South Windermere Homes

• 

  

  /2

  $5,850,000 Sold May 30, 2025

  • 4,667 Sq Ft
  • $1253/SF
  • 5 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1962

  333 Confederate Cir, Charleston, SC 29407

  If you are looking for the ultimate in a bespoke living experience, with every surface carefully curated and exquisitely designed, this incredibly sophisticated home is for you.This 1962 mid-century modern house exudes quiet luxury and was completely transformed in 2022, uniting impeccable craftsmanship with the finest finishes fused with functional design. This spectacular home sits on a scenic

  Leslie Turner Maison Real Estate

  333 Confederate Cir, Charleston, SC 29407
• 

  

  

  /30

  Est $1,084,355 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,465 Sq Ft

  18 Jamaica Dr, Charleston, SC 29407

  18 Jamaica Dr, Charleston, SC 29407
• 

  

  /2

  $540,000 Sold Mar 27, 2025

  • 1,720 Sq Ft
  • $314/SF
  • 19 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2007

  620 Windermere Blvd Unit 6A, Charleston, SC 29407

  You will love living in this move-in ready townhouse! Interior updates include new lighting fixtures, new ceiling fans and painted kitchen cabinets. This property has a great floor plan with three bedrooms and three bathrooms, including an updated primary bath. It also offers a lovely screened-in porch and a convenient two-car garage. Located just minutes from downtown Charleston and steps from

  Martha Freshley William Means Real Estate, LLC

  620 Windermere Blvd Unit 6A, Charleston, SC 29407
• 

  

  

  /28

  Est $897,556 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,741 Sq Ft

  4 Tarleton Dr, Charleston, SC 29407

  4 Tarleton Dr, Charleston, SC 29407
• 

  

  /2

  $1,717,500 Sold Dec 03, 2024

  • 3,566 Sq Ft
  • $482/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1971

  18 Rebellion Rd, Charleston, SC 29407

  Discover your dream home minutes from downtown Charleston and Folly Beach! This charming 3,566 sq. ft. residence at 18 Rebellion Road offers 4 bedrooms, 3.5 bathrooms, and a serene outdoor oasis with a newly added heated saltwater pool and spa. Located in the highly desirable South Windermere neighborhood, it provides quick access to downtown, local beaches, and the South Windermere Shopping

  Marissa Castello Maison Real Estate

  18 Rebellion Rd, Charleston, SC 29407
• 

  

  /38

  Est $887,500 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,081 Sq Ft

  61 Chadwick Dr, Charleston, SC 29407

  61 Chadwick Dr, Charleston, SC 29407
• 

  /2

  $1,325,000 Sold Sep 03, 2024

  • 2,918 Sq Ft
  • $454/SF
  • 8 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1951

  57 Chadwick Dr, Charleston, SC 29407

  Welcome to 57 Chadwick Drive in the heart of South Windermere, one of West Ashley's most sought-after neighborhoods. Situated on nearly 1/2 an acre, this spacious property provides plenty of room for outdoor enjoyment with several mature live oaks. This beautifully updated four-bedroom home offers an ideal blend of modern convenience and classic charm. Stepping inside you will greet by an

  Harrison Gilchrist William Means Real Estate, LLC

  57 Chadwick Dr, Charleston, SC 29407
• 

  

  /13

  Est $1,041,026 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,163 Sq Ft

  52 Chadwick Dr, Charleston, SC 29407

  52 Chadwick Dr, Charleston, SC 29407
• 

  

  /11

  Est $969,870 Not Listed For Sale

  78 Rebellion Rd, Charleston, SC 29407

  78 Rebellion Rd, Charleston, SC 29407
• 

  

  /26

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,720 Sq Ft

  622 Windermere Blvd Unit B, Charleston, SC 29407

  622 Windermere Blvd Unit B, Charleston, SC 29407
• 

  

  /26

  Est $571,652 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,720 Sq Ft

  622 Windermere Blvd Unit C, Charleston, SC 29407

  622 Windermere Blvd Unit C, Charleston, SC 29407
• 

  

  /27

  Est $1,047,680 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,935 Sq Ft

  330 Confederate Cir, Charleston, SC 29407

  330 Confederate Cir, Charleston, SC 29407
• 

  

  /22

  Est $1,766,201 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,403 Sq Ft

  355 Confederate Cir, Charleston, SC 29407

  355 Confederate Cir, Charleston, SC 29407
• 

  

  /30

  Est $1,976,118 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,881 Sq Ft

  307 Confederate Cir, Charleston, SC 29407

  307 Confederate Cir, Charleston, SC 29407
• 

  

  /45

  Est $1,190,289 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,251 Sq Ft

  260 Confederate Cir, Charleston, SC 29407

  260 Confederate Cir, Charleston, SC 29407
• 

  

  /36

  Est $1,191,377 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,045 Sq Ft

  289 Confederate Cir, Charleston, SC 29407

  289 Confederate Cir, Charleston, SC 29407
• 

  

