The Cottages On May Homes for Sale

Welcome to The Cottages On May, a charming subdivision nestled in the heart of Southern Pines, North Carolina. This delightful community offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and everyone in between. With its picturesque landscapes and friendly atmosphere, The Cottages On May is not just a place to live—it's a place to call home.

Each residence in this enchanting neighborhood boasts unique architectural styles, featuring cozy cottages that exude warmth and character. Homes for sale in The Cottages On May range from quaint two-bedroom retreats to spacious four-bedroom family homes, catering to a variety of lifestyles and needs. Many properties come equipped with modern amenities, including open-concept living spaces, gourmet kitchens, and private outdoor areas perfect for entertaining or simply enjoying the serene surroundings.

The subdivision is conveniently located near the vibrant downtown of Southern Pines, where you can explore an array of local shops, restaurants, and cultural attractions. Outdoor enthusiasts will appreciate the close proximity to beautiful parks, scenic golf courses, and the stunning landscapes of the Sandhills region, perfect for hiking, biking, and enjoying nature.

With homes for sale in The Cottages On May, you have the opportunity to embrace a lifestyle defined by comfort, community, and convenience. Discover the charm of Southern Pines and experience the welcoming spirit of The Cottages On May—where your dream home awaits!

Newest The Cottages On May Homes for Sale

$537,900

3 Beds ⋅ 3 Baths ⋅ LP765308 MLS

Look no further! This charming cottage-style home perfectly blends timeless character with modern convenience. Relax on the inviting front porch before stepping inside to an open floor plan designed for comfortable everyday living and effortless entertaining.The gourmet kitchen is a chef’s dream, featuring quartz countertops, a beautiful designer backsplash, pantry, a pot filler, stainless steel appliances, including a gas stove, and plenty of workspace. The spacious living room is centered around a cozy fireplace, creating the perfect gathering space.Upstairs, the primary suite offers a private retreat with its own balcony and a custom closet organization system designed for optimal storage. Throughout the home, you’ll find luxury vinyl plank flooring and no carpet. One secondary bedroom features custom built-in desks and shelving, making it ideal for a home office or study space.Additional highlights include a functional mudroom complete with a dog wash station, an oversized detached garage equipped with its own heating and cooling unit, and a fenced backyard with a patio that’s perfect for entertaining, grilling, or simply relaxing outdoors.Offering 3 bedrooms and 2.5 bathrooms, this beautifully designed home is nestled in a highly desired community featuring a neighborhood pool, clubhouse, and playground. Combining timeless cottage charm, upscale finishes, and thoughtful upgrades throughout, this move-in-ready home is one you won’t want to miss!Preferred lender: Mutual Mortgage Joe Spell (910) 964-1348 ZERO loan fees on VA loans

261 Springwood Way, Southern Pines

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Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .