Is a car needed in Williamsburg, KY?

As of early 2026, 94% of users say car is needed

Is parking easy in Williamsburg, KY?

As of early 2026, 88% of users say parking is easy

Does Williamsburg, KY show holiday spirit?

As of early 2026, 87% of users say there's holiday spirit

Are yards well-kept in Williamsburg, KY?

As of early 2026, 82% of users say yards are well-kept

Is Williamsburg, KY dog-friendly?

As of early 2026, 74% of users say it's dog friendly

Do kids play outside in Williamsburg, KY?

As of early 2026, 71% of users say kids play outside

Is there wildlife in Williamsburg, KY?

As of early 2026, 71% of users say there's wildlife

Are neighbors friendly in Williamsburg, KY?

As of early 2026, 66% of users say neighbors are friendly

Would people walk alone at night in Williamsburg, KY?

As of early 2026, 65% of users say people would walk alone at night

Do residents of Williamsburg, KY plan to stay at least 5 years?

As of early 2026, 61% of users say they plan to stay for at least 5 years

Is Williamsburg, KY quiet?

As of early 2026, 58% of users say it's quiet

Are the streets well-lit in Williamsburg, KY?

As of early 2026, 54% of users say streets are well-lit

Does Williamsburg, KY have sidewalks?

As of early 2026, 47% of users say there are sidewalks

Are there community events in Williamsburg, KY?

As of early 2026, 40% of users say there are community events

Is Williamsburg, KY walkable to grocery stores?

As of early 2026, 38% of users say it's walkable to grocery stores

Is Williamsburg, KY walkable to restaurants?

As of early 2026, 27% of users say it's walkable to restaurants

What is 255 Jackson Subdivision Rd estimated to be worth?

Trulia's estimated value for 255 Jackson Subdivision Rd in Williamsburg, KY is $272,000 .

What is the price history for 255 Jackson Subdivision Rd?

255 Jackson Subdivision Rd in Williamsburg, KY last sold for $265,000 in June 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 255 Jackson Subdivision Rd have air conditioning?

Yes, 255 Jackson Subdivision Rd in Williamsburg, KY has air conditioning.

Does 255 Jackson Subdivision Rd have a pool?

Yes, 255 Jackson Subdivision Rd in Williamsburg, KY has a pool.

OFF MARKET

$272,000

Trulia Estimate

3 Beds
2 Baths
1,460 sqft (on 4.38 acres)

255 Jackson Subdivision Rd, Williamsburg, KY 40769

Refinance Your Home

Currently Off Market - Sold Jun 12, 2025 for $265,000

Home Value

Trulia Estimate

$272K

Since last month

$1K (+0.4%)

Since last year

$5K (+1.8%)

Since last sale

$8K (+2.8%)

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 decreased by 0% in the last 10 years

Month	Estimated value
2026
August 2026	$273K
August 2026	$272K
July 2026	$271K
June 2026	$275K
May 2026	$272K
April 2026	$272K
March 2026	$272K
February 2026	$268K
January 2026	$268K
2025
December 2025	$267K
November 2025	$264K
October 2025	$265K
September 2025	$269K
August 2025	$268K
July 2025	$267K
June 2025	$265K
May 2025	$274K

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
92 Highland Park Dr, Williamsburg, KY	1.49	Single-Family Home	$190,000	06/01/26	2	2	1,770
511 Moore Rd, Williamsburg, KY	1.45	Single-Family Home	$220,000	06/08/26	3	2	1,900
295 Lindenberg Dr, Williamsburg, KY	1.25	Single-Family Home	$230,000	10/30/25	3	2	2,066
940 Old Corbin Pike Rd, Williamsburg, KY	1.13	Single-Family Home	$97,000	07/10/26	3	2	1,060
461 Buc Rd, Williamsburg, KY	1.69	Single-Family Home	$235,000	12/19/25	3	2	1,608
512 Moore Rd, Williamsburg, KY	1.46	Single-Family Home	$259,000	06/11/26	3	2	1,968
510 Moore Rd, Williamsburg, KY	1.47	Single-Family Home	$254,500	12/23/25	3	2.5	1,680

