39 Windover Ln, Oakland, MD 21550
OFF MARKET

$317,800

Trulia Estimate
  • Studio
  • 1 Bath
  • 1,412 sqft (on 12 acres)

39 Windover Ln, Oakland, MD 21550

Refinance Your Home
Currently Off Market - Sold Mar 26, 2020 for $205,000

Home Value

Trulia Estimate
$318K
Since last month
Decreased$2K (-0.5%)
Since last year
Increased$8K (+2.5%)
Since last sale
Increased$115K (+55.9%)
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 +75% in the last 10 years
MonthEstimated value
2026
August 2026$320K
August 2026$318K
July 2026$321K
June 2026$323K
May 2026$323K
April 2026$322K
March 2026$313K
February 2026$303K
January 2026$298K
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
5202 Hutton Rd, Oakland, MD
0.54
Single-Family Home
$239,000
02/11/26
3
1
1,199
5253 Hutton Rd, Oakland, MD
0.65
Single-Family Home
$159,500
11/26/25
3
1
1,248
627 Hamill St, Oakland, MD
0.26
Single-Family Home
$180,000
11/24/25
3
1
1,322
5151 Hutton Rd, Oakland, MD
0.55
Single-Family Home
$114,000
07/31/26
2
1
1,029
531 S 3rd St, Oakland, MD
0.48
Single-Family Home
$320,000
11/05/25
5
2.5
2,477
723 E Oak St, Oakland, MD
0.88
Single-Family Home
$180,250
03/16/26
3
1
988
502 E Oak St, Oakland, MD
0.81
Single-Family Home
$239,900
09/12/25
3
2
1,680
313 W Liberty St, Oakland, MD
1.04
Single-Family Home
$210,000
05/06/26
2
1
1,064
729 E Oak St, Oakland, MD
0.89
Single-Family Home
$165,000
08/31/26
3
1.5
1,170
9303 Garrett Hwy, Oakland, MD
1.19
Single-Family Home
$134,375
09/26/25
1
1,311

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
627 Hamill St, Oakland, MD 21550
0.26
$180,000
3
1
1,322
Recently Sold
648 S 3rd St, Oakland, MD 21550
0.30
$270,500
3
2
1,488
Off Market
600 S 3rd St, Oakland, MD 21550
0.41
$272,000
3
2
1,890
Off Market
531 S 3rd St, Oakland, MD 21550
0.48
$315,700
5
2.5
2,477
Off Market
4960 Hutton Rd, Oakland, MD 21550
0.52
$136,600
2
1
1,080
Off Market
5202 Hutton Rd, Oakland, MD 21550
0.54
$239,000
3
1
1,199
Recently Sold
4844 Hutton Rd, Oakland, MD 21550
0.56
$69,700
2
1
784
Off Market
107 E Mason St, Oakland, MD 21550
0.52
-
4
1.5
2,256
Off Market
5151 Hutton Rd, Oakland, MD 21550
0.55
$114,000
2
1
1,029
Recently Sold
449 S 3rd St, Oakland, MD 21550
0.57
$275,900
4
2
1,928
For Sale
2323 Old Crellin Rd, Oakland, MD 21550
0.63
$113,300
4
2
1,582
Off Market
Water St, Oakland, MD 21550
0.67
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 39 Windover Ln.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1958
12 acre lot
1,412 sqft
$225/sqft
Garage

About this House

This single-family home is located at 39 Windover Ln, Oakland, MD. 39 Windover Ln is in Oakland, MD and in ZIP code 21550. This property has 1 bathroom and approximately 1,412 sqft of floor space. This property has a lot size of 12.00 acres and was built in 1958.
39 Windover Ln, Oakland, MD 21550 is a studio, 1 bathroom, 1,412 sqft single-family home built in 1958. It last sold for $205,000 on Mar 26, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $317,800, with a rent estimate of $1,430/month.

Home Details for 39 Windover Ln

Interior Features

Interior Details
Basement
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1958
Property Type / Style
Property Type: Single Family HomeArchitecture: conventional

Community

Units in Building: 1

Lot Information

Lot Area: 12.00 acres

Price and Tax history

DateEventPrice
Mar 26, 2020
Source: N/A
Sold
$205,000

Market trends in Oakland

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
80
2MoM

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 39 Windover Ln

  • What is 39 Windover Ln estimated to be worth?
    Trulia's estimated value for 39 Windover Ln in Oakland, MD is $317,800.
  • What is the price history for 39 Windover Ln?
    39 Windover Ln in Oakland, MD last sold for $205,000 in March 2020.
  • 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 39 Windover Ln?
    The lot at 39 Windover Ln in Oakland, MD is about 12 acres.
  • Does 39 Windover Ln have a garage?
    Yes, 39 Windover Ln in Oakland, MD has a garage.

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