Crystal Pickett
EXP Realty, LLC
(667) 261-8803
35 Total Sales
1 in Woodsboro
$2,200,000 Price
10027 Pine Tree Rd Woodsboro, MD 21798
Woodsboro AreaEstimated Value: $785,205
4
Beds
3.5
Baths
3,940
Sq Ft
$199/Sq Ft
Est. Value
Highlights
- 2.78 Acre Lot
- 2 Fireplaces
- 2 Car Attached Garage
- Colonial Architecture
- No HOA
- Laundry Room
About This Home
As of January 2026Welcome to Your Private Escape at 10027 Pine Tree Rd, Woodsboro!!
Tucked away on 2.78 acres of peaceful yard and wooded surroundings, this stunning property offers a rare blend of luxury, privacy, and comfort—your very own retreat from the everyday.
Step into a a beautiful 5-6 bedroom, 3.5-bath home that impresses from the start. The nicely landscaped front yard and inviting front porch set the tone, while the spacious back deck is surrounded by nature create the perfect outdoor sanctuary.
Inside, the main level offers a flowing open layout ideal for gatherings, featuring an open kitchen, cozy living room, and bright sunroom—all seamlessly connected and opening directly to the deck for indoor-outdoor living at its finest.
Upstairs, you’ll find four generously sized bedrooms, including a luxurious primary suite with a private bath and a walk-in closet that offers space and elegance. The upper level also includes a well-appointed hall bathroom and a conveniently located laundry room.
The fully finished lower level adds even more living space, with a fifth bedroom, full bath, spacious family room, custom bar.... plus direct access to a rear patio that makes entertaining or relaxing effortless.
Whether you're hosting friends or enjoying a quiet evening at home, this property offers the perfect blend of natural beauty and modern comfort. Come experience it for yourself—this one is truly special.
Professional pictures and more updates to come... Gas FP & Furnace in basement. - 500 gal propane tank (owned). Updates the last few years: New Heating system on 2nd Floor and new outdoor unit. Insulation in attic to improve efficiency. New Shed, New Deck, Flooring in main area, Updated staircase, some updates to bathrooms
Last Agent to Sell the Property
(301) 882-8710 bowersrealtor@hotmail.com Samson Properties Brokerage Phone: 3012713487 Listed on: 09/27/2025
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $8,028
Year Built
- Built in 2006
Lot Details
- 2.78 Acre Lot
Parking
- 2 Car Attached Garage
- Side Facing Garage
- Driveway
Home Design
- Colonial Architecture
- Vinyl Siding
- Concrete Perimeter Foundation
Interior Spaces
- Property has 3 Levels
- 2 Fireplaces
- Laundry Room
Bedrooms and Bathrooms
- 4 Bedrooms
Basement
- Walk-Out Basement
- Connecting Stairway
- Natural lighting in basement
Utilities
- Central Air
- Heat Pump System
- Heating System Powered By Owned Propane
- Well
- Electric Water Heater
- On Site Septic
Community Details
- No Home Owners Association
Listing and Financial Details
- Tax Lot 1
- Assessor Parcel Number 1108224633
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Sep 27, 2025
Closed on
Jan 29, 2026
Sold by
Bought by
Seller's Agent
Kimberly Bowers
Samson Properties
Buyer's Agent
Richard Fox
RE/MAX Realty Centre, Inc.
List Price
$825,000
Sold Price
$775,000
Premium/Discount to List
-$50,000
-6.06%
Views
377
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$10,205
Avg. Annual Appreciation
2.65%
Purchase Details
Listed on
May 29, 2019
Closed on
Jul 26, 2019
Sold by
Bought by
Seller's Agent
Christopher Berry
RE/MAX Realty Plus
Buyer's Agent
Jackie Capobianco
Long & Foster Real Estate, Inc.
List Price
$574,900
Sold Price
$574,900
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
4.69%
Original Mortgage
$546,155
Interest Rate
3.8%
Mortgage Type
New Conventional
Purchase Details
Closed on
Dec 21, 2006
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$423,870
Interest Rate
5.87%
Mortgage Type
Purchase Money Mortgage
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Woodsboro, MD
-
Crystal Pickett
-
Jeannette Bingaman
Jeannette Bingaman
Long & Foster Real Estate, Inc.
