159 Westside Dr, Winchester, KY 40391
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OFF MARKET

159 Westside Dr
Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,062 sqft

$164,000

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $1,004/mo*
Refinance Your Home

$164,000

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $1,004/mo*
Refinance Your Home
3 Beds
2 Baths
1,062 sqft

Local Information

  • Map ViewExplore the area around 159 Westside Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Spacious 3 Bedroom/2 bath Duplex - Lots of room to live in this spacious 3 bedroom/2 bath home in the heart of Winchester. This home features large rooms, fully equipped kitchen, Lots of cabinet and counter space, washer/dryer hookup and more.
Pets will be considered. Some breed restrictions and additional fees apply.
Call us today or visit our website to apply online. www.pspm-ky.com

(RLNE4670521)
159 Westside Dr, Winchester, KY 40391 is a 3 bedroom, 2 bathroom, 1,062 sqft townhouse built in 1990. More recently, it was listed as a rental in January 2019 with an asking price of $725 per month. That rental listing was removed on February 25, 2019. It is currently off market. The Trulia Estimate is $164,000, with a rent estimate of $1,298/month.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 159 Westside Dr

Interior Features

Heating & Cooling
Heating: ElectricAir ConditioningCooling System: CentralHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 7

Exterior Features

Exterior Home Features
Roof: CompositionExterior: OtherFoundation Type: Concrete Block

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: Townhouse

Community

Units in Building: 2

Lot Information

Lot Area: 4356 sqft

Price History for 159 Westside Dr

DatePriceEventSource
02/25/2019$725ListingRemovedAgent Provided
01/29/2019$725Listed For RentAgent Provided

Market trends in Winchester

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$247K
$3.88KMoM
Sale-to-List Price
98.7%
Price per sq ft
$153
$2MoM
Available listings
153
9MoM
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Property Tax and Assessment

Year2024
Tax$802
Assessment$80,200
Home facts updated by county records

Comparable Sales for 159 Westside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
52 Judy Ann Ct, Winchester, KY
0.58
Townhouse
$165,000
04/23/26
3
1.5
1,312
388 Colby Ridge Blvd, Winchester, KY
1.28
Townhouse
$195,000
11/06/25
3
2.5
1,224
319 Essex Ct, Winchester, KY
1.30
Townhouse
$195,000
04/10/26
3
2.5
1,224
356 Colby Ridge Blvd, Winchester, KY
1.32
Townhouse
$178,000
04/30/26
2
1.5
1,102
111 Quail Ridge Rd, Winchester, KY
1.21
Townhouse
$189,000
03/03/26
2
2.5
1,197
109 Quail Ridge Rd, Winchester, KY
1.22
Townhouse
$185,000
04/15/26
2
2.5
1,197
46 Judy Ann Ct, Winchester, KY
0.58
Townhouse
$131,000
03/12/26
2
1.5
960
130 Abbeywood Ct, Winchester, KY
1.29
Townhouse
$170,000
12/30/25
2
2.5
1,350
359 Silverton Way, Winchester, KY
1.99
Townhouse
$220,000
04/21/26
3
2
1,502
129 Bay Hill Dr, Winchester, KY
1.91
Townhouse
$239,500
07/15/25
3
2.5
2,017

Nearby homes

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Assigned Schools

These are the assigned schools for 159 Westside Dr.
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 Winchester

At least 181 Trulia users voted on each feature.

