Tucked away on 3 partially wooded acres in the Emmitsburg countryside, 16806 Annandale Road feels more like a private weekend retreat than a typical home. With privacy from neighboring homes, mature trees, and multiple outdoor living spaces, the property offers the kind of quiet, secluded atmosphere that is increasingly hard to find—without putting you far from everything. Mount St. Mary’s University is just minutes away, Thurmont is approximately 10 minutes from the home, Ski Liberty is about 10 minutes away, Downtown Gettysburg is about 20 minutes away, and Downtown Frederick is approximately 30 minutes away. The main house features 3 bedrooms and 3.5 bathrooms across three finished levels, with a layout designed for both everyday living and entertaining. The heart of the home is the open kitchen and dining area, where generous proportions and an easy flow make it possible to comfortably host large dinners, holidays, and gatherings without everyone feeling crowded. From the kitchen window, you can even take in views of the Ski Liberty mountain, adding another unique connection to the surrounding landscape. Thoughtful updates blend with the home’s history, including exposed beams repurposed from the original home that add warmth and character. The main and upper levels include two bedrooms, two full bathrooms, and a powder room, along with spacious living areas and plenty of natural light. Just off the everyday living spaces, the mudroom adds practical storage with a custom-built wooden piece designed for coats, shoes, and everyday gear. Because of the home's topography, the finished walk-out lower level opens directly to the yard and functions as a true third living level rather than feeling like a traditional basement. It includes the home's third bedroom and third full bathroom, along with a recreation room and additional storage, making it equally well suited for guests, extended family, a home office, or additional everyday living space. Beyond the main house, the property includes a detached two-car garage with a complete apartment above, featuring its own kitchen, living room, bedroom, full bathroom, laundry, HVAC, and private deck. The separate living space makes the property especially appealing for multigenerational living or potential rental income. Outside, there are plenty of places to slow down and enjoy the setting, including a screened porch, covered porch, multiple patios, and fire pit, all surrounded by lawn and woods. A separate outbuilding and spring house add even more function to the property, while the solar panel system helps meaningfully offset electricity costs and adds another practical benefit to the home. Emmitsburg also offers the kind of truly local places that quickly become favorites, including Palms Restaurant for its crab cakes, Rube’s Crab Shack for crab legs, and the Ott House Pub. Whether you're hosting a house full of friends, spending a quiet evening around the fire pit, heading to the slopes for the afternoon, working from home surrounded by trees, or simply enjoying the privacy of having space between you and your neighbors, 16806 Annandale Road offers the feeling of getting away without having to leave home.
Coming soon 09/03
$690,000
16806 Annandale Rd, Emmitsburg, MD 21727
3beds
3,131sqft
Single Family Residence
Built in 1900
3 Acres Lot
$651,400 Zestimate®
$220/sqft
$-- HOA
What's special
- 8 days
- 521
- 39
Zillow last checked:
Listing updated:
Listed by:
Devon Beckner 301-467-0034,
Real Broker, LLC 8504500442,
Listing Team: Iron Oak Home Team
Source: Bright MLS,MLS#: MDFR2088146
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Basement
- Area: 1505
Heating
- Heat Pump, Wood Stove, Active Solar, Electric, Wood
Cooling
- Other, Electric, Solar Photovoltaic
Appliances
- Included: Electric Water Heater
Features
- Soaking Tub, Bathroom - Walk-In Shower, Additional Stairway, Breakfast Area, Built-in Features, Ceiling Fan(s), Dining Area, Primary Bath(s), Dry Wall
- Flooring: Hardwood
- Basement: Improved,Partially Finished,Sump Pump,Walk-Out Access,Windows,Heated
- Has fireplace: No
- Fireplace features: Wood Burning Stove
Interior area
- Total structure area: 4,636
- Total interior livable area: 3,131 sqft
- Finished area above ground: 3,131
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Covered, Storage, Garage Door Opener, Oversized, Detached, Driveway
- Garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Pool features: None
Lot
- Size: 3 Acres
- Features: Backs to Trees, Front Yard, Wooded, Rural
Details
- Additional structures: Above Grade, Below Grade, Outbuilding
- Parcel number: 1105173280
- Zoning: R
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Farmhouse/National Folk
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Permanent
- Roof: Metal
Condition
- New construction: No
- Year built: 1900
- Major remodel year: 2008
Utilities & green energy
- Sewer: Private Septic Tank
- Water: Well
- Utilities for property: Electricity Available
Community & HOA
Community
- Subdivision: None Available
HOA
- Has HOA: No
Location
- Region: Emmitsburg
Financial & listing details
- Price per square foot: $220/sqft
- Tax assessed value: $605,300
- Annual tax amount: $6,580
- Date on market: 9/3/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
Estimated market value
$651,400
$586,000 - $730,000
$2,550/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/16/2021 | Listing removed | -- |
Source: Zillow Rental Manager Report a problem | ||
| 9/12/2021 | Listed for rent | $3,500+25%$1/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 3/24/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 2/29/2020 | Listing removed | $2,800$1/sqft |
Source: Owner Report a problem | ||
| 2/18/2020 | Price change | $2,800-6.7%$1/sqft |
Source: Owner Report a problem | ||
| 12/28/2019 | Listed for rent | $3,000$1/sqft |
Source: Owner Report a problem | ||
| 10/25/2007 | Sold | $60,000$19/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,782 +15.5% | $542,867 +13% |
| 2024 | $5,871 +19.8% | $480,433 +14.9% |
| 2023 | $4,899 +2.3% | $418,000 |
| 2022 | $4,790 +2.3% | $418,000 +4.7% |
| 2021 | $4,680 +2.4% | $399,333 |
| 2020 | $4,571 +3.7% | -- |
| 2019 | $4,409 +3.8% | $390,000 +7.6% |
| 2018 | $4,247 +4% | $362,400 +4% |
| 2017 | $4,086 +141.6% | $348,600 +15.6% |
| 2016 | $1,691 | $301,567 +18.5% |
| 2015 | $1,691 | $254,533 +22.7% |
| 2014 | $1,691 | $207,500 +13.2% |
| 2013 | -- | $183,333 +15.2% |
| 2012 | -- | $159,167 +17.9% |
| 2011 | -- | $135,000 0% |
| 2010 | -- | $135,010 |
| 2009 | -- | $135,010 -0.1% |
| 2008 | -- | $135,080 +12.8% |
| 2007 | -- | $119,756 +11.9% |
| 2006 | -- | $107,040 +20.1% |
| 2005 | -- | $89,110 +9.5% |
| 2004 | -- | $81,370 +10.5% |
| 2003 | -- | $73,630 +11.7% |
| 2002 | -- | $65,890 |
| 2001 | -- | $65,890 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 21727
Nearby schools
Schools provided by the listing agent
- Elementary: Emmitsburg
- Middle: Thurmont
- High: Catoctin
- District: Frederick 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.




