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$305,000

  • For Sale
  • Active
  • Condo
  • 1 Bed
  • 1 Full Bath
  • 606 Sq. Ft.
  • Updated 3 days ago
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Welcome to Harbor Sails - a rarely available top-floor bayfront gem offering panoramic, unobstructed views of Assawoman Bay! This beautifully updated and fully furnished condo is the ultimate coastal retreat, perfectly located just minutes from the beach, boardwalk, restaurants, and shopping. The open-concept layout is filled with natural light and showcases stunning bayfront scenery throughout. The modern kitchen features granite countertops, stainless steel appliances (including a built-in microwave and new disposal), and crisp white cabinetry, ideal for entertaining or enjoying a quiet night in. Step onto your spacious private balcony and take in breathtaking sunsets over the water. Additional highlights include brand new luxury vinyl plank flooring, in-unit washer and dryer, ample storage, and convenient elevator access to the fifth floor. Community amenities include a swimming pool and tennis court, offering the perfect blend of relaxation and recreation. Whether you're looking for a serene second home, a full-time waterfront residence, or a high-demand investment property, this is an opportunity you won't want to miss. Schedule your private tour today and experience the magic of Harbor Sails living!

Full Property Details for 169 Jamestown Rd #503

General

  • Price: $305,000
  • HOA FEE: $367/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $2,558 (2024)
  • Status: Active
  • Type: Condo
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDWO2032272
  • Updated: 12/17/2025
  • Added to Site: 164 day(s) ago

Interior

  • Interior Features: Breakfast Area, Carpet, Ceiling Fan(s), Bathroom - Tub Shower, Combination Kitchen/Dining, Dining Area, Floor Plan - Open, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Upgraded Countertops, Wainscotting
  • Appliances: Built-In Microwave, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Oven - Single, Oven/Range - Electric, Range Hood, Refrigerator, Stainless Steel Appliances, Washer/Dryer Stacked, Water Heater
  • Flooring: Luxury Vinyl Plank

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1
  • Main Floor Baths: 1
  • Main - Full Baths: 1

Bedrooms

  • Total Bedrooms: 1
  • Bedrooms Main & Up: 1

Other Rooms

  • Laundry: Washer In Unit, Dryer In Unit

Additional Information

  • Shared Amenities: Elevator, Pool - Outdoor, Common Grounds, Reserved/Assigned Parking, Swimming Pool, Tennis Courts
  • Shared Pool: Yes
  • Pool: Yes

Exterior

  • Exterior Features: Sidewalks, Tennis Court(s)
  • Porch/Patio/Deck: Balcony

Parking

  • Total Spaces: 1
  • Parking Features: Paved Parking, Private
  • Parking Type: Off Street, On Street, Parking Lot

Location

  • Area: Bayside Waterfront (84)
  • Municipality: Ocean City
  • County: WORCESTER
  • Subdivision: CAINE HARBOR MILE
  • Building Name: Harbor Sails
  • Driving Directions: GPS
  • Direction Faces: North
  • Location Details: Bayside
  • City Limits: Yes

School Information

  • School District: Worcester County Public Schools
  • High School: Stephen Decatur

Community

  • Assoc. Fees Include: Pool(s), Common Area Maintenance
  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

  • Cooling Type: Ceiling Fan(s), Wall Unit
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Dist. to Water: 7 Feet
  • Utility Description: Cable TV

Structural Information

  • Architectural Style: Unit/Flat
  • Structure Type: Mid-Rise 5 - 8 Floors
  • Construction: Masonry
  • Windows: Insulated, Screens, Sliding
  • Doors: Sliding Glass
  • Entry Floor Number: 5
  • Elevator(s ): 1
  • Stories/Levels: 5
  • Stories Description: Main
  • Square Feet: 606
  • Sq. Ft. Source: Assessor
  • Living Area: 606 Sq. Ft.
  • Finished Above Grnd: 606 Sq. Ft.
  • Year Built: 1982
  • Year Built Source: Assessor

Unit Information

  • Unit Floor in Bldg.: 1

Lot Features

  • Property View: Bay, Panoramic, Scenic Vista
  • Zoning: R-2

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Navigable Water: Yes
  • Water Access: Yes
  • Water Front Type: Bay
  • Water Front Name: Assawoman Bay

Financial Considerations

  • Price Per Sq. Ft.: $503.3
  • Condo Fee: $1,100
  • Condo Fee Freq: Quarterly
  • Assessment Year: 2025
  • City/TownTax: $809
  • City/TownTax Freq: Annually
  • County Tax: $1,545
  • County Tax Freq: Annually
  • Tax w/Assessment: $223,200
  • Tax Amount: $2,558
  • Tax Year: 2024
  • Tax Total Finished Sq. Ft.: 606

Disclosures and Reports

  • Ownership: Condominium
  • Condo: Yes
  • Lot Number: 503

Listed by Keller Williams Gateway LLC, Gabriel M Dutton

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Listing agent

— 169 Jamestown Rd #503 —

  • Gabriel M Dutton

    Keller Williams Gateway LLC

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 169 Jamestown Rd #503

School District:Worcester County Public Schools
NameGradesDistance
Ocean City Elementary School
12828 Center Drive, Ocean City, MD 21842
PK-45.7 mi
Berlin Intermediate School
309 Franklin Avenue, Berlin, MD 21811
4-610.2 mi
Stephen Decatur Middle School, Berlin, MD
9815 Seahawk Road, Berlin, MD 21811
7-89 mi
Stephen Decatur High School
9913 Seahawk Road, Berlin, MD 21811
9-128.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 169 Jamestown Rd #503 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/25/2025
Price Reduced
$305,000
-3.17%
MLS
8/07/2025
Listed
$315,000
75%
MLS
6/24/2021
Sold
$180,000
—
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 169 Jamestown Rd #503

Year
Property Taxes
Change
Tax Assessment
Change
2023
$2,007
—
$223,200
57%
2023
$2,007
—
$142,400
—
2021
$2,012
3%
$142,400
4%
2020
$1,957
4%
$137,533
4%
2019
$1,874
4%
$132,667
4%
2018
$1,805
1%
$127,800
2%
2017
$1,780
2%
$125,367
2%
2016
$1,752
7%
$122,933
2%
2015
$1,630
—
$120,500
—
2014
$1,632
—
$120,500
—
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 for 169 Jamestown Rd #503

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Keller Williams Gateway LLC, Gabriel M Dutton

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169 Jamestown Road #503, Ocean City, MD 21842 (MLS# MDWO2032272) is a Condo property with 1 bedroom and 1 full bathroom. 169 Jamestown Road #503 is currently listed for $305,000 and was received on August 07, 2025. Want to learn more about 169 Jamestown Road #503? Do you have questions about finding other Condo real estate for sale in Ocean City? You can browse all Ocean City real estate or contact a Coldwell Banker agent to request more information.

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