1868 Roberta Drive, Chester, MD 21619 - Photo 1

Save This Listing

Close

1/48

View All Photos

$400,000 Just Listed

For Sale
Active
Single Family
5 Beds
3 Full Baths
1 Partial Bath
3,250 Sq. Ft.
2 Car Garage
Updated 3 days ago

Next open house:

Sunday 9/6 12:00 PM - 1:00 PM

Get directions

Join us at 1868 Roberta Drive on:

Open House: 5:30 PM - 6:30 PM
Wednesday 9/16 5:30 PM - 6:30 PM
1868 Roberta Drive,Chester, MD 21619
1868 Roberta DriveChesterMD21619
Open House: 12:00 PM - 1:00 PM
Saturday 9/26 12:00 PM - 1:00 PM
1868 Roberta Drive,Chester, MD 21619
1868 Roberta DriveChesterMD21619

See This Home

Save This Listing

Close

1/48

Property Description

List price is Opening Bid at the Online auction to be conducted on Auctioneers website. - Auction ends Tuesday, September 29, 2026 at 11:00 AM. Discover the space and versatility of 1868 Roberta Drive in Chester, Maryland, a custom-built home offering 5 bedrooms, 3.5 bathrooms, multiple living areas, abundant storage, and no HOA. Conveniently located just minutes from Route 50 and the Chesapeake Bay Bridge, this property combines generous proportions with a layout designed for comfortable everyday living and entertaining. The main level makes an immediate impression with 12-foot ceilings and oversized 6-foot windows, creating bright, open living spaces throughout. The floor plan includes a spacious family room, vaulted morning room, sunroom, and an eat-in kitchen that serves as the heart of the home. The kitchen is equipped with granite countertops, a large center island, pantry, and ample cabinet and workspace. The home's 5-bedroom, 3.5-bath configuration provides plenty of flexibility. The primary suite features a tray ceiling and private bath with a custom-tiled shower and double vanity. Four additional bedrooms are complemented by two Jack-and-Jill-style bathrooms, offering a functional arrangement for family, guests, home offices, or additional flex space. Outdoor living is another highlight, with an impressive 800± square-foot wraparound deck providing plenty of room for grilling, dining, entertaining, and relaxing. Additional features include: "¢ Hardwood and tile flooring "¢ Roman blinds and wood shutters "¢ New HVAC system "¢ Finished garage "¢ Dedicated laundry room with New washer and dryer "¢ Approximately 4-foot crawl-space ceiling height "¢ Numerous custom builder upgrades "¢ No HOA With its impressive bedroom count, expansive living areas, oversized deck, substantial storage, and convenient Chester location, 1868 Roberta Drive offers bidders a unique opportunity to purchase a custom Eastern Shore home and make it their own. Don't miss your opportunity to bid!

Full Property Details

Full Property Details for 1868 Roberta Dr

General

Price: $400,000
Taxes: $5,738 (2025)
Status: Active
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDQA2018570
Updated: 8/31/2026
Added to Site: 3 day(s) ago

Interior

Interior Features: Attic, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Breakfast Area, Carpet, Ceiling Fan(s), Combination Kitchen/Living, Dining Area, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space
Fireplace: Yes
Number of Fireplaces: 1
Fireplace(s): Gas/Propane
Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer - Electric, Dryer - Front Loading, ENERGY STAR Clothes Washer, Exhaust Fan, Microwave, Oven/Range - Electric, Stove, Washer, Water Conditioner - Owned, Water Heater, Water Heater - High-Efficiency
Flooring: Carpet, Ceramic Tile, Engineered Wood, Solid Hardwood

Rooms

Bathrooms

Total Bathrooms: 4
Full Bathrooms: 3
Half Bathrooms: 1
Upper Floor Baths: 3
Upper - Full Baths: 3
Main Floor Baths: 1
Main - 1/2 Baths: 1

Bedrooms

Total Bedrooms: 5
Bedrooms Upper: 5

Other Rooms

Laundry: Main Floor

Exterior

Exterior Features: Bump-outs, Flood Lights
Porch/Patio/Deck: Deck(s), Porch(es)

Parking

Garage: Yes
Garage Spaces: 2
Total Spaces: 2
Parking Features: Paved Driveway
Parking Type: Attached Garage, Driveway, Off Street
Garage Description: Garage - Front Entry, Garage Door Opener, Inside Access, Oversized

Location

County: QUEEN ANNES
Driving Directions: From Cox Neck Rd. Turn Right onto Roberta Drive. House will be on the Left.
Direction Faces: South

School Information

School District: Queen Anne's County Public Schools

Heating & Cooling

Central air: Yes
Cooling Type: Ceiling Fan(s), Central A/C, Heat Pump(s), Programmable Thermostat
Cooling Fuel: Electric
Heating Type: 90% Forced Air, Heat Pump(s), Programmable Thermostat
Heating Fuel: Electric
Water Heater: Electric

