355 Lonesome Pine Rd
Oakland, MD 21550
2 Beds
2 Baths
4,720 sqft (on 84.26 acres)
2 Beds
2 Baths
4,720 sqft
(on 84.26 acres)
Local Information
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Description
Welcome to your own slice of paradise—this stunning home sits on 84 breathtaking acres with incredible water frontage, offering unmatched privacy and a true connection to nature. This is the best priced home by over $400,000 in the entire county with this much land!! And this is next to state land. Step inside and be captivated by walls of windows that flood the home with natural light, creating a warm and inviting atmosphere throughout the expansive living spaces. Whether you're entertaining or simply relaxing, this home was designed to bring the outdoors in. The completely updated kitchen is a showstopper, perfect for gathering and everyday living. Just beyond, a gorgeous sunroom provides the ideal space to unwind and take in the surrounding views year-round. Cozy up with not one, but three fireplaces plus a charming coal stove, adding character and comfort during every season. The home features a massive primary suite with its own private deck—your personal retreat to enjoy morning coffee or evening sunsets. A spacious Trex deck off the main living area expands your entertaining space and overlooks the peaceful landscape. A great property for hiking, hunting, and it also backs up to state land!! Additional highlights include: Two-car attached garage Expansive living areas with flexible space Multiple outdoor living areas Ultimate privacy with no close neighbors Stunning natural surroundings and water access Whether you're looking for a full-time residence, a private getaway, or an investment opportunity, this one-of-a-kind property offers it all.
Home Highlights
Parking
2 Car Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
$111
Listed
37 days ago
Home Details for 355 Lonesome Pine Rd
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Interior Details Basement: Connecting Stairway,Full,Heated,Improved,Interior Entry,Exterior Entry,Partially Finished,Walk-Out AccessNumber of Rooms: 1Types of Rooms: Kitchen |
Beds & Baths Number of Bedrooms: 2Main Level Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2 |
Dimensions and Layout Living Area: 4720 Square Feet |
Appliances & Utilities Appliances: Dishwasher, Dryer, Double Oven, Refrigerator, Stainless Steel Appliance(s), Cooktop, Washer, Water HeaterDishwasherDryerLaundry: Dryer In Unit,Washer In UnitRefrigeratorWasher |
Heating & Cooling Heating: Radiant,Wood Stove,Other,WoodNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Radiant |
Fireplace & Spa Number of Fireplaces: 4Fireplace: Brick, Flue for Stove, Metal, Wood Burning, Other, Stove - Coal, Wood Burning StoveHas a Fireplace |
Windows, Doors, Floors & Walls Flooring: Hardwood, Heated |
Levels, Entrance, & Accessibility Stories: 3.5Levels: Three and One HalfAccessibility: NoneFloors: Hardwood, Heated |
View Has a ViewView: Creek/Stream |
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Exterior Home Features Roof: Shingle MetalOther Structures: Above Grade, Below Grade, OutbuildingFoundation: PermanentNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Built In,Garage Faces Side,Garage Door Opener,Inside Entrance,Gravel,Attached,Driveway |
Pool Pool: None |
Frontage WaterfrontWaterfront: Creek/Stream, Private AccessOn Waterfront |
Water & Sewer Sewer: Septic ExistsWater Body: Rileys Spring Branch |
Farm & Range Frontage Length: Water Frontage Ft: 100 |
Finished Area Finished Area (above surface): 2360 Square FeetFinished Area (below surface): 2360 Square Feet |
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Days on Market: 37 |
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Year Built Year Built: 2010Year Renovated: 2017 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Contemporary |
Building Construction Materials: OtherNot a New ConstructionHas Additional Parcels |
Property Information Condition: ExcellentNot Included in Sale: Personal Items And Some Paintings.Included in Sale: All Furniture IncludedParcel Number: 1208014388 |
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Price List Price: $525,000Price Per Sqft: $111 |
Status Change & Dates Off Market Date: Fri Apr 24 2026Possession Timing: Close Of Escrow |
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MLS Status: PENDING |
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Direction & Address City: OAKLANDCommunity: None Available |
School Information Elementary School District: Garrett County Public SchoolsJr High / Middle School District: Garrett County Public SchoolsHigh School District: Garrett County Public Schools |
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Listing Agent Listing ID: MDGA2011376 |
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Building Area Building Area: 4720 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 84.26 Acres |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Right To SellListing Terms: FHA, Conventional, Cash, USDA Loan, VA Loan, Other |
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Business Information Ownership: Fee Simple |
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BasementMls Number: MDGA2011376Water ViewWater View: Creek/StreamAbove Grade Unfinished Area: 2360 |
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Source Internet Entire Listing Display: Y |
Last check for updates: about 18 hours ago
Listing courtesy of Sheila Howell, (240) 321-2138
Lake Homes Realty, LLC, (866) 525-3466
Source: Bright MLS, MLS#MDGA2011376
Also Listed on Bright MLS.
Price History for 355 Lonesome Pine Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 04/24/2026 | $525,000 | Pending | Bright MLS #MDGA2011376 |
| 03/20/2026 | $525,000 | Listed For Sale | Bright MLS #MDGA2011376 |
| 03/17/2026 | $585,000 | ListingRemoved | Bright MLS #MDGA2009210 |
| 11/10/2025 | $585,000 | PriceChange | Bright MLS #MDGA2009210 |
| 08/16/2025 | $599,000 | PriceChange | Bright MLS #MDGA2009210 |
| 06/06/2025 | $650,000 | PriceChange | Bright MLS #MDGA2009210 |
| 03/29/2025 | $675,000 | Listed For Sale | Bright MLS #MDGA2009210 |
| 02/02/2004 | $87,500 | Sold | N/A |
| 04/14/1999 | $68,000 | Sold | N/A |
| 10/14/1998 | $25,500 | Sold | N/A |
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New Listings near 355 Lonesome Pine Rd
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $2,964 |
| Assessment | $265,100 |
Home facts updated by county records
Comparable Sales for 355 Lonesome Pine Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
3.92 | Single-Family Home | $137,555 | 02/09/26 | 2 | 2 | 720 | |
3.91 | Single-Family Home | $75,000 | 04/10/26 | 3 | 1 | 1,488 | |
4.54 | Single-Family Home | $335,000 | 05/23/25 | 2 | 1 | 768 | |
4.33 | Single-Family Home | $160,000 | 11/13/25 | 4 | 1 | 1,344 | |
4.66 | Single-Family Home | $225,000 | 02/19/26 | 3 | 1 | 1,408 | |
4.62 | Single-Family Home | $250,000 | 02/11/26 | 1 | 1 | 530 | |
5.25 | Single-Family Home | $200,000 | 09/15/25 | 3 | 2 | 1,678 |
Assigned Schools
These are the assigned schools for 355 Lonesome Pine Rd.
- Southern Garrett High School
- 9-12
- Public
- 624 Students
5/10GreatSchools RatingParent Rating AverageI believe this above the standard of some private schools. Look at the low crime rates and the teacher to student ratio. I attended here from the years 2004 - 2007 and looking back I feel that I got a good education that helped prepare me for college.Student Review15y ago - Swan Meadow School
- K-8
- Public
- 38 Students
7/10GreatSchools RatingParent Rating AverageI attended Swan Meadow all 8 years of my formal education. Following that, I volunteered for 5 years and am currently in my 9th year of teaching there. If your only option of education for your child is public schools, I highly recommend this one!Other Review1y ago - Yough Glades Elementary School
- PK-5
- Public
- 280 Students
5/10GreatSchools RatingParent Rating AverageThis is a WONDERFUL school! My daughter started attending this school midway through the year. She was attending Broadford, but i was unsatisfied with the teaching methods. After starting this school she has already learned to write, spell, and read!! I am so proud of her accomplishments at her new school!!Parent Review14y ago 
Check out schools near 355 Lonesome Pine Rd.
What Locals Say about Oakland
At least 8 Trulia users voted on each feature.
100 % Say kids play outside
100 % Say yards are well-kept
86 % Say parking is easy
78 % Say there's holiday spirit
75 % Say it's dog friendly
75 % Say people would walk alone at night
75 % Say there's wildlife
73 % Say car is needed
63 % Say neighbors are friendly
50 % Say it's quiet
46 % Say there are sidewalks
36 % Say streets are well-lit
36 % Say they plan to stay for at least 5 years
33 % Say there are community events
27 % Say it's walkable to grocery stores
25 % Say it's walkable to restaurants
Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Sheila Howell, Lake Homes Realty, LLC, (866) 525-3466
Agent Phone: (240) 321-2138
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement.
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Copyright 2026 Bright MLS, Inc. Click here for more information
355 Lonesome Pine Rd, Oakland, MD 21550 is a 2 bedroom, 2 bathroom, 4,720 sqft single-family home built in 2010. This property is currently available for sale and was listed by Bright MLS on Mar 20, 2026. The MLS # for this home is MLS# MDGA2011376.