Southern Pines, NC Homes

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  /56

  Est $484,948

  Not Listed For Sale

  540 E Delaware Ave, Southern Pines, NC 28387

  • 3 Beds
  • 2 Baths
  • 2,229 Sq Ft
  • Built 1954

  540 E Delaware Ave, Southern Pines, NC 28387

  Last Sold Summary

  • 3 Days On Market
• 

  

  

  /43

  $399,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,070 Sq Ft

  228 Heather Ln, Southern Pines, NC 28387

  Situated on a private .83-acre lot backing to undeveloped wooded land, this thoughtfully renovated 1970s ranch offers a rare combination of privacy, character, and modern design in Southern Pines' established Highland Trails neighborhood. Surrounded by mature pines and natural Sandhills beauty, the property feels connected to its setting while remaining convenient to the amenities, shops, dining,

  Kristi Snyder Everything Pines Partners LLC

  228 Heather Ln, Southern Pines, NC 28387
• 

  

  

  /82

  $3,650,000

  Sold Dec 18, 2025

  45 Chestertown Dr, Pinehurst, NC 28374

  • 5 Beds
  • 6 Baths
  • 6,244 Sq Ft
  • Built 2000

  Last Sold Summary

  • 24% Above List Price
  • $585/SF
  • 192 Days On Market

  Current Estimated Value $2,776,190

  Last Listing Agent Lin Hutaff Lin Hutaff's Pinehurst Realty Group

  45 Chestertown Dr, Pinehurst, NC 28374
• 

  

  

  /13

  Est $333,279

  Not Listed For Sale

  875 N May St, Southern Pines, NC 28387

  • 3 Beds
  • 1 Bath
  • 770 Sq Ft
  • Built 1949

  875 N May St, Southern Pines, NC 28387

  Last Sold Summary

  • 46 Days On Market
• 

  $541,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,931 Sq Ft

  Townhomes on Bennett II - A Plan at Townhomes on Bennett, Southern Pines, NC 28387

  Experience Townhome living completely reimagined and discover a new standard of low maintenance and that lock & leave lifestyle you've been dreaming of! This townhome design has been thoughtfully crafted and curated to include equal parts modern and luxury while maintaining the vibrant small town charm of their origin, Downtown Southern Pines in Moore County, North Carolina. Townhome Plan A is

  Ascot Homes Builder

  107 Lexington Ln Unit 36492712, Southern Pines, NC 28387
• 

  

  /51

  $479,198

  Sold Oct 17, 2025

  44 Highland View Dr, Southern Pines, NC 28387

  • 3 Beds
  • 2 Baths
  • 2,230 Sq Ft
  • Built 1997

  Last Sold Summary

  • 10% Below List Price
  • $215/SF
  • 53 Days On Market

  Current Estimated Value $474,062

  Last Listing Agent Kim Strange Talamore Properties, INC.

  44 Highland View Dr, Southern Pines, NC 28387
• 

  

  /16

  Est $446,261

  Not Listed For Sale

  385 E Delaware Ave, Southern Pines, NC 28387

  • 5 Beds
  • 4 Baths
  • 2,616 Sq Ft
  • Built 1977

  385 E Delaware Ave, Southern Pines, NC 28387

  Last Sold Summary

  • 27 Days On Market
• 

  

  /94

  $2,600,000

  • 4 Beds
  • 4.5 Baths
  • 4,012 Sq Ft

  230 Old Dewberry Ln, Southern Pines, NC 28387

  Never Better Farm boasts all of the amenities of true equestrian living in the heart of Horse Country. The prime location is in close proximity to both the Walthour-Moss Foundation as well as Weymouth Preserve and just a short drive to downtown Southern Pines. Two parcels are being sold, the main home and farm(00040903) at 11.04 acres and vacant land 00040903 at 6.45 acres. After a day of riding

  Taylor Norbury Keller Williams Pinehurst

  230 Old Dewberry Ln, Southern Pines, NC 28387
• 

  

  /54

  $660,000

  Sold Oct 23, 2025

  133 James Creek Rd, Southern Pines, NC 28387

  • 4 Beds
  • 2.5 Baths
  • 2,702 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Above List Price
  • $244/SF
  • 40 Days On Market

  Current Estimated Value $651,716

  Last Listing Agent Deborah Leonard Coldwell Banker Advantage-Southern Pines

  133 James Creek Rd, Southern Pines, NC 28387
• 

  

  /34

  Est $499,113

  Not Listed For Sale

  505 E Delaware Ave, Southern Pines, NC 28387

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft
  • Built 1951

  505 E Delaware Ave, Southern Pines, NC 28387

  Last Sold Summary

  • 8 Days On Market
• 

  

