Fastexpert Short LogoFastexpert Icon
Fastexpert Short Logo
  • Home
  • Buyers

      I'm Buying

      Connect with verified agents who specialize in helping buyers

      Find Top Agents →

      Sparkle icon Free • No Obligation

      RESOURCES
      Home Buying TipsU.S. Market TrendsProperties for SaleRent vs Buy CalculatorCity Data SearchMortgage CalculatorReal Estate BlogAffordability CalculatorFind a Loan Officer
  • Sellers

      I'm Selling

      Get top dollar with agents who know your market

      Find Top Agents →

      Sparkle icon Free • No Obligation

      RESOURCES
      Home Selling TipsClosing Cost CalculatorHomes Sold Near MeReal Estate BlogU.S. Market TrendsFind a Loan Officer
  • Q&A Forum
  • Professionals
    • Real Estate Agents

      Get discovered by clients already looking for an agent like you

      Learn More →Sign Up TodayReal Estate Agents
    • Loan Officers

      Connect with motivated buyers and trusted agents in one place

      Learn More →Sign Up TodayLoan Officers
    • Service Professionals

      Get your business in front of homeowners and agents

      View Directory →Sign Up TodayService Professionals
  • Company

      Find the Right Expert

      Match with a local, top-rated agent who knows your market

      Get Matched →

      Sparkle icon Free • No Obligation

      RESOURCES
      About UsAuthorsLeadershipFastExpert CaresFact SheetContact UsClient Reviews
Join Our Network
Find a Top Real Estate Agent Today

Sellers & Buyers

  • Learn More
  • Home Selling Tips
  • Homes Sold Near Me
  • Properties For sale
  • City Data Search
  • Community Questions
  • Ask a Licensed Agent
  • Real Estate Blog
  • Home Buying Tips
  • U.S. Market Trends

Tools

  • Mortgage Calculator
  • Affordability Calculator
  • Rent vs Buy Calculator
  • Closing Cost Calculator
  • Refinance Calculator

Agents

  • Login
  • Sign Up
  • Learn More
  • FastExpert App

Company

  • About Us
  • Leadership
  • Fact Sheet
  • Client Reviews
  • How We Verify Reviews
  • Contact Us
  • Authors

Support

Phone
1-800-319-0511

Mon-Fri 8AM-4PM PST

Email
[email protected]

24/7 Response

Follow Us

  • Facebook
  • Twitter
  • LinkedIn
  • Instagram
  • YouTube
  • RSS
  • BBB

FastExpert, Inc is a California Licensed Broker. CA License #01950016

Terms | Privacy | Cookie Policy | Do Not Call Policy | California Privacy Notice | Accessibility Notice | Site Map | FastExpert, inc. © 2026. All Rights Reserved.

    1. Home
    2. Property for sale
    3. Maryland
    4. Chestertown, MD
    5. 118 Little Harbor Way Unit 202
    118 Little Harbor Way Unit 202 Chestertown, MD 21620  | Condominium
    1 / 11

    $695,000

    118 Little Harbor Way Unit 202 Chestertown, MD 21620
    3
    Bedrooms
    2
    Bathrooms
    2009
    Year Built
    Condominium
    Property Type
    offer icon

    Special Offer:

    (If you do not have an agent and work directly with the listing agent)

    No

    About This Home

    Welcome to 118 Little Harbor Way #202, a beautifully reimagined waterfront condo offering effortless living and sweeping panoramic views of the Chester River. Located in the highly desirable Chester River Landing community, this second-floor, 3-bedroom, 2-bath residence delivers the perfect blend of modern luxury, low maintenance, and classic Eastern Shore charm. Completely taken down to the studs and thoughtfully rebuilt, the condo feels brand new from top to bottom. The open floor plan is filled with soft, natural light and showcases wide-plank wood flooring, a cozy gas fireplace, and uninterrupted river views from the main living areas. The stunning kitchen features white quartz countertops and backsplash, a new stainless steel gas range and refrigerator, and an easy flow for both everyday living and entertaining. The primary suite is a true retreat, highlighted by a spa-like tiled shower with multiple shower heads, including a rainfall feature (with glass doors being installed soon). Both bathrooms are finished with timeless, high-quality materials designed to feel clean, classic, and calming. Step out onto the private balcony and take in peaceful, north-facing river views with soft, consistent light throughout the dayAca?!a??ideal for relaxing, reading, or simply watching boats drift by without the glare of direct sun. This is waterfront living at its most comfortable and serene. Additional features include elevator access to the second floor, a one-car garage, and a deeded boat slip (approximately 4 ft MLW). The community offers a waterfront pool, dock, and beautifully maintained grounds, allowing you to enjoy all the benefits of waterfront living without the upkeep. Ideally located within walking distance to historic downtown Chestertown, and just a short drive to golf, dining, and the yacht club at Chester River Yacht and Country Club, this condo is perfectly suited for those looking to downsize, simplify, or secure a refined second home on the water. Move-in ready, thoughtfully updated, and designed for relaxed coastal livingAca?!a??this is Eastern Shore living done right.

    Location

    118 Little Harbor Way Unit 202 Chestertown, MD 21620

    Loading map...

    Similar Homes for Sale

    View all
    45472 Westmeath Way UNIT I12 Great Mills, MD 20634
    5 months ago
    $190,000
    45472 Westmeath Way UNIT I12 Great Mills, MD 20634
    1 Beds
    2 Baths
    310 2nd St UNIT 101 Ocean City, MD 21842
    3 months ago
    $714,900
    310 2nd St UNIT 101 Ocean City, MD 21842
    3 Beds
    2 Baths
    322 Oyster Bay Pl #303 Solomons, MD 20688
    2 weeks ago
    $479,900
    322 Oyster Bay Pl #303 Solomons, MD 20688
    2 Beds
    2 Baths

    Listing Agent

    Kaitlyn Collins

    Kaitlyn Collins

    Benson Mangold Real Estate

    (31 reviews)
    Avg Price Sold$361.8K
    Years Experience9
    Total Transactions141