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About This Home

This 5-bedroom, 4-bathroom single family at 827 PENN POINT Road in Oakland, MD is listed for $1,400,000 ($494 per sqft). Built in 1977, the home offers 2,832 sqft of living space on a 0.76 acres lot.

Agent Description

Custom built by the original owners and thoughtfully expanded with a recent addition, this exceptional five-bedroom, 3.5-bath home is set on 100 feet of split lakefront in desirable Penn Cove. Featuring a coveted Type A dock permit, lakeside fire pit and pavilion, and easy shoreline access, the property is designed to embrace lake living in every season.

Set on a generously sized lot with abundant parking, oversized multi-car garage with interior access, usable backyard, wooded walking paths, and nearby UTV and snowmobile trails, the setting offers a rare balance of privacy and recreation. Inside, natural light fills the home, where hardwood floors, cathedral ceilings, wood-burning fireplaces, and open-concept living spaces create warmth and character.

A flexible layout with multiple living areas offers room for gathering, multi-generational living, or separate guest quarters, with potential for vacation rental use. Minutes from Pawn Run, downtown Oakland, and a short drive or boat ride to Wisp Resort, restaurants, and shopping, this is a rare opportunity to own a legacy property designed for making memories for generations.

Key Features

  • Built in 1977
  • 0.76 acre lot
  • 3 stories
  • 1 parking spaces
  • Fireplace
  • Waterfront

Property Details

3 stories
3 full, 1 half
1 space
1977

Amenities

FireplaceWaterfront

Monthly Cost Estimate

$7,487/mo

20% down · 6.5% · 30 years

Principal$1,012
Interest$6,067
Insurance$408

Estimates only. Actual payments may vary.

Location

827 PENN POINT Road

Oakland, MD 21550

PENN POINT ROAD

Features & Amenities

Interior Features

Entry Level BedroomFloor Plan - TraditionalWood Floors

Property Details

Construction

Frame Brick

Parking

DrivewayGarage - Attached

Heating

Other (Heating)

Cooling

Ductless

Appliances

DryerOven/Range - ElectricRefrigeratorWasher

Questions & Answers

This 5-bedroom, 4-bathroom single family at 827 PENN POINT Road is listed at $1,400,000 ($494/sqft). The estimated monthly payment is $6,067 based on 20% down at 6.5% interest.

Key features include: Built in 1977, 0.76 acre lot, 3 stories, 1 parking spaces, Fireplace, Waterfront. Interior Features: Entry Level Bedroom, Floor Plan - Traditional, Wood Floors.

This property is listed by Elizabeth S Spiker Holcomb and can be reached at 3016165022 or betsy@deepcreeksales.com.

EH

Elizabeth S Spiker Holcomb

Agent at Taylor-Made Deep Creek Sales

(301) 616-5022

Listed by Taylor-Made Deep Creek Sales · View on Broker Site

MLS# MDGA2011664· Source: listhub· Updated 39 days ago

Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

827 PENN POINT Road, Oakland, MD 21550

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