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Callawassie Island Homes for Sale with Pool

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  • 3 Shellfish Ln, Okatie, SC 29909
    3 Shellfish Ln, Okatie, SC 29909
    3 Shellfish Ln, Okatie, SC 29909
    /19

    $25,000

    • Land
    • 0.66 Acre
    • $37,879 per Acre

    3 Shellfish Ln, Okatie, SC 29909

    Welcome to 3 Shellfish Lane, a beautiful and spacious wooded lot nestled in the heart of Callawassie Island. This lush homesite offers privacy, natural Lowcountry beauty, and is ideally located just moments from the water and the River Club. Included in the listing is a proposed 3,500 sq ft custom home by the highly regarded H2 Builders of Bluffton, SC- known for their quality craftsmanship and

    Agent Photo

    Elisabeth Dickie

    EXP Realty LLC (938)

    (843) 920-3927

    3 Shellfish Ln, Okatie, SC 29909
  • 44 Osprey Cir, Okatie, SC 29909
    44 Osprey Cir, Okatie, SC 29909
    44 Osprey Cir, Okatie, SC 29909
    /12

    $140,000

    • Land
    • 0.62 Acre
    • $225,806 per Acre

    44 Osprey Cir, Okatie, SC 29909

    Build your dream home w/Artisan Custom Homes on this beautiful homesite looking at Magnolia 5 hole. Sale of this lot is contingent on the buyer contracting for the construction of a home w/Artisan. Buyer to pay the required Membership Contribution, at lot closing, and all community & club monthly amounts will be waived until the closing of house with a Cert of Occupancy. Purchaser may use the

    Agent Photo

    Nell Kleinhans

    Coastal R. E. Solutions II

    (843) 417-0284

    44 Osprey Cir, Okatie, SC 29909
  • 56 Spring Island Dr, Okatie, SC 29909
    56 Spring Island Dr, Okatie, SC 29909
    56 Spring Island Dr, Okatie, SC 29909
    /57

    $1,200,000

    • 4 Beds
    • 5 Baths
    • 3,460 Sq Ft

    56 Spring Island Dr, Okatie, SC 29909

    Situated with a panoramic view of the golf course, this Lowcountry style custom home is surrounded by majestic oaks & blooming magnolias. Home has a large primary suite and two bedrooms on the first floor. A finished suite over the garage offers privacy and comfort for guests. A charming screened porch provides an escape to relax or for entertaining. Home is detailed with Andersen windows,

    Agent Photo

    Nell Kleinhans

    Coastal R. E. Solutions II

    (843) 962-9022

    56 Spring Island Dr, Okatie, SC 29909
  • 56 Spring Island Dr, Okatie, SC 29909
    56 Spring Island Dr, Okatie, SC 29909
    56 Spring Island Dr, Okatie, SC 29909
    /57

    $1,200,000

    • 4 Beds
    • 5 Baths
    • 3,460 Sq Ft

    56 Spring Island Dr, Okatie, SC 29909

    Situated with a panoramic view of the golf course, this Lowcountry style custom home is surrounded by majestic oaks & blooming magnolias. Home has a large primary suite and two bedrooms on the first floor. A finished suite over the garage offers privacy and comfort for guests. A charming screened porch provides an escape to relax or for entertaining. Home is detailed with Andersen windows,

    Agent Photo

    Nell Kleinhans

    Coastal Real Estate Solutions II (566)

    (843) 905-3945

    56 Spring Island Dr, Okatie, SC 29909
  • 18 Spring Island Dr, Okatie, SC 29909
    18 Spring Island Dr, Okatie, SC 29909
    18 Spring Island Dr, Okatie, SC 29909
    /72

    $1,325,000

    • 3 Beds
    • 3.5 Baths
    • 4,031 Sq Ft

    18 Spring Island Dr, Okatie, SC 29909

    Situated on a beautiful lot with a peaceful golf/pond view, this classic Lowcountry style custom home built by Steve Tilton (Coastal Signature Homes) features soaring 12 ft. ceilings throughout the entire first floor, elaborate molding trim package, granite kitchen counters, kitchen island w/prep sink, oversized walk in pantry, Pella windows, Baldwin hardware, incredible storage throughout. Enjoy

    Agent Photo

    Nell Kleinhans

    Coastal R. E. Solutions II

    (843) 825-1917

    18 Spring Island Dr, Okatie, SC 29909
  • 18 Spring Island Dr, Okatie, SC 29909
    18 Spring Island Dr, Okatie, SC 29909
    18 Spring Island Dr, Okatie, SC 29909
    /69

    $1,325,000

    • 3 Beds
    • 3.5 Baths
    • 4,031 Sq Ft

    18 Spring Island Dr, Okatie, SC 29909

    Situated on a beautiful lot with a peaceful golf/pond view, this classic Lowcountry style custom home built by Steve Tilton (Coastal Signature Homes) features soaring 12 ft. ceilings throughout the entire first floor, elaborate molding trim package, granite kitchen counters, kitchen island with prep sink, oversized walk in pantry, Pella windows, Baldwin hardware, and incredible storage

    Agent Photo

    Nell Kleinhans

    Coastal Real Estate Solutions II (566)

    (843) 920-2630

    18 Spring Island Dr, Okatie, SC 29909
  • 30 Longwood Dr, Okatie, SC 29909
    30 Longwood Dr, Okatie, SC 29909
    30 Longwood Dr, Okatie, SC 29909
    /37

    $700,000

    • 3 Beds
    • 2 Baths
    • 1,865 Sq Ft

    30 Longwood Dr, Okatie, SC 29909

    Beautifully renovated 3 Bedroom/ 2 Bath home situated on quiet cul de sac lot. This wonderful home includes the following updates/features: open concept layout; wood flooring throughout; remodeled kitchen with large island, stunning quartzite countertops, and stainless steel appliances; incredible primary suite includes spacious room and closet, large shower and roomy soaking tub; remodeled 2nd

    Connie Rambo The HomesFinder Realty Group

    30 Longwood Dr, Okatie, SC 29909
  • 8 Heron Point, Okatie, SC 29909
    8 Heron Point, Okatie, SC 29909
    8 Heron Point, Okatie, SC 29909
    /74

    $1,095,000

    • 3 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    8 Heron Point, Okatie, SC 29909

    Nestled on a private one-acre homesite, this 3-bedroom, 2.5-bath Lowcountry-style home offers 3,300 sq. ft. of timeless charm and modern comfort. A sweeping front porch welcomes you into an inviting two-story layout featuring hardwood floors, a cozy gas fireplace, and abundant natural light throughout. The main level boasts a spacious office and a primary suite with a well-appointed bath,

    The Broadhurst Group William Raveis - Carolina LLC (332)

    8 Heron Point, Okatie, SC 29909
  • 96 Osprey Cir, Okatie, SC 29909
    96 Osprey Cir, Okatie, SC 29909
    96 Osprey Cir, Okatie, SC 29909
    /49

    $1,165,000

    • 3 Beds
    • 2.5 Baths
    • 2,403 Sq Ft

    96 Osprey Cir, Okatie, SC 29909

    NEW CONSTRUCTION, September 2025- completed! by Artisan Custom Homes! Situated in one of the most desirable areas within Callawassie Island with unique private views of Lagoon/Golf on Magnolia #7. The Palmetto Plan features include true Lowcountry coastal earth tones with natural textures and traditional design. White oak wood flooring, stainless steel appliances w/ gas cooktop/range and tankless

    Joseph Kearney Coastal Real Estate Solutions II (566)

    96 Osprey Cir, Okatie, SC 29909
  • 1 River Club Ct, Okatie, SC 29909
    1 River Club Ct, Okatie, SC 29909
    1 River Club Ct, Okatie, SC 29909
    /44

    $1,295,000

    • 3 Beds
    • 2.5 Baths
    • 2,505 Sq Ft

    1 River Club Ct, Okatie, SC 29909

    Just steps from the water, pool, and two deep-water community docks, this home offers one of the most coveted locations on Callawassie Island. A truly unique opportunity, it combines unmatched convenience with breathtaking views where sunsets, casual dinners, and river breezes are part of everyday life. Fully renovated in 2022 with new roof, HVAC, plumbing, electrical, spray foam insulation,

    Emily Kearney Coastal R. E. Solutions II

    1 River Club Ct, Okatie, SC 29909
  • 6 Winding Oak Dr, Okatie, SC 29909
    6 Winding Oak Dr, Okatie, SC 29909
    6 Winding Oak Dr, Okatie, SC 29909
    /45

