20

Winslow Homes for Sale

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  • /8

    $450,000

    • Land
    • 1.26 Acres
    • $357,143 per Acre

    3449 13th St, Ashland, KY 41102

    Commercial Zoning: Approximately 1.26+/- acres with approximately 295' Road Frontage on 13th St., aka US 60, which is the main highway leading into and out of Ashland, KY. Traffic count ranging from 16,800 to 20,637 per the Transportation of Ky as of 2015. Possible Dual Entrance from Road Frontage and Side Entrance from Stella Dr. Electric, Water, Sewer, and Gas already on property. Empty lots

    Agent Photo

    Vanessa Vale Team

    LPT Realty

    3449 13th St, Ashland, KY 41102
  • /22

    $215,000

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,227 Sq Ft

    2245 Nevada St, Ashland, KY 41101

    Welcome to Nevada Street! This well-maintained 3-bedroom, 1.5-bath home offers over 2,200 square feet of living space, providing the perfect combination of comfort, functionality, and room to spread out. From the moment you arrive, you'll appreciate the pride of ownership displayed throughout the property, from the landscaping to the well-kept exterior. Inside, you'll find multiple living spaces

    Johnathon Parsons EXP Realty, LLC

    2245 Nevada St, Ashland, KY 41101
  • /45

    $149,000

    • 2 Beds
    • 1.5 Baths
    • 1,944 Sq Ft

    2221 Cedar St, Ashland, KY 41101

    Welcome home to this charming and inviting property situated in a great location on a large, beautiful lot! This well-maintained home offers 2 bedrooms and 1½ baths, along with a finished basement that provides plenty of additional living space and the potential for a 3rd and 4th bedroom. The basement features its own entrance leading into a spacious utility room and convenient half bath,

    Kellye Conley ADVANTAGE PLUS REALTY

    2221 Cedar St, Ashland, KY 41101
  • /21

    $82,000

    $2K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 784 Sq Ft

    2208 Cedar St, Ashland, KY 41101

    This 2-bedroom, 2-bath home offers a practical layout with a comfortable living room and an eat in kitchen. Enjoy outdoor living on the covered front and back porches, along with a storage shed and a level yard for easy maintenance. Located in a convenient area close to local amenities, this property provides everyday comfort with quick access to shopping, dining, and community services.

    Teresa Brown Century 21 Advantage Realty

    2208 Cedar St, Ashland, KY 41101
  • /21

    $64,900

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,530 Sq Ft

    508 Pollard Rd, Ashland, KY 41101

    Cozy 1-Bedroom, 1-Bath Home with Flexible Second Floor! This charming single-family home offers a comfortable and low-maintenance lifestyle in a convenient Ashland location. It features one spacious main-level bedroom and one full bathroom, making it ideal for all buyers including downsizers or investors seeking an affordable opportunity. The thoughtfully laid-out main floor provides functional

    Todd Jenkins Bunch Real Estate Associates, LLC.

    508 Pollard Rd, Ashland, KY 41101
  • /13

    $49,900

    • 3 Beds
    • 2 Baths
    • 1,490 Sq Ft

    157 Blevins St, Ashland, KY 41102

    Aluminum sided ranch on dead end street, screened in porch, Level lot, fenced rear yard. Living room and family room plus 3 bedrooms and 2 full baths. Convenient to all amenities. Just minutes from US 60. POF for all cash offers, pre-approval for all financed offers. Minimum $1000 EMD in the form of a cashiers check.

    Colleen Stark HENSLEY REALTY COMPANY

    157 Blevins St, Ashland, KY 41102
  • /15

    $64,500

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft

    2013 Craft St, Ashland, KY 41101

    Looking for a project with potential? This 3 bedroom, living room, dining room & kitchen house is ready for someone with vision to bring it back to life. This home needs repairs & updates but offers an opportunity for an investor or buyer.

    Diana Ruley DEE'S REAL ESTATE SERVICE

    2013 Craft St, Ashland, KY 41101
  • /49

    $179,900

    • 4 Beds
    • 3 Baths
    • 2,444 Sq Ft

    1404 Nichols Place, Ashland, KY 41101

    Welcome to 1404 Nichols Place, Ashland, KY 41101! Priced at $179,900, this spacious 4-bedroom, 3-bath home offers comfort, convenience, and recent updates in a desirable location. The updated kitchen provides a fresh, modern space for cooking and gathering, while the renovated main bathroom adds style and functionality. With plenty of room for family, guests, or a home office, this home is

    Lisa Fischer Keller Williams Legacy Group

    1404 Nichols Place, Ashland, KY 41101
  • /15

    $69,500

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,330 Sq Ft

    336 Ferry St, Ashland, KY 41101

    Investor Alert! Here's a house for you! 2/3 Bedroom, living room, kitchen, & bath with 2 porches & a large detached 2 car garage that is ally access. This house is conveniently located near Town Center Mall & 13th Street. Updates are - new sewer line ran from house to road, new drain lines, some new plumbing, new sump pump, new vinyl in kitchen & laminate in bathroom plus freshly painted

