Listing provided courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP- MLS# MDWO2038860MLS ProviderContact Information: [email protected] - 4102083500

44 GRAND PORT ROADOCEAN PINES, MD 21811

Single Family · 3 Beds · 1 Full Bath · 1 Half Bath · 1,008 Sq. ft. | 0.21 Acres
$349,000 ACTIVE UNDER CONTRACT

44 GRAND PORT ROAD Overview

Time on Site:
26 days
Visits:
5

BEST AND FINAL DUE BY 12:00pm MONDAY, JUNE 8th. Opportunity knocks at 44 Grand Port Rd! Offered as the lowest-priced waterfront property currently available in Ocean Pines, this 3-bedroom, 2-bath home is ready for its next chapter. Built as one of the first homes in Ocean Pines—reportedly the 11th home ever constructed in the community—this property offers a unique piece of local history along with tremendous potential for renovation or redevelopment. Conveniently located near the Swim & Racquet Club and situated on a desirable waterfront lot with easy boat access to the open bay and no bridges to navigate, the location is hard to beat. This is a true fixer-upper being sold strictly as-is and is ideal for investors, builders, or buyers looking to create their own waterfront retreat. Buyers are encouraged to perform their own due diligence and review the pre-home inspection report available in the documents section. Enjoy Ocean Pines amenities including pools, golf, parks, walking trails, pickleball and tennis courts, a yacht club, and beach club access. A rare opportunity to secure an affordable waterfront property in one of the area's most sought-after communities.

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44 GRAND PORT ROAD Facts & Features

  • Type Single Family
  • Sq. ft. 1,008
  • Price/Sq.ft. $346
  • Lot 0.21 Acres

Details

General

Association/HOA

  • Association Amenities: Basketball Courts, Beach Club, Club House, Community Center, Dog Park, Golf Club, Golf Course, Jog/Walk Path, Lake, Pickleball Courts, Pool - Indoor, Pool - Outdoor, Racquet Ball, Tennis Courts, Tot Lots/Playground
  • Association Fee: $1,580.00
  • Association Fee Frequency: Annually
  • Association Name: OCEAN PINES ASSOCATION
  • Association: Yes
  • Condo/Coop Association: No

School Information

  • Elementary School: SHOWELL
  • Middle Or Junior School: BERLIN INTERMEDIATE SCHOOL
  • High School: STEPHEN DECATUR

Listing Information

  • Real Estate Owned: No
  • Short Sale: No

Building Information

  • Building Name: NONE AVAILABLE
  • New Construction: No
  • Pool: Yes - Community
  • Total SQFT: 1008
  • Year Built: 1970

Location/Region

  • Country: US
  • County: WORCESTER
  • County Or Parish: WORCESTER
  • In City Limits: No
  • MLS Area Major: Worcester Ocean Pines
  • Subdivision Name: OCEAN PINES - NEWPORT

Parking Information

  • Total Parking Spaces: 5
  • Type of Parking: Driveway

Rent/Lease Information

  • Lease Considered: No

Tax Information

  • County Tax: 2412.00
  • County Tax Payment Frequency: Annually
  • Tax Annual Amount: $2,743.00
  • Tax Assessed Value: 308300.00
  • Tax Year: 2025

General Information

  • Exclusions: Personal items and some furniture. See list of excluded items in documents.
  • Furnished: Partially
  • Historic: No
  • Property Type: Residential
  • School District Name: WORCESTER COUNTY PUBLIC SCHOOLS
  • Senior Community: No
  • Special Listing Conditions: Standard
  • Vacation Rental: No
  • Year Assessed: 2026
  • Zoning: R-3

Interior

Building Information

  • Cooling Fuel: Electric
  • Heating Fuel: Electric

Parking Information

  • Garage: No

Beds/Baths

  • Bathrooms Full: 1
  • Bathrooms Full Main Level: 1
  • Bathrooms Half: 1
  • Bathrooms Half Main Level: 1
  • Bathrooms Total: 2
  • Bedrooms Total: 3

Building Exterior/Construction

  • Structure Type: Detached

Building Interior

  • Above Grade Finished Area: 1008
  • Above Grade Finished Area Source: Assessor
  • Above Grade Finished Area Units: Square Feet
  • Below Grade Finished Area: 0
  • Below Grade Finished Area Source: Assessor
  • Below Grade Finished Area Units: Square Feet
  • Central Air: No
  • Hot Water: Electric
  • Laundry Type: Washer In Unit,Dryer In Unit

