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

990 Dennett Rd
Oakland, MD 21550

3 Beds
1.5 Baths
1,352 sqft (on 0.28 acres)

$223,600

Trulia Estimate

as of Jul 10, 2026

Est. Refi. Payment $1,345/mo*

Refinance Your Home

$223,600

Trulia Estimate

as of Jul 10, 2026

Est. Refi. Payment $1,345/mo*

Refinance Your Home

3 Beds

1.5 Baths

1,352 sqft

(on 0.28 acres)

Local Information

Map ViewExplore the area around 990 Dennett Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

Versatile Rancher, with 3 BR, spacious LR & sunny eat-in KT that offers access to the 300 sq. ft. deck and patio area that adjoin a tree bordered back yard. Lower level FR w/wood burning stove. Integral garage includes a workshop area. Located a couple of blocks from schools and Broadford Lake Park w/swimming, boating, pavilions, tennis court and more.

990 Dennett Rd, Oakland, MD 21550 is a 3 bedroom, 2 bathroom, 1,352 sqft single-family home built in 1987. It last sold for $140,500 on Oct 13, 2015. It is currently off market. The Trulia Estimate is $223,600, with a rent estimate of $1,937/month.

Home Highlights

Parking

Garage

Outdoor

Deck

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 990 Dennett Rd

Interior Features
Interior Details BasementCeiling Fan
Heating & Cooling Heating: Baseboard, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 2
Appliances & Utilities DishwasherDryerRefrigeratorWasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleDeckExterior: Brick
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1987
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community
Units in Building: 1

Lot Information
Lot Area: 0.28 acres

Price History for 990 Dennett Rd

Date	Price	Event	Source
10/13/2015	$140,500	Sold	N/A
Recording Date 10/13/2015 Contract Date 10/09/2015 County Transfer Tax $905 Total Transfer Tax $1,256
06/05/2015	$144,500	Listed For Sale	Agent Provided

10/22/2010	$45,000	Sold	N/A
Recording Date 10/22/2010 Contract Date 10/22/2010 County Transfer Tax N/A Total Transfer Tax N/A
09/18/2000	$94,000	Sold	N/A
Recording Date 09/18/2000 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Oakland

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

5MoM

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Property Tax and Assessment

Year	2025
Tax	$2,279
Assessment	$165,200

Home facts updated by county records

Comparable Sales for 990 Dennett Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
1101 Wheeling Ave, Oakland, MD	0.17	Single-Family Home	$85,000	10/03/25	3	2	1,718
711 Heritage Dr, Oakland, MD	0.13	Single-Family Home	$249,000	03/20/26	3	2	1,400
705 Pensinger Blvd, Oakland, MD	0.21	Single-Family Home	$216,900	09/19/25	3	3	1,800
607K Mountain Rd, Oakland, MD	0.25	Single-Family Home	$115,000	11/03/25	4	2	1,332
1204 Alexander Ln, Oakland, MD	0.22	Single-Family Home	$385,000	06/03/26	3	2	2,266
204 East St, Oakland, MD	0.64	Single-Family Home	$120,000	12/04/25	5	2	2,084
1307 Broadford Rd, Oakland, MD	0.54	Single-Family Home	$185,000	05/22/26	2	1	950
414 D St, Oakland, MD	0.50	Single-Family Home	$150,000	08/14/25	2	1	936
920 Broadford Rd, Oakland, MD	0.07	Single-Family Home	$106,000	08/26/25	4	3	3,300
110 G St, Oakland, MD	0.67	Single-Family Home	$112,000	12/16/25	3	1.5	1,818

Nearby homes

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

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FOR SALE
10.1 ACRES
$160,000
Dennett Rd,
Oakland, MD 21550
The KW Collective
SOLD
MAR 20, 2026
$249,000
3 bd
2 ba
1,400 sqft
711 Heritage Dr,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
815L Mountain Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $439,900
5 bd
3.5 ba
3,016 sqft
1014 Madison St,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $184,400
3 bd
1.5 ba
1,168 sqft
700 I St,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
OCT 3, 2025
$85,000
3 bd
2 ba
1,718 sqft
1101 Wheeling Ave,
Oakland, MD 21550
Long & Foster Real Estate, Inc.
SOLD
JUN 3, 2026
$385,000
3 bd
2 ba
2,266 sqft
1204 Alexander Ln,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE
$63,000
792 sqft
809 Mountain Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $173,700
3 bd
2.5 ba
1,674 sqft
608 I St,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $60,400
1 bd
1 ba
870 sqft
705 M St,
Oakland, MD 21550
Custer Realty & Auction
SOLD
NOV 3, 2025
$115,000
4 bd
2 ba
1,332 sqft
607K Mountain Rd,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
Est. $242,300
3 bd
2 ba
1,288 sqft
703 M St,
Oakland, MD 21550
Railey Realty, Inc.

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Additional Cost

Assigned Schools

These are the assigned schools for 990 Dennett 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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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
Contact for price
1-2 bd
1-2 ba
108 Decatur 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
1113 Mary Dr #f320a52c6,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
750 Vista Sq #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
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Homes for sale near 990 Dennett Rd

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$275,000
4 bd
2 ba
1,913 sqft
127 S Oakhall Dr,
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.
AUCTION
0.28 ACRES
Price Unknown
4 bd
2 ba
1,932 sqft
102 Roanoke Ave,
Oakland, MD 21550
$269,500
3 bd
2 ba
1,600 sqft
315 Coolidge Ave,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
$185,000
3 bd
1.5 ba
1,170 sqft
729 E Oak St,
Oakland, MD 21550
Railey Realty, Inc.
NEW
OPEN SAT, 9-2PM
COMING SOON 7/11
0.28 ACRES
$499,000
9 bd
3.5 ba
3,840 sqft
113 G St,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
0.46 ACRES
$289,000
3 bd
2.5 ba
2,242 sqft
163 Mitchell 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.
$63,000
792 sqft
809 Mountain Rd,
Oakland, MD 21550
Railey Realty, Inc.
See more homes for sale in
Oakland
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Off Market Homes Near 990 Dennett Rd

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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 18, 2026
$118,800
1 bd
1 ba
608 sqft
56 Cliffside Ct,
Oakland, MD 21550
SOLD
JUN 16, 2026
$220,000
3 bd
2 ba
1,104 sqft
53 Bird Ave,
Deer Park, MD 21550
Railey Realty, Inc.
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 11, 2026
$250,000
4 bd
2 ba
1,956 sqft
18 Ollie North Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUN 5, 2026
$190,000
1 ba
1,056 sqft
513 M St,
Oakland, MD 21550
SOLD
JUN 3, 2026
$150,000
Dennett Rd,
Oakland, MD 21550
See more homes for sale in
Oakland
Take a look

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990 Dennett Rd
Oakland, MD 21550

$223,600

$223,600

Local Information