Utilities

Sewer: Public Sewer
Water: Public
Utility Description: Cable TV, Phone, Propane

Structural Information

Architectural Style: Coastal, Colonial
Structure Type: Detached
Builder: Lacrosse
Construction: Stone, Vinyl Siding
Foundation: Crawl Space
Roof: Architectural Shingle
Walls/Ceilings: 2 Story Ceilings, 9'+ Ceilings, High, Tray Ceilings, V
Stories Description: Main, Upper 1
Square Feet: 3,250
Sq. Ft. Source: Assessor
Living Area: 3,250 Sq. Ft.
Finished Above Grnd: 3,250 Sq. Ft.
Year Built: 2007
Year Built Source: Estimated
Property Condition: Very Good

Additional Structures

Other Structures: Shed

Lot Features

Property View: Trees/Woods, Water
Lot Size (Acres): 0.43
Lot Size (Sq. Ft.): 18,664
Lot Size Source: Estimated
Zoning: NC-15
Lot Description: Backs to Trees

Water Features

Water View: Yes
Water Front Type: Creek/Stream
Water Front Name: Cox Creek

Financial Considerations

Price Per Sq. Ft.: $123.08
Assessment Year: 2025
County Tax: $5,738
County Tax Freq: Annually
Tax w/Assessment: $609,167
Tax Amount: $5,738
Tax Year: 2025
Tax Total Finished Sq. Ft.: 3200

Disclosures and Reports

Ownership: Fee Simple
Lot Number: 5

Listed by Alex Cooper Auctioneers, Inc., Carley R. Cooper

Quickly Find Out More

* Indicates a required field

Comment optional

Full Name *

Email Address *

Mobile Phone Number *

See this property in person

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 1868 Roberta Dr —

Carley R. Cooper

Alex Cooper Auctioneers, Inc.

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender

NMLS#: 1598647

Get Pre-Approved

Schools

Schools serving 1868 Roberta Dr

School District:Queen Annes County Public Schools

Name	Grades	Distance
Kent Island Elementary School 110 Elementary Way, Stevensville, MD 21666	PK-2	1.3 mi
Bayside Elementary School, Stevensville, MD 301 Church Street, Stevensville, MD 21666	3-5	1.4 mi
Matapeake Middle School 671 Romancoke Road, Stevensville, MD 21666	6-8	2.1 mi
Kent Island High School 900 Love Point Road, Stevensville, MD 21666	9-12	2 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1868 Roberta Dr Get Price Alerts and Save Property

Date

Details

Price

Change

Source

8/31/2026

Listed

$400,000

-38.25%

MLS

8/13/2007

Sold

$647,809

—

Public Record

Get Price Alerts and Save Property

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History

Tax History for 1868 Roberta Dr

Year

Property Taxes

Change

Tax Assessment

Change

2025

$5,396

—

$656,200

8%

2025

$5,396

11%

$609,167

8%

2023

$4,852

—

$562,133

9%

2023

$4,852

11%

$515,100

4%

2021

$4,374

5%

$494,500

8%

2020

$4,153

5%

$459,533

8%

2019

$3,941

5%

$424,567

9%

2018

$3,737

—

$389,600

—

2017

$3,737

—

$389,600

—

2016

$3,737

-14%

$389,600

-14%

2015

$4,341

—

$452,600

—

2014

$4,341

—

$452,600

—

View All

Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost

Estimate the Cost for 1868 Roberta Dr

204 Queens Colony High Rd, Stevensville, MD 21666 - Photo 1

Just Listed

$799,990

204 Queens Colony High Rd Stevensville, MD 21666

Single Family
Active
Updated 1 day ago

3
Beds
3
Total Baths
2,230
Sq. Ft.

Listed by RE/MAX United Real Estate, Jamie Michelle Richardson

101 Oak St, Stevensville, MD 21666 - Photo 1

Just Listed

$539,990

101 Oak St Stevensville, MD 21666

Single Family
Active
Updated 1 day ago

4
Beds
3
Total Baths
1,931
Sq. Ft.

Listed by RE/MAX United Real Estate, Jamie Michelle Richardson

232 Matapex Plantation Ln, Stevensville, MD 21666 - Photo 1

Just Listed

$4,300,000

232 Matapex Plantation Ln Stevensville, MD 21666

Single Family
Active
Updated 2 days ago

7
Beds
9
Total Baths
8,548
Sq. Ft.

Listed by Eastern Shore Real Estate, LLC, Edna F Cruz

303 Charl Ct, Stevensville, MD 21666 - Photo 1

Just Listed

$315,000

303 Charl Ct Stevensville, MD 21666

Single Family
Active
Updated 6 days ago

3
Beds
2
Total Baths
1,008
Sq. Ft.

Listed by Long & Foster Real Estate, Inc., Linda L Austin

521 Moorings Cir, Stevensville, MD 21666 - Photo 1

Price Reduced

-$10,900 (-1.73%)