    Diana Ruley DEE'S REAL ESTATE SERVICE

    336 Ferry St, Ashland, KY 41101
  • /12

    $229,900

    • 4 Beds
    • 2 Baths
    • 2,160 Sq Ft

    2222 Stephens St, Ashland, KY 41101

    This well-maintained 4-bedroom, 2-full-bath home offers comfortable living with thoughtful updates throughout. The spacious kitchen is equipped with a double oven, dishwasher, and refrigerator, making it ideal for everyday living and entertaining. New flooring was installed in 2025 throughout the kitchen, dining room, hallway, and family room, giving the home a fresh, modern feel. Step outside to

    Christina Helms ADVANTAGE PLUS REALTY

    2222 Stephens St, Ashland, KY 41101
  • /18

    $125,000

    • Land
    • 2.5 Acres
    • $50,000 per Acre

    0 Pollard Rd, Ashland, KY 41101

    INVESTORS & BUILDERS: Strong multifamily development opportunity in Ashland. Approximately 2.5 acres with two sides fronting on Pollard Road (corner) in Ashland, Kentucky is currently listed for $125,000 with additional access from Long Street. Property is zoned R-5 Residential – Medium Density with utilities available, making it potentially suitable for a 4-plex, 6-plex, townhomes, or other

    Joyce Goats Century 21 Advantage Realty

    0 Pollard Rd, Ashland, KY 41101
  • /15

    $54,500

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 915 Sq Ft

    609 Long St, Ashland, KY 41101

    Opportunity is knocking for investors, flippers, and renovation enthusiasts. This 2-bedroom, 1-bath one floor plan friendly home is in need of significant repairs and is ready for someone with the vision to bring it back to life. While the home will require extensive renovation, it offers a functional one-level layout and sits on a nice yard with plenty of outdoor space to complement your future

    Christopher Hutchinson ll Keller Williams Legacy Group

    609 Long St, Ashland, KY 41101
  • /10

    $59,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,186 Sq Ft

    521 Old Stage Rd, Ashland, KY 41101

    Quaint cottage with living room, dining room, bedroom, kitchen w/laundry on main floor. Two finished rooms upstairs, 400 SF detached garage for storage or game room. Close to all amenities. Currently rents for $1050/month. Tenant pays all utilities ** Can be purchased with MLS 61077 1905 Dixon Street for a combine price of $189900.

    Colleen Stark HENSLEY REALTY COMPANY

    521 Old Stage Rd, Ashland, KY 41101
  • /4

    $49,900

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    601 Pollard Rd, Ashland, KY 41101

    Square footage of lot and house per PVA.

    Franci Burchett Ross Real Estate Services

    601 Pollard Rd, Ashland, KY 41101
  • /46

    $144,900

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,410 Sq Ft

    420 Blackburn Ave, Ashland, KY 41101

    MOTIVATED SELLERS -- bring us an offer!! Relax on the huge front porch of this charming vintage home and watch the world go by! Rich hardwood floors, wide original woodwork and cozy fireplaces create that feeling of home as you walk in the front door. Built in 1920, this home boasts modern amenities while maintaining its vintage charm. The updated, fully equipped kitchen has gorgeous maple

    Susan Fleming EXP Realty, LLC

    420 Blackburn Ave, Ashland, KY 41101
  • /36

    $149,900

    • Land
    • 6.93 Acres
    • $21,631 per Acre

    0 Kirk St Unit 58915, Ashland, KY 41101

    Opportunity awaits on this 6.93 acre M/L parcel located on Kirk Street in Ashland! Zoned for both single and multi-family use, this vacant land offers flexibility for a variety of building plans. Utilities including water, gas, electricity, and sewer are available per seller. Whether you’re dreaming of building your private estate or ready to break ground on a new apartment or condo project—this

    Amber Young RE/MAX Realty Connection, LLC

    0 Kirk St Unit 58915, Ashland, KY 41101
  • /17

    $120,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    357 Harrison St, Ashland, KY 41101

    Here is a diamond in the rough! This 3 bedroom, living room, eat-in kitchen, 2 full baths & laundry room just needs some TLC. Primary bedroom features an ensuite with 2 closets. Conveniently located near all amenities. Can be viewed after September 14th.

