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$797,000
1 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-512659 MLS
Rare opportunity to create your own Lowcountry retreat on Deer Island with expansive deep water views of the Calibogue Sound. Ready for a new vision, 2017 Deer Island offers incredible potential for someone looking to renovate and make it their own while taking full advantage of its exceptional waterfront setting. Enjoy ever changing views of the Sound, passing boats, and unforgettable sunsets right from home. Tucked beneath a canopy of mature oaks and palms, Deer Island feels wonderfully private while being just a short stroll from the heart of Harbour Town. Enjoy easy access to the marina, restaurants, shopping, golf, tennis, community pool, and miles of leisure trails throughout Sea Pines. An incredible opportunity to own on Deer Island and transform this property into something truly special.

2017 Deer Island Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$625,000
1 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-508852 MLS
Nestled within a lush canopy of pines, oaks, and palms, this sun-drenched Deer Island retreat can be a true slice of lowcountry heaven. The shell of this property is ready for someone to come in and make it their own. The next owner will enjoy the front-row seats to captivating marsh views where no two days are the same. Deer Island is just a short stroll to all the amenities that Harbour Town offers, the world-class marina, boutique shopping, restaurants, as well as the Harbour Town clubhouse, golf, tennis and community pool. Owners also have access to the pool in Harbourtown as well as Sea Pines private owners only Tower Beach. Enjoy the 17 miles of golf and walking paths throughout the community for years to come.

2043 Deer Island Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

$852,500
2 Beds ⋅ 2 Baths ⋅ 960 SqFt. ⋅ HILTONHEAD-508229 MLS
Completely remodeled in 2022! This marshfront Deer Island perfectly blends the beauty of the Lowcountry with modern coastal living. Quality work throughout with no surface untouched, mini splits, tankless water heater, well designed kitchen, updated bathrooms and spacious bedrooms along with an additional loft bed and ample closet space. Flex space below that's currently used as additional sleeping quarters. Catch sunrise with coffee or the day's end with a cocktail from the TREX deck overlooking the marsh and take in everything Hilton Head and the Lowcountry are about! Currently on the short-term rental market but would make a great second or primary home with its supreme functionality. No two Deer Islands are the same and this one stands out!

2041 Deer Island Road, Hilton Head Island

Listing courtesy of Lighthouse Realty. Selling Office: Charter One Realty.

$1,095,000
1 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-507877 MLS
Searching for a truly private Sea Pines retreat with unmatched views just steps from Harbour Town? 2065 Deer Island Road offers a rare end-of-the-road setting in the coveted Sea Pines Resort, delivering breathtaking views of the marsh and out to the Calibogue Sound. Tucked away at the end of a quiet road, this unique home is surrounded by nature, where walls of windows flood the home with natural light and frame stunning water and wildlife views from every angle. Thoughtfully updated with luxurious finishes, the home features high-end appliances including a Sub-Zero refrigerator, JennAir range, and Bosch dishwasher and microwave, along with quartz countertops and an open-concept living space designed for relaxed coastal living. Heart pine floors upstairs and bamboo flooring on the lower level add warmth and character, while multiple decks provide the perfect setting to take in unforgettable sunsets over the water. The upstairs level of all Deer Island properties are similar and can be re-configured to accommodate various bedroom and bathroom layouts. This flexible layout lives beautifully as a second home or income-producing rental, offering a peaceful, private escape just a short walk or bike ride to the Harbour Town Lighthouse, the Quarterdeck Restaurant, and the shops, dining, and amenities of Harbour Town. A rare opportunity to own one of the most scenic and private homes in Sea Pines.

2065 Deer Island Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$800,000
2 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-505528 MLS
Nestled within a lush canopy of pines, oaks, and palms, this sun-drenched Deer Island retreat is a true slice of lowcountry heaven. This 2BR/2BA gem features an open layout where the living room, kitchen, and private deck all serve as front-row seats to captivating marsh views where no two days are the same. Unlike many of its Deer Island neighbors, enjoy convenient, ample parking right outside your door. The best of Harbour Town awaits... just a short stroll to the world-class marina, boutique shopping, restaurants, as well as the Harbour Town clubhouse, golf, tennis and community pool.

2015 Deer Island Road, Hilton Head Island

Listing courtesy of Lighthouse Realty. Selling Office: Kiser & Associates Inc.

$710,000
2 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-502964 MLS
Tucked away and feeling like you're far from everything yet just a short walk to Harbour Town golf links, shops, restaurants, marina and pool. This 2BR 2 Full Bath sea loft on Deer Island is a strong rental performer, grossing between $46k - $53k+ annually in each of the last 3 years. Walled in windows yet situated in a way you have privacy from almost every corner. Huge deck perfect for entertaining or just relaxing and enjoying being one with Sea Pines' nature while watching deer routinely walking by. Well maintained. Newer kitchen and LVP floors throughout. New HVAC 2021 and new hot water heater 2024.

2052 Deer Island Road, Hilton Head Island

Listing courtesy of Lighthouse Realty. Selling Office: Charter One Realty.

$1,070,000
1 Beds ⋅ 1 Baths ⋅ 920 SqFt. ⋅ HILTONHEAD-454813 MLS
Exceptional Deer Island property in the best location at the end of the culdesac. Complete privacy & stunning marsh & sound views, this unique home has an expanded downstairs that could be a second bedroom & is completely renovated. Sellers spared no expense here. Gorgeous heart of pine floors upstairs, bamboo floors below, kitchen transformed w/new design layout, beautiful quartz counters, sub zero fridge, Jenair stove & Bosch dishwasher & microwave. Primary BR has built in shelves/closet & large main closet. Ensuite & guest baths w/beautiful tile walk in showers & completely updated. Easy access to the downstairs with a hatch that is automated, allowing for entry between levels. All paver parking area for 3 cars, set under a canopy of trees. Enjoy stunning sunset views & walk to Harbour Town. Great for an investment home or primary residence. Sold partially furnished. These do not come on the market very often so you better hurry!

2065 Deer Island Road, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty. Selling Office: Charter One Realty.

$750,000
2 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-454193 MLS
Tucked away on iconic Deer Island, this highly sought-after Sea Pines bungalow is a rare gem in the heart of Harbour Town. Elevated and octagonal in design, these architecturally distinct residences are built to withstand coastal winds while offering a lifestyle that’s anything but ordinary. Stunning marsh views & direct kayak access to Calibogue Sound. Lives like a luxe treehouse with an oversized deck for sunset dining. Features travertine floors, granite counters, updated cabinetry, wood floors in bedrooms, tankless water heater, fresh paint, new dishwasher & new deck/rails. Ideal as a primary, vacation, or rental property.

2003 Deer Island Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

$925,000
1 Beds ⋅ 1 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-449573 MLS
This expanded Sea Loft home on Deer Island offers breathtaking marsh & sound views. Recently updated down to the studs, it features a modern living space with 2 bedrooms, 2 bathrooms, & a fully renovated kitchen. High-quality hardwood floors add warmth, while energy-efficient 3M windows enhance comfort. The large deck provides the perfect spot to relax & watch the boats pass by. Located just a short stroll from Harbour Town’s shops, restaurants, marina & sunsets. Partially furnished & move-in ready, this home is ideal for a primary residence, vacation getaway, or investment property. Don’t miss this opportunity to own a piece of paradise!

2025 Deer Island Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Lighthouse Realty.

$765,000
2 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-443619 MLS
Discover the charm of this impeccably kept 2-bedroom, 2-bathroom Sea Loft nestled amidst serene wooded surroundings in the sought-after Harbour Town locale. Boasting a prime position, this residence offers a spacious front deck that grants sweeping vistas, setting the stage for captivating outdoor moments. Inside, a seamless open floor plan awaits, featuring a welcoming great room and a recently updated kitchen adorned with sleek stainless steel appliances. Retreat to the tranquil master bedroom complete with its own private bath, while a cozy guest bedroom awaits visitors with its own adjacent bath. Sold fully furnished.

2051 Deer Island Road, Hilton Head Island

Listing courtesy of Seaport Real Estate Group. Selling Office: Keller Williams.

$672,000
2 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-442929 MLS
Natural surroundings await you in the heart of Hilton Head Island's Harbour Town. This Sea Loft offering is the coveted mix of private tranquility and modern convenience. The 2-bedroom, 2 bath residence encompasses panoramic views of the island's resident deer and birdlife population. Lounge on the oversized deck, bike the resort's miles of trails, or simply explore the offerings right at your doorstep. Embark on a journey crossing the wooden bridge into the enchanting Deer Island-a special place where nature and serenity intertwine. Great investment or primary residence make this Treehouse the perfect blend of comfort and potential.

2056 Deer Island Road, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: Dunes Real Estate.

$750,000
2 Beds ⋅ 2 Baths ⋅ 931 SqFt. ⋅ HILTONHEAD-442657 MLS
Tucked away in a secluded cul-de-sac, this Deer Island sea loft is a mere 5-minute walk to the fun of Harbour Town’s shops & restaurants. An ultimate retreat to unwind, this 2-bed, 2-bath + flex space home has been completely transformed into a coastal oasis featuring 3 outdoor decks w/partial marsh & water views for fabulous outdoor entertaining. Enjoy a new walk-in shower, custom tile, & stylish vanities in the baths, while a luxurious soaking tub awaits. The kitchen has all new appliances, cabinetry, & a glass backsplash. New LVP flows seamlessly throughout the house. Welcome to your new home in the sought after community of Deer Island!

2030 Deer Island Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Hilton Head Properties.

$700,000
2 Beds ⋅ 2 Baths ⋅ 960 SqFt. ⋅ HILTONHEAD-442696 MLS
Step inside this magical "treehouse" & be immersed by walls of glass, providing panoramic nature views while achieving complete privacy and tranquility. A 5 Minute walk to Harbour Town, situated inside the very desirable Sea Pines Resort, a Gated Community with endless Amenities. 2 beds 1.5 baths. Master features a King Suite and Two walk-in-closets, along with a laundry chute & sliders to balcony. Home has very lucrative income history for STR, or can be your vacation or full-time home if preferred... the best of both worlds!

2054 Deer Island Road, Hilton Head Island

Listing courtesy of I Save Realty. Selling Office: Keller Williams Realty.

$675,000
2 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-442494 MLS
Immersive natural surroundings await you in the heart of Hilton Head Island's Harbour Town. Located on Deer Island in Sea Pines resort, this rare Sea Loft offering is the coveted mix of private tranquility and modern convenience. The two bedroom, two bath residence encompasses panoramic views of the island's resident deer and birdlife population while being situated within a five minute bike ride to Harbour Town's famed shops and restaurants. Lounge on the oversized deck, bike the resort's miles of trails or simply explore the offerings right at your doorstep. The choice is yours in this ideal primary or investment home offering.

2060 Deer Island Road, Hilton Head Island

Listing courtesy of The Hilton Head Agency. Selling Office: The Hilton Head Agency.

$1,065,000
2 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-439107 MLS
Some of the most breath-taking deep water & Calibogue Sound views in the Lowcountry. This premiere Sea Loft villa is now available for purchase. Photographic sunsets & moon lit evenings can be enjoyed at all hours. Nestled in the natural beauty of Deer Island, this lovely villa has been completely updated & is move in ready. Several updates include a new roof, HVAC, windows, kitchen has top of the line appliances, luxurious primary bath, re-claimed hard wood floors, deck, koi pond and much more. Partially furnished. If you’re looking for a big view this is it! Best seats for fireworks too!!

2007 Deer Island Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

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