  • 89 % Say car is needed

  • 87 % Say yards are well-kept

  • 85 % Say parking is easy

  • 77 % Say it's dog friendly

  • 73 % Say kids play outside

  • 68 % Say there's holiday spirit

  • 61 % Say there are sidewalks

  • 57 % Say it's quiet

  • 53 % Say neighbors are friendly

  • 53 % Say people would walk alone at night

  • 48 % Say they plan to stay for at least 5 years

  • 44 % Say there's wildlife

  • 39 % Say streets are well-lit

  • 26 % Say it's walkable to restaurants

  • 24 % Say it's walkable to grocery stores

  • 22 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Dustin Conner
    "Rock the block events pride events Christmas parades Halloween parades beer cheese festival concerts 4th of July events free ice cream cone day"
    0
    Flag
  • Jdhurley12
    "Seems safe so far. Halloween is very popular in this neighborhood. I would recommend others to live here."
    0
    Flag
  • Kimberly Sparks
    "I was raised here. It’s always been my home and I’m trying to make it my kids home as well. I’m just trying "
    0
    Flag
  • Ccharles
    "Where I live, there are lots of space for dogs to roam and run to get their energy out. Coyotes do inhabit the area so just be mindful when your dogs are outside. "
    2
    Flag
  • Clarissa R. C.
    "Beer cheese festival is the best and The brewery is awesome. Lumas is cool too. It’s a great place to live and feel safe "
    0
    Flag
  • Joyce S.
    "Great neighborhood for walking dogs. Plenty of room to walk and areas are easy to pick up waste. Neighbors are friendly for people and pets "
    8
    Flag
  • Joyce S.
    "Great neighborhood that looks out for each other and sits on the Golf Course. Very clean, quiet neighborhood"
    5
    Flag
  • Karen K.
    "Community yard sales, lots of children and the parents watch out for each other’s children. Schools are very good. "
    2
    Flag
  • Alishacorley23
    "downtown is kind of shady but I'm from here so I know alot of people. and its cute and historic thank you."
    4
    Flag
  • Garrison9908
    "We Have a neighborhood association with a dedicated group of families that live in the area and are personally involved and educated on issues surrounding them."
    0
    Flag
  • Awallace08
    "Quiet neighborhood close to schools and shopping. Low crime area, low traffic area, properties are kept cut and clean "
    1
    Flag
  • Barb H.
    "My neighborhood is an excellent place to call home. I always see people out walking their dogs. The neighbors are friendly. "
    0
    Flag
  • Garrison9908
    "My neighborhood is a neighborhood of avid boaters and fisherman who like to live near the Kentucky River. There are a few clubs that people gather together for as well as a couple of local restaurants that are hang outs. "
    0
    Flag
  • Garrison9908
    "I’ve lived in this neighborhood for over 30 years. It is a close knit community with individuals residing here that love nature, love the Kentucky River, and all things outdoors."
    0
    Flag
  • Bridgetgwyn27
    "I travel over 25 miles a day to the next county. Can be busy especially during the 5’ o’clock hour. "
    1
    Flag
  • StephanieD
    "This is a beautiful neighborhood. On the forth of July you can sit on your deck or porch and watch the most spectacular fire work shows. It is an easy picturesque drive to Hamburg or Richmond and a quick five minute jaunt if you need a gallon of milk. Everybody I met is polite and courteous and it is very dog friendly- I once had a neighbor on another street put water out for the dogs walking by his house to drink. I wouldn't want to live anywhere else."
    1
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  • Barbara.smith13
    "There’s a pit bull that lives on east broadway that has tried to kill my dog on more than 1 occasion. I called the cops the first They did Nothing bout the attack. Put the Pitt back in his lot hooked him bk up to the car chain he was attached too!!! "
    0
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  • Barbarataulbee
    "I live here. The neighbors a great. It’s also very dog and cat friendly. Every body helps each other that lives here. They also watch out for each other. There’s never any crime in out neighborhood. "
    0
    Flag
  • Barbarataulbee
    "They would love to live here cause people watch out for each other and their doggie. Dogs are very safe in our neighborhood. "
    0
    Flag
  • Shelby G.
    "lots of street dances, 3 festivals, many community events put on by the local churches. Christmas and homecoming parades are themed, downtown does a "trick or treat on main" which is also where the street dances and beer cheese festival are."
    0
    Flag
  • Townsend m.
    "you will see dogs and their owners walking all the time in colonial park. it is a very quiet neighborhood. everyone is very nice and sweet all the kids do fundraisers for school and everyone participates."
    4
    Flag
  • Dana B.
    "Some areas are great for walking or biking but a car is needed in most areas. The traffic and commute are generally worry free. "
    0
    Flag
  • Ragan
    "Many opportunities for community involvement. Very interstate accessible so a short trip to many major cities and a lot of outdoor recreation spots. "
    0
    Flag
  • Heatherbcass
    "I have lived in my current residence for 3 years and my neighbors are like family and we all have a babysitter anytime we need one!!"
    0
    Flag
  • Cristy J.
    "very safe and friendly area, no through traffic. walk to elementary and secondary school"
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

17 pet-friendly rentals in Winchester, KY

Explore by feature - Air Conditioning

13 rentals with air conditioning in Winchester, KY

Explore by feature - Washer/dryer

13 rentals with a washer/dryer in Winchester, KY

Homes for sale near 159 Westside Dr

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Off Market Homes Near 159 Westside Dr

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