2766 Rosser Road

Gallery Image 1
Gallery Image 2
Gallery Image 3
Gallery Image 4
Gallery Image 5
Gallery Image 6
Gallery Image 7
Gallery Image 8
Gallery Image 9
Gallery Image 10
Gallery Image 11
Gallery Image 12
Gallery Image 13
Gallery Image 14
Gallery Image 15
Gallery Image 16
Gallery Image 17
Gallery Image 18
Gallery Image 19
Gallery Image 20
Gallery Image 21
Gallery Image 22
Gallery Image 23
Gallery Image 24
Gallery Image 25
Gallery Image 26
Gallery Image 27
Gallery Image 28
Gallery Image 29
Gallery Image 30
Gallery Image 31
Gallery Image 32
Gallery Image 33
Gallery Image 34
Gallery Image 35
Gallery Image 36
Gallery Image 37
Gallery Image 38
Gallery Image 39
Gallery Image 40
Gallery Image 41
Gallery Image 42
Gallery Image 43
Gallery Image 44
Gallery Image 45
Gallery Image 46
Gallery Image 47
Gallery Image 48
Gallery Image 49
Gallery Image 50
Gallery Image 51
Gallery Image 52
Gallery Image 53
Gallery Image 54
Gallery Image 55
Active
$299,900
2 beds1,284 sqft
2766 Rosser Rd, Federalsburg, MD 21632
Est: $1,788/moGet pre-approved
Single FamilyProperty Type
4.43 acresLot Size
1930Year Built
$234/sq ftPrice per sq ft

Description

Across from the boat ramp and water view of 3 ponds on the property! Outdoor enthusiasts, nature lovers, and adventure seekers — welcome to your dream retreat. This one‑of‑a‑kind property offers an extraordinary blend of privacy, recreation, and natural beauty that is nearly impossible to find elsewhere. Set on gently rolling terrain overlooking multiple deep‑water ponds, this property delivers exceptional fishing, peaceful kayaking, scenic hiking trails, and endless opportunities to observe local...Across from the boat ramp and water view of 3 ponds on the property! Outdoor enthusiasts, nature lovers, and adventure seekers — welcome to your dream retreat. This one‑of‑a‑kind property offers an extraordinary blend of privacy, recreation, and natural beauty that is nearly impossible to find elsewhere. Set on gently rolling terrain overlooking multiple deep‑water ponds, this property delivers exceptional fishing, peaceful kayaking, scenic hiking trails, and endless opportunities to observe local wildlife. Deer roam the back woods, birds frequent the water’s edge, and the entire landscape offers a sense of tranquility that feels worlds away — yet still close to everything you need. The property also includes a 2‑bedroom home (possibly a 3rd). Enjoy all the benefits of living near the water without the added taxes of owning water‑privileged property. Recent enhancements include a charming decorative three‑rail fence and a privacy fence accented with topiary evergreens, adding both character and curb appeal. With its natural setting and recreational features, this property is perfectly suited for those seeking adventure or considering investment potential such as cabin rentals or VRBO. The possibilities are wide open. Just a quarter mile away, you’ll find two boat ramps, a pavilion picnic park, an additional launch area, playground, splash pad, basketball courts, river trails, an electric vehicle charging station, and more — making this location even more desirable for outdoor enjoyment. Don’t miss this rare opportunity. Schedule your visit and experience firsthand the peace, beauty, and uniqueness of this exceptional property. It truly is a retreat like no other.
45 days on Market
  • Listed by: Stacie Luhrman 443.655.4898 sluhrman@bensonandmangold.com • Benson & Mangold, LLC
Last updated: 09/23/2026 10:46 AM • Source: BRIGHT, MLS#: MDCM2007726

See It First™ on Compass

Find homes before they're listed on other real estate sites.