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
178 Jackson Subdivision Rd, Williamsburg, KY 40769	0.16	$230,900	4	2	1,568	Off Market
320 Johnny Miller Rd, Williamsburg, KY 40769	0.29	$209,700	4	3	1,872	Off Market
5 Moon Beam Ln, Williamsburg, KY 40769	0.33	$170,400	3	1	968	Off Market
2786 E 92nd Hwy, Williamsburg, KY 40769	0.33	$177,400	2	2	1,320	Off Market
9999 King Mountain Rd, Williamsburg, KY 40769	0.90	$75,000	-	-	-	Recently Sold
54 Woodlawn Ave, Williamsburg, KY 40769	1.09	$84,500	2	1	576	For Sale
3.31 King Mountain Rd #3.31, Williamsburg, KY 40769	1.10	$45,000	-	-	-	For Sale
940 Old Corbin Pike Rd, Williamsburg, KY 40769	1.13	$97,000	3	2	1,060	Recently Sold
757 Old Corbin Pike Rd, Williamsburg, KY 40769	1.15	$145,800	2	1	1,600	Off Market
331 State Highway 92, Williamsburg, KY 40769	1.17	$199,600	4	2	1,728	Off Market
71 King Mountian St, Williamsburg, KY 40769	1.16	$220,700	3	2	1,796	Off Market

Local Information

Map ViewExplore the area around 255 Jackson Subdivision Rd.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1979

4.38 acre lot

1,460 sqft

$186/sqft

Garage

About this House

3 Bed, 2 Bath Brick Home on 4.381 Acres - Hobby Farm Ready with Fenced Pond & Dual Road Frontage!

This inviting 3 bedroom, 2 bathroom brick home with a 2-car garage sits on a well-laid-out 4.381 surveyed acres, offering the perfect setup for your hobby farm or future expansion plans.

A fenced-in pond area is ready for animals or simply enjoying the view—ideal for those looking to raise livestock, garden, or have space to roam. With road frontage at the back of the property, there's excellent potential to build a second home or guest house.

Conveniently located and easily accessible—just minutes from I-75, the University of the Cumberlands, and the beautiful Cumberland River—this property offers room to grow without sacrificing location.

Whether you're looking for a family home with land or a place to start your farm lifestyle with investment potential, this property checks all the boxes.

255 Jackson Subdivision Rd, Williamsburg, KY 40769 is a 3 bedroom, 2 bathroom, 1,460 sqft single-family home built in 1979. It last sold for $265,000 on Jun 12, 2025 (4% below the $274,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $272,000, with a rent estimate of $1,490/month.

Last check for updates: about 11 hours ago

Listed by Bobby Joe Monhollen, (606) 620-2650

Reliance One Realty

Bought with: Bobby Joe Monhollen, (606) 620-2650, Reliance One Realty

Source: Imagine MLS, MLS#25010279

Home Details for 255 Jackson Subdivision Rd

Interior Features
Interior Details Basement: Crawl SpaceNumber of Rooms: 14Types of Rooms: Master Bedroom, Bedroom 1, Bedroom 2, Bathroom 1, Bathroom 2, Den, Dining Room, Kitchen, Living Room, Other, Utility Room
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout Living Area: 1460 Square Feet
Appliances & Utilities Utilities: Electricity Connected, Water ConnectedAppliances: Dishwasher, Microwave, Refrigerator, RangeDishwasherLaundry: Electric Dryer Hookup,Washer HookupMicrowaveRefrigerator
Heating & Cooling Heating: Heat Pump,Wood StoveHas CoolingAir Conditioning: Heat PumpHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa Fireplace: Free StandingHas a Fireplace
Windows, Doors, Floors & Walls Flooring: Laminate
Levels, Entrance, & Accessibility Levels: OneFloors: Laminate
View Has a ViewView: Rural, Trees/Woods, Mountain(s), Farm, Water

