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Group DiNenna is a top 10 buyer-focused team in the Hilton Head Island real estate sales area. This includes Hilton Head Island, Sun City, Bluffton, Hardeeville, and the Okatie area. We specialize in helping buyers new to the area identify their ideal community.

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Our search engine offers every real estate listing currently for sale in Hilton Head Island, Bluffton, Okatie, and Sun City areas.

Looking for area information? Wikipedia has the most current info about the area's culture, demographics, economy, geography, government, infrastructure, history, wildlife, etc.:

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A Note About Community Access

Looking for a home in the Hilton Head, Bluffton, Sun City, and Okatie area presents a unique challenge. Many of the communities can only be accessed by owners, guests, and registered businesses. What does that mean for you?Well, as a future homeowner you’ll be excited to know that many communities offer 24/7 security. As a prospective homeowner, that means you need someone to help you gain access to the communities.

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Latest Hilton Head & Bluffton Listings For Sale

$539,000

2 Beds ⋅ 2 Baths ⋅ 1,705 SqFt. ⋅ HILTONHEAD-512390 MLS

Welcome to 24 Reedy Place, a one-of-a-kind expanded and beautifully updated Surrey Crest Model in Sun City Hilton Head, one of the country's most sought-after 55+ active adult communities. Located on the desirable Beaufort County side with lower property taxes, this exceptional home features 2 bedrooms, 2 bathrooms, an office/flex room with French doors, and nearly $100,000 in upgrades and updates.From the moment you enter, your eyes are drawn through the open-concept living area to the oversized screened lanai and peaceful wooded backyard beyond. This private outdoor oasis is truly special, featuring a low-maintenance built-in spa with its own waterfall. Whether enjoying your morning coffee, entertaining friends, or unwinding after an active day, this is a space designed to enjoy the best of the Southern lifestyle.Inside, warm hardwood flooring flows through the main living areas, creating a welcoming feel. The chef-inspired kitchen features like-new stainless-steel appliances and an open design that keeps you connected to the living and dining areas. The primary suite offers a comfortable retreat with an en-suite bathroom and walk-in closet with custom shelving. A friendly front porch welcomes you home, while a park-like setting across the street adds to the peaceful surroundings.Numerous updates provide peace of mind and low-maintenance living, including vinyl siding, a 2021 roof, and 2022 HVAC system.Sun City Hilton Head offers an incredible active lifestyle with three golf courses, pickleball, tennis, fitness centers, indoor and outdoor pools, walking trails, and more than 125 clubs and groups. The newly opened $55 million amenity center adds even more recreation and resort-style amenities, including one of South Carolina's largest resort-style pools.Just minutes from Old Town Bluffton and within easy reach of Savannah, Beaufort, and Charleston, 24 Reedy Place offers the perfect combination of privacy, recreation, convenience, and Lowcountry living.

24 Reedy Place, Bluffton

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$395,000

3 Beds ⋅ 3 Baths ⋅ 1,421 SqFt. ⋅ HILTONHEAD-512584 MLS

Park-like surroundings. Everyday convenience. And a location at the center of where Bluffton is growing. Tucked along a quiet street, this inviting home enjoys a setting that immediately feels different. Community open space borders the property, with additional green space directly across the street, creating an uncommon sense of openness and breathing room within an established neighborhood. Inside, the home was designed around functionality and comfortable everyday living. An open-concept main level connects the living, dining and kitchen spaces, complemented by wood-look flooring, neutral finishes and abundant natural light. The kitchen features granite countertops, stainless steel appliances, generous workspace and a breakfast bar that keeps it connected to the heart of the home.Perhaps most importantly, the primary suite is located on the first floor, offering privacy, convenience and flexibility for a variety of lifestyles. Upstairs, additional bedrooms and living space provide room for family, guests, a home office or whatever comes next. Outside, the generous lawn and adjoining open space extend the feeling of the property well beyond the home's footprint. .And then there is the location. Directly across from May River High School and just down the road from shopping, dining and one of the Lowcountry's premier five-diamond resort destinations, this home sits within Bluffton's rapidly evolving New Riverside corridor -an area increasingly becoming a new heartbeat of the community. For buyers looking for convenience without sacrificing green space, a functional floor plan with a first-floor primary, and proximity to everything shaping the next chapter of Bluffton, this is an opportunity worth discovering.

28 Park Loop, Bluffton

Listing courtesy of SERHANT.

$1,125,000

2 Beds ⋅ 3 Baths ⋅ 1,110 SqFt. ⋅ HILTONHEAD-512582 MLS

Set beneath a cathedral of majestic live oaks draped in Spanish moss, just a short distance from Old Town Bluffton, is something increasingly rare: approximately five acres of privacy, character and possibility, anchored by a thoughtfully renovated European-inspired cottage and artist's retreat.This is a property about what was, what is, and what could be. Tucked naturally into the landscape, the home has an authenticity that cannot be manufactured. Inside, the renovation celebrates its character rather than erasing it. Soaring wood-clad ceilings bring warmth and architectural dimension to the main living space, where abundant windows frame the surrounding landscape. A rustic, old-world fireplace and substantial pine mantel create the heart of the room, while polished concrete floors, natural woods and collected details give the interiors a sophisticated yet wonderfully unpretentious character.The kitchen is designed for the discerning cook, pairing generous work surfaces and professional-style appliances with rich wood counters and contrasting cabinetry. Two primary suites on the first floor offer exceptional flexibility for owners, guests or multigenerational living.Upstairs, the home's creative spirit continues. An additional space offers the potential for another bedroom or private artist's studio, while a separate loft opens the imagination-office, reading room, music room or creative retreat.Outside, five acres become a private Lowcountry sanctuary. Ancient live oaks stretch across the property, an outdoor fire pit creates a natural gathering place, and multiple sheds and workshops add utility, character and opportunity.And then there is what could be. As Bluffton continues to evolve, acreage of this scale so close to Old Town becomes increasingly difficult to find. Current zoning may provide an opportunity to explore additional development, creating a compelling intersection of lifestyle, land and future potential. Preserve the retreat. Create a multigenerational compound. Explore future possibilities. Or simply become the next steward of an extraordinary piece of Bluffton and write its next chapter.

46 Rainbow Road, Bluffton

Listing courtesy of SERHANT.

$399,903

4 Beds ⋅ 4 Baths ⋅ 1,801 SqFt. ⋅ HILTONHEAD-511829 MLS

A rare opportunity awaits in the highly sought out Lowcountry style gated community Westbury Park. 53 Regent Ave is a designer curated oasis even the most particular buyer would love. This turnkey 4-bedroom 3.5 bathroom nearly 2,000 square foot home is really one of a kind. A home with this level of finishes hasn't been available here in years. There are two primary suites one on each level making this perfect for multi-generational living or roommates. The new luxury vinyl plank flooring complements the new kitchen cabinets, new quartz counter tops with matching backsplash, new stainless steel farmhouse sink, new Moen faucet, new Moen garbage disposal and new Whirlpool stainless-steel kitchen appliances. This kitchen has 2 pantries for plenty of storage. This kitchen has it all. Newer features also include HVAC, hot water heater and whirlpool washer/dryer. It is hard to overlook the craftsmanship of the cased windows, large baseboards, crown molding and smooth ceilings. With low maintenance living, the front of the home has simple and elegant landscaping. The back yard features a fenced courtyard with lush landscaping providing additional privacy. The single car garage is insulated, finished and currently being used as a home gym. From the glass front door, you are directly across the street and steps away from the largest community park located in Westbury. Keep the car parked, you are only a kickball away from the completely renovated covered and screened pavilion, BBQ/grilling stations, a new firepit gathering area, pool and fitness center. Westbury Park blends the best of traditional tree lined sidewalks and the modern conveniences of shopping, golf, schools, banking and medical care just outside of the gates. If quality and a well-cared for home is what you have been looking for, look no further. Owner is a licensed Real Estate Agent in the state of South Carolina.

53 Regent Avenue, Bluffton

Listing courtesy of Hilton Head Real Estate Partners.

$3,195,000

3 Beds ⋅ 3 Baths ⋅ 1,777 SqFt. ⋅ HILTONHEAD-512346 MLS

Experience elevated oceanfront living from this stunning 3-bedroom, 3-bath Hampton Place penthouse, where breathtaking direct ocean views can be enjoyed from every balcony. This exceptional end unit showcases luxurious finishes and thoughtful design throughout.At the heart of the home, a one-of-a-kind chef's kitchen features high-end appliances, ceramic tile, and beautiful quartz countertops. Each bathroom is exquisitely designed with intricate tilework, distinctive patterns, and sophisticated finishes. Custom cabinetry enhances the stylish bar and media area, adding both beauty and functionality to this remarkable residence.Located within the oceanfront community of Hampton Place in Palmetto Dunes, residents enjoy access to two oceanfront pools, a fitness area, beautifully landscaped grounds, elevator access, exterior storage closets for beach essentials, underground parking, and private beach access. This picture-perfect penthouse offers a rare opportunity to enjoy luxurious coastal living with spectacular views at every turn.

41 Ocean Lane Unit 6501, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

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