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645 S Gaines St, Southern Pines
$314,678
3 Beds ⋅ 3 Baths ⋅ 100586732 MLS
Step into modern comfort with this beautifully maintained 2022 home featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage. Conveniently located minutes from Southern Pines shopping, dining, schools, and entertainment. The open-concept main level features a spacious living room that flows seamlessly into the dining area and kitchen. The eat-in kitchen offers stainless steel appliances, granite countertops, ample cabinet space and a pantry for additional storage. Upstairs, you'll find all three bedrooms, including a comfortable primary suite, along with the convenience of a second-floor laundry area. Outside, enjoy a large rear deck overlooking the fully fenced backyard. Enjoy the freedom of no HOA. Schedule your showing today!

645 S Gaines St, Southern Pines

Listing courtesy of Everything Pines Partners Sanford. Contact:

944 W Wisconsin Ave, Southern Pines
$165,000
2 Beds ⋅ 1 Baths ⋅ 100585301 MLS
Welcome to 944 W. Wisconsin Ave., Southern Pines, NC, where charm, opportunity, and convenience come together! Built in 1930, this well-maintained 2-bedroom, 1-bath home offers approximately 920 square feet of comfortable living space on a spacious 0.31-acre lot. Whether you're looking to expand your investment portfolio with a rental property or searching for a place to call your own, this home offers endless potential. Lovingly cared for over the years, it has been kept in great condition while maintaining its timeless character. Gas heat provides efficient comfort, and the generous lot offers room to enjoy outdoor living, gardening, or future possibilities. Conveniently located near shopping, dining, parks, golf courses, and all that Southern Pines has to offer, you'll enjoy easy access to local amenities while still feeling at home in an established neighborhood. Don't miss this fantastic opportunity to own a charming property in the heart of Southern Pines. Schedule your private showing today and discover all the possibilities this home has to offer!

944 W Wisconsin Ave, Southern Pines

Listing courtesy of Exit Realty Preferred. Contact:

317 Driftwood Cir Unit B, Southern Pines
$204,900
2 Beds ⋅ 1 Baths ⋅ 100584839 MLS ⋅ Knollwood BLDG.
A rare and affordable find in Southern Pines. Completely remodeled and modernized 2 bedroom 1 bath, ground floor condominium in Knollwood Village. Multiple upgrades throughout create a look of understated elegance you would expect to find in upscale living. The bedrooms and living areas have LVT flooring and all new fashionable light fixtures and hardware. All walls and trim as well as the new sheetrock ceilings are painted in warm neutral tones. The condo has golf course views in the back and is across the parking lot from the village pool complex. The fully redesigned and renovated kitchen has new Whirlpool & Frigidaire appliances and Kraus fixtures with a pull down faucet and Purita water filter. This stylish look is enhanced by a beautiful granite countertop, tiled backsplash, solid wood soft-close cabinetry and tiled flooring. The refurbished bathroom has a new vanity, fixtures and tiled flooring. The restored original tub is surrounded by stunning new tilework. Knollwood is conveniently located minutes from downtown, a hospital and multiple medical facilities.

317 Driftwood Cir Unit B, Southern Pines

Listing courtesy of Collective Realty LLC. Contact:

640 Redwood Dr, Southern Pines
$349,000
2 Beds ⋅ 2 Baths ⋅ 100584396 MLS
Welcome to the easy, active lifestyle you've been searching for in the highly sought-after 55+ community of Knollwood Village! This beautifully updated 2-bedroom, 2-bath home offers the perfect blend of modern finishes, comfortable living, and exceptional indoor and outdoor entertaining spaces. Inside, you'll immediately appreciate the open floor plan, where the renovated kitchen flows seamlessly into the dining and living areas, creating an inviting space for gatherings with family and friends. The kitchen features gorgeous quartz countertops, updated appliances, a stylish tile backsplash, refreshed cabinetry, and abundant workspace for cooking and entertaining. The spacious Carolina room, fills the home with natural light and provides even more flexible living space. Nearly every inch of this home has been thoughtfully updated, including luxury vinyl plank flooring, completely renovated bathrooms, fresh interior paint, updated lighting and plumbing fixtures, and much more. Major improvements such as the 2019 roof and updated HVAC provide peace of mind for years to come. Step outside and discover what truly makes this home special. With three distinct outdoor living spaces--including a welcoming front patio, a private courtyard, and an additional patio perfect for relaxing or entertaining--you'll have endless opportunities to enjoy North Carolina's beautiful weather. Whether you're hosting family and friends, enjoying your morning coffee, tending to your favorite plants, or unwinding with an evening glass of wine, there's an outdoor space for every occasion. Beyond your front door, you'll enjoy everything that makes Knollwood Village such a desirable place to call home. Membership provides access to a vibrant country club lifestyle featuring golf, an all-grass driving range and practice facilities, a community pool, clubhouse, walking trails, and a full calendar of social activities designed to help neighbors connect and stay active. Whether your passion is golf, or simply enjoying an active and welcoming community, Knollwood Village offers something for everyone. Ideally located just minutes from downtown Southern Pines, Pinehurst, shopping, dining, healthcare, and all the charm of the Sandhills, this move-in-ready home combines quality updates, exceptional indoor and outdoor living spaces, and an outstanding lifestyle. Come experience why so many are proud to call Knollwood Village home! Club membership $4000 buyer transfer fee due at closing. Membership is $155 per month for single or $185 per month for dual membership.

640 Redwood Dr, Southern Pines

Listing courtesy of Maison Realty Group. Contact:

195 Pinebranch Ct, Southern Pines
$390,000
3 Beds ⋅ 3 Baths ⋅ 100577086 MLS
$20,000 price improvement!!! Move in Ready, 3BR, 2 &1/2 bath neatly maintained Townhome in Hunters Ridge subdivision in Downtown Southern Pines! Enjoy an open-concept design, offering a perfect blend of comfort and style. The cathedral living room boasts soaring ceilings and a cozy gas fireplace, creating an inviting atmosphere for relaxing and entertaining. The custom kitchen is a chef's dream, equipped with a large prep island and breakfast bar, stainless steel appliances, and beautiful granite countertops. Hardwood floors adorn the foyer, living room, kitchen, and half bath on the main level, adding warmth and elegance to all the common living spaces. Enjoy tiled showers and baths throughout, complemented by an efficient tankless water heater for endless hot water. The walk-in attic provides ample storage space, while a separate loft or media room offers versatile living options. The main level master suite features a spacious walk-in closet, double sinks, a tiled shower, and a garden tub--perfect for unwinding after a busy day. The fenced rear yard provides privacy and a safe space for outdoor activities. Enjoy grilling and dawning on exterior concrete patio. Large one vehicle garage fitslarger trucks and works beautifully for a gym. There's also an additional parking space around the corner from the town home. Don't miss this very spacious town home with plenty of room for all your storage and privacy for entertaining. Located with easy access to Fort Bragg via Connecticut Avenue, this home is within walking distance to downtown shops, parks, and restaurants. Comfortable, convenient, and stylish--this townhome is ready to welcome you home!

195 Pinebranch Ct, Southern Pines

Listing courtesy of Sandhill Realty/Aberdeen. Contact:

