$559,250
SOLD SEP 2, 2025

285 Winding Trail Ln Unit 10A Oakland, MD 21550

5 Beds
4.5 Baths
3,300 Sq Ft
$500/mo HOA Fee

Recently Sold

$169 Per Sq Ft

5% Below List Price

62 Days on Market

Highlights

  • Spa
  • Open Floorplan
  • Deck
  • Property is near a lake
  • Mountain View
  • Backs to Trees or Woods

About This Home

As of September 2025

Welcome to this stunning 5-bedroom, 4.5-bathroom duplex-style home at Deep Creek Lake, offering the perfect blend of mountain charm, modern finishes, and exceptional rental potential. This meticulously maintained retreat spans three finished levels and boasts a spacious, professionally designed lower-level patio featuring a cozy fire pit, relaxing mountain views, and a brand-new 2024 hot tub—perfect for entertaining or unwinding after a day on the slopes or lake.

Inside, the main level showcases an open-concept kitchen with granite countertops, stainless steel appliances, and a rustic shiplap accent wall that adds warmth and character. The inviting living area features a gas fireplace and access to a covered deck—ideal for enjoying all-season outdoor living. The home offers three bedroom suites, each with private bathrooms featuring tile-accented tub/shower combos, offering comfort and privacy for guests or family members.

The fully finished lower level includes a large recreation room with a pool table, wet bar, and easy access to the outdoor patio space. A thoughtfully modified garage space includes an owner’s storage area and a main level laundry room for added convenience.

Located just minutes from Deep Creek Lake State Park, Wisp Resort, marinas, restaurants, and area attractions, this home is ideally situated for four-season fun. Currently operating as a high-performing Airbnb rental, this property generated over $50,000 in income last year with strong occupancy and room to grow!

Whether you're seeking a private getaway, an income-producing investment, or both—this Deep Creek gem checks all the boxes. Don't miss your chance to own a piece of the lake life!

Last Agent to Sell the Property

Mike Kennedy

(301) 616-6106 mkennedy@railey.com Railey Realty, Inc. License #529372 Listed on: 06/11/2025

Railey Realty, Inc.

Last Buyer's Agent

Julie Mead

(540) 931-6470 julie@railey.com The KW Collective License #666198

The KW Collective

Townhouse Details

Home Type

  • Townhome

Est. Annual Taxes

  • $5,684

Year Built

  • Built in 2008

Lot Details

  • Backs To Open Common Area
  • Landscaped
  • Extensive Hardscape
  • No Through Street
  • Backs to Trees or Woods

HOA Fees

  • $500 Monthly HOA Fees

Home Design

  • Semi-Detached or Twin Home
  • Villa
  • Block Foundation
  • Shingle Roof
  • Stone Siding
  • HardiePlank Type

Interior Spaces

  • 3,300 Sq Ft Home
  • Property has 3 Levels
  • Open Floorplan
  • Bar
  • Ceiling Fan
  • Recessed Lighting
  • Casement Windows
  • Sliding Doors
  • Family Room Off Kitchen
  • Combination Dining and Living Room
  • Mountain Views

Kitchen

  • Electric Oven or Range
  • Built-In Microwave
  • Dishwasher
  • Stainless Steel Appliances
  • Upgraded Countertops
  • Disposal

Flooring

  • Wood
  • Carpet
  • Ceramic Tile

Bedrooms and Bathrooms

  • En-Suite Bathroom
  • Walk-In Closet
  • Whirlpool Bathtub
  • Bathtub with Shower

Laundry

  • Laundry on lower level
  • Dryer
  • Washer

Finished Basement

  • Heated Basement
  • Walk-Out Basement
  • Connecting Stairway

Parking

  • Driveway
  • 4 Assigned Parking Spaces

Outdoor Features

  • Spa
  • Property is near a lake
  • Deck
  • Patio
  • Porch

Utilities

  • Forced Air Heating and Cooling System
  • Heating System Powered By Leased Propane
  • Electric Water Heater

Listing and Financial Details

  • Property is used as a vacation rental
  • Tax Lot 771
  • Assessor Parcel Number 1218087111

Community Details

Overview

  • $1,500 Capital Contribution Fee
  • Association fees include common area maintenance, exterior building maintenance, lawn maintenance, road maintenance, snow removal
  • Timberlake Village Condos
  • Timberlake Village Subdivision

Amenities

  • Common Area

Pet Policy

  • Dogs Allowed

Townhouse Details

Home Type

Townhome

Est. Annual Taxes

$5,684

Year Built

Built in 2008

Lot Details

0

HOA Fees

$500 per month

Listing Details

  • Property Type: Residential
  • Structure Type: Twin/Semi-Detached
  • Architectural Style: Villa
  • Ownership: Condominium
  • New Construction: No
  • Story List: Lower 1, Main, Upper 1
  • Year Built: 2008
  • Automatically Close On Close Date: No
  • Remarks Public: Welcome to this stunning 5-bedroom, 4.5-bathroom duplex-style home at Deep Creek Lake, offering the perfect blend of mountain charm, modern finishes, and exceptional rental potential. This meticulously maintained retreat spans three finished levels and boasts a spacious, professionally designed lower-level patio featuring a cozy fire pit, relaxing mountain views, and a brand-new 2024 hot tub—perfect for entertaining or unwinding after a day on the slopes or lake. Inside, the main level showcases an open-concept kitchen with granite countertops, stainless steel appliances, and a rustic shiplap accent wall that adds warmth and character. The inviting living area features a gas fireplace and access to a covered deck—ideal for enjoying all-season outdoor living. The home offers three bedroom suites, each with private bathrooms featuring tile-accented tub/shower combos, offering comfort and privacy for guests or family members. The fully finished lower level includes a large recreation room with a pool table, wet bar, and easy access to the outdoor patio space. A thoughtfully modified garage space includes an owner’s storage area and a main level laundry room for added convenience. Located just minutes from Deep Creek Lake State Park, Wisp Resort, marinas, restaurants, and area attractions, this home is ideally situated for four-season fun. Currently operating as a high-performing Airbnb rental, this property generated over $50,000 in income last year with strong occupancy and room to grow! Whether you're seeking a private getaway, an income-producing investment, or both—this Deep Creek gem checks all the boxes. Don't miss your chance to own a piece of the lake life!
  • Special Features: None
  • Property Sub Type: Townhouses

Interior Features

  • Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer
  • Flooring Type: Ceramic Tile, Hardwood, Carpet
  • Interior Amenities: Bar, Bathroom - Tub Shower, Carpet, Ceiling Fan(s), Combination Dining/Living, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-In Closet(s), Whirlpool/Hottub, Wood Floors
  • Window Features: Casement
  • Fireplace: No
  • Door Features: Sliding Glass
  • Wall Ceiling Types: Dry Wall
  • Foundation Details: Block
  • Levels Count: 3
  • Basement: Yes
  • Basement Type: Fully Finished, Heated, Improved, Walkout Level, Connecting Stairway
  • Laundry Type: Lower Floor
  • Total Sq Ft: 3300
  • Living Area Sq Ft: 3300
  • Price Per Sq Ft: 174.24
  • Above Grade Finished Sq Ft: 3300
  • Above Grade Finished Area Units: Square Feet
  • Street Number Modifier: 285

Beds/Baths

  • Bedrooms: 5
  • Main Level Bedrooms: 1
  • All Lower Level Bedrooms: 2
  • Lower Level Bedroom: 2
  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Main Level Bathrooms: 2.00
  • Upper Level Bathrooms: 2
  • Lower Levels Bathrooms: 1
  • Upper Level Bathrooms: 2.00
  • Lower Levels Bathrooms: 1.00
  • Main Level Full Bathrooms: 1
  • Upper Level Full Bathrooms: 2
  • Lower Level Full Bathrooms: 1
  • Lower Level Full Bathrooms: 1
  • Main Level Half Bathrooms: 1

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Construction Materials: Hardiplank Type, Stone
  • Exterior Features: Extensive Hardscape, Hot Tub
  • Roof: Shingle
  • View: Mountain
  • Water Access: No
  • Waterfront: No
  • Water Oriented: No
  • Pool: No Pool
  • Tidal Water: No
  • Water View: No

Garage/Parking

  • Assigned Spaces Count: 4
  • Garage: No
  • Parking Features: Assigned, Paved Driveway
  • Type Of Parking: Driveway

Utilities

  • Central Air Conditioning: Yes
  • Cooling Fuel: Electric
  • Cooling Type: Central A/C, Ceiling Fan(s)
  • Heating Fuel: Propane - Leased
  • Heating Type: Forced Air
  • Heating: Yes
  • Hot Water: Electric
  • Sewer/Septic System: Public Sewer
  • Water Source: Public
  • Internet Services: Cable

Condo/Co-op/Association

  • Condo Co-Op Association: Yes
  • Condo Co-Op Fee: 500.00
  • Condo Co-Op Fee Frequency: Monthly
  • Condo Co-Op Name: Timberlake Village
  • HOA Condo Co-Op Amenities: Common Grounds
  • HOA Condo Co-Op Fee Includes: Common Area Maintenance, Ext Bldg Maint, Lawn Maintenance, Road Maintenance, Snow Removal
  • HOA: No
  • Senior Community: No

Fee Information

  • Capital Contribution Fee: 1500.00

Schools

  • School District: GARRETT COUNTY PUBLIC SCHOOLS
  • School District Key: 121139907558
  • School District Source: Listing Agent

Lot Info

  • Land Use Code: U
  • Lot Features: Backs To Trees, Backs - Open Common Area, Landscaping, No Thru Street
  • Outdoor Living Structures: Deck(s), Patio(s), Porch(es)
  • Year Assessed: 2025
  • Zoning: TR
  • Zoning Description: Town Residential
  • In City Limits: No

Rental Info

  • Pets: Dogs Ok
  • Pets Allowed: Yes
  • Vacation Rental: Yes

Tax Info

  • Tax Annual Amount: 5684.00
  • Assessor Parcel Number: 1218087111
  • Tax Lot: 771
  • Tax Total Finished Sq Ft: 3300
  • County Tax Payment Frequency: Annually
  • Tax Year: 2024
  • Close Date: 09/02/2025

MLS Schools

  • School District Name: GARRETT COUNTY PUBLIC SCHOOLS

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Oct 10, 2019
Closed on
Dec 11, 2019
Sold by
Piper Duane J and Piper Kandi R
Bought by
Erickson Brent Robert and Erickson Jami Lynn
Seller's Agent
John Pierce
Railey Realty, Inc.
Buyer's Agent
Jay Ferguson
Taylor Made Deep Creek Vacations & Sales
List Price
$369,000
Sold Price
$350,000
Premium/Discount to List
-$19,000
-5.15%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
8.83%
Original Mortgage
$315,000
Outstanding Balance
$277,718
Interest Rate
3.6%
Mortgage Type
New Conventional
Estimated Equity
$295,400

Purchase Details

Listed on
Sep 16, 2013
Closed on
Dec 13, 2013
Sold by
Popowski Daniel H and Popowski Cindi M
Bought by
Piper Duane J and Piper Kandi R
Seller's Agent
Bradley Nesline
Taylor Made Deep Creek Vacations & Sales
Buyer's Agent
Debra Beitzel
Long & Foster Real Estate, Inc.
List Price
$349,000
Sold Price
$343,000
Premium/Discount to List
-$6,000
-1.72%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
0.34%
Original Mortgage
$274,400
Interest Rate
4.35%
Mortgage Type
New Conventional

Purchase Details

Closed on
May 6, 2008
Sold by
M & M Development Llc
Bought by
Popowski Daniel H and Popowski Cindi M

Purchase Details

Closed on
Apr 30, 2008
Sold by
M & M Development Llc
Bought by
Popowski Daniel H and Popowski Cindi M
Source: Public Records

Range of Values:

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Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Deed $350,000 Certified Title Corp
Deed $343,000 Sage Title Group Llc
Deed $436,500 --
Deed $436,500 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $315,000 New Conventional
Previous Owner $274,400 New Conventional
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
09/02/2025 09/02/25 Sold $559,250 -2.7% $169 / Sq Ft
07/31/2025 07/31/25 Price Changed $575,000 -2.4% $174 / Sq Ft
06/11/2025 06/11/25 For Sale $589,000 +68.3% $178 / Sq Ft
12/12/2019 12/12/19 Sold $350,000 -2.5% $106 / Sq Ft View Prior Sale
11/14/2019 11/14/19 Price Changed $359,000 -2.7% $109 / Sq Ft
10/10/2019 10/10/19 For Sale $369,000 +7.6% $112 / Sq Ft
12/13/2013 12/13/13 Sold $343,000 -1.7% $104 / Sq Ft View Prior Sale
11/07/2013 11/07/13 Pending -- -- --
09/16/2013 09/16/13 For Sale $349,000 -- $106 / Sq Ft
Source: Bright MLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $7,179 $560,000 $75,000 $485,000
2024 $6,463 $486,667 $0 $0
2023 $5,530 $413,333 $0 $0
2022 $3,971 $340,000 $75,000 $265,000
2021 $4,617 $340,000 $75,000 $265,000
2020 $4,617 $340,000 $75,000 $265,000
2019 $4,617 $340,000 $75,000 $265,000
2018 $4,392 $340,000 $75,000 $265,000
2017 $4,834 $340,000 $0 $0
2016 -- $340,000 $0 $0
2015 -- $340,000 $0 $0
2014 -- $340,000 $0 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Bright MLS

MLS Number: MDGA2009744

Bright MLS

APN: 18-087111