269 Macbennett Dr
Williamsburg, KY 40769
4 Beds
2.5 Baths
3,264 sqft (on 1.10 acres)
$325,500
Last Sold: Sep 6, 2025
7% below list $350K
$100/sqft
Est. Refi. Payment $1,869/mo*
$325,500
Last Sold: Sep 6, 2025
7% below list $350K
$100/sqft
Est. Refi. Payment $1,869/mo*
4 Beds
2.5 Baths
3,264 sqft
(on 1.10 acres)
Local Information
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Description
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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 07, 2025
Home Highlights
Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$100/sqft
Listed
180+ days ago
Home Details for 269 Macbennett Dr
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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: Other |
Fireplace & Spa No Fireplace |
Windows, Doors, Floors & Walls Flooring: Hardwood, Tile |
Levels, Entrance, & Accessibility Levels: TwoFloors: Hardwood, Tile |
View Has a ViewView: Mountain(s) |
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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 |
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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 |
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Price List Price: $349,900Price Per Sqft: $100/sqft |
Status Change & Dates Off Market Date: Fri Aug 15 2025Possession Timing: Close Of Escrow |
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MLS Status: Closed |
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Direction & Address City: WilliamsburgCommunity: MacBennett |
School Information Elementary School: Whitley CountyJr High / Middle School: Whitley CountyHigh School: Whitley CountyHigh School District: Whitley County - 68 |
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Building Area Building Area: 3264 Square Feet |
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Lot Area: 1.1 Acres |
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BasementMls Number: 25016357Above Grade Unfinished Area: 1632 |
Last check for updates: about 2 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
Price History for 269 Macbennett Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 09/06/2025 | $325,500 | Sold | Imagine MLS #25016357 |
| 08/25/2025 | $349,900 | Pending | Imagine MLS #25016357 |
| 07/26/2025 | $349,900 | Listed For Sale | Imagine MLS #25016357 |
| 07/20/2025 | $365,000 | ListingRemoved | Imagine MLS #25014444 |
| 07/04/2025 | $365,000 | Listed For Sale | Imagine MLS #25014444 |
| 06/27/2025 | $365,000 | ListingRemoved | Imagine MLS #24025174 |
| 06/18/2025 | $365,000 | PendingToActive | Imagine MLS #24025174 |
| 04/28/2025 | $365,000 | Pending | Imagine MLS #24025174 |
| 04/21/2025 | $365,000 | PriceChange | Imagine MLS #24025174 |
| 01/14/2025 | $375,000 | PriceChange | Imagine MLS #24025174 |
| 12/04/2024 | $385,000 | PriceChange | Imagine MLS #24025174 |
| 08/29/2022 | $225,000 | Pending | Imagine MLS #22013097 |
| 08/24/2022 | $240,000 | Sold | Imagine MLS #22013097 |
| 07/01/2022 | $225,000 | Contingent | Imagine MLS #22013097 |
| 06/19/2022 | $225,000 | Listed For Sale | Imagine MLS #22013097 |
| 05/08/2020 | $121,000 | Sold | Imagine MLS #20006545 |
| 04/06/2020 | $121,000 | Pending | Agent Provided |
| 04/03/2020 | $121,000 | Listed For Sale | Agent Provided |
| 01/06/2018 | $170,000 | Sold | Imagine MLS #1826936 |
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $1,373 |
| Assessment | $188,650 |
Home facts updated by county records
Comparable Sales for 269 Macbennett Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
1.36 | Single-Family Home | $340,000 | 06/30/25 | 4 | 2.5 | 2,566 | |
1.24 | Single-Family Home | $228,000 | 03/09/26 | 4 | 2.5 | 1,766 | |
2.61 | Single-Family Home | $390,000 | 01/27/26 | 4 | 2.5 | 2,513 | |
3.57 | Single-Family Home | $357,000 | 10/08/25 | 3 | 2 | 2,143 | |
3.70 | Single-Family Home | $325,000 | 12/12/25 | 3 | 2 | 1,800 | |
2.77 | Single-Family Home | $124,500 | 03/04/26 | 1 | 1 | 740 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETReliance One Realty, Imagine MLS
OFF MARKETRE/MAX On Main, Inc, Imagine MLS
SOLDAUG 13, 2025KY Real Estate Professionals, LLC, Imagine MLS
OFF MARKETHuddleston Real Estate, Imagine MLS
OFF MARKETReliance One Realty, Imagine MLS
SOLDJAN 16, 2026Anderson's Premier Realty, Imagine MLS
SOLDAUG 20, 2025Reliance One Realty, Imagine MLS
OFF MARKETReliance One Realty, Imagine MLS
FOR SALE0.78 ACRESRE/MAX On Main, Inc, Imagine MLS
Assigned Schools
These are the assigned schools for 269 Macbennett Dr.
