View All Latest Pickens 5000+ Sq. Ft. Properties for Sale

**Motivated seller. Seller concessions available with an acceptable offer** Private 16-Acre Estate Designed for Multi-Generational Living Over $500,000 has been invested in renovations and property improvements—ask your agent for the complete list of upgrades. Welcome to one of the Upstate’s most extraordinary private estates. Nestled on approximately 16 unrestricted acres, this custom-designed home seamlessly blends luxury, craftsmanship, and the freedom of country living. Thoughtfully designed and expertly built by Mennonite craftsmen, every detail reflects timeless quality and character rarely found in today’s construction. Originally created as the owners’ forever home, this estate has been transformed through carefully planned improvements, with no expense spared. From the new architectural roof on both the home and workshop, two new HVAC systems with all new ductwork for the main level, tankless water heater, beautifully restored saltwater gunite pool, and expansive covered and screened porch, to the countless interior upgrades and extensive land improvements, every enhancement was completed with long-term quality and enjoyment in mind. Inside, you’ll discover over 5,600 square feet of thoughtfully designed living space featuring seven bedrooms, five bathrooms, two true primary suites, real hardwood floors, granite countertops, extensive custom tile work, and exceptional finishes throughout. The flexible floor plan is perfectly suited for multi-generational living, hosting extended family, or simply enjoying spacious everyday living. Outside, the lifestyle continues. Spend summer afternoons by the resort-style saltwater pool with its waterfall, slide, and diving board. Gather with family and friends on the expansive front porch or oversized screened porch overlooking the property. Wander the wooded trails, tend the established raised-bed garden, or enjoy approximately eight acres of irrigated, fenced fescue pasture complete with electric, making it ideal for horses or livestock. A woodworking shop, garden shed, chicken coop, pig pens, livestock facilities, mature landscaping, and extensive infrastructure complete this remarkable property. Whether you’re searching for a luxury country estate, an equestrian property, a turnkey homestead, or a private family retreat, opportunities like this are increasingly rare. This is far more than a beautiful home—it is a legacy property designed to be lived in, shared, and enjoyed for generations. Motivated seller. Seller concessions available with an acceptable offer. Schedule your private showing today and experience this one-of-a-kind Upstate estate for yourself.

144 Porter Road, Pickens

$195,000

4 Beds ⋅ 3 Baths

MASSIVE EQUITY OPPORTUNITY – 5,800+ SF ON 1.61 ACRES. Unlock incredible value in this contemporary estate situated in the heart of the Oolenoy area with stunning mountain views. Listed at $225,000 to reflect SHELL CONDITION, this property is a blank slate for a professional rehabber or visionary investor. The main level offers 3,200+ SF of vaulted architectural volume, while the 2,600+ SF walk-out basement features high ceilings and separate entrance potential—perfect for a high-yield rental or multi-generational suite. Property has been vandalized; interior requires total mechanical, electrical, and environmental remediation. SOLD STRICTLY AS-IS. Cash offers only. Bring your contractor and a vision to restore this estate to its former glory.

105 Anitas Court, Pickens

$1,100,000

4 Beds ⋅ 3 Baths

Opportunity of a Lifetime – 29.3 Acre Farm, Event Venue & Horse Boarding Business in Upstate SC! Welcome to The Farm at Milepost 1808, a stunning income-producing property tucked away in the foothills of the Blue Ridge Mountains. This turnkey estate offers a rare combination of lifestyle and business, featuring a profitable wedding and event venue, horse boarding operation, and charming brick ranch home—all set on 29.3 acres of rolling, fenced pastures. Built in 2023, the elegant 3,400 sq. ft. climate-controlled event venue blends rustic charm with modern amenities. Designed for weddings and special occasions, it offers a spacious event hall, prep and caterer’s kitchen, two restrooms, sitting room, suite, stained concrete floors, and four Daikin mini-split units. A 120-foot wraparound veranda showcases breathtaking mountain and pasture views, creating the perfect backdrop for gatherings. With weddings and events already on the calendar, this “Talk of the Town” venue is a proven, income-producing business with even greater potential thanks to South Carolina’s favorable agritourism market. The 4-bedroom, 4-bath ranch-style brick home offers more than 2,000 square feet on the main level with a partially finished basement that includes a workshop, storage, and additional living space ideal for a rec room, teen suite, or in-law suite. Highlights include a newly screened cedar front porch with updated chandeliers and a ceiling fan, a spacious galley kitchen, large family and dining room, laundry/mudroom, primary suite with private bath, and two guest rooms with a Jack and Jill bath. The basement adds another bedroom, full bath, one-car garage, and workshop area. Recent updates include a new roof (2016), HVAC (2021), double-hung insulated windows (2021), and new fascia, soffits, and gutters (2023). Equally impressive is the 48’ x 58’ barn, built in 2019, which features two large horse stalls, a tongue-and-groove tack room, hay storage, tool shed, water, electricity, and a 50-amp RV hookup. The property is cross-fenced into three irrigated pastures with cattle guards,, a round pen, rolling hay fields, and mature hardwoods. Pecan trees, wide-open grazing areas, and hilltop sunset views make this farm as beautiful as it is functional. The location is ideal, just minutes from Lake Keowee, Lake Jocassee, and Hartwell Lake, 7 miles to Clemson University, 15 minutes to Easley, and only 35 minutes to downtown Greenville. Whether you’re looking to operate a thriving wedding and event venue, expand horse boarding operations, create your own agritourism venture, or simply enjoy it as a private farm, this property offers endless opportunities. Properties like this only come around once in a lifetime—don’t miss your chance to own a slice of heaven in the Upstate.

1808 Belle Shoals Road, Pickens

$425,000

3 Beds ⋅ 2 Baths

If you have been looking for a log home, this one may be for you. Located in one of the most requested areas of the upstate and walking distance to Table Rock State Park. The cabin is setting on just over 3 acres, offers all you could want and meticulously cared for. This 3BR, 2 bath home was completely stained in July 2024. The front porch is where you will need some rocking chairs to relax and enjoy the setting of country life. A large screened in back porch looks over the wooded area where wildlife is viewed. Just off the screened in porch is a step down to a large patio area with fire pit. A detached 2 car garage is located just next to the home with paved circular driveway with ample parking. The encapsulated crawl space with a moisture controlled dehumidifier is one of the best I have see in any home. The new home owner can be rest assured this jewel is move in excellent condition, so come and relax. As you step onto the front porch you will stand and admire the front door. A hand-crafted door with beautiful rustic carving. Once inside you are welcomed to an open theme great room with cathedral ceiling and a Vermont Cast wood burning stove that could heat the entire cabin if needed. The kitchen is just off to the dining area with all appliances staying including washer & dryer. The laundry room is in garage in separate partitioned room. The main level offers a bedroom with full bath and access to the screen porch out back. Upper level offers two more bedrooms with a full bath. A metal roof was installed in 2021. All the oak flooring on main level was replaced in 2001 and still looks like brand new. The main level HVAC was replaced in 2023 and the second one at upper level is still working fine. This sub-division has no HOA fees, but the Restrictive Covenants are still in place and enforced. If you are looking for a quiet neighborhood with friendly neighbors, this is it! Located just off Scenic Hwy 11. Shopping in Pickens or Easley with easy drive to the lakes, GA or NC. Schools & hospital are just minutes away.

105 Hunters Ridge, Pickens

$3,000,000

5 Beds ⋅ 4.5 Baths

Welcome to your dream come true right here at "Midway Farm" where you will find your completely renovated classic farm home with over 100 acres of beautiful rolling hills, dove fields with beautiful sunflowers, multiple fenced pastures and riding ring areas, a flowing creek, skeet shooting range, amazing lush hardwoods throughout the property, multiple logging roads with water sources and hiking trails, and so much more! From the minute you enter your secured gate you're invited to the home on the newly paved driveway with circular drive and pea-gravel entrance to this classic farm home with features are that you would expect from a home of this age, but yet truly gutted by current owner with all of the new amenities, fixtures, and features that you would expect in 2024 with only the highest of quality throughout! Home features; 11 foot ceiling, new windows, new HVAC units, incredible light fixtures, updated plumbing, new electrical, gorgeous custom slate floor covered rocking chair front porch, pine flooring throughout, alarm system, this list goes on and on! You will love the open flow for entertainment of family and friends alike, this equestrian friendly property could be anything you desire with the options, being unlimited! The chef of the home will be in heaven with a gourmet kitchen that has only the best regarding appliances, wonderful workstation with large center island, six burner gas range, a walk-in pantry with custom cabinetry, tons of natural light, an open breakfast room, one of a kind hard surface countertops and backsplash open to both the family room as well as direct access to rear screened porch complete with tongue and grooved vaulted ceiling with wood-burning fireplace! Of course you will find your formal living room, an incredible foyer that only homes of this era possess, library or man cave on main level and the master suite on main level! The master suite has it all-his and hers walk in closets with California built-ins, triple windows overlooking rear gardens and slate patio, a large bathroom suite with exposed brick gas log fireplace, soaking tub, walk-in fully tiled marble shower and private water closet. Upstairs has 4 large additional bedrooms, gorgeous hardwood floors, tongue and groove wood walls and ceilings, fireplaces throughout, incredible private bathroom suites with granite vanities and large, walk-in fully tiled showers and bathtub options. There is not one square inch of this home that is not perfectly renovated by an incredible builder! There is an additional walk-up attic for future expansion if needed as well as a lower seller that could be an absolutely incredible wine tasting and wine cave. Outside is where the magic happens as this is a rare opportunity with multiple detached dwellings such as the tractor barn that can accommodate up to eight vehicles, a chicken coop, raised gardens, fire pit area, incredible landscaping, multiple fenced-in horse areas with water sources, a custom stone rear patio with a full slate and brick seat wall that includes a wood-burning fireplace that will be enjoyed throughout the seasons! The entire property is fenced-in which is a rarity and keeps children and pets as well as farm animals safe. This property is only minutes from all that downtown Pickens has and a short drive to Greenville South Carolina where are you find everything that city life has while you enjoy your tranquility and solitude on this absolute perfect slice of heaven in the heart of the foothills of the Blue Ridge Mountains! This is a one-of-a-kind and truly a rare opportunity with this type of acreage and fantastic home! Schedule your appointment today, and be prepared to find out that dreams DO come true!!!

1236 Midway Road, Pickens

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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

5000+ Sq. Ft. Pickens Real Estate

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