419 Dennett Rd, Oakland, MD 21550
Property image
Property image
OFF MARKET

$248,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,400 sqft (on 0.43 acres)

419 Dennett Rd, Oakland, MD 21550

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Home Value

Trulia Estimate
$248K
Since last month
Increased$800 (+0.3%)
Since last year
Increased$2K (+0.7%)
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 +83% in the last 10 years
MonthEstimated value
2026
August 2026$249K
August 2026$248K
July 2026$248K
June 2026$261K
May 2026$255K
April 2026$253K
March 2026$250K
February 2026$246K
January 2026$245K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
215 N 10th St, Oakland, MD
0.10
Single-Family Home
$279,000
09/25/25
3
1
1,518
445 Dennett Rd, Oakland, MD
0.03
Single-Family Home
$305,000
11/07/25
3
1
1,410
509 Southern Pines Dr, Oakland, MD
0.23
Single-Family Home
$390,000
07/29/26
4
3
2,681
505 Southern Pines Dr, Oakland, MD
0.34
Single-Family Home
$280,000
07/29/26
3
2
1,248
220 N 11th St, Oakland, MD
0.13
Single-Family Home
$370,000
10/10/25
4
2.5
3,159
1056 Sunrise Dr, Oakland, MD
0.14
Single-Family Home
$280,000
11/14/25
4
2.5
1,528
711 Heritage Dr, Oakland, MD
0.52
Single-Family Home
$249,000
03/20/26
3
2
1,400
1204 Alexander Ln, Oakland, MD
0.73
Single-Family Home
$385,000
06/03/26
3
2
2,266
705 Pensinger Blvd, Oakland, MD
0.49
Single-Family Home
$216,900
09/19/25
3
3
1,800
143 Manor Dr, Oakland, MD
0.70
Single-Family Home
$285,000
02/19/26
3
1.5
1,786

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
445 Dennett Rd, Oakland, MD 21550
0.03
$300,900
3
1
1,410
Off Market
208 N 10th St, Oakland, MD 21550
0.08
$287,100
6
2
4,158
Off Market
206-208 N 10th St, Oakland, MD 21550
0.09
$315,000
4
2
2,772
Off Market
215 N 10th St, Oakland, MD 21550
0.10
$274,700
3
1
1,518
Off Market
1056 Sunrise Dr, Oakland, MD 21550
0.14
$280,000
4
2.5
1,528
Recently Sold
1070 Sunrise Dr, Oakland, MD 21550
0.13
$245,300
4
3
2,144
Off Market
220 N 11th St, Oakland, MD 21550
0.13
$364,600
4
2.5
3,159
Off Market
Dennett Rd, Oakland, MD 21550
0.11
$169,000
-
-
-
For Sale
Lot 2 Oak Breeze Ln, Oakland, MD 21550
0.16
$38,000
-
-
-
Recently Sold
635 Dennett Rd, Oakland, MD 21550
0.22
$260,000
3
2
1,512
Recently Sold
Dennett Rd, Oakland, MD 21550
0.21
-
-
-
-
Off Market
509 Southern Pines Dr, Oakland, MD 21550
0.23
$390,000
4
3
2,681
Recently Sold

Local Information

  • Map ViewExplore the area around 419 Dennett Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1955
0.43 acre lot
2,400 sqft
$103/sqft
Garage

About this House

Lovely and comfortable family home built located on approximately 1 acre lot with detached two car garage on 389 Dennett Road, Oakland, Maryland, convenient to shopping and schools and town activities, approximately 1400 sq. ft. finished, 3 bedrooms, 2 bathrooms, move-in ready and updated, new ceramic tile and refinished real hardwood flooring, full walk in attic, newly installed ceiling fans, large bay window, plenty of storage and ample closet space, Hunter Douglas custom window treatments, granite countertops with undermount sinks in kitchen and upstairs bathroom, paved driveway, newly carpeted front porch, stainless microwave/fan combo and cooktop included with wall oven, basement wood burning fireplace, natural gas availability, town sewer and well water, For Sale by Owner $169,900 based on local professional appraisal.
419 Dennett Rd, Oakland, MD 21550 is a 3 bedroom, 2 bathroom, 2,400 sqft single-family home built in 1955. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $248,300, with a rent estimate of $1,885/month.

Home Details for 419 Dennett Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 10Types of Rooms: Dining Room, Family Room, Mud Room, Pantry, WorkshopCeiling Fan
Heating & Cooling
Heating: Electric, Gas, Wood PelletHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyMicrowave
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: CompositionLawnPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1955Year Updated: 2011
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.43 acres

Price and Tax history

DateEventPrice
Mar 24, 2021
Source: N/A
ListingRemoved
Apr 28, 2017
Source: N/A
ListingRemoved
$169,900
Jan 17, 2017
Source: N/A
Listed For Sale
$169,900

Market trends in Oakland

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
82
10MoM

Around this home

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.
    "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
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LGBTQ Local Legal Protections

Frequently asked questions about 419 Dennett Rd

  • What is 419 Dennett Rd estimated to be worth?
    Trulia's estimated value for 419 Dennett Rd in Oakland, MD is $248,300.
  • 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.
  • What are the closest schools to 419 Dennett Rd?
    The closest schools to 419 Dennett Rd in Oakland, MD are Broad Ford Elementary School (Pre-K, rated 3/10), Southern Garrett High School (Middle, rated 6/10).
  • How big is the lot at 419 Dennett Rd?
    The lot at 419 Dennett Rd in Oakland, MD is about 0.43 acres (18,730 sq ft).
  • Does 419 Dennett Rd have a garage?
    Yes, 419 Dennett Rd in Oakland, MD has a garage.

Apartments for Rent

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Off Market Homes Near 419 Dennett Rd

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