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.
For sale
$2,895,000
370 Red Bay Rd, Johns Island, SC 29455
5beds
3,471sqft
Single Family Residence
Built in 1979
-- sqft lot
$2,408,000 Zestimate®
$834/sqft
$-- HOA
What's special
Wood-burning fireplaceBeautifully updated kitchenStainless steel appliancesSoft blue tile backsplashExpansive layoutQuartz countertopsSpacious five-bedroom home
- 2 days |
- 566 |
- 18 |
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
$2,408,000
$2.17M - $2.67M
$4,008/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/7/2026 | Listed for sale | $2,895,000+65.4%$834/sqft |
Source: | ||
| 5/3/2022 | Sold | $1,750,000+9.7%$504/sqft |
Source: | ||
| 2/5/2022 | Contingent | $1,595,000$460/sqft |
Source: | ||
| 2/2/2022 | Listed for sale | $1,595,000+78.2%$460/sqft |
Source: | ||
| 6/5/2019 | Listing removed | $895,000$258/sqft |
Source: Kiawah Island Real Estate #a090W00001R26emQAB Report a problem | ||
| 5/16/2018 | Listed for sale | $895,000$258/sqft |
Source: Kiawah Island Real Estate #a090W00001R26emQAB Report a problem | ||
| 10/13/2016 | Listing removed | $895,000$258/sqft |
Source: Kiawah Island Real Estate #a09d000000AoPWyAAN Report a problem | ||
| 10/10/2015 | Listed for sale | $895,000+52.5%$258/sqft |
Source: Kiawah Island Real Estate #a09d000000AoPWyAAN Report a problem | ||
| 6/23/2003 | Sold | $587,000-12.4%$169/sqft |
Source: Public Record Report a problem | ||
| 5/13/2002 | Sold | $670,000$193/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $28,216 +10.8% | $120,750 +15% |
| 2024 | $25,476 +3.7% | $105,000 |
| 2023 | $24,577 +107.3% | $105,000 +100.8% |
| 2022 | $11,856 +1.2% | $52,290 |
| 2021 | $11,718 +1.4% | $52,290 |
| 2020 | $11,556 | $52,290 +6% |
| 2019 | $11,556 | $49,330 |
| 2017 | $11,556 +6.8% | $49,330 |
| 2016 | $10,825 +4.1% | $49,330 |
| 2015 | $10,402 +5.5% | $49,330 |
| 2014 | $9,856 | -- |
| 2011 | $9,856 +10.4% | -- |
| 2010 | $8,927 -0.2% | $46,140 |
| 2009 | $8,943 +3.5% | $46,140 |
| 2008 | $8,643 +10.5% | $46,140 |
| 2006 | $7,824 +0.1% | $46,140 |
| 2005 | $7,813 +11.1% | $46,140 +31% |
| 2004 | $7,032 +1.4% | $35,220 |
| 2003 | $6,937 +4.5% | $35,220 |
| 2002 | $6,638 +248.9% | $35,220 +246.7% |
| 2000 | $1,902 | $10,160 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.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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Climate risks
Neighborhood: 29455
Nearby schools
GreatSchools rating
- 8/10Mt. Zion Elementary SchoolGrades: PK-5Distance: 6.8 mi
- 7/10Haut Gap Middle SchoolGrades: 6-8Distance: 8.8 mi
- 2/10St. Johns High SchoolGrades: 9-12Distance: 8.9 mi
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- South Carolina
- Charleston County
- Kiawah Island
- 29455
- 370 Red Bay Rd