1 Village Green Cir, Southern Pines
$235,000
2 Beds ⋅ 1 Baths ⋅ 100575333 MLS
Looking for step-free, one-level living in a welcoming 55+ community? This end-unit townhome in Village Green offers no steps to enter the home, a low-maintenance lifestyle, and a location that makes everyday living easier. The open floor plan connects the kitchen, dining area, and great room, creating comfortable spaces for everyday living and gathering with family and friends. One of the home's best features is the heated and cooled Carolina room overlooking a wooded backdrop. It's a peaceful place to enjoy your morning coffee, read a book, or watch the deer that frequently wander through the trees. The spacious primary bedroom and second bedroom provide flexibility for overnight guests, a home office, or hobbies. Village Green is known for its friendly 55+ community where neighbors know and care about one another. The HOA maintains the lawn and landscaping, so you can spend less time on home maintenance and more time enjoying life. Conveniently located just minutes from shopping, grocery stores, restaurants, medical care, and the Village of Southern Pines, you can take care of daily errands without dealing with busy traffic. If you're ready to simplify life with step-free entry, one-level living, HOA-maintained grounds, and a peaceful setting, this Village Green home is ready to welcome you.

1 Village Green Cir, Southern Pines

Listing courtesy of eXp Realty. Contact:

114 Cypress Cir, Southern Pines
$319,000
3 Beds ⋅ 3 Baths ⋅ 100575116 MLS
Welcome to 114 Cypress Circle in the heart of Southern Pines, a beautifully updated and low-maintenance townhouse located in a desirable Cypress Creek HOA community featuring a community pool and convenient access to everything the Sandhills has to offer. Just minutes from downtown Southern Pines, you'll enjoy easy access to local restaurants, breweries, shopping, golf, nightlife, and a quick commute to Fort Bragg/Fort Liberty, Pinehurst, and even Raleigh. This turn-key home has been freshly painted throughout and features all new ceiling fans and modern light fixtures, creating a clean and updated feel from the moment you walk in. The open-concept layout is highlighted by soaring ceilings, abundant natural light, and warm hardwood flooring that flows throughout the main living areas. The kitchen offers a modern custom design with granite countertops, stainless steel appliances, subway tile backsplash, floating wood shelves, updated hardware, and a sleek vent hood that creates a high-end contemporary look rarely found in townhouse living. The open dining and kitchen area flows seamlessly to the elevated rear deck overlooking mature trees and peaceful wooded surroundings perfect for morning coffee or relaxing evenings outdoors. The living room features a bold black painted brick fireplace with a rustic wood mantle, adding warmth and character to the space while complementing the home's modern finishes and neutral color palette. One of the standout features of the home is the recently renovated primary bathroom designed with luxury spa-inspired finishes including floor-to-ceiling marble tile, frameless glass shower doors, matte black fixtures, pebble-style shower flooring, custom shiplap accent wall, built-in shower niche, LED backlit mirror lighting, and a sleek modern vanity that truly elevates the space. The upstairs level offers two additional spacious bedrooms and a full bathroom, providing flexible space for guests, family, a home office, or additional living needs while maintaining privacy from the primary suite. Whether you're looking for a full-time residence, weekend getaway, or investment opportunity, 114 Cypress Circle offers stylish low-maintenance living in one of the most desirable and convenient locations in Southern Pines. $3000 Flooring Allowance offered to buyer at closing!

114 Cypress Cir, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

5 Village By The Lake Ln, Southern Pines
$274,500
2 Beds ⋅ 2 Baths ⋅ 100569363 MLS
Welcome to effortless living in this zero-entry townhome where everything you need is thoughtfully laid out on one level. Perfectly suited for ease and accessibility, this home offers comfortable and convenient daily living with no steps. Nestled on a peaceful street lined with established trees and greenery, this home is part of a desirable 48+ community where the HOA takes care of the exterior maintenance--giving you more time to enjoy the things you love. The amazing location places you just minutes from the charm, dining, and shopping of downtown Southern Pines. Inside, you'll find two spacious primary bedrooms, each featuring its own private ensuite bath, walk-in closet, and additional closet space--ideal for privacy and flexibility. Relax and unwind in the screened-in sun porch, or start your mornings on the peaceful front patio, the perfect spot for coffee. This is low-maintenance living at its best in a serene, established setting--combining comfort, convenience, and an unbeatable location. Hurry these units do not come on the market often! Make this one your home today.

