Winslow Homes for Sale

/31
$144,900
- 2 Beds
- 1.5 Baths
- 1,360 Sq Ft
349 Blackburn Ave, Ashland, KY 41101

Welcome to this cozy 2-story, 3-bedroom, 1.5-bath home full of charm and character! This older gem has been lovingly maintained and offers a comfortable, inviting atmosphere from the moment you venture in. The home was updated in 2021 with new flooring, kitchen cabinets, solid surface countertops and windows. The spacious backyard is perfect for relaxing, gardening, or entertaining—with plenty

Cindy Wright ADVANTAGE PLUS REALTY

349 Blackburn Ave, Ashland, KY 41101
Explore Winslow
/40
$249,500
- 2 Beds
- 2.5 Baths
- 1,846 Sq Ft
3334 Morgan Ave, Ashland, KY 41102

Condos like this RAREly ever hit the market — and this one is in EXCEPTIONAL condition. Looking for the perfect place to relax and enjoy retirement? Then look no further. This spacious, superbly maintained updated 2-bedroom, 2.5-bath condo is a RARE opportunity that checks all the boxes for comfort, style, and easy living. One-level, one step to enter 1846 sqft. of move-in ready space. Super

Cindy Conley-Jones Keller Williams Legacy Group

3334 Morgan Ave, Ashland, KY 41102
/11
$41,600
- 3 Beds
- 1 Bath
- 1,379 Sq Ft
430 Pierce St, Ashland, KY 41101

Brick and vinyl ranch with covered front porch, close to all amenities, attached garage. Hold Harmless agreement to be signed by all persons before entering.

Colleen Stark HENSLEY REALTY COMPANY

430 Pierce St, Ashland, KY 41101
/19
$69,500
- 2 Beds
- 1 Bath
- 700 Sq Ft
2416 Boone St, Ashland, KY 41101

Looking for the perfect place to slow down or start fresh? This charming 2-bedroom, 1-bath ranch offers cozy comfort in a smart, single-level layout that’s retirement-friendly and ideal for easy living. With 700 square feet of thoughtfully used space, you'll find: A spacious eat-in kitchen that’s just right for home-cooked meals and good conversation. A comfortable living room filled with

Cindy Conley-Jones Keller Williams Legacy Group

2416 Boone St, Ashland, KY 41101
/44
$229,900
- 4 Beds
- 2 Baths
- 2,219 Sq Ft
152 Mcguire St, Ashland, KY 41101

Venerable, older home in the classic style with bright, large rooms, modern kitchen, formal dining and living rooms, four bedrooms upstairs with a craft , sewing or baby's room. There are two bathrooms, one on each floor, porches for enjoying the outside and some unique landscaping with flowers. The yard is level and expansive. ADU (Auxillary Dwelling Unit - The two car garage has been

David Floyd FLOYD REALTY & APPRAISAL SERVICES

152 Mcguire St, Ashland, KY 41101
/30
$460,000
2425-2427 Boone St, Ashland, KY 41101

Here's your chance to own an income producing property! Tenants already in place and several tenants are 5 year tenants. 2425 - 4-Plex 2 Bed 1 Bath 800 sq. ft. - each unit has washer & dryer hook-ups-New flooring & new HV/AC 6/2025 - Tenant pays all utilities - Rent- $750 2427 -Townhouse - 2 Bed 1 Bath & 2 half baths - 1200 sq. ft. - each unit has washer & dryer hook-ups- Patio &

Diana Ruley DEE'S REAL ESTATE SERVICE

2425-2427 Boone St, Ashland, KY 41101
/23
$149,900
- Land
- 7 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
/7
$40,000
- Land
3200 Block Cogan St, Ashland, KY 41102

Looking to build your dream home in Ashland, check out this vacant land which include 4 lots located in the desirable Midland Heights area! Approx. 150'+ frontage on Cogan Street at intersection with Shelby with an average depth of 272'.

Anne Sloan PARAMOUNT PROPERTIES

3200 Block Cogan St, Ashland, KY 41102
/4
$59,000
- 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
/4
$19,900
- Land
0 Boone St, Ashland, KY 41101

Discover the perfect canvas with this spacious residential lot located in the heart of Ashland, Kentucky located conveniently close to local amenities, including shopping, dining, and recreational facilities. Do not miss out on this incredible opportunity!

Ervena Howard ADVANTAGE PLUS REALTY

0 Boone St, Ashland, KY 41101
/8
$125,000
- Land
- 2.50 Acres
- $50,000 per Acre
0 Pollard Rd, Ashland, KY 41101

2.5 acres m/l fronting on Pollard Road. Zoned R-5 (Residential – Medium Density). Utilities available.

John Goats Century 21 Advantage Realty

0 Pollard Rd, Ashland, KY 41101

Kentucky Boyd County Ashland Winslow

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.

Learn more about living in Winslow

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 59.2% of residents renting and 40.8% 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 $401,445. If you put a 20% down payment of $80,300 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $2,080 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $89K a year to afford the median home price in Winslow. The average household income in Winslow is $39K.

What are the best public schools in Winslow?

The best public schools that serve Winslow are:

Paul G. Blazer High School has a B+ Niche grade, a student teacher ratio of 14:1 and an average review score of 3.7.
Fairview High School has a C Niche grade, a student teacher ratio of 14:1 and an average review score of 3.3.
Fairview Elementary School has a C Niche grade and a student teacher ratio of 11:1.

What are the best private schools in Winslow?

The best private schools that serve Winslow are:

Holy Family School has a B+ 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, 41144 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.

Home Trends in Winslow, KY

On average, homes in Winslow, Ashland sell after 89 days on the market compared to the national average of 70 days. The median sale price for homes in Winslow, Ashland over the last 12 months is $474,900, up 23% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$474,900

Median Single Family Sale Price

$396,900

Median Townhouse Sale Price

$337,900

Average Price Per Sq Ft

$199

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

4.30

Median List Price

$401,445

Median Change From 1st List Price

Median Home Sale Price YoY Change

23%

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