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

5248 Hutton Rd
Oakland, MD 21550

3 Beds
2 Baths
2,073 sqft (on 2.86 acres)

$237,100

Trulia Estimate

as of Jul 31, 2026

$237,100

Trulia Estimate

as of Jul 31, 2026

3 Beds

2 Baths

2,073 sqft

(on 2.86 acres)

Local Information

Map ViewExplore the area around 5248 Hutton Rd.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1925

Lot Size

2.86 acres

Living Area

2,073 sqft

Price/Sqft

$114

Parking

Garage

About this House

Ready to move-in! Clean and comfortable 3BR 2BA home on nearly 3 acres. Multiple living areas & family rooms in home, spacious garage area plus storage room in basement, HUGE yard with a private, stocked pond! Outdoor entertaining will be a breeze with all of the yard space this property affords, not to mention the serene setting beside the pond. Must see outdoor space! About 1 mile to town!

5248 Hutton Rd, Oakland, MD 21550 is a 3 bedroom, 2 bathroom, 2,073 sqft single-family home built in 1925. It last sold for $116,000 on May 26, 2017. It is currently off market. The Trulia Estimate is $237,100, with a rent estimate of $1,948/month.

Home Details for 5248 Hutton Rd

Interior Features
Interior Details BasementTypes of Rooms: Breakfast Nook, Dining Room, Family 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: AsphaltExterior: Vinyl
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached

Property Information
Year Built Year Built: 1925
Property Type / Style Property Type: Single Family HomeArchitecture: Other

Community
Units in Building: 1

Lot Information
Lot Area: 2.86 acres

Price History for 5248 Hutton Rd

Date	Price	Event	Source
05/26/2017	$116,000	Sold	N/A
Recording Date 05/26/2017 County Transfer Tax N/A Total Transfer Tax N/A
03/11/2017	$119,900	Pending	Agent Provided

08/04/2016	$119,900	Listed For Sale	Agent Provided

05/31/2014	$139,000	ListingRemoved	Agent Provided

04/09/2014	$139,000	PriceChange	Agent Provided
Price Change $10,000 (-7%)
10/16/2013	$149,000	PriceChange	Agent Provided
Price Change $10,000 (-6%)
05/31/2013	$159,000	Listed For Sale	Agent Provided

Market trends in Oakland

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

12MoM

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Property Tax and Assessment

Year	2025
Tax	$1,555
Assessment	$134,700

Home facts updated by county records

Comparable Sales for 5248 Hutton Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
5253 Hutton Rd, Oakland, MD	0.15	Single-Family Home	$159,500	11/26/25	3	1	1,248
5151 Hutton Rd, Oakland, MD	0.14	Single-Family Home	$114,000	07/31/26	2	1	1,029
5202 Hutton Rd, Oakland, MD	0.07	Single-Family Home	$239,000	02/11/26	3	1	1,199
4960 Hutton Rd, Oakland, MD	0.30	Single-Family Home	$139,000	08/15/25	2	1	1,080
648 S 3rd St, Oakland, MD	0.54	Single-Family Home	$275,000	09/05/25	3	2	1,488
531 S 3rd St, Oakland, MD	0.47	Single-Family Home	$320,000	11/05/25	5	2.5	2,477
627 Hamill St, Oakland, MD	0.37	Single-Family Home	$180,000	11/24/25	3	1	1,322
351 N Bradley Ln, Oakland, MD	1.13	Single-Family Home	$148,000	08/05/25	4	2	1,902
502 E Oak St, Oakland, MD	0.80	Single-Family Home	$239,900	09/12/25	3	2	1,680
511 E Green St, Oakland, MD	0.87	Single-Family Home	$250,000	12/31/25	4	2	1,880

