Southern Pines, NC Homes

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  $665,000

  • 3 Beds
  • 3 Baths
  • 2,586 Sq Ft

  15 Plantation Dr, Southern Pines, NC 28387

  **$2500 Preferred Lender Credit** Discover refined Southern Pines living in this beautifully maintained home located in the prestigious gated community of Mid South Club. Set on over half an acre and backing to a peaceful wooded buffer, this 3-bedroom, 2.5-bath home offers privacy, space, and an inviting floorplan designed for everyday comfort. The main level features a generous primary suite

  MORGAN STUMPF Keller Williams Pinehurst

  15 Plantation Dr, Southern Pines, NC 28387
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  /15

  $1,000 per month

  • Studio
  • 1 Bath
  • 400 Sq Ft
  • Condo for Rent

  130 Fairway Ave Unit 111, Southern Pines, NC 28387

  Now accepting applications for one of our newly renovated Studio Condo units! Available in January! About us: Hyland Hills Studio Condos in beautiful Southern Pines, NC.We offer both furnished and unfurnished, single studio-style efficiency condos. They are garden style units meaning they are ground floor with private patios. We have easy parking and access to your front

  130 Fairway Ave Unit 111, Southern Pines, NC 28387
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  /67

  $1,750,000 Sold Nov 07, 2025

  1 Scotscraig Ct, Pinehurst, NC 28374

  • 5 Beds
  • 7 Baths
  • 5,093 Sq Ft
  • Built 2025

  Last Sold Summary

  • $344/SF
  • 79 Days On Market

  Last Listing Agent Kyle Kline eXp Realty

  1 Scotscraig Ct, Pinehurst, NC 28374
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  /77

  Est $1,638,909 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 6,436 Sq Ft

  58 Plantation Dr, Southern Pines, NC 28387

  58 Plantation Dr, Southern Pines, NC 28387
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  /9

  $550,000 Pending

  • Land
  • 0.91 Acre
  • $604,396 per Acre

  69 Chestertown Dr, Southern Pines, NC 28374

  Great custom home lot located in the master planned gated community of Forest Creek Golf Club. Almost an acre, this golf front lot is located near the 2nd Green on the South Course. Utility easement and wetland delineation on Plat Map. Small snippet of the lot is in flood zone. Forest Creek Golf Club is located just minutes from the Village of Pinehurst and downtown Southern Pines. Membership

  Deborah Davis Colony Partners

  69 Chestertown Dr, Southern Pines, NC 28374
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  /12

  $2,000 per month

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • House for Rent

  480 S May St, Southern Pines, NC 28387

  Charming 2 bedroom 2 bath home conveniently located in downtown Southern Pines. Some of the great features offered in this updated home are hardwood floors, granite counters, newer kitchen cabinets, wood burning fireplace insert, walk-in closet in master bedroom suite, screened porch, and 1.5 car detached garage. Yard maintenance included.

  Pamela Hill Elite Properties & Services

  480 S May St, Southern Pines, NC 28387
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  /32

  $495,000 Sold Mar 13, 2025

  34 Talamore Dr, Southern Pines, NC 28387

  • 2 Beds
  • 2.5 Baths
  • 2,230 Sq Ft
  • Built 2000

  Last Sold Summary

  • $222/SF
  • 63 Days On Market

  Current Estimated Value $516,068

  Last Listing Agent Martha Gentry The Gentry Team

  34 Talamore Dr, Southern Pines, NC 28387
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  /48

  Est $355,671 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  525 W Connecticut Ave, Southern Pines, NC 28387

  525 W Connecticut Ave, Southern Pines, NC 28387
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  /4

  $270,000 Pending

  • Land
  • 0.56 Acre
  • $482,143 per Acre

  25 Plantation Dr, Southern Pines, NC 28387

  Fabulous custom home site in desirable Mid South Club. This is one of the last few remaining home sites in Mid South Club. This lot is mostly level and has been partially cleared and surveyed to make viewing easy.Membership to Mid-Tal Golf Club is required, property is deed restricted.

