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$399,990 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,963 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago
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300 S Regulator Drive, Cambridge, MDVideo Tour of 300 S Regulator Drive, Cambridge, MD.
Waterfront Community - Updated 4BR/3BA home with Craftsman charm on a corner lot in Longboat Estates - a lovely, established neighborhood of attractive homes and amenities including a community pool, pier, and boatramp on Jenkins Creek which opens to the Choptank River and out to the Chesapeake Bay. Welcoming front porch leads into this gorgeous home - great floorplan - boasting nearly 3000sf of well-designed living space, full of architectural detail and quality finishes - handsome, real hardwood floors, crown- and chair-rail moldings, Corian counters, custom tile. Flexibility is the spice of life, and this home offers plenty! Enjoy a holiday meal in the formal dining room, or linger over your weekend coffee and a crossword at the kitchen breakfast bar. The large breakfast room off the kitchen would also make a great sitting room - full of sunlight and views of the yard, sliders to the rear porch. Family room off the kitchen is warm with hardwood floors and a gas fireplace. The first floor primary bedroom is your restful retreat - walk-in closet, luxe, en-suite bath - roomy tile shower w/bench, two generously-sized vanities. A second bedroom, and 2nd full bath with a tile-surround tub/shower combo - perfect for guests who prefer the ease of 1-story living. Large laundry room with extra cabinetry completes the first floor. Upstairs, the expansive 3rd bedroom features its own walk-in closet; the 4th bedroom also offers a deep closet. The 3rd full bath is equipped with a wide vanity, and a tub/shower combo, and a utility / storage room finishes the home's interior. Outdoor living is a dream here, too - choose to laze on your front or rear porch, soak in the autumn breezes while strolling the community. Fish or boat on Jenkins Creek, and in the warmer months enjoy a dip in the community pool. Close to Downtown Cambridge - a quintessential waterfront town on the Eastern Shore - full of incredible seafood, unique boutiques, arts and entertainment, tons of history, and local brews and restaurants. On the banks of the Choptank River, you'll be charmed by this gem of the Shore. Great central location - hour West to Annapolis, East to Ocean City beach and boardwalks, Assateague Island or the Delaware Beaches; half hour to Salisbury. Vacation in town with a variety of day passes available at the nearby Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina - pools and spas, cabana passes, private guest rooms, birthday party packages, multiple restaurants. Don't miss this unique opportunity to live the good life on the Eastern Shore! Sizes, taxes, distances approximate. Owner is a licensed realtor; agent has financial interest.

Full Property Details for 300 S Regulator Dr

General

  • Price: $399,990
  • HOA FEE: $68/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $6,012 (2026)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDDO2013378
  • Updated: 10/20/2026
  • Added to Site: 3 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Foyer, Breakfast Room, Laundry, Utility Room, Primary Bathroom, Full Bath
  • Interior Features: Bathroom - Stall Shower, Bathroom - Tub Shower, Breakfast Area, Carpet, Ceiling Fan(s), Crown Moldings, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Formal/Separate Dining Room, Kitchen - Island, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Gas/Propane, Mantel(s)
  • Appliances: Dishwasher, Exhaust Fan, Microwave, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
  • Flooring: Ceramic Tile, Hardwood, Luxury Vinyl Plank

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Upper Floor Baths: 1
  • Upper - Full Baths: 1
  • Main Floor Baths: 2
  • Main - Full Baths: 2

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 2
  • Bedrooms Main & Up: 2

Other Rooms

  • Laundry: Dryer In Unit, Has Laundry, Main Floor, Washer In Unit

Additional Information

  • Shared Amenities: Boat Ramp, Pier/Dock, Pool - Outdoor, Swimming Pool, Water/Lake Privileges
  • Shared Pool: Yes
  • Pool: Yes

Exterior

  • Exterior Features: Sidewalks, Gutter System
  • Porch/Patio/Deck: Porch(es)

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 4
  • Parking Features: Concrete Driveway, Free, Private
  • Parking Type: Driveway, Attached Garage
  • Garage Description: Additional Storage Area, Garage - Front Entry, Inside Access

Location

  • Municipality: CAMBRIDGE
  • County: DORCHESTER
  • Subdivision: CAMBRIDGE
  • Cross Streets: F & S
  • Driving Directions: From Route 50 -- Washington Street, right on Academy St, left on High St, right on Locust, left on Glenburn, right on Glasgow, left on Jenkins Creek Rd, right on N Regulator [the community pool will be on your right], left on S Regulator
  • Direction Faces: Southwest
  • City Limits: Yes

