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 5253 Hutton Rd estimated to be worth?

Trulia's estimated value for 5253 Hutton Rd in Oakland, MD is $169,700 .

What is the price history for 5253 Hutton Rd?

5253 Hutton Rd in Oakland, MD last sold for $159,500 in November 2025.

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 .

Does 5253 Hutton Rd have laundry facilities?

Yes, 5253 Hutton Rd in Oakland, MD has in-unit laundry.

How big is the lot at 5253 Hutton Rd?

The lot at 5253 Hutton Rd in Oakland, MD is about 8.9 acres .

SOLD

NOV 26, 2025

$169,700

Trulia Estimate

3 Beds
1 Bath
1,248 sqft (on 8.87 acres)

5253 Hutton Rd, Oakland, MD 21550

Est. Refi. Payment $1,108/mo*

Refinance Your Home

Currently Off Market - Sold Nov 26, 2025 for $159,500

Home Value

Trulia Estimate

$170K

Since last month

$4K (-2%)

Since last year

$46K (+36.6%)

Since last sale

$10K (+6.4%)

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 +49% in the last 10 years

Month	Estimated value
2026
September 2026	$170K
August 2026	$173K
July 2026	$171K
June 2026	$171K
May 2026	$169K
April 2026	$164K
March 2026	$151K
February 2026	$154K
January 2026	$167K
2025
December 2025	$182K
November 2025	$126K
October 2025	$125K
September 2025	$124K
August 2025	$131K
July 2025	$133K
June 2025	$135K
May 2025	$120K
January 2025	$129K
2024
December 2024	$128K
November 2024	$128K
October 2024	$135K
September 2024	$140K
August 2024	$158K
July 2024	$162K
June 2024	$166K
May 2024	$165K
April 2024	$160K
March 2024	$142K
February 2024	$139K
January 2024	$141K
2023
November 2023	$149K
October 2023	$147K
September 2023	$146K
August 2023	$134K
July 2023	$146K
June 2023	$133K
May 2023	$143K
April 2023	$138K
March 2023	$135K
January 2023	$145K
2022
December 2022	$150K
November 2022	$152K
October 2022	$158K
September 2022	$158K
August 2022	$159K
June 2022	$177K
May 2022	$175K
April 2022	$172K
March 2022	$163K
February 2022	$145K
January 2022	$145K
2021
December 2021	$146K
November 2021	$145K
October 2021	$141K
August 2021	$136K
July 2021	$139K
June 2021	$127K
May 2021	$106K
April 2021	$106K
March 2021	$102K
February 2021	$101K
January 2021	$97K
2020
December 2020	$100K
November 2020	$97K
October 2020	$98K
September 2020	$98K
August 2020	$100K
July 2020	$100K
June 2020	$100K
May 2020	$100K
April 2020	$101K
March 2020	$102K
February 2020	$103K
January 2020	$104K
2019
December 2019	$107K
November 2019	$109K
October 2019	$111K
September 2019	$110K
August 2019	$109K
July 2019	$111K
June 2019	$107K
May 2019	$105K
April 2019	$106K
March 2019	$105K
February 2019	$107K
January 2019	$104K
2018
December 2018	$104K
November 2018	$110K
October 2018	$111K
September 2018	$108K
August 2018	$110K
July 2018	$108K
June 2018	$106K
May 2018	$106K
April 2018	$103K
March 2018	$102K
February 2018	$102K
January 2018	$102K
2017
December 2017	$104K
November 2017	$103K
October 2017	$102K
September 2017	$103K
August 2017	$105K
July 2017	$104K
June 2017	$112K
May 2017	$110K
April 2017	$113K
March 2017	$108K
February 2017	$108K
January 2017	$105K
2016
December 2016	$108K
November 2016	$111K
October 2016	$114K
September 2016	$114K

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
5202 Hutton Rd, Oakland, MD	0.11	Single-Family Home	$239,000	02/11/26	3	1	1,199
5151 Hutton Rd, Oakland, MD	0.13	Single-Family Home	$114,000	07/31/26	2	1	1,029
627 Hamill St, Oakland, MD	0.52	Single-Family Home	$180,000	11/24/25	3	1	1,322
313 W Liberty St, Oakland, MD	0.63	Single-Family Home	$210,000	05/06/26	2	1	1,064
110 W Pennington St, Oakland, MD	0.74	Single-Family Home	$110,000	09/26/25	2	1	768
723 E Oak St, Oakland, MD	1.09	Single-Family Home	$180,250	03/16/26	3	1	988
120 N 3rd St, Oakland, MD	0.98	Single-Family Home	$70,000	01/15/26	3	1	1,660
729 E Oak St, Oakland, MD	1.10	Single-Family Home	$165,000	08/31/26	3	1.5	1,170
531 S 3rd St, Oakland, MD	0.61	Single-Family Home	$320,000	11/05/25	5	2.5	2,477

