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From the moment you pull into the driveway, you’ll fall in love! Mature landscaping, beautiful flower beds, and inviting outdoor spaces welcome you to this well-maintained home, perfect for everyday living and entertaining. Follow the winding sidewalk to the covered front porch with LVP flooring. Inside, the foyer with Whisper Plank flooring opens to the staircase, kitchen, and formal dining room. The dining room features floor-to-ceiling custom built-in bookshelves and cabinetry, a bay window, and gleaming hardwood floors; and leads to a sunroom overlooking a beautiful hardscaped patio and private, tree-lined, fenced backyard. An electric awning provides shade for the sunroom and patio. The updated kitchen features granite countertops, Whisper Plank flooring, abundant cabinetry, a peninsula breakfast bar, wall oven and microwave, and separate cooktop. The open layout flows into the great room, complete with hardwood floors, a brick wood-burning fireplace, double doors to the screened-in porch, and a peninsula counter with seating. The newly renovated laundry room and powder room, along with the back hallway, feature hardwood flooring. A convenient exterior door provides access to the driveway. The oversized, updated screened-in porch is ideal for morning coffee, relaxing evenings, and entertaining. Featuring LVP flooring, ceiling fans, and access to the great room, patio, and backyard, this inviting space extends your living area outdoors. The backyard is truly a private oasis! Enjoy the fenced, tree-lined yard, plus additional open space beyond the fence for gardening, recreation, and outdoor activities. The thoughtful design and meticulous maintenance are best appreciated in person! Upstairs are four bedrooms, including a primary suite with a fully renovated private bathroom and walk-in closet. The remodeled hall bathroom features a double-sink vanity and Jacuzzi walk-in shower. The three additional bedrooms offer hardwood floors and abundant natural light. One bedroom is currently used as a dressing room with a professionally installed closet system. The finished basement offers flexible space for a pool table, home theater, game room, or recreation area, with exterior egress. The unfinished area provides generous storage. A multi-sump-pump backup alarm system, along with a full French drain behind the finished walls, was installed several years ago. Additional features include a two-car garage with storage cabinets, a backyard shed, and a pull-down attic with plywood flooring for storage. Notable Updates: *New roof installed August 2027 *HVAC system and heater replaced within the last five years *Updated kitchen and renovated bathrooms *Renovated laundry room and powder room *Updated screened-in porch and hardscaped patio *Gutter guard and leaf guard system *New Pella Windows, 5 years old *Wainscotting in the dining room *House is wired to be hooked up to a generator. Flip a breaker and power is back on! Solar Panels: The leased solar panels cost $65 per month with 9 years left on the lease, and the electric bill is reported to be minimal ($50-60/month). The buyer may assume the lease or arrange (and pay) for removal, subject to lease terms and provider requirements. The panels were professionally removed and reinstalled during the recent roof replacement. The lease and utility bills are available upon request. Buyers should conduct their own due diligence. Additional Information: Electric stair chairs are installed on both sets of steps. It will be the buyer's responsibility to have them removed. Cost is approximately $300/lift, buyer to do their own due diligence. Washer/Dryer excluded, but negotiable. Paint allowance negotiable with a solid offer. With inviting living spaces, significant updates, and exceptional indoor and outdoor entertaining areas, this home offers comfort, privacy, and room to make lasting memories. Come see all this special property has to offer. Sellers are VERY motivated!

Highlights

  • Residential
  • Single Family Residence
  • Built in 1979
  • 0.74 Acre Lot
  • $50/yr HOA
  • 2 Car Garage
  • 36 days on Market

Open House

  • November 14, 2026
    11:00am - 1:00pm

This open house information was last updated on 11/10/2026 05:56PM

  • Bedrooms
    4
  • Bathrooms
    2 full · 1 half
  • Year Built
    1979
  • Architectural Style
    Colonial
  • Construction Materials
    Vinyl Siding, Brick
  • Foundation
    Other
  • Garage Spaces
    2.0
  • Parking Features
    Driveway, Attached, Garage Door Opener, Garage, Inside Entrance
  • Living Area
    3250.0
  • Interior Features
    Ceiling Fan(s), Walk-In Closet(s), Crown Molding
  • Appliances
    Dishwasher, Electric Water Heater, Microwave, Refrigerator, Range, Disposal, Oven, Water Heater, Built-In Range
  • Flooring
    Hardwood
  • Exterior Features
    Other, Rain Gutters
  • Pool Features
    None
  • Security Features
    Security System
  • Cooling
    Ceiling Fan(s), Central Air, Electric, Attic Fan
  • Heating
    Central, Oil
  • Basement
    Full, Partially Finished, Sump Pump, Exterior Entry

  • Acres
    0.74
  • Lot Features
    Back Yard, Front Yard
  • Water
    Public


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Frequently Asked Questions

How do I schedule a tour of 5 Chesapeake 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 5 Chesapeake 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 5 Chesapeake Dr?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 2 bath, listed for $625,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Bear, and can even get you in to see the property quickly.

Are there any upcoming open houses for this property?

Yes—an open house is scheduled for . Let us connect you with our local expert before you go so they can help you prepare questions, highlight key features, and arrange a private tour if that time doesn't work.

How much is the monthly mortgage payment for 5 Chesapeake 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 5 Chesapeake Dr at around $3,960. 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 5 Chesapeake 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 New Castle 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 5 Chesapeake Dr?

In most cases, yes. Whether 5 Chesapeake Dr is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Bear'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 5 Chesapeake Dr?

We can handle that for you. Our preferred local agent specializes in residentials in Bear 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 $625,000 with 3,250 sqft of space—that comes out to approximately $192 per square foot.

How long has this property been on the market?

5 Chesapeake Dr was listed on October 07, 2026, which means it's been on the market for 36 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 1979, making it approximately 47 years old.

What is the lot size of this property?

5 Chesapeake Dr sits on a 0.74-acre lot, which is 32,234 square feet.

What are the property taxes for 5 Chesapeake Dr?

The most recent public record shows annual property taxes for 5 Chesapeake Dr were approximately $4,840. 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 $50 paid annually.

Is 5 Chesapeake 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 12, 2026 at 07:46AM | Source: Bright | MLS#: DENC2112768