General Information

  • Accessibility Features: None
  • Appliances: Dishwasher, Dryer, Microwave, Oven - Single, Refrigerator, Washer
  • Basement: No
  • Cooling: Window Unit(s)
  • Fireplace: No
  • Foundation Details: Crawl Space
  • Interior Features: Bathroom - Tub Shower, Ceiling Fan(s), Combination Kitchen/Living, Entry Level Bedroom, Floor Plan - Open, Primary Bath(s)
  • Levels: 1
  • Living Area: 1008
  • Living Area Source: Assessor
  • Main Level Bathrooms: 2.00
  • Main Level Bedrooms: 3
  • Spa: No

Exterior

Lot Information

  • Lot Dimensions Source: Assessor
  • Lot Size Acres: 0.21
  • Lot Size Source: Assessor
  • Lot Size Square Feet: 9210.00
  • Lot Size Units: Square Feet
  • Water Source: Public

Waterfront/View

  • Water Body Type: Canal
  • Water Oriented: Yes
  • Water View: No
  • Waterfront: Yes

Building Exterior/Construction

  • Architectural Style: Ranch/Rambler
  • Construction Materials: Stick Built

General Information

  • Other Structures: Above Grade,Below Grade
  • Sewer: Public Sewer
  • Water Access: Yes

Find, Buy & Move into Your Home with Us.

Instead of having a mortgage team here, an insurance agent there, a REALTOR® down the street, an inspector and a moving company across town, you have one team with one goal and one focus: you. Ask for “All-Inclusive” Buying.

Enjoy the sense of confidence knowing your Long & Foster full team can handle it all. Your agent is supported by a team of specialists in Mortgage, Insurance, Title, Inspection, Moving and Property Management who are there to guide you every step of the way. They’ll make sure things run smoothly, closing happens on time, and you arrive at your dream home according to plan.

Accolades:
98 %
Customer
Satisfaction
4.8

311 Reviews
Top Services:
  • Buying
  • Selling
  • Rental Properties
  • Investment Properties
  • Luxury Properties
Key Advantages:
  • Be your guide with expert knowledge of your area
  • Help find your home and offer objective information and opinions
  • Stand in your corner during negotiations
  • Assist with paperwork and details to get you to closing
  • Connect you to vendors if work is needed

Our mortgage affiliate, Prosperity Home Mortgage, will get you approved for a mortgage before shopping for a home. This will make your offer stand out and give you an edge in a highly competitive market. If you are already pre-approved, no problem, we can take a “second look” and try to get you even better terms.

Accolades:
97 %
Customer
Satisfaction
5.0

3,803 Reviews
Top Services:
  • Fixed & adjustable rate mortgages
  • FHA and VA mortgage programs
  • Rapid Close™
  • USDA Loans
Key Advantages:
  • Full suite of mortgage programs to meet your specific needs
  • Friendly professionals guide through every step of the loan process
  • We help you find and lock in on the market’s best interest rate
  • We work closely with your title company to ensure accurate closing

We help you make good decisions when you’re buying a home and learn how to be a better homeowner after you move-in. We streamline your inspection journey, provide thorough and accurate results, and get you to closing peacefully. Schedule a confirmed inspection online 24x7.

Accolades:
97 %
Customer
Satisfaction
5.0

240 Reviews
Top Services:
  • Home Inspection
  • Radon Gas
  • Termite Inspection
  • Test Indoor Air Quality
  • Pay at Closing*
Key Advantages:
  • Scheduling online 24x7 confirm a convenient date & time for you & your agents
  • High-tech journey makes it easy to sign agreement, make payment, view reports
  • One stop shop for home, radon & termite
  • Knowledgeable, friendly inspectors teach you about your home and property
  • Custom homeowner’s manual teaches you how to maintain your home

* A Long & Foster exclusive benefit. If you work with RGS Title or Sage Title Group and Insight Inspections, your can enjoy a $55 discount and the flexibility to pay for the inspection at settlement. This new approach combines the best of both the title and inspection worlds, creating a seamless and integrated journey.

We carefully examine your new home’s title, get your legal documents in order, and safeguard your investment. With a team of specialists who expect the unexpected, you can anticipate an on-time, worry-free closing.

Accolades:
97 %
Customer
Satisfaction
4.9

Reviews
Top Services:
  • Title Search & Status
  • Title Insurance
  • Document Prep
  • Closing Coordination
  • Filing & Recording
Key Advantages:
  • Ensure that there are no unresolved claims or liens on your home’s title
  • Help secure insurance against unexpected title challenges
  • Prepare closing paperwork to ensure documents are in compliance with laws
  • Coordinate with all parties to schedule final closing
  • File & record your paperwork with the courthouse

We help you secure the proper coverage at a competitive price to protect your largest investment — your home. Our insurance agents work closely with you to understand your risk exposures, educate you on your options, protect you from the unexpected, and develop insurance strategies to offer ongoing service to address your ever-changing insurance needs.

