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🔥 Eastern Shore Waterfront Estate 🔥 Welcome to a true sportsman’s paradise tucked along the shores of the Chesapeake Bay—where space, privacy, and waterfront living come together in a BIG way. Built in 1988 and spanning nearly 5,000+/- square feet, this one checks boxes most properties can’t even reach… 🏡 5 Bedrooms | 3.5 Baths | 4,933+/- Sq Ft Step inside and you’ll find: • A massive eat-in country kitchen (with heated floors 👀) • Formal dining for hosting the big nights • TWO oversized family rooms for spreading out • Space for everyone… and then some But here’s where it gets wild 👇 🎯 Next-Level Extras: • Huge workshop + multiple garage spaces • Dedicated entertainment hall with FULL kitchen, bar & pool table • Built for hosting, holidays, and unforgettable weekends 🌅 Waterfront Lifestyle: • Private pier on Brooks Creek • TWO boat lifts + electric lift • Westerly sunset views over the Bay (the kind people chase 🌅) • Expansive deck for relaxing or entertaining • Private pond adding to the already unreal setting ⚙️ Major Upgrades: • Geothermal system (efficient + smart) • New roof (Oct 2024) • Expanded shop addition This isn’t just a home… it’s a compound. A retreat. A place people don’t want to leave once they get here. 💬 If you’ve been waiting for something special on the Eastern Shore… this is it.

Highlights

  • Residential
  • Single Family Residence
  • Built in 1988
  • 10.24 Acre Lot
  • Waterfront
  • 2 Car Garage
  • 228 days on Market

  • Bedrooms
    5
  • Bathrooms
    3 full · 1 half
  • Year Built
    1988
  • Architectural Style
    Colonial
  • Construction Materials
    Brick
  • Garage Spaces
    2.0
  • Parking Features
    Gravel, Driveway, Attached, Oversized, Garage
  • Living Area
    4933.0
  • Interior Features
    Walk-In Closet(s), Pantry, Bar, Kitchen Island, Built-in Features
  • Appliances
    Dishwasher, Electric Water Heater, Microwave, Refrigerator, Exhaust Fan
  • Flooring
    Carpet, Ceramic Tile, Wood
  • Furnished
    Unfurnished
  • Exterior Features
    Lighting
  • Patio And Porch
    Deck
  • Pool Features
    None
  • Cooling
    Central Air, Electric
  • Heating
    Heat Pump, Geothermal, Exhaust Fan
  • Basement
    Crawl Space

  • Acres
    10.24
  • Lot Features
    Waterfront
  • Water Front Features
    Creek, Pond
  • Water Front
    Yes
  • View
    Water, Panoramic, Pond, Garden, Bay, Creek/Stream
  • Utilities
    Cable Available, Electricity Available, Underground Utilities, Propane
  • Water
    Well

  • County
    Dorchester
  • City
    Cambridge
  • Neighborhood
    RAGGED POINT
  • Zip Code
    21613

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Frequently Asked Questions

How do I schedule a tour of 5253 Ragged Point Rd?

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 5253 Ragged Point Rd.

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 5253 Ragged Point Rd?

Click Ask a Question to talk with our team. You already know it is a 5 bed, 3 bath, listed for $1,250,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Cambridge, and can even get you in to see the property quickly.

How do I get a virtual tour of 5253 Ragged Point Rd?

Yes! A virtual tour is available for 5253 Ragged Point Rd. 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 5253 Ragged Point Rd?

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 5253 Ragged Point Rd at around $7,931. 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 5253 Ragged Point Rd?

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 Dorchester 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 5253 Ragged Point Rd?

In most cases, yes. Whether 5253 Ragged Point Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Cambridge'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 5253 Ragged Point Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Cambridge 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 $1,250,000 with 4,933 sqft of space—that comes out to approximately $253 per square foot.

How long has this property been on the market?

5253 Ragged Point Rd was listed on March 26, 2026, which means it's been on the market for 228 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 1988, making it approximately 38 years old.

What is the lot size of this property?

5253 Ragged Point Rd sits on a 10.24-acre lot, which is 446,054 square feet.

What are the property taxes for 5253 Ragged Point Rd?

The most recent public record shows annual property taxes for 5253 Ragged Point Rd were approximately $9,814. 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 5253 Ragged Point Rd 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 09, 2026 at 01:12PM | Source: Bright | MLS#: MDDO2011304