  Charlotte Durocher Heart of the Pines Realty

  25 Plantation Dr, Southern Pines, NC 28387
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  /26

  $900 - $1,550 per month

  • 1 Bed
  • 1 Bath
  • 300 Sq Ft
  • Townhouse for Rent

  1521 Woodbrooke Dr, Southern Pines, NC 28387

  Stylishly FURNISHED TOWNHOME in Southern Pines, NC for long or short term rental. Great Location! This Talamore Villa features a vaulted Living Room with a beautiful balcony for catching an evening breeze. The open Kitchen has Breakfast Bar seating and is fully outfitted with all necessary equipment. The roomy Master Suite has a private tiled bath and his & hers closets. The property is turn

  1521 Woodbrooke Dr, Southern Pines, NC 28387
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  /2

  $370,000 Sold Oct 16, 2025

  108 Killiney Ln, Pinehurst, NC 28374

  • Land
  • 0.65 Acre
  • $569,231 per Acre

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Alexander Jacoby LPT Realty

  108 Killiney Ln, Pinehurst, NC 28374
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  /38

  Est $599,017 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,648 Sq Ft

  365 S Bethesda Rd, Southern Pines, NC 28387

  365 S Bethesda Rd, Southern Pines, NC 28387
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  /38

  $349,000

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft

  925 W Massachusetts Ave, Southern Pines, NC 28387

  Welcome to this beautifully built home in the heart of Southern Pines! This charming 3-bedroom home offers a spacious and modern design with LVP flooring throughout the main level, providing durability and style. The kitchen features stunning granite countertops, perfect for both cooking and entertaining. Located just minutes from restaurants, shopping, parks, pubs, and local shops, this home

  Nikki Bowman Realty World Properties of the Pines

  925 W Massachusetts Ave, Southern Pines, NC 28387
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  /40

  $1,750 per month

  • 2 Beds
  • 2 Baths
  • 1,041 Sq Ft
  • House for Rent

  255 W Delaware Ave, Southern Pines, NC 28387

  Welcome home to this adorable cottage just blocks from everything downtown Southern Pines has to offer! This light-filled 2 bedroom, 2 bath home blends historic charm with modern convenience and sits on a fully fenced lot. Lease length is negotiable. Pets negotiable with owner approval. Listing agent is Owner

  Meridith Mucci Keller Williams Pinehurst

  255 W Delaware Ave, Southern Pines, NC 28387
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  /27

  $390,000 Sold Nov 13, 2025

  732 Burlwood Dr, Southern Pines, NC 28387

  • 2 Beds
  • 2 Baths
  • 1,943 Sq Ft
  • Built 1993

  Last Sold Summary

  • $201/SF
  • 27 Days On Market

  Last Listing Agent Terry Nanney eXp Realty

  732 Burlwood Dr, Southern Pines, NC 28387
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  /49

  Est $1,213,119 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,581 Sq Ft

  815 E Massachusetts Ave, Southern Pines, NC 28387

  815 E Massachusetts Ave, Southern Pines, NC 28387
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  /21

  $577,500

  • 3 Beds
  • 3 Baths
  • 2,111 Sq Ft

  1405 N May St, Southern Pines, NC 28387

  Welcome to 1405 N May Street, a brand-new home by local builder Pineland Homes & Remodeling, thoughtfully designed to offer both comfort and an exceptional lifestyle. Located just minutes from downtown Southern Pines, this home features a wonderful floor plan with beautiful finishes and unexpected quality at this price point. A solid wood arched front door welcomes you into a dramatic foyer with

  Brittany Paschal Front Runner Realty Group

  1405 N May St, Southern Pines, NC 28387
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  $900 - $1,550 per month

  • 1 Bed
  • 1 Bath
  • 300 Sq Ft
  • Townhouse for Rent

  1521 Woodbrooke Dr, Southern Pines, NC 28387

  Stylishly FURNISHED TOWNHOME in Southern Pines, NC for long or short term rental. Great Location! This Talamore Villa features a vaulted Living Room with a beautiful balcony for catching an evening breeze. The open Kitchen has Breakfast Bar seating and is fully outfitted with all necessary equipment. The roomy Master Suite has a private tiled bath and his & hers closets. The property is turn

  1521 Woodbrooke Dr, Southern Pines, NC 28387
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  /36

  $475,000 Sold Oct 28, 2025

  620 Clark St, Southern Pines, NC 28387

  • 4 Beds
  • 2.5 Baths
  • 1,979 Sq Ft
  • Built 2015

  Last Sold Summary

  • 5% Below List Price
  • $240/SF
  • 43 Days On Market

  Last Listing Agent Andrea Pedicelli KELLER WILLIAMS REALTY (PINEHURST)

  620 Clark St, Southern Pines, NC 28387
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  /33

  Est $615,411 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  375 E Illinois Ave, Southern Pines, NC 28387

