This home's estimate is 22.3% lower than the average sale price ($1.05M) of 6 comparable homes.
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37 Skippers Point Rd, Oakland, MD 21550
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About this home
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!
Redfin Estimate
Market trends in 21550, MD
Last updated September 2026
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Est. $3,757 per month, based on comparable rentals
Sale and tax history for 37 Skippers Point Rd
- Sale History
- Tax History
$379/sq ft
$384/sq ft
$384/sq ft
$182/sq ft
$186/sq ft
$197/sq ft





$182/sq ft
$186/sq ft





$197/sq ft
$66/sq ft
** Price available after signing in.
Public record
Property details
Parking
- Parking Information
- # of Attached Garage Spaces: 2
- Garage Features: Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
- # of Total Garage and Parking Spaces: 2
- Has Garage
- # of Garage Spaces: 2
- Off Street, Attached Garage
Interior
- Bedroom Information
- # of Bedrooms On Main Level: 4
- Bathroom Information
- # of Bathrooms (Full) On Main Level: 3
- # of Bathrooms (Full): 3
- Interior Information
- Not Furnished
- Living Area Sq.Ft. Source: Assessor
- Fireplace Information
- Has Fireplace
- # of Fireplaces: 1
- Wood
- Basement Information
- Basement: No
Exterior
- Property Information
- Not Federal Flood Zone
- Total Below Grade Sq. Ft.: 0
- Horse: No
- Improvement Assessed Value: $496,800
- Ownership Interest: Fee Simple
- Property Condition: Excellent
- Year Built Source: Assessor
- Building Information
- Building Name: SKIPPERS POINT HOA
- Construction Materials: HardiPlank Type, Stone
- Foundation Details: Crawl Space, Other
- Other Structures: Above Grade, Below Grade
- Outdoor Living Structures: Deck(s), Patio(s)
- Structure Type: Detached
- Building Not Winterized
- Lot Information
- Lot Features: Landscaping
- Navigable Water
- Tidal Water: No
- Land Information
- Land Assessed Value: $101,200
- Dock Information
- Dock Type and Features: Single Slip
- Dock/Slip Conveyance: Assigned
- # of Boats Power: 1
- # of Boats Non-power: 1
- # of Docks: 1
- Dock/Slip Conveys: Yes
- Above Grade Information
- Finished Sq.Ft.: 2,280
- Finished Sq.Ft. Source: Assessor
- Below Grade Information
- Unfinished Sq.Ft. Source: Assessor
- Finished Sq.Ft. Source: Assessor
Financial
- Tax Information
- Agricultural Tax Due: No
- County Tax: $6,635
- Tax Assessed Value: $590,067
- Tax Year: 2025
- Tax Annual Amount: $6,635
- Assessments Information
- Special Assessment Payment: Annually
- Year Assessed: 2026
- Lease Information
- Lease Considered: No
Utilities
- Utilities Information
- Central Air
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Generator, 200+ Amp Service
- Forced Air
- Heating Fuel: Propane - Leased
- Hot Water: Bottled Gas, Instant Hot Water
- Sewer Septic: Grinder Pump, Public Sewer
- Water Source: Well
Location
- Homeowners Association Information
- Association Recreation Fee
- Association Recreation Fee: $450
- HOA/Condo/Coop Amenities: Boat Slip, Common Grounds
- HOA Fee Frequency: Annually
- School Information
- Elementary School: CALL SCHOOL BOARD
- Middle Or Junior School: SOUTHERN MIDDLE
- High School: SOUTHERN GARRETT HIGH
- School District Name: GARRETT COUNTY PUBLIC SCHOOLS
- Elementary School Source: Listing Agent
- Middle School Source: Listing Agent
- High School Source: Listing Agent
- School District Source: Listing Agent
- Location Information
- Outside City Limits
- Directions: GPS
- Location Type: Lake
- Road Responsibility: City/County
- Waterfrontage Information
- Water Access Features: Boat - Powered, Canoe/Kayak, Fishing Allowed, Limited hours of Personal Watercraft Operation (PWC), Private Access
- Water Access
- Water Oriented
- Water Body Type: Lake
- Water Body Name: DEEP CREEK LAKE
- Community Information
- # of Community Slips: 1
- # of Community Docks: 1
Public facts
- Beds: —
- Baths: 3.0
- Sq. Ft.: 2,280
- Stories: 1.0
- Lot Size: 0.46 acres
- Style: Single Family Residential
- Year Built: 2008
- Year Renovated: —
- County: Garrett County
- APN: 18 086492
Around this home
Schools
Public PreK-6 • Assigned • 6.5mi
Public 7-12 • Assigned • 7.3mi
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 89° expected this year, 18 days in 30 years
Minor risk of severe winds over next 30 years
0 unhealthy days expected this year, 1 days in 30 years
Sun exposure
Good sunlight
SunscoreThis home receives average direct sun exposure in Oakland. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
Sell confidently with a local market expert in Oakland.
Nearby similar homes
New listings for sale in 21541
Home values near 37 Skippers Point Rd
| Address | Redfin Estimate |
|---|---|
- Beds | 2.5 Baths | 2115 Sq. Ft. | $569,226 |
4 Beds | 2 Baths | 2500 Sq. Ft. | $1,150,524 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 2 Baths | 1768 Sq. Ft. | $1,272,838 |
- Beds | 3 Baths | 1852 Sq. Ft. | $925,662 |
| Address | Redfin Estimate |
|---|---|
5 Beds | 6 Baths | 3300 Sq. Ft. | $2,503,129 |
- Beds | 1 Baths | 324 Sq. Ft. | $228,905 |
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