    Diana Ruley DEE'S REAL ESTATE SERVICE

    357 Harrison St, Ashland, KY 41101
  • /12

    $149,900

    $30K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,916 Sq Ft

    1905 Dixon St, Ashland, KY 41101

    Looking for room to grow? This spacious 2 story home offers 5 bedrooms and 2 full baths, providing plenty of space for family, guests, or a home office. Situated on a desirable corner lot, this property is conveniently located close to all local amenities. Numerous updates have been completed in recent years, including a durable metal roof and attractive vinyl plank flooring throughout the

    Colleen Stark HENSLEY REALTY COMPANY

    1905 Dixon St, Ashland, KY 41101
  • /2

    $390,000

    2425-2427 Boone St, Ashland, KY 41101

    Looking to add a multifamily property to your investment portfolio? This Boone Street apartment complex offers an excellent opportunity with a convenient location just minutes from downtown Ashland, Kentucky. The property consists of one four-plex and two townhouse-style units, with each unit featuring a spacious 2-bedroom, 1-bath floor plan with approximately 1,200 sq. ft. of living space. Each

    Shane Craig Prime Realty

    2425-2427 Boone St, Ashland, KY 41101
  • /23

    $134,500

    $15K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    329 Blackburn Ave, Ashland, KY 41101

    Welcome to this charming three-bedroom, one-bath home conveniently located on Blackburn Ave in Ashland! Offering comfortable one-level living, all three bedrooms and the full bath are located on the first floor. The property features a detached one-car garage, off-street parking, a privacy-fenced level yard, and plenty of outdoor space to enjoy. Recent improvements include new vinyl siding and a

    Shane Craig Prime Realty

    329 Blackburn Ave, Ashland, KY 41101

Why Live in Winslow

Winslow, a neighborhood in Ashland, Kentucky, features a range of homes from 1920s wood-sided cottages to split-level, traditional, and ranch-style houses built through the 1980s. Lot sizes vary, with some properties offering half an acre. Unique features like wide baseboards and built-in wooden cabinets add character to many homes. Armco Park, located about 2 miles down Highway 60, offers a large playground, disc golf course, and the Historic Iron Ore Hiking Trail. Sundowner Golf Course and Bellefonte Country Club provide golfing options nearby. Downtown Ashland features parks such as the Port of Ashland and Central Park, which includes ball fields, tennis courts, and walking paths. The Ashland Area YMCA offers indoor fitness facilities. Local highlights include White's Custom Meats, a butcher shop serving the community since 1968, and eateries like Tim Hortons and My Dad's Pizzaria. Ashland Town Center and Midtown Mall provide shopping options. Winslow is car-dependent, with Highway 60 offering easy access to downtown Ashland in about 5 minutes. King's Daughters Hospital, a major employer, is located nearby. Students attend the highly rated Ashland Independent Schools, including Paul G. Blazer High. Ashland Community & Technical College offers various programs.

Winslow, Ashland, KY Home Prices vs. Nearby Neighborhoods

Winslow Rockdale Ironton Oakview-Blackburn
Median Home Price
$149,000
$179,000
$154,000
$174,000
Median Sale Price
$169,900
+36% YoY
$171,750
-8% YoY
$138,900
-4% YoY
$151,000
-2% YoY
Median Single Family Price
$144,900
$171,750
$145,650
$159,900
Total Active Listings
17 listings
5 listings
39 listings
13 listings
Market Conditions
6 Months of Supply
Buyer's Market
2 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market

Frequently Asked Questions

Is Winslow a good place to live?
Winslow is a good place to live. Winslow is considered car-dependent and somewhat bikeable. Winslow has 1 park for recreational activities.It has a median age of 38. The average household income is $38,695 which is below the national average. College graduates make up 18.8% of residents. A majority of residents in Winslow are renters, with 59% of residents renting and 41% of residents owning their home. A local real estate agent serving Winslow can help you decide if this neighborhood is the right one for you. Learn more on our Winslow neighborhood guide.
How much do you need to make to afford a house in Winslow?
The median home price in Winslow is $149,000. If you put a 20% down payment of $29,800 and had a 30-year fixed mortgage with an interest rate of 6.66%, your estimated principal and interest payment would be $770 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $33K a year to afford the median home price in Winslow. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winslow is $39K.
What are the best public schools in Winslow?
The best public schools that serve Winslow are:
What are the best private schools in Winslow?
The best private schools that serve Winslow are:
  • Holy Family School has an A- Niche grade, a student teacher ratio of 13:1 and an average review score of 4.6.
  • Rose Hill Christian School has a B- Niche grade, a student teacher ratio of 7:1 and an average review score of 4.0.
What are the most popular zip codes in Winslow, Ashland, KY?
The most popular zip codes in Winslow, Ashland, KY include 41101, 41102, 45638, 41129 and 41169.
What are the most popular neighborhoods near Winslow, Ashland, KY?
The most popular neighborhoods near Winslow, Ashland, KY are 13th Street-Boy Scout Road, Oakview-Blackburn, Central Avenue-29th Street, Valley View and Ashland City Center.
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