Wood-burning fireplaceBeautifully updated kitchenStainless steel appliancesSoft blue tile backsplashExpansive layoutQuartz countertopsSpacious five-bedroom home
Tucked beneath a canopy of ancient live oaks in Middlewoods East, 370 Red Bay Road offers one of Kiawah's most sought-after combinations: a spacious five-bedroom home just a short stroll to the Atlantic Ocean via Boardwalk 12, and a Kiawah Island Club Golf Membership. With an expansive layout that offers generous room to spread out and gather comfortably, this is island living at its most effortless.
This 3,471-square-foot home features soaring vaulted ceilings, warm wood paneling, and walls of windows that fill the open-concept main living area with natural light while framing tranquil lagoon and maritime forest views. Built-in bookshelves and a wood-burning fireplace anchor the great room, which flows seamlessly into the dining area and a beautifully updated kitchen featuring crisp white cabinetry, quartz countertops, a generous center island with bar seating, stainless steel appliances, and a soft blue tile backsplash.
Five bedrooms and four baths offer abundant space for family and guests, thoughtfully arranged across two levels. Upstairs, two guest bedrooms — one with a king bed, the other with a pair of twins — each enjoy a private bath. On the main level, the serene primary suite features a king bed, a sitting area, treetop views, and a private deck overlooking the lagoon, joined by a queen bedroom and an additional twin bedroom that shares the fourth bath. A sunlit family room wrapped in windows provides a second gathering space, while the expansive rear deck invites al fresco dining and grilling beneath the oaks.
Offered fully furnished and currently operating as a successful vacation rental, this home is a proven performer that is ideal as an investment property, a personal retreat, or both. The location is hard to beat: just two miles from the Sandcastle and West Beach Village amenities, steps to the beach, and surrounded by the natural beauty that defines Kiawah Island.
Whether you're watching egrets glide across the lagoon from the deck or making the easy walk to the beach, 370 Red Bay Road delivers the quintessential island lifestyle. A Kiawah Island Club Golf Membership is available with the purchase of this property. The Golf Membership gives Members access to world-class golf at Cassique and River Course, along with an unmatched collection of amenities, including a 9,000-square-foot fitness facility, beach clubs overlooking the ocean, five-star dining experiences, spa facilities, a boathouse, Marsh House, and a bed & breakfast in downtown Charleston.
All information deemed reliable but not guaranteed and should be independently verified.
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Zillow last checked:
Listed by:
Trent McChesney,
Kiawah Island Real Estate
Source: Kiawah Island Real Estate,MLS#: a09TP00000WKRyWYAX
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Facts & features
Interior
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 4
Full bathrooms: 4
Features
Has basement: No
Interior area
Total structure area: 3,471
Total interior livable area: 3,471 sqft
Property
Details
Parcel number: 2090100025
Construction
Type & style
Home type: SingleFamily
Property subtype: Single Family Residence
Condition
Year built: 1979
Community & HOA
Community
Subdivision: Middlewoods East
Location
Region: Johns Island
Financial & listing details
Price per square foot: $834/sqft
Tax assessed value: $2,031,000
Annual tax amount: $28,216
Date on market: 7/7/2026
Lease term: Contact For Details
Estimated market value
Zestimate®
$2,408,000
Estimated sales range
$2.17M - $2.67M
Rent Zestimate®
$4,008/mo
Price history
Date
Event
Price
7/7/2026
Listed for sale
$2,895,000+65.4%$834/sqft
Source: Kiawah Island Real Estate #a09TP00000WKRyWYAXReport a problem
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Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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