5 Village By The Lake Ln, Southern Pines

Listing courtesy of Everything Pines Partners LLC. Contact:

395 N Gaines Street, Southern Pines
$300,000
3 Beds ⋅ 2 Baths ⋅ 759787 MLS
Welcome to this charming 3-bedroom, 2-bath brick ranch located in the desirable Southern Pines area — a community known for golf, cycling, and outdoor living. Lots 41 and 44 are presently combined as a single parcel. The sale includes Lots 40 and 41 only. Buyer shall be responsible for obtaining a survey to establish and mark the property boundary between Lots 41 and 44. Please note: The sale includes Lot 40 & 41 only. Surrounded by mature trees that offer privacy and shade, the property features classic curb appeal and a serene setting that captures the easy charm of Southern living. Inside, you’ll find: Original hardwood floors throughout A spacious living area filled with natural light A comfortable 3BR/2BA layout ideal for relaxing or entertaining A well-maintained brick exterior with timeless appeal For added peace of mind, the seller will have the gas tank filled, closed, and properly sealed prior to closing. Located close to golf courses, trails, and local amenities, this home offers the perfect blend of convenience, comfort, and Southern charm on a manageable 0.25-acre lot.

395 N Gaines Street, Southern Pines

Listing courtesy of PATH2HOME REALTY. Contact:

72 Cypress Cir, Southern Pines
$312,500
3 Beds ⋅ 3 Baths ⋅ 100561586 MLS
Located in the Cypress Creek community of Southern Pines, this well-appointed townhome offers stylish, low-maintenance living in a convenient location. The main living area features beautiful hardwood flooring, while the kitchen is equipped with granite countertops, stainless steel appliances, tile backsplash, and a wine fridge--perfect for everyday living and entertaining. This 3-bedroom, 2.5-bath home offers comfortable living space with walk-in closets and washer/dryer connections. Additional highlights include walk-in storage at the rear of the unit, a covered balcony area, and an attached one-car garage. Residents enjoy access to the community pool and a location convenient to shopping, dining, and major commuting routes.

72 Cypress Cir, Southern Pines

Listing courtesy of Maison Realty Group. Contact:

3 Drayton Ct, Southern Pines
$339,500
3 Beds ⋅ 3 Baths ⋅ 100561578 MLS
PRICE REDUCED $85,500. Now attractively priced at $339,500. Only $151. per SF. Special and rare offering! This perfect lock-and-leave lifestyle ensures most aspects of home ownership are included in the HOA dues: exterior maintenance; yard maintenance; private road maintenance; common area maintenance; termite protection contract; and Spectrum cable, high speed internet and phone service (close to $200 per month if paying on your own). This beautifully updated home exudes elegance and style with ample space for caregivers and multi-generational living. Two-story foyer; hardwood floors; gas log masonry fireplace in the living room; formal dining room; bright and efficient kitchen. The main level primary suite with large walk-in closet has direct access to the private patio/terrace. The second floor also has a second large suite with a shared (Jack and Jill style) bathroom and wood burning fireplace (can be converted to gas logs); and a guest room which shares the bath and is great flex/office space. This home has a 2022 natural gas furnace with heat pump, 2019 roof, 2021 gas water heater, fresh paint, designer wallpaper, updated appliances, light fixtures, carpet, paint and more. Middleton Place is known for its carefree lifestyle, friendly residents, lush landscape, serene setting, and convenient location. The gas log fireplace is a great heat source in the rare instance of a power outage. This lovely home is priced to sell and ready for your next phase of life.

