Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$160,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 1 Full Bath
See This Home
Save This Home
See This Home
Save This Home
Major $20k Price Improvement. . All-brick 4BR/1BA home in charming Cheraw, SC! With 1,200 sq ft of living space plus a versatile flex room-perfect as an office, den, or 4th bedroom-this home offers flexibility to fit your lifestyle. Newer vinyl windows provide energy efficiency and natural light. Conveniently located near shopping, dining, and downtown amenities. Ideal for first-time buyers or investors seeking rental potential. Enjoy the small-town charm of Cheraw with its historic downtown, welcoming community, and easy access to outdoor recreation. A great opportunity to own in one of South Carolina's most beloved towns!

Full Property Details for 101 Windsor Dr

General

  • Price: $160,000
  • Status: Active
  • Type: Single Family
  • Source: Charlotte_Regional_Realtor_Association
  • MLS ID: 4262962
  • Updated: 12/1/2025
  • Added to Site: 236 day(s) ago

Interior

  • Appliances: Electric Oven, Gas Water Heater
  • Flooring: Linoleum, Wood

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1
  • Main - Full Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Main & Up: 4

Other Rooms

  • Laundry: Laundry Closet, Main Level

Parking

  • Parking Features: Driveway

Location

  • County: Chesterfield
  • Subdivision: Windsor Park

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Heat Pump

Utilities

  • Sewer: County Sewer
  • Water: County Water

Structural Information

  • Architectural Style: Ranch
  • Construction Status: Completed
  • Construction: Site Built
  • Exterior Const.: Brick Full
  • Roof: Fiberglass
  • Main/1st Level: 1,200 Sq. Ft.
  • Year Built: 1962

Lot Features

  • Street/Road Desc.: Gravel, Paved
  • Lot Features: Corner Lot

Financial Considerations

  • Terms: Cash, Conventional, FHA, USDA Loan, VA Loan

Disclosures and Reports

  • Property ID: 258-009-002-005
  • Lot Number: 533-1407

Listed by EXP Realty LLC Ballantyne

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 agent

— 101 Windsor Dr —

  • EXP Realty LLC Ballantyne

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 101 Windsor Dr

School District:Chesterfield County School District
NameGradesDistance
Cheraw Intermediate School
421 Chesterfield Highway, Cheraw, SC 29520
3-51.1 mi
Cheraw Primary School
321 High Street, Cheraw, SC 29520
PK-21.6 mi
Long Middle School
1010 West Greene Street, Cheraw, SC 29520
6-81 mi
Cheraw High School
649 Chesterfield Highway, Cheraw, SC 29520
9-120.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 101 Windsor Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/01/2025
Price Reduced
$160,000
-11.11%
MLS
6/20/2025
Price Reduced
$180,000
-2.65%
MLS
5/25/2025
Listed
$184,900
221.57%
MLS
10/12/2020
Sold
$57,500
—
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 101 Windsor Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$2,026
2%
$4,230
—
2023
$1,979
42%
$4,230
—
2022
$1,393
-2%
$4,230
—
2021
$1,417
-3%
$4,230
—
2020
$1,455
-9%
$4,230
1%
2019
$1,591
24%
$4,190
—
2015
$1,283
—
$4,190
—
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 101 Windsor 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 EXP Realty LLC Ballantyne

Just Listed near 101 Windsor Dr

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

1935 Oakland Church Rd, Chesterfield, SC 29709 - Photo 1 Just Listed
$849,000

1935 Oakland Church Rd  Chesterfield, SC 29709

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 3
    Total Baths
102 Dolly Moore Ln, Chesterfield, SC 29709 - Photo 1 Just Listed
$339,900

102 Dolly Moore Ln  Chesterfield, SC 29709

  • Single Family
  • Active
  • Updated 13 hours ago
  • 4
    Beds
  • 2
    Total Baths
2082 Mary D Rd, Chesterfield, SC 29709 - Photo 1 Just Listed
$269,900

2082 Mary D Rd  #1  Chesterfield, SC 29709

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
6706 Patrick Hwy, Patrick, SC 29584 - Photo 1 Just Listed
$195,000

6706 Patrick Hwy  Patrick, SC 29584

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 2
    Total Baths

Price Reduced near 101 Windsor Dr

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

0 Marlboro Way, Bennettsville, SC 29512 - Photo 1 Price Reduced
-$2,500 (-12.5%)
$17,500

0 Marlboro Way  Bennettsville, SC 29512

  • Acreage
  • Active
  • Updated 5 days ago
  • 1
    Acres
Listed by The Tyler Simmons Team (803) 389-8809
601 Jefferson St, Bennettsville, SC 29512 - Photo 1 Price Reduced
-$5,000 (-1.82%)
$270,000

601 Jefferson St  Bennettsville, SC 29512

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
Listed by Diamond Shores Realty
3633 Sandy Flat Rd, Society Hill, SC 29593 - Photo 1 Price Reduced
-$5,000 (-5.56%)
$85,000

3633 Sandy Flat Rd  Society Hill, SC 29593

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 2
    Total Baths
Tbd Deberry Way, Morven, NC 28119 - Photo 1 Price Reduced
-$10,000 (-3.34%)
$289,000

Tbd Deberry Way  Morven, NC 28119

  • Lots/Land
  • Active
  • Updated 2 days ago

Recent Sales near 101 Windsor Dr

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

1035 Chesterfield Hwy, Cheraw, SC 29520 - Photo 1 Sold
$165,000

1035 Chesterfield Hwy  Cheraw, SC 29520

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
108 Patsy Ln, Cheraw, SC 29520 - Photo 1 Sold
$157,000

108 Patsy Ln  Cheraw, SC 29520

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
97 Chapman Dr, Cheraw, SC 29520 - Photo 1 Sold
$159,000

97 Chapman Dr  Cheraw, SC 29520

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
4463 Hwy 52 Hwy S, Cheraw, SC 29520 - Photo 1 Sold
$155,000

4463 Hwy 52 Hwy S  Cheraw, SC 29520

  • Single Family
  • Closed
  • 3
    Beds
  • 1
    Total Bath

101 Windsor Drive, Cheraw, SC 29520 (MLS# 4262962) is a Single Family property with 4 bedrooms and 1 full bathroom. 101 Windsor Drive is currently listed for $160,000 and was received on May 25, 2025. Want to learn more about 101 Windsor Drive? Do you have questions about finding other Single Family real estate for sale in Cheraw? You can browse all Cheraw real estate or contact a Coldwell Banker agent to request more information.

Tour this property