Windsor Real Estate

Windsor Real Estate

Welcome to Windsor, South Carolina—a charming town nestled in the heart of Aiken County. With its rich history, picturesque landscapes, and tight-knit community, Windsor offers a unique blend of Southern hospitality and modern convenience, making it an ideal place to call home.

Windsor is steeped in tradition, with roots dating back to the early 19th century. As you stroll through its quaint streets, you'll discover historic buildings that tell the story of a bygone era, alongside contemporary amenities that cater to today’s lifestyle. The town is surrounded by lush greenery and rolling hills, providing a serene backdrop for outdoor enthusiasts. Whether you enjoy hiking, fishing, or simply soaking in nature’s beauty, Windsor's scenic parks and nearby lakes offer endless opportunities for recreation.

The sense of community in Windsor is palpable, with friendly neighbors who take pride in their town. Local events and festivals throughout the year foster connections among residents, creating a warm and inviting atmosphere. The town also boasts excellent schools and family-friendly amenities, making it a great place for families to settle down.

Conveniently located just a short drive from Aiken and Augusta, Windsor provides easy access to urban conveniences while maintaining its small-town charm. With its affordable housing options and a strong sense of community, Windsor is an attractive choice for those looking to enjoy the best of Southern living.

Come explore Windsor, SC, and discover why so many have fallen in love with this delightful town!

Newest Listings in Windsor

297 Pearl Bonnett Road, Windsor
$235,000
3 Beds ⋅ 2 Baths ⋅ 226163 MLS
Country Living on 5 Acres! Enjoy peaceful country living with this charming home situated on 5 beautiful acres! Featuring a spacious living area, rustic wood accents, a cozy stone fireplace, updated flooring, and a kitchen with white cabinetry and stainless steel appliances. The large covered wraparound porch is perfect for relaxing and enjoying the outdoors. With plenty of room for gardening, entertaining, or simply enjoying nature, this property offers endless possibilities. 5 acres, endless possibilities, and a place to call your own! Don't just dream about country living--come experience it! Schedule your private showing today and see everything this property has to offer! BONUS! This property also includes a second mobile home in need of extensive repairs offering additional possibilities for the right buyer.

297 Pearl Bonnett Road, Windsor
Lot 8 Windsor Road, Windsor
$45,000
226068 MLS
A lovely piece of land with pines and foliage in Windsor, S.C., awaits. Ready to build on and animals allowed. Situated in Windsor, SC in the equine area of Aiken County, this property is waiting for a landowner who wants to build their own barn, home, shop or just country, quiet living. Stop by and check it out. Seller ready to sell this property.

Lot 8 Windsor Road, Windsor
257 High Country Court, Windsor
$1,375,000
4 Beds ⋅ 6 Baths ⋅ 225965 MLS
Set across 23.88 acres comprised of three contiguous lots, 257 High Country Ct. presents a rare opportunity to own a private Aiken equestrian estate where refined country living, thoughtful design, and exceptional infrastructure come together. Extensive enhancements elevate the residence and grounds. A gated entrance opens to a newly improved crush-and-run driveway leading to a generous turnaround at the barn. Fresh landscaping and irrigation frame the residence, while the acreage unfolds into established pastures, open riding space, wooded areas, and private trails for riding or walking. The main residence offers 3 bedrooms and 3.5 baths, and a thoughtfully reconfigured floor plan for comfortable living. Fresh paint throughout creates a polished backdrop. The kitchen features granite countertops, a large center island, generous pantry, and new appliances. The primary suite offers a comfortable retreat, complete with dual closets and a well appointed bathroom. Beyond the main living areas, two former side porches have been thoughtfully enclosed, creating additional living spaces connected to the bedroom areas. Finished with sliding barn doors, these versatile spaces offer flexibility for a private sitting room or home office. A substantial addition begins with a large mudroom and includes a three-car garage, bedroom, full bath, den, and conditioned storage above, ideal for guests, family, hobbies, or extended stays. Outdoor living is enhanced by new trex decking at both the main residence and the studio apartment above the barn. A large workshop with its own power and meter offers storage and a foundation ready for a car lift. For the equestrian, the property combines generous acreage with established infrastructure. Three expansive pastures include a newly established approximately three-acre riding area planted in Tif-9 grass. Expanded fencing, new gates, and a separate fenced entrance from Cooks Pond Rd. Each pasture has a run-in shed, all freshly painted white. A new well supplies water to the side pasture, barn, and apartment. At the heart of the property is a five-stall barn designed for horse and rider. Fully matted stalls include three individual run-outs and new gates, with new fans installed throughout. The cooled tack room features practical storage for the horse and rider. A half bath in the barn serves riders and guests. Above the barn, a generously sized studio apartment offers a private retreat for guests, family, or staff. Improvements to the barn and apartment include fresh interior and exterior paint, a new roof, new septic tank and drain field, new hot water heater, and replaced air handler. New trex decking and steps create an inviting connection to the grounds. One of the best features of this property is that you can ride entirely on your own land. The Tif-9 grass riding field offers room for both a regulation-size dressage arena and a jump ring, while private perimeter trails provide routes for schooling, conditioning, or leisurely rides. Additional improvements include a new roof, new HVAC in the main house, separate HVAC for the addition, new drain field, crawl-space vapor barrier, new irrigation, extensive landscaping, ADT and TAPO security cameras, and a generator interlock at the main house. With 23.88 acres across three contiguous lots, an enhanced residence, five-stall barn, studio apartment, three pastures, Tif-9 riding area, private trails, workshop, and extensive improvements, 257 High Country Ct. offers an established Aiken equestrian estate where the groundwork has been thoughtfully completed. A private country setting with room to breathe, room to ride, and room to embrace the Aiken equestrian lifestyle. Make 257 High Country Ct your equestrian retreat!

257 High Country Court, Windsor
111 Centerwood Lot 4 Road, Windsor
$80,000
225185 MLS
Your Dream Rural Retreat Awaits on Centerwood Road! Discover the possibilities on Lot 4 Centerwood Road, offering 5.04 acres of privacy, peace, and endless potential. Whether you envision a custom home, a spacious barn, or a modern barndominium, this property provides the perfect canvas to bring your vision to life. With ample room for outbuildings, open pasture, equestrian needs, or a private homestead the possibilities are yours to explore. Plan your land clearing with one of the area's best, with special care given to preserving the beautiful oak tree that adds character to this property. An Equestrian Lifestyle at Your Doorstep! Enjoy access to some of the region's most beautiful riding trails, with the opportunity to ride or trailer your horses directly from your property. Only a .5 mile distance to weekly schooling shows down Oak Ridge Club Rd. Bring your horses and even park your RV while your dream home is under construction. Enjoy the best of both worlds: peaceful country living with convenient access to several Equine Vets, Aiken State Park, Route 20, and both Augusta and Columbia airports. Downtown Aiken, with its wonderful shopping, dining, and charm, is just 20 minutes away. Want even more room to roam? Lot 5 is also available, offering an additional 5.26 acres that are partially cleared. Purchase both lots together and take advantage of a price reduction for an exceptional opportunity to create your own private retreat. Bring your vision, your horses, and your dreams--your country lifestyle starts here!

111 Centerwood Lot 4 Road, Windsor
679 Live Oak Drive, Windsor
$580,000
225700 MLS
Equestrian Property Ready for You to Build, Expand, or Create an Amazing Venue! Rare opportunity to own 34.33 acres in Windsor, South Carolina, offering privacy, mature hardwoods, longleaf pines, open pasture, trails, and an exceptional head start toward creating your dream equestrian property. Recently surveyed in 2024, the property consists of two parcels, including a .53 acre access road off Live Oak Drive, and features level, well-drained land with no HOA or deed restrictions. Once primarily wooded, the property has been thoughtfully cleared and developed for horses while preserving its natural beauty and privacy. Surrounded by horse farms, large residential tracts, and wooded acreage, this property feels secluded while remaining convenient to Aiken and many of the area's major equestrian venues. Three large pastures and two paddocks were created last fall. Two pastures are approximately 2.5 acres each, while the third encompasses approximately 6 acres. An additional acre of woods provides natural shade and shelter for horses and other farm animals. Two smaller paddocks connect to a run-in shed equipped with electricity and outlets for fans. More than 4,000 feet of no-climb horse fencing has already been installed, along with frost free hydrants servicing each turnout. Approximately 1.25 acres have been prepared for a future barn and arena. The site is largely leveled, and the naturally sandy soil offers exceptional drainage, potentially reducing the need for extensive grading or costly arena footing. For riders, trails surround the perimeter of the property, with additional dirt roads and miles of nearby trails for hacking off property. A neighboring horse farm currently offers hourly, daily, or annual membership options for use of its professional-grade 250-foot TGC arena and two jump fields. The property also includes three Palmetto Shed Company buildings: an insulated 8' x 12' building currently used as a feed shed; a 10' x 12' building with electricity for storage; and a 10' x 24' building recently converted into a versatile all-purpose space complete with a toilet, shower, washer/dryer, full-size refrigerator, and kitchen area. A 160-foot well supplies more than 800 feet of water lines throughout the property, including service to the pastures, RV hookup, and all-purpose building. An existing septic system, inspected and submitted for permit in November of 2025 at the former mobile home site is also in place and conveys as-is.There is a deeded right of way to neighboring properties on the access road to Live Oak. Additional features include 200-amp electrical service and high-speed Carolina Connect fiber internet. A 45 HP 2008 New Holland tractor and other farm equipment are available for purchase. Conveniently located approximately 20-25 minutes from downtown Aiken and Bruce's Field, about 20 minutes from Whiskey Road shopping, and only minutes from an equine veterinary clinic. The property is also within approximately 15 minutes of many of the area's well-known equestrian and sporting destinations, including Full Gallop, The Vista, Dara Knot, Apple Tree, Sporting Days, Performance Equine, and the Aiken Gopher Tortoise Heritage Preserve. Windsor also offers a local café, post office, and convenience store. Whether your vision is a private horse farm, training facility, recreational or sporting tract, or peaceful country homestead, much of the groundwork has already been completed. Bring your horses, your plans, and your imagination--the possibilities here are endless!

679 Live Oak Drive, Windsor
64.68 Acre Mt Beulah Road, Windsor
$549,780
225542 MLS
LONGLEAF HILLS | 64.68 ACRES | 12 DEEDED LOTS | DEVELOPMENT OPPORTUNITY | RECREATIONAL TRACT W/CREEK | LEGACY ESTATE A rare acreage opportunity with 12 deeded lots/parcels already in place--positioned for development, investment, or the creation of an exceptional private estate. Longleaf Hills offers approximately 64.68 acres in a peaceful country setting, with deeded lots ranging from approximately 3 to 7.50 acres, providing an attractive opportunity for developers seeking multiple homesite sales and investors seeking long-term land appreciation. For the savvy investor, the property's deeded lots create a compelling path to develop and sell individual homesites, build and sell, or acquire and hold for future appreciation. The acreage may also appeal to buyers seeking to capitalize on the continued demand for larger rural homesites while maintaining the flexibility of a substantial land holding. The seller may consider selling the property into two parcels--approximately 30.03 acres and 34.65 acres, offering additional acquisition flexibility and potential for strategic investment. A deed restriction prohibits mobile homes and manufactured housing, supporting a more consistent residential character and long-term appeal. Beyond the investment opportunity, Longleaf Hills offers an exceptional setting for a private farm, equestrian property, compound, hunting retreat, or generational legacy estate. Portions of the property are wooded with Longleaf Pine (Pinus palustris), the iconic Southern yellow pine historically associated with the forests of the Southeast. The natural landscape provides recreational appeal with Boggy Gut CREEK as a WATER SOURCE and habitat for wildlife including turkey, quail, squirrels, and Brown-headed Nuthatches. Location adds another layer of value. Just 5+- miles from Old Barnwell Golf Club and approximately 16 miles from downtown Aiken shops & dining, or 16+- miles to Fresh Market, and everyday conveniences, the property offers the rare combination of country privacy and accessibility to Aiken amenities. The opportunity is bigger than simply buying acreage. Acquire the land and develop the approved homesites. Hold for the future. Create a premier private estate. Build a generational property. Or pursue a combination of strategies. 64.68 acres. 12 deeded lots. Multiple potential exit strategies. One exceptional opportunity. Longleaf Hills is the kind of property that deserves serious consideration by investors, developers, and buyers who recognize the long-term value of land. Don't wait to do something good for your future self.

64.68 Acre Mt Beulah Road, Windsor
no property photo
$184,350
225508 MLS
This 12.29 Acre lot in the heart of Aiken Horse Country is ready for your dream retreat. 2 miles of future equestrian easements are planned for Mundy Meadows. This private lot boasts mature pines and oaks and approximately 2 acres of cleared space. Site plan and deed restrictions available in documents. Great proximity to all things equestrian: carriage driving community of Windsor Trace and trail riding venues, Wagener Polo club, Aiken Gopher Tortoise Preserve and multiple three day eventing venues. 20-minute drive to downtown Aiken and Hitchcock Woods.

12.29 Acre State Park Road, Windsor
Tbd State Park Road, Windsor
$92,000
225350 MLS
Welcome to 4 beautiful acres in Windsor, SC, where peaceful country living meets the heart of Aiken's horse country! This cleared and level property offers plenty of usable space to create the lifestyle you've been dreaming of. Build your dream home, establish a mini farm, bring your horses, or create your own private country getaway. Enjoy the quiet surroundings while still being conveniently located near the Highway 302 equestrian corridor, approximately 5 minutes from Aiken State Park and just 20 minutes from downtown Aiken. More pictures coming soon!

Tbd State Park Road, Windsor
5 Cast Iron St (Lot 5) Street, Windsor
$115,000
225186 MLS
Lot 5 off Cast Iron St. in Windsor offers the perfect opportunity to bring your vision to life! This 5.26-acre property combines privacy, tranquility, and versatility, featuring a partially cleared landscape with beautiful oak and pine trees providing natural shade. The property also offers a fenced perimeter with no-climb wire fencing, posts, and a single strand of electric fencing along one side. This site provides plenty of room for a home, barn, outbuildings, horses, and pasture. Also, there are no restrictions on living in your RV while your home is being built. Located in a desirable area for equestrian enthusiasts, this property offers convenient access right from your home to some of the region's most beautiful riding trails and a short hacking distance to weekly schooling shows. Enjoy the peaceful country setting while remaining just minutes from Equine Vets, Aiken State Park, and Route 20, with convenient access to Augusta and Columbia airports. Downtown Aiken is approximately 20 minutes away, offering a variety of shopping, dining, and entertainment options. Lot 4 is also available offering an additional 5.04 acres with wire fencing, top rail, and single strand of electric fencing. See MLS #225185 for more details. A price reduction is available when purchasing both lots together, providing an excellent opportunity to create an expansive equestrian property or private homestead. Don't miss this opportunity to turn your country-living dreams into reality!

5 Cast Iron St (Lot 5) Street, Windsor
9024 Rainbow Ridge Circle, Windsor
$625,000
2 Beds ⋅ 2 Baths ⋅ 225079 MLS
Windsor equestrian retreat set on 6.6 acres in the heart of the area's riding and carriage-driving community. This updated two-bedroom, two-bath home offers equestrian amenities, including a new eight-stall barn with stall mats and fans, established grass pasture, four thoughtfully arranged paddocks with room for more, three run-in sheds (one new), and a perimeter trail. Most of the property is fenced with no-climb wire, while the separate fenced backyard provides a secure space for pets. A few established fruit trees and raised garden beds are a treat for the green thumb. With no HOA or livestock restrictions, the property offers flexibility for a variety of equestrian or hobby farm pursuits. Inviting front and back porches lead into a light-filled, open floor plan highlighted by a dramatic vaulted ceiling extending to the second-floor loft. The kitchen features quartz countertops, a generous breakfast bar, pantry, tile flooring, and stainless steel appliances. A new gas fireplace creates a warm focal point in the great room for accessory heating and a cozy place to relax. A dining nook offers pasture views. Spacious ensuite bedrooms on both the first and second levels provide privacy for owners and guests. The spacious primary bedroom includes dual closets, a roomy step in shower, and convenient access to the first floor laundry area. The LG washer and dryer will remain plus the area is plumbed for a utility sink. The versatile loft offers plenty of room for a family area, media room, yoga studio, or home office. The upstairs bedroom includes a murphy bed that means the room can easily be used for other purposes when not needed for guests. The ensuite full bathroom offers privacy to guests or handy facilities when hanging out in the loft. Additional conveniences include a Rinnai on-demand gas water heater, propane plumbing, fiber-optic internet through Carolina Connect, and easy-care engineered hardwood and tile flooring throughout most of the home. A covered 24-by-50-foot RV structure now has complete sides for weather and sun protection, full hookups, storage, and an attached 12-by-20-foot workshop. The space is ideal for a seasonal camper, recreational vehicles, horse trailer or equipment storage, or additional workspace. Many recent improvements include new vinyl siding on the home, a new well pump, new 8 stall horse barn, new run-in shed, new gas fireplace, new siding on the RV shed, and more. Ask for the list of improvements. Spend your mornings sipping coffee on the rustic front porch, then unwind in the hot tub on the expansive back porch while enjoying a colorful South Carolina sunset. With opportunities for walking, trail riding, and carriage driving just outside your doorstep, this special Windsor property offers the space, freedom, and lifestyle equestrians have been searching for.