Exterior Features
Exterior Home Features Roof: ShinglePatio / Porch: Patio, PorchFoundation: BlockHas a Private Pool
Parking & Garage No CarportHas a GarageNo Attached GarageHas Open ParkingParking: Attached Garage,Driveway
Pool Pool: Above GroundPool
Frontage WaterfrontOn Waterfront
Water & Sewer Sewer: Septic TankWater Body: Other
Farm & Range Allowed to Raise Horses
Finished Area Finished Area (above surface): 1460 Square Feet

Property Information
Year Built Year Built: 1979
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: House
Building Construction Materials: Brick VeneerNot a New Construction
Property Information Parcel Number: 1280000047.00

Price & Status
Price List Price: $274,900
Status Change & Dates Off Market Date: Sat May 17 2025Possession Timing: Negotiable

Active Status
MLS Status: Closed

Location
Direction & Address City: WilliamsburgCommunity: Rural
School Information Elementary School: Whitley CentralJr High / Middle School: Whitley CountyHigh School: Whitley CountyHigh School District: Whitley County - 68

Building
Building Area Building Area: 1460 Square Feet

Lot Information
Lot Area: 4.381 Acres

Miscellaneous
Mls Number: 25010279Water ViewWater View: WaterAbove Grade Unfinished Area: 1460

Price and Tax history

Date	Event	Price
Jun 12, 2025 Source: Imagine MLS #25010279	Sold	$265,000
May 17, 2025 Source: Imagine MLS #25010279	Pending	$274,900
May 16, 2025 Source: Imagine MLS #25010279	Listed For Sale	$274,900

Year	Property tax	Tax assessment
2025	$2,147	$273,800

Additional Cost

Market trends in Williamsburg

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

9MoM

Around this home

Whitley County Central Primary School
PK-2
Public
432 Students
Whitley County School District
NA
GreatSchools Rating
Parent Rating Average
This 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 recommend
Parent Review
8mo ago
3 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
Resident
1y ago
"Festivals and many communal get together to give back to everyone for FREE! Very giving and caring. "
0
Flag
Cathy P.
Resident
6y ago
"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

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.

Frequently asked questions about 255 Jackson Subdivision Rd

What is 255 Jackson Subdivision Rd estimated to be worth?
Trulia's estimated value for 255 Jackson Subdivision Rd in Williamsburg, KY is $272,000.
What is the price history for 255 Jackson Subdivision Rd?
255 Jackson Subdivision Rd in Williamsburg, KY last sold for $265,000 in June 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 255 Jackson Subdivision Rd have air conditioning?
Yes, 255 Jackson Subdivision Rd in Williamsburg, KY has air conditioning.
Does 255 Jackson Subdivision Rd have a pool?
Yes, 255 Jackson Subdivision Rd in Williamsburg, KY has a pool.

Explore by feature - Air Conditioning

APPLY INSTANTLY
$1,550/mo
3 bd
2 ba
1,500 sqft
30 Kaylee Ln,
Williamsburg, KY 40769
APPLY INSTANTLY
$1,200/mo
3 bd
2 ba
2,304 sqft
3011 Ryans Creek Rd,
Williamsburg, KY 40769
$1,050/mo
2 bd
1 ba
2070 US Hwy 25W | 2070 S Highway 25 W,
Williamsburg, KY 40769
PET FRIENDLY
$1,200/mo
2 bd
1.5 ba
1,049 sqft
339 N 3rd St #A,
Williamsburg, KY 40769
$1,200/mo
3 bd
2 ba
1,280 sqft
821 Old Corbin Pike Rd #2,
Williamsburg, KY 40769

Apartments for Rent

Skip to last item

$1,050/mo
2 bd
1 ba
2070 US Hwy 25W | 2070 S Highway 25 W,
Williamsburg, KY 40769
PET FRIENDLY
$1,200/mo
2 bd
1.5 ba
339 N 3rd St #A,
Williamsburg, KY 40769
$600/mo
1 bd
1 ba
1746 S Highway 25 W #107,
Williamsburg, KY 40769
$1,200/mo
3 bd
2 ba
821 Old Corbin Pike Rd #2,
Williamsburg, KY 40769
PET FRIENDLY
$850/mo
2 bd
1 ba
163 Cemetery Rd #75,
Williamsburg, KY 40769
See more homes for rent in
Williamsburg
Take a look

