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Back 37 Skippers Point Rd
Off Market

37 Skippers Point Rd

Oakland MD 21550

4
3
2
2280 sq. ft.
20037 sq. ft.
Single-Family
Last sold for $865,000
Jay FergusonJay Ferguson, last sold this property on 25 September 2026 after 70 days on market.

Overview

4BR/3BA lake access home on Skippers Point WITH dock slip! One-level living in a private setting near the deep waters of Deep Creek dam. Features include an attached, over-sized 2 car garage with 2nd floor storage, whole house generator, electric vehicle charger, stacked stone exterior, mud room. hardwood floors and solid surface countertops throughout kitchen and bathrooms. Enjoy a huge master suite with walk-in closet, oversized tub and multiple sinks, as well as three other spacious bedrooms, multiple living rooms, stone fireplace, ample storage and an open kitchen / dining area, perfect for entertaining. Designed with outside living in mind, there is a courtyard feeling to the back yard, hardscaping surrounding an outdoor firepit, deck and partially covered porch - all under mature hardwoods and pine trees. Owner attention to detail throughout and a well-maintained home all around. The community lake access area is a short distance away, offers 2.25 acres of common area and nearly 200 feet of waterfront frontage!

Features

4 bedrooms
3 bathrooms
2 carspaces
2 garage spaces
2280 sq. ft. floor area
20037 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Oakland over the last 12 months, the estimated median property value of 37 Skippers Point Rd is $556k.

Median value
$556k
Estimated value range
$115k - $1.8m
Median days on market
54
Estimated value trend
21%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Oakland. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 37 Skippers Point Rd

2026
Sold
$865,000
25 Sep 2026 by Jay Ferguson, of Taylor Made Deep Creek Vacations & Sales
2016
Sold
$415,000
02 Sep 2016 by Sandy Bello

Happy sellers in Oakland

87%
87% of sellers in Oakland reported that their sale price either exceeded or met their price expectations.

Oakland stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 3 reviews in Oakland over the last 12 months.

Local market activity for 4 bedroom single-family properties in Oakland

In the last 12 months, 42 four-bedroom single-family properties similar to 37 Skippers Point Rd, have been sold.

This represents a 7% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Oakland

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Sheila Howell

Sheila Howell is an award winning recommended agent for Oakland.  They have 11 local sales and collected 4 local reviews across the last 12 months.

  •   5   (9 reviews)
  •  4 Reviews in Oakland
  •  11 Sales in Oakland
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Derrick BRIDGEFORTH

Derrick BRIDGEFORTH is a recommended agent for Oakland.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (9 reviews)
  •  1 Review in Oakland
  •  1 Sale in Oakland
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Jonathan Bell

Jonathan Bell is a recommended agent for Oakland.  They have 26 local sales across the last 12 months.

  •   5   (2 reviews)
  •  26 Sales in Oakland
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Nina Beitzel

Nina Beitzel is a recommended agent for Oakland.  They have 23 local sales across the last 12 months.

  •  23 Sales in Oakland
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