269 Macbennett Dr, Williamsburg, KY 40769
Property image
Property image
OFF MARKET

$333,500

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 3,264 sqft (on 1.10 acres)

269 Macbennett Dr, Williamsburg, KY 40769

Est. Refi. Payment $2,022/mo*
Refinance Your Home
Currently Off Market - Sold Sep 6, 2025 for $325,500

Home Value

Trulia Estimate
$334K
Since last month
Increased$2K (+0.6%)
Since last year
Decreased$6K (-1.8%)
Since last sale
Increased$8K (+2.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +159% in the last 10 years
MonthEstimated value
2026
August 2026$334K
August 2026$334K
July 2026$332K
June 2026$337K
May 2026$334K
April 2026$334K
March 2026$332K
February 2026$328K
January 2026$327K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
208 Macbennett Dr, Williamsburg, KY
0.09
Single-Family Home
$216,000
08/28/26
3
2
1,510
245 Upper Bar Hill Rd, Williamsburg, KY
1.24
Single-Family Home
$228,000
03/09/26
4
2.5
1,766
11308 Cumberland Falls Hwy, Corbin, KY
1.44
Single-Family Home
$290,000
06/17/26
3
2
1,700
260 Donahue Rd, Williamsburg, KY
2.61
Single-Family Home
$390,000
01/27/26
4
2.5
2,513
49 Deerfield Dr, Williamsburg, KY
3.13
Single-Family Home
$225,600
08/17/26
3
2
1,320
189 Twin Ponds Rd, Corbin, KY
3.44
Single-Family Home
$385,000
06/08/26
3
2
1,825
250 Acacia Cir, Corbin, KY
3.57
Single-Family Home
$357,000
10/08/25
3
2
2,143
2655 Cripple Crk, Rockholds, KY
3.37
Single-Family Home
$510,000
06/08/26
5
3.5
4,440
155 Muzzle Loader Rd, Corbin, KY
3.70
Single-Family Home
$325,000
12/12/25
3
2
1,800

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
208 Macbennett Dr, Williamsburg, KY 40769
0.09
$216,000
3
2
1,510
Recently Sold
475 Airport Rd, Williamsburg, KY 40769
0.71
$128,200
3
2
980
Off Market
680 Runway Dr, Williamsburg, KY 40769
0.76
$196,500
3
2
1,960
Off Market
5995 N Highway 25 W, Williamsburg, KY 40769
0.79
$177,800
3
3
-
Off Market
87 Pilot Dr, Williamsburg, KY 40769
0.89
$175,000
4
3
2,430
Recently Sold
Brays Chapel Rd, Williamsburg, KY 40769
1.05
-
-
-
-
Off Market
9999 Stiner Rd #26, Williamsburg, KY 40769
1.07
$32,000
-
-
-
For Sale
999 State Highway 204 Rd, Williamsburg, KY 40769
1.11
-
-
-
-
Off Market
121212 Gibson Ln, Williamsburg, KY 40769
1.14
$60,000
-
-
-
For Sale
1970 W Highway 204, Williamsburg, KY 40769
1.15
$94,400
2
1
850
Off Market
9999 Shiner Hill Phase II #30, Williamsburg, KY 40769
1.14
$33,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 269 Macbennett Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2016
1.1 acre lot
3,264 sqft
$102/sqft
Garage

About this House

You're going to love this remodeled home. Everything you could ask for, Including a white picket fence. Large great room with ceiling beams, and updated kitchen with granite countertops and stainless steel appliances. Beautiful stone, accent walls and beams in the living room, walk-in closets with shelving for clothes and shoes and hanging space. There is also a four seasons room off the living room. Downstairs has a large Living area, Half bath and two bedrooms. One bedroom would make an excellent tornado room. There is a wonderful fire pit area, screened in porch and lots of decking. A large two car garage and an extra one car garage on the first level. The home has split heat and air units throughout. Split units have been proven to save on electric and each room can Have its own temperature setting.This home would make a Excellent Airbnb, Because of its location between Corbin, Williamsburg, London, Waterpark, Laurel Lake access and Cumberland Falls. The home is handicapped accessible with a stair chair and Aluminum walkway to the front door. These could be removed. Sellers have moved to be closer to family Due to illness.
269 Macbennett Dr, Williamsburg, KY 40769 is a 4 bedroom, 3 bathroom, 3,264 sqft single-family home built in 2016. It last sold for $325,500 on Sep 6, 2025 (7% below the $349,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $333,500, with a rent estimate of $2,478/month.
Last check for updates: about 14 hours ago
Listed by Brenda Lawson, (606) 224-4343
Kentucky Wide Realty
Bought with: Tonya Freeman, (606) 521-9999, RE/MAX On Main, Inc
Source: Imagine MLS, MLS#25016357