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
5202 Hutton Rd, Oakland, MD 21550	0.11	$239,000	3	1	1,199	Recently Sold
5151 Hutton Rd, Oakland, MD 21550	0.13	$114,000	2	1	1,029	Recently Sold
5459 Hutton Rd, Oakland, MD 21550	0.23	$171,600	4	2	2,000	Off Market
4960 Hutton Rd, Oakland, MD 21550	0.30	$139,800	2	1	1,080	Off Market
4844 Hutton Rd, Oakland, MD 21550	0.40	$72,000	2	1	784	Off Market
1167 Tall Oaks Dr, Oakland, MD 21550	0.44	$349,000	2	2.5	1,920	For Sale
627 Hamill St, Oakland, MD 21550	0.52	$181,500	3	1	1,322	Off Market
107 E Mason St, Oakland, MD 21550	0.56	-	4	1.5	2,256	Off Market
324 W Liberty St, Oakland, MD 21550	0.58	$262,800	3	2	1,725	Off Market
531 S 3rd St, Oakland, MD 21550	0.61	$322,500	5	2.5	2,477	Off Market
206 W Liberty St, Oakland, MD 21550	0.62	$149,000	2	1	2,008	For Sale
313 W Liberty St, Oakland, MD 21550	0.63	$210,000	2	1	1,064	Recently Sold

Local Information

Map ViewExplore the area around 5253 Hutton Rd.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1920

8.87 acre lot

1,248 sqft

$128/sqft

Garage

About this House

This property w/almost 9 acres has so many options! 3BDR/1BA home w/many custom upgrades. Previously the sellers had a bustling plant business w/multiple outbuildings-3 greenhouses inc. to get your business started if that is your passion! Home originally built in 1920-all plumbing & electrical has been updated. New furnace installed in 2013. Detached 2 story garage-20x50 shop-such nice acreage!

5253 Hutton Rd, Oakland, MD 21550 is a 3 bedroom, 1 bathroom, 1,248 sqft single-family home built in 1920. It last sold for $159,500 on Nov 26, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $169,700, with a rent estimate of $1,372/month.

Home Details for 5253 Hutton Rd

Interior Features
Interior Details BasementTypes of Rooms: Dining RoomCeiling Fan
Heating & Cooling Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 3
Appliances & Utilities DishwasherDryerRefrigeratorWasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: OtherExterior: Vinyl
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1920
Property Type / Style Property Type: Single Family HomeArchitecture: Other

Price & Status
Price Price Per Sqft: $128/sqft

Community
Units in Building: 1

Lot Information
Lot Area: 8.87 acres

Mobile R/V
RV Parking Rv Parking

Price and Tax history

Date	Event	Price
Nov 26, 2025 Source: N/A	Sold	$159,500
Dec 8, 2015 Source: Agent Provided	ListingRemoved	$399,000
Dec 11, 2014 Source: Agent Provided	Listed For Sale	$399,000
Oct 19, 2008 Source: Agent Provided	ListingRemoved	$439,000
May 27, 2008 Source: Agent Provided	Listed For Sale	$439,000

Year	Property tax	Tax assessment
2025	$931	$103,000

Additional Cost

Market trends in Oakland

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

Around this home

Crellin Elementary School
K-5
Public
158 Students
Garrett County Public Schools
7/10
GreatSchools Rating
Parent Rating Average
As a former military spouse with two school-aged children, I can say with confidence Crellin Elementary is among THE best of the best. The staff know each child personally- from lunch personnel to the principal and love them as their own. The community is strongly engaged in the success of the school and its students. The children are excited to go to school and feel it is more a chance to "hang out" with friends rather than a grueling workday. The children not only bond over periods of recess but enjoy instructional learning within the Spruce Forest and other parts of the grounds. The children assist with caring for sheep, chickens, and an abundant garden- of which the community is welcome to enjoy as needed. I love seeing their little muck boots all lined up at the elementary door. I love everything about this school.
Parent Review
3y ago
3 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 5253 Hutton Rd

What is 5253 Hutton Rd estimated to be worth?
Trulia's estimated value for 5253 Hutton Rd in Oakland, MD is $169,700.
What is the price history for 5253 Hutton Rd?
5253 Hutton Rd in Oakland, MD last sold for $159,500 in November 2025.
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.
Does 5253 Hutton Rd have laundry facilities?
Yes, 5253 Hutton Rd in Oakland, MD has in-unit laundry.
How big is the lot at 5253 Hutton Rd?
The lot at 5253 Hutton Rd in Oakland, MD is about 8.9 acres.

