44 Crestview Dr, Oakland, MD 21550
OFF MARKET

$440,400

Trulia Estimate
  • Studio
  • 2 Baths
  • 3,828 sqft (on 4.26 acres)

44 Crestview Dr, Oakland, MD 21550

Refinance Your Home
Currently Off Market - Sold Aug 31, 2004 for $275,000

Home Value

Trulia Estimate
$440K
Since last month
Increased$4K (+1%)
Since last year
Increased$10K (+2.2%)
Since last sale
Increased$167K (+60.6%)
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 +54% in the last 10 years
MonthEstimated value
2026
August 2026$442K
August 2026$440K
July 2026$438K
June 2026$452K
May 2026$449K
April 2026$438K
March 2026$443K
February 2026$434K
January 2026$420K
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
11 Sunset Dr, Oakland, MD
0.10
Single-Family Home
$270,000
11/21/25
3
2
1,400
143 Manor Dr, Oakland, MD
0.17
Single-Family Home
$285,000
02/19/26
3
1.5
1,786
163 Crestview Dr, Oakland, MD
0.13
Single-Family Home
$295,000
05/20/26
3
2.5
1,416
220 N 11th St, Oakland, MD
0.72
Single-Family Home
$370,000
10/10/25
4
2.5
3,159
609 Southern Pines Dr, Mt Lake Park, MD
0.94
Single-Family Home
$425,000
06/24/26
4
2.5
2,190
609 Southern Pines Dr, Oakland, MD
0.94
Single-Family Home
$425,000
06/03/26
4
2.5
2,250
509 Southern Pines Dr, Oakland, MD
0.67
Single-Family Home
$390,000
07/29/26
4
3
2,681
620 Crosby Dr, Oakland, MD
0.99
Single-Family Home
$640,000
08/18/26
4
3.5
3,420
302 N 4th St, Oakland, MD
0.55
Single-Family Home
$190,000
07/10/26
3
1,260
702 Sunshine Dr, Oakland, MD
0.85
Single-Family Home
$250,000
03/27/26
3
2
1,848

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
10 Sunset Dr, Oakland, MD 21550
0.06
$337,800
4
2.5
2,167
Off Market
101 Sunset Dr, Oakland, MD 21550
0.10
$466,300
3
2.5
3,024
Off Market
11 Sunset Dr, Oakland, MD 21550
0.10
$270,000
3
2
1,400
Recently Sold
163 Crestview Dr, Oakland, MD 21550
0.13
$295,000
3
2.5
1,416
Recently Sold
87 Mitchell Dr, Oakland, MD 21550
0.15
$243,800
3
2
1,858
Off Market
143 Manor Dr, Oakland, MD 21550
0.17
$285,000
3
1.5
1,786
Recently Sold
830 N 4th St, Oakland, MD 21550
0.17
$210,300
3
1
1,656
Off Market
163 Mitchell Dr, Oakland, MD 21550
0.21
$279,000
3
2.5
2,242
For Sale
85 Windy Ln, Oakland, MD 21550
0.26
$343,100
6
3
3,161
Off Market
Minnetoska Lake Sub, Oakland, MD 21550
0.33
-
-
-
-
Off Market
Smith Dr, Oakland, MD 21550
0.34
-
-
-
-
Off Market
Not On File, Oakland, MD 21550
0.34
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 44 Crestview Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1975
4.26 acre lot
3,828 sqft
$115/sqft
Garage

About this House

This single-family home is located at 44 Crestview Dr, Oakland, MD. 44 Crestview Dr is in Oakland, MD and in ZIP code 21550. This property has 2 bathrooms and approximately 3,828 sqft of floor space. This property has a lot size of 4.26 acres and was built in 1975.
44 Crestview Dr, Oakland, MD 21550 is a studio, 2 bathroom, 3,828 sqft single-family home built in 1975. It last sold for $275,000 on Aug 31, 2004. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $440,400, with a rent estimate of $2,431/month.

Home Details for 44 Crestview Dr

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: ElectricHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: MetalExterior: BrickPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1975
Property Type / Style
Property Type: Single Family HomeArchitecture: conventional

Community

Units in Building: 1

Lot Information

Lot Area: 4.26 acres

Price and Tax history

DateEventPrice
Aug 31, 2004
Source: N/A
Sold
$275,000
Jun 29, 2004
Source: N/A
Sold
$216,750
Sep 12, 2002
Source: N/A
Sold
$350,000

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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 44 Crestview Dr

  • What is 44 Crestview Dr estimated to be worth?
    Trulia's estimated value for 44 Crestview Dr in Oakland, MD is $440,400.
  • What is the price history for 44 Crestview Dr?
    44 Crestview Dr in Oakland, MD last sold for $275,000 in August 2004.
  • 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 44 Crestview Dr?
    The lot at 44 Crestview Dr in Oakland, MD is about 4.3 acres.
  • Does 44 Crestview Dr have a garage?
    Yes, 44 Crestview Dr in Oakland, MD has a garage.

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 44 Crestview Dr

Skip to last item
Skip to first item

Homes for sale near 44 Crestview Dr

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item