.. there is a new deck out back to grill on.... There are three bedrooms and one full bath with a large living room... The garage/workshop/storage is attached so you don't have to go outside... It is an incredible deal at this price and wont last long!!!

25 Pine Dr, Oakland, MD 21550 is a 3 bedroom, 1 bathroom, 988 sqft single-family home built in 1986. It last sold for $125,000 on Aug 31, 2021. It is currently off market. The Trulia Estimate is $188,900, with a rent estimate of $1,453/month.

Home Details for 25 Pine Dr

Interior Features
Heating & Cooling Heating: ElectricAir ConditioningHeating Fuel: Electric
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: 1986
Property Type / Style Property Type: Single Family HomeArchitecture: conventional

Community
Units in Building: 1

Lot Information
Lot Area: 1 acre

Price and Tax history

Date	Event	Price
Aug 31, 2021 Source: Bright MLS #MDGA134746	Sold	$125,000
Jul 28, 2021 Source: RE/MAX International #MDGA134746	Pending	$139,898
Jun 16, 2021 Source: RE/MAX International #MDGA134746	PriceChange	$139,898 Price decreased by 0%
Jun 14, 2021 Source: RE/MAX International #MDGA134746	PriceChange	$139,899 Price decreased by 0%
May 5, 2021 Source: RE/MAX International #MDGA134746	PendingToActive	$139,900
Apr 7, 2021 Source: RE/MAX International #MDGA134746	Pending	$139,900
Mar 24, 2021 Source: RE/MAX International #MDGA134746	Listed For Sale	$139,900
Dec 30, 2020 Source: N/A	Sold	$12,500

Year	Property tax	Tax assessment
2025	$1,447	$122,500

Additional Cost

Market trends in Oakland

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

10MoM

Around this home

Yough Glades Elementary School
PK-5
Public
295 Students
Garrett County Public Schools
5/10
GreatSchools Rating
Parent Rating Average
This is a WONDERFUL school! My daughter started attending this school midway through the year. She was attending Broadford, but i was unsatisfied with the teaching methods. After starting this school she has already learned to write, spell, and read!! I am so proud of her accomplishments at her new school!!
Parent Review
14y ago
1 Reviews

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
33 % 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. "
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Frequently asked questions about 25 Pine Dr

What is 25 Pine Dr estimated to be worth?
Trulia's estimated value for 25 Pine Dr in Oakland, MD is $188,900.
What is the price history for 25 Pine Dr?
25 Pine Dr in Oakland, MD last sold for $125,000 in August 2021.
Is Oakland a buyer's or seller's market?
Oakland is currently a balanced market, based on recent for-sale activity.
What do residents say about Oakland?
Residents describe Oakland, MD as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Oakland, MD.
How big is the lot at 25 Pine Dr?
The lot at 25 Pine Dr in Oakland, MD is about 1 acre.
Does 25 Pine Dr have a garage?
Yes, 25 Pine Dr in Oakland, MD has a garage.

Apartments for Rent

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Off Market Homes Near 25 Pine Dr

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SOLD
JUL 29, 2026
$265,000
2 ba
1,456 sqft
1425 Schell Rd,
Oakland, MD 21550
SOLD
JUL 20, 2026
$110,000
3 bd
1.5 ba
128 Shaffer Ln,
New Cumberland, WV 26047
Howard Hanna Mortimer Realty, MLS Now
SOLD
JUL 20, 2026
$150,000
1 ba
1,264 sqft
1525 Lynndale Rd,
Oakland, MD 21550
SOLD
JUL 20, 2026
$217,350
3 bd
1 ba
1,092 sqft
407 Seneca Ave,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
SOLD
JUL 10, 2026
$185,000
2 bd
1.5 ba
960 sqft
512 Roanoke Ave,
Oakland, MD 21550
Coldwell Banker Premier
SOLD
JUN 18, 2026
$215,000
3 bd
1 ba
1,800 sqft
9412 George Washington Hwy,
Gormania, WV 26720
Taylor-Made Deep Creek Real Estate, LLC
SOLD
JUN 18, 2026
$118,800
1 bd
1 ba
608 sqft
56 Cliffside Ct,
Oakland, MD 21550
SOLD
JUN 16, 2026
$118,800
1995 Bethlehem Rd,
Oakland, MD 21550
The KW Collective
SOLD
JUN 15, 2026
$165,000
3 bd
1 ba
1,632 sqft
505 Shenandoah Ave,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUN 5, 2026
$190,000
1,056 sqft
513 M St,
Oakland, MD 21550
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Homes for sale near 25 Pine Dr

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NEW CONSTRUCTION
63.42 ACRES
$3,249,000
4 bd
5 ba
6,036 sqft
415 Nazelrod Rd,
Oakland, MD 21550
Railey Realty, Inc.
0.46 ACRES
$164,000
3 bd
1 ba
816 sqft
63 Wallman 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.
0.28 ACRES
$249,000
4 bd
1 ba
1,432 sqft
106G Mountain Rd,
Oakland, MD 21550
Railey Realty, Inc.
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
0.28 ACRES
$239,000
3 bd
2 ba
1,272 sqft
104 D St,
Oakland, MD 21550
Railey Realty, Inc.
$139,900
2 bd
1 ba
816 sqft
509 Eastview Ct,
Oakland, MD 21550
Railey Realty, Inc.
FORECLOSURE
0.27 ACRES
$219,900
2 bd
2 ba
1,386 sqft
123 B St,
Oakland, MD 21550
Century 21 Downtown
0.96 ACRES
$384,500
3 bd
2 ba
2,476 sqft
321 Deer Park Hotel Rd,
Oakland, MD 21550
Houwzer, LLC
$249,000
4 bd
2 ba
1,913 sqft
127 S Oakhall Dr,
Oakland, MD 21550
Railey Realty, Inc.
See more homes for sale in
Oakland
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25 Pine Dr
Oakland, MD 21550

$188,900

$188,900