44600 Tall Timbers Road

Closed 9/30/14

Last Sold Price

$225,000

3 beds3 baths5,437 sqft$41/sqft

44600 Tall Timbers Rd, Tall Timbers, MD 20690

Description

Once the Tall Timbers Tavern and now a spacious home but has lots of potential! The RL zoning allows uses like: group home, medical daycare, non medical school, church, multi-family dwelling & conditional uses: like a club/lodge, conf. facility, B&B, halfway house or long term care facility. 1/3 of house is currently a 1 bdrm Apt. & the outbuilding is framed in for 2 more Apts. Call today!Once the Tall Timbers Tavern and now a spacious home but has lots of potential! The RL zoning allows uses like: group home, medical daycare, non medical school, church, multi-family dwelling & conditional uses: like a club/lodge, conf. facility, B&B, halfway house or long term care facility. 1/3 of house is currently a 1 bdrm Apt. & the outbuilding is framed in for 2 more Apts. Call today!

LISTING CLOSED: 09/30/2014 12:00 AM

Listed by Jolie A Homsher • O Brien Realty
P: (301) 481-8609 jhomsher.realtor@gmail.com
Listed by Thomas A Harmon • O Brien Realty
P: (301) 481-5047 tharmonobrien@outlook.com

Property Details for 44600 Tall Timbers Road

Status

Closed

MLS #

1002928176

Days on Market

Taxes

$5,489 / year

HOA Fees

Condo/Co-op Fees

Property Type

Single Family

MLS Type

Residential / Fee Simple

Year Built

1935

Lot Size

1.00 AC / 43,560 SF

County

St. Mary's County

Tax ID Number

1902018047

Ownership

Fee Simple

Condo Coop Association

HOA

Structure Type

Detached

Style

Ranch/Rambler

Levels/Stories

Waterfront

Views

Trees/Woods, Street

Garage

Subdivision

TALL TIMBERS

Subdivision

TALL TIMBERS (SAINT MARYS MD)

Central Air

Basement

Above Grade Finished SQFT

5,437.00

Above Grade Fin SQFT Source

Estimated

New Construction

Construction Completed

Recent comparable sales

Median sold price

$528,000

Avg days on market

Sale-to-list ratio

94.3%

1/60

$528,000

Sold 06/30/26

3
Bedrooms: 3
Bathrooms: 2,945
Square Feet: 0.51
Acres

17615 Driftwood Lane, Tall Timbers, MD 20690

1/5

$299,000

Sold 05/30/25

3
Bedrooms: 2
Bathrooms: 1,404
Square Feet: 0.69
Acres

17858 Piney Point Road, Tall Timbers, MD 20690

a front view of house with yard and green space

1/65

$419,999

Sold 01/09/26

4
Bedrooms: 3
Bathrooms: 2,106
Square Feet: 0.30
Acres

45044 Deagles Boatyard Road, Tall Timbers, MD 20690

an aerial view of a houses with outdoor space and lake view

1/67

$620,000

Sold 11/03/25

4
Bedrooms: 4
Bathrooms: 2,635
Square Feet: 1.54
Acres

44591 Shallow Ford Court, Tall Timbers, MD 20690

1/69

$660,000

Sold 11/21/25

4
Bedrooms: 3
Bathrooms: 2,724
Square Feet: 1.18
Acres

17660 Driftwood Lane, Tall Timbers, MD 20690

1/71

$850,000

Sold 07/01/26

4
Bedrooms: 3
Bathrooms: 2,635
Square Feet: 0.49
Acres

44634 Bellview Court, Tall Timbers, MD 20690

a front view of a house with a yard and fountain

1/70

$508,000

Sold 11/25/25

4
Bedrooms: 4
Bathrooms: 2,802
Square Feet: 0.18
Acres

17838 4th Street, Tall Timbers, MD 20690

1/38

$485,000

Sold 01/02/26

4
Bedrooms: 4
Bathrooms: 2,495
Square Feet: 0.18
Acres

17850 4th Street, Tall Timbers, MD 20690

1/40

$550,000

Sold 06/13/25

5
Bedrooms: 3
Bathrooms: 2,888
Square Feet: 0.41
Acres

18111 River Road, Tall Timbers, MD 20690

Get preapproved with Rocket Mortgage¹

Location

Listing Courtesy of O Brien Realty

Sold By O Brien Realty

Add your commute

Building Information for 44600 Tall Timbers Road

Stories1Year Built1935Building Size-Lot Size1.00 AC / 43,560 SF

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage¹

$1,601 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,144

Property Taxes

$457

HOA Dues

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Property Information for 44600 Tall Timbers Road