(240) 213-7800
108 Total Sales
2 in Woodsboro
$150K - $725K Price Range
-
German Llerena
German Llerena
Responds QuicklyRLAH @properties
(301) 679-7213
69 Total Sales
1 in Woodsboro
$450,000 Price
-
David McGuire
David McGuire
RE/MAX Results
(301) 835-2095
29 Total Sales
2 in Woodsboro
$200K - $480K Price Range
-
Heather Kinlein
Heather Kinlein
Iron Valley Real Estate Charm City
(667) 213-5292
50 Total Sales
1 in Woodsboro
$365,000 Price
-
Kara Leddy
Kara Leddy
Coldwell Banker Realty
(443) 494-8169
62 Total Sales
1 in Woodsboro
$440,000 Price
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $775,000 | None Listed On Document | ||
| $574,900 | Rgs Title Llc | ||
| $628,870 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Closed | $546,155 | ||
| Previous Owner | $432,000 | ||
| Previous Owner | $423,870 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 01/29/2026 01/29/26 | Sold | $775,000 | -3.1% | $197 / Sq Ft | |
| 12/28/2025 12/28/25 | Pending | -- | -- | -- | |
| 12/02/2025 12/02/25 | Price Changed | $799,997 | 0.0% | $203 / Sq Ft | |
| 11/01/2025 11/01/25 | Price Changed | $799,998 | 0.0% | $203 / Sq Ft | |
| 10/25/2025 10/25/25 | Price Changed | $799,999 | 0.0% | $203 / Sq Ft | |
| 10/25/2025 10/25/25 | Price Changed | $800,000 | -1.5% | $203 / Sq Ft | |
| 10/09/2025 10/09/25 | Price Changed | $812,500 | -1.5% | $206 / Sq Ft | |
| 09/27/2025 09/27/25 | For Sale | $825,000 | +43.5% | $209 / Sq Ft | |
| 07/26/2019 07/26/19 | Sold | $574,900 | 0.0% | $145 / Sq Ft | View Prior Sale |
| 06/03/2019 06/03/19 | Pending | -- | -- | -- | |
| 05/29/2019 05/29/19 | For Sale | $574,900 | -- | $145 / Sq Ft |
Source: Bright MLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 |
|---|---|---|---|---|
| 2026 | $7,442 | $740,100 | ||
| 2025 | $7,442 | $713,900 | $168,600 | $545,300 |
| 2024 | $7,003 | $656,967 | $0 | $0 |
| 2023 | $6,377 | $600,033 | $0 | $0 |
| 2022 | $6,049 | $543,100 | $117,400 | $425,700 |
| 2021 | $5,605 | $502,867 | $0 | $0 |
| 2020 | $5,461 | $462,633 | $0 | $0 |
| 2019 | $4,994 | $422,400 | $112,400 | $310,000 |
| 2018 | $4,906 | $418,633 | $0 | $0 |
| 2017 | $4,863 | $422,400 | $0 | $0 |
| 2016 | $4,741 | $411,100 | $0 | $0 |
| 2015 | $4,741 | $407,167 | $0 | $0 |
| 2014 | $4,741 | $403,233 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Kimberly Bowers
Seller's Agent in 2026
Kimberly Bowers
Samson Properties
(301) 898-4663
29 Total Sales
-
Richard Fox
Buyer's Agent in 2026
Richard Fox
RE/MAX
(301) 788-4141
188 Total Sales
-
Molly Love
Buyer Co-Listing Agent in 2026
Molly Love
RE/MAX
(240) 397-4109
41 Total Sales
-
Christopher Berry
Seller's Agent in 2019
Christopher Berry
RE/MAX
(301) 922-9009
20 Total Sales
-
Jackie Capobianco
Buyer's Agent in 2019
Jackie Capobianco
Long & Foster
(301) 471-0539
11 Total Sales
Map
Source: Bright MLS
MLS Number: MDFR2070880
APN: 08-224633
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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.
Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site.
The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale.
Property information displayed is deemed reliable but is not guaranteed.
Copyright 2026 Bright MLS, Inc.
Nearby Homes
- 10029 Pine Tree Rd
- 9810 Woodsboro Rd
- 9304 Liberty Ct
- 9301 Liberty Ct
- 9209 Oak Tree Cir
- 11623 Daysville Rd
- 10701 Bennie Duncan Rd
- 10919 Etzler Mill Rd
- 12065 Main St
- 12109 Liberty Rd
- 9130 Liberty Village Way
- 322 Copper Oaks Dr
- 8711 Chestnut Grove Rd
- 8700 Green Valley Rd
- 231 Cornell Dr
- 11211 Angus Way
- 2 N 2nd St
- 11986 Arlington Mill Rd
- 8392 Fordham Ct
- 2 James St
- 10033 Pine Tree Rd
- 10031 Pine Tree Rd
- 10025 Pine Tree Rd
- 10039 Pine Tree Rd
- 10028 Pine Tree Rd
- 10036 Pine Tree Rd
- 10103 Pine Tree Rd
- 10024 Pine Tree Rd
- 10104 Pine Tree Rd
- 9925 Pine Tree Rd
- 10026B Pine Tree Rd
- 10026A Pine Tree Rd
- 10107 Pine Tree Rd
- 10018 Pine Tree Rd
- 10121 Pine Tree Rd
- 10011 Pine Tree Rd
- 9921 Pine Tree Rd
- 9928 Pine Tree Rd
- 10112 Pine Tree Rd
- 9915 Pine Tree Rd
Your Personal Tour Guide
Ask me questions while you tour the home.