  /23

  $335,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,305 Sq Ft

  251 Townhome Ln, Southern Pines, NC 28387

  Up to $15,000 to use as you choose — apply it toward an interest rate buydown or closing costs on select homes. Welcome to the inviting and thoughtfully designed Bradford Village Townhomes, where modern living meets functional elegance. Explore the spacious two-story layout, perfect for comfort, convenience, and a stylish lifestyle. First Floor: Open-Concept Living and Entertaining Step into an

  Ascot Homes Builder

  251 Townhome Ln, Southern Pines, NC 28387
• 

  

  /47

  $650,000

  Sold Sep 16, 2025

  209 Hunter Trail, Southern Pines, NC 28387

  • 4 Beds
  • 3 Baths
  • 2,639 Sq Ft
  • Built 2006

  Last Sold Summary

  • $246/SF
  • 2 Days On Market

  Current Estimated Value $650,707

  Last Listing Agent Kristin Mueller Coldwell Banker Advantage-Southern Pines

  209 Hunter Trail, Southern Pines, NC 28387
• 

  

  /65

  Est $557,751

  Not Listed For Sale

  530 N Ashe St, Southern Pines, NC 28387

  • 3 Beds
  • 2 Baths
  • 1,997 Sq Ft
  • Built 1920

  530 N Ashe St, Southern Pines, NC 28387

  Last Sold Summary

  • 6 Days On Market
• 

  

  /41

  $429,500

  • 4 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  173 S Hardin St, Southern Pines, NC 28387

  Home is next to a well kept funeral home. Up to 15k in credits or down payment assistance with preferred lender. Seller willing to fully fence in backyard with appropriate offer. Absolutely stunning 4 bed, 2.5 bath home, near the heart of Southern Pines. Meticulously remodeled to maintain it's class, essence, & charm. You must visit this home to truly appreciate all the details throughout the

  Pablo Sanchez PSC Realty LLC

  173 S Hardin St, Southern Pines, NC 28387
• 

  

  /23

  $442,000

  Sold Dec 22, 2025

  110 Cliff Ct, Southern Pines, NC 28387

  • 3 Beds
  • 2 Baths
  • 1,837 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $241/SF
  • 35 Days On Market

  Current Estimated Value $436,843

  Last Listing Agent Meese Property Group Meese Property Group, LLC

  110 Cliff Ct, Southern Pines, NC 28387
• 

  

  /29

  Est $567,010

  Not Listed For Sale

  450 N Ashe St, Southern Pines, NC 28387

  • 3 Beds
  • 2.5 Baths
  • 2,020 Sq Ft
  • Built 1930

  450 N Ashe St, Southern Pines, NC 28387

  Last Sold Summary

  • 1 Day On Market
• 

  

  /51

  $585,000

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  555 S Valley Rd, Southern Pines, NC 28387

  Tucked into the heart of downtown Southern Pines, this classic ranch-style home is the kind of place that reminds you what charm actually looks like. Set on nearly 3/4 of an acre with mature trees and a fully fenced yard offering remarkable privacy, this 2,200+ square foot, 4-bedroom retreat is a rare find in a market flooded with new construction. A large circular driveway welcomes you home, and

  Bethany Jackson Keller Williams Pinehurst

  555 S Valley Rd, Southern Pines, NC 28387
• 

  

  /47

  $495,000

  Sold Nov 17, 2025

  85 Station Ave, Southern Pines, NC 28387

  • 4 Beds
  • 3.5 Baths
  • 2,591 Sq Ft
  • Built 2019

  Last Sold Summary

  • 6% Below List Price
  • $191/SF
  • 52 Days On Market

  Current Estimated Value $507,656

  Last Listing Agent Clio Carroll Keller Williams Pinehurst

  85 Station Ave, Southern Pines, NC 28387
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  /45

  Est $665,179

  Not Listed For Sale

  425 N Ashe St, Southern Pines, NC 28387

  • 4 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • Built 1940

  425 N Ashe St, Southern Pines, NC 28387

  Last Sold Summary

  • 125 Days On Market
• 

  

  /27

  $408,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,906 Sq Ft

  Lyon Plan at Shaw Landing, Southern Pines, NC 28387

  The Lyon is a thoughtfully designed two-story single-family home offering 1,906 square feet, 4 bedrooms, and 2.5 bathrooms! The welcoming front porch opens to a cozy foyer that leads into a functional mudroom with built-in drop zone, perfect for keeping coats, shoes, and daily essentials organized. Just off the mudroom is a private powder room, thoughtfully placed for guests. The main living area

  Ascot Homes Builder

  401 Kendall Dr Unit 36498891, Southern Pines, NC 28387

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