Location

County: SAINT MARYS
Topography: Level

Waterfront / Water Access

Water View: No
Water Access: No

Water Oriented: No
Navigable Water: No
Tidal Water: No
Riparian Rights Y/N: No

Association / Community Info

Senior Community: No

Taxes and Assessment

Tax Year: 2013
Tax Assessed Value: $577,200

Year Assessed: 2014
County Tax: $5,129
Improvement Assessed Value: $468,300
City Town Tax: $0
Land Assessed Value: $108,900
Special Assessment Pymnt: Annually
Zoning: RL

Lease Information

Concessions: No
Concessions Amount: $0

Rooms

Main

# Bedrooms Count Main Level: 3
# Bathrooms Count Main Level: 3

# Bathrooms Full Main Level: 3
# Bathrooms Half Main Level: 0

Upper Level 1

# Bedrooms Count Upper Level: 0
# Bathrooms Full Upper Level: 0

# Bathrooms Half Upper Level: 0

Upper Level 2

# Bedrooms Count Upper Level: 0
# Bathrooms Full Upper Level: 0

# Bathrooms Half Upper Level: 0

Lower Level 1

# Bedrooms Lower Level: 0
# Bathrooms Full Lower Level: 0

# Bathrooms Half Lower Level: 0

Lower Level 2

# Bedrooms Lower Level: 0
# Bathrooms Full Lower Level: 0

# Bathrooms Half Lower Level: 0

Rooms

Stories: Lower 1, Lower 2, Main, Upper 1, Upper 2

Building Info

Total Finished SQFT: 5,437.00
Total Finished SQFT Source: Estimated

Tax Total Finished SQFT: 6,222.00
Total Finished SQFT Units: Square Feet
Total SQFT: 5,437.00
Total SQFT Source: Estimated
Construction Materials: Wood Siding
Roof: Asphalt
Ext Main Mid-res: http://bright-media.brightmls.com/bright/images/0000/3008/0027/8778/300800278778_512_384_WM_WuKshnzBmOUDgDoh.jpg
Wall and Ceiling Types: 9'+ Ceilings, Beamed Ceilings, Cathedral Ceilings, Dry Wall, High, Paneled Walls, Vaulted Ceilings, Wood Ceilings, Wood Walls
Foundation Details: Crawl Space
Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bathrooms Full-Main Level-3
# Bathrooms Full: 3
# Bathrooms Half: 0
Other Structure: Above Grade

Lot / Land Information

Lot Features: Backs to Trees, Corner, Landscaping, Partly Wooded, Poolside
Lot Size Area: 43,560.00

Fencing: Partially, Panel, Privacy, Split Rail, Other
Sign On Property: Yes
Parcel ID: 14985714

Parking

Type Of Parking: Off Street, Driveway
Parking Features: Surface, Asphalt Driveway

Garage Features: Garage - Front Entry, Garage - Side Entry

Interior Features

Interior Features: Kitchen - Galley, 2nd Kitchen, Family Room Off Kitchen, Breakfast Area, Combination Kitchen/Living, Kitchenette, Primary Bath(s), Built-Ins, Window Treatments, Entry Level Bedroom, WhirlPool/HotTub, Wet/Dry Bar, Wood Floors, Floor Plan - Open
Fireplace: Yes

Fireplaces Count: 3
Appliances: Washer/Dryer Hookups Only, Cooktop - Down Draft, Oven - Self Cleaning, Oven/Range - Electric, Range Hood, Refrigerator, Surface Unit
Accessibility Features: None
Window Features: Screens, Skylights, Wood Frame

Exterior Features

Exterior Features: Secure Storage, Sidewalks, Outbuilding(s)
Outdoor Living Structures: Patio(s), Enclosed

Pool: Yes - Personal
Personal Pool Features: In Ground

Utilities

Heating: Yes
Cooling Type: Ceiling Fan(s), Wall Unit, Other, Window Unit(s)

Cooling Fuel: Electric
Heating Type: Other, Ceiling, Heat Pump(s)
Heating Fuel: Wood, Electric
Hot Water: 60+ Gallon Tank, Electric
Water Source: Well
Sewer Septic: Septic Exists

Confidential Data

Listing Office

List Agent URL: obrienrealty.com

Property History for 44600 Tall Timbers Road

Date	Event & Source	Price	Appreciation
Sep 30, 2014	Closed (Public Record) Public Record #456364021	$225,000	—
Sep 30, 2014	Closed BRIGHT #1002928176	$225,000	—
Sep 9, 2014	Pending BRIGHT #1002928176		—
Apr 8, 2014	Listed (Active) BRIGHT #1002928176	$299,900	—

Date	Event & Source	Price
09/30/2014	Closed (Public Record) Public Record #456364021	$225,000
09/30/2014	Closed BRIGHT #1002928176	$225,000
09/09/2014	Pending BRIGHT #1002928176	—
04/08/2014	Listed (Active) BRIGHT #1002928176	$299,900

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 44600 Tall Timbers Road

Taxable ValueLand-Additions-Total-

Tax Record2025$6,342 ($528 / month)

Home Facts

Baths1Total Finished SqFt5,553 SqFtAbove Grade Finished SqFt5,553 SqFtStories1Lot Size43,560 SqFtStyleMulti-Family Res (5+ Units)Year Built1935Year Renovated1935ZoningRPDCountyST. MARY'SAPN02-018047

Schools near 44600 Tall Timbers Road

This home is within St. Mary's County Public Schools.


Rating	School	Type	Grades	Distance
9/10	Piney Point Elementary School	Public - Serves this home	PK to 5	0.2 mi
5/10	Spring Ridge Middle School	Public - Serves this home	6 to 8	7.9 mi
5/10	Leonardtown High School	Public - Serves this home	9 to 12	8.4 mi
10/10	Chesapeake Charter School	Charter - Choice school	K to 8	5.8 mi
NR	Dr. James A. Forrest Career And Technology Center	Public - Nearby school	9 to 12	8.5 mi


Rating	School	Distance
9/10	Piney Point Elementary School PublicPK to 5 Serves this home	0.2 mi
5/10	Spring Ridge Middle School Public6 to 8 Serves this home	7.9 mi
5/10	Leonardtown High School Public9 to 12 Serves this home	8.4 mi
10/10	Chesapeake Charter School CharterK to 8 Choice school	5.8 mi
NR	Dr. James A. Forrest Career And Technology Center Public9 to 12 Nearby school	8.5 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 20690

a view of a lake with a building in the background

1/99

Active Under Contract

$949,000

4
Bedrooms: 5
Bathrooms: 3,455
Square Feet: 0.67
Acres

44637 Bellview Court, Tall Timbers, MD 20690

1/91

$875,000

4
Bedrooms: 4
Bathrooms: 3,106
Square Feet: 0.41
Acres

17597 Whitestone Drive, Tall Timbers, MD 20690

1/21

$349,900

3
Bedrooms: 3
Bathrooms: 1,500
Square Feet: 0.11
Acres

17863 2nd Street, Tall Timbers, MD 20690

1/59

$482,000

4
Bedrooms: 2
Bathrooms: 2,108
Square Feet: 1.03
Acres

44939 Shore Drive, Tall Timbers, MD 20690

Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 44600 Tall Timbers Road, Tall Timbers, MD 20690	$225,000	3	3	5,437	43,560
Tall Timbers Road, Valley Lee, MD 20692	$20,000	–	–	–	23,958
44574 Tall Timbers Road, Tall Timbers, MD 20690	–	–	4	3,888	21,780
44584 Tall Timbers Road, Tall Timbers, MD 20690	–	–	–	2,000	–
44590 Tall Timbers Road, Tall Timbers, MD 20690	–	–	1.5	1,456	13,222
18104 Old Tall Timbers Road, Tall Timbers, MD 20692	–	–	2.5	1,914	14,374
44550 Tall Timbers Road, Tall Timbers, MD 20690	–	–	–	60,098	772,319
18097 Driftwood Drive, Tall Timbers, MD 20690	–	–	–	–	13,200
Tall Timbers Road, Tall Timbers, MD 20690	$219,900	–	–	–	1,873,951
44684 Tall Timbers Road, Tall Timbers, MD 20690	$215,000	3	2	1,478	151,589
Lot 94-and Driftwood, Tall Timbers, MD 20690	$220,000	–	–	–	1,061,993
44680 Tall Timbers Road, Tall Timbers, MD 20690	–	–	2.5	4,335	491,357
44415 Tall Timbers Road, Tall Timbers, MD 20690	$500,000	5	3	3,051	32,141
44450 Tall Timbers Road, Tall Timbers, MD 20690	–	–	1	1,680	88,427
44744 Tall Timbers Road, Tall Timbers, MD 20690	$280,000	2	1	958	50,530
18000 Piney Point Road, Valley Lee, MD 20692	–	–	2.5	2,900	5,352,652

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of O Brien Realty

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 05/13/2020 10:06 AM

Tall Timbers, MD

Know your buying power with a preapproval and custom rate in minutes

Explore Nearby Homes

Homes in Nearby Tall Timbers Neighborhoods

Homes in Nearby Tall Timbers Cities

Homes in Nearby Tall Timbers Zip Codes