Overbrook Real Estate

Welcome to Overbrook, a charming neighborhood nestled in the heart of Greenville, South Carolina. Known for its picturesque tree-lined streets and a warm sense of community, Overbrook offers a unique blend of suburban tranquility and urban convenience. With its rich history and vibrant atmosphere, this neighborhood is a hidden gem just waiting to be discovered.

Overbrook is characterized by its diverse array of homes, ranging from quaint bungalows to spacious family residences, making it an ideal place for everyone—from first-time homebuyers to those looking to settle down. The architectural styles reflect the neighborhood's historic roots while seamlessly integrating modern amenities, ensuring that residents enjoy both comfort and character.

One of the standout features of Overbrook is its proximity to downtown Greenville, where you can indulge in a thriving culinary scene, boutique shopping, and a plethora of cultural attractions. Enjoy leisurely strolls along the scenic Swamp Rabbit Trail or take a short drive to the stunning Falls Park on the Reedy, where nature and art converge in a breathtaking display.

Families will appreciate the highly-rated schools in the area, as well as the numerous parks and recreational facilities that provide ample opportunities for outdoor activities. With a strong sense of community and friendly neighbors, Overbrook fosters an inviting environment that makes it easy to feel at home.

Whether you’re sipping coffee at a local café or enjoying a weekend picnic in one of the nearby parks, Overbrook offers a lifestyle that balances relaxation with vibrant community engagement. Discover the charm of Overbrook, where your dream home awaits!

Newest Listings in Overbrook

$450,000

3 Beds ⋅ 2 Baths

This charming 3-bedroom, 2-bath home is nestled in the desirable Overbrook area and offers an inviting open floor plan, perfect for entertaining. The spacious great room flows seamlessly into the dining area and kitchen, which features granite countertops, a tile backsplash, and stainless steel appliances. The main-level primary suite provides a private retreat with an en-suite bath, double vanities, and a walk-in closet. The lower level offers a large recreation room, two additional bedrooms, a recently updated full bath, and a convenient laundry area. Outdoor living is a highlight, with a screened porch, covered patio, and open grilling patio overlooking the fenced backyard—perfect for relaxing or entertaining. Enjoy easy access to the Swamp Rabbit Trail and the convenience of being within walking distance of Claire’s Creamery, Fork and Plough, and Scout’s Donuts. For the more adventurous, Home Team is just a 1.5-mile walk away! Move-in ready and ideally located, this Overbrook gem is ready to welcome you home.

118 Dixie Avenue, Greenville

$425,000

3 Beds ⋅ 1.5 Baths

Welcome to 16 Perrin Street, where location, space, and flexibility come together in the heart of Greenville! This 3-bedroom, 1.5-bath home sits on a spacious 0.35-acre lot with NO HOA and offers the kind of convenience that is hard to beat. Enjoy hardwood floors, a functional layout, and additional basement/workshop space perfect for projects, hobbies, tools, or extra storage. Outside, mature trees and established landscaping surround a spacious yard with plenty of room to relax, play, garden, or entertain. And the location? You’re just 0.5 mile from Timmons Park, 1.1 miles from the Swamp Rabbit Trail, 1.6 miles from Greenville Zoo and Cleveland Park, 1.7 miles from Holland Park, and only 1.8 miles from Main Street and Downtown Greenville! Even Paris Mountain is just 6.2 miles away. Shopping, dining, schools, hospitals, parks, trails, and everything Downtown Greenville has to offer are all within easy reach. With a 0.35-acre lot, NO HOA, basement/workshop space, and an incredibly convenient location, 16 Perrin Street gives you space without sacrificing access to the best of Greenville.

16 Perrin Street, Greenville

$529,000

3 Beds ⋅ 2 Baths

Summertime…and the livings easy. And Overbrook living is sublime. Convenient to everything downtown with an easy access point to the Swamp Rabbit Trail. A short walk to Claire's Ice Cream, Fork and Plough, Hessie Morrah Park. 309 Briarcliff Dr affords comfort and modern lines within a compact one-level footprint. Three bedrooms, including a Primary with updated en suite. Kitchen and hall bathroom have been updated as well. Hardwoods and fresh paint throughout with ceramic tile, granite and updated fixtures in bathrooms. The exterior features Hardboard siding, architectural roof, and spacious storage shed. With a large, level, fenced backyard and mature trees, this stunner is well qualified to represent the OBC(Overbrook Community.) New motor for gate is on order.

309 Briarcliff Drive, Greenville

$489,900

4 Beds ⋅ 2 Baths

Welcome to this beautifully renovated home in the highly sought-after Overbrook neighborhood, where modern updates blend seamlessly with timeless charm. Completely taken down to the studs and thoughtfully renovated in 2023, this move-in-ready home showcases quality craftsmanship, stylish finishes, and an unbeatable location just minutes from downtown Greenville. Offering 4 bedrooms—or the flexibility to use one as a home office with elegant pocket doors—this home easily adapts to your lifestyle. The inviting covered front porch, complete with privacy screens, creates a cozy place to enjoy your morning coffee or unwind in the evening, while the charming white picket fence adds timeless curb appeal. Step into the backyard and discover an outdoor retreat designed for both entertaining and everyday living. Pride of ownership is evident throughout this beautifully landscaped space. The spacious 16' x 12' deck overlooks a peaceful backyard featuring a brand-new pergola with a porch swing, a tranquil pond, and plenty of room to gather with family and friends. The 12' x 16' custom shed, complete with drywall, lighting and a ceiling fan, offers endless possibilities as a home gym, workshop, hobby room, studio, or the ultimate retreat. Additional recent updates include freshly painted interior walls and a newly painted front porch, adding to the home's fresh, move-in-ready appeal. Located in the heart of Overbrook, you'll enjoy convenient access to Downtown Greenville and walking distance to the "SWAMP RABBIT "Trail, award-winning restaurants, shopping, parks, entertainment, and major highways. This exceptional home offers the perfect blend of modern comfort, inviting outdoor living, and one of Greenville's most desirable neighborhoods. Don't miss this rare opportunity to own a beautifully renovated home in one of Greenville's most charming communities!

207 Briarcliff Drive, Greenville

$475,000

3 Beds ⋅ 3 Baths

Welcome to this stunning move-in ready 3-bedroom, 3-bath home built in 2017 by Renaissance Custom Homes with no HOA! Conveniently located just minutes from downtown Greenville, Laurens Road, I-385, shopping, dining, and more! The beautifully updated kitchen blends timeless style with modern functionality and opens seamlessly to the spacious living areas, creating an ideal layout for everyday living and entertaining. Hardwood floors flow throughout the home, complementing the open floor plan and inviting atmosphere. You'll love the generously sized bedrooms, bathrooms, ample closet space along with an outdoor shed which has electricity. Outside, enjoy a large fenced backyard and deck—perfect for relaxing, hosting guests, or enjoying time outdoors.

122 Oakland Drive, Greenville

$393,500

2 Beds ⋅ 2 Baths

The cutest duplex in an unbeatable location! Nestled in the heart of Historic Overbrook, this charming property is within walking distance of popular restaurants, local shops, and everything this growing neighborhood has to offer. Full of timeless character, this duplex features original hardwood floors, a welcoming rocking-chair front porch, and architectural charm that's hard to find in today's multi-family properties. Each unit includes its own dedicated parking space and a private back patio, providing both convenience and outdoor living.Inside, you'll find updated kitchens, spacious living areas, and generously sized bedrooms. One unit even features a classic clawfoot tub, adding to the home's unique appeal. Both units are currently vacant, making this the perfect opportunity for an owner-occupant, investor, or house hacker to customize how they use the property from day one. Don't miss your chance to own a character-filled duplex in one of the area's most desirable and rapidly growing neighborhoods!

1411 E North Street Unit Unit A and B, Greenville

$469,000

3 Beds ⋅ 2 Baths

Location, lifestyle, and value—this nearly new custom-built home puts you just minutes from the heart of downtown Greenville! Ideally positioned between North Main and Overbrook, enjoy the rare convenience of being able to golf cart downtown or walk to neighborhood restaurants, coffee shops, parks, and local favorites. Inside, the thoughtfully designed open floor plan features no carpet throughout, a gas log fireplace, granite countertops, gas range, and a spacious main-level primary suite with a custom walk-in shower, antique clawfoot tub, and generous closet space. All appliances remain, including the washer and dryer, making this home truly move-in ready. Outside, the fully fenced, pet-friendly backyard offers irrigation, a deck and patio for entertaining, plus a covered front porch for relaxing. Parking and storage are another standout this close to downtown, with a one-car garage featuring an installed EV charger, gated driveway, additional off-street parking, and a large unfinished walk-in crawl space providing exceptional storage. The home is also loaded with technology, including fiber internet, a wired home network, security system, cameras, smart lock, and mounted TVs that convey. Located in a neighborhood with an adopted master plan and future Swamp Rabbit Trail connection, this is an opportunity to enjoy downtown Greenville living without giving up the yard, parking, storage, and modern features that can be difficult to find this close to the city. Priced well below recent appraisal, offering an exceptional value and opportunity for immediate equity. A one-year home warranty is also included for additional peace of mind. Seller is providing concessions! Funds may be used toward closing, prepaid expenses, or a temporary or permanent interest rate buy-down (subject to lender guidelines), helping reduce upfront cash needed and potentially lowering your monthly mortgage payment. This is more than just a home—it's a chance to enjoy one of Greenville's most walkable and desirable neighborhoods while taking advantage of exceptional value.