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Off Market Homes Near 255 Jackson Subdivision Rd

Skip to last item

SOLD
AUG 25, 2026
$225,000
3 bd
1 ba
1,336 sqft
40 Smith Ln,
Williamsburg, KY 40769
SOLD
AUG 18, 2026
$250,000
4 bd
2 ba
2,436 sqft
618 S 2nd St,
Williamsburg, KY 40769
Anderson's Premier Realty, Imagine MLS
SOLD
AUG 17, 2026
$225,600
3 bd
2 ba
1,320 sqft
49 Deerfield Dr,
Williamsburg, KY 40769
Reliance One Realty, Imagine MLS
SOLD
JUL 8, 2026
$185,000
3 bd
1.5 ba
1,192 sqft
108 13th St,
Williamsburg, KY 40769
Anderson's Premier Realty, Imagine MLS
SOLD
JUL 2, 2026
$350,000
3 bd
2 ba
2,688 sqft
3659 S Highway 25 W,
Williamsburg, KY 40769
SOLD
JUN 11, 2026
$253,200
4 bd
2 ba
1,541 sqft
90 Curd Ave,
Williamsburg, KY 40769
Revolution Realty, LLC, Imagine MLS
SOLD
JUN 11, 2026
$259,000
3 bd
2 ba
1,968 sqft
512 Moore Rd,
Williamsburg, KY 40769
CENTURY 21 Advantage Realty, Imagine MLS
SOLD
JUN 8, 2026
$220,000
3 bd
2 ba
1,900 sqft
511 Moore Rd,
Williamsburg, KY 40769
CENTURY 21 Advantage Realty, Imagine MLS
SOLD
JUN 1, 2026
$190,000
2 bd
2 ba
1,770 sqft
92 Highland Park Dr,
Williamsburg, KY 40769
New Beginnings Real Estate LLC, Imagine MLS
SOLD
MAY 27, 2026
$180,000
3 bd
1 ba
1,261 sqft
24 Cardinal Hts,
Williamsburg, KY 40769
See more homes for sale in
Williamsburg
Take a look

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Homes for sale near 255 Jackson Subdivision Rd

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2.19 ACRES
$215,000
3 bd
2 ba
1,744 sqft
400 Buc Rd,
Williamsburg, KY 40769
Revolution Realty, LLC, Imagine MLS
0.32 ACRES
$286,995
5 bd
2 ba
3,478 sqft
10 Joan St,
Williamsburg, KY 40769
WEICHERT REALTORS - Ford Brothers, Imagine MLS
$249,500
4 bd
2 ba
1,700 sqft
31 Cemetery Rd,
Williamsburg, KY 40769
Freeman Brothers Realty LLC, Imagine MLS
$134,999
2 bd
1 ba
814 sqft
81 Highland Park Dr,
Williamsburg, KY 40769
New Beginnings Real Estate LLC, Imagine MLS
1.45 ACRES
$699,900
5 bd
4 ba
4,285 sqft
110 Locklin Dr,
Williamsburg, KY 40769
Anderson's Premier Realty, Imagine MLS
0.37 ACRES
$84,500
2 bd
1 ba
576 sqft
54 Woodlawn Ave,
Williamsburg, KY 40769
Freeman Brothers Realty LLC, Imagine MLS
0.71 ACRES
$229,000
3 bd
2 ba
1,104 sqft
219W Haven Dr,
Williamsburg, KY 40769
Lockhart Realty Group, LLC, Imagine MLS
$299,000
4 bd
3 ba
2,408 sqft
542 S 2nd St,
Williamsburg, KY 40769
Sallie Davidson, Realtors, Imagine MLS
AUCTION
$109,000
3 bd
1 ba
2,324 sqft
77 Curd Ave,
Williamsburg, KY 40769
Coldwell Banker Bisceglia Realty & Auction Co, Imagine MLS
See more homes for sale in
Williamsburg
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