Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$699,900 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 29.47 Acres
  • 3 Car Garage
  • Updated 3 days ago
See This Home
Save This Home
See This Home
Save This Home
Established equestrian property offering a unique opportunity to own a turnkey horse facility in the Triad. Situated on approximately 29 acres, this property is designed with horse owners in mind. It features an 8-stall barn with fans, a wash pit, a tack room, a feed room, and a boarders' bathroom. The farm includes seven fenced pastures, a riding arena, and round pen, providing excellent space for training, turnout, and everyday riding. Multiple trails run throughout the property creating a peaceful setting for horseback riding and outdoor enjoyment. The home offers approximately 2,390 +|- sq ft of living space overlooking portions of the farm. A large equipment/storage building provides space for tractors, trailers, and hay storage. Additional improvement includes a 2022 Generac whole-house generator with remaining warranty. Ideal for horse owners, hobby farmers, or those seeking a private rural retreat close to Winston-Salem conveniences.

Full Property Details for 5095 Ashlyn Dr

General

  • Price: $699,900
  • Taxes: $5,781
  • Status: Pending
  • Type: Single Family
  • Source: Triad_MLS
  • MLS ID: 1215920
  • Updated: 5/2/2026
  • Added to Site: 12 day(s) ago

Interior

  • Number of Rooms: 8
  • Interior Features: Ceiling Fan(s), Vaulted Ceiling(s)
  • Number of Fireplaces: 1
  • Fireplace(s): Den
  • Appliances: Cooktop, Gas Water Heater
  • Flooring: Tile, Vinyl, Wood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Floor Baths: 2
  • Main - Full Baths: 2

Bedrooms

  • Total Bedrooms: 3
  • 1st/Main Floor Primary: Yes

Exterior

  • Patio/Terrace: Yes

Parking

  • Garage Description: Attached Garage, Detached Carport
  • Garage Spaces: 3
  • Parking Features: Garage, Driveway, Attached, Detached Carport

Location

  • County: Forsyth
  • Subdivision: Galebrook Estates
  • Driving Directions: From WS, Take US-421 N/Salem Pkwy to exit 242 for Lewisville/Clemmons. Continue to Styers Ferry Rd, Turn R on Country Club Road, Turn Left on Meadowlark Dr. Turn R on Ashlyn Drive. Home on Left

School Information

  • Elementary School: Meadowlark
  • Middle School: Meadowlark
  • High School: Reagan

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Heat Pump, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Ranch
  • Exterior Const.: Wood Siding
  • Basement: Yes
  • Basement Desc.: Crawl Space
  • Stories/Levels: One
  • Heated/Cooled: 2,390 Sq. Ft.
  • Year Built: 1964

Additional Structures

  • Other Structures: Barn(s)

Lot Features

  • Lot Size (Acres): 29.47
  • Road Maintenance: Public Maintained Road
  • Fence: Yes
  • Lot Features: Horses Allowed, Cleared, Natural Land, Partially Cleared, Partially Wooded, Pasture
  • Fencing (Description): Fenced, Partial

Financial Considerations

  • Price Per Acre: $23,749.5758
  • Tax Amount: $5,781.04
  • Terms: Cash, Conventional

Disclosures and Reports

  • Special Conditions: Owner Sale
  • Lot Number: 271

Listed by Keller Williams Realty Elite

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agents

— 5095 Ashlyn Dr —

  • Keller Williams Realty Elite

  • Keller Williams Realty Elite

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5095 Ashlyn Dr

School District:Forsyth County Schools
NameGradesDistance
Meadowlark Elementary
401 Meadowlark Drive, Winston-Salem, NC 27106
PK-50.8 mi
Meadowlark Middle
301 Meadowlark Drive, Winston-Salem, NC 27106
6-80.7 mi
Reagan High School
3750 Transou Road, Pfafftown, NC 27040
9-124.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5095 Ashlyn Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/23/2026
Listed
$699,900
37.5%
MLS
9/24/2021
Sold
$509,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5095 Ashlyn Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$5,353
—
$625,700
64%
2024
$5,353
5%
$381,600
—
2023
$5,109
2%
$381,600
—
2022
$5,013
—
$381,600
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 5095 Ashlyn Dr

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Keller Williams Realty Elite

Similar Properties near 5095 Ashlyn Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

358 Harvest Mill Dr, Lewisville, NC 27023 - Photo 1
$680,000

358 Harvest Mill Dr  Lewisville, NC 27023

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
2832 Kensington Rd, Winston-Salem, NC 27106 - Photo 1
$679,000

2832 Kensington Rd  Winston-Salem, NC 27106

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths

Just Listed near 5095 Ashlyn Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

922 Waterworks Rd, Winston Salem, NC 27101 - Photo 1 Just Listed
$289,990

922 Waterworks Rd  Winston Salem, NC 27101

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 3
    Total Baths
926 Waterworks Rd, Winston Salem, NC 27101 - Photo 1 Just Listed
$280,990

926 Waterworks Rd  Winston Salem, NC 27101

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 3
    Total Baths
918 Waterworks Rd, Winston Salem, NC 27101 - Photo 1 Just Listed
$283,990

918 Waterworks Rd  Winston Salem, NC 27101

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 3
    Total Baths
3857 Turnberry Park Dr, Pfafftown, NC 27040 - Photo 1 Just Listed
$334,900

3857 Turnberry Park Dr  Pfafftown, NC 27040

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths

Price Reduced near 5095 Ashlyn Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

894 Waterworks Rd, Winston Salem, NC 27101 - Photo 1
$274,888

894 Waterworks Rd  Winston Salem, NC 27101

  • Single Family
  • Active
  • Updated 13 days ago
  • 4
    Beds
  • 3
    Total Baths
1150 Red Sage Rd, Winston Salem, NC 27127 - Photo 1 Price Reduced
-$10,100 (-3.88%)
$249,900

1150 Red Sage Rd  Winston Salem, NC 27127

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
3116 Burkeshore Rd, Winston Salem, NC 27106 - Photo 1 Price Reduced
-$5,000 (-1.21%)
$409,500

3116 Burkeshore Rd  Winston Salem, NC 27106

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
5125 Old Plantation Cir, Winston Salem, NC 27104 - Photo 1
$339,000

5125 Old Plantation Cir  Winston Salem, NC 27104

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths

Recent Sales near 5095 Ashlyn Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

4775 Century Oaks Ln, Winston-Salem, NC 27106 - Photo 1 Sold
$597,000

4775 Century Oaks Ln  Winston-Salem, NC 27106

  • Single Family
  • Closed
  • Updated 7 days ago
  • 4
    Beds
  • 4
    Total Baths
445 Ashbry Run Dr, Winston-Salem, NC 27106 - Photo 1 Sold
$650,000

445 Ashbry Run Dr  Winston-Salem, NC 27106

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
1478 Autumn Park Cir, Winston-Salem, NC 27106 - Photo 1 Sold
$600,000

1478 Autumn Park Cir  Winston-Salem, NC 27106

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
825 Buttonwood Dr, Winston-Salem, NC 27104 - Photo 1 Sold
$775,000

825 Buttonwood Dr  Winston-Salem, NC 27104

  • Single Family
  • Closed
  • 5
    Beds
  • 3
    Total Baths

5095 Ashlyn Drive, Winston-Salem, NC 27106 (MLS# 1215920) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5095 Ashlyn Drive is currently listed for $699,900 and was received on April 23, 2026. Want to learn more about 5095 Ashlyn Drive? Do you have questions about finding other Single Family real estate for sale in Winston-Salem? You can browse all Winston-Salem real estate or contact a Coldwell Banker agent to request more information.

Tour this property