Accolades:
98 %
Customer
Satisfaction
4.9

77 Reviews
Top Services:
  • Home Insurance
  • Auto Insurance
  • Umbrella Insurance
  • Motorcycle, Boat, RV and more
Key Advantages:
  • Specialize in real estate and bundle other policies for savings
  • Work with 10+ leading carriers to secure the best coverage at the best cost
  • Save you time by shopping for you
  • We’re independent - we find and present you with the best offers and let you decide
  • Guide you with ongoing service and support

We ensure a smooth, stress-free move so you can start enjoying your new home as soon as you move in. Whether you’re headed down the street or across the country, our moving specialists will make sure you don’t have to lift a finger.

Accolades:
98 %
Customer
Satisfaction
4.6

953 Reviews
Top Services:
  • Packing & Unpacking
  • Decluttering
  • Storage
  • Local or Long Distance
  • International Moving
Key Advantages:
  • 30-minute guided virtual survey with next business day Guaranteed quote
  • Best Price Guarantee*†
  • 2-months free storage*‡
  • $20,000 full value protection*
  • Personal move concierge - from first call until last box is delivered

* Long & Foster Customers Only. † Examples of qualified movers: any major van line (United, Mayflower, Atlas, North American, etc) for local: JK, Hilldrup, Town and Country, Able, Interstate, All my Sons, Olympia, Gentle Giant. ‡ 2 Months Free Storage Program: If you’re moving from DE, MD, DC or VA and to DE, MD, DC or VA, we offer 2 months of free storage for all of the contents of your home. There is no charge for the storage of the items for 2 months. There is a cost for pickup of the items to go to storage and for delivery of items from storage to the new home.

We are the next generation of property management. With our streamlined processes, best-in-class service, and transparent financial updates, we help investors achieve financial success through real estate.

Accolades:
98 %
Customer
Satisfaction
4.8

120 Reviews
Top Services:
  • Property Surveys
  • Marketing
  • Tenant Screening
  • Maintenance
  • Lease Enforcement
Key Advantages:
  • We’ll guide and help identify the right properties to invest in
  • Use of smart devices, predictive data and analytics to help maintain properties
  • Get more free time when we handle billing and payments
  • We continuously monitor state and federal landlord/tenant laws
  • Become more knowledgeable with quarterly portfolio reviews & guidance
  • Enjoy the sense of confidence knowing your Long & Foster full team can handle it all. Your agent is supported by a team of specialists in Mortgage, Insurance, Title, Inspection, Moving and Property Management who are there to guide you every step of the way. They’ll make sure things run smoothly, closing happens on time, and you arrive at your dream home according to plan.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.8

    311 Reviews
    Top Services:
    • Buying
    • Selling
    • Rental Properties
    • Investment Properties
    • Luxury Properties
    Key Advantages:
    • Be your guide with expert knowledge of your area
    • Help find your home and offer objective information and opinions
    • Stand in your corner during negotiations
    • Assist with paperwork and details to get you to closing
    • Connect you to vendors if work is needed
  • Our mortgage affiliate, Prosperity Home Mortgage, will get you approved for a mortgage before shopping for a home. This will make your offer stand out and give you an edge in a highly competitive market. If you are already pre-approved, no problem, we can take a “second look” and try to get you even better terms.

    Accolades:
    97 %
    Customer
    Satisfaction
    5.0

    3,803 Reviews
    Top Services:
    • Fixed & adjustable rate mortgages
    • FHA and VA mortgage programs
    • Rapid Close™
    • USDA Loans
    Key Advantages:
    • Full suite of mortgage programs to meet your specific needs
    • Friendly professionals guide through every step of the loan process
    • We help you find and lock in on the market’s best interest rate
    • We work closely with your title company to ensure accurate closing
  • We carefully examine your new home’s title, get your legal documents in order, and safeguard your investment. With a team of specialists who expect the unexpected, you can anticipate an on-time, worry-free closing.

