Cypress Run Homes under $500,000

Cypress Run Homes under $500,000

Welcome to Cypress Run, a hidden gem nestled in the heart of Greenville, South Carolina. This charming neighborhood is known for its warm community spirit, picturesque landscapes, and a perfect blend of modern living with a touch of Southern charm. Cypress Run offers an inviting atmosphere, making it an ideal place for families, young professionals, and retirees alike.

One of the standout features of Cypress Run is its accessibility to various amenities. Residents enjoy proximity to excellent schools, parks, and recreational facilities, making it easy to engage in outdoor activities or spend quality time with loved ones. The neighborhood is also conveniently located near shopping centers, restaurants, and entertainment options, ensuring that everything you need is just a short drive away.

For those seeking affordable housing options, Cypress Run has a delightful selection of homes priced under $500,000. These residences range from cozy single-family homes to spacious townhouses, catering to diverse lifestyles and preferences. With well-maintained properties and beautiful landscaping, it’s easy to see why so many are drawn to this vibrant community.

Cypress Run is not just a place to live; it’s a place to thrive. The friendly neighbors, active community events, and beautiful surroundings create a welcoming environment that feels like home. If you’re looking for an affordable yet charming neighborhood in Greenville, SC, Cypress Run may just be the perfect spot for you to settle down and create lasting memories. Come explore the possibilities today!

Newest Cypress Run Homes under $500,000

2 Windmill Way, Greenville
$450,000
4 Beds ⋅ 3 Baths
Full brick 1.5 story in popular Greenville subdivision, Cypress Run! Split floor plan with primary suite on main floor plus jack and jill style additional 2 bedrooms on opposite side of the house. Upstairs is a full bedroom suite plus large bonus ( currently being used as media room and projector remains.) Easy access to just about everything including back routes to the mall and downtown Greenville, Mauldin and Simpsonville! Just a few minutes from Woodruff Road attractions, shopping and dining, theaters. The kitchen has eat in area with built in side buffet. Lots of walk in storage, Irrigation system, and insect prevention system. New roof 2019, new HVAC system 2023, gas fireplace and terrific private backyard with screened porch, nicely landscaped and wood privacy fence. Location is everything and this one is prime. Home is priced well below market value to allow for updates. Recent sales of similar floorplans/ square footage in the same neighborhood are: $530,000. $555,000, $563,000, $580,000 and $589,000

2 Windmill Way, Greenville
4 Windmill Way, Greenville
$400,000
3 Beds ⋅ 2 Baths
Buyers can receive a reduced interest rate with an acceptable contract and financed with Katie Myers at PrimeLending for all contracts written through October 31st. Available for qualifying loan types only. Looking for easy, single-level living without a long list of major home projects? Welcome to 4 Windmill Way in Cypress Run, an established patio home community on Greenville's desirable Eastside! This inviting 3-bedroom, 2-bath home offers a comfortable, thoughtfully designed floor plan with beautiful 5-inch handscraped hardwood floors, fresh interior paint, and plenty of room to relax or entertain. The kitchen features granite countertops, painted white cabinetry, stainless steel appliances and generous storage, while both bathrooms also feature granite countertops. One of the home's standout features is the four-season sunroom, offering additional space beyond the reported living area. It's the perfect spot for morning coffee, a quiet afternoon with a book, or simply enjoying a little extra room to unwind. And here's something you will appreciate: the big-ticket improvements have already been taken care of! A new roof, new HVAC system, and new water heater mean several major home components have recently been replaced, allowing you to focus on making the space your own rather than immediately planning costly replacements. Outside, enjoy the appeal of outdoor simplicity, with an easy-to-maintain backyard enclosed by an 8-foot privacy fence. It's an inviting space to enjoy fresh air, unwind, or entertain without the upkeep of an expansive lawn. A two-car garage adds everyday convenience and storage. Located in Greenville's sought-after Eastside, Cypress Run offers an established neighborhood setting with convenient access to shopping, dining, medical facilities, and everyday essentials. If you've been searching for a home that combines single-level convenience, meaningful improvements, additional flexible living space, and outdoor simplicity, 4 Windmill Way deserves a closer look!

4 Windmill Way, Greenville
111 Bouchillion Drive, Greenville
$450,000
3 Beds ⋅ 2 Baths
Welcome to 111 Bouchillion Drive in the Cypress Run community, ideally located between Roper Mountain Road and Woodruff Road for quick access to shopping, dining, and daily conveniences while still offering a sense of privacy. Extremely competitive price for this beauty! This well maintained 3 bedroom, 2 bathroom home with a bonus room features highly desirable one level living with a functional and inviting layout. The spacious living room serves as the heart of the home and flows easily into the kitchen, which includes a breakfast area, adjacent dining room, pantry, and brand-new stainless steel appliances that will convey with the sale. A walk-in laundry room is conveniently located just off the garage entry to the home. Tucked toward the rear of the home, a dedicated office/flex space provides a quiet workspace separate from the main living areas. The primary suite offers a private retreat with an updated bathroom featuring a large walk-in shower and modern finishes. Two additional bedrooms are positioned on the other end of the home and share an updated hall bath. Upstairs, the bonus room adds flexible space for a home office, media room, or playroom. Enjoy outdoor living on the spacious screened porch and adjoining patio, perfect for relaxing or entertaining. This home combines comfort, functionality, and a prime location. Schedule your showing today! **Buyers can receive a FREE 1 point rate reduction the first year, with an acceptable contract and financed with Kendall Fox at PrimeLending. Available for qualifying loan types only.**

111 Bouchillion Drive, Greenville
231 Bouchillion Drive, Greenville
$499,000
3 Beds ⋅ 2 Baths
Welcome to the highly sought-after Cypress Run subdivision, ideally located between Woodruff Road and Roper Mountain Road with quick access to shopping, dining, and GSP Airport. This beautifully maintained, all-brick home features 3 bedrooms and 2 full baths, showcasing a desirable split-bedroom floor plan. Filled with abundant natural light, the open-concept layout offers all bedrooms on the main level, plus a versatile bonus room upstairs—perfect for a home office, media room, or guest space. Thoughtfully updated, the home boasts new architectural roofing, pre-engineered hardwood flooring throughout (with ceramic tile in the bathrooms), granite kitchen countertops and bathroom sinks, and fresh interior paint. Additional upgrades include new light fixtures, a new refrigerator, garbage disposal, and a stackable washer and dryer that convey with the home. The breakfast room features a charming custom window seat nook, while the backyard offers a newly added patio—ideal for entertaining. One standout feature is the oversized screened porch, now converted into a stunning all-seasons room that the seller truly enjoys—perfect for relaxing year-round. The two car garage has extra storage space and a side yard door for easy entry. If you are looking for a low maintenace home, that is move in ready, this is it! This decorator’s personal home combines style, comfort, and convenience—don’t miss your opportunity to make it yours!

231 Bouchillion Drive, Greenville
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The Listings data contained on this website comes from various participants of The Multiple Listing Service of Greenville, SC, Inc. Internet Data Exchange. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The properties displayed may not be all the properties available. All information provided is deemed reliable but is not guaranteed. © 2026 Greater Greenville Association of REALTORS®. All Rights Reserved. Last Updated

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