  /46

  Est $1,349,715 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,764 Sq Ft

  77 Rebellion Rd, Charleston, SC 29407

  77 Rebellion Rd, Charleston, SC 29407
• 

  

  /35

  Est $1,156,129 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,016 Sq Ft

  2 Vale Rd, Charleston, SC 29407

  2 Vale Rd, Charleston, SC 29407
• 

  

  /35

  Est $1,495,547 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,038 Sq Ft

  24 Rebellion Rd, Charleston, SC 29407

  24 Rebellion Rd, Charleston, SC 29407
• 

  

  /50

  Est $2,363,849 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,984 Sq Ft

  25 Rebellion Rd, Charleston, SC 29407

  25 Rebellion Rd, Charleston, SC 29407
• 

  

  /26

  Est $565,503 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,720 Sq Ft

  622 Windermere Blvd Unit 5A, Charleston, SC 29407

  622 Windermere Blvd Unit 5A, Charleston, SC 29407
• 

  

  /29

  Est $561,330 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,720 Sq Ft

  626 Windermere Blvd Unit 4C, Charleston, SC 29407

  626 Windermere Blvd Unit 4C, Charleston, SC 29407
• 

  

  /17

  Est $570,824 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,720 Sq Ft

  626 Windermere Blvd Unit 4A, Charleston, SC 29407

  626 Windermere Blvd Unit 4A, Charleston, SC 29407
• 

  

  /23

  Est $566,609 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,720 Sq Ft

  630 Windermere Blvd Unit 3B, Charleston, SC 29407

  630 Windermere Blvd Unit 3B, Charleston, SC 29407
• 

  

  /41

  Est $555,686 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,576 Sq Ft

  635 Windermere Blvd Unit 2C, Charleston, SC 29407

  635 Windermere Blvd Unit 2C, Charleston, SC 29407
• 

  

  /30

  Est $1,047,566 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,240 Sq Ft

  8 Sheridan Rd, Charleston, SC 29407

  8 Sheridan Rd, Charleston, SC 29407
• 

  

  /49

  Est $1,034,295 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,045 Sq Ft

  3 Charlestowne Rd, Charleston, SC 29407

  3 Charlestowne Rd, Charleston, SC 29407
• 

  

  /36

  Est $949,205 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,945 Sq Ft

  6 Lord Ashley Dr, Charleston, SC 29407

  6 Lord Ashley Dr, Charleston, SC 29407
• 

  

  /36

  Est $798,957 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,596 Sq Ft

  127 Chadwick Dr, Charleston, SC 29407

  127 Chadwick Dr, Charleston, SC 29407
• 

  

  /24

  Est $746,842 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,515 Sq Ft

  11 Lord Ashley Dr, Charleston, SC 29407

  11 Lord Ashley Dr, Charleston, SC 29407
• 

  

  /39

  Est $1,383,446 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,084 Sq Ft

  21 Lord Ashley Dr, Charleston, SC 29407

  21 Lord Ashley Dr, Charleston, SC 29407
• 

  

  /56

  Est $1,037,134 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,099 Sq Ft

  9 Tarleton Dr, Charleston, SC 29407

  9 Tarleton Dr, Charleston, SC 29407
• 

  

  /25

  Est $950,699 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,387 Sq Ft

  19 Sheridan Rd, Charleston, SC 29407

  19 Sheridan Rd, Charleston, SC 29407
• 

  

  /23

  Est $898,714 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,334 Sq Ft

  14 Tarleton Dr, Charleston, SC 29407

  14 Tarleton Dr, Charleston, SC 29407
• 

  

  /29

  Est $1,060,212 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,485 Sq Ft

  47 Chadwick Dr, Charleston, SC 29407

  47 Chadwick Dr, Charleston, SC 29407
• 

  

  /16

  Est $1,169,990 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,321 Sq Ft

  50 Chadwick Dr, Charleston, SC 29407

  50 Chadwick Dr, Charleston, SC 29407
• 

  

  /36

  Not Listed For Sale

  • 6 Beds
  • 2,800 Sq Ft

  602 Windermere Blvd Unit A & B, Charleston, SC 29407

  602 Windermere Blvd Unit A & B, Charleston, SC 29407
• 

  

  /34

  Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,420 Sq Ft

  598 Windermere Blvd Unit A & B, Charleston, SC 29407

  598 Windermere Blvd Unit A & B, Charleston, SC 29407
• 

  

  /46

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,720 Sq Ft

  626 Windermere Blvd Unit B, Charleston, SC 29407

  626 Windermere Blvd Unit B, Charleston, SC 29407
• 

  

  /55

  Est $1,800,770 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,881 Sq Ft

  352 Confederate Cir, Charleston, SC 29407

  352 Confederate Cir, Charleston, SC 29407

Showing Results 41 - 80, Page 2 of 12