  375 E Illinois Ave, Southern Pines, NC 28387
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  /20

  $135,000 Pending

  • 2 Beds
  • 3 Baths
  • 1,600 Sq Ft

  260 Cochrane Castle Unit 4, Pinehurst, NC 28374

  FRACTIONAL 1/13 OWNERSHIP, 2-Bedroom, in Pinehurst No. 9 Naional. The Cottages at National are a deeded co-ownership, with FOUR WEEKS use per year. - Luxurious cottages feature an open concept with Two Suites, Fully equiped Kitchen with Dining Area, Fireplace. Outdoor living area with a Covered Porch and Open Patio with Fireplace, Grill. Enjoy Pinehurst Country Club Membership while you are

  Margaret Chirichigno Pinehurst National Realty

  260 Cochrane Castle Unit 4, Pinehurst, NC 28374
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  /14

  $1,750 per month

  • 2 Beds
  • 2 Baths
  • 1,133 Sq Ft
  • Condo for Rent

  325 Driftwood Cir Unit B, Southern Pines, NC 28387

  This recently renovated condo has is located minutes from downtown Southern Pines. Knollwood Village is an Active ADULT Community. Residents must be adults. Rent includes water sewer cable wi-fi golf and swimming at Knollwood Village. HOA does not permit pets.

  Robert Klug Pinehurst Area Realty

  325 Driftwood Cir Unit B, Southern Pines, NC 28387
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  /71

  $1,295,550 Sold Jul 16, 2025

  10 Dungarvan Ln, Pinehurst, NC 28374

  • 4 Beds
  • 3.5 Baths
  • 3,940 Sq Ft
  • Built 2008

  Last Sold Summary

  • $329/SF
  • 0 Days On Market

  Current Estimated Value $1,241,295

  Last Listing Agent Peggy Floyd Keller Williams Pinehurst

  10 Dungarvan Ln, Pinehurst, NC 28374
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  /41

  Est $398,681 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,385 Sq Ft

  465 S Ashe St, Southern Pines, NC 28387

  465 S Ashe St, Southern Pines, NC 28387
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  /27

  $2,023,445 Pending

  • 4 Beds
  • 5 Baths
  • 4,055 Sq Ft

  130 Westwood Rd, Pinehurst, NC 28374

  Welcome to the newest Huntley Design Build in Westwood! Featuring 4 Bedrooms and 4 1/2 bathrooms, with over 4,000 sq. ft. This inviting, light-filled home features Sub-Zero & Wolf appliances, a large primary suite with two closets, and a spacious open floor plan. Ideal for outdoor entertaining, featuring a grilling porch and an outdoor fireplace under a cozy veranda. Perfect for enjoying the

  Deborah Davis Colony Partners

  130 Westwood Rd, Pinehurst, NC 28374
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  /38

  $1,800 per month

  • 3 Beds
  • 2 Baths
  • Townhouse for Rent

  240 W New Hampshire Ave, Southern Pines, NC 28387

  Nice townhome close to everything downtown Southern PInes has to offer! Available immediately, come enjoy the front porch and back deck and then walk to many restaurants and shops downtown. Relax in the large living area and recently updated kitchen in this three bedroom, one and half bath townhome. Laundry hookups on the main level with extra storage space. All bedrooms upstairs, third bedroom

  KELLIE ADAMS EPP Rentals

  240 W New Hampshire Ave, Southern Pines, NC 28387
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  /16

  $450,000 Sold Apr 03, 2025

  230 Clearfield Ln, Southern Pines, NC 28387

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft
  • Built 1986

  Last Sold Summary

  • $184/SF
  • 20 Days On Market

  Current Estimated Value $457,380

  Last Listing Agent Bill Brock Berkshire Hathaway HS Pinehurst Realty Group/PH

  230 Clearfield Ln, Southern Pines, NC 28387
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  /55

  Est $458,017 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft

  711 N Ashe St, Southern Pines, NC 28387

  711 N Ashe St, Southern Pines, NC 28387
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  /3

  $535,000 Pending

  • 4 Beds
  • 4 Baths
  • 2,567 Sq Ft

  144 Tower St, Southern Pines, NC 28387

  Discover timeless style and modern comfort in this beautifully crafted new construction home from builder Legacy Homes! The Thorne Plan is 2 stories and 2,345 square feet of thoughtfully designed living space and offers the perfect blend of elegance and functionality. The heart of the home is the soaring vaulted ceiling in the great room, featuring a stunning gas fireplace that creates a warm and

  Jennifer Ritchie Everything Pines Partners LLC

  144 Tower St, Southern Pines, NC 28387
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  /42

  $2,500 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  100 Clematis Rd, Southern Pines, NC 28387