Nearby homes

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

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SOLD
FEB 11, 2026
$239,000
3 bd
1 ba
1,199 sqft
5202 Hutton Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUL 31, 2026
$114,000
2 bd
1 ba
1,029 sqft
5151 Hutton Rd,
Oakland, MD 21550
Julian Agency Real Estate
OFF MARKET
Est. $169,000
4 bd
2 ba
2,000 sqft
5459 Hutton Rd,
Oakland, MD 21550
Long & Foster Real Estate, Inc.
OFF MARKET
Est. $137,600
2 bd
1 ba
1,080 sqft
4960 Hutton Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
NOV 24, 2025
$180,000
3 bd
1 ba
1,322 sqft
627 Hamill St,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $63,900
2 bd
1 ba
784 sqft
4844 Hutton Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
4 bd
1.5 ba
2,256 sqft
107 E Mason St,
Oakland, MD 21550
Better Homes & Gardens Real Estate Old Line Group
SOLD
NOV 5, 2025
$320,000
5 bd
2.5 ba
2,477 sqft
531 S 3rd St,
Oakland, MD 21550
Charis Realty Group
OFF MARKET
Est. $271,200
3 bd
2 ba
1,890 sqft
600 S 3rd St,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
FOR SALE
0.31 ACRES
$275,900
4 bd
2 ba
1,928 sqft
449 S 3rd St,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $270,400
3 bd
2 ba
1,488 sqft
648 S 3rd St,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE
11.68 ACRES
$369,000
2 bd
2.5 ba
1,920 sqft
1167 Tall Oaks Dr,
Oakland, MD 21550
Railey Realty, Inc.

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Additional Cost

Assigned Schools

These are the assigned schools for 5248 Hutton Rd.

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. "
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Apartments for Rent

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$825/mo
Studio
1 ba
32 S 2nd St #B,
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
750 Vista Sq #776f18ccb,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
1113 Mary Dr #f320a52c6,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
201 E Mason St #776f18ccb,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
607 P St #f320a52c6,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
108 Decatur St #776f18ccb,
Oakland, MD 21550
$1,550/mo
3 bd
1 ba
400 E Alder St #3,
Oakland, MD 21550
See more homes for rent in
Oakland
Take a look

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Homes for sale near 5248 Hutton Rd

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0.31 ACRES
$275,900
4 bd
2 ba
1,928 sqft
449 S 3rd St,
Oakland, MD 21550
Railey Realty, Inc.
11.68 ACRES
$369,000
2 bd
2.5 ba
1,920 sqft
1167 Tall Oaks Dr,
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.
$199,000
2 bd
1 ba
2,008 sqft
206 W Liberty St,
Oakland, MD 21550
Railey Realty, Inc.
$350,000
5 bd
3 ba
2,165 sqft
112 E Pennington St,
Oakland, MD 21550
Lake Homes Realty, LLC
$185,000
3 bd
1.5 ba
1,170 sqft
729 E Oak St,
Oakland, MD 21550
Railey Realty, Inc.
$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
$269,500
3 bd
2 ba
1,600 sqft
315 Coolidge Ave,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
6.92 ACRES
$425,000
3 bd
3.5 ba
1,596 sqft
104 Pine Top Trl,
Oakland, MD 21550
1 Real Estate Source LLC
See more homes for sale in
Oakland
Take a look

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Off Market Homes Near 5248 Hutton Rd

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SOLD
JUL 29, 2026
$280,000
3 bd
2 ba
1,248 sqft
505 Southern Pines Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
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 17, 2026
$305,000
4 bd
3 ba
2,016 sqft
29 Woodmont Ln,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUL 10, 2026
$190,000
3 ba
1,260 sqft
302 N 4th St,
Oakland, MD 21550
SOLD
JUL 10, 2026
$185,000
2 bd
1.5 ba
960 sqft
512 Roanoke Ave,
Oakland, MD 21550
Coldwell Banker Premier
SOLD
JUL 7, 2026
$335,000
3 bd
3 ba
2,288 sqft
1740 Old Crellin Rd,
Oakland, MD 21550
The KW Collective
SOLD
JUL 7, 2026
$149,900
3 bd
1 ba
1,008 sqft
115 Woodmont Ln,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUL 1, 2026
$150,000
4 bd
2 ba
3395 Fingerboard Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
SOLD
JUN 15, 2026
$165,000
3 bd
1 ba
1,632 sqft
505 Shenandoah Ave,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUN 11, 2026
$250,000
4 bd
2 ba
1,956 sqft
18 Ollie North Rd,
Oakland, MD 21550
Railey Realty, Inc.
See more homes for sale in
Oakland
Take a look

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5248 Hutton Rd
Oakland, MD 21550

$237,100

$237,100