9024 Rainbow Ridge Circle, Windsor
670 N Windsor Road, Windsor
$519,500
2 Beds ⋅ 2 Baths ⋅ 224912 MLS
Tucked away on 10 private, mostly cleared acres, this custom-built cottage offers quality construction, thoughtful design, and an inviting country setting. Built in 2019, the home is set well back from the road, with mature trees providing privacy on three sides and generous open space for horses, recreation, or future improvements. Equestrian features include an approx. 1.5 ac paddock with water and a shell barn ready to be completed as desired. It could be configured with two stalls or as a run-in with a feed and tack room. It currently works perfectly for hay and equipment storage. The grassy 1+ acre area in front of the home offers additional possibilities for more pasture, a jump field, an arena, or just enjoying a pretty field with wildlife. You'll feel right at home in the charming 1,200-square-foot cottage that features a main-level bedroom, two full bathrooms, and a spacious loft. The home has fresh interior paint and waterproof Pergo flooring. Quality construction features include 2x6 framing, hardiboard siding, and closed-cell spray-foam insulation. The kitchen is centered around a large granite island with seating for 5 or more. It has easy-care tile flooring, under-cabinet lighting, a pantry, and includes a stainless steel dishwasher, electric range, microwave, and refrigerator. As part of the great room, the kitchen blends into the dining area and living room. The soaring vaulted ceiling brings in the sunshine and creates a spacious, airy feeling. The main-level primary bedroom offers a clawfoot soaking tub, custom dresser-style vanity, walk-in closet with laundry area, and plumbing already in place for a future shower. Direct exterior access to a small deck as well. Upstairs, the versatile loft includes its own full bath, closet, linen storage, and ceiling fan offering flexible accommodations for guests, a home office, studio, second living area, or an additional bedroom. Additional features include a heat-pump HVAC system, tank-style water heater, covered front porch, and 3 side decks. A full RV hookup provides water, septic, and 30-amp electrical service. Set on a sand road in an area with other equestrians, this property can easily be the perfect find for someone looking for a hobby farm, a seasonal homestead, or a family compound with room to expand. Zoning is RUD so horses and other livestock are allowed. Treed acreage could be cleared to create more pasture. This property offers the rare combination of a well-built cottage, usable acreage, privacy, and equestrian potential- an ideal setting for horses, hobby farm, or second home to enjoy the peaceful country lifestyle.

670 N Windsor Road, Windsor
232 Colbert Bridge Road, Windsor
$650,000
3 Beds ⋅ 2 Baths ⋅ 224626 MLS
A picturesque tree lined driveway leads to the charming Mystic Acres homestead with an inviting rocking chair front porch. Perfectly situated on 9.056 acres this home is surrounded by calm and quiet viewing areas on the front and the back of the home. Upon entering through the natural wood door, you feel drawn to the openness of the interior of 232 Colbert Bridge Road. The great room dining room combo surrounds you with natural light. The plantation shutters and wood burning stove enable you to create your own mood for all seasons. The luxury vinyl floors create a natural flow leading you into the beautiful kitchen with ample and unique storage, granite counters, two pantries, butcher block island and stainless appliances. Drink your morning coffee on your private screened porch or enjoy the breeze while relaxing throughout the day. Complete with three carpeted bedrooms and two full bathrooms as well as a laundry room large enough to hold an extra refrigerator and freezer 232 Colbert Bridge Road also features outdoor extras that complete the 9.056 acres. The 2 car detached garage with power & water also includes a small work bench. The second workshop has power and water and includes adjacent equipment sheds large enough to hold any of your outdoor equipment and outdoor recreation vehicles. Let's not forget about your pets with a fenced yard just for their enjoyment. With so many custom extras, inside and out this property is a must see to believe. View the fact sheet and survey under documents. For the outdoors man, the back of the property draws a variety of wild life. For the equestrian the property offers space to develop your small farm with room for private riding trails. There is 2 to 3 acres in the uncleared land suitable for horses. Note the Dominion Power easement survey in documents with property survey - gives access to underground utilities.

232 Colbert Bridge Road, Windsor
Start Your Search

How much is your home worth?

Get instant property value now!