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Exceptional Wye River Waterfront Living – A Boater’s Paradise! An extraordinary opportunity to enjoy the very best of Wye River waterfront living! Perfectly positioned atop a bluff, this beautifully maintained home captures breathtaking panoramic water views and offers an exceptional setting for boating enthusiasts and those who appreciate the beauty of waterfront living. With approximately 6 feet of water at the pier and a boat lift with a 12,000-pound capacity, this property is ready for your boating adventures. The southeast-facing orientation provides beautiful natural light and stunning water views throughout the home. Spend your days fishing and crabbing on the Wye, cruising to St. Michaels, or taking your boat to one of the area's wonderful waterfront restaurants for a memorable lunch or dinner. Conveniently located approximately six miles from Route 50, the property offers the perfect balance of a peaceful waterfront setting and accessibility. There is living space of 3,990 of finished sq. feet and an additional 350 unfinished sq. footage for a total of 4,340 sq. ft. Inside, the home is thoughtfully designed across three levels, offering generous living spaces and exceptional flexibility. There are two primary suites, one on the main level and another on the second floor. Hardwood flooring extends throughout much of the first floor, where expansive, open living areas take full advantage of the beautiful water views. The updated kitchen, spacious sunroom, three fireplaces, and abundant natural light create a warm and inviting atmosphere. Many rooms enjoy beautiful water views, making the river a constant backdrop to everyday living. An especially desirable feature for the area is the full basement, approximately three-quarters finished. This versatile space offers excellent possibilities for a home office or business setup, recreation room, home gym, or additional entertainment space. The third level provides three additional bedrooms and two full bathrooms, with all three bedrooms enjoying water views. A walkout deck overlooking the water creates another wonderful place to relax and take in the peaceful surroundings. Outdoor living is equally impressive. A large brick patio along the waterfront offers an ideal setting for entertaining and is ready for your vision of an outdoor kitchen. The expansive, open lawn and beautifully maintained landscaping provide plenty of room to enjoy the outdoors, gather with family and friends, or simply appreciate the privacy and natural beauty of this exceptional property. Meticulously maintained and thoughtfully designed for both comfortable everyday living and gracious entertaining, this Wye River waterfront home offers an exceptional combination of panoramic views, boating amenities, generous living spaces, and a convenient location. Experience the Wye River lifestyle—where boating, entertaining, and spectacular waterfront living come together!

Highlights

  • Residential
  • Single Family Residence
  • Built in 1985
  • 1.79 Acre Lot
  • $150/yr HOA
  • Waterfront
  • 2 Car Garage
  • 14 days on Market

  • Bedrooms
    4
  • Bathrooms
    3 full · 1 half
  • Year Built
    1985
  • Architectural Style
    Traditional, Transitional
  • Construction Materials
    Frame, Cedar, Brick
  • Foundation
    Block, Brick/Mortar, Permanent
  • Garage Spaces
    2.0
  • Parking Features
    Attached, Asphalt, Garage
  • Living Area
    4339.0
  • Interior Features
    Ceiling Fan(s), Walk-In Closet(s), Kitchen Island, Recessed Lighting, Built-in Features
  • Appliances
    Dryer, Dishwasher, Electric Water Heater, Microwave, Washer, Cooktop, Oven, Stainless Steel Appliance(s), Ice Maker, Water Heater, Exhaust Fan
  • Flooring
    Hardwood, Carpet, Ceramic Tile, Wood
  • Furnished
    Partially
  • Exterior Features
    Other, Balcony, Rain Gutters
  • Patio And Porch
    Porch, Terrace
  • Pool Features
    None
  • Security Features
    Security Lights
  • Cooling
    Ceiling Fan(s), Central Air, Electric, Attic Fan
  • Heating
    Electric, Heat Pump, Exhaust Fan
  • Basement
    Walk-Out Access, Partial, Daylight, Partially Finished, Sump Pump, Interior Entry, Exterior Entry

  • Acres
    1.79
  • Lot Features
    Waterfront, Secluded, Private, Back Yard, Front Yard
  • Water Front Features
    River Front
  • Water Front
    Yes
  • View
    Water, River
  • Utilities
    Cable Available, Water Available, Propane
  • Water
    Private

  • County
    Queen Annes
  • City
    Queenstown
  • Neighborhood
    GOVERNOR GRASON MANOR
  • Zip Code
    21658
  • High School
    CALL SCHOOL BOARD
  • Middle School
    CALL SCHOOL BOARD
  • Elementary School
    CALL SCHOOL BOARD

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Frequently Asked Questions

How do I schedule a tour of 377 Hemsley Dr?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 377 Hemsley Dr.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 377 Hemsley Dr?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 3 bath, listed for $1,775,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Queenstown, and can even get you in to see the property quickly.

How do I get a virtual tour of 377 Hemsley Dr?

Yes! A virtual tour is available for 377 Hemsley Dr. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.

How much is the monthly mortgage payment for 377 Hemsley Dr?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 377 Hemsley Dr at around $11,071. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 377 Hemsley Dr?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Queen Annes County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 377 Hemsley Dr?

In most cases, yes. Whether 377 Hemsley Dr is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Queenstown's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 377 Hemsley Dr?

We can handle that for you. Our preferred local agent specializes in residentials in Queenstown and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $1,775,000 with 4,339 sqft of space—that comes out to approximately $409 per square foot.

How long has this property been on the market?

377 Hemsley Dr was listed on October 30, 2026, which means it's been on the market for 14 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1985, making it approximately 41 years old.

What is the lot size of this property?

377 Hemsley Dr sits on a 1.79-acre lot, which is 77,972 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: CALL SCHOOL BOARD
  • Middle: CALL SCHOOL BOARD
  • High: CALL SCHOOL BOARD

Want to see how these schools compare? Check out our Queen Annes County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 377 Hemsley Dr?

The most recent public record shows annual property taxes for 377 Hemsley Dr were approximately $11,640. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is there an HOA fee for this property, and what does it cover?

This home has an HOA fee of $150 paid annually.

This covers access to community features including: Playground, Boat Slip, Powered Boats Allowed.

Is 377 Hemsley Dr still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Bright. All rights reserved.

Last Updated: November 13, 2026 at 05:05PM | Source: Bright | MLS#: MDQA2019178