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21 Acorn Lane, Hilton Head Island image
21 Acorn Lane, Hilton Head Island $619,900

Nestled in the sought after Club Course neighborhood of Sea Pines, 21 Acorn Lane offers an exciting opportunity to create your ideal Lowcountry retreat. This 3 bedroom, 2...

  • 3 Beds
  • 2 Baths
  • 1,636 SqFt.
  • HILTONHEAD-512809 MLS
Courtesy of Sea Pines Real Estate - The Cottage Group, LLC

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

18 Spinnaker Court, Hilton Head Island image
18 Spinnaker Court, Hilton Head Island $1,325,000

Exceptional Harbour Town location in the heart of Sea Pines! 18 Spinnaker Court is a spacious 3-bedroom, 3.5-bath townhome offering more than 2,300 square feet, multiple ...

  • 3 Beds
  • 4 Baths
  • 2,343 SqFt.
  • HILTONHEAD-512807 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

150 Otter Road, Hilton Head Island image
150 Otter Road, Hilton Head Island $950,000

Don't miss this rare 4-bedroom home in the quiet Club Course section of Sea Pines, ideally positioned along the par-5 2nd hole of the Sea Pines Country Club golf course. ...

  • 4 Beds
  • 3 Baths
  • 2,201 SqFt.
  • HILTONHEAD-512744 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

5 Possum Lane, Hilton Head Island image
5 Possum Lane, Hilton Head Island $849,000

Fantastic opportunity to own a spacious, single-level 3-bedroom, 2-bath home in a peaceful Club Course setting! Offering just under 1,600 square feet, this home features ...

  • 3 Beds
  • 2 Baths
  • 1,590 SqFt.
  • HILTONHEAD-512728 MLS
Courtesy of DOT REAL ESTATE

Listing courtesy of DOT REAL ESTATE.

15 Dewberry Lane, Hilton Head Island image
15 Dewberry Lane, Hilton Head Island $1,495,000

Some homes give you a place to stay in Sea Pines. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with...

  • 5 Beds
  • 3 Baths
  • 2,504 SqFt.
  • HILTONHEAD-512460 MLS
Courtesy of Luxury Homes of Hilton Head

Listing courtesy of Luxury Homes of Hilton Head.

19 Dewberry Lane, Hilton Head Island image
19 Dewberry Lane, Hilton Head Island $1,450,000

Sparkling fresh and move-in-ready! This four-bedroom, three-bath home is ideally located in Greenwood Forest. Just minutes from the beach and walking distance to the sho...

  • 4 Beds
  • 3 Baths
  • 2,002 SqFt.
  • HILTONHEAD-512678 MLS
Courtesy of BESTNEST By Beverly Serral

Listing courtesy of BESTNEST By Beverly Serral.

2017 Deer Island Road, Hilton Head Island image
2017 Deer Island Road, Hilton Head Island $797,000

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 off...

  • 1 Beds
  • 2 Baths
  • 816 SqFt.
  • HILTONHEAD-512659 MLS
Courtesy of Sea Pines Real Estate - The Cottage Group, LLC

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

16 Sandhill Crane Road, Hilton Head Island image
16 Sandhill Crane Road, Hilton Head Island $3,125,000

Third-row Ocean home on one of the most desirable homesites in Sea Pines. Situated on a rare 100' x 160' corner lot, this oversized property offers an uncommon sense of s...

  • 4 Beds
  • 4 Baths
  • 2,522 SqFt.
  • HILTONHEAD-512045 MLS
Courtesy of Sea Pines Real Estate - Beach Club

Listing courtesy of Sea Pines Real Estate - Beach Club.

19 Wisteria Lane, Hilton Head Island image
19 Wisteria Lane, Hilton Head Island $2,349,000

One of the finest homes in Greenwood Forest, 19 Wisteria Lane offers a rare combination of newer construction, exceptional updates, and generous living space in the heart...

  • 5 Beds
  • 4 Baths
  • 3,424 SqFt.
  • HILTONHEAD-512304 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

19 Stoney Creek Road Unit 278, Hilton Head Island image
19 Stoney Creek Road Unit 278, Hilton Head Island $949,900

This turnkey 3BR/3BA end-unit villa in Stoney Creek offers the easy Sea Pines lifestyle so many buyers are looking for, with a first-floor primary suite and a location ju...

  • 3 Beds
  • 3 Baths
  • 1,750 SqFt.
  • HILTONHEAD-512403 MLS
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

108 Lighthouse Road Unit 2330, Hilton Head Island image
108 Lighthouse Road Unit 2330, Hilton Head Island $499,000

Enjoy the best of Sea Pines from this inviting 1BR condo in Racquet Club Villas, ideally located near Harbour Town and overlooking a peaceful lagoon. The second-floor vil...

  • 1 Beds
  • 1 Baths
  • 761 SqFt.
  • HILTONHEAD-512273 MLS
Courtesy of Coastal Luxury Real Estate

Listing courtesy of Coastal Luxury Real Estate.

9 Seaside Sparrow Road, Hilton Head Island image
9 Seaside Sparrow Road, Hilton Head Island $785,000

New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Seaside stands on Seaside Sparrow Road in Hilton Head Island, a recen...

  • 6 Beds
  • 8 Baths
  • 4,622 SqFt.
  • HILTONHEAD-512378 MLS
Courtesy of William Raveis - Carolina LLC

Listing courtesy of William Raveis - Carolina LLC.

75 Baynard Cove Road, Hilton Head Island image
75 Baynard Cove Road, Hilton Head Island $2,900,000

Filled with natural light and thoughtfully designed for comfortable living and entertaining, this exceptional home offers soaring ceilings, striking slate flooring, and a...

  • 4 Beds
  • 4 Baths
  • 3,895 SqFt.
  • HILTONHEAD-511549 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

124 N Sea Pines Drive Unit 582, Hilton Head Island image
124 N Sea Pines Drive Unit 582, Hilton Head Island $1,650

Your Spicebush Fall Week 37 Awaits! Tucked within the heart of Hilton Head Island's prestigious Sea Pines community, this ownership places you just moments from the Sea P...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-512324 MLS
Courtesy of Lighthouse Realty

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2875, Hilton Head Island image
70 Lighthouse Road Unit 2875, Hilton Head Island $1,500

Own Your Late Winter Escape! Make Hilton Head your tranquil tradition! Enjoy the islands serene off-season with deeded ownership of Week 8 at Swallowtail, nestled in the ...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-512325 MLS
Courtesy of Lighthouse Realty

Listing courtesy of Lighthouse Realty.

7 Genoa Court, Hilton Head Island image
7 Genoa Court, Hilton Head Island $2,250,000

Steps away from the famed 18th green lies a unique opportunity in the heart of Sea Pines' iconic Harbour Town. This turnkey furnished home boasts 6 en-suite bedrooms, per...

  • 6 Beds
  • 7 Baths
  • 2,786 SqFt.
  • HILTONHEAD-512306 MLS
Courtesy of The Hilton Head Agency

Listing courtesy of The Hilton Head Agency.

157 Otter Road, Hilton Head Island image
157 Otter Road, Hilton Head Island $879,000

Welcome to effortless Lowcountry living in the desirable Club Course neighborhood of world-famous Sea Pines Resort. This beautifully maintained 3-bedroom, 2-bath Hilton H...

  • 3 Beds
  • 2 Baths
  • 1,882 SqFt.
  • HILTONHEAD-512297 MLS
Courtesy of EXP Realty LLC

Listing courtesy of EXP Realty LLC.

70 Lighthouse Road Unit 2885, Hilton Head Island image
70 Lighthouse Road Unit 2885, Hilton Head Island $2,300

Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 20, ideally positioned in the late May when the island is at its springtime best. Swallowtail at...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-512178 MLS
Courtesy of Lighthouse Realty

Listing courtesy of Lighthouse Realty.

8 Bald Eagle Road, Hilton Head Island image
8 Bald Eagle Road, Hilton Head Island $799,000

Own one-eighth of this professionally managed, turnkey home by Pacaso. Bald Eagle sits on a quiet third-row lot on Hilton Head Island, just a short walk from the Atlantic...

  • 6 Beds
  • 8 Baths
  • 4,407 SqFt.
  • HILTONHEAD-512129 MLS
Courtesy of William Raveis - Carolina LLC

Listing courtesy of William Raveis - Carolina LLC.

34 Ruddy Turnstone Road, Hilton Head Island image
34 Ruddy Turnstone Road, Hilton Head Island $7,050,000 ▼

Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large ...

  • 5 Beds
  • 6 Baths
  • 5,278 SqFt.
  • HILTONHEAD-511871 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

226 S Sea Pines Drive Unit 1588, Hilton Head Island image
226 S Sea Pines Drive Unit 1588, Hilton Head Island $950,000

Premier investment in Sea Pines Resort's South Beach Marina Village and less than 1/4 mile to the beach. This 1-floor 2BR/2BA Lagoon Villa features brand new impact rated...

  • 2 Beds
  • 2 Baths
  • 1,086 SqFt.
  • HILTONHEAD-512086 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

Hilton Head Island image
Hilton Head Island $1,795,000 ▼

Don't miss this beautifully maintained, newer-style 3-bedroom, 3-bath home in a highly desirable Sea Pines location. Tucked away on a quiet cul-de-sac and private street ...

  • 3 Beds
  • 3 Baths
  • 2,590 SqFt.
  • HILTONHEAD-511308 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

70 Lighthouse Road Unit 2871, Hilton Head Island image
70 Lighthouse Road Unit 2871, Hilton Head Island $1,800

Enjoy the laid-back elegance of Hilton Head Island during deeded Week 15 in late April, when the island is in full bloom and spring has settled in beautifully. Swallowtai...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-511928 MLS
Courtesy of Lighthouse Realty

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2875, Hilton Head Island image
70 Lighthouse Road Unit 2875, Hilton Head Island $1,500

Owner is also selling Week 17 (Unit 2874) and is open to offering a discounted price if both weeks are purchased together-an excellent opportunity to enjoy two consecutiv...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-511868 MLS
Courtesy of Lighthouse Realty

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2890, Hilton Head Island image
70 Lighthouse Road Unit 2890, Hilton Head Island $900

Own Your Spring Escape at Swallowtail in Sea Pines - Week 13! Seize the opportunity to own deeded Week 13 in the heart of Hilton Head Island's premier Sea Pines community...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-511802 MLS
Courtesy of Lighthouse Realty

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2874, Hilton Head Island image
70 Lighthouse Road Unit 2874, Hilton Head Island $1,500

Owner is also selling Week 18 (Unit 2875) and is open to offering a discounted price if both weeks are purchased together-an excellent opportunity to enjoy two consecutiv...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-511798 MLS
Courtesy of Lighthouse Realty

Listing courtesy of Lighthouse Realty.

35 Lake Forest Drive Unit APT 3304, Hilton Head Island image
35 Lake Forest Drive Unit APT 3304, Hilton Head Island $699,000

Discover this diamond in the rough! A 2-bedroom, 2-bath townhouse in the heart of Sea Pines Resort. This light filled villa offers approximately 1,400 square feet of sing...

  • 2 Beds
  • 2 Baths
  • 1,400 SqFt.
  • HILTONHEAD-511765 MLS
Courtesy of ERA Wilder Realty, Inc

Listing courtesy of ERA Wilder Realty, Inc.

33 Oak Court, Hilton Head Island image
33 Oak Court, Hilton Head Island $925,000 ▼

Beautifully renovated 2BR/2.5BA home in the heart of Sea Pines offering exceptional privacy on a corner lot backing to protected open space and an adjacent unbuildable lo...

  • 2 Beds
  • 3 Baths
  • 2,032 SqFt.
  • HILTONHEAD-511564 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

15 Green Wing Teal Road, Hilton Head Island image
15 Green Wing Teal Road, Hilton Head Island $7,950,000

An extraordinary opportunity to create a legacy oceanfront estate in one of Sea Pines most coveted locations. Offering an exceptional 100 feet of direct Atlantic Ocean f...

  • HILTONHEAD-511653 MLS
Courtesy of Sea Pines Real Estate - Beach Club

Listing courtesy of Sea Pines Real Estate - Beach Club.

10 Bald Eagle Road, Hilton Head Island image
10 Bald Eagle Road, Hilton Head Island $5,900,000

Properties of this caliber are increasingly difficult to find in Sea Pines. 7 Bedroom/6.5 Baths PLUS Pool Bath, 2022 construction, designer furnished and just a 3-minute ...

  • 7 Beds
  • 8 Baths
  • 5,203 SqFt.
  • HILTONHEAD-511606 MLS
Courtesy of Sea Pines Real Estate - Beach Club

Listing courtesy of Sea Pines Real Estate - Beach Club.

225 S Sea Pines Drive Unit 1401, Hilton Head Island image
225 S Sea Pines Drive Unit 1401, Hilton Head Island $1,650,000 ▼

Location is everything! This ocean-oriented, four-bedroom, three-and-one-half-bath condominium is just steps from the Atlantic Ocean and the shops, dining and entertainme...

  • 4 Beds
  • 3 Baths
  • 2,015 SqFt.
  • HILTONHEAD-511511 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

45 Night Heron Lane, Hilton Head Island image
45 Night Heron Lane, Hilton Head Island $815,000 ▼

Experience the charm of coastal living at 45 Night Heron, a beautifully positioned Sea Pines beach cottage just a five-minute stroll to Hilton Head Island's renowned beac...

  • 3 Beds
  • 2 Baths
  • 928 SqFt.
  • HILTONHEAD-511473 MLS
Courtesy of Lighthouse Realty

Listing courtesy of Lighthouse Realty.

37 Woodbine Place, Hilton Head Island image
37 Woodbine Place, Hilton Head Island $2,499,000 ▼

Welcome to this 4 bedroom Sea Pines getaway! Lagoon and majestic live oaks in the backyard with private pool, gazebo and beautiful guest cottage. This updated single-le...

  • 4 Beds
  • 4 Baths
  • 2,982 SqFt.
  • HILTONHEAD-510784 MLS
Courtesy of Hilton Head Properties

Listing courtesy of Hilton Head Properties.

8 Windjammer Court, Hilton Head Island image
8 Windjammer Court, Hilton Head Island $2,100,000

Located in the heart of Harbour Town within Sea Pines, this beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to...

  • 4 Beds
  • 4 Baths
  • 3,531 SqFt.
  • HILTONHEAD-511413 MLS
Courtesy of Harbour & Home Real Estate

Listing courtesy of Harbour & Home Real Estate.

70 Lighthouse Road Unit 2896, Hilton Head Island image
70 Lighthouse Road Unit 2896, Hilton Head Island $2,000

Owner is also selling Week 17 (Unit 2900) and is open to offering a discounted price if both weeks are purchased together - an excellent opportunity to enjoy two consecut...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-511359 MLS
Courtesy of Lighthouse Realty

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2900, Hilton Head Island image
70 Lighthouse Road Unit 2900, Hilton Head Island $1,900

Owner is also selling Week 16 (Unit 2896) and is open to offering a discounted price if both weeks are purchased together-an excellent opportunity to enjoy two consecutiv...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-511357 MLS
Courtesy of Lighthouse Realty

Listing courtesy of Lighthouse Realty.

6 Braddock Bluff Drive Unit 1659, Hilton Head Island image
6 Braddock Bluff Drive Unit 1659, Hilton Head Island $525,000

South Beach has always been one of Sea Pines' most beloved retreat destinations! This gorgeously updated Bluff Villa is just steps from the sandy shoreline and adjacent t...

  • 1 Beds
  • 1 Baths
  • 756 SqFt.
  • HILTONHEAD-511232 MLS
Courtesy of Collins Group Realty

Listing courtesy of Collins Group Realty.

21 Red Cardinal Road, Hilton Head Island image
21 Red Cardinal Road, Hilton Head Island $7,950,000

One of the finest oceanfront residences in Sea Pines, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmansh...

  • 7 Beds
  • 5 Baths
  • 6,034 SqFt.
  • HILTONHEAD-510860 MLS
Courtesy of Harbour & Home Real Estate

Listing courtesy of Harbour & Home Real Estate.

70 Lighthouse Road Unit 2875, Hilton Head Island image
70 Lighthouse Road Unit 2875, Hilton Head Island $1,350 ▼

Enjoy the peaceful elegance of Hilton Head Island during deeded Week 45, perfectly timed for the crisp beauty of late autumn and, in many years, the Thanksgiving holiday....

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-511051 MLS
Courtesy of Lighthouse Realty

Listing courtesy of Lighthouse Realty.

125 Greenwood Drive Unit APT 3407, Hilton Head Island image
125 Greenwood Drive Unit APT 3407, Hilton Head Island $729,000 ▼

Come see this totally RENOVATED FEE SIMPLE home Located in the exquisite Carolina Place community in the heart of the Low Country where you can live out your dreams of en...

  • 2 Beds
  • 3 Baths
  • 1,238 SqFt.
  • HILTONHEAD-510644 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

85 Lighthouse Road Unit 2389, Hilton Head Island image
85 Lighthouse Road Unit 2389, Hilton Head Island $685,000 ▼

High-performing rental opportunity in the heart of Sea Pines Resort with strong demand. This fully furnished 2BR/2BA villa is turnkey and rental-ready, featuring an open ...

  • 2 Beds
  • 2 Baths
  • 1,051 SqFt.
  • HILTONHEAD-510737 MLS
Courtesy of Sea Pines Real Estate South Beach

Listing courtesy of Sea Pines Real Estate South Beach.

8 Pine Court, Hilton Head Island image
8 Pine Court, Hilton Head Island $1,449,000 ▼

Experience the ease of the Sea Pines lifestyle in this beautifully updated Greenwood Forest retreat, where soaring ceilings, walls of glass, and a private wooded setting ...

  • 4 Beds
  • 3 Baths
  • 2,500 SqFt.
  • HILTONHEAD-510645 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

10 Lighthouse Road Unit 426, Hilton Head Island image
10 Lighthouse Road Unit 426, Hilton Head Island $695,000

Welcome to one of the most desirable locations in Plantation Club! This beautifully maintained 2BR/2BA ground-floor corner villa enjoys expansive views of Atlantic Dunes ...

  • 2 Beds
  • 2 Baths
  • 1,210 SqFt.
  • HILTONHEAD-510242 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

33 Ruddy Turnstone Road, Hilton Head Island image
33 Ruddy Turnstone Road, Hilton Head Island $8,995,000 ▼

Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where...

  • 5 Beds
  • 6 Baths
  • 5,837 SqFt.
  • HILTONHEAD-510013 MLS
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

17 Lake Forest Drive Unit APT 3347, Hilton Head Island image
17 Lake Forest Drive Unit APT 3347, Hilton Head Island $775,000 ▼

Tucked within the world-renowned community of Sea Pines, this beautifully updated 2-bedroom, 2.5-bath villa offers the perfect blend of Lowcountry charm, investment oppor...

  • 2 Beds
  • 3 Baths
  • 1,610 SqFt.
  • HILTONHEAD-509566 MLS
Courtesy of Real Broker, LLC

Listing courtesy of Real Broker, LLC.

19 Stoney Creek Road Unit 286, Hilton Head Island image
19 Stoney Creek Road Unit 286, Hilton Head Island $890,000 ▼

Luxury Updated 3 BR Stoney Creek Condo with great pool views. Only minutes to world famous Harbourtown Golf Links, Lighthouse, Shops and Restaurants this updated luxury c...

  • 3 Beds
  • 4 Baths
  • 1,780 SqFt.
  • HILTONHEAD-509012 MLS
Courtesy of Hilton Head Luxury Homes, Inc

Listing courtesy of Hilton Head Luxury Homes, Inc.

18 Canvasback Road, Hilton Head Island image
18 Canvasback Road, Hilton Head Island $2,100,000 ▼

GREAT NEW PRICE $2,100,000! Rare opportunity to own a 5-bedroom beach-oriented home in the coveted Sea Pines community, offering the perfect combination of coastal lifest...

  • 5 Beds
  • 4 Baths
  • 3,214 SqFt.
  • HILTONHEAD-509680 MLS
Courtesy of Engel & Volkers

Listing courtesy of Engel & Volkers.

70 Lighthouse Road Unit 2905, Hilton Head Island image
70 Lighthouse Road Unit 2905, Hilton Head Island $2,500

Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 28, ideally positioned in mid-to-late July when summer on the island is in full swing. Swallowta...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-509812 MLS
Courtesy of Lighthouse Realty

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2873, Hilton Head Island image
70 Lighthouse Road Unit 2873, Hilton Head Island $1,450

Enjoy the laid-back elegance of Hilton Head Island during deeded Week 15 in late April, when the island is in full bloom and spring has settled in beautifully. Swallowtai...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-508988 MLS
Courtesy of Lighthouse Realty

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2895, Hilton Head Island image
70 Lighthouse Road Unit 2895, Hilton Head Island $1,300

Enjoy the relaxed charm of Hilton Head Island during deeded Week 11 at Swallowtail at Sea Pines, the last week of March, when spring is in full swing and the island comes...

  • 2 Beds
  • 2 Baths
  • HILTONHEAD-508986 MLS
Courtesy of Lighthouse Realty

Listing courtesy of Lighthouse Realty.

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