  Beautiful and well maintained home just a few minutes from Downtown Southern Pines. Welcoming Foyer with coat/storage closet. Formal Dining Room, open and spacious kitchen with abundant storage. Nice sized laundry room with access to 1 car garage. Oversized living room with plenty of space for the whole family or entertaining. Primary suite with double closets, tiled walk-in shower and single

  Megan Trapp Exclusive Realty & Property Management, LLC

  100 Clematis Rd, Southern Pines, NC 28387
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  /77

  $1,582,500 Sold Dec 01, 2025

  124 Westwood Rd, Pinehurst, NC 28374

  • 4 Beds
  • 5 Baths
  • 3,437 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Below List Price
  • $460/SF
  • 153 Days On Market

  Last Listing Agent Deborah Davis Colony Partners

  124 Westwood Rd, Pinehurst, NC 28374
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  /34

  Est $497,487 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,232 Sq Ft

  425 N May St, Southern Pines, NC 28387

  425 N May St, Southern Pines, NC 28387
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  /4

  $275,000

  • Land
  • 0.63 Acre
  • $436,508 per Acre

  39 Middlebury Rd, Pinehurst, NC 28374

  Build your dream home in Forest Creek, one of the most desirable neighborhoods in Pinehurst. This lot is nestled on a quiet street just minutes from Forest Creek Golf Club. The lot adjacent, 41 Middlebury Road, is also available if you want to put the two lots together for over 1.1 acres. Living the Pinehurst lifestyle of world-class golf, boutique shopping, great local dining, amazing local

  Todd Camplin Colony Partners

  39 Middlebury Rd, Pinehurst, NC 28374
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  /68

  $2,500 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  365 E New Jersey Ave, Southern Pines, NC 28387

  Incredible opportunity to rent a beautiful 4 bed, 3 bath home in downtown Southern Pines! This thoughtfully renovated 1960's home boasts character and charm with modern updates. Walk in your front door to a beautiful kitchen with a large island, open main living area and gas fireplace with built in bookshelves. The main floor has four bedrooms and two full bathrooms, and the finished lower level

  ALLISON WUNSCH EPP Rentals

  365 E New Jersey Ave, Southern Pines, NC 28387
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  /56

  $439,000 Sold Jul 01, 2025

  140 Timothy St, Southern Pines, NC 28387

  • 4 Beds
  • 3 Baths
  • 1,869 Sq Ft
  • Built 1971

  Last Sold Summary

  • $235/SF
  • 6 Days On Market

  Current Estimated Value $429,662

  Last Listing Agent Tracey Greene Everything Pines Partners Sanford

  140 Timothy St, Southern Pines, NC 28387
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  /28

  Est $279,160 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 973 Sq Ft

  260 E Delaware Ave, Southern Pines, NC 28387

  260 E Delaware Ave, Southern Pines, NC 28387
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  /47

  $587,999 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,616 Sq Ft

  Devon Plan at Ravensbrook, Carthage, NC 28327

  The Devon is a beautifully designed 4–5 bedroom, 2.5–3 bath single family new construction home built by Ascot Homes, offering thoughtful spaces, everyday convenience, and an inviting first-floor owner’s suite. With charming curb appeal across multiple elevations — including front-load, side-load, and 3-car garage options, the Devon blends style, flexibility, and function for modern living in

  Ascot Homes Builder

  424 Waynor Rd Unit 36467772, Carthage, NC 28327
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  /12

  $1,600 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  1521 Woodbrooke Dr, Southern Pines, NC 28387

  ALL UTILITIES INCLUDED! Stylishly FURNISHED TOWNHOME in Southern Pines, NC for long or short term rental. Great Location; overlooking Reservoir Park. This Talamore Villa features a vaulted Living Room with a beautiful balcony for catching an evening breeze. The open Kitchen has Breakfast Bar seating and is fully outfitted with all necessary equipment. The adjacent formal Dining Room has a lovely

  Christine Sellers Assist-2-Sell

  1521 Woodbrooke Dr, Southern Pines, NC 28387
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  /20

  $137,000 Sold Dec 02, 2025

  260 Cochrane Castle Unit 6, Pinehurst, NC 28374

  • 2 Beds
  • 3 Baths
  • 1,600 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Below List Price
  • $86/SF
  • 25 Days On Market

  Last Listing Agent Margaret Chirichigno Pinehurst National Realty

  260 Cochrane Castle Unit 6, Pinehurst, NC 28374
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  /21

  Est $303,310 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,165 Sq Ft

  256 E Delaware Ave, Southern Pines, NC 28387

  256 E Delaware Ave, Southern Pines, NC 28387

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