School Information

  • School District: Dorchester County Public Schools

Community

  • Association: Yes
  • Assoc. Name: LONGBOAT ESTATES HOMEOWNERS ASSOCIATION
  • Assoc. Fees Include: Pier/Dock Maintenance, Pool(s), Road Maintenance, Snow Removal

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Dist. to Water: 3 Blocks
  • Utility Description: Cable TV Available, Natural Gas Available

Structural Information

  • Architectural Style: Craftsman
  • Structure Type: Detached
  • Builder: Lennar
  • Model: Bridgebranch II
  • Construction: Vinyl Siding, Stick Built
  • Foundation: Permanent
  • Roof: Architectural Shingle
  • Walls/Ceilings: 9'+ Ceilings
  • Windows: Insulated
  • Doors: Insulated
  • Stories Description: Main, Upper 1
  • Square Feet: 2,963
  • Sq. Ft. Source: Assessor
  • Living Area: 2,963 Sq. Ft.
  • Finished Above Grnd: 2,963 Sq. Ft.
  • Year Built: 2006
  • Year Built Source: Assessor
  • Property Condition: Excellent

Lot Features

  • Lot Size (Acres): 0.27
  • Lot Size (Sq. Ft.): 11,741
  • Lot Size Source: Assessor
  • Zoning: R
  • Lot Description: Corner, Cleared, Front Yard, Rear Yard, SideYard(s)

Water Features

  • Navigable Water: Yes
  • Water Access: Yes
  • Water Access Desc: Fishing Allowed, Canoe/Kayak, Private Access
  • Water Front Type: River
  • Water Front Name: CHOPTANK RIVER
  • Docks: 1

Financial Considerations

  • Price Per Sq. Ft.: $134.99
  • Association Fee: $204
  • Assoc Fee Freq.: Quarterly
  • Other Fee: $350
  • Other Fee Freq.: Annually
  • Assessment Year: 2026
  • City/TownTax: $2,573
  • City/TownTax Freq: Annually
  • County Tax: $3,438
  • County Tax Freq: Annually
  • Tax w/Assessment: $321,700
  • Tax Amount: $6,012
  • Tax Year: 2026
  • Tax Total Finished Sq. Ft.: 2963

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 127

Listed by EXP Realty, LLC, Richard S. Barr

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Listing agent

— 300 S Regulator Dr —

  • Richard S. Barr

    EXP Realty, LLC

Listing Office Email: md.broker@exprealty.net

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 300 S Regulator Dr

School District:Dorchester County Public Schools
NameGradesDistance
Sandy Hill Elementary School
1503 Glasgow Street, Cambridge, MD 21613
PK-50.6 mi
Mace's Lane Middle School
1101 Maces Lane, Cambridge, MD 21613
6-81.6 mi
Cambridge-South Dorchester High School
2475 Cambridge Beltway, Cambridge, MD 21613
9-122.5 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 300 S Regulator Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/19/2026
Listed
$399,990
48.14%
MLS
7/29/2026
Sold
$270,000
—
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 for 300 S Regulator Dr

Year
Property Taxes
Change
Tax Assessment
Change
2026
$6,012
9%
$321,700
9%
2025
$5,533
12%
$294,600
5%
2023
$4,936
—
$280,833
5%
2023
$4,936
75%
$267,067
5%
2022
$2,817
32%
$253,300
3%
2017
$2,131
-53%
$246,933
3%
2021
$4,537
2%
$240,567
3%
2020
$4,465
5%
$234,200
2%
2019
$4,268
2%
$229,900
2%
2018
$4,188
6%
$225,600
6%
2015
$3,937
2%
$213,633
2%
2014
$3,866
—
$209,800
—
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.

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Listed by EXP Realty, LLC, Richard S. Barr

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300 S Regulator Drive, Cambridge, MD 21613 (MLS# MDDO2013378) is a Single Family property with 4 bedrooms and 3 full bathrooms. 300 S Regulator Drive is currently listed for $399,990 and was received on October 19, 2026. Want to learn more about 300 S Regulator Drive? Do you have questions about finding other Single Family real estate for sale in Cambridge? You can browse all Cambridge real estate or contact a Coldwell Banker agent to request more information.

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