3 Drayton Ct, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

185 Bronwyn St, Southern Pines
$325,000
3 Beds ⋅ 2 Baths ⋅ 100560431 MLS
Welcome to 185 Bronwyn Street, a beautifully maintained 3 bedroom 2 bath brick home. This inviting property offers the perfect combination of comfort, charm, and convenience, with easy access to local shops, dining, golf courses, and everything the Pinehurst-Southern Pines-Aberdeen area has to offer. Inside, you'll find a bright and welcoming layout with spacious living areas, abundant natural light, and thoughtful details throughout. The kitchen provides ample space for cooking and gathering, while the adjoining living areas create a comfortable setting for both everyday living and entertaining. The home features well-appointed bedrooms and bathrooms designed for comfort and functionality. Step outside to enjoy a peaceful yard ideal for relaxing, gardening, or hosting friends and family. Whether you're looking for a full-time residence, second home, or investment opportunity, 185 Bronwyn Street offers the lifestyle and location that make the Sandhills so special.

185 Bronwyn St, Southern Pines

Listing courtesy of Edwards Real Estate. Contact:

350 W Connecticut Ave, Southern Pines
$250,000
2 Beds ⋅ 1 Baths ⋅ 100550669 MLS
Charming Cottage in the Heart of Southern Pines Welcome to this delightful 2-bedroom, 1-bath cottage located on desirable W Connecticut Avenue, just minutes from downtown Southern Pines. Built in the 1930s, this home offers classic charm paired with a functional layout, making it an excellent opportunity for homeowners, investors, or those looking to downsize. Situated on a spacious lot, the property provides ample outdoor space for gardening, entertaining, or future expansion. The home's cozy interior is filled with natural light and showcases the character of an earlier era, while offering potential for personalization or updates to suit your vision. Enjoy a prime location close to local shops, dining, parks, and all that Southern Pines has to offer. Whether you're seeking a primary residence, rental property, this charming cottage delivers location, character, and potential.

350 W Connecticut Ave, Southern Pines

Listing courtesy of Nexthome In The Pines. Contact:

642 Redwood Drive, Southern Pines
$345,000
2 Beds ⋅ 2 Baths ⋅ 756197 MLS
Beautiful townhome in the desirable Knollwood Village! This 2-bedroom, 2-bath home offers over 2,000 sq ft of single-level living with a bonus flex space that could be converted into a 3rd bedroom or office. Updates include new flooring throughout the main living spaces and a newer roof, providing true move-in readiness. The open floor plan features a brick fireplace, built-ins, and a bright Carolina room overlooking a private patio with mature landscaping. Enjoy the amenities and lifestyle Knollwood Village is known for, including access to golf and pool facilities through Knollwood/Midland Country Club. Conveniently located near downtown Southern Pines, Pinehurst, and US-1!

642 Redwood Drive, Southern Pines

Listing courtesy of KELLER WILLIAMS REALTY (PINEHURST). Contact:

320 Aiken Rd, Southern Pines
$350,000
4 Beds ⋅ 2 Baths ⋅ 100525485 MLS
HUGE PRICE DROP DUE TO EAGER SELLERS!! 1.39 Acres!!! 4 BEDROOMS!! Building ready to be an accessory dwelling!! Minutes away from Moore County Airport, shopping, schools, community college, world class golf courses, hospital, parks, greenways and convenient to Raleigh and Fort Bragg! If you want a home with personality, this one delivers. Not a cookie-cutter build, but an older house full of quirks, charm, and history--set on a generous lot that offers privacy, space, and potential. With more than 2,400 heated square feet, a partially finished basement featuring a bedroom and office, plus a separate former commercial kitchen building, you'll have plenty of flexible space to shape to your lifestyle. Inside, you'll find original details that bring warmth and charm, from vintage finishes to a layout that feels unique at every turn. Outside, there's plenty of land for a garden, hobby farm, or just wide-open space to enjoy. Whether you want a creative project, a home with soul, or simply room to spread out, this property delivers. An added bonus to this property is the nearly 500sf separate outbuilding, formerly a licensed commercial kitchen, complete with running water and power. This versatile space opens up endless possibilities--whether you envision it as a catering hub, bakery, canning kitchen, studio, or simply a fully equipped workshop.

320 Aiken Rd, Southern Pines

Listing courtesy of Pinecone Real Estate, LLC. Contact:

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