Explore by feature - Air Conditioning

PET FRIENDLY
FURNISHED
$4,285/mo
5 bd
4.5 ba
2,593 sqft
285 Lake Shore Dr,
Oakland, MD 21550
APPLY INSTANTLY
$1,300/mo
2 bd
1 ba
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Oakland, MD 21550
APPLY INSTANTLY
$650/mo
1 bd
1 ba
200 sqft
408 E Alder St #4,
Oakland, MD 21550
APPLY INSTANTLY
$1,990/mo
3 bd
1 ba
3,350 sqft
604 E Oak St,
Oakland, MD 21550
$1,550/mo
3 bd
1 ba
2,312 sqft
400 E Alder St #3,
Oakland, MD 21550

Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Oakland, MD

PET FRIENDLY
FURNISHED
$4,285/mo
5 bd
4.5 ba
2,593 sqft
285 Lake Shore Dr,
Oakland, MD 21550
NEW - 2 DAYS AGO
APPLY INSTANTLY
PET FRIENDLY
$1,050/mo
2 bd
1 ba
1,100 sqft
310 E St,
Oakland, MD 21550
APPLY INSTANTLY
$1,300/mo
2 bd
1 ba
20775 Garrett Hwy,
Oakland, MD 21550
APPLY INSTANTLY
$650/mo
1 bd
1 ba
200 sqft
408 E Alder St #4,
Oakland, MD 21550
$975/mo
2 bd
1 ba
600 K St,
Deer Park, MD 21550
$825/mo
2 bd
1 ba
4637 Hutton Rd,
Oakland, MD 21550

Apartments for Rent

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1-2 bd
1-2 ba
607 P St #f320a52c6,
Oakland, MD 21550
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1-2 bd
1-2 ba
108 Decatur St #776f18ccb,
Oakland, MD 21550
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1-2 bd
1-2 ba
1113 Mary Dr #f320a52c6,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
750 Vista Sq #776f18ccb,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
706 E Alder St #776f18ccb,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
201 E Mason St #776f18ccb,
Oakland, MD 21550
APPLY INSTANTLY
$650/mo
1 bd
1 ba
408 E Alder St #4,
Oakland, MD 21550
$1,550/mo
3 bd
1 ba
400 E Alder St #3,
Oakland, MD 21550
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Oakland
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Off Market Homes Near 5253 Hutton Rd

Skip to last item

SOLD
SEP 24, 2026
$125,000
2 bd
1 ba
816 sqft
509 Eastview Ct,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
AUG 31, 2026
$165,000
3 bd
1.5 ba
1,170 sqft
729 E Oak St,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
AUG 28, 2026
$210,000
2 bd
1 ba
1,056 sqft
22 Shady Hill Dr,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
AUG 28, 2026
$219,000
3 bd
1 ba
1,260 sqft
210 F St,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
AUG 21, 2026
$115,000
926 Hutton Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
SOLD
AUG 12, 2026
$90,000
1 ba
1,128 sqft
406 Maple Ave,
Oakland, MD 21550
SOLD
AUG 10, 2026
$165,000
1 ba
1,380 sqft
41 Baker Farm Rd,
Oakland, MD 21550
SOLD
JUL 31, 2026
$114,000
2 bd
1 ba
1,029 sqft
5151 Hutton Rd,
Oakland, MD 21550
Julian Agency Real Estate
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
See more homes for sale in
Oakland
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Skip to first item

Homes for sale near 5253 Hutton Rd

Skip to last item

11.68 ACRES
$349,000
2 bd
2.5 ba
1,920 sqft
1167 Tall Oaks Dr,
Oakland, MD 21550
Railey Realty, Inc.
$149,000
2 bd
1 ba
2,008 sqft
206 W Liberty St,
Oakland, MD 21550
Railey Realty, Inc.
0.31 ACRES
$275,900
4 bd
2 ba
1,928 sqft
449 S 3rd St,
Oakland, MD 21550
Railey Realty, Inc.
$259,900
3 bd
2 ba
1,998 sqft
102 N 3rd St,
Oakland, MD 21550
Railey Realty, Inc.
$325,000
5 bd
3 ba
2,165 sqft
112 E Pennington St,
Oakland, MD 21550
Lake Homes Realty, LLC
$264,500
3 bd
2 ba
1,600 sqft
315 Coolidge Ave,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
$365,000
5 bd
3 ba
2,652 sqft
615 E Oak St,
Oakland, MD 21550
Railey Realty, Inc.
0.49 ACRES
$365,000
5 bd
2 ba
3,660 sqft
321 N 3rd St,
Oakland, MD 21550
CENTURY 21 New Millennium
0.71 ACRES
$549,000
5 bd
3.5 ba
3,542 sqft
428 Sam Snead Cir,
Oakland, MD 21550
Railey Realty, Inc.
0.46 ACRES
$279,000
3 bd
2.5 ba
2,242 sqft
163 Mitchell Dr,
Oakland, MD 21550
Railey Realty, Inc.
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