Home Details for 269 Macbennett Dr

Interior Features

Interior Details
Basement: Concrete,Finished,Full,Walk-Out AccessNumber of Rooms: 14Types of Rooms: Master Bedroom, Bedroom 1, Bedroom 2, Bathroom 1, Bathroom 2, Bathroom 3, Family Room, Kitchen, Living Room, Other
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3264 Square Feet
Heating & Cooling
Heating: Other,ZonedHas CoolingAir Conditioning: Electric,Other,ZonedHas HeatingHeating Fuel: Zoned
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Flooring: Hardwood, Tile
Levels, Entrance, & Accessibility
Levels: TwoFloors: Hardwood, Tile
View
Has a ViewView: Mountain(s)

Exterior Features

Exterior Home Features
Foundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 3Parking: Attached Garage,Basement,Detached Garage,Driveway,Other,Garage Faces Front,Garage Faces Side
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1632 Square FeetFinished Area (below surface): 1632 Square Feet

Property Information

Year Built
Year Built: 2016
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Vinyl SidingNot a New Construction
Property Information
Parcel Number: 0720000050.12 Account Number 272633

Price & Status

Price
List Price: $349,900
Status Change & Dates
Off Market Date: Fri Aug 15 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: Closed

Location

Direction & Address
City: WilliamsburgCommunity: MacBennett
School Information
Elementary School: Whitley CountyJr High / Middle School: Whitley CountyHigh School: Whitley CountyHigh School District: Whitley County - 68

Building

Building Area
Building Area: 3264 Square Feet

Lot Information

Lot Area: 1.1 Acres

Miscellaneous

BasementMls Number: 25016357Above Grade Unfinished Area: 1632

Price and Tax history

DateEventPrice
Sep 6, 2025
Source: Imagine MLS #25016357
Sold
$325,500
Aug 25, 2025
Source: Imagine MLS #25016357
Pending
$349,900
Jul 26, 2025
Source: Imagine MLS #25016357
Listed For Sale
$349,900
Jul 20, 2025
Source: Imagine MLS #25014444
ListingRemoved
$365,000
Jul 4, 2025
Source: Imagine MLS #25014444
Listed For Sale
$365,000

Market trends in Williamsburg

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
45
9MoM

Around this home

What Locals Say about Williamsburg

At least 13 Trulia users voted on each feature.

  • 94 % Say car is needed

  • 88 % Say parking is easy

  • 87 % Say there's holiday spirit

  • 82 % Say yards are well-kept

  • 74 % Say it's dog friendly

  • 71 % Say kids play outside

  • 71 % Say there's wildlife

  • 66 % Say neighbors are friendly

  • 65 % Say people would walk alone at night

  • 61 % Say they plan to stay for at least 5 years

  • 58 % Say it's quiet

  • 54 % Say streets are well-lit

  • 47 % Say there are sidewalks

  • 40 % Say there are community events

  • 38 % Say it's walkable to grocery stores

  • 27 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Kimberly
    "Festivals and many communal get together to give back to everyone for FREE! Very giving and caring. "
    0
    Flag
  • Cathy P.
    "September is old fashioned trading days! It’s fun for the family. Lots of free church pantries for people in need. Many meals given for free by local schools and churches. "
    0
    Flag

LGBTQ Local Legal Protections

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Frequently asked questions about 269 Macbennett Dr

  • What is 269 Macbennett Dr estimated to be worth?
    Trulia's estimated value for 269 Macbennett Dr in Williamsburg, KY is $333,500.
  • What is the price history for 269 Macbennett Dr?
    269 Macbennett Dr in Williamsburg, KY last sold for $325,500 in September 2025.
  • Is Williamsburg a buyer's or seller's market?
    Williamsburg is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Williamsburg?
    Residents describe Williamsburg, KY as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Williamsburg, KY.
  • Does 269 Macbennett Dr have air conditioning?
    Yes, 269 Macbennett Dr in Williamsburg, KY has air conditioning.
  • How big is the lot at 269 Macbennett Dr?
    The lot at 269 Macbennett Dr in Williamsburg, KY is about 1.1 acres.

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