665 Bailey Ln, Winchester, KY 40391
OFF MARKET

665 Bailey Ln
Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,428 sqft (on 5.56 acres)

$288,200

Trulia Estimate
as of Jun 5, 2026
Est. Refi. Payment $1,691/mo*
Refinance Your Home

$288,200

Trulia Estimate
as of Jun 5, 2026
Est. Refi. Payment $1,691/mo*
Refinance Your Home
3 Beds
2 Baths
1,428 sqft
(on 5.56 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

5+ Acres of beautiful property! The one story manufactured home has 3 bedrooms and 2 baths! Open concept kitchen and family room with LOTS of natural light! Includes 30x32 barn that is ideal for horses and/or a small farm. Laminate and carpet throughout. 3 storage sheds: 1 metal, 1 wood and 1 workshop with separate electric and heat. Has ONDURA Roof: ONDURA is recognized by the United States Environmental Protection Agency (EPA) as an Environmentally Preferred Product/ will not rust or corrode. See attachments for more info. Call today to see this lovely piece of country paradise! Just one country song away from downtown Winchester!
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.

Home Highlights

Parking
No Info
Outdoor
Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 665 Bailey Ln

Interior Features

Heating & Cooling
Heating: Heat PumpHeating Fuel: Heat Pump
Interior Details
Types of Rooms: Walk In ClosetCeiling Fan
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Levels, Entrance, & Accessibility
Floors: Carpet, Laminate, Linoleum Vinyl

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: OtherPatio

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 5.56 acres

Price History for 665 Bailey Ln

DatePriceEventSource
05/01/2017$119,000Sold
Imagine MLS #1613107
02/06/2017$119,900PendingAgent Provided
12/12/2016$119,900PendingToActiveAgent Provided
12/02/2016$119,900PendingAgent Provided
08/14/2016$119,900PriceChange
Agent Provided
07/06/2016$124,900PriceChange
Agent Provided
06/17/2016$129,900Listed For SaleAgent Provided
11/14/2008$104,900Sold
Imagine MLS #812282

Market trends in Winchester

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$251K
$27.33KMoM
Sale-to-List Price
98.8%
0.5%MoM
Price per sq ft
$151
$2MoM
Available listings
162
18MoM
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Property Tax and Assessment

Year2024
Tax$1,190
Assessment$119,000
Home facts updated by county records

Comparable Sales for 665 Bailey Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3518 Muddy Creek Rd, Winchester, KY
0.57
Single-Family Home
$300,000
07/08/25
5
2
1,824
2317 Muddy Creek Rd, Winchester, KY
0.85
Single-Family Home
$150,000
10/27/25
2
1
1,046
165 Hilltop Dr, Winchester, KY
1.32
Single-Family Home
$282,900
01/02/26
3
2
1,454
2247 Muddy Creek Rd, Winchester, KY
0.91
Single-Family Home
$111,252
06/03/26
3
1
1,145
151 Hilltop Dr, Winchester, KY
1.30
Single-Family Home
$275,000
08/15/25
4
1.5
1,873
246 Geronimo Ct, Winchester, KY
1.53
Single-Family Home
$192,565
12/22/25
3
2
1,092
305 Geronimo Ct, Winchester, KY
1.58
Single-Family Home
$210,000
09/04/25
3
2
1,150
322 Buffalo Trce, Winchester, KY
1.54
Single-Family Home
$205,000
10/10/25
3
2
1,110
318 Buffalo Trce, Winchester, KY
1.53
Single-Family Home
$241,500
05/01/26
3
2
1,200
2430 Irvine Rd, Winchester, KY
1.23
Single-Family Home
$315,000
02/11/26
2
1
1,140

Nearby homes

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Assigned Schools

These are the assigned schools for 665 Bailey Ln.
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
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  • Jdhurley12
    "Seems safe so far. Halloween is very popular in this neighborhood. I would recommend others to live here."
    0
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  • 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
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  • 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
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  • 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
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  • 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
    Flag
  • 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
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  • 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
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  • Cristy J.
    "very safe and friendly area, no through traffic. walk to elementary and secondary school"
    0
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665 Bailey Ln, Winchester, KY 40391 is a 3 bedroom, 2 bathroom, 1,428 sqft single-family home built in 1989. This property is not currently available for sale. 665 Bailey Ln was last sold on May 1, 2017 for $119,000. The current Trulia Estimate for 665 Bailey Ln is $288,200.