    $1,175,000

    • 4 Beds
    • 4.5 Baths
    • 3,095 Sq Ft

    6 Winding Oak Dr, Okatie, SC 29909

    A timeless classic meets modern elegance w/this fully renovated 3095 square foot open concept Callawassie Island home. No expense was spared when crafting this marsh front masterpiece located on the tail end of Sugar Mill Creek. Step inside to an abundance of natural light, breathtaking views w/mature landscaping, entirely new kitchen, floors, & millwork throughout, spray foam insulation,

    Claiborne Smith Charter One Realty

    6 Winding Oak Dr, Okatie, SC 29909
  • 50 Spring Island Dr, Okatie, SC 29909
    50 Spring Island Dr, Okatie, SC 29909
    50 Spring Island Dr, Okatie, SC 29909
    /53

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,990 Sq Ft

    50 Spring Island Dr, Okatie, SC 29909

    Classic Lowcountry home, situated on over 1 acre is set back 300 ft. from the roadway down a tree lined and landscaped driveway. Featuring 4 bedrooms and 3.5 baths, updated kitchen, 1st floor primary bedroom, office, with upstair guest bedrooms and bonus room.Hardwood floors throughout, numerous walk-in closets, bookshelves and built-ins. Rear of the home features floor to ceiling windows

    Glenn Tabasko SERHANT (932)

    50 Spring Island Dr, Okatie, SC 29909
  • 4 Tabby Point Ln, Okatie, SC 29909
    4 Tabby Point Ln, Okatie, SC 29909
    4 Tabby Point Ln, Okatie, SC 29909
    /52

    $1,195,000

    • 3 Beds
    • 3 Baths
    • 2,880 Sq Ft

    4 Tabby Point Ln, Okatie, SC 29909

    Located on one of the premier streets in the Lowcountry, this home invites the discerning eye of property enthusiasts. The 3 BR, 3 BA home has new flooring and roof, many new windows and nearly 2900 sq feet ready to transform into your dream home. Upon arrival, you'll be drawn to majestic live oaks and long marsh, water views of the Okatie River. Enhancing the home's appeal: gas

    The Broadhurst Group William Raveis - Carolina LLC (332)

    4 Tabby Point Ln, Okatie, SC 29909
  • 2 S Oak Forest Dr, Okatie, SC 29909
    2 S Oak Forest Dr, Okatie, SC 29909
    2 S Oak Forest Dr, Okatie, SC 29909
    /65

    $989,000

    • 3 Beds
    • 3.5 Baths
    • 2,772 Sq Ft

    2 S Oak Forest Dr, Okatie, SC 29909

    Completely Renovated & Move-in Ready! Enjoy breathtaking Marsh to Colleton River views from this Elevated One-story Lowcountry home. Upon entering the foyer the quality in craftsmanship is evident, from the upgraded kitchen w SS Appliances flowing to the family room w beautiful fireplace & large windows to showcase the waterfront view. The split floor-plan affords maximum livability w refinished

    Andrew Seivold Coastal Real Estate Solutions II (566)

    2 S Oak Forest Dr, Okatie, SC 29909
  • 12 Chechessee Cir, Okatie, SC 29909
    12 Chechessee Cir, Okatie, SC 29909
    12 Chechessee Cir, Okatie, SC 29909
    /306

    $1,050,000

    • 3 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    12 Chechessee Cir, Okatie, SC 29909

    Marsh Front with Deep Water Views. Designed by prominent low country architect this lovely home features oversized rooms w/ open plan living & a relaxed yet sophisticated feel. Large windows make for a bright cheery home. Balconies from every bedroom. Large Ipe/Brazilian Teak deck surrounds private heated plunge pool, recently re-coated, w/ marsh views. Primary Bedrooms either 1st or 2nd floor.