Start your search

Location

Listing Courtesy of Benson & Mangold, LLC
Add your commute

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage1

$1,788 per month

30 year fixed, 7.03% Interest

Principal and Interest

$1,601

Property Taxes

$187

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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

Rocket Mortgage1

Property Information for 2766 Rosser Road

Property Details
  • Taxes: $2,244 / year
  • MLS Type: Residential / Fee Simple
  • County: Caroline County
  • Tax ID Number: 0605029538
  • Ownership: Fee Simple
  • Condo Coop Association: No
  • HOA: No
  • Structure Type: Detached
  • Style: Bungalow
  • Levels/Stories: 1.5
  • Waterfront: No
  • Views: Pond
  • Garage: No
  • Subdivision: FEDERALSBURG
  • Subdivision: FEDERALSBURG (CAROLINE MD)
  • Central Air: Yes
  • Basement: No
  • Above Grade Finished SQFT: 1,284.00
  • Above Grade Fin SQFT Source: Assessor
  • Below Grade Finished SQFT: .00
  • Below Grade Fin SQFT Source: Assessor
  • Below Grade Unfinished SQFT: .00
  • Below Grade Unfin SQFT Source: Assessor
  • Total Below Grade SQFT: .00
  • Total Below Grade SQFT Source: Assessor
  • New Construction: No
  • Property Condition: Good
Building Information
  • Year Built: 1930
  • Lot Size: 4.43 AC / 192,971 SF
Location
Location
  • In City Limits: No
  • School District Name: CAROLINE COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139029245
  • SchoolDistrictSource: Listing Agent
  • County: CAROLINE
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Access Features: Fishing Allowed
  • Water Oriented: Yes
  • Tidal Water: No
  • Water Body Name: Marshy Hope
  • Water Body Type: Pond
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2026
  • Tax Assessed Value: $239,000
  • Clean Green Assessed: No
  • Agricultural Tax Due: No
  • Zoning: I2
  • Tax Lot: 2
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 0
All Upper Levels
  • # Bedrooms Count All Upper Levels: 1
Upper Level 1
  • # Bedrooms Count Upper Level: 1
Rooms
  • Room List: Living Room, Sitting Room, Bedroom 2, Kitchen, Foyer, Bedroom 1, Laundry, Office, Full Bath
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Kitchen
  • Room Length: 15.0
  • Room Width: 12.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Dining Area
Room 2
  • Room Type: Living Room
  • Room Length: 28.0
  • Room Width: 12.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 3
  • Room Type: Office
  • Room Length: 10.0
  • Room Width: 6.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 4
  • Room Type: Bedroom 1
  • Room Length: 15.0
  • Room Width: 9.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Carpet, Walk-In Closet(s)
Room 5
  • Room Type: Full Bath
  • Room Length: 9.0
  • Room Width: 7.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Bathroom - Tub Shower
Room 6
  • Room Type: Laundry
  • Room Length: 9.0
  • Room Width: 6.0
  • Room Level: Main
  • Room Exists: Yes
Room 7
  • Room Type: Sitting Room
  • Room Length: 15.0
  • Room Width: 14.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 8
  • Room Type: Bedroom 2
  • Room Length: 20.0
  • Room Width: 14.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 9
  • Room Type: Foyer
  • Room Length: 5.0
  • Room Width: 4.0
  • Room Level: Main
  • Room Exists: Yes
Building Info
Building Info
  • Total Finished SQFT: 1,284.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Backs to Trees, Fishing Available, Front Yard, Hunting Available, Landscaping, Partly Wooded, Rear Yard, Road Frontage, SideYard(s)
  • Fencing: Decorative
  • Parcel ID: 4494350
  • Additional Parcels: No
Parking
Parking
  • Type Of Parking: Driveway, Off Street
Interior Features
Interior Features
  • Interior Features: Bathroom - Tub Shower, Breakfast Area, Carpet, Ceiling Fan(s), Combination Kitchen/Dining, Walk-in Closet(s)
  • Fireplace: No
  • Accessibility Features: None
  • Laundry Type: Has Laundry, Main Floor, Dryer In Unit, Washer In Unit
Exterior Features
Exterior Features
  • Exterior Features: Exterior Lighting, Extensive Hardscape, Outbuilding(s)
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Ceiling Fan(s), Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump - Electric BackUp
  • Heating Fuel: Propane - Leased
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: Private Sewer
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS
  • List Agent URL: www.stacieluhrman.bensonandmangold.com

Property History for 2766 Rosser Road

DateEvent & SourcePriceAppreciation
Sep 23, 2026

Price Change

BRIGHT #MDCM2007726

$299,900—
Aug 13, 2026

Listed (Active)

BRIGHT #MDCM2007726

$309,000—
Jan 17, 2026

Withdrawn

BRIGHT #MDCM2006420

$267,000—
DateEvent & SourcePrice
09/23/2026

Price Change

BRIGHT #MDCM2007726

$299,900
08/13/2026

Listed (Active)

BRIGHT #MDCM2007726

$309,000
01/17/2026

Withdrawn

BRIGHT #MDCM2006420

$267,000

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

Public Records for 2766 Rosser Road

Taxable ValueLand$81,400Additions$157,600Total$239,000
Tax Record2025$2,244 ($187 / month)
Home Facts
Beds0Baths1Total Finished SqFt1,284 SqFtAbove Grade Finished SqFt1,284 SqFtStories1Lot Size192,971 SqFtStyleSingle Family ResidenceYear Built1930Year Renovated1930ZoningI2CountyCAROLINEAPN05-029538

Schools near 2766 Rosser Road

This home is within Caroline County Public Schools.
Rating
School
Type
Grades
Distance
Federalsburg Elementary School
Public - PK to 5
Colonel Richardson Middle School
Public - 6 to 8
Colonel Richardson High School
Public - 9 to 12
Caroline Career & Technology Center
Public - 9 to 12
Rating
School
Distance
Federalsburg Elementary School
PublicPK to 5

Colonel Richardson Middle School
Public6 to 8

Colonel Richardson High School
Public9 to 12

Caroline Career & Technology Center
Public9 to 12

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 21632

$225,000 | 215 North Main Street, Federalsburg, MD 21632
1/27
Open: 9/27 11:00AM - 01:00PM

$225,000

3
Bedrooms
1,096
Square Feet
0.16
Acres

215 North Main Street, Federalsburg, MD 21632

$440,000 | 25699 Auction Road, Federalsburg, MD 21632
1/44

$440,000

4
Bedrooms
1,986
Square Feet
17.39
Acres

25699 Auction Road, Federalsburg, MD 21632

a front view of a house with a yard and garage
1/7
Coming Soon

$749,900

4
Bedrooms
5,303
Square Feet
8.22
Acres

4517 Smithville Road, Federalsburg, MD 21632

$249,000 | 104 South University Avenue, Federalsburg, MD 21632
1/32
Active Under Contract

$249,000

3
Bedrooms
1,104
Square Feet
0.23
Acres

104 South University Avenue, Federalsburg, MD 21632

an aerial view of a house
1/66

$995,000

3
Bedrooms
1,568
Square Feet
40.64
Acres

5315 Smithville Road, Federalsburg, MD 21632

$319,000 | 2792 Meadowbrook Road, Federalsburg, MD 21632
1/37

$319,000

5
Bedrooms
2,232
Square Feet
0.46
Acres

2792 Meadowbrook Road, Federalsburg, MD 21632

an aerial view of a house
1/47
Listed By Coldwell Banker Realty

$755,000

3
Bedrooms
2,504
Square Feet
6.26
Acres

3769 Bradley Road, Federalsburg, MD 21632

$99,000 | 101 South University Avenue, Federalsburg, MD 21632
1/15
Listed By Coldwell Banker RealtyActive Under Contract

$99,000

3
Bedrooms
1,100
Square Feet
0.09
Acres

101 South University Avenue, Federalsburg, MD 21632

$315,000 | 104 Chambers Street, Federalsburg, MD 21632
1/27

$315,000

3
Bedrooms
1,212
Square Feet
0.32
Acres

104 Chambers Street, Federalsburg, MD 21632

Explore Nearby Homes

More information about 2766 Rosser Road, Federalsburg, MD 21632

2766 Rosser Road is a single family home for sale in Federalsburg, MD 21632. This property was listed for sale on August 13, 2026 by Benson & Mangold, LLC, it's currently listed at $299,900. It has been on the market for a total of 45 days and was last sold on May 24, 2022. This listing's school district is Caroline County Public Schools. Nearby schools include Federalsburg Elementary School, Colonel Richardson Middle School and Colonel Richardson High School. 2766 Rosser Road is a 2-bed, 1-bath, 1,284 sqft single family home built in 1930.

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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Benson & Mangold, LLC

© 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 09/23/2026 10:46 AM