$619,000

521 Moorings Cir #245 Stevensville, MD 21666

Townhouse
Active
Updated 2 days ago

2
Beds
2
Total Baths
1,828
Sq. Ft.

Listed by The Fisher Team (443) 375-0689

408 Butlers Landing, Stevensville, MD 21666 - Photo 1

Price Reduced

-$100,000 (-8%)

$1,150,000

408 Butlers Landing Stevensville, MD 21666

Single Family
Active
Updated 1 day ago

2
Beds
3
Total Baths
1,950
Sq. Ft.

Listed by The Collab (410) 929-3450

222 Jessica Lyn Ave, Stevensville, MD 21666 - Photo 1

Price Reduced

-$5,100 (-0.84%)

$599,900

222 Jessica Lyn Ave #G5 Stevensville, MD 21666

Townhouse
Active
Updated 8 hours ago

4
Beds
5
Total Baths
2,850
Sq. Ft.

Listed by Berkshire Hathaway HomeServices PenFed Realty, Jill B Rudiger

624 Romancoke Rd, Stevensville, MD 21666 - Photo 1

Price Reduced

-$15,001 (-3.61%)

$399,999

624 Romancoke Rd Stevensville, MD 21666

Single Family
Active
Updated 6 days ago

3
Beds
2
Total Baths
1,082
Sq. Ft.

Listed by RE/MAX Executive, Ed J Beres

1803 Chester Dr, Chester, MD 21619 - Photo 1

Sold

$385,000

1803 Chester Dr Chester, MD 21619

Single Family
Closed

4
Beds
2
Total Baths
1,636
Sq. Ft.

Listed by Keller Williams Legacy, Jennifer R Kramer-Dela Cruz
Sold by EXP Realty, LLC, Alice R. Flores

2644 Cecil Dr, Chester, MD 21619 - Photo 1

Sold

$382,000

2644 Cecil Dr Chester, MD 21619

Single Family
Closed

3
Beds
2
Total Baths
1,108
Sq. Ft.

Listed by Realty Navigator, Gueler Stevens
Sold by Heather Giovingo

1872 Harbor Dr, Chester, MD 21619 - Photo 1

Sold

$445,000

1872 Harbor Dr Chester, MD 21619

Single Family
Closed

3
Beds
2
Total Baths
1,486
Sq. Ft.

Listed by Cross Street Realtors LLC, Joelle Dolch
Sold by Taylor Properties, Jeff Guthrie

1906 Harbor Dr, Chester, MD 21619 - Photo 1

Sold

$430,000

1906 Harbor Dr Chester, MD 21619

Single Family
Closed

4
Beds
2
Total Baths
1,750
Sq. Ft.

Listed by Five Star Real Estate, Gregory A Bennett Jr.
Sold by Douglas Realty LLC, Ashley Yost

1868 Roberta Drive, Chester, MD 21619 (MLS# MDQA2018570) is a Single Family property with 5 bedrooms, 3 full bathrooms and 1 partial bathroom. 1868 Roberta Drive is currently listed for $400,000 and was received on August 31, 2026. Want to learn more about 1868 Roberta Drive? Do you have questions about finding other Single Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.

1868 Roberta Dr Chester, MD 21619

Full Property Details for 1868 Roberta Dr

General

Interior

Rooms

Bathrooms

Bedrooms

Other Rooms

Exterior

Parking

Location

School Information

Heating & Cooling

Utilities

Structural Information

Additional Structures

Lot Features

Water Features

Financial Considerations

Disclosures and Reports

Quickly Find Out More

Quickly Find Out More

Listing agent

Get Pre-Approved Today

Be ready to buy your new home!

Be ready to buy your new home!

Schools serving 1868 Roberta Dr

Price & Sales History for 1868 Roberta Dr Get Price Alerts and Save Property

Tax History for 1868 Roberta Dr

Estimate the Cost for 1868 Roberta Dr

Be ready to buy your new home!

Similar Properties near 1868 Roberta Dr

21424 Catholic Ave Rock Hall, MD 21661

624 Romancoke Rd Stevensville, MD 21666

729 Davol Rd Stevensville, MD 21666

125 Forest Rd Grasonville, MD 21638

Just Listed near 1868 Roberta Dr

204 Queens Colony High Rd Stevensville, MD 21666

101 Oak St Stevensville, MD 21666

232 Matapex Plantation Ln Stevensville, MD 21666

303 Charl Ct Stevensville, MD 21666

Price Reduced near 1868 Roberta Dr

521 Moorings Cir #245 Stevensville, MD 21666

408 Butlers Landing Stevensville, MD 21666

222 Jessica Lyn Ave #G5 Stevensville, MD 21666

624 Romancoke Rd Stevensville, MD 21666

Recent Sales near 1868 Roberta Dr

1803 Chester Dr Chester, MD 21619

2644 Cecil Dr Chester, MD 21619

1872 Harbor Dr Chester, MD 21619

1906 Harbor Dr Chester, MD 21619