139 Mount Eustis Street, Greenville

$699,900

4 Beds ⋅ 3 Baths

BARGAIN OF 2026!! $250K TOTAL REDUCTION!! Near DOWNTOWN GREENVILLE! "OVERBROOK" HISTORIC NEIGHBORHOOD! LARGE LOT in NATURAL LOVELY SETTING! RESTORED/RENOVATED 20th-CENTURY CRAFTSMAN-STYLE HOME! Optional MULTI-FAMILY living! WONDERFUL SCHOOLS nearby! GREAT PRICE for YOUR INVESTMENT HERE! Location, location, location! Situated just outside of the Upstate's MOST POPULAR CITY, this LOVELY PROPERTY is the place to be for convenience, beauty and investment. Walk or bike DOWNTOWN for its diverse cuisine options in 200+ restaurants, (with 80% being locally owned). 0r, if you wish, bring your own food to Greenville's relaxing and beautiful Falls Park on the Reedy River. For world-class entertainment/shows, the Peace Center is conveniently situated on Main Street. And..."The Well" Coliseum is even closer, with the city's premier arena seating 15,000 for concerts and major sporting events. There is easy access to Greenville's "Swamp Rabbit Trail", the 28-mile paved multi-use greenway system, designed for walking, running and biking, with scenic parks, restaurants and the Reedy River along the way. Timmons Park gives this Neighborhood local nearby access with tennis courts, playground and trails. Residents of this charming community enjoy the local cafes, ice cream shop & more without leaving the Community! This SPECIAL LOCATION will allow you to own a "slice of Greenville", desired by so many! OVERBROOK NEIGHBORHOOD was developed in the 1910's and one of Greenville's earliest. Filled with 20th-century Craftsman-styled bungalow and Tudor-styled residences, one cannot overstate the value of living in this charming community! This particular property enjoys a LARGE LOT, with back-line privacy complimented with beautiful trees/shrubbery! This nice backyard is fully fenced and provides ample space for gardening, playing, pets or outdoor gatherings. The deck from the main level and the patio from the walk-out lower-level allow the residents to dine or entertain while enjoying the privacy and beauty of their backyard. There is plenty of room to add a garage, should owner desire. The nearby schools are highly desirable and also a piece of Greenville's history. The HOME itself exemplifies timeless character with modern elegance. The MULTI-LEVEL RENOVATION could easily serve as a MULTI-FAMILY RESIDENCE, with a possible IN-LAW SUITE or other SHARED LIVING/RENTAL space. On main level, all will appreciate the open and stylish kitchen, dining and living area spaces! The cook's kitchen is complete with sleek stainless appliances, modern cabinetry, gold and stainless fixtures, quartz countertops and a gas range. The Primary Suite is spacious and is complete with a beautifully designed shower and walk-in closet. There are 2/3 other bedrooms on main level and another lovely bathroom. (The 3rd bedroom was combined with 4th bedroom by removing wall to offer a larger 2nd primary suite or playroom. Wall could be re-installed to give the 4th bedroom if desired.) Just off the kitchen is the mudroom/laundry room, leading to a large deck out back. The lower-level walk-out basement is beautifully remodeled as well and is a wonderful space for Rec Room plus a 4th bedroom for guests or converted to an in-law suite or rentable space. There are too many spectacular upgrades/updates to mention here...must see to appreciate how beautifully the home has been restored/remodeled! HURRY to be the LUCKY OWNER of this AMAZING PROPERTY with all its FLEXIBLE OPTIONS at the NEWLY REDUCED FABULOUS PRICE! (If SF is important to buyer, buyer must verify.)

46 Briarcliff Drive, Greenville

$200,000

Welcome to 218 Arbutus Trail in downtown Greenville, SC. Here is a rare opportunity to plant roots in Greenville’s vibrant Overbrook community. This offering includes a generous 0.31-acre lot plus the adjacent 0.34-acre lot, totaling well over half an acre in downtown Greenville. The parcels are being sold together. Over half of an acre in downtown Greenville does not come around often! This property offers the perfect canvas for a custom build in one of the city’s most emerging walkable districts. You are perfectly positioned just minutes from the award winning Main Street of Greenville, I-385 for easy commuting, and the expanding Swamp Rabbit Trail. If you're ready to build one of Greenville's most unique custom builds, a builder interested in building a spec home, this location delivers the ideal blend of convenience, privacy and natural beauty. Schedule a showing today and see why this is the perfect place to build your future!

218 Arbutus Trail, Greenville

$300,000

3 Beds ⋅ 2 Baths

Welcome to this charming single-story home nestled in the highly sought-after Overbrook area of Greenville! Step inside to a warm and inviting living room featuring a cozy fireplace, perfect for relaxing evenings. The adjacent dining area includes a stylish built-in bookshelf and flows seamlessly into the kitchen, where you’ll find sleek finishes and stainless steel appliances sure to impress any home chef. One bedroom creates a peaceful retreat with its own private ensuite bathroom which also houses the home’s washer and dryer. While three additional bedrooms provide flexibility for guests, a home office, or hobbies—one even features a delightful window seat, ideal for reading or relaxing. A large full hallway bathroom serves the home with function and ease. Step out back to enjoy the serene patio overlooking a lush, tree-lined backyard complete with a small shed for extra storage. Located just minutes from vibrant Downtown Greenville, this home has the perfect blend of comfort, character, and convenience. Don’t miss your chance to own a slice of Overbrook charm!

210 Keith 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