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Welcome to this beautiful 1.5-story split-bedroom home, where space, comfort, and style come together! Thoughtfully designed with impressive ceiling heights, granite countertops, rich Bellawood hardwood flooring, and an installed surround sound system, this home offers the perfect setting for everyday living and entertaining. The spacious primary suite features a walk-in closet and a generously sized private bath. An additional bonus room offers plenty of extra space for entertaining, relaxing, or accommodating guests. Enjoy peaceful mornings and relaxing evenings on either of the two beautiful covered porches. With its inviting design, generous living spaces, and desirable features, this home has so much to offer in Woodlake Country Club!

Highlights

  • Residential
  • Single Family Residence
  • Built in 2005
  • 0.92 Acre Lot
  • $408/yr HOA
  • 2 Car Garage
  • 3 days on Market

Open House

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

This open house information was last updated on 11/12/2026 11:33AM

  • Bedrooms
    4
  • Bathrooms
    3
  • Year Built
    2005
  • Stories
    2.0
  • Construction Materials
    Frame, Vinyl Siding
  • Garage Spaces
    2.0
  • Parking Features
    Paved, Garage
  • Living Area
    3140.0
  • Interior Features
    Eat-in Kitchen, Master Downstairs, High Ceilings
  • Appliances
    Dishwasher, Electric Water Heater, Refrigerator, Electric Cooktop
  • Flooring
    Hardwood, Carpet
  • Furnished
    Furnished
  • Patio And Porch
    Front Porch, Rear Porch
  • Cooling
    Central Air
  • Heating
    Forced Air, Electric, Heat Pump
  • Basement
    Crawl Space

  • Acres
    0.92
  • Lot Features
    Rectangular Lot
  • View
    None
  • Utilities
    Water Available
  • Water
    Public, Well

  • County
    Moore
  • City
    Vass
  • Neighborhood
    Woodlake
  • Zip Code
    28394
  • High School
    Union Pines High
  • Middle School
    Crain's Creek Middle
  • Elementary School
    Vass Lakeview Elementary

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Frequently Asked Questions

How do I schedule a tour of 299 Chestnut 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 299 Chestnut 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 299 Chestnut Dr?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 3 bath, listed for $560,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Vass, 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 299 Chestnut 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 299 Chestnut Dr at around $3,337. 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 299 Chestnut 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 Moore 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 299 Chestnut Dr?

In most cases, yes. Whether 299 Chestnut Dr is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Vass'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 299 Chestnut Dr?

We can handle that for you. Our preferred local agent specializes in residentials in Vass 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 $560,000 with 3,140 sqft of space—that comes out to approximately $178 per square foot.

How long has this property been on the market?

299 Chestnut Dr was listed on November 10, 2026, which means it's been on the market for 3 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 2005, making it approximately 21 years old.

What is the lot size of this property?

299 Chestnut Dr sits on a 0.92-acre lot, which is 40,075 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Vass Lakeview Elementary
  • Middle: Crain's Creek Middle
  • High: Union Pines High

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

What are the property taxes for 299 Chestnut Dr?

The most recent public record shows annual property taxes for 299 Chestnut Dr were approximately $1,802. 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 $408 paid annually.

Is 299 Chestnut 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, Hive MLS. All rights reserved.

Last Updated: November 13, 2026 at 04:23AM | Source: Hive MLS | MLS#: 100616039