    Accolades:
    97 %
    Customer
    Satisfaction
    4.9

    Reviews
    Top Services:
    • Title Search & Status
    • Title Insurance
    • Document Prep
    • Closing Coordination
    • Filing & Recording
    Key Advantages:
    • Ensure that there are no unresolved claims or liens on your home’s title
    • Help secure insurance against unexpected title challenges
    • Prepare closing paperwork to ensure documents are in compliance with laws
    • Coordinate with all parties to schedule final closing
    • File & record your paperwork with the courthouse
  • We help you secure the proper coverage at a competitive price to protect your largest investment — your home. Our insurance agents work closely with you to understand your risk exposures, educate you on your options, protect you from the unexpected, and develop insurance strategies to offer ongoing service to address your ever-changing insurance needs.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.9

    77 Reviews
    Top Services:
    • Home Insurance
    • Auto Insurance
    • Umbrella Insurance
    • Motorcycle, Boat, RV and more
    Key Advantages:
    • Specialize in real estate and bundle other policies for savings
    • Work with 10+ leading carriers to secure the best coverage at the best cost
    • Save you time by shopping for you
    • We’re independent - we find and present you with the best offers and let you decide
    • Guide you with ongoing service and support
  • We help you make good decisions when you’re buying a home and learn how to be a better homeowner after you move-in. We streamline your inspection journey, provide thorough and accurate results, and get you to closing peacefully. Schedule a confirmed inspection online 24x7.

    Accolades:
    97 %
    Customer
    Satisfaction
    5.0

    240 Reviews
    Top Services:
    • Home Inspection
    • Radon Gas
    • Termite Inspection
    • Test Indoor Air Quality
    • Pay at Closing*
    Key Advantages:
    • Scheduling online 24x7 confirm a convenient date & time for you & your agents
    • High-tech journey makes it easy to sign agreement, make payment, view reports
    • One stop shop for home, radon & termite
    • Knowledgeable, friendly inspectors teach you about your home and property
    • Custom homeowner’s manual teaches you how to maintain your home

    * A Long & Foster exclusive benefit. If you work with RGS Title or Sage Title Group and Insight Inspections, your can enjoy a $55 discount and the flexibility to pay for the inspection at settlement. This new approach combines the best of both the title and inspection worlds, creating a seamless and integrated journey.

  • We ensure a smooth, stress-free move so you can start enjoying your new home as soon as you move in. Whether you’re headed down the street or across the country, our moving specialists will make sure you don’t have to lift a finger.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.6

    953 Reviews
    Top Services:
    • Packing & Unpacking
    • Decluttering
    • Storage
    • Local or Long Distance
    • International Moving
    Key Advantages:
    • 30-minute guided virtual survey with next business day Guaranteed quote
    • Best Price Guarantee*†
    • 2-months free storage*‡
    • $20,000 full value protection*
    • Personal move concierge - from first call until last box is delivered

    * Long & Foster Customers Only. † Examples of qualified movers: any major van line (United, Mayflower, Atlas, North American, etc) for local: JK, Hilldrup, Town and Country, Able, Interstate, All my Sons, Olympia, Gentle Giant. ‡ 2 Months Free Storage Program: If you’re moving from DE, MD, DC or VA and to DE, MD, DC or VA, we offer 2 months of free storage for all of the contents of your home. There is no charge for the storage of the items for 2 months. There is a cost for pickup of the items to go to storage and for delivery of items from storage to the new home.

  • We are the next generation of property management. With our streamlined processes, best-in-class service, and transparent financial updates, we help investors achieve financial success through real estate.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.8

    120 Reviews
    Top Services:
    • Property Surveys
    • Marketing
    • Tenant Screening
    • Maintenance
    • Lease Enforcement
    Key Advantages:
    • We’ll guide and help identify the right properties to invest in
    • Use of smart devices, predictive data and analytics to help maintain properties
    • Get more free time when we handle billing and payments
    • We continuously monitor state and federal landlord/tenant laws
    • Become more knowledgeable with quarterly portfolio reviews & guidance

44 GRAND PORT ROAD Neighborhood

Community

21811 (OCEAN PINES) Demographics

54
Median Age
215
Population Density (per sq. mile)
41%
College Educated
$72,150
Estimated Median Income
8,429
Estimated Total Home Owners
2,042
Estimated Total Renters
80% / 20%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

44 GRAND PORT ROAD Monthly Cost

$
$ %
%
$
$
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

44 GRAND PORT ROAD Market Data

Based on the last 30 days in this zip code

$638,776
Average List Price
$282
Average Price per Square Foot
59
Properties Sold
97
Average Days on Market
262
Properties for Sale
Calculations provided by Reliance Network

44 GRAND PORT ROAD History

Date Event Value Agent
6/9/2026Source: BRIGHT MLS Status Change
ACTIVE UNDER CONTRACT
6/4/2026Source: BRIGHT MLS Status Change
ACTIVE
6/3/2026Source: BRIGHT MLS Added to Database
June 03, 2026