    Joseph Kearney Coastal Real Estate Solutions II (566)

    12 Chechessee Cir, Okatie, SC 29909
  • 34 Osprey Cir, Okatie, SC 29909
    34 Osprey Cir, Okatie, SC 29909
    34 Osprey Cir, Okatie, SC 29909
    /42

    $1,000,000

    • 3 Beds
    • 3.5 Baths
    • 3,246 Sq Ft

    34 Osprey Cir, Okatie, SC 29909

    This beautifully maintained Low Country style home with it's traditional front porch and dormers, has a tastefully designed open floor that encompasses the relaxed yet elegant feel of Southern living. Located on a private cul-de-sac with a gorgeous lawn and professional landscaping overlooking 2 holes on Callawassie Island's recently renovated Tom Fazio Designed Magnolia Course. A stunning great

    Joseph Kearney Coastal R. E. Solutions II

    34 Osprey Cir, Okatie, SC 29909
  • 108 Winding Oak Dr, Okatie, SC 29909
    108 Winding Oak Dr, Okatie, SC 29909
    108 Winding Oak Dr, Okatie, SC 29909
    /50

    $1,469,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    108 Winding Oak Dr, Okatie, SC 29909

    Completed in 2024, this custom Allison Ramsey-designed home sits on a 1.14-acre marshfront lot, created by consolidating part of a neighboring parcel to enhance privacy, space, and views. Designed to embrace its surroundings, the elevated home offers sweeping marsh views and a blend of Lowcountry charm and casual luxury. Built by CMS with top-tier finishes, it features approx. 2,500 sq ft, French

    Emily Kearney Coastal R. E. Solutions II

    108 Winding Oak Dr, Okatie, SC 29909
  • 7 Sequoia Ct, Okatie, SC 29909
    7 Sequoia Ct, Okatie, SC 29909
    7 Sequoia Ct, Okatie, SC 29909
    /56

    $1,895,000 Open Sat 11AM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,467 Sq Ft

    7 Sequoia Ct, Okatie, SC 29909

    Don't miss your chance at luxury waterfront living in this 4 BR, 3.5 BA 3467 sf classic Low Country tabby home that features a 240' dock and boat lift on a tidal creek flowing into the Colleton River. Enjoy spectacular, panoramic views from your expansive deck, the swing bed on your cozy screened porch, or from almost anywhere in the 3 bedroom main house in which each of the 2.5 baths, including

    Tish Schroeder Greco Group Brokered by eXp

    7 Sequoia Ct, Okatie, SC 29909
  • 15 Longwood Dr, Okatie, SC 29909
    15 Longwood Dr, Okatie, SC 29909
    15 Longwood Dr, Okatie, SC 29909
    /73

    $824,900

    • 4 Beds
    • 3.5 Baths
    • 2,864 Sq Ft

    15 Longwood Dr, Okatie, SC 29909

    Opportunity awaits, offering superior value in one of the most well thought out homes available now, offering impeccable functionality, multiple upgrades, long views & pride in ownership throughout! Just a few of the upgrades: hardwood floor coverings, custom built plantation shutters with window tint for your privacy, open floor plan & 3 bedrooms. The bonus room with kitchenette & full bath

    Andrew Seivold Coastal Real Estate Solutions II (566)

    15 Longwood Dr, Okatie, SC 29909
  • 10 Woodstork Landing, Okatie, SC 29909
    10 Woodstork Landing, Okatie, SC 29909
    10 Woodstork Landing, Okatie, SC 29909
    /83

    $1,300,000

    • 3 Beds
    • 3.5 Baths
    • 2,817 Sq Ft

    10 Woodstork Landing, Okatie, SC 29909

    Better than new with breathtaking marsh views, this Lighthouse Award-winning Lowcountry home on Callawassie Island features main-floor living, ensuite baths in all bedrooms, heart pine floors, custom built-ins, and a working elevator. Spacious front and screened porches overlook the scenic Chechessee River estuary. Quality-built by Steve Tilton, the home offers the option to finish the attic for

    Jeremy Taylor Coastal Real Estate Solutions

    10 Woodstork Landing, Okatie, SC 29909
  • 45 Heron Walk, Okatie, SC 29909
    45 Heron Walk, Okatie, SC 29909
    45 Heron Walk, Okatie, SC 29909
    /41

    $439,000

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    45 Heron Walk, Okatie, SC 29909

    All options open for either a primary home, 2nd home or investment property. This private setting Heron Walk Villa, set within beautiful mature landscaping, has views of Golf( rear) and Lagoon(front)! Golf Cart Garage and long driveway. Roof- 2023, recent bathroom renovations to both Primary Bath and Guest Bath. All plumbing water piping recently replaced. Screen porch and a separate Carolina

