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Single Family Detached at 27 Westside Drive, Charleston
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36 photos

$750,000

Under contract
Bedrooms
4
Bathrooms
3
Living area
N/A
Year built
1981
27 Westside Drive
Charleston, SC 29412
Listed by EXP Realty LLC

Highlights

Property type
Single Family Detached
Lot size
0.32 acres
Garage
1 space
On market
55 days
  • Fireplace

About this home

Tucked away on a quiet cul-de-sac in the sought-after Crosscreek community of James Island, 27 Westside Drive is a beautifully updated Cape Cod-style home that blends timeless character with relaxed Lowcountry living. Surrounded by mature trees draped in Spanish moss and ideally situated just minutes from historic Downtown Charleston and Folly Beach, this 4-bedroom, 3-bath residence offers a thoughtful layout, versatile spaces, and an inviting connection to the outdoors.Inside, the vaulted living room makes an immediate impression with exposed wood beams, a whitewashed brick wood-burning fireplace, and solid wood panel wainscoting that bring warmth and architectural character to the space. Recently updated windows fill the home with natural light, while custom Bahama shutters ...on the upper windows add a distinctive coastal touch. The renovated kitchen features new appliances and refreshed finishes, with a comfortable flow into the breakfast area and separate dining room. Currently styled as a bar and lounge, the dining room offers a versatile setting for entertaining, relaxing, or gathering with friends and family. The home's flexible floor plan includes two primary suites--one conveniently located on the main level and a second upstairs--along with two additional guest bedrooms that share a beautifully renovated hall bath. All three bathrooms have been thoughtfully updated with ceramic tile, contemporary lighting, and modern finishes. Two separate office spaces provide excellent flexibility for working from home, hobbies, or additional living space. Outdoor living is equally inviting, with a private backyard framed by mature landscaping and designed for both quiet mornings and casual gatherings. A newly installed Trex deck extends the living space outdoors and connects to a tabby concrete patio, creating multiple areas to enjoy the Lowcountry setting. The detached garage is accessed via a charming covered walkway, adding both convenience and character. The location is hard to beat--approximately 5 minutes to historic Downtown Charleston, 15 minutes to Folly Beach, and just around the corner from James Island County Park. With its combination of character, thoughtful updates, flexible living spaces, and an exceptionally convenient James Island location, 27 Westside Drive offers a wonderful opportunity to enjoy the best of Charleston's coastal lifestyle.

Property details

MLS
CHS Regional MLS
MLS #
26022996
Property type
Single Family Detached
Subdivision
Crosscreek
Status
Under contract
Days on market
55
On market date
August 12, 2026
Stories
2
Total bathrooms
3
Garage spaces
1
Parking spaces
1
Lot size
0.32 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Montessori Community School
7.1 mi away · Grades -1-8
Zoned school (attendance boundary, 2015-16 data)
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
264
Student:teacher ratio
14.7:1
District
Charleston 01
Middle
Camp Road Middle
1.59 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
833
Student:teacher ratio
16.7:1
District
Charleston 01
HighCharter
James Island Charter High
3.18 mi away · Grades 9-12
Zoned school (attendance boundary, 2015-16 data)
4.4
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: Excellent (2025)
Enrollment
1,611
Student:teacher ratio
15.8:1
District
Charleston 01

Walkability

Blended score for Charleston's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). EPA National Walkability Index only -- nearby-amenity data not cached yet for this area.

73
Walkable
out of 100
EPA National Walkability Index
14.5 / 20 -- Above average walkable

Market position

How this listing compares to current activity in Charleston, from live MLS data.

On the market 55 days -- 8 fewer days than Charleston's current average of 63 days.
For reference, the median list price across 1,164 active listings in Charleston right now is $642,500.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

Adjust tax / insurance estimates
Est. monthly payment
$4,667/mo
$150,000 down
$600,000 loan
Principal & interest$3,892
Property tax (est.)$625
Home insurance (est.)$150

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Data source: Listing information provided by CHS Regional MLS. Last updated 13 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.