- Whitley County High School
- 9-12
- Public
- 855 Students
8/10GreatSchools RatingParent Rating AverageI am an active Senior in this school. My experience with this school has been 99% positive. Most students are nice except for some which will always exist no matter where you go, There are many things to do including many after school programs. It even made me discover my love for pianio( Yeah im a nerd), but there are some teachers that are just miserable that make their class terrible to be in. Although I dont blame them as some students are terrible students and drive me and other students and teachers crazy, Overall, This is a very good school, only negatives are about some of the students or 1 or 2 teachers. Food is also decent 90% of the time with overall having the best food out of all of the other Whitley schools. Also shoutout Mrs. DeeDee :)Student Review1y ago - Whitley County Middle School
- 7-8
- Public
- 524 Students
8/10GreatSchools RatingParent Rating AverageN/AStudent Review18y ago - Whitley County Central Primary School
- PK-2
- Public
- 432 Students
NAGreatSchools RatingParent Rating AverageThis school is absolutely ridiculous I wouldn't even want to send my dog here. Everybody including the teachers are inconsiderate and I have first hand watch them single out children, the principal is a piece of work he'll take out any issues he has with the parents on their children he'll even lock the doors on you as you're walking up just to make you late. They definitely overstep and I have almost had to take legal action. If your kid acts up they will lock them in a room with a complete stranger. Special education is basically non-existent they'll just treat your child like a problem. 10 out of 10 don't recommendParent Review5mo ago - Whitley Central Intermediate School
- 3-6
- Public
- 465 Students
8/10GreatSchools RatingParent Rating AverageN/AParent Review18y ago 
Check out schools near 269 Macbennett Dr.
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Apartments for Rent
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Homes for sale near 269 Macbennett Dr
1.5 ACRESSallie Davidson, Realtors, Imagine MLS
0.66 ACRESReliance One Realty, Imagine MLS
23 ACRESBlack Diamond Realty, Imagine MLS
17.51 ACRESRE/MAX On Main, Inc, Imagine MLS
65.04 ACRESHuddleston Real Estate, Imagine MLS
4 ACRESShawn Rogers Realty, Inc, Imagine MLS
2.2 ACRESAnderson's Premier Realty, Imagine MLS
2.44 ACRESCENTURY 21 Advantage Realty, Imagine MLS
5.2 ACRESReliance One Realty, Imagine MLS
See more homes for sale inWilliamsburg
Off Market Homes Near 269 Macbennett Dr
SOLDMAY 8, 2026RE/MAX On Main, Inc, Imagine MLS
SOLDAPR 1, 2026Huddleston Real Estate, Imagine MLS
SOLDMAR 9, 2026Reliance One Realty, Imagine MLS
SOLDFEB 6, 2026Huddleston Real Estate, Imagine MLS
SOLDJAN 27, 2026Sallie Davidson, Realtors, Imagine MLS- SOLDJAN 16, 2026Anderson's Premier Realty, Imagine MLS
- SOLDDEC 30, 2025
SOLDDEC 12, 2025Lake Cumberland Real Estate Professionals, Imagine MLS
SOLDDEC 12, 2025New Beginnings Real Estate LLC, Imagine MLS
SOLDOCT 8, 2025Watkins Realty & Associates, Imagine MLS- See more homes for sale inWilliamsburg
IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.
Homes for rent near 269 Macbennett Dr
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269 Macbennett Dr, Williamsburg, KY 40769 is a 4 bedroom, 3 bathroom, 3,264 sqft single-family home built in 2016. This property is not currently available for sale. 269 Macbennett Dr was last sold on Sep 6, 2025 for $325,500 (7% lower than the asking price of $349,900). The current Trulia Estimate for 269 Macbennett Dr is $333,900.