    Joseph Kearney Coastal Real Estate Solutions II (566)

    45 Heron Walk, Okatie, SC 29909
  • 27 Winding Oak Dr, Okatie, SC 29909
    27 Winding Oak Dr, Okatie, SC 29909
    27 Winding Oak Dr, Okatie, SC 29909
    /43

    $1,350,000

    • 4 Beds
    • 3.5 Baths
    • 2,895 Sq Ft

    27 Winding Oak Dr, Okatie, SC 29909

    Immaculate newer construction on sought-after Callawassie Island! Built by Steve Tilton, an award-winning builder, this move-in-ready home offers a 2-car plus cart bay garage, stunning ancient Live Oaks, and expansive golf views. Enjoy the Lowcountry lifestyle from the full-length screened porch overlooking the course. Inside, you’ll find quality finishes, open living, and a spacious kitchen

    Lowcountry Specialists Charter One Realty (063F)

    27 Winding Oak Dr, Okatie, SC 29909
  • 3 Longwood Ct, Okatie, SC 29909
    3 Longwood Ct, Okatie, SC 29909
    3 Longwood Ct, Okatie, SC 29909
    /56

    $665,000

    • 3 Beds
    • 3 Baths
    • 2,961 Sq Ft

    3 Longwood Ct, Okatie, SC 29909

    Beautiful one-level living with an open, vaulted floor plan perfect for entertaining and enjoys gorgeous private views! This 2,961SF, 3BD, 3BA home features a spacious flex room ideal for a workshop, game room, or golf simulator. Looking to avoid steps? Don't miss the best value on Callawassie Island at $225/sf! Recent upgrades include interior/exterior paint, HVAC, flooring, kitchen appliances,

    Grace Vandiver Charter One Realty

    3 Longwood Ct, Okatie, SC 29909
  • 27 Island Creek Dr, Okatie, SC 29909
    27 Island Creek Dr, Okatie, SC 29909
    27 Island Creek Dr, Okatie, SC 29909
    /41

    $775,000

    • 3 Beds
    • 3 Baths
    • 2,652 Sq Ft

    27 Island Creek Dr, Okatie, SC 29909

    Location, Location, Location! A perfect primary or 2nd home. Enjoy the scenic and tranquil early morning or twilight walks enjoying the unique golf/marsh/lagoon views. This well maintained home has filtered views of pond/golf and located on the renovated Dogwood Course Par 5 6th hole. A perfect blend of comfort, elegance and functional design.13 ft. Great Room coffered ceilings,18 ft. Carolina

    Joseph Kearney Coastal R. E. Solutions II

    27 Island Creek Dr, Okatie, SC 29909
  • 15 Tabby Point Ln, Okatie, SC 29909
    15 Tabby Point Ln, Okatie, SC 29909
    15 Tabby Point Ln, Okatie, SC 29909
    /50

    $1,650,000

    • 5 Beds
    • 3.5 Baths
    • 4,712 Sq Ft

    15 Tabby Point Ln, Okatie, SC 29909

    Experience Lowcountry living at its finest in this beautifully updated waterfront home on Callawassie Island. With 4+ bedrooms and a 3+ car garage, there’s room for everyone and everything. Fresh new stucco adds timeless appeal, while panoramic views of the Colleton River and its marshes set a stunning scene. Enjoy the ever-changing tides and wildlife - including dolphins playing just beyond your

    Lowcountry Specialists Charter One Realty (063F)

    15 Tabby Point Ln, Okatie, SC 29909
  • 16 Island Creek Dr, Okatie, SC 29909
    16 Island Creek Dr, Okatie, SC 29909
    16 Island Creek Dr, Okatie, SC 29909
    /77

    $1,290,000

    • 3 Beds
    • 2.5 Baths
    • 3,159 Sq Ft

    16 Island Creek Dr, Okatie, SC 29909

    Unprecedented Panoramic Views of Golf to Salt Marsh Vistas, coupled with Endless South Carolina Sunsets from this Lowcountry Gem. The sophisticated & luxurious design details are present throughout the 3BR/2.5BA home w incredible porch spaces & partially screened-in addition to the second story Veranda, offering a multitude of inviting dining/seating areas overlooking #7 of the award winning

    Andrew Seivold Coastal R. E. Solutions II

    16 Island Creek Dr, Okatie, SC 29909
  • 6 River Marsh Ln, Okatie, SC 29909
    6 River Marsh Ln, Okatie, SC 29909
    6 River Marsh Ln, Okatie, SC 29909
    /51

    $795,000

    • 3 Beds
    • 3 Baths
    • 2,378 Sq Ft

    6 River Marsh Ln, Okatie, SC 29909

    Perfect Primary/2nd Home or Investment property for short/long term rentals. Furnished and Rental ready! Updated Club Cottage with long scenic views of Marsh and Golf. New Deck & Attic Spray Foamed- 2025, New Roof- 2024. 2021 renovations: GE High-End Kitchen Appliances, GE Cafe Gas Cook Top w/new SS backsplash & vented hood, GE Double Oven, GE Cafe counter-depth French Door Refrigerator,

    Joseph Kearney Coastal Real Estate Solutions II (566)

    6 River Marsh Ln, Okatie, SC 29909
  • 85 Winding Oak Dr, Okatie, SC 29909
    85 Winding Oak Dr, Okatie, SC 29909
    85 Winding Oak Dr, Okatie, SC 29909
    /34

    $129,000

    • Land
    • 1.04 Acres
    • $124,038 per Acre

    85 Winding Oak Dr, Okatie, SC 29909

    Build your dream home on this Exceptional Double lot at Callawassie Island! Surround yourself with majestic mossy draped Specimen Live Oaks throughout the entirety of this superior One Acre property! One will benefit from the high vantage point encompassing the long views of the Signature #5 Fairway & Lagoon on the Magnolia Course! Enjoy our World Class Amenities, to include 27 Holes of Newly

    Andrew Seivold Coastal R. E. Solutions II

    85 Winding Oak Dr, Okatie, SC 29909
  • 8 Chechessee Cir, Okatie, SC 29909
    8 Chechessee Cir, Okatie, SC 29909
    8 Chechessee Cir, Okatie, SC 29909
    /87

    $899,000

    • 4 Beds
    • 3 Baths
    • 2,758 Sq Ft

    8 Chechessee Cir, Okatie, SC 29909

    If you're looking for a place where carefully curated upgrades meet quiet elegance in a serene nature setting, this residence is more than worth exploring. From the blend of English Country & Lowcountry Styles to the privacy of its location, there's a rare harmony here—between structure & scenery, ready for someone new to call it ''home.'' Nestled within a peaceful cul-de-sac surrounded

    Katie Gambla Keller Williams Realty

    8 Chechessee Cir, Okatie, SC 29909
  • 83 Osprey Cir, Okatie, SC 29909
    83 Osprey Cir, Okatie, SC 29909
    83 Osprey Cir, Okatie, SC 29909
    /44

    $929,000

    • 3 Beds
    • 3.5 Baths
    • 2,722 Sq Ft

    83 Osprey Cir, Okatie, SC 29909

    Enjoy this .83 acre natural wooded/lagoon view of a Bird Rookery in your own backyard! This home is in pristine condition with recent upgrades and renovations throughout. Gourmet Kitchen with all high-end S/S appliances, 6-burner gas stove w/griddle & 2 ovens, S/S stove vent, microwave draw, dishwasher, wine fridge, refrigerator/freezer & cabinets, quartz countertops, soft closing drawers &

    Joseph Kearney Coastal Real Estate Solutions II (566)

    83 Osprey Cir, Okatie, SC 29909
  • 67 Winding Oak Dr, Okatie, SC 29909
    67 Winding Oak Dr, Okatie, SC 29909
    67 Winding Oak Dr, Okatie, SC 29909
    /49

    $944,000

    • 4 Beds
    • 3 Baths
    • 3,300 Sq Ft

    67 Winding Oak Dr, Okatie, SC 29909

    This beautifully maintained home is the ideal retreat with stunning views of the recently renovated golf course. The open and spacious layout is perfect for both everyday living and entertaining, with plenty of natural light and a thoughtful design.The expansive bonus room is a standout feature, offering endless possibilities— a home theater, game room, or extra living space. The home

    Ali Heavener SERHANT (932)

    67 Winding Oak Dr, Okatie, SC 29909
  • 5 Osprey Cir, Okatie, SC 29909
    5 Osprey Cir, Okatie, SC 29909
    5 Osprey Cir, Okatie, SC 29909
    /42

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 3,316 Sq Ft

    5 Osprey Cir, Okatie, SC 29909

    Enjoy the incredible sunset views of a large lagoon and bird rookery in your own back yard! Set on an .61-acre private waterfront/wooded lot. This custom home has abundant space for entire family visits.Designed with a split floor plan in mind for Primary Bedroom privacy. Many extras: (2) gas fireplaces, low maintenance hard coat stucco exterior and an all-season converted enclosed porch, a

    Joseph Kearney Coastal R. E. Solutions II

    5 Osprey Cir, Okatie, SC 29909
  • 64 Osprey Cir, Okatie, SC 29909
    64 Osprey Cir, Okatie, SC 29909
    64 Osprey Cir, Okatie, SC 29909
    /69

    $799,900

    • 4 Beds
    • 3.5 Baths
    • 2,580 Sq Ft

    64 Osprey Cir, Okatie, SC 29909

    Welcoming Lowcountry Masterpiece where Meticulous Craftsmanship & Pride in Ownership are evident throughout. 64 Osprey Circle is a custom Steve Tilton built home, thoughtfully situated on a private homesite w views across the wooded lagoon of the signature 5th hole on the Magnolia Course! This inviting home benefits from a well appointed kitchen w huge island/6 Burner Thermador & Westerly Sunset

    Andrew Seivold Coastal Real Estate Solutions II (566)

    64 Osprey Cir, Okatie, SC 29909
  • 58 Heron Walk, Okatie, SC 29909
    58 Heron Walk, Okatie, SC 29909
    58 Heron Walk, Okatie, SC 29909
    /41

    $467,500

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft

    58 Heron Walk, Okatie, SC 29909

    Highly Motivated Seller offering $25,000 toward the purchase of the Callawassie Island Membership. Renovated in 2021, this Heron Walk Villa is move in ready offering wonderful upgrades. Fully furnished and near club amenities. Lovely 3-bedroom 2-bath home offers privacy w/ lagoon views & screened in porch. Home can serve as full-time residence or as rental thru Callawassie Club. Callawassie, a

    The Broadhurst Group William Raveis - Carolina LLC (332)

    58 Heron Walk, Okatie, SC 29909
  • 58 Spring Island Dr, Okatie, SC 29909
    58 Spring Island Dr, Okatie, SC 29909
    58 Spring Island Dr, Okatie, SC 29909
    /49

    $800,000

    • 3 Beds
    • 2.5 Baths
    • 2,249 Sq Ft

    58 Spring Island Dr, Okatie, SC 29909

    A Classic Southern Living Cottage, with functional design and craftsman quality built, set in a private wooded setting on .74 acre. Enjoy expansive golf course views from the curved, wraparound heated rear screened porch. An open chef's kitchen is the heart of this 3 bedroom, 2.5 bath cottage. High ceilings, wide plank hardwood floors throughout, featuring a Savannah brick fireplace. The private

    Joseph Kearney Coastal R. E. Solutions II

    58 Spring Island Dr, Okatie, SC 29909
  • 31 Spring Island Dr, Okatie, SC 29909
    31 Spring Island Dr, Okatie, SC 29909
    31 Spring Island Dr, Okatie, SC 29909
    /50

    $595,000

    • Land
    • 0 Acre

    31 Spring Island Dr, Okatie, SC 29909

    Ready to wake up to wide-open marsh views and endless Lowcountry beauty? This rare 1.15-acre waterfront homesite on exclusive Callawassie Island is pure magic—offering Chechessee Creek frontage on two sides, ancient moss-draped trees for privacy, and a front-row seat to breathtaking sunrises and ever-changing tidal landscapes. With space to create your dream home, you’ll have the perfect canvas

    Allison Cobb The Cobb Group brokered by eXp Realty (943)

    31 Spring Island Dr, Okatie, SC 29909
  • 1 Osprey Cir, Okatie, SC 29909
    1 Osprey Cir, Okatie, SC 29909
    1 Osprey Cir, Okatie, SC 29909
    /24

    $74,000

    • Land
    • 0 Acre

    1 Osprey Cir, Okatie, SC 29909

    Ready to create your serene and luxury home on this scenic Callawassie Island lot? Within a short ride to Bluffton, Beaufort, Charleston for epicurean or cultural venues, always something available to peek your interest. Within a gorgeous golf course, this could be a home of your dreams. This Community abounds with incredible flora and fauna, multiple lagoons, community docks for fishing,

    Leslie Gayle RE/MAX Island Realty (521)

    1 Osprey Cir, Okatie, SC 29909
  • 7 Tabby Point Ln, Okatie, SC 29909
    7 Tabby Point Ln, Okatie, SC 29909
    7 Tabby Point Ln, Okatie, SC 29909
    /51

    $950,000

    • 3 Beds
    • 3.5 Baths
    • 3,396 Sq Ft

    7 Tabby Point Ln, Okatie, SC 29909

    A great opportunity, to purchase one of the premier Colleton River views, on the desirable Tabby Point Lane within Callawassie Island. Enjoy miles of private/scenic deep water/tidal marsh views! Imagine launching your kayak from your backyard to paddle alongside the dolphins. This Lowcountry style home, 3 BD/3 1/2 BA, .77 acre, is located among the highest elevations on the island. This unique

    Joseph Kearney Coastal R. E. Solutions II

    7 Tabby Point Ln, Okatie, SC 29909
  • 63 Osprey Cir, Okatie, SC 29909
    63 Osprey Cir, Okatie, SC 29909
    63 Osprey Cir, Okatie, SC 29909
    /51

    $689,500

    • 3 Beds
    • 3 Baths
    • 2,720 Sq Ft

    63 Osprey Cir, Okatie, SC 29909

    Located on desirable Osprey Circle, this beautifully updated home offers wide plank flooring, foam insulation, and crawlspace encapsulation. Built by the Tilton Group, it provides single-level living with the primary suite and two guest bedrooms on opposite sides for privacy. The cozy living room with a fireplace flows into the remodeled kitchen (2019), breakfast nook, and dining room, all with

    Emily Kearney Coastal Real Estate Solutions II (566)

    63 Osprey Cir, Okatie, SC 29909
  • 12 Woodstork Landing, Okatie, SC 29909
    12 Woodstork Landing, Okatie, SC 29909
    /2

    $375,000

    • Land
    • 0 Acre

    12 Woodstork Landing, Okatie, SC 29909

    Magnificent views, from this wooded.65 homesite, overlooking the tidal marshes to the Chechessee River. Natural and private setting on a short cul-de-sac street. Build your dream home with Artisan Custom Homes on this beautiful homesite. Sale of this lot is contingent on the buyer contracting for the construction of a home with Artisan Custom Homes. Purchaser may use the club and amenities while

    Emily Kearney Coastal Real Estate Solutions II (566)

    12 Woodstork Landing, Okatie, SC 29909

Showing Results 1 - 40, Page 1 of 2

South Carolina Beaufort County Bluffton Callawassie Island

Homes for Sale with Pool in Callawassie Island, Bluffton

Learn more about living in Callawassie Island

Home Trends in Callawassie Island, SC

On average, homes in Callawassie Island, Bluffton sell after 144 days on the market compared to the national average of 52 days. The median sale price for homes in Callawassie Island, Bluffton over the last 12 months is $1,100,000, up 25% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,100,000
Median Single Family Sale Price
$1,067,500
Average Price Per Sq Ft
$361
Number of Homes for Sale
32
Last 12 months Home Sales
64
Months of Supply
6.00
Median List Price
$1,100,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
25%
How to Buy a Home How to Finance a Home How to Sell a Home

In Callawassie Island, there are currently 43 homes for sale with pool amenities, providing relaxation and recreation right at home. Whether it's a house for sale with a pool for those warm summer days, or a property featuring an indoor or screened-in pool for year-round enjoyment, these homes offer a refreshing retreat and a space for leisure. Alternatively, buyers can explore properties with access to community pools, providing a convenient and communal space for recreation and socializing. Whether you prefer a private pool or the convenience of a community pool, explore the selection of homes for sale with a pool in Callawassie Island, Bluffton and find your perfect slice of paradise.

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