258 Winding Trail Lane is a luxurious duplex home located in the serene yet convenient community of Timberlake Village. The home feels warm and inviting from the moment you enter. Offering 3,300 SF with an open floorplan, three levels of living space, a large kitchen with granite countertops, two stone propane fireplaces, and LVF on the main and lower levels. This home boasts many recent upgrades, including a tankless water heater and a new washer and dryer. The location feels very private, and the wooded setting makes for an ideal backdrop to this great property. Step outside to enjoy a nice covered deck, fenced in backyard, hot tub and a firepit. If you are looking for a home that checks off all the boxes to enjoy family and friends with plenty of space, this is it. You are also just minutes to Wisp Ski Resort and Deep Creek Lake. Established rental *Wright off the Lake".
Sold for $560,000
Tax assessed value
$560,000
258 Winding Trail Ln #8B, Oakland, MD 21550
5beds
3,300sqft
Townhouse
Built in 2009
-- sqft lot
$549,600 Zestimate®
$170/sqft
$3,613 Estimated rent
Home value
$549,600
$434,000 - $698,000
$3,613/mo
Zestimate® history
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$3,452/mo
Est. payment
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$3,452/mo
Est. payment
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List your homeWhat's special
Wooded settingCovered deckFenced in backyardStone propane fireplacesHot tubOpen floorplan
Zillow last checked:
Listing updated:
Listed by:
Betsy Spiker Holcomb 301-616-5022,
Taylor Made Deep Creek Vacations & Sales
Bought with:
Kevin Liller, 86351
Railey Realty, Inc.
Source: Bright MLS,MLS#: MDGA2008966
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
- Main level bathrooms: 2
- Main level bedrooms: 1
Rooms
- Room types: Living Room, Dining Room, Bedroom 2, Bedroom 4, Bedroom 5, Kitchen, Family Room, Bedroom 1, Bathroom 3
Bedroom 1
- Features: Flooring - Carpet
- Level: Main
- Area: 154 Square Feet
- Dimensions: 14 x 11
Bedroom 2
- Features: Fireplace - Gas, Flooring - Carpet
- Level: Upper
- Area: 221 Square Feet
- Dimensions: 17 x 13
Bedroom 4
- Features: Flooring - Carpet
- Level: Lower
- Length: 1411 Feet
Bedroom 5
- Features: Flooring - Carpet
- Level: Lower
- Area: 168 Square Feet
- Dimensions: 14 x 12
Bathroom 3
- Features: Flooring - Carpet
- Level: Upper
- Area: 154 Square Feet
- Dimensions: 14 x 11
Dining room
- Features: Flooring - Luxury Vinyl Plank
- Level: Main
- Area: 126 Square Feet
- Dimensions: 14 x 9
Family room
- Features: Flooring - Luxury Vinyl Plank
- Level: Lower
- Area: 465 Square Feet
- Dimensions: 31 x 15
Kitchen
- Features: Flooring - Luxury Vinyl Plank
- Level: Main
- Area: 255 Square Feet
- Dimensions: 17 x 15
Living room
- Features: Fireplace - Other, Flooring - Luxury Vinyl Plank
- Level: Main
- Area: 224 Square Feet
- Dimensions: 16 x 14
Heating
- Forced Air, Propane
Cooling
- Central Air, Electric
Appliances
- Included: Microwave, Dishwasher, Dryer, Oven/Range - Electric, Refrigerator, Washer, Gas Water Heater
Features
- Dining Area, Entry Level Bedroom, Open Floorplan, Dry Wall
- Flooring: Carpet, Hardwood, Wood
- Doors: Six Panel
- Windows: Wood Frames
- Basement: Connecting Stairway,Finished,Heated,Walk-Out Access
- Number of fireplaces: 2
- Fireplace features: Stone
Interior area
- Total structure area: 3,300
- Total interior livable area: 3,300 sqft
- Finished area above ground: 3,300
- Finished area below ground: 0
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Patio & porch: Deck
- Pool features: None
- Has spa: Yes
- Spa features: Hot Tub
- Has view: Yes
- View description: Mountain(s), Trees/Woods
Lot
- Features: Backs to Trees
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1218088568
- Zoning: LR
- Special conditions: Standard
Construction
Type & style
- Home type: Townhouse
- Architectural style: Contemporary
- Property subtype: Townhouse
Materials
- HardiPlank Type, Stone
- Foundation: Block
- Roof: Shingle
Condition
- Excellent
- New construction: No
- Year built: 2009
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Condo and coop fee: $500 monthly
- Subdivision: Timberlake Village
HOA
- Has HOA: No
- Services included: Road Maintenance, Snow Removal, Maintenance Structure, Insurance
Location
- Region: Oakland
Financial & listing details
- Price per square foot: $170/sqft
- Tax assessed value: $486,667
- Annual tax amount: $5,684
- Date on market: 2/27/2025
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 6/20/2025 | Sold | $560,000-6.4%$170/sqft |
Source:  Bright MLS #MDGA2008966 Report a problem | ||
| 4/21/2025 | Contingent | $598,000$181/sqft |
Source: Bright MLS #MDGA2008966 Report a problem | ||
| 4/3/2025 | Price change | $598,000-1.8%$181/sqft |
Source: Bright MLS #MDGA2008966 Report a problem | ||
| 2/27/2025 | Listed for sale | $609,000+50.4%$185/sqft |
Source: Bright MLS #MDGA2008966 Report a problem | ||
| 9/17/2020 | Sold | $405,000+17.4%$123/sqft |
Source: Public Record Report a problem | ||
| 8/5/2016 | Sold | $345,000-16.9%$105/sqft |
Source: Public Record Report a problem | ||
| 6/26/2009 | Sold | $415,000$126/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,179 +26.3% | $560,000 +15.1% |
| 2024 | $5,684 +17.7% | $486,667 +17.7% |
| 2023 | $4,828 +21.6% | $413,333 +21.6% |
| 2022 | $3,971 | $340,000 |
| 2021 | $3,971 | $340,000 |
| 2020 | $3,971 | $340,000 |
| 2019 | $3,971 +17.5% | $340,000 +10.9% |
| 2018 | $3,379 -36.9% | $306,667 -9.8% |
| 2017 | $5,352 | $340,000 +41.7% |
| 2016 | -- | $240,000 |
| 2015 | -- | $240,000 |
| 2014 | -- | $240,000 -32.4% |
| 2013 | -- | $355,000 |
| 2012 | -- | $355,000 |
| 2011 | -- | $355,000 -7.8% |
| 2010 | -- | $385,000 +352.9% |
| 2009 | -- | $85,000 |
Find assessor info on the county website
Neighborhood: 21550
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Nearby schools
GreatSchools rating
- 4/10Broad Ford Elementary SchoolGrades: PK-6Distance: 6.4 mi
- 5/10Southern Garrett High SchoolGrades: 7-12Distance: 7.3 mi
Schools provided by the listing agent
- District: Garrett County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Maryland
- Garrett County
- Oakland
- 